JPH11349843A - Highly light resistant dye composition and dyeing using the same - Google Patents
Highly light resistant dye composition and dyeing using the sameInfo
- Publication number
- JPH11349843A JPH11349843A JP10161935A JP16193598A JPH11349843A JP H11349843 A JPH11349843 A JP H11349843A JP 10161935 A JP10161935 A JP 10161935A JP 16193598 A JP16193598 A JP 16193598A JP H11349843 A JPH11349843 A JP H11349843A
- Authority
- JP
- Japan
- Prior art keywords
- dye
- dyeing
- formula
- disperse dye
- dye composition
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Abandoned
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 33
- 238000004043 dyeing Methods 0.000 title claims abstract description 18
- 239000000835 fiber Substances 0.000 claims abstract description 8
- 229920000728 polyester Polymers 0.000 claims abstract description 7
- 238000002156 mixing Methods 0.000 claims abstract description 4
- 239000006097 ultraviolet radiation absorber Substances 0.000 claims abstract description 4
- 239000003002 pH adjusting agent Substances 0.000 claims abstract 2
- 239000000986 disperse dye Substances 0.000 claims description 22
- 238000000034 method Methods 0.000 claims description 9
- 239000003795 chemical substances by application Substances 0.000 claims description 2
- 239000012752 auxiliary agent Substances 0.000 claims 1
- 238000013329 compounding Methods 0.000 claims 1
- 239000006185 dispersion Substances 0.000 claims 1
- 239000000975 dye Substances 0.000 abstract description 34
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 abstract description 8
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract description 6
- 239000002270 dispersing agent Substances 0.000 abstract description 5
- 239000004576 sand Substances 0.000 abstract description 4
- IZMJMCDDWKSTTK-UHFFFAOYSA-N quinoline yellow Chemical compound C1=CC=CC2=NC(C3C(C4=CC=CC=C4C3=O)=O)=CC=C21 IZMJMCDDWKSTTK-UHFFFAOYSA-N 0.000 abstract description 3
- 239000010419 fine particle Substances 0.000 abstract description 2
- 239000000843 powder Substances 0.000 abstract description 2
- 229920001732 Lignosulfonate Polymers 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 239000007788 liquid Substances 0.000 abstract 1
- PSZYNBSKGUBXEH-UHFFFAOYSA-M naphthalene-1-sulfonate Chemical compound C1=CC=C2C(S(=O)(=O)[O-])=CC=CC2=C1 PSZYNBSKGUBXEH-UHFFFAOYSA-M 0.000 abstract 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 abstract 1
- 239000000047 product Substances 0.000 description 6
- 230000000052 comparative effect Effects 0.000 description 5
- 238000002360 preparation method Methods 0.000 description 5
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- 125000000129 anionic group Chemical group 0.000 description 3
- 238000002845 discoloration Methods 0.000 description 3
- 239000004744 fabric Substances 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- PSZYNBSKGUBXEH-UHFFFAOYSA-N naphthalene-1-sulfonic acid Chemical compound C1=CC=C2C(S(=O)(=O)O)=CC=CC2=C1 PSZYNBSKGUBXEH-UHFFFAOYSA-N 0.000 description 3
- 229910052724 xenon Inorganic materials 0.000 description 3
- FHNFHKCVQCLJFQ-UHFFFAOYSA-N xenon atom Chemical compound [Xe] FHNFHKCVQCLJFQ-UHFFFAOYSA-N 0.000 description 3
- 239000002253 acid Substances 0.000 description 2
- 238000007796 conventional method Methods 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- 238000009472 formulation Methods 0.000 description 2
- MFYSUUPKMDJYPF-UHFFFAOYSA-N 2-[(4-methyl-2-nitrophenyl)diazenyl]-3-oxo-n-phenylbutanamide Chemical compound C=1C=CC=CC=1NC(=O)C(C(=O)C)N=NC1=CC=C(C)C=C1[N+]([O-])=O MFYSUUPKMDJYPF-UHFFFAOYSA-N 0.000 description 1
- CZNYJWQJSGRKRA-UHFFFAOYSA-N 2-[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]aniline Chemical compound NC1=CC=CC=C1C1=NN=C(C=2C=CC(Cl)=CC=2)O1 CZNYJWQJSGRKRA-UHFFFAOYSA-N 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 1
- JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 description 1
- 239000012736 aqueous medium Substances 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 239000006260 foam Substances 0.000 description 1
- 230000001678 irradiating effect Effects 0.000 description 1
- 229920005610 lignin Polymers 0.000 description 1
- 239000012263 liquid product Substances 0.000 description 1
- AJDUTMFFZHIJEM-UHFFFAOYSA-N n-(9,10-dioxoanthracen-1-yl)-4-[4-[[4-[4-[(9,10-dioxoanthracen-1-yl)carbamoyl]phenyl]phenyl]diazenyl]phenyl]benzamide Chemical compound O=C1C2=CC=CC=C2C(=O)C2=C1C=CC=C2NC(=O)C(C=C1)=CC=C1C(C=C1)=CC=C1N=NC(C=C1)=CC=C1C(C=C1)=CC=C1C(=O)NC1=CC=CC2=C1C(=O)C1=CC=CC=C1C2=O AJDUTMFFZHIJEM-UHFFFAOYSA-N 0.000 description 1
- 238000010979 pH adjustment Methods 0.000 description 1
- 238000001694 spray drying Methods 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
- 239000001043 yellow dye Substances 0.000 description 1
Landscapes
- Coloring (AREA)
Abstract
Description
【0001】[0001]
【発明の属する技術分野】本願発明は、経済的で、ポリ
エステル系繊維の染色において良好なビルドアップ性、
均染性、再現性を有すると共に、特に高耐光堅牢度に優
れた黄色着色物が得られる分散染料組成物に関する。The present invention is economical and has good build-up properties in dyeing polyester fibers.
