JPS60250052A - Colorant for resin - Google Patents
Colorant for resinInfo
- Publication number
- JPS60250052A JPS60250052A JP59107787A JP10778784A JPS60250052A JP S60250052 A JPS60250052 A JP S60250052A JP 59107787 A JP59107787 A JP 59107787A JP 10778784 A JP10778784 A JP 10778784A JP S60250052 A JPS60250052 A JP S60250052A
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- general formula
- coloring material
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Abstract
Description
【発明の詳細な説明】
産業上の利用分野
本発明は樹脂用着色材に関する。さらに詳しくは、本発
明は、予め繊維原料の熱可塑性樹脂を着色しておきこれ
を射出成形等を行うだめの熱可塑性樹脂用着色材に関す
る。DETAILED DESCRIPTION OF THE INVENTION Field of Industrial Application This invention relates to colorants for resins. More specifically, the present invention relates to a coloring material for a thermoplastic resin that is used to color a thermoplastic resin as a fiber raw material in advance and then perform injection molding or the like.
従来の技術
樹脂用着色材は、樹脂に対する良好な分散性、溶解性、
耐熱性、耐昇華性が要求され、その他・の性質として耐
薬品性などが要求され、また、得られた着色製品につい
て色調の鮮明性、耐光性、耐薬品性、耐マイグレーショ
ン性あるいは良好な非ブリード性などが要求される。Conventional technology Colorants for resins have good dispersibility, solubility, and
Heat resistance and sublimation resistance are required, as well as other properties such as chemical resistance. Bleedability is required.
目 的
本発明は、樹脂中に使用した場合、透明性に優れ、そし
て鮮明な発色を行う色材の提供を目、的とするものであ
る。OBJECT The present invention aims to provide a coloring material that has excellent transparency and develops a clear color when used in a resin.
問題点を解決するための手段
本発明祉、
一般式ＣＩ）
Ｒ’
（式中、Ｄは縮合多環系の色素残基全表わし、Ａはアル
キル基またはアリル基を表わし、ｍはＯまたはｌの整数
を表わし、又は酸素原子または−ＨＨ−：ｊｊ−を表わ
し Ｒ１およびＲ２は−Ｎ ＲＪＲ４または−ＯＲ’を
表わし、Ｈａ 、 Ｒ４およびＲ１は水素原子、非置換
のアルキル基、シアノアルキル基、ヒドロキシアルキル
基、アルコキシアルキル基、ジアルキルアミノアルキル
基、アルケニル基１、シクロヘキシル基、アリール基ま
たはアラルキル基を表わすか、または−Ｎ Ｒ” Ｒ’
がＲ３とＲ４の連結により形成されるｊ員またはｔ員の
含窒素複素環を表わす）で示される樹脂用着色材を、そ
の要旨とする。Means for Solving the Problems The present invention is based on the general formula CI) R' (wherein, D represents all dye residues of a condensed polycyclic system, A represents an alkyl group or an allyl group, and m represents O or l. or represents an oxygen atom or -HH-:jj-, R1 and R2 represent -NRJR4 or -OR', Ha, R4 and R1 are a hydrogen atom, an unsubstituted alkyl group, a cyanoalkyl group, represents a hydroxyalkyl group, an alkoxyalkyl group, a dialkylaminoalkyl group, an alkenyl group, a cyclohexyl group, an aryl group or an aralkyl group, or -N R''R'
represents a j-membered or t-membered nitrogen-containing heterocycle formed by linking R3 and R4).
本発明の前足一般式ＣＩ）で表わされる着色材において
、Ａであられされるアルキル基としてＯＨ。In the colorant represented by the general formula CI) of the present invention, the alkyl group represented by A is OH.
