TW201247788A - Compound - Google Patents

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TW201247788A
TW201247788A TW101113079A TW101113079A TW201247788A TW 201247788 A TW201247788 A TW 201247788A TW 101113079 A TW101113079 A TW 101113079A TW 101113079 A TW101113079 A TW 101113079A TW 201247788 A TW201247788 A TW 201247788A
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TW101113079A
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TWI522425B (en
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So-Yeon Park
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Sumitomo Chemical Co
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    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D401/00Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
    • C07D401/02Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
    • C07D401/10Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom 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
    • C09B25/00Quinophthalones
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D215/00Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
    • C07D215/02Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom
    • C07D215/12Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom with substituted hydrocarbon radicals attached to ring carbon atoms
    • C07D215/14Radicals substituted by oxygen atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D215/00Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
    • C07D215/02Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom
    • C07D215/16Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom 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 to ring carbon atoms
    • C07D215/18Halogen atoms or nitro radicals
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D215/00Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
    • C07D215/02Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom
    • C07D215/16Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom 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 to ring carbon atoms
    • C07D215/48Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen
    • C07D215/50Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen attached in position 4
    • C07D215/52Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen attached in position 4 with aryl radicals attached in position 2
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D307/00Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
    • C07D307/77Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom ortho- or peri-condensed with carbocyclic rings or ring systems
    • C07D307/87Benzo [c] furans; Hydrogenated benzo [c] furans
    • C07D307/89Benzo [c] furans; Hydrogenated benzo [c] furans with two oxygen atoms directly attached in positions 1 and 3
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D401/00Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
    • C07D401/02Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
    • C07D401/12Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a chain containing hetero atoms as chain links
    • 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
    • C07D407/04Heterocyclic 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 directly linked by a ring-member-to-ring-member bond
    • 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
    • GPHYSICS
    • G03PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03FPHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR
    • G03F7/00Photomechanical, e.g. photolithographic, production of textured or patterned surfaces, e.g. printing surfaces; Materials therefor, e.g. comprising photoresists; Apparatus specially adapted therefor
    • G03F7/004Photosensitive materials
    • G03F7/027Non-macromolecular photopolymerisable compounds having carbon-to-carbon double bonds, e.g. ethylenic compounds
    • GPHYSICS
    • G03PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03FPHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR
    • G03F7/00Photomechanical, e.g. photolithographic, production of textured or patterned surfaces, e.g. printing surfaces; Materials therefor, e.g. comprising photoresists; Apparatus specially adapted therefor
    • G03F7/004Photosensitive materials
    • G03F7/09Photosensitive materials characterised by structural details, e.g. supports, auxiliary layers
    • G03F7/105Photosensitive materials characterised by structural details, e.g. supports, auxiliary layers having substances, e.g. indicators, for forming visible images

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  • Organic Chemistry (AREA)
  • Chemical & Material Sciences (AREA)
  • Physics & Mathematics (AREA)
  • General Physics & Mathematics (AREA)
  • Architecture (AREA)
  • Structural Engineering (AREA)
  • Engineering & Computer Science (AREA)
  • Spectroscopy & Molecular Physics (AREA)
  • Optical Filters (AREA)
  • Quinoline Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Materials For Photolithography (AREA)

Abstract

Provided is a compound represented by formula (1): wherein L1 represents a single bond, -SO2-, or -CO-; and A1 and A2 each independently represent a benzene ring which may have a substituent, a naphthalene ring which may have a substituent, or a quinoline ring which may have a substituent.

Description

201247788 六、發明說明: 【發明所屬之技術領域】 本發明係關於一種作為染料有用之化合物。 【先前技術】 染料例如係用以於纖維材料、液晶顯示裝置、喷墨等領 域中利用反射光或透射光使顏色顯示。 作為此種染料,例如下述式所表示之㈣酮染料c. L AcidYellow(酸性黃)3已廣為人知。201247788 VI. Description of the Invention: TECHNICAL FIELD OF THE INVENTION The present invention relates to a compound useful as a dye. [Prior Art] The dye is used, for example, to display a color using reflected light or transmitted light in the field of fiber materials, liquid crystal display devices, ink jets, and the like. As such a dye, for example, the (d) ketone dye c. L AcidYellow (acid yellow) 3 represented by the following formula is widely known.

[先前技術文獻] [非專利文獻] 非專利文獻1 .橫手正夫、芝宮福松著,「合成染料 初版’曰刊工業新聞社,1978年4月,128頁 【發明内容】 [發明所欲解決之問題] 先前已知之上述化合物無法充分滿足耐熱性。 [解決問題之技術手段] 本發明係提供以下之[1]〜[7]者。 [1]一種化合物,其係式(1)所表示者,[Prior Art Document] [Non-Patent Document] Non-Patent Document 1. Yokogawa Masahiro, Shiba Miyazumi, "Synthetic Dye First Edition" 曰刊工业新闻, April 1978, 128 pages [Invention] [Inventory Problem to be solved] The above-mentioned compound which is known in the prior art cannot sufficiently satisfy the heat resistance. [Technical means for solving the problem] The present invention provides the following [1] to [7]. [1] A compound of the formula (1) Representer,

163079.doc 201247788 [式(1)中’ L1表示單鍵、-S〇2_或-CO-, A1及A2相互獨立表示亦可具有取代基之苯環、亦可具有 取代基之萘環或亦可具有取代基之喹啉環]。 [2] 如上述[1]之化合物,其中A1為亦可具有取代基之苯 環》 [3] 如上述[1]或[2]之化合物,其中上述取代基為選自 由-R1、-OR1、-COR1、-0-C0R1、碳數1〜8之氟化烷基、 鹵基、羥基、硫烷基、磺基、羧基、硝基、甲醯基、 -NHR1及-NRiR2[其中,R丨及R2表示碳數卜8之烷基]所组成 之群中之至少一種。 [4] 如上述[1]至[3]中任一項之化合物,其中八〗為未經取 代之苯環或具有鹵基之苯環β 一項之化合物,其中Α1及Α2為相 [5]如上述[1]至[4]中任一項 同者。 [6]如上述[1]至[5]中任一 或-S 〇2·。 項之化合物,其中L1為單鍵 [7]—種著色組合物,其 化合物。 [發明之效果] 其包含如上述[1]至[6]中任 一項之 本發明之化合物之耐熱性優 【實施方式】 物(1)), 本發明之化合物為式(1)所 表示者(以下’有時稱為化人 163079.doc 201247788163079.doc 201247788 [In the formula (1), 'L1 represents a single bond, -S〇2_ or -CO-, and A1 and A2 independently of each other represent a benzene ring which may have a substituent, a naphthalene ring which may also have a substituent or It may also have a quinoline ring of a substituent]. [2] The compound of the above [1], wherein A1 is a benzene ring which may have a substituent, [3], wherein the above substituent is selected from -R1, -OR1 , -COR1, -0-C0R1, a fluorinated alkyl group having a carbon number of 1 to 8, a halogen group, a hydroxyl group, a sulfanyl group, a sulfo group, a carboxyl group, a nitro group, a decyl group, -NHR1 and -NRiR2 [where R At least one of the group consisting of ruthenium and R2 represents an alkyl group of carbon number. [4] The compound according to any one of the above [1] to [3] wherein VIII is an unsubstituted benzene ring or a compound having a halogen group of benzene ring β, wherein Α1 and Α2 are phases [5] ] the same as any of the above [1] to [4]. [6] Any of the above [1] to [5] or -S 〇2·. A compound of the formula wherein L1 is a single bond [7] - a coloring composition, a compound thereof. [Effects of the Invention] The heat-resistant compound of the present invention according to any one of the above [1] to [6] is preferred (embodiment (1)), and the compound of the present invention is represented by the formula (1) (hereinafter referred to as 'Humanity 163079.doc 201247788'

