TW202147031A - Photosensitive coloring composition, color filter, and image display device capable of suppressing watermarking of a coating after development - Google Patents

Abstract

An object of the present invention is to provide a photosensitive coloring composition capable of suppressing watermarking of a film after development, having a good residual film rate and forming a pattern with a good shape, and a color filter formed using the photosensitive coloring composition , and an image display device including the color filter. The photosensitive coloring composition includes a photopolymerization initiator (A) represented by the following general formula (1), a binder resin (B), a photopolymerizable compound (C), and a colorant (D).

Description

Photosensitive coloring composition, color filter, and image display device

The present invention relates to a photosensitive coloring composition used in the manufacture of color filters used in liquid crystal display devices, solid-state imaging elements, organic electroluminescence (EL) display devices, quantum dot display devices, and electronic paper, etc. an object, a color filter formed using the photosensitive coloring composition, and an image display device including the color filter.

A color filter is formed by forming two or more fine band-shaped filter segments with different hues on a transparent substrate such as a glass substrate in parallel (stripe) or intersecting manner. is arranged, or two or more kinds of fine filter segments with different hues are arranged in order in each of the vertical and horizontal directions. The filter segments have a small size of several micrometers to several hundreds of micrometers, and are arranged in a predetermined arrangement for each color phase.

At present, as a method of manufacturing a color filter, the filter segment pattern of the first color is obtained by the following steps: coating a photosensitive coloring composition on a transparent substrate such as glass, and removing the solvent from the coating film by drying; A step of irradiating and curing the coating film with radiation through a photomask having a desired pattern shape (hereinafter referred to as exposure); then, cleaning and removing the unexposed portion of the coating film (hereinafter referred to as "exposure") It is the process of image development); Then, in order to fully harden a cured film, a heat treatment (henceforth a post-baking) process is performed as needed. Then, by performing the same operation as this, other color filter segment patterns are formed, and by combining these, a color filter is completed.

In the developing step, an alkaline developing solution is used as the developing solution, and the unexposed parts are cleaned and removed. In this case, there is a problem that the exposed part is missing or peeled off, and the pattern shape is defective. In addition, when the coating film is exposed to an alkaline developer, a phenomenon in which the coating film is discolored (hereinafter referred to as a watermark) occurs. Therefore, there is a need for a photosensitive coloring composition that does not generate pattern shape defects and watermarks in the development step. Furthermore, in the developing step and the post-baking step, the film thickness of the coating film changes due to elution and vaporization of unreacted substances and the like (hereinafter, the ratio of the change in film thickness is referred to as the residual film ratio).

Therefore, Patent Document 1 discloses a photosensitive coloring composition containing a resin-type surfactant having a fluorinated alkyl group. In addition, Patent Document 2 discloses a photosensitive coloring composition containing a resin having a side chain in a polyalkylene oxide containing a poly(perfluoroalkylene ether) chain. The terminal of the chain has a polymerizable unsaturated group.

In addition, as a measure for improving watermarking, Patent Document 3 discloses a colored photosensitive resin composition comprising an alkali-soluble resin of a specific structure and an oxime ester fluorene derivative as a photopolymerization initiator compound. In addition, Patent Document 4 discloses a resist composition containing a fluorine-based surfactant of a specific structure. [Prior Art Literature] [Patent Literature]

[Patent Document 1] Japanese Patent Laid-Open No. 2010-164965 [Patent Document 2] Japanese Patent Laid-Open No. 2014-65865 [Patent Document 3] Japanese Patent Laid-Open No. 2017-173787 [Patent Document 4] Japanese Patent Laid-Open No. 2016-102212

[Problems to be Solved by Invention] However, the conventional photosensitive coloring compositions have problems in that the suppression of watermarks is insufficient, and it is difficult to obtain a pattern with a good shape. In addition, there is a problem that the pattern shape and the film thickness of the pattern after post-baking are greatly reduced (the residual film rate is low).

The objective of this invention is to provide the photosensitive coloring composition which can suppress the watermark of the film after image development, and can form a pattern of a favorable shape with a favorable residual film rate. [Technical means to solve the problem]

One Embodiment of this invention relates to the photosensitive coloring composition which contains the 1st photopolymerization initiator represented by following General formula (1), a binder resin, a photopolymerizable compound, and a coloring agent.

General formula (1)

In the formula, R ₁ and R ₂ each independently represent R ₁₁ or COR ₁₁ , and R ₁₁ represents a hydrogen atom, an alkyl group having 1 to 20 carbon atoms, an aryl group having 6 to 30 carbon atoms, or an aryl group having 7 to 30 carbon atoms. The arylalkyl group or the heterocyclic group with 2 to 20 carbon atoms, the alkyl part of the alkyl group, aryl group, arylalkyl group or heterocyclic group represented by _{R 11 may be a branched side chain, or may be} Cyclic alkyl group, R ₃ represents an alkyl group with 1 to 20 carbon atoms, an aryl group with 6 to 30 carbon atoms, an arylalkyl group with 7 to 30 carbon atoms, or a heterocycle with 2 to 20 carbon atoms group, R ₄ represents a hydroxyl group, a cyano group (-CN), a nitro group or a halogen atom, and n represents 0 or 1.

Another embodiment of the present invention relates to the above-mentioned photosensitive coloring composition, wherein the binder resin is selected from the group consisting of the following (I), (II), and (III) and has a side chain having Alkali-soluble resin of carboxyl group and polymerizable unsaturated group.

(I) A polybasic acid or polybasic acid anhydride, and a reaction product of an epoxy group in a polymer having an epoxy group and a carboxyl group-containing monomer, and further comprising a polycyclic alicyclic monomer unit of alkali-soluble resins. (II) is a reaction product of a carboxyl group in a polymer having a carboxyl group and an epoxy group-containing monomer, and an alkali-soluble resin further comprising a polycyclic alicyclic monomer unit. (III) An alkali-soluble resin which is a reaction product of a hydroxyl group in a polymer having a hydroxyl group and a carboxyl group and an isocyanate group-containing monomer.

Still another embodiment of the present invention relates to the above-described photosensitive coloring composition, further comprising a polyfunctional thiol.

Still another embodiment of the present invention relates to the above-described photosensitive coloring composition, further comprising a second photopolymerization initiator different from the first photopolymerization initiator.

Still another embodiment of the present invention relates to the above-described photosensitive coloring composition, wherein the second photopolymerization initiator includes a compound selected from the group consisting of oxime ester-based compounds, acetophenone-based compounds, phosphine-based compounds, and imidazole-based compounds more than one compound in the group.

Still another embodiment of the present invention relates to the above-mentioned photosensitive coloring composition, wherein the second photopolymerization initiator includes a third photopolymerization initiator represented by the following general formula (2), and the first photopolymerization initiator The initiator includes a fourth photopolymerization initiator represented by the following general formula (3).

General formula (2)

In the formula, R ₁ represents an alkyl group having 4 to 20 carbon atoms and having an alicyclic hydrocarbon group. R ₂ represents a hydrogen atom, an alkyl group having 1 to 20 carbon atoms, an aryl group having 6 to 30 carbon atoms, an arylalkyl group having 7 to 30 carbon atoms, or a heterocyclic group having 2 to 20 carbon atoms. R ₃ represents a hydrogen atom, a nitro group, a group having an ether bond, or a group showing aromaticity.

General formula (3)

In the formula, R ₄ and R ₅ each independently represent a hydrogen atom, an alkyl group having 1 to 20 carbon atoms, an aryl group having 6 to 30 carbon atoms, an arylalkyl group having 7 to 30 carbon atoms, or a carbon atom. A heterocyclic group of 2 to 20.

Still another embodiment of the present invention relates to the above-described photosensitive coloring composition, wherein the third photopolymerization initiator is 100 parts by mass in total with respect to the total content of the third photopolymerization initiator and the fourth photopolymerization initiator. The content of the agent is 5 parts by mass to 95 parts by mass.

Still another embodiment of the present invention relates to the above-described photosensitive coloring composition, further comprising a fifth photopolymerization initiator different from the first photopolymerization initiator and the second photopolymerization initiator.

Still another embodiment of the present invention relates to the above-described photosensitive coloring composition, wherein the second photopolymerization initiator includes the third photopolymerization initiator represented by the general formula (2), and the first photopolymerization initiator includes the third photopolymerization initiator represented by the general formula (2). The initiator includes the fourth photopolymerization initiator represented by the general formula (3).

Still another embodiment of the present invention relates to the above-mentioned photosensitive coloring composition, wherein the third photopolymerization initiator is 100 parts by mass relative to the total content of the photopolymerization initiators contained in the photosensitive coloring composition. The total content with the fourth photopolymerization initiator is 30 parts by mass or more.

Still another embodiment of the present invention relates to the above-described photosensitive coloring composition in which the polymerizable compound includes a polymerizable compound having a caprolactone-derived structure.

Still another embodiment of the present invention relates to the above-described photosensitive coloring composition in which the polymerizable compound includes a polymerizable compound having an acidic group.

Still another embodiment of the present invention relates to the above-described photosensitive coloring composition, further comprising a sensitizer.

Still another embodiment of the present invention relates to a color filter including a substrate and a filter segment formed using the photosensitive coloring composition.

Yet another embodiment of the present invention relates to an image display device including the color filter. [Effect of invention]

According to one aspect of the present invention, there can be provided a photosensitive coloring composition capable of suppressing watermarking of a film after development, having a good residual film rate and forming a pattern with a good shape, and a color composition including the photosensitive coloring composition. A color filter, and an image display device including the color filter.

In this specification, unless otherwise specified, "(meth)acryloyl", "(meth)acrylic", "(meth)acrylic", "(meth)acrylate" or "(meth)acrylate" group) acrylamide" means "acryloyl and/or methacryloyl", "acrylic and/or methacrylic", "acrylic and/or methacrylic", "acrylate and/or methacrylic", respectively or methacrylate", or "acrylamide and/or methacrylamide". "C.I." means the Colour Index (C.I.; published by The Society of Dyers and Colourists). Colorants may include pigments and dyes. The monomer and the polymerizable unsaturated group may contain a vinyl group and a (meth)acryloyl group. The monomer is a polymerizable unsaturated group-containing monomer.

<Photosensitive coloring composition> The photosensitive coloring composition of the present embodiment contains a photopolymerization initiator (A) represented by the following general formula (1), a binder resin (B), a photopolymerizable compound (C), and a colorant (D) ). A photosensitive coloring composition can be apply|coated on a base material, for example, and can form a film. The coating film can be patterned in a desired shape by a photo-development method. The pattern is preferably post-baked to harden. The film formed from the photosensitive coloring composition is preferably used for a filter segment and a black matrix constituting a color filter. The photosensitive coloring composition of the present embodiment contains the photopolymerization initiator (A) represented by the following general formula (1), and the photocurability of the composition is improved, thereby suppressing watermarking of the film surprisingly. Moreover, the residual film rate is favorable by efficient photohardening, and the pattern of a favorable shape can be formed.

[Photopolymerization initiator (A)] The photosensitive coloring composition contains the photopolymerization initiator (A) represented by the general formula (1).

General formula (1)

In the formula, R ₁ and R ₂ each independently represent R ₁₁ or COR ₁₁ , and R ₁₁ represents a hydrogen atom, an alkyl group having 1 to 20 carbon atoms, an aryl group having 6 to 30 carbon atoms, or an aryl group having 7 to 30 carbon atoms. The arylalkyl group or the heterocyclic group with 2 to 20 carbon atoms, the alkyl part of the alkyl group, aryl group, arylalkyl group or heterocyclic group represented by _{R 11 may be a branched side chain, or may be} Cyclic alkyl group, R ₃ represents an alkyl group with 1 to 20 carbon atoms, an aryl group with 6 to 30 carbon atoms, an arylalkyl group with 7 to 30 carbon atoms, or a heterocyclic group with 2 to 20 carbon atoms , R ₄ represents a hydroxyl group, a cyano group (-CN), a nitro group or a halogen atom, and n represents 0 or 1.

In addition, _{the alkyl group, aryl group, arylalkyl group or heterocyclic group represented by R 3} may have a substituent, and the substituent may be an alkyl group, for example, the alkyl group, aryl group, aryl group represented by _{R 3} When an alkyl group or a heterocyclic group has an alkyl group as a substituent, the alkyl moiety may be a branched side chain or a cyclic alkyl group, an aryl group, an arylalkyl group or a heterocyclic group represented by _{R 3} The hydrogen atom of the ring group can be further passed through R ₂₁ , OR ₂₁ , COR ₂₁ , SR ₂₁ , NR ₂₂ R ₂₃ , CONR ₂₂ R ₂₃ , -NR ₂₂ -OR ₂₃ , -NCOR ₂₂ -OCOR ₂₃ , NR ₂₂ COR ₂₁ , OCOR ₂₁ , SCOR ₂₁ , OCSR ₂₁ , COSR ₂₁ , CSOR ₂₁ , hydroxy, nitro, cyano (-CN), halogen atom or COOR ₂₁ substituted, R ₂₁ , R ₂₂ and R ₂₃ each independently represent a hydrogen atom, a carbon atom An alkyl group having 1 to 20 carbon atoms, an aryl group having 6 to 30 carbon atoms, an arylalkyl group having 7 to 30 carbon atoms, or a heterocyclic group having 2 to 20 carbon atoms, R ₂₁ , R ₂₂ and R ₂₃ The hydrogen atom of the represented alkyl group, aryl group, arylalkyl group or heterocyclic group may be further substituted by a hydroxyl group, a nitro group, a cyano group (-CN), a halogen atom, or a carboxyl group, and in R ₂₁ , R ₂₂ and R _In the alkyl moiety or alkylene moiety of the alkyl group, aryl group, arylalkyl group or heterocyclic group represented by _{23, -O-, -S-, -COO-, -OCO-, -NR 24} -, -NR ₂₄ CO-, -NR ₂₄ COO-, -OCONR ₂₄ -, -SCO-, -COS-, -OCS- or -CSO- may be included under the condition that the oxygen atoms are not adjacent (peroxy groups are not formed) 1 to 5; R ₂₄ represents a hydrogen atom, an alkyl group with 1 to 20 carbon atoms, an aryl group with 6 to 30 carbon atoms, an arylalkyl group with 7 to 30 carbon atoms, or an arylalkyl group with 2 to 30 carbon atoms. The heterocyclic group of 20, _{the alkyl group represented by R 24} , the aryl group, the arylalkyl group, or the alkyl part of the heterocyclic group may be a branched side chain or a cyclic alkyl group.

Examples of the alkyl group having 1 to 20 carbon atoms represented _{by R 3} , R ₁₁ , R ₂₁ , R ₂₂ , R ₂₃ and R ₂₄ in the general formula (1) include methyl, ethyl, and propyl. , isopropyl, butyl, isobutyl, sec-butyl, tert-butyl, pentyl, isopentyl, tert-pentyl, hexyl, heptyl, octyl, isooctyl, 2-ethyl Hexyl, tert-octyl, nonyl, isononyl, decyl, isodecyl, undecyl, dodecyl, tetradecyl, hexadecyl, octadecyl, eicosyl , cyclopentyl, cyclopentylmethyl, cyclopentylethyl, cyclohexyl, cyclohexylmethyl, cyclohexylethyl, etc.

Examples of the aryl group having 6 to 30 carbon atoms represented _{by R 3} , R ₁₁ , R ₂₁ , R ₂₂ , R ₂₃ and R ₂₄ in the general formula (1) include phenyl, tolyl, and xylene. alkyl, ethylphenyl, naphthyl, anthracenyl, phenanthrenyl, and the alkyl group in which one or more of phenyl, biphenyl, naphthyl, anthracenyl and the like are substituted.

Examples of the arylalkyl group having 7 to 30 carbon atoms represented _{by R 3} , R ₁₁ , R ₂₁ , R ₂₂ , R ₂₃ and R ₂₄ in the general formula (1) include benzyl, α-methyl benzyl, α,α-dimethylbenzyl, phenylethyl, etc.