は−ＯＨ，−ＯＨ，−基、−ＯＨ，−０Ｈ−基、（−Ｃ
！Ｈｔｆｉ基、＋ｏｒｔｈ基、＋ＯＨへ基、（−ａｎ、
１基、＋ＯＨ＊光基等が挙げられ、Ｒ１，Ｒ４およびＲ
１＋ で表わされる非置換のアルキル基としてはメチル
基、”エチル基、直鎖状または分岐鎖状のプロピル基、
ブチル基、ペンチル基、ヘキシル基、ヘプチル基、オク
チル基、ステアリル基等が挙げられ、アルコキシアルキ
ル基のアルコキシ基としてはＣ１〜０、の直鎖状または
分岐鎖状のアルコキシ基が挙げられ、アルケニル基とし
てはアリル基、エチル基等が挙げられ、ま九ＮＲ３Ｒ’
が表わす含窒素複素環の基としては、ｌ−ピロリジニル
基、３−メチル−７−ピロリジニル基、ユーヒドロキシ
エチル−ｌ−ピロリジニルＭ、Ｊ、ｊ−ジメチル−１−
ピロリジニル基、３−チアゾリジニル基、ｌ−ピロリル
基、ｌ−ピラゾリル基、ｌ−イミダゾリル基、モルホリ
ノ基、ピペリジノ基、λ、６〜ジメチルピペリジノ基、
ｌ−ピペラジニル基、ターメチル−７−ピペラジニル基
などが挙げられる。is -OH, -OH, - group, -OH, -0H- group, (-C
! Htfi group, +orth group, +OH group, (-an,
1 group, +OH* optical group, etc., R1, R4 and R
The unsubstituted alkyl group represented by 1+ includes a methyl group, an ethyl group, a linear or branched propyl group,
Examples of the alkoxy group of the alkoxyalkyl group include a butyl group, a pentyl group, a hexyl group, a heptyl group, an octyl group, and a stearyl group. Examples of the group include allyl group, ethyl group, etc.
Examples of the nitrogen-containing heterocyclic group represented by include l-pyrrolidinyl group, 3-methyl-7-pyrrolidinyl group, euhydroxyethyl-l-pyrrolidinyl M, J, j-dimethyl-1-
pyrrolidinyl group, 3-thiazolidinyl group, l-pyrrolyl group, l-pyrazolyl group, l-imidazolyl group, morpholino group, piperidino group, λ, 6-dimethylpiperidino group,
Examples include l-piperazinyl group and termethyl-7-piperazinyl group.
本発明に用いられる前足一般式（１）で表わされる着色
材は以下の方法で製造することができる。The colorant represented by the forepaw general formula (1) used in the present invention can be produced by the following method.
すなわち、下記一般式０）で表わされる縮合多環系
Ｄ−（Ａ）。−Ｘ−Ｈ・・・・・・・・・・・・・・・
・・・（−２）（式中、Ｄ、Ａ、ｍおよびＸは前記定義
に同じ）色素を、Ｎ−メチルピロリドン等の有機溶剤中
に溶解させ、トリクロルトリアジンまたはトリフルオ■
トリアジン等とトリエチルアミン等の脱酸剤の存在下、
ＯＴ：：−２０Ｃの温度で反応させることによって得ら
れる一般式（３）の中間体を、そのまま
ｚ’
（式中、Ｄ、Ａ％ｍおよびＸは前記定義に同じ、ｚｌは
塩素原子または弗素原子全表わす）取り出すことなく、
一般式（りおよび（ｊ）で表わされるアミン類またはア
ルコール類
ＲＩＨ・・・・・・・・・・・・・・・・・・・・・（
すＲ”Ｈ・・・・・・・・・・・・・・・・・・・・・
（、ｔ）と、トリエチルアミン等の脱酸剤の存在化に順
次ｔｏ−ｉｏｏＣで反応させることによシ製造すること
ができる。That is, a condensed polycyclic system D-(A) represented by the following general formula 0). -X-H・・・・・・・・・・・・・・・
... (-2) (wherein D, A, m and X are the same as defined above) is dissolved in an organic solvent such as N-methylpyrrolidone,
In the presence of triazine etc. and a deoxidizing agent such as triethylamine,
OT:: The intermediate of general formula (3) obtained by reacting at a temperature of -20C is directly z' (wherein D, A%m and X are the same as defined above, zl is a chlorine atom or fluorine (representing all atoms) without taking them out,
Amines or alcohols RIH represented by the general formula (ri and (j))
R”H・・・・・・・・・・・・・・・・・・・・・
(, t) and in the presence of a deoxidizing agent such as triethylamine, can be produced by sequentially reacting with to-iooC.
