TWI618751B - Compound, polymer, colorant, photosensitive resin composition, photosensitive resin layer and color filter - Google Patents

Compound, polymer, colorant, photosensitive resin composition, photosensitive resin layer and color filter Download PDF

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TWI618751B
TWI618751B TW105134642A TW105134642A TWI618751B TW I618751 B TWI618751 B TW I618751B TW 105134642 A TW105134642 A TW 105134642A TW 105134642 A TW105134642 A TW 105134642A TW I618751 B TWI618751 B TW I618751B
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chemical formula
substituted
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independently
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TW201716512A (en
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崔恩晶
金善大
徐光源
金昭賢
金智恩
鄭周昊
辛明曄
韓圭奭
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三星Sdi股份有限公司
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Priority claimed from KR1020160091006A external-priority patent/KR101934846B1/en
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    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D333/00Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
    • C07D333/02Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
    • C07D333/04Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom
    • C07D333/26Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur 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
    • C07D333/38Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
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    • 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
    • C09B11/26Triarylmethane dyes in which at least one of the aromatic nuclei is heterocyclic
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    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08FMACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F220/00Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
    • C08F220/02Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
    • C08F220/10Esters
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    • C08F220/14Methyl esters, e.g. methyl (meth)acrylate
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    • 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
    • C09B11/16Preparation from diarylketones or diarylcarbinols, e.g. benzhydrol
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    • 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
    • C09B11/20Preparation from other triarylmethane derivatives, e.g. by substitution, by replacement of substituents
    • 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
    • C09B69/00Dyes not provided for by a single group of this subclass
    • C09B69/10Polymeric dyes; Reaction products of dyes with monomers or with macromolecular compounds
    • C09B69/109Polymeric dyes; Reaction products of dyes with monomers or with macromolecular compounds containing other specific dyes
    • GPHYSICS
    • G02OPTICS
    • G02BOPTICAL ELEMENTS, SYSTEMS OR APPARATUS
    • G02B5/00Optical elements other than lenses
    • G02B5/20Filters
    • G02B5/22Absorbing filters
    • G02B5/223Absorbing filters containing organic substances, e.g. dyes, inks or pigments
    • 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
    • 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
    • G03F7/027Non-macromolecular photopolymerisable compounds having carbon-to-carbon double bonds, e.g. ethylenic compounds
    • G03F7/032Non-macromolecular photopolymerisable compounds having carbon-to-carbon double bonds, e.g. ethylenic compounds with binders
    • 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
    • G03F7/032Non-macromolecular photopolymerisable compounds having carbon-to-carbon double bonds, e.g. ethylenic compounds with binders
    • G03F7/033Non-macromolecular photopolymerisable compounds having carbon-to-carbon double bonds, e.g. ethylenic compounds with binders the binders being polymers obtained by reactions only involving carbon-to-carbon unsaturated bonds, e.g. vinyl polymers
    • 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

Abstract

本發明提供一種包含陽離子和陰離子(其中所述陽離子由化學式1表示)的化合物、一種通過所述化合物與單體的共聚合反應製備的聚合物、一種包含所述化合物或所述聚合物的著色劑、一種包含所述著色劑的感光性樹脂組成物以及一種使用所述感光性樹脂組成物製造的感光性樹脂層和彩色濾光片。 [化學式1]在化學式1中,每個取代基與說明書中所定義的相同。The present invention provides a compound comprising a cation and an anion (wherein the cation is represented by Chemical Formula 1), a polymer prepared by copolymerization of the compound and a monomer, and a coloring comprising the compound or the polymer Agent, a photosensitive resin composition containing the colorant, and a photosensitive resin layer and a color filter manufactured using the photosensitive resin composition. [Chemical Formula 1] In Chemical Formula 1, each substituent is the same as defined in the specification.

Description

化合物、聚合物、著色劑、感光性樹脂組成物、感光性樹脂層以及彩色濾光片Compound, polymer, colorant, photosensitive resin composition, photosensitive resin layer, and color filter

[相關申請的交叉參考] 本申請要求2015年10月29日在韓國智慧財產權局提交的韓國專利申請第10-2015-0151183號以及2016年7月18日在韓國智慧財產權局提交的韓國專利申請第10-2016-0091006號的優先權和權益,所述專利申請的全部內容以引用的方式併入本文中。[Cross-reference to related applications] This application requires Korean Patent Application No. 10-2015-0151183, filed with the Korean Intellectual Property Office on October 29, 2015, and Korean Patent Application, filed with the Korean Intellectual Property Office on July 18, 2016 Priority and benefit No. 10-2016-0091006, the entire contents of which are incorporated herein by reference.

本發明涉及新穎化合物、新穎聚合物、包含其的著色劑、包含所述著色劑的感光性樹脂組成物、使用所述感光性樹脂組成物製造的感光性樹脂層以及包含所述感光性樹脂層的彩色濾光片。The present invention relates to a novel compound, a novel polymer, a colorant containing the same, a photosensitive resin composition containing the colorant, a photosensitive resin layer manufactured using the photosensitive resin composition, and the photosensitive resin layer Color filters.

關於製備具有均勻尺寸的粒子的顏料的大量研究可以通過在合成之後經由如鹽研磨等工藝處理顏料以有助於穩定的分散液狀態和顏料分散液的細化來製備。另外,因為顏料由於粒子大小而在亮度和對比度方面受限制,但圖像感測器的彩色圖像感測器需要小得多的分散液粒子直徑,關於改進亮度、對比度等的研究為通過不單獨使用顏料,而是使用與染料的混合物作為雜合著色劑。A large amount of research on the preparation of pigments having particles of uniform size can be prepared by treating the pigments through a process such as salt milling after synthesis to help stabilize the state of the dispersion and refinement of the pigment dispersion. In addition, because pigments are limited in brightness and contrast due to particle size, color image sensors of image sensors require much smaller dispersion particle diameters. Research on improving brightness, contrast, etc. The pigment is used alone, but a mixture with a dye is used as a hybrid colorant.

然而,尚未報導雜合著色劑相比於常規著色劑在改進如耐熱性和亮度的特性方面顯示極佳效果。因此,需要研究用於感光性樹脂組成物的作為著色劑的適當化合物。However, it has not been reported that the hybrid colorant exhibits excellent effects in improving characteristics such as heat resistance and brightness compared to conventional colorants. Therefore, it is necessary to study an appropriate compound as a colorant for the photosensitive resin composition.

一個實施例提供一種新穎化合物。One embodiment provides a novel compound.

另一個實施例提供一種衍生自所述化合物的聚合物。Another embodiment provides a polymer derived from the compound.

又另一個實施例提供一種包含所述化合物和/或聚合物的著色劑。Yet another embodiment provides a coloring agent comprising the compound and / or polymer.

再另一個實施例提供一種包含所述著色劑的感光性樹脂組成物。Still another embodiment provides a photosensitive resin composition including the colorant.

另一個實施例提供一種使用所述感光性樹脂組成物製造的感光性樹脂層。Another embodiment provides a photosensitive resin layer manufactured using the photosensitive resin composition.

另一個實施例提供一種包含所述感光性樹脂層的彩色濾光片。Another embodiment provides a color filter including the photosensitive resin layer.

一個實施例提供一種包含陽離子和陰離子的化合物,其中所述陽離子由化學式1表示。 [化學式1]在化學式1中, R1 、R2 、R6 以及R7 獨立地是氫原子、經取代或未經取代的C1到C20烷基、經取代或未經取代的C6到C20芳基、經取代或未經取代的C2到C20雜芳基或由化學式2表示的取代基, 在R1 、R2 、R6 以及R7 中的至少一個是由化學式2表示的取代基的情況下, R3 和R4 獨立地是鹵素原子或經取代或未經取代的C1到C20烷基, R5 是經取代或未經取代的C6到C20芳基, X是-O-、-S-或-NR8 -(R8 是氫原子、經取代或未經取代的C1到C10烷基或經取代或未經取代的C6到C20芳基),以及 m和n獨立地是0到5範圍內的整數, [化學式2]其中,在化學式2中, L1 到L3 獨立地是單鍵、經取代或未經取代的C1到C20亞烷基或經取代或未經取代的C6到C20亞芳基,以及 R9 是氫原子或經取代或未經取代的C1到C10烷基。 X可以是-O-或-S-。 R1 、R2 、R6 以及R7 中的至少兩個可以由化學式2表示。 R1 、R2 、R6 以及R7 中的至少三個可以由化學式2表示。 R1 、R2 、R6 以及R7 中的全部都可以由化學式2表示。One embodiment provides a compound including a cation and an anion, wherein the cation is represented by Chemical Formula 1. [Chemical Formula 1] In Chemical Formula 1, R 1 , R 2 , R 6, and R 7 are independently a hydrogen atom, a substituted or unsubstituted C1 to C20 alkyl group, a substituted or unsubstituted C6 to C20 aryl group, a substituted Or an unsubstituted C2 to C20 heteroaryl group or a substituent represented by Chemical Formula 2, in a case where at least one of R 1 , R 2 , R 6, and R 7 is a substituent represented by Chemical Formula 2, R 3 And R 4 are independently a halogen atom or a substituted or unsubstituted C1 to C20 alkyl group, R 5 is a substituted or unsubstituted C6 to C20 aryl group, and X is -O-, -S- or -NR 8- (R 8 is a hydrogen atom, a substituted or unsubstituted C1 to C10 alkyl group or a substituted or unsubstituted C6 to C20 aryl group), and m and n are independently integers in the range of 0 to 5 , [Chemical Formula 2] Wherein, in Chemical Formula 2, L 1 to L 3 are independently a single bond, a substituted or unsubstituted C1 to C20 alkylene group or a substituted or unsubstituted C6 to C20 arylene group, and R 9 is A hydrogen atom or a substituted or unsubstituted C1 to C10 alkyl group. X can be -O- or -S-. At least two of R 1 , R 2 , R 6 and R 7 may be represented by Chemical Formula 2. At least three of R 1 , R 2 , R 6, and R 7 may be represented by Chemical Formula 2. All of R 1 , R 2 , R 6 and R 7 can be represented by Chemical Formula 2.

化學式2可以由化學式2-1或化學式2-2表示。 [化學式2-1][化學式2-2]在化學式2-1和2-2中, L4 到L6 獨立地是經取代或未經取代的C1到C10亞烷基,以及 R9 是氫原子或經取代或未經取代的C1到C10烷基。Chemical formula 2 may be represented by chemical formula 2-1 or chemical formula 2-2. [Chemical Formula 2-1] [Chemical Formula 2-2] In Chemical Formulas 2-1 and 2-2, L 4 to L 6 are independently substituted or unsubstituted C1 to C10 alkylene groups, and R 9 is a hydrogen atom or substituted or unsubstituted C1 to C10 alkyl.

陽離子可以由化學式3或化學式4表示。 [化學式3][化學式4]在化學式3和化學式4中, R1 、R2 、R6 以及R7 獨立地是氫原子、經取代或未經取代的C1到C20烷基、經取代或未經取代的C6到C20芳基或經取代或未經取代的C2到C20雜芳基, R3 和R4 獨立地是鹵素原子或經取代或未經取代的C1到C20烷基, R9 是氫原子或經取代或未經取代的C1到C10烷基, R10 是鹵素原子、硝基或經取代或未經取代的C1到C10烷基, X是-O-、-S-或-NR8 -(R8 是氫原子、經取代或未經取代的C1到C10烷基或經取代或未經取代的C6到C20芳基), m、n以及p獨立地是0到5範圍內的整數,以及 L1 到L3 獨立地是單鍵、經取代或未經取代的C1到C20亞烷基或經取代或未經取代的C6到C20亞芳基。The cation may be represented by Chemical Formula 3 or Chemical Formula 4. [Chemical Formula 3] [Chemical Formula 4] In Chemical Formula 3 and Chemical Formula 4, R 1 , R 2 , R 6 and R 7 are independently a hydrogen atom, a substituted or unsubstituted C1 to C20 alkyl group, a substituted or unsubstituted C6 to C20 aryl group Or substituted or unsubstituted C2 to C20 heteroaryl, R 3 and R 4 are independently halogen atoms or substituted or unsubstituted C1 to C20 alkyl groups, and R 9 is a hydrogen atom or substituted or unsubstituted Substituted C1 to C10 alkyl, R 10 is a halogen atom, nitro or substituted or unsubstituted C1 to C10 alkyl, and X is -O-, -S- or -NR 8- (R 8 is a hydrogen atom , Substituted or unsubstituted C1 to C10 alkyl or substituted or unsubstituted C6 to C20 aryl), m, n, and p are independently integers in the range of 0 to 5, and L 1 to L 3 Independently is a single bond, substituted or unsubstituted C1 to C20 alkylene or substituted or unsubstituted C6 to C20 arylene.

陽離子可以由化學式5到化學式7中選出的一個表示。 [化學式5][化學式6][化學式7]在化學式5到化學式7中, R1 、R2 、R6 以及R7 獨立地是氫原子、經取代或未經取代的C1到C20烷基、經取代或未經取代的C6到C20芳基或經取代或未經取代的C2到C20雜芳基, R3 和R4 獨立地是鹵素原子或經取代或未經取代的C1到C20烷基, R9 是氫原子或經取代或未經取代的C1到C10烷基, R10 是鹵素原子、硝基或經取代或未經取代的C1到C10烷基, X是-O-、-S-或-NR8 -(R8 是氫原子、經取代或未經取代的C1到C10烷基或經取代或未經取代的C6到C20芳基), m、n以及p獨立地是0到5範圍內的整數,以及 L1 到L3 獨立地是單鍵、經取代或未經取代的C1到C20亞烷基或經取代或未經取代的C6到C20亞芳基。The cation may be represented by one selected from Chemical Formula 5 to Chemical Formula 7. [Chemical Formula 5] [Chemical Formula 6] [Chemical Formula 7] In Chemical Formulas 5 to 7, R 1 , R 2 , R 6, and R 7 are independently a hydrogen atom, a substituted or unsubstituted C1 to C20 alkyl group, or a substituted or unsubstituted C6 to C20 aryl group Or substituted or unsubstituted C2 to C20 heteroaryl, R 3 and R 4 are independently halogen atoms or substituted or unsubstituted C1 to C20 alkyl groups, and R 9 is a hydrogen atom or substituted or unsubstituted Substituted C1 to C10 alkyl, R 10 is a halogen atom, nitro or substituted or unsubstituted C1 to C10 alkyl, and X is -O-, -S- or -NR 8- (R 8 is a hydrogen atom , Substituted or unsubstituted C1 to C10 alkyl or substituted or unsubstituted C6 to C20 aryl), m, n, and p are independently integers in the range of 0 to 5, and L 1 to L 3 Independently is a single bond, substituted or unsubstituted C1 to C20 alkylene or substituted or unsubstituted C6 to C20 arylene.

陽離子可以由化學式8或化學式9表示。 [化學式8][化學式9]在化學式8和化學式9中, R2 和R7 獨立地是氫原子、經取代或未經取代的C1到C20烷基、經取代或未經取代的C6到C20芳基或經取代或未經取代的C2到C20雜芳基, R3 和R4 獨立地是鹵素原子或經取代或未經取代的C1到C20烷基, R9 是氫原子或經取代或未經取代的C1到C10烷基, R10 是鹵素原子、硝基或經取代或未經取代的C1到C10烷基, X是-O-、-S-或-NR8 -(R8 是氫原子、經取代或未經取代的C1到C10烷基或經取代或未經取代的C6到C20芳基), m、n以及p獨立地是0到5範圍內的整數,以及 L1 到L3 獨立地是單鍵、經取代或未經取代的C1到C20亞烷基或經取代或未經取代的C6到C20亞芳基。The cation may be represented by Chemical Formula 8 or Chemical Formula 9. [Chemical Formula 8] [Chemical Formula 9] In Chemical Formulas 8 and 9, R 2 and R 7 are independently a hydrogen atom, a substituted or unsubstituted C1 to C20 alkyl group, a substituted or unsubstituted C6 to C20 aryl group, or a substituted or unsubstituted Substituted C2 to C20 heteroaryl, R 3 and R 4 are independently a halogen atom or a substituted or unsubstituted C1 to C20 alkyl group, and R 9 is a hydrogen atom or a substituted or unsubstituted C1 to C10 alkane R 10 is a halogen atom, a nitro group, or a substituted or unsubstituted C1 to C10 alkyl group, and X is -O-, -S-, or -NR 8- (R 8 is a hydrogen atom, substituted or unsubstituted Substituted C1 to C10 alkyl or substituted or unsubstituted C6 to C20 aryl), m, n, and p are independently integers in the range of 0 to 5, and L 1 to L 3 are independently single bonds, A substituted or unsubstituted C1 to C20 alkylene group or a substituted or unsubstituted C6 to C20 arylene group.

陽離子可以由化學式10-1到化學式10-15中選出的一個表示。 [化學式10-1][化學式10-2][化學式10-3][化學式10-4][化學式10-5][化學式10-6][化學式10-7][化學式10-8][化學式10-9][化學式10-10][化學式10-11][化學式10-12][化學式10-13][化學式10-14][化學式10-15]在化學式10-1到化學式10-15中, R10 和R11 獨立地是鹵素原子、硝基或經取代或未經取代的C1到C10烷基, q1到q3獨立地是1到10範圍內的整數,以及 p和s獨立地是0到5範圍內的整數。The cation may be represented by one selected from Chemical Formula 10-1 to Chemical Formula 10-15. [Chemical Formula 10-1] [Chemical Formula 10-2] [Chemical Formula 10-3] [Chemical Formula 10-4] [Chemical Formula 10-5] [Chemical Formula 10-6] [Chemical Formula 10-7] [Chemical Formula 10-8] [Chemical Formula 10-9] [Chemical Formula 10-10] [Chemical Formula 10-11] [Chemical Formula 10-12] [Chemical Formula 10-13] [Chemical Formula 10-14] [Chemical Formula 10-15] In Chemical Formulas 10-1 to 10-15, R 10 and R 11 are independently a halogen atom, a nitro group, or a substituted or unsubstituted C1 to C10 alkyl group, and q1 to q3 are independently in a range of 1 to 10 Integers, and p and s are independently integers in the range of 0 to 5.