[式⑴中,L丨表示單鍵、,或c〇·, A及A相互獨立表示亦可具有取代基之苯環、亦可具有 取代/基之萘環或亦可具有取代基之啥琳環]〇 、 L表不單鍵、_s〇广或_c〇_。就财熱性方面而言,[丨較 佳為單鍵或-S〇2-。 A1及A2相互獨立表示亦可具有取代基之苯環、亦可具有 取代基之萘環或亦可具有取代基之喹啉環。作為該等取代 基,可列舉:-Rl、-ORi、_C〇R丨、_〇_c〇Rl、碳數卜技之 氟化烧基、函基、經基m、績基、幾基、硝基、甲 醯基、-NHR丨及-NR丨R2等。此處,RjR2表示碳數卜8之 院基。 作為R1及R2中之碳數1〜8之烷基,例如可列舉:甲基、 乙基、正丙基、正丁基、正戊基、正己基'正庚基、正辛 基等直鏈狀烷基; 異丙基、異丁基、第二丁基、異戊基、1_甲基戊基、2_ 甲基戊基、3-甲基戊基、4-甲基戊基、丨_乙基丁基、2_乙 基丁基、1-甲基己基、2-甲基己基、3·甲基己基、4_甲基 己基、5-甲基己基、1-乙基戊基、2-乙基戊基、3·乙基戊 基、1-丙基丁基、1-(1-曱基乙基)丁基、甲基乙基)_2_ 甲基丙基、I -甲基庚基、2-甲基庚基、3 -甲基庚基、4-曱 基庚基、5-甲基庚基、6-甲基庚基、乙基己基、2_乙基 163079.doc 201247788 己基、3-乙基己基、4-乙基己基、1-正丙基戊基、2-丙基 戊基、1-(1-甲基乙基)戊基、1-丁基丁基、1-丁基_2_曱基 丁基、1-丁基-3-甲基丁基、1-(1,1-二甲基乙基)丁基丁 基、第三丁基、1,1-二甲基丙基、1,1-二曱基丁基、匕:^二 甲基丁基' 1,3-二曱基丁基、2,3-二曱基丁基、i_乙基_2_ 曱基丙基、1,1-二曱基戊基、1,2-二甲基戊基、i,3_二曱基 戊基、1,4-二甲基戊基、2,2-二甲基戊基、2,3-二甲基戊 基、2,4-二甲基戊基、3,3-二甲基戊基、3,4·二曱基戊基、 1-乙基-1-甲基丁基、1-乙基-2-甲基丁基、1-乙基·3_曱基 丁基、2-乙基-1-甲基丁基、2-乙基-3-甲基丁基、1,丨_二甲 基己基、1,2-二曱基己基、1,3-二曱基己基、ι,4-二甲基己 基、1,5-二甲基己基、2,2-二甲基己基、2,3-二曱基己基、 2,4·二甲基己基、2,5-二甲基己基' 3,3-二甲基己基、3,4_ 二曱基己基、3,5-二曱基己基、4,4-二曱基己基、4,5-二甲 基己基、1-乙基-2-甲基戊基、1-乙基-3-甲基戊基、丨·乙 基-4-甲基戊基、2 -乙基-1-甲基戊基、2-乙基-2-曱基戍 基、2-乙基-3-甲基戊基、2-乙基-4-曱基戊基' 3 -乙基- i_ 曱基戊基、3-乙基-2-曱基戊基、3·乙基-3-甲基戊基、3-乙 基曱基戊基、1-丙基-1-甲基丁基、丨·丙基·2_甲基丁 基、1-丙基-3·曱基丁基、1-(1-曱基乙基)甲基丁基、 i-U -曱基乙基)-2-曱基丁基、ΐ·(ι_曱基乙基)_3_曱基丁 基、Μ·二乙基丁基、1,2-二乙基丁基等支鏈狀烷基。 作為破數1 ~8之氟化烷基,例如可列舉:氣甲基、三氣 曱基、氟乙基、五氟乙基、全氟丙基、全氟丁基、全氟戊 163079.doc 201247788 己基、全說庚基及全氣辛基等。 m Π 可列舉:f氧基、乙氧基、丙氧基、丁 ^基戍氧基、已氧基、庚氧基、辛氧基及2•乙基己氧基 作為-COR1,例如 戊醯丙醯基、丁醯基、 ΛΚ.曜丞及特戊醌基等。 作為-O-CORi,例如 .乙醯氧基、丙醯氧基、丁 醯氧基、戊醯氧基及特戊醯氧基等。 作為-NHR1 ’例如可列舉. J举.N_甲胺基、N-乙胺基、N-丙 胺基、Ν·Τ胺基、N•戊胺基及N•辛胺基等。 作為-NR丨R2,例如可列舉:N,N-二甲胺基、n,n_二乙胺 基、N,N-二丙胺基、N,N_二丁胺基、N_ 丁基_n_甲胺基及 N,N-二辛胺基等。 作為鹵基’可列舉氟基、氯基、漠基及峨基等,較佳為 氣基 於上述中,A及A2較佳為相互獨立為亦可具有取代基之 苯環,A1及A2更佳為相互獨立為未經取代之苯環或具有鹵 基之苯環。於該態樣中,齒基較佳為氣基。 又,較佳為A1及A2相互獨立為未經取代之苯環或具有齒 基之苯環,L1為單鍵或-S〇2_。於該態樣中,齒基較佳為 氯基® 並且,進而較佳為A1與A2相同且為未經取代之笨環或具 有鹵基之苯環,L1為單鍵或-SOr。於該態樣中,鹵基較 佳為氣基。 163079.doc 201247788 作為化合物(1)中之[In the formula (1), L丨 represents a single bond, or c〇·, and A and A independently of each other represent a benzene ring which may have a substituent, a naphthalene ring which may have a substituent/group or a substituent which may have a substituent Ring] 〇, L table is not a single key, _s 〇 wide or _c 〇 _. In terms of financial efficiency, [丨 is better than a single bond or -S〇2-. A1 and A2 independently of each other represent a benzene ring which may have a substituent, a naphthalene ring which may have a substituent, or a quinoline ring which may have a substituent. Examples of the substituents include -Rl, -ORi, _C〇R丨, _〇_c〇Rl, a fluorinated alkyl group of a carbon number, a functional group, a meridine m, a base, a base, Nitro, methylidene, -NHR, and -NR丨R2. Here, RjR2 represents the base of the carbon number. Examples of the alkyl group having 1 to 8 carbon atoms in R1 and R2 include a linear chain such as a methyl group, an ethyl group, a n-propyl group, a n-butyl group, a n-pentyl group, a n-hexyl 'n-heptyl group, and an n-octyl group. Alkyl; isopropyl, isobutyl, t-butyl, isopentyl, 1-methylpentyl, 2-methylpentyl, 3-methylpentyl, 4-methylpentyl, hydrazine Ethyl butyl, 2-ethylbutyl, 1-methylhexyl, 2-methylhexyl, 3-methylhexyl, 4-methylhexyl, 5-methylhexyl, 1-ethylpentyl, 2 -ethylpentyl, 3-ethylpentyl, 1-propylbutyl, 1-(1-decylethyl)butyl, methylethyl)_2-methylpropyl, I-methylheptyl , 2-methylheptyl, 3-methylheptyl, 4-decylheptyl, 5-methylheptyl, 6-methylheptyl, ethylhexyl, 2-ethyl 163079.doc 201247788 hexyl, 3-ethylhexyl, 4-ethylhexyl, 1-n-propylpentyl, 2-propylpentyl, 1-(1-methylethyl)pentyl, 1-butylbutyl, 1-butyl Base 2_mercaptobutyl, 1-butyl-3-methylbutyl, 1-(1,1-dimethylethyl)butylbutyl, tert-butyl, 1,1-dimethyl Propyl, 1,1-didecylbutyl, hydrazine: dimethyl butyl '1,3-Dimercaptobutyl, 2,3-dimercaptobutyl, i_ethyl_2-mercaptopropyl, 1,1-didecylpentyl, 1,2-dimethyl Pentyl, i,3-didecylpentyl, 1,4-dimethylpentyl, 2,2-dimethylpentyl, 2,3-dimethylpentyl, 2,4-dimethyl Pentyl, 3,3-dimethylpentyl, 3,4·didecylpentyl, 1-ethyl-1-methylbutyl, 1-ethyl-2-methylbutyl, 1-B 3·mercaptobutyl, 2-ethyl-1-methylbutyl, 2-ethyl-3-methylbutyl, 1, 丨-dimethylhexyl, 1,2-didecylhexyl , 1,3-dimercaptohexyl, iota, dimethylhexyl, 1,5-dimethylhexyl, 2,2-dimethylhexyl, 2,3-didecylhexyl, 2,4· Dimethylhexyl, 2,5-dimethylhexyl '3,3-dimethylhexyl, 3,4-didecylhexyl, 3,5-dimercaptohexyl, 4,4-didecylhexyl, 4 , 5-dimethylhexyl, 1-ethyl-2-methylpentyl, 1-ethyl-3-methylpentyl, oxime ethyl-4-methylpentyl, 2-ethyl-1 -methylpentyl, 2-ethyl-2-indenylthio, 2-ethyl-3-methylpentyl, 2-ethyl-4-mercaptopentyl '3-ethyl-i-decyl Butyl, 3-ethyl-2-mercaptopentyl, 3·ethyl-3-methyl Pentyl, 3-ethylindenylpentyl, 1-propyl-1-methylbutyl, fluorenylpropyl-2-methylbutyl, 1-propyl-3.nonylbutyl, 1- (1-mercaptoethyl)methylbutyl, iU-mercaptoethyl)-2-mercaptobutyl, ΐ·(ι_mercaptoethyl)_3_decylbutyl, Μ·diethyl Branched alkyl group such as butyl or 1,2-diethylbutyl. Examples of the fluorinated alkyl group having a number of 1 to 8 include a gas methyl group, a trimethyl sulfhydryl group, a fluoroethyl group, a pentafluoroethyl group, a perfluoropropyl group, a perfluorobutyl group, and a perfluoropentane 163079.doc. 201247788 He Jiji, all about Heptyl and all gas octyl. m Π can be exemplified by f-oxyl, ethoxy, propoxy, butyloxy, hexyloxy, heptyloxy, octyloxy and -2-hexyloxy as -COR1, such as pentacene Propionyl, butyl, hydrazine, and pentylene. Examples of -O-CORi include an ethoxycarbonyl group, a propenyloxy group, a butoxy group, a pentyloxy group, a p-pentyloxy group and the like. Examples of -NHR1' include, for example, N-methylamino group, N-ethylamino group, N-propylamino group, anthracene-amine group, N-pentylamino group and N-octylamino group. Examples of -NR丨R2 include N,N-dimethylamino, n,n-diethylamino, N,N-dipropylamino, N,N-dibutylamino, N-butyl-n. _Methylamino and N,N-dioctylamino and the like. Examples of the halogen group include a fluorine group, a chlorine group, a molybdenum group, and a mercapto group. Preferably, the gas is based on the above, and A and A2 are preferably mutually independent or a benzene ring which may have a substituent, and A1 and A2 are more preferable. Independent of each other as an unsubstituted benzene ring or a benzene ring having a halogen group. In this aspect, the tooth base is preferably a gas base. Further, it is preferred that A1 and A2 are each independently an unsubstituted benzene ring or a benzene ring having a dentate group, and L1 is a single bond or -S〇2_. In this aspect, the dentate group is preferably a chloro group and, further preferably, A1 is the same as A2 and is an unsubstituted stupid ring or a benzene ring having a halogen group, and L1 is a single bond or -SOr. In this aspect, the halogen group is preferably a gas group. 163079.doc 201247788 as a compound (1)

較 式 所表示之基,可列舉下述式(q_l)〜式(q-46)所表示者等 佳為可列舉:式(q- 1)、式(q-24)、式(q-26)、式(q-3〇) (q—31)、式(q-33)、式(q-3 5)及式(q-36)所表示之基。 由於化合物(1)之製造較容易’故而Examples of the group represented by the formula (q_l) to (q-46) include, for example, the formula (q-1), the formula (q-24), and the formula (q-26). And a formula represented by the formula (q-3〇) (q-31), the formula (q-33), the formula (q-3 5), and the formula (q-36). Since the compound (1) is easier to manufacture,

