TW201214045A - Coloring composition, color filter, and display element - Google Patents

Coloring composition, color filter, and display element Download PDF

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Publication number
TW201214045A
TW201214045A TW100126125A TW100126125A TW201214045A TW 201214045 A TW201214045 A TW 201214045A TW 100126125 A TW100126125 A TW 100126125A TW 100126125 A TW100126125 A TW 100126125A TW 201214045 A TW201214045 A TW 201214045A
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Taiwan
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group
compound
mass
pigment
coloring
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TW100126125A
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Chinese (zh)
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TWI509358B (en
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Eiji Yoneda
Satoshi Ebata
Shingo Naruse
Hideyuki Yoshizawa
Yukari Yamaguchi
Atsushi Itou
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Jsr Corp
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    • GPHYSICS
    • G03PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03FPHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR
    • G03F7/00Photomechanical, e.g. photolithographic, production of textured or patterned surfaces, e.g. printing surfaces; Materials therefor, e.g. comprising photoresists; Apparatus specially adapted therefor
    • G03F7/004Photosensitive materials
    • G03F7/0045Photosensitive materials with organic non-macromolecular light-sensitive compounds not otherwise provided for, e.g. dissolution inhibitors
    • GPHYSICS
    • G02OPTICS
    • G02BOPTICAL ELEMENTS, SYSTEMS OR APPARATUS
    • G02B5/00Optical elements other than lenses
    • G02B5/20Filters
    • GPHYSICS
    • G02OPTICS
    • G02BOPTICAL ELEMENTS, SYSTEMS OR APPARATUS
    • G02B5/00Optical elements other than lenses
    • G02B5/20Filters
    • G02B5/201Filters in the form of arrays
    • GPHYSICS
    • G03PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03FPHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR
    • G03F7/00Photomechanical, e.g. photolithographic, production of textured or patterned surfaces, e.g. printing surfaces; Materials therefor, e.g. comprising photoresists; Apparatus specially adapted therefor
    • G03F7/004Photosensitive materials
    • GPHYSICS
    • G03PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03FPHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR
    • G03F7/00Photomechanical, e.g. photolithographic, production of textured or patterned surfaces, e.g. printing surfaces; Materials therefor, e.g. comprising photoresists; Apparatus specially adapted therefor
    • G03F7/004Photosensitive materials
    • G03F7/027Non-macromolecular photopolymerisable compounds having carbon-to-carbon double bonds, e.g. ethylenic compounds
    • G03F7/028Non-macromolecular photopolymerisable compounds having carbon-to-carbon double bonds, e.g. ethylenic compounds with photosensitivity-increasing substances, e.g. photoinitiators

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  • Physics & Mathematics (AREA)
  • General Physics & Mathematics (AREA)
  • Optics & Photonics (AREA)
  • Spectroscopy & Molecular Physics (AREA)
  • Optical Filters (AREA)
  • Materials For Photolithography (AREA)

Abstract

The present invention provides a coloring composition having excellent heat-resistance and comprising coloring agent. The coloring composition comprises (A) coloring agent, (B) binder resin and (c) cross-linking agent. The coloring composition comprises coloring agent represented by following formula (1) as (A) coloring agent. X+Z- (1) [In formula (1), X+ represents cationic chromophore, Z- represents conjugated base of organic acid having halogenated hydrocarbon group.]

Description

201214045 六、發明說明: 【發明所屬之技術領域】 本發明係有關於一種著色組成物、彩色濾光片及顯 示元件,更詳言之,係有關於一種適合使用於透射型或 反射型的彩色液晶顯示元件、固態攝影元件 '有機EL顯. 示元件、電子紙等的彩色滤光片之著色劑、含有該著色 劑之著色組成物、具備含有該著色劑的著色層之彩色渡 光片、以及具備該彩色慮光片之顯示元件。 【先前技術】 在使用著色感放射性組成物製造彩色濾光片時,已 知有一種方法(專利文獻1〜2),其係藉由在基板上塗布顏 料分散型的著色感放射性組成物而乾燥之後,對乾燥塗 膜照射(以下稱為「曝光」)放射線而成為所需要的圖幸 形狀且進行顯像來得到各色的像素。又,亦已知有—種 方法(專利文獻3)’其係利用使碳黑分散而成之光聚合性 組成物而形成黑色矩陣。而且,亦已知有一種方法(專利 文獻4),其係使用顏料分散型的著色樹脂組成物而藉由 喷墨方式來得到各色的像素。 且說,為了實現顯示元件的高亮度化及高色純度化 、或固態攝影元件的高精細化,已知使用染料作為著色 劑係有效的。例如專利文獻5係提案揭示使用特定構造的 三芳基甲烷系染料。 [先前技術文獻] [專利文獻] [專利文獻1]特開平2-144502號公報 [專利文獻2]特開平3_532〇1號公報 201214045 [專利文獻3]特開平6-35 1 88號公報 [專利文獻4]特開2000-3 10706號公報 [專利文獻5]特開2008-304766號公報 【發明内容】 [發明所欲解決之課題] 但是,專利文獻5提案揭示之三芳基曱烷系染料係耐 熱性不充分,經過如高於20(rc之曝光、顯像後的加熱( 後烘烤)步驟時,對顏料之色度特性的優越性消失。由於 以上的责景而強烈地要求開發一種耐熱性優良的染料/ ^因此,本發明之課題係提供一種耐熱性優良之含有 著色劑的著色組成物。而且,本發明之課題係提供一種 具備使用該著色組成物而形成的著色層而成之彩色濾光 片、以及具備該彩色濾光片之顯示元件。 [解決課題之手段] 本發明者等專心研討的結果,發現藉由使其含有驗 生染料’月b夠解決上述課題,該鹼性染料係具有酸性度 比通常的磺酸強之有機酸的共輛鹼作為陰離子部。 亦即,本發明係提供一種著色組成物,其係含有(A) 者色劑、(B)黏合劑樹脂及(c)交聯劑之著色組成物,其 中作為(A)著色劑係含有下述式⑴所表示之著色劑(以下 ,亦稱為「本著色劑」)。 Χ+Ζ· (1) · 匕式⑴’Χ +係表示陽離子性發色團,ζ•係表示…化 丈工基之有機酸的共扼驗]。 1本發明,Ζ·係以下述式(la)所表示之陰離子或下述 式Ub)所表示之陰離子為佳。 (la) 201214045 R1—so- [在式(la),ri孫矣_ ^ Λ ^ '、衣不亦可具有含有碳原子、氫原子及 素原子以外的眉工&、+ R2—so2^ 的連結基之i化烴基]。201214045 VI. Description of the Invention: [Technical Field] The present invention relates to a coloring composition, a color filter, and a display element, and more particularly to a color suitable for use in a transmissive or reflective type. a liquid crystal display element, a solid-state imaging element, an organic EL display, a color filter of a color filter such as an electronic paper, a coloring composition containing the coloring agent, a color light-emitting sheet including a coloring layer containing the coloring agent, And a display element having the color filter. [Prior Art] When a color filter is produced using a coloring-sensitive radioactive composition, a method (Patent Documents 1 to 2) is known, which is dried by applying a pigment-dispersed color-sensitive radioactive composition on a substrate. Thereafter, the dried coating film is irradiated (hereinafter referred to as "exposure") with radiation to obtain a desired pattern and developed to obtain pixels of respective colors. Further, a method (Patent Document 3) is known in which a black matrix is formed by using a photopolymerizable composition obtained by dispersing carbon black. Further, there is also known a method (Patent Document 4) which obtains pixels of respective colors by an ink jet method using a pigment dispersion type coloring resin composition. In order to achieve high brightness of the display element, high color purity, or high definition of the solid-state imaging element, it is known that it is effective to use a dye as a colorant. For example, Patent Document 5 proposes to disclose a triarylmethane dye using a specific structure. [PATENT DOCUMENT] [Patent Document 1] Japanese Laid-Open Patent Publication No. Hei No. Hei. No. Hei. No. Hei. No. Hei. [Problems to be Solved by the Invention] However, the triaryl decane-based dye disclosed in Patent Document 5 is disclosed in JP-A-2008-304766. The heat resistance is insufficient, and the superiority of the chromaticity characteristics of the pigment disappears after a step of heating (post-baking) higher than 20 (r exposure), and it is strongly required to develop a kind due to the above responsibilities. A dye having excellent heat resistance / ^ Therefore, the object of the present invention is to provide a coloring composition containing a coloring agent which is excellent in heat resistance. Further, the object of the present invention is to provide a coloring layer formed using the coloring composition. The color filter and the display element including the color filter. [Means for Solving the Problem] As a result of intensive studies by the inventors, it has been found that the problem is solved by including the test dye 'month b'. The dye is a co-base having an acidity stronger than that of a normal sulfonic acid as an anion. That is, the present invention provides a coloring composition containing (A) a colorant and (B) a binder. The colored composition of the resin and (c) a crosslinking agent, wherein the coloring agent represented by the following formula (1) (hereinafter also referred to as "the present coloring agent") is contained as the coloring agent (A). Χ+Ζ· (1) · 匕 (1) 'Χ + indicates a cationic chromophore, and ζ• indicates a total test of the organic acid of the chemical base.] 1 The present invention is represented by the following formula (la) An anion or an anion represented by the following formula Ub) is preferred. (la) 201214045 R1—so- [in formula (la), ri 矣 _ ^ Λ ^ ', clothing may also have eyebrows &, + R2—so2^ containing carbon atoms, hydrogen atoms and prime atoms Linkage group i-hydrocarbyl].

Ob) [在式(lb),汉2在$ ^ ^ n 糸互相獨立地表示亦可具有含有碳原子Ob) [In the formula (lb), Han 2 in the $ ^ ^ n 糸 independently of each other may also have carbon atoms

虱原子及M ' 1外的原子的連結基之ii化烴基, 之間係亦可互知μ & 相鍵結而形成環]。 又’本發明将担 ^ ^ .. 你知供一種具備使用上述著色組成物 形成的者色層夕忽Α、上 _ , y. /色據光片、及具備該彩色濾光片之 不兀件。在此,所袖 n m 者色層」係意味著在彩色濾光 所使用之各色德去 豕京、黑色矩陣、黑色間隙物等。 [發明之效果] 糸于熱性非常優良。使用含有本著色劑 本發明的著色紐忐私士 、-成《物時’即便經過高溫的加熱步驟, 能夠形成保持優自& # 付设艮色度特性之著色層。 因此匕,士 *·** a 3令丰者色劑之著色組成物係能夠非常適 使用於製‘以彩色液晶顯示元件用彩色濾光片、固態 影7G件的色分解用彩色濾光片、有機EL顯示元件用彩 濾光片、電子紙用彩色濾光片為首之各種彩色濾光片 又,本著色劑亦適合使用於塑膠成型物的著色、喷墨 墨用的著色劑、私色碳粉(c〇l〇r t〇ner)用的著色劑、電 顯示元件用的著色劑等。 【實施方式】 [用以實施發明之形態] 以下,詳細地說明本發明。 鹵 R2 而 顯 片 之 亦 合 攝 色 〇 印 .泳 201214045 [著色組成物] 以下,詳細地說明本發明的著色組成物之構成成分。 -(A)著色劑- 本發明的著色組成物,其特徵在於:係含有本著色 劑亦即上述式⑴所表示之著色劑作為(A)著色劑。本 著色劑係在可見光區域(38〇nm〜78〇nm)之莫耳吸光係數 的最大值通常為3,_以上的化合物’與已知作為吸收紫 外線而產生酸的光酸產生劑之三芳基銃全 等係不同。 <皿 首先說明式(1)中的Z·。 Z係只要具有齒化梅其夕古_ — # , 土 有機酉夂的共幸厄驗,沒有牿 古’就具有齒化烴基之有機酸而言,例如可舉出且 有基之續酸(_S〇3H)、續醯亞胺酸(_s〇2Nhs〇2_)等 。推測本發明者等藉由在鹼性著色 為發色團之著色劑,導入具有酸性度更強的 輕鹼作為陰離子部,能夠增強^ 的耐熱性。 埏,、,。力而k向者色劑 就Z-的具體例而言,可舉出下 早、、+、斗W 1 U、Μ + 八(1 a)所表不之陰離 了述式(lb)所表示之陰離子等。 (la) r2-s〇2-n_-S02sR2 (lb) 其次,2說明式(la)及式(lb)中的記號之定義。 R及R係表示亦可具有含有碳 原子以外的原子的連4 虱原子及齒素 烴基而言,例如可夹山广,、匕 就構成其骨架之 肉α例如了舉出⑴脂肪族烴 (3)具有脂環式烴基作為 ()知%式烴基、 作為取代基之脂肪族烴基(以下稱為 201214045 2環式煙取代脂肪族煙基」)、⑷芳香族煙基 有脂肪族烴基作為取代基 族炉敗冲―去 土之方香族烴基(以下稱為「脂肪 之月^ 基」)、(6)具有芳香族烴基作為取代基 煙基(以下㈣「芳香族烴取代脂肪族烴基」) :解:構成…的骨架之烴基而言,從對有機溶劑的 浴解性之觀點,較佳是以下的特性基。 :即’就上述⑴脂肪族烴基而言係以烷基為佳, 产弋r :以1 2〇為佳,以1〜8為特佳。又’就上述(2)脂 二=基而言,係以脂環式飽和烴基為佳,其碳數係以 匕:佳,以3〜12為特佳。又,就上述(3)脂環式烴取代 月曰肪私烃基而έ,係以脂環式飽和烴取代烷基為佳,直 總碳:係以4〜20為佳,以6〜Μ為特佳。又,就上述(4); 香j烃基而s ,係以碳數6〜14(更佳是碳數6〜ι〇)為佳, 以=基為特佳。又,就上述(5)脂肪族烴取代芳香族煙基 、係以烷基取代苯基為佳,其總碳數係以7〜3 0為佳 、二20為特佳。又,就上述芳香族烴取代脂肪族烴 土而。係以芳烷基為佳,其總碳數係以7〜3 〇為佳,以 7 20為特佳。又,在本段落之烷基係可以是直鏈狀亦可 以是分枝鏈狀。 等之中,就構成…及尺2的骨架之烴基而言,係以 ()^曰肪族烴基、(3)脂環式烴取代脂肪族烴基、(4)芳香 =烃基、(5)脂肪族烴取代芳香族烴基或(6)芳香族烴取代 月曰肪無烴基為佳,以烷基、脂環式飽和烴取代烷基、苯 基烷基取代笨基、芳烷基為更佳,以烷基為特佳。又 在式(lb),R2之間亦可互相鍵結而形成2價的烴基。 201214045 ’從著色 為取代基 的有機酸 而提高而子 及鹵素原 、-CO-、 所稱之碳 部分之總 R1及R2而 以形成酸 示之基為 又,在R1及R2,就_化_The ruthenium atom and the methine group of the atomic group of the atom other than M '1 may be mutually known to form a ring. Further, the present invention is intended to provide a color layer formed by using the above-mentioned coloring composition, _, y. / color light film, and having the color filter. Pieces. Here, the "color layer of the sleeve n m" means a color, a black matrix, a black spacer, or the like, which is used for color filter. [Effect of the Invention] The heat is very excellent. The coloring layer containing the coloring agent of the present invention can be formed into a coloring layer which maintains the chromaticity characteristics of the granules of the present invention even when subjected to a high-temperature heating step. Therefore, *, 士*·** a 3 makes the coloring composition of Fengshui toner very suitable for the color filter for color separation of color liquid crystal display elements and solid-state shadow 7G parts. Various color filters including color filters for organic EL display elements and color filters for electronic papers. This colorant is also suitable for coloring of plastic molded articles, coloring agents for inkjet inks, and private colors. A coloring agent for carbon powder (c〇l〇rt〇ner), a coloring agent for an electric display element, and the like. [Embodiment] [Mode for Carrying Out the Invention] Hereinafter, the present invention will be described in detail. The halogen R2 is also used for the coloring of the film. Swim 201214045 [Coloring composition] Hereinafter, the constituent components of the coloring composition of the present invention will be described in detail. - (A) Coloring agent - The coloring composition of the present invention is characterized in that the coloring agent represented by the above formula (1) is used as the coloring agent (A). The present colorant is a compound having a maximum molar absorption coefficient in the visible light region (38 〇 nm to 78 〇 nm) of usually 3, _ or more and a triaryl group known as a photoacid generator which generates an acid by absorbing ultraviolet rays. The 铳 is equal. <Dish First, Z· in the formula (1) will be described. As long as the Z system has a toothed Meiqi _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _S〇3H), continued imiline (_s〇2Nhs〇2_) and the like. It is presumed that the inventors of the present invention can enhance the heat resistance by introducing a light base having a higher acidity as an anion portion by a coloring agent which is colored as a chromophore. mix water with clay,,,. Specific examples of the force-k-to-knit toner Z- can be exemplified by the lower formula, (b), +, hopper, W 1 U, Μ + 八 (1 a) Indicates anion and the like. (la) r2-s〇2-n_-S02sR2 (lb) Next, 2 illustrates the definition of the symbols in the formula (la) and the formula (lb). R and R are examples of a tetrahydrogen atom and a dentate hydrocarbon group which may have an atom other than a carbon atom. For example, the meat α which is a skeleton of the yam and the yttrium may be, for example, an aliphatic hydrocarbon (1). 3) having an alicyclic hydrocarbon group as () an aliphatic hydrocarbon group as a substituent, an aliphatic hydrocarbon group as a substituent (hereinafter referred to as 201214045 2-ring type halogen-substituted aliphatic nicotine group), and (4) an aromatic nicotyl group having an aliphatic hydrocarbon group as a substitution The base family furnace defeats the earthy aromatic hydrocarbon group (hereinafter referred to as "fat moon base"), and (6) has an aromatic hydrocarbon group as a substituent smoke group (hereinafter (4) "aromatic hydrocarbon substituted aliphatic hydrocarbon group" The solution: The hydrocarbon group of the skeleton constituting the structure is preferably the following characteristic group from the viewpoint of the bathing property to the organic solvent. That is, in the case of the above (1) aliphatic hydrocarbon group, an alkyl group is preferred, and a hydrazine r is preferably 1 2 fluorene, particularly preferably 1 to 8. Further, in the case of the above (2) lipid bis group, an alicyclic saturated hydrocarbon group is preferred, and the carbon number is preferably ,: preferably 3 to 12. Further, the above (3) alicyclic hydrocarbon is substituted for the ruthenium aliphatic hydrocarbon group, and the alicyclic saturated hydrocarbon is preferably substituted for the alkyl group. The straight total carbon: preferably 4 to 20, and 6 to Μ Very good. Further, in the above (4); the hydrocarbon group and the s, the carbon number is 6 to 14 (more preferably, the carbon number is 6 to oxime), and the = group is particularly preferred. Further, the above (5) aliphatic hydrocarbon-substituted aromatic smog group is preferably an alkyl-substituted phenyl group, and the total carbon number is preferably 7 to 30%, and particularly preferably 20 or 20. Further, the above aromatic hydrocarbon is substituted for the aliphatic hydrocarbon. The aralkyl group is preferred, and the total carbon number is preferably 7 to 3 Å, and particularly preferably 720. Further, the alkyl group in this paragraph may be linear or branched. In the case of the hydrocarbon group of the skeleton of the crumb 2 and the crumb, the aliphatic hydrocarbon group is replaced by (3) an alicyclic hydrocarbon, (4) an aromatic = a hydrocarbon group, and (5) a fat. The hydrocarbon-substituted aromatic hydrocarbon group or the (6) aromatic hydrocarbon is preferably substituted for the sulphur-free hydrocarbon-free group, and the alkyl group, the alicyclic saturated hydrocarbon is substituted for the alkyl group, the phenylalkyl group is substituted with the strepyl group, and the aralkyl group is more preferably. It is particularly preferred to use an alkyl group. Further, in the formula (1b), R2 may be bonded to each other to form a divalent hydrocarbon group. 201214045 'Improved from the organic acid colored as a substituent, and the total R1 and R2 of the carbon moiety, the so-called carbon moiety, and the base of the acid formation are again, and in R1 and R2, _

G心基中的鹵素而言 劑的耐熱性之觀點,以IA 藉由選擇氟作 ,因為本者色劑的陰離子部係成為酸性度更強 之共㈣’認為能夠形成離子鍵結力更強的鹽 熱性。 现 而且’在Ri及R2’就含有碳原子、氛原子 子以外的原子之連結基而言,可舉出_〇_、_s_ -C.OO-、-CONH-、_SfK 莖-C· ^ S〇2-4。而且,在前面段落 數係⑧味著將構成該連结基的碳數除去後的 碳數。 在本發明,從著色劑的耐熱性之觀點,就 言,係以下述式(丨-^或^^)所表示之基為佳, 性度更強的有機酸的共軛鹼之下述式(丨_丨)所表 特佳。The viewpoint of the heat resistance of the halogen in the G-based group is determined by IA by selecting fluorine, because the anionic portion of the toner becomes a stronger acidity (4), which is considered to be capable of forming an ion bonding force. The heat of the salt. Now, 'in Ri and R2', a linking group containing a carbon atom or an atom other than an atomic atom can be exemplified by _〇_, _s_-C.OO-, -CONH-, _SfK stem-C·^S 〇2-4. Further, in the preceding paragraph, the number of carbons after removing the carbon number constituting the linking group is shown. In the present invention, from the viewpoint of heat resistance of the coloring agent, it is preferably a group represented by the following formula (丨-^ or ^^), and the following formula of the conjugate base of the organic acid having higher degree of properties is preferable. (丨_丨) is particularly good.

(1-1) [在式(1-1) ’ 係表示氫原子、氟原子、烷基、氟化烷 基、脂環式烴基、烷氧基、氟化烷氧基、R2〇C〇〇R21_或 K2()C00R21CFH_(R2()係烷基、脂環式烴基、雜芳基或取代 或未取代的芳基,R21係表示亞甲基或伸烷基),η係表示 以上的整數,「*」係表示懸掛鍵](1-1) [In the formula (1-1) ' represents a hydrogen atom, a fluorine atom, an alkyl group, a fluorinated alkyl group, an alicyclic hydrocarbon group, an alkoxy group, a fluorinated alkoxy group, R2〇C〇〇 R21_ or K2()C00R21CFH_(R2() is an alkyl group, an alicyclic hydrocarbon group, a heteroaryl group or a substituted or unsubstituted aryl group, R21 represents a methylene group or an alkylene group), and η represents the above integer , "*" indicates the dangling key]

(1-2) 201214045 [在式(1_2),Rl4〜Rl8係互相獨立地表示氫原子、氟原子 、經基、烷基、氟化烷基或烷氧基,「*」係表示懸掛鍵 ’但是R14〜R18之中至少i個係氟原子或氟化烷基]。 在式U-1),就R19而言,係以氣原子、氣化院基、脂 王衣式;^基、氟化貌氧基、r2〇c〇〇r21或r2〇c〇〇R21CFH- 為佳,以氟原子、脂環式烴基、全氟烷氧基、 R20COOCH2CH2-或 R20CO〇CH2CH2CFH-為特佳。 R20係表示烷基、脂環式烴基、雜芳基或取代或未取 代的芳基,烷基係可以是直鏈狀亦可以是分枝鏈狀,烷 基的碳數係以卜丨以更佳是丨〜8)為佳。脂環式烴基係以 2〜4環的交聯脂環式烴基為佳,脂環式烴基的碳數係以 3〜20(更佳是3〜12)為佳。就雜芳基而言,係以由含有選 自由氮原子、氧原子及硫原子之1種以上的雜原子之5〜ι〇 員的芳香族雜環所構成之基為佳。就芳基而言係以碳數 6〜14(更佳是碳數6〜10)的芳基為佳,以笨基為特佳。又 ,就取代基而言,例如可舉出碳數1〜6的烷基、碳數1〜6 的烷氧基、鹵素原子或三氟甲基,取代基的位置及數目 係任意’具有2個以上的取代基時’該取代基係可以相同 亦可以不同。 又,R21係表示亞甲基或伸烷基,以亞曱基或碳數2〜6 的伸烧基為佳,就製造容易而言,以伸乙基為特佳。 而且,η的上限係以10為佳,以8為更佳。 又’在式(卜2),以R14〜Ri8之中至少3為氟原子或ι 化烧基為佳。又,在式(2),R2之間以互相鍵結而形成氣 化伸烧基、特別是形成全氟伸烷基亦佳。 201214045 就以上述式(丨-^或(1-2)所表示之陰離子的代表例 而言’例如可舉·出下述化合物群a及化合物群b所表示之 陰離子。 [化合物群a](1-2) 201214045 [In the formula (1_2), Rl4 to Rl8 independently represent a hydrogen atom, a fluorine atom, a trans group, an alkyl group, a fluorinated alkyl group or an alkoxy group, and "*" means a dangling bond' However, at least i of R14 to R18 is a fluorine atom or a fluorinated alkyl group]. In the formula U-1), in the case of R19, it is a gas atom, a gasification base, a fat king coat; a base, a fluoride oxy group, a r2〇c〇〇r21 or a r2〇c〇〇R21CFH- Preferably, it is particularly preferably a fluorine atom, an alicyclic hydrocarbon group, a perfluoroalkoxy group, R20COOCH2CH2- or R20CO〇CH2CH2CFH-. R20 represents an alkyl group, an alicyclic hydrocarbon group, a heteroaryl group or a substituted or unsubstituted aryl group, and the alkyl group may be a linear chain or a branched chain, and the carbon number of the alkyl group is more Jia is 丨 ~ 8) is better. The alicyclic hydrocarbon group is preferably a 2 to 4 ring crosslinked alicyclic hydrocarbon group, and the alicyclic hydrocarbon group preferably has a carbon number of 3 to 20 (more preferably 3 to 12). The heteroaryl group is preferably a group consisting of an aromatic heterocyclic ring containing 5 to 10 members of a hetero atom selected from a nitrogen atom, an oxygen atom and a sulfur atom. In the case of an aryl group, an aryl group having a carbon number of 6 to 14 (more preferably a carbon number of 6 to 10) is preferred, and a stupid group is particularly preferred. Further, examples of the substituent include an alkyl group having 1 to 6 carbon atoms, an alkoxy group having 1 to 6 carbon atoms, a halogen atom or a trifluoromethyl group, and the position and number of the substituent are arbitrary 'having 2 In the case of more than one substituent, the substituents may be the same or different. Further, R21 represents a methylene group or an alkylene group, and is preferably an anthracene group or an alkylene group having 2 to 6 carbon atoms. In terms of ease of production, it is particularly preferable to extend ethyl groups. Further, the upper limit of η is preferably 10, and more preferably 8. Further, in the formula (Bu 2), at least 3 of R14 to Ri8 is preferably a fluorine atom or an iodine group. Further, it is also preferable to form a vaporized stretching group by bonding with each other between the formulas (2) and R2, particularly to form a perfluoroalkylene group. In the case of the representative example of the anion represented by the above formula (丨-^ or (1-2), for example, an anion represented by the following compound group a and the compound group b can be given. [Compound group a]

CF3SO3" C4F9SO3' C8F17S03· C2F5OC2F4SO3· F3C iPVcFa όμΎ% όβΎ%CF3SO3" C4F9SO3' C8F17S03· C2F5OC2F4SO3· F3C iPVcFa όμΎ% όβΎ%

CF2、CF 严 3·CF2, CF strict 3·

〇3S〇3S

F F CF2CF2S〇3'F F CF2CF2S〇3'

0-Π〇ί2^250-Π〇ί2^25

FF

•〇3S O~cf3 -10- 201214045 [化合物群b]•〇3S O~cf3 -10- 201214045 [Compound group b]

X +係只要是陽離子性發色團、亦即以Χ + Ζ·的方式形 成鹼性著色劑之陽離子時,沒有特別限定,例如可舉出 三芳基曱烧系發色團、次曱基(m e t h i n e)系發色團、偶氮 系發色團、二芳基甲烷系發色團、醌亞胺系發色團、蒽 酉昆發色團、酞菁系發色團、二苯并派喃(X a n t h e n e)系發色 團等。 就上述三芳基系發色團而言,係以下述式(2)所表示 者為佳。下述式(2)所表示之陽離子係存在各種共振結構 -11 - 201214045The X + is not particularly limited as long as it is a cationic chromophore, that is, a cation which forms a basic coloring agent in the form of Χ + Ζ ·, and examples thereof include a triaryl arsenic chromophore and a sulfhydryl group ( Methine) is a chromophore, an azo chromophore, a diarylmethane chromophore, a quinone imine chromophore, a quinone chromophore, a phthalocyanine chromophore, a dibenzopyran (X anthene) is a chromophore and the like. The above triaryl chromophore is preferably represented by the following formula (2). The cation system represented by the following formula (2) has various resonance structures -11 - 201214045

’在本說明書’在各式所表示之陽離子 時,係視為與該·式所表示之陽離子為同等者。/、、 (2) [在式⑺,係表Μ烴環’ r3&r4係互相獨立地表示氯 原子或故數卜8的烧基,以心互相獨立地表示氯原子 、奴數i〜8的烧基或苯基’ R7係表示氫原子、碳數卜8的 :基、:C〇〇R:(R’係表示氫原子或碳數1〜8的烷基)或氣原 二及8^係互相獨立地表示氫原子或碳數丨〜8的烷基 ,或是,與R"係同時表示硫原子,以及…。係互相獨立 地表示氫原子、碳數1〜8的检| —备π 0幻沉基或氣原子,γ係表示氫原 子或下述式(3)所表示之基]。When the cation represented by each formula is used in the specification, it is considered to be equivalent to the cation represented by the formula. /,, (2) [In the formula (7), the hydrazine hydrocarbon ring of the 'r3' and the r4 are mutually independent of each other, and represent the chlorine atom or the alkyl group of the number 8, and the chlorine atoms and the slave numbers i to 8 are independently expressed by the heart. The alkyl group or the phenyl 'R7 group represents a hydrogen atom or a carbon number: a group: C〇〇R: (R' represents a hydrogen atom or an alkyl group having 1 to 8 carbon atoms) or a gas source 2 and 8 ^ is an alkyl group independently representing a hydrogen atom or a carbon number of 丨8, or a sulfur atom, and an R" The hydrogen atom, the carbon number of 1 to 8 are independently indicated, and the gas atom is represented by a hydrogen atom or a group represented by the following formula (3).