陰離子可以由化學式A到化學式F中選出的一個表示。 [化學式A][化學式B][化學式C] PW12 O40 3- [化學式D] SiW12 O40 4- [化學式E] CF3 SO3 - [化學式F] ClO4 - The anion may be represented by one selected from Chemical Formula A to Chemical Formula F. [Chemical Formula A] [Chemical Formula B] [Chemical Formula C] PW 12 O 40 3- [Chemical Formula D] SiW 12 O 40 4- [Chemical Formula E] CF 3 SO 3 - [Chemical Formula F] ClO 4 -

化合物在550奈米到700奈米的波長範圍中可以具有最大吸光度(λmax )。The compound may have a maximum absorbance (λ max ) in a wavelength range of 550 nm to 700 nm.

化合物在400奈米到500奈米的波長範圍中可以具有最大透射率(Tmax )。The compound may have a maximum transmittance (T max ) in a wavelength range of 400 nm to 500 nm.

另一個實施例提供通過化合物與單體的共聚合反應製備的聚合物。Another embodiment provides a polymer prepared by copolymerization of a compound with a monomer.

單體可以是烯系不飽和單體。The monomer may be an ethylenically unsaturated monomer.

烯系不飽和單體可以包含由化學式11表示的化合物、由化學式12表示的化合物、由化學式13表示的化合物或其組合。 [化學式11][化學式12][化學式13]在化學式11到化學式13中, R12 到R14 獨立地是氫原子或經取代或未經取代的C1到C10烷基,以及 L7 是經取代或未經取代的C1到C10亞烷基。The ethylenically unsaturated monomer may include a compound represented by Chemical Formula 11, a compound represented by Chemical Formula 12, a compound represented by Chemical Formula 13, or a combination thereof. [Chemical Formula 11] [Chemical Formula 12] [Chemical Formula 13] In Chemical Formulas 11 to 13, R 12 to R 14 are independently a hydrogen atom or a substituted or unsubstituted C1 to C10 alkyl group, and L 7 is a substituted or unsubstituted C1 to C10 alkylene group.

烯系不飽和單體可以由以下中選出:芳香族乙烯基化合物、不飽和羧酸酯化合物、不飽和羧酸氨基烷基酯化合物、羧酸乙烯基酯化合物、不飽和羧酸縮水甘油基酯化合物、氰化乙烯化合物、不飽和醯胺化合物以及其組合。The ethylenically unsaturated monomer may be selected from the group consisting of aromatic vinyl compounds, unsaturated carboxylic acid ester compounds, unsaturated carboxylic acid amino alkyl ester compounds, carboxylic acid vinyl ester compounds, and unsaturated carboxylic acid glycidyl esters. Compounds, ethylene cyanide compounds, unsaturated amidine compounds, and combinations thereof.

聚合物可以通過重量比為10:90到50:50的化合物與單體的共聚合反應製備。The polymer may be prepared by copolymerization of a compound and a monomer in a weight ratio of 10:90 to 50:50.

聚合物可以是丙烯酸聚合物。The polymer may be an acrylic polymer.

聚合物可以具有5,000克/摩爾到100,000克/摩爾的重量平均分子量。The polymer may have a weight average molecular weight of 5,000 g / mol to 100,000 g / mol.

另一個實施例提供一種包含所述化合物或所述聚合物的著色劑。Another embodiment provides a colorant comprising the compound or the polymer.

所述著色劑可以是染料。The colorant may be a dye.

染料可以是藍色染料。The dye may be a blue dye.

另一個實施例提供一種包含所述著色劑的感光性樹脂組成物。Another embodiment provides a photosensitive resin composition including the colorant.

除所述著色劑以外,感光性樹脂組成物可以更包含黏合劑樹脂、光可聚合單體、光聚合起始劑以及溶劑。In addition to the colorant, the photosensitive resin composition may further include a binder resin, a photopolymerizable monomer, a photopolymerization initiator, and a solvent.

按感光性樹脂組成物的總量計,感光性樹脂組成物可以包含1重量%到10重量%黏合劑樹脂;1重量%到15重量%光可聚合單體;0.1重量%到5重量%光聚合起始劑;1重量%到10重量%著色劑,以及餘量溶劑。The photosensitive resin composition may include 1 to 10% by weight of a binder resin based on the total amount of the photosensitive resin composition; 1 to 15% by weight of a photopolymerizable monomer; 0.1 to 5% by weight of light Polymerization initiator; 1% to 10% by weight colorant, and the balance of the solvent.

感光性樹脂組成物可以更包含至少一種由以下中選出的添加劑:丙二酸;3-氨基-1,2-丙二醇;包含乙烯基或(甲基)丙烯醯氧基的偶合劑;調平劑;氟類表面活性劑;以及自由基聚合起始劑。The photosensitive resin composition may further include at least one additive selected from the group consisting of malonic acid; 3-amino-1,2-propylene glycol; a coupling agent containing a vinyl group or a (meth) acryloxy group; a leveling agent ; Fluorine-based surfactants; and radical polymerization initiators.

另一個實施例提供一種使用所述感光性樹脂組成物製造的感光性樹脂層。Another embodiment provides a photosensitive resin layer manufactured using the photosensitive resin composition.

又另一個實施例提供一種包含所述感光性樹脂層的彩色濾光片。Yet another embodiment provides a color filter including the photosensitive resin layer.

本發明的其它實施例包含在以下具體實施方式中。Other embodiments of the present invention are included in the following specific implementations.

根據一個實施例的化合物和聚合物具有改進的著色特性和耐熱性,並且包含化合物和聚合物作為著色劑的感光性樹脂組成物可以提供具有極佳亮度的感光性樹脂層和包含其的彩色濾光片。The compound and polymer according to one embodiment have improved coloring characteristics and heat resistance, and the photosensitive resin composition including the compound and polymer as a colorant can provide a photosensitive resin layer having excellent brightness and a color filter including the same. Light film.

在下文中,詳細描述本發明的實施例。然而,這些實施例為示例性的並且不限制本發明,並且本發明由隨後描述的權利要求的範圍限定。Hereinafter, embodiments of the present invention are described in detail. However, these embodiments are exemplary and do not limit the present invention, and the present invention is defined by the scope of the claims described later.

在本說明書中,當未另外提供具體定義時,術語「經取代」是指被由以下中選出的取代基而不是本發明的官能基置換:鹵素(F、Br、Cl或I)、羥基、硝基、氰基、氨基(NH2 、NH(R200 )或N(R201 )(R202 ),其中R200 、R201 以及R202 相同或不同並且獨立地是C1到C10烷基)、甲脒基、肼基、腙基、羧基、經取代或未經取代的烷基、經取代或未經取代的烯基、經取代或未經取代的炔基、經取代或未經取代的脂環族有機基團、經取代或未經取代的芳基以及經取代或未經取代的雜環基。In this specification, when a specific definition is not otherwise provided, the term "substituted" means being replaced by a substituent selected from the following rather than the functional group of the present invention: halogen (F, Br, Cl or I), Nitro, cyano, amino (NH 2 , NH (R 200 ) or N (R 201 ) (R 202 ), where R 200 , R 201 and R 202 are the same or different and are independently C1 to C10 alkyl), Formamyl, hydrazine, fluorenyl, carboxyl, substituted or unsubstituted alkyl, substituted or unsubstituted alkenyl, substituted or unsubstituted alkynyl, substituted or unsubstituted lipid Cyclic organic groups, substituted or unsubstituted aryl groups, and substituted or unsubstituted heterocyclic groups.

在本說明書中,當未另外提供具體定義時,術語「烷基」是指C1到C20烷基並且具體來說C1到C15烷基,術語「環烷基」是指C3到C20環烷基並且具體來說C3到C18環烷基,術語「烷氧基」是指C1到C20烷氧基並且具體來說C1到C18烷氧基,術語「芳基」是指C6到C20芳基並且具體來說C6到C18芳基,術語「烯基」是指C2到C20烯基並且具體來說C2到C18烯基,術語「亞烷基」是指C1到C20亞烷基並且具體來說C1到C18亞烷基,並且術語「亞芳基」是指C6到C20亞芳基並且具體來說C6到C16亞芳基。In this specification, when a specific definition is not otherwise provided, the term "alkyl" means C1 to C20 alkyl and specifically C1 to C15 alkyl, the term "cycloalkyl" means C3 to C20 cycloalkyl and Specifically C3 to C18 cycloalkyl, the term "alkoxy" refers to C1 to C20 alkoxy and specifically C1 to C18 alkoxy, and the term "aryl" refers to C6 to C20 aryl and specifically to Speaking of C6 to C18 aryl, the term "alkenyl" refers to C2 to C20 alkenyl and specifically C2 to C18 alkenyl, and the term "alkylene" refers to C1 to C20 alkylene and specifically C1 to C18 Alkylene, and the term "arylene" refers to C6 to C20 arylene and specifically C6 to C16 arylene.

在本說明書中,當未另外提供具體定義時,「(甲基)丙烯酸酯」是指「丙烯酸酯」和「甲基丙烯酸酯」,並且「(甲基)丙烯酸」是指「丙烯酸」和「甲基丙烯酸」。In this specification, when a specific definition is not otherwise provided, "(meth) acrylate" means "acrylate" and "methacrylate", and "(meth) acrylic acid" means "acrylic acid" and " Methacrylate".

在本說明書中,當未另外提供定義時,術語「組合」是指混合或共聚合。另外,「共聚合」是指嵌段共聚合到無規共聚合,並且「共聚物」是指嵌段共聚物到無規共聚物。In this specification, when a definition is not otherwise provided, the term "combination" refers to mixing or copolymerization. In addition, "copolymerization" means block copolymerization to random copolymerization, and "copolymer" means block copolymer to random copolymer.

在本說明書的化學式中,除非另外提供具體定義,否則當化學鍵在應給出的位置處未繪製時,氫鍵結在所述位置處。In the chemical formula of the present specification, unless a specific definition is provided otherwise, when a chemical bond is not drawn at a position which should be given, a hydrogen bond is at the position.

在本說明書中,卡哆類樹脂(cardo-based resin)是指在其主鏈中包含至少一個由化學式14-1到化學式14-11中選出的官能基的樹脂。In this specification, a cardo-based resin refers to a resin containing at least one functional group selected from Chemical Formula 14-1 to Chemical Formula 14-11 in its main chain.

在本說明書中,當未另外提供定義時,「*」指示連接相同或不同原子或化學式的點。In this specification, when a definition is not otherwise provided, "*" indicates a point connecting the same or different atom or chemical formula.

一個實施例提供一種包含陽離子和陰離子的化合物,並且陽離子由化學式1表示。 [化學式1]在化學式1中, R1 、R2 、R6 以及R7 獨立地是氫原子、經取代或未經取代的C1到C20烷基、經取代或未經取代的C6到C20芳基、經取代或未經取代的C2到C20雜芳基或由化學式2表示的取代基, 在R1 、R2 、R6 以及R7 中的至少一個是由化學式2表示的取代基的情況下, R3 和R4 獨立地是鹵素原子或經取代或未經取代的C1到C20烷基, R5 是經取代或未經取代的C6到C20芳基, X是-O-、-S-或-NR8 -(R8 是氫原子、經取代或未經取代的C1到C10烷基或經取代或未經取代的C6到C20芳基),以及 m和n獨立地是0到5範圍內的整數, [化學式2]其中,在化學式2中, L1 到L3 獨立地是單鍵、經取代或未經取代的C1到C20亞烷基或經取代或未經取代的C6到C20亞芳基,以及 R9 是氫原子或經取代或未經取代的C1到C10烷基。 舉例來說,X可以是-O-或-S-。One embodiment provides a compound including a cation and an anion, and the cation is represented by Chemical Formula 1. [Chemical Formula 1] In Chemical Formula 1, R 1 , R 2 , R 6, and R 7 are independently a hydrogen atom, a substituted or unsubstituted C1 to C20 alkyl group, a substituted or unsubstituted C6 to C20 aryl group, a substituted Or an unsubstituted C2 to C20 heteroaryl group or a substituent represented by Chemical Formula 2, in a case where at least one of R 1 , R 2 , R 6, and R 7 is a substituent represented by Chemical Formula 2, R 3 And R 4 are independently a halogen atom or a substituted or unsubstituted C1 to C20 alkyl group, R 5 is a substituted or unsubstituted C6 to C20 aryl group, and X is -O-, -S- or -NR 8- (R 8 is a hydrogen atom, a substituted or unsubstituted C1 to C10 alkyl group or a substituted or unsubstituted C6 to C20 aryl group), and m and n are independently integers in the range of 0 to 5 , [Chemical Formula 2] Wherein, in Chemical Formula 2, L 1 to L 3 are independently a single bond, a substituted or unsubstituted C1 to C20 alkylene group or a substituted or unsubstituted C6 to C20 arylene group, and R 9 is A hydrogen atom or a substituted or unsubstituted C1 to C10 alkyl group. For example, X may be -O- or -S-.

為了製造具有高亮度和高對比的彩色濾光片,最近已通過合成具有極佳耐久性的染料而不是顏料以及使用包含所述染料的組成物來研究實現彩色濾光片的高亮度和高對比。確切地說,對於染料,正大量研究已知為藍色染料的三芳基甲烷化合物。三芳基甲烷染料在約420奈米到約450奈米波長範圍內具有高亮度,但在如PGMEA等有機溶劑中的溶解度不足,而且耐熱性較差。為了克服較差耐熱性,試圖使用如萘磺酸、萘胺磺酸等的陰離子作為三芳基甲烷染料,但耐熱性未得到較大改進。In order to manufacture color filters with high brightness and high contrast, research into achieving high brightness and high contrast of color filters has recently been conducted by synthesizing dyes having excellent durability instead of pigments and using a composition containing the dyes . Specifically, for dyes, a large amount of triarylmethane compounds known as blue dyes is being studied. Triarylmethane dyes have high brightness in a wavelength range of about 420 nanometers to about 450 nanometers, but have insufficient solubility in organic solvents such as PGMEA and have poor heat resistance. In order to overcome poor heat resistance, an anion such as naphthalenesulfonic acid, naphthylaminesulfonic acid, etc. has been tried as a triarylmethane dye, but the heat resistance has not been greatly improved.

根據一個實施例的化合物包含由化學式1表示的陽離子,並且因此,相比於常規用作著色劑的化合物,例如三芳基甲烷化合物,具有改進的光譜特性、高摩爾消光係數、改進的著色特性、耐熱性以及在如環己酮、PGMEA等有機溶劑中的極佳溶解度。確切地說,根據一個實施例的化合物具有連接到中心中的碳的三個環,其中因為三個環中的一個環是包含氰基的芳香族雜環,所以包含所述化合物的組成物可以提供具有改進的高亮度和耐久性的彩色濾光片。The compound according to one embodiment includes a cation represented by Chemical Formula 1, and thus has improved spectral characteristics, a high molar extinction coefficient, improved coloring characteristics, compared to compounds conventionally used as a colorant, such as a triarylmethane compound, Heat resistance and excellent solubility in organic solvents such as cyclohexanone and PGMEA. Specifically, the compound according to one embodiment has three rings connected to the carbon in the center, wherein since one of the three rings is an aromatic heterocyclic ring containing a cyano group, the composition containing the compound can be A color filter having improved high brightness and durability is provided.

舉例來說,R1 、R2 、R6 以及R7 中的至少兩個可以由化學式2表示。For example, at least two of R 1 , R 2 , R 6, and R 7 may be represented by Chemical Formula 2.

舉例來說,R1 、R2 、R6 以及R7 中的至少三個可以由化學式2表示。For example, at least three of R 1 , R 2 , R 6, and R 7 may be represented by Chemical Formula 2.

舉例來說,R1 、R2 、R6 以及R7 中的全部都可以由化學式2表示。For example, all of R 1 , R 2 , R 6, and R 7 can be represented by Chemical Formula 2.

化學式2可以由化學式2-1或化學式2-2表示。 [化學式2-1][化學式2-2] Chemical formula 2 may be represented by chemical formula 2-1 or chemical formula 2-2. [Chemical Formula 2-1] [Chemical Formula 2-2]

在化學式2-1和化學式2-2中, L4 到L6 獨立地是經取代或未經取代的C1到C10亞烷基,以及 R9 是氫原子或經取代或未經取代的C1到C10烷基。In Chemical Formula 2-1 and Chemical Formula 2-2, L 4 to L 6 are independently substituted or unsubstituted C1 to C10 alkylene groups, and R 9 is a hydrogen atom or substituted or unsubstituted C1 to C10 alkyl.

舉例來說,陽離子可以由化學式3或化學式4表示。 [化學式3][化學式4] For example, the cation may be represented by Chemical Formula 3 or Chemical Formula 4. [Chemical Formula 3] [Chemical Formula 4]

在化學式3和化學式4中, R1 、R2 、R6 以及R7 獨立地是氫原子、經取代或未經取代的C1到C20烷基、經取代或未經取代的C6到C20芳基或經取代或未經取代的C2到C20雜芳基, R3 和R4 獨立地是鹵素原子或經取代或未經取代的C1到C20烷基, R9 是氫原子或經取代或未經取代的C1到C10烷基, R10 是鹵素原子、硝基或經取代或未經取代的C1到C10烷基, X是-O-、-S-或-NR8 -(R8 是氫原子、經取代或未經取代的C1到C10烷基或經取代或未經取代的C6到C20芳基), m、n以及p獨立地是0到5範圍內的整數,以及 L1 到L3 獨立地是單鍵、經取代或未經取代的C1到C20亞烷基或經取代或未經取代的C6到C20亞芳基。In Chemical Formula 3 and Chemical Formula 4, R 1 , R 2 , R 6 and R 7 are independently a hydrogen atom, a substituted or unsubstituted C1 to C20 alkyl group, a substituted or unsubstituted C6 to C20 aryl group Or substituted or unsubstituted C2 to C20 heteroaryl, R 3 and R 4 are independently halogen atoms or substituted or unsubstituted C1 to C20 alkyl groups, and R 9 is a hydrogen atom or substituted or unsubstituted Substituted C1 to C10 alkyl, R 10 is a halogen atom, nitro or substituted or unsubstituted C1 to C10 alkyl, and X is -O-, -S- or -NR 8- (R 8 is a hydrogen atom , Substituted or unsubstituted C1 to C10 alkyl or substituted or unsubstituted C6 to C20 aryl), m, n, and p are independently integers in the range of 0 to 5, and L 1 to L 3 Independently is a single bond, substituted or unsubstituted C1 to C20 alkylene or substituted or unsubstituted C6 to C20 arylene.