較佳為相同之結構° οα c〇cCHs ca CH3 H3XXX (q-1) (q-2) (Q-3) M) N〇2 CxX ςα no2 °2xa COT (q-5) (q·®) (q-7) (q-8) 163079.doc 201247788Preferably, the same structure is οα c〇cCHs ca CH3 H3XXX (q-1) (q-2) (Q-3) M) N〇2 CxX ςα no2 °2xa COT (q-5) (q·®) (q-7) (q-8) 163079.doc 201247788

mz (q-θ)Mz (q-θ)

h3c、H3c,

CHCH

(ς-18)(ς-18)

m 〇xxxCO0H ch3 (q-23) (q-22) "OX必 ςα Cl αχ Clxxx (q-28) (q-24) (q-25) (q-26) (q-27) xa Fm 、Bxo 、〇!x (q-29) 件30) (q-31) (<^2) 163079.doc -9- 201247788m 〇xxxCO0H ch3 (q-23) (q-22) "OX must be α Cl αχ Clxxx (q-28) (q-24) (q-25) (q-26) (q-27) xa Fm , Bxo, 〇!x (q-29) 30) (q-31) (<^2) 163079.doc -9- 201247788

(q-33) (^34) 私:χχχ (q-35) (q-36) a ci a(q-33) (^34) Private: χχχ (q-35) (q-36) a ci a

(ς-3η(ς-3η

(q-41) a(q-41) a

OH (q-42)OH (q-42)

(q-39) (q-W) Br(q-39) (q-W) Br

(q-45) (CH6) coa (q-44) 作為化合物(1),例如可列舉化合物(1-1)〜化合物(1-1 38) 等。再者,Q1表示(q-45) (CH6) coa (q-44) Examples of the compound (1) include the compound (1-1) to the compound (1-138). Furthermore, Q1 means

Q2表示Q2 indicates

表1中,Q1欄及Q2欄表示上述所例示之基之式之編號。In Table 1, the columns Q1 and Q2 indicate the numbers of the formulas exemplified above.

163079.doc •10· (1) 201247788 [表1] 化合物 Q1 Q2 L1 1-1 (q-i) (q-l) -S〇2~ 1-2 (q-2) (q-2) -S〇2- 1-3 (q-3) (q-3) -S〇2" 1-4 (q-4) (q-4) -S〇2~ 1-5 (q-5) (q-5) -so2- 1-6 (q-6) (q-6) -S〇2* 1-7 (q-7) (q-7) -S〇2_ 1-8 (q-8) (q-8) -S〇2" 1-9 (q-9) (q-9) -S〇2~ 1-10 (q-l〇) (q-i〇) -S〇2" 1-11 (q-11) (q-H) -S〇2· 1-12 (q-12) (q-12) "S〇2~ .1-13 (q-13) (q-13) -S〇2~ 1-14 (q-14) (q-H) -S〇2_ 1-15 (q-15) (q-15) -S〇2" 1-16 (q-16) (q-16) S〇2· 1-17 (q-17) (q-17) -S〇2" 1-18 (q-18) (q-18) -S〇2~ 1-19 (q-19) (q-19) S〇2· 1-20 (q-2〇) (q-2〇) -S〇2~ 1-21 (q-21) (q-21) -S〇2~ 1-22 (q-22) (q-22) -S〇2~ 1-23 (q-23) (q-23) -S〇2- 1-24 (q-24) (q-24) -S〇2" 1-25 (q-25) (q-25) -S〇2~ 1-26 (q-26) (q-26) -S〇2" 1-27 (q-27) (q-27) -S〇2~ 163079.doc 201247788 1-28 (q-28) (q-28) -S〇2~ 1-29 (q-29) (q-29) -S〇2" 1-30 (q-3〇) (q-30) -S〇2~ 1-31 (q-31) (q-3D -S〇2· 1-32 (q-32) (q-32) -S〇2- 1-33 (q-33) (q-33) -S〇2~ 1-34 (q-34) (q-34) -S〇2~ 1-35 (q-35) (q-35) -S〇2~ 1-36 (q-36) (q-36) -S〇2" 1-37 (q-37) (q-37) -S〇2~ 1-38 (q-38) (q-38) -S〇2" 1-39 (q-39) (q-39) -S〇2~ 1-40 (q-4〇) (q-40) -S〇2~ 1-41 (q-4i) (q-41) -S〇2~ 1-42 (q-42) (q-42) -S〇2~ 1-43 (q-43) (q-43) -S〇2~ 1-44 (q-44) (q-44) -S〇2~ 1-45 (q-45) (q-45) _S〇2" 1-46 (q-46) (q-46) -S〇2~ 1-47 (q-1) (q-1) 單鍵 1-48 (q-2) (q-2) 單鍵 1-49 (q-3) (q-3) 單鍵 1-50 (q-4) (q-4) 單鍵 1-51 (q-5) (q-5) 單鍵 1-52 (q-6) (q-6) 單鍵 1-53 (q-7) (q-7) 單鍵 1-54 (q-8) (q-8) 單鍵 1-55 (q-9) (q-9) 單鍵 1-56 (q-10) (q-l〇) 單鍵 • 12- 163079.doc 201247788 1-57 (q-ll) (q-H) 單鍵 1-58 (q-12) (q-12) 單鍵 1-59 (q-13) (q-13) 單鍵 1-60 (q-14) (q-14) 單鍵 1-61 (q-15) (q-15) 單鍵 1-62 (q-16) (q-16) 單鍵 1-63 (q-17) (q-17) 單鍵 1-64 (q-18) (q-18) 單鍵 1-65 (q-19) (q-19) 單鍵 1-66 (q-2〇) (q-20) 單鍵 1-67 (q-21) (q-21) 單鍵 1-68 (q-22) (q-22) 單鍵 1-69 (q-23) (q-23) 單鍵 1-70 (q-24) (q-24) 單鍵 1-71 (q-25) (q-25) 單鍵 1-72 (q-26) (q-26) 單鍵 1-73 (q-27) (q-27) 單鍵 1-74 (q-28) (q-28) 單鍵 1-75 (q-29) (q-29) 單鍵 1-76 (q-3〇) (q-3〇) 單鍵 1-77 (q-31) (q-31) 單鍵 1-78 (q-32) (q-32) 單鍵 1-79 (q-33) (q-33) 單鍵 1-80 (q-34) (q-34) 單鍵 1-81 (q-35) (q-35) 單鍵 1-82 (q-36) (q-36) 單鍵 1-83 (q-37) (q-37) 單鍵 -13- 163079.doc 201247788 1-84 (q-38) (q-38) 單鍵 1-85 (q-39) (q-39) 單鍵 1-86 (q-40) (q-40) 單鍵 1-87 (q-41) (q-4i) 單鍵 1-88 (q-42) (q-42) 單鍵 1-89 (q-43) (q-43) 單鍵 1-90 (q-44) (q-44) 單鍵 1-91 (q-45) (q-45) 單鍵 1-92 (q-46) (q-46) 單鍵 1-93 (q-i) (q-1) -CO- 1-94 (q-2) (q-2) -CO- 1-95 (q-3) (q-3) -CO- 1-96 (q-4) (q-4) -CO- 1-97 (q-5) (q-5) -CO- 1-98 (q-6) (q-6) -CO- 1-99 (q-7) (q-7) -CO- 1-100 (q,8) (q-8) -CO- 1-101 (q-9) (q-9) -CO- 1-102 (q-10) (q-l〇) -CO- 1-103 (q-11) (q-n) -CO- 1-104 (q-12) (q-12) -CO- 1-105 (q-13) (q-13) -CO- 1-106 (q-14) (q-14) -CO- 1-107 (q-15) (q-15) -CO- 1-108 (q-16) (q-16) -CO- 1-109 (q-17) (q-17) -CO- 1-110 (q-18) (q-18) -CO- 1-111 (q-19) (q-19) -CO- 1-112 (q-2〇) (q-20) -CO- 14 163079.doc 201247788 1-113 (q-21) (q-21) -CO- 1-114 (q-22) (q-22) -CO- 1-115 (q-23) (q-23) -CO- 1-116 (q-24) (q-24) -CO- 1-117 (q-25) (q-25) -CO- 1-118 (q-26) (q-26) -CO- 1-119 (q-27) (q-27) -CO- 1-120 (q-28) (q-28) -CO- 1-121 (q-29) (q-29) -CO- 1-122 (q-30) (q-3〇) -CO- 1-123 (q-31) (q-31) -CO- 1-124 (q-32) (q-32) -CO- 1-125 (q-33) (q-33) -CO- 1-126 (q-34) (q-34) -CO- 1-127 (q-35) (q-35) -CO- 1-128 (q-36) (q-36) -CO- 1-129 (q-37) (q-37) -CO- 1-130 (q-38) (q-38) -CO- 1-131 (q-39) (q-39) -CO- 1-132 (q-40) (q-4〇) -CO- 1-133 (q-41) (q-41) -CO- 1-134 (q-42) (q-42) -CO- 1-135 (q-43) (q-43) -CO- 1-136 (q-44) (q-44) -CO- 1-137 (q-45) (q-45) -CO- 1-138 (q-46) (q-46) -CO- 化合物(1)可藉由使式(X)所表示之化合物、與式(Y1)所 表示之化合物及式(Y2)所表示之化合物於有機溶劑中進行 163079.doc -15- 201247788163079.doc •10· (1) 201247788 [Table 1] Compound Q1 Q2 L1 1-1 (qi) (ql) -S〇2~ 1-2 (q-2) (q-2) -S〇2- 1-3 (q-3) (q-3) -S〇2" 1-4 (q-4) (q-4) -S〇2~ 1-5 (q-5) (q-5) - So2- 1-6 (q-6) (q-6) -S〇2* 1-7 (q-7) (q-7) -S〇2_ 1-8 (q-8) (q-8) -S〇2" 1-9 (q-9) (q-9) -S〇2~ 1-10 (ql〇) (qi〇) -S〇2" 1-11 (q-11) (qH) -S〇2· 1-12 (q-12) (q-12) "S〇2~ .1-13 (q-13) (q-13) -S〇2~ 1-14 (q-14 ) (qH) -S〇2_ 1-15 (q-15) (q-15) -S〇2" 1-16 (q-16) (q-16) S〇2· 1-17 (q-17 ) (q-17) -S〇2" 1-18 (q-18) (q-18) -S〇2~ 1-19 (q-19) (q-19) S〇2· 1-20 ( Q-2〇) (q-2〇) -S〇2~ 1-21 (q-21) (q-21) -S〇2~ 1-22 (q-22) (q-22) -S〇 2~ 1-23 (q-23) (q-23) -S〇2- 1-24 (q-24) (q-24) -S〇2" 1-25 (q-25) (q-25 ) -S〇2~ 1-26 (q-26) (q-26) -S〇2" 1-27 (q-27) (q-27) -S〇2~ 163079.doc 201247788 1-28 ( Q-28) (q-28) -S〇2~ 1-29 (q-29) (q-29) -S〇2" 1-30 (q-3〇) (q-30) -S〇2 ~ 1-31 (q-31) (q-3D -S〇2· 1-32 (q-32) (q-32) -S〇 2- 1-33 (q-33) (q-33) -S〇2~ 1-34 (q-34) (q-34) -S〇2~ 1-35 (q-35) (q-35 ) -S〇2~ 1-36 (q-36) (q-36) -S〇2" 1-37 (q-37) (q-37) -S〇2~ 1-38 (q-38) (q-38) -S〇2" 1-39 (q-39) (q-39) -S〇2~ 1-40 (q-4〇) (q-40) -S〇2~ 1-41 (q-4i) (q-41) -S〇2~ 1-42 (q-42) (q-42) -S〇2~ 1-43 (q-43) (q-43) -S〇2 ~ 1-44 (q-44) (q-44) -S〇2~ 1-45 (q-45) (q-45) _S〇2" 1-46 (q-46) (q-46) - S〇2~ 1-47 (q-1) (q-1) Single key 1-48 (q-2) (q-2) One-touch 1-49 (q-3) (q-3) One-touch 1 -50 (q-4) (q-4) One-touch 1-51 (q-5) (q-5) One-touch 1-52 (q-6) (q-6) One-touch 1-53 (q- 7) (q-7) Single button 1-54 (q-8) (q-8) One button 1-55 (q-9) (q-9) One button 1-56 (q-10) (ql〇 One-touch • 12-163079.doc 201247788 1-57 (q-ll) (qH) One-touch 1-58 (q-12) (q-12) One-touch 1-59 (q-13) (q-13 One-touch 1-60 (q-14) (q-14) One-touch 1-61 (q-15) (q-15) One-touch 1-62 (q-16) (q-16) One-touch 1- 63 (q-17) (q-17) One-touch 1-64 (q-18) (q-18) One-touch 1-65 (q-19) (q-19) One-touch 1-66 (q-2) 〇) (q-20) One-touch 1-67 (q-21) (q-21) One-touch 1-68 (q -22) (q-22) One-touch 1-69 (q-23) (q-23) One-touch 1-70 (q-24) (q-24) One-touch 1-71 (q-25) (q -25) One-touch 1-72 (q-26) (q-26) One-touch 1-73 (q-27) (q-27) One-touch 1-74 (q-28) (q-28) One-touch 1-75 (q-29) (q-29) One-touch 1-76 (q-3〇) (q-3〇) One-touch 1-77 (q-31) (q-31) One-touch 1-78 (q-32) (q-32) One-touch 1-79 (q-33) (q-33) One-touch 1-80 (q-34) (q-34) One-touch 1-81 (q-35) (q-35) One-touch 1-82 (q-36) (q-36) One-touch 1-83 (q-37) (q-37) One-button-13- 163079.doc 201247788 1-84 (q- 38) (q-38) One-touch 1-85 (q-39) (q-39) One-touch 1-86 (q-40) (q-40) One-touch 1-87 (q-41) (q- 4i) One-touch 1-88 (q-42) (q-42) One-touch 1-89 (q-43) (q-43) One-touch 1-90 (q-44) (q-44) One-touch 1 -91 (q-45) (q-45) One-touch 1-92 (q-46) (q-46) One-touch 1-93 (qi) (q-1) -CO- 1-94 (q-2 ) (q-2) -CO- 1-95 (q-3) (q-3) -CO- 1-96 (q-4) (q-4) -CO- 1-97 (q-5) ( Q-5) -CO- 1-98 (q-6) (q-6) -CO- 1-99 (q-7) (q-7) -CO- 1-100 (q,8) (q- 8) -CO- 1-101 (q-9) (q-9) -CO- 1-102 (q-10) (ql〇) -CO- 1-103 (q-11) (qn) -CO- 1-104 (q-12) (q-12) -CO- 1-105 (q-13) (q-13) -CO- 1-106 (q-14) (q-14) -CO- 1-107 (q-15) (q-15) -CO- 1-108 (q-16) (q -16) -CO- 1-109 (q-17) (q-17) -CO- 1-110 (q-18) (q-18) -CO- 1-111 (q-19) (q-19 ) -CO- 1-112 (q-2〇) (q-20) -CO- 14 163079.doc 201247788 1-113 (q-21) (q-21) -CO- 1-114 (q-22) (q-22) -CO- 1-115 (q-23) (q-23) -CO- 1-116 (q-24) (q-24) -CO- 1-117 (q-25) (q -25) -CO- 1-118 (q-26) (q-26) -CO- 1-119 (q-27) (q-27) -CO- 1-120 (q-28) (q-28 ) -CO- 1-121 (q-29) (q-29) -CO- 1-122 (q-30) (q-3〇) -CO- 1-123 (q-31) (q-31) -CO- 1-124 (q-32) (q-32) -CO- 1-125 (q-33) (q-33) -CO- 1-126 (q-34) (q-34) -CO - 1-127 (q-35) (q-35) -CO- 1-128 (q-36) (q-36) -CO- 1-129 (q-37) (q-37) -CO- 1 -130 (q-38) (q-38) -CO- 1-131 (q-39) (q-39) -CO- 1-132 (q-40) (q-4〇) -CO- 1- 133 (q-41) (q-41) -CO- 1-134 (q-42) (q-42) -CO- 1-135 (q-43) (q-43) -CO- 1-136 ( Q-44) (q-44) -CO- 1-137 (q-45) (q-45) -CO- 1-138 (q-46) (q-46) -CO- Compound (1) a compound represented by the formula (X), a compound represented by the formula (Y1), and a formula ( The compound represented by Y2) is carried out in an organic solvent. 163079.doc -15- 201247788