本発明の着色材を使用する樹脂としては、ポリスチレン
、ポリメチルメタクリレート、ポリ塩化ビニル、アクリ
ロニトリル・ブタジェン・スチレン共重合体（ＡＢ８樹
脂）、アクリロニトリル・スチレン共重合体（ＡＳ樹脂
）、ポリエステル、ポリカーボネート、ポリフェニレン
オキサイド、ポリスチレン、ポリプロピレン、ポリエチ
レン、ポリアクリロニトリル、ポリアミドなどの熱可塑
性樹脂を挙げることができる。Examples of resins for which the coloring material of the present invention is used include polystyrene, polymethyl methacrylate, polyvinyl chloride, acrylonitrile-butadiene-styrene copolymer (AB8 resin), acrylonitrile-styrene copolymer (AS resin), polyester, polycarbonate, Thermoplastic resins such as polyphenylene oxide, polystyrene, polypropylene, polyethylene, polyacrylonitrile, and polyamide can be mentioned.
本発明の着色材は、樹脂と着色材を適当な方法で混合し
、熱、圧力？加えて射出成形、押出加工、紡糸などの方
法によシ着色された製品を特に耐マイグレーション性が
優れておｐ！００Ｃの成型操作の間でも成形機の汚染が
ない。また得られる着色成形物は透明の黄色から青色含
有し、耐光性、耐熱性、耐薬品性が優れている。The coloring material of the present invention is prepared by mixing the resin and the coloring material using an appropriate method, applying heat, pressure, etc. In addition, products colored by methods such as injection molding, extrusion, and spinning have particularly excellent migration resistance. There is no contamination of the molding machine even during 00C molding operations. In addition, the colored molded product obtained has a transparent yellow to blue color and has excellent light resistance, heat resistance, and chemical resistance.
樹脂の着色法は公知の方法で可能で、例えば樹脂のベレ
ットまたは粉末を適当なミキサー中で、粉砕された着色
剤と必要に応じて各種の添加物とともに混合し、次いで
押出機、射出成形機、ロールミルなどの加工機で着色成
形することができる。また着色剤を適当な重合触媒を含
有するモノマーに加え、重合によって所望の熱可塑性樹
脂となし適当な方法で成形することもできる。着色剤の
添加量は樹脂に対して０，０７〜ｊ重量％、好ましくは
ｏ、ｏｉ〜／重量％で用いられる。また二酸化チタン１
−ｏ、ｉ〜１重量％併用することによシネ透明の着色物
を得ることもできる。The resin can be colored in a known manner, for example by mixing resin pellets or powder in a suitable mixer together with a pulverized colorant and optionally various additives, and then using an extruder or injection molding machine. It can be colored and molded using a processing machine such as a roll mill. It is also possible to add a coloring agent to a monomer containing a suitable polymerization catalyst, polymerize it to form a desired thermoplastic resin, and mold it by an appropriate method. The amount of the colorant added is 0.07 to j% by weight, preferably o, oi to /% by weight based on the resin. Also, titanium dioxide 1
A cine-transparent colored product can also be obtained by using -o, i to 1% by weight in combination.
次に、本発明方法を具体的に実施例によって説明するが
、本発明は、以下の実施例に限定されるものではない。Next, the method of the present invention will be specifically explained with reference to examples, but the present invention is not limited to the following examples.
実施例
実施例１
下記構造式（以下、式中Ｏｙはトリアジン基 ＯＨ
で示される着色材００ｌｆｔ−ポリエステル樹脂１ｏｏ
ｔと混合し、押出機を用いて一２１０Ｃで均質化し、着
色ペレツ）１得た。この′着色ベレットヲ射出成形機で
ＪＯＯＣＸＡ分の条件で成形し、ポリエステル着色成形
品（板）１−得た。Examples Example 1 Coloring material represented by the following structural formula (hereinafter, Oy is a triazine group OH) - polyester resin 1oo
and homogenized using an extruder at -210C to obtain colored pellets (1). This colored pellet was molded using an injection molding machine under the conditions of JOOCXA to obtain colored polyester molded product (plate) 1-.
得られた成形品は透明で鮮やかな青色であシ、耐光性が
優れていた。The molded product obtained was transparent, bright blue, and had excellent light resistance.