The present invention relates to a disperse dye composition having a level dyeing property and reproducibility and capable of obtaining a yellow colored material having particularly high light fastness.
【0002】[0002]
【従来の技術】近年、自動車内装用、特に座席シートの
材質としてポリエステル系繊維が多く使用されてきてい
る。しかし自動車シートの場合高温長時間の露光によっ
て、黄色が変褪色を起こし、赤色、青色との混合染色物
の変色の原因にもなっている。この対策として、高耐光
黄色分散染料が特開平6−345989、同平6−16
6828号公報などに提案されている。2. Description of the Related Art In recent years, polyester fibers have been widely used as materials for automobile interiors, especially for seats. However, in the case of an automobile sheet, the yellow color changes and discolors due to exposure to high temperature for a long time, which also causes discoloration of a mixed dyed product of red and blue. As a countermeasure against this, a high light-fast yellow disperse dye is disclosed in JP-A-6-345989 and JP-A-6-16 / 16.
No. 6828, for example.
【0003】[0003]
【発明が解決しようとする課題】しかしながら、これら
の染料は、ビルドアップ性が悪いという欠点を有してお
り、非経済的であり、経済的でビルドアップ性に優れ高
耐光堅牢度を有する分散染料が望まれている。However, these dyes have the drawback of poor build-up properties, are uneconomical, are economical, have excellent build-up properties, and have high light-fastness. Dyes are desired.
【0004】[0004]
【課題を解決するための手段】本願発明者等は、これら
の問題を解決するため鋭意検討した結果、高耐光堅牢度
を有しビルドアップ性に優れ、経済的な黄色分散染料組
成物を見い出した。すなわち本願発明は、下記式(I)
で示されるニトロ系染料と下記式(II)で示されるキノ
フタロン系染料とを配合してなる分散染料組成物を提供
する。Means for Solving the Problems As a result of intensive studies to solve these problems, the present inventors have found an economical yellow disperse dye composition having high light fastness, excellent build-up properties, and economical properties. Was. That is, the present invention relates to the following formula (I)
And a quinophthalone-based dye represented by the following formula (II):
【0005】[0005]
【化3】 Embedded image
【0006】[0006]
【化4】 Embedded image
【0007】本願発明において前記式(I)と前記式
(II)との配合割合は、95〜40重量%:5〜60重
量%が適当であり、より好ましくは、85〜50重量
%:15〜50重量%である。In the present invention, the mixing ratio of the above formulas (I) and (II) is suitably from 95 to 40% by weight: 5 to 60% by weight, more preferably from 85 to 50% by weight: 15%. 5050% by weight.
【0008】本願発明では、黄色系成分として前記式
(I)及び(II)の組成物であるが、茶色、グレー色な
どの色調を要求される場合には、高耐光性の赤色成分及
び青色成分と配合して使用する事により高耐光堅牢度を
有する染色物が得られる。In the present invention, the compositions of the formulas (I) and (II) are used as yellowish components. However, when a color tone such as brown or gray is required, a high lightfast red component and blue component are used. When used in combination with the components, a dyed product having high light fastness can be obtained.