Examples of the heterocyclic group having 2 to 20 carbon atoms represented _{by R 3} , R ₁₁ , R ₂₁ , R ₂₂ , R ₂₃ and R ₂₄ in the general formula (1) include pyridyl, pyrimidinyl, and furan. base, thienyl, tetrahydrofuranyl, dioxolanyl, benzoxazol-2-yl, tetrahydropyranyl, pyrrolidinyl, imidazolidinyl, pyrazolidinyl, thiazolidinyl, iso 5- to 7-membered heterocycles such as thiazolidinyl, oxazolidinyl, isoxazolidinyl, oxidyl, oxazinyl, morpholinyl, and the like.

As the photopolymerization initiator (A) represented by the general formula (1), for example, a photopolymerization initiator (A') represented by the following general formula (3) can be included.

General formula (3)

In the formula, R ₄ and R ₅ each independently represent a hydrogen atom, an alkyl group having 1 to 20 carbon atoms, an aryl group having 6 to 30 carbon atoms, an arylalkyl group having 7 to 30 carbon atoms, or a carbon atom. A heterocyclic group of 2 to 20.

The alkyl group having 1 to 20 carbon atoms in R ₄ and R ₅ may be linear, branched, or cyclic, or may be a group in which these are bonded, and examples thereof include methyl and ethyl. , propyl, isopropyl, butyl, isobutyl, tert-butyl, pentyl, isopentyl, hexyl, heptyl, octyl, isooctyl, 2-ethylhexyl, nonyl, isononyl alkyl, decyl, isodecyl, undecyl, dodecyl, hexadecyl, cyclopentyl, cyclopentylmethyl, cyclohexyl, cyclohexylmethyl, and the like. Examples of the aryl group having 6 to 30 carbon atoms in R ₄ and R ₅ include a phenyl group, a tolyl group, a xylyl group, an ethylphenyl group, a naphthyl group, and an anthracenyl group. Examples of the arylalkyl group having 7 to 30 carbon atoms in R ₄ and R ₅ include a benzyl group, an α-methylbenzyl group, an α,α-dimethylbenzyl group, and a phenylethyl group. Examples of the heterocyclic group having 2 to 20 carbon atoms in R ₄ and R ₅ include pyridyl, pyrimidinyl, furanyl, tetrahydrofuranyl, dioxolanyl, imidazolidinyl, oxazolidinyl, Ciridinyl, morpholinyl, etc. _{Among them, R 4 is} preferably an alkyl group having 1 to 12 carbon atoms or an arylalkyl group having 7 to 15 carbon atoms, more preferably an alkyl group having 3 to 8 carbon atoms, from the viewpoint of suppressing watermarking of the film. alkyl. From the viewpoint of reactivity, R _{5 is} preferably methyl, ethyl or phenyl, more preferably methyl or ethyl.

The photopolymerization initiator (A') may be used alone or in combination of two or more.

The production method of the photopolymerization initiator (A') is not particularly limited, and a known method can be used.

As a specific compound of a photopolymerization initiator (A), the following compound No. 1 - Compound No. 8, and following structural formula (1) - structural formula (4) are mentioned, for example. In addition, this embodiment is not limited to these at all.

結構式（3）          結構式（4）

Structural formula (1) Structural formula (2)

Structural formula (3) Structural formula (4)

The photopolymerization initiator (A) has high sensitivity, and can suppress watermarking of the developed film while obtaining a film with a high residual film ratio, thereby obtaining a photosensitive coloring composition capable of forming a high-quality color filter. In addition, the photosensitive coloring composition containing a photopolymerization initiator can form a filter segment and a black matrix having excellent heat resistance, pattern shape, development resistance, and chemical resistance.

The content of the photopolymerization initiator (A) is preferably 1 part by mass to 100 parts by mass, more preferably 1 part by mass, relative to 100 parts by mass of the colorant (D) from the viewpoint of suppressing the watermark and pattern shape of the film part to 50 parts by mass, more preferably 1 part by mass to 30 parts by mass, and particularly preferably 2 parts by mass to 15 parts by mass. When it is 100 parts by mass or less, the linearity and resolution at the time of pattern formation are further improved. When it is 1 part by mass or more, the watermark of the film can be further suppressed.

[Photopolymerization initiator (Y)] In the photosensitive coloring composition, in addition to the photopolymerization initiator (A), a photopolymerization initiator (Y) different from the photopolymerization initiator (A) can be used in combination. Thereby, a more favorable pattern can be formed.

As the photopolymerization initiator (Y), for example, a photopolymerization initiator (Y') represented by the following general formula (2) can be contained.

General formula (2)

In the formula, R ₁ represents an alkyl group having 4 to 20 carbon atoms and having an alicyclic hydrocarbon group. R ₂ represents a hydrogen atom, an alkyl group having 1 to 20 carbon atoms, an aryl group having 6 to 30 carbon atoms, an arylalkyl group having 7 to 30 carbon atoms, or a heterocyclic group having 2 to 20 carbon atoms. R ₃ represents a hydrogen atom, a nitro group, a group having an ether bond, or a group showing aromaticity.

As an alicyclic hydrocarbon group in R<_1> , a cyclopropyl group, a cyclobutyl group, a cyclopentyl group, a cyclohexyl group, a cycloheptyl group, a cyclooctyl group etc. are mentioned, for example. Among them, from the viewpoint of reactivity, a cyclopentyl group and a cyclohexyl group are preferable, and from the viewpoint of suppressing a watermark, a cyclohexyl group is more preferable.

The alkyl group having 1 to 20 carbon atoms in R ₂ may be linear, branched, or cyclic, or may be a group in which these are bonded, and examples thereof include methyl, ethyl, and propyl. , isopropyl, butyl, isobutyl, tert-butyl, pentyl, isopentyl, hexyl, heptyl, octyl, isooctyl, 2-ethylhexyl, nonyl, isononyl, decyl alkyl, isodecyl, undecyl, dodecyl, hexadecyl, cyclopentyl, cyclopentylmethyl, cyclohexyl, cyclohexylmethyl and the like. As a C6-C30 aryl group in R<_2> , a phenyl group, a tolyl group, a xylyl group, an ethylphenyl group, a naphthyl group, an anthracenyl group, etc. are mentioned, for example. Examples of the arylalkyl group having 7 to 30 carbon atoms in R ₂ include a benzyl group, an α-methylbenzyl group, an α,α-dimethylbenzyl group, and a phenylethyl group. Examples of the heterocyclic group having 2 to 20 carbon atoms in R ₂ include pyridyl, pyrimidinyl, furanyl, tetrahydrofuranyl, dioxolanyl, imidazolidinyl, oxazolidinyl, and oxidyl , morpholino, etc. Among them, from the viewpoint of reactivity, a methyl group, an ethyl group or a phenyl group is preferable, and a methyl group or an ethyl group is more preferable.

When R ₃ is a group showing aromaticity, the aromatic ring part thereof may be a monocyclic ring or a condensed ring. Moreover, a hydrocarbon ring may be sufficient as it, and a heterocyclic ring may be sufficient as it. Particularly preferred is a structure in which R ₃ has a carbonyl group, and rings are bonded to each other via a carbonyl group. As a group which shows aromaticity, the group which has a benzene ring, a furan ring, a thiophene ring, a naphthalene ring, a benzofuran ring, a benzothiophene ring, an indole ring, etc. are mentioned, for example. From the viewpoint of reactivity, R _{3 is} preferably a hydrogen atom or a nitro group, and more preferably a hydrogen atom.

The photopolymerization initiator (Y') may be used alone or in combination of two or more.

The production method of the photopolymerization initiator (Y') is not particularly limited, and a known method can be used. For example, the method described in Japanese Patent Application Laid-Open No. 2012-526185 can be used.

Specific compounds of the photopolymerization initiator (Y') include, for example, the following structural formulae (5) to (10). In addition, this embodiment is not limited to these at all.

Structural formula (5) Structural formula (6)

結構式（9）

Structural formula (7) Structural formula (8)

Structural formula (9)

Structural formula (10)

In addition, the photopolymerization initiator (Y) includes, for example, 4-phenoxydichloroacetophenone, 4-tert-butyl-dichloroacetophenone, diethoxyacetophenone, 1-(4 -Isopropylphenyl)-2-hydroxy-2-methylpropan-1-one, 1-hydroxycyclohexyl phenyl ketone, 2-methyl-1-[4-(methylthio)phenyl]- 2-morpholinopropan-1-one, 2-(dimethylamino)-1-[4-(4-morpholinyl)phenyl]-2-(benzyl)-1-butanone, Or acetophenone such as 2-(dimethylamino)-2-[(4-methylphenyl)methyl]-1-[4-(4-morpholinyl)phenyl]-1-butanone Benzoin series compounds; Benzoin series compounds such as benzoin, benzoin methyl ether, benzoin ethyl ether, benzoin isopropyl ether, or benzoin dimethyl ketal; ester, 4-phenylbenzophenone, hydroxybenzophenone, acrylated benzophenone, 4-benzyl-4'-methyldiphenyl sulfide, or 3,3',4, Benzophenone compounds such as 4'-tetra(tert-butylperoxycarbonyl)benzophenone; thioxanthone, 2-chlorothioxanthone, 2-methylthioxanthone, isopropyl thioxanthone-based compounds such as thioxanthone, 2,4-diisopropylthioxanthone, or 2,4-diethylthioxanthone; 2,4,6-trichloro-s-triazine , 2-phenyl-4,6-bis(trichloromethyl)-s-triazine, 2-(p-methoxyphenyl)-4,6-bis(trichloromethyl)-s-triazine, 2-( p-Tolyl)-4,6-bis(trichloromethyl)-s-triazine, 2-piperonyl-4,6-bis(trichloromethyl)-s-triazine, 2,4-bis(trichloromethyl) )-6-styryl-s-triazine, 2-(naphth-1-yl)-4,6-bis(trichloromethyl)-s-triazine, 2-(4-methoxy-naphtho-1 -yl)-4,6-bis(trichloromethyl)-s-triazine, 2,4-trichloromethyl-(piperyl)-6-triazine, or 2,4-trichloromethyl-(4 '-Methoxystyryl)-6-triazine and other triazine compounds; 1,2-octanedione, 1-[4-(phenylthio)phenyl-,2-(O-benzyl) oxime)], or ethyl ketone, 1-[9-ethyl-6-(2-methylbenzyl)-9H-oxazol-3-yl]-, 1-(O-acetyloxime), etc. Oxime ester compounds; phosphine compounds such as bis(2,4,6-trimethylbenzyl)phenylphosphine oxide, or diphenyl-2,4,6-trimethylbenzylphosphine oxide ; Quinone-based compounds such as 9,10-phenanthrenequinone, camphorquinone, and ethylanthraquinone; borate ester-based compounds; oxazole-based compounds; 2,2'-bis(o-chlorophenyl)-4,4',5 ,5'-tetraphenylbiimidazole, 2,2'-bis(o-bromophenyl)-4,4',5,5'-tetraphenylbiimidazole, 2,2'-bis(o,p- Dichlorophenyl)-4,4',5,5'-tetraphenylbiimidazole, 2,2'-bis(o-chlorophenyl)-4,4',5,5'-tetrakis(m-methoxy) phenyl)biimidazole, 2,2'-bis(o,o'-dichlorophenyl)-4,4',5,5'-tetraphenylbiimidazole azole, 2,2'-bis(o-nitrophenyl)-4,4',5,5'-tetraphenylbiimidazole, 2,2'-bis(o-methylphenyl)-4,4' ,5,5'-tetraphenylbiimidazole, 2,2'-bis(o-trifluorophenyl)-4,4',5,5'-tetraphenylbiimidazole and other imidazole compounds; or titanocene compounds, etc. Among these, at least one compound selected from the group consisting of acetophenone-based compounds, phosphine-based compounds, imidazole-based compounds, and oxime-based compounds is preferred, and oxime-based compounds are more preferred.

The content of the photopolymerization initiator (Y) is preferably 0.5 parts by mass to 200 parts by mass, more preferably 1 part by mass to 100 parts by mass, relative to 100 parts by mass of the colorant (D). Moreover, 1-3000 mass parts is preferable with respect to 100 mass parts of photopolymerization initiators (A), and, as for content of a photopolymerization initiator (Y), 5-2000 mass parts is more preferable. When an appropriate amount is contained, the pattern shape is further improved.

The photopolymerization initiator (Y) may be used alone or in combination of two or more.

In addition, when the photosensitive coloring composition contains a photopolymerization initiator (A') and a photopolymerization initiator (Y'), from the viewpoint of suppressing watermark, pattern shape, and residual film ratio, relative to light The total content of the polymerization initiator (A') and the photopolymerization initiator (Y') is 100 parts by mass, and the content of the photopolymerization initiator (Y') is preferably 5 parts by mass to 95 parts by mass, more preferably 25 to 85 parts by mass.

From the viewpoint of suppressing the watermark, pattern shape, and residual film rate of the film, the photopolymerization initiator (A') and the photopolymerization initiator (A') and the photopolymerization initiator are contained in the photosensitive coloring composition in an amount of The total content of the starting agent (Y') is preferably 30 parts by mass or more, more preferably 30 parts by mass to 90 parts by mass, and particularly preferably 50 parts by mass to 80 parts by mass.

From the viewpoint of the pattern shape, the photosensitive coloring composition preferably further contains a photopolymerization initiator (Z) different from the photopolymerization initiator (A') and the photopolymerization initiator (Y').

The photopolymerization initiator (Z) is not particularly limited, and known photopolymerization initiators can be used. Specifically, acetophenone-based compounds exemplified by the photopolymerization initiator (Y); benzophenone-based compounds; triazine-based compounds; acylphosphine oxide-based compounds; imidazole-based compounds and the like can be mentioned. Among these compounds, an acetophenone-based compound, an acylphosphine oxide-based compound, and an imidazole-based compound are preferable, and an acetophenone-based compound is more preferable from the viewpoint of the pattern shape.

As a commercial item of an acetophenone-based compound, "Omnirad 907" (2-methyl-1-[4-(methylthio)phenyl]) manufactured by IGM Resins Co., Ltd. -2-morpholinopropan-1-one), "Omnirad 369" (2-(dimethylamino)-1-[4-(4-morpholinyl)phenyl]-2- (benzyl)-1-butanone), "Omnirad 379EG" (2-(dimethylamino)-2-[(4-methylphenyl)methyl]-1-[4 -(4-morpholinyl)phenyl]-1-butanone), as a commercial item of the acylphosphine oxide-based compound, "Omnirad 819" manufactured by IGM Resins Co., Ltd. can be mentioned. (Bis(2,4,6-trimethylbenzyl)-phenylphosphine oxide), "Omnirad TPO" (diphenyl-2,4,6-trimethylbenzyl) phosphine oxide) etc.

The photopolymerization initiator (Z) may be used alone or in combination of two or more.

[Binder resin (B)] The binder resin (B) is a resin having a transmittance of 80% or more in the entire wavelength region of 400 nm to 700 nm when a film having a thickness of 2 μm is formed. Further, the transmittance is preferably 95% or more. The binder resin (B) is preferably an alkali-soluble resin. Thereby, the film formed from the photosensitive coloring composition can be patterned by the photodevelopment method. In addition, the binder resin (B) may have a thermosetting group. As a thermosetting group, an epoxy group, an oxetanyl group, etc. are mentioned, for example.

(alkali-soluble resin) As the alkali-soluble resin, a known resin can be used. For example, an alkali-soluble resin selected from the following (I), (II), and (III) and having a carboxyl group and a polymerizable unsaturated group in a side chain is preferable. Thereby, the photocurability of a film improves. (I) A polybasic acid or polybasic acid anhydride, and a reaction product of an epoxy group in a polymer having an epoxy group and a carboxyl group-containing monomer, and further comprising a polycyclic alicyclic monomer unit The alkali-soluble resin (hereinafter referred to as the alkali-soluble resin (I)). (II) is a reaction product of a carboxyl group in a polymer having a carboxyl group and an epoxy group-containing monomer, and an alkali-soluble resin further comprising a polycyclic alicyclic monomer unit (hereinafter referred to as an alkali-soluble resin (II) )). (III) Alkali-soluble resin (hereinafter referred to as alkali-soluble resin (III)) which is a reaction product of a hydroxyl group in a polymer having a hydroxyl group and a carboxyl group and an isocyanate group-containing monomer.