舉例來說,陽離子可以由化學式5到化學式7中選出的一個表示。 [化學式5][化學式6][化學式7]在化學式5到化學式7中, R1 、R2 、R6 以及R7 獨立地是氫原子、經取代或未經取代的C1到C20烷基、經取代或未經取代的C6到C20芳基或經取代或未經取代的C2到C20雜芳基, R3 和R4 獨立地是鹵素原子或經取代或未經取代的C1到C20烷基, R9 是氫原子或經取代或未經取代的C1到C10烷基, R10 是鹵素原子、硝基或經取代或未經取代的C1到C10烷基, X是-O-、-S-或-NR8 -(R8 是氫原子、經取代或未經取代的C1到C10烷基或經取代或未經取代的C6到C20芳基), m、n以及p獨立地是0到5範圍內的整數,以及 L1 到L3 獨立地是單鍵、經取代或未經取代的C1到C20亞烷基或經取代或未經取代的C6到C20亞芳基。For example, the cation may be represented by one selected from Chemical Formula 5 to Chemical Formula 7. [Chemical Formula 5] [Chemical Formula 6] [Chemical Formula 7] In Chemical Formulas 5 to 7, R 1 , R 2 , R 6, and R 7 are independently a hydrogen atom, a substituted or unsubstituted C1 to C20 alkyl group, or a substituted or unsubstituted C6 to C20 aryl group Or substituted or unsubstituted C2 to C20 heteroaryl, R 3 and R 4 are independently halogen atoms or substituted or unsubstituted C1 to C20 alkyl groups, and R 9 is a hydrogen atom or substituted or unsubstituted Substituted C1 to C10 alkyl, R 10 is a halogen atom, nitro or substituted or unsubstituted C1 to C10 alkyl, and X is -O-, -S- or -NR 8- (R 8 is a hydrogen atom , Substituted or unsubstituted C1 to C10 alkyl or substituted or unsubstituted C6 to C20 aryl), m, n, and p are independently integers in the range of 0 to 5, and L 1 to L 3 Independently is a single bond, substituted or unsubstituted C1 to C20 alkylene or substituted or unsubstituted C6 to C20 arylene.

舉例來說,陽離子可以由化學式8或化學式9表示。 [化學式8][化學式9] For example, the cation may be represented by Chemical Formula 8 or Chemical Formula 9. [Chemical Formula 8] [Chemical Formula 9]

在化學式8和化學式9中, R2 和R7 獨立地是氫原子、經取代或未經取代的C1到C20烷基、經取代或未經取代的C6到C20芳基或經取代或未經取代的C2到C20雜芳基, R3 和R4 獨立地是鹵素原子或經取代或未經取代的C1到C20烷基, R9 是氫原子或經取代或未經取代的C1到C10烷基, R10 是鹵素原子、硝基或經取代或未經取代的C1到C10烷基, X是-O-、-S-或-NR8 -(R8 是氫原子、經取代或未經取代的C1到C10烷基或經取代或未經取代的C6到C20芳基), m、n以及p獨立地是0到5範圍內的整數,以及 L1 到L3 獨立地是單鍵、經取代或未經取代的C1到C20亞烷基或經取代或未經取代的C6到C20亞芳基。In Chemical Formulas 8 and 9, R 2 and R 7 are independently a hydrogen atom, a substituted or unsubstituted C1 to C20 alkyl group, a substituted or unsubstituted C6 to C20 aryl group, or a substituted or unsubstituted Substituted C2 to C20 heteroaryl, R 3 and R 4 are independently a halogen atom or a substituted or unsubstituted C1 to C20 alkyl group, and R 9 is a hydrogen atom or a substituted or unsubstituted C1 to C10 alkane R 10 is a halogen atom, a nitro group, or a substituted or unsubstituted C1 to C10 alkyl group, and X is -O-, -S-, or -NR 8- (R 8 is a hydrogen atom, substituted or unsubstituted Substituted C1 to C10 alkyl or substituted or unsubstituted C6 to C20 aryl), m, n, and p are independently integers in the range of 0 to 5, and L 1 to L 3 are independently single bonds, A substituted or unsubstituted C1 to C20 alkylene group or a substituted or unsubstituted C6 to C20 arylene group.

舉例來說,鹵素原子可以是F、Cl或Br。For example, the halogen atom may be F, Cl or Br.

舉例來說,陽離子可以由化學式10-1到化學式10-15中選出的一個表示。 [化學式10-1][化學式10-2][化學式10-3][化學式10-4][化學式10-5][化學式10-6][化學式10-7][化學式10-8][化學式10-9][化學式10-10][化學式10-11][化學式10-12][化學式10-13][化學式10-14][化學式10-15]在化學式10-1到化學式10-15中, R10 和R11 獨立地是鹵素原子、硝基或經取代或未經取代的C1到C10烷基, q1到q3獨立地是1到10範圍內的整數,以及 p和s獨立地是0到5範圍內的整數。For example, the cation may be represented by one selected from Chemical Formula 10-1 to Chemical Formula 10-15. [Chemical Formula 10-1] [Chemical Formula 10-2] [Chemical Formula 10-3] [Chemical Formula 10-4] [Chemical Formula 10-5] [Chemical Formula 10-6] [Chemical Formula 10-7] [Chemical Formula 10-8] [Chemical Formula 10-9] [Chemical Formula 10-10] [Chemical Formula 10-11] [Chemical Formula 10-12] [Chemical Formula 10-13] [Chemical Formula 10-14] [Chemical Formula 10-15] In Chemical Formulas 10-1 to 10-15, R 10 and R 11 are independently a halogen atom, a nitro group, or a substituted or unsubstituted C1 to C10 alkyl group, and q1 to q3 are independently in a range of 1 to 10 Integers, and p and s are independently integers in the range of 0 to 5.

根據一個實施例的化合物包含陰離子,並且所述陰離子可以由化學式A到化學式F中選出的一個表示,但不限於此。 [化學式A][化學式B][化學式C] PW12 O40 3- [化學式D] SiW12 O40 4- [化學式E] CF3 SO3 - [化學式F] ClO4 - The compound according to one embodiment includes an anion, and the anion may be represented by one selected from Chemical Formula A to Chemical Formula F, but is not limited thereto. [Chemical Formula A] [Chemical Formula B] [Chemical Formula C] PW 12 O 40 3- [Chemical Formula D] SiW 12 O 40 4- [Chemical Formula E] CF 3 SO 3 - [Chemical Formula F] ClO 4 -

根據一個實施例的化合物即使呈少量也可以表現清晰的顏色,並且當用作著色劑時,由於由化學式1表示的陽離子,可以製造具有極佳顏色特徵(如亮度、對比度等)的顯示裝置。舉例來說,化合物可以是著色劑,例如染料,例如在550奈米到700奈米,例如600奈米到650奈米的波長範圍中具有最大吸光度(λmax )的藍色染料。舉例來說,化合物可以是在400奈米到500奈米,例如420奈米到500奈米或430奈米到480奈米的波長範圍中具有Tmax 的染料。Tmax 表示最大透射率。The compound according to one embodiment can express a clear color even in a small amount, and when used as a colorant, a display device having excellent color characteristics (such as brightness, contrast, etc.) can be manufactured due to the cation represented by Chemical Formula 1. For example, the compound may be a colorant, such as a dye, such as a blue dye having a maximum absorbance ([lambda] max ) in a wavelength range of 550 nm to 700 nm, such as 600 nm to 650 nm. For example, the compound may be a dye having a T max in a wavelength range of 400 nm to 500 nm, such as 420 nm to 500 nm or 430 nm to 480 nm. T max represents the maximum transmittance.

另一個實施例提供通過根據實施例的化合物與其它單體的共聚合反應製備的聚合物。Another embodiment provides a polymer prepared by copolymerization of a compound according to the embodiment with other monomers.

單體可以是烯系不飽和單體。The monomer may be an ethylenically unsaturated monomer.

舉例來說,烯系不飽和單體可以由以下中選出:芳香族乙烯基化合物、不飽和羧酸酯化合物、不飽和羧酸氨基烷基酯化合物、羧酸乙烯基酯化合物、不飽和羧酸縮水甘油基酯化合物、氰化乙烯化合物、不飽和醯胺化合物以及其組合。For example, the ethylenically unsaturated monomer can be selected from the following: aromatic vinyl compounds, unsaturated carboxylic acid ester compounds, unsaturated carboxylic acid aminoalkyl ester compounds, carboxylic acid vinyl ester compounds, unsaturated carboxylic acids A glycidyl ester compound, a vinyl cyanide compound, an unsaturated amidine compound, and combinations thereof.

舉例來說,烯系不飽和單體可以包含由化學式11表示的化合物、由化學式12表示的化合物、由化學式13表示的化合物或其組合。 [化學式11][化學式12][化學式13]在化學式11到化學式13中, R12 到R14 獨立地是氫原子或經取代或未經取代的C1到C10烷基,以及 L4 是經取代或未經取代的C1到C10亞烷基。For example, the ethylenically unsaturated monomer may include a compound represented by Chemical Formula 11, a compound represented by Chemical Formula 12, a compound represented by Chemical Formula 13, or a combination thereof. [Chemical Formula 11] [Chemical Formula 12] [Chemical Formula 13] In Chemical Formulas 11 to 13, R 12 to R 14 are independently a hydrogen atom or a substituted or unsubstituted C1 to C10 alkyl group, and L 4 is a substituted or unsubstituted C1 to C10 alkylene group.

舉例來說,烯系不飽和單體可以是芳香族乙烯基化合物,如苯乙烯、α-甲基苯乙烯、乙烯基甲苯、乙烯基苯甲基甲醚等;不飽和羧酸酯化合物,如(甲基)丙烯酸甲酯、(甲基)丙烯酸乙酯、(甲基)丙烯酸丁酯、(甲基)丙烯酸2-羥乙酯、(甲基)丙烯酸2-羥丁酯、(甲基)丙烯酸苯甲酯、(甲基)丙烯酸環己酯、(甲基)丙烯酸苯酯等;不飽和羧酸氨基烷基酯化合物,如(甲基)丙烯酸2-氨基乙酯、(甲基)丙烯酸2-二甲氨基乙酯等;羧酸乙烯酯化合物,如乙酸乙烯酯、苯甲酸乙烯酯等;不飽和羧酸縮水甘油基酯化合物,如(甲基)丙烯酸縮水甘油酯等;氰化乙烯化合物,如(甲基)丙烯腈等;不飽和醯胺化合物,如(甲基)丙烯醯胺等;或其組合。For example, the ethylenically unsaturated monomer may be an aromatic vinyl compound such as styrene, α-methylstyrene, vinyl toluene, vinyl benzyl methyl ether, etc .; an unsaturated carboxylic acid ester compound such as Methyl (meth) acrylate, ethyl (meth) acrylate, butyl (meth) acrylate, 2-hydroxyethyl (meth) acrylate, 2-hydroxybutyl (meth) acrylate, (meth) Benzyl acrylate, cyclohexyl (meth) acrylate, phenyl (meth) acrylate, etc .; unsaturated carboxylic acid amino alkyl ester compounds, such as 2-aminoethyl (meth) acrylate, (meth) acrylic acid 2-dimethylaminoethyl, etc .; vinyl carboxylic acid compounds, such as vinyl acetate, vinyl benzoate, etc .; unsaturated glycidyl carboxylic acid compounds, such as glycidyl (meth) acrylate, etc .; ethylene cyanide Compounds such as (meth) acrylonitrile and the like; unsaturated fluorenamine compounds such as (meth) acrylamide and the like; or combinations thereof.

聚合物可以包含重量比為10:90到50:50的化合物和單體。舉例來說,聚合物可以通過重量比為10:90到50:50的化合物與單體的共聚合反應製備。The polymer may include a compound and a monomer in a weight ratio of 10:90 to 50:50. For example, polymers can be prepared by copolymerization of compounds and monomers in a weight ratio of 10:90 to 50:50.

聚合物可以是丙烯酸聚合物。即,聚合物可以通過包含由化學式1表示的陽離子和烯系不飽和單體的化合物的共聚合反應製備。The polymer may be an acrylic polymer. That is, the polymer can be prepared by a copolymerization reaction of a compound including a cation represented by Chemical Formula 1 and an ethylenically unsaturated monomer.

聚合物可以具有5,000克/摩爾到100,000克/摩爾的重量平均分子量,例如7,000克/摩爾到100,000克/摩爾的重量平均分子量,例如9,000克/摩爾到100,000克/摩爾的重量平均分子量。根據另一個實施例的聚合物即使呈少量也可以表現清晰的顏色,並且當用作著色劑時,可以通過使包含由化學式1表示的陽離子和其它單體的化合物共聚合來製造具有極佳顏色特徵(如亮度、對比度等)的顯示裝置。舉例來說,聚合物可以是著色劑,例如染料,例如藍色染料。The polymer may have a weight average molecular weight of 5,000 g / mol to 100,000 g / mol, such as a weight average molecular weight of 7,000 g / mol to 100,000 g / mol, such as a weight average molecular weight of 9,000 g / mol to 100,000 g / mol. The polymer according to another embodiment can express clear colors even in a small amount, and when used as a colorant, it can be manufactured to have excellent colors by copolymerizing a compound including a cation represented by Chemical Formula 1 and other monomers. Features (such as brightness, contrast, etc.) display device. For example, the polymer may be a colorant, such as a dye, such as a blue dye.

一般來說,染料是用於彩色濾光片中的組分中最昂貴的。因此,昂貴染料可能需要更多用以實現所需效果,例如高亮度、高對比等並且因此增加單位生產成本。然而,當根據一個實施例的化合物和/或聚合物用作著色劑,例如彩色濾光片中的染料時,所述化合物和/或聚合物即使以少量使用仍可以實現改進的色彩特徵(如高亮度、高對比等)並且降低單位生產成本。In general, dyes are the most expensive of the components used in color filters. As a result, expensive dyes may require more to achieve the desired effects, such as high brightness, high contrast, etc. and therefore increase unit production costs. However, when the compound and / or polymer according to one embodiment is used as a colorant, such as a dye in a color filter, the compound and / or polymer can achieve improved color characteristics even when used in small amounts (such as High brightness, high contrast, etc.) and reduce unit production costs.

另一個實施例提供一種包含所述化合物或所述聚合物的著色劑。Another embodiment provides a colorant comprising the compound or the polymer.

如上文所描述,著色劑可以是染料,例如藍色染料。As described above, the colorant may be a dye, such as a blue dye.

除所述化合物或聚合物以外,著色劑可以更包含有機溶劑可溶性染料。In addition to the compound or polymer, the colorant may further include an organic solvent-soluble dye.

有機溶劑可溶性染料的實例可以是三芳基甲烷類化合物、蒽醌類化合物(anthraquinone-based compound)、苯亞甲基類化合物、花青類化合物、酞菁類化合物、氮雜卟啉類化合物(azaporphyrin-based compound)、靛藍類化合物等。Examples of the organic solvent-soluble dye may be a triarylmethane compound, an anthraquinone-based compound, a benzylidene compound, a cyanine compound, a phthalocyanine compound, an azaporphyrin compound -based compound), indigo compounds, etc.

除所述化合物和/或聚合物以外,著色劑可以更包含顏料。In addition to the compound and / or polymer, the colorant may further include a pigment.

顏料可以包含藍色顏料、紫色顏料、紅色顏料、綠色顏料、黃色顏料等。The pigment may include a blue pigment, a purple pigment, a red pigment, a green pigment, a yellow pigment, and the like.

藍色顏料的實例可以是C.I.藍色顏料15:6、C.I.藍色顏料15、C.I.藍色顏料15:1、C.I.藍色顏料15:2、C.I.藍色顏料15:3、C.I.藍色顏料15:4、C.I.藍色顏料15:5、C.I.藍色顏料16、C.I.藍色顏料22、C.I.藍色顏料60、C.I.藍色顏料64、C.I.藍色顏料80或其組合。Examples of blue pigments may be CI blue pigment 15: 6, CI blue pigment 15, CI blue pigment 15: 1, CI blue pigment 15: 2, CI blue pigment 15: 3, CI blue pigment 15 : 4, CI blue pigment 15: 5, CI blue pigment 16, CI blue pigment 22, CI blue pigment 60, CI blue pigment 64, CI blue pigment 80, or a combination thereof.

紫色顏料的實例可以是C.I紫色顏料1、C.I紫色顏料19、C.I紫色顏料23、C.I紫色顏料27、C.I紫色顏料29、C.I紫色顏料30、C.I紫色顏料32、C.I紫色顏料37、C.I紫色顏料40、C.I紫色顏料42、C.I紫色顏料50或其組合。Examples of purple pigments may be CI purple pigment 1, CI purple pigment 19, CI purple pigment 23, CI purple pigment 27, CI purple pigment 29, CI purple pigment 30, CI purple pigment 32, CI purple pigment 37, CI purple pigment 40 , CI purple pigment 42, CI purple pigment 50, or a combination thereof.

紅色顏料的實例可以是苝類顏料、蒽醌類顏料、二蒽醌類顏料、偶氮類顏料、重氮類顏料、喹吖啶酮類顏料、蒽類顏料等。紅色顏料的特定實例可以是苝顏料、喹吖啶酮顏料、萘酚AS、鉻黃顏料(sicomin pigment)、蒽醌(蘇丹(sudan)I、II、III、R)、二蒽醌、vis偶氮、苯並吡喃(benzopyrane)等。Examples of the red pigment may be a perylene-based pigment, an anthraquinone-based pigment, a dianthraquinone-based pigment, an azo-based pigment, a diazo-based pigment, a quinacridone-based pigment, an anthracene-based pigment, and the like. Specific examples of the red pigment may be fluorene pigment, quinacridone pigment, naphthol AS, sicomin pigment, anthraquinone (sudan I, II, III, R), dianthraquinone, vis coupling Nitrogen, benzopyrane, etc.

綠色顏料的實例可以是鹵化酞菁類顏料,例如氯化銅酞菁、氯化鋅酞菁和/或氯化溴化鋅酞菁。Examples of green pigments may be halogenated phthalocyanine-based pigments such as copper chloride phthalocyanine, zinc chloride phthalocyanine, and / or zinc bromide phthalocyanine.

黃色顏料的實例可以是C.I.顏料黃139、C.I.顏料黃138、C.I.顏料黃150等。Examples of the yellow pigment may be C.I. Pigment Yellow 139, C.I. Pigment Yellow 138, C.I. Pigment Yellow 150, and the like.

