TW201206897A - Compound and colored composition - Google Patents

Compound and colored composition Download PDF

Info

Publication number
TW201206897A
TW201206897A TW100120256A TW100120256A TW201206897A TW 201206897 A TW201206897 A TW 201206897A TW 100120256 A TW100120256 A TW 100120256A TW 100120256 A TW100120256 A TW 100120256A TW 201206897 A TW201206897 A TW 201206897A
Authority
TW
Taiwan
Prior art keywords
compound
group
substituted
carbon number
formula
Prior art date
Application number
TW100120256A
Other languages
Chinese (zh)
Other versions
TWI491599B (en
Inventor
Takuma Fujita
Original Assignee
Sumitomo Chemical Co
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 Sumitomo Chemical Co filed Critical Sumitomo Chemical Co
Publication of TW201206897A publication Critical patent/TW201206897A/en
Application granted granted Critical
Publication of TWI491599B publication Critical patent/TWI491599B/en

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D407/00Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen atoms as the only ring hetero atoms, not provided for by group C07D405/00
    • C07D407/02Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen atoms as the only ring hetero atoms, not provided for by group C07D405/00 containing two hetero rings
    • C07D407/12Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen atoms as the only ring hetero atoms, not provided for by group C07D405/00 containing two hetero rings linked by a chain containing hetero atoms as chain links
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09BORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B11/00Diaryl- or thriarylmethane dyes
    • C09B11/04Diaryl- or thriarylmethane dyes derived from triarylmethanes, i.e. central C-atom is substituted by amino, cyano, alkyl
    • C09B11/10Amino derivatives of triarylmethanes
    • C09B11/24Phthaleins containing amino groups ; Phthalanes; Fluoranes; Phthalides; Rhodamine dyes; Phthaleins having heterocyclic aryl rings; Lactone or lactame forms of triarylmethane dyes
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D311/00Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings
    • C07D311/02Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings ortho- or peri-condensed with carbocyclic rings or ring systems
    • C07D311/78Ring systems having three or more relevant rings
    • C07D311/80Dibenzopyrans; Hydrogenated dibenzopyrans
    • C07D311/82Xanthenes
    • C07D311/84Xanthenes with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached in position 9
    • C07D311/88Nitrogen atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D407/00Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen atoms as the only ring hetero atoms, not provided for by group C07D405/00
    • C07D407/02Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen atoms as the only ring hetero atoms, not provided for by group C07D405/00 containing two hetero rings
    • C07D407/10Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen atoms as the only ring hetero atoms, not provided for by group C07D405/00 containing two hetero rings linked by a carbon chain containing aromatic rings
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09BORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B11/00Diaryl- or thriarylmethane dyes
    • C09B11/04Diaryl- or thriarylmethane dyes derived from triarylmethanes, i.e. central C-atom is substituted by amino, cyano, alkyl
    • C09B11/10Amino derivatives of triarylmethanes
    • C09B11/12Amino derivatives of triarylmethanes without any OH group bound to an aryl nucleus
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09BORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B11/00Diaryl- or thriarylmethane dyes
    • C09B11/28Pyronines ; Xanthon, thioxanthon, selenoxanthan, telluroxanthon dyes
    • 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
    • G03F7/0005Production of optical devices or components in so far as characterised by the lithographic processes or materials used therefor
    • G03F7/0007Filters, e.g. additive colour filters; Components for display devices
    • HELECTRICITY
    • H10SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
    • H10KORGANIC ELECTRIC SOLID-STATE DEVICES
    • H10K99/00Subject matter not provided for in other groups of this subclass

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Physics & Mathematics (AREA)
  • General Physics & Mathematics (AREA)
  • Optical Filters (AREA)
  • Materials For Photolithography (AREA)
  • Polymerisation Methods In General (AREA)
  • Paints Or Removers (AREA)
  • Liquid Crystal (AREA)

Abstract

This invention provides a colored composition comprising at least one selected from resin, photopolymerizable compound, photopolymerization initiator and solvent, and a coloring agent containing xanthene-based dye. This invention provides a compound represented by formula (I): wherein L is a bivalent saturated alkyl with 1-20 carbon atoms; the hydrogen atoms of the saturated alkyl can also be substituted by halogen atoms; the -CH2- of the saturated alkyl can be substituted by -CO- or -O-; R1 and R2 individually represent the hydrogen atom, substituted monovalent aliphatic alkyl with 1-16 carbon atoms or substituted acyl group with 2-18 carbon atoms; R3-R10 individually represent the hydrogen atom, substituted monovalent aliphatic alkyl with 1-8 carbon atoms, or substituted monovalent aromatic alkyl with 6-10 carbon atoms, wherein the–CH2- of the aliphatic alkyl can be substituted by –O-; R11-R14 individually represent the hydrogen atom or the methyl; X1 and X2 represent the inorganic anion or the organic anion.

Description

201206897 六、發明說明: 【發明所屬之技術領域】 本發明係關於一種有效用作染料之化合物及包含該化合 物之著色組合物》 【先前技術】 於液晶顯示面板、電致發光面板及電漿顯示面板等中所 使用之顯示裝置用彩色濾光片中,一直使用染料作為著色 劑。作為此種染料,例如已知有如c.j.驗性紅1這樣的二苯 并哌喃化合物(專利文獻1 )。 專利文獻1:曰本專利特開2001-106712號 【發明内容】 作為顯示裝置用彩色濾光片之著色劑,若使用移染性高 之染料,則該染料會向其他顏色之彩色濾光片或保護層等 不3著色劑之樹脂膜移動,從而導致顯示裝置之顯示特性 $此處’所謂移染性’是指於目標材料中所含之染料 x二氣或水蒸氣為介質而附著於其他材料或者被吸收,但 上述之二苯并。底喃化合物,存在未必能夠充分滿足移染性 之情形。 亦即,本發明係提供以下[丨]〜[6]者。 [1] —f化合物,其以式(I)而表示, P4201206897 VI. Description of the Invention: [Technical Field] The present invention relates to a compound effective as a dye and a colored composition comprising the same. [Prior Art] In a liquid crystal display panel, an electroluminescence panel, and a plasma display In a color filter for a display device used in a panel or the like, a dye is always used as a colorant. As such a dye, for example, a dibenzopyran compound such as c.j. redness 1 is known (Patent Document 1). Patent Document 1: Japanese Laid-Open Patent Publication No. 2001-106712. SUMMARY OF THE INVENTION As a coloring agent for a color filter for a display device, if a dye having a high transferability is used, the dye is applied to a color filter of another color. Or a protective film or the like, the resin film of the 3 coloring agent is moved, thereby causing display characteristics of the display device. Here, the term "transporting property" means adhering to the dye x digas or water vapor contained in the target material as a medium. Other materials are either absorbed, but the above dibenzophenone. The base compound has a case where the transfer property is not necessarily sufficiently satisfied. That is, the present invention provides the following [丨]~[6]. [1] - a compound represented by formula (I), P4

156701.doc 201206897 [式⑴中,L表示碳數為價飽和烴基該飽和烴基中 所含之氫原子亦可經函素原子取代,該飽和烴基中所含之 -CH2·亦可經-CO-或-〇-取代; R及R分別獨立地表示氫原子、亦可具有取代基之碳數 為1〜16之1價脂肪族烴基或亦可具有取代基之碳數為2〜18 之醯基; R〜R分別獨立地表示氫原子、亦可具有取代基之碳數 為1〜8之1價脂肪族烴基或亦可具有取代基之碳數為6〜1〇之 1價芳香族烴基,該脂肪族烴基中所含之_CH2亦可經_〇_取 代; R〜R14分別獨立地表示氫原子或甲基。 X1-及X2·表示無機陰離子或有機陰離子]。 [2] 如[1]之化合物,其中L係碳數為5〜15之烷二基,該烷二 基中所含之-CH2·亦可經取代。 [3] —種染料,其以如[1]或[2]之化合物為主成分。 [4] 一種著色組合物,其包含:選自由樹脂、光聚合性化 合物、光聚合起始劑及溶劑所組成之群中之至少1種,及含 有如[3]之染料之著色劑。 [5] —種彩色濾光片,其係使用如[4]之著色組合物而形成。 [6] —種顯示裝置’其包含如[5]之彩色淚光片。 【實施方式】 本發明之化合物係式(I)所表示之化合物(以下有時稱為 「化合物(I)」)。 156701.doc Δ * ⑧ 201206897156701.doc 201206897 [In the formula (1), L represents a carbon number as a valence saturated hydrocarbon group. The hydrogen atom contained in the saturated hydrocarbon group may also be substituted by a functional atom, and the -CH2· contained in the saturated hydrocarbon group may also pass through -CO- Or -〇-substituted; R and R each independently represent a hydrogen atom, a monovalent aliphatic hydrocarbon group having a carbon number of 1 to 16 which may have a substituent, or a fluorenyl group having a carbon number of 2 to 18 which may have a substituent And R to R each independently represent a hydrogen atom, a monovalent aliphatic hydrocarbon group having a carbon number of 1 to 8 or a monovalent aromatic hydrocarbon group having a carbon number of 6 to 1 Å which may have a substituent, The _CH2 contained in the aliphatic hydrocarbon group may also be substituted with _〇_; and R to R14 each independently represent a hydrogen atom or a methyl group. X1- and X2· represent an inorganic anion or an organic anion]. [2] The compound of [1], wherein L is an alkanediyl group having a carbon number of 5 to 15, and -CH2· contained in the alkanediyl group may also be substituted. [3] A dye which is mainly composed of a compound such as [1] or [2]. [4] A coloring composition comprising: at least one selected from the group consisting of a resin, a photopolymerizable compound, a photopolymerization initiator, and a solvent, and a coloring agent containing the dye of [3]. [5] A color filter formed using the coloring composition as in [4]. [6] A display device 'which contains a colored tear film as in [5]. [Embodiment] The compound of the present invention is a compound represented by the formula (I) (hereinafter sometimes referred to as "compound (I)"). 156701.doc Δ * 8 201206897

(i> [式⑴中,L表示碳數為卜“之之價飽和烴基,該飽和烴基中 所s之氫原子亦可經齒素原子取代,該飽和煙基中所含之 -CH2-亦可經_C〇-或-0_取代。 R1及R2分別獨立地表示氫原子、亦可具有取代基之碳數 為1〜16之1價脂肪族烴基或亦可具有取代基之碳數為2〜18 之醯基。 R R Λ別獨立地表示氫原子、亦可具有取代基之碳數 為1〜8之1價脂肺族烴基或亦可具有取代基之碳數為 6~10 之 1價芳香族烴基’該脂肪族煙基中所含之哪亦可經_〇_取 代。 R〜R分別獨立地表示氫原子或爭基。 X及X表不無機陰離子或有機陰離子]。 〃厌數為1 2G之2價直鏈狀飽和烴基,該飽和煙基中 所含之虱原子亦可經南素原子取代,該飽和烴基中所含之 -Cfi2-亦可經-CO-或-0_取代。 =和煙基可為碳數為卜2〇之炫二基、碳數為Η之環 以基組合而成之碳數為4〜2g之基中的任意基。 ^ # j幻舉.亞甲基、伸乙基、丙二基、 丙二基、丁二基、戊- 戊一基、己二基、庚二基、辛二基、癸 156701.doc 201206897 二基、十四院二基及二十炫•二基等。 作為-CH2·經-〇-取代之烷二基,可列舉:-(CH2)3-〇-(ch2)3-、 -(CH2)3-〇-(CH2)4-〇-(CH2)3-及-(CH2)3-〇-(CH2)2-〇-(CH2)2-〇-(ch2)3- 等。 作為上述環烷二基,可列舉:環戊二基、環己二基、環 辛二基等。 作為炫》·—基與環统一基組合而成之基,可列舉如下所示 之基等。(i> [In the formula (1), L represents a saturated hydrocarbon group having a carbon number of s", and the hydrogen atom of s in the saturated hydrocarbon group may be substituted by a fang atom, and -CH2- contained in the saturated smoky group It may be substituted by _C〇- or -0. R1 and R2 each independently represent a hydrogen atom, a monovalent aliphatic hydrocarbon group having a carbon number of 1 to 16 which may have a substituent, or a carbon number which may have a substituent a fluorenyl group of 2 to 18. The RR group independently represents a hydrogen atom, a monovalent aliphatic lung hydrocarbon group having a carbon number of 1 to 8 or a substituent having a carbon number of 6 to 10 The valent aromatic hydrocarbon group 'which is contained in the aliphatic smoky group may be substituted by _〇_. R 〜 R each independently represents a hydrogen atom or a contending group. X and X represent an inorganic anion or an organic anion]. The number is a linear divalent linear hydrocarbon group of 1 2G, and the halogen atom contained in the saturated tobacco group may be substituted by a south atom, and the -Cfi2- contained in the saturated hydrocarbon group may also be -CO- or -0 _Substitute = and the nicotine group may be any group of carbons having a carbon number of 〇2〇, a carbon number of Η, and a carbon number of 4 to 2g. ^ #j幻举Methylene, Ethyl, propylenediyl, propylenediyl, butyldiyl, pentylpentyl, hexyldiyl, heptyldiyl, octyldiyl, oxime 156701.doc 201206897 Diji, 14th Institute II and 20 Hyun•diyl, etc. As the -CH2·trans-oxime-substituted alkanediyl group, -(CH2)3-〇-(ch2)3-, -(CH2)3-〇-(CH2)4- 〇-(CH2)3- and -(CH2)3-〇-(CH2)2-〇-(CH2)2-〇-(ch2)3-, etc. As the cycloalkanediyl group, cyclopentane is exemplified The base, the cyclohexanediyl group, the cyclooctyldiyl group, etc. The base group which is combined with a ring base group, and the base shown below are mentioned.