【0009】前記式(I)はC.I Disperse
Yellow 42として、前記式(II)は、C.I
Disperse Yellow 64として公知の
染料であり、公知の方法により合成される。The above formula (I) is described in C.I. I Disperse
As Yellow 42, the formula (II) is represented by C.I. I
This is a dye known as Disperse Yellow 64, and is synthesized by a known method.
【0010】前記式(I)及び前記式(II)の染料は、
単独でもビルドアップ性に優れ、比較的耐光堅牢度に強
い染料であるが、耐光性の評価方法としてキセノンアー
ク灯を用いる加速試験法(トヨタ法)では前記式(I)
は赤味に変色し、式(II)は、褪色する傾向がある。
又、カラーバリューの点からいえば、前記式(I)の染
料はカラーバリューが低く式(II)の1/5程度であ
り、経済的には不利な染料である。そこで式(I)、式
(II)の染料を混合使用する事により、両者の欠点が補
完されることは勿論、キセノンアーク灯照射後の変色が
ほとんど無く優れた耐光堅牢度を持ち、ビルドアップ性
の良い経済的な染料組成物が得られることを見出し、本
願発明を完成させた。The dyes of the formulas (I) and (II) are
The dye alone is excellent in build-up property and relatively strong in light fastness. However, in the accelerated test method using a xenon arc lamp (Toyota method) as an evaluation method of light fastness, the above formula (I) is used.
Changes to reddish, and the formula (II) tends to fade.
In terms of color value, the dye of the formula (I) has a low color value and is about 1/5 of the formula (II), and is economically disadvantageous. Therefore, by mixing and using the dyes of the formulas (I) and (II), not only the disadvantages of both are complemented, but also there is almost no discoloration after irradiation with a xenon arc lamp, and it has excellent light fastness and build-up. It has been found that a good and economical dye composition can be obtained, and the present invention has been completed.
【0011】本願発明の組成物を分散染料として用いる
場合前記式(I)、前記式(II)の染料は常法により、
ウェットケーキにナフタレンスルホン酸のホルマリン縮
合物やリグニンスルホン酸系などの分散剤を加え、サン
ドミル等で微粒子化して得られたリキッド品あるいは、
それを乾燥して得られるパウダー品の状態で配合され
る。When the composition of the present invention is used as a disperse dye, the dyes of the formulas (I) and (II) can be prepared by a conventional method.
A liquid product obtained by adding a dispersing agent such as a formalin condensate of naphthalene sulfonic acid or lignin sulfonic acid to a wet cake, and granulating with a sand mill or the like,
It is blended in the form of a powder product obtained by drying it.
【0012】ポリエステル系繊維を染色するには、本願
発明の組成物を水性媒体中に分散させた染浴中に、必要
に応じてPH調整、分散均染剤などを加えた後、高温染
色法キャリアー染色法、サーモゾル染色法などの染色法
によりポリエステル繊維ないしはその混紡品に染色でき
る。又、紫外線吸収剤を使用してさらに耐光性の優れた
染色物を得ることができる。このような紫外線吸収剤の
使用量は特に制限されないが、好ましくは被染物の重量
に対し、0.5〜5%が好ましい。In order to dye polyester fibers, the pH of the composition of the present invention is dispersed in an aqueous medium, and if necessary, pH adjustment and a leveling agent are added thereto. Polyester fibers or their blends can be dyed by a dyeing method such as a carrier dyeing method or a thermosol dyeing method. Further, a dyed article having more excellent light resistance can be obtained by using an ultraviolet absorber. The use amount of such an ultraviolet absorber is not particularly limited, but is preferably 0.5 to 5% based on the weight of the material to be dyed.
【0013】[0013]
【実施例】次に本願発明を実施例によってより詳細に説
明するが本願発明は実施例に何等限定されるものでな
い。Next, the present invention will be described in more detail with reference to examples, but the present invention is not limited to the examples.
【0014】〔染料調合物(I)〕下記式(I)の染料
50gナフタレンスホン酸のホルマリン縮合物25g及
びリグニンスルホン酸20gと共に100gの水中でサ
ンドミルにて微粒子化後、噴務乾燥した。式(I)の染
料50%、アニオン系分散剤45%、水分5%からなる
分散染料組成物を得た。[Dye Formulation (I)] 50 g of a dye represented by the following formula (I), 25 g of a formalin condensate of naphthalene sulfonic acid and 20 g of ligninsulfonic acid were pulverized in a sand mill in 100 g of water, followed by jet drying. A disperse dye composition comprising 50% of the dye of the formula (I), 45% of an anionic dispersant and 5% of water was obtained.
