JPH03227295A - Heat sensitive recording material - Google Patents

Heat sensitive recording material

Info

Publication number
JPH03227295A
JPH03227295A JP2022680A JP2268090A JPH03227295A JP H03227295 A JPH03227295 A JP H03227295A JP 2022680 A JP2022680 A JP 2022680A JP 2268090 A JP2268090 A JP 2268090A JP H03227295 A JPH03227295 A JP H03227295A
Authority
JP
Japan
Prior art keywords
recording material
diazo compound
heat
parts
recording
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.)
Granted
Application number
JP2022680A
Other languages
Japanese (ja)
Other versions
JP2653894B2 (en
Inventor
Kazunori Nigorikawa
和則 濁川
Noriaki Ikeda
憲亮 池田
Masato Satomura
里村 正人
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Fujifilm Holdings Corp
Original Assignee
Fuji Photo Film Co Ltd
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Fuji Photo Film Co Ltd filed Critical Fuji Photo Film Co Ltd
Priority to JP2022680A priority Critical patent/JP2653894B2/en
Publication of JPH03227295A publication Critical patent/JPH03227295A/en
Application granted granted Critical
Publication of JP2653894B2 publication Critical patent/JP2653894B2/en
Anticipated expiration legal-status Critical
Expired - Fee Related legal-status Critical Current

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  • Heat Sensitive Colour Forming Recording (AREA)

Abstract

PURPOSE:To provide excellent crude preservation properties and early heat response and to improve image stability after thermal recording by incorporating alpha-(4-ethoxyphenoxy)acetamide. CONSTITUTION:In a heat sensitive recording material having a recording layer containing diazo compound and coupling component on a support and a protective layer on the recording layer, alpha-(4-ethoxyphenoxy)acetamide is contained in the recording layer. The diazo compound is diazonium salt and can color in coupling reaction with the coupling component and can be decomposed by a light. The diazo compound of main ingredient, the coupling component and, as required, basic substance are used in such a manner that any one, any two or three types are used as core substance or substances of a microcapsule.

Description

【発明の詳細な説明】 (産業上の利用分野) 本発明は感熱記録材料に関するものであり、特に定着可
能なジアゾ系感熱記録材料に関するものである。
DETAILED DESCRIPTION OF THE INVENTION (Field of Industrial Application) The present invention relates to a heat-sensitive recording material, and particularly to a fixable diazo-based heat-sensitive recording material.

(従来の技術) ジアゾ系感熱記録材料に、マイクロカプセルを用いる手
法は公知である。このマイクロカプセル化の方法による
感熱記録材料においても、熱記録前の保存性及び高速記
録時の熱応答性が十分とはいえなかった。本発明者らは
先に該記録材料において、該記録層にアミド類を添加す
る事により、上記問題点を解決し、特許出願中である。
(Prior Art) A method of using microcapsules in a diazo thermosensitive recording material is known. Even in the heat-sensitive recording material produced by this microencapsulation method, the storage stability before heat recording and the heat responsiveness during high-speed recording were not sufficient. The present inventors have previously solved the above problems by adding amides to the recording layer of the recording material, and are currently applying for a patent.

しかしながら、熱記録後の画像安定性は、充分満足のゆ
くものではなく、さらなる改善が望まれていた。
However, the image stability after thermal recording was not fully satisfactory, and further improvement was desired.

(発明の目的) 従って本発明の目的は、生保存性が優れ、熱応答性が早
(、熱記録後の画像安定性が良好な感熱記録材料を提供
することにある。
(Objective of the Invention) Therefore, an object of the present invention is to provide a heat-sensitive recording material which has excellent raw storage stability, quick thermal response (and good image stability after thermal recording).

(問題点を解決するための手段) 本発明者等は鋭意研究の結果、支持体上にジアゾ化合物
及びカップリング成分を含有する記録層と該記録層の上
に保護層を設けた感熱記録材料において、該記録層にα
−(4−エトキシフェノキシ)アセトアミドを含有した
事を特徴とする感熱記録材料を用いることにより、上記
目的を達成した。
(Means for Solving the Problems) As a result of intensive research, the present inventors have discovered a heat-sensitive recording material comprising a recording layer containing a diazo compound and a coupling component on a support, and a protective layer on the recording layer. In the recording layer, α
The above object was achieved by using a heat-sensitive recording material characterized by containing -(4-ethoxyphenoxy)acetamide.