作為L,較佳的是-CHr亦可經取代之碳數為5〜15之烷 二基,且較佳的是-CH2-亦可經_〇·取代之5〜15之直鏈狀烷 一基,更佳的是CH2·亦可經取代之碳數為6〜1〇之直鏈狀 烷一基。作為較佳之基,例如可列舉:_(CH2)6_、_(CH2)i〇_、 -(CH2)3-o-(CH2)3-' -(CH2)3-〇-(CH2)4-〇-(CH2)3-^-(CH2)3-0-(CH2)2-0-(CH2)2-0-(CH2)3-。 R及R分別獨立地表不氫原子、亦可具有取代基之碳數 為1~16之1價脂肪族烴基或亦可具有取代基之碳數為2〜18 156701.doc * 6 -As L, it is preferred that -CHr may be substituted with an alkyl 2 group having 5 to 15 carbon atoms, and preferably -CH 2 may be substituted with a linear alkyl group of 5 to 15 which is substituted by _〇. More preferably, the CH2· may be substituted with a linear alkyl group having a carbon number of 6 to 1 Å. Preferred examples include, for example, _(CH2)6_, _(CH2)i〇_, -(CH2)3-o-(CH2)3-'-(CH2)3-〇-(CH2)4- 〇-(CH2)3-^-(CH2)3-0-(CH2)2-0-(CH2)2-0-(CH2)3-. R and R each independently represent a hydrogen atom, and may have a substituent of a monovalent aliphatic hydrocarbon group having 1 to 16 carbon atoms or may have a substituent having a carbon number of 2 to 18 156701.doc * 6 -

201206897 之醯基。 碳數為1〜16之1價脂肪族烴基可為直鏈狀、分枝鏈狀或環 狀之任意者。脂肪族烴基之碳數不包含取代基之碳數,該 數較佳的是6〜1 〇,更佳的是1〜4。 作為上述之1價脂肪族烴基,例如可列舉:甲基、乙基、 正丙基、異丙基、正丁基、異丁基、第二丁基、第三丁基、 甲基丁基(1,1,3,3-四甲基丁基等)、甲基己基〇5_二甲基己 基等)6基己基(2_乙基己基等)、環戊基、環己基、甲基 裱己基(2-甲基環己基等)及環己基烷基等。 上述之1價脂肪族烴基中所含之氫原子亦可經碳數為丨〜8 之烧氧基或缓基取代。作為經碳數為卜8之燒氧基取代之^ 價脂肪族烴基’可列舉:丙氧基丙基(3_(異丙氧基)丙基等) 及烷氧基丙基(3-(2-乙基己氧基)丙基等η乍為經羧基取代 之。丨.丨6脂肪族烴基’可列舉:2_羧基乙基、3_羧基乙基丙基 及4-羧基丁基等。 土 厌數為2 18之醯基中所含之氫原子亦可經碳數為1〜$之 燒氧基取代。亦可具有取代基之碳數為2〜18之醯基的碳數 包括取代基之碳數而計數’該數較佳的W作為亦可 具有取代基之醯基,例如可列舉:乙醯基、苯歹酿基、甲 氧基苯甲醯基(對甲氧基苯甲醯基等)等。 及R2較佳的是氫原子、碳數為卜…價脂肪族煙基或 碳數為2〜5之縣。作為較佳之基,可列舉:氫原子、⑽ 基及丙醯基,更佳的是氫原子。 R〜R分別獨立地表示氫原子、亦可經取代之碳數為卜8 156701,doc 201206897 之1價脂肪族烴基或亦可經取代之碳數為6〜10之H賈芳香族 烴基。碳數為1〜8之1價脂肪族烴基之碳數不包括取代基之 碳數,該數為1〜8’較佳的是1〜Ο碳數為價芳香族 烴基之碳數不包括取代基之碳數,該數為6〜1〇,較佳的是 6〜8 〇 碳數為1〜8之丨價酯肪族烴基可為直鏈狀、分枝鏈狀或環 狀2之任意者。作為該脂肪族烴基,可列舉:作為表示汉]及 R2之1價脂肪族烴基而列舉之基中的碳數為J〜8者。 碳數為1〜8之丨價脂肪族烴基中所含之CHr亦可經_〇-取 代。碳數為卜8之!價脂肪族烴基_所含之氫原子亦可經氣 原子等鹵素原子取代。 R〜R較佳的是氫原子、-CHr亦可經_〇_取代之碳數為 1〜6之燒基。作為較佳之基,可列舉:氣原子、甲基、乙基、 (CH2)2CH(CH3)2 . -(CH2)2-〇-CH3 ^ ^-(CH2)3-0-CH3 , ^ 的是氫原子或乙基。 R〜R14分別獨立地表示氫原子或甲基,較佳的是甲基。 X表不無機陰料或有機陰離子。作為錢陰離子 機陰離子,可列蔗.备 ^ .氟化物離子、氯化物離子、溴化物離 八化物離子 '過氯酸離子、次氯酸離子、對甲苯疏離 千、CH3-CO〇-、Ph ^ 是列舉:氣化物rr過氯;ro”cF3·803·等,較佳的 離子、C 過氯®夂離子、CH3-C00-、對甲苯錄 人物 3寺別疋有機離子於含有於樹脂硬化性化 合物中之情形時有用, 進而為非金屬鹽,因此於強調絕緣 注之領域中亦有用。 > 156701.doc 201206897 作為化合物(I),可列舉式(1-1)〜式(1-18)所表示之化合物。 表中之L表示右側之結合鍵為與-NR1-之氮原子之結合鍵。Base of 201206897. The monovalent aliphatic hydrocarbon group having 1 to 16 carbon atoms may be any of a linear chain, a branched chain or a ring. The carbon number of the aliphatic hydrocarbon group does not include the carbon number of the substituent, and the number is preferably 6 to 1 Torr, more preferably 1 to 4. Examples of the above monovalent aliphatic hydrocarbon group include a methyl group, an ethyl group, a n-propyl group, an isopropyl group, a n-butyl group, an isobutyl group, a second butyl group, a third butyl group, and a methyl butyl group (for example). 1,1,3,3-tetramethylbutyl or the like), methylhexylfluorene 5-dimethylhexyl, etc.) 6-hexyl group (2-ethylhexyl group, etc.), cyclopentyl group, cyclohexyl group, methyl group Hexyl (2-methylcyclohexyl, etc.) and cyclohexylalkyl group. The hydrogen atom contained in the above monovalent aliphatic hydrocarbon group may be substituted by an alkoxy group or a slow group having a carbon number of 丨8. Examples of the valent aliphatic hydrocarbon group substituted by the alkoxy group having a carbon number of 8 include a propoxypropyl group (3-(isopropoxy)propyl group, etc.) and an alkoxypropyl group (3-(2).乍 等 such as -ethylhexyloxy)propyl group is substituted by a carboxyl group. The 丨.丨6 aliphatic hydrocarbon group 'is exemplified by 2-carboxyethyl, 3-carboxyethylpropyl and 4-carboxybutyl. The hydrogen atom contained in the fluorenyl group having a carbon number of 2 18 may be substituted by an alkoxy group having a carbon number of 1 to $. The carbon number of the fluorenyl group having a carbon number of 2 to 18 which may have a substituent includes a substitution. The number of carbons is preferably calculated as the fluorenyl group which may have a substituent, and examples thereof include an acetamyl group, a benzoquinone group, and a methoxybenzylidene group (p-methoxybenzyl group). And R2 is preferably a hydrogen atom, a carbon number of a valence group, or a carbon number of 2 to 5. As a preferred group, a hydrogen atom, a (10) group and a C. The sulfhydryl group is more preferably a hydrogen atom. R to R each independently represent a hydrogen atom, and the carbon number which may be substituted is VIII 8 156701, the monovalent aliphatic hydrocarbon group of doc 201206897 or the carbon number which may be substituted is 6 ~10 of the H Jia Aroma The carbon number of the monovalent aliphatic hydrocarbon group having a carbon number of 1 to 8 does not include the carbon number of the substituent, and the number is 1 to 8'. Preferably, the carbon number of the valent aromatic hydrocarbon group is 1 to Ο. Including the carbon number of the substituent, the number is 6 to 1 Torr, preferably 6 to 8 〇. The valence of the aliphatic hydrocarbon group having a carbon number of 1 to 8 may be a linear chain, a branched chain or a ring 2 In the above-mentioned aliphatic hydrocarbon group, the number of carbons in the group which is exemplified as the monovalent aliphatic hydrocarbon group of the Chinese and R2 is J 8 to 8. The valence aliphatic group having a carbon number of 1 to 8 The CHr contained in the hydrocarbon group may also be substituted by _〇-. The carbon number is VIII; the valent aliphatic hydrocarbon group _ contained hydrogen atom may be substituted by a halogen atom such as a gas atom. R~R is preferably a hydrogen atom. Further, -CHr may be substituted by _〇_ with a carbon number of 1 to 6. The preferred group may be a gas atom, a methyl group, an ethyl group, or a (CH2)2CH(CH3)2. -(CH2) 2-〇-CH3 ^^-(CH2)3-0-CH3, ^ is a hydrogen atom or an ethyl group. R to R14 each independently represent a hydrogen atom or a methyl group, preferably a methyl group. Inorganic anion or organic anion. As an anion machine anion Can be listed as sugarcane. Preparation ^ fluoride ion, chloride ion, bromide from octapeptide ion 'perchlorate ion, hypochlorous acid ion, p-toluene, thousands of, CH3-CO〇-, Ph ^ is listed: gasification Rr perchloric acid; ro"cF3·803·, etc., preferred ion, C perchloric acid 夂 ion, CH3-C00-, p-toluene recorded in the case of the organic compound in the resin hardening compound It is useful as a non-metal salt, and is also useful in the field of emphasizing the insulating injection. > 156701.doc 201206897 As the compound (I), a compound represented by the formula (1-1) to the formula (1-18) can be cited. . L in the table indicates that the bond bond on the right side is a bond with the nitrogen atom of -NR1-.