RR

N (3) 13N (3) 13

RR

[在式(3) ’ R1R"係互相獨立地表示氫原子或碳數^ 的烷基]。 就在ΑΓ之芳烴環而言,係以碳數6〜20(更佳是碳數 6〜10)的芳烴環為佳,具體上可舉出苯環、萘環、聯苯環 、蒽環。 就上述式(2)之R〜R丨丨(包含在R7之_c〇〇R,的R,)及 在上述式(3)之1^2及R】3之碳數卜8的烷基而言,例如可舉 -12- 201214045 出甲基、乙基、丙基、異丙基、丁基、第二丁基一 丁基、異丁基、戍基、第三戊基、己基、庚基、辛基: 異辛基、第三辛基、2-乙基己基等。 在本發明,上述式(2)所表干之嗒雛| ± 衣不之%離子中’就提升 度及色純度之觀點’以下述式_ 疋式(4)所表不之陽離子為特佳 〇[In the formula (3) 'R1R" is a hydrogen atom or an alkyl group having a carbon number independently of each other. The aromatic hydrocarbon ring of the fluorene is preferably an aromatic hydrocarbon ring having 6 to 20 carbon atoms (more preferably 6 to 10 carbon atoms), and specific examples thereof include a benzene ring, a naphthalene ring, a biphenyl ring and an anthracene ring. R to R丨丨 of the above formula (2) (R containing _c〇〇R of R7), and an alkyl group of 8 and 2 of the above formula (3) For example, -12-201214045 can be used to give methyl, ethyl, propyl, isopropyl, butyl, t-butyl-butyl, isobutyl, decyl, tert-pentyl, hexyl, g. Base, octyl: isooctyl, trioctyl, 2-ethylhexyl and the like. In the present invention, the viewpoint of the degree of lift and color purity in the % ion of the above formula (2) is particularly good as the cation represented by the following formula _ ( (4) 〇

R3 [在式⑷’ R3、Μ、R5、R6、Ru及Rl3係與上述式(2)及(3) 之 R3、R4、R5、R6 ' R12及 Rl3 同義]。 在上述(4)’就R3、R4、R丨2及尺丨3而言係以碳數卜8( 更佳是碳數i〜6)的烷基為佳,又,就R5而言,係以碳數 1〜8(更佳是碳數卜6)的烷基或苯基為佳,而且就…而言 係二奴數1〜8(更佳是碳數〗〜6)的烷基或氫原子為佳。 τ虡在上述式(2)所表不之陽離子的代表例而言,例如 ::出在下述化合物群c及化合物群d所表示之陽離子, ”中以化合物C2、化合物c3、化合物“為佳。R3 [In the formula (4)', R3, Μ, R5, R6, Ru and Rl3 are synonymous with R3, R4, R5, R6' R12 and Rl3 of the above formulas (2) and (3). In the above (4)', in the case of R3, R4, R2, and the ruler 3, an alkyl group having a carbon number of 8 (more preferably, a carbon number of i to 6) is preferable, and in the case of R5, Preferably, the alkyl group or the phenyl group having a carbon number of 1 to 8 (more preferably, the carbon number is 6) is an alkyl group having a number of 1 to 8 (more preferably a carbon number of -6 to 6). Hydrogen atoms are preferred. In the representative example of the cation represented by the above formula (2), for example, a cation represented by the following compound group c and the compound group d is present, and "the compound C2, the compound c3, and the compound" are preferable. .

S -13- 201214045 [化合物群c ]S -13- 201214045 [Compound group c ]

化合物c3Compound c3

[化合物群d][Compound group d]

-14- 201214045-14- 201214045

(5-1) 就上述次甲基系發色團而言,係以下述式(5_1}〜 (5_3)所表示者為佳。 r36 Ra(5-1) The above-mentioned methine chromophore is preferably represented by the following formula (5_1} to (5_3). r36 Ra

(5-2) (5-3) [在式(5-1)〜(5-3),R31係表示氫原子或_素原子,、 R33、R34及R35係互相獨立地表示碳數】〜6的烷基,R36係 表示取代或未取代之破數1〜6的燒基,〇係-CH = CH-、 -CH = CH-NR37-(R37係氫原子或碳數ι〜6的烷基)、 -CH=N-NR37-(R37係與前述同義)或-N=N-NR37-(R37係與 前述同義),Ra係表示取代或未取代的芳香族烴基或取代 或未取代的的雜環基]。 就Ra而言,係以下述式(5a)〜(5g)所表示之基為佳。(5-2) (5-3) [In the formulae (5-1) to (5-3), R31 represents a hydrogen atom or a _ atom, and R33, R34 and R35 represent carbon numbers independently of each other]~ 6 alkyl, R36 represents a substituted or unsubstituted burnt number of 1 to 6, a lanthanide -CH = CH-, -CH = CH-NR37- (R37 hydrogen atom or a carbon number 1-6 alkyl) , /CH=N-NR37- (R37 is synonymous with the above) or -N=N-NR37- (R37 is synonymous with the foregoing), and Ra is a substituted or unsubstituted aromatic hydrocarbon group or substituted or unsubstituted Heterocyclic group]. In the case of Ra, it is preferred to use a group represented by the following formulas (5a) to (5g).

[在式(5a)〜(5g),R38及R45係互相獨立地表示碳數的烷 基’ R39係表示取代或未取代之碳數1〜6的烷基,、R42 •15- 201214045 、R43及R44係互相獨立地表示氫原子或碳數1' 及R46係互相獨立地表示氫原子、齒素原子、 烷氧基、取代或未取代之碳數1〜6的烷基、硝 或氰基]。 就上述烷基的取代基而言,可舉出鹵素 、經基等。 上述式(5-1 )~(5-3)所表示之陽離子的代 可舉出下述化合物群e所表示之陽離子。 -6的基,R41 碳數1〜6的 基、羥基等 原子、氰基 表例,例如 -16 - 201214045 [化合物群e][In the formulae (5a) to (5g), R38 and R45 each independently represent a carbon number of the alkyl group] R39 represents a substituted or unsubstituted alkyl group having 1 to 6 carbon atoms, and R42 • 15 - 201214045, R43 And R44 independently of each other represent a hydrogen atom or a carbon number of 1' and R46 which independently represent a hydrogen atom, a dentate atom, an alkoxy group, a substituted or unsubstituted alkyl group having 1 to 6 carbon atoms, a nitrate or a cyano group. ]. The substituent of the above alkyl group may, for example, be a halogen or a trans group. The cation represented by the above formula (5-1) to (5-3) may be a cation represented by the following compound group e. a group of -6, R41, a carbon number of 1 to 6, a hydroxyl group, an atom, a cyano group, for example, -16 - 201214045 [compound group e]

ClCl

化合物el 化合物e2 化合物e3Compound el compound e2 compound e3

^C2H5 c2h4cn^C2H5 c2h4cn

化合物e7 化合物e8Compound e7 compound e8

化合物elOCompound elO

化合物el5Compound el5

17 201214045 就上述偶氮系發色團而言,以下述式(6-1)〜(6-6)所 表示者為佳。17 201214045 The above azo chromophore is preferably represented by the following formulas (6-1) to (6-6).

[在式(6-1)〜(6-6),R51、R52、R53、R54、R55及 R57係互相 獨立地表示取代或未取代之碳數1〜6的烷基,R56及R6Q係 互相獨立地表示氫原子、鹵素原子、碳數1〜6烷基、碳數 1〜6的烷氧基、硝基、羥基或氰基,R58係表示碳數1〜6 的烷基,R59係表示形成4級銨之基,Rb係表示取代或未 取代的芳香族烴基或取代或未取代的雜環基]。 就上述R59而言,係以-NRHCmHhN + RWR^R6、!!!係 1〜5的整數,R61係表示氫原子或碳數1〜6的烷基,R62、 R63及R64係互相獨立地表示碳數1〜6的烷基)、 -COCmH2mN + R62R63R64(rn、R62、R63 及 R64 係與前述同義) -18- 201214045 、_CmH2mN (NH2)R74R75(m係與前述同義,尺”及R係互 相獨立地表示碳數1〜6的烷基)、或下述式(6_i)或(6-Η)所[In the formulae (6-1) to (6-6), R51, R52, R53, R54, R55 and R57 each independently represent a substituted or unsubstituted alkyl group having 1 to 6 carbon atoms, and R56 and R6Q are each other. Independently, it represents a hydrogen atom, a halogen atom, a C1-C6 alkyl group, a C1-C6 alkoxy group, a nitro group, a hydroxyl group or a cyano group, and R58 represents an alkyl group having 1 to 6 carbon atoms, and R59 represents A 4-stage ammonium group is formed, and Rb represents a substituted or unsubstituted aromatic hydrocarbon group or a substituted or unsubstituted heterocyclic group]. In the above R59, -NRHCmHhN + RWR^R6, !!! is an integer of 1 to 5, and R61 represents a hydrogen atom or an alkyl group having 1 to 6 carbon atoms, and R62, R63 and R64 are independently represented by each other. Alkyl group having 1 to 6 carbon atoms, -COCmH2mN + R62R63R64 (r, R62, R63 and R64 are synonymous with the above) -18- 201214045, _CmH2mN (NH2)R74R75 (m is synonymous with the foregoing, ruler" and R system are mutually Independently representing an alkyl group having 1 to 6 carbon atoms, or a formula (6-i) or (6-fluorene)

表不之基為佳DThe basis of the table is good D

[在式(6_i)及(6-ii) R61及m係與前述同義]。 就上述11而言,係以下述式(6a)〜(6e)所表示 取代或未取代的笨基為佳。[In the formulae (6_i) and (6-ii), R61 and m are synonymous with the above]. The above 11 is preferably a substituted or unsubstituted stupid group represented by the following formulas (6a) to (6e).

之基Base

[在式(6a)〜(6d) ’ R65係表示氫原子、碳數卜6的烷基、苯 基、苄基,R06係表示氫原子或取代或未取代之碳數1〜6 的烷基,R67係表示氫原子、碳數1〜6的烷基或苯基,R68 係表不氫原子或碳數1〜6的烷基,R69係表示氫原子或碳 數1〜6的烷基,R〜R73係互相獨立地表示氫原子、鹵素 原子、碳數1〜6的烷基、碳數的烷氧基、硝基、羥基 或氰基]。 -19- 201214045 就上述烷基的取代基而言,可舉出鹵素原子、羥基 、氰基、-conh2基等。就上述苯基的取代基而言,可舉 出鹵素原子、碳數1〜6的烧基、碳數1〜6的院氧基、經基 、氰基、硝基等。 就上述(6-1)〜(6-6)所表示之陽離子的代表例而言, 例如可舉出在下述的化合物群f或化合物g所表示之陽離 子。 -20- 201214045 [化合物群f][In the formulae (6a) to (6d)', R65 represents a hydrogen atom, an alkyl group having a carbon number of 6, a phenyl group, or a benzyl group, and R06 represents a hydrogen atom or a substituted or unsubstituted alkyl group having 1 to 6 carbon atoms. R67 is a hydrogen atom, an alkyl group having 1 to 6 carbon atoms or a phenyl group, R68 is a hydrogen atom or an alkyl group having 1 to 6 carbon atoms, and R69 is a hydrogen atom or an alkyl group having 1 to 6 carbon atoms. R to R73 each independently represent a hydrogen atom, a halogen atom, an alkyl group having 1 to 6 carbon atoms, an alkoxy group having a carbon number, a nitro group, a hydroxyl group or a cyano group. -19-201214045 The substituent of the above alkyl group may, for example, be a halogen atom, a hydroxyl group, a cyano group or a -conh2 group. The substituent of the phenyl group may, for example, be a halogen atom, a carbon group having 1 to 6 carbon atoms, a oxy group having 1 to 6 carbon atoms, a trans group, a cyano group or a nitro group. Representative examples of the cation represented by the above (6-1) to (6-6) include, for example, a cation represented by the following compound group f or compound g. -20- 201214045 [Compound group f]

化合物illCompound ill

C2H4OHC2H4OH

化合物f!3Compound f!3

化合物f!8 201214045Compound f!8 201214045

[化合物群g ] (H3C},NH2CC0-<Q>-IS[Compound group g] (H3C}, NH2CC0-<Q>-IS

y-NHC2H4CNbi (H3C)3*NH2CC〇-^ n=n—^ nhc2h4cn (h3c)3*nh2cco-^^-n= c2h4cn (H3C)3+NH2CCO^Qy-N=N^^_N|C2H5 c2h5 (h3c)3+nh2cco^^hy-NHC2H4CNbi (H3C)3*NH2CC〇-^ n=n—^ nhc2h4cn (h3c)3*nh2cco-^^-n= c2h4cn (H3C)3+NH2CCO^Qy-N=N^^_N|C2H5 c2h5 ( H3c)3+nh2cco^^h

o2r*O2r*

Ci 02hCi 02h

Cl o2nCl o2n

/=\ c2H5 N fc2H4N+{CH3)3 p2^5 C2H4N+(CH3)2 nh2 p2^5 si fc2H4N+(CH3)3/=\ c2H5 N fc2H4N+{CH3)3 p2^5 C2H4N+(CH3)2 nh2 p2^5 si fc2H4N+(CH3)3

0202

O^1 xy- p2^s ^ )~N ^ fc2H4N+(CH3)3 /=\ P2h5 N C2H4N+(CH3)3O^1 xy- p2^s ^ )~N ^ fc2H4N+(CH3)3 /=\ P2h5 N C2H4N+(CH3)3

M=NM=N

P2H5 sl C2H4N+(CH3)3 化合物gl 化合物g2 化合物g3 化合物g4 化合物g5 化合物g6 化合物g7 化合物g8 化合物g9 化合物glO 化合物gll 化合物gl2 化合物gl3 22- 201214045 就上述二芳基系發色團而言,係以下述式(7 -1)或 (7-2)所表示者為佳。P2H5 sl C2H4N+(CH3)3 Compound gl Compound g2 Compound g3 Compound g4 Compound g5 Compound g6 Compound g7 Compound g8 Compound g9 Compound glO Compound gll Compound gl2 Compound gl3 22- 201214045 For the above diaryl chromophore, the following It is preferred that the expression (7-1) or (7-2) is expressed.

(7-1) ,86(7-1), 86

'R' R 88 ,89 [在式(7-1)及(7-2),R81、R82 及R89係互相獨立地表示碳數】〜6的烷基,r85、R9〇及R9! 係互相獨立地表示氫原子或碳數W的烷基 就上述式(7_υ〜(7-2)所表示之陽離子的代表例而言 ,例如可舉出在下述的化合物群h所表示之陽離子。 [化合物群h ]'R' R 88 ,89 [In the formulae (7-1) and (7-2), R81, R82 and R89 are mutually independent of each other to represent the carbon number] to 6 alkyl groups, r85, R9〇 and R9! The representative example of the cation represented by the above formula (7_υ to (7-2)), which is a hydrogen atom or a carbon number of the carbon number W, is exemplified by the group of compounds h shown below. Group h]

就上述醌亞胺系發色團而言, 係以下述式(8-1)〜 (8_3)\表示者為佳。 . R101The above quinone imine chromophore is preferably represented by the following formula (8-1) to (8_3)\. . R101

R Ν' 111 112 -23- 201214045R Ν' 111 112 -23- 201214045

[在式(8-1)〜(8-3),R101、R1。2、R1。3、R104、R105、R[In equations (8-1) to (8-3), R101, R1. 2, R1. 3, R104, R105, R

、R108、R109、R110、Rlll、R114、R1 丨5、R116、R117&R 係互相獨立地表示氫原子、取代或未取代之碳數1〜6的 基、碳數1〜6的烷氧基、苯基或苄基,R1()7及R113係互 獨立地表示碳數1〜6的烷基或碳數6〜20的芳基,R112 卞111191112()(11119及1112()係互相獨立地表示碳數1〜6的烷 )、羥基、硝基或氰基,Q係表示氧原子或硫原子] 就上述烷基的取代基而言,可舉出鹵素原子、羥 、氰基等。 就上述式(8-1)〜(8-3)所表示之陽離子的代表例而 ,例如可舉出在下述的化合物群i所表示之陽離子。 1 06 118 烧 相 係 基 基 言 -24- 201214045 [化合物群i]R108, R109, R110, Rl11, R114, R1 丨5, R116, R117& R are each independently a hydrogen atom, a substituted or unsubstituted carbon number of 1 to 6, and an alkoxy group having 1 to 6 carbon atoms. , phenyl or benzyl, R 1 () 7 and R 113 each independently represent an alkyl group having 1 to 6 carbon atoms or an aryl group having 6 to 20 carbon atoms, and R 112 卞 111191112 () (11119 and 1112 () are independent of each other. The ground represents an alkane having a carbon number of 1 to 6, a hydroxyl group, a nitro group or a cyano group, and Q represents an oxygen atom or a sulfur atom. Examples of the substituent of the above alkyl group include a halogen atom, a hydroxyl group, and a cyano group. Representative examples of the cation represented by the above formulas (8-1) to (8-3) include, for example, a cation represented by the following compound group i. 1 06 118 Burning phase system base -24- 201214045 [Compound group i]

Ν^αΝ^α

化合物i4 c2h4cnCompound i4 c2h4cn

c2nrC2nr

化合物i7 化合物i8 就上述蒽醌系發色團而言,係以下述式(9-1)或(9-2) 所表示者為佳。 0 NHR131 Ο NHR135Compound i7 Compound i8 The above oxime chromophore is preferably represented by the following formula (9-1) or (9-2). 0 NHR131 Ο NHR135

25- 201214045 [在式(9-1)及(9-2),Rm、r135及r136係互相獨立地表示 氫原子、取代或未取代的之碳數1〜6的烷基、或取代或未 取代之苯基,R132、R133、Rl34、Rl38、Rl3^Ri4。係互相 獨立地表示1〜6的烷基,Rl”係表示亞甲基或取代或未取 代的伸烷基]。 就上述烧基或苯基的取代基而言,可舉出碳數1〜6 的烧基、鹵素原子、羥基、氰基等。又,就上述伸烧基 的取代基而言’可舉出羥基、氰基或硝基等。 就上述式(9-1)或(9-2)所表示之陽離子的代表例而 言’例如可舉出下述的化合物群』所表示之陽離子。 [化合物群j]25- 201214045 [In the formulae (9-1) and (9-2), Rm, r135 and r136 each independently represent a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 6 carbon atoms, or a substituted or not Substituted phenyl, R132, R133, Rl34, Rl38, Rl3^Ri4. The alkyl group having 1 to 6 is independently represented by each other, and R1" represents a methylene group or a substituted or unsubstituted alkylene group. The substituent of the above-mentioned alkyl group or phenyl group is exemplified by a carbon number of 1 to And a halogen group, a halogen atom, a hydroxyl group, a cyano group, etc. Further, the substituent of the above-mentioned extended group may be a hydroxyl group, a cyano group or a nitro group, etc., and the above formula (9-1) or (9) -2) Representative examples of the cations indicated are, for example, cations represented by the following compound groups. [Compound group j]

就上述酞菁系發色團而言,係以下述式(1 〇)所表示 者為佳。The phthalocyanine chromophore is preferably represented by the following formula (1 〇).

CuPC-T (10) [在式(10)’ CuPc係表示銅酞菁殘基,T係表示下述式(l〇a) 或(l〇b)所表示之基]。 -26- 201214045 R151 —(cmH2mN+CmH2mN+R153R15V55 )CuPC-T (10) [In the formula (10)', the CuPc system represents a copper phthalocyanine residue, and the T system represents a group represented by the following formula (10a) or (10). -26- 201214045 R151 —(cmH2mN+CmH2mN+R153R15V55 )

\ ^152 /P (10a)· —^S02NHCmH2mN+R156R157R158 ), (10b) [在式(10a)及(10b),R1”、R152、R153、R154、R155、Ri56 、R15 7及R15 8係互相獨立地表示氫原子、碳數1〜6的烷基 或苯基’ p係互相獨立地表示2〜8的整數,m係與前述同 義]。 就上述(1 0)所表示之陽離子的代表例而言,例如可 舉出在下述的化合物群k所表示之陽離子。 [化合物群k ] ch3\ ^152 /P (10a)·——^S02NHCmH2mN+R156R157R158 ), (10b) [In the formulas (10a) and (10b), R1", R152, R153, R154, R155, Ri56, R15 7 and R15 8 are mutually The hydrogen atom, the alkyl group having 1 to 6 carbon atoms, or the phenyl 'p group independently of each other represent an integer of 2 to 8, and the m system is synonymous with the above.] A representative example of the cation represented by the above (10) For example, a cation represented by the following compound group k can be mentioned. [Compound group k] ch3

CuPC-[ CH2N+C3H6N+(CH3)3 ] 2 2C1' CuPC-j~S02NH+C3H6N+(CH3)3 jp. p’Cl. CH3 p,=2-3 化合物k2 化合物kl 就上述一本并n底鳴系發色團而言,係以下述式(1 1 ) 所表示者為佳。CuPC-[ CH2N+C3H6N+(CH3)3 ] 2 2C1' CuPC-j~S02NH+C3H6N+(CH3)3 jp. p'Cl. CH3 p,=2-3 compound k2 compound kl on the above one In the case of a chromophore, it is preferred to be represented by the following formula (1 1 ).

[在式(11),R159、R16。、1^61及Rl62係互相獨立地表示氫 原子、-R1 66或碳數6〜1 0的芳香族烴基。但是,在該芳香 族烴基所含有之氫原子係亦可被鹵素原子、-Ri66、_〇H 、-OR166、-S03H、-S03M、-C02H、-C02R166、-S03R166 、-so2nhr167 或-so2nr167r168 取代。 -27- 201214045 R163及R164係互相獨立地表示氫原子或碳數1〜8的烷基。 R165係表示-so3h、-so3m、-C02H、-co2r166、-so3r166 、-so2nhr167或-S02NR167R168。 · q係表示0〜5的整數。q為2以上的整數時,複數的R165係 可以相同亦可以不同。 R166係表示碳數1 ~ 1 〇的飽和烴基。但是,在該飽和烴基所 含有之氫原子係亦可被鹵素原子取代,又,在飽和烴基 所含有之亞甲基係亦可被氧原子、羰基或-NR166-取代。 R167及R168係互相獨立地表示碳數1〜1〇的直鏈或分枝的烧 基、碳數3〜30的環烷基或-Q,或是R167及R168係表示互相 鍵結而形成之碳數1〜10的雜環基。但是,在該烷基及環烷 基所含有的氫原子係亦可被經基、鹵素原子、_ q、_ C H = C Η 2 或-CH = CHR166取代’又’在該烷基或環烷基所含有的亞 曱基係亦可被氧原子、羰基或_NR166-取代,在該雜環基所 含有的氫原子係亦可被-r166、_〇H或-Q取代。 Μ係表示鈉原子或卸原子。 Q係表示竣數6~ 1 0的芳香族化羥基或碳數5〜1 〇的芳香族 雜環基。但是’在該芳香族烴基及芳香族雜環基所含有 的氫原子係亦可被 _〇H、r166、-〇r166、_n〇2、_ch = CH2 、-CtKHR166或鹵素原子取代]。 在R166之飽和烴基係只要是碳數為丨〜⑺,直鏈狀、 为枝鏈狀及環狀的任一者均可,亦可以具有交聯結構。 具體上可舉出曱基、乙基、丙基、異丙基、丁基、異丁 基、戊基、異戊基、新戊基、己基、庚基、辛基、2_乙 基己基壬基、癸基專的烧基,%•戊基、環己基、環庚 -28 * 201214045 基、 。在 就鹵 在飽 -NR 原子 基' 係只 萘基 原子 可舉 可舉 基羰 戊氧 基、 基羰 基、 、乙 基丙 ,可 烷胺 環辛基等的環烷基、三環癸基等的交聯脂環式烴基 飽和烴基所含有的氫原子係亦可被_素原子取代, 素原子而言,可舉出氟原子、氯原子、填原子等。 π和烴基所含有的亞甲基,係亦可被氧原子、羰基或 1〇_取代。例如,就在飽和烴基所含有的亞甲基被氧 取代而成之基而言,可舉出曱氧基丙基、乙氧基丙 己氧基丙基、甲氧基己基、乙氧基丙基等。 就在Rl”、RIW、R…、R162&Q之芳香族烴基而言, 要是碳數6〜10,沒有特別限定,例如可舉出苯基、 等。又,就該芳香族烴基的取代基而被舉出的齒素 而言,可舉出氟原子、氯原子、溴原子等。 及 R165之-so3r166 而言,[In formula (11), R159, R16. Further, 1^61 and Rl62 each independently represent a hydrogen atom, -R1 66 or an aromatic hydrocarbon group having 6 to 10 carbon atoms. However, the hydrogen atom contained in the aromatic hydrocarbon group may be substituted by a halogen atom, -Ri66, _〇H, -OR166, -S03H, -S03M, -C02H, -C02R166, -S03R166, -so2nhr167 or -so2nr167r168. . -27- 201214045 R163 and R164 each independently represent a hydrogen atom or an alkyl group having 1 to 8 carbon atoms. R165 represents -so3h, -so3m, -C02H, -co2r166, -so3r166, -so2nhr167 or -S02NR167R168. • q is an integer from 0 to 5. When q is an integer of 2 or more, the plural R165 systems may be the same or different. R166 represents a saturated hydrocarbon group having a carbon number of 1 to 1 Torr. However, the hydrogen atom contained in the saturated hydrocarbon group may be substituted by a halogen atom, and the methylene group contained in the saturated hydrocarbon group may be substituted by an oxygen atom, a carbonyl group or -NR166-. R167 and R168 independently of each other represent a linear or branched alkyl group having a carbon number of 1 to 1 Å, a cycloalkyl group having a carbon number of 3 to 30 or -Q, or a combination of R167 and R168, which are bonded to each other. A heterocyclic group having 1 to 10 carbon atoms. However, the hydrogen atom contained in the alkyl group and the cycloalkyl group may be substituted by a radical, a halogen atom, _q, _CH=C Η 2 or -CH=CHR166, and the alkyl or naphthene may be substituted. The fluorene group contained in the group may be substituted by an oxygen atom, a carbonyl group or _NR166-, and the hydrogen atom contained in the heterocyclic group may be substituted by -r166, _〇H or -Q. The lanthanide represents a sodium atom or an unloading atom. The Q system represents an aromatic hydroxyl group having 6 to 10 turns or an aromatic heterocyclic group having 5 to 1 carbon atoms. However, the hydrogen atom contained in the aromatic hydrocarbon group and the aromatic heterocyclic group may be substituted by _〇H, r166, -〇r166, _n〇2, _ch = CH2, -CtKHR166 or a halogen atom]. The saturated hydrocarbon group in R166 may have any of a carbon number of 丨~(7), a linear chain, a branched chain, and a cyclic chain, and may have a crosslinked structure. Specific examples thereof include mercapto, ethyl, propyl, isopropyl, butyl, isobutyl, pentyl, isopentyl, neopentyl, hexyl, heptyl, octyl, 2-ethylhexylfluorene Base, sulfhydryl-specific base, %•pentyl, cyclohexyl, cycloheptane-28 * 201214045 base, . The naphthyl atom of the saturated -NR atom group may be a cycloalkyl group such as a carbonyl pentyloxy group, a carbonyl group, an ethyl propyl group or a cyclyl group, a tricyclodecyl group or the like. The hydrogen atom system contained in the crosslinked alicyclic hydrocarbon group-saturated hydrocarbon group may be substituted by a γ atom, and examples of the phenol atom include a fluorine atom, a chlorine atom, and a filling atom. The methylene group contained in π and the hydrocarbon group may be substituted by an oxygen atom, a carbonyl group or a hydrazine. For example, a group in which a methylene group contained in a saturated hydrocarbon group is substituted with oxygen may, for example, be a methoxypropyl group, an ethoxypropyl hexyloxypropyl group, a methoxyhexyl group or an ethoxy propyl group. Base. The aromatic hydrocarbon group of R1", RIW, R..., R162 & Q is not particularly limited as long as it has a carbon number of 6 to 10, and examples thereof include a phenyl group and the like. Further, a substituent of the aromatic hydrocarbon group is used. Examples of the dentate cited include a fluorine atom, a chlorine atom, a bromine atom, etc., and R165-so3r166.

就在R 159Just at R 159

R 1 60R 1 60

R 16 1R 16 1

R 1 62 出曱碩醯基、乙磺醯基、己磺醯基、癸磺醯基等 就在 R159、R16〇、RWi、Rl 62 1 65 ^ Dl66^ R162及 R165之 _C02R166 而言, 出甲氧基羰基、乙氧基羰基、丙氧基羰基、異丙氧 基、丁氧基羰基、異丁氧基羰基、戊氧基羰基、異 基幾基、新戊氧基羰基、環戊氧基羰基、己氧基羰 環己氧基艘基、庚氧基羰基、環庚氧基羰基、辛氧 基、2-乙基己氧基羰基、環辛氧基羰基、壬氧基羰 癸氧基羰基、三環癸氧基羰基、甲氧基丙氧基羰基 氧基丙氧基羰基、己氧基丙氧基羰基、2_乙基己氧 氧基羰基、曱氧基己氧基羰基等。 就在 R159、Ri6〇、Rm、Rl62 及 Rl652_s〇2NHRl67 而言 舉出胺磺酿基、甲烷胺磺醯基、乙烷胺磺醯基、丙 磺醯基、異丙烷胺磺醯基、丁烷胺磺醯基、異丁烷 -29· 201214045 胺磺醯基、戊烷胺磺醯基、異戊烷胺磺醯基、新戊烧胺 磺醯基、環戊烷胺磺醯基、己烷胺磺醢基、環己炫胺石黃 醯基、庚烷胺磺醯基、環庚烷胺磺醯基、辛烷胺磺醯基 、2 -乙基己烷胺磺醯基、1,5 -二甲基己烷胺磺醯基、環辛 烷胺磺醯基、壬烷胺磺醯基、癸烷胺磺醯基、三環癸烷 胺磺醯基、曱氧基丙烷胺磺醯基、乙氧基胺磺醯基、丙 氧基胺磺醯基、異丙氧基胺磺醯基、己氧基胺磺醯基、 2-乙基己氧基胺磺酿基、甲氧基己烷胺磺醯基、3 -苯基-1-甲基丙烷胺磺醯基等。 就在 R159、R16。、Ri61、R丨62 及 R丨65 之- S02NHR丨67及 -sc^NR1 Mr1 68而言,可進一步舉出由下述的取代基群a 至取代基群U所表示之基》 [取代基群a] I I I NIH.Qn« NJi-I.Qn. NH<502R 1 62 曱 醯 、, ethanesulfonyl, hexyl sulfonyl, sulfonyl sulfhydryl, etc., in the case of R159, R16〇, RWi, Rl 62 1 65 ^ Dl66^ R162 and R165 _C02R166 Methoxycarbonyl, ethoxycarbonyl, propoxycarbonyl, isopropoxy, butoxycarbonyl, isobutoxycarbonyl, pentyloxycarbonyl, heteroyl, neopentyloxycarbonyl, cyclopentyloxy Carbocarbonyl, hexyloxycarbonylcyclohexyloxy, heptyloxycarbonyl, cycloheptyloxycarbonyl, octyloxy, 2-ethylhexyloxycarbonyl, cyclooctyloxycarbonyl, decyloxycarbonyloxy Carbocarbonyl, tricyclodecyloxycarbonyl, methoxypropoxycarbonyloxypropoxycarbonyl, hexyloxypropoxycarbonyl, 2-ethylhexyloxycarbonyl, nonyloxyhexyloxycarbonyl, etc. . In the case of R159, Ri6〇, Rm, Rl62 and Rl652_s〇2NHRl67, sulfonamide, methanesulfonyl, ethanesulfonyl, propanesulfonyl, isopropanylsulfonyl, butane Aminesulfonyl, isobutane-29· 201214045 Aminesulfonyl, pentamaminesulfonyl, isoamylamine sulfonyl, neopentylsulfonyl, cyclopentylamine sulfonyl, hexane Aminesulfonyl, cyclohexylamine, heptylamine, heptanesulfonyl, cycloheptylamine, octylamine sulfonyl, 2-ethylhexylsulfonyl, 1,5 - Methylhexylsulfonyl, cyclooctylamine sulfonyl, decylamine sulfonyl, decylamine sulfonyl, tricyclodecylamine sulfonyl, decyloxypropanyl sulfonyl, B Oxylamine sulfonyl, propoxyamine sulfonyl, isopropoxyamine sulfonyl, hexyloxysulfonyl, 2-ethylhexyloxysulfonyl, methoxyhexaneamine Sulfonyl, 3-phenyl-1-methylpropanamine sulfonyl and the like. Just at R159 and R16. Further, Ri61, R丨62, and R丨65-S02NHR丨67 and -sc^NR1 Mr1 68 may further include a group represented by the following substituent group a to the substituent group U. Group a] III NIH.Qn« NJi-I.Qn. NH<502

[取代基群b][substituent group b]

-30- 201214045 [取代基群C] γ NHS〇2-30- 201214045 [Substituent group C] γ NHS〇2

^^nhso2 nhso2^^nhso2 nhso2

,0' NHS〇2 [取代基群d],0' NHS〇2 [substituent group d]