[式(x)、式(Y1)及式(Y2)中,L1 之含義]。 A及八2表示與上述相同 作為用於反應中之有機溶劑 可列舉:N-曱基吡咯烷 ^小土疋㈣艰丁碾、Ν,Ν·二甲基甲醯 胺、Ν,Ν-二曱基乙醯胺及該等之混合唆麻丨 + «心劑。有機溶劑之使 用量根據溶劑之種類而不同,相對於式(χ)所表示之化合 物1質量份,較佳為3〜50質量份,更佳為5〜2〇質量份。〇 式(Υ1)所表示之化合物及式(Υ2)所表示之化合物之總使 用量相對於式(X)所表示之化合物的使用量i莫耳較佳為 2〜8莫耳,更佳為3〜5莫耳。 反應溫度較佳為150〜250eC,更佳為180〜22〇它。反應時 間較佳為5〜72小時,更佳為8〜24小時。 反應結束後,將反應液與化合物之不良溶劑混合並 濾取沈澱物,藉此可獲得化合物(1p作為不良溶劑如 可列舉:乙腈、乙酸乙酯、四氫呋喃及二乙醚。 不良溶劑之使用量相對於反應液i質量份,較佳為丨〜Μ 質量份,更佳為5~20質量份。 藉由過濾而獲得之沈澱物較佳為使用醇溶劑等進行青 163079.doc -16· 201247788 洗,繼而將其乾燥 之方法進而純化。 乙醇及異丙醇等。 。並且’亦可視需要藉由再結晶等公知 作為用於清洗之醇溶劑,可列舉甲醇、 如此所獲得之本發明之化合物由於耐熱性較高,故作為 用於液晶顯示裝置等顯示裝置之彩色遽光片之著色劑尤其 有用。 本發明之著色組合物較佳為包含本發明之化合物作為著 色劑(以下’有時稱為「著色劑(A)j ),進而包含樹脂 ()本發月之著色組合物更佳為進而包含選自由聚合性 化合物(c)、聚合起始劑(D)及溶劑⑻所組成之群中之至少 一種0 著色劑(A)除包含本發明之化合物以外,亦可進而包含 顏料及/或染料(但,與本發明之化合物不同卜 作為上述染料,可列舉:於染料索引(Colour Index)(英 國染色與色料師學會(The societ”f Dyers and c〇i〇urists) 出版)中分類為溶劑(Solvent)、酸性(Acid)、鹼性(Basic)、 反應性(reactive)、直接(Direci)、分散(Disperse)或還原 (Vat)之染料等。更具體而言,可列舉如下染料索引(C.]:.) 編號之染料,但並不限定於此。其中,較佳為有機溶劑可 溶性染料。 C. I.溶劑黃 25、79、81、82、83、89 ; C. I.酸性黃7、23、25、42、65、76 ; C· I.反應性黃 2、76、116 ; C. I.直接黃 4 、 28 、 44 、 86 、 132 ; 163079.doc •17· 201247788 C. I.分散黃 54、76 ; C. I.溶劑燈41、54、56、99 ; C. I.酸性燈 56、74、95、108、149、162 ; C· I.反應性撥16 ; C. I.直接橙26 ; C. I.溶劑紅 24、49、90、91、118、119、122、124、 125 、 127 、 130 、 132 、 160 、 218 ; C. I.酸性紅 73、91、92、97、Π8、151、211、:m、 289 ; C· I.酸性紫102 ; C· I.溶劑綠1、5 ; C. I.酸性綠3、5、9、25、28 ; C. I.鹼性綠1 ; c· I.還原綠1等。 作為上述顏料,可列舉通常用於顏料分散光阻之有機顏 料或無機顏料。作為無機顏料,可列舉如金屬氧化物或金 屬錯鹽之金屬化合物,具體而言,可列舉鐵、鈷、鋁、 鎘、鉛、銅、欽、鎂、鉻、鋅及銻等金屬之氧化物或複合 金屬氧化物。又,作為有機顏料及無機顏料,具體而言, 可列舉染料索引(Colour Index)(The s〇ciety 〇f Dyers and[In the formula (x), formula (Y1) and formula (Y2), the meaning of L1]. A and 八2 are the same as the above, and the organic solvent used in the reaction is exemplified by N-decylpyrrolidine^small sputum (4) 艰丁碾, Ν, Ν·dimethyl dimethyl decylamine, hydrazine, hydrazine-II Mercaptoacetamide and these mixed ricin + «cardiac. The amount of the organic solvent to be used varies depending on the kind of the solvent, and is preferably from 3 to 50 parts by mass, more preferably from 5 to 2 parts by mass, based on 1 part by mass of the compound represented by the formula (?). The total amount of the compound represented by the formula (Υ1) and the compound represented by the formula (Υ2) is preferably 2 to 8 mol, more preferably 2 to 8 mol, based on the amount of the compound represented by the formula (X). 3 to 5 moles. The reaction temperature is preferably from 150 to 250 eC, more preferably from 180 to 22 Å. The reaction time is preferably from 5 to 72 hours, more preferably from 8 to 24 hours. After completion of the reaction, the reaction solution is mixed with a poor solvent of the compound, and the precipitate is collected by filtration, whereby a compound can be obtained (1p is a poor solvent, and examples thereof include acetonitrile, ethyl acetate, tetrahydrofuran, and diethyl ether. The amount by mass of the reaction liquid is preferably 丨~Μ by mass, more preferably 5 to 20 parts by mass. The precipitate obtained by filtration is preferably washed with an alcohol solvent or the like 163079.doc -16·201247788 Then, the method of drying the mixture is further purified, such as ethanol, isopropanol, etc., and 'known as re-crystallization, etc., as an alcohol solvent for washing, and methanol, the compound of the present invention thus obtained Since the heat resistance is high, it is particularly useful as a coloring agent for a color light-emitting sheet for a display device such as a liquid crystal display device. The coloring composition of the present invention preferably contains the compound of the present invention as a coloring agent (hereinafter referred to as 'sometimes called The coloring agent (A)j, further comprising a resin (), the coloring composition of the present month more preferably further comprises a polymerizable compound (c), a polymerization initiator (D), and a solvent. At least one of the 0 colorants (A) may further comprise a pigment and/or a dye in addition to the compound of the present invention (however, unlike the compound of the present invention, the dye may be exemplified by the dye The Colour Index (published by The Societ, f Dyers and c〇i〇urists) is classified as Solvent, Acid, Basic, Reactive ( Reactive), direct (Direci), disperse or reduced (Vat) dyes, etc. More specifically, the dyes of the following dye index (C.]:.) are exemplified, but are not limited thereto. Preferably, it is an organic solvent soluble dye. CI Solvent Yellow 25, 79, 81, 82, 83, 89; CI Acid Yellow 7, 23, 25, 42, 65, 76; C · I. Reactive Yellow 2, 76, 116; CI Direct Yellow 4, 28, 44, 86, 132; 163079.doc •17· 201247788 CI Disperse Yellow 54, 76; CI Solvent Lamps 41, 54, 56, 99; CI Acid Lamps 56, 74, 95, 108 , 149, 162; C · I. Reactive 16; CI direct orange 26; CI solvent red 24, 49, 90, 91, 118, 119, 122, 124, 125, 127, 130, 132, 160, 218; CI acid red 73, 91, 92, 97, Π 8, 151, 211, m, 289; C · I. Acid violet 102; C·I. Solvent Green 1, 5; CI Acid Green 3, 5, 9, 25, 28; CI Alkaline Green 1; c· I. Reduction Green 1 and so on. As the above pigment, an organic pigment or an inorganic pigment which is usually used for pigment dispersion resist can be mentioned. Examples of the inorganic pigment include a metal compound such as a metal oxide or a metal salt, and specific examples thereof include oxides of metals such as iron, cobalt, aluminum, cadmium, lead, copper, chin, magnesium, chromium, zinc, and ruthenium. Or a composite metal oxide. Further, as the organic pigment and the inorganic pigment, specifically, a Colour Index (The s〇ciety 〇f Dyers and