[表1] 1-1 L R1 R2 —H ——H R3 R3, R4 R4' —C2H5 —C2H5 —c2h5 —C2H5 R5 R5, R6 R6’ —Η ——H —H ——H R7 R7’ R8 R8’ —ch3 —ch3 —ch3 一ch3 X • X Cl Cl [表2] 1-2 L R1 R2 —(CH2)12 — —H —H R3 R3' R4 R4' —C2H5 —C2H5 —C2H5 —c2h5 R5 R5' R6 R6' ——H —H —H —H R7 R7' R8 R8, _ch3 —CH3 —CH3 —ch3 X X' Cl Cl 156701.doc 201206897 [表3] 1-3 L Ri R2 —H —H R3 R3' R4 R4' —C2H5 _C2H5 —C2H5 _C2H5 R5 R5' R6 R6’ ——Η —H —H —H R7 R7, R8 R8' —ch3 —ch3 _ch3 —ch3 X X, Cl Cl [表4] 1-4 L R1 R2 h3c &H3 —H —H R3 R3, R4 R4’ —C2H5 —C2H5 —C2H5 —C2H5 R5 R5' R6 r6_ —H —H —H —H R7 R7 R8 R8' —ch3 —ch3 _ch3 _CH3 X X' Cl Cl 156701.doc •10- ⑧ 201206897 [表5] 1-5 L R1 R2 H3Cxrc r ——H —H R3 R3, R4 R4, —C2H5 —C2H5 —C2H5 —C2H5 R5 R5' R6 R6’ —Η —H —H —H R7 R7' R8 R8' —ch3 —ch3 —ch3 —ch3 X X, Cl Cl [表6] 1-6 L R1 R2 ——H —H R3 R3' R4 R4' _C2H5 —C2H5 —C2H5 —c2h5 R5 R5' R6 R6' —H —H ——H ——H R7 R7' R8 R8. —ch3 —ch3 —ch3 —CH3 X X' Cl Cl 156701.doc -11 - 201206897 [表7] 1-7 L R1 R2 —H —H R3 R3' R4 R4' 一c2h5 —c2h5 _C2H5 一C2H5 R5 R5' R6 R6' 一c2h5 —C2H5 —C2H5 —C2H5 R7 R7' R8 R8. —Η —H —H ——H X X, Cl Cl [表8] 1-8 L R1 R2 —(CH2)i2— —H —H R3 R3' R4 R4' —C2H5 —C2H5 —C2H5 一C2H5 R5 R5' R6 R6’ _c2h5 _C2Hs —C2H5 —C2H5 R7 R7' R8 R8' —H —H —H —H X X' Cl Cl 156701.doc •12- ⑧ 201206897 [表9] 1-9 L R1 R2 —H —H R3 R3' R4 R4' —C2H5 —c2h5 一C2H5 —〇2H5 R5 R5' R6 R6' _C2H5 —C2H5 _C2H5 —C2H5 R7 R7' R8 R8' —H —H —H —H X X, Cl Cl [表 10] 1-10 L R1 R2 h3c XT &H3 —H —H R3 R3' R4 R4' _C2H5 —C2H5 —C2Hs —C2H5 R5 R5' R6 R6' —c2h5 -·c2h5 —C2H5 —C2H5 R7 R7' R8 R8' —H —H —H —H X X, Cl Cl r- * 156701.doc •13- 201206897 [表 11] 1-11 L R1 R2 H3C^nc xCH3 —H —H R3 R3, R4 R4' —C2H5 —C2H5 —C2H5 —C2H5 R5 R5’ R6 R6' _c2h5 _c2h5 —c2h5 _c2h5 R7 R7' R8 R8’ —Η ——H —H —H X X, Cl Cl [表 12] 1-12 L R1 R2 —H —H R3 R3, R4 R4' —c2h5 _c2h5 —C2H5 —c2h5 R5 R5' R6 R6' _C2^5 _c2h5 —c2h5 —c2h5 R7 R7. R8 R8' —H —H —H —H X X, Cl Cl 156701.doc • 14· ⑧ 201206897 [表 13] 1-13 L R1 R2 —H —H R3 R3, R4 R4' ch3 ch3 —H ——H R5 R5' R6 R6' —c2h5 _C2H5 一c2h5 —C2Hs R7 R7’ R8 R8' —H ——H —H —H X X, Cl Cl [表 14] 1-14 L R1 R2 —(CH2)12~ ——H ——H R3 R3' R4 R4' ch3 丄 ch3 —H ——H R5 R5, R6 R6' —C2H5 _C2H5 _C2H5 —C2H5 R7 R7, R8 R8' —H —H —H ——H X X, Cl Cl •15· 156701.doc 201206897 [表 15] 1-15 L R1 R2 —H —H R3 R3' R4 R4' ch3 八人 ch3 —H —H R5 R5. R6 R6’ _C2H5 —C2H5 一c2h5 —C2H5 R7 R7. R8 R8' —Η —H —H —H X X' Cl Cl [表 16] 1-16 L R1 R2 h3c ——H —H J/CH3 ch3 R3 R3. R4 R4' ch3 ch3 八JL 八乂 ——H —H R5 R5, R6 R6’ 一C2H5 —C2H5 —C2H5 _C2H5 R7 R7' R8 R8' —H —H —H ——H X X, Cl Cl 156701.doc •16· ⑧ 201206897 [表 17] 1-17 L R1 R2 HXn〇 ^〇h3 —H —H R3 R3, R4 R4' ch3 ch3 —H —H R5 R5' R6 R6' —C2H5 _C2H5 一c2h5 —C2H5 R7 R7. R8 R8' —H —H —H —H X X' Cl Cl [表 18] 1-18 L R1 R2 —H —H R3 R3' R4 R4' ch3 ch3 —H —H R5 R5' R6 R6' _C2H5 —c2h5 —c2h5 _C2H5 R7 R7' R8 R8' —H —H ——H —H X X, Cl Cl 156701.doc •17- 201206897 /匕合物⑴較佳的是…與以、尺4與尺8、义5與尺9、&6與尺10、 R 、R與rm、x!與X2分別為相同之基之化合物,亦 即式㈣所表示之化合物’更佳的是進而R1與R2為相同之 基之化合物。若為該等化合物,則可容易地製造化合物。[Table 1] 1-1 L R1 R2 —H —H R3 R3, R4 R4′ —C2H5 —C2H5 —c2h5 —C2H5 R5 R5, R6 R6′ —Η ——H —H —H R7 R7′ R8 R8 ' —ch3 —ch3 —ch3 —ch3 X • X Cl Cl [Table 2] 1-2 L R1 R2 —(CH2)12 — —H —H R3 R3′ R4 R4′ —C2H5 —C2H5 —C2H5 —c2h5 R5 R5 ' R6 R6' ——H —H —H —H R7 R7′ R8 R8, _ch3 —CH3 —CH3 —ch3 XX' Cl Cl 156701.doc 201206897 [Table 3] 1-3 L Ri R2 —H —H R3 R3 ' R4 R4' —C2H5 _C2H5 —C2H5 _C2H5 R5 R5′ R6 R6′ ——Η —H —H —H R7 R7, R8 R8′ —ch3 —ch3 _ch3 —ch3 XX, Cl Cl [Table 4] 1-4 L R1 R2 h3c &H3 —H —H R3 R3, R4 R4′ —C2H5 —C2H5 —C2H5 —C2H5 R5 R5′ R6 r6_ —H —H —H —H R7 R7 R8 R8′ —ch3 —ch3 _ch3 _CH3 XX' Cl Cl 156701.doc •10- 8 201206897 [Table 5] 1-5 L R1 R2 H3Cxrc r ——H —H R3 R3, R4 R4, —C2H5 —C2H5 —C2H5 —C2H5 R5 R5′ R6 R6′ —Η — H — H — H R7 R7' R8 R8' — ch3 — ch3 — ch3 — ch3 XX, Cl Cl [Table 6] 1-6 L R1 R2 ——H —H R3 R3′ R4 R4′ _C2H5 —C2H5 —C2H5 —c2h5 R5 R5′ R6 R6′ —H —H ——H ——H R7 R7 ' R8 R8. —ch3 —ch3 —ch3 —CH3 XX' Cl Cl 156701.doc -11 - 201206897 [Table 7] 1-7 L R1 R2 —H —H R3 R3′ R4 R4′ One c2h5 —c2h5 _C2H5 One C2H5 R5 R5' R6 R6' - c2h5 - C2H5 - C2H5 - C2H5 R7 R7' R8 R8. - Η - H - H - HXX, Cl Cl [Table 8] 1-8 L R1 R2 — (CH2)i2 — — H —H R3 R3' R4 R4' —C2H5 —C2H5 —C2H5 —C2H5 R5 R5′ R6 R6′ _c2h5 _C2Hs —C2H5 —C2H5 R7 R7′ R8 R8′ —H —H —H —HXX' Cl Cl 156701.doc •12 - 8 201206897 [Table 9] 1-9 L R1 R2 —H —H R3 R3′ R4 R4′ —C2H5 —c2h5 A C2H5 —〇2H5 R5 R5′ R6 R6′ _C2H5 —C2H5 _C2H5 —C2H5 R7 R7' R8 R8' —H —H —H —HXX, Cl Cl [Table 10] 1-10 L R1 R2 h3c XT &H3 —H —H R3 R3′ R4 R4′ _C2H5 —C2H5 —C2Hs —C2H5 R5 R5′ R6 R6′ — C2h5 -·c2h5 —C2H5 —C2H5 R7 R7' R8 R8' —H —H —H —HXX, Cl Cl r- * 156701.doc •13- 201206897 [Table 11] 1-11 L R1 R2 H3C^nc xCH3 —H —H R3 R3, R4 R4′ —C2H5 —C2H5 — C2H5 — C2H5 R5 R5' R6 R6' _c2h5 _c2h5 —c2h5 _c2h5 R7 R7' R8 R8' —Η ——H —H —HXX, Cl Cl [Table 12] 1-12 L R1 R2 —H —H R3 R3, R4 R4' —c2h5 _c2h5 —C2H5 —c2h5 R5 R5′ R6 R6′ _C2^5 _c2h5 —c2h5 —c2h5 R7 R7. R8 R8′ —H —H —H —HXX, Cl Cl 156701.doc • 14· 8 201206897 [Table 13] 1-13 L R1 R2 —H —H R3 R3, R4 R4′ ch3 ch3 —H ——H R5 R5′ R6 R6′ —c2h5 _C2H5 a c2h5 —C2Hs R7 R7′ R8 R8′ —H ——H — H —HXX, Cl Cl [Table 14] 1-14 L R1 R2 —(CH2)12~ ——H ——H R3 R3′ R4 R4′ ch3 丄ch3 —H ——H R5 R5, R6 R6′ —C2H5 _C2H5 _C2H5 —C2H5 R7 R7, R8 R8' —H —H —H ——HXX, Cl Cl •15· 156701.doc 201206897 [Table 15] 1-15 L R1 R2 —H —H R3 R3′ R4 R4′ ch3 Eight people ch3 —H —H R5 R5. R6 R6' _C2H5 —C2H5 a c2h5 —C2H5 R7 R7. R8 R8' —Η —H —H —HXX' Cl Cl [Table 16] 1-16 L R1 R2 h3c ——H —HJ/CH3 ch3 R3 R3. R4 R4' ch3 ch3 Eight JL Eight Diagrams - H - H R5 R5, R6 R6' One C2H5 - C2H5 - C2H5 _C2H5 R7 R7' R8 R8' - H - H - H - HXX, Cl Cl 156701.doc •16· 8 201206897 [Table 17] 1-17 L R1 R2 HXn〇^〇h3 —H —H R3 R3, R4 R4′ ch3 ch3 —H —H R5 R5′ R6 R6′ —C2H5 _C2H5 a c2h5 —C2H5 R7 R7. R8 R8' —H —H —H —HXX' Cl Cl [Table 18] 1-18 L R1 R2 —H —H R3 R3′ R4 R4′ ch3 ch3 —H —H R5 R5′ R6 R6′ _C2H5 — C2h5 —c2h5 _C2H5 R7 R7' R8 R8' —H —H —H —HXX, Cl Cl 156701.doc •17- 201206897 /The composition (1) is preferably...with, ruler 4 and ruler 8, meaning 5 The compound which is the same as the ruler 9, the & 6 and the ruler 10, R, R and rm, x! and X2, respectively, that is, the compound represented by the formula (4) is more preferably the same base as R1 and R2. It Compound. If it is such a compound, a compound can be manufactured easily.

[式㈣中,L、心、Rn、R,xl表示與上述相同之含 意。] 化合物⑴可藉由如下方法製造:於溶劑中,使式(I_A)所 表示之化合物及式(Ι·Α,)所表示之化合物In the formula (4), L, heart, Rn, R, and xl represent the same meanings as described above. The compound (1) can be produced by a compound represented by the formula (I-A) and a compound represented by the formula (Ι·Α,) in a solvent.

[式(Ι-Α)及式(Ι-Α,)中’ R3〜Rl4、χ1及χ2表*與上述相同之 含意。Υ1及Υ2表示經基、〇r2〇或齒素原子。r2〇表示碳數 為1〜8之脂肪族烴基。] 與式(I-B)所表示之化合物 156701.doc ⑧ -18- 201206897[Formula (Ι-Α) and (式-Α,)] 'R3~Rl4, χ1 and χ2 Table* have the same meanings as above. Υ1 and Υ2 represent a transradical, 〇r2〇 or dentate atom. R2〇 represents an aliphatic hydrocarbon group having a carbon number of 1 to 8. And the compound represented by formula (I-B) 156701.doc 8 -18- 201206897