HO ^\^NHS02HO ^\^NHS02

OHOH

nhso2Nhso2

,NHSO HO〆 2, NHSO HO〆 2

HOHO

、NHSO 2NHSO 2

HO ^^/\^nhs°2 hoHO ^^/\^nhs°2 ho

nhso2 OH nhso2Nhso2 OH nhso2

OHOH

HOHO

NHS02 χ1 产、/NHS02 X1NHS02 χ1 production, /NHS02 X1

nhso2Nhso2

I I 1 I CF3CH2NHS02 CF3(CF2)7CH2NHS02 上述取代基群d中,X1係表示鹵素原子。就在X1之鹵 素原子而言,可舉出氟原子、氯原子及溴原子。 -31 - 201214045 [取代基群e] I MeO—NHS02I I 1 I CF3CH2NHS02 CF3(CF2)7CH2NHS02 In the above substituent group d, X1 represents a halogen atom. The halogen atom of X1 may, for example, be a fluorine atom, a chlorine atom or a bromine atom. -31 - 201214045 [Substituent group e] I MeO—NHS02

nhso2 /0Nhso2 /0

nhso2 〇、 NHS〇2Nhso2 〇, NHS〇2

nhso2Nhso2

nhso2 nhso2 [取代基群f]Nhso2 nhso2 [substituent group f]

I I I I ^N\^^/NHS〇2 [取代基群g]I I I I ^N\^^/NHS〇2 [Substituent group g]

X I x H NHS02 X I MeO NHS02 nhso2 NHSOo NC NHSO 2X I x H NHS02 X I MeO NHS02 nhso2 NHSOo NC NHSO 2

NHSO 2 -32- 201214045 [取代基群h]NHSO 2 -32- 201214045 [Substituent group h]

o2n nhso2O2n nhso2

NOcNOc

上述取代基群h中,X3係表示碳數1〜3的烷基或碳數 1〜3的烷氧基,該烷基及烷氧基的氫原子係亦可被鹵素原 子取代。 就碳數1〜3的烷基而言,可舉出曱基、乙基、丙基、 異丙基等,就被鹵素原子取代之碳數1~3的烷基而言,可 舉出全氟甲基等。 就碳數1〜3的烷氧基而言,可舉出曱氧基、乙氧基、 丙氧基等。 -33- 201214045 [取代基群i]In the above substituent group h, X3 represents an alkyl group having 1 to 3 carbon atoms or an alkoxy group having 1 to 3 carbon atoms, and the hydrogen atom of the alkyl group and the alkoxy group may be substituted by a halogen atom. Examples of the alkyl group having 1 to 3 carbon atoms include a mercapto group, an ethyl group, a propyl group, an isopropyl group and the like. The alkyl group having 1 to 3 carbon atoms substituted by a halogen atom can be exemplified. Fluoromethyl and the like. Examples of the alkoxy group having 1 to 3 carbon atoms include a decyloxy group, an ethoxy group, a propoxy group and the like. -33- 201214045 [Substituting group i]

[取代基群j][substituent group j]

201214045 [取代基群1]201214045 [Substituting group 1]

上述取代基群1中,X2係表示碳數1〜3的烷基、碳數 1〜3的烷氧基、鹵素原子或硝基,該烷基及烷氧基的氫原 子係亦可被鹵素原子取代。 就鹵素原子而言,可舉出與上述X1同樣者,又,就 亦可被鹵素原子取代之碳數1〜3的烷基、碳數1〜3的烷氧 基而言,可舉出與上述X3同樣者。 [取代基群m ]In the above substituent group 1, X2 represents an alkyl group having 1 to 3 carbon atoms, an alkoxy group having 1 to 3 carbon atoms, a halogen atom or a nitro group, and the hydrogen atom of the alkyl group and the alkoxy group may be halogen. Atomic substitution. The halogen atom is the same as the above X1, and the alkyl group having 1 to 3 carbon atoms or the alkoxy group having 1 to 3 carbon atoms which may be substituted by a halogen atom may, for example, be The above X3 is the same. [substituent group m]

NHS〇2NHS〇2

-35- 201214045 [取代基群η] 、N S02-35- 201214045 [Substituent group η], N S02

、Ν S02, Ν S02

'N S02'N S02

[取代基群P][Substituent group P]

-36- 201214045 [取代基群q ]-36- 201214045 [Substituent group q ]

上述取代基群q中,X2係與上述同義。 [取代基群r]In the above substituent group q, the X2 system is synonymous with the above. [substituent group r]

37- 201214045 [取代基群s]37- 201214045 [Substituting group s]

nhso2 、nhso2Nhso2, nhso2

nhso2 nhso2 ho^s^nhso2 /〇\^nhso2 I nhso2Nhso2 nhso2 ho^s^nhso2 /〇\^nhso2 I nhso2

H0/^/0^^^NHS0〇 HO’ 丫、NHS〇2H0/^/0^^^NHS0〇 HO’ 丫, NHS〇2

OHOH

[取代基群t][substituent group t]

NHSO Q.NHSO Q.

Me 2 nhso2 nhso2 [取代基群u]Me 2 nhso2 nhso2 [substituent group u]

02 _HS N-02 _HS N-

-NHSO,-NHSO,

OMe 上述取代基群u中,X3係與上述同義。 就上述在-S02NHR167、-S02NR167R168 之 R167、R168 而言,係以碳數6〜8的分枝狀烷基、碳數5〜7的脂環式烴 基、烯丙基、碳數8〜10的芳烷基、碳數2~8之含有羥基的 -38- 201214045 烷基 '碳數2〜8之含有烷氧基的烷基、芳基為佳,以碳數 6〜8的分枝狀烧基為更佳,以2_乙基己基為特佳。 就在R 、R 、Rm及R162之碳數6〜10的芳香族烴 基之取代基而言,係以碳數i〜4的烷基、芳基、烷基取代 苯基、-S03R丨66或-S02NHR丨67為佳,以乙基、丙^、二 甲基苯基、-S03R166或-S02NHR167為更佳。 就在11159、11^、1^1及1^2之具有取代基之碳數6〜1〇 的芳香族烴基的具體例而言,可舉出曱基苯基、二甲基 苯基、二甲基苯基、乙基苯基、己基苯基、癸基苯基、 氟苯基、氯苯基、溴苯基、羥苯基、曱氧基苯基、二甲 氧基苯基、乙氧基苯基、己氧基苯基、癸氧基苯基 '三 氟甲基苯基等。 R 59及R160之中至少1個、或R!6!及R162之中至少Hg] 係以碳數1〜的烷基或亦可被取代之碳數6〜1 0的芳香族烴 基為佳。 R159及R160之中至少1個而且尺16!及R〗62之中至少 ’係以亦可被取代之碳數6〜10的芳香族烴基為更佳。OMe In the above substituent group u, the X3 system is synonymous with the above. In the above-mentioned R167 and R168 of -S02NHR167 and -S02NR167R168, a branched alkyl group having 6 to 8 carbon atoms, an alicyclic hydrocarbon group having 5 to 7 carbon atoms, an allyl group, and a carbon number of 8 to 10 are used. An aralkyl group, a hydroxyl group-containing hydroxyl group of -38-201214045, an alkyl group having an alkoxy group having 2 to 8 carbon atoms, preferably an aryl group, and having a branched carbon number of 6 to 8 The base is more preferred, and 2-ethylhexyl is particularly preferred. The substituent of the aromatic hydrocarbon group having 6 to 10 carbon atoms of R, R, Rm and R162 is an alkyl group, an aryl group, an alkyl-substituted phenyl group or a -S03R丨66 having a carbon number of i to 4 or -S02NHR 丨67 is preferred, and ethyl, propyl, dimethylphenyl, -S03R166 or -S02NHR167 is more preferred. Specific examples of the aromatic hydrocarbon group having a carbon number of 6 to 1 具有 having a substituent of 11159, 11^, 1^1, and 1^2 include a nonylphenyl group, a dimethylphenyl group, and a second group. Methylphenyl, ethylphenyl, hexylphenyl, nonylphenyl, fluorophenyl, chlorophenyl, bromophenyl, hydroxyphenyl, nonyloxyphenyl, dimethoxyphenyl, ethoxy Phenylphenyl, hexyloxyphenyl, nonyloxyphenyl 'trifluoromethylphenyl, and the like. At least one of R 59 and R160 or at least Hg of R!6! and R162 is preferably an alkyl group having 1 to 10 carbon atoms or an aromatic hydrocarbon group having 6 to 10 carbon atoms which may be substituted. It is more preferable that at least one of R159 and R160 and at least one of the ribs 16 and R of 62 have an aromatic hydrocarbon group having 6 to 10 carbon atoms which may be substituted.

Rl65係以羰基、乙氧基羰基、硫氧基(sulf〇Xyl)、2- 乙基己氧基丙烷胺磺醯基、^^二甲基己烷胺磺醯基、 3本基-1-甲基丙燒胺續醯基或異丙氧基丙烧胺績酿基為 佳。 就上述(1 1)所表示之陽離子而言,係以下述式(1 1 -1) U 1·2)、(1 1_3)或(1 1-4)所表示之陽離子為佳。 -39- 201214045Rl65 is a carbonyl group, an ethoxycarbonyl group, a thioxyl group, a 2-ethylhexyloxypropanolsulfonyl group, a dimethyl dimethyl sulfonyl sulfonyl group, a 3-hydroxy group Methylpropenolamine hydrazino or isopropoxy propyl amide is preferred. The cation represented by the above (1 1) is preferably a cation represented by the following formula (1 1 -1) U 1·2), (1 1_3) or (1 1-4). -39- 201214045

RlS9a p161a p160a R162a (Il-l) p165b p165a [式(1 1-1)中,R159a、R160a、尺1613及111623係互相獨立地表 示氫原子、-R166或碳數6〜10的芳香族烴基,該芳香族烴 基所含有的氫原子,係亦可被鹵素原子、-R166、-OH、 -OR166、-S03H、-S03Na、-C02H、-C02R166、-S03R166 、-so2nhr167 或-so2nr167r168 取代。 R165a係表示-S03H、-S02NHR167或-S02NR167R168。 尺16515係表示氫原子、-S03H、-S02NHR167或-S02NR167R168。 R166、R167及R168係與上述同義]。 R159b r160< p161b p162b p163bRlS9a p161a p160a R162a (Il-1) p165b p165a [In the formula (1 1-1), R159a, R160a, 1613 and 111623 independently represent a hydrogen atom, -R166 or an aromatic hydrocarbon group having 6 to 10 carbon atoms; The hydrogen atom contained in the aromatic hydrocarbon group may be substituted by a halogen atom, -R166, -OH, -OR166, -S03H, -S03Na, -C02H, -C02R166, -S03R166, -so2nhr167 or -so2nr167r168. R165a means -S03H, -S02NHR167 or -S02NR167R168. Ruler 16515 represents a hydrogen atom, -S03H, -S02NHR167 or -S02NR167R168. R166, R167 and R168 are synonymous with the above]. R159b r160< p161b p162b p163b

p164b (11-2) {r165c) q [式(1 1-2)中’ R159b、R160b、1116115及尺1621)係互相獨立地表 示氫原子、-R166b或碳數6〜10的芳香族烴基,在該芳香族 烴基所含有的氫原子,係亦可被鹵素原子、-R166b、-OH 、-OR166b、-S03-、-S03Na、-C02H、-C02R166b、-S03H 、-S03R166b 或-S02NHR178 取代。 -40- 201214045 R163b及R164b係互相獨立地表示氫原子或碳數1〜8的烧義 R165e 係表示-S03Na、-C02H、-C〇2RU6b、_8〇3^或 S02NHR178。 R16 6 b係表示碳數1 ~ 1 0的飽和fe基,在该飽和煙基所含有 的氫原子係亦可被-OR166b或鹵素原子取代。 R178係表示氫原子、-R166b、-C02R166b或碳數6〜10的芳香 族烴基,在該芳香族烴基所含有之氫原子係亦可被 -R166b4_OR166b取代。 q係與上述同義]P164b (11-2) {r165c) q [In the formula (1 1-2), 'R159b, R160b, 1116115 and ruler 1621) independently represent a hydrogen atom, -R166b or an aromatic hydrocarbon group having 6 to 10 carbon atoms. The hydrogen atom contained in the aromatic hydrocarbon group may be substituted by a halogen atom, -R166b, -OH, -OR166b, -S03-, -S03Na, -C02H, -C02R166b, -S03H, -S03R166b or -S02NHR178. -40- 201214045 R163b and R164b represent a hydrogen atom or a carbon number of 1 to 8 independently of each other. R165e means -S03Na, -C02H, -C〇2RU6b, _8〇3^ or S02NHR178. R16 6 b represents a saturated fe group having a carbon number of 1 to 10, and the hydrogen atom contained in the saturated nicotine group may be substituted by -OR166b or a halogen atom. R178 is a hydrogen atom, -R166b, -C02R166b or an aromatic hydrocarbon group having 6 to 10 carbon atoms, and the hydrogen atom contained in the aromatic hydrocarbon group may be substituted by -R166b4_OR166b. q is synonymous with the above]

R159iN\/^s^QR159iN\/^s^Q

(Π-3) |^165e [式(1 1-3)中,R159e及R1 61 e係互相獨立地表示苯基,該苯 基所含有的氫原子係亦可被鹵素原子、-R166b、-OR166b 、-C02R166b、_s〇3R166I^_s〇2NhR178 取代。(Π-3) |^165e [In the formula (11-3), R159e and R1 61 e each independently represent a phenyl group, and the hydrogen atom contained in the phenyl group may be a halogen atom, -R166b, - OR166b, -C02R166b, _s〇3R166I^_s〇2NhR178 are substituted.

Rl65d係表示-S02NHR178。Rl65d is -S02NHR178.

Rl651表示氫原子或-S02NHR178。 r1661 R178係與上述同義]。 ϊ Η I |Rl651 represents a hydrogen atom or -S02NHR178. R1661 R178 is synonymous with the above]. ϊ Η I |

(11-4) -41 - 201214045 [式(11-4)中,r〗59^r丨川係互相獨立地表示苯基,該苯 基所含有的氫原子係亦可被_Rl66b、或_s〇2NhR1”取代。 R165f係表示- S02NHR178。 R166l R178係與上述同義]。 就上述式(1 1)所表示之陽離子的代表例而言,例如 可舉出下述的化合物群m及化合物群η所表示之陽離子。 [化合物群m](11-4) -41 - 201214045 [In the formula (11-4), r] 59^r丨chuan is a phenyl group independently of each other, and the hydrogen atom contained in the phenyl group may be _Rl66b, or _ s〇2NhR1" is substituted. R165f is -S02NHR178. R1661 R178 is synonymous with the above.] Representative examples of the cation represented by the above formula (1 1) include, for example, the following compound group m and compound group. a cation represented by η. [Compound group m]

-42- 201214045 x所表不之陽離子性發色團而言,例如 出下述的化合物雔J ^ D吻群p所表示之之陽離子。 [化合物群P ]-42- 201214045 x The cationic chromophore which is represented by the following formula, for example, the cation represented by the following compound 雔J ^ D kiss group p. [Compound group P]

化合物m 1Compound m 1

C〇CH2N+(CH3)3 4 化合物m 2 本著色劑係能夠使用眾所周知的方法來製造 用與特開2003-20641 5號公報的實施例同樣的二 f來製造。使用如特開2003_20641 5號公報的實施例之越 父換反應來製造本著色劑時,上述式(u)所表示之陰ς 子f上述式(lb)所表示之陰離子的鹽係必要的,就該鹽 而=係' 可使用市售品’亦可使用依照眾所周知的方 例如在特開2008_741〇號公報的段落[〇149]〜[〇m]所記 載,方法所合成者。又,如特開2〇〇3_2〇6415號公報的實 施=陰離子料ώ素料亦即㈣染料作為起始原料 二鹼父換反應來製造本著色劑時,京尤更提高所得到 :色劑的耐熱性而言?係以鹵素離子盡可能不殘留 ⑽’純化為佳。如此進行而得到之本著色劑’係在以 ,酮等的酮為首之各種有機溶劑為可溶,X,具有優 Α、^丨生。又’為了更提高耐熱性,在本發明的著色 六噹物中所含有的鹵素離子亦盡可能較少為佳。亦即, 4述的其他成分,亦以使用鹵素離子的含量盡可能較 少者為佳。 本f色劑係可單獨或混合2種以上而使用。 ―、本著色劑係例如χ+為三芳基甲烷系發色團時,因為 ♦於有機溶劑時呈藍〜紅色,所以藉由將該著色劑單獨或C〇CH2N+(CH3)3 4 Compound m 2 This colorant can be produced by a known method using the same bis as in the examples of JP-A-2003-20641. When the coloring agent is produced by the Frangipani reaction in the example of JP-A-2003-20641, the salt of the anion represented by the above formula (lb) represented by the above formula (u) is essential, In the case of the salt, the product can be used as the product, and the method can be used as described in the paragraphs [〇149] to [〇m] of the JP-A-2008-741 公报. Further, in the case of the publication of JP-A No. 2〇〇3_2〇6415, the anionic material, that is, the dye (4), the dye is used as a starting material for the di-alkali parent to change the reaction to produce the coloring agent, the Jingyou is further improved: the coloring agent In terms of heat resistance? It is preferred that the halogen ions are not left as much as possible (10)'. The present colorant obtained in this manner is soluble in various organic solvents including ketones such as ketones, and X has excellent properties. Further, in order to further improve heat resistance, it is preferable that the halogen ions contained in the colored color of the present invention are as small as possible. That is, the other components described in 4 are preferably as small as possible using a halogen ion. The present invention can be used singly or in combination of two or more. ―, the coloring agent is, for example, χ+ is a triarylmethane chromophore, because it is blue to red in an organic solvent, so by using the coloring agent alone or

S -43- 201214045 與其他著色劑適當地混合而使用,例如能夠應用在用以 形成藍色像素、紅色像素、黑色著色層之著色組成物。 就本著色劑以外的著色劑而言,能夠按照用途而適 當地選擇色彩和材質。具體上,亦能夠使用顏料、染料 及天」色素的任—者作為本著色劑以外的著色劑,因為 構成彩色濾光片之著色層係被要求高色純度、亮度、對 比、遮光性等,以使用顏料及/或染料為佳。 就上述顏料而言’係有機顏料或無機顏料的任一者 :可,就有機顏料而言’係例如可舉出在色; 染色師及著色師學會(The SQeiety。£ — _ nsts)公司發行)被分類為顏料的化合物。具體上, 可以舉出被命名為下述的色指數(c.i.)者。 C.I.顏料黃12、c I宛祖龙1, 顏料黃17、C.I·顏料黃2〇Vc L C I.顏料頁14、C·1 ‘ 、CI顏料.顏料黃24、以顏料黃31 音。==.1.顏料黃…丄顏料黃—·顏料 :、二=…顏料黃⑶、。·1.顏料㈣ C.I.顏枓頁150、c丄顏料黃153、S-43-201214045 is used by suitably mixing with other colorants, and can be applied, for example, to a colored composition for forming blue pixels, red pixels, and black colored layers. For the coloring agent other than the coloring agent, color and material can be appropriately selected according to the use. Specifically, any of pigments, dyes, and pigments can be used as the coloring agent other than the coloring agent, and the coloring layer constituting the color filter is required to have high color purity, brightness, contrast, and light blocking properties. It is preferred to use pigments and/or dyes. In the case of the above pigments, 'any of the organic pigments or inorganic pigments: Yes, in the case of organic pigments', for example, may be mentioned in color; by the Society of Colorists and Colorists (The SQeiety. £_ _nsts) a compound classified as a pigment. Specifically, a color index (c.i.) named as follows can be cited. C.I. Pigment Yellow 12, c I Wanzulong 1, Pigment Yellow 17, C.I. Pigment Yellow 2〇Vc L C I. Pigment Page 14, C·1 ‘, CI Pigment. Pigment Yellow 24, Pigment Yellow 31. ==.1. Pigment yellow...丄Pigment yellow--pigment:, two=...pigment yellow (3),. ·1. Pigment (4) C.I. 枓 枓 page 150, c 丄 pigment yellow 153,

顏料黃155、C.I.顏料黃166、c工顏料t二/ C L 180、C.I·顏料黃211 ; ^ 、丄顏料黃 C.1.顏料撥5、C.I_顏料撥13、c〗 料镫24、C.1.顏料撥34、C丄顏料撥36: c且、C.1.顏 C丄顏料撥40、^•顏料橙43、cj =、顏料橙38' 49、C.I·顏料撥61、c …、豆、C.I·顏料橙 .上.顏料燈6 4、c Ϊ鈷粗被m 顏料橙⑼、c丄顏料橙71、c· ·Γ顏科“8、c丄 、C.I.顏料橙74; …、、板72、C-I.顏料橙73 -44 - 201214045 C. I ·顏料紅1、C. I.顏料紅2、C. I.顏料紅5、C. I ·顏料 紅1 7、C. I.顏料紅3 1、C. I.顏料紅3 2、C · I.顏料紅4 1、C. I. 顏料紅122、C.I.顏料紅123、C.I.顏料紅144、C.I.顏料紅 149、C.I.顏料紅 166、C.I.顏料紅 168、C.I.顏料紅 170、 C.I.顏料紅171、C.I.顏料紅175、C.I.顏料紅176、C.I.顏 料紅177、C.I.顏料紅178、C.I.顏料紅179、C.I.顏料紅180 、C.I.顏料紅 185、C.I.顏料紅 187、C.I.顏料紅 202、C.I. 顏料紅206、C.I.顏料紅207、C.I.顏料紅209、C.I.顏料紅 214、C.I.顏料紅 220、C.I.顏料紅 221、C.I.顏料紅 224、 C.I.顏料紅242、C.I.顏料紅243、C.I.顏料紅254、C.I.顏 料紅25 5 ' C.I.顏料紅262、C.I.顏料紅264、C.I.顏料紅272 » C.I.顏料紫1、C.I.顏料紫19、C.I.顏料紫23、C.I.顏 料紫29、C.I.顏料紫32、C.I.顏料紫36、C.I.顏料紫38 ; C.I·顏料藍1、C.I.顏料藍15、C.I.顏料藍15 : 3、C.I. 顏料藍15 : 4、C.I.顏料藍15 : 6、C.I·顏料藍60、C.I.顏 料藍80 ; C. I.顏料綠7、C. I.顏料綠3 6、C. I.顏料綠5 8 ; C. I.顏料棕2 3、C. I.顏料棕2 5 ; C.I.顏料黑1、C.I.顏料黑7。 又,就上述無機顏料而言,例如可舉出氧化鈦、硫 酸鋇、碳酸#5、鋅白、硫酸錯、黃色錯、鋅黃、氧化鐵 紅(紅色氧化鐵(III))、鎘紅、群青、紺青、氧化鉻綠、鈷 綠、琥珀、鈦黑、合成鐵黑、及碳黑等。 -45- 201214045 在本發明,能夠藉由將顏料使用再結晶法、再沈降 法冷劑洗淨法、昇華法、真空加熱法或該等的組合來 、屯化而使用。又,顏料亦可使用樹脂將其粒子表面改質 4而使用。作為將顏料的粒子表面改質之樹脂,例如能夠 =在特開咖-丨咖7號公報所記載之媒液樹脂、 :各種顏料分散用樹脂。作為碳黑表面的樹脂 ’係例如能夠使用扃炷„ τ n 復念 9 95625味1 733號公報 '特開平 。-5625“報、特開平9·ΐ24969號公報等所記載之方法 又 機顏料係以使用所謂鹽磨來將一次粒子彳& έ 而使用為佳。作為鹽磨的方挲γ 7 人位子U細化 —⑴號公報所;例如可採用在特開平 又’就上述毕斜;士 J. 直接染料、酸性㈣二此夠從各種的油溶性染料、 擇,例如可舉出附力右 合物染料等之中適當地選 溶:黃 劑黃24、C.L溶劑黃82二\14' C·1·溶劑黃15、C丄溶 C.I.溶劑黃1C.!·溶劑黃=黃㈣^ C·!.溶劑紅45、C : I·1.溶劑黃179; >谷劑紅49 ; C丨溶劑橙2、C·!,溶劑撥7、c" 撥I5、c.u容劑燈26、CI溶劑撥56〆-、C.U容劑 C.J.溶劑藍35、CI.溶劑 .Pigment Yellow 155, CI Pigment Yellow 166, c-pigment t 2 / CL 180, CI·Pigment Yellow 211; ^, 丄 Pigment Yellow C.1. Pigment Dial 5, C.I_Pigment Dial 13, c〗 镫24 , C.1. Pigment dial 34, C丄 pigment dial 36: c and, C.1. Yan C丄 pigment dial 40, ^• pigment orange 43, cj =, pigment orange 38' 49, CI · pigment dial 61, c ..., beans, CI · pigment orange. Upper. Pigment lamp 6 4, c Ϊ cobalt coarse by m pigment orange (9), c 丄 pigment orange 71, c · · Yan Yanke "8, c 丄, CI pigment orange 74; ...,, plate 72, CI. Pigment Orange 73 -44 - 201214045 C. I · Pigment Red 1, CI Pigment Red 2, CI Pigment Red 5, C. I · Pigment Red 1 7, CI Pigment Red 3 1, CI Pigment Red 3 2, C · I. Pigment Red 4 1 , CI Pigment Red 122, CI Pigment Red 123, CI Pigment Red 144, CI Pigment Red 149, CI Pigment Red 166, CI Pigment Red 168, CI Pigment Red 170, CI Pigment Red 171, CI Pigment Red 175, CI Pigment Red 176, CI Pigment Red 177, CI Pigment Red 178, CI Pigment Red 179, CI Pigment Red 180, CI Pigment Red 185, CI Pigment Red 187, CI Pigment Red 202, CI Pigment Red 206, CI Pigment Red 207, CI Pigment Red 2 09, CI Pigment Red 214, CI Pigment Red 220, CI Pigment Red 221, CI Pigment Red 224, CI Pigment Red 242, CI Pigment Red 243, CI Pigment Red 254, CI Pigment Red 25 5 'CI Pigment Red 262, CI Pigment Red 264, CI Pigment Red 272 » CI Pigment Violet 1, CI Pigment Violet 19, CI Pigment Violet 23, CI Pigment Violet 29, CI Pigment Violet 32, CI Pigment Violet 36, CI Pigment Violet 38; CI·Pigment Blue 1, CI Pigment Blue 15, CI Pigment Blue 15 : 3, CI Pigment Blue 15 : 4, CI Pigment Blue 15 : 6, CI·Pigment Blue 60, CI Pigment Blue 80; CI Pigment Green 7, CI Pigment Green 3 6, CI Pigment Green 5 8 ; CI pigment brown 2 3, CI pigment brown 2 5 ; CI pigment black 1, CI pigment black 7. Further, examples of the inorganic pigment include titanium oxide, barium sulfate, carbonic acid #5, and zinc white. , sulfuric acid wrong, yellow wrong, zinc yellow, iron oxide red (red iron oxide (III)), cadmium red, ultramarine blue, indigo, chrome oxide green, cobalt green, amber, titanium black, synthetic iron black, and carbon black. -45-201214045 In the present invention, the pigment can be used by using a recrystallization method, a reprecipitation method, a refrigerant washing method, a sublimation method, a vacuum heating method, or the like. Further, the pigment may be used by modifying the surface of the particles with a resin. The resin for modifying the surface of the particles of the pigment can be, for example, a vehicle liquid resin described in JP-A-Kaki 7 or a resin for dispersing various pigments. As a resin of the surface of the carbon black, for example, the method described in the Japanese Patent Laid-Open No. 9 95625, No. 1, 733, JP-A-5-725, No. Hei. It is preferable to use the so-called salt mill to use the primary particles 彳 & As a salt mill, the square γ 7 person position U refines - (1) bulletin; for example, it can be used in the special Kaiping and 'the above-mentioned slanting; J. direct dye, acid (four) two enough from a variety of oil-soluble dyes, For example, it may be appropriately selected from the following: the yellow agent yellow 24, the CL solvent yellow 82 2 \ 14 ' C · 1 · the solvent yellow 15 , the C 丄 dissolved CI solvent yellow 1 C. · Solvent yellow = yellow (four) ^ C ·!. Solvent red 45, C: I·1. Solvent yellow 179; > gluten red 49; C 丨 solvent orange 2, C ·!, solvent dial 7, c " dial I5 , cu container lamp 26, CI solvent dial 56 〆 -, CU container CJ solvent blue 35, CI. Solvent.

溶劑藍67 ; L·1·♦蜊藍59、CJ C.I.酸性黃17、c τ舻卜外廿Solvent Blue 67; L·1·♦ Indigo 59, CJ C.I. Acid Yellow 17, c τ舻 Bu Wai

酸性黃76; 丄^性更29' C.I·酸性黃40、c.L 二.酸性紅91、c丄酸性紅92、。Acid yellow 76; 丄^ is more 29' C.I. Acid yellow 40, c.L 2. Acid red 91, c 丄 acid red 92.