[Alkali-Soluble Resin (I)] As an example of the method for producing the alkali-soluble resin (I), first, polymers of an epoxy group-containing monomer and other monomers are synthesized. In addition, one or more kinds of polycyclic alicyclic monomers are contained in other monomers. Next, a monocarboxyl group-containing monomer is added to the epoxy group of the polymer, and the polybasic acid anhydride is reacted with the generated hydroxyl group to obtain an alkali-soluble photosensitive resin. In addition, the monocarboxy group-containing monomer is a monomer having one carboxyl group.

[Alkali-Soluble Resin (II)] As an example of the production method of the alkali-soluble resin (II), first, a carboxyl group-containing monomer and a polymer of other monomers are synthesized. In addition, one or more kinds of polycyclic alicyclic monomers are contained in other monomers. Next, an alkali-soluble photosensitive resin can be obtained by adding an epoxy group-containing monomer smaller than the amount of the carboxyl group to the carboxyl group of the polymer.

Examples of epoxy group-containing monomers include glycidyl (meth)acrylate, methyl glycidyl (meth)acrylate, 2-glycidyloxyethyl (meth)acrylate, (meth)acrylate 3,4-epoxybutyl acrylate and 3,4-epoxycyclohexyl (meth)acrylate, etc. Among these, from the viewpoint of reactivity, glycidyl (meth)acrylate is preferred.

Examples of the monocarboxy-containing monomer include (meth)acrylic acid, crotonic acid, o-vinyl benzoic acid, m-vinyl benzoic acid, p-vinyl benzoic acid, α-halogenated alkyl group of (meth)acrylic acid, alkane Monocarboxylic acids such as oxy, halogen, nitro, cyano substituents, etc.

Examples of polybasic acid anhydrides include aromatic and alicyclic acid anhydrides such as tetrahydrophthalic anhydride, phthalic anhydride, and hexahydrophthalic anhydride; fatty acid anhydrides such as succinic anhydride and maleic anhydride; phosphoric anhydride, sulfonic anhydride, etc. acid anhydride, etc. In addition, the polybasic acid anhydride may have a carboxyl group that does not form an acid anhydride.

Examples of other monomers include methyl (meth)acrylate, ethyl (meth)acrylate, n-propyl (meth)acrylate, isopropyl (meth)acrylate, and n-butyl (meth)acrylate. , isobutyl (meth)acrylate, tert-butyl (meth)acrylate, 2-ethylhexyl (meth)acrylate, cyclohexyl (meth)acrylate, stearyl (meth)acrylate, Lauryl (meth)acrylate, tetrahydrofurfuryl (meth)acrylate, isobornyl (meth)acrylate, dicyclopentyl (meth)acrylate, dicyclopentenyl (meth)acrylate, (meth)acrylate base) dicyclopentenyloxyethyl acrylate, 1-adamantyl (meth)acrylate, phenyl (meth)acrylate, benzyl (meth)acrylate, phenoxyethyl (meth)acrylate , (meth)acrylates such as phenoxydiethylene glycol (meth)acrylate, methoxypolypropylene glycol (meth)acrylate, or ethoxypolyethylene glycol (meth)acrylate; (Meth) acrylamide, N,N-dimethyl (meth) acrylamide, N,N-diethyl (meth) acrylamide, N-isopropyl (meth) acrylamide , diacetone (meth) acrylamide, or (meth) acrylamide styrene such as acryl morpholine, or styrene such as α-methyl styrene; ethyl vinyl ether, n-propyl Vinyl ethers such as vinyl ether, isopropyl vinyl ether, n-butyl vinyl ether, or isobutyl vinyl ether; vinyl acetate, fatty acid vinyl esters such as vinyl propionate, and the like.

Among the above, polycyclic alicyclic monomers are preferred, and monomers containing the following formula (a) and/or formula (b) are more preferred. Formula (a) Formula (b)

In addition, cyclohexylmaleimide, phenylmaleimide, methylmaleimide, ethylmaleimide, 1,2-bismaleimideethane, 1,6-bismaleimidehexane, 3-maleimidepropionic acid, 6,7-methylenedioxy-4-methyl-3-maleimidecoumarin, 4 ,4'-bismaleimidodiphenylmethane, bis(3-ethyl-5-methyl-4-maleimidophenyl)methane, N,N'-1,3-phenylene dimaleimide, N,N'-1,4-phenylene dimaleimide, N-(1-pyrenyl)maleimide, N-(2,4,6- Trichlorophenyl)maleimide, N-(4-aminophenyl)maleimide, N-(4-nitrophenyl)maleimide, N-benzylmaleimide Imine, N-Bromomethyl-2,3-dichloromaleimide, N-succinimidyl-3-maleimide benzoate, N-succinimidyl-3 -Maleimide propionate, N-succinimidyl-4-maleimide butyrate, N-succinimidyl-6-maleimide caproate, N- [4-(2-benzimidazolyl)phenyl]maleimide, 9-maleimide acridine and other N-substituted maleimides; Ethylene Oxide (EO) Modified cresol acrylate, n-nonylphenoxy polyethylene glycol acrylate, phenoxyethyl acrylate, ethoxylated phenyl acrylate, ethylene oxide (EO) modification of phenol (methyl methacrylate) (meth)acrylate, EO of p-cumylphenol or propylene oxide (Propylene Oxide, PO) modified (meth)acrylate, EO modified (meth)acrylate of nonylphenol, PO modified of nonylphenol (meth)acrylates, etc.

[Alkali-soluble resin (III)] As an example of the method for producing the alkali-soluble resin (III), first, a hydroxyl group-containing monomer, a carboxyl group-containing monomer, and other monomers are polymerized to synthesize a polymer. Next, by reacting the isocyanate group of the isocyanate group-containing monomer with the hydroxyl group of the polymer, an alkali-soluble photosensitive resin can be obtained.

Examples of hydroxyl-containing monomers include 2-hydroxyethyl (meth)acrylate, 2-hydroxypropyl (meth)acrylate, 3-hydroxypropyl (meth)acrylate, 2-hydroxypropyl (meth)acrylate, and 2-hydroxypropyl (meth)acrylate. Hydroxybutyl, or 3-hydroxybutyl (meth)acrylate, or 4-hydroxybutyl (meth)acrylate, glycerol mono(meth)acrylate, or cyclohexanedimethanol mono(meth)acrylate Equal hydroxyalkyl methacrylates. In addition, polyether mono(meth)acrylates obtained by addition-polymerizing ethylene oxide, propylene oxide, and/or butylene oxide, etc. to hydroxyalkyl (meth)acrylates can be mentioned. Polyester mono(meth)acrylate etc. which consist of γ-valerolactone, polyε-caprolactone, and/or poly 12-hydroxystearic acid. Among these, 2-hydroxyethyl methacrylate and glycerol mono(meth)acrylate are preferable, and glycerol mono(meth)acrylate is more preferable.

Examples of the isocyanate group-containing monomer include 2-(meth)acryloylethyl isocyanate, 2-(meth)acryloyloxyethyl isocyanate, or 1,1-bis[methacryloyl isocyanate]. oxy]ethyl isocyanate and the like.

In addition to the other monomers exemplified above, the other monomers include phosphate group-containing monomers and the like. The phosphate group-containing monomer is, for example, a compound obtained by reacting a phosphoric acid esterifying agent such as phosphorus pentoxide or polyphosphoric acid with the hydroxyl group of the hydroxyl group-containing monomer.

[Alkali-soluble resin (IV)] The binder resin (B) may contain the alkali-soluble resin (IV) other than the alkali-soluble resin (I), the alkali-soluble resin (II), and the alkali-soluble resin (III).

The alkali-soluble resin (IV) may be used alone or in combination of two or more.

Examples of alkali-soluble resins that do not have photosensitivity include polyhydroxystyrene-based resins, polysiloxane-based resins, (meth)acrylic copolymer resins, styrene/maleic acid copolymer resins, α-olefin/( Anhydrous) maleic acid copolymer resins, acrylamide resins, (meth)acrylic acid/acrylamide copolymers, etc., have groups in the resin that promote alkali dissolution. Among them, a copolymer with an ethylenically unsaturated monomer copolymerizable with (meth)acrylic acid, and a styrene/styrenesulfonic acid copolymer are preferable. As a group which promotes alkali dissolution, a carboxyl group, a phosphoric acid group, a sulfonic acid group, a hydroxyl group, a phenolic hydroxyl group, etc. are mentioned specifically, A carboxyl group is preferable. These groups may be used alone or in combination of two or more.

From the viewpoint of developability, the weight average molecular weight (Mw) of the alkali-soluble resin is 2,000 to 40,000, preferably 3,000 to 300,00, and more preferably 4,000 to 20,000. In addition, the value of Mw/Mn is preferably 10 or less. When the weight average molecular weight (Mw) is 2,000 or more, it can be suppressed that the adhesiveness to the substrate decreases and the exposure pattern is difficult to remain. When it is 40,000 or less, it can suppress that the alkali developing solubility falls, residues generate|occur|produce, and the linearity of a pattern deteriorates.

From the viewpoint of developability, the acid value of the alkali-soluble resin is preferably 50 (KOHmg/g) to 200 (KOHmg/g), more preferably 60 to 180, and particularly preferably 70 to 170. When the acid value is 50 or more, it is possible to suppress the deterioration of the solubility in alkali development, the generation of residues, and the deterioration of the linearity of the pattern. When it is 200 or less, it can suppress that the adhesiveness with respect to a board|substrate falls, and it becomes difficult to remain|survive an exposure pattern.

The binder resin (B) may be used alone or in combination of two or more.

The content of the binder resin (B) is preferably 1 to 400 parts by mass, more preferably 1 to 300 parts by mass, relative to 100 parts by mass of the colorant (D).

[Photopolymerizable compound (C)] The photopolymerizable compound (C) is a compound having a polymerizable unsaturated group. The photopolymerizable compound (C) includes monomers and oligomers that are cured by ultraviolet rays, heat, or the like to form a transparent resin. The photopolymerizable compound (C) includes, for example, a polymerizable compound having a caprolactone-derived structure, an acid group-containing polymerizable compound, a urethane bond-containing polymerizable compound, and other polymerizable compounds.

(Polymerizable compound (C-1) having a caprolactone-derived structure) From the viewpoint of suppressing watermarking of the film, the photosensitive coloring composition preferably contains the polymerizable compound (C-1) having a caprolactone structure as the polymerizable compound (C).

The polymerizable compound (C-1) having a caprolactone-derived structure is not particularly limited as long as it has a caprolactone-derived structure in the molecule, and can be obtained by mixing trimethylolethane, di-trimethylol Ethane, trimethylolpropane, di-trimethylolpropane, pentaerythritol, tripentaerythritol, glycerol, diglycerol, trimethylol melamine and other polyols, esters with (meth)acrylic acid and ε-caprolactone obtained by transformation. Among them, a compound represented by the following general formula (4) is preferred.

General formula (4)

In the formula, all six Rs are groups represented by the following general formula (5), or one to five of the six Rs are groups represented by the following general formula (5), and the rest are the following general formulas (6) represents the basis.

General formula (5)

In the formula, R ¹ represents a hydrogen atom or a methyl group, m is a number of 1 or 2, and * is a bond.

General formula (6)

In the formula, R ¹ represents a hydrogen atom or a methyl group, and * is a bond.

The polymerizable compound (C-1) having a caprolactone-derived structure is commercially available, for example, as KAYARAD DPCA series manufactured by Nippon Kayaku Co., Ltd., and examples thereof include DPCA-20 (in the general formula ( 4) to general formula (6), m=1, the number of groups represented by general formula (5)=2, ^{all R 1} are hydrogen atoms), DPCA-30 (in the general formula (4) ~ in the general formula (6), m=1, the number of groups represented by the general formula (5) = 3, and R ¹ is a compound of all hydrogen atoms), DPCA-60 (in the general formula (4) ~ general formula In the formula (6), m=1, the number of groups represented by the general formula (5)=6, and R ¹ is a compound in which all hydrogen atoms are used), DPCA-120 (in the general formula (4) to the general formula ( In 6), m=2, the number of groups represented by the general formula (5)=6, ^{a compound in which all R 1} are hydrogen atoms) and the like.

The polymerizable compound (C-1) having a caprolactone-derived structure from the viewpoint of suppressing watermarking of the film is preferably in the above-mentioned general formulae (4) to (6), wherein m=1, the general formula The number of groups represented by the formula (5) = 2 to 6, and ^{a compound in which all R 1} are hydrogen atoms, more preferably, in the general formula (4) to (6), m=1, and the general formula ( 5) The number of groups represented = 2 or 3, and a compound in which all ^{R 1 are hydrogen atoms.}

The content of the polymerizable compound (C-1) having a caprolactone-derived structure is preferably 5 parts by mass to 80 parts by mass relative to 100 parts by mass of the polymerizable compound (C) from the viewpoint of suppressing watermarking of the film , more preferably 10 to 70 parts by mass, and particularly preferably 20 to 60 parts by mass.

(Acid group-containing polymerizable compound (C-2)) From the viewpoint of the pattern shape, the photosensitive coloring composition preferably contains an acid group-containing polymerizable compound (C-2). The acid group of the acid group-containing polymerizable compound (C-2) includes, for example, a sulfonic acid group, a carboxyl group, a phosphoric acid group, and the like.

Examples of the acid group-containing polymerizable compound (C-2) include: polyols and (meth)acrylic acid esters of free hydroxyl group-containing poly(meth)acrylates and dicarboxylic acids; polycarboxylic acids and (meth)acrylic acid esters. base) esters of acrylic acid monohydroxyalkyl esters, etc. Specific examples include: trimethylolpropane diacrylate, trimethylolpropane dimethacrylate, pentaerythritol triacrylate, pentaerythritol trimethacrylate, dipentaerythritol pentaacrylate, dipentaerythritol pentamethylacrylate Monoesters containing free carboxyl groups of monohydroxy oligoacrylates such as acrylates or monohydroxy oligomethacrylates and dicarboxylic acids such as malonic acid, succinic acid, glutaric acid and phthalic acid; propane- 1,2,3-tricarboxylic acid (tricarballylic acid), butane-1,2,4-tricarboxylic acid, benzene-1,2,3-tricarboxylic acid, benzene-1,3 ,4-tricarboxylic acid, benzene-1,3,5-tricarboxylic acid and other tricarboxylic acids are combined with 2-hydroxyethyl acrylate, 2-hydroxyethyl methacrylate, 2-hydroxypropyl acrylate, 2-hydroxyethyl methacrylate - Free carboxyl group-containing oligoesters of monohydroxy monoacrylates such as hydroxypropyl esters or monohydroxy monomethacrylates, and the like.

Commercial products of the acid group-containing polymerizable compound (C-2) include Viscoat #2500P manufactured by Osaka Organic Co., Ltd., Aronix M-5300 manufactured by Toagosei Corporation, and Aronix M-5300 manufactured by Toagosei Corporation. Aronix M-5400, Aronix M-5700, Aronix M-510, Aronix M-520, Aronix M-521, etc.

From the viewpoint of the pattern shape, the content of the acid group-containing polymerizable compound (C-2) is preferably 20 to 80 parts by mass, more preferably 25 parts by mass, relative to 100 parts by mass of the polymerizable compound (C). parts to 75 parts by mass, more preferably 35 parts to 70 parts by mass.

(Polymerizable compound containing urethane bond) The urethane bond-containing polymerizable compound contains a urethane bond. Examples of the urethane bond-containing polymerizable compound include a polyfunctional urethane acrylate obtained by reacting a polyfunctional isocyanate with a (meth)acrylate having a hydroxyl group, a polyfunctional isocyanate and an alcohol A polyfunctional urethane acrylate etc. obtained by reacting and further reacting the (meth)acrylate which has a hydroxyl group.

Examples of the (meth)acrylate having a hydroxyl group include 2-hydroxyethyl (meth)acrylate, 4-hydroxybutyl (meth)acrylate, trimethylolpropane di(meth)acrylate, and pentaerythritol tris(meth)acrylate. Meth)acrylate, di-trimethylolpropane tri(meth)acrylate, dipentaerythritol penta(meth)acrylate, dipentaerythritol ethylene oxide modified penta(meth)acrylate, dipentaerythritol ring Oxypropane modified penta(meth)acrylate, dipentaerythritol caprolactone modified penta(meth)acrylate, glycerol acrylate methacrylate, glycerol dimethacrylate, 2-hydroxy-3 methacrylate - Acrylopropyl esters, reaction products of epoxy-containing compounds and carboxyl (meth)acrylates, hydroxyl-containing polyol polyacrylates, and the like.