[式(Ι_Β)中’ L、R1及R2表示與上述相同之含意。] 於〇〜25〇t下進行反應。 作為式(I-B)所表示之化合物,可列舉:乙二胺、丁二胺、 己二胺、環己二胺、1,12_二胺基十二烷、4,4_亞曱基雙(2_ 曱基裱己胺)、異佛爾酮二胺、1,4-丁二醇雙(3-胺基丙基) 醚、二乙二醇雙(3-胺基丙基)醚等。 式(I-B)所表示之化合物可單獨使用,亦可併用2種以上。 相對於式(Ι-A)所表示之化合物及式(I A,)所表示之化合物 之合計量1莫耳而言,式(I_B)所表示之化合物之使用量較佳 的是0.5〜3莫耳。 於γ及γ2為羥基之情形時,較佳的是使用式所表示 之化合物之鹽酸鹽。 又,於Y1及Y2為羥基之情形時,較佳的是使用公知之縮 合劑。作為縮合劑,可列舉:(Ph〇)3p、(ph〇)pCl2、php〇(^、 (^3H7)3P(0)0、POCl3、s〇cl2_Et3N、ph3p_c2ci6等更佳 2的 是與貌基醯胺類溶财之吼咬組合而使帛。相對於式 所表示之化合物及式(Ι_Α,)所表示之化合物之合計量丨莫耳 而言,縮合劑之使用量較佳的是2〜1〇料。相對於式⑽) 所^示之化合物及式(Ι·Α·)所表示之化合物之合計量!莫耳 而言,吡啶之使用量較佳的是2〇〜8〇莫耳。 、 於…為,之情形時,較佳的是添加公知之鹼觸 媒。作為鹼觸媒,可列舉乙醇鈉、氫化鈉等。相對於式(I Α) J5670l.doc -19· 201206897 所表示之化合物及式(I_ A')所表示之化合物之合計量1莫耳 而言,鹼觸媒之使用量較佳的是〇〇1〜2莫耳。 上述反應係於溶劑中進行。作為溶劑,例如較佳的是: 水;1,4-二噁烷等醚類(特別是環狀醚類);氣仿、二氯甲烷、 四氣化碳、i,2-二氯乙炫、二氣乙稀、三氯乙稀、全氯乙稀、 -氯丙烧、氣戊烧、1,2_:漠乙燒等齒化烴類;丙酮、甲基 異丁基酮、環己酮等酮類;[甲苯、二甲苯等碳系芳香 私類’ N,N-一甲基曱醯胺、N,N_二丁基甲酿胺、Η,二甲 基乙醯胺、N-f基呲咯啶酮等烷基醯 使用,亦可併用2種以上。相對於切編本一 ^ 了早獨 ?目對於式(I_A)所表不之化合物及 式(Ι·Α·)所表示之化合物之合計量1質量份而言,溶劑之使 用量較佳的是1〜2G質量份,更佳的是2〜Η)質量份。 上述反應較佳的是於氮氣環境下或氬氣環境下進行。亦 可於利用氣化約等而乾燥之空氣下進行。 2應溫f較佳的是G〜25代’更佳的是1G〜細。c。反應時 4較佳的疋1〜25小時,更佳的是^ $小時。 式(Ι_Α)所表示之化合物、式(ι仰斤表示之化合物式 (Ι-Β)所表不之化合物及波孰丨 齊之添加順序並無特別限定,較 佳的是於包含式㈣所表示之化合物、式_所表% 合物及溶劑之溶液中’添加(滴加)式_所表示之、化合 物。於使㈣合劑之情料,較佳的是於 示之化合物、式(“,)所表示之化合 = 液中,添加(滴加)式㈣) 狀冷齊丨之冷 之情形時,較佳的是於^含表^之八匕合物。於使用驗觸媒 3式(Ι-Α)所表示之化合物、式 156701.doc -20. 201206897 (Ι-A')所表示之化合物、鹼觸媒及溶劑之溶液中,添加(滴 加)式(Ι-Β)所表示之化合物。 自以上述方式而獲得之反應混合物中得到作為目標化入 物之化合物(I)的方法並無特別限定,可採用公知之各種方 法(酸析或鹽析等)。濾取之晶體通常利用水等進行清洗,繼 而加以乾燥。又,亦可視需要利用再結晶等公知之方法進 一步純化。 本發明之化合物顯示出高溶解性、低移染性及高分光濃 度,因此可用作利用反射光或穿透光而進行彩色顯示之纖 維材料、液晶顯示裝置等中之染料。又,本發明之化合物 於測定吸收光譜時在500〜600 nm之波段中具有最大吸收, 因此可用作紅色或紫色染料。 本發明之染料係以本發明之化合物為主成分之染料,且 為含有50質量。/。以上之本發明之化合物之染料。 本發明之染料可單獨為化合物(1),較佳的是混合2種以上 之化合物(I)之染料。其中,更佳的是混合2種以上之僅1不 同之化合物(I)而成之染料。藉由組合該等化合物,從而於 溶劑中之溶解性優異。作為較佳之化合物(1)之組合,例如 為式(1-1)所表示之化合物與式(1-2)所表示之化合物。 混合2種以上之化合物(I)而成之染料可單獨製造各個化 合物⑴然後加以混合而獲得,亦可於製造時製成混合物而 獲得。後者例如可於式(Ι-A)所表示之化合物及式(I_A,)與式 (I-B)所表示之化合物之反應中,使用2種以上之式(I_B)所表 示之化合物,藉此製成混合物而獲得。 156701.doc •21 · 201206897 本發明之著色組合物包含:選自由樹脂(以下有時稱為 「樹脂(B)」)、光聚合性化合物(以下有時稱為「光聚合性 化合物(C)」)、光聚合起始劑(以下有時稱為「光聚合起始 劑(D)」)及溶劑(以下有時稱為「溶劑(E)」)所組成之群中 之至少1種、及含有本發明之染料的著色劑(以下有時稱為 「著色劑(A)」)。 著色劑(A)可進而包含與本發明之染料不同之染料、顏料 (A-2) 〇 作為與本發明之染料不同之染料,可列舉於染料索引 (Colour Index)(The Society of Dyers and Colourists 出版) 中,分類為溶劑(Solvent)、酸性(Acid)、鹼性(Basic)、反應 (reactive)、直接(Direct)、分散(Disperse)、或還原(Vat)之 化合物等。更具體而言,可列舉如以下之染料索引(C.I.)編 號之染料,但並不限定於該等。 C.I.溶劑黃 25、79、81、82、83、89 ; C.I·酸性黃7、23、25、42、65、76; C_I.反應黃2、76、116 ; C.I.直接黃4、28、44、86、132 ; C.I.分散黃 54、76 ; C.I.溶劑撥41、54、56 ' 99 ; C.I.酸性橙 56、74、95、1〇8、149、162 ; C.I.反應橙16 ; C.I.直接撥26 ; C.I.溶劑紅 24、49、90、9卜 118、119、122、124、125、 156701.doc ⑧ -22· 201206897 127、 130、 132、 160、 218; C·I.酸性紅 73、9l、Q9、〇7 y2 97、138、15卜 2U、274、289 ; C.I.酸性紫i〇2; C c c c c c c c c c Γ·溶劑藍 35、37、38 I·酸性藍 40、45、78 I.驗性藍65、14〇 ; I.反應藍15、38 ; 工.分散藍143 ; L直接藍86、87 ; I·溶劑綠1、5 ; I.酸性綠3、5、9 I.驗性綠1 ; I.還原綠1 ; 44 、 59 、 64 、 67 、 70 ; 8〇 ' 83 、 90 、 100 、 171 185 ; 25 ' 28 ; C. I.酸性黑 5 8、6 〇、1 〇 7 ; C.I.溶劑黑27等。 作為顏料(A-2),可列舉於顏料分散抗钱劑中所通常使用 之有機顏料或無機顏料。作為無機顏料,可列舉如金屬氧 化物或金屬錯鹽這樣的金屬化合物,具體可列舉:鐵、鈷、 鋁、鑛、鉛、銅、鈦、鎂、鉻、辞、銻等之金屬氧化物或 複合金屬氧化物。又,作為有機顏料及無機顏料,具體而 言’可列舉於染料索引(Colour Index)(The Society of Dyers and Colourists出版)中,分類為顏料(Pigment)i化合物。更 具體而言,可列舉如下之染料索引(Cl)編號之顏料,但並 不限定於該等。 156701.doc 23· 201206897 C.I.顏料黃 2〇、24、3 卜 53、83、86、93、94、109、110、 117' 125、 137、 138、 139、 147、 148、 150、 153、 154、 166 、 173及180 ; c.l.顏料橙 13、31、36、38、40、42、43、51、55、59、 61 、 64 、 65及71 ; C.I.顏料紅 9、97、105、122、123、144、149、166、168、 176 、 177 、 180 、 192 、 215 、 216 、 224 、 242 、 254 、 255及 264 ; C.I.顏料紫 14、19、23、29、32、33、36、37及 38 ; C.I.顏料藍 15(15:3、15:4、15:6等)、21、28、60、64及 76 ; C.I.顏料綠 7、10、15、25、36及 47 ; C. I ·顏料標2 8, C.I.顏料黑1及7等》 相對於著色組合物中之固形物成分而言’著色劑(A)之含 量較佳的是5~60質量%,更佳的是8〜5 5質量%,進而更佳的 是10〜50質量%。此處’所謂固形物成分’是指著色組合物 中之除溶劑以外成分之合計。 於著色劑(A)進而包含與本發明之染料不同之染料、顏料 (A-2)之情形時’者色劑(A)中之本發明之染料之含量較佳的 是3〜80質量% ’更佳的是3〜70質量。/。,進而更佳的是3〜5〇 質量%。 著色劑(A)中之顏料(A-2)之含量為2〇〜97質量%,較佳的 是30〜97質量%,更佳的是50〜97質量%。 156701.doc -24- 201206897 作為樹脂(B) ’並無特別限定,可使用任意樹脂。例如, 樹脂(B)含有由(甲基)丙烯酸所得到之結構單元。此處,(甲 基)丙烯酸係表示丙烯酸及/或甲基丙烯酸。 作為樹脂(B),具體而言較佳的是:甲基丙烯酸/甲基丙稀 酸节醋共聚物、甲基丙烯酸/甲基丙烯酸苄酯/苯乙烯共聚 物、甲基丙烯酸/甲基丙烯酸苄酯/甲基丙烯酸異冰片基酯共 聚物、甲基丙烯酸/苯乙烯/甲基丙烯酸苄酯/N_苯基馬來醯 亞胺共聚物、甲基丙烯酸與選自由式(Bqq)所表示之化合 物及式(B-1-2)所表示之化合物所組成之群中之至少i種之 共聚物等。[In the formula (Ι_Β), 'L, R1 and R2 have the same meanings as described above. ] The reaction was carried out at ~〇25〇t. Examples of the compound represented by the formula (IB) include ethylenediamine, butanediamine, hexamethylenediamine, cyclohexanediamine, 1,12-diaminododecane, and 4,4-arylenediamine ( 2_mercaptohexylamine), isophoronediamine, 1,4-butanediol bis(3-aminopropyl)ether, diethylene glycol bis(3-aminopropyl)ether, and the like. The compound represented by the formula (I-B) may be used singly or in combination of two or more. With respect to the total amount of the compound represented by the formula (Ι-A) and the compound represented by the formula (IA,), the amount of the compound represented by the formula (I_B) is preferably 0.5 to 3 mol. ear. In the case where γ and γ2 are hydroxyl groups, it is preferred to use the hydrochloride salt of the compound represented by the formula. Further, in the case where Y1 and Y2 are hydroxyl groups, it is preferred to use a known condensation agent. Examples of the condensing agent include (Ph〇)3p, (ph〇)pCl2, php〇(^, (^3H7)3P(0)0, POCl3, s〇cl2_Et3N, ph3p_c2ci6, etc. The combination of the compound of the formula and the compound represented by the formula (Ι_Α,), the amount of the condensing agent is preferably 2~. (1) The total amount of the compound represented by the formula (10) and the compound represented by the formula (Ι·Α·)! In the case of Mohr, the amount of pyridine used is preferably 2 Å to 8 Å. In the case of , for example, it is preferred to add a known base catalyst. Examples of the base catalyst include sodium ethoxide and sodium hydride. With respect to the total amount of the compound represented by the formula (I Α) J5670l.doc -19·201206897 and the compound represented by the formula (I_A'), the amount of the base catalyst used is preferably 〇〇. 1 to 2 moles. The above reaction is carried out in a solvent. As the solvent, for example, preferred are: water; ethers such as 1,4-dioxane (especially cyclic ethers); gas imitation, dichloromethane, carbon tetrachloride, i,2-dichloroethane , ethylene glycol, trichloroethylene, perchloroethylene, -chloropropanol, gas-fired, 1,2_: Molybdenum and other toothed hydrocarbons; acetone, methyl isobutyl ketone, cyclohexanone Ketones; [carbonaceous aromatics such as toluene and xylene] N,N-monomethylamine, N,N-dibutylamylamine, hydrazine, dimethylacetamide, Nf-based pyrrolidine Alkyl hydrazines such as ketones may be used, and two or more kinds may be used in combination. The amount of solvent used is preferably 1 part by mass of the compound represented by the formula (I_A) and the compound represented by the formula (Ι·Α·). It is 1 to 2G parts by mass, more preferably 2 to Η) by mass. The above reaction is preferably carried out under a nitrogen atmosphere or an argon atmosphere. It can also be carried out under air which is dried by gasification or the like. 2 should be the temperature f is preferably G ~ 25 generation 'better than 1G ~ fine. c. When the reaction is carried out, 4 is preferably 1 to 25 hours, more preferably ^ hours. The compound represented by the formula (Ι_Α), the compound represented by the formula (Ι-Β), and the order of addition of the compound are not particularly limited, and it is preferred to include the formula (IV). The compound represented by the compound, the formula, the compound of the formula and the solvent is added (added) to the compound represented by the formula _. In the case of the (iv) mixture, it is preferred to show the compound, formula (" , in the case of the compound shown in Fig. 2, when adding (dropping) the formula (4)) to the coldness of the cold form, it is preferred to use the octahydrate of the formula. (Ι-Α) is a compound represented by the formula 156701.doc -20. 201206897 (Ι-A'), a solution of a base catalyst and a solvent, and a (drop) formula (Ι-Β) is added. The method of obtaining the compound (I) as the target compound in the reaction mixture obtained in the above manner is not particularly limited, and various known methods (such as acid precipitation or salting out) can be employed. The crystal is usually washed with water or the like, and then dried. Further, it is also known to use recrystallization or the like as needed. Further, the compound of the present invention exhibits high solubility, low transferability, and high spectroscopic concentration, and thus can be used as a dye in a fiber material, a liquid crystal display device or the like which performs color display by reflected light or transmitted light. Further, the compound of the present invention has a maximum absorption in a wavelength band of 500 to 600 nm when measuring an absorption spectrum, and thus can be used as a red or violet dye. The dye of the present invention is a dye containing a compound of the present invention as a main component, and A dye containing the compound of the present invention in an amount of 50% by mass or more. The dye of the present invention may be the compound (1) alone, preferably a dye of two or more kinds of the compound (I). More preferably, it is a mixture. Two or more kinds of dyes which are different from the compound (I), and are excellent in solubility in a solvent by combining the compounds. As a preferred combination of the compounds (1), for example, the formula (1-1) And a compound represented by the formula (1-2): A dye obtained by mixing two or more kinds of the compound (I) can be produced by separately preparing each compound (1) and then mixing them. It can be obtained by making a mixture at the time of manufacture. The latter can be used, for example, in the reaction of the compound represented by the formula (Ι-A) and the compound represented by the formula (I_A,) and the formula (IB), using two or more types ( The compound represented by I_B) is obtained by making a mixture. 156701.doc • 21 · 201206897 The coloring composition of the present invention comprises: a resin selected from a resin (hereinafter sometimes referred to as "resin (B)"), photopolymerizability a compound (hereinafter sometimes referred to as "photopolymerizable compound (C)"), a photopolymerization initiator (hereinafter sometimes referred to as "photopolymerization initiator (D)"), and a solvent (hereinafter sometimes referred to as "solvent" (E)") at least one of the group consisting of the coloring agent containing the dye of the present invention (hereinafter sometimes referred to as "coloring agent (A)"). The colorant (A) may further contain a dye different from the dye of the present invention, and the pigment (A-2) is a dye different from the dye of the present invention, and may be exemplified by the Colour Index (The Society of Dyers and Colourists). In the publication, it is classified into a Solvent, Acid, Basic, Reactive, Direct, Disperse, or Vat compound. More specifically, a dye such as the following dye index (C.I.) may be mentioned, but is not limited thereto. CI Solvent Yellow 25, 79, 81, 82, 83, 89; CI·Acid Yellow 7, 23, 25, 42, 65, 76; C_I. Reaction Yellow 2, 76, 116; CI Direct Yellow 4, 28, 44, 86,132; CI disperse yellow 54,76; CI solvent dial 41,54,56 '99; CI acid orange 56,74,95,1〇8,149,162; CI reaction orange 16; CI direct dial 26 ; CI Solvent Red 24, 49, 90, 9 Bu 118, 119, 122, 124, 125, 156701.doc 8 -22· 201206897 127, 130, 132, 160, 218; C·I. Acid Red 73, 9l, Q9, 〇7 y2 97, 138, 15 Bu 2U, 274, 289; CI Acid Violet i〇2; C ccccccccc Γ·Solvent Blue 35, 37, 38 I· Acid Blue 40, 45, 78 I. Test Blue 65, 14 〇; I. Reaction Blue 15, 38; Work. Disperse Blue 143; L Direct Blue 86, 87; I·Solvent Green 1, 5; I. Acid Green 3, 5, 9 I. Green 1; I. Green 1 ; 44 , 59 , 64 , 67 , 70 ; 8〇 ' 83 , 90 , 100 , 171 185 ; 25 ' 28 ; CI acid black 5 8 , 6 〇 , 1 〇 7 ; CI solvent black 27 , etc . The pigment (A-2) may, for example, be an organic pigment or an inorganic pigment which is usually used in a pigment dispersion anti-money agent. Examples of the inorganic pigment include a metal compound such as a metal oxide or a metal salt, and specific examples thereof include metal oxides such as iron, cobalt, aluminum, ore, lead, copper, titanium, magnesium, chromium, and rhodium. Composite metal oxide. Further, specific examples of the organic pigment and the inorganic pigment are listed in the Colour Index (published by The Society of Dyers and Colourists) and classified as a pigment (Pigment) compound. More specifically, the following dye index (Cl) number of pigments may be mentioned, but it is not limited thereto. 156701.doc 23· 201206897 CI Pigment Yellow 2〇, 24, 3 Bu 53, 83, 86, 93, 94, 109, 110, 117' 125, 137, 138, 139, 147, 148, 150, 153, 154, 166, 173 and 180; cl pigment orange 13, 31, 36, 38, 40, 42, 43, 51, 55, 59, 61, 64, 65 and 71; CI pigment red 9, 97, 105, 122, 123, 144, 149, 166, 168, 176, 177, 180, 192, 215, 216, 224, 242, 254, 255 and 264; CI Pigment Violet 14, 19, 23, 29, 32, 33, 36, 37 and 38 CI Pigment Blue 15 (15:3, 15:4, 15:6, etc.), 21, 28, 60, 64 and 76; CI Pigment Green 7, 10, 15, 25, 36 and 47; C. I · Pigment 2, CI Pigment Black 1 and 7, etc. The content of the colorant (A) is preferably 5 to 60% by mass, more preferably 8 to 5 5 %, based on the solid content of the coloring composition. The mass%, and more preferably 10 to 50% by mass. Here, the term "solid content component" means the total of components other than the solvent in the coloring composition. In the case where the colorant (A) further contains a dye or pigment (A-2) different from the dye of the present invention, the content of the dye of the present invention in the toner (A) is preferably from 3 to 80% by mass. 'Better is 3 to 70 mass. /. More preferably, it is 3 to 5 〇 mass%. The content of the pigment (A-2) in the colorant (A) is from 2 to 97% by mass, preferably from 30 to 97% by mass, more preferably from 50 to 97% by mass. 156701.doc -24- 201206897 The resin (B) is not particularly limited, and any resin can be used. For example, the resin (B) contains a structural unit derived from (meth)acrylic acid. Here, (meth)acrylic acid means acrylic acid and/or methacrylic acid. As the resin (B), specifically, preferred is: methacrylic acid/methacrylic acid vinegar copolymer, methacrylic acid/benzyl methacrylate/styrene copolymer, methacrylic acid/methacrylic acid Benzyl ester / isobornyl methacrylate copolymer, methacrylic acid / styrene / benzyl methacrylate / N_phenyl maleimide copolymer, methacrylic acid and selected from the formula (Bqq) A copolymer of at least one of the compound and the compound represented by the formula (B-1-2).

樹脂(B)之酸值較佳的是5〇〜15〇,更佳的是6〇〜135 特佳的是7,000〜28,000。 更佳的是60〜135,特佳 的是70〜135。 相對於著色組合物之固形物成分而古The acid value of the resin (B) is preferably from 5 to 15 Torr, more preferably from 6 to 135, and particularly preferably from 7,000 to 28,000. More preferably 60~135, especially good is 70~135. Relative to the solid content of the coloring composition

質量%。quality%.