咖"….酸性㈣….酸性紅15i;、.,、U -46- 201214045 C. I.酸性撥5 1 C · I.酸性藍8 〇 C.I.酸性綠9、 性綠27 ; c.i·酸性橙63 ; C·1·酸性藍83、C.I.酸性藍90 ; C.1.酸性綠16、C.I_酸性綠25、C.I.酸 在本發明,其他的 上而使用。 者色劑係可單獨使用或混合2種以Coffee ".acidic (four)....acid red 15i;,.,,U-46- 201214045 CI acid dial 5 1 C · I. Acid blue 8 〇CI acid green 9, sex green 27; ci·acid orange 63; C·1·Acid Blue 83, CI Acid Blue 90; C.1. Acid Green 16, C.I_ Acid Green 25, and CI Acid are used in the present invention. The toner system can be used alone or in combination of two

在本發明,X + # A 劑與綠色的其他著=系發色團時,以併用本著色 成物為佳。此時,作1作為綠色像素形成用的著色組 綠色的有機顏料為佳色劑的綠色著色劑,係以 ' C T 4d. , 乂 選自由 C.I.顏料 7、c.l_顏料 36 C.I·顏枓58所組成群 為特佳 坪、之至少1種為佳,以C.I.顏料58 著色劑與紅色的其他二…南系發色團㈣併用本 色組成物、或是併用本:二作為紅色像素形成用的著 為藍色像素形成 H與藍色的其他著色劑而竹 “ π的者色組成物為佳。 辛形成H亡:色劑與紅色的其他著色劑而製為紅色傳 組成物時,…的著色劑之紅色的著 Λ紅色的有機顏料為佳,以C丄顏料紅16< .雜⑺、。·顏料紅⑵…^ 顏枓:254所組成群組之至少旧為佳。 t * ^ ^ ^ ^ ^ + ^ ^3< 使用c m * 質里%為更佳。又,此時,_能夠更 丄顏料N38、CI顏料黃i39、C. 〇、ci 顏枓黃38等黃色和燈色的著色劑。 -47- 201214045 又虽併用本著色劑與藍色的I 色像素形成用的著色組成物時,就=他著色劑而製為藍 的著色劑而言,係以藍色的有機:料::著色劑之藍色 以C.I.顏料藍】、c丄顏料 或有機染料為佳, 、c.l.顏料藍〗〇、CI顏料藍〗4、 藍3、C丄顏料藍9 顏料藍15:6、c I銪把较丄顏料藍15:3、C j 丄顏枓藍62、c.i.鹼性藍 LI· 所組成群組之至少j種為佳,以 、C.I.鹼性藍u 广夺,本著色劑的含有比率係佳。 質篁%為佳,以3〜5〇質量%為更佳。又,色刎中以3〜70 使用c.i.顏料紫23等紫色的著色劑。,此時,亦能夠更 就形成亮度高且色純度優良的像素 之黑色矩陣而古,f6 ” 或遮光性優良 物的固體成分,為5,質量%,以W。質量色:成 ,所謂固體成分,係後述之溶劑以外的成分。‘、,在此 又,在本發明,使用顏料作為著色劑時,能夠依昭 需要而同時使用分散劑、分散助劑。就上述分散劑而:、 ,例如能夠使用陽離子系、陰離子系、非離子系等適; 的分散劑,以聚合物分散劑為佳。具體上可舉出胺曱酸 酯系分散劑、聚乙烯亞胺系分散劑、聚氧乙烯烷基醚系 分散劑、聚氧乙烯烷基苯基醚系分散劑、聚乙二醇二酯 系分散劑、山梨糖醇酐脂肪酸酯系分散劑、聚酯系分散 劑、丙烯酸系分散劑等。 此種分散劑係能夠商業上取得,例如就丙烯酸系分 散劑而言,可舉出 Disperbyk-2000、Disperbyk-2001、 BYK-LPN6919、BYK-LPN21116 ' BYK-LPN21324(以上 201214045 ,BYK-Chemie(BYK)公司製);就胺甲酸酯系分散劑而言 ,可舉出 Disperbyk-161、Disperbyk_162、Disperbyk-165 、Disperbyk_167 、 Disperbyk-170 、 Disperbyk-182(以上 ,BYK-Chemie(BYK)公司製)、SOLSPERSE 76500 (LUBRIZOL(股)製);就聚乙烯亞胺系分散劑而言,可舉 出SOLSPERSE 2400(LUBRIZOL(股)製);就聚酯系分散 劑而言’可舉出 AJISPER PB821、AJISPER PB822、 AJISPER PB880 - AJISPER PB 8 81 (AJINOMOTO FINE TECHNO股份有限公司製)等。 又’就上述分散助劑而言,例如可舉出顏料衍生物 ,具體上可舉出銅醜菁、二胴17比11各并11比洛、啥琳黃 (quinophthalone)的磺酸衍生物等。又,分散劑及分散助 劑的含ΐ係在不損害本發明的目的之範圍内可適當地決 定。 -(B)黏合劑樹脂_ 本發明的著色組成物係含有(Β)黏合劑樹脂。藉此, 能夠提高在著色組成物之驗性顯像性和對基板之黏合性 。就此種黏合劑樹脂而t,係沒有特別限定,以具有乡 基、、酚性羥基等的酸性官能基之樹脂為佳。其中,以^ 有緩基之聚合物(以下餘&「人、> 、下柄為含竣基的聚合物」)為佳,>( 如可舉出具有1個以上的雜其夕7 α 的羧基之乙烯性不飽和單體(以- ’稱為不飽和單體(bl)」)盥立他铲麫#似人 不飽和單體(以下,稱Α「上:? 一共聚合的乙烯] 稱為不飽和早體(b2)」)之共聚物 就上連不飽和單艘(k > 酸、順丁烯1 體(叫而έ,例如可舉出(甲基)丙^ 頁H、順Τ烯:酸酐、琥%酸單[2_(甲基), -49- 201214045 烯醯氧基乙酯]、ω -羧基聚己内酯單(曱基)丙烯酸酯、對 乙烯基苯甲酸等。 該等不飽和單體(bi)係可單獨使用或混合2種以上 使用。 又,就上述不飽和單體(b2)而言,例如可舉出 如N-苯基順丁烯二醯亞胺、1環己順丁烯二醯亞胺 之N-位置取代順丁烯二醯亞胺;苯乙烯…曱基苯乙烯 —基苯乙稀、對經基心甲基笨乙稀、對乙稀基节基 環氧丙基醚、苊烯之芳香族乙烯基化合物; 如(甲基)丙烯酸甲酯、(曱基)丙烯酸正丁酯、(曱基) 丙稀酸-2-乙基己醋、(甲基)丙稀酸_2.經基乙醋、(甲^) 丙烯酸烯丙醋、(甲基)丙烯酸节酷、聚乙二醇㈣〜二 曱基醚(甲基)丙烯酸酷 '聚丙二醇(nyq 丙烯酸醋、聚乙二醇(n = 2〜1〇)單(甲美β r 哔(2 1U)早(甲基)丙烯酸酯、聚丙二 甲n = 2〜10)單(甲基)丙烯㈣、(甲基)丙稀酸環己醋、( 丙二丙烯酸異“、三環[5· 2· U26]癸燒I基(甲基) '久§曰、二環戊烯基(甲基)丙烯酸酯、甘油單(甲Λ ) 旨、4,苯基(甲基)丙烯酸醋、對異丙苯基苯:的 <院改性(甲基)丙烯酸醋、(甲基)丙婦酸環氧丙醋、 基二?丁酸广·環氧環己醋,^ 環丁产之Μ甲基)丙稀酿氧基甲基]_3_乙基氧雜 疋之(甲基)丙烯酸酯; 癸貌-8-:己乂乙烯喊、異莰基乙烯趟、三環[5. 2.〇2.6] 甲基)-3-乙烯其条 哀卞I乙㈣、3-(乙烯氧基 乙坤基氣雜環丁烷之乙烯醚; -50- 201214045 在如♦苯乙烯、聚(曱基)丙烯酸曱酯、聚(曱基)丙烯 酸正丁 S旨、聚石夕氧燒之平人, _ A 5物分子鍵的末端具有單(甲基 )丙烯醯基之巨分子單體等。 在5亥等不飽和單體(bl)與不飽和單體(b2)之共聚物 中’ 4不飽和單體(M)的共聚合比率係以5〜5〇質量%為佳 ’以1 0〜40羞里%為更佳。肖由在此種範圍使不飽和單體 (b 1)共聚&月匕夠得到鹼性顯像性及保存安定性優良之 著色組成物。 就不飽和單體(bl)與不飽和單體⑽的共聚物之具 體例而言,例如可舉出在特開平7_14〇654號公報、特開 平8-259876號公報、特開平1〇_313〇8號公報、特開平 10-300922號公報、特開平u_n4224號公報、特開平 1 1 -25841 5號公報、特開2〇〇〇_561 18號公報、特開 2004-101728號公報所揭示之共聚物。 又’在本發明’係例如在特開平5_1 9467號公報、特 開平6-230212號公報、特開平7_2〇7211號公報、特開平 0 9 - 3 2 5 4 9 4號公報、特開平}丨_ 14 〇丨4 4號公報、特開 2008-1 8 1 095號公報所揭示’亦能夠將在側鏈具有(曱基) 丙浠醯基等的聚合性不飽和鍵之含羧基的聚合物使用作 為黏合劑樹脂。 在本發明之黏合劑樹脂’使用GPC(洗提溶劑:四氫 呋喃)測定之換算聚苯乙烯的重量平均分子量(Mw),係通 常為1,000〜100,000,以3,000〜50,000為佳。Mw太小時, 所得到的被膜之殘膜率低落、或圖案形狀、耐熱性等受 到損害’而且電特性亦有變差之可能性,另一方面,太 -51 - 201214045 大時’解像度低落、或圖案形狀受到損害,且使用狹縫 噴嘴方法塗布時有容易產生乾燥異物之可能性。 又’在本發明中之黏合劑樹脂的重量平均分子量 (Mw)與使用GPC(洗提溶劑:四氫呋喃)測定之換算聚苯 乙烯的數量平均分子量(Μη)之比(Mw/Mn) ’係以1.0〜5.0 為佳,以1 .〇〜3.〇為更佳。 在本發明中之黏合劑樹脂,係能夠使用眾所周知的 方法來製造,例如亦能夠使用在特開2〇〇3 222717號公報 特開2006-259680號公報、國際公開第2〇〇7/〇29871號 小冊子等所揭示之方法,來控制其構造和Mw、 在本發明,黏合劑樹脂係可單獨使用或混合2種以上 而使用。 在本發明,黏合劑樹脂的含量係相對於1〇〇質量份之 (A)著色劑,通常為10〜丨,000質量份,以2〇〜5〇〇質量份為 佳。黏合劑樹脂的含量太少時,例如有驗性顯像性低落 、:所得到之著色組成物的保存安定性低落之可能性, ::方面:太多時相對地因為著色劑濃度低落,有難以 達成作為薄膜目標色濃度之可能性。 -(c)交聯劑- 在本發明,所謂(C)交 人 小扣六另以囡以上能夠 乙:&之化合物。就能夠聚合的基而言,例如可舉出 ’不飽和基、環氧乙基、氧雜環 在本發明’就⑹交聯劑而言,係二2 (甲基)丙烯醯基之化合物或具有2個以上的n _ -52- 201214045 烷氧基曱基胺基之化合物為佳,特別是將具有2個以上的 (曱基)丙烯醯基之化合物與具有2個以上的N-院氧基曱 基胺基之化合物組合而使用為佳。 就上述具有2個以上的(甲基)丙烯醯基之化合物之 具體例而言’可舉出使脂肪族多羥基化合物與(曱基)丙 炼酸反應而得到之多官能(曱基)丙稀酸酯、經己内酯改 性之多官能(甲基)丙烯酸酯、經環氧烷改性之多官能(曱 4 基)丙烯酸酯、使具有羥基的(曱基)丙烯酸酯與多官能異 氰酸酯反應而得到之多官能胺曱酸酯(甲基)丙烯酸酯、 使具有羥基的(曱基)丙烯酸酯與酸酐反應而得到之具有 羧基之多官能(甲基)丙烯酸酯等。 在此’就上述脂肪族多羥基化合物而言,例如可舉 出如乙二醇、丙二醇、聚乙二醇、聚丙二醇之二元的脂 肪族多羥基化合物;如甘油、三羥曱基丙烷、新戊四醇 、二新戊四醇之三元的脂肪族多羥基化合物;就上述具 有經基之(甲基)丙烯酸酯而言,例如可舉出(甲基)丙烯酸 -2-經基乙酷、三羥甲基丙烷(甲基)丙烯酸酯、新戊四醇 二(曱基)丙烯酸酯、二新戊四醇五(甲基)丙烯酸酯、甘油 二甲基丙烯酸酯。就上述多官能異氰酸酯而言,例如可 舉出甲苯二異氰酸酯、二異氰酸六亞曱酯、二異氰酸二 苯基亞甲酯、異佛爾酮二異氰酸酯等。就酸酐而言,例 如可舉出琥珀酸酐、順丁烯二酸酐、戊二酸酐、伊康酸 肝、駄酸酐、六氫酞酸酐之二元酸的酸酐;如焦蜜石酸 肝、聯苯四羧酸二酐、二苯基酮四羧酸二酐之四元酸酐 -53- 201214045 又,就上述經己内酯改性之多官能(曱基)丙烯酸酯 而言,例如可舉出在特開平u_44955號公報的段落 [00 15]〜[00 18]所記載之化合物。就上述經環氧烷改性之 多官能(甲基)丙烯酸酯而言,可舉出雙酚A的環氧乙烷及 /或環氧丙烷改性之二(甲基)丙烯酸酯、異三聚氰酸的環 氧乙烷及/或環氧丙烷改性之三(甲基)丙烯酸酯、三羥甲 基丙烷的環氧乙烷及/或環氧丙烷改性之三(曱基)丙烯酸 酯、新戊四醇的環氧乙烷及/或環氧丙烷改性之三(曱基) 丙烯酸酯 '新戊四醇的環氧乙烷及/或環氧丙烷改性之四 (甲基)丙烯酸醋、二新戊四醇的環氧乙烷及/或環氧丙烷 改性之五(甲基)丙烯酸酯、二新戊四醇的環氧乙烧及/或 環氧丙烷改性之六(甲基)丙烯酸酯等。 又’就上述具有2個以上的N-烷氧基曱基胺基之化合 物而言,例如可舉出具有三聚氰胺結構、苯并胍胺結構 、尿素結構之化合物。又,所謂三聚氰胺結構、苯并胍 胺結構,係指將1個以上的三听環或苯基取代三啩環作為 基本骨架之化學結構,亦包含三聚氰胺、苯并胍胺或該 等的縮合物之概念。作為具有2個以上的N_燒氧基甲基胺 基之化合物的具體例’可舉出n,n,n,,n’,n,,n,,-六(院氧 基f基)三聚氰胺、n,n,n’,n,-四(烷氧基甲基)苯并胍胺 、n,n,n,,n,-四(烷氧基甲基)甘脲等。 該等多官能單體之中,係以使三元以上脂肪族多羥 基化合物與(甲基)丙烯酸反應而得到之多官能(曱基)丙 烯酸酯、經己内酯改性之多官能(甲基)丙烯酸酯、多官 能胺甲酸酯(曱基)丙烯酸酯、具有羧基之多官能(甲基) -54- 201214045 丙烯酸酯、n,n,n’,n’,n,’,n,,-六(烷氧基曱基)三聚氰胺、 n,n,n,,n,-四(烷氧基甲基)苯并胍胺為佳。使三元以上脂 肪族多羥基化合物與(曱基)丙烯酸反應而得到之多官能( 甲基)丙烯酸酯之中,三羥甲基丙烷三丙烯酸酯、新戊四 醇三丙烯酸酯、二新'戊四醇五丙烯酸酯、二新戊四醇六 丙烯酸酯;具有羧基之多官能(曱基)丙烯酸酯之中,使 新戊四醇三丙烯酸酯與琥珀酸酐反應而得到之化合物、 使二新戊四醇五丙烯酸酯琥珀酸酐反應而得到之化合物 ’就著色層的強度向、著色層的表面平滑性優良且在未 曝光部的基板上及遮光層上不容易產生污染、殘膜等而 言,乃是特佳。 在本發明’(C)交聯劑係可單獨使用或混合2種以上 而使用。 在+本I月之(C)父聯劑的含量,係相對於丨質量份 之(A)者色劑,以!〇〜〗,〇〇〇質量份為佳以2〇〜5〇〇質量份 為特佳。此時,多官能从留μ u θ 月b |·生單體的含1太少時,有無法得 到充分的硬化性之♦ ^ ρ θ 之虞 另一方面’若多官能性單體的含In the present invention, when the X + # A agent and the green other chromophore are used, it is preferred to use the colored product in combination. At this time, 1 is used as a green coloring agent for green pixel formation. The green coloring agent is a green coloring agent for the coloring agent, which is 'CT 4d., and is selected from CI pigment 7, c.l_pig 36 CI·枓The group consisting of 58 is Tejiaping, at least one of which is preferred, and the CI pigment 58 coloring agent and the red other... southern chromophore (4) are used in combination with the original color composition or the combination of the two: as the red pixel formation. The blue color pixel forms H and blue other colorants, and the bamboo "π color composition is better. Xin forms H death: the colorant and the red other colorant are made into a red color composition, ... The reddish organic pigment of the red coloring agent is preferably red, and the group of C 丄 pigment red 16 < . (7), pigment red (2) ... ^ yan: 254 is at least good. t * ^ ^ ^ ^ ^ + ^ ^3< Use cm * % of quality is better. Also, at this time, _ can be more pigment yellow N38, CI pigment yellow i39, C. 〇, ci 枓 yellow 38 and other yellow and light colors -47- 201214045 When using this coloring agent together with the blue I color pixel forming color composition, it is = For the coloring agent which is blue, it is blue organic: material: blue of coloring agent is CI pigment blue, c丄 pigment or organic dye is preferred, cl pigment blue 〇, CI pigment Blue 〗 4, Blue 3, C 丄 Pigment Blue 9 Pigment Blue 15:6, c I 铕 at least 丄 Pigment Blue 15:3, C j 丄 枓 62 62, ci alkaline blue LI · at least j type is better, and CI alkaline blue u is widely used, and the content ratio of the coloring agent is good. The mass % is better, preferably 3 to 5 % by mass. Also, the color is 3 to 70 A purple coloring agent such as ci pigment violet 23 is used. In this case, a black matrix of pixels having high luminance and excellent color purity can be formed, and the solid content of the f6 ” or the excellent light-shielding property is 5 mass%. To W. Mass color: The solid component is a component other than the solvent described later. Further, in the present invention, when a pigment is used as the coloring agent, a dispersing agent or a dispersing aid can be used as needed. As the dispersing agent, for example, a dispersing agent such as a cationic system, an anionic system or a nonionic system can be used, and a polymer dispersant is preferred. Specific examples thereof include an amine phthalate dispersant, a polyethyleneimine dispersant, a polyoxyethylene alkyl ether dispersant, a polyoxyethylene alkyl phenyl ether dispersant, and a polyethylene glycol diester system. A dispersing agent, a sorbitan fatty acid ester dispersing agent, a polyester dispersing agent, an acrylic dispersing agent, or the like. Such a dispersant can be obtained commercially. For example, in the case of an acrylic dispersant, Disperbyk-2000, Disperbyk-2001, BYK-LPN6919, BYK-LPN21116 'BYK-LPN21324 (above 201214045, BYK-Chemie (BYK) (Company system); Examples of the urethane-based dispersant include Disperbyk-161, Disperbyk_162, Disperbyk-165, Disperbyk_167, Disperbyk-170, and Disperbyk-182 (above, BYK-Chemie (BYK)) SOLSPERSE 76500 (manufactured by LUBRIZOL Co., Ltd.); SOLSIPERSE 2400 (manufactured by LUBRIZOL Co., Ltd.) for the polyethyleneimine dispersant; AJISPER PB821 for the polyester dispersant AJISPER PB822, AJISPER PB880 - AJISPER PB 8 81 (manufactured by AJINOMOTO FINE TECHNO Co., Ltd.), and the like. In addition, the above-mentioned dispersing aid may, for example, be a pigment derivative, and specifically, a copper ugly cyanine, a dioxime 17 to 11 and 11 pirin, a quinophthalone sulfonic acid derivative, etc. . Further, the oxime containing the dispersing agent and the dispersing aid can be appropriately determined within the range not impairing the object of the present invention. - (B) Binder Resin _ The coloring composition of the present invention contains (Β) binder resin. Thereby, the developability of the coloring composition and the adhesion to the substrate can be improved. The binder resin is not particularly limited, and a resin having an acidic functional group such as a cation group or a phenolic hydroxyl group is preferred. Among them, a polymer having a retardation group (the following & "man, >, the lower handle is a thiol-containing polymer") is preferable, and (for example, one or more kinds of impurities may be mentioned) 7 α The carboxyl group of the ethylenically unsaturated monomer (referred to as - 'unsaturated monomer (bl)) 盥 他 麫 麫 麫 似 似 似 似 似 似 似 似 似 似 似 似 似 似 似 似 似 似 似 似 似 似 似 似 似 似 似 似Ethylene] a copolymer called unsaturated precursor (b2)") is attached to an unsaturated single vessel (k > acid, maleene 1 (called έ, for example, (methyl) propyl ^ page H, cis decene: acid anhydride, succinic acid mono [2_(methyl), -49- 201214045 ene methoxyethyl ester], ω-carboxy polycaprolactone mono(indenyl) acrylate, p-vinyl benzene The unsaturated monomer (bi) may be used singly or in combination of two or more. The unsaturated monomer (b2) may, for example, be N-phenyl-butenene. N-position of maleimide, 1-cyclohexanimide, substituted maleimide, styrene, nonyl styrene, phenyl styrene Ethylene propyl group An aromatic vinyl compound of ether or terpene; such as methyl (meth) acrylate, n-butyl (meth) acrylate, (mercapto) acrylic acid 2-ethylhexyl vinegar, (meth) propylene Acid _2. base ethyl vinegar, (meth) acrylic acid allyl vinegar, (meth) acrylate, cool, polyethylene glycol (tetra) ~ dimercapto ether (meth) acrylate cool 'polypropylene glycol (nyq acrylic vinegar, Polyethylene glycol (n = 2~1〇) single (methionan β r 哔 (2 1U) early (meth) acrylate, polydimethylene n = 2~10) mono (meth) propylene (four), (a Alkyl hexanoic acid acrylate, (acrylic acid iso-, tricyclo[5·2· U26] oxime I-based (methyl) 久久曰, dicyclopentenyl (meth) acrylate, Glycerol mono (methyl hydrazine), 4, phenyl (meth) acrylate vinegar, p-cumyl benzene: <院 modified (meth)acrylic acid vinegar, (methyl) propyl acrylate propylene vinegar , base bis-butyric acid, epoxidized cyclohexan vinegar, Μ Μ 产 产 ) ) 氧基 氧基 氧基 氧基 oxymethyl] _3_ ethyl oxonium (meth) acrylate; -: 乂 乂 乂 、 、, 莰 莰 趟 趟, 三 三 [ [ [ 2. -3-Ethylene sorrow I B (tetra), 3-(vinyloxyethyl ketone hexacyclohexane vinyl ether; -50- 201214045 in ♦ styrene, poly(decyl) decyl acrylate, poly (Mercapto) acrylic acid n-butyl S, poly-stone oxygen burning flat, _ A 5 molecular bond end has a single (meth) acrylonitrile-based macromonomers, etc. The copolymerization ratio of the '4 unsaturated monomer (M) in the copolymer of the body (bl) and the unsaturated monomer (b2) is preferably 5 to 5 % by mass, and is preferably 1 to 40% by weight. It is preferable that the unsaturated monomer (b 1) is copolymerized in such a range to obtain a coloring composition excellent in basic developability and storage stability. Specific examples of the copolymer of the unsaturated monomer (b1) and the unsaturated monomer (10) are disclosed in Japanese Laid-Open Patent Publication No. Hei 7-14-654, No. Hei 8-259876, and No. Hei. Japanese Laid-Open Patent Publication No. Hei. No. Hei. No. Hei. No. Hei. No. Hei. No. Hei. No. Hei. No. Hei. Copolymer. In the case of the present invention, for example, Japanese Laid-Open Patent Publication No. Hei. No. Hei. No. Hei. No. Hei. No. Hei. No. Hei. No. Hei. A carboxyl group-containing polymer having a polymerizable unsaturated bond such as a (fluorenyl) fluorenyl group in a side chain, as disclosed in Japanese Unexamined Patent Publication No. Hei. Used as a binder resin. The weight average molecular weight (Mw) of the converted polystyrene measured by GPC (eluent solvent: tetrahydrofuran) in the adhesive resin of the present invention is usually 1,000 to 100,000, preferably 3,000 to 50,000. When the Mw is too small, the residual film rate of the obtained film is lowered, or the pattern shape, heat resistance, and the like are impaired, and the electrical characteristics are also deteriorated. On the other hand, the resolution of the time is too low, Or the shape of the pattern is impaired, and there is a possibility that dry foreign matter is likely to be generated when coated by the slit nozzle method. Further, the ratio (Mw/Mn) of the weight average molecular weight (Mw) of the binder resin in the present invention to the number average molecular weight (?n) of the converted polystyrene measured by GPC (eluent solvent: tetrahydrofuran) is 1.0~5.0 is better, with 1. .〇~3.〇 is better. The binder resin in the present invention can be produced by a known method, and can be used, for example, in Japanese Laid-Open Patent Publication No. Hei. No. 2006-259680, and International Publication No. 2/7/29. In the method disclosed in the booklet or the like, the structure and the Mw are controlled. In the present invention, the binder resin may be used singly or in combination of two or more. In the present invention, the content of the binder resin is usually 10 to 10,000 parts by mass, preferably 2 to 5 parts by mass, per part by mass of the (A) coloring agent. When the content of the binder resin is too small, for example, there is a decrease in the visibility of the testability, the possibility that the preservation stability of the obtained coloring composition is low, :: aspect: too much, because the concentration of the colorant is relatively low, there is It is difficult to achieve the possibility of being a target color density of the film. - (c) Crosslinking agent - In the present invention, the compound (C) can be used as a compound of B:& Examples of the polymerizable group include a compound in which the 'unsaturated group, the epoxy group, and the oxyhetero ring are in the present invention, and the (2) crosslinking agent is a di(2-)(meth)acryl fluorenyl group or A compound having two or more n _ -52- 201214045 alkoxyfluorenylamino groups is preferred, particularly a compound having two or more (fluorenyl) acrylonitrile groups and having two or more N-house oxygens It is preferred to use a combination of a sulfhydryl group-based compound. Specific examples of the compound having two or more (meth) acrylonitrile groups can be exemplified by a polyfunctional (fluorenyl) propyl group obtained by reacting an aliphatic polyhydroxy compound with (mercapto) acrylic acid. Dilutate ester, caprolactone-modified polyfunctional (meth) acrylate, alkylene oxide-modified polyfunctional (fluorenyl) acrylate, (hydroxyl) acrylate having hydroxyl group and polyfunctional A polyfunctional amine phthalate (meth) acrylate obtained by reacting an isocyanate, a polyfunctional (meth) acrylate having a carboxyl group obtained by reacting a (fluorenyl) acrylate having a hydroxyl group with an acid anhydride, or the like. Here, as the above aliphatic polyhydroxy compound, for example, a binary aliphatic polyhydroxy compound such as ethylene glycol, propylene glycol, polyethylene glycol or polypropylene glycol; for example, glycerin or trihydroxydecylpropane, a ternary aliphatic polyhydroxy compound of pentaerythritol or dipentaerythritol; and as the above-mentioned (meth) acrylate having a trans group, for example, (meth)acrylic acid-2-thiophene Cool, trimethylolpropane (meth) acrylate, neopentyl diol di(mercapto) acrylate, dipentaerythritol penta (meth) acrylate, glycerol dimethacrylate. The polyfunctional isocyanate may, for example, be toluene diisocyanate, hexamethylene diisocyanate, diphenylmethylene diisocyanate or isophorone diisocyanate. Examples of the acid anhydride include acid anhydrides of dibasic acids such as succinic anhydride, maleic anhydride, glutaric anhydride, itaconic acid liver, phthalic anhydride, and hexahydrophthalic anhydride; for example, pyrocalcic liver, biphenyl Tetracarboxylic acid anhydride of tetracarboxylic dianhydride and diphenyl ketone tetracarboxylic dianhydride-53-201214045 Further, the above-mentioned caprolactone-modified polyfunctional (fluorenyl) acrylate is exemplified by The compound described in paragraphs [0015] to [0018] of JP-A-44955. Examples of the above polyalkylene oxide-modified polyfunctional (meth) acrylate include ethylene oxide and/or propylene oxide-modified di(meth)acrylate of bisphenol A, and iso-three. Ethylene oxide and/or propylene oxide modified tri(meth)acrylate of polycyanic acid, ethylene oxide and/or propylene oxide modified tris(decyl)acrylic acid of trimethylolpropane Ethylene oxide and/or propylene oxide modified tetra(methyl) of ester, neopentyl alcohol ethylene oxide and/or propylene oxide modified tris(fluorenyl) acrylate 'nepentaerythritol Ethylene acrylate and dipentaerythritol ethylene oxide and/or propylene oxide modified penta (meth) acrylate, dipentaerythritol ethylene oxide and / or propylene oxide modified Hexa(meth)acrylate and the like. Further, the compound having two or more N-alkoxyguanidinoamine groups may, for example, be a compound having a melamine structure, a benzoguanamine structure or a urea structure. Further, the melamine structure and the benzoguanamine structure refer to a chemical structure in which one or more triacyl rings or a phenyl-substituted triterpene ring are used as a basic skeleton, and also includes melamine, benzoguanamine or the like. The concept. Specific examples of the compound having two or more N-alkoxymethylamino groups include n, n, n,, n', n, n, and - six (homoyloxyf group) melamine , n, n, n', n, -tetrakis(alkoxymethyl)benzoguanamine, n, n, n, n, -tetrakis(alkoxymethyl) glycoluril, and the like. Among these polyfunctional monomers, a polyfunctional (mercapto) acrylate obtained by reacting a trivalent or higher aliphatic polyhydroxy compound with (meth)acrylic acid, and a polycaprolactone-modified polyfunctional (A) Acrylate, polyfunctional urethane (mercapto) acrylate, polyfunctional (methyl) with carboxyl group -54- 201214045 acrylate, n, n, n', n', n, ', n, Preferably, hexa(alkoxymethyl)melamine, n,n,n,,n,-tetra(alkoxymethyl)benzoguanamine is preferred. Among the polyfunctional (meth) acrylates obtained by reacting a trihydric or higher aliphatic polyhydroxy compound with (mercapto)acrylic acid, trimethylolpropane triacrylate, neopentyl alcohol triacrylate, and two new ' Pentaerythritol pentaacrylate, dipentaerythritol hexaacrylate; a compound obtained by reacting pentaerythritol triacrylate with succinic anhydride among polyfunctional (fluorenyl) acrylates having a carboxyl group, The compound obtained by the reaction of pentaerythritol pentaacrylate succinic anhydride is excellent in the strength of the colored layer and the surface smoothness of the colored layer, and is less likely to cause contamination, residual film, etc. on the unexposed portion of the substrate and the light shielding layer. It is especially good. In the present invention, the (C) crosslinking agent may be used singly or in combination of two or more. In the case of + (I), the content of the parent-linked agent is relative to the mass of the bismuth (A), to! 〇~〗, 〇〇〇 mass parts are better than 2 〇 ~ 5 〇〇 mass parts is particularly good. At this time, when the polyfunctional retention μ u θ month b |·the raw monomer contains too little 1, there is no sufficient hardenability ♦ ^ ρ θ 虞 on the other hand, if the polyfunctional monomer is contained

里太夕’當對本發明的楚 A 4 L 3的考色組成物賦予鹼顯影性時,鹼 性顯像性低落,有玄& ^ ’今易在未曝光部的基板上及遮光層上 產生污染、殘膜等之傾向。 -(D)光聚合起始劑_ #本發月之著色組成物,可使其含有(D)光聚合起始 斛估Γ L %夠賦予著色組成物感放射線性。在本發明 所使用的(D)光平人+ -Μ ,Λ φ 2 A D起始劑係藉由可見光線、紫外線、遠 ^外綠、電子紐始 、 ^ . 、 、x射線等放射線之曝光,前述(c)交 聯劑會開始聚合而漆止 1 7 產生活性種之化合物。In the case of imparting alkali developability to the coloring composition of Chu A 4 L 3 of the present invention, the basic developing property is low, and it is easy to be on the substrate of the unexposed portion and the light shielding layer. There is a tendency to cause pollution, residual film, and the like. - (D) Photopolymerization initiator _ # The color composition of the present month, which can be made to contain (D) photopolymerization initiation 斛 estimated Γ L % is sufficient to impart a linearity to the coloring composition. (D) Guangping human +-Μ, φ φ 2 AD initiator used in the present invention is exposed by radiation such as visible light, ultraviolet light, far green, electron start, ^. , x-ray, etc. The aforementioned (c) crosslinking agent will start to polymerize to illuminate the compound which produces the active species.