Colourists出版)中分類為顏料(pigment)之化合物。更具體 而言’可列舉如下染料索引(c· L)編號之顏料,但並不限 定於該等》 c. I.顏料黃 20、24、31、53、83、86、93 ' 94、109、 163079.doc •18- 201247788 110、117、125、137、138、139、147、148、150、1ί;3、 154 、 166 、 173及180 ; C. I.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.顏料綠7、ι〇、15、25、36、47 及 58 等。 著色劑(A)之含量相對於著色組合物中之固形物成分, 較佳為5〜60質量%。此處,所謂固形物成分,係指於著色 組合物中去除溶劑之成分之總和。 著色劑(A)中所含之本發明之化合物之含量較佳為3〜1〇〇 質量%。 該等染料及顏料可分別單獨與本發明之化合物一同使 用,亦可組合兩種以上而與本發明之化合物一同使用。 作為樹脂(B) ’並無特別限定,可使用任何樹脂。樹脂 (B)較佳為鹼可溶性樹脂,更佳為包含自(曱基)丙烯酸導出 之結構單元之樹脂。此處,(甲基)丙烯酸表示丙烯酸及/或 甲基丙稀酸。 作為樹脂(B),具體而言,可列舉:甲基丙烯酸/甲基丙 烯酸苄酯共聚物、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/甲基丙烯酸異莅酯共 聚物、甲基丙烯酸/苯乙烯/甲基丙烯酸苄酯/N_苯基順丁烯 163079.doc -19- 201247788 二醯亞胺共聚物、甲基丙烯酸/苯乙烯/甲基丙烯酸縮水甘 油酯共聚物等。 樹脂(B)之經聚笨乙烯換算之重量平均分子量較佳為 5,000〜35,000,更佳為 6,000〜30,000。 樹脂(B)之酸值較佳為50〜15〇,更佳為6〇〜135。 樹脂(B)之含量相對於著色組合物之固形物成分,較佳 為7〜65質量%’更佳為13〜6〇質量%。 聚合性化合物(C)只要為可藉由自聚合起始劑(D)產生之 活性自由基及酸等而聚合之化合物,則並無特別限定。例 如可列舉具有聚合性之乙烯性不飽和鍵之化合物等。 作為上述聚合性化合物(c),較佳為具有3個以上之聚合 性基之聚合性化合物。作為具有3個以上之聚合性基之聚 合性化合物,例如可列舉:季戊四醇四丙稀酸醋、季戍四 一季戊四醇五丙婦酸酯、二季戊四醇A compound classified as a pigment in the Colourists publication. More specifically, the following dye index (c·L) numbered pigments may be mentioned, but are not limited to the above. c. I. Pigment Yellow 20, 24, 31, 53, 83, 86, 93 '94, 109 , 163079.doc •18- 201247788 110,117,125,137,138,139,147,148,150,1;3, 154, 166, 173 and 180; CI Pigment Orange 13, 31, 36, 38, 40 , 42, 43, 51, 55, 59, 61, 64, 65 and 71; c. I. 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 Green 7, 〇, 15, 25, 36, 47 and 58 and so on. The content of the colorant (A) is preferably from 5 to 60% by mass based on the solid content of the coloring composition. Here, the solid content component means the sum of the components of the coloring composition from which the solvent is removed. The content of the compound of the present invention contained in the colorant (A) is preferably from 3 to 1% by mass. These dyes and pigments may be used alone or in combination with the compound of the present invention, or may be used in combination with the compound of the present invention. The resin (B)' is not particularly limited, and any resin can be used. The resin (B) is preferably an alkali-soluble resin, more preferably a resin containing a structural unit derived from (indenyl) acrylic acid. Here, (meth)acrylic acid means acrylic acid and/or methacrylic acid. Specific examples of the resin (B) include methacrylic acid/benzyl methacrylate copolymer, methacrylic acid/benzyl methacrylate/styrene copolymer, and methacrylic acid/benzyl methacrylate/ Isopropyl methacrylate copolymer, methacrylic acid/styrene/benzyl methacrylate/N_phenyl-cis-butene 163079.doc -19- 201247788 Diimine copolymer, methacrylic acid/styrene/ A glycidyl methacrylate copolymer or the like. The weight average molecular weight of the resin (B) in terms of polystyrene is preferably 5,000 to 35,000, more preferably 6,000 to 30,000. The acid value of the resin (B) is preferably from 50 to 15 Å, more preferably from 6 Torr to 135. The content of the resin (B) is preferably from 7 to 65 mass%, more preferably from 13 to 6 mass%, based on the solid content of the coloring composition. The polymerizable compound (C) is not particularly limited as long as it is a compound which can be polymerized by an active radical derived from the polymerization initiator (D), an acid or the like. For example, a compound having a polymerizable ethylenically unsaturated bond or the like can be mentioned. The polymerizable compound (c) is preferably a polymerizable compound having three or more polymerizable groups. Examples of the polymerizable compound having three or more polymerizable groups include pentaerythritol tetraacrylic acid vinegar, quaternary phosphonium tetrapentaerythritol penta-propyl acrylate, and dipentaerythritol.