起始劑(D)所產生之活性白ώ装、祕μ "~用照射光而自光聚合 -物,則 鍵之化The active white sputum produced by the initiator (D), the secret μ " ~ self-photopolymerization with irradiation light - the keyization

合物等。 156701.doc •25· 201206897 作為上述光聚合性化合物(c),較佳的是具有3個以上聚 合性基之光聚合性化合物。作為具有3個以上聚合性基之光 聚合性化合物,例如可列舉:季戊四醇四丙烯酸酯、季戊 四醇四甲基丙烯酸酯、二季戊四醇五丙烯酸酯、二季戊四 醇五甲基丙稀酸酯、二季戊四醇六丙烯酸酯、二季戊四醇 /、甲基丙烯酸酯等。上述光聚合性化合物(c)可單獨使用, 亦可組合2種以上而使用。 相對於著色組合物之固形物成分而言,光聚合性化合物 (C)之含量較佳的是5〜65質量%,更佳的是1〇〜6〇質量%。 作為上述光聚合起始劑(D),可列舉活性自由基產生劑、 酉欠產生劑等。活性自由基產生劑係藉由照射光而產生活性 自由基之化合物。作為上述活性自由基產生劑,可列舉: 苯乙酮化合物、安息香化合物、二笨曱酮化合物、噻噸酮 化合物、三嗜化合物、肟化合物等。 作為上述苯乙酮化合物,例如可列舉:二乙氧基苯乙酮、 2-N-嗎啉基-1-(4-甲基硫烷基笨基)_2_曱基丙烷酮、2_羥 基-2-曱基-1-苯基丙烷-丨_酮、苯偶醯二甲基縮酮、2_羥基_厂 甲基-W4-(2-羥基乙氧基)苯基]丙烷酮、丨_羥基環己基苯 基嗣、2-經基-2-甲基小[4-(1-甲基乙稀基)苯基]丙院小嗣 之寡聚物等,較佳的是列舉2-嗎啉基甲基硫烷基苯 基)-2-曱基丙烧-i_酮等。 作為上述安息香化合物,例如可列舉:安息香、安_香 甲醚、安息香乙醚、安息香異丙㈣、安息香異丁醚等 作為上述二苯甲酮化合物,例如可列舉: 156701.doc -26· 201206897 苯甲醯基苯甲酸曱酯、4-苯基二苯甲酮、4_苯甲醯基_4,•甲 基二苯硫醚、3,3,,4,4,-四(第三丁基過氧羧基)二苯曱酮、 2,4,6 -三曱基二苯曱酮等。 作為上述噻噸酮化合物,例如可列舉:2_異丙基噻噸酮、 4-異丙基噻噸酮、2,4_二乙基噻噸酮、2,4_二氣噻噸酮、卜 氣-4-丙氧基噻噸酮等。 作為上述二畊化合物’例如可列舉:2,4雙(三氣曱 基)-6-(4_甲氧基苯基)-1,3,5_三1>井、2,4_雙(三氣曱基)_6_(4_ 甲氧基萘基)-1,3,5三嗜、2,4-雙(三氯曱基)_6_(4_曱氧基苯乙 烯基)-1,3,5-三井、2,4-雙(三氣甲基)_6_[2_(5_曱基呋喃_2_ 基)乙烯基]-1,3,5-三畊、2,4-雙(三氣甲基)_6_[2_(呋喃_2_基) 乙烯基]-1,3,5-三畊、2,4-雙(三氣甲基)_6·[2_(4_二乙基胺基 -2-曱基苯基)乙烯基]_丨,3,5_三畊、2,4_雙(三氣曱 基)-6_[2-(3,4·二曱氧基苯基)乙烯基]-1,3,5-三畊等。 作為上述聘化合物,例如可列舉〇_醯基肟系化合物,作 為其具體例’可列舉:Ν_苯甲醯基氧基_丨_(4_苯基硫烷基苯 基)丁烧-1-酮-2-亞胺、N-苯曱醯基氧基4-(4-苯基硫烷基苯 基)辛烷-1-酮-2-亞胺、N-乙醯氧基_ι_[9-乙基-6-(2-甲基苯 甲酿基)-9H-咔唑-3-基]乙烷-1-亞胺、N•乙醯氧基-丨七-乙基 -6-{2-曱基-4-(3,3-二曱基-2,4-二氧雜環戊基曱氧基)苯曱醯 基卜9H_咔唑-3-基]乙烷-1-亞胺等。 又’作為活性自由基產生劑,例如亦可使用:2,4,6-三甲 基笨曱醯基二苯基氧化膦、2,2,-雙(鄰氯苯基)-4,4,,5,5'-四 苯基_1,2'_聯咪唑、10-丁基-2-氣吖啶酮、2-乙基蒽醌、二苯 156701.doc -27· 201206897 茂敛 基乙二酮、9,1 〇-菲醌、樟腦醌、苯基乙醛酸甲酯 化合物等。 酸產生劑係藉由照射光而產生酸之化合物。 作為酸產生劑,例如可列舉·· 4_羥基苯基二,基錄對甲 苯磧酸鹽、4-羥基苯基二甲基銃六氟銻酸鹽、‘乙醯氧基苯 基二甲基錡對甲苯磺酸鹽、4_乙醯氧基苯基_甲基·苄基毓六 氟録酸鹽、三苯基㈣曱苯姐鹽、三苯基疏六氟録酸鹽、 二苯基銷對曱苯績酸鹽、二苯基錤六氟録酸鹽等鏽鹽類或 硝基苄基甲苯磺酸鹽類、安息香甲苯磺酸鹽類等。 又’作為上述活性自由基產生劑之上述化合物中,亦存 在與產生活性自由基之同時產生酸之化合⑼,例如三崎系 光聚合起始劑亦可用作酸產生劑。 〃 相對於樹脂(Β)及光聚合性化合物(c)之合計量而言,光 聚合起始劑(D)之含量較佳的是〇 ^30質量%,更佳的是 1〜20質量。/。。若光聚合起始劑之含量於上述之範圍内,則 高感光度化而縮短曝光時間,從而使生產性提高。 、作為溶劑⑻J例如可列舉:賴、转族_、除上述 以外之酮類、醇類、自旨類、醯胺類等。 作為上述縫類’例如可万丨斑.与+ 了列舉·四氫呋喃、四氫吡喃、丄4 二噁烷、乙二醇單曱醚、乙二醇單乙醚、& , 乙二醇單丁醚、二乙二醇單甲醚 二醇單丁醚、二乙二醇二曱醚、 醇甲基乙基醚、二乙二醢 乙 丙 醇單曱醚、丙二醇單曱醚乙 二醇單丙醚、 單乙驗、二乙 二醇二乙醚、二乙二 乙二醇二丁醚、丙二 乙 酸酯、丙二醇單乙醚乙 酸酯 156701.doc ⑧ -28· 201206897 丙二醇單丙醚乙酸、 越乙酸酯、二乙二醇單乙酸醋:乙二醇單乙 如、本甲_、笨乙鍵、甲基苯甲喊等。 喊乙酉夂 作為上述芳香族炉_ ^,例如可列舉:笨、甲苯、-甲笑、 均三f苯等。 本、 作為上述酮類,例如 3軎獅“ 舉酮、2-丁酮、2·庚酮、 3庚酮、4-庚酮、4-甲其7 # an m 基戍酮、4_殘基-4-甲基-2-戍酮、 壤戊酮、環己酮等。 作為上述醇類,例如可列興.田 ,^ 列舉·甲醇、乙醇、丙醇、丁醇、 ’:環己醇、乙二醇、甘油等。 作為上述酿類,例如可列舉:乙酸6醋、乙酸正丁醋、 乙酸異丁酿、甲酸戊醋、乙酸異戊醋、乙酸異丁醋、丙酸 丁醋、丁酸異丙醋、丁酸乙酉旨、丁醆丁醋、烧基醋類、乳 酸甲醋、乳酸乙醋、乳酸丁醋、甲氣基乙酸甲醋、甲氧基 乙酸乙醋、甲氧基乙酸丁醋、乙氧基乙酸甲醋、乙氧基乙 酸乙酯、3-甲氧基丙酸甲酯、3_甲氧基丙酸乙酯、3·乙氧基 丙酸曱酯、3-乙氧基丙酸乙酯、2_曱氧基丙酸甲酯、2_曱氧 基丙酸乙酯、2-甲氧基丙酸丙酯、2_乙氧基丙酸曱酯、 乙氧基丙酸乙酯、2_曱氧基-2-甲基丙酸曱酯、2-乙氧基-2_ 曱基丙酸乙酯、丙酮酸甲酯、丙酮酸乙酯、丙酮酸丙酯、 乙醯乙酸曱酯、乙醯乙酸乙酯、3_甲氧基丁基乙酸酯、3-甲基-3-曱氧基丁基乙酸酯、γ_丁内酯等。 作為上述醯胺類,例如可列舉:Ν,Ν_二甲基甲醯胺、Ν,Ν-二曱基乙醯胺、Ν-甲基吡洛啶酮等。 156701.doc •29- 201206897 作為溶劑(E),較佳的是丙二醇單曱醚及丙二醇單曱醚乙 酸酯。 該等溶劑可單獨使用,亦可組合2種以上使用。 相對於著色組合物而言’著色組合物中溶劑(E)之含量較 佳的是70〜95質量%,更佳的是75〜90質量%。 本發明之著色組合物亦可進而包含界面活性劑(G)。作為 界面活性劑(G),可列舉:聚矽氧系界面活性劑、氟系界面 活性劑及具有氟原子之聚矽氧系界面活性劑。 作為上述聚矽氧系界面活性劑,可列舉具有矽氧烷鍵之 界面活性劑等。具體而言,可列舉·· Toray Silicone DC3PA、 Toray Silicone SH7PA、Toray Silicone DC11PA、Toray Silicone SH21PA、Toray Silicone SH28PA、Toray Silicone SH29PA、Toray Silicone SH30PA、聚醚改性矽油 SH8400(商 品名:Dow Corning Toray股份有限公司製造)、KP321、 KP322、KP323、KP324 ' KP326、KP340、KP341(信越化學 工業股份有限公司製造)、TSF400、TSF401、TSF410、 TSF4300 、 TSF4440 、 TSF4445 、 TSF-4446 、 TSF4452 、 TSF4460(Momentive Performance Materials Japan合同會社 製造)等。 作為上述氟系界面活性劑,可列舉具有氟碳鏈之界面活 性劑等。具體可列舉:Fluorad(商品名)FC430、Fluorad FC431(Sumitomo 3M股份有限公司製造)、Megafac(商品 名)F142D、Megafac F171、Megafac F172、Megafac F173、 Megafac F177、Megafac F183、Megafac R30(DIC股份有限 156701.doc -30- ⑧ 201206897 公司製造)、Eftop(商品名)EF301、Eftop EF303、Eftop EF351、Eftop EF352(Mitsubishi Materials Electronic Chemicals 股份有限公司製造)、Surflon(商品名)S38卜Surflon S382、 Surflon SC101、Surflon SC105(旭硝子股份有限公司製 造)、E5844(大金精密化學研究所股份有限公司製造)等。 作為具有上述既原子之聚石夕氧系界面活性劑,可列舉具 有石夕氧烧鍵及氟碳鏈之界面活性劑等。具體可列舉: Megafac(註冊商標)R〇8、Megafac BL2〇、pm、Compounds, etc. 156701.doc •25·201206897 The photopolymerizable compound (c) is preferably a photopolymerizable compound having three or more polymerizable groups. Examples of the photopolymerizable compound having three or more polymerizable groups include pentaerythritol tetraacrylate, pentaerythritol tetramethacrylate, dipentaerythritol pentaacrylate, dipentaerythritol pentamethyl acrylate, and dipentaerythritol hexaacrylate. Ester, dipentaerythritol / methacrylate, and the like. The photopolymerizable compound (c) may be used singly or in combination of two or more. The content of the photopolymerizable compound (C) is preferably from 5 to 65% by mass, more preferably from 1 to 6 % by mass, based on the solid content of the coloring composition. Examples of the photopolymerization initiator (D) include a living radical generator, a ruthenium generator, and the like. The living radical generating agent is a compound which generates an active radical by irradiating light. The living radical generating agent may, for example, be an acetophenone compound, a benzoin compound, a dioxin, a thioxanthone compound, a tris-toxin compound or an anthraquinone compound. Examples of the acetophenone compound include diethoxyacetophenone, 2-N-morpholinyl-1-(4-methylsulfanylphenyl)-2-mercaptopropanone, and 2-hydroxyl group. -2-mercapto-1-phenylpropane-fluorenone, benzoin dimethyl ketal, 2-hydroxyl-factor methyl-W4-(2-hydroxyethoxy)phenyl]propanone, hydrazine An oligomer of 2-hydroxycyclohexylphenylphosphonium, 2-carbyl-2-methyl-[4-(1-methylethenyl)phenyl]propylamine, etc., preferably 2-morpholine Methylsulfanylphenyl)-2-mercaptopropyl-i-ketone and the like. The benzoin compound may, for example, be benzoin, amyl ether, benzoin ethyl ether, benzoin isopropyl (tetra), benzoin isobutyl ether or the like as the above benzophenone compound, and for example, 156701.doc -26·201206897 benzene Ethyl mercaptobenzoate, 4-phenylbenzophenone, 4-benzylidene- 4,•methyldiphenyl sulfide, 3,3,,4,4,-tetra (t-butyl Peroxycarboxyl)dibenzophenone, 2,4,6-tridecyldibenzophenone, and the like. Examples of the above thioxanthone compound include 2-isopropylthioxanthone, 4-isopropylthioxanthone, 2,4-diethylthioxanthone, and 2,4-dithioxanthone. Buqi-4-propoxythioxanthone and the like. Examples of the above-mentioned di-cultivated compound '2,4 bis(trimethylsulfonyl)-6-(4-methoxyphenyl)-1,3,5_3 1> well, 2,4_double ( Triseocarbyl)_6_(4_methoxynaphthyl)-1,3,5 tris, 2,4-bis(trichloroindenyl)_6_(4_decyloxystyryl)-1,3, 5-Mitjing, 2,4-bis(trimethylmethyl)_6_[2_(5_mercaptofuran-2-yl)vinyl]-1,3,5-three tillage, 2,4-double (three gas Base)_6_[2_(furan_2_yl)vinyl]-1,3,5-three tillage, 2,4-bis(trismethyl)_6·[2_(4_diethylamino-2 -mercaptophenyl)vinyl]_丨, 3,5_three tillage, 2,4_bis(trimethylsulfonyl)-6_[2-(3,4·didecyloxyphenyl)vinyl] -1,3,5-three tillage, etc. As the above-mentioned compound, for example, a ruthenium-based fluorene-based compound can be mentioned, and specific examples thereof include: Ν_benzhydryloxy_丨_(4-phenylsulfanylphenyl)butane-1 -keto-2-imine, N-phenylhydrinyloxy 4-(4-phenylsulfanylphenyl)octane-1-one-2-imine, N-ethyloxyl_ι_[ 9-Ethyl-6-(2-methylbenzylidene)-9H-indazol-3-yl]ethane-1-imine, N•ethyloxy-indenyl-ethyl-6- {2-Mercapto-4-(3,3-dimercapto-2,4-dioxolanyloxy)phenylhydrazinyl 9H-indazol-3-yl]ethane-1- Imine and the like. 'As a living radical generator, for example, 2,4,6-trimethyl adenyl diphenylphosphine oxide, 2,2,-bis(o-chlorophenyl)-4,4, ,5,5'-tetraphenyl-1,2'-biimidazole, 10-butyl-2-acacridone, 2-ethyl hydrazine, diphenyl 156701.doc -27· 201206897 Diketone, 9,1 quinone-phenanthrenequinone, camphorquinone, methyl phenylglyoxylate compound, and the like. An acid generator is a compound which generates an acid by irradiating light. Examples of the acid generator include, for example, 4-hydroxyphenyldi, phenyl-p-toluene citrate, 4-hydroxyphenyldimethylsulfonium hexafluoroantimonate, and ethoxylated phenyl dimethyl carbonate.锜p-toluenesulfonate, 4_acetoxyphenyl-methyl-benzyl hexafluoroantimonate, triphenyl(tetra)pyridinium salt, triphenyl sulfamate, diphenyl It is a rust salt such as a phthalic acid salt or a diphenyl sulfonium salt or a nitrobenzyl toluene sulfonate or a benzoin tosylate. Further, in the above compound as the above-mentioned living radical generating agent, there is also a compound (9) which generates an acid at the same time as the active radical is generated. For example, a sakizaki photopolymerization initiator can also be used as the acid generator. The content of the photopolymerization initiator (D) is preferably 〇30% by mass, more preferably 1 to 20% by mass based on the total amount of the resin (Β) and the photopolymerizable compound (c). /. . When the content of the photopolymerization initiator is within the above range, the sensitivity is increased and the exposure time is shortened, thereby improving productivity. Examples of the solvent (8) J include a ketone, a trans group, a ketone other than the above, an alcohol, a self-acting type, and a guanamine. As the above-mentioned slits, for example, it can be exemplified by the following: exemplified by tetrahydrofuran, tetrahydropyran, decyl dioxane, ethylene glycol monoterpene ether, ethylene glycol monoethyl ether, & ethylene glycol monobutyl Ether, diethylene glycol monomethyl ether glycol monobutyl ether, diethylene glycol dioxime ether, alcohol methyl ethyl ether, diethyl propylene glycol monoterpene ether, propylene glycol monoterpene ether ethylene glycol monopropyl Ether, monoethyl, diethylene glycol diethyl ether, diethylene glycol dibutyl ether, malonate, propylene glycol monoethyl ether acetate 156701.doc 8 -28· 201206897 propylene glycol monopropyl ether acetate, Yue Acetate, diethylene glycol monoacetic acid vinegar: ethylene glycol single ethyl, such as A, _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ Shouting 酉夂 酉夂 As the above aromatic furnace _ ^, for example, stupid, toluene, -A laughing, and all three f benzene are mentioned. The present ketones, for example, 3 lions, "ketone, 2-butanone, 2 · heptanone, 3 heptanone, 4-heptanone, 4-methyl 7# an m fluorenone, 4_ residue -4-Methyl-2-fluorenone, levopentone, cyclohexanone, etc. As the above alcohols, for example, it can be listed in the field, and exemplified by methanol, ethanol, propanol, butanol, ':cyclohexanol Ethylene glycol, glycerin, etc. Examples of the above-mentioned brewings include acetic acid 6 vinegar, n-butyl vinegar acetate, isobutyl ketone acetate, valeric acid formic acid, isovaleric acid acetate, isobutyl vinegar acetate, and butyl vinegar. Butyric acid isopropyl vinegar, butyric acid, butyl vinegar, butyl vinegar, lactic acid methyl vinegar, lactic acid ethyl vinegar, lactic acid butyl vinegar, methyl acetate methyl vinegar, methoxy acetic acid vinegar, methoxy Butyl acetate, ethoxyacetic acid methyl acetate, ethyl ethoxyacetate, methyl 3-methoxypropionate, ethyl 3-methoxypropionate, decyl ethoxy propionate, 3- Ethyl ethoxypropionate, methyl 2-methoxypropionate, ethyl 2-methoxypropionate, propyl 2-methoxypropionate, decyl 2-ethoxypropionate, ethoxylate Ethyl propyl propionate, decyl 2-methoxy-2-methylpropionate, 2-ethoxy-2 曱Ethyl propionate, methyl pyruvate, ethyl pyruvate, propyl pyruvate, decyl acetate, ethyl acetate, 3-methoxybutyl acetate, 3-methyl-3- Examples of the above guanamines include hydrazine, hydrazine dimethyl carbamide, hydrazine, hydrazine-dimercaptoacetamide, hydrazine- Methylpyrrolidone, etc. 156701.doc • 29- 201206897 As the solvent (E), propylene glycol monoterpene ether and propylene glycol monoterpene ether acetate are preferred. These solvents may be used singly or in combination of two. The content of the solvent (E) in the coloring composition is preferably 70 to 95% by mass, more preferably 75 to 90% by mass based on the coloring composition. The coloring composition of the present invention may further The surfactant (G) is contained. Examples of the surfactant (G) include a polyfluorene-based surfactant, a fluorine-based surfactant, and a polyfluorene-based surfactant having a fluorine atom. Examples of the surfactant include a surfactant having a decane bond, etc. Specifically, Toray Silicone DC3PA, To Ray Silicone SH7PA, Toray Silicone DC11PA, Toray Silicone SH21PA, Toray Silicone SH28PA, Toray Silicone SH29PA, Toray Silicone SH30PA, Polyether Modified Emu Oil SH8400 (trade name: Dow Corning Toray Co., Ltd.), KP321, KP322, KP323, KP324 'KP326, KP340, KP341 (manufactured by Shin-Etsu Chemical Co., Ltd.), TSF400, TSF401, TSF410, TSF4300, TSF4440, TSF4445, TSF-4446, TSF4452, TSF4460 (manufactured by Momentive Performance Materials Japan Co., Ltd.). The fluorine-based surfactant may, for example, be an interface active agent having a fluorocarbon chain. Specific examples include: Fluorad (trade name) FC430, Fluorad FC431 (manufactured by Sumitomo 3M Co., Ltd.), Megafac (trade name) F142D, Megafac F171, Megafac F172, Megafac F173, Megafac F177, Megafac F183, Megafac R30 (DIC shares limited) 156701.doc -30- 8 201206897 company made), Eftop (trade name) EF301, Eftop EF303, Eftop EF351, Eftop EF352 (manufactured by Mitsubishi Materials Electronic Chemicals Co., Ltd.), Surflon (trade name) S38 Bu Surflon S382, Surflon SC101 , Surflon SC105 (manufactured by Asahi Glass Co., Ltd.), E5844 (manufactured by Daikin Precision Chemical Research Co., Ltd.), etc. Examples of the polyoxo-based surfactant having the above-mentioned atoms include a surfactant having a cerium oxide bond and a fluorocarbon chain. Specific examples include: Megafac (registered trademark) R〇8, Megafac BL2〇, pm,