本実施例で使用した染料は下記構造式
０式％
のアントラキノン糸化合物Ｊ、Ｊ ｒ ｉ Ｎ−メチル
ピロリドンＪＯｒｎｌ中に溶解し、塩化シアヌルλ、Ｏ
ｆを３０ｃ〜ＪｊＣの温度にて３０分間かかつて加える
。同温度で／時間攪拌−シトリエチルアミンｉ、ｉ ｔ
２加える。ついでＮ、Ｈ−ジブチルアミン／、３２と
トリエチルアミン／、／ｆの混合溶液ｉ ｊ Ｏ−Ｊ
ＯＣで３ｏ分間かがって加える。その後、温度ｔｒＯｃ
Ｋ昇温し、２ｔ％アンモニア水ｉ、ｒ ｔを加え同温度
で１時間攪拌する。冷却後、得られた沈Ｓｔろ別し、乾
燥後ケーキグ、６ｆ（収率り０％）を得た。The dye used in this example was dissolved in an anthraquinone yarn compound J, J r i N-methylpyrrolidone JOrnl of the following structural formula 0, and cyanuric chloride λ, O
Add f for 30 minutes at a temperature of 30C to JjC. Stirring at same temperature/hour - citriethylamine i, it
Add 2. Next, a mixed solution of N,H-dibutylamine/, 32 and triethylamine/, /f i j O-J
Add over OC for 30 minutes. Then the temperature trOc
The temperature was raised to K, 2 t% ammonia water (i, rt) was added, and the mixture was stirred at the same temperature for 1 hour. After cooling, the resulting precipitate was filtered and dried to obtain cake 6f (yield: 0%).
本色素のλｍａｘ （アセトン） ｊ Ｙ Ｏｎｍであ
った。The λmax (acetone) of this dye was j Y Onm.
比較例１
下記構造式
ＯＯＨ
で示される着色剤０．／ｆｆｆｆ実施例間様に成型した
。本比較例によりＩ！！造した成型品（板）と、実施例
１で製造した成型品とＫついてブリードテストを行い、
得られた結果を第１表に示すＯ
第１表
耐ブリード性の試験法
上記実施例／及び比較例１によル製造したポリエステル
着色成形品（板）を用いてドライクリーニング後、残液
の汚染産金汚染用グレースケールで判定した。Comparative Example 1 A colorant represented by the following structural formula OOH 0. /ffff It was molded in the same manner as in the example. According to this comparative example, I! ! A bleed test was conducted on the molded product (plate) manufactured in Example 1, and the molded product manufactured in Example 1.
The obtained results are shown in Table 1.Table 1 Test method for bleed resistance After dry cleaning using polyester colored molded products (plates) manufactured according to the above Examples/Comparative Example 1, residual liquid was removed. Judgment was made using the gray scale for contaminated gold contamination.
実施例λ
下記構造式
質化し、着色ペレッ）１−得た。得られた成形品は透明
で鮮やかな黄色であり、耐光性が優れていた。なを、本
実施例で使用した着色材は実施例／に記載の方法に準じ
て合成した。本品のλｍａｘ （アセトン）は４’ ｔ
Ｏｎｍであった。Example λ The following structural formula was refined to obtain colored pellets (1). The obtained molded product was transparent, bright yellow, and had excellent light resistance. The coloring material used in this example was synthesized according to the method described in Example. λmax (acetone) of this product is 4't
It was Onm.
実施例３
で示される着色材０．／ｌと二酸化チタンｏ、ｚ ｙを
２．コービス（クーヒドロキシフェニル）プロパンから
のポリカーボネート１００ｆｆ混合し押出機？用いてλ
ｒｏＣで均質化し、着色ペレツ）１−得た。この着色ベ
レン）１−射出成型機でＪＯＯ７：で成形し、成形品を
得た。得られた成型品は二酸化チタンのために不透明で
あるが良好な橙色を示し、耐光性が優れていた。Colorant 0.0 shown in Example 3. /l and titanium dioxide o, z y 2. Polycarbonate 100ff mixing extruder from Corbis (Co-hydroxyphenyl) propane? using λ
Homogenization at roC yielded colored pellets) 1-. This colored product was molded using a JOO7 injection molding machine to obtain a molded product. Although the obtained molded product was opaque due to the titanium dioxide, it showed a good orange color and had excellent light resistance.
本実施例で使用した着色材は実施例／に記載の方法に準
じて合成した。本品のλｍ＆ｘ （アセトン）は参Ｉｆ
ｊ ｎｍであった。The coloring material used in this example was synthesized according to the method described in Example. The λm&x (acetone) of this product is
j nm.