S -55- 201214045 此種光聚合起始劑可舉出例如9-氧硫4嗟 (thioxanthone)、苯乙顧I系化合物、二σ米哇系化合物、三 啡系化合物、Ο-醯肟系化合物、鏽鹽系化合物、苯偶姻 系化合物、二苯基酮系化合物、α -二酮系化合物、多核 苯醌系化合物、重氮系化合物、亞胺基磺酸鹽系化合物 等。 在本發明,光聚合起始劑可單獨或混合使用2種以上 ,就光聚合起始劑而言,係以選自由9 -氧硫4 σ星系化合 物、苯乙酮系化合物、聯咪唑系化合物、三哜系化合物 及0-醯肟系化合物所組成群組之至少1種為佳。 在本發明之較佳光聚合起始劑之中,9 -氧硫。山嗟系 化合物的具體例可舉出9 -氧硫讪嗟、2 -氣9 -氧硫。山嗟、2 -曱基9-氧硫°山嗟、2-異丙基9-氧硫。山17!·、4-異丙基9 -氧硫 σ山p星、2,4 -.—鼠9 -氧硫〇山°星、2,4 -二曱基9 -乳硫。山、2,4 _ 二乙基9 -乳硫星、2,4 -二異丙基9 -氧硫。山σ星等。 又,上述苯乙酮系化合物的具體例可舉出2-曱基 -1-[4-(甲硫基)苯基]-2-Ν-味淋丙烧-1-嗣、2-节基-2-二甲 胺基-1-(4:Ν-咪啉苯基)丁烷-1-酮、2-(4 -甲苄基)-2-(二曱 胺基)-1 - (4-N -味°林苯基)丁烧-1 -嗣等。 又,前述聯咪唑系化合物的具體例可舉出2,2’-雙(2-氯苯基)-4,4’,5,5’-四苯基-1,2’-聯咪唑、2,2’-雙(2,4-二氣 苯基)-4,4’,5,5’-四苯基-1,2’-聯咪唑、2,'2’_雙(2,4,6-三氣 苯基)-4,4’,5,5’-四苯基-1,2’-聯咪唑等。 又,當使用聯咪唑系化合物作為光聚合起始劑時, 就能夠改良敏感度而言,以併用氫給予體為佳。在此所 -56- 201214045 謂「氫給予體」係指能夠對因曝光而從聯咪唑化合物產 生的自由基給予氫原子之化合物。氫給予體可舉出例如 2-氫硫基苯并噻唑、2-氳硫基苯并嘮唑等的硫醇系氫給 予體、4,4’-雙(二甲胺基)二苯基酮、4,4’-雙(二乙胺基) 二苯基酮等的胺系氫給予體。在本發明,氫給予體可單 獨或混合使用2種以上,就能夠更改良敏感度而言,以組 合使用1種以上的硫醇系氫給予體與1種以上的胺系氫給 予體為佳。 又,就上述的三畊系化合物之具體例而言,可舉出 2,4,6-參(三氣曱基)-s-三哜、2-甲基-4,6-雙(三氯甲基 )-s-。山、2-[2-(5 -曱基呋喃-2-基)乙烯基]-4,6-雙(三氯甲基 )-3-三&lt;1井、2-[2-(°夫喃-2-基)乙稀基]-4,6-雙(三氯甲基)-8-三啩、2-[2-(4-二乙胺基-2-甲基苯基)乙烯基]-4,6-雙(三 氣甲基)-8-三啡、2-[2-(3,4-二甲氧基苯基)乙烯基]-4,6-雙(三氣甲基)-s-三哜、2-(4-甲氧基苯基)-4,6-雙(三氯甲 基)-s-三啩、2-(4-乙氧基苯基)-4,6-雙(三氣曱基)-s-三啡 、2-(4-正丁氧基苯基)-4,6-雙(三氯曱基)-s-三啡等具有氣 曱基之三哜系化合物。 又,就0-醯肟系化合物的具體例而言,可舉出1-[4-( 苯硫基)苯基]-1,2-辛烷二酮-2-(0-苯曱醯肟)、1-·[9 -乙基 -6-(2 -曱基苯曱醯基)-9Η-咔唑-3-基]-乙酮-1-(0 -乙醯肟) 、1-[9-乙基-6-(2-甲基-4 -四氫呋喃基曱氧基苯曱醯基 )-9H-咔唑-3-基]-乙酮-1-(0-乙醯肟)、1-[9-乙基-6-{2 -曱 基-4·(2,2-二曱基-1,3-二氧雜戊環基)曱氧基苯曱醯基 }-9H-咔唑-3-基]-乙酮-1-(0-乙醯肟)等。 -57- 201214045 在本發明,使用苯乙酮系化合物等的聯咪唑系化合 物以外的光自由基產生劑時,亦可併用敏化劑。此種敏 化劑可舉出例如4,4 ’ -雙(二甲胺基)二苯基酮、4,4,-雙(二 乙胺基)二苯基酮、4-二乙胺基苯乙酮、4_二甲胺基苯丙 酮、4-二甲胺基苯甲酸乙酯、4-二甲胺基苯甲酸2 -乙基己 醋、2,5-雙(4-二乙胺基亞苄基)環己酮、7_二乙胺基_3_(4_ 一乙胺基苯甲酿基)香豆素、4-(二乙胺基)查耳酮等。 在本發明,光聚合起始劑的含量係相對於(c)交聯劑 100質量份,通常為0.01〜120質量份 以1〜1〇〇質量份 為佳。此時,光聚合起始劑的含量太少時,會有藉由曝 光:硬化變為不充分之虞,另—方面,太多時,所形成 的著色層會有容易從基板脫落之傾向。 _溶劑· 本發明的著色 任意添加的其他成 狀組成物。 作為上述溶劑 成分或添加劑成分 的揮發性者時,可 此種溶劑可舉 乙二醇單甲基 基醚、乙二醇單正 乙甘醇單乙基醚、 單正丁基醚、三伸 醚、丙二醇單甲基 組 成 物 係 含 有 上 述 分 者 J 通 常 係 士田 δ同 配 ) 係 只 要 是 能 夠 溶 5 且 不 會 與 該 等 成 適 當 地 選 擇 而 使 用 出 例 如 乙 -- 醇 ΌΌ 早 乙 基 丁 基 醚 二 伸 乙 甘 二 伸 乙 甘 醇 〇〇 早 正 丙 乙 甘 醇 單 曱 基 喊 、 喊 丙 二 醇 單 乙 基 (A)〜(C)成分、及 溶劑而調製成為液 解或分散(A)〜(C) 分反應並具有適當 〇 喊、乙二醇單正丙 醇單甲基醚、二伸 基醚、二伸乙甘醇 三伸乙甘醇單乙基 喊、丙二醇單正丙 -58- 201214045 基醚、丙二醇單正丁基醚、二伸丙甘醇單曱基醚、二伸 丙甘醇單乙基醚、二伸丙甘醇單正丙基醚、二伸丙甘醇 單正丁基醚、三伸丙甘醇單甲基醚、三伸丙甘醇單乙基 醚等的(聚)伸烷基二醇單烷基醚類; 乳酸曱酯、乳酸乙酯等的乳酸烷酯類; 曱醇、乙醇、丙醇、丁醇、異丙醇、異丁醇、第三 丁醇、辛醇、2-乙基己醇、環己醇等的(環)烷醇類; 二丙酮醇等的酮醇類; 乙二醇單甲基醚乙酸酯、乙二醇單乙基醚乙酸酯、 二伸乙甘醇單甲基醚乙酸酯、二伸乙甘醇單乙基醚乙酸 酯、丙二醇單曱基醚乙酸酯、丙二醇單乙基醚乙酸酯、 3-曱氧基丁基乙酸酯、3-曱基-3-曱氧基丁基乙酸酯等的( 聚)伸烷基二醇單烷基醚乙酸酯類; 二伸乙甘醇二曱基醚、二伸乙甘醇曱基乙基醚、二 伸乙甘醇二乙基醚、四氫呋喃等其他的醚類; 曱基乙基酮、環己酮、2-庚酮、3-庚酮等的酮類; 丙二醇二乙酸酯、1,3-丁二醇二乙酸酯、1,6-己二醇 二乙酸酯等的二乙酸酯類; 3 -甲氧基丙酸甲酯、3 -曱氧基丙酸乙酯、3 -乙氧基丙 酸甲酯、3-乙氧基丙酸乙酯、乙氧基乙酸乙酯、3-甲基-3-曱氧基丁基丙酸酯等的烷氧基羧酸酯類; 乙酸乙酯、乙酸正丙酯、乙酸異丙酯、乙酸正丁酯 、乙酸異丁酯、甲酸正戊酯、乙酸異戊酯、丙酸正丁酯 、丁酸乙酯、丁酸正丙酯、丁酸異丙酯、丁酸正丁酯、 丙酮酸曱酯、丙酮酸乙酯、丙酮酸正丙酯、乙醯乙酸甲 酯、乙醯乙酸乙酯、2-側氧基丁酸乙酯等其他的酯類;S-55-201214045 Such a photopolymerization initiator may, for example, be thioxanthone, phenylethyl group I compound, disigmow methane compound, trimorphic compound, orthoquinone system. A compound, a rust salt compound, a benzoin compound, a diphenylketone compound, an α-diketone compound, a polynuclear benzoquinone compound, a diazo compound, an imidosulfonate compound, or the like. In the present invention, the photopolymerization initiator may be used alone or in combination of two or more. In the case of a photopolymerization initiator, it is selected from the group consisting of a 9-oxosulfuryl 4 σ star compound, an acetophenone compound, and a biimidazole compound. At least one of the group consisting of a triterpenoid compound and a 0-lanthanoid compound is preferred. Among the preferred photopolymerization initiators of the invention are 9-oxosulfur. Specific examples of the hawthorn-based compound include 9-oxothione and 2-azone 9-oxosulfur. Hawthorn, 2-mercapto 9-oxosulfate, hawthorn, 2-isopropyl 9-oxosulfide. Mountain 17!·, 4-isopropyl 9-oxo sulfur σ山p star, 2,4 -.—murine 9-oxosulfonate mountain star, 2,4-dimercapto 9-lactide. Mountain, 2,4 _diethyl 9-lactosulfur, 2,4-diisopropyl 9-oxosulfide. Mountain σ star and so on. Further, specific examples of the acetophenone-based compound include 2-mercapto-1-[4-(methylthio)phenyl]-2-indole-Miso-propyl-1-pyrene, 2-block group -2-dimethylamino-1-(4:indole-pyridylphenyl)butan-1-one, 2-(4-methylbenzyl)-2-(diguanylamino)-1 - (4 -N - flavor ° Lin phenyl) Ding Shao-1 - 嗣 and so on. Further, specific examples of the biimidazole-based compound include 2,2'-bis(2-chlorophenyl)-4,4',5,5'-tetraphenyl-1,2'-biimidazole, 2 , 2'-bis(2,4-diphenyl)-4,4',5,5'-tetraphenyl-1,2'-biimidazole, 2,'2'-bis (2,4, 6-trisylphenyl)-4,4',5,5'-tetraphenyl-1,2'-biimidazole. Further, when a biimidazole-based compound is used as a photopolymerization initiator, it is preferred to use a hydrogen donor in combination for improving the sensitivity. Here, "hydrogen donor" means a compound capable of imparting a hydrogen atom to a radical generated from a biimidazole compound by exposure. Examples of the hydrogen donor include a thiol-based hydrogen donor such as 2-hydrothiobenzothiazole or 2-sulfonylbenzoxazole, and 4,4'-bis(dimethylamino)diphenyl ketone. An amine-based hydrogen donor such as 4,4'-bis(diethylamino)diphenyl ketone. In the present invention, the hydrogen donor can be used singly or in combination of two or more kinds, and it is preferable to use one or more kinds of thiol-based hydrogen donors and one or more amine-based hydrogen donors in combination. . Further, specific examples of the above-mentioned three-tillage compound include 2,4,6-paraxyl (trimethylsulfonyl)-s-triterpene and 2-methyl-4,6-bis(trichloro). Methyl)-s-. Mountain, 2-[2-(5-fluorenylfuran-2-yl)ethenyl]-4,6-bis(trichloromethyl)-3-tri <1 well, 2-[2-(°夫喃-2-yl)ethenyl]-4,6-bis(trichloromethyl)-8-trimethyl, 2-[2-(4-diethylamino-2-methylphenyl)vinyl ]-4,6-bis(trimethylmethyl)-8-trimorphine, 2-[2-(3,4-dimethoxyphenyl)vinyl]-4,6-bis (trimethylmethyl) -s-triterpene, 2-(4-methoxyphenyl)-4,6-bis(trichloromethyl)-s-triterpene, 2-(4-ethoxyphenyl)-4, 6-bis(trishydrazinyl)-s-triphthyl, 2-(4-n-butoxyphenyl)-4,6-bis(trichloroindenyl)-s-triphthyl, etc. Triterpenoid compounds. Further, specific examples of the 0-lanthanoid compound include 1-[4-(phenylthio)phenyl]-1,2-octanedione-2-(0-benzoquinone). ), 1-·[9-ethyl-6-(2-mercaptophenyl)yl-9-oxazol-3-yl]-ethanone-1-(0-acetamidine), 1-[ 9-Ethyl-6-(2-methyl-4-tetrahydrofuranyloxyphenyl fluorenyl)-9H-indazol-3-yl]-ethanone-1-(0-acetamidine), 1 -[9-ethyl-6-{2-fluorenyl-4·(2,2-dimercapto-1,3-dioxolanyl)nonyloxyphenylhydrazino}-9H-carbazole -3-yl]-ethanone-1-(0-acetamidine) and the like. -57-201214045 In the present invention, when a photo-radical generator other than the biimidazole-based compound such as an acetophenone-based compound is used, a sensitizer may be used in combination. Such a sensitizer may, for example, be 4,4 '-bis(dimethylamino)diphenyl ketone, 4,4,-bis(diethylamino)diphenyl ketone or 4-diethylamino benzene. Ethyl ketone, 4-dimethylaminopropiophenone, ethyl 4-dimethylaminobenzoate, 2-dimethylaminobenzoic acid 2-ethylhexanoic acid, 2,5-bis(4-diethylamino) Benzylene)cyclohexanone, 7-diethylamino_3_(4-ethylaminobenzyl) coumarin, 4-(diethylamino)chalcone, and the like. In the present invention, the content of the photopolymerization initiator is usually 0.01 to 120 parts by mass, preferably 1 to 1 part by mass, per 100 parts by mass of the (c) crosslinking agent. In this case, when the content of the photopolymerization initiator is too small, there is a possibility that the curing is insufficient by exposure: in the case of too much, the coloring layer formed tends to fall off from the substrate. _ Solvent · Coloring of the present invention Other morphological compositions which are arbitrarily added. When the solvent component or the additive component is volatile, the solvent may, for example, be ethylene glycol monomethyl ether, ethylene glycol mono-n-ethylene glycol monoethyl ether, mono-n-butyl ether or tri-ether ether. The propylene glycol monomethyl composition is contained in the above-mentioned group J, and the singularity of the singularity of the singularity of the above-mentioned group J is usually 5, and it is not suitable for the selection. Ethyl ether diethylene glycol diethylene glycol oxime ketone ketone ketone ketone monoethyl ketone shouting, propylene glycol monoethyl (A) ~ (C) component, and solvent to prepare liquid solution or dispersion (A) ~(C) Sub-reaction with appropriate scream, ethylene glycol mono-n-propyl alcohol monomethyl ether, di-extension ether, diethylene glycol, tri-ethylene glycol monoethyl sulfonate, propylene glycol mono-n-propyl-58 - 201214045 base ether, propylene glycol mono-n-butyl ether, di-n-propylene glycol monodecyl ether, di-n-ethylene glycol monoethyl ether, di-n-glycol mono-n-propyl ether, di-n-ethylene glycol Butyl ether, tri-propanol monomethyl ether, triple extension a (poly)alkylene glycol monoalkyl ether such as propylene glycol monoethyl ether; an alkyl lactate such as decyl lactate or ethyl lactate; sterol, ethanol, propanol, butanol, isopropyl (cyclo)alkanols such as alcohol, isobutanol, tert-butanol, octanol, 2-ethylhexanol, cyclohexanol; keto alcohols such as diacetone alcohol; ethylene glycol monomethyl ether Acid ester, ethylene glycol monoethyl ether acetate, diethylene glycol monomethyl ether acetate, diethylene glycol monoethyl ether acetate, propylene glycol monodecyl ether acetate, propylene glycol (poly)alkylene glycol monoalkyl ether acetate such as monoethyl ether acetate, 3-decyloxybutyl acetate, 3-mercapto-3-indolyl butyl acetate Other ethers such as diethylene glycol didecyl ether, diethylene glycol decyl ethyl ether, diethylene glycol diethyl ether, tetrahydrofuran, etc.; mercapto ethyl ketone, cyclohexanone, a ketone such as 2-heptanone or 3-heptanone; a diacetate such as propylene glycol diacetate, 1,3-butylene glycol diacetate or 1,6-hexanediol diacetate; Methyl 3-methoxypropionate, ethyl 3-methoxyoxypropionate, 3-ethoxypropionic acid Alkoxycarboxylates such as methyl ester, ethyl 3-ethoxypropionate, ethyl ethoxyacetate, 3-methyl-3-decyloxybutylpropionate; ethyl acetate, acetic acid N-propyl ester, isopropyl acetate, n-butyl acetate, isobutyl acetate, n-amyl formate, isoamyl acetate, n-butyl propionate, ethyl butyrate, n-propyl butyrate, isopropyl butyrate Ester, n-butyl butyrate, decyl pyruvate, ethyl pyruvate, n-propyl pyruvate, methyl acetate, ethyl acetate, 2-ethyloxybutyrate and other esters ;

Q -59- 201214045 曱苯、二曱苯等的芳香族烴類; N,N-二曱基曱醯胺、Ν,Ν-二甲基乙醯胺、N-曱基吡 咯啶酮等的醯胺或内醯胺類等。 該等溶劑之中,從溶解性、顏料分散性、塗布性等 的觀點,以丙二醇單曱基醚、丙二醇單乙基醚、乙二醇 單甲基醚乙酸酯、丙二醇單甲基醚乙酸酯、丙二醇單乙 基醚乙酸酯、3 -甲氧基丁基乙酸酯、二伸乙甘醇二甲基 醚、二伸乙甘醇曱基乙基醚、環己酮、2-庚酮、3-庚酮 、1,3-丁二醇二乙酸酯、1,6-己二醇二乙酸酯、乳酸乙酯 、3 -甲氧基丙酸乙酯、3 -乙氧基丙酸曱酯、3 -乙氧基丙酸 乙酯、3 -甲基-3-曱氧基丁基丙酸酯、乙酸正丁酯、乙酸 異丁酯、曱酸正戊酯、乙酸異戊酯、丙酸正丁酯、丁酸 乙酯、丁酸異丙酯、丁酸正丁酯、丙酮酸乙酯等為佳。 在本發明,溶劑係可單獨使用或混合2種以上而使用 〇 溶劑的含量沒有特別限定,從所得到的著色組成物 的塗布性、安定性等觀點,從該著色組成物除去溶劑後 之各成分的合計濃度,係通常以5〜50重量%為佳。,以 10〜40重量%的量為特佳。 -添加劑- 本發明的著色組成物係按照必要可以含有各種添加 劑。 作為添加劑,例如可舉出玻璃、氧化銘等的填料; 聚乙烯醇、聚(丙烯酸氟烷酯)類等的高分子化合物;氟 系界面活性劑、石夕系界面活性劑等的界面活性劑;乙浠 -60- 201214045 基三曱氧基矽烷、乙烯基三乙氧基矽烷、乙烯基參(2甲 氧基乙氧基)石夕烧、N-(2-胺乙基)_3·胺内基甲基二甲氧基 矽烷、N-(2-胺乙基)-3胺丙基三甲氧基錢、3_胺丙基三 乙氧基矽烷、3-環氧丙氧基丙基三甲氧基矽烷、3•環氧 丙氧基丙基甲基二甲氧基錢、2_(3,4·乙氧基環己基)乙 基^甲氧基石夕烷、3-氣丙基甲基二甲氧基矽烷、3氣丙 基三/氧基矽烷、3-甲基丙烯醯氧基丙基三甲氧基矽烷 、3-氫硫基丙基三甲氧基矽烷等的密著促進劑;2,2_硫雙 (4-甲基-6-第三丁基苯酚)、2,6_二_第三丁基苯酚等的抗 氧化劑;2-(3-第三了基_5_甲基_2_經笨基)_5_氯苯并三嗤 、烷氧基二苯基酮類等的紫外線吸收劑;聚丙烯酸鈉等 的抗凝聚劑;丙二酸、己二酸、伊康酸、檸康酸、反丁 稀二酸、中康酸、2-胺基乙醇、3_胺基|丙醇、%胺基 -1-戊醇、3-胺基+2·丙二醇、2_胺基_1)3_丙二醇、4·胺 基-1,2-丁二醇等的殘渣改善劑;琥拍酸單[2_(甲基)丙烯 醯氧基乙醋]、酞酸單[2·(甲基)丙燁醯氧基乙酿]、 基聚己内酯單(曱基)丙烯酸酯等的顯像性改善劑;在特 開扇8-242078號公報等所揭示之具有反應性官能基之 矽氧烷低聚物等。 本’X明的著色組成物係能夠藉由適當的方法調製, 就/、調衣方法而&amp; ’例如可舉出在特開2008_58642號公 ,、特開2G1G-132874號公報等所揭示之方法。當使用本 者色劑等與顏料兩方作為著色劑時,係如特開 襲-mm號公報所揭示,能夠藉由將含有本著色劑等 之染料溶液通過第1過渡器之後,將已通過請遽器之 -61 - 201214045 染料溶液與另外調製的顏料分散液等混合,且將所得到 的著色組成物通過第2過濾器來調製之方法為佳。又,將 含有本著色劑等的染料、上述(B)〜(C)成分、和按照必要 之上述(D)成分及添加劑成分溶解於(e)溶劑,且將所得 到的溶液通過第1過濾器之後’將已通過第1過濾器之溶 液,與另外調製的顏料.分散液等混合,而且將所得到的 著色組成物通過第2過遽器來調製之方法亦佳。又,藉由 將含有本著色劑等的染料溶液通過第1過濾器之後,將已 通過第1過濾器之染料溶液、上述(B)〜(c)成分、和按照 必要之上述(D)〜(E)成分及添加劑成分混合.溶解,且使 所得到的溶液通過第2過濾器,進而將已通過第2過淚器 之/合液,與另外調製的顏料分散液混合而且將所得到的 著色組成物通過第3過濾器來調製之方法亦佳。 [彩色濾光片及其製造方法] 本發明的彩色濾光片係具備含有本著色劑之著色層 作馬造彩色滤光 法 /,, 4今、μ下的方 二:先’在基板的表面上’按照必要以將形成像素的 例如塗布含有本著色劑之藍丄:線= 塗膜。其次,透過光罩對: = 發來形成 液進行顯像而將塗膜的未曝光部溶解除去使= 像素陣列&amp;成在預-配列配置有藍色的像素圖案之 -62· 又 201214045 其次’使用綠色或紅色的各著色感放射線性組 ,與上述同樣地進行各著色感放射線性組成物的塗 預烘烤、曝光、顯像及後烘烤,且依照順序在同一 上形成綠色的像素陣列及紅色的像素陣列。藉此, 得到配置有紅色、綠色及藍色的三原色之像^陣列 色濾光片。但是,在本發明,形成各色的像素的順 不被上述限定。 又,黑色矩陣係能夠藉由將使用濺鍍和蒸鍍成 成之鉻等的金屬薄膜利用微影術法製成所需要^圖 形成,但是亦能夠使用分散有黑色的著色劑之著色 射線性組成物,與形成上述像素之情況同樣地進行 成。本發明的著色組成物係亦能夠適合形成如 矩陣。 就形成彩色濾光片時所使用之基板而言,例如 出玻璃、矽、聚碳酸酯、聚酯、芳香族聚醯胺、聚 醯亞胺、聚醯亞胺等。 以寻|板係亦可依希望而預先施行使用名 合劑等之藥品處理、雷锻 碰7 i 电聚處理、離子噴鍍、濺鍍 反應法、真空蒸鍍等適當的前處理。 在基板塗布, 色感放射線性組成物時,能夠李 霧法、I昆塗布法、热絲 ..^ ^ ^ 轉塗布法(旋塗法)、狹縫模豆 法、棒塗布法等垴者 -Q -59- 201214045 Aromatic hydrocarbons such as benzene and diphenylbenzene; hydrazines such as N,N-dimercaptoamine, hydrazine, hydrazine-dimethylacetamide, and N-decylpyrrolidone Amine or indoleamines, etc. Among these solvents, propylene glycol monodecyl ether, propylene glycol monoethyl ether, ethylene glycol monomethyl ether acetate, and propylene glycol monomethyl ether B are used from the viewpoints of solubility, pigment dispersibility, and coatability. Acid ester, propylene glycol monoethyl ether acetate, 3-methoxybutyl acetate, diethylene glycol dimethyl ether, diethylene glycol decyl ethyl ether, cyclohexanone, 2- Heptone, 3-heptanone, 1,3-butanediol diacetate, 1,6-hexanediol diacetate, ethyl lactate, ethyl 3-methoxypropionate, 3-ethoxy Ethyl propyl propionate, ethyl 3-ethoxypropionate, 3-methyl-3-decyloxybutyl propionate, n-butyl acetate, isobutyl acetate, n-amyl decanoate, acetic acid Amyl ester, n-butyl propionate, ethyl butyrate, isopropyl butyrate, n-butyl butyrate, ethyl pyruvate and the like are preferred. In the present invention, the solvent may be used singly or in combination of two or more kinds, and the content of the hydrazine solvent is not particularly limited, and the solvent is removed from the coloring composition from the viewpoints of coatability and stability of the obtained coloring composition. The total concentration of the components is usually 5 to 50% by weight. It is particularly good in an amount of 10 to 40% by weight. - Additive - The coloring composition of the present invention may contain various additives as necessary. Examples of the additive include a filler such as glass or oxidized metal; a polymer compound such as polyvinyl alcohol or poly(fluoroalkyl acrylate); a surfactant such as a fluorine-based surfactant or a ray-based surfactant; ;乙浠-60- 201214045 base trimethoxy decane, vinyl triethoxy decane, vinyl ginseng (2 methoxy ethoxy), sulphur, N-(2-aminoethyl) _3 amine Internal group methyl dimethoxy decane, N-(2-aminoethyl)-3 aminopropyl trimethoxy hydroxy, 3-aminopropyl triethoxy decane, 3-glycidoxypropyl trimethyl Oxydecane, 3•glycidoxypropylmethyldimethoxymethane, 2—(3,4·ethoxycyclohexyl)ethylmethoxycarbonyl, 3-cyclopropylmethyldi a adhesion promoter such as methoxydecane, 3-cyclopropyltris-oxydecane, 3-methylpropenyloxypropyltrimethoxydecane, 3-hydrothiopropyltrimethoxydecane; 2_Antioxidant such as thiobis(4-methyl-6-tert-butylphenol), 2,6-di-t-butylphenol, etc.; 2-(3-third-based _5-methyl _ 2_ by stupid base) _5_chlorobenzotriazine, alkoxydiphenyl ketones, etc. Absorbent; anti-agglomerating agent such as sodium polyacrylate; malonic acid, adipic acid, itaconic acid, citraconic acid, antibutanic acid, mesaconic acid, 2-aminoethanol, 3-amino group| Residue improver of alcohol, % amino-1-pentanol, 3-amino+2·propanediol, 2-amino-1)3-propanediol, 4·amino-1,2-butanediol, etc.; Take acid mono [2_(methyl) propylene methoxy ethoxy vinegar], citric acid mono [2 · (methyl) propyl oxime ethoxylate], polycaprolactone mono (indenyl) acrylate, etc. A developer improving agent; a siloxane oxide oligomer having a reactive functional group disclosed in, for example, JP-A-H08-242078. The coloring composition of the present invention can be prepared by an appropriate method, and the method of the present invention is disclosed in Japanese Laid-Open Patent Publication No. 2008-58642, No. 2G1G-132874, and the like. method. When both the coloring agent and the like are used as the coloring agent, as disclosed in Japanese Laid-Open No.-mm, it is possible to pass the dye solution containing the coloring agent or the like after passing through the first transition device. Preferably, the dye solution is mixed with a separately prepared pigment dispersion or the like, and the obtained colored composition is prepared by passing through the second filter. Further, the dye containing the coloring agent or the like, the components (B) to (C), and the component (D) and the additive component as necessary are dissolved in the solvent (e), and the obtained solution is passed through the first filtration. After the apparatus, a method in which the solution having passed through the first filter is mixed with a separately prepared pigment, dispersion, or the like, and the obtained colored composition is prepared by a second filter is also preferable. Further, after the dye solution containing the coloring agent or the like is passed through the first filter, the dye solution that has passed through the first filter, the components (B) to (c), and (D) as necessary are added. (E) component and additive component are mixed and dissolved, and the obtained solution is passed through the second filter, and the second teardropper/liquid mixture is mixed with the separately prepared pigment dispersion liquid, and the obtained solution is obtained. The method of modulating the colored composition by the third filter is also preferable. [Color filter and method of manufacturing the same] The color filter of the present invention is provided with a coloring layer containing the coloring agent as a color filter for coloring, and a square of the present invention: On the surface, 'blue enamel containing the present colorant is applied as necessary to form a pixel: line = coating film. Next, through the reticle pair: = the formation liquid is developed and the unexposed portion of the coating film is dissolved and removed so that the pixel array &amp; is arranged in a pre-arranged arrangement of the blue pixel pattern - 62 · 201214045 'Using each of the coloring sense radiation groups of green or red, pre-baking, exposing, developing, and post-baking each of the coloring sensitizing radiation compositions, and forming green pixels in the same order in the same manner as described above Array and red pixel array. Thereby, an image of the three primary colors arranged in red, green, and blue is obtained. However, in the present invention, the formation of pixels of respective colors is not limited to the above. Further, the black matrix can be formed by a lithography method using a metal thin film formed by sputtering or vapor deposition, but it is also possible to use a color ray which is dispersed with a black coloring agent. The composition was formed in the same manner as in the case of forming the above-described pixels. The colored composition of the present invention can also be suitably formed into a matrix. Examples of the substrate used in forming the color filter include glass, ruthenium, polycarbonate, polyester, aromatic polyamide, polyimide, polyimine, and the like. The slab|plate system can also be preliminarily subjected to appropriate pretreatment such as drug treatment using a name agent, lightning forging, i i electropolymerization, ion plating, sputtering reaction, vacuum evaporation, and the like. When the substrate is coated with a color-sensing radioactive composition, it can be used for the Li mist method, the I-Kun coating method, the hot wire method, the coating method (spin coating method), the slit mold method, and the rod coating method. -