著色劑可以是彩色濾光片的感光性樹脂組成物的構成組分。The colorant may be a constituent component of a photosensitive resin composition of a color filter.

另一個實施例提供一種包含所述著色劑的感光性樹脂組成物。Another embodiment provides a photosensitive resin composition including the colorant.

除所述著色劑以外,感光性樹脂組成物可以更包含黏合劑樹脂、光可聚合單體、光聚合起始劑以及溶劑。In addition to the colorant, the photosensitive resin composition may further include a binder resin, a photopolymerizable monomer, a photopolymerization initiator, and a solvent.

按感光性樹脂組成物的總量計,可以包含1重量%到10重量%,例如1重量%到5重量%的量的著色劑。當使用所述範圍內的著色劑時,可以在所需色彩座標中顯示高亮度,並且可以提供具有改進的耐熱性和耐化學性的彩色濾光片。The coloring agent may be contained in an amount of 1 to 10% by weight, for example, 1 to 5% by weight based on the total amount of the photosensitive resin composition. When a coloring agent in the range is used, high brightness can be displayed in a desired color coordinate, and a color filter having improved heat resistance and chemical resistance can be provided.

在下文中,描述黏合劑樹脂、光可聚合單體、光聚合起始劑以及溶劑。Hereinafter, a binder resin, a photopolymerizable monomer, a photopolymerization initiator, and a solvent are described.

(黏合劑樹脂)(Binder resin)

根據一個實施例的感光性樹脂組成物包含黏合劑樹脂,並且黏合劑樹脂可以包含卡哆類黏合劑樹脂、丙烯醯基類黏合劑樹脂或其組合。The photosensitive resin composition according to an embodiment includes a binder resin, and the binder resin may include a card-based adhesive resin, an acryl-based adhesive resin, or a combination thereof.

卡哆類黏合劑樹脂可以由化學式14表示。 [化學式14]在化學式14中, R51 和R52 獨立地是氫原子或經取代或未經取代的(甲基)丙烯醯氧基烷基, R53 和R54 獨立地是氫原子、鹵素原子或經取代或未經取代的C1到C20烷基,以及 Z1 是單鍵、O、CO、SO2 、CR55 R56 、SiR57 R58 (其中R55 到R58 獨立地是氫原子或經取代或未經取代的C1到C20烷基)或由化學式14-1到化學式14-11表示的連接基團中的一個, [化學式14-1][化學式14-2][化學式14-3][化學式14-4][化學式14-5]在化學式14-5中, Ra 是氫原子、乙基、C2 H4 Cl、C2 H4 OH、CH2 CH=CH2 或苯基。 [化學式14-6][化學式14-7][化學式14-8][化學式14-9][化學式14-10][化學式14-11]Z2 是酸二酐殘基,以及 n1和n2獨立地是0到4範圍內的整數。The card-type adhesive resin can be represented by Chemical Formula 14. [Chemical Formula 14] In Chemical Formula 14, R 51 and R 52 are independently a hydrogen atom or a substituted or unsubstituted (meth) acryloxyalkyl group, and R 53 and R 54 are independently a hydrogen atom, a halogen atom, or a substituted Or unsubstituted C1 to C20 alkyl, and Z 1 is a single bond, O, CO, SO 2 , CR 55 R 56 , SiR 57 R 58 (wherein R 55 to R 58 are independently a hydrogen atom or a substituted or An unsubstituted C1 to C20 alkyl group) or one of the linking groups represented by Chemical Formula 14-1 to Chemical Formula 14-11, [Chemical Formula 14-1] [Chemical Formula 14-2] [Chemical Formula 14-3] [Chemical Formula 14-4] [Chemical Formula 14-5] In Chemical Formula 14-5, R a is a hydrogen atom, an ethyl group, C 2 H 4 Cl, C 2 H 4 OH, CH 2 CH = CH 2, or a phenyl group. [Chemical Formula 14-6] [Chemical Formula 14-7] [Chemical Formula 14-8] [Chemical Formula 14-9] [Chemical Formula 14-10] [Chemical Formula 14-11] Z 2 is an acid dianhydride residue, and n1 and n2 are independently integers in the range of 0 to 4.

黏合劑樹脂可以具有500克/摩爾到50,000克/摩爾,例如1,000克/摩爾到30,000克/摩爾的重量平均分子量。當黏合劑樹脂具有所述範圍內的重量平均分子量時,可以在製造擋光層期間無殘餘物並且在顯影期間不損失薄膜厚度的情況下形成令人滿意的圖案。The binder resin may have a weight average molecular weight of 500 g / mol to 50,000 g / mol, such as 1,000 g / mol to 30,000 g / mol. When the binder resin has a weight-average molecular weight within the range, a satisfactory pattern can be formed without residue during the production of the light-blocking layer and without loss of film thickness during development.

黏合劑樹脂可以在末端中的至少一個處包含由化學式15表示的官能基。 [化學式15]在化學式15中, Z3 由化學式15-1到化學式15-7表示。 [化學式15-1]在化學式15-1中,Rb 和Rc 獨立地是氫、經取代或未經取代的C1到C20烷基、酯基或醚基。 [化學式15-2][化學式15-3][化學式15-4][化學式15-5]在化學式15-5中,Rd 是O、S、NH、經取代或未經取代的C1到C20亞烷基、C1到C20烷基胺基或C2到C20烯丙胺基。 [化學式15-6][化學式15-7] The binder resin may include a functional group represented by Chemical Formula 15 at at least one of the ends. [Chemical Formula 15] In Chemical Formula 15, Z 3 is represented by Chemical Formula 15-1 to Chemical Formula 15-7. [Chemical Formula 15-1] In Chemical Formula 15-1, R b and R c are independently hydrogen, a substituted or unsubstituted C1 to C20 alkyl group, an ester group, or an ether group. [Chemical Formula 15-2] [Chemical Formula 15-3] [Chemical Formula 15-4] [Chemical Formula 15-5] In Chemical Formula 15-5, Rd is O, S, NH, substituted or unsubstituted C1 to C20 alkylene, C1 to C20 alkylamino, or C2 to C20 allylamino. [Chemical Formula 15-6] [Chemical Formula 15-7]

黏合劑樹脂可以例如通過將以下中的至少兩種混合來製備:含芴化合物,如9,9-雙(4-環氧乙烷基甲氧基苯基)芴;酸酐化合物,如苯四羧酸二酐、萘四甲酸二酐、聯苯四羧酸二酐、二苯甲酮四甲酸二酐、苯均四酸二酐、環丁烷四甲酸二酐、苝四羧酸二酐、四氫呋喃四羧酸二酐以及四氫酞酸酐;二醇化合物,如乙二醇、丙二醇以及聚乙二醇;醇化合物,如甲醇、乙醇、丙醇、正丁醇、環己醇以及苯甲醇;溶劑型化合物,如丙二醇甲基乙基酯以及N-甲基吡咯烷酮;磷化合物,如三苯膦;以及胺或銨鹽化合物,如氯化四甲銨、四乙基溴化銨、苄基二乙基胺、三乙胺、三丁胺、氯化苯甲基三乙基銨。The binder resin can be prepared, for example, by mixing at least two of the following: a fluorene-containing compound such as 9,9-bis (4-oxiranylmethoxyphenyl) fluorene; an acid anhydride compound such as benzenetetracarboxylic acid Acid dianhydride, naphthalene tetracarboxylic dianhydride, biphenyltetracarboxylic dianhydride, benzophenone tetracarboxylic dianhydride, pyromellitic dianhydride, cyclobutane tetracarboxylic dianhydride, pyrene tetracarboxylic dianhydride, tetrahydrofuran Tetracarboxylic dianhydride and tetrahydrophthalic anhydride; glycol compounds such as ethylene glycol, propylene glycol, and polyethylene glycol; alcohol compounds such as methanol, ethanol, propanol, n-butanol, cyclohexanol, and benzyl alcohol; solvents Compounds such as propylene glycol methyl ethyl ester and N-methyl pyrrolidone; phosphorus compounds such as triphenylphosphine; and amine or ammonium salt compounds such as tetramethylammonium chloride, tetraethylammonium bromide, benzyldiethyl Methylamine, triethylamine, tributylamine, benzyltriethylammonium chloride.

丙烯醯基類黏合劑樹脂是第一烯系不飽和單體和可與其共聚的第二烯系不飽和單體的共聚物,並且是包含至少一個丙烯醯基類重複單元的樹脂。The acryl-based adhesive resin is a copolymer of a first ethylenically unsaturated monomer and a second ethylenic unsaturated monomer copolymerizable therewith, and is a resin containing at least one acryl-based repeating unit.

第一烯系不飽和單體是包含至少一個羧基的烯系不飽和單體,並且所述單體的實例包含(甲基)丙烯酸、馬來酸、衣康酸、富馬酸或其組合。The first ethylenically unsaturated monomer is an ethylenically unsaturated monomer containing at least one carboxyl group, and examples of the monomer include (meth) acrylic acid, maleic acid, itaconic acid, fumaric acid, or a combination thereof.

按丙烯醯基類樹脂的總量計,可以包含5重量%到50重量%,例如10重量%到40重量%的量的第一烯系不飽和單體。The first ethylenically unsaturated monomer may be contained in an amount of 5 to 50% by weight, for example, 10 to 40% by weight based on the total amount of the acryl fluorene-based resin.

第二烯系不飽和單體可以是芳香族乙烯基化合物,如苯乙烯、α-甲基苯乙烯、乙烯基甲苯、乙烯基苯甲基甲醚等;不飽和羧酸酯化合物,如(甲基)丙烯酸甲酯、(甲基)丙烯酸乙酯、(甲基)丙烯酸丁酯、(甲基)丙烯酸2-羥乙酯、(甲基)丙烯酸2-羥丁酯、(甲基)丙烯酸苯甲酯、(甲基)丙烯酸環己酯、(甲基)丙烯酸苯酯等;不飽和羧酸氨基烷基酯化合物,如(甲基)丙烯酸2-氨基乙酯、(甲基)丙烯酸2-二甲氨基乙酯等;羧酸乙烯酯化合物,如乙酸乙烯酯、苯甲酸乙烯酯等;不飽和羧酸縮水甘油基酯化合物,如(甲基)丙烯酸縮水甘油酯等;氰化乙烯化合物,如(甲基)丙烯腈等;不飽和醯胺化合物,如(甲基)丙烯醯胺等;並且可以單獨或以兩種或大於兩種的混合物形式使用。The second ethylenically unsaturated monomer may be an aromatic vinyl compound such as styrene, α-methylstyrene, vinyl toluene, vinyl benzyl methyl ether, etc .; an unsaturated carboxylic acid ester compound such as (methyl (Methyl) acrylate, ethyl (meth) acrylate, butyl (meth) acrylate, 2-hydroxyethyl (meth) acrylate, 2-hydroxybutyl (meth) acrylate, benzene (meth) acrylate Methyl ester, cyclohexyl (meth) acrylate, phenyl (meth) acrylate, etc .; unsaturated aminocarboxylic acid alkyl ester compounds, such as 2-aminoethyl (meth) acrylate, 2- (meth) acrylic acid 2- Dimethylaminoethyl, etc .; Vinyl carboxylate compounds, such as vinyl acetate, vinyl benzoate, etc .; Unsaturated glycidyl carboxylic acid compounds, such as glycidyl (meth) acrylate, etc .; Vinyl cyanide compounds, Such as (meth) acrylonitrile and the like; unsaturated fluorenamine compounds such as (meth) acrylamide and the like; and can be used alone or in the form of a mixture of two or more.

丙烯醯基類黏合劑樹脂的特定實例可以是聚甲基丙烯酸苯甲酯共聚物、丙烯酸/甲基丙烯酸苯甲酯(acrylic acid/benzyl methacrylate)共聚物、甲基丙烯酸/甲基丙烯酸苯甲酯共聚物、甲基丙烯酸/甲基丙烯酸苯甲酯/苯乙烯共聚物、甲基丙烯酸/甲基丙烯酸苯甲酯/甲基丙烯酸2-羥乙酯共聚物、甲基丙烯酸/甲基丙烯酸苯甲酯/苯乙烯/甲基丙烯酸2-羥乙酯共聚物等,但不限於此。這些可以單獨使用或以兩種或大於兩種的混合物形式使用。Specific examples of the acryl fluorene-based adhesive resin may be a polybenzyl methacrylate copolymer, an acrylic acid / benzyl methacrylate copolymer, a methacrylic acid / benzyl methacrylate copolymer, Copolymer, methacrylic acid / benzyl methacrylate / styrene copolymer, methacrylic acid / benzyl methacrylate / 2-hydroxyethyl methacrylate copolymer, methacrylic acid / benzyl methacrylate An ester / styrene / 2-hydroxyethyl methacrylate copolymer and the like are not limited thereto. These can be used alone or in the form of a mixture of two or more.

丙烯醯基類黏合劑樹脂可以具有3,000克/摩爾到50,000克/摩爾,例如5,000克/摩爾到40,000克/摩爾的重量平均分子量。當丙烯醯基類黏合劑樹脂具有所述範圍內的重量平均分子量時,其具有改進的與基底的緊密接觸特性、良好的物理和化學特性以及適當的黏度。The acrylic fluorenyl-based adhesive resin may have a weight average molecular weight of 3,000 g / mol to 50,000 g / mol, for example, 5,000 g / mol to 40,000 g / mol. When the acrylic fluorene-based adhesive resin has a weight average molecular weight within the range, it has improved close contact characteristics with a substrate, good physical and chemical characteristics, and appropriate viscosity.

按感光性樹脂組成物的總量計,可以包含1重量%到10重量%,例如1重量%到5重量%的量的黏合劑樹脂。當包含上述範圍內的黏合劑樹脂時,可以獲得圖案的極佳靈敏度、顯影性、解析度以及線性。 (光可聚合單體)The binder resin may be contained in an amount of 1 to 10% by weight, for example, 1 to 5% by weight based on the total amount of the photosensitive resin composition. When the binder resin is included in the above range, excellent sensitivity, developability, resolution, and linearity of the pattern can be obtained. (Photopolymerizable monomer)

根據一個實施例的感光性樹脂組成物包含光可聚合單體,並且光可聚合單體可以是包含至少一個烯系不飽和雙鍵的(甲基)丙烯酸的單官能或多官能酯。The photosensitive resin composition according to an embodiment includes a photopolymerizable monomer, and the photopolymerizable monomer may be a monofunctional or polyfunctional ester of (meth) acrylic acid including at least one ethylenically unsaturated double bond.

光可聚合單體具有烯系不飽和雙鍵,並且因此,在圖案形成過程中在曝光期間可以引起足夠的聚合,並且形成具有極佳耐熱性、耐光性以及耐化學性的圖案。The photopolymerizable monomer has an ethylenically unsaturated double bond, and therefore, sufficient polymerization can be caused during exposure during pattern formation, and a pattern having excellent heat resistance, light resistance, and chemical resistance can be formed.

光可聚合單體的特定實例可以是乙二醇二(甲基)丙烯酸酯、二乙二醇二(甲基)丙烯酸酯、三乙二醇二(甲基)丙烯酸酯、丙二醇二(甲基)丙烯酸酯、新戊二醇二(甲基)丙烯酸酯、1,4-丁二醇二(甲基)丙烯酸酯、1,6-己二醇二(甲基)丙烯酸酯、雙酚A二(甲基)丙烯酸酯、季戊四醇二(甲基)丙烯酸酯、季戊四醇三(甲基)丙烯酸酯、季戊四醇四(甲基)丙烯酸酯、季戊四醇六(甲基)丙烯酸酯、二季戊四醇二(甲基)丙烯酸酯、二季戊四醇三(甲基)丙烯酸酯、二季戊四醇五(甲基)丙烯酸酯、二季戊四醇六(甲基)丙烯酸酯、雙酚A環氧基(甲基)丙烯酸酯、乙二醇單甲醚(甲基)丙烯酸酯、三羥甲基丙烷三(甲基)丙烯酸酯、磷酸三(甲基)丙烯醯氧基乙酯、酚醛環氧(甲基)丙烯酸酯等。Specific examples of the photopolymerizable monomer may be ethylene glycol di (meth) acrylate, diethylene glycol di (meth) acrylate, triethylene glycol di (meth) acrylate, propylene glycol di (methyl) ) Acrylate, neopentyl glycol di (meth) acrylate, 1,4-butanediol di (meth) acrylate, 1,6-hexanediol di (meth) acrylate, bisphenol A di (Meth) acrylate, pentaerythritol di (meth) acrylate, pentaerythritol tri (meth) acrylate, pentaerythritol tetra (meth) acrylate, pentaerythritol hexa (meth) acrylate, dipentaerythritol di (meth) Acrylate, dipentaerythritol tri (meth) acrylate, dipentaerythritol penta (meth) acrylate, dipentaerythritol hexa (meth) acrylate, bisphenol A epoxy (meth) acrylate, ethylene glycol mono Methyl ether (meth) acrylate, trimethylolpropane tri (meth) acrylate, tri (meth) acryloxyethyl phosphate, phenolic epoxy (meth) acrylate, and the like.