As a polyfunctional isocyanate, toluene diisocyanate, hexamethylene diisocyanate, diphenylmethylene diisocyanate, isophorone diisocyanate, polyisocyanate, etc. are mentioned.

(Other polymerizable compounds (C-3)) Examples of other polymerizable compounds include methyl (meth)acrylate, ethyl (meth)acrylate, 2-hydroxyethyl (meth)acrylate, 2-hydroxypropyl (meth)acrylate, (meth)acrylate Cyclohexyl acrylate, β-carboxyethyl (meth)acrylate, polyethylene glycol di(meth)acrylate, 1,6-hexanediol di(meth)acrylate, triethylene glycol di(meth)acrylate base) acrylate, polypropylene glycol di(meth)acrylate, trimethylolpropane tri(meth)acrylate, phenoxytetraethylene glycol(meth)acrylate, phenoxyhexaethylene Meth)acrylate, trimethylolpropane PO modified tri(meth)acrylate, trimethylolpropane EO modified tri(meth)acrylate, isocyanurate EO modified di(meth)acrylate Acrylates, EO-modified tri(meth)acrylates of isocyanurate, di-trimethylolpropane tetra(meth)acrylates, pentaerythritol tri(meth)acrylates, pentaerythritol tetra(meth)acrylates , 1,6-hexanediol diglycidyl ether di(meth)acrylate, bisphenol A diglycidyl ether di(meth)acrylate, neopentyl glycol diglycidyl ether di(meth)acrylate , dipentaerythritol hexa (meth)acrylate, dipentaerythritol penta (meth)acrylate, tricyclodecyl (meth)acrylate, methylolated melamine (meth)acrylate, epoxy (methyl) ) Acrylates, urethane acrylates and other acrylates and methacrylates, (meth)acrylic acid, styrene, vinyl acetate, hydroxyethyl vinyl ether, ethylene glycol divinyl ether, pentaerythritol Trivinyl ether, (meth)acrylamide, N-hydroxymethyl (meth)acrylamide, N-vinylformamide, acrylonitrile, etc.

Examples of these commercial products include KAYARAD R-128H, KAYARAD R526, KAYARAD PEG400DA, KAYARAD (KAYARAD) manufactured by Nippon Kayaku Co., Ltd. KAYARAD) MAND, KAYARAD NPGDA, KAYARAD R-167, KAYARAD HX-220, KAYARAD R-551, KAYARAD (KAYARAD) R712, KAYARAD (KAYARAD) R-604, KAYARAD (KAYARAD) R-684, KAYARAD (KAYARAD) GPO-303, KAYARAD (KAYARAD) TMPTA, Kayara KAYARAD DPHA, KAYARAD DPEA-12, KAYARAD DPHA-2C, KAYARAD D-310, KAYARAD D-330, Aronix M-303, Aronix M-306, Aronix M-309, Aronix M-310, Aronix M-310 manufactured by Toagosei Corporation ) M-321, Aronix M-325, Aronix M-350, Aronix M-360, Aronix M-313, Aronix ) M-315, Aronix M-400, Aronix M-402, Aronix M-403, Aronix M-404, Aronix ) M-405, Aronix M-406, Aronix M-450, Aronix M-452, Aronix M-408, Aronix ) M-211B, Aronix M-101A, Viscoat #310HP, Viscoat #335HP, Viscoat #700, Viscoat # manufactured by Osaka Organic Co., Ltd. 295, Viscoat #330, Viscoat #360, Viscoat #GPT, Viscoat #400, Viscoat #405, Viscoat UV-4108F , Viscoat UV-4117F, NK Ester A-9300, NK Ester UA-160TM manufactured by New Nakamura Chemical Company, AH-600, AT-600, UA-306H, UA-306T, UA-306I, UA-510H, UF-8001G, DAUA-167, etc. manufactured by Kyoeisha Chemical Company.

The photopolymerizable compound (C) may be used alone or in combination of two or more.

The content of the photopolymerizable compound (C) is preferably 5 parts by mass to 300 parts by mass, more preferably 10 parts by mass to 200 parts by mass, relative to 100 parts by mass of the colorant (D).

The mass ratio [Ia/M] of the mass [Ia] of the photopolymerization initiator (A) and the mass [M] of the photopolymerizable compound (C) is preferably 0.01 to 3.00, more preferably 0.15 to 2.00. Moreover, when the photosensitive coloring composition contains a sensitizer (E) or a photopolymerization initiator (Y), the photopolymerization initiator (A), the sensitizer (E), and the photopolymerization initiator ( The mass ratio [Ib/M] of the total mass [Ib] of Y) and the mass [M] of the photopolymerizable compound (C) is preferably 0.01 to 3.00, more preferably 0.15 to 2.00. With an appropriate mass ratio [Ia/M], development resistance, chemical resistance, pattern shape, linearity, and resolution can be improved in a balanced manner.

[Colorant (D)] As a coloring agent (D), an organic pigment or an inorganic pigment is mentioned. The pigment is preferably a pigment with high color developing property and high heat resistance, and is generally preferably an organic pigment. Further, the colorant (D) may contain a dye within a range not to reduce heat resistance.

(pigment) Hereinafter, specific examples of organic pigments are shown by color index numbers. Examples of red pigments include CI pigment red 1, 2, 3, 4, 5, 6, 7, 8, 9, 12, 14, 15, 16, 17, 21, 22, 23, 31 , 32, 37, 38, 41, 47, 48, 48:1, 48:2, 48:3, 48:4, 49, 49:1, 49:2, 50:1, 52:1, 52:2 , 53, 53:1, 53:2, 53:3, 57, 57:1, 57:2, 58:4, 60, 63, 63:1, 63:2, 64, 64:1, 68, 69 , 81, 81:1, 81:2, 81:3, 81:4, 83, 88, 90:1, 101, 101:1, 104, 108, 108:1, 109, 112, 113, 114, 122 , 123, 144, 146, 147, 149, 151, 166, 168, 169, 170, 172, 173, 174, 175, 176, 177, 178, 179, 181, 184, 185, 187, 188, 190, 193 , 194, 200, 202, 206, 207, 208, 209, 210, 214, 216, 220, 221, 224, 230, 231, 232, 233, 235, 236, 237, 238, 239, 242, 243, 245 , 247, 249, 250, 251, 253, 254, 255, 256, 257, 258, 259, 260, 262, 263, 264, 265, 266, 267, 268, 269, 270, 271, 272, 273, 274 , 275, 276, 277, 278, 279, 280, 281, 282, 283, 284, 285, 286, 287, 291, 295, 296, pigments described in Japanese Patent Laid-Open No. 2014-134712, Japanese Patent No. Pigments and the like described in Gazette No. 6368844. Among these, from the viewpoints of heat resistance, light resistance, and transmittance of the filter segment, CI Pigment Red 48:1, 122, 177, 224, 242, 269, 254, 291, 295, 296 is preferred, Japan Pigments described in Japanese Patent Laid-Open No. 2014-134712, pigments described in Japanese Patent No. 6368844, more preferably CI Pigment Red 177, 254, 291, 295, 296, in Japanese Patent Laid-Open No. 2014-134712 The pigment described, the pigment described in Japanese Patent No. 6368844.

In addition, an orange pigment or a yellow pigment such as C.I. pigment orange 36, 38, 43, 51, 55, 59, 61, 64, 71, or 73 may be used in combination with the red pigment.

Examples of blue pigments include CI Pigment Blue 1, 1:2, 9, 14, 15, 15:1, 15:2, 15:3, 15:4, 15:6, 16, 17, 19, 25, 27, 28, 29, 33, 35, 36, 56, 56: 1, 60, 61, 61: 1, 62, 63, 66, 67, 68, 71, 72, 73, 74, 75, 76, 78, 79, etc. Among these, from the viewpoint of heat resistance, light resistance, and transmittance of the filter segment, CI Pigment Blue 15, 15:1, 15:2, 15:3, 15:4, or 15:6 is preferable, More preferably, it is CI Pigment Blue 15:6. In addition, a purple pigment can be used together with a blue pigment.

Examples of purple pigments include CI pigment violet 1, 1:1, 2, 2:2, 3, 3:1, 3:3, 5, 5:1, 14, 15, 16, 19 , 23, 25, 27, 29, 31, 32, 37, 39, 42, 44, 47, 49, 50, etc. Among these, C.I. Pigment Violet 19 or 23 is preferable, and C.I. Pigment Violet 23 is more preferable from the viewpoint of heat resistance, light resistance, and transmittance of the filter segment.

Examples of green pigments include CI pigment green 1, 2, 4, 7, 8, 10, 13, 14, 15, 17, 18, 19, 26, 36, 37, 45, 48, 50 , 51, 54, 55, 58, 59, 62, 63, the pigments described in Japanese Patent Laid-Open No. 2017-111398, and the like. Among these, from the viewpoint of transmittance, C.I. Pigment Green 36, 58, 59, 62, 63, and the pigments described in Japanese Patent Laid-Open No. 2017-111398 are preferred.

Examples of the yellow pigment include CI pigment yellow 1, 2, 3, 4, 5, 6, 10, 12, 13, 14, 15, 16, 17, 18, 24, 31, 32, 34 , 35, 35: 1, 36, 36: 1, 37, 37: 1, 40, 42, 43, 53, 55, 60, 61, 62, 63, 65, 73, 74, 77, 81, 83, 93 , 94, 95, 97, 98, 100, 101, 104, 106, 108, 109, 110, 113, 114, 115, 116, 117, 118, 119, 120, 123, 126, 127, 128, 129, 138 , 139, 147, 150, 151, 152, 153, 154, 155, 156, 161, 162, 164, 166, 167, 168, 169, 170, 171, 172, 173, 174, 175, 176, 177, 179 , 180, 181, 182, 185, 187, 188, 192, 193, 194, 196, 198, 199, 213, 214, 231, 233, pigments described in Japanese Patent Laid-Open No. 2012-226110, etc. The pigments described in C.I. Pigment Yellow 138, 139, 150, 185, 231, and 233 and Japanese Patent Laid-Open No. 2012-226110 are preferred.

As a cyan coloring composition, blue pigments, such as C.I. Pigment Blue 15:1, 15:2, 15:4, 15:3, 15:6, 16, 81, etc. are mentioned, for example.

Examples of the magenta coloring composition include violet pigments and red pigments such as C.I. Pigment Violet 1, 19, and C.I. Pigment Red 144, 146, 177, 169, and 81. The magenta composition may use a yellow pigment in combination.

Examples of inorganic pigments include titanium oxide, barium sulfate, zinc white, lead sulfate, chrome yellow, zinc yellow, titanate (red iron (III) oxide), cadmium red, ultramarine blue, Prussian blue, chrome oxide green, cobalt Green, umber, synthetic iron black, etc.

The black photosensitive coloring composition for forming a black matrix preferably contains, for example, carbon black, aniline black, anthraquinone-based black pigment, and perylene-based black pigment, and specifically, CI pigment black (pigment black) 1, 6 is exemplified. , 7, 12, 20, 31, etc. In addition, the black photosensitive coloring composition may contain a red pigment, a blue pigment, and a green pigment in combination. From the viewpoint of inexpensiveness and light-shielding properties, carbon black is preferred. Carbon black can also be surface-treated with resin or the like. Moreover, in order to adjust a color tone, a blue pigment and a purple pigment can be used together in a black photosensitive coloring composition.

(dye) Examples of dyes include acid dyes, direct dyes, basic dyes, salt-forming dyes, oil-soluble dyes, disperse dyes, reactive dyes, mordant dyes, vat dyes, sulfur dyes, and the like. In addition, a derivative of a dye, a lake pigment obtained by lake-forming a dye, or the like can be used.

In addition, examples of dyes include acid dyes having acidic groups such as sulfonic acid groups or carboxylic acid groups, or inorganic salts of acid dyes and quaternary ammonium salt compounds, tertiary amine compounds, secondary amine compounds, or primary amine compounds. Salt compounds; salt-forming compounds of resin components having these amine groups and acid dyes, etc. A salt-forming compound of an acid dye and a compound having an onium salt group is also preferable because it is excellent in fastness. Moreover, as a compound which has an onium salt group, the resin which has a cationic group in a side chain is preferable.

Examples of basic dyes include salt-forming compounds with organic acids, perchloric acid, or metal salts of these. Among them, the resistance of the salt-forming compound of the basic dye and the compatibility with the pigment are excellent, so it is more preferable to use an organic sulfonic acid which is a counter ion for the basic dye and a counter ion. Acid, organic sulfuric acid, fluorine group-containing phosphorus anion compound, fluorine group-containing boron anion compound, cyano group-containing nitrogen anion compound, anion compound containing a conjugate base of an organic acid having a halogenated hydrocarbon group, or an acid dye to form a salt The resulting salt-forming compounds.

In addition, when the dye skeleton has a polymerizable unsaturated group, it can be used as a dye excellent in resistance, which is preferable.

Examples of the chemical structure of dyes include azo-based dyes, disazo-based dyes, azomethine-based dyes (indoaniline-based dyes, indophenol-based dyes, etc.), dipyrromethylene dyes, and the like. Base dyes, quinone dyes (benzoquinone dyes, naphthoquinone dyes, anthraquinone dyes, anthrapyridone dyes, etc.), carbonium dyes (diphenylmethane dyes, triphenylmethane dyes, etc.) dyes, xanthene-based dyes, acridine-based dyes, etc.), quinoneimine-based dyes (oxazine-based dyes, thiazine-based dyes, etc.), azine-based dyes, polymethine-based dyes (oxazine-based dyes, etc.) Dyes, merocyanine-based dyes, arylidene-based dyes, styryl-based dyes, cyanine-based dyes, squaraine-based dyes, croconium-based dyes, etc.), quinophthalone-based dyes Dyes, phthalocyanine-based dyes, subphthalocyanine-based dyes, perone-based dyes, indigo-based dyes, thioindigo-based dyes, quinoline-based dyes, nitro-based dyes, nitroso-based dyes, rhodamine ( rhodamine) dyes, etc. Among these, azo-based dyes, xanthene-based dyes, cyanine-based dyes, triphenylmethane-based dyes, and anthraquinone-based dyes are preferred from the viewpoint of color properties such as hue, color separation, and color unevenness. , Dipyrrole methylene dyes, squarylium dyes, quinophthalone dyes, phthalocyanine dyes, subphthalocyanine dyes, more preferably xanthene dyes, cyanine dyes, triphenyl dyes Methane-based dyes, anthraquinone-based dyes, dipyrromethene-based dyes, and phthalocyanine-based dyes. About the specific structure of dyes, in the "New Edition Dye Handbook" (edited by the Society of Organic Synthetic Chemistry; Maruzen, 1970), "Dye Index" (The Society of Dyers and colourists), "Pigment Handbook" (Okawahara et al. Editor; Kodansha, 1986) and so on.

A coloring agent (D) can be used individually or in combination of 2 or more types.

The content of the colorant (D) is preferably 5% by mass to 70% by mass, and more preferably 10% by mass to 60% by mass in 100% by mass of the nonvolatile content of the photosensitive coloring composition. When the content of the colorant (D) is 5 mass % or more, the color reproducibility in the color filter application is improved, and when it is 70 mass % or less, the sensitivity and the pattern formability are further improved.

(miniaturization of pigments) When an organic pigment is used for a colorant (D), it is preferable to mix it with other raw materials after performing a refinement|miniaturization process. As a method of the miniaturization treatment, for example, wet milling, dry milling, dissolution and precipitation method, etc. are mentioned. Among these, the salt milling process by the kneader method which is a kind of wet milling is preferable. The average primary particle size of the organic pigment after the micronization treatment is preferably 5 nm to 90 nm, more preferably 10 nm to 80 nm, further preferably 10 nm to 70 nm, particularly preferably 15 nm to 70 nm. With an appropriate particle size, the dispersibility is further improved, and the contrast ratio of the film is further improved. In addition, the average primary particle diameter is an average value of about 20 particles arbitrarily selected from an enlarged image of a transmission electron microscope (Transmission Electron Microscope, TEM). In addition, in the case where the vertical axis length and the horizontal axis length of the particles exist, the vertical axis length is used.