Megafac F477、Megafac F443(DIC股份有限公司製造)等。 相對於著色組合物而言,界面活性劑⑼之含量較佳的是 0.00001〜0.2質量。/〇 ’更佳的是〇〇〇卜〇」質量〇/〇。若界面活 性劑⑼之含量於上述範圍内,則存在平坦性變得良好之傾 向而較佳。 成寻介囟活性劑可單 .....从口二住从工1之用〇 作為使用本發明之罢^ ^ β km组合物而形成彩色據光片或其圖 =二例如可列舉如下方法:將本發明之著色组合物 於純或其他樹脂層(例如預先形成於基板上之兑他 :且:物:等)上,將溶劑等揮發成分去除/乾燥而形成著 色層’並經由光罩對該著色層 須光微影法之使用嗔墨機器等曝先而顯影之方法;無 2情形時,塗膜之膜厚並無特別限定,可根據所使用之 材料、用途等而適當調整 ,0Λ 的疋0.1〜30 μηι,更佳的异 1〜20μ1η,進而更佳的是的疋 著色組合物之塗佈方法例 幻舉.擦壓塗佈法、直接 156701.doc -31· 201206897 凹板印刷式塗佈法、反向凹版 描沴Φ②V + P刷塗佈法、CAP塗佈法' = 使用浸潰塗佈機、棒式塗佈機、旋轉 塗佈機、狹縫&旋轉塗佈機、 m心# 賤到刀式塗佈機(有時亦稱為擠 壓式塗佈機、幕式淋塗機、非 佈。 機非旋轉塗佈機)等塗佈機進行塗 至於溶劑之去除或乾燥,例如 乾燥、減壓乾燥等。具體舉.自㈣燥 '通風 、 乾燥/皿度較佳的是1 〇〜12 〇 Τ', 更佳的是25〜10CTC。 〇 乾燥時間較佳的是10秒〜6〇分鐘,更佳的是%秒〜%分 鐘。於進行減壓乾燥之情形時,較佳的是於5〇〜i5〇pa之壓 力下、20〜25 C之溫度範圍内進行。 :乾域之塗膜’經由用以形成目標圖案之光罩而進行 此時之光罩上的圖案形狀並無特別限定,可使用盘 目標用途對應之圖案形狀。 作為用於曝光之光源,較佳的是產生250〜450 nm波長之 光之光源。具體可列舉:水銀燈、發光二極體、金屬函素 燈、齒素燈等,亦可使用戴止特定波段之渡光片進行戴止, 或使用抽出特定波段之帶通m而選擇性地抽出,並進 行曝光。 為了此夠對整個曝光面均句的照射平行光線,或進行遮 罩”土材之精確之位置對準,較佳的是使用遮罩對準器、 步進機等裴置。 於曝光後,可藉由與_影祕㈣使較料,例如未 曝光部溶解而進行顯影,從而獲得圖案。作為顯影液,可 156701.doc ⑧ -32· 201206897 列舉亦可包含界面活性劑之鹼性化合物(氫氧化卸、碳酸 鈉、四甲基氫氧化銨等)之水溶液等。 顯衫方法可為覆液法、浸潰法、喷霧法等之任意者。進 而於顯影時亦可將基板傾斜任意角度。較佳的是於顯影後 進行水洗。 ▲進而’亦可視需要進行後烘烤處理。作為後供烤處理, 較佳的是例如150〜230°C、10〜240分鐘之範圍。 本發明之著色組合物可適宜地用於形成彩色濾光片或著 色圖案。藉由本發明之著色組合物,,能夠獲得色濃度、亮 度、對比度、感光度、解像度、耐熱性等優異之著色圖案 及彩色濾光片。又,該等彩色濾光片或著色圖案可用作光 學膜、陣列基板、彩色濾光片基板等構成零件之一部分。 進而,選自由該等光學膜、陣列基板及彩色濾光片基板所 組成之群的至少1種等可以公知之型態利用於液晶顯示裝 置、有機EL(Electroluminescence,電致發光)裝置等顯示妒 置中;固體攝像元件等與著色影像相關之機器中。 本發明化合物之移染性低,因此亦可由包含以本發明之 化合物為主成分之染料之著色組合物而製作顯示特性優異 之顯示裝置用彩色濾光片。 實施例 以下’列舉實施例對本發明加以更具體之說明。再者, 實施例及比較例中之「%」及「份」,只要無特別標記,則 為質量%及質量份。 實施例1 156701.doc 33· 201206897 以下反應係於氮氣環境下進行。於具備回流管之四口燒 瓶中向C.I·驗性紅15.0份中添加N-曱基〇比洛咬_2〇 〇份後, 揽拌30分鐘而製備反應溶液。於室溫下一面撥掉反應溶 液’一面滴加1,1 2-二胺基十二烷1.05份。於滴加結束後, 一面將反應容器保溫為140度一面搜拌3小時。進而將J j 2_ 一胺基十·一炫> 0.53份添加至反應溶液中,然後—面將反鹿 谷器保溫為14 0度一面授摔3小時。進而將1,12 -二胺某十-烧0.53份添加至反應溶液中’然後一面將反應容器保溫為 140度一面搜:拌3小時。將冷卻至室溫之反應溶液注入至 10%鹽酸水0_2升中而獲得紅色懸濁液。將過濾所獲得之紅 色固體於減壓、60°C下進行乾燥,獲得式(I-1)所表示之化 合物1.3份(產率23%)。Megafac F477, Megafac F443 (manufactured by DIC Corporation), and the like. The content of the surfactant (9) is preferably 0.00001 to 0.2 mass based on the coloring composition. /〇 ‘Better is the quality 〇/〇. When the content of the surfactant (9) is within the above range, the flatness becomes good and the tendency is good. The sputum-inducing agent can be used as a single color film or a pattern thereof as the use of the composition of the present invention. Method: The colored composition of the present invention is applied to a pure or other resin layer (for example, pre-formed on a substrate: and the like: a substance: etc.), and a volatile component such as a solvent is removed/dried to form a colored layer' and passes through the light. In the case where there is no case, the film thickness of the coating film is not particularly limited, and may be appropriately adjusted depending on the materials to be used, the use, and the like. , 0Λ 疋 0.1~30 μηι, more preferably 1~20μ1η, and more preferably, the coating method of the enamel coloring composition is illusory. The rubbing coating method, directly 156701.doc -31· 201206897 concave Plate printing method, reverse gravure drawing Φ2V + P brush coating method, CAP coating method ' = using a dip coater, a bar coater, a spin coater, a slit & spin coating Cloth machine, m heart # 贱 to knife coating machine (sometimes also known as extrusion coating machine, curtain coating machine, non-cloth Non-rotating machine coater), etc. As for coating coater of removing the solvent or drying, such as drying, drying under reduced pressure and the like. Specifically, from (four) dry 'ventilation, dry / dish is better than 1 〇 ~ 12 〇 Τ ', more preferably 25 ~ 10CTC.干燥 The drying time is preferably from 10 seconds to 6 minutes, more preferably from % seconds to % minutes. In the case of drying under reduced pressure, it is preferably carried out under a pressure of 5 Torr to 5 Torr, and a temperature of 20 to 25 ° C. The coating film of the dry region is not particularly limited by the mask for forming the target pattern. The shape of the pattern on the mask is not particularly limited, and the pattern shape corresponding to the target of the disc can be used. As the light source for exposure, a light source for generating light having a wavelength of 250 to 450 nm is preferable. Specific examples thereof include a mercury lamp, a light-emitting diode, a metal element lamp, a tooth lamp, and the like, and can also be worn by using a light-emitting sheet of a specific band or by selectively extracting a band pass m of a specific band. And exposure. In order to illuminate the parallel light of the entire exposure surface, or to perform the precise alignment of the mask "earth material", it is preferable to use a mask aligner, a stepper, etc. After the exposure, The pattern can be obtained by developing the material, for example, by dissolving the unexposed portion, and obtaining a pattern. As the developer, 156701.doc 8 -32·201206897 can also include a basic compound which can also contain a surfactant ( An aqueous solution such as a water-sparking-removing solution, a sodium carbonate or a tetramethylammonium hydroxide, etc. The plating method may be any one of a liquid coating method, a dipping method, a spray method, etc. Further, the substrate may be tilted at any time during development. The angle is preferably water-washed after development. ▲ Further 'post-baking treatment may be performed as needed. The post-baking treatment is preferably in the range of, for example, 150 to 230 ° C for 10 to 240 minutes. The coloring composition can be suitably used for forming a color filter or a colored pattern. By the coloring composition of the present invention, coloring patterns and colors excellent in color density, brightness, contrast, sensitivity, resolution, heat resistance, and the like can be obtained. The color filter or the colored pattern may be used as part of a component such as an optical film, an array substrate, a color filter substrate, etc. Further, selected from the optical film, the array substrate, and the color filter. At least one type of the group of the sheet substrates can be used in a display device such as a liquid crystal display device or an organic EL (Electroluminescence) device, and a solid-state image sensor or the like in a device related to a color image. Since the compound of the present invention has low transferability, a color filter for a display device having excellent display characteristics can be produced from a coloring composition containing a dye containing a compound of the present invention as a main component. Examples Hereinafter, the present invention will be described by way of examples. Further, the "%" and "parts" in the examples and comparative examples are % by mass and parts by mass unless otherwise specified. Example 1 156701.doc 33·201206897 The following reaction was carried out under a nitrogen atmosphere. After adding N-mercaptopyridone 2 份 2 parts to 15.0 parts of C.I. redness in a four-necked flask equipped with a reflux tube, the mixture was stirred for 30 minutes to prepare a reaction solution. 1.05 parts of 1,1 2-diaminododecane was added dropwise while removing the reaction solution at room temperature. After the completion of the dropwise addition, the reaction vessel was kept at 140 degrees while mixing for 3 hours. Further, 0.53 parts of J j 2_monoamine 10·1 Hyun> was added to the reaction solution, and then the anti-deer was held at 140 degrees for 3 hours. Further, 0.53 parts of 1,12-diamine was added to the reaction solution, and then the reaction vessel was kept at 140 degrees while mixing for 3 hours. The reaction solution cooled to room temperature was poured into 0 2 liter of 10% hydrochloric acid water to obtain a red suspension. The red solid obtained by filtration was dried under reduced pressure at 60 ° C to obtain 1.3 parts of the compound of the formula (I-1) (yield 23%).