k田的塗布法,以採用旋轉塗布 縫模頭塗布法為佳。 扣焚轉土帀C 預烘烤係通當έ 態木 及口減壓乾燥與加熱乾燥而 麼乾烯係通常進杆 # # -i ^ ^ 到達5〇〜200Pa。又,加熱 件係通吊在7 0〜1 1 〇 &gt; C下進行1〜1〇分鐘左右。 成物 布、 基板 能夠 之彩 序係 膜而 案來 感放 而形 黑色 可舉 醯胺 院偶 氣相 用喷 塗布 、狹 。減 的條 -63- 201214045 塗布厚度係以乾燥後的膜厚度計通常為0.6〜8 〇 μ m ’以1.2〜5.0μιη為佳。 就形成像素及/或黑色矩陣時所使用之放射線的光 源而言’例如可舉出氙燈、齒素燈、鎢燈、高壓水銀燈 、超尚壓水銀燈、函化金屬燈、中壓水銀燈、低壓水銀 燈等的燈光源和氬離子雷射、Yag雷射、XeC1準分子雷 射、氮雷射等的雷射光源等’以波長為19〇〜45〇nm的範 圍之放射線為佳。 放射線的曝光量係通常以1〇〜1〇,〇〇〇J/m2為佳。 又’就上述鹼性顯像液而言,例如以碳酸鈉、氫氧 化鈉、氫氧化鉀、氫氧化四曱銨、膽鹼、1,8-二氮雜雙 衣[5. 4. 〇]-7-十一烯、ι,5-二氮雜雙環_[4 3 〇]_5_壬烯 等的水溶液為佳。 上述驗性顯像液亦能夠適量添加例如甲醇、乙醇水 溶性有機溶劑和界面活性劑等。又,鹼顯像後係通常進 机顯像處理法而 夺 ~川貝朴蝴,豕活、嘴霧 以在i浸潰顯像法、浸置(PUddle)顯像法等。顯像條件 在书溫進行5〜300秒為佳。 鐘左^供烤的條件係通f為在120〜28代下進行10〜60 24(TC以就本著色劑的耐熱性而言’後供烤的溫度係 下為佳,以23(TC以下為特佳。 m,進行而形成之像素的厚度,係、通常為〇.5〜5·0 1 ·〇〜3·〇 // m為佳。 -64 - 201214045 又 &gt; 就 製 造 彩 特 開 平 7- 3 1 8723 號 示 之 使 用 喷 墨 方 式 法 , 係 首 先 在 基 板 〇 隨 後 ) 在 所 形 成 色 著 色 組 成 物 的 液 行 預 烘 烤 而 使 溶 劑 藉 由 進行後 烘 烤 使 隨 後 , 使 用 綠 樣 地 進 行 而 依 照 順 及 紅 色 的 像 素 圖 案 及 藍 色 的 三 原 色 之 發 明 形 成 各 色 的 又 上 述 隔 牆 出 至 區 隔 内 的 各 色 較 於 上 述 第 方 法 因 此 &gt; 隔 牆 係 通 常 形 成 彩 色 瀘' 光 又 J 預 烘 烤 和 後 烘 同 0 如 此 進行 5 使 與 15¾ 牆 的 1¾ 度 同 程 在 如 此 進 行 而 護 膜 之 後 j 使 用 濺 之 後 , 亦 能 夠 進 隙 物 係 通 常 使 用 感 色濾光片之第二方 公報、特開2000-3】 來得到各色的像素 的表面上形成亦兼 的隔牆内,例如將 狀組成物使用噴墨 蒸發。隨後按照必 其硬化’來形成藍 色或紅色的各著色 序在同一基板上形 。藉此’能夠得到 像素圖案之彩色濾 像素的順序係不被 係不僅是遮光功能 著色組成物不會混 所使用之黑色矩陣 使用黑色感放射線 片時所使用之基板 烤的方法和條件係 用噴墨方式所形成 度。 得到的像素圖案上 鍵形成透明導電膜 步形成間隙物而作 放射線性組成物形 法而言,能夠採用 0 7 0 6號公報等所揭 之方法。依照該方 具遮光功能之隔牆 含有本著色劑的藍 裝置吐出之後,進 要進行曝光之後, 色的像素圖案。 組成物’與上述同 成綠色的像素圖案 配置有紅色、綠色 光片。但是,在本 上述限定。 ’因為亦達成被吐 色之功能,所以相 ,膜厚度係較厚。 性組成物而形成。 和放射線的光源, 與上述第一方法相 之像素的臈厚度係 ,按照必要形成保 。形成透明導電膜 為彩色渡光片。間 成,但是亦可以是 -65- 201214045 具有遮光性的間隙物(黑色間隙物)。此時,能夠使用分 散有黑色的著色劑之著色感放射線性組成物’本發明的 著色組成物亦適合使用於形成如此的黑色間隙物。 如此進行而得到之本發明鈞彩色濾光片’因為亮度 及色純度非常高,在彩色液晶顯示元件、彩色攝像管元 件、彩色感應器、有機el顯示元件、電子紙等係非常有 用的。 [顯示元件] 本發明的顯示元件係具備本發明的彩色濾光片。就 顯示元件而言,可舉出彩色液晶顯示元件、有機EL顯示 元件、電子紙等。 具備本發明的彩色濾光片之彩色液晶顯示元件係能 夠採用適當的結構。例如能夠採用將彩色濾光片形成在 與配置有薄膜電晶體(TFT)驅動用基板不同的基板上,且 驅動用基板與形成有彩色濾光片之基板係透過液晶層而 相向之結構,而且,亦可以是在配置有薄膜電晶體(TFT) 驅動用基板的表面上形成彩色濾光片而成之基板與形成 有ITO(摻雜錫之氧化銦)電極之基板透過液晶層而相向 之結構。後者的結構係具有能夠顯著地提升孔徑比,而 且能夠得到明亮且高精細的液晶顯示元件之優點。 具備本發明的彩色濾光片之彩色液晶顯示元件係除 了 冷陰極螢光管(CCF]L : Cold Cathode Fluorescent Lamp)以外,亦可具備以白色LED作為光源之背光板模組 。就白色LED而言’例如可舉出使用具有獨立的光譜之 紅色LED、綠色LED及藍色LED而得到白色光之白色led -66 - 201214045 ;藉由將紅色LED、綠色LED及藍色LED組合而混色來得 到白色光之白色LED ;藉由將藍色LED、紅色LED及綠色 螢光體組合而混色來得到白色光之白色LED ;藉由將藍 色LED、紅色發光螢光體及綠色發光螢光體組合而混色 來得到白色光之白色LED;藉由將藍色LED及YAG系發光 螢光體混色來得到白色光之白色LED ;藉由將藍色led 、燈色發光螢光體及綠色發光螢光體組合而混色來得到 白色光之白色LED ;藉由將紫外線LED、紅色發光螢光體 、綠色發光螢光體及藍色發光螢光體組合而混色來得到 白色光之白色LED等。 具備本發明的彩色濾光片之彩色液晶顯示元件係能 夠應用 TN(Twisted Nematic ;扭曲向列)型、sTN(SuperThe coating method of k field is preferably a spin coating die coating method. Buckle-burning soil 帀C pre-baking system is used as the eucalyptus wood and the mouth is dried under reduced pressure and heated to dry. The dry olefin system usually enters the rod # # -i ^ ^ reaches 5〇~200Pa. Further, the heating member is suspended at 70 to 1 1 〇 &gt; C for about 1 to 1 minute. The composition of the cloth and the substrate can be colored and filmed, and the case can be placed in a black form, and the film can be sprayed and coated in a gas phase. The strip thickness is -63-201214045. The coating thickness is usually 0.6 to 8 〇 μ m ', preferably 1.2 to 5.0 μm, based on the film thickness after drying. For the light source of the radiation used in forming the pixel and/or the black matrix, for example, a xenon lamp, a tooth lamp, a tungsten lamp, a high pressure mercury lamp, a super-pressure mercury lamp, a gel metal lamp, a medium pressure mercury lamp, and a low pressure mercury lamp are mentioned. Other light sources such as argon ion lasers, Yag lasers, XeC1 excimer lasers, and nitrogen lasers, etc., preferably have radiation in the range of 19 〇 to 45 〇 nm. The exposure amount of the radiation is usually 1 〇 to 1 〇, and 〇〇〇 J/m 2 is preferred. Further, in the case of the above alkaline developing solution, for example, sodium carbonate, sodium hydroxide, potassium hydroxide, tetraammonium hydroxide, choline, 1,8-diazabi[5. 4. 〇] An aqueous solution of -7-undecene, iota, 5-diazabicyclo_[4 3 〇]_5_pinene or the like is preferred. The above-mentioned test imaging liquid can also be added with an appropriate amount of, for example, methanol, an ethanol water-soluble organic solvent, a surfactant, or the like. In addition, after the alkali imaging, the conventional imaging processing method is used to capture the Chuanbei Pu, the sputum, and the mist of the mouth in the i-dip imaging method, the immersion (PUddle) imaging method, and the like. Development conditions The book temperature is preferably 5 to 300 seconds. The condition of the left bell is to be baked. The temperature f is 10 to 60 24 in the 120 to 28 generations (TC is preferably used for the heat resistance of the coloring agent after the baking, and is preferably 23 or less. It is particularly preferable that m, the thickness of the pixel formed, is usually 〇.5~5·0 1 ·〇~3·〇// m is better. -64 - 201214045 again &gt; 7- 3 1 8723 shows the use of an inkjet method in which a substrate is first pre-baked in a liquid layer of a coloring composition, and a solvent is post-baked to subsequently use a green sample. In accordance with the invention of the red pixel pattern and the blue three primary colors, the respective colors of the partition walls are separated into the compartments. Therefore, the partition wall usually forms a color 光 'light and J pre- Bake and post-bake the same as 0. Do the same for the 13⁄4 degree of the 153⁄4 wall. After the film is applied, after the splash is used, In addition, it is also possible to use a color-sensitive filter, which is generally used in a color filter, and to provide a partition wall on the surface of each color pixel, for example, by using an inkjet evaporation method. Then, the coloring order of blue or red is formed on the same substrate according to the hardening of it. Thus, the order of the color filter pixels capable of obtaining the pixel pattern is not tied, not only the shading function coloring composition is not mixed. The method and conditions for baking the substrate used in the black matrix used in the black matrix are formed by the ink jet method. The obtained pixel pattern is formed by bonding a transparent conductive film to form a spacer to form a radial composition. In the method, it is possible to adopt a method disclosed in Japanese Patent Publication No. WO 60. The color pattern is formed after the blue device containing the coloring agent in the partition wall having the light-shielding function is discharged. 'The red and green light patterns are arranged in the same green pixel pattern as above. However, it is limited to the above. 'Because it is also achieved The function is such that the film thickness is thicker and formed by the composition. The light source of the radiation and the thickness of the pixel of the first method are formed as necessary. The transparent conductive film is formed as a color light-emitting sheet. Interstitial, but can also be -65- 201214045 with a light-shielding spacer (black spacer). In this case, the color-sensing radiation composition which disperses the black coloring agent can be used. The coloring composition of the present invention is also suitably used for forming such a black spacer. The color filter of the present invention obtained in this manner is very useful in color liquid crystal display elements, color image sensor elements, color sensors, organic EL display elements, electronic paper, etc. because of its high brightness and color purity. [Display Element] The display element of the present invention is provided with the color filter of the present invention. Examples of the display element include a color liquid crystal display element, an organic EL display element, and electronic paper. The color liquid crystal display element having the color filter of the present invention can adopt an appropriate structure. For example, it is possible to adopt a configuration in which a color filter is formed on a substrate different from a substrate on which a thin film transistor (TFT) is mounted, and a substrate on which the color filter is formed and a substrate on which the color filter is formed are transmitted through the liquid crystal layer, and The substrate in which the color filter is formed on the surface on which the thin film transistor (TFT) driving substrate is disposed and the substrate on which the ITO (tin-doped indium oxide) electrode is formed may be opposed to each other through the liquid crystal layer. . The latter structure has the advantage of being able to significantly increase the aperture ratio and to obtain a bright and high-definition liquid crystal display element. The color liquid crystal display element having the color filter of the present invention may be provided with a backlight module having a white LED as a light source in addition to a cold cathode fluorescent tube (CCF) L: Cold Cathode Fluorescent Lamp. In the case of a white LED, for example, a white LED-66-201214045 which uses a red LED having an independent spectrum, a green LED, and a blue LED to obtain white light can be cited; by combining a red LED, a green LED, and a blue LED And color mixing to obtain a white light white LED; by combining blue LED, red LED and green phosphor to obtain a white light white LED; by blue LED, red light fluorescent body and green light The phosphors are combined and mixed to obtain a white LED of white light; a white LED is obtained by mixing a blue LED and a YAG-based luminescent phosphor; and the blue LED and the luminescent phosphor are A green light-emitting phosphor is combined and mixed to obtain a white light white LED; a white light white LED is obtained by combining an ultraviolet LED, a red light-emitting phosphor, a green light-emitting phosphor, and a blue light-emitting phosphor. Wait. The color liquid crystal display element having the color filter of the present invention can be applied to TN (Twisted Nematic; Twisted Nematic) type, sTN (Super)

Twisted Nematic ;超扭曲向列)型、Ips(In_pianes Switching ;面内切換)型、VA(Vertical AUgnment :垂直 配向)型、OCB(Optically Compensated Birefringence;光 學補償彎曲)型等適當的液晶模式。 又,具備本發明的彩色濾光片之有機EL顯示元件係 能夠採用適當的結構,例如可舉出在特開平u_3〇7242號 公報所揭示之結構。 而且,具備本發明的彩色濾光片之電子紙係能夠採 用適當的結構,例如可舉出在特開2〇〇7_41169號公報所 揭示之結構。 [實施例1 ] 以下’舉出實施例而更詳細地說明本發明的實施形 心但疋,本發明係不被下述實施例限定。 -67- 201214045 &lt;本著色劑的合成及評價 1.本著色劑的合成Suitable liquid crystal modes such as Twisted Nematic, Ips (In_pianes Switching), VA (Vertical Alignment), and OCB (Optically Compensated Birefringence). In addition, the organic EL display element having the color filter of the present invention can be suitably configured, and the structure disclosed in Japanese Laid-Open Patent Publication No. Hei. Further, the electronic paper having the color filter of the present invention can adopt a suitable structure, and for example, a structure disclosed in Japanese Laid-Open Patent Publication No. Hei. No. Hei. [Embodiment 1] Hereinafter, the embodiment of the present invention will be described in more detail with reference to the embodiments, but the present invention is not limited by the following examples. -67- 201214045 &lt;Synthesis and Evaluation of the Colorant 1. Synthesis of the Colorant

著色劑合成例 ^NHColorant Synthesis Example ^NH

CF3SO3K Basic Blue 7CF3SO3K Basic Blue 7

O3S-CF3 在經投入攪拌子之螺管中,添加i 4g(2 72mm〇i)c丄 鹼性藍7(上述化合物群c的化合物c2的C1-鹽)、 0.768g(4.〇8mmo丨)三氟甲磺酸鉀(和光純藥公司製)、 20mL氣仿及l〇ml水,於室溫攪拌7小時。將水層分離除 去後,將有機層水洗2次且在減壓下濃縮’而且藉由將所 得到的固體進行減壓乾燥,來得到1 7〇g藍黑色固體(產 率80.2%)。將其作為化合物A。化合物A的1H-NMR(溶劑 :氘化氣仿)光譜係如以下,確認是目標化合物。 4-麗11』8.25((1,1H),7.18-7.51(m,8H),6.75(brs, 4H), 6.65(d, 1H), 3.60(q, 2H), 3.55(q, 8H), 1.46(t, 3H), 1.30(t, 12H) 著色劑合成例2 在著色劑合成例i ’係除了使用九氟丁續酸卸(和光 純藥公司製)代替三氟甲磺酸鉀以外’與著色劑合成例1 同樣地進行而合成著色劑’藉由1H-NMR(溶劑:氘化氣 仿)測定,確認是目標化合物。將其作為化合物B。化合 物B的1H-NMR光譜係如以下。 -68- 201214045 1H-NMR:88.26(d, 1H), 7.15-7.55(m, 8H), 6.75(brs, 4H), 6.65(d, 1H), 3.60(q, 2H), 3.55(q, 8H), 1.47(t, 3H), 1.30(t, 12H) 著色劑合成例3 在著色劑合成例1,係除了使用雙(三氟甲磺醯基)醯 亞胺鉀代替三氟曱磺酸鉀以外,與著色劑合成例1同樣地 進行而合成著色劑,藉由'H-NMR(溶劑:氘化氯仿)測定 ’確認是目標化合物。將其作為化合物C。化合物C的 1 Η - N M R光譜係如以下。 ^-ΝΜΚιδδ.Ο^ά, 1H), 7.16-7.52(m, 7H), 6.75(brs, 4H), 6.68(d, 1H), 6.19(t, 1H), 3.55(q, 10H), 1.45(t, 3H), 1.30(t, 12H) 著色劑合成例4 在著色劑合成例卜係除了使用C.I.鹼性藍1 1(上述化 合物群c的化合物C4的C Γ鹽)代替c. I.鹼性藍7以外,與著 色劑合成例1同樣地進行而合成著色劑,藉由〗h_NMR( 溶劑:氘化氣仿)測定,確認是目標化合物。 著色劑合成例5 在著色劑合成例卜係除了使用C_I.鹼性紫16(上述化 合物群e的化合物e2的Cl·鹽)代替c.I.鹼性藍7以外,與著 色劑合成例1同樣地進行而合成著色劑,藉由iH_NMR( 溶劑:氘化氯仿)測定,確認是目標化合物。 著色劑合成例6 在著色劑合成例1,係除了使用d鹼性藍41(上述化 合物群f的化合物Π3的甲烷硫酸鹽)代替CI.鹼性藍7以 -69- 201214045 外’與著色劑合成例1同樣地進行而合成著色劑,藉由 】H-NMR(溶劑:氘化氯仿)測定,確認是目標化合物。 著色劑合成例7 在著色劑合成例1,係除了使用C.〗鹼性藍3(上述化 合物群i的化合物i4的Cl·鹽)代替^•鹼性藍7以外,與著 色劑合成例1同樣地進行而合成著色劑,藉由1h_nmr( 溶劑:氘化氣仿)測定,確認是目標化合物。 著色劑合成例8 在著色劑合成例1 ’係除了使用d•鹼性藍22(上述化 合物群j的化合物jl的cr鹽)代替C.I.鹼性藍7以外,與著 色劑合成例1同樣地進行而合成著色劑,藉由ih_NMr( 溶劑:氘化氣仿)測定,確認是目標化合物。 著色劑合成例9 在著色劑合成例1,係除了使用C.I·鹼性紅13(上述化 合物群e的化合物e 1的C1 _鹽)代替c. I ·驗性藍7且使用雙( 三氟甲石黃醯基)醢亞胺钟代替三氟曱續酸I甲以外,與著色 劑合成例1同樣地進行而合成著色劑,藉由j-NMR(溶劑 :氣化氣仿)測定,確認是目標化合物。 著色劑合成例10 在著色劑合成例卜係除了使用c. I.鹼性黃2 5 (上述化 合物群f的化合物fl的C1'鹽)代替c.I.鹼性藍7且使用雙( 三氟甲續醯基)醯亞胺钟代替三氟甲績酸奸以外,與著色 劑合成例1同樣地進行而合成著色劑,藉由W-NMR(溶劑 :氣化氣仿)測定,確認是目標化合物。 -70- 201214045 著色劑合成例1 1 在著色劑合成例1,係除了使用C I•鹼性黃2(上述化 合物群h的化合物h2的C1-鹽)代替C.J鹼性藍7且使用雙( 三氟甲磺醯基)醯亞胺鉀代替三氟曱磺酸鉀以外,與著色 劑合成例1同樣地進行而合成著色劑,藉由1 H_NMR(溶劑 :氘化氣仿)測定’確認是目標化合物。 著色劑合成例1 2 在著色劑合成例1,係除了使用C I鹼性紅2(上述化 合物群1的化合物il的C1·鹽)代替c.I.鹼性藍7且使用雙( 三氟甲%醯基)醯亞胺鉀代替三氟甲磺酸鉀以外,與著色 劑合成例1同樣地進行而合成著色劑,藉由lH_NMR (溶 劑:氘化氯仿)測定’確認是目標化合物。 著色劑合成例1 3 在著色劑合成例卜係除了使用C I鹼性橙24(上述化 合物群g的化合物g3的Cl·鹽)代替c.I.鹼性藍7且使用雙( 三氟甲石頁醯基)醯亞胺鉀代替三氟曱磺酸鉀以外,與著色 劑合成例1同樣地進行而合成著色劑,藉由lH_NMR (溶 劑:氘化氯仿)測定,確認是目標化合物。 著色劑合成例1 4 在著色劑合成例1 ’係除了.使用(:_;[.鹼性黃21(上述化 合物群e的化合物e9的C1·鹽)代替c.;[•鹼性藍7且使用雙( 三氟曱續醯基)醯亞胺鉀代替三氟甲磺酸鉀以外,與著色 劑合成例1同樣地進行而合成著色劑,藉由lH _NMR (溶 劑:氘化氯仿)測定’確認是目標化合物。將其作為化合 物E。化合物E的1H-NMR光譜係如以下。 -71 - 201214045 lH-NMR:8-78(d, 1H), 7.70(d, 1H), 7.67(m 1H), 7.28-7.57(m, 8H), 6.24(d, 1H), 5.1 9 (quintet, 1H), 3.89(s 3H), 3.66(q, 1H), 3.01(d, 1H), 1.88(s, 3H), 1.82(s, 3H), 1.52(d, 3H) 著色劑合成例1 5 在經投入攪拌子之螺管中,添加1.3 g(2.71 mmol)下述 式所表示之C.I.驗性紅1、0.766g(4.07mmol)三氟曱石黃酸 鉀(和光純藥公司製)、2 0 m L氯仿及1 〇 m 1水,於室溫攪拌7 小時》將水層分離除去後,將有機層水洗2次且在減壓下 濃縮,而且藉由將所得到的固體進行減壓乾燥,來得到 1.6 lg藍黑色固體(產率72%)。將其作為化合物G。化合物 G的1H-NMR(溶劑:氘化氣仿)光譜係如以下,確認是目 標化合物。O3S-CF3 Add 4 g (2 72 mm 〇i) c 丄 basic blue 7 (C1-salt of compound c2 of the above compound group c), 0.768 g (4. 〇 8 mmo 在) to the screw into the stirrer Potassium trifluoromethanesulfonate (manufactured by Wako Pure Chemical Industries, Ltd.), 20 mL of gas and 10 ml of water were stirred at room temperature for 7 hours. After the aqueous layer was separated and evaporated, the organic layer was washed twice and concentrated under reduced pressure, and the obtained solid was dried under reduced pressure to give a white solid (yield: 80.2%). This was designated as Compound A. The 1H-NMR (solvent: deuterated gas) spectrum of the compound A was confirmed to be the target compound as follows. 4-丽11』8.25((1,1H), 7.18-7.51(m,8H), 6.75(brs, 4H), 6.65(d, 1H), 3.60(q, 2H), 3.55(q, 8H), 1.46 (t, 3H), 1.30 (t, 12H) Colorant Synthesis Example 2 In the colorant synthesis example i', except for the use of nonafluorobutyric acid (manufactured by Wako Pure Chemical Industries, Ltd.) instead of potassium trifluoromethanesulfonate' The coloring agent was synthesized in the same manner as the coloring agent synthesis example 1 and was measured by 1H-NMR (solvent: deuterated gas), and it was confirmed to be a target compound. This was used as the compound B. The 1H-NMR spectrum of the compound B is as follows -68- 201214045 1H-NMR: 88.26 (d, 1H), 7.15-7.55 (m, 8H), 6.75 (brs, 4H), 6.65 (d, 1H), 3.60 (q, 2H), 3.55 (q, 8H), 1.47(t, 3H), 1.30(t, 12H) Colorant Synthesis Example 3 In the colorant synthesis example 1, except that bis(trifluoromethanesulfonyl) sulfinium imide was used instead of trifluoromethanesulfonic acid. In the same manner as in the case of the coloring agent synthesis example 1, the coloring agent was synthesized, and the target compound was confirmed by 'H-NMR (solvent: deuterated chloroform). This was used as the compound C. 1 Η - NMR of the compound C The spectrum is as follows. ^-ΝΜΚιδδ.Ο^ά, 1H), 7.16-7.52(m, 7H), 6.75(brs, 4H), 6.68(d, 1H), 6.19(t, 1H), 3.55(q, 10H), 1.45(t, 3H), 1.30(t, 12H) Colorant Synthesis Example 4 In the colorant synthesis example, except for the use of CI base Sex blue 1 1 (C sulfonium salt of the compound C4 of the above compound group c) was synthesized in the same manner as in the colorant synthesis example 1 except that c. I. basic blue 7 was synthesized by 〗 〖H_NMR (solvent: 氘The gas was measured and confirmed to be the target compound. Colorant Synthesis Example 5 The colorant synthesis example was carried out in the same manner as in the colorant synthesis example except that C_I. basic violet 16 (Cl. salt of the compound e2 of the above compound group e) was used instead of the cI basic blue 7. The synthetic color former was confirmed to be the target compound by iH_NMR (solvent: deuterated chloroform). Colorant Synthesis Example 6 In Colorant Synthesis Example 1, except that d basic blue 41 (methane sulfate of the compound Π3 of the above compound group f) was used instead of CI. Basic blue 7 was -69-201214045 except for the coloring agent. In Synthesis Example 1, the coloring agent was synthesized in the same manner, and it was confirmed by H-NMR (solvent: deuterated chloroform) to confirm that it was the target compound. Colorant Synthesis Example 7 In the colorant synthesis example 1, except that C. 〗 Basic Blue 3 (Cl. salt of the compound i4 of the above compound group i) was used instead of the basic blue 7, the coloring agent was synthesized. The coloring agent was synthesized in the same manner, and it was confirmed to be a target compound by 1 h_nmr (solvent: deuterated gas). Colorant Synthesis Example 8 In the same manner as the colorant synthesis example 1, except that d•basic blue 22 (cr salt of the compound j1 of the above compound group j) was used instead of CI basic blue 7 in the colorant synthesis example 1′ The synthetic color former was confirmed to be the target compound by ih_NMr (solvent: deuterated gas). Colorant Synthesis Example 9 In the colorant synthesis example 1, except that CI·basic red 13 (C1_salt of the compound e 1 of the above compound group e) was used instead of c. I·inspective blue 7 and bis (trifluoro) was used. In the same manner as the coloring agent synthesis example 1, the coloring agent was synthesized in the same manner as the coloring agent synthesis example 1 except that the trimethoprim group was replaced with the trifluoroanthracene group I, and the target was confirmed by j-NMR (solvent: gasification gas simulation). Compound. Colorant Synthesis Example 10 In the colorant synthesis example, c. I. Basic Yellow 2 5 (C1 'salt of Compound fl of the above compound group f) was used instead of cI Basic Blue 7 and bis (trifluoromethyl) was used. In the same manner as in the coloring matter synthesis example 1, the chrome-based imidazole was synthesized in the same manner as in the coloring matter synthesis example 1, and the target compound was confirmed by W-NMR (solvent: gasification gas simulation). -70-201214045 Colorant Synthesis Example 1 1 In Colorant Synthesis Example 1, except that CI•Basic Yellow 2 (C1-salt of Compound h2 of the above compound group h) was used instead of CJ Basic Blue 7 and double (three) was used. In the same manner as the coloring agent synthesis example 1, the coloring agent was synthesized in the same manner as in the coloring agent synthesis example 1 except that the potassium fluoromethanesulfonyl) sulfinium imide was used to determine the target by the 1 H_NMR (solvent: gasification). Compound. Colorant Synthesis Example 1 2 In Colorant Synthesis Example 1, except that CI Basic Red 2 (C1·s salt of Compound il of Compound Group 1 above) was used instead of cI Basic Blue 7 and bis(trifluoromethyl fluorenyl) was used. In the same manner as the coloring agent synthesis example 1, the coloring agent was synthesized in the same manner as in the coloring agent synthesis example 1, and it was confirmed by the 1H_NMR (solvent: deuterated chloroform) to confirm that it was the target compound. Colorant Synthesis Example 1 3 In the colorant synthesis example, in addition to CI Basic Orange 24 (Cl. salt of Compound g3 of the above compound group g), instead of cI Basic Blue 7, and using bis(trifluoromethane) In the same manner as the coloring agent synthesis example 1, the coloring agent was synthesized in the same manner as in the coloring agent synthesis example 1, and the target compound was confirmed by 1H_NMR (solvent: deuterated chloroform). Colorant Synthesis Example 1 4 In the colorant synthesis example 1 'except. Use (: _; [. Basic yellow 21 (C1 · salt of compound e9 of the above compound group e) instead of c.; [• Basic blue 7 Further, a coloring agent was synthesized in the same manner as in the coloring matter synthesis example 1 except that bis(trifluoromethylsulfonium) quinone imide potassium was used instead of potassium trifluoromethanesulfonate, and the mixture was synthesized by 1H NMR (solvent: deuterated chloroform). 'Confirmed to be the target compound. This is taken as the compound E. The 1H-NMR spectrum of the compound E is as follows. -71 - 201214045 lH-NMR: 8-78 (d, 1H), 7.70 (d, 1H), 7.67 (m) 1H), 7.28-7.57(m, 8H), 6.24(d, 1H), 5.1 9 (quintet, 1H), 3.89(s 3H), 3.66(q, 1H), 3.01(d, 1H), 1.88(s , 3H), 1.82 (s, 3H), 1.52 (d, 3H) Colorant Synthesis Example 1 5 Add 1.3 g (2.71 mmol) of CI-indicating red represented by the following formula to a screw inserted into a stirrer 1. 0.766 g (4.07 mmol) of potassium trifluoroantimonate (manufactured by Wako Pure Chemical Industries, Ltd.), 20 μL of chloroform and 1 〇m 1 of water, and stirred at room temperature for 7 hours. After separating and removing the aqueous layer, The organic layer was washed twice with water and concentrated under reduced pressure, and dried under reduced pressure. To give 1.6 lg blue-black solid (yield 72%) The 1H-NMR as the compound G. G which compound (solvent: deuterated imitation gas) spectra were as follows, identified as the title compound.

'H-NMRiS^SCdd, 1H), 7.87(m, 2H), 7.70(t, 2H), 7.47(dd, 1H), 6.94(d, 3H), 6.81(s, 2H), 3.95(q, 2H), 3.50(quintet, 4H), 2.1〇(s, 6H), 1.27(t, 6H), 〇.85(t, 3H,) 著色劑合成例1 6 在著色劑合成例1 5,係除了使用九氟丁磺酸鉀(和光 純藥公司製)代替三氟曱磺酸鉀以外,與著色劑合成例1 5 同樣地進行而合成著色劑’藉由1H-NMR(溶劑:氘化氯 仿)測定,確認是目標化合物。將其作為化合物Η。化合 物Η的1H-NMR光譜係如以下。 -72- 201214045 1H-NMR:8.32(d, 1 H),7.7 8 (m,2H),7.2 8 (dd,1H), 6.81(d, 2H), 6.76(s, 2H), 6.68(s, 2H), 4.04(q, 2H), 3.51(quintet, 4H), 2.18(s, 6H), 1.38(t, 6H), 1.00(t, 3H,) 著色劑合成例1 7 在著色劑合成例1 5,係除了使用雙(三氟甲磺醯基) 醯亞胺鉀代替三氟曱磺酸鉀以外,與著色劑合成例1 5同 樣地進行而合成著色劑,藉由j-NMR (溶劑:氘化氣仿 )測定,確認是目標化合物。將其作為化合物I。化合物I 的1 H-NMR光譜係如以下。 】11-麗11:8.33((1,1H),7.79(m,2H),7.28(dd, 1H), 6.81(d, 2H), 6.76(d, 2H), 5.94(d, 2H), 4.04(q, 2H), 3.50(quintet, 4H), 2.15(s, 6H), 1.39(t, 6H), 1.01(t, 3H,) 著色劑合成例1 8 在著色劑合成例15,係除了使用C.I.鹼性紅1 : 1代替 C.I.鹼性紅1以外,與著色劑合成例1 5同樣地進行而合成 著色劑,藉由W-NMR (溶劑:氘化氯仿)測定,確認是目 標化合物。將其作為化合物J。化合物J的1 H-NMR光譜係 如以下。 4-腿11:8.33((1,1H),7.80(m 2H), 7.28(d, 1H), 6.77(d, 4H), 5.95(t, 2H), 3.66(s 3H), 3.49(quintet, 4H), 2.13(s, 6H), 1.38(t, 6H) 著色劑合成例1 9 在著色劑合成例17,係除了使用下述式所表示之C.I. 驗性紫1 0代替C · I ·鹼性紅1以外,與著色劑合成例1 7同樣 地進行而合成著色劑,藉由j-NMR (溶劑:氘化氯仿) -73- 201214045 測定,確認是目標化合物。將其作為化合物κ。化合物κ 的1 H-NMR光譜係如以下。'H-NMRiS^SCdd, 1H), 7.87(m, 2H), 7.70(t, 2H), 7.47(dd, 1H), 6.94(d, 3H), 6.81(s, 2H), 3.95(q, 2H) ), 3.50 (quintet, 4H), 2.1〇(s, 6H), 1.27(t, 6H), 〇.85(t, 3H,) Colorant Synthesis Example 1 6 In Colorant Synthesis Example 5, except for use Potassium nonafluorobutanesulfonate (manufactured by Wako Pure Chemical Industries, Ltd.) was synthesized in the same manner as in the colorant synthesis example 15 except that potassium hexafluorobutanesulfonate (manufactured by Wako Pure Chemical Industries, Ltd.) was synthesized by 1H-NMR (solvent: deuterated chloroform) , confirmed to be the target compound. This was used as a compound hydrazine. The 1H-NMR spectrum of the compound is as follows. -72- 201214045 1H-NMR: 8.32 (d, 1 H), 7.7 8 (m, 2H), 7.2 8 (dd, 1H), 6.81 (d, 2H), 6.76 (s, 2H), 6.68 (s, 2H), 4.04 (q, 2H), 3.51 (quintet, 4H), 2.18 (s, 6H), 1.38 (t, 6H), 1.00 (t, 3H,) Colorant Synthesis Example 1 7 In Colorant Synthesis Example 1 5, a coloring agent was synthesized in the same manner as in the coloring matter synthesis example 15 except that potassium bis(trifluoromethanesulfonyl) phthalimide was used instead of potassium trifluoromethanesulfonate, and j-NMR (solvent: The sample was confirmed to be the target compound. This was designated as Compound I. The 1 H-NMR spectrum of Compound I is as follows. 11-Li 11: 8.33 ((1,1H), 7.79 (m, 2H), 7.28 (dd, 1H), 6.81 (d, 2H), 6.76 (d, 2H), 5.94 (d, 2H), 4.04 (q, 2H), 3.50 (quintet, 4H), 2.15 (s, 6H), 1.39 (t, 6H), 1.01 (t, 3H,) Colorant Synthesis Example 1 8 In the colorant synthesis example 15, except The coloring agent was synthesized in the same manner as in the coloring matter synthesis example 15 except that the CI basic red 1:1 was used instead of the CI basic red 1, and the target compound was confirmed by W-NMR (solvent: deuterated chloroform). This is taken as the compound J. The 1 H-NMR spectrum of the compound J is as follows. 4- Leg 11: 8.33 ((1,1H), 7.80 (m 2H), 7.28 (d, 1H), 6.77 (d, 4H), 5.95(t, 2H), 3.66(s 3H), 3.49(quintet, 4H), 2.13(s, 6H), 1.38(t, 6H) Colorant Synthesis Example 1 9 In Colorant Synthesis Example 17, except for use In the same manner as the coloring agent synthesis example, the coloring agent was synthesized in the same manner as the coloring agent synthesis example 1 7 except that the CI-acceptable violet 1 represented by the above formula was used instead of C · I · basic red 1, by j-NMR (solvent: deuterated chloroform) - 73-201214045 It was confirmed that it was a target compound, and it was made into the compound κ. The 1 H-NMR spectrum of the compound κ is as follows.