The salt mill treatment refers to a treatment using, for example, a kneader, a two-rod roll mill, a three-rod roll mill, a ball mill, or a mill. Batch or continuous kneaders such as attritor, sand mill, planetary mixer, etc., heat the mixture of pigment, water-soluble inorganic salt and water-soluble organic solvent while mechanically After kneading in a flexible manner, the water-soluble inorganic salt and the water-soluble organic solvent are removed by washing with water. The water-soluble inorganic salt acts as a crushing aid, and the high hardness of the inorganic salt is used to crush the pigment during salt grinding. By optimizing the conditions when the pigment is subjected to salt milling, it is possible to obtain a pigment having a very fine primary particle size, a narrow distribution range, and a sharp particle size distribution.

As a water-soluble inorganic salt, sodium chloride, potassium chloride, sodium sulfate, etc. are mentioned, for example. Among these, sodium chloride (salt) is preferable from the viewpoint of price. From the viewpoint of processing efficiency and production efficiency, the usage-amount of the water-soluble inorganic salt is preferably 50 parts by mass to 2,000 parts by mass, more preferably 300 parts by mass to 1,000 parts by mass, relative to 100 parts by mass of the pigment.

The water-soluble organic solvent wets the pigment and the water-soluble inorganic salt. The water-soluble organic solvent is a compound that dissolves (mixes) in water and does not substantially dissolve a water-soluble inorganic salt. The water-soluble organic solvent is preferably a high-boiling point solvent having a boiling point of 120° C. or higher, from the viewpoint of being less likely to volatilize due to a temperature rise during salt milling. Examples of the water-soluble organic solvent include 2-methoxyethanol, 2-butoxyethanol, 2-(isoamyloxy)ethanol, 2-(hexyloxy)ethanol, diethylene glycol, and diethylenediol. Alcohol monoethyl ether, diethylene glycol monobutyl ether, triethylene glycol, triethylene glycol monomethyl ether, liquid polyethylene glycol, 1-methoxy-2-propanol, 1-ethoxy- 2-propanol, dipropylene glycol, dipropylene glycol monomethyl ether, dipropylene glycol monoethyl ether, liquid polypropylene glycol, etc. The use amount of the water-soluble organic solvent is preferably 5 parts by mass to 1000 parts by mass, more preferably 50 parts by mass to 500 parts by mass, relative to 100 parts by mass of the pigment.

When salt milling is performed, resin may be added as needed. Examples of resins include natural resins, modified natural resins, synthetic resins, synthetic resins modified with natural resins, and the like. The resin is preferably solid and water-insoluble at room temperature, and more preferably partially soluble in a water-soluble organic solvent. The amount of resin used is preferably 5 to 200 parts by mass relative to 100 parts by mass of the pigment.

(Dispersant) The dispersant is used to uniformly disperse the pigment in the dispersion medium and maintain the state stably, and a pigment derivative or a resin-type dispersant is generally used.

[pigment derivatives] By adsorbing on the surface of the organic pigment, the pigment derivative makes the surface of the organic pigment polar, and it is easy to have an affinity with the binder resin (B) and the resin-type dispersant described later, thereby further improving the dispersibility of the organic pigment. The dye derivative is a compound having an acidic group, a basic group, a neutral group, and the like in an organic dye residue. Examples of dye derivatives include compounds having acidic substituents such as a sulfo group, carboxyl group, or phosphoric acid group, and amine salts of these; compounds having basic substituents such as a sulfonamido group or a tertiary amino group at the terminal; Compounds with neutral substituents such as phenyl, phthalimide alkyl, etc. Examples of organic pigments include diketopyrrolopyrrole-based pigments, anthraquinone-based pigments, quinacridone-based pigments, dioxazine-based pigments, perone-based pigments, perylene-based pigments, thiazine-indigo-based pigments, trioxazine-based pigments Azine-based pigments, benzimidazolone-based pigments, indole-based pigments such as benzisoindole; isoindoline-based pigments, isoindolinone-based pigments, quinophthalone-based pigments, naphthol-based pigments, reduction-based pigments Pigments, metal complex-based pigments, azo-based pigments such as azo, disazo, and polyazo, and the like.

Specifically, well-known dye derivatives described in the following publications and the like can be cited, and examples of the diketopyrrolopyrrole-based dye derivatives include Japanese Patent Laid-Open No. 2001-220520 and International Publication No. 2009/081930 , International Publication No. 2011/052617, International Publication No. 2012/102399, Japanese Patent Laid-Open No. 2017-156397; No. 2016/163351, Japanese Patent Laid-Open No. 2017-165820, Japanese Patent No. 5753266; Examples of anthraquinone-based dye derivatives include: Japanese Patent Laid-Open No. 63-264674, Japanese Patent Laid-Open No. 09 -272812 Gazette, Japanese Patent Laid-Open No. 10-245501, Japanese Patent Laid-Open No. 10-265697, Japanese Patent Laid-Open No. 2007-079094, International Publication No. 2009/025325; as a quinacridone-based dye Derivatives include: Japanese Patent Laid-Open No. 48-54128, Japanese Patent Laid-Open No. 03-9961, Japanese Patent Laid-Open No. 2000-273383; as dioxazine-based dye derivatives, Japanese Patent Japanese Patent Laid-Open No. 2011-162662; as thiazine indigo dye derivatives, Japanese Patent Laid-Open No. 2007-314785; as triazine-based dye derivatives, Japanese Patent Laid-Open No. 61-246261 , Japanese Patent Laid-Open No. 11-199796, Japanese Patent Laid-Open No. 2003-165922, Japanese Patent Laid-Open No. 2003-168208, Japanese Patent Laid-Open No. 2004-217842, Japanese Patent Laid-Open No. 2007-314681 ; As benzisoindole-based dye derivatives, Japanese Patent Laid-Open No. 2009-57478 can be cited; as quinophthalone-based dye derivatives, can be cited: Japanese Patent Laid-Open No. 2003-167112, Japanese Patent Laid-Open No. 2003-167112 Japanese Patent Laid-Open No. 2006-291194, Japanese Patent Laid-Open No. 2008-31281, and Japanese Patent Laid-Open No. 2012-226110; examples of naphthol-based dye derivatives include: Japanese Patent Laid-Open No. 2012-208329, Japanese Patent Laid-Open No. 2012-208329 Unexamined Publication No. 2014-5439; as azo dye derivatives, Japanese Patent Laid-Open No. 2001-172520, Japanese Patent Laid-Open No. 2012-172092; as acidic substituents, Japanese Patent Laid-Open No. 2004 - 307854 Gazette; As the basic substituent, Japanese Patent Laid-Open No. 2002-201377, Japanese Patent Laid-Open No. 2003-171594, and Japanese Patent Laid-Open No. 2005- No. 181383, Japanese Patent Laid-Open No. 2005-213404. In addition, in these documents, the dye derivatives are sometimes described as derivatives, pigment derivatives, dispersants, pigment dispersants, or only compounds, but have an acidic group in the organic dye residues described above. , basic group, neutral group and other substituents have the same meaning as pigment derivatives.

The dye derivatives may be used alone or in combination of two or more.

The content of the pigment derivative is preferably 1 part by mass to 100 parts by mass, more preferably 3 parts by mass to 70 parts by mass, and still more preferably 5 parts by mass to 50 parts by mass relative to 100 parts by mass of the colorant (D), for example 1 mass part - 15 mass parts may be sufficient, and 2 mass parts - 10 mass parts may be sufficient.

By adding the pigment derivative to the pigment and performing micronization treatments such as acid pasting, acid slurry, dry milling, salt milling, solvent salt milling, etc., the pigment derivative is adsorbed on the surface of the pigment, Compared with the case where the pigment derivative is not added, the primary particles of the pigment can be made finer.

[Resin type dispersant] The resin-type dispersant has a colorant-affinity site adsorbed to the colorant (D), and a site for relieving steric repulsion between dispersed particles having high affinity with components other than the colorant. It does not specifically limit as a resin-type dispersing agent, A well-known resin-type dispersing agent can be used. Resin-type dispersants include resin types, for example, urethane-based dispersants such as polyurethanes; polycarboxylates such as polyacrylates, unsaturated polyamides, polycarboxylic acids, and polycarboxylates. Acid (partial) amine salts, polycarboxylate ammonium salts, polycarboxylate alkylamine salts, polysiloxanes, long-chain polyamidoamine phosphates, hydroxyl-containing polycarboxylates, and modifications of these ; Oil-based dispersants such as amides and their salts formed by the reaction of poly(lower alkylene imines) with polyesters having free carboxyl groups; (meth)acrylic acid-styrene copolymers, (meth)acrylic acid -(meth)acrylate copolymer, styrene-maleic acid copolymer, polyvinyl alcohol, polyvinylpyrrolidone and other water-soluble resins or water-soluble polymer compounds; polyester series, modified polyacrylate series, epoxy resin Ethane/propylene oxide addition compounds, phosphate esters, etc.

From the viewpoint of dispersion stability, it is preferable to have a group (hereinafter referred to as an adsorption group) adsorbed to the colorant. As the adsorption group, a resin having a cationic group and/or an anionic group is preferred.

There is no restriction|limiting in particular as resin which has a cationic group, A well-known resin can be used. Specifically, as a cationic group, a primary amino group, a secondary amino group, a tertiary amino group, a quaternary ammonium salt group, a nitrogen atom-containing group, such as a nitrogen-containing heterocyclic ring, etc. are mentioned.

There is no restriction|limiting in particular as resin which has an anionic group, A well-known resin can be used. Specifically, a carboxyl group, a phosphoric acid group, a sulfonic acid group, etc. are mentioned as an anionic group. Among them, a carboxyl group and a phosphoric acid group are preferred from the viewpoint of the adsorption properties to the colorant.

The structure of the resin-type dispersant is also not particularly limited, and examples thereof include a random structure, a block structure, a graft structure, a comb structure, and a star structure. Among them, from the viewpoint of dispersion stability, a block structure or a comb structure is preferred.

Specific examples of resin-based dispersants that can be used in the photosensitive coloring composition include Disperbyk-101 manufactured by BYK-Chemie Japan, Disperbyk ( Disperbyk-103, Disperbyk-107, Disperbyk-108, Disperbyk-110, Disperbyk-111, Di Disperbyk - 116, Disperbyk - 130, Disperbyk - 140, Disperbyk - 154, Disperbyk ) -161, Disperbyk -162, Disperbyk -163, Disperbyk -164, Disperbyk -165, Disperbyk Disperbyk - 166, Disperbyk - 167, Disperbyk - 168, Disperbyk - 170, Disperbyk -171, Disperbyk -174, Disperbyk -180, Disperbyk -181, Disperbyk -182, Disperbyk Disperbyk-183, Disperbyk-184, Disperbyk-185, Disperbyk-190, Disperbyk- 2000, Disperbyk-2001, Disperbyk-2009, Disperbyk-2010, Disperbyk-2020, Disperbyk Disperbyk - 2025, Disperbyk - 2050, Disperbyk - 2070, Disperbyk - 2095, Disperbyk - 2150 , Disperbyk-2155, Disperbyk-2163, Disperbyk-2164, or Anti-Terra-U203, Anti-Terra Anti-Terra-U204, or BYK-P104, BYK-P104S, BYK -220S, or Lactimon, Lactimon-WS or Bykumen, etc., SOLSPERSE-3000, Sonu made by Lubrizol, Japan SOLSPERSE-9000, SOLSPERSE-13000, SOLSPERSE-13240, SOLSPERSE-13650, SOLSPERSE-13940, SONU SOLSPERSE-16000, SOLSPERSE-17000, SOLSPERSE-18000, SOLSPERSE-20000, SOLSPERSE-21000, SONU SOLSPERSE-24000, SOLSPERSE-26000, SOLSPERSE-27000, SOLSPERSE-28000, SOLSPERSE-31845, SONU SOLSPERSE-32000, SOLSPERSE-32500, SOLSPERSE-32550, SOLSPERSE-33500, SOLSPERSE-32600, SONU SOLSPERSE-34750, SOLSPERSE-35100, SOLSPERSE-36600, SOLSPERSE-38500, SOLSPERSE-41000, SONU SOLSPERSE-41090, SOLSPERSE-53095, SOLSPERSE-55000, SOLSPERSE-56000, SOLSPERSE-76500, etc., BASF EFKA-46, EFKA-47, EFKA-48, EFKA-452, EFKA-4008 manufactured by (BASF) company , EFKA-4009, EFKA-4010, EFKA-4015, EFKA-4020, EFKA-4047, EFKA ( EFKA-4050, EFKA-4055, EFKA-4060, EFKA-4080, EFKA-4400, EFKA-440 1. EFKA-4402, EFKA-4403, EFKA-4406, EFKA-4408, EFKA-4300, EFKA (EFKA)-4310, EFKA-4320, EFKA-4330, EFKA-4340, EFKA-450, EFKA-451 , EFKA-453, EFKA-4540, EFKA-4550, EFKA-4560, EFKA-4800, EFKA ( EFKA-5010, EFKA-5065, EFKA-5066, EFKA-5070, EFKA-7500, EFKA-7554, EFKA-1101, EFKA-120, EFKA-150, EFKA-1501, EFKA-1502, EFKA )-1503, etc., Ajisper PA111, Ajisper PB711, Ajisper PB821, Ajisper manufactured by Ajinomoto Fine-Techno (Ajisper) PB822, Ajisper (Ajisper) PB824, etc., Japanese Patent Laid-Open No. 2008-029901, Japanese Patent Laid-Open No. 2009-155406, Japanese Patent Laid-Open No. 2010-185934, Japanese Patent Laid-Open No. 2011 - Resin-based dispersants described in Gazette No. 157416 and the like. These resin-type dispersants may be used alone or in combination of two or more.

In addition, the resin-type dispersant includes an acidic functional group-containing resin-type dispersant and a basic functional group-containing resin-type dispersant in terms of functional group types. The resin-type dispersant containing an acidic functional group is preferably a resin-type dispersant having an aromatic carboxylic acid structure, for example, as described in International Publication No. 2008/007776, Japanese Patent Laid-Open No. 2008-029901, and Japanese Patent Laid-Open No. 2009 - Japanese Patent Laid-Open No. 155406, Japanese Patent Laid-Open No. 2010-185934, Japanese Patent Laid-Open No. 2011-157416, Japanese Patent Laid-Open No. 2009-251481, Japanese Patent Laid-Open No. 2007-23195, Japanese Patent Laid-Open No. 1996 -143651 Gazette etc.

Examples of the basic functional group-containing resin-type dispersant include nitrogen atom-containing graft copolymers, and those having functional groups such as tertiary amine groups, quaternary ammonium salt groups, nitrogen-containing heterocycles, and the like in the side chain, Nitrogen-containing acrylic block copolymers and urethane-based polymer dispersants, etc. In addition, an acidic functional group-containing resin-type dispersant and a basic functional group-containing resin-type dispersant may be used in combination.

A dispersing agent can be used individually or in combination of 2 or more types.

The content of the dispersant is preferably 3 parts by mass to 200 parts by mass, more preferably 5 parts by mass to 100 parts by mass, relative to 100 parts by mass of the colorant (D).