【0015】[0015]
【化5】 〔染料調合物(II)〕下記式(II)の染料30gをナフ
タレンスルホン酸のホルマリン縮合物35gと共に水8
5g中でサンドミルにて微粒子化し、次いでリグニンス
ルホン酸30gを加えた後、噴務乾燥した。式(II)の
染料30%、アニオン分散剤65%、水分5%から成る
分散染料調合物を得た。Embedded image [Dye preparation (II)] 30 g of a dye represented by the following formula (II) was added to water 8 together with 35 g of a formalin condensate of naphthalenesulfonic acid.
Fine particles were formed in 5 g by a sand mill, and then 30 g of ligninsulfonic acid was added, followed by spray drying. A disperse dye formulation comprising 30% of the dye of the formula (II), 65% of an anionic dispersant and 5% of water is obtained.
【化6】 Embedded image
【0016】〔実施例1〕上記の染料調合物(I)42
g、上記の染料調合物(II)33gに、アニオン分散剤
25gを加え全量100gとし黄色染料組成物とする。
この組成物中には上記式(I)の染料が21%、上記式
(II)の染料が9.9%含まれる。この組成物0.10
gを水300ccと共に染色用ポットに入れ酢酸を用い
てPH5に調整する。次いでポリエステル起毛織物20
gを投入し、130°Cで40分間染色した後、通常の
方法で還元洗浄後乾燥し黄色の染色物を得た。Example 1 The above dye preparation (I) 42
g, 33 g of the above-mentioned dye preparation (II), 25 g of an anionic dispersant is added to make a total amount of 100 g to obtain a yellow dye composition.
This composition contains 21% of the dye of the formula (I) and 9.9% of the dye of the formula (II). This composition 0.10
g is put into a dyeing pot together with 300 cc of water, and adjusted to PH5 with acetic acid. Next, the polyester brushed fabric 20
g, and the mixture was dyed at 130 ° C. for 40 minutes, reduced and washed by a conventional method, and dried to obtain a yellow dyed product.
【0017】〔比較例1〕上記の染料調合物(I)0.
13gを用いて実施例1と同様に染色し、実施例1と同
濃度の染色物を得た。Comparative Example 1 The above dye preparation (I)
Dyeing was carried out in the same manner as in Example 1 by using 13 g to obtain a dyed product having the same concentration as in Example 1.
【0018】〔比較例2〕上記の染料調合物(II)0.
045gを用いて実施例1と同様に染色し、実施例1と
同濃度の黄色の染色物を得た。Comparative Example 2 The above dye preparation (II)
Using 045 g, dyeing was carried out in the same manner as in Example 1 to obtain a yellow dyed product having the same concentration as in Example 1.
【0019】得られた実施例1及び比較例1,2につい
て、耐光堅牢度と経済性を試験した。耐光堅牢度は、染
色布にウレタンフォームを裏付けし、キセノンウェザー
メーター(ブラックパネル温度73°C)でトヨタ法に
て明暗38サイクル照射し変褪色用グレースケールで判
定した。The obtained Example 1 and Comparative Examples 1 and 2 were tested for light fastness and economic efficiency. The light fastness was determined by backing urethane foam on a dyed cloth, irradiating 38 cycles of light and dark by a Toyota method using a xenon weather meter (black panel temperature: 73 ° C), and determining the gray scale for discoloration.
【0020】表1に示す様に実施例1の染色布の耐光堅
牢度は比較例1、比較例2に比べ優れており、経済性か
らは比較例2より優れていた。As shown in Table 1, the light fastness of the dyed fabric of Example 1 was superior to Comparative Examples 1 and 2, and was superior to Comparative Example 2 in terms of economy.
【0021】[0021]
【表1】 [Table 1]
【0022】[0022]
【発明の効果】 本願発明は、ポルエステル系繊維の染
色においてビルドアップ性等の染色性に優れ、高耐光堅
牢度を要求される自動車内装様シートの染色にも適する
分散染料組成物並びに染色方法を提供することができた
ものである。The present invention provides a disperse dye composition and a dyeing method which are excellent in dyeability such as build-up property in dyeing a polester fiber and are also suitable for dyeing an automobile interior-like sheet which requires high light fastness. It was something that could be provided.