光可聚合單體的市售實例如下。(甲基)丙烯酸單官能酯的實例可以包含阿尼克斯(Aronix)M-101® 、M-111® 、M-114® (東亞合成化工株式會社(Toagosei Chemistry Industry Co., Ltd.));卡亞拉德(KAYARAD)TC-110S® 、TC-120S® (日本化藥株式會社(Nippon Kayaku Co., Ltd.));V-158® 、V-2311® (大阪有機化學工業株式會社(Osaka Organic Chemical Ind., Ltd.))等。(甲基)丙烯酸雙官能酯的實例可以包含阿尼克斯M-210® 、M-240® 、M-6200® (東亞合成化工株式會社);卡亞拉德HDDA® 、HX-220® 、R-604® (日本化藥株式會社);V-260® 、V-312® 、V-335 HP® (大阪有機化工株式會社)等。(甲基)丙烯酸三官能酯的實例可以包含阿尼克斯M-309® 、M-400® 、M-405® 、M-450® 、M-7100® 、M-8030® 、M-8060® (東亞合成化工株式會社);卡亞拉德TMPTA® 、DPCA-20® 、DPCA-30® 、DPCA-60® 、DPCA-120® (日本化藥株式會社);V-295® 、V-300® 、V-360® 、V-GPT® 、V-3PA® 、V-400® (大阪有機化工株式會社)等。這些可以單獨使用或以兩種或大於兩種的混合物形式使用。Commercial examples of the photopolymerizable monomer are as follows. Examples of the (meth) acrylic acid monofunctional ester may include Aronix M-101 ® , M-111 ® , M-114 ® (Toagosei Chemistry Industry Co., Ltd.); KAYARAD TC-110S ® , TC-120S ® (Nippon Kayaku Co., Ltd.); V-158 ® , V-2311 ® (Osaka Organic Chemical Industry Co., Ltd. ( Osaka Organic Chemical Ind., Ltd.)). Examples of the (meth) acrylic acid difunctional esters may include Alnacs M-210 ® , M-240 ® , M-6200 ® (Toa Synthetic Chemical Co., Ltd.); Kayarad HDDA ® , HX-220 ® , R -604 ® (Nippon Kayaku Co., Ltd.); V-260 ® , V-312 ® , V-335 HP ® (Osaka Organic Chemical Co., Ltd.), etc. Examples of (meth) acrylic acid trifunctional esters may include Alnacs M-309 ® , M-400 ® , M-405 ® , M-450 ® , M-7100 ® , M-8030 ® , M-8060 ® ( Toa Synthetic Chemical Co., Ltd.); Kayarad TMPTA ® , DPCA-20 ® , DPCA-30 ® , DPCA-60 ® , DPCA-120 ® (Nippon Kayaku Co., Ltd.); V-295 ® , V-300 ® , V-360 ® , V-GPT ® , V-3PA ® , V-400 ® (Osaka Organic Chemical Co., Ltd.), etc. These can be used alone or in the form of a mixture of two or more.

所述光可聚合化合物可以用酸酐處理以改進顯影性。The photopolymerizable compound may be treated with an acid anhydride to improve developability.

按感光性樹脂組成物的總量計,可以包含1重量%到15重量%,例如1重量%到10重量%的量的光可聚合單體。當包含所述範圍內的光可聚合單體時,可以在製造彩色濾光片期間改進圖案特徵和顯影性。The photopolymerizable monomer may be included in an amount of 1 to 15% by weight, for example, 1 to 10% by weight based on the total amount of the photosensitive resin composition. When a photopolymerizable monomer in the range is included, pattern characteristics and developability can be improved during the manufacture of a color filter.

(光聚合起始劑)(Photopolymerization initiator)

根據一個實施例的感光性樹脂組成物包含光聚合起始劑。光聚合起始劑可以是苯乙酮類化合物、苯甲酮類化合物、噻噸酮類化合物、安息香類化合物、三嗪類化合物、肟類化合物等。The photosensitive resin composition according to one embodiment includes a photopolymerization initiator. The photopolymerization initiator may be an acetophenone-based compound, a benzophenone-based compound, a thioxanthone-based compound, a benzoin-based compound, a triazine-based compound, an oxime-based compound, and the like.

苯乙酮類化合物的實例可以是2,2'-二乙氧基苯乙酮、2,2'-二丁氧基苯乙酮、2-羥基-2-甲基苯丙酮、對叔丁基三氯苯乙酮、對叔丁基二氯苯乙酮、4-氯苯乙酮、2,2'-二氯-4-苯氧基苯乙酮、2-甲基-1-(4-(甲硫基)苯基)-2-嗎啉基丙-1-酮、2-苯甲基-2-二甲氨基-1-(4-嗎啉基苯基)-丁-1-酮等。Examples of the acetophenone-based compound may be 2,2'-diethoxyacetophenone, 2,2'-dibutoxyacetophenone, 2-hydroxy-2-methylacetophenone, p-tert-butyl Trichloroacetophenone, p-tert-butyldichloroacetophenone, 4-chloroacetophenone, 2,2'-dichloro-4-phenoxyacetophenone, 2-methyl-1- (4- (Methylthio) phenyl) -2-morpholinylpropan-1-one, 2-benzyl-2-dimethylamino-1- (4-morpholinylphenyl) -but-1-one, etc. .

苯甲酮類化合物的實例可以是苯甲酮、苯甲酸苯甲醯酯、苯甲酸苯甲醯酯甲酯、4-苯基苯甲酮、羥基苯甲酮、丙烯酸化苯甲酮、4,4'-雙(二甲氨基)苯甲酮、4,4'-雙(二乙氨基)苯甲酮、4,4'-二甲氨基苯甲酮、4,4'-二氯苯甲酮、3,3'-二甲基-2-甲氧基苯甲酮等。Examples of benzophenone-based compounds may be benzophenone, benzophenone benzoate, benzophenone benzoate methyl ester, 4-phenylbenzophenone, hydroxybenzophenone, acrylic benzophenone, 4, 4'-bis (dimethylamino) benzophenone, 4,4'-bis (diethylamino) benzophenone, 4,4'-dimethylaminobenzophenone, 4,4'-dichlorobenzophenone , 3,3'-dimethyl-2-methoxybenzophenone and the like.

噻噸酮類化合物的實例可以是噻噸酮、2-氯噻噸酮、2-甲基噻噸酮、異丙基噻噸酮、2,4-二乙基噻噸酮、2,4-二異丙基噻噸酮等。Examples of thioxanthone compounds may be thioxanthone, 2-chlorothioxanthone, 2-methylthioxanthone, isopropylthioxanthone, 2,4-diethylthioxanthone, 2,4- Diisopropylthioxanthone and the like.

安息香類化合物的實例可以是安息香、安息香甲醚、安息香***、安息香異丙醚、安息香異丁醚、苯甲基二甲基縮酮等。Examples of the benzoin-based compound may be benzoin, benzoin methyl ether, benzoin ethyl ether, benzoin isopropyl ether, benzoin isobutyl ether, benzyl dimethyl ketal, and the like.

三嗪類化合物的實例可以是2,4,6-三氯-s-三嗪、2-苯基-4,6-雙(三氯甲基)-s-三嗪、2-(3',4'-二甲氧基苯乙烯基)-4,6-雙(三氯甲基)-s-三嗪、2-(4'-甲氧基萘基)-4,6-雙(三氯甲基)-s-三嗪、2-(對甲氧苯基)-4,6-雙(三氯甲基)-s-三嗪、2-(對甲苯基)-4,6-雙(三氯甲基)-s-三嗪、2-聯苯-4,6-雙(三氯甲基)-s-三嗪、雙(三氯甲基)-6-苯乙烯基-s-三嗪、2-(萘酚1-基)-4,6-雙(三氯甲基)-s-三嗪、2-(4-甲氧基萘酚1-基)-4,6-雙(三氯甲基)-s-三嗪、2-4-雙(三氯甲基)-6-向日葵基-s-三嗪、2-4-雙(三氯甲基)-6-(4-甲氧基苯乙烯基)-s-三嗪等。Examples of the triazine compound may be 2,4,6-trichloro-s-triazine, 2-phenyl-4,6-bis (trichloromethyl) -s-triazine, 2- (3 ', 4'-dimethoxystyryl) -4,6-bis (trichloromethyl) -s-triazine, 2- (4'-methoxynaphthyl) -4,6-bis (trichloro (Methyl) -s-triazine, 2- (p-methoxyphenyl) -4,6-bis (trichloromethyl) -s-triazine, 2- (p-tolyl) -4,6-bis ( (Trichloromethyl) -s-triazine, 2-biphenyl-4,6-bis (trichloromethyl) -s-triazine, bis (trichloromethyl) -6-styryl-s-tri Azine, 2- (naphthol 1-yl) -4,6-bis (trichloromethyl) -s-triazine, 2- (4-methoxynaphthol 1-yl) -4,6-bis ( (Trichloromethyl) -s-triazine, 2--4-bis (trichloromethyl) -6-sunfloweryl-s-triazine, 2--4-bis (trichloromethyl) -6- (4- Methoxystyryl) -s-triazine and the like.

肟類化合物的實例可以是O-醯基肟類化合物、2-(O-苯甲醯基肟)-1-[4-(苯硫基)苯基]-1,2-辛二酮、1-(O-乙醯肟)-1-[9-乙基-6-(2-甲基苯甲醯基)-9H-哢唑-3-基]乙酮、O-乙氧羰基-α-氧氨基-1-苯基丙-1-酮等。O-醯基肟類化合物的實例可以是1,2-辛二酮、2-二甲氨基-2-(4-甲基苯甲基)-1-(4-嗎啉-4-基-苯基)-丁-1-酮、1-(4-苯硫基苯基)-丁-1,2-二酮2-肟-O-苯甲酸酯、1-(4-苯硫基苯基)-辛-1,2-二酮-2-肟-O-苯甲酸酯、1-(4-苯硫基苯基)-辛-1-酮肟-O-乙酸酯、1-(4-苯硫基苯基)-丁-1-酮肟-O-乙酸酯等。Examples of the oxime-based compound may be an O-fluorenyl oxime-based compound, 2- (O-benzylidene oxime) -1- [4- (phenylthio) phenyl] -1,2-octanedione, 1 -(O-acetamoxime) -1- [9-ethyl-6- (2-methylbenzylidene) -9H-oxazol-3-yl] ethanone, O-ethoxycarbonyl-α- Oxyamino-1-phenylpropan-1-one and the like. Examples of the O-fluorenyl oxime may be 1,2-octanedione, 2-dimethylamino-2- (4-methylbenzyl) -1- (4-morpholin-4-yl-benzene ) -Butan-1-one, 1- (4-phenylthiophenyl) -butan-1,2-dione 2-oxime-O-benzoate, 1- (4-phenylthiophenyl) ) -Octyl-1,2-dione-2-oxime-O-benzoate, 1- (4-phenylthiophenyl) -oct-1-oneoxime-O-acetate, 1- ( 4-phenylthiophenyl) -butan-1-oneoxime-O-acetate and the like.

除所述化合物以外,光聚合起始劑可以更包含哢唑類化合物、二酮類化合物、硼酸鋶類化合物、重氮類化合物、咪唑類化合物、聯咪唑類化合物等。In addition to the compound, the photopolymerization initiator may further include an oxazole-based compound, a diketone-based compound, a boric acid-based compound, a diazonium-based compound, an imidazole-based compound, a biimidazole-based compound, and the like.

按感光性樹脂組成物的總量計,可以包含0.1重量%到5重量%,例如0.1重量%到3重量%的量的光聚合起始劑。當包含所述範圍內的光聚合起始劑時,光聚合可以在圖案形成過程中在曝光期間充分進行,並且因此改進靈敏度和透射率。The photopolymerization initiator may be included in an amount of 0.1% to 5% by weight, for example, 0.1% to 3% by weight based on the total amount of the photosensitive resin composition. When a photopolymerization initiator in the range is included, photopolymerization can be sufficiently performed during exposure during pattern formation, and thus sensitivity and transmittance are improved.

(溶劑)(Solvent)

根據一個實施例的感光性樹脂組成物包含溶劑,並且所述溶劑可以是與黏合劑樹脂、光可聚合單體、光聚合起始劑以及著色劑具有相容性而不與其反應的材料。The photosensitive resin composition according to an embodiment includes a solvent, and the solvent may be a material having compatibility with a binder resin, a photopolymerizable monomer, a photopolymerization initiator, and a coloring agent without reacting therewith.

溶劑不受特定限制並且尤其可以是例如醇,如甲醇、乙醇等;醚,如二氯***、正丁醚、二異戊醚、甲基苯醚、四氫呋喃等;二醇醚,如乙二醇甲醚、乙二醇***、丙二醇甲醚等;乙二醇乙酸***,如甲基乙二醇乙酸***、乙基乙二醇乙酸***、二乙基乙二醇乙酸***等;卡必醇,如甲基乙基卡必醇、二乙基卡必醇、二乙二醇單甲醚、二乙二醇單***、二乙二醇二甲醚、二乙二醇甲***、二乙二醇二***等;丙二醇烷基醚乙酸酯,如丙二醇甲醚乙酸酯、丙二醇丙醚乙酸酯等;芳香族烴,如甲苯、二甲苯等;酮,如甲基乙基酮、環己酮、4-羥基-4-甲基-2-戊酮、甲基正丙酮、甲基正丁酮、甲基正戊酮、2-庚酮等;飽和脂肪族單羧酸烷基酯,如乙酸乙酯、乙酸正丁酯、乙酸異丁酯等;乳酸酯,如乳酸甲酯、乳酸乙酯等;羥基乙酸烷基酯,如羥基乙酸甲酯、羥基乙酸乙酯、羥基乙酸丁酯等;乙酸烷氧烷基酯,如甲氧基乙酸甲酯、甲氧基乙酸乙酯、甲氧基乙酸丁酯、乙氧基乙酸甲酯、乙氧基乙酸乙酯等;3-羥基丙酸烷基酯,如3-羥基丙酸甲酯、3-羥基丙酸乙酯等;3-烷氧基丙酸烷基酯,如3-甲氧基丙酸甲酯、3-甲氧基丙酸乙酯、3-乙氧基丙酸乙酯、3-乙氧基丙酸甲酯等;2-羥基丙酸烷基酯,如2-羥基丙酸甲酯、2-羥基丙酸乙酯、2-羥基丙酸丙酯等;2-烷氧基丙酸烷基酯,如2-甲氧基丙酸甲酯、2-甲氧基丙酸乙酯、2-乙氧基丙酸乙酯、2-乙氧基丙酸甲酯等;2-羥基-2-甲基丙酸酯,如2-羥基-2-甲基丙酸甲酯、2-羥基-2-甲基丙酸乙酯等;2-烷氧基-2-甲基丙酸烷基酯,如2-甲氧基-2-甲基丙酸甲酯、2-乙氧基-2-甲基丙酸乙酯等;酯,如丙酸2-羥基乙酯、丙酸2-羥基-2-甲基乙酯、乙酸羥基乙酯、丁酸2-羥基-3-甲基甲酯等;或酮酸酯,如丙酮酸乙酯等,並且另外,可以是N-甲基甲醯胺、N,N-二甲基甲醯胺、N-甲基甲醯苯胺、N-甲基乙醯胺、N,N-二甲基乙醯胺、N-甲基吡咯烷酮、二甲亞碸、苯甲基***、二己醚、乙醯丙酮、異佛酮、己酸、辛酸、1-辛醇、1-壬醇、苯甲醇、乙酸苯甲酯、苯甲酸乙酯、草酸二乙酯、馬來酸二乙酯、γ-丁內酯、碳酸乙烯酯、碳酸丙烯酯、苯基乙二醇乙酸***等,並且這些可以單獨使用或以兩種或大於兩種的混合物形式使用。The solvent is not particularly limited and may be, for example, an alcohol such as methanol, ethanol, etc .; an ether such as dichloroethyl ether, n-butyl ether, diisoamyl ether, methylphenyl ether, tetrahydrofuran, etc .; a glycol ether such as ethylene glycol Methyl ether, ethylene glycol ether, propylene glycol methyl ether, etc .; ethylene glycol ethyl acetate, such as methyl ethylene glycol ethyl acetate, ethyl ethylene glycol ethyl acetate, diethyl ethylene glycol ethyl ether, etc .; carbitol, Such as methyl ethyl carbitol, diethyl carbitol, diethylene glycol monomethyl ether, diethylene glycol monoethyl ether, diethylene glycol dimethyl ether, diethylene glycol methyl ether, diethylene glycol Diethyl ether, etc .; propylene glycol alkyl ether acetates, such as propylene glycol methyl ether acetate, propylene glycol propyl ether acetate, etc .; aromatic hydrocarbons, such as toluene, xylene, etc .; ketones, such as methyl ethyl ketone, cyclohexane Ketones, 4-hydroxy-4-methyl-2-pentanone, methyl n-acetone, methyl n-butanone, methyl n-pentanone, 2-heptanone, etc .; saturated aliphatic monocarboxylic acid alkyl esters, such as Ethyl acetate, n-butyl acetate, isobutyl acetate, etc .; lactate esters, such as methyl lactate, ethyl lactate, etc .; alkyl glycolates, such as methyl glycolate, Ethyl glycolate, butyl glycolate, etc .; Alkoxyalkyl acetates, such as methyl methoxyacetate, ethyl methoxyacetate, butyl methoxyacetate, methyl ethoxyacetate, ethoxylate Ethyl acetate, etc .; alkyl 3-hydroxypropionate, such as methyl 3-hydroxypropionate, ethyl 3-hydroxypropionate, etc .; alkyl 3-alkoxypropionate, such as 3-methoxypropionate Methyl ester, ethyl 3-methoxypropionate, ethyl 3-ethoxypropionate, methyl 3-ethoxypropionate, etc .; alkyl 2-hydroxypropionate, such as 2-hydroxypropionic acid Methyl ester, ethyl 2-hydroxypropionate, propyl 2-hydroxypropionate, etc .; alkyl 2-alkoxypropionate, such as methyl 2-methoxypropionate, ethyl 2-methoxypropionate Ester, ethyl 2-ethoxypropionate, methyl 2-ethoxypropionate, etc .; 2-hydroxy-2-methylpropionate, such as methyl 2-hydroxy-2-methylpropionate, 2 -Ethyl hydroxy-2-methylpropionate, etc .; Alkyl 2-alkoxy-2-methylpropionate, such as methyl 2-methoxy-2-methylpropionate, 2-ethoxy Ethyl-2-methylpropionate, etc .; esters, such as 2-hydroxyethyl propionate, 2-hydroxy-2-methylethyl propionate, hydroxyethyl acetate, 2-hydroxy-3-methyl butyrate Methyl esters, etc .; or ketoesters, Such as ethyl pyruvate and the like, and in addition, it may be N-methylformamide, N, N-dimethylformamide, N-methylformanilide, N-methylacetamide, N, N -Dimethylacetamide, N-methylpyrrolidone, dimethylarsine, benzyl ether, dihexyl ether, acetoacetone, isophorone, hexanoic acid, caprylic acid, 1-octanol, 1-nonanol , Benzyl alcohol, benzyl acetate, ethyl benzoate, diethyl oxalate, diethyl maleate, γ-butyrolactone, ethylene carbonate, propylene carbonate, phenyl glycol ethyl acetate, etc., and These can be used alone or in the form of a mixture of two or more.