醇四甲基丙烯酸酯、 五甲基丙稀酸酿、二 曱基丙稀酸S旨等。餘Alcohol tetramethacrylate, pentamethyl acrylate acid, dimercapto acrylate acid, etc. Yu

硫雜蒽酮化合物、三 •田热或光之作用而產生 ^產生劑,可列舉:烷基 三11井化合物及肟化合物 163079.doc 201247788 作為上述貌基苯酮化合物’例如可列舉:2·甲基冬味琳 -Η4-甲基硫燒基苯基)丙小綱、2_經基_2_甲基小苯基 丙-1··酮、苯偶酿二甲基縮酮、2•經基_2_甲基邻_(2·經基 乙氧基)笨基]丙]-嗣及1·經基環己基苯基酮等。 作為上述絲葱㈣合物,例如可列舉:2_異丙基硫雜 蒽嗣、4-異丙基硫雜葱酮、2,4·二乙基硫雜蒽嗣、2,4_二氣 硫雜蒽酮及1-氣-4-丙氧基硫雜蒽酮等。 作為上述三啡化合物,例如可列舉:2,4·雙(三氯甲基)_ 6 (4甲氧基苯基)_ι,3,5·二畊、2,4_雙(三氣甲基)_6·⑷甲氧 基萘基W’3’5-三_、2,4·雙(三氣甲基)_6·(4_甲氧苯乙稀 基)-1,3,5-三呼、2,4_雙(三氣曱基)+[2·(5_甲基咬喃_2_基) 乙烯基Η,3,5-三,井、2,4_雙(三氯甲基)邻·(料_2_基)乙 烯基]·1,3,5·三,井、2,4·雙(三氣甲基)_6·[2♦二乙基胺基_ 2-曱基苯基)乙稀基]_ι,3,5·三_及2,4_雙(三氣曱基)6 [2_ (3,4-二甲氧基苯基)乙烯基]_13,5_三畊等。 作為上述肟化合物,例如可列舉〇-醞基肟(〇-acyl〇xime) 系化合物,作為其具體例,可列舉:N_苯曱醯氧基-^(扣 苯基硫烷基苯基)丁烷-1-酮·2·亞胺、N•苯甲醯氧基 苯基硫烷基苯基)辛烷-1-酮-2-亞胺、N-乙酿氧基-1_[9·乙 基-6-(2-甲基苯曱醯基)-9Η-咔唑-3-基]乙烷_丨_亞胺、沁乙 醯氧基-1-[9·乙基-6·{2-甲基_4_(3,3-二曱基_2,4_二氧雜哼 環戊基甲基氧基)笨曱酿基}_9Η-咔唑_3_基]乙烧_ι_亞胺 等。 又,作為活性自由基產生劑,例如亦可使用:2,4,6_三 163079.doc •21· 201247788 甲基本甲醯基二苯基氧化膦、2,2,·雙(鄰.氣苯基)_4,4,,5,5,_ 四苯基-1,2’_聯咪唑、1〇_ 丁基_2•氣吖啶酮、2_乙基蒽醌、 一苯乙一酮、9,10-菲醌、樟腦醌、笨基乙醛酸甲酯及二茂 鈦化合物等。 作為上述酸產生劑,例如可列舉:4·經基苯基二甲基鎮 甲笨《酸_»_ 4_經基笨基二曱基錡六氟銻酸鹽、4-乙醯 基苯基一甲基錡對甲苯磺酸鹽、4·乙醯氧基苯基-甲基_ 苄基銃,、氟銻酸鹽、三苯基鍍對甲苯磺酸鹽、三苯基疏六 說録酸鹽、二苯基鏘對甲苯續酸鹽、二苯基鎖六氟録酸鹽 等鑌鹽類,或硝基节基甲苯續_旨類,安息香甲苯續酸醋 類等。 〇 #聚合起始劑可單獨使用,亦可組合兩種以上使用 聚合起始劑(D)之含量相對於樹脂(B)及聚合性化合物( 之總量1GGf量份,較佳狀卜3G質量份,更佳為卜2〇 量份。㈣合起始劑之含量為上述範圍則感光度化高 縮短曝光時間且提高生產性,故而較佳。 作為’合劑(E) ’只要為可溶解或分散本發明之化合 者’則並無特別限定,例如可列舉:醚類、芳香族烴類 嗣類、醇類、酯類及胺類等。 作為上述醚類,例如可列舉:四氫呋喃、四氫。比喃 L4-二喝烷、乙二醇單甲醚、乙二醇單乙醚、乙二單 醚、乙二醇單丁醚、二乙二單 ° _ - _ ^ 。一醇年乙ϋ ^ -醇單丁醚、二乙二醇二曱醚、二乙二醇二乙醚、 乙-醇甲基乙基喊、二乙二醇二丙謎、二乙二醇二丁_ 163079.doc •22· 201247788 丙二醇單甲醚乙 文如、丙二醇單乙醚乙酸酯、丙二醇單丙 趟乙酸酯、乙二醇 开早甲醚乙酸酯、乙二醇單乙醚乙酸g旨、 二乙二醇單乙制 , '、旨及二乙二醇單丁醚乙酸酯等。 述芳香族煙類,例如可列舉:苯、甲苯、二曱苯 及均三甲苯等。 作為上述_類,例 1夕J如可列舉:丙酮、2-丁酮、2-庚酮、 3-庚酮、4-庚酮、4田* -甲基-2-戊酮、4-羥基-4-曱基-2-戊酮、 環戊酮及環己_等。 #為上述知類’例如可列舉:甲醇、乙醇、丙醇、丁 醇、己醇、環己醇、乙二醇及丙三醇等。 作為上述酯類’例如可列舉:乙酸乙酯、乙酸正丁酯、 乙酸異丁知、甲酸戊酯、乙酸異戊酯、乙酸異丁酯、丙酸 丁 i曰丁酸異丙酯、丁酸乙酯、丁酸丁酯、烷基酯類、乳 &曱^ '乳酸乙§旨 ' 乳酸丁 _、甲氧基乙酸甲冑、甲氧基 乙酸& 、甲氧基乙丁 g旨、乙氧基乙酸甲酿、乙氧基乙 酸乙S!i、3-甲氧基丙酸甲酯、弘甲氧基丙酸乙酯、3_乙氧 基丙酸曱酯、3-己氧基丙酸乙酯、2_曱氧基丙酸曱酯、2_ 甲氧基丙酸乙醋、2-甲氧基丙酸丙酯、2·乙氧基丙酸甲 酯、2"乙氧基丙酸乙酯' 2_甲氧基_2_曱基丙酸曱酯、2_乙 氧基-2-曱基丙酸乙酯、丙酮酸曱酯、丙酮酸乙酯、丙酮酸 丙酯、乙醯乙酸甲酯、乙醯乙酸乙酯、乙酸3_甲氧基丁 酯、乙酸3-甲基-3-甲氧基丁酯、γ_ 丁内酯等。 作為上述醯胺類,例如可列舉:Ν,Ν•二甲基曱醯胺、 Ν,Ν-一甲基乙酿胺、Ν-甲基。比^各烧酮等。 163079.doc -23- 201247788 !:溶劑可單獨使用,亦可組合兩種以上使用。 佳:7:::.:之溶劑⑻之含量相對於著色組合物,較 佳為70〜95質量%,更佳為75〜90質量%。 本著色組合物亦可視需要包含界面活性劑、填充 Η化合物、密接促進劑、抗氧化劑、紫外線 及收劑 '光穩定劑、鏈轉移劑等各種添加劑。 本發明之化合物表現較高之耐熱性,因此料用於液晶 顯不裝置等顯示裝置之彩色濾光片之著色劑尤其有用。 =,本發明之著色組合物可以公知之態樣用於包括彩色 濾、光片作為其構成零件之—部分的顯*裝置(例如公知之 液晶顯示裝置、有機EL(場致發光,Ε1β_ 裝置等)' 固體攝像元件等各種與著色圖像相關之機器 中。 [實施例] 繼而,列舉實施例更具體地說明本發明。例中,只要無 特別說明,則表示含量或使用量之%及份為質量標準。 於以下之實施例中,化合物之結構係藉由元素分析 (VARIO-EL,(Elementar Analytical股份有限公司製造))進 行確認。 [實施例1] 於式(X-1)所表示之化合物(東京化成工業股份有限公司 製造)7.00份中添加環丁砜53 26份後,加熱至180°C而使其 溶解。確認溶解後,添加喹哪啶(東京化成工業股份有限 公司)11.19份並於200°C下回流9小時而進行反應。反應結 163079.doc •24- 201247788 束後,將反應溶液注入至乙腈500份中並滤取沈澱物3對 所得之沈澱物分別利用乙醇500份、利用二甲基亞礙500份 各進行兩次再漿化而獲得黃色固體。將該黃色固體於減壓 下以60°C進行乾燥而獲得式(1-1)所表示之化合物(以下, 有時稱為「化合物(1-1)」)4.5份》 式(1-1)所表示之化合物之鑑定: (元素分析)C70.84 H3.28 N4.75 S5.09Examples of the production of the thioxanthone compound, the heat of the cerium or the action of light, and the compound of the alkyl group No. 11 and the ruthenium compound 163079.doc 201247788 The above-mentioned phenanthroline compound 'is, for example, 2: Methyl 冬味琳-Η4-methylthioalkyl phenyl) propyl succinyl, 2_ carbyl 2 _methyl phenyl propyl-1·· ketone, benzoin dimethyl ketal, 2 • Base 2_methyl o-(2. mercaptoethoxy) phenyl] propyl]-fluorene and 1·ylcyclohexyl phenyl ketone and the like. Examples of the onion (tetra) compound include 2-isopropylsulfonium, 4-isopropylthioxanthene, 2,4·diethylthiazinium, and 2,4_diox. Thiol ketone and 1-gas-4-propoxy thioxanthone. Examples of the above-mentioned trimorphine compound include 2,4·bis(trichloromethyl)-6 (4-methoxyphenyl)_ι, 3,5·2, and 2,4_bis (trimethylmethyl). )_6·(4) methoxynaphthyl W'3'5-tri-, 2,4·bis (tri-methane)_6·(4-methoxyphenyl)-1,3,5-three-call , 2,4_double (tri-gas sulfhydryl)+[2·(5-methyl ketone-2-yl) vinyl hydrazine, 3,5-three, well, 2,4 bis (trichloromethyl) o(·_2_2-yl)vinyl]·1,3,5·3, well, 2,4·bis(trimethylmethyl)_6·[2♦diethylamino] 2-indenyl Phenyl)ethidyl]_ι,3,5·three_ and 2,4_bis(trishydrazinyl)6 [2_(3,4-dimethoxyphenyl)vinyl]_13,5_three Plowing and so on. Examples of the ruthenium compound include a ruthenium-acyl fluorene-based compound, and specific examples thereof include N-benzoquinone-((phenylphenylsulfanylphenyl)). Butan-1-one·2.imine, N•benzylideneoxyphenylsulfanylphenyl)octane-1-one-2-imine, N-ethyloxy-1-[9· Ethyl-6-(2-methylphenylhydrazino)-9Η-oxazol-3-yl]ethane_丨-imine, 沁ethoxy-1-(9·ethyl-6·{ 2-methyl_4_(3,3-dimercapto-2,4-dioxancyclopentylmethyloxy) alkaloid}_9Η-carbazole_3_yl]Ethylene-Boiler_ι_ Imine and the like. Further, as the living radical generating agent, for example, it is also possible to use: 2, 4, 6_3, 163, 079.doc • 21·201247788 methyl methionyl diphenyl phosphine oxide, 2, 2, bis (o. benzene) Base)_4,4,,5,5,_ tetraphenyl-1,2'-biimidazole, 1〇_butyl-2• gas acridone, 2_ethyl hydrazine, acetophenone, 9 , 10-phenanthrenequinone, camphorquinone, stupyl methyl glyoxylate and titanocene compounds. As the above acid generator, for example, 4·p-phenylene dimethyl benzoate, acid _»_ 4 _ phenyl group, fluorenyl hexafluoroantimonate, 4-ethyl decyl phenylate Monomethyl p-toluenesulfonate, 4 · ethoxylated phenyl-methyl benzyl hydrazine, fluoroantimonate, triphenyl-p-toluenesulfonate, triphenyl sulfonate Salt, diphenylphosphonium p-toluene hydrochloride, diphenyl hexafluoroantimonate and other sulfonium salts, or nitro-peptone toluene _ _ benzoin toluene sulphuric acid vinegar and so on. 〇# The polymerization initiator may be used singly or in combination of two or more kinds of the polymerization initiator (D) with respect to the resin (B) and the polymerizable compound (the total amount of 1 GGf, preferably 3G mass) Preferably, the amount of the starting agent is in the above range, and the sensitivity is high, the exposure time is shortened, and the productivity is improved, so that it is preferable as the 'mixing agent (E)' as long as it is soluble or The compound of the present invention is not particularly limited, and examples thereof include ethers, aromatic hydrocarbons, alcohols, esters, and amines. Examples of the ethers include tetrahydrofuran and tetrahydrogen. Bi-L4-di-alkane, ethylene glycol monomethyl ether, ethylene glycol monoethyl ether, ethylene di-monoether, ethylene glycol monobutyl ether, diethylene mono- _ - _ ^. - alcohol monobutyl ether, diethylene glycol dioxime ether, diethylene glycol diethyl ether, ethyl alcohol methyl ethyl shunt, diethylene glycol dipropylene, diethylene glycol dibutyl _ 163079.doc • 22 · 201247788 Propylene glycol monomethyl ether, such as propylene glycol monoethyl ether acetate, propylene glycol monopropyl acetate, ethylene glycol early morning methyl ether An acid ester, an ethylene glycol monoethyl ether acetate, a diethylene glycol monoethylated product, ', a diethylene glycol monobutyl ether acetate, etc. Examples of the aromatic tobaccos include benzene and toluene. Diphenylbenzene, mesitylene, etc. As the above-mentioned _ class, for example, exemplified by acetone, 2-butanone, 2-heptanone, 3-heptanone, 4-heptanone, 4-field*-methyl -2-pentanone, 4-hydroxy-4-mercapto-2-pentanone, cyclopentanone, cyclohexanyl, etc. #为的类类', for example, methanol, ethanol, propanol, butanol, Alcohol, cyclohexanol, ethylene glycol, glycerin, etc. Examples of the above esters include ethyl acetate, n-butyl acetate, isobutyl acetate, amyl formate, isoamyl acetate, and isobutyl acetate. Ester, isopropyl butyrate, isopropyl butyrate, ethyl butyrate, butyl butyrate, alkyl esters, milk & 曱 ^ 'lactic acid B § 'Lactic acid butyl _, methoxyacetic acid guanidine, A Oxyacetic acid & methoxy ethoxybutane, ethoxyacetic acid, ethoxyacetic acid ethyl S!i, methyl 3-methoxypropionate, ethyl methoxypropionate, 3 _Ethyl ethoxy propionate, ethyl 3-hexoxypropionate, 2_曱Ethyl propyl propionate, ethyl 2-methoxypropionate, propyl 2-methoxypropionate, methyl 2-ethoxypropionate, 2" ethyl ethoxypropionate '2-methoxy _2_2曱 mercaptopropionate, ethyl 2-ethoxy-2-mercaptopropionate, decyl pyruvate, ethyl pyruvate, propyl pyruvate, methyl acetate, ethyl acetate Ester, 3-methoxybutyl acetate, 3-methyl-3-methoxybutyl acetate, γ-butyrolactone, etc. Examples of the above guanamines include hydrazine, hydrazine dimethyl hydrazine. Amine, hydrazine, hydrazine-monomethyl ethanoamine, hydrazine-methyl group, specific ketone, etc. 163079.doc -23- 201247788 !: Solvents may be used singly or in combination of two or more. The content of the solvent (8) of 7::::: is preferably 70 to 95% by mass, more preferably 75 to 90% by mass based on the coloring composition. The coloring composition may optionally contain various additives such as a surfactant, a ruthenium-filled compound, an adhesion promoter, an antioxidant, an ultraviolet ray, and a light stabilizer, a chain transfer agent, and the like. Since the compound of the present invention exhibits high heat resistance, it is particularly useful as a coloring agent for a color filter of a display device such as a liquid crystal display device. The colored composition of the present invention can be used in a known manner for a color filter or a light sheet as a part of a constituent part thereof (for example, a known liquid crystal display device, organic EL (electroluminescence, Ε1β_ device, etc.) In the various devices related to the color image, such as a solid-state image sensor. [Examples] Hereinafter, the present invention will be described more specifically by way of examples. In the examples, unless otherwise indicated, the content or the amount of use and the parts are used. It is a quality standard. In the following examples, the structure of the compound was confirmed by elemental analysis (VARIO-EL, manufactured by Elementar Analytical Co., Ltd.) [Example 1] expressed by the formula (X-1) After adding 26 parts of sulfolane 53 to 7.00 parts of the compound (manufactured by Tokyo Chemical Industry Co., Ltd.), the mixture was heated to 180 ° C to be dissolved. After confirming the dissolution, 11.19 parts of quinaldine (Tokyo Chemical Industry Co., Ltd.) was added. The reaction was carried out by refluxing at 200 ° C for 9 hours. After the reaction was 163079.doc •24-201247788, the reaction solution was poured into 500 parts of acetonitrile and the precipitate was collected by filtration. The precipitate was obtained by using 500 parts of ethanol and re-pulping twice with 500 parts of dimethyl sulfoxide to obtain a yellow solid. The yellow solid was dried at 60 ° C under reduced pressure to obtain the formula (1-1). ) The compound (hereinafter, sometimes referred to as "compound (1-1)") 4.5 parts. Identification of the compound represented by formula (1-1): (Elemental analysis) C70.84 H3.28 N4.75 S5.09