Claims (6)
び下記式(II)で示される黄色分散染料を混合したもの
を主成分としてなる分散染料組成物。 【化1】 【化2】 1. A disperse dye composition comprising, as a main component, a mixture of a yellow disperse dye represented by the following formula (I) and a yellow disperse dye represented by the following formula (II). Embedded image Embedded image
上記式(II)で示される黄色分散染料との配合重量比
が、95:5〜40:60の範囲内であることを特徴と
する請求項1記載の分散染料組成物。2. The compounding weight ratio of the yellow disperse dye represented by the formula (I) to the yellow disperse dye represented by the formula (II) is in the range of 95: 5 to 40:60. The disperse dye composition according to claim 1, wherein
上記式(II)で示される黄色分散染料との配合重量比
が、85:15〜50:50の範囲内であることを特徴
とする請求項1記載の分散染料組成物。3. The blending weight ratio of the yellow disperse dye represented by the formula (I) to the yellow disperse dye represented by the formula (II) is within a range of 85:15 to 50:50. The disperse dye composition according to claim 1, wherein
に加えて、赤色成分や青色成分等の他の分散染料を配合
したことを特徴とする請求項1乃至3の何れかに記載の
分散染料組成物。4. The method according to claim 1, wherein other disperse dyes such as a red component and a blue component are blended in addition to the yellow disperse dyes of the formulas (I) and (II). The disperse dye composition as described in the above.
等の助剤を配合したことを特徴とする請求項1乃至4の
何れかに記載の分散染料組成物。5. The disperse dye composition according to claim 1, further comprising an auxiliary agent such as a pH adjuster, a dispersion leveling agent, and an ultraviolet absorber.
てポリエステル系繊維を染色することを特徴とする分散
染料組成物による染色方法。6. A dyeing method using a disperse dye composition, which comprises dyeing a polyester fiber using the disperse dye composition according to claim 1.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP10161935A JPH11349843A (en) | 1998-06-10 | 1998-06-10 | Highly light resistant dye composition and dyeing using the same |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP10161935A JPH11349843A (en) | 1998-06-10 | 1998-06-10 | Highly light resistant dye composition and dyeing using the same |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPH11349843A true JPH11349843A (en) | 1999-12-21 |
Family
ID=15744842
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP10161935A Abandoned JPH11349843A (en) | 1998-06-10 | 1998-06-10 | Highly light resistant dye composition and dyeing using the same |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPH11349843A (en) |
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR100381147B1 (en) * | 2000-07-25 | 2003-04-21 | 대한민국 | Method for dyeing polyester/polyurethane spandex fiber products |
| CN101983997A (en) * | 2010-07-30 | 2011-03-09 | 江苏亚邦染料股份有限公司 | Disperse light yellow dye for superfine polyester fibers |
| CN104292884A (en) * | 2014-10-13 | 2015-01-21 | 浙江山峪染料化工有限公司 | Mixed crystal type yellow disperse dye composition |
| CN104497629A (en) * | 2014-12-31 | 2015-04-08 | 浙江闰土股份有限公司 | Yellow liquid disperse dye as well as preparation method and application thereof |
| CN105482497A (en) * | 2015-11-30 | 2016-04-13 | 无锡新德印染制品有限公司 | High-performance green reactive dye mixture |
| CN113214678A (en) * | 2021-05-08 | 2021-08-06 | 约克夏(浙江)染化有限公司 | Environment-friendly disperse dye composition, disperse dye, and preparation method and application thereof |
-
1998
- 1998-06-10 JP JP10161935A patent/JPH11349843A/en not_active Abandoned
Cited By (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR100381147B1 (en) * | 2000-07-25 | 2003-04-21 | 대한민국 | Method for dyeing polyester/polyurethane spandex fiber products |
| CN101983997A (en) * | 2010-07-30 | 2011-03-09 | 江苏亚邦染料股份有限公司 | Disperse light yellow dye for superfine polyester fibers |
| CN104292884A (en) * | 2014-10-13 | 2015-01-21 | 浙江山峪染料化工有限公司 | Mixed crystal type yellow disperse dye composition |
| CN104292884B (en) * | 2014-10-13 | 2016-02-17 | 浙江山峪染料化工有限公司 | A kind of mixed crystal type yellow disperse dye composition |
| CN104497629A (en) * | 2014-12-31 | 2015-04-08 | 浙江闰土股份有限公司 | Yellow liquid disperse dye as well as preparation method and application thereof |
| CN105482497A (en) * | 2015-11-30 | 2016-04-13 | 无锡新德印染制品有限公司 | High-performance green reactive dye mixture |
| CN113214678A (en) * | 2021-05-08 | 2021-08-06 | 约克夏(浙江)染化有限公司 | Environment-friendly disperse dye composition, disperse dye, and preparation method and application thereof |
| CN113214678B (en) * | 2021-05-08 | 2023-12-29 | 约克夏(浙江)染化有限公司 | Environment-friendly disperse dye composition, disperse dye, and preparation method and application thereof |
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