[Sensitizer (E)] From the viewpoint of reactivity and pattern shape, the photosensitive coloring composition preferably contains a sensitizer (E). The sensitizer (E) is more preferably used in combination with the polymerization initiator (C-3). The sensitizer (E) is not particularly limited, and known sensitizers can be used. Examples of the sensitizer (E) include unsaturated ketones represented by chalcone derivatives, dibenzalacetone, and the like; 1,2- Diketone Derivatives, Benzoin Derivatives, Fluorene Derivatives, Naphthoquinone Derivatives, Anthraquinone Derivatives, Xanthene Derivatives, Thixanthene Derivatives, Xanthone Derivatives, Thixanthone Derivatives, Fragrance Coumarin derivatives, ketocoumarin derivatives, cyanine derivatives, merocyanine derivatives, polymethine dyes such as oxonol derivatives, acridine derivatives, azine derivatives, thiazine derivatives , oxazine derivatives, indoline derivatives, azulene derivatives, azulenium derivatives, squaraine derivatives, porphyrin derivatives, tetraphenylporphyrin derivatives, triarylmethane derivatives, Tetrabenzoporphyrin derivatives, tetrapyrazinoporphyrazine derivatives, phthalocyanine derivatives, tetraazaporphyrazine derivatives, tetraquinoxalinoporphyrazine derivatives, naphthalocyanine derivatives compounds, subphthalocyanine derivatives, pyrylium derivatives, thiopyrylium derivatives, tetraphyrin derivatives, annulene derivatives, spiropyran derivatives, spirooxazine derivatives , thiospiropyran derivatives, metal aromatic complexes, organic ruthenium complexes, Michler's ketone derivatives, benzophenone derivatives, etc. Among these, thioxanthone derivatives, Michler's ketone derivatives, and halazole derivatives are preferred. Specific examples of the sensitizer (E) include 2,4-diethylthioxanthone, 2-chlorothioxanthone, 2,4-dichlorothoxanthone, and 2-isopropyl thioxanthone, 4-isopropylthioxanthone, 1-chloro-4-propoxythioxanthone, α-oxoester, sulfophosphine oxide, methyl benzylcarboxylate, benzyl Acrylic acid, 9,10-phenanthrenequinone, camphorquinone, ethyl anthraquinone, 4,4'-diethyl isophthalophenone (4,4'-diethyl isophthalophenone), 3,3'-tetrakis peroxycarbonyl) benzophenone or 4,4'-tetrakis(tert-butylperoxycarbonyl) benzophenone, 4,4'-bis(dimethylamino) benzophenone, 4,4'-bis(diethylamino)benzophenone, 4,4'-bis(ethylmethylamino)benzophenone, 2-aminobenzophenone, N-ethyl azoles, 3-benzyl-N-ethyl azoles, 3,6-dibenzyl-N-ethyl azoles, etc. Among these, from the viewpoint of the pattern shape, a thioxanthone derivative and a benzophenone derivative are preferred.

The sensitizer (E) may be used alone or in combination of two or more.

The content of the sensitizer (E) is preferably 1 to 200 parts by mass, and may be 3 parts by mass, relative to 100 parts by mass of the photopolymerization initiator (A), from the viewpoint of both suppressing watermarks and pattern shapes. To 60 parts by mass, or 5 parts by mass to 50 parts by mass.

[Multifunctional Thiol (F)] The photosensitive coloring composition may contain a polyfunctional thiol (F). The polyfunctional thiol (F) is a compound having two or more thiol (SH) groups, more preferably four or more SH groups. When the number of functional groups increases, photohardening becomes easy from the surface to the deepest part of the film. The polyfunctional thiol (F) acts as a chain transfer agent in the radical polymerization process after light irradiation by using it together with the photopolymerization initiator (A), and generates sulfur that is not easily hindered by the polymerization by oxygen. Radical (thiyl radical), so it becomes high sensitivity. Particularly preferred is a polyfunctional aliphatic thiol in which an SH group is bonded to an aliphatic group such as a methylene group and an ethylene group.

Examples of polyfunctional thiol (F) include hexanedithiol, decanedithiol, 1,4-butanediol dithiopropionate, and 1,4-butanediol dithioethanol Acetate, Ethylene Glycol Dithioglycolate, Ethylene Glycol Dithiopropionate, Trimethylolpropane Trithioglycolate, Trimethylolpropane Trithiopropionate, Trimethylol tris(3-mercaptobutyrate), pentaerythritol tetrathioglycolate, pentaerythritol tetrathiopropionate, trimercaptopropionate tris(2-hydroxyethyl) isocyanurate, 1,4- Dimethylmercaptobenzene, 2,4,6-trimercapto-s-triazine, 2-(N,N-dibutylamino)-4,6-dimercapto-s-triazine, etc., preferably include: Ethylene glycol dithiopropionate, trimethylolpropane trithiopropionate, pentaerythritol tetrathiopropionate.

The polyfunctional thiol (F) may be used alone or in combination of two or more.

0.05-100 mass parts is preferable with respect to 100 mass parts of coloring agents (D), and, as for content of a polyfunctional thiol (F), 1.0-50.0 mass parts is more preferable. When the content of the polyfunctional thiol (F) is 0.05 parts by mass or more, the crosslinking of the film after light irradiation is accelerated, and in addition to improving the development resistance, watermarking of the film can be further suppressed.

Moreover, it is preferable that content of a polyfunctional thiol (F) is 1-10 mass % with respect to 100 mass % of nonvolatile content of a photosensitive coloring composition, More preferably, it is 2-8 mass %. When an appropriate amount is contained, the photosensitivity is improved, and wrinkles are less likely to occur on the surface of the film.

[Thermosetting compound (G)] The photosensitive coloring composition may contain a thermosetting compound (G). Thereby, the thermosetting compound (G) is thermosetted in the post-baking step, the crosslinking density of the film is increased, and the heat resistance is improved. In addition, aggregation of the colorant (D) in the post-baking step is suppressed, and the contrast ratio is improved. The thermosetting compound (G) may be a low molecular weight compound or a high molecular weight compound such as resin.

Examples of the thermosetting compound (G) include epoxy compounds, oxetane compounds, benzoguanamine compounds, rosin-modified maleic acid compounds, rosin-modified fumaric acid compounds, melamine compounds, urea compounds, and phenolic compounds. Of these, epoxy compounds and oxetane compounds are preferred.

(epoxy compound) The epoxy compound may be a low molecular weight compound or a high molecular weight compound such as resin. Examples of epoxy compounds include bisphenols (bisphenol A, bisphenol F, bisphenol S, bisphenol, bisphenol AD, etc.), phenols (phenol, alkyl-substituted phenol, aromatic-substituted phenol, naphthol, Alkyl-substituted naphthol, dihydroxybenzene, alkyl-substituted dihydroxybenzene, dihydroxynaphthalene, etc.) and various aldehydes (formaldehyde, acetaldehyde, alkylaldehyde, benzaldehyde, alkyl-substituted benzaldehyde, hydroxybenzaldehyde, naphthaldehyde , glutaraldehyde, o-phthalaldehyde, crotonaldehyde, cinnamaldehyde, etc.) polycondensate; phenols and various diene compounds (dicyclopentadiene, terpenes, vinylcyclohexene, norbornadiene, Polymers of vinyl norbornene, tetrahydroindene, divinylbenzene, divinylbiphenyl, diisopropenylbiphenyl, butadiene, isoprene, etc.); phenols and ketones (acetone, Polycondensates of methyl ethyl ketone, methyl isobutyl ketone, acetophenone, benzophenone, etc.); phenols and aromatic dimethanols (benzenedimethanol, α,α,α',α'- Polycondensates of benzenedimethanol, biphenyldimethanol, α,α,α',α'-biphenyldimethanol, etc.); phenols and aromatic dichloromethyls (α,α'-dichloroxylene, bischloromethyl biphenyl, etc.) polycondensates; polycondensates of bisphenols and various aldehydes; glycidyl ether epoxy resins, alicyclic epoxy resins, heterocyclic epoxy resins obtained by glycidylation of alcohols, etc. Formula epoxy resin, aliphatic epoxy resin, glycidyl amine epoxy resin, glycidyl ester epoxy resin, etc.

Examples of commercially available products include EPICOAT 807, EPICOAT 815, EPICOAT 825, EPICOAT 827, EPICOAT 828. EPICOAT 190P, EPICOAT 191P (the above are trade names; manufactured by Oil Shell Epoxy Company), EPICOAT 1004, EPICOAT 1256 (the above are trade names; manufactured by Nippon Epoxy Co., Ltd.), TECHMORE VG3101L (trade name; manufactured by Mitsui Chemicals Corporation), EPPN-501H, EPPN-502H (trade names; manufactured by Nippon Kayaku Co., Ltd.), JER 1032H60 (trade name; manufactured by Nippon Epoxy Co., Ltd.), JER 157S65, JER 157S70 (trade name; manufactured by Nippon Epoxy Co., Ltd.), EPPN-201 (trade name; manufactured by Nippon Kayaku Co., Ltd.), JER152, JER154 (above are trade names; manufactured by Nippon Epoxy Co., Ltd.), EOCN-102S, EOCN-103S, EOCN-104S, EOCN-1020 (the above are trade names; manufactured by Nippon Kayaku Co., Ltd.), CELLOXIDE 2021, EHPE -3150 (the above are trade names; manufactured by Daicel Chemical Industry Co., Ltd.), DENACOL EX-211, DENACOL EX-212, DENACOL EX- 252, DENACOL EX-313, DENACOL EX-314, DENACOL EX-321, DENACOL EX-411, DENACOL EX-411 (DENACOL) EX-421, DENACOL EX-512, DENACOL EX-521, DENACOL EX-611, DENACOL EX-612 , DENACOL EX-614, DENACOL EX-614B, DENACOL EX-622, DENACOL EX-711, DENACOL (DENACOL) DENACOL) EX-721 (the above are trade names, manufactured by Nagase ChemteX), TEPIC-L, TEPIC-H, TEPIC-S (Nissan Chemical Industry Co., Ltd.), etc.

0.5 mass part - 300 mass parts are preferable with respect to 100 mass parts of coloring agents (A), and, as for content of an epoxy compound, 1.0 mass part - 50 mass parts are more preferable. When the right amount is mixed, the contrast ratio and heat resistance are improved.

(oxetane compound) The oxetane compound is a known compound having an oxetanyl group. As an oxetane compound, a monofunctional oxetane compound, a difunctional oxetane compound, and a trifunctional or higher oxetane compound are mentioned.

For example, the monofunctional oxetane compound includes (3-ethyloxetan-3-yl)methyl acrylate, (3-ethyloxetan-3-yl)methyl methacrylate ester, 3-ethyl-3-hydroxymethyloxetane, 3-ethyl-3-(2-ethylhexyloxymethyl)oxetane, 3-ethyl-3-( Phenoxymethyl)oxetane, 3-ethyl-3-(2-methacryloyloxymethyl)oxetane, 3-ethyl-3-{[3-(tri Ethoxysilyl) propoxy] methyl} oxetane and the like. Specific examples include OXE-10 and OXE-30 manufactured by Osaka Organic Chemical Industry Co., Ltd., and OXT-101 and OXT-212 manufactured by Toagosei Corporation.

For example, the difunctional oxetane compound includes 4,4'-bis[(3-ethyl-3-oxetanyl)methoxymethyl]biphenyl), 1,4-bis[( 3-ethyl-3-oxetanyl)methoxymethyl]benzene, 1,4-bis{[(3-ethyl-3-oxetanyl)methoxy]methyl}benzene , bis[1-ethyl(3-oxetanyl)]methyl ether, bis[1-ethyl(3-oxetanyl)]methyl ether-3-ethyl-3-hydroxymethyl ether oxetane, 3-ethyl-3-(2-ethylhexyloxymethyl)oxetane, 3-ethyl-3-(2-phenoxymethyl)oxetane Butane, 3,7-bis(3-oxetanyl)-5-oxa-nonane, 1,2-bis[(3-ethyl-3-oxetanylmethoxy)methyl] Ethane, 1,3-bis[(3-ethyl-3-oxetanylmethoxy)methyl]propane, ethylene glycol bis(3-ethyl-3-oxetanylmethyl)ether, bis Cyclopentenyl bis(3-ethyl-3-oxetanylmethyl) ether, triethylene glycol bis(3-ethyl-3-oxetanylmethyl) ether, tetraethylene glycol bis(3- Ethyl-3-oxetanylmethyl) ether, 1,4-bis(3-ethyl-3-oxetanylmethoxy)butane, 1,6-bis(3-ethyl-3-oxo) Heterobutylmethoxy)hexane, polyethylene glycol bis(3-ethyl-3-oxetanylmethyl) ether, ethylene oxide (EO) modified bisphenol A bis(3-ethyl-3) -Oxetanyl methyl) ether, propylene oxide (PO) modified bisphenol A bis(3-ethyl-3-oxetanyl methyl) ether, EO modified hydrogenated bisphenol A bis(3-ethyl) -3-oxetanyl methyl) ether, PO modified hydrogenated bisphenol A bis (3-ethyl-3-oxetanyl methyl) ether, EO modified bisphenol F (3-ethyl-3-oxo) Heterocyclobutyl methyl) ether, etc. Specific examples include OXBP and OXTP manufactured by Ube Industries, Ltd., and OXT-121 and OXT-221 manufactured by Toagosei Corporation.

Examples of trifunctional or higher oxetane compounds include pentaerythritol tris(3-ethyl-3-oxetanylmethyl)ether, pentaerythritol tetrakis(3-ethyl-3-oxetanylmethyl)ether, Dipentaerythritol hexa(3-ethyl-3-oxetanyl methyl) ether, dipentaerythritol penta(3-ethyl-3-oxetanyl methyl) ether, dipentaerythritol tetrakis(3-ethyl-3-oxo) Heterobutylmethyl) ether, caprolactone-modified dipentaerythritol hexa(3-ethyl-3-oxetanylmethyl) ether, caprolactone-modified dipentaerythritol penta(3-ethyl-3-oxane) Butyl methyl) ether, di-trimethylolpropane tetrakis(3-ethyl-3-oxetanylmethyl) ether, oxetanyl-containing resins (for example, the oxygen described in Japanese Patent No. 3783462) A polymer obtained by radical polymerization of a (meth)acrylic monomer such as tetracyclobutane-modified phenol novolak resin, etc.) or the above-mentioned OXE-30.

The content of the oxetane compound is preferably 0.5 parts by mass to 50 parts by mass, more preferably 1 part by mass to 40 parts by mass, with respect to 100 parts by mass of the nonvolatile content of the photosensitive coloring composition. When the content of the oxetane compound is within the above range, a coating film having good watermark and high chemical resistance can be obtained, which is preferable.

The so-called melamine compound refers to a compound having a melamine ring structure. The melamine compound may be a low molecular weight compound or a high molecular weight compound such as resin. In the present invention, a methylol type or an ether type is preferred, and the melamine compound has an average number of methylol groups and/or ether groups of 5.0 or more per melamine ring. If the average number of methylol groups and/or ether groups per melamine ring is less than 5.0, the number of reaction points will be small, and the cross-linked structure during curing will not be sufficiently tight. Therefore, the reduction in contrast ratio is suppressed or N-methylpyrrolidone is improved by the heat treatment step. The effect of resistance is sometimes reduced.

Commercially available products include, for example, NIKALAC MW-30HM, NIKALAC MW-390, NIKALAC MW-100LM, NIKALAC MX-750LM, NIKALAC (NIKALAC) MW-30M, NIKALAC (NIKALAC) MW-30, NIKALAC (NIKALAC) MW-22, NIKALAC (NIKALAC) MS-21, NIKALAC (NIKALAC) MS-11, NIKALAC (NIKALAC) MW-24X, NIKALAC (NIKALAC) MS-001, NIKALAC (NIKALAC) MX-002, NIKALAC (NIKALAC) MX-730, NIKALAC (NIKALAC) MX-750, NIKALAC (NIKALAC) MX-750 (NIKALAC) MX-708, NIKALAC (NIKALAC) MX-706, NIKALAC (NIKALAC) MX-042, NIKALAC (NIKALAC) MX-45, NIKALAC (NIKALAC) MX-500, NIKALAC (NIKALAC) MX-520, NIKALAC (NIKALAC) MX-43, NIKALAC (NIKALAC) MX-417, NIKALAC (NIKALAC) MX-410 (manufactured by Sanwa Chemical Co., Ltd.), CYMEL 232, CYMEL 235, CYMEL 236, CYMEL 238, CYMEL 285, CYMEL 300, CYMEL 301, CYMEL 303, CYMEL 350, CYMEL 370 (manufactured by Japan Cytec Industries), etc.