考慮到互溶性和反應性,可以優選使用二醇醚,如乙二醇單***等;乙二醇烷基醚乙酸酯,如乙基乙二醇乙酸***等;酯,如丙酸2-羥基乙酯等;二乙二醇,如二乙二醇單甲醚等;丙二醇烷基醚乙酸酯,如丙二醇單甲醚乙酸酯、丙二醇丙醚乙酸酯等。In consideration of mutual solubility and reactivity, glycol ethers such as ethylene glycol monoethyl ether and the like; ethylene glycol alkyl ether acetates such as ethyl ethylene glycol ethyl ether and the like; esters such as propionic acid 2- Hydroxyethyl, etc .; Diethylene glycol, such as diethylene glycol monomethyl ether, etc .; Propylene glycol alkyl ether acetate, such as propylene glycol monomethyl ether acetate, propylene glycol propyl ether acetate, and the like.

按感光性樹脂組成物的總量計,以例如60重量%到90重量%,例如65重量%到90重量%的餘量使用溶劑。當包含所述範圍內的溶劑時,感光性樹脂組成物可以具有適當的黏度,從而改進施加到產品時的塗布可加工性。The solvent is used in the balance of, for example, 60 to 90% by weight, for example, 65 to 90% by weight based on the total amount of the photosensitive resin composition. When the solvent is included in the range, the photosensitive resin composition may have an appropriate viscosity, thereby improving coating processability when applied to a product.

(其它添加劑)(Other additives)

根據一個實施例的感光性樹脂組成物可以更包含其它添加劑,如丙二酸;3-氨基-1,2-丙二醇;包含乙烯基或(甲基)丙烯醯氧基的矽烷類偶合劑;調平劑;氟類表面活性劑;以及自由基聚合起始劑,以防止塗布期間的污漬或斑點,調節平整性或防止未顯影所產生的圖案殘餘物。The photosensitive resin composition according to an embodiment may further include other additives, such as malonic acid; 3-amino-1,2-propanediol; a silane-based coupling agent containing vinyl or (meth) acrylic acid; Leveling agents; fluorine-based surfactants; and free radical polymerization initiators to prevent stains or spots during coating, adjust flatness, or prevent pattern residues caused by undeveloped.

可以取決於所需特性控制添加劑。Additives can be controlled depending on the desired characteristics.

偶合劑可以是矽烷類偶合劑,並且矽烷類偶合劑的實例可以是三甲氧基矽烷基苯甲酸、γ-甲基丙烯醯基氧基丙基三甲氧基矽烷、乙烯基三乙醯氧基矽烷、乙烯基三甲氧基矽烷、γ-異氰酸酯丙基三乙氧基矽烷、γ-縮水甘油氧基丙基三甲氧基矽烷、β-(3,4-環氧基環己基)乙基三甲氧基矽烷等。這些可以單獨使用或以兩種或大於兩種的混合物形式使用。The coupling agent may be a silane-based coupling agent, and examples of the silane-based coupling agent may be trimethoxysilylbenzoic acid, γ-methacrylfluorenyloxypropyltrimethoxysilane, vinyltriethoxysilane , Vinyltrimethoxysilane, γ-isocyanatepropyltriethoxysilane, γ-glycidoxypropyltrimethoxysilane, β- (3,4-epoxycyclohexyl) ethyltrimethoxy Silane, etc. These can be used alone or in the form of a mixture of two or more.

可以按感光性樹脂組成物的總量計0.01重量份到1重量份的量包含矽烷類偶合劑。The silane-based coupling agent may be contained in an amount of 0.01 to 1 part by weight based on the total amount of the photosensitive resin composition.

感光性樹脂組成物可以按需要更包含氟類表面活性劑。The photosensitive resin composition may further contain a fluorine-based surfactant as needed.

氟類表面活性劑的實例可以包含大日本油墨化學工業株式會社(DIC Co., Ltd.)製造的F-482、F-484、F-478、F-554等,但不限於此。Examples of the fluorine-based surfactant may include, but are not limited to, F-482, F-484, F-478, F-554, and the like manufactured by DIC Co., Ltd.

按感光性樹脂組成物的總量計,可以包含0.01重量%到1重量%,例如0.01重量%到0.8重量%的量的氟類表面活性劑。當所述量超出所述範圍時,可能產生顯影後的外來粒子。The fluorine-based surfactant may be included in an amount of 0.01% to 1% by weight, for example, 0.01% to 0.8% by weight based on the total amount of the photosensitive resin composition. When the amount is outside the range, foreign particles after development may be generated.

根據一個實施例的感光性樹脂組成物可以是能夠通過輻射光而固化並且用鹼性水溶液顯影的鹼性顯影類型。當將感光性樹脂組成物層壓於基底上並且通過光化射線輻射以形成用於彩色濾光片的圖案時,感光性樹脂組成物通過光化射線反應,並且因此,與非反應區相比急劇地降低反應區的溶解度,並且因此,僅可以選擇性溶解非反應區。以此方式,去除了非曝光區的溶液稱為顯影溶液,並且此顯影溶液分類為兩種類型,例如有機溶劑類型和鹼性顯影類型。因為有機溶劑類型顯影溶液造成大氣污染並且給人體帶來損害,所以就環境來說可以使用鹼性顯影類型溶液。根據一個實施例的感光性樹脂組成物使用鹼性顯影類型溶液,並且因此,就環境來說可以有用地加以使用。The photosensitive resin composition according to one embodiment may be an alkaline developing type capable of being cured by radiating light and developing with an alkaline aqueous solution. When a photosensitive resin composition is laminated on a substrate and irradiated with actinic rays to form a pattern for a color filter, the photosensitive resin composition reacts through actinic rays, and therefore, compared with a non-reactive region The solubility of the reaction zone is drastically reduced, and therefore, only the non-reaction zone can be selectively dissolved. In this way, the solution from which the non-exposed area is removed is called a developing solution, and this developing solution is classified into two types, such as an organic solvent type and an alkaline developing type. Since the organic solvent type developing solution causes air pollution and causes damage to the human body, an alkaline developing type solution may be used as far as the environment is concerned. The photosensitive resin composition according to one embodiment uses an alkaline developing type solution, and therefore, it can be usefully used in terms of the environment.

另一個實施例提供一種使用所提供的感光性樹脂組成物製造的感光性樹脂層。感光性樹脂層可以具有1微米到5微米,例如2微米到4微米的厚度。Another embodiment provides a photosensitive resin layer manufactured using the provided photosensitive resin composition. The photosensitive resin layer may have a thickness of 1 micrometer to 5 micrometers, for example, 2 micrometers to 4 micrometers.

另一個實施例提供一種包含所述感光性樹脂層的彩色濾光片。Another embodiment provides a color filter including the photosensitive resin layer.

這種彩色濾光片可以用一般方法製造,但確切地說,使用在玻璃上旋塗、輥塗、狹縫塗布等感光性樹脂組成物的方法,以具有1.0微米到5.0微米範圍內的厚度。在塗布後,紫外(UV)射線輻射以形成彩色濾光片所需的圖案,將塗布層用鹼性顯影溶液處理,並且可以溶解其未輻射區,形成用於圖像彩色濾光片的圖案。取決於所需R、G以及B顏色數量,重複這一過程,從而製造具有所需圖案的彩色濾光片。另外,通過熱處理、光化射線輻射等固化顯影得到的圖像圖案,因而改進抗裂性、耐溶劑性等。Such a color filter can be manufactured by a general method, but specifically, a method using a photosensitive resin composition such as spin coating, roll coating, or slit coating on glass to have a thickness in a range of 1.0 to 5.0 μm. . After coating, ultraviolet (UV) rays are radiated to form the pattern required for the color filter. The coating layer is treated with an alkaline developing solution, and the unirradiated area can be dissolved to form a pattern for the image color filter. . Depending on the required number of R, G, and B colors, this process is repeated to produce a color filter with a desired pattern. In addition, image patterns obtained by curing and development by heat treatment, actinic ray radiation, and the like, thereby improving crack resistance, solvent resistance, and the like.

另一個實施例提供一種包含所提供的感光性樹脂層的彩色濾光片。Another embodiment provides a color filter including the provided photosensitive resin layer.

在下文中,優選參考實例更詳述本發明。然而,這些實例在任何意義上都不解釋為限制本發明的範圍。Hereinafter, the present invention is described in more detail with reference to examples. However, these examples are not to be construed as limiting the scope of the invention in any sense.

( 化合物合成Compound synthesis )

合成實例A-1:合成化學式21-1 Synthesis Example A-1: Synthesis Chemical Formula 21-1

根據已知合成方法合成在末端處具有羥基的中間物(a)。通過將三乙胺(1.1當量)和甲基丙烯酸酐(1.1當量)添加到中間物(a)中獲得具有甲基丙烯酸酯的化合物(b)。通過將經取代的噻吩化合物(c)(1當量)和磷醯氯(4當量)添加到化合物(b)中合成化合物(d)。使具有氯鹽形狀的化合物(d)與雙三氟甲烷磺醯亞胺基鋰反應(離子交換)以合成由化學式21-1表示的化合物。 [化學式21-1][由化學式21-1表示的化合物的陽離子的NMR資料]1 H NMR (300MHz, CDCl3 ): δ = 7.59-7.02 20H, 6.92 2H, 6.09 1H, 5.95 2H, 5.59 1H, 4.21 2H, 4.10 2H, 3.75 4H, 2.03 12H, 1.95 3H, 1.40 3H, 1.24 3H [由化學式21-1表示的化合物的陽離子的LC/MS資料] UPLC/TQMS API+模式,[M]+ = 847.52The intermediate (a) having a hydroxyl group at the terminal is synthesized according to a known synthesis method. The compound (b) having a methacrylate is obtained by adding triethylamine (1.1 equivalent) and methacrylic anhydride (1.1 equivalent) to the intermediate (a). Compound (d) is synthesized by adding substituted thiophene compound (c) (1 equivalent) and phosphorochlorine (4 equivalent) to compound (b). The compound (d) having a chloride salt shape is reacted (ion exchanged) with lithium bistrifluoromethanesulfonyliminolithium to synthesize a compound represented by Chemical Formula 21-1. [Chemical Formula 21-1] [NMR data of cation of compound represented by Chemical Formula 21-1] 1 H NMR (300 MHz, CDCl 3 ): δ = 7.59-7.02 20H, 6.92 2H, 6.09 1H, 5.95 2H, 5.59 1H, 4.21 2H, 4.10 2H, 3.75 4H, 2.03 12H, 1.95 3H, 1.40 3H, 1.24 3H [LC / MS data of the cation of the compound represented by Chemical Formula 21-1] UPLC / TQMS API + mode, [M] + = 847.52

合成實例A-2:合成化學式22-1Synthesis Example A-2: Synthetic Chemical Formula 22-1

除了使用氟基替代2,6-二甲基苯胺(合成實例A-1中的取代基)中的甲基以外,根據與合成實例A-1相同的方法合成由化學式22-1表示的化合物。A compound represented by Chemical Formula 22-1 was synthesized in the same manner as in Synthesis Example A-1, except that a methyl group in 2,6-dimethylaniline (the substituent in Synthesis Example A-1) was replaced with a fluorine group.

[化學式22-1][由化學式22-1表示的化合物的陽離子的LC/MS資料] UPLC/TQMS API+模式,[M]+ = 863.38[Chemical Formula 22-1] [LC / MS data of cation of compound represented by Chemical Formula 22-1] UPLC / TQMS API + mode, [M] + = 863.38

合成實例A-3:合成化學式25-1 Synthesis Example A-3: Synthesis Chemical Formula 25-1

根據已知合成方法合成在末端處具有羥基的中間物(a')。通過將三乙胺(1.1當量)和甲基丙烯酸酐(1.1當量)添加到中間物(a')中獲得具有甲基丙烯酸酯的化合物(c')。通過將經取代的苯甲酮化合物(b')(1當量)和磷醯氯(4當量)添加到化合物(c')中合成化合物(d')。使具有氯鹽形狀的化合物(d')與雙三氟甲烷磺醯亞胺基鋰反應(離子交換)以合成由化學式25-1表示的化合物。The intermediate (a ') having a hydroxyl group at the terminal is synthesized according to a known synthesis method. The compound (c ') having a methacrylate is obtained by adding triethylamine (1.1 equivalent) and methacrylic anhydride (1.1 equivalent) to the intermediate (a'). The compound (d ') is synthesized by adding a substituted benzophenone compound (b') (1 equivalent) and phosphatidyl chloride (4 equivalents) to the compound (c '). The compound (d ′) having a chloride salt shape is reacted (ion exchanged) with lithium bistrifluoromethanesulfonyliminolithium to synthesize a compound represented by Chemical Formula 25-1.

[化學式25-1][由化學式25-1表示的化合物的陽離子的LC/MS資料] UPLC/TQMS API+模式,[M]+ = 847.63[Chemical Formula 25-1] [LC / MS data of cation of compound represented by Chemical Formula 25-1] UPLC / TQMS API + mode, [M] + = 847.63

合成實例A-4:合成化學式26-1Synthesis Example A-4: Synthetic Chemical Formula 26-1

除了使用氟基替代2,6-二甲基苯胺(合成實例A-3中的取代基)中的甲基以外,根據與合成實例A-3相同的方法合成由化學式26-1表示的化合物。 [化學式26-1][由化學式26-1表示的化合物的陽離子的LC/MS資料] UPLC/TQMS API+模式,[M]+ = 863.47A compound represented by Chemical Formula 26-1 was synthesized in the same manner as in Synthesis Example A-3, except that a methyl group in 2,6-dimethylaniline (the substituent in Synthesis Example A-3) was replaced with a fluorine group. [Chemical Formula 26-1] [LC / MS data of cation of compound represented by Chemical Formula 26-1] UPLC / TQMS API + mode, [M] + = 863.47

合成實例A-5:合成化學式27-1Synthesis Example A-5: Synthetic Chemical Formula 27-1

除了使用N-異丙基苯胺替代N-乙基-2,6-二甲基苯胺(合成實例A-3中的取代基)以外,根據與合成實例A-3相同的方法合成由化學式27-1表示的化合物。 [化學式27-1][由化學式27-1表示的化合物的陽離子的LC/MS資料] UPLC/TQMS API+模式,[M]+ = 819.50A chemical formula 27- was synthesized according to the same method as in Synthesis Example A-3 except that N-isopropylaniline was used instead of N-ethyl-2,6-dimethylaniline (the substituent in Synthesis Example A-3). Compound represented by 1. [Chemical Formula 27-1] [LC / MS data of cation of compound represented by Chemical Formula 27-1] UPLC / TQMS API + mode, [M] + = 819.50

合成實例A-6:合成化學式33-1 Synthesis Example A-6: Synthetic Chemical Formula 33-1

根據已知方法合成在末端處具有羥基的中間物(a'')。通過將三乙胺(2.2當量)和甲基丙烯酸酐(2.2當量)添加到中間物(a'')中獲得具有甲基丙烯酸酯的化合物(b'')。通過將經取代的噻吩化合物(c)(1當量)和磷醯氯(4當量)添加到化合物(b'')中合成化合物(d'')。使具有氯鹽形狀的化合物(d'')與雙三氟甲烷磺醯亞胺基鋰反應(離子交換)以合成由化學式33-1表示的化合物。 [化學式33-1][由化學式33-1表示的化合物的陽離子的LC/MS資料] UPLC/TQMS API+模式,[M]+ = 931.58The intermediate (a '') having a hydroxyl group at the terminal is synthesized according to a known method. The compound (b '') having a methacrylate is obtained by adding triethylamine (2.2 equivalents) and methacrylic anhydride (2.2 equivalents) to the intermediate (a ''). Compound (d '') is synthesized by adding a substituted thiophene compound (c) (1 equivalent) and phosphorochlorine (4 equivalent) to compound (b ''). The compound (d ") having a chloride salt shape is reacted (ion exchanged) with lithium bistrifluoromethanesulfonyliminolithium to synthesize a compound represented by Chemical Formula 33-1. [Chemical Formula 33-1] [LC / MS data of cation of compound represented by Chemical Formula 33-1] UPLC / TQMS API + mode, [M] + = 931.58

合成實例A-7:合成化學式34-1Synthesis Example A-7: Synthetic Chemical Formula 34-1

除了使用氟基替代合成實例A-6中的2,6-二甲基苯胺的取代基中的甲基以外,根據與合成實例A-6相同的方法合成由化學式34-1表示的化合物。 [化學式34-1][由化學式34-1表示的化合物的陽離子的LC/MS資料] UPLC/TQMS API+模式,[M]+ = 947.30A compound represented by Chemical Formula 34-1 was synthesized according to the same method as in Synthesis Example A-6, except that the methyl group in the substituent of 2,6-dimethylaniline in Synthesis Example A-6 was replaced with a fluorine group. [Chemical Formula 34-1] [LC / MS data of cation of compound represented by Chemical Formula 34-1] UPLC / TQMS API + mode, [M] + = 947.30

合成實例A-8:合成化學式29-1 Synthesis Example A-8: Synthetic Chemical Formula 29-1

根據已知方法合成在末端處具有羥基的中間物(a''')。通過將三乙胺(1.1當量)和甲基丙烯酸酐(1.1當量)添加到中間物(a''')中獲得具有甲基丙烯酸酯的化合物(c''')。通過將經取代的苯甲酮化合物(b')(1當量)和磷醯氯(4當量)添加到化合物(c''')中合成化合物(d''')。使具有氯鹽形狀的化合物(d''')與雙三氟甲烷磺醯亞胺基鋰反應(離子交換)以合成由化學式29-1表示的化合物。 [化學式29-1][由化學式29-1表示的化合物的陽離子的LC/MS資料] UPLC/TQMS API+模式,[M]+ = 923.45An intermediate (a ''') having a hydroxyl group at the end is synthesized according to a known method. The compound (c ''') having a methacrylate is obtained by adding triethylamine (1.1 equivalent) and methacrylic anhydride (1.1 equivalent) to the intermediate (a'''). Compound (d ''') is synthesized by adding substituted benzophenone compound (b') (1 equivalent) and phosphorochlorine (4 equivalent) to compound (c '''). The compound (d ''') having a chloride salt shape is reacted (ion exchanged) with lithium bistrifluoromethanesulfonyliminolithium to synthesize a compound represented by Chemical Formula 29-1. [Chemical Formula 29-1] [LC / MS data of cation of compound represented by Chemical Formula 29-1] UPLC / TQMS API + mode, [M] + = 923.45