[實施例2] 於式(X-1)所表示之化合物7_00份中添加環丁碌53.26份 後’加熱至180°C而使其溶解。確認溶解後,添加8_氣喧 哪啶13.88份並於200°C下回流9小時。反應結束後,將反 應溶液注入至乙腈500份中並濾取沈澱物。對所得之沈殿 物分別利用乙醇500份、利用二曱基亞砜500份各進行兩次 再漿化而獲得黃色固體。將該黃色固體於減壓下以6〇〇c進 行乾燥而獲得式(1-26)所表示之化合物(以下,有時稱為 「化合物(1-26)」)8·15份。 式(1-26)所表示之化合物之鑑定: (元素分析)C63.3 Η2.8 Ν3.8 C110.2 S5.0 163079.doc -25- 201247788[Example 2] After adding 53.26 parts of cyclobutane to 7 to 00 parts of the compound represented by the formula (X-1), the mixture was heated to 180 ° C to be dissolved. After confirming dissolution, 13.88 parts of 8_gas guanidine was added and refluxed at 200 ° C for 9 hours. After the reaction was completed, the reaction solution was poured into 500 parts of acetonitrile and the precipitate was collected by filtration. The resulting sediment was repulped by using 500 parts of ethanol and 500 parts of dimercaptosulfoxide, respectively, to obtain a yellow solid. The yellow solid was dried under reduced pressure at 6 ° C to obtain 8·15 parts of a compound represented by the formula (1-26) (hereinafter sometimes referred to as "compound (1-26)"). Identification of the compound represented by formula (1-26): (elemental analysis) C63.3 Η2.8 Ν3.8 C110.2 S5.0 163079.doc -25- 201247788

(1-2β) [實施例3] 於式(Χ-2)所表示之化合物(東京化成工業股份有限公司 製造)10.0份中添加環丁颯92.65份後,加熱至180°C而使其 溶解。確認溶解後,添加喹哪啶24.15份並於200°C下回流 9小時。反應結束後,將反應溶液注入至乙腈500份中並濾 取沈澱物。對所得之沈澱物分別利用乙醇5〇〇份、利用二 甲基亞颯500份各進行兩次再漿化而獲得黃色固體。將該 黃色固體於減壓下以60°C進行乾燥而獲得式(1-47)所表示 之化合物(以下,有時稱為「化合物(1-47)」)13 5份。 式(1-47)所表示之化合物之鑑定: (元素分析)C79.97 H3.68 N5.31(1-2β) [Example 3] After adding 92.65 parts of cyclobutyl hydrazine to 10.0 parts of the compound represented by the formula (Χ-2) (manufactured by Tokyo Chemical Industry Co., Ltd.), it was heated to 180 ° C to dissolve it. . After confirming dissolution, 24.15 parts of quinaldine was added and refluxed at 200 ° C for 9 hours. After the reaction was completed, the reaction solution was poured into 500 parts of acetonitrile and the precipitate was filtered. The obtained precipitate was separately repulped by using 5 parts of ethanol and 500 parts of dimethylarylene each to obtain a yellow solid. The yellow solid was dried at 60 ° C under reduced pressure to obtain 13 parts of a compound represented by the formula (1-47) (hereinafter sometimes referred to as "compound (1-47)"). Identification of the compound represented by formula (1-47): (Elemental analysis) C79.97 H3.68 N5.31