(c2h5)2n λ ί(02η5)2 ^-NMRiS.lSCd, 1H), 7.77(t, 1H), 7.69(t, 1H), 7.26(dd, 2H), 7.02(d, 2H), 6.76-6.83(m 4H), 5.95(t, 2H), 3.58(q, 8H), 1.30(t, 12H) 著色劑合成例20 在著色劑合成例1 7 ’係除了使用下述式所表示之c. I. 驗性紫1 1 : 1代替C. I.驗性紅1以外,與著色劑合成例1 7 同樣地進行而合成著色劑,藉由W-NMR (溶劑:氘化氣 仿)測定’確認是目標化合物。將其作為化合物L。化合 物L的1H-NMR光譜係如以下。(c2h5)2n λ ί(02η5)2 ^-NMRiS.lSCd, 1H), 7.77(t, 1H), 7.69(t, 1H), 7.26(dd, 2H), 7.02(d, 2H), 6.76-6.83 (m 4H), 5.95 (t, 2H), 3.58 (q, 8H), 1.30 (t, 12H) Colorant Synthesis Example 20 In the colorant synthesis Example 1 7 'except that c. I is represented by the following formula In the same manner as the coloring agent synthesis example, the coloring agent was synthesized in the same manner as the coloring agent synthesis example 1 7 except that the test violet 1 1 : 1 was used, and it was confirmed by W-NMR (solvent: deuterated gas) that it was the target compound. . This was designated as Compound L. The 1H-NMR spectrum of the compound L is as follows.

(C2H5)2N λ …:2Η5)2 'H-NMRiS.SICd, 1H), 7.77(dt, 2H), 7.30(m, 1H), 7.06(m 2H), 6.83(d, 4H), 3.68(s 3H), 3.60(q, 8H), 1.32(t, 12H) 著色劑合成例2 1 在著色劑合成例1 7 ’係除了使用下述式所表示之c. I. 驗性紅3代替c.I·鹼性紅1以外’與著色劑合成例17同樣地 進行而合成著色劑,藉由iH-NMR (溶劑:氘化氯仿)測定 ’確認是目標化合物。 • 74· 201214045(C2H5)2N λ ...:2Η5)2 'H-NMRiS.SICd, 1H), 7.77(dt, 2H), 7.30(m, 1H), 7.06(m 2H), 6.83(d, 4H), 3.68(s 3H), 3.60 (q, 8H), 1.32 (t, 12H) Colorant Synthesis Example 2 1 In the colorant synthesis example, the 7' system is represented by the following formula: c. I. Verification red 3 instead of cI· In the same manner as in the case of the coloring agent Synthesis Example 17, the coloring agent was synthesized in the same manner as in the case of the coloring agent 1 and was determined to be the target compound by iH-NMR (solvent: deuterated chloroform). • 74· 201214045

著色劑合成例22 在著色劑合成例1 7,係除了使用下述式所表示之C.I. 鹼性紅4代替C.I.鹼性紅1以外,與著色劑合成例1 7同樣地 進行而合成著色劑,藉由1H-NMR (溶劑:氘化氣仿)測定 ,嫁認是目標化合物.。In the colorant synthesis example, the coloring agent was synthesized in the same manner as the coloring agent synthesis example 17 except that CI basic red 4 represented by the following formula was used instead of CI basic red 1, and the coloring agent was synthesized. The compound was identified as a target compound by 1H-NMR (solvent: deuterated gas).

在著色劑合成例17,係除了使用下述式所表示之C.I. 鹼性紫1 1代替C.I.鹼性紅1以外,與著色劑合成例1 7同樣 地進行而合成著色劑,藉由iH-NMR (溶劑:氘化氯仿) 測定,確認是目標化合物。In the colorant synthesis example 17, a coloring agent was synthesized in the same manner as the coloring agent synthesis example 1 except that CI basic violet 1 1 represented by the following formula was used instead of CI basic red 1 by iH-NMR. (Solvent: deuterated chloroform) The measurement was confirmed to be the target compound.

2.本著色劑的評價 在著色劑合成例1所得到的化合物A係在環己酮溶解 1 0質量%以上,且其溶液係呈藍色。在著色劑合成例2〜2 3 所得到之著色劑係任一者均在環己酮溶解1 0質量%以上。 -75- 201214045 又,在著色劑合成例1〜23所得到的著色劑之基於熱 重量-差示熱同時測定分析的5 %質量減少溫度係任一者 均為25 0°C以上。另一方面,C.I-鹼性藍7、C.I.鹼性藍1 1 、(:.1.鹼性紫16、C.I.鹼性藍41、C.I.鹼性藍3、C.I.鹼性 藍22、C.I.鹼性紅13、C.I.鹼性黃25、C.I.鹼性黃2、C.I. 鹼性紅2、C.I.鹼性橙24、C.I.鹼性黃21、C.I.鹼性紅1、 C.I.鹼性紅1 : 1、C.I.鹼性紅3、C.I.鹼性紅4、C.I.鹼性紫 10、C.I.鹼性紫1 1、C.I.鹼性紫1 1 : 1之基於熱重量-差示 熱同時測定分析的5 %質量減少溫度係任一者均為小於 200°C。 &lt;顏料分散液的調製&gt; 調製例1 使用作為著色劑之1 5質量份C.I.顏料藍1 5 ·· 6,作為 分散劑之12.5質量份(固體成分濃度=40質量 %)BYK-LPN21 1 16(BYK-Chemie(BYK)公司製)、作為溶劑 之7 2.5質量份丙二醇一曱基醚乙酸酯,且使用珠磨機處 理而調製顏料分散劑(A-1)。 調製例2 除了使用作為著色劑之C.I.顏料紫23代替C.I.顏料 藍1 5 : 6以外,與調製例1同樣地進行而調製顏料分散劑 (A-2)。 調製例3 除了使用作為著色劑之C.I.顏料綠58代替C.I.顏料 藍1 5 : 6以外,與調製例1同樣地進行而調製顏料分散劑 (A-3)。 -76- 201214045 調製例4 除了使用作為著色劑之C.〗.顏料黃150代替C.I·顏料 藍1 5 . 6以外’與調製例丨同樣地進行而調製顏料分散劑 (A-4)。 調製例5 使用作為著色劑之15質量份C j.顏料紅177,使用作 為分散劑之12.5質量份(固體成分濃度=40質量 %)BYK_LPN21 1 16(BYK-Chemie(BYK)公司製)、作為溶劑 之72.5質量份丙二醇一甲基醚乙酸酯,且使用珠磨機處 理而調製顏料分散劑(A-5)。 調製例6 除了使用作為著色劑之c〗·顏料紅254代替c.i·顏料 1 77以外’與調製例5同樣地進行而調製顏料分散劑 (A-6)。 &lt;染料溶液的調製&gt; 調製例7 使用5質ι份化合物八作為著色劑且混合作為溶劑之2. Evaluation of the coloring agent The compound A obtained in the coloring agent Synthesis Example 1 was dissolved in 10% by mass or more of cyclohexanone, and the solution was blue. Any of the color formers obtained in the colorant synthesis examples 2 to 2 3 was dissolved in cyclohexanone by 10% by mass or more. Further, in the coloring agent synthesis examples 1 to 23, the 5% by mass reduction temperature based on the thermogravimetric-differential heat simultaneous measurement and analysis of the coloring agent was 25 °C or higher. On the other hand, CI-Basic Blue 7, CI Basic Blue 1 1 , (: 1. Basic Purple 16, CI Basic Blue 41, CI Basic Blue 3, CI Basic Blue 22, CI Basic Red 13, CI alkaline yellow 25, CI alkaline yellow 2, CI alkaline red 2, CI alkaline orange 24, CI alkaline yellow 21, CI alkaline red 1, CI alkaline red 1: 1, CI alkaline red 3, CI alkaline red 4, CI alkaline purple 10, CI alkaline purple 1 1, CI alkaline purple 1 1 : 1 based on thermal weight - differential heat simultaneous determination of the analysis of the 5% mass reduction temperature system It is less than 200 ° C. &lt;Preparation of Pigment Dispersion&gt; Preparation Example 1 Using 5 parts by mass of CI Pigment Blue 1 5 ··6 as a colorant, 12.5 parts by mass as a dispersing agent (solid content concentration = 40) (% by mass) BYK-LPN21 1 16 (manufactured by BYK-Chemie (BYK)), 7 2.5 parts by mass of propylene glycol monodecyl ether acetate as a solvent, and treated with a bead mill to prepare a pigment dispersant (A-1) Preparation Example 2 A pigment dispersant (A-2) was prepared in the same manner as in Preparation Example 1 except that CI Pigment Violet 23 as a coloring agent was used instead of CI Pigment Blue 1 5 : 6. Preparation Example 3 In addition to use as a coloring The pigment dispersant (A-3) was prepared in the same manner as in Preparation Example 1 except that CI Pigment Blue 58 was used instead of CI Pigment Blue 1 5: 6. -76- 201214045 Modification Example 4 In addition to the use as a coloring agent, C. The pigment yellow 150 was prepared in the same manner as in the preparation example except that the pigment yellow 150 was used in the same manner as in the preparation example. The preparation example 5 used 15 parts by mass of C j. Pigment Red 177 as a coloring agent. 12.5 parts by mass (solid content concentration = 40% by mass) BYK_LPN21 1 16 (manufactured by BYK-Chemie (BYK)), 72.5 parts by mass of propylene glycol monomethyl ether acetate as a solvent, and a bead mill were used as a dispersing agent. The pigment dispersant (A-5) was prepared by the treatment of the pigment dispersant (A-5). The preparation of the pigment dispersant (A) was carried out in the same manner as in Preparation Example 5 except that c is a coloring agent, and pigment red 254 was used instead of ci·pigment 1 77. -6) &lt;Preparation of Dye Solution&gt; Preparation Example 7 Five kinds of compound VIII were used as a coloring agent and mixed as a solvent.

調製例8Modulation example 8

乙酸酯,來調製染料溶液A。 B且混合作為溶劑 來調製染料溶液B 調製例9Acetate to modulate dye solution A. B and mixing as a solvent to prepare a dye solution B Modification Example 9

之95 化合物C且混合作為溶劑 .酯,來調製染料溶液c。 -77- 201214045 調製例1 ο 使用作為著色南丨 之9 θ J之5質量份鹼性藍7且混合作為溶劑 〈Μ貝3:份丙二醇嚴 ⑴ ,,, y 平T基醚,來調製染料溶液D 〇 凋製例1 1 使用5質量份化人 95暫旦八 G D物Ε作為著色劑且混合作為溶劑之 里份丙二醇單甲並 調製例丨2 基喊乙酸酯,來調製染料溶液e。 使用作為著色劍夕ς栖θ95 Compound C and mixed as a solvent ester to prepare a dye solution c. -77- 201214045 Preparation Example 1 ο The dye was prepared by using 5 parts by mass of Basic Blue 7 as 9 θ J of the colored Nanxun and mixing as a solvent <mussel 3: part propylene glycol (1),,, y-flat T-ether. Solution D 〇1 Example 1 1 A dye solution e was prepared by using 5 parts by mass of a human 95 danthene GD as a coloring agent and mixing propylene glycol monomethyl as a solvent and preparing an oxime acetate. . Use as a coloring sword

劑之95質量份n ^份驗性育21且混合作為溶 。 醇早甲基醚乙酸酯,來調製染料溶液F 調製例1 3 使用作為著色劑 曰 劑之質量份丙二醇單二質…合物G且混合作為溶 調製例14 畔皁甲基醚’來調製染料溶液G。 使用作為著色劑之2〇質 劑之80質量份丙二醇^ ^ _且此口作為溶 醇早甲基醚,來調製染料溶液H。 調裂例1 5 使用作為者色杳丨丨夕1Λ Μ之20質量份化合物I且混合作為玄 劑之80質量份丙二醇 口作马冷 知早甲基醚,來調製染料溶液I。 凋製例1 6 使用作為著色劑之2 〇質 貝里物化合物J且混合作%、、交 劑之80質量份丙二醇單 《邗為命 早甲基秘’來調製染料溶液J。 調製例17 π &amp; π 使用20質量份化合物 物Κ作為者色劑且混合 丙二醇單曱基醚作A、'办 貝里知 乍為/合劑’來調製染料溶液K。 -78- 201214045 調製例1 8 使用2〇質量份化合物乙作 丙二it輩® # 勹考邑蜊且混合80質量份 一-曱基醚作為溶劑,來調製染料溶 調製例1 9 叮岭夜L·。 使用20質量份C.I.鹼性紅1作為荖甶 份丙二作為者色劑且混合80質量 甲基醚作為溶劑,來調製染 〈黏合劑樹脂的合成&gt; ^液M。 二醇ί Ϊ :令部管及攪拌機的燒瓶中,添加100質量份丙 同:”心犍乙酸醋且進行氮氣取代。加熱至8(TC且在 '凰又化1小時滴下100質量份丙二醇單 2〇f f ^ ψ Λ ^ 畔早甲基醚乙酸s日、 烯…:歸酸、1〇質量份苯乙稀、5質量份甲基丙 &quot;&quot;5質量份甲基丙烯酸-2-羥基乙酯、23質量份 f基丙稀酸·2·乙基己醋、12質量份N•笨基順丁稀二酿亞 、15 暂 θ, 伤琥珀酸單(2 -丙稀酿氧乙基)醋及6質量份 2,2=-偶^雙(2,4_二曱基戍腈)的混合溶液,保持該溫度而 、行聚&amp; 2小時。隨後’使反應溶液的溫度上升至1 〇 〇 °C ’進而聚合1小時,來得到黏合劑樹脂溶液(固體成分濃 夂33負量〇/〇)。所得到的黏合劑樹脂係Mw=12,200、 6’5〇〇 °將該黏合劑樹脂作為「黏合劑樹脂(B 1 )」。 &lt;著色組成物的調製及評價&gt; 實施例1 將13.6質量份顏料分散液(A·1)、27.2質量份染料溶 液A、作為黏合劑樹脂之1 6.1質量份黏合劑樹脂(B 1 )、作 為父聯劑之5.5質量份東亞合成股份有限公司製m-402( 一新戊四醇六丙烯酸酯與二新戊四醇五丙烯酸酯的混合 -79- 201214045 物)及2 ·4質量份三和CHEMICAL股份有限公司製m\V-3〇( 以义队:^’,:^’,&gt;1”,:^”-六(烷氧基甲基)三聚氰胺為主成分 、重量平均聚合度為1.3)、作為光聚合起始劑之2.2質量 份2 -卡基-2 - 一曱胺基-1-(4-Ν -味#·基苯基)丁院-(CIBA SPECIALTY CHEMICALS 公司製、商品名 IRGACURE369)、及作為溶劑之丙二醇單甲基_乙酸酉旨 混合而調製固體成分濃度2 0質量%之著色組成物(c r 1)。 將著色組成物(CR1)使用旋轉塗布器塗布在玻璃基 板上之後,使用8 0 °C的加熱板進行預烘烤1 〇分鐘而形成 塗膜。藉由改變旋轉塗布器的轉數而進行同樣的操作, 來形成3片不同膜厚度的塗膜。 隨後’將該等基板冷卻至室溫之後,使用高壓水銀 燈不透過光罩而對各塗膜將含有3 65nm、405nm及43 6nm 的各波長之放射線以2,000J/m2的曝光量進行曝光。隨後 ’藉由對該等基板將包含23°C的0.04質量。/。氫氧化钟水溶 液之顯像液以顯像壓l]cgf/cm2(噴嘴徑lmm)吐出,來進行 喷淋顯像9 0秒。隨後’藉由將該基板以超純水洗淨且風 乾之後,進而在2 3 0 °C的潔淨烘箱内進行後供烤3 〇分鐘, 來形成評價用硬化膜。 針對所得到的3片硬化膜’使用彩色分析器(大琢電 子(版)製MCPD2000)且以C光源、2度視野測定在cie表色 系之色度座標值(X,y)及刺激值(Y)。又,將所得到硬化 膜的膜厚度使用KLA-Tencor製Alpha-Step IQ測定。從測 定結果求取色度座標值y=〇_〇8〇之色度座標值χ、刺激值 (Υ)及膜厚度。將評價結果顯示在表1。顯示刺激值(γ)越 -80- 201214045 大’光透射率(亮度)越高,而且膜厚度越薄,著色力越 南 。 將形成有硬化膜之基板使用2片偏向板夾住,且從背 面側使用螢光燈(波長範圍380〜780nm)邊照射邊使前面 側的偏向板旋轉,而且藉由亮度計LS-1〇〇(MIN〇LTA(股) 製)來測定透射之光強度的最大值及最小值。而且,對各 自的硬化膜’將最大值除以最小值之值作為對比。從測 定結果求取在色度座標值y=〇_〇8〇之對比。將評價結果顯 不在表1。 實施例2 將15.5質量份顏料分散液(A-i)、24.3質量份染料溶 液B、作為黏合劑樹脂之1 6.1質量份黏合劑樹脂(b丨)、作 為父聯劑之5.5質ϊ份東亞合成股份有限公司製μ·402( 二新戊四醇六丙烯酸酯與二新戊四醇五丙烯酸酯的混合 物)及2.4貝篁伤二和CHEMICAL股份有限公司製mw_30( 以N,N,N,,N’,N’,,N,,_六(烷氧基曱基)三聚氰胺為主成分 、重量平均聚合度為1.3)、作為光聚合起始劑之2.2質量 份2 -苄基-2-二甲胺基-l_(4-N-咮啉基笨基)丁烷-丨_酮 (CIBA SPECIALTY CHEMICALS 公司製、商品名 IRGACURE369)、及作為溶劑之丙二醇單甲基醚乙酸酯 混合而調製固體成分濃度20質量%之著色組成物(CR2)。 除了使用著色組成物(CR2)代替著色組成物(CR1)a 外’係與實施例1同樣地進行評價。將評價結果顯示在表 -81 - 201214045 實施例3 將12·5質量份顏料分散液(α·1)、28·3質量份染料溶 液C、作為黏合劑樹脂之1 6 _ 1質量份黏合劑樹脂(β 1 )、作 為交聯劑之5.5質量份東亞合成股份有限公司製μ_4〇2( 二新戊四醇六丙烯酸酯與二新戊四醇五丙烯酸酯的混合 物)及2.4質里伤二和CHEMICAL股份有限公司製m\V-30( 以N,N,N,N,N,N -六(烧氧基甲基)三聚氰胺為主成分 、重量平均聚合度為1.3)、作為光聚合起始劑之2 2質量 份2 -苄基-2 -二甲胺基-1-(4-Ν-咪啉基苯基)丁烷-^酮 (CIBA SPECIALTY CHEMICALS 公司製、商品名 IRGACURE369)、及作為溶劑之丙二醇單曱基越乙酸酉旨 混合而調製固體成分濃度2 0質量%之著色組成物(c r 3)。 除了使用著色組成物(CR3)代替著色組成物(CR1)以 外’係與實施例1同樣地進行評價。將評價結果顯示在表 1 ° 比較例1 將18.1質量份顏料分散液(A-丨)、4 5質量份顏料分散 液(A-2)、作為黏合劑樹脂之1 6.1質量份黏合劑樹脂(b 1) 、作為交聯劑之5·5質量份東亞合成股份有限公司製 Μ-402及2.4質量份三和CHEMICAL股份有限公司製 MW-30、作為光聚合起始劑之2.2質量份2-苄基-2-二甲胺 基-1-(4-Ν-咮啉基苯基)丁烷-丨_酮(ciBA SPECIALTY CHEMICALS公司製、商品名IRGaCURE369)、及作為溶 劑之丙二醇單甲基醚乙酸酯混合而調製固體成分濃度20 質量%之著色組成物(CR4)。 -82- 201214045 除了使用著色組成物(CR4)代替著色組成物(CR1)以 外,係與實施例1同樣地進行評價。將評價結果顯示在表 1 ° 比較例2 8.1資里份顏料分散液(八_1)、24.2質量份染料溶 液作為黏合劑樹脂之16.1質量份黏合劑樹脂(Β1)、作 為父知劑之5.5質量份東亞合成股份有限公司製Μ 4〇2 質1伤二和CHEMICAL股份有限公司製mW-30、作 為光聚合起始劑之22質量份2_苄基_2_二甲胺基_1(4_队 味琳基苯基)丁烷-1-酮(CIBA SPECIALTY CHEMICALS 公司製、商品名IRGACURE369)、及作為溶劑之丙二醇 單甲基喊乙酸酯混合而調製固體成分濃度2〇質量%之著 色組成物(CR5)。95 parts by mass of n ^ of the agent was inspected and mixed as a solution. Alcohol early methyl ether acetate to prepare a dye solution F. Preparation Example 1 3 Using a mass fraction of propylene glycol monochromate as a colorant tanning agent and mixing as a solvent preparation example 14 Dye solution G. The dye solution H was prepared by using 80 parts by mass of propylene glycol (^) as a coloring agent and using the same as a solvent early methyl ether. Example 1 5 A dye solution I was prepared by using 20 parts by mass of the compound I as a coloring agent and mixing 80 parts by mass of propylene glycol as a tempering agent. Withdrawal Example 1 6 The dye solution J was prepared by using a chelating compound J as a coloring agent and mixing 80% by mass of the propylene glycol monoester of the mixture. Preparation Example 17 π &amp; π The dye solution K was prepared by using 20 parts by mass of the compound oxime as a coloring agent and mixing propylene glycol monodecyl ether as A, 'Bai Lizhi 乍 as / mixture'. -78- 201214045 Preparation Example 1 8 Using 2 parts by mass of compound B as the second generation of the product, and mixing 80 parts by mass of mono-nonyl ether as a solvent to prepare the dye solution. L·. 20 parts by mass of C.I. Basic Red 1 was used as a chromic propylene dimer as a coloring agent and 80 mass of methyl ether was mixed as a solvent to prepare a dye <Synthesis of a binder resin>. Glycol ί Ϊ : Add 100 parts by mass of propylene to the flask of the tube and the mixer: "Heart vinegar acetate and replace with nitrogen. Heat to 8 (TC and drop 100 parts by mass of propylene glycol in 1 hr. 2〇ff ^ ψ Λ ^ Premature methyl ether acetate s day, olefin...: acid, 1 part by mass of styrene, 5 parts by mass of methyl propyl &quot;&quot; 5 parts by mass of 2-hydroxy methacrylate Ethyl ester, 23 parts by mass of f-based acrylic acid · 2 · ethyl hexanoic acid, 12 parts by mass of N · stupid butadiene di-branched, 15 temporary θ, succinic acid monosuccinate (2-propylene oxyethyl) a mixed solution of vinegar and 6 parts by mass of 2,2=-even^bis(2,4-diindenylcarbonitrile), which is kept at this temperature for 2 hours. Then the temperature of the reaction solution is raised to 1 〇〇 ° C 'further polymerization for 1 hour to obtain a binder resin solution (solid content concentration 33 minus 〇 / 〇). The obtained binder resin is Mw = 12,200, 6'5 〇〇 ° The resin was used as the "adhesive resin (B 1 )". &lt;Preparation and evaluation of coloring composition&gt; Example 1 13.6 parts by mass of pigment dispersion liquid (A·1), 27.2 parts by mass of dye solution A 1 6.1 parts by mass of the binder resin (B 1 ) as the binder resin, 5.5 parts by mass of the parent-agent, m-402 (a neopentyl alcohol hexaacrylate and dipentaerythritol 5) Mix of acrylate -79- 201214045) and 2 ·4 parts by mass of M+V-3〇 by CHEMICAL Co., Ltd. (Yiyi:^',:^',&gt;1",:^"- Hexa(alkoxymethyl)melamine as a main component, a weight average degree of polymerization of 1.3), 2.2 parts by mass as a photopolymerization initiator, 2-carbyl-2 -monoamido-1-(4-indole- Flavor #· phenyl phenyl butyl ketone - (CIBA SPECIALTY CHEMICALS company, trade name IRGACURE 369), and propylene glycol monomethyl-acetic acid as a solvent are mixed to prepare a color component having a solid concentration of 20% by mass (cr) 1) After coating the colored composition (CR1) on a glass substrate using a spin coater, prebaking was performed for 1 minute using a hot plate at 80 ° C to form a coating film. By changing the number of revolutions of the spin coater The same operation was performed to form three coating films of different film thicknesses. Then the substrates were cooled. After the room temperature, the radiation of each wavelength containing 3 65 nm, 405 nm, and 436 nm was exposed to an exposure amount of 2,000 J/m 2 for each coating film without using a high-pressure mercury lamp. Then, by using the substrate, A developing solution containing 0.04 mass of a hydrogen peroxide solution at 23 ° C was spouted at a developing pressure of 1] cgf/cm 2 (nozzle diameter: 1 mm) to carry out shower development for 90 seconds. Subsequently, the substrate was washed with ultrapure water and air-dried, and then baked in a clean oven at 203 ° C for 3 minutes to form a cured film for evaluation. A color analyzer (MCPD2000 manufactured by Otsuka Electronics Co., Ltd.) was used for the obtained three cured films, and the chromaticity coordinate value (X, y) and the stimulus value of the cie color system were measured by a C light source and a 2 degree field of view. (Y). Further, the film thickness of the obtained cured film was measured using Alpha-Step IQ manufactured by KLA-Tencor. From the measurement results, the chromaticity coordinate value y, 刺激_〇8〇, the chromaticity coordinate value χ, the stimulus value (Υ), and the film thickness were obtained. The evaluation results are shown in Table 1. The more the stimulus value (γ) is displayed -80-201214045, the higher the light transmittance (brightness), and the thinner the film thickness, the more the tinting strength is. The substrate on which the cured film was formed was sandwiched between two deflecting plates, and the polarizing plate (wavelength range: 380 to 780 nm) was used to illuminate the front side of the deflecting plate from the back side, and the brightness meter LS-1〇 was used. 〇 (MIN〇LTA (manufactured by the company)) to measure the maximum and minimum values of the transmitted light intensity. Further, the value obtained by dividing the maximum value by the minimum value for each of the cured films is used as a comparison. The comparison between the chromaticity coordinate values y=〇_〇8〇 is obtained from the measurement results. The evaluation results are shown in Table 1. Example 2 15.5 parts by mass of a pigment dispersion liquid (Ai), 24.3 parts by mass of a dye solution B, 1 6.1 parts by mass of a binder resin (b丨) as a binder resin, and 5.5 mass parts of East Asia Synthetic Co., Ltd. as a parent-linked agent Co., Ltd. made μ·402 (a mixture of dipentaerythritol hexaacrylate and dipentaerythritol pentaacrylate) and 2.4 篁 二 和 and CHMICAL Co., Ltd. mw_30 (with N, N, N, N ', N', N,, _ hexa(alkoxy fluorenyl) melamine as a main component, weight average degree of polymerization is 1.3), 2.2 parts by mass as a photopolymerization initiator, 2-benzyl-2-dimethyl Amino-l-(4-N-carbolinylphenyl)butane-indole-one (manufactured by CIBA SPECIALTY CHEMICALS, trade name IRGACURE 369), and propylene glycol monomethyl ether acetate as a solvent are mixed to prepare a solid component. A coloring composition (CR2) having a concentration of 20% by mass. The evaluation was carried out in the same manner as in Example 1 except that the coloring composition (CR2) was used instead of the coloring composition (CR1)a. The evaluation results are shown in Table-81 - 201214045. Example 3 12 5 parts by mass of the pigment dispersion liquid (α·1), 28.3 parts by mass of the dye solution C, and 1 6 _ 1 part by mass of the binder as the binder resin Resin (β 1 ), 5.5 parts by mass of a cross-linking agent, μ_4〇2 (a mixture of dipentaerythritol hexaacrylate and dipentaerythritol pentaacrylate) and 2.4 mass-injured m\V-30 (using N, N, N, N, N, N-hexa(oxyalkyl) melamine as a main component, weight average degree of polymerization of 1.3) as a photopolymerization 2 parts by mass of 2 -benzyl-2-dimethylamino-1-(4-indole- phenylphenyl)butane- ketone (manufactured by CIBA SPECIALTY CHEMICALS, trade name IRGACURE 369), and The propylene glycol monothiol group as a solvent was mixed with acetic acid to prepare a coloring composition (cr 3) having a solid content concentration of 20% by mass. Evaluation was carried out in the same manner as in Example 1 except that the coloring composition (CR3) was used instead of the coloring composition (CR1). The evaluation results are shown in Table 1 ° Comparative Example 1 18.1 parts by mass of the pigment dispersion liquid (A-丨), 45 parts by mass of the pigment dispersion liquid (A-2), and 6.1 parts by mass of the binder resin as the binder resin ( b 1) 5 parts by mass as a crosslinking agent Μ-402 and 2.4 parts by mass of MW-30 manufactured by Sanhe Chemical Co., Ltd., 2.2 parts by mass as a photopolymerization initiator 2- Benzyl-2-dimethylamino-1-(4-indole-phenyl-phenyl)butane-indole-one (manufactured by ciBA SPECIALTY CHEMICALS, trade name IRGaCURE 369), and propylene glycol monomethyl ether as a solvent The acetate was mixed to prepare a coloring composition (CR4) having a solid content concentration of 20% by mass. -82-201214045 Evaluation was carried out in the same manner as in Example 1 except that the coloring composition (CR4) was used instead of the coloring composition (CR1). The evaluation results are shown in Table 1 ° Comparative Example 2 8.1 ZiLi pigment dispersion (8_1), 24.2 parts by mass of dye solution as binder resin 16.1 parts by mass of binder resin (Β1), 5.5 as a parent agent Manufactured by Toago Seisakusho Co., Ltd. 4〇2 Quality 1 Injury 2 and mW-30 manufactured by CHEMICAL Co., Ltd., 22 parts by mass of 2-benzyl-2-dimethylamino-1 as a photopolymerization initiator 4_Temicinylphenyl)butan-1-one (manufactured by CIBA SPECIALTY CHEMICALS, trade name IRGACURE 369), and propylene glycol monomethyl ketone acetate as a solvent to prepare a solid content concentration of 2% by mass Coloring composition (CR5).