実施例ダ
下記構造式
で示される着色材０．／ ｆとポリメチルメタクリレッ
トを射出成形機で２１ＯＣで成形し、成形品を得た。得
られた成形品は透明の鮮やかな赤であ９耐光性が優れて
いた。Example: Colorant represented by the following structural formula: 0. /f and polymethyl methacrylate were molded using an injection molding machine at 21OC to obtain a molded product. The obtained molded product was transparent, bright red, and had excellent light resistance.
本実施例で使用した着色材は実施例１に準じて合成した
Ｏ本品のλｍａ！ （アセトン）は１１０ｎｍであった
。The coloring material used in this example was synthesized according to Example 1. (acetone) was 110 nm.
実施例よ
下記構造式
で示される着色材０．／ｆとＡＢＳ樹脂／θｏｙとを混
合し、押出機を用いて−Ｚ２０Ｃで均質化し着色ベレン
）を得た。この着色ベレン）１−射出成形機でコｊＱＣ
で成形し成形品を得た。得られた成形品は透明の鮮やか
な緑味黄色であシ耐光性が優れていた。Example: A colorant represented by the following structural formula: 0. /f and ABS resin/θoy were mixed and homogenized with -Z20C using an extruder to obtain colored belene). This colored belen) 1 - CojQC with injection molding machine
A molded product was obtained. The molded product obtained was transparent, bright greenish-yellow, and had excellent light resistance.
本実施例で使用した着色材は実施例１に準じて合成した
。本市のλｍａｘ （アセトン）は弘ｌｊｎｍであった
。The coloring material used in this example was synthesized according to Example 1. Motoichi's λmax (acetone) was Hirojnm.
実施例を
第２表〜第２表に示す着色材を使用して実施例／に記載
の方法で成形して得られた成形品について、耐光性、耐
ブリード性を測定したが、いずれも良好な結果を示した
。Light resistance and bleed resistance were measured for the molded products obtained by molding the examples using the coloring materials shown in Tables 2 and 2 by the method described in Examples/2, and both were found to be good. The results showed that
成形品の色相および着色材のλｍａｘ （アセトン）ｔ
ｔｉｇ２表〜第り表に示した。Hue of molded product and colorant λmax (acetone) t
It is shown in Table 2 to Table 1.
Claims (1)
キル基またはアリル基を表わし、ｍはＯまたはｌの整数
を表わし、ｘＦｉ酸素原子または−ＮＭ−基を表わし、
Ｒ”およびＲ黛は−ＨＲ”Ｒ’または−ＯＲ’を表わし
、Ｒ８、Ｒ４およびＲＩ′は水素原子、非置換のアルキ
ル基、シアノアルキル基、ヒト圏キシアルキル基、アル
コキシアルキル基、ジアルキルアミノアルキル基％ ア
ルケニル基、シフ四ヘキシル基、アリール基またはアラ
ルキル基を表わすか、または−ＮＲ”Ｒ’がＨａとＲ４
との連結によシ形成されるｊ員または６員の含窒素複素
環を表わす）で示される樹脂用着色材。 （２、特許請求の範囲第１項記載の樹脂用着色材におい
て、Ｄが、下記一般式〔旧、一般式（ＩＩＩ）または一
般式（ＩＶ）で表わされる樹脂用着色材。 一般式（ＩＩ） ｘ” ｏ ｘ” （式中、炉およびＸ２はそれぞれ、水素原子、−ＯＨ基
、−ＮＨ，基または−Ｎｏ、基を表わし、１ｍは水素原
子、−ＯＨ基、−Ｎ４基またはＲ′ またはアリル基を表わし、ｍはＯまだは／の整数を表わ
し、又は酸素原子または−ＮＨ−基を表わし、Ｒ１およ
びＲ宜は−ＮＲ”Ｒ’または−ＯＲ’ １表わし、Ｈａ
、 Ｒ４およびＲＩは水素原子、非置換のアルキル基
、シアノアルキル基、ヒドロキシアルキル基、アルコキ
シアルキル基、ジアルキルアミノアルキル基、アルケニ
ル基、シクロヘキシル基、アリール基またはアラルキル
基を表わすか、または−ＨＲ”Ｒ’がＲ１とＲ４との連
結によシ形成される！員または６員の含窒素複素環を表
わす） 一般式（ＩＩ） ｘ＠ＯＯＨ （式中、炉およびｘ６はそれぞれ水素原子、−ＯＨ基、
または−ＮＨ，基を表わし、ｎはＯまたはｌを表わす） 一般式（ＩＶ） （式中、２は酸素原子または−ＮＨ基を表わす）（３）
特許請求の範囲第７項記載の樹脂用着色材において、Ｄ
が、下記一般式（Ｖ）、（Ｗ）または（〕で表わされる
樹脂用着色材。 一般式（Ｖ） Ｘ＠ （式中、ｘ７およびＺａは水素原子またはハロゲン原子
７表わす）、 一般式〔■〕 ９ （式中、Ｘ９は水素原子、ハロゲン原子およびアルコキ
シ基を表わし、Ｂは酸素原子およびイオウ原子を表わす
）または、 一般式〔■〕 （式中、ｘｌｏは水素原子またはアルコキシ基を表わし
、ｎはＯまたはｌを表わす） （４）特許請求の範囲第１項の樹脂用着色材において、
Ｄが、下記一般式１〕で表わされる樹脂用着色材。 一般式１〕 ＩＩ鳳 （式中、Ｘｌｌ は水素原子、塩素原子または臭素原子
を表わす） （５）特許請求の範囲第１項記載の樹脂用着色材におい
て、Ｄが、下記一般式（ＩＸ）で表わされる樹脂用着色
材。 一般式（ＩＫ）[Claims] (1) General formula [1] R″ (wherein, D represents a fused polycyclic dye residue, A represents an alkyl group or an allyl group, and m is an integer of O or 1) represents an xFi oxygen atom or -NM- group,
R'' and R' represent -HR''R' or -OR', and R8, R4 and RI' are hydrogen atoms, unsubstituted alkyl groups, cyanoalkyl groups, human oxyalkyl groups, alkoxyalkyl groups, dialkylaminoalkyl Group % represents an alkenyl group, Schifftetrahexyl group, aryl group or aralkyl group, or -NR"R" is Ha and R4