[實施例4] 於式(X-2)所表示之化合物7 〇份中添加環丁硬64別份 後’加熱至180。(:而使其溶解。確認溶解後,添加8_氣啥 後’加熱至180°C而使其溶解 丁砜64.86份 163079.doc -26 - 201247788 哪啶16.90份並於200t下回流9小時。反應結束後,將反 應溶液注入至乙腈500份中並濾取沈澱物。對所得之沈殿 物分別利用乙醇500份、利用二甲基亞颯500份各進行兩次 再漿化而獲得黃色固體。將該黃色固體於減壓下以6〇(>c進 行乾燥而獲得式(1-72)所表示之化合物(以下,有時稱為 「化合物(1·72)」)9·0份。 式(1-72)所表示之化合物之鑑定: (元素分析)C68.5 Η3.0 Ν3·6 C110.4[Example 4] After adding 64 parts of cyclobutene hard to the compound 7 represented by the formula (X-2), it was heated to 180. (: and dissolve it. After confirming the dissolution, after adding 8_gas, 'heated to 180 ° C to dissolve 64.86 parts of sulfone, 163079.doc -26 - 201247788 which is 16.90 parts and refluxed at 200t for 9 hours. After the completion of the reaction, the reaction solution was poured into 500 parts of acetonitrile, and the precipitate was collected by filtration. The resulting precipitate was re-pulped twice with 500 parts of ethanol and 500 parts of dimethyl hydrazine, respectively, to obtain a yellow solid. The yellow solid was dried under reduced pressure at 6 Torr (>c to obtain a compound represented by the formula (1-72) (hereinafter sometimes referred to as "compound (1·72)"). Identification of the compound represented by formula (1-72): (elemental analysis) C68.5 Η3.0 Ν3·6 C110.4

(1-72) [耐熱性評價] 對於實施例中所得之化合物,使用熱重差熱同步測定裝 置(EXSTAR TG/DTA6200R ;精工盈司電子科技(sn NanoTechnology)股份有限公司製造)進行示差掃描熱量測 疋,求出重量減少率為10%之溫度Τι〇。將結果示於表2。 [表2] 化合物 Ti〇(t)^ 實施例1 (1-1) 437 ~ 實施例2 (1-26) 460 ~ 實施例3 (1-47) --—----- 220 實施例4 (1-72) 440~~^ 比較例1 (R-1) -----^ 176 163079.doc -27- 201247788 表2中,化合物(R-1)為c. ι· Acid YeU〇w 3(東京化成工業 股份有限公司製造)。 [實施例5] [著色組合物之製備] 將如下成分混合而獲得著色組合物: (A)著色劑:化合物(M):於實施例1中合成之化合物 20份 (B-1)樹脂:甲基丙烯酸/甲基丙烯酸苄酯共聚物(莫耳 比:30/70 ’重量平均分子量為107〇〇,酸值為7〇 mgKOH/g) 7〇 份 (C-1)聚合性化合物:二季戊四醇六丙烯酸酯(日本化藥 公司製造) 30份 (D-1)光聚合起始劑:苯偶醯二曱基縮酮(Irgacure 651, BASF公司製造) 15份 (E-1)溶劑:丙二醇單甲趟 680份 [彩色濾光片之製作] 於玻璃上利用旋塗法塗佈上述所獲得之著色組合物,使 揮發成分揮發。冷卻後,使用具有圖案之石英玻璃製光罩 及曝光機進行光照射。光照射後,利用氫氧化鉀水溶液進 行顯影,於烘箱中加熱至200°C,獲得彩色渡光片。 [實施例6] 除將實施例1中合成之化合物(I-1)替換為實施例2中合成 之化合物(1-26)以外,以與實施例5相同之方式獲得著色組 合物及彩色濾光片。 163079.doc -28- 201247788 [實施例7] 除將實施例1中合成之化合物(1-1)替換為實施例3中合成 之化合物(Ι·47)以外,以與實施例5相同之方式獲得著色組 合物及彩色濾光片。 [實施例8] 除將實施例1中合成之化合物(I-1)替換為實施例4中合成 之化合物(1-72)以外’以與實施例5相同之方式獲得著色組 合物及彩色濾光片。 根據表2之結果可知,本發明之化合物顯示較高之耐熱 性。包含該化合物之著色組合物可製作由熱所引起之劣化 較少且耐久性較高之彩色濾光片。 [產業上之可利用性] 本發明之化合物之耐熱性優異。 163079.doc •29·(1-72) [Evaluation of heat resistance] For the compound obtained in the examples, differential scanning calorimetry was carried out using a thermogravimetric differential thermal measurement apparatus (EXSTAR TG/DTA6200R; manufactured by Sn NanoTechnology Co., Ltd.). After measuring 疋, the temperature Τι〇 with a weight reduction rate of 10% was determined. The results are shown in Table 2. [Table 2] Compound Ti〇(t)^ Example 1 (1-1) 437 ~ Example 2 (1-26) 460 ~ Example 3 (1-47) ------- 220 Example 4 (1-72) 440~~^ Comparative Example 1 (R-1) -----^ 176 163079.doc -27- 201247788 In Table 2, the compound (R-1) is c. ι· Acid YeU〇 w 3 (manufactured by Tokyo Chemical Industry Co., Ltd.). [Example 5] [Preparation of coloring composition] The following components were mixed to obtain a coloring composition: (A) Colorant: Compound (M): Compound synthesized in Example 1 20 parts (B-1) Resin: Methacrylic acid / benzyl methacrylate copolymer (mole ratio: 30/70 'weight average molecular weight of 107 〇〇, acid value of 7 〇 mg KOH / g) 7 〇 (C-1) polymerizable compound: two Pentaerythritol hexaacrylate (manufactured by Nippon Kayaku Co., Ltd.) 30 parts (D-1) Photopolymerization initiator: Benzene dinonyl ketal (Irgacure 651, manufactured by BASF) 15 parts (E-1) Solvent: propylene glycol 680 parts of monomethyl hydrazine [Production of color filter] The coloring composition obtained above was applied to the glass by spin coating to volatilize the volatile component. After cooling, light irradiation was performed using a patterned quartz glass reticle and an exposure machine. After the light irradiation, development was carried out using an aqueous potassium hydroxide solution, and the mixture was heated to 200 ° C in an oven to obtain a color light-emitting sheet. [Example 6] A coloring composition and a color filter were obtained in the same manner as in Example 5 except that the compound (I-1) synthesized in Example 1 was replaced with the compound (1-26) synthesized in Example 2. Light film. 163079.doc -28-201247788 [Example 7] The same procedure as in Example 5 was carried out except that the compound (1-1) synthesized in Example 1 was replaced with the compound synthesized in Example 3 (Ι·47). A coloring composition and a color filter are obtained. [Example 8] A coloring composition and a color filter were obtained in the same manner as in Example 5 except that the compound (I-1) synthesized in Example 1 was replaced with the compound (1-72) synthesized in Example 4. Light film. From the results of Table 2, it is understood that the compound of the present invention exhibits high heat resistance. The coloring composition containing the compound can produce a color filter which is less deteriorated by heat and has higher durability. [Industrial Applicability] The compound of the present invention is excellent in heat resistance. 163079.doc •29·

Claims (1)

201247788 七、申請專利範圍: 1. 一種化合物,其係式(1)所表示者,201247788 VII. Patent application scope: 1. A compound, represented by the formula (1), [式(1)中’ L1表示單鍵、-S02-或-CO-, A1及A2相互獨立表示亦可具有取代基之苯環、亦可具 有取代基之萘環或亦可具有取代基之喹啉環]。 2. 如凊求項1之化合物,其中Αι及A2相互獨立為亦可具有 取代基之笨環。 3. 如睛求項1之化合物,其中上述取代基為選自由r1、_〇r1、 COR、-O-COR1、碳數1〜8之氟化烷基、鹵基、羥基、 硫烷基、磺基、缓基、硝基、甲酿基、_nhr1及·NR1R2 [其中’ R,及R2表示碳數1〜8之院基]所組成之群中之至少 之二Ϊ項1之化合物’其中^及八2相互獨立為未經取代 之本%或具有函基之笨環。 5. 如請求項1之化合物,其 .,^ 及Α為相同者。 6. 如清永項1之化合物, 7 一接从 丹TL為皁鍵或·s〇2_。 • 種者色組合物’其包含如士主·^ E 3如喷求項1之化合物。 163079.doc 201247788 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), 'L1 represents a single bond, -S02- or -CO-, and A1 and A2 independently of each other represent a benzene ring which may have a substituent, a naphthalene ring which may have a substituent or may have a substituent. Quinoline ring]. 2. The compound of claim 1, wherein Αι and A2 are each independently a stupid ring which may also have a substituent. 3. The compound according to claim 1, wherein the substituent is selected from the group consisting of r1, _〇r1, COR, -O-COR1, a fluorinated alkyl group having a carbon number of 1 to 8, a halogen group, a hydroxyl group, a sulfanyl group, a compound of at least two of the group consisting of a sulfo group, a sulfo group, a nitro group, a mercapto group, _nhr1 and NR1R2 [wherein, R and R2 represent a group of carbon atoms of 1 to 8] ^ and 八2 are independent of each other as an unsubstituted % or a stupid ring with a functional group. 5. In the case of the compound of claim 1, the ., ^ and Α are the same. 6. For example, the compound of Qingyong 1 is 7 from Dan TL to soap bond or ·s〇2_. • A seed color composition 'which contains a compound such as a singer. 163079.doc 201247788 IV. Designation of Representative Representatives (1) The representative representative of the case is: (none) (2) A brief description of the symbol of the representative figure: 5. If there is a chemical formula in this case, please reveal the characteristics that best show the invention. Chemical formula: 163079.doc163079.doc
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