本発明において、該記録層の上に保護層を設ける事は、
特に走行性、耐性、生保存性及び、熱記録後の経時での
画像安定性を向上させる上で好ましい。ここで用いられ
る保護層としては、ケイ素変性ポリビニルアルコール及
びコロイダルシリカなどが挙げられ、これらについては
、特願昭63169371号に詳しい。本発明において
は、相異なる成分の保護層を2層以上設けることも可能
である。
In the present invention, providing a protective layer on the recording layer means:
It is particularly preferred for improving runnability, durability, storage stability, and image stability over time after thermal recording. Examples of the protective layer used here include silicon-modified polyvinyl alcohol and colloidal silica, and details regarding these can be found in Japanese Patent Application No. 63169371. In the present invention, it is also possible to provide two or more protective layers of different components.

本発明者らは、添加剤として種々のアミド類の中で、α
−(4−エトキシフェノキシ)アセトアミドが特異的に
上記目的を満足することを見い出した。
The present inventors have found that among various amides as additives, α
It has been found that -(4-ethoxyphenoxy)acetamide specifically satisfies the above object.

本発明において、支持体として紙の代わりにプラスチッ
クフィルム類を用いた場合には、上記構成成分を組み込
む事により、従来技術と比べて、その画像部の経時での
安定性の向上は、より顕著である。
In the present invention, when a plastic film is used instead of paper as a support, the stability of the image area over time is improved more markedly than in the conventional technology by incorporating the above-mentioned components. It is.

本発明に用いられるジアゾ化合物は、−i式ArN、”
 X−(式中、Arは芳香族部分を表わし、N2”はジ
アゾニウム基を表わし、X−は酸アニオンを表わす。)
で示されるジアゾニウム塩であり、カップリング成分と
カンプリング反応を起して発色することができるし、ま
た光によって分解することができる化合物である。
The diazo compound used in the present invention has the formula -i ArN,
X- (wherein, Ar represents an aromatic moiety, N2'' represents a diazonium group, and X- represents an acid anion.)
It is a diazonium salt represented by the following formula, and is a compound that can develop a color by causing a camping reaction with a coupling component, and can be decomposed by light.

本発明に用いられるカップリング成分としては塩基性雰
囲気でジアゾ化合物(ジアゾニウム塩)とカップリング
して色素を形成するものであり、前記のジアゾ化合物と
併せ、これらの化合物については、例えば特願昭63−
169371号、特開昭63−154393号などに詳
しい。
The coupling component used in the present invention is one that forms a dye by coupling with a diazo compound (diazonium salt) in a basic atmosphere. 63-
169371, JP-A No. 63-154393, etc., for details.

本発明の感熱記録材料には発色を促進するために塩基性
物質を添加することが好ましいが、塩基性物質としては
、水難溶性ないしは、水不溶性の塩基性物質や加熱によ
りアルカリを発生する物質が用いられる。
It is preferable to add a basic substance to the heat-sensitive recording material of the present invention in order to promote color development. Examples of the basic substance include basic substances that are poorly water-soluble or water-insoluble, and substances that generate alkali when heated. used.

本発明に用いられる主成分であるジアゾ化合物、カンプ
リング成分及び必要により用いる塩基性物質は、その内
のいずれか1種をマイクロカプセルの芯物質として用い
るか、あるいは2種を用いるか、あるいは3種を用いる
ことが出来る。2種をマイクロカプセルの芯物質に含有
させる場合は、同一のマイクロカプセルでも、別々のマ
イクロカプセルでも良い。又、3種のマイクロカプセル
の芯物質に含有させる場合は、同一のマイクロカプセル
に3種を同時に含有させることは出来ないが、色々な組
み合わせがある。マイクロカプセルの芯物質に含有され
ない他の成分は、マイクロカプセルの外の感熱層に用い
られる。
Regarding the diazo compound, the camping component, and the basic substance used as necessary, which are the main components used in the present invention, any one of them may be used as the core material of the microcapsule, or two or three of them may be used. Seeds can be used. When two types are contained in the core material of microcapsules, they may be in the same microcapsule or in separate microcapsules. In addition, when containing three types of microcapsules in the core material, it is not possible to simultaneously contain the three types in the same microcapsule, but there are various combinations. Other ingredients not contained in the core material of the microcapsules are used in the heat-sensitive layer outside the microcapsules.

本発明の感熱記録材料は、熱感度が高くて低温高速の熱
記録が行なえ、しかも加熱印字後、露光して未反応のジ
アゾ化合物を分解させることにより定着することができ
るので各種感熱記録に好適に使用することができる。
The heat-sensitive recording material of the present invention has high heat sensitivity and can perform low-temperature, high-speed heat recording, and can be fixed by exposing to light to decompose unreacted diazo compounds after heating printing, so it is suitable for various heat-sensitive recordings. It can be used for.

(実施例) 以下に実施例を示すが、本発明はこれに限定されるもの
ではない。なお添加量を示す「部」は「重量部」を表わ
す。
(Example) Examples are shown below, but the present invention is not limited thereto. Note that "parts" indicating the amount added represent "parts by weight."