除了使用著色組成物(CR5)代替著色組成物(CR1)U 外’係與實施例1同樣地進行評價。將評價結果顯示在表 1 ° 實施例4 將12.3質量份顏料分散液(a-3)、31.3質量份染料溶 液E、作為黏合劑樹脂之丨6」質量份黏合劑樹脂(B丨)、作 為交聯劑之5.5質量份東亞合成股份有限公司製 M-402 及2.4質量份三和CHEMICAL股份有限公司製MW-30、作 為光聚合起始劑之2.2質量份2-苄基-2-二曱胺基- M4-N-味琳基苯基)丁烷-1_ 酮(CIBA SPECIALTY CHEMICALS 公司製、商品名IRGACURE369)、及作為溶劑之丙二醇 單曱基醚乙酸酯混合而調製固體成分濃度20質量%之著 色組成物(CR6)。 •83- 201214045 除了使用著色組成物(CR6)代替著色組成物(CR1)以 外,係與實施例1同樣地進行評價。但是此時,求取在色 度座標值y = 〇.590的色度座標值x、刺激值(Y)、膜厚度及 對比。將評價結果顯示在表i。 比較例3 將12.1質量份顏料分散液(A_3)、32 5質量份顏料分 散液(A-4)、作為黏合劑樹脂之16丨質量份黏合劑樹脂 (B1)、作為交聯劑之5 5質量份東亞合成股份有限公司製 M-402及2_4質量份三和CHEMICAL股份有限公司製 MW-30、作為光聚合起始劑之2 2質量份2_苄基_2_二曱胺 基-1-(4-Ν-味啉基苯基)丁烷-丨·酮(CIBA SPECIALTY CHEMICALS公司製、商品名IRGACURE369)、及作為溶 劑之丙二醇單曱基醚乙酸酯混合而調製固體成分濃度20 質量%之著色組成物。 除了使用著色組成物(CR7)代替著色組成物(CR6)以 外’係與實施例4同樣地進行評價。將評價結果顯示在表 1 ° 比較例4 將12.1質量份顏料分散液(A_3)、3〇 2質量份染料溶 液F、作為黏合劑樹脂之16.1質量份黏合劑樹脂(B1)、作 為父聯劑之5.5質量份東亞合成股份有限公司製m-402 及2.4質量份三和CHEMICAL股份有限公司製MW-30、作 為光聚合起始劑之2.2質量份2-苄基-2-二曱胺基-1-(4-Ν-咮琳基笨基)丁烷-丨-酮^比八SPECIALTY CHEMICALS 公司製、商品名IRGACURE369)、及作為溶劑之丙二醇 -84- 201214045 單甲基醚乙酸醋混合而調製固體成分濃度2〇質量%之著 色組成物(CR8)。 除了使用著色組成物(CR8)代替著色組成物(CR6)以 外’係與實施例4同樣地進行評價,將評價結果顯示在表 實施例5 將25.6質量份顏料分散液(A_5)、2 6質量份顏料分散 液(A-6)、2.2質量份染料溶液(3、作為黏合劑樹脂之16」 質直份黏合劑樹脂(B 1 )、作為交聯劑之5.5質量份東亞合 成股份有限公司製M-402、作為光聚合起始劑之2 2質量 份2-苄基-2-二曱胺基―丨气‘…味啉基苯基)丁烷卜酮 (CIBA SPECIALTY CHEMICALS 公司製、商品名 IRGACURE3 6 9)、作為氟系界面活性劑〇質 股份有限公司製刪AFACF_554及作為溶劑^己: 混合而調製固體成分濃度20質量%之著色組成物(cr9)。 除了使用著色組成物(CR9)代替著色組成物(CRi)以 外,係與實施例1同樣地進行評價。但是此時,求取在色 度座標值x = 0.655的色度座標值y、刺激值( 對比。將評價結果顯示在表1。 ' 又 實施例6 將23.6質量份顏料分散液(A_5)、2 〃二〇貝里份顏料分影 液(A-6)、3.2質量份染料溶液H、作為黏合劑樹脂之“ 質量份黏合劑樹脂(Β1)、作為交聯劑之55質量份東亞/ 成股份有限公司製Μ-402、作為光聚a鈕仏如 ° ^〜χκ 〇吳始劑之2 · 2質j 伤2 -节基_2 -二甲胺基_ι_(4_Ν味琳 体丞本基)丁烷-1-_ -85- 201214045 (CIBA SPECIALTY CHEMICALS 公司製、商品名The evaluation was carried out in the same manner as in Example 1 except that the coloring composition (CR5) was used instead of the coloring composition (CR1). The evaluation results are shown in Table 1 ° Example 4 12.3 parts by mass of the pigment dispersion liquid (a-3), 31.3 parts by mass of the dye solution E, and 6 parts by mass of the binder resin (B丨) as the binder resin. 5.5 parts by mass of a crosslinking agent M-402 manufactured by Toagosei Co., Ltd. and 2.4 parts by mass of MW-30 manufactured by Sanhe Chemical Co., Ltd., and 2.2 parts by mass of 2-benzyl-2-diindole as a photopolymerization initiator Amino-M4-N-tylinylphenyl)butane-1_one (manufactured by CIBA SPECIALTY CHEMICALS, trade name IRGACURE 369), and propylene glycol monodecyl ether acetate as a solvent are mixed to prepare a solid concentration of 20% by mass. % colored composition (CR6). • 83-201214045 Evaluation was carried out in the same manner as in Example 1 except that the coloring composition (CR6) was used instead of the coloring composition (CR1). However, at this time, the chromaticity coordinate value x, the stimulus value (Y), the film thickness, and the contrast at the chromaticity coordinate value y = 590.590 are obtained. The evaluation results are shown in Table i. Comparative Example 3 12.1 parts by mass of the pigment dispersion liquid (A_3), 32 parts by mass of the pigment dispersion liquid (A-4), 16 parts by mass of the binder resin (B1) as a binder resin, and 5 5 as a crosslinking agent. M-402 and 2_4 parts by mass of Sanwa Chemical Co., Ltd. MW-30, manufactured by Toagosei Co., Ltd., and 2 2 parts by mass of 2-benzyl-2-diguanidinyl-1 as photopolymerization initiator -(4-Ν-tyrosolinylphenyl)butane-anthracene ketone (manufactured by CIBA SPECIALTY CHEMICALS, trade name IRGACURE 369), and propylene glycol monodecyl ether acetate as a solvent to prepare a solid content concentration of 20 % of the color composition. Evaluation was carried out in the same manner as in Example 4 except that the coloring composition (CR7) was used instead of the coloring composition (CR6). The evaluation results are shown in Table 1 ° Comparative Example 4 12.1 parts by mass of the pigment dispersion liquid (A_3), 3 parts by mass of the dye solution F, 16.1 parts by mass of the binder resin (B1) as the binder resin, as the parent compounding agent 5.5 parts by mass of m-402 manufactured by Toagosei Co., Ltd. and 2.4 parts by mass of MW-30 manufactured by Sanhe Chemical Co., Ltd., and 2.2 parts by mass of 2-benzyl-2-diguanylamino group as a photopolymerization initiator 1-(4-Ν-咮琳基基基)butane-anthracene-ketone^ is prepared by mixing with eight SPECIALTY CHEMICALS company, trade name IRGACURE 369), and solvent propylene glycol-84-201214045 monomethyl ether acetate vinegar. A coloring composition (CR8) having a solid content concentration of 2% by mass. The evaluation was carried out in the same manner as in Example 4 except that the coloring composition (CR8) was used instead of the coloring composition (CR6), and the evaluation results were shown in Table Example 5. 25.6 parts by mass of the pigment dispersion liquid (A_5), 26 mass Part of the pigment dispersion (A-6), 2.2 parts by mass of the dye solution (3, 16 as a binder resin), a straight-line binder resin (B 1 ), 5.5 parts by mass as a crosslinking agent, manufactured by Toagosei Co., Ltd. M-402, 2 parts by mass as a photopolymerization initiator, 2-benzyl-2-diguanylamino-indole-...zurryloylphenyl)butanone (manufactured by CIBA SPECIALTY CHEMICALS, trade name) IRGACURE 3 6 9) A coloring composition (cr9) having a solid content concentration of 20% by mass was prepared by mixing AFACF_554 as a fluorine-based surfactant enamel company and as a solvent. Evaluation was carried out in the same manner as in Example 1 except that the coloring composition (CR9) was used instead of the coloring composition (CRi). However, at this time, the chromaticity coordinate value y and the stimulating value at the chromaticity coordinate value x = 0.655 were obtained (contrast. The evaluation results are shown in Table 1. ' Further Example 6 23.6 parts by mass of the pigment dispersion liquid (A_5), 2 〃 〇 〇 份 颜料 颜料 颜料 颜料 ( ( ( ( ( ( ( ( ( ( ( 3.2 3.2 3.2 3.2 颜料 颜料 颜料 颜料 颜料 颜料 颜料 颜料 颜料 颜料 颜料 颜料 颜料 颜料 颜料 颜料 颜料 颜料 颜料 颜料 颜料 颜料 颜料 颜料 颜料 颜料Co., Ltd. made Μ-402, as a light poly a button such as ° ^ ~ χ 〇 〇 始 始 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 Base) butane-1-1 -85- 201214045 (CIBA SPECIALTY CHEMICALS company, trade name

IRGACURE3 6 9)、作為氟系界面活性劑之〇 2質量份DIC 股份有限公司製MEGAFAC F-554及作為溶劑之環己_ 混合而調製固體成分濃度20質量%之著色扯成物(CR1〇) 除了使用著色組成物(CR10)代替著色組成物(CR9) 以外’係與實施例5同樣地進行評價。將評價結果顯示在 表1 〇 實施例7 將22.3質量份顏料分散液(A_5)、質量份顏料分散 液(A-6)、1.2質量份染料溶液〗、作為黏合劑樹脂之i6 i 質量份黏合劑樹脂(B 1 )、作為交聯劑之5 5質量份東亞合 成股份有限公司製M-402、作為光聚合起始劑之2·2質量 份2-苄基-2-二曱胺基咮啉基笨基)丁烷小酮 (CIBA SPECIALTY CHEMICALS 公司製、商品名IRGACURE3 6 9), as a fluorine-based surfactant, 2 parts by mass of MEGAFAC F-554 manufactured by DIC Co., Ltd., and a mixture of solvents as a solvent to prepare a colored component (CR1〇) having a solid concentration of 20% by mass. The evaluation was carried out in the same manner as in Example 5 except that the coloring composition (CR10) was used instead of the coloring composition (CR9). The evaluation results are shown in Table 1. Example 7 22.3 parts by mass of the pigment dispersion liquid (A_5), the mass parts of the pigment dispersion liquid (A-6), 1.2 parts by mass of the dye solution, and the i6 i mass parts as the binder resin were bonded. Resin (B 1 ), 5 parts by mass as a crosslinking agent, M-402, manufactured by Toagosei Co., Ltd., and 2·2 parts by mass as a photopolymerization initiator, 2-benzyl-2-diguanamine hydrazine啉 笨 笨) Butane ketone (trade name, CIBA SPECIALTY CHEMICALS)

IRGACURE369)、作為氟系界面活性劑之〇 2質量份dic 股份有限公司製MEGAFAC F_554及作為溶劑之環己嗣 混合而調製固體成分濃度2〇質量%之著色組成物(cri D 除了使用著&amp;組成物(CR11)代替著色组成物(cr9) 以外’係與實施例5同樣地進行評價。將評價結果顯示在 表1 0 實施例8 叶刀散液(A·5) 2.6質量份顏料分散 液(A-6)、1.3質量份染料溶液 仪J忭馬黏合劑樹脂之1 6 · 1 201214045 質量份黏合劑樹脂(Bl)、作為交聯劑之5.5質量份東亞合 成股份有限公司製M-402、作為光聚合起始二之\ 2質^ 份2-苄基-2-二甲胺基-1-(4_N_咪啉基笨基)丁烷小酮 (CIBA SPECIALTY CHEMICALS 公司製、商品名 0.2質量份DIC 溶劑之環己酮 組成物(CR12) IRGACURE3 69)、作為氟系界面活性劑之 股份有限公司製MEGAFAC F-554及作為 混合而調製固體成分濃度20質量%之著色 除了使用著色組成物(CR12)代替著色組成物(CR9) 以外,係與實施例5同樣地進行評價。將評價結果顯示在 表1。 實施例9 將22.6質量份顏料分散液(A_5)、5 6質量份顏料分散 液(A-6)、3.2質量份染料溶液尺、作為黏合劑樹脂之ι6」 質量份黏合劑樹脂(B1)、作為交聯劑之5 5質量份東亞合 成股份有限公司製M_4〇2、作為光聚合起始劑之2 2質量 份2-节基-2-二甲胺基·W4_N_味啉基笨基)丁烷_1酮 (CIBA SPECIALTY CHEMICALS 公司製、商品名 IRGACURE3 6 9)、作為氟系界面活性劑之〇·2質量份dIC 股份有限公司製MEGAFAC ?_554及作為溶劑之環己嗣 混合而調製固體成分濃度2〇質量%之著色組成物(cri3) 〇 除了使用著色組成物(CR13)代替著色組成物(cr9) 以外,係與實施例5同樣地進行評價。將評價結果顯示在 表1。 -87- 201214045 實施例1 ο 將24.2質量份顏料分散液(Α_5)、4 6質量份顏料分散 液(Α-6)、2_2貝里伤染料溶液L、作為黏合劑樹脂之丨6」 質量份黏合劑樹脂(B1)、作為交聯劑之5乃質量份東亞合 成股份有限公司製M-402、作為光聚合起始劑2 2質量 份2-…-二甲胺基邻_N_…笨基= (CIBA SPECIALTY CHEMICALS 公司製、商品名 IRGACURE3 6 9)、作為氟系界面活性劑之〇 2質量份DIC 股份有限公司製MEGAFAC F-554及作為溶劑之環己酮 混合而調製固體成分濃度2〇質量%之著色組成物(CRl4) 〇 除了使用著色組成物(CR14)代替著色組成物(CR9) 以外,係與貫施例5同樣地進行評價。將評價結果顯示在 表1。 比較例5 將22.1質量份顏料分散液(A_5)、4」質量份顏料分散 液(A_6)、作為黏合劑樹脂之1 6.1質量份黏合劑樹脂(B 1) 、作為交聯劑之5.5質量份東亞合成股份有限公司製 M_402及2.4質量份三和CHEMICAL股份有限公司製 MW-30作為光聚合起始劑之2 2質量份2•苄基_2二曱胺 基-1·(4_Ν味琳基笨基)丁烷-1-酮(CIBA SPECIALTY CHEMICALS公司製、商品名IRGACURE369)、作為氟系 界面活性劑之0.2質量份DIC股份有限公司製MEGAFAC F-554及作為溶劑之丙二醇單甲基醚乙酸酯混合而調製 固體成分濃度2〇質量%之著色組成物(CR15)。 -88- 201214045 除了使用著色組成物(CRl 5)代替著色組成物(CR9) 以外,係與實施例5同樣地進行評價。將評價結果顯示在 表1 〇 比較例6 將24.1質量份顏料分散液、4·6質量份顏料分散 液(Α-6)、2.2質量份染料溶液μ、作為黏合劑樹脂之丨6」 質量份黏合劑樹脂(B1)、作為交聯劑之5.5質量份東亞合 成股份有限公司製M-402及2.4質量份三和CHEMICAL 股份有限公司製MW-30、作為光聚合起始劑之2.2質量份 2-苄基-2-二甲胺基-1·(4·Ν-味琳基笨基)丁烧-丨_酮(CIBA SPECIALTY CHEMICALS公司製、商品名 IRgaCURE369) 、作為敗系界面活性劑之0.2質量份DIC股份有限公司製 MEGAFAC F-554及作為溶劑之環己酮混合而調製固體 成分濃度20質量%之著色組成物(CR丨6)。 除了使用著色組成物(CR16)代替著色組成物(CR9) 以外’係與實施例5同樣地進行評價。將評價結果顯示在 表1。 -89- 201214045 [表l] 著色組成物 著色剤 X y Y 膜厚度 (μηι) 對比 實施例1 CR1 B15:6/化合物A 0.140 0.080 9.55 2.0 14800 實施例2 CR2 B 15:6/化合物B 0.140 0.080 9.38 2.0 15200 實施例3 CR3 B15:6/化合物C 0.140 0.080 9.47 2.0 14400 實施例4 CR6 G58/化合物E 0.300 0.590 63.2 2.0 13500 實施例5 CR9 R254/R177 /化合物G 0.655 0.327 20.2 2.2 9800 實施例6 CR10 R254/R177 /化合物Η 0.655 0.327 19.9 2.2 9500 實施例7 CR11 R254/R177 /化合物I 0.655 0.327 20.0 2.2 9300 實施例8 CR12 R254/R177 /化合物J 0.655 0.327 20.1 2.2 9500 實施例9 CR13 R254/R177 /化合物Κ 0.655 0.327 19.8 2.2 9600 實施例10 CR14 R254/R177 /化合物L 0.655 0.327 19.9 2.2 9400 比較例1 CR4 B15:6/V-23 0.140 0.080 8.34 2.1 8900 比較例2 CR5 Β15:6/ΒΒ-7 褪色且成為淡焦茶色的硬化膜 比較例3 CR7 G58/Y150 0.300 0.590 61.2 2.1 13000 比較例4 CR8 G58/BY-21 褪色且成為淡焦茶色的硬化膜 比較例5 CR15 R254/R177 0.655 0.327 19.2 2.2 9300 比較例6 CR16 R254/R177 /BR1 0.655 0.327 15.2 2.2 9200 在表1,各自的意思如以下,所謂「B15 : 6」係C.I. 顏料藍15 : 6,所謂「G58」係C.I.顏料綠58,所謂「V-23 」係C.I.顏料紫23,所謂「BB-7」係C.I.鹼性藍7,所謂 「Y150」係C.I·顏料黃150,所謂「BY-21」係C.I.驗性黃 21,所謂「R254」係C.I.顏料紅254,所謂「R177」係C.I. 顏料紅177,所謂「BR1」係C.I.鹼性紅1。 【圖式簡單說明】 無。 【主要元件符號說明】 無0 -90-IRGACURE 369), as a fluorine-based surfactant, 2 parts by mass of MEGAFAC F_554, manufactured by dic Co., Ltd., and cyclohexane as a solvent, to prepare a color composition having a solid concentration of 2% by mass (cri: in addition to the use of &amp; The composition (CR11) was evaluated in the same manner as in Example 5 except for the coloring composition (cr9). The evaluation results are shown in Table 10. Example 8 Leaf knife powder (A·5) 2.6 parts by mass of pigment dispersion (A-6), 1.3 parts by mass of dye solution meter J 忭 horse binder resin 1 6 · 1 201214045 parts by mass of binder resin (Bl), as a crosslinking agent 5.5 parts by mass of East Asia Synthetic Co., Ltd. M-402 2-benzyl-2-dimethylamino-1-(4_N_imilinyl)-butane-butanone (manufactured by CIBA SPECIALTY CHEMICALS, trade name 0.2) The cyclohexanone composition (CR12) of the DIC solvent (CR12) IRGACURE3 69), the MEGAFAC F-554 manufactured by Co., Ltd. as a fluorine-based surfactant, and the coloring of the solid component concentration of 20% by mass as a mixture, in addition to the coloring composition (CR12) instead of coloring composition (CR9 The evaluation was carried out in the same manner as in Example 5. The evaluation results are shown in Table 1. Example 9 22.6 parts by mass of the pigment dispersion liquid (A_5), 56 parts by mass of the pigment dispersion liquid (A-6), 3.2 mass a dye solution ruler, a binder resin (B1) as a binder resin, a binder resin (B1) as a binder, 55 mass parts of M_4〇2 as a crosslinking agent, and a mass of 2 2 as a photopolymerization initiator 2-mercapto-2-dimethylamino group W4_N_morpholinyl phenyl)butane ketone (manufactured by CIBA SPECIALTY CHEMICALS, trade name IRGACURE 3 6 9), as a fluorine-based surfactant 〇·2 MEGAFAC ?_554 manufactured by DIC Co., Ltd. and a cyclohexane as a solvent to prepare a colored composition (cri3) having a solid concentration of 2% by mass. In addition to using a coloring composition (CR13) instead of a coloring composition (cr9) Evaluation was carried out in the same manner as in Example 5 except for the above. The evaluation results are shown in Table 1. -87- 201214045 Example 1 ο 24.2 parts by mass of pigment dispersion liquid (Α_5), 46 parts by mass of pigment dispersion liquid (Α-6), 2_2 Beiley dye solution L, and 丨6" parts by mass of binder resin Binder resin (B1), 5 parts by mass as a crosslinking agent, M-402, manufactured by Toagosei Co., Ltd., as a photopolymerization initiator, 2 parts by mass of 2-...-dimethylamino-[N-... = (manufactured by CIBA SPECIALTY CHEMICALS, trade name: IRGACURE3 6 9), as a fluorine-based surfactant, 2 parts by mass of MEGAFAC F-554 manufactured by DIC Co., Ltd., and cyclohexanone as a solvent to prepare a solid content concentration of 2〇 The color % composition (CR14) was evaluated in the same manner as in Example 5 except that the coloring composition (CR14) was used instead of the coloring composition (CR9). The evaluation results are shown in Table 1. Comparative Example 5 22.1 parts by mass of the pigment dispersion liquid (A_5), 4 parts by mass of the pigment dispersion liquid (A_6), and 6.1 parts by mass of the binder resin (B 1) as the binder resin, and 5.5 parts by mass as the crosslinking agent. M_402 manufactured by Toagosei Co., Ltd. and 2.4 parts by mass of MW-30 manufactured by Sanhe Chemical Co., Ltd. as a photopolymerization initiator 2 2 parts by mass of 2·benzyl 2 dioxin-l-(4_Ν味琳基Butyl-based butane-1-one (manufactured by CIBA SPECIALTY CHEMICALS, trade name IRGACURE 369), 0.2 parts by mass of fluorochemical surfactant MEGAFAC F-554, and propylene glycol monomethyl ether B as solvent The acid ester was mixed to prepare a colored composition (CR15) having a solid concentration of 2% by mass. -88-201214045 Evaluation was carried out in the same manner as in Example 5 except that the coloring composition (CR15) was used instead of the coloring composition (CR9). The evaluation results are shown in Table 1. 〇Comparative Example 6 24.1 parts by mass of the pigment dispersion liquid, 4.6 parts by mass of the pigment dispersion liquid (Α-6), 2.2 parts by mass of the dye solution μ, and 6 parts by mass of the binder resin The binder resin (B1), 5.5 parts by mass of M-402 as a crosslinking agent, and 2.4 parts by mass of MW-30 manufactured by Sanhe Chemical Co., Ltd., and 2.2 parts by mass as a photopolymerization initiator 2 -Benzyl-2-dimethylamino-1.(4·Ν-味琳基基基)丁丁-丨-ketone (manufactured by CIBA SPECIALTY CHEMICALS, trade name IRgaCURE369), as a surfactant of 0.2 A mass composition (CR丨6) having a solid content concentration of 20% by mass was prepared by mixing MEGAFAC F-554 manufactured by DIC Co., Ltd. and cyclohexanone as a solvent. The evaluation was carried out in the same manner as in Example 5 except that the coloring composition (CR16) was used instead of the coloring composition (CR9). The evaluation results are shown in Table 1. -89-201214045 [Table 1] Coloring composition coloring 剤X y Y Film thickness (μηι) Comparative Example 1 CR1 B15:6/Compound A 0.140 0.080 9.55 2.0 14800 Example 2 CR2 B 15:6/Compound B 0.140 0.080 9.38 2.0 15200 Example 3 CR3 B15:6/Compound C 0.140 0.080 9.47 2.0 14400 Example 4 CR6 G58/Compound E 0.300 0.590 63.2 2.0 13500 Example 5 CR9 R254/R177/Compound G 0.655 0.327 20.2 2.2 9800 Example 6 CR10 R254/R177/Compound Η 0.655 0.327 19.9 2.2 9500 Example 7 CR11 R254/R177/Compound I 0.655 0.327 20.0 2.2 9300 Example 8 CR12 R254/R177/Compound J 0.655 0.327 20.1 2.2 9500 Example 9 CR13 R254/R177/Compound Κ 0.655 0.327 19.8 2.2 9600 Example 10 CR14 R254/R177 / Compound L 0.655 0.327 19.9 2.2 9400 Comparative Example 1 CR4 B15: 6/V-23 0.140 0.080 8.34 2.1 8900 Comparative Example 2 CR5 Β15:6/ΒΒ-7 Faded and Comparative Example 3 as a light-colored brown color Comparative Example 3 CR7 G58/Y150 0.300 0.590 61.2 2.1 13000 Comparative Example 4 CR8 G58/BY-21 Cured film which faded and became pale coke brown Comparative Example 5 CR15 R254/R177 0.655 0.327 19.2 2.2 9300 Comparative Example 6 CR16 R254/R177 /BR1 0.655 0.327 15.2 2.2 9200 In Table 1, the meanings are as follows. "B15: 6" is CI Pigment Blue 15: 6, "G58" is CI Pigment Green 58. "V-23" is CI Pigment Violet 23, "BB-7" is CI Basic Blue 7, and "Y150" is CI·Pigment Yellow 150. The so-called "BY-21" is a CI-acceptable yellow 21, so-called " R254" is CI Pigment Red 254, "R177" is CI Pigment Red 177, and "BR1" is CI Basic Red 1. [Simple description of the diagram] None. [Main component symbol description] No 0 -90-

Claims (2)

201214045 七、申請專利範圍: 1 · 一種著色組成物,其係含有(A)著色劑、(B)黏合劑樹脂 及(C)交聯劑之著色組成物,其中係含有下述式(1 )所表 示之著色劑作為(A)著色劑, X+Z- (1) [在式(1),X +係表示陽離子性發色團,z-係表示具有鹵 化烴基之有機酸的共軛鹼]。 2.如申請專利範圍第1項之著色組成物,其中前述z係下 述式(la)所表示之陰離子或下述式(lb)所表示之陰離 [在式(la),Ri係表示亦可具有含有碳原子、氫原子及 鹵素,子以外的原子的連結基之鹵化烴基 R —S〇2—Nws〇2—r2 ⑽ [在式(lb),R2係互相獨立地表示亦可具有 、氫原子及齒辛©不、 有反原子 久図素原子Μ外的原子的連結基之 ,R2之間係亦可互相# ^ _化烴基201214045 VII. Patent application scope: 1 · A coloring composition comprising a coloring composition of (A) a coloring agent, (B) a binder resin, and (C) a crosslinking agent, wherein the coloring composition contains the following formula (1) The coloring agent represented is (A) a coloring agent, X+Z-(1) [In the formula (1), X + represents a cationic chromophore, and z- represents a conjugated base of an organic acid having a halogenated hydrocarbon group. ]. 2. The coloring composition according to claim 1, wherein the z is an anion represented by the following formula (la) or an anion represented by the following formula (lb) [in the formula (la), Ri represents The halogenated hydrocarbon group R—S〇2—Nws〇2—r2 (10) having a linking group of a carbon atom, a hydrogen atom, a halogen atom, and a halogen atom may also have an independent representation of each other in the formula (lb). , hydrogen atom and tooth xin © do not, there are anti-atomic long-term atomic ruthenium atomic linker, R2 can also be mutually # ^ _ hydrocarbyl 3 , J J互相鍵結而形成環]。 申π專利範圍第!或2項之著色組成物,义 化烴基係氟化烴基。 /、中則述画 4‘如申請專利範圍第 ,係下述式之著色組成物’其中前述心 之基 “之基、或是下述式(Μ所表示3, J J is bonded to each other to form a ring]. Shen π patent range! Or a coloring composition of two, a hydrocarbon group based on a fluorinated hydrocarbon group. /, 中中画画 4' If the patent application scope is the coloring composition of the following formula, the basis of the above-mentioned heart, or the following formula (Μ (1'1) -91- 201214045 [在式R19係表示fj 乳原子、氟原子、烷基、氟化 烧基、脂環式烴基、燒氣徒 乳基、氟化烷氧基、r2Qc〇or21- 或 r20coor21cfh-(r20俜泸甘 ^ 你坑基、脂環式烴基、雜芳基或 經取代或未經取代的芳其 ^ ^ 万暴,R21係表示亞曱基或伸烷基 )’ η係表示1以上的整數, 总车-辟杜k Μ Ί *」係表不懸掛鍵],(1'1) -91- 201214045 [In the formula R19, it represents fj milk atom, fluorine atom, alkyl group, fluorinated alkyl group, alicyclic hydrocarbon group, gas-burning alkoxy group, fluorinated alkoxy group, r2Qc〇or21 - or r20coor21cfh-(r20俜泸甘^ Your pit base, alicyclic hydrocarbon group, heteroaryl group or substituted or unsubstituted aryl group, R21 system represents anthracene or alkylene group) η It means an integer of 1 or more, and the total car-Pudu k Μ Ί *" is not a dangling key], (J-2) [在式(1-2) ’R丨4-R丨8係互相獨立地表示氫原子、氟原子 、羥基、烷基、氟化烷基' 烷氧基或烷磺醯基,「*」 係表示懸掛鍵,但是RU〜R〗8之中至少i個係氟原子或氟 化烷基]。 5·如申請專利範圍第1或2項之著色組成物,其中前述χ + 係二芳基曱烧系發色團、次甲基(methine)系發色團、 偶氣系發色團、二芳基曱烷系發色團、醌亞胺系發色 團蒽S昆發色團或一笨并u底喃(xanthene)系發色團。 6.如申請專利範圍第1或2項之著色組成物,其進一步含 有(D)光聚合起始劑。 7 · —種彩色濾光片,其係具備使用如申請專利範圍第1至 6項中任一項之著色組成物形成之著色劑而成。 8. —種顯示元件’其係具備如申請專利範圍第7項之彩色 遽光片。 -92- 201214045 四、指定代表圖: (一) 本案指定代表圖為:無。 (二) 本代表圖之元件符號簡單說明: 無0 五、本案若有化學式時,請揭示最能顯示發明特徵的化學式:(J-2) [In the formula (1-2) 'R丨4-R丨8 each independently represents a hydrogen atom, a fluorine atom, a hydroxyl group, an alkyl group, a fluorinated alkyl 'alkoxy group or an alkanesulfonyl group "*" indicates a dangling bond, but at least i of the RU to R 8 is a fluorine atom or a fluorinated alkyl group]. 5. The coloring composition of claim 1 or 2, wherein the bismuth + diaryl arsenic chromophore, methine chromophore, azo chromophore, An aryl decane chromophore, a quinone imine chromophore 蒽S Kun chromophore or a stupid and xanthene chromophore. 6. The colored composition of claim 1 or 2, which further comprises (D) a photopolymerization initiator. A color filter comprising a color former formed using the colored composition according to any one of claims 1 to 6. 8. A display element' having a color calender as in claim 7 of the patent application. -92- 201214045 IV. Designated representative map: (1) The representative representative of the case is: None. (2) A brief description of the symbol of the representative figure: None 0. If there is a chemical formula in this case, please disclose the chemical formula that best shows the characteristics of the invention:
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