合成實例A-9:合成化學式30-1Synthesis Example A-9: Synthetic Chemical Formula 30-1

除了使用氟基替代2,6-二甲基苯胺(合成實例A-8中的取代基)中的甲基以外,根據與合成實例A-8相同的方法合成由化學式30-1表示的化合物。 [化學式30-1][由化學式30-1表示的化合物的陽離子的LC/MS資料] UPLC/TQMS API+模式,[M]+ = 939.49A compound represented by Chemical Formula 30-1 was synthesized in the same manner as in Synthesis Example A-8, except that a methyl group in 2,6-dimethylaniline (a substituent in Synthesis Example A-8) was replaced with a fluorine group. [Chemical Formula 30-1] [LC / MS data of cation of compound represented by Chemical Formula 30-1] UPLC / TQMS API + mode, [M] + = 939.49

合成實例A-10:合成化學式31-1Synthesis Example A-10: Synthetic Chemical Formula 31-1

除了使用N-異丙基苯胺替代2,6-二甲基苯胺(合成實例A-8中的取代基)中的N-乙基-2,6-二甲基苯胺以外,根據與合成實例A-8相同的方法合成由化學式31-1表示的化合物。 [化學式31-1][由化學式31-1表示的化合物的陽離子的LC/MS資料] UPLC/TQMS API+模式,[M]+ = 895.53Except for using N-isopropylaniline instead of N-ethyl-2,6-dimethylaniline in 2,6-dimethylaniline (the substituent in Synthesis Example A-8), -8 A compound represented by Chemical Formula 31-1 was synthesized in the same manner. [Chemical Formula 31-1] [LC / MS data of cation of compound represented by Chemical Formula 31-1] UPLC / TQMS API + mode, [M] + = 895.53

( 聚合物合成Polymer synthesis )

合成實例B-1Synthesis Example B-1

將1.5克作為起始劑的V-601(和光化學株式會社(Wako Chemicals Inc.))放置在100毫升具有攪動器的燒杯中,向其中依次添加按30克單體總量計40重量%根據合成實例A-1的由化學式21-1表示的染料化合物、15重量%甲基丙烯酸(大中化學金屬公司(Daejung Chemicals & Metals Co., Ltd.))以及45重量%甲基丙烯酸甲酯。向其中添加72克環己酮作為溶劑,並且攪拌混合物30分鐘直到染料化合物和起始劑完全溶解以製備單體溶液。為了進行聚合反應,將54克溶劑放置在250毫升裝備有冷卻器的玻璃反應器中並且加熱到85℃,並且接著以逐滴方式將單體溶液添加到反應器中,持續3小時。當完成添加時,在相同溫度下使混合物反應9小時並且冷卻到室溫以完成反應並且獲得聚合物。1.5 g of V-601 (Wako Chemicals Inc.) as a starter was placed in a 100-ml beaker with a stirrer, and 40% by weight based on the total amount of 30 g of monomers was sequentially added thereto. Synthesis Example A-1 was a dye compound represented by Chemical Formula 21-1, 15% by weight of methacrylic acid (Daejung Chemicals & Metals Co., Ltd.), and 45% by weight of methyl methacrylate. 72 g of cyclohexanone was added thereto as a solvent, and the mixture was stirred for 30 minutes until the dye compound and the initiator were completely dissolved to prepare a monomer solution. To perform the polymerization reaction, 54 g of a solvent was placed in a 250 ml glass reactor equipped with a cooler and heated to 85 ° C., and then the monomer solution was added to the reactor in a dropwise manner for 3 hours. When the addition was completed, the mixture was reacted at the same temperature for 9 hours and cooled to room temperature to complete the reaction and obtain a polymer.

還原成聚苯乙烯的重量平均分子量(Mw)= 9,800克/摩爾Weight average molecular weight (Mw) reduced to polystyrene = 9,800 g / mol

合成實例B-2Synthesis Example B-2

除了使用由化學式22-1表示的化合物替代由化學式21-1表示的化合物以外,根據與合成實例B-1相同的方法獲得聚合物。A polymer was obtained according to the same method as in Synthesis Example B-1 except that the compound represented by Chemical Formula 22-1 was used instead of the compound represented by Chemical Formula 21-1.

還原成聚苯乙烯的重量平均分子量(Mw)= 10,200克/摩爾Weight average molecular weight (Mw) reduced to polystyrene = 10,200 g / mol

合成實例B-3Synthesis Example B-3

除了使用由化學式25-1表示的化合物替代由化學式21-1表示的化合物以外,根據與合成實例B-1相同的方法獲得聚合物。A polymer was obtained according to the same method as in Synthesis Example B-1 except that the compound represented by Chemical Formula 25-1 was used instead of the compound represented by Chemical Formula 21-1.

還原成聚苯乙烯的重量平均分子量(Mw)= 9,900克/摩爾Weight average molecular weight (Mw) reduced to polystyrene = 9,900 g / mol

合成實例B-4Synthesis Example B-4

除了使用由化學式26-1表示的化合物替代由化學式21-1表示的化合物以外,根據與合成實例B-1相同的方法獲得聚合物。A polymer was obtained according to the same method as in Synthesis Example B-1 except that the compound represented by Chemical Formula 26-1 was used instead of the compound represented by Chemical Formula 21-1.

還原成聚苯乙烯的重量平均分子量(Mw)= 10,500克/摩爾Weight average molecular weight (Mw) reduced to polystyrene = 10,500 g / mol

合成實例B-5Synthesis Example B-5

除了使用由化學式27-1表示的化合物替代由化學式21-1表示的化合物以外,根據與合成實例B-1相同的方法獲得聚合物。A polymer was obtained according to the same method as in Synthesis Example B-1 except that the compound represented by Chemical Formula 27-1 was used instead of the compound represented by Chemical Formula 21-1.

還原成聚苯乙烯的重量平均分子量(Mw)= 10,200克/摩爾Weight average molecular weight (Mw) reduced to polystyrene = 10,200 g / mol

合成實例B-6Synthesis Example B-6

除了使用由化學式33-1表示的化合物替代由化學式21-1表示的化合物以外,根據與合成實例B-1相同的方法獲得聚合物。A polymer was obtained according to the same method as in Synthesis Example B-1 except that the compound represented by Chemical Formula 31-1 was used instead of the compound represented by Chemical Formula 21-1.

還原成聚苯乙烯的重量平均分子量(Mw)= 11,700克/摩爾Weight average molecular weight (Mw) reduced to polystyrene = 11,700 g / mole

合成實例B-7Synthesis Example B-7

除了使用由化學式34-1表示的化合物替代由化學式21-1表示的化合物以外,根據與合成實例B-1相同的方法獲得聚合物。A polymer was obtained according to the same method as in Synthesis Example B-1 except that the compound represented by Chemical Formula 34-1 was used instead of the compound represented by Chemical Formula 21-1.

還原成聚苯乙烯的重量平均分子量(Mw)= 12,600克/摩爾Weight average molecular weight (Mw) reduced to polystyrene = 12,600 g / mol

合成實例B-8Synthesis Example B-8

除了使用由化學式29-1表示的化合物替代由化學式21-1表示的化合物以外,根據與合成實例B-1相同的方法獲得聚合物。A polymer was obtained according to the same method as in Synthesis Example B-1, except that the compound represented by Chemical Formula 29-1 was used instead of the compound represented by Chemical Formula 21-1.

還原成聚苯乙烯的重量平均分子量(Mw)= 10,600克/摩爾Weight average molecular weight (Mw) reduced to polystyrene = 10,600 g / mol

合成實例B-9Synthesis Example B-9

除了使用由化學式30-1表示的化合物替代由化學式21-1表示的化合物以外,根據與合成實例B-1相同的方法獲得聚合物。A polymer was obtained according to the same method as in Synthesis Example B-1 except that the compound represented by Chemical Formula 30-1 was used instead of the compound represented by Chemical Formula 21-1.

還原成聚苯乙烯的重量平均分子量(Mw)= 10,800克/摩爾Weight-average molecular weight (Mw) reduced to polystyrene = 10,800 g / mol

合成實例B-10Synthesis Example B-10

除了使用由化學式31-1表示的化合物替代由化學式21-1表示的化合物以外,根據與合成實例B-1相同的方法獲得聚合物。A polymer was obtained according to the same method as in Synthesis Example B-1 except that the compound represented by Chemical Formula 31-1 was used instead of the compound represented by Chemical Formula 21-1.

還原成聚苯乙烯的重量平均分子量(Mw)= 10,300克/摩爾Weight average molecular weight (Mw) reduced to polystyrene = 10,300 g / mol

合成實例B-11Synthesis Example B-11

將1.5克作為起始劑的V-601(和光化學株式會社)放置在100毫升具有攪動器的燒杯中,向其中依次添加按30克單體總重量計40重量%根據合成實例A-1的由化學式21-1表示的染料化合物、15重量%甲基丙烯酸(大中化學金屬公司)、30重量%三環癸烷甲基丙烯酸酯以及15重量%甲基丙烯酸甲酯。向其中添加72克環己酮作為溶劑,並且攪拌混合物30分鐘直到染料化合物和起始劑完全溶解以製備單體溶液。為了進行聚合反應,在氮氣流下將54克溶劑放置在250毫升裝備有冷卻器和氮氣管道的三頸玻璃反應器中並且接著加熱到85℃,並且進行氮氣鼓泡。接著,以逐滴方式將單體溶液放置在反應器中,持續2小時。當完成添加時,在相同溫度下使混合物反應10小時並且冷卻到室溫以完成反應並且獲得聚合物。1.5 g of V-601 (Wako Chemical Co., Ltd.) as a starter was placed in a 100 ml beaker with a stirrer, and 40% by weight based on the total weight of 30 g of monomers was sequentially added thereto according to Synthesis Example A-1. A dye compound represented by Chemical Formula 21-1, 15% by weight methacrylic acid (Dazhong Chemical Metal Co., Ltd.), 30% by weight tricyclodecane methacrylate, and 15% by weight methyl methacrylate. 72 g of cyclohexanone was added thereto as a solvent, and the mixture was stirred for 30 minutes until the dye compound and the initiator were completely dissolved to prepare a monomer solution. To perform the polymerization reaction, 54 g of a solvent was placed in a 250 ml three-necked glass reactor equipped with a cooler and a nitrogen pipe under a stream of nitrogen and then heated to 85 ° C., and nitrogen bubbling was performed. Next, the monomer solution was placed in the reactor dropwise for 2 hours. When the addition was completed, the mixture was reacted at the same temperature for 10 hours and cooled to room temperature to complete the reaction and obtain a polymer.

還原成聚苯乙烯的重量平均分子量(Mw)= 9,000克/摩爾Weight average molecular weight (Mw) reduced to polystyrene = 9,000 g / mol

合成實例B-12Synthesis Example B-12

除了使用根據合成實例A-6的由化學式33-1表示的化合物替代由化學式21-1表示的化合物以外,根據與合成實例B-1相同的方法獲得聚合物。A polymer was obtained according to the same method as in Synthesis Example B-1, except that the compound represented by Chemical Formula 31-1 was used in place of the compound represented by Chemical Formula 21-1 according to Synthesis Example A-6.

還原成聚苯乙烯的重量平均分子量(Mw)= 9,100克/摩爾Weight-average molecular weight (Mw) reduced to polystyrene = 9,100 g / mol

合成實例B-13Synthesis Example B-13

除了使用根據合成實例A-3的由化學式25-1表示的化合物替代由化學式21-1表示的化合物以外,根據與合成實例B-1相同的方法獲得聚合物。A polymer was obtained according to the same method as in Synthesis Example B-1, except that the compound represented by Chemical Formula 25-1 was used instead of the compound represented by Chemical Formula 21-1 according to Synthesis Example A-3.

還原成聚苯乙烯的重量平均分子量(Mw)= 9,200克/摩爾Weight average molecular weight (Mw) reduced to polystyrene = 9,200 g / mol

合成實例B-14Synthesis Example B-14

除了使用根據合成實例A-8的由化學式29-1表示的化合物替代由化學式21-1表示的化合物以外,根據與合成實例B-1相同的方法獲得聚合物。A polymer was obtained according to the same method as in Synthesis Example B-1, except that the compound represented by Chemical Formula 29-1 was used in place of the compound represented by Chemical Formula 21-1 according to Synthesis Example A-8.

還原成聚苯乙烯的重量平均分子量(Mw)= 9,500克/摩爾Weight average molecular weight (Mw) reduced to polystyrene = 9,500 g / mol

( 製備感光性樹脂組成物Preparation of photosensitive resin composition )

實例1到實例4以及比較例1Examples 1 to 4 and Comparative Example 1

將光聚合起始劑放置在呈表1中所示組成的溶劑中,並且接著溶解,同時在室溫下攪拌每種混合物一小時。隨後,向其中添加黏合劑樹脂和光可聚合單體,並且在室溫下攪拌所獲得的混合物一小時。向其中添加其它添加劑,並且在室溫下攪拌所得混合物一小時。接著,向其中添加根據合成實例B-11到合成實例B-14的每種聚合物(染料),在室溫下攪拌每種混合物2小時,過濾每種所獲得的溶液三次以去除雜質,從而製備根據實例1到實例4以及比較例1的每種感光性樹脂組成物。用於製備感光性樹脂組成物的組分如下。 (A)黏合劑樹脂 (A-1)丙烯醯基類黏合劑樹脂(CF-1106,和光化學株式會社) (A-2)卡哆類黏合劑樹脂(V259ME,日本鋼鐵化學株式會社(NIPPON STEEL CHEMICAL)) (B)光可聚合單體 (B-1)DPHA(日本化藥(Nippon KAYAKU)) (B-2)VISCOAT 1000(大阪有機化學工業株式會社) (C)光聚合起始劑 (C-1)SPI-03(三洋(Samyang)) (C-2)OXE01(巴斯夫(BASF)) (D)著色劑 (D-1)根據合成實例B-11的聚合物 (D-2)根據合成實例B-12的聚合物 (D-3)根據合成實例B-13的聚合物 (D-4)根據合成實例B-14的聚合物 (D-5)由化學式X-1表示的染料(亮藍(Brilliant Blue),贏化學公司(Win-chemical)) [化學式X-1](E)溶劑 丙二醇單甲基醚乙酸酯(Propylene glycolmonomethylethylacetate,PGMEA,西格瑪-阿爾德里奇公司(Sigma-aldrich Co.)) (G)其它添加劑 氟類表面活性劑(F-554,DIC株式會社)The photopolymerization initiator was placed in a solvent having the composition shown in Table 1 and then dissolved, while each mixture was stirred at room temperature for one hour. Subsequently, a binder resin and a photopolymerizable monomer were added thereto, and the obtained mixture was stirred at room temperature for one hour. Other additives were added thereto, and the resulting mixture was stirred at room temperature for one hour. Next, each polymer (dye) according to Synthesis Example B-11 to Synthesis Example B-14 was added thereto, each mixture was stirred at room temperature for 2 hours, and each of the obtained solutions was filtered three times to remove impurities, thereby Each photosensitive resin composition according to Examples 1 to 4 and Comparative Example 1 was prepared. The components used to prepare the photosensitive resin composition are as follows. (A) Adhesive resin (A-1) Acryl-based adhesive resin (CF-1106, Wako Chemical Co., Ltd.) (A-2) Card-based adhesive resin (V259ME, NIPPON STEEL CHEMICAL)) (B) Photopolymerizable monomer (B-1) DPHA (Nippon KAYAKU) (B-2) VISCOAT 1000 (Osaka Organic Chemical Industry Co., Ltd.) (C) Photopolymerization initiator ( C-1) SPI-03 (Samyang) (C-2) OXE01 (BASF) (D) Colorant (D-1) According to Synthesis Example B-11 Polymer (D-2) According to Polymer (D-3) of Synthesis Example B-12 Polymer (D-4) according to Synthesis Example B-13 Polymer (D-5) according to Synthesis Example B-14 A dye represented by Chemical Formula X-1 ( Brilliant Blue, Win-chemical) [Chemical Formula X-1] (E) Solvent Propylene glycol monomethyl ether acetate (PGMEA, Sigma-aldrich Co.) (G) Other additives Fluorosurfactant (F-554, DIC Corporation )

[表1] [Table 1]

評估Evaluation

製造彩色濾光片樣本Making color filter samples

通過使用旋塗機(K-Spin8,KDNS),分別將根據實例1到實例4以及比較例1的感光性樹脂組成物塗布在透明正方形玻璃基底(裸露玻璃)上(3微米厚)。在熱板上在90℃下烘烤所塗布的感光性樹脂組成物120秒,通過使用曝光器(I10C,尼康公司(Nikon Co.))以50毫焦的輸出(功率)曝光,並且接著在230℃的加壓對流烘箱中後烘烤30分鐘以製造樣本。By using a spin coater (K-Spin8, KDNS), the photosensitive resin compositions according to Examples 1 to 4 and Comparative Example 1 were respectively coated on a transparent square glass substrate (bare glass) (3 micrometers thick). The coated photosensitive resin composition was baked on a hot plate at 90 ° C. for 120 seconds, exposed at an output (power) of 50 mJ by using an exposure device (I10C, Nikon Co.), and then at Post-bake for 30 minutes in a 230 ° C pressurized convection oven to make samples.

評估1:評估發光特徵Evaluation 1: Assess luminous characteristics

實例1到實例4以及比較例1中製造的彩色濾光片樣本的顏色特徵通過在230℃的加壓對流烘箱中將其另外烘烤30分鐘並且使用分光光度計(大塚電子株式會社(Otsuka Electronics Co., Ltd.),MCPD3000)比較烘烤之前/之後的顏色改變來測量,並且結果顯示於表2中。The color characteristics of the color filter samples manufactured in Examples 1 to 4 and Comparative Example 1 were obtained by baking them in a pressurized convection oven at 230 ° C for 30 minutes and using a spectrophotometer (Otsuka Electronics Co., Ltd.), MCPD3000) were measured in comparison with the color change before / after baking, and the results are shown in Table 2.

評估2:評估耐熱性Evaluation 2: Evaluation of heat resistance

在實例1到實例4以及比較例1中製造的彩色濾光片樣本的圖案的耐熱性通過在230℃的烘箱中對其進行熱處理40分鐘來測量。通過在熱處理之前和之後的彩色濾光片圖案的顏色改變來評估耐熱性,使用分光光度計(大塚電子株式會社,MCPD3000)測量顏色改變,並且結果顯示於表2中。The heat resistance of the patterns of the color filter samples manufactured in Examples 1 to 4 and Comparative Example 1 was measured by heat-treating them in an oven at 230 ° C. for 40 minutes. Heat resistance was evaluated by the color change of the color filter pattern before and after the heat treatment, the color change was measured using a spectrophotometer (Otsuka Electronics Co., Ltd., MCPD3000), and the results are shown in Table 2.