Of these, NIKALAC MW-30HM, NIKALAC MW-390, NIKALAC MW-100LM with an average number of methylol and/or ether groups per melamine ring of 5.0 or more , NIKALAC MX-750LM, NIKALAC MW-30M, NIKALAC MW-30, NIKALAC MW-22, NIKALAC MS-21 , NIKALAC MS-11, NIKALAC MW-24X, NIKALAC MW-45 (manufactured by Sanwa Chemical Co., Ltd.), CYMEL 232, Semel ( CYMEL 235, CYMEL 236, CYMEL 238, CYMEL 300, CYMEL 301, CYMEL 303, CYMEL 350 (manufactured by Japan Cytec Industries, Inc.) or the like is preferable in terms of increasing the crosslinking density.

The thermosetting compound (G) may be used alone or in combination of two or more.

[hardener] In order to assist the curing of the thermosetting compound, a curing agent (hardening accelerator) may be used in combination with the photosensitive coloring composition if necessary. Examples of the curing agent include amine-based compounds, acid anhydrides, active esters, carboxylic acid-based compounds, sulfonic acid-based compounds, and the like. Examples of hardening accelerators include amine compounds (for example, dicyandiamine, benzyldimethylamine, 4-(dimethylamino)-N,N-dimethylbenzylamine, 4-methoxy) -N,N-dimethylbenzylamine, 4-methyl-N,N-dimethylbenzylamine, etc.), quaternary ammonium salt compounds (such as triethylbenzylammonium chloride, etc.), blocked isocyanate compounds (such as dimethylamine, etc.), imidazole derivatives, bicyclic amidine compounds and their salts (such as imidazole, 2-methylimidazole, 2-ethylimidazole, 2-ethyl-4-methylimidazole, 2-phenyl imidazole, 4-phenylimidazole, 1-cyanoethyl-2-phenylimidazole, 1-(2-cyanoethyl)-2-ethyl-4-methylimidazole, etc.), phosphorus compounds (such as triphenyl phosphine, etc.), S-triazine derivatives (such as 2,4-diamino-6-methacryloyloxyethyl-S-triazine, 2-vinyl-2,4-diamino- S-triazine, 2-vinyl-4,6-diamino-S-triazine/isocyanuric acid adduct, 2,4-diamino-6-methacryloyloxyethyl -S-triazine/isocyanuric acid adduct, etc.) etc.

A hardener may be used individually by 1 type, and may be used in combination of 2 or more types.

The content of the curing agent is preferably 0.01 to 15 parts by mass relative to 100 parts by mass of the thermosetting compound (G).

[Antioxidant (H)] The photosensitive coloring composition may contain an antioxidant (H). Antioxidant (H) can prevent yellowing caused by oxidation of the film formed of the photosensitive coloring composition due to thermal curing or thermal step during indium tin oxide (ITO) annealing, and suppresses the transmittance of the film. reduce. In particular, when the colorant concentration of the photosensitive coloring composition is high, the content of the polymerizable compound is relatively reduced, and therefore, the film tends to yellow when adjusted by increasing the amount of the photopolymerization initiator or preparing the thermosetting compound. Change. Therefore, by including the antioxidant (H), yellowing due to oxidation during the heating step can be prevented, and a decrease in the transmittance of the film can be suppressed.

Antioxidant (H) is a compound having a function of scavenging free radicals or a function of decomposing peroxides. Examples of the antioxidant (H) include compounds of hindered phenol-based compounds, hindered amine-based compounds, phosphorus-based compounds, sulfur-based compounds, and hydroxylamine-based compounds. Moreover, it is preferable that antioxidant (H) is a compound which does not contain a halogen atom. Among these, a hindered phenol-based compound, a hindered amine-based compound, a phosphorus-based compound, and a sulfur-based compound are preferred from the viewpoint of both the transmittance and the sensitivity of the film.

Examples of hindered phenol-based antioxidants include 1,3,5-tris(3,5-di-tert-butyl-4-hydroxybenzyl)-1,3,5-triazine-2,4,6(1H ,3H,5H)-triketone, 1,1,3-tri-(2'-methyl-4'-hydroxy-5'-tert-butylphenyl)-butane, 4,4'-butylene -Bis-(2-tert-butyl-5-methylphenol), 3-(3,5-di-tert-butyl-4-hydroxyphenyl) stearyl propionate, pentaerythritol tetrakis[3-(3 ,5-di-tert-butyl-4-hydroxyphenyl)propionate, 3,9-bis[2-[3-(3-tert-butyl-4-hydroxy-5-methylphenyl)propionate Acyloxy]-1,1-dimethylethyl]-2,4,8,10-tetraoxaspiro[5.5]undecane, 1,3,5-tris(3,5-disecond Tributyl-4-hydroxyphenylmethyl)-2,4,6-trimethylbenzene, 1,3,5-tris(3-hydroxy-4-tert-butyl-2,6-dimethylbenzene) Benzyl)-1,3,5-triazine-2,4,6(1H,3H,5H)-trione, 2,2'-methylenebis(6-tert-butyl-4-ethyl) phenol), 2,2'-thiodiethylbis-(3,5-di-tert-butyl-4-hydroxyphenyl)-propionate, N,N-hexamethylenebis(3,5 - Di-tert-butyl-4-hydroxy-hydroxycinnamamide), isooctyl-3-(3,5-di-tert-butyl-4-hydroxyphenyl) propionate, 4,6-bis( Dodecylthiomethyl)-o-cresol, calcium salt of 3,5-di-tert-butyl-4-hydroxybenzylphosphonic acid monoethyl ester, 4,6-bis(octylthiomethyl) )-o-cresol, bis[3-(3-(methyl-4-hydroxy-5-tert-butylphenyl)propanoate]ethylenedioxydiethylene ester, 1,6-hexyl Diol bis[3-(3,5-di-tert-butyl-4-hydroxyphenyl)propionate, 2,4-bis-(n-octylthio)-6-(4-hydroxy-3,5) -Di-tert-butylaniline)-1,3,5-triazine, 2,2'-thio-bis-(6-tert-butyl-4-methylphenol), 2,5-di-tertiary Amyl-hydroquinone, 2,6-di-tert-butyl-4-nonylphenol, 2,2'-isobutylidene-bis-(4,6-dimethyl-phenol), 2,2' - Methylene-bis-(6-(1-methyl-cyclohexyl)-p-cresol), 2,4-dimethyl-6-(1-methyl-cyclohexyl)-phenol, etc.

Commercially available products include: Adekastab AO-20, Adekastab AO-30, Adekastab AO-40 manufactured by ADEKA , Adekastab AO-50, Adekastab AO-60, Adekastab AO-80, Adekastab AO-330, Kai KEMINOX 101, KEMINOX 179, KEMINOX 76, KEMINOX 9425 manufactured by Chemipro, BASF, Japan IRGANOX 1010, IRGANOX 1035, IRGANOX 1076, IRGANOX 1098, IRGANOX 1135, IRGANOX 1330, IRGANOX 1726, IRGANOX 1425WL, IRGANOX 1520L, IRGANOX 245, IRGANOX ( IRGANOX) 259, IRGANOX 3114, IRGANOX 5057, IRGANOX 565, CYANOX CY-1790 manufactured by Sun Chemical , Saiyanos (CYANOX) CY-2777 and so on.

Examples of hindered amine-based antioxidants include tetrakis(1,2,2,6,6-pentamethyl-4-pyridinyl)-1,2,3,4-butanetetracarboxylate, tetrakis(2 ,2,6,6-tetramethyl-4-pyridyl) 1,2,3,4-butane tetracarboxylate, bis(1,2,2,6,6-pentamethyl-4- Citridinyl) Sebacate, Bis(2,2,6,6-Tetramethyl-4- Ciridinyl) Sebacate, Bis(1-Undecyloxy-2,2,6, 6-Tetramethylpyridin-4-yl) carbonate, 1,2,2,6,6-pentamethyl-4-pyridinyl methacrylate, 2,2,6,6-tetramethyl -Condensation polymer, poly[ [6-[(1,1,3,3-Tetramethylbutyl)amino]-s-triazine-2,4-diyl]-[(2,2,6,6-tetramethyl-4 -Piridinyl)imino]-hexamethylene-[(2,2,6,6-tetramethyl-4-piridinyl)imino]], 4-hydroxy-2,2,6 ,6-Tetramethyl-1-oxidine ethanol and 3,5,5-trimethylhexanoic acid ester, N,N'-4,7-tetra[4,6-bis{N-butyl-N -(1,2,2,6,6-Pentamethyl-4-pyridinyl)amino}-1,3,5-triazin-2-yl]-4,7-diazadecane- 1,10-Diamine, bis(2,2,6,6-tetramethyl-1-(octyloxy)-4-pyridyl)sebacate and 1,1-dimethylethyl The reaction product of hydroperoxide and octane, bis(1,2,2,6,6-pentamethyl-4-pyridyl)[[3,5-bis(1,1-dimethylethyl) base)-4-hydroxyphenyl]methyl]butylmalonate, methyl 1,2,2,6,6-pentamethyl-4-guiridyl sebacate, poly[[6- Morpholinyl-s-triazine-2,4-diyl]-[(2,2,6,6-tetramethyl-4-guiridinyl)imino]-hexamethylene-[(2, 2,6,6-Tetramethyl-4-Piridinyl)imino]], 2,2,6,6-Tetramethyl-4-Piridinyl-C12-21 and C18 Unsaturated Fatty Acid Esters , N,N'-bis(2,2,6,6-tetramethyl-4-pyridyl)-1,6-hexamethylenediamine, 2-methyl-2-(2,2, 6,6-Tetramethyl-4-pyridyl)amino-N-(2,2,6,6-tetramethyl-4-pyridyl)propionamide, etc.

Commercially available products include: Adekastab LA-52, Adekastab LA-57, Adekastab LA-63P manufactured by ADEKA , Adekastab LA-68, Adekastab LA-72, Adekastab LA-77Y, Adekastab LA-77G, Adekastab LA-77G Adekastab LA-81, Adekastab LA-82, Adekastab LA-87, Adekastab LA-402F, Adekastab Adekastab LA-502XP, KAMISTAB 29, KAMISTAB 62, KAMISTAB 77 manufactured by Chemipro Kasei , KAMISTAB 94, Tinuvin 249, TINUVIN 111FDL, TINUVIN 123, TINUVIN 144 made by BASF, Japan , TINUVIN 292, TINUVIN 5100, CYASORB UV-3346 made by Sun Chemical, CYASORB UV-3529, Saiya Sobu (CYASORB) UV-3853 and so on.

Examples of phosphorus-based antioxidants include bis(2,6-di-tert-butyl-4-methylphenyl)pentaerythritol diphosphite, distearylpentaerythritol diphosphite, 2,2'-methylene bis(4,6-di-tert-butylphenyl) 2-ethylhexyl phosphite, tris(2,4-di-tert-butylphenyl) phosphite, tris(nonylphenyl) phosphite Phosphate, Tetrakis(C12~C15 alkyl)-4,4'-isopropylidene diphenyl diphosphite, diphenyl mono(2-ethylhexyl) phosphite, diphenyl isodecyl Phosphite, Tris(isodecyl)phosphite, Triphenylphosphite, Tetrakis(2,4-di-tert-butylphenyl)-4,4-biphenyldiphosphonate, Tris(2,4-di-tert-butylphenyl)-4,4-biphenyldiphosphonate tridecyl) phosphite, phenyl isooctyl phosphite, phenyl isodecyl phosphite, phenyl bis(tridecyl) phosphite, diphenyl isooctyl phosphite, Diphenyltridecyl phosphite, 4,4'-isopropylidene diphenol alkyl phosphite, trinonylphenyl phosphite, tris-dinonylphenyl phosphite, tris( Biphenyl) phosphite, bis(2,4-di-tert-butylphenyl) pentaerythritol diphosphite, bis(nonylphenyl) pentaerythritol diphosphite, phenylbisphenol A pentaerythritol diphosphite ester, tetra-tridecyl 4,4'-butylene bis(3-methyl-6-tert-butylphenol) diphosphite, hexa-tridecyl 1,1,3-tris(2 -Methyl-4-hydroxy-5-tert-butylphenyl) butane triphosphite, 3,5-di-tert-butyl-4-hydroxybenzyl phosphite diethyl ester, bis(4- Sodium tert-butylphenyl) phosphite, 2,2-methylene-bis(4,6-di-tert-butylphenyl)-sodium phosphite, 1,3-bis(diphenoxyphosphinoine) oxy)-benzene, ethyl bis(2,4-di-tert-butyl-6-methylphenyl) phosphite, etc.

Commercially available products include: Adekastab PEP-36, Adekastab PEP-8, Adekastab HP-10 manufactured by ADEKA , Adekastab 2112, Adekastab 1178, Adekastab 1500, Adekastab C, Adekastab 135A , Adekastab 3010, Adekastab TPP, Irgafos 168 manufactured by BASF Japan, Hallstein manufactured by Clariant chemicals Hostanox P-EPQ et al.

Examples of sulfur-based antioxidants include 2,2-bis{[3-(dodecylthio)-1-oxopropoxy]methyl}propane-1,3-diylbis[3-( dodecylthio)propionate], 3,3'-thiodipropionate di-tridecyl ester, 2,2-thio-diethylenebis[3-(3,5- Di-tert-butyl-4-hydroxyphenyl)propionate], 2,4-bis[(octylthio)methyl]-o-cresol, 2,4-bis[(laurylthio)methyl] ]-o-cresol, etc.

Commercially available products include Adekastab AO-412S, Adekastab AO-503 manufactured by ADEKA, and Adekastab AO-503 manufactured by Chemipro Kasei. KEMINOX PLS et al.

Antioxidants (H) may be used alone or in combination of two or more.

It is preferable that content of antioxidant (H) is 0.5 mass % - 5.0 mass % with respect to 100 mass % of nonvolatile matter of the photosensitive coloring composition. When an appropriate amount is contained, transmittance, spectral characteristics, and sensitivity are improved.

[UV Absorber (I), Polymerization Inhibitor (J)] The photosensitive coloring composition may contain an ultraviolet absorber (I) and a polymerization inhibitor (J). By containing the ultraviolet absorber (I) and the polymerization inhibitor (J), the shape and resolution of the pattern are improved. Examples of the benzotriazole-based compound usable as the ultraviolet absorber (I) include 2-(5-methyl-2-hydroxyphenyl)benzotriazole, 2-(2-hydroxy-5- tert-butylphenyl)-2H-benzotriazole, 2-[2-hydroxy-3,5-bis(α,α-dimethylbenzyl)phenyl]-2H-benzotriazole, 2 -(3-Third-butyl-5-methyl-2-hydroxyphenyl)-5-chlorobenzotriazole, 2-(2'-hydroxy-5'-tert-octylphenyl)benzotriazole azole, 5 parts of 2-methoxy-1-methylethyl acetate and 95 parts of phenylpropionic acid and 3-(2H-benzotriazol-2-yl)-(1,1-dimethyl A mixture of ethyl)-4-hydroxy and C7-9 side-chain and straight-chain alkyl esters, 2-(2H-benzotriazol-2-yl)-4,6-bis(1-methyl-1 -Phenylethyl)phenol, 2-(2H-benzotriazol-2-yl)-6-(1-methyl-1-phenylethyl)-4-(1,1,3,3- Tetramethylbutyl)phenol, methyl 3-(3-(2H-benzotriazol-2-yl)-5-tert-butyl-4-hydroxyphenyl)propionate/polyethylene glycol 300 The reaction product of , 2-(2H-benzotriazol-2-yl)-4-(1,1,3,3-tetramethylbutyl)phenol, 2,2'-methylenebis[6 -(2H-benzotriazol-2-yl)-4-(1,1,3,3-tetramethylbutyl)phenol], 2-(2H-benzotriazol-2-yl)-p- Cresol, 2-(5-Chloro-2H-benzotriazol-2-yl)-6-tert-butyl-4-methylphenol, 2-(3,5-di-tert-pentyl-2- Hydroxyphenyl)benzotriazole, 2-[2-hydroxy-5-[2-(methacryloyloxy)ethyl]phenyl]-2H-benzotriazole, octyl-3[3 -Tertiary-butyl-4-hydroxy-5-(5-chloro-2H-benzotriazol-2-yl)phenyl]propanoate, 2-ethylhexyl-3-[3-tert-butyl -4-Hydroxy-5-(5-chloro-2H-benzotriazol-2-yl)phenyl]propanoate.