化合物(1-2)之結構係根據質譜分析而決定。質譜儀使用 JMS-7〇0(日本電子股份有限公司製造)。 質s普分析.離子化模式=FD+ :m/z= 1065 將化合物(1-2)0.35 g溶解於乳酸乙酯中而使體積為250 cm3,並將其中之2 cm3利用離子交換水進行稀釋而使體積 為100 cm3(濃度:0.028 g/L),使用紫外可見近紅外分光光 度計(V-650 ;日本分光股份有限公司製造)(石英槽,光徑長 度:1 cm)測定吸收光譜。該化合物於Xinax=529 nm顯示為 156701.doc •34· ⑧ 201206897 吸光度1·6(任意單位)。 實施例2 以下反應係於氮氣環境下進行。於具備回流管之四口燒 瓶中向C.I.鹼性紅15.0份中添加Ν-甲基吡咯啶酮20.0份後, 攪拌30分鐘而製備反應溶液。於室溫下一面攪拌反應溶 液,一面滴加1,4-丁二醇雙(3-胺基丙基)醚1.07份。於滴加 結束後,一面將反應容器保溫為140度一面攪拌3小時。進 而將1,4-丁二醇雙(3-胺基丙基)醚0.54份添加至反應溶液 中,然後一面將反應容器保溫為140度一面攪拌3小時。進 而將1,4-丁二醇雙(3-胺基丙基)醚0.54份添加至反應溶液 中’然後一面將反應容器保溫為140度一面攪拌3小時。將 冷卻至室溫之反應溶液注入至1 〇%鹽酸水0.2升中而獲得紅 色懸濁液。將過濾所獲得之紅色固體於減壓、6〇。(:下進行 乾燥’獲得式(1-3)所表示之化合物1,6份(產率29%)。The structure of the compound (1-2) is determined by mass spectrometry. The mass spectrometer was JMS-7〇0 (manufactured by JEOL Ltd.). Mass spectrometry. Ionization mode = FD + : m / z = 1065 0.35 g of compound (1-2) was dissolved in ethyl lactate to make a volume of 250 cm 3 , and 2 cm 3 of it was diluted with ion-exchanged water. The volume was 100 cm3 (concentration: 0.028 g/L), and the absorption spectrum was measured using an ultraviolet-visible near-infrared spectrophotometer (V-650; manufactured by JASCO Corporation) (quartz cell, optical path length: 1 cm). The compound was shown to be 156701.doc •34· 8 201206897 absorbance of 1·6 (arbitrary unit) at Xinax=529 nm. Example 2 The following reaction was carried out under a nitrogen atmosphere. After adding 20.0 parts of Ν-methylpyrrolidone to 15.0 parts of C.I. basic red in a four-necked flask equipped with a reflux tube, the mixture was stirred for 30 minutes to prepare a reaction solution. The reaction solution was stirred at room temperature while 1.07 parts of 1,4-butanediol bis(3-aminopropyl)ether was added dropwise. After the completion of the dropwise addition, the reaction vessel was kept at 140 ° while stirring for 3 hours. Further, 0.54 parts of 1,4-butanediol bis(3-aminopropyl)ether was added to the reaction solution, and the mixture was stirred while maintaining the reaction vessel at 140 degrees for 3 hours. Further, 0.54 parts of 1,4-butanediol bis(3-aminopropyl)ether was added to the reaction solution, and then the reaction vessel was kept at 140 ° while stirring for 3 hours. The reaction solution cooled to room temperature was poured into 0.2 liter of 1% hydrochloric acid water to obtain a red suspension. The red solid obtained was filtered under reduced pressure, 6 Torr. (: drying was carried out) to obtain 1,6 parts of the compound represented by the formula (1-3) (yield 29%).

化合物(1-3)之結構係根據質譜分析而決定。質譜儀使用 JMS-700(日本電子股份有限公司製造)。 質譜分析:離子化模式=FD + :m/z=l〇68 將化合物(1-2)0.35 g溶解於乳酸乙酯中而使體積為25〇 cm ’並將其巾之2 em3利用離子交換水進行稀釋而使體積 156701.doc •35· 201206897 為1〇〇 cm (濃度:0.028 g/L) ’使用紫外可見近紅外分光光 度計(石英槽’光徑長度:1 cm)測定吸收光谱。該化合物於 Xmax=53 0 nm顯示為吸光度2 〇(任意單位)。 樹脂合成例1 於具備回流冷凝器、滴液漏斗及攪拌機之燒瓶内以〇.〇2 L/min流入氮其而成為氮氣環境,加入3-甲氧基丁醇2〇〇 質量份及3-甲氧基丁基乙酸酯1〇〇質量份,一面攪拌一面加 熱至70 C。繼而,將曱基丙烯酸98質量份、丙烯酸_3,4環 氧二環卩·2.1·02勹癸酯(以莫耳比50:50混合式(B-1-1)所表 不之化合物及式(B- 1 -2)所表示之化合物)394質量份溶解於 3-甲氧基-1-丁醇140質量份中而製備溶液,使用滴液泵將該 溶解液以4小時滴加至保溫為7〇<t至燒瓶内。另一方面,使 用其他滴液泵,將3 -甲氧基丁基乙酸酯24〇質量份中溶解有 聚合起始劑2,2’-偶氮雙(2,4-二甲基戊腈)27質量份之溶 液,以4小時滴加至燒瓶内。於聚合起始劑溶液之滴加結束 後,於70 C下保持4小時,其後冷卻至室溫,獲得固形物成 分為44.3質罝%之共聚物(樹脂b 1)之溶液。所獲得之樹脂B i 之重量平均分子量Mw為7500 ’分子量分佈為I?,酸值為 111 mgKOH/g。 H2C-CH-C—0The structure of the compound (1-3) is determined by mass spectrometry. The mass spectrometer was JMS-700 (manufactured by JEOL Ltd.). Mass spectrometry: ionization mode = FD + : m / z = 10 〇 68 The compound (1-2) 0.35 g was dissolved in ethyl lactate to make a volume of 25 〇 cm ' and the 2 em 3 of the towel was ion exchanged. The water was diluted to a volume of 156701.doc •35·201206897 of 1〇〇cm (concentration: 0.028 g/L). The absorption spectrum was measured using an ultraviolet-visible near-infrared spectrophotometer (quartz trough 'light path length: 1 cm). The compound showed an absorbance of 2 〇 (arbitrary unit) at Xmax = 53 0 nm. Resin Synthesis Example 1 In a flask equipped with a reflux condenser, a dropping funnel, and a stirrer, nitrogen was introduced into a nitrogen atmosphere, and 3-methoxybutanol was added in an amount of 2 parts by mass and 3- 1 part by mass of methoxybutyl acetate was heated to 70 C while stirring. Then, 98 parts by mass of mercaptoacrylic acid, _3,4 epoxybicycloquinone·2.1·02 decyl acrylate (the compound represented by the mixed formula (B-1-1) at a molar ratio of 50:50 and 394 parts by mass of the compound represented by the formula (B-1 - 2) was dissolved in 140 parts by mass of 3-methoxy-1-butanol to prepare a solution, and the solution was added dropwise to the mixture for 4 hours using a drip pump. The temperature was kept at 7 Torr < t to the inside of the flask. On the other hand, using a different drip pump, a polymerization initiator 2,2'-azobis(2,4-dimethylvaleronitrile) was dissolved in 24 parts by mass of 3-methoxybutyl acetate. 27 parts by mass of the solution was added dropwise to the flask over 4 hours. After completion of the dropwise addition of the polymerization initiator solution, it was kept at 70 C for 4 hours, and then cooled to room temperature to obtain a solution of a copolymer (resin b 1) having a solid content of 44.3 % by mass. The obtained resin B i had a weight average molecular weight Mw of 7500 'molecular weight distribution of I? and an acid value of 111 mgKOH/g. H2C-CH-C-0

(B-l-1) ο H2C=CH-C-0(B-l-1) ο H2C=CH-C-0

以下之實施例中所使用之成分,有時如下述那樣進行省 略記載。 156701.doc • 36 - 201206897 (1-2)著色劑:實施例1中所合成之偶氮化合物 σ·3)著色劑:實施例2中所合成之偶氮化合物 (II-1)著色劑:驗性紅1 (Β-1)樹脂:樹脂Β1溶液 (Β-2)樹脂:甲基丙烯酸/甲基丙烯酸苄酯(莫耳比: 共聚物(田岡化學工業股份有限公司製造,平均分子量 1〇7〇〇、酸值70mgKOH/g)之33.8%丙二醇單甲醚乙酸二溶液 (C-1)聚合性化合物··二季戊四醇六丙烯酸酯 (KAYARAD DPHA ;日本化藥股份有限公司製造) (D-1)光聚合起始劑:N_苯曱醯基氧基苯基硫烷基 本基)辛烧-1-酉同-2-亞胺(lrgacure OXE01 ; BASF Japan 公司 製造) (G-1) 界面活性劑:聚醚改性石夕油(T〇ray Silicone SH8400 ; D〇W Corning Toray股份有限公司製造) (E-1)溶劑:丙二醇單甲醚 (E-2)溶劑:丙二醇單甲醚乙酸酯 (E-3)溶劑:N,N-二甲基曱醯胺 實施例3 [著色組合物之製備] 將(1-2) 0.30質量份 (B-1) 1.67質量份 (C-1) 0.74質量份 (D-1) 0.22質量份 (G-1) 0.001質量份 doc -37· 201206897 (Ε-1) 6.23質量份 (Ε-2) 〇·84質量份 混合而獲得著色組合物 0 [樹脂組合物之製備] 將(Β-2) 40.2質量份 (C-1) 5.8質量份 (D-1) 0.58質量份 (G-1) 0·01質量份 (Ε-1) 46.6質量份 (Ε-2) 6.8質量份 混合而獲得樹脂組合物。 [著色塗佈膜之形成] 利用旋轉塗佈法將上述所獲得之著色組合物塗佈於玻璃 (#1737; Coming)上,以10〇t、3分鐘使揮發成分揮發。於 冷卻後’使用曝光機(TME-150RSK ; T〇pc〇n股份有限公司 製造)’於大氣環境下以150 mj/cm2之曝光量(365 nm基準) 進行光照射’形成著色組合物之塗佈膜(膜厚2 2 μπι)。 [樹脂塗佈膜之形成] 利用旋轉塗佈法將上述所獲得之著色組合物塗佈於玻璃 (#1737 ; Corning)上,以i〇〇°C、3分鐘使揮發成分揮發。於 冷卻後’使用曝光機(TME-150RSK ; Topcon股份有限公司 製造)’於大氣環境下以150 mJ/cm2之曝光量(365 nm為基 準)進行光照射。於烘箱中,以220°C加熱2小時,形成樹脂 組合物之塗佈膜(膜厚2.2 μηι)。 156701.doc ⑧ •38- 201206897 [移染性評價] 使著色組合物之塗佈膜及樹脂組合物之塗佈膜於空開70 μηι之間隔的狀態下對向,於230°c下加熱120分鐘,使用比 色計(〇SP-SP-2〇0 ; OLYMPUS公司製造)測定樹脂組合物之 塗佈膜加熱前後之色差(AEab*) 〇對所獲得之塗佈膜實施以 上之移染性評價,結果是樹脂組合物之色差(△Eab*)為2 2。 實施例4 [移染性評價] 除將(1-2)著色劑:實施例1 +所合成之偶氛化合物變更為 (1-3)著色劑:實施例2中所合成之偶氣化合物以外,以與實 施例3相同之方式’製作著色故合物之塗佈膜及樹脂“物 之塗佈模’實施移染性評價,結果是樹脂組合 (△Eab*)為 1.8。 比較例2 [著色組合物之製備] 將(IM) 0·30質量份 (B-1) h67質量份 (C-1) 〇·74質量份 (D-1) G·22質量份 (G-1) 〇·〇〇1質量份 (E-2) 0.84質量份 (E-3) 6·23質量份 混合而獲得著色組合物。 [塗佈膜之形成及評價] 156701.doc -39· 201206897 以與實施例4相同之方式,製作著色組合物之塗佈膜及樹 脂組合物之塗佈膜,實施移染性評價,結果是樹脂組合物 之色差(ΔΕ&13*)為 57.2。 自上述結果可知’與比較例之化合物相比而言,實施例 之化合物可使移染性非常低。 [產業上之可利用性] 本發明之化合物移染性低,因此可藉由 明之化合物為主成分之染料之著色組合 7以本發 優異之顯示裝置用彩色濾光片。 乍顯不特性 156701.docThe components used in the following examples may be omitted as described below. 156701.doc • 36 - 201206897 (1-2) Colorant: azo compound synthesized in Example 1 σ·3) Colorant: azo compound (II-1) coloring agent synthesized in Example 2: Authentic Red 1 (Β-1) Resin: Resin Β1 solution (Β-2) Resin: methacrylic acid/benzyl methacrylate (Morby: Copolymer (manufactured by Tajika Chemical Industry Co., Ltd., average molecular weight 1〇) 7〇〇, acid value 70mgKOH/g) 33.8% propylene glycol monomethyl ether acetate solution (C-1) polymerizable compound · dipentaerythritol hexaacrylate (KAYARAD DPHA; manufactured by Nippon Kayaku Co., Ltd.) (D- 1) Photopolymerization initiator: N_benzoyloxyphenylsulfanyl group) octyl-1-oxan-2-amine (lrgacure OXE01; manufactured by BASF Japan) (G-1) interface Active agent: polyether modified shisha oil (T〇ray Silicone SH8400; manufactured by D〇W Corning Toray Co., Ltd.) (E-1) Solvent: propylene glycol monomethyl ether (E-2) solvent: propylene glycol monomethyl ether Acid ester (E-3) solvent: N,N-dimethyl decylamine Example 3 [Preparation of coloring composition] (1-2) 0.30 parts by mass (B-1) 1.67 parts by mass (C-1) 0.74 parts by mass (D-1) 0.22 parts by mass (G-1) 0.001 parts by mass doc -37·201206897 (Ε-1) 6.23 parts by mass (Ε-2) 〇·84 parts by mass to obtain a colored composition 0 [Preparation of Resin Composition] (Β-2) 40.2 parts by mass (C-1) 5.8 parts by mass (D-1) 0.58 parts by mass (G-1) 0·01 parts by mass (Ε-1) 46.6 parts by mass (Ε-2) 6.8 parts by mass of the mixture was mixed to obtain a resin composition. [Formation of Colored Coating Film] The above-obtained coloring composition was applied onto glass (#1737; Coming) by a spin coating method, and the volatile component was volatilized at 10 Torr for 3 minutes. After cooling, 'Using an exposure machine (TME-150RSK; manufactured by T〇pc〇n Co., Ltd.)', the light is irradiated at a dose of 150 mj/cm 2 (365 nm basis) in the atmosphere to form a coating of the colored composition. Film film (film thickness 2 2 μπι). [Formation of Resin Coating Film] The coloring composition obtained above was applied onto glass (#1737; Corning) by a spin coating method, and the volatile component was volatilized at i〇〇°C for 3 minutes. After cooling, light irradiation was performed using an exposure machine (TME-150RSK; manufactured by Topcon Co., Ltd.) at an exposure amount of 150 mJ/cm 2 (365 nm) in an atmospheric environment. The film was heated at 220 ° C for 2 hours in an oven to form a coating film (film thickness 2.2 μηι) of the resin composition. 156701.doc 8 •38-201206897 [Evaluation of the transfer property] The coating film of the coloring composition and the coating film of the resin composition were opposed to each other at a space of 70 μm, and heated at 230 ° C. In the minute, the color difference (AEab*) before and after heating of the coating film of the resin composition was measured using a colorimeter (〇SP-SP-2〇0; manufactured by OLYMPUS Co., Ltd.) 实施 The above-mentioned transfer film was subjected to the above-mentioned transferability. As a result, the color difference (?Eab*) of the resin composition was 2 2 as a result. Example 4 [Evaluation of Transfection Property] Except that (1-2) coloring agent: the octagonal compound synthesized in Example 1 + was changed to (1-3) coloring agent: other than the azo compound synthesized in Example 2. In the same manner as in Example 3, the coating film of the colored composition and the coating method of the resin "object" were subjected to evaluation of the transferability, and as a result, the resin combination (?Eab*) was 1.8. Comparative Example 2 [ Preparation of coloring composition] (IM) 0·30 parts by mass (B-1) h 67 parts by mass (C-1) 〇·74 parts by mass (D-1) G·22 parts by mass (G-1) 〇· 1 part by mass of (E-2) 0.84 parts by mass (E-3) and 6·23 parts by mass were mixed to obtain a colored composition. [Formation and Evaluation of Coating Film] 156701.doc -39·201206897 In the same manner, the coating film of the coloring composition and the coating film of the resin composition were prepared, and the dyeing property was evaluated. As a result, the color difference (ΔΕ & 13*) of the resin composition was 57.2. From the above results, it was found that In comparison with the compounds of the comparative examples, the compounds of the examples have very low transferability. [Industrial Applicability] The compounds of the present invention have low transferability, and therefore By combination of the colored dye compound of the main component of the next 7 to the display device of the present invention is excellent. Glance without significant characteristics of the color filter 156701.doc