評估3:評估耐化學性Evaluation 3: Assess chemical resistance

將實例1到實例4以及比較例1中製造的彩色濾光片樣本的圖案浸漬在80℃ NMP溶液中5分鐘,並且接著評估PI溶液耐化學性。通過在浸漬於NMP溶液中並且在浸漬於剝離劑中後剝離彩色濾光片圖案之前和之後彩色濾光片圖案的顏色改變評估耐化學性。使用分光光度計(大塚電子株式會社,MCPD3000)測量彩色濾光片圖案的顏色改變,並且通過光學顯微鏡評估彩色濾光片圖案的剝離。評估結果顯示於表2中。The patterns of the color filter samples manufactured in Examples 1 to 4 and Comparative Example 1 were immersed in a 80 ° C. NMP solution for 5 minutes, and then the PI solution chemical resistance was evaluated. Chemical resistance was evaluated by the color change of the color filter pattern before and after the color filter pattern was immersed after being immersed in the NMP solution and after being immersed in the release agent. The color change of the color filter pattern was measured using a spectrophotometer (Otsuka Electronics Co., Ltd., MCPD3000), and peeling of the color filter pattern was evaluated by an optical microscope. The evaluation results are shown in Table 2.

[表2] [Table 2]

從表2可見,相比於包含由化學式X-1表示的染料的比較例1,包含根據合成實例B-1到合成實例B-4的聚合物(染料)的實例1到實例4的感光性樹脂組成物展現改進的耐熱性和耐化學性以及顏色特徵(如亮度)。As can be seen from Table 2, the photosensitivities of Examples 1 to 4 containing the polymer (dye) according to Synthesis Example B-1 to Synthesis Example B-4 compared to Comparative Example 1 containing a dye represented by Chemical Formula X-1. The resin composition exhibits improved heat and chemical resistance, and color characteristics such as brightness.

雖然已結合目前視為實用示範性實施例的內容來描述本發明,但應理解本發明不限於所披露的實施例,而是相反,本發明意圖涵蓋包含在所附發明申請專利範圍的精神和範圍內的各種修改和等效配置。Although the present invention has been described in connection with what is presently considered as a practical exemplary embodiment, it should be understood that the invention is not limited to the disclosed embodiments, but rather, the invention is intended to cover the spirit and Various modifications and equivalent configurations within the scope.

no

圖1是顯示取決於由化學式22-1表示的化合物的波長的吸光度的曲線圖。FIG. 1 is a graph showing absorbance depending on the wavelength of a compound represented by Chemical Formula 22-1.

Claims (24)

一種化合物,包括:陽離子以及陰離子,其中所述陽離子由化學式1表示: 其中,在化學式1中,R1、R2、R6以及R7獨立地是氫原子、經取代或未經取代的C1到C20烷基、經取代或未經取代的C6到C20芳基、經取代或未經取代的C2到C20雜芳基或由化學式2表示的取代基,R1、R2、R6以及R7中的至少一個是由化學式2表示的取代基,R3以及R4獨立地是鹵素原子或經取代或未經取代的C1到C20烷基,R5是經取代或未經取代的C6到C20芳基,X是-S-,以及m以及n獨立地是0到5範圍內的整數, 其中,在化學式2中,L1到L3獨立地是單鍵、經取代或未經取代的C1到C20亞烷基或經取代或未經取代的C6到C20亞芳基,以及R9是氫原子或經取代或未經取代的C1到C10烷基。 A compound including: a cation and an anion, wherein the cation is represented by Chemical Formula 1: Wherein, in Chemical Formula 1, R 1 , R 2 , R 6 and R 7 are independently a hydrogen atom, a substituted or unsubstituted C1 to C20 alkyl group, a substituted or unsubstituted C6 to C20 aryl group, A substituted or unsubstituted C2 to C20 heteroaryl group or a substituent represented by Chemical Formula 2, at least one of R 1 , R 2 , R 6, and R 7 is a substituent represented by Chemical Formula 2, R 3 and R 4 is independently a halogen atom or a substituted or unsubstituted C1 to C20 alkyl group, R 5 is a substituted or unsubstituted C6 to C20 aryl group, X is -S-, and m and n are independently 0 An integer in the range of 5, Wherein, in Chemical Formula 2, L 1 to L 3 are independently a single bond, a substituted or unsubstituted C1 to C20 alkylene group or a substituted or unsubstituted C6 to C20 arylene group, and R 9 is A hydrogen atom or a substituted or unsubstituted C1 to C10 alkyl group. 如申請專利範圍第1項所述的化合物,其中R1、R2、R6以及R7中的至少兩個由化學式2表示。 The compound as described in claim 1, wherein at least two of R 1 , R 2 , R 6, and R 7 are represented by Chemical Formula 2. 如申請專利範圍第1項所述的化合物,其中R1、R2、R6以及R7中的至少三個由化學式2表示。 The compound as described in claim 1, wherein at least three of R 1 , R 2 , R 6, and R 7 are represented by Chemical Formula 2. 如申請專利範圍第1項所述的化合物,其中化學式2由化學式2-1或化學式2-2表示: 其中,在化學式2-1以及化學式2-2中,L4到L6獨立地是經取代或未經取代的C1到C10亞烷基,以及R9是氫原子或經取代或未經取代的C1到C10烷基。 The compound according to item 1 of the scope of patent application, wherein Chemical Formula 2 is represented by Chemical Formula 2-1 or Chemical Formula 2-2: Among them, in Chemical Formulas 2-1 and 2-2, L 4 to L 6 are independently substituted or unsubstituted C1 to C10 alkylene groups, and R 9 is a hydrogen atom or substituted or unsubstituted C1 to C10 alkyl. 如申請專利範圍第1項所述的化合物,其中所述陽離子由化學式3或化學式4表示: 其中,在化學式3以及化學式4中,R1、R2、R6以及R7獨立地是氫原子、經取代或未經取代的C1到C20烷基、經取代或未經取代的C6到C20芳基或經取代或未經取代的C2到C20雜芳基,R3以及R4獨立地是鹵素原子或經取代或未經取代的C1到 C20烷基,R9是氫原子或經取代或未經取代的C1到C10烷基,R10是鹵素原子、硝基或經取代或未經取代的C1到C10烷基,X是-S-,m、n以及p獨立地是0到5範圍內的整數,以及L1到L3獨立地是單鍵、經取代或未經取代的C1到C20亞烷基或經取代或未經取代的C6到C20亞芳基。 The compound according to item 1 of the scope of patent application, wherein the cation is represented by Chemical Formula 3 or Chemical Formula 4: Among them, in Chemical Formula 3 and Chemical Formula 4, R 1 , R 2 , R 6, and R 7 are independently a hydrogen atom, a substituted or unsubstituted C1 to C20 alkyl group, or a substituted or unsubstituted C6 to C20 Aryl or substituted or unsubstituted C2 to C20 heteroaryl, R 3 and R 4 are independently halogen atoms or substituted or unsubstituted C1 to C20 alkyl groups, and R 9 is a hydrogen atom or substituted or Unsubstituted C1 to C10 alkyl, R 10 is a halogen atom, nitro or substituted or unsubstituted C1 to C10 alkyl, X is -S-, m, n, and p are independently in the range of 0 to 5 Integers within, and L 1 to L 3 are independently a single bond, substituted or unsubstituted C1 to C20 alkylene, or substituted or unsubstituted C6 to C20 arylene. 如申請專利範圍第1項所述的化合物,其中所述陽離子由化學式5到化學式7中選出的一個表示: [化學式6] 其中,在化學式5到化學式7中,R1、R2、R6以及R7獨立地是氫原子、經取代或未經取代的C1到C20烷基、經取代或未經取代的C6到C20芳基或經取代 或未經取代的C2到C20雜芳基,R3以及R4獨立地是鹵素原子或經取代或未經取代的C1到C20烷基,R9是氫原子或經取代或未經取代的C1到C10烷基,R10是鹵素原子、硝基或經取代或未經取代的C1到C10烷基,X是-S-,m、n以及p獨立地是0到5範圍內的整數,以及L1到L3獨立地是單鍵、經取代或未經取代的C1到C20亞烷基或經取代或未經取代的C6到C20亞芳基。 The compound as described in claim 1, wherein the cation is represented by one selected from Chemical Formula 5 to Chemical Formula 7: [Chemical Formula 6] Among them, in Chemical Formulas 5 to 7, R 1 , R 2 , R 6, and R 7 are independently a hydrogen atom, a substituted or unsubstituted C1 to C20 alkyl group, or a substituted or unsubstituted C6 to C20 Aryl or substituted or unsubstituted C2 to C20 heteroaryl, R 3 and R 4 are independently halogen atoms or substituted or unsubstituted C1 to C20 alkyl groups, and R 9 is a hydrogen atom or substituted or Unsubstituted C1 to C10 alkyl, R 10 is a halogen atom, nitro or substituted or unsubstituted C1 to C10 alkyl, X is -S-, m, n, and p are independently in the range of 0 to 5 Integers within, and L 1 to L 3 are independently a single bond, substituted or unsubstituted C1 to C20 alkylene, or substituted or unsubstituted C6 to C20 arylene. 如申請專利範圍第1項所述的化合物,其中所述陽離子由化學式8或化學式9表示: 其中,在化學式8以及化學式9中,R2以及R7獨立地是氫原子、經取代或未經取代的C1到C20烷基、經取代或未經取代的C6到C20芳基或經取代或未經取代的C2到C20雜芳基,R3以及R4獨立地是鹵素原子或經取代或未經取代的C1到C20烷基,R9是氫原子或經取代或未經取代的C1到C10烷基,R10是鹵素原子、硝基或經取代或未經取代的C1到C10烷基,X是-S-,m、n以及p獨立地是0到5範圍內的整數,以及L1到L3獨立地是單鍵、經取代或未經取代的C1到C20亞 烷基或經取代或未經取代的C6到C20亞芳基。 The compound according to item 1 of the scope of patent application, wherein the cation is represented by Chemical Formula 8 or Chemical Formula 9: Among them, in Chemical Formula 8 and Chemical Formula 9, R 2 and R 7 are independently a hydrogen atom, a substituted or unsubstituted C1 to C20 alkyl group, a substituted or unsubstituted C6 to C20 aryl group, or a substituted or Unsubstituted C2 to C20 heteroaryl, R 3 and R 4 are independently a halogen atom or a substituted or unsubstituted C1 to C20 alkyl group, and R 9 is a hydrogen atom or a substituted or unsubstituted C1 to C10 alkyl, R 10 is a halogen atom, nitro or substituted or unsubstituted C1 to C10 alkyl, X is -S-, m, n, and p are independently integers in the range of 0 to 5, and L 1 to L 3 are independently a single bond, a substituted or unsubstituted C1 to C20 alkylene group, or a substituted or unsubstituted C6 to C20 arylene group. 如申請專利範圍第1項所述的化合物,其中所述陽離子由化學式10-1到化學式10-15中選出的一個表示: [化學式10-3] [化學式10-5] [化學式10-7] [化學式10-9] [化學式10-11] [化學式10-13] [化學式10-15] 其中,在化學式10-1到化學式10-15中,R10以及R11獨立地是鹵素原子、硝基或經取代或未經取代的C1到C10烷基,q1到q3獨立地是1到10範圍內的整數,以及p以及s獨立地是0到5範圍內的整數。 The compound according to item 1 of the scope of patent application, wherein the cation is represented by one selected from Chemical Formula 10-1 to Chemical Formula 10-15: [Chemical Formula 10-3] [Chemical Formula 10-5] [Chemical Formula 10-7] [Chemical Formula 10-9] [Chemical Formula 10-11] [Chemical Formula 10-13] [Chemical Formula 10-15] Among them, in Chemical Formulas 10-1 to 10-15, R 10 and R 11 are independently a halogen atom, a nitro group, or a substituted or unsubstituted C1 to C10 alkyl group, and q1 to q3 are independently 1 to 10 Integers in the range, and p and s are independently integers in the range of 0 to 5. 如申請專利範圍第1項所述的化合物,其中所述陰離子由化學式A到化學式F中選出的一個表示: [化學式C]PW12O40 3- [化學式D] SiW12O40 4- [化學式E]CF3SO3 - [化學式F]ClO4 -The compound as described in claim 1, wherein the anion is represented by one selected from Chemical Formula A to Chemical Formula F: [Chemical Formula C] PW 12 O 40 3- [Chemical Formula D] SiW 12 O 40 4- [Chemical Formula E] CF 3 SO 3 - [Chemical Formula F] ClO 4 -. 如申請專利範圍第1項所述的化合物,其中所述化合物在550奈米到700奈米的波長範圍中具有最大吸光度。 The compound as described in claim 1, wherein the compound has a maximum absorbance in a wavelength range of 550 nm to 700 nm. 如申請專利範圍第1項所述的化合物,其中所述化合物在400奈米到500奈米的波長範圍中具有最大透射率。 The compound as described in claim 1, wherein the compound has a maximum transmittance in a wavelength range of 400 nm to 500 nm. 一種聚合物,通過如申請專利範圍第1項所述的化合物與單體的共聚合反應製備。 A polymer is prepared by copolymerization of a compound and a monomer as described in item 1 of the scope of patent application. 如申請專利範圍第12項所述的聚合物,其中所述單體是烯系不飽和單體。 The polymer according to item 12 of the application, wherein the monomer is an ethylenically unsaturated monomer. 如申請專利範圍第13項所述的聚合物,其中所述烯系不飽和單體包含由化學式11表示的化合物、由化學式12表示的化合物、由化學式13表示的化合物或其組合: 其中,在化學式11到化學式13中,R12到R14獨立地是氫原子或經取代或未經取代的C1到C10烷基,以及L7是經取代或未經取代的C1到C10亞烷基。 The polymer according to item 13 of the scope of patent application, wherein the ethylenically unsaturated monomer comprises a compound represented by Chemical Formula 11, a compound represented by Chemical Formula 12, a compound represented by Chemical Formula 13 or a combination thereof: Among them, in Chemical Formulas 11 to 13, R 12 to R 14 are independently a hydrogen atom or a substituted or unsubstituted C1 to C10 alkyl group, and L 7 is a substituted or unsubstituted C1 to C10 alkylene base. 如申請專利範圍第13項所述的聚合物,其中所述烯系不飽和單體由以下中選出:芳香族乙烯基化合物、不飽和羧酸酯化合物、不飽和羧酸氨基烷基酯化合物、羧酸乙烯基酯化合物、不飽和羧酸縮水甘油基酯化合物、氰化乙烯化合物、不飽和醯胺化合物以及其組合。 The polymer according to item 13 of the application, wherein the ethylenically unsaturated monomer is selected from the group consisting of an aromatic vinyl compound, an unsaturated carboxylic acid ester compound, an unsaturated carboxylic acid aminoalkyl ester compound, Vinyl carboxylic acid ester compounds, unsaturated carboxylic acid glycidyl ester compounds, ethylene cyanide compounds, unsaturated amidine compounds, and combinations thereof. 如申請專利範圍第12項所述的聚合物,其中所述聚合物通過重量比為10:90到50:50的所述化合物與所述單體的共聚合反應製備。 The polymer according to item 12 of the patent application range, wherein the polymer is prepared by copolymerization of the compound and the monomer in a weight ratio of 10:90 to 50:50. 如申請專利範圍第12項所述的聚合物,其中所述聚合物是丙烯酸聚合物。 The polymer according to item 12 of the patent application scope, wherein the polymer is an acrylic polymer. 如申請專利範圍第12項所述的聚合物,其中所述聚合物具有5,000克/摩爾到100,000克/摩爾的重量平均分子量。 The polymer according to item 12 of the patent application range, wherein the polymer has a weight average molecular weight of 5,000 g / mol to 100,000 g / mol. 一種著色劑,包括如申請專利範圍第1項至第11項中任一項所述的化合物或如申請專利範圍第12項所述的聚合物。 A coloring agent comprising a compound according to any one of claims 1 to 11 or a polymer according to claim 12 of the patent application. 一種感光性樹脂組成物,包括 黏合劑樹脂(A);光可聚合單體(B);光聚合起始劑(C);如申請專利範圍第20項所述的著色劑(D),以及溶劑(E)。 A photosensitive resin composition including The binder resin (A); the photopolymerizable monomer (B); the photopolymerization initiator (C); the coloring agent (D) according to item 20 of the patent application scope; and the solvent (E). 如申請專利範圍第20項所述的感光性樹脂組成物,其中按所述感光性樹脂組成物的總量計,所述感光性樹脂組成物包含:1重量%到10重量%所述黏合劑樹脂(A);1重量%到15重量%所述光可聚合單體(B);0.1重量%到5重量%所述光聚合起始劑(C);1重量%到10重量%所述著色劑(D),以及餘量所述溶劑(E)。 The photosensitive resin composition according to item 20 of the scope of patent application, wherein the photosensitive resin composition comprises: 1% to 10% by weight of the adhesive based on the total amount of the photosensitive resin composition. Resin (A); 1% to 15% by weight of the photopolymerizable monomer (B); 0.1% to 5% by weight of the photopolymerization initiator (C); 1% to 10% by weight A colorant (D), and the balance of the solvent (E). 如申請專利範圍第20項所述的感光性樹脂組成物,其中所述感光性樹脂組成物更包含至少一種由以下中選出的添加劑:丙二酸;3-氨基-1,2-丙二醇;包含乙烯基或(甲基)丙烯醯氧基的偶合劑;調平劑;氟類表面活性劑;以及自由基聚合起始劑。 The photosensitive resin composition according to item 20 of the patent application scope, wherein the photosensitive resin composition further comprises at least one additive selected from the group consisting of malonic acid; 3-amino-1,2-propanediol; Coupling agents for vinyl or (meth) acrylic acid; levelling agents; fluorine-based surfactants; and radical polymerization initiators. 一種感光性樹脂層,使用如申請專利範圍第20項至第22項中任一項所述的感光性樹脂組成物製造。 A photosensitive resin layer is manufactured using the photosensitive resin composition as described in any one of Claim 20 to Claim 22. 一種彩色濾光片,包括如申請專利範圍第23項所述的感光性樹脂層。 A color filter includes the photosensitive resin layer according to item 23 of the scope of patent application.
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