(発明の実施例) 実施例 下記ジアゾ化合物3.45部及びキシリレンジイソシア
ネートとトリメチロールプロパンの(3:1)付加物1
8部をリン酸トリクレジル24部と酢酸エチル5部の混
合溶媒に添加し、溶解した。
(Example of the invention) Example 3.45 parts of the following diazo compound and (3:1) adduct of xylylene diisocyanate and trimethylolpropane 1
8 parts were added to a mixed solvent of 24 parts of tricresyl phosphate and 5 parts of ethyl acetate and dissolved.

このジアゾ化合物の溶液を、ポリビニルアルコール5.
2部が水58部に溶解されている水溶液に混合し、20
℃で乳化分散し、平均粒径2,5μの乳化液を得た。得
られた乳化液に水100部を加え、攬はんしながら60
℃に加温し、2時間後にジアゾ化合物に芯物質を含有し
たカプセル液を得た。
This diazo compound solution was mixed with polyvinyl alcohol 5.
2 parts dissolved in 58 parts water, 20 parts
The mixture was emulsified and dispersed at ℃ to obtain an emulsion with an average particle size of 2.5 μm. Add 100 parts of water to the obtained emulsion, and add 60 parts of water while stirring.
After 2 hours, a capsule liquid containing a core substance in a diazo compound was obtained.

(ジアゾ化合物) 次に、2−ヒドロキシ−3−ナフトエ酸アニリド10部
とトリフェニルグアニジン10部を5%ポリビニルアル
コール水溶液100部に加えてサンドミルで約24時間
分散し、平均粒径3μのカンプリング成分とトリフェニ
ルグアニジンの分散物を得た。
(Diazo compound) Next, 10 parts of 2-hydroxy-3-naphthoic acid anilide and 10 parts of triphenylguanidine were added to 100 parts of a 5% polyvinyl alcohol aqueous solution, and dispersed in a sand mill for about 24 hours to form a compound with an average particle size of 3μ. A dispersion of the components and triphenylguanidine was obtained.

更にα−(4−エトキシフェノキシ)アセトアミド20
部を4%ポリビニルアルコール水溶液100部、水10
0部を加えたペイントシェーカーで2時間分散し平均粒
径3μmの分散液を得た。
Furthermore, α-(4-ethoxyphenoxy)acetamide 20
100 parts of 4% polyvinyl alcohol aqueous solution, 10 parts of water
Dispersion was carried out for 2 hours using a paint shaker to which 0 parts were added to obtain a dispersion having an average particle size of 3 μm.

以上のようにして得られたジアゾ化合物のカプセル液5
0部にカップリング成分と、トリフェニルグアニジンの
分散物24部、α−(4−エトキシフェノキシ)アセト
アミドの分散物28部を加えて塗布液Aとした。
Capsule liquid of diazo compound obtained as above 5
A coupling component, 24 parts of a dispersion of triphenylguanidine, and 28 parts of a dispersion of α-(4-ethoxyphenoxy)acetamide were added to 0 parts to prepare a coating liquid A.

80μのポリエチレンテレフタレートフィルム上に、以
下に示す保護層塗布液を塗布乾燥し、乾燥重量2 g/
rdの保護層を形成し、次いでこの上から塗布液Aを乾
燥重量10g/rrrになるように塗布し25℃30分
間乾燥し、感熱材料を得た。
The protective layer coating solution shown below was applied and dried on an 80 μm polyethylene terephthalate film to give a dry weight of 2 g/
rd protective layer was formed, and then coating liquid A was applied thereon to a dry weight of 10 g/rrr and dried at 25° C. for 30 minutes to obtain a heat-sensitive material.

徐 ゛のi 「 シリカ変性ポリビニルアルコール (クラLzO1製 PVA  R2105)1部(固形
分) コロイダルシリカ(日産化学■製 スノーテックス30)  1.5部(固形分)ステアリ
ン酸亜鉛(中東油脂■製 ハイドリンZ−7)  0.02部(固形分)パラフィ
ンワックス(中東油脂■製 ハイドリンP−7)   0.02部(固形分)(試験
方法) 得られた感熱記録材料にGmモー、ドサーマルプリンタ
ー(ハイファックス700;日立製作所■製)を用いて
熱記録し、次にリコピースーパードライ100(リコー
■製)を用いて全面露光して、定着した。得られた記録
画像をマクベス反射濃度計によりブルー濃度を測定した
。又、同じく地肌部の黄色濃度を測定した。
Silica-modified polyvinyl alcohol (PVA R2105 manufactured by Kura LzO1) 1 part (solid content) Colloidal silica (Snowtex 30 manufactured by Nissan Chemical ■) 1.5 parts (solid content) Zinc stearate (Hydrin manufactured by Middle East Oil Co., Ltd.) Z-7) 0.02 part (solid content) Paraffin wax (Hydrin P-7 manufactured by Middle East Oil Co., Ltd.) 0.02 part (solid content) (test method) Thermal recording was performed using a Hifax 700 (manufactured by Hitachi, Ltd.), and then the entire surface was exposed and fixed using Ricopy Super Dry 100 (manufactured by Ricoh ■). The yellow density of the background was also measured.