Claims (1)

201206897 七、申請專利範圍: 1. 一種化合物,其以式⑴所表示:201206897 VII. Scope of Application: 1. A compound represented by formula (1): [式⑴中,L表示碳數為㈣之之價飽和烴基,該飽和烴基 中所含之氫原子亦可以_素原子取代,該飽和烴基中所 含之-CH2·亦可以-CO-或取代; R及R为別獨立地表示氫原子、亦可具有取代基之碳 數為1〜16之1仏脂肪族烴基或亦可具有取代基之碳數為 2〜18之醯基; R3〜R1Q分別獨立地表示氫原子、亦可具有取代基之碳數 為1〜8之1價脂肪族烴基或亦可具有取代基之碳數為6〜i 〇 之1彳貝•香族煙基,該脂肪族烴基中所含之_ch2_亦可以 -0-取代; R11〜R14分別獨立地表示氫原子或曱基; X1 —及X2·表示無機陰離子或有機陰離子]。 2. 如請求項1之化合物,其中L係碳數為5〜15之烷二基,該 烷二基中所含之-CH2-亦可以-0-取代。 3. —種染料’其以如請求項1或2之化合物為主成分。 4· 一種著色組合物’其包含:選自由樹脂、光聚合性化合 156701.doc 201206897 物、光聚合起始劑及溶劑所組成之群令之至少1種 有如請求項3之染料之著色劑。 5. 一種彩色濾光片 成。 其係使用如請求項4之著色組合物 及含 而形 6. —種顯示裝置 其包含如言奢求項5之彩色濾光片。 156701.doc ⑧ 201206897 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: 五、本案若有化學式時,請揭示最能顯示發明特徵的化學式:[In the formula (1), L represents a valence saturated hydrocarbon group having a carbon number of (d), and a hydrogen atom contained in the saturated hydrocarbon group may be substituted with a γ atom, and -CH 2 · contained in the saturated hydrocarbon group may also be -CO- or substituted And R and R are independently a hydrogen atom, an aliphatic hydrocarbon group having a carbon number of 1 to 16 or a fluorenyl group having a carbon number of 2 to 18 which may have a substituent; R3 to R1Q Each of the hydrogen atoms, a monovalent aliphatic hydrocarbon group having a carbon number of 1 to 8 or a substituent having a carbon number of 6 to i 彳, which is a substituent, each independently represents a hydrogen atom. The _ch2_ contained in the aliphatic hydrocarbon group may also be substituted with -0-; R11 to R14 each independently represent a hydrogen atom or a fluorenyl group; and X1- and X2· represent an inorganic anion or an organic anion]. 2. The compound of claim 1, wherein L is an alkanediyl group having a carbon number of 5 to 15, and -CH2- contained in the alkanediyl group may be substituted by -0. 3. A dye which is based on the compound of claim 1 or 2 as a main component. 4. A coloring composition comprising: a coloring agent selected from the group consisting of a resin, a photopolymerizable compound 156701.doc 201206897, a photopolymerization initiator, and a solvent, and a dye having the dye of claim 3. 5. A color filter. It is a coloring composition as claimed in claim 4 and a display device comprising the color filter of the fifth aspect. 156701.doc 8 201206897 IV. Designated representative map: (1) The representative representative of the case is: (none) (2) The symbolic symbol of the representative figure is simple: 5. If there is a chemical formula in this case, please reveal the characteristics that can best show the invention. Chemical formula: 156701.doc156701.doc
TW100120256A 2010-06-28 2011-06-09 Compounds and coloring compositions TWI491599B (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP2010146036A JP2012007121A (en) 2010-06-28 2010-06-28 Compound and coloring composition

Publications (2)

Publication Number Publication Date
TW201206897A true TW201206897A (en) 2012-02-16
TWI491599B TWI491599B (en) 2015-07-11

Family

ID=45538018

Family Applications (1)

Application Number Title Priority Date Filing Date
TW100120256A TWI491599B (en) 2010-06-28 2011-06-09 Compounds and coloring compositions

Country Status (4)

Country Link
JP (1) JP2012007121A (en)
KR (1) KR101786903B1 (en)
CN (1) CN102391236A (en)
TW (1) TWI491599B (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US9005722B2 (en) 2011-04-21 2015-04-14 Dai Nippon Printing Co., Ltd. Color material dispersion liquid, color resin composition for color filters, color filter, liquid crystal display device and organic light-emitting display device

Families Citing this family (14)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP5715380B2 (en) * 2010-06-30 2015-05-07 富士フイルム株式会社 Colored curable composition, color filter, production method thereof, solid-state imaging device, liquid crystal display device, and dye multimer
JP5221787B2 (en) 2011-04-21 2013-06-26 大日本印刷株式会社 Color material and method for producing the same
JP5816574B2 (en) * 2012-02-29 2015-11-18 富士フイルム株式会社 Colored composition, method for producing colored composition, ink for ink jet recording, and ink jet recording method
JP5816575B2 (en) * 2012-02-29 2015-11-18 富士フイルム株式会社 Colored composition, method for producing colored composition, ink for ink jet recording, and ink jet recording method
CN104144986A (en) * 2012-02-29 2014-11-12 富士胶片株式会社 Colored composition, inkjet recording ink, and inkjet recording method
JP5816576B2 (en) * 2012-02-29 2015-11-18 富士フイルム株式会社 Colored composition, method for producing colored composition, ink for ink jet recording, and ink jet recording method
JP2014071320A (en) * 2012-09-28 2014-04-21 Dainippon Printing Co Ltd Manufacturing method for color filter and transparent-protective-film forming resin composition
CN104870570B (en) 2012-10-18 2017-03-08 大日本印刷株式会社 Colorant and its manufacture method
JP6062560B2 (en) * 2013-09-30 2017-01-18 富士フイルム株式会社 Compound having xanthene skeleton, coloring composition, ink for ink jet recording, ink jet recording method, ink jet printer cartridge, and ink jet recorded matter
JP6295600B2 (en) * 2013-10-23 2018-03-20 大日本印刷株式会社 Color material, color material dispersion, colored resin composition for color filter, color filter, liquid crystal display device, and organic light emitting display device
KR101920742B1 (en) * 2014-09-03 2018-11-21 후지필름 가부시키가이샤 Coloring composition, cured film, color filter, method for producing color filter, solid-state imaging element, and image display device
JP7052206B2 (en) * 2017-03-24 2022-04-12 三菱ケミカル株式会社 Colored resin composition, color filter and image display device
JPWO2019044872A1 (en) * 2017-08-31 2020-10-08 富士フイルム和光純薬株式会社 Rhodamine-linked compound
JP2022056354A (en) * 2020-09-29 2022-04-08 保土谷化学工業株式会社 Xanthene dye, coloring composition containing the dye, colorant for color filters, and color filter

Family Cites Families (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS6114270A (en) * 1984-06-29 1986-01-22 Orient Kagaku Kogyo Kk Water based ink composition
DE3821196A1 (en) * 1988-06-23 1990-02-15 Basf Ag BASIC RHODAMINE DYES
JP2888166B2 (en) 1995-04-04 1999-05-10 富士ゼロックス株式会社 Ink jet recording ink and ink jet recording method
JP3078793B2 (en) * 1998-04-30 2000-08-21 株式会社分子バイオホトニクス研究所 Dye having rotaxane structure, labeling agent, and labeling method
JP2003052399A (en) * 2001-08-17 2003-02-25 Fuji Photo Film Co Ltd Method for detecting nucleic acid
US20050250047A1 (en) * 2002-05-17 2005-11-10 Colin Morton Light-fast, high-capacity optical storage media
FR2848837B1 (en) * 2002-12-23 2005-07-08 Oreal TINCTORIAL COMPOSITION COMPRISING A PARTICULAR POLYCATIONIC DIRECT COLORANT, METHOD FOR DYING, USE AND DEVICES WITH SEVERAL COMPARTMENTS.
KR101276212B1 (en) * 2005-10-03 2013-06-25 시바 홀딩 인코포레이티드 Xanthene Dyes
BRPI0617339B1 (en) * 2005-10-11 2017-04-04 Ciba Specialty Chemicals Holding Inc sulfide dye mixture, composition comprising it, and method for dyeing keratin-containing fibers
US9190099B2 (en) * 2010-03-15 2015-11-17 Purdue Research Foundation Higher order structured dyes with enhanced optical features

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US9005722B2 (en) 2011-04-21 2015-04-14 Dai Nippon Printing Co., Ltd. Color material dispersion liquid, color resin composition for color filters, color filter, liquid crystal display device and organic light-emitting display device
US9588256B2 (en) 2011-04-21 2017-03-07 Dai Nippon Printing Co., Ltd. Color material dispersion liquid, color resin composition for color filters, color filter, liquid crystal display device and organic light-emitting display device

Also Published As

Publication number Publication date
JP2012007121A (en) 2012-01-12
KR20120001629A (en) 2012-01-04
KR101786903B1 (en) 2017-10-18
CN102391236A (en) 2012-03-28
TWI491599B (en) 2015-07-11

Similar Documents

Publication Publication Date Title
TW201206897A (en) Compound and colored composition
TWI534209B (en) Salt and colored curable composition
TWI592751B (en) Colored curable resin composition
TWI544035B (en) Colored curable resin composition
JP6928634B2 (en) Color curable resin composition
TW201525076A (en) Colored curable resin composition
TWI687764B (en) Coloring curable resin composition, dispersion liquid, color filter and display device
TW201113303A (en) Colored photosensitive resin compositions
TWI466867B (en) Compounds
CN104861691B (en) Dyestuff and colored curable resin composition
TW201638228A (en) Colored curable resin composition, color filter, and display apparatus
TW201247787A (en) Colored curable composition for color filter, color cured film, color filter and production method thereof and display device
TW201142495A (en) Colored photosensitive resin composition
TW201133142A (en) Colored photosensitive resin composition
TW201224064A (en) Basic colorant, color composition, color filter and display element
TW201610578A (en) Photosensitive resin composition
TW201237118A (en) Colored photosensitive resin composition and compound
TW201245875A (en) Colored photosensitive resin composition
TW201245868A (en) Colored photosensitive resin composition
TW201413382A (en) Photosensitive resin composition
TW201936807A (en) Coloring composition and color filter
CN111742016B (en) Colored resin composition
JP2013147605A (en) Compound
TWI816003B (en) Colored curable resin composition, color filter and display device
TW202204332A (en) Colored curable resin composition, color filter, and display device providing a colored curable resin composition capable of forming a color filter excellent in light resistance