A coloring material for resins represented by J-membered or 6-membered nitrogen-containing heterocycle formed by linking with. (2. In the coloring material for resins according to claim 1, D is a coloring material for resins represented by the following general formula [formerly, general formula (III) or general formula (IV)]. General formula (II) ) or represents an allyl group, m represents an integer of O or /, or represents an oxygen atom or an -NH- group, R1 and R respectively represent -NR"R' or -OR'1, Ha
, R4 and RI represent a hydrogen atom, an unsubstituted alkyl group, a cyanoalkyl group, a hydroxyalkyl group, an alkoxyalkyl group, a dialkylaminoalkyl group, an alkenyl group, a cyclohexyl group, an aryl group or an aralkyl group, or -HR''(R' represents a !- or 6-membered nitrogen-containing heterocycle formed by connecting R1 and R4) General formula (II) basis,
or -NH, group, n represents O or l) General formula (IV) (In the formula, 2 represents an oxygen atom or -NH group) (3)
In the coloring material for resin according to claim 7, D
is a resin colorant represented by the following general formula (V), (W) or (). General formula (V) ■] 9 (wherein, , n represents O or l) (4) In the resin coloring material of claim 1,
A coloring material for resins in which D is represented by the following general formula 1. General formula 1] II Otori (in the formula, Xll represents a hydrogen atom, a chlorine atom, or a bromine atom) (5) In the resin coloring material according to claim 1, D is represented by the following general formula (IX) A coloring agent for resins represented by . General formula (IK)
Priority Applications (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP59107787A JPS60250052A (en) | 1984-05-28 | 1984-05-28 | Colorant for resin |
| JP5138632A JPH0737583B2 (en) | 1984-05-28 | 1993-06-10 | Dye compounds and coloring materials for resins |
| JP5138633A JPH0737584B2 (en) | 1984-05-28 | 1993-06-10 | Dye compounds and coloring materials for resins |
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP59107787A JPS60250052A (en) | 1984-05-28 | 1984-05-28 | Colorant for resin |
| JP5138632A JPH0737583B2 (en) | 1984-05-28 | 1993-06-10 | Dye compounds and coloring materials for resins |
Related Child Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP5138633A Division JPH0737584B2 (en) | 1984-05-28 | 1993-06-10 | Dye compounds and coloring materials for resins |
| JP5138632A Division JPH0737583B2 (en) | 1984-05-28 | 1993-06-10 | Dye compounds and coloring materials for resins |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPS60250052A true JPS60250052A (en) | 1985-12-10 |
Family
ID=26447776
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP59107787A Pending JPS60250052A (en) | 1984-05-28 | 1984-05-28 | Colorant for resin |
| JP5138632A Expired - Lifetime JPH0737583B2 (en) | 1984-05-28 | 1993-06-10 | Dye compounds and coloring materials for resins |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP5138632A Expired - Lifetime JPH0737583B2 (en) | 1984-05-28 | 1993-06-10 | Dye compounds and coloring materials for resins |