次に、熱記録後の長期保存による発色部分の光学濃度の
低下を調べるために、感熱記録材料の記録画像を、60
℃の条件で暗所に16時間保存し、強制劣化テストを行
なった後の記録画像の表面の形状を観察°した。
Next, in order to investigate the decrease in optical density of the colored part due to long-term storage after thermal recording, the recorded image of the thermal recording material was
The sample was stored in a dark place at ℃ for 16 hours, and the surface shape of the recorded image was observed after performing a forced deterioration test.

その結果、印字部は、鮮明な青色の画像が得られ、画像
濃度〉1.2、地肌部黄変濃度〈0.10、強制劣化テ
スト後の画像部の表面形状に何ら変化は見られず、優れ
た特性を示した。
As a result, a clear blue image was obtained in the printed area, the image density was >1.2, the background yellowing density was <0.10, and no change was observed in the surface shape of the image area after the forced deterioration test. , showed excellent properties.

比較例1 実施例におけるα−(4−エトキシフェノキシ)アセト
アミドに代えて、α−(4−メトキシフェノキシ)アセ
トアミドを用いた他は、実施例と同様にして感熱材料を
得た。該記録材料を実施例と同様に試験したところ、画
像濃度、地肌部黄変濃度は、実施例と同等であったもの
の、経時での画像部の表面形状が悪化していることが判
明した。
Comparative Example 1 A heat-sensitive material was obtained in the same manner as in the example except that α-(4-methoxyphenoxy)acetamide was used instead of α-(4-ethoxyphenoxy)acetamide in the example. When the recording material was tested in the same manner as in the examples, it was found that although the image density and background yellowing density were the same as in the examples, the surface shape of the image area deteriorated over time.

比較例2 実施例における保護層を用いた他は、実施例と同様にし
て感熱材料を得て試験したところ、画像濃度、地肌部黄
変濃度は、実施例と同等であったものの、経時での画像
部の表面形状が著しく悪化していることが判明した。
Comparative Example 2 A heat-sensitive material was obtained and tested in the same manner as in the example except that the protective layer in the example was used. The image density and background yellowing density were the same as in the example, but It was found that the surface shape of the image area had significantly deteriorated.

Claims (1)

【特許請求の範囲】[Claims] 支持体上にジアゾ化合物及びカップリング成分を含有す
る記録層と該記録層の上に保護層を設けた感熱記録材料
において、該記録層にα−(4−エトキシフェノキシ)
アセトアミドを含有したことを特徴とする感熱記録材料
In a heat-sensitive recording material in which a recording layer containing a diazo compound and a coupling component is provided on a support and a protective layer is provided on the recording layer, α-(4-ethoxyphenoxy) is added to the recording layer.
A heat-sensitive recording material characterized by containing acetamide.
JP2022680A 1990-02-01 1990-02-01 Thermal recording material Expired - Fee Related JP2653894B2 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP2022680A JP2653894B2 (en) 1990-02-01 1990-02-01 Thermal recording material

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP2022680A JP2653894B2 (en) 1990-02-01 1990-02-01 Thermal recording material

Publications (2)

Publication Number Publication Date
JPH03227295A true JPH03227295A (en) 1991-10-08
JP2653894B2 JP2653894B2 (en) 1997-09-17

Family

ID=12089577

Family Applications (1)

Application Number Title Priority Date Filing Date
JP2022680A Expired - Fee Related JP2653894B2 (en) 1990-02-01 1990-02-01 Thermal recording material

Country Status (1)

Country Link
JP (1) JP2653894B2 (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US8791486B2 (en) 2010-06-01 2014-07-29 Lg Innotek Co., Ltd. Light emitting device package

Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS62201285A (en) * 1986-02-28 1987-09-04 Fuji Photo Film Co Ltd Thermal recording material

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS62201285A (en) * 1986-02-28 1987-09-04 Fuji Photo Film Co Ltd Thermal recording material

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US8791486B2 (en) 2010-06-01 2014-07-29 Lg Innotek Co., Ltd. Light emitting device package
US9165912B2 (en) 2010-06-01 2015-10-20 Lg Innotek Co., Ltd. Light emitting device package

Also Published As

Publication number Publication date
JP2653894B2 (en) 1997-09-17

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