Country Status (1)
| Country | Link |
|---|---|
| JP (2) | JPS60250052A (en) |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH03153780A (en) * | 1989-11-10 | 1991-07-01 | Toyo Ink Mfg Co Ltd | Colored composition for color filter |
| US5290931A (en) * | 1990-02-21 | 1994-03-01 | Hoechst Mitsubishi Kasei Co., Ltd. | Water-insoluble naphthalic acid imide dyestuffs |
| JP2005010604A (en) * | 2003-06-20 | 2005-01-13 | Toyo Ink Mfg Co Ltd | Photosensitive black composition, black matrix substrate obtained by using the same and color filter |
| WO2021206059A1 (en) * | 2020-04-07 | 2021-10-14 | オリヱント化学工業株式会社 | Colorant, master batch containing same, colored resin composition, and molded article |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| ATE467662T1 (en) * | 2005-03-18 | 2010-05-15 | Toyo Ink Mfg Co | PIGMENT DISPERGATOR, PIGMENT COMPOSITION AND PIGMENT DISPERSION |
| GB2579181B (en) * | 2018-11-21 | 2021-10-20 | Jaguar Land Rover Ltd | A vehicle bonnet, a method of assembling a vehicle bonnet and a vehicle comprising a bonnet |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS49107327A (en) * | 1973-01-30 | 1974-10-11 | ||
| JPS546035A (en) * | 1977-06-14 | 1979-01-17 | Ciba Geigy Ag | Method of dyeing high molecular organic material |
| JPS5573735A (en) * | 1978-11-23 | 1980-06-03 | Ciba Geigy Ag | Thermoplastic resin raw material coloring method |
-
1984
- 1984-05-28 JP JP59107787A patent/JPS60250052A/en active Pending
-
1993
- 1993-06-10 JP JP5138632A patent/JPH0737583B2/en not_active Expired - Lifetime
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS49107327A (en) * | 1973-01-30 | 1974-10-11 | ||
| JPS546035A (en) * | 1977-06-14 | 1979-01-17 | Ciba Geigy Ag | Method of dyeing high molecular organic material |
| JPS5573735A (en) * | 1978-11-23 | 1980-06-03 | Ciba Geigy Ag | Thermoplastic resin raw material coloring method |
Cited By (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH03153780A (en) * | 1989-11-10 | 1991-07-01 | Toyo Ink Mfg Co Ltd | Colored composition for color filter |
| US5290931A (en) * | 1990-02-21 | 1994-03-01 | Hoechst Mitsubishi Kasei Co., Ltd. | Water-insoluble naphthalic acid imide dyestuffs |
| US5368612A (en) * | 1990-02-21 | 1994-11-29 | Hoechst Mitsubhishi Kasei Co., Ltd. | Method of dyeing a fiber mixture with water-insoluble naphthalic acid imide dyestuffs |
| JP2005010604A (en) * | 2003-06-20 | 2005-01-13 | Toyo Ink Mfg Co Ltd | Photosensitive black composition, black matrix substrate obtained by using the same and color filter |
| JP4601267B2 (en) * | 2003-06-20 | 2010-12-22 | 東洋インキ製造株式会社 | Photosensitive black composition, black matrix substrate and color filter using the same |
| WO2021206059A1 (en) * | 2020-04-07 | 2021-10-14 | オリヱント化学工業株式会社 | Colorant, master batch containing same, colored resin composition, and molded article |
| CN115443313A (en) * | 2020-04-07 | 2022-12-06 | 东方化学工业株式会社 | Coloring agent, master batch containing coloring agent, coloring resin composition and molded object |
Also Published As
| Publication number | Publication date |
|---|---|
| JPH0737583B2 (en) | 1995-04-26 |
| JPH0625550A (en) | 1994-02-01 |
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