Commercially available products include: TINUVIN P, TINUVIN PS, TINUVIN 234, TINUVIN 326, TINUVIN 326 manufactured by BASF Co., Ltd., Japan TINUVIN 329, TINUVIN 384-2, TINUVIN 900, TINUVIN 928, TINUVIN 99-2, TINUVIN 1130, Adekastab LA-29, Adekastab LA-31RG, Adekastab LA-32, Adekastab LA-32 made by ADEKA (Adekastab) LA-36, KEMISORB 71, KEMISORB 73, KEMISORB 74, KEMISORB manufactured by Chemipro Kasei (KEMISORB) 79, KEMISORB (KEMISORB) 279, RUNA-93 manufactured by Otsuka Chemical Company, etc.

As the triazine-based compound that can be used as the ultraviolet absorber (I), for example, 2,4-bis(2,4-dimethylphenyl)-6-(2-hydroxy-4-n-octyloxy phenyl)-1,3,5-triazine, 2-[4,6-bis(2,4-dimethylphenyl)-1,3,5-triazin-2-yl]-5- [3-(Dodecyloxy)-2-hydroxypropoxy]phenol, 2-(2,4-dihydroxyphenyl)-4,6-bis(2,4-dimethylphenyl) -Reaction product of 1,3,5-triazine and (2-ethylhexyl)-glycidate, 2,4-bis[2-hydroxy-4-butoxyphenyl]-6-(2 ,4-Dibutoxyphenyl)-1,3,5-triazine, 2-(4,6-diphenyl-1,3,5-triazin-2-yl)-5-(hexyloxy yl)phenol, 2-(4,6-diphenyl-1,3,5-triazin-2-yl)-5-[2-(2-ethylhexyloxy)ethoxy]phenol , 2,4,6-tris(2-hydroxy-4-hexyloxy-3-methylphenyl)-1,3,5-triazine, etc.

Commercially available products include: KEMISORB 102 manufactured by Chemipro Kasei, TINUVIN 400 and TINUVIN 405 manufactured by BASF, Japan , TINUVIN 460, TINUVIN 477, TINUVIN 479, TINUVIN 1577ED, Adekastab made by ADEKA LA-46, Adekastab LA-F70, CYASORB UV-1164 manufactured by Sun Chemical, etc.

Examples of the benzophenone-based compound usable as the ultraviolet absorber (I) include 2,4-di-hydroxybenzophenone, 2-hydroxy-4-methoxybenzophenone, 2- Hydroxy-4-methoxybenzophenone-5-sulfonic acid, 2-hydroxy-4-n-octyloxybenzophenone, 2,2'-di-hydroxy-4-methoxybenzophenone , 2,2'-dihydroxy-4,4'-dimethoxybenzophenone, 4-dodecyloxy-2-hydroxybenzophenone, 2-hydroxy-4-octadecyloxydiphenyl ketone, 2,2'-dihydroxy-4,4'-dimethoxybenzophenone, 2,2',4,4'-tetrahydroxybenzophenone, 2-hydroxy-4-methoxy Base-2'-carboxybenzophenone, etc.

Commercially available products include: Kemisorb 10, Kemisorb 11, Kemisorb 11S, Kemisorb 10 manufactured by Chemipro Kasei Co., Ltd. KEMISORB 12, KEMISORB 111, SEESORB 101 made by Shipro Kasei, SEESORB 107, Adeka made by ADEKA Adekastab 1413, UV-12 manufactured by Sun Chemical, etc.

As a salicylate type compound which can be used as an ultraviolet absorber (I), phenyl salicylate, p-octylphenyl salicylate, p-tert-butylphenyl salicylate, etc. are mentioned, for example.

Moreover, as a polymerization inhibitor (J), catechol, resorcinol, 1, 4- hydroquinone, 2-methyl catechol, 3-methyl catechol, for example are mentioned: , 4-methyl catechol, 2-ethyl catechol, 3-ethyl catechol, 4-ethyl catechol, 2-propyl catechol, 3-propyl catechol Catechol, 4-propylcatechol, 2-n-butylcatechol, 3-n-butylcatechol, 4-n-butylcatechol, 2-tert-butylcatechol Catechol, 3-tert-butylcatechol, 4-tert-butylcatechol, 3,5-di-tert-butylcatechol and other alkylcatechol compounds; 2-Methylresorcinol, 4-Methylresorcinol, 2-ethylresorcinol, 4-ethylresorcinol, 2-propylresorcinol, 4-propylresorcinol Hydroquinone, 2-n-butyl resorcinol, 4-n-butyl resorcinol, 2-tert-butyl resorcinol, 4-tert-butyl resorcinol and other alkyl isobenzenes Diphenol-based compounds; alkanes such as methyl hydroquinone, ethyl hydroquinone, propyl hydroquinone, tert-butyl hydroquinone, 2,5-di-tert-butyl hydroquinone, etc. Hydroquinone-based compounds; phosphine compounds such as tributylphosphine, trioctylphosphine, tricyclohexylphosphine, triphenylphosphine, tribenzylphosphine, etc.; phosphine oxides such as trioctylphosphine oxide and triphenylphosphine oxide Compounds; phosphite compounds such as triphenyl phosphite, trinonyl phenyl phosphite, etc.; pyrogallol, phloroglucin, etc.

The ultraviolet absorber (I) and the polymerization inhibitor (J) may be used alone or in combination of two or more.

The content of the ultraviolet absorber (I) and the polymerization inhibitor (J) is preferably 0.01 to 20 parts by mass, and more preferably 0.05 to 10 parts by mass with respect to 100 parts by mass of the colorant (D). Resolution increases with moderate use.

The content of the ultraviolet absorber (I) is preferably 5% by mass to 70% by mass relative to 100% by mass of the total of the photopolymerization initiator and the ultraviolet absorber. When an appropriate amount is contained, a good pattern shape is easily obtained.

The content of the polymerization inhibitor (J) is preferably 0.01 to 0.4 mass % with respect to 100 mass % of the nonvolatile content of the photosensitive coloring composition. When an appropriate amount is contained, a good pattern shape is easily obtained.

[solvent] The photosensitive coloring composition may contain a solvent. Examples of the solvent include 1,2,3-trichloropropane, 1-methoxy-2-propanol, ethyl lactate, 1,3-butanediol (1,3-butanediol), 1,3 -Butanediol (1,3-butylene glycol), 1,3-butanediol diacetate, 1,4-dioxane, 2-heptanone, 2-methyl-1,3-propanediol, 3 ,5,5-trimethyl-2-cyclohexen-1-one, 3,3,5-trimethylcyclohexanone, 3-ethoxyethyl propionate, 3-methyl-1,3 -Butanediol, 3-methoxy-3-methyl-1-butanol, 3-methoxy-3-methylbutyl acetate, 3-methoxybutanol, 3-methoxy Butyl acetate, 4-heptanone, m-xylene, m-diethylbenzene, m-dichlorobenzene, N,N-dimethylacetamide, N,N-dimethylformamide, n-butyl alcohol, n-butylbenzene, n-propyl acetate, N-methylpyrrolidone, o-xylene, o-chlorotoluene, o-diethylbenzene, o-dichlorobenzene, p-chlorotoluene, p-diethylbenzene, second Butylbenzene, tert-butylbenzene, gamma-butyrolactone, isobutyl alcohol, isophorone, ethylene glycol diethyl ether, ethylene glycol dibutyl ether, ethylene glycol monoisopropyl ether, ethylene glycol Monoethyl ether, ethylene glycol monoethyl ether acetate, ethylene glycol monotertiary butyl ether, ethylene glycol monobutyl ether, ethylene glycol monobutyl ether acetate, ethylene glycol monopropyl ether, ethylene glycol monohexyl ether, ethylene glycol monomethyl ether, ethylene glycol monomethyl ether acetate, diisobutyl ketone, diethylene glycol diethyl ether, diethylene glycol dimethyl ether, diethylene glycol monoisopropyl ether, diethylene glycol Ethylene glycol monoethyl ether acetate, diethylene glycol monobutyl ether, diethylene glycol monobutyl ether acetate, diethylene glycol monomethyl ether, cyclohexanol, cyclohexanol acetate, cyclohexanone , Dipropylene glycol dimethyl ether, dipropylene glycol methyl ether acetate, dipropylene glycol monoethyl ether, dipropylene glycol monobutyl ether, dipropylene glycol monopropyl ether, dipropylene glycol monomethyl ether, diacetone alcohol, triacetin, Tripropylene glycol monobutyl ether, tripropylene glycol monomethyl ether, propylene glycol diacetate, propylene glycol phenyl ether, propylene glycol monoethyl ether, propylene glycol monoethyl ether acetate, propylene glycol monobutyl ether, propylene glycol monopropyl ether, propylene glycol monomethyl ether, propylene glycol mono Methyl ether acetate, propylene glycol monomethyl ether propionate, benzyl alcohol, methyl isobutyl ketone, methyl cyclohexanol, n-amyl acetate, n-butyl acetate, isoamyl acetate, isobutyl acetate, Propyl acetate, dibasic acid ester, etc. Among these, ethyl lactate, propylene glycol monomethyl ether acetate, propylene glycol monoethyl ether acetate, and ethylene glycol monomethyl ether ethyl are preferred from the viewpoint of dispersibility of colorants and solubility of binder resins. Glycol acetates such as acid esters and ethylene glycol monoethyl ether acetate; alcohols such as benzyl alcohol and diacetone alcohol; or ketones such as cyclohexanone.

A solvent can be used individually or in combination of 2 or more types.

The content of the solvent is preferably 100 parts by mass to 10,000 parts by mass, more preferably 500 parts by mass to 5,000 parts by mass, relative to 100 parts by mass of the colorant (D).

[Silane coupling agent (K)] A silane coupling agent (K) may be contained in the photosensitive coloring composition. Thereby, the adhesiveness with a board|substrate improves. Examples of the silane coupling agent (K) include vinyl silanes such as vinyl tri(β-methoxyethoxy) silane, vinyl ethoxy silane, and vinyl trimethoxy silane; γ-methyl silane; Acryloyloxypropyltrimethoxysilane and other (meth)acrylic silanes; β-(3,4-epoxycyclohexyl)ethyltrimethoxysilane, β-(3,4-epoxycyclohexyl) ) methyltrimethoxysilane, β-(3,4-epoxycyclohexyl)ethyltriethoxysilane, β-(3,4-epoxycyclohexyl)methyltriethoxysilane, γ- Glycidoxypropyltrimethoxysilane, γ-glycidoxypropyltriethoxysilane and other epoxysilanes; N-β(aminoethyl)γ-aminopropyltrimethoxysilane, N-β(aminoethyl)γ-aminopropyltriethoxysilane, N-β(aminoethyl)γ-aminopropylmethyldiethoxysilane, γ-aminopropyl Triethoxysilane, γ-aminopropyltrimethoxysilane, N-phenyl-γ-aminopropyltrimethoxysilane, N-phenyl-γ-aminopropyltriethoxysilane, etc. Amine silanes; γ-mercaptopropyl trimethoxy silane, γ-mercaptopropyl triethoxy silane and other thiosilanes, etc.

0.01-10 mass parts is preferable with respect to 100 mass parts of coloring agents (D), and, as for content of a silane coupling agent (K), 0.05-5 mass parts is more preferable.

In addition, the photosensitive coloring composition may contain an amine-based compound having an action of reducing dissolved oxygen. Examples of the amine-based compound include triethanolamine, methyldiethanolamine, triisopropanolamine, methyl 4-dimethylaminobenzoate, ethyl 4-dimethylaminobenzoate, 4-dimethylaminobenzoate Isoamyl methylaminobenzoate, 2-dimethylaminoethyl benzoate, 2-ethylhexyl 4-dimethylaminobenzoate, N,N-dimethyl-p-toluidine, etc.

[Leveling agent (L)] The photosensitive coloring composition may contain a leveling agent (L). Thereby, the wettability with respect to a transparent substrate and the drying property of a film at the time of film formation are further improved. As a leveling agent (L), a silicone type surfactant, a fluorine type surfactant, a nonionic surfactant, a cationic surfactant, an anionic surfactant, etc. are mentioned, for example.

The silicone-based surfactant includes, for example, a linear polymer containing a siloxane bond, and a modified siloxane polymer having an organic group introduced into a side chain or terminal.

Commercially available products include: BYK-300, BYK-306, BYK-310, BYK-313, BYK-315N, BYK-320, BYK-322, BYK-323, BYK manufactured by BYK-Chemie -330, BYK-331, BYK-333, BYK-342, BYK-345, BYK-346, BYK-347, BYK-348, BYK-349, BYK-370, BYK-377, BYK-378, BYK-3455 , BYK-UV3510, BYK-UV3570, FZ-7002, FZ-2110, FZ-2122, FZ-2123, FZ-2191, FZ-5609 manufactured by Toray Dow Corning, manufactured by Shin-Etsu Chemical Co., Ltd. X-22-4952, X-22-4272, X-22-6266, KF-351A, KF-354L, KF-355A, KF-945, KF-640, KF-642, KF-643, X-22- 4515, KF-6004, KP-341, etc.

As a fluorochemical surfactant, the surfactant and leveling agent which have a fluorocarbon chain are mentioned, for example.

Commercially available products include: Surflon S-242, Surflon S-243, Surflon S-420, Saflon manufactured by AGC Seimi Chemical Co., Ltd. (Surflon) S-611, Surflon S-651, Surflon S-386, Megafac F-253 manufactured by DIC Corporation, Megafac F -477, Megafac F-551, Megafac F-552, Megafac F-555, Megafac F-558, Megafac F-560, Megafac (Megafac) F-570, Megafac F-575, Megafac F-576, Megafac R-40-LM, Megafac R-41, Megafac RS-72-K, Megafac DS-21, FC-4430, FC-4432 manufactured by Sumitomo 3M, EF-PP31N09, EF-PP33G1, EF-PP32C1 manufactured by Mitsubishi Materials Electrochemical Co., Ltd., Neos (Ftergent) 602A manufactured by (NEOS) company, etc.

Examples of nonionic surfactants include polyoxyethylene lauryl ether, polyoxyethylene cetyl ether, polyoxyethylene stearyl ether, polyoxyethylene oleyl ether, polyoxyethylene alkyl ether, polyoxyethylene Ethylene myristyl ether, polyoxyethylene octyl lauryl ether, polyoxyalkylene alkyl ether, polyoxyphenylene distyrenated phenyl ether, polyoxyethylene tribenzyl phenyl ether, polyoxyethylene Oxyethylene polyoxypropylene glycol, polyoxyalkylene alkenyl ether, polyoxyethylene nonylphenyl ether, polyoxyethylene alkyl ether phosphate, sorbitan monolaurate, sorbitan monopalm acid ester, sorbitan monostearate, sorbitan distearate, sorbitan tristearate, sorbitan monooleate, sorbitan trioleate , sorbitan sesquioleate, polyoxyethylene sorbitan monolaurate, polyoxyethylene sorbitan monopalmitate, polyoxyethylene sorbitan monostearate, polyoxyethylene sorbitan monostearate Oxyethylene sorbitan tristearate, polyoxyethylene sorbitan monooleate, polyoxyethylene sorbitan triisostearate, tetraoleic acid polyoxyethylene sorbitol, monoglyceride Stearate, Glycerin Monooleate, Polyethylene Glycol Monolaurate, Polyethylene Glycol Monostearate, Polyethylene Glycol Distearate, Polyethylene Glycol Monooleate, Polyethylene Glycol Monostearate Oxyethylene hardened castor oil, polyoxyethylene alkylamine, alkyl alkanolamide, alkyl imidazoline, etc.

Commercially available products include: Emulgen 103, Emulgen 104P, Emulgen 106, Emulgen 108, Emulgen 109P, Emulgen 108 manufactured by Kao Corporation 120, Emulgen 123P, Emulgen 130K, Emulgen 147, Emulgen 150, Emulgen 210P, Emulgen 220, Emulgen 306P , Emulgen 320P, Emulgen 350, Emulgen 404, Emulgen 408, Emulgen 409PV, Emulgen 420, Emulgen 430, Emulgen 705, Emulgen 707, Emulgen 709, Emulgen 1108, Emulgen 1118S-70, Emulgen 1135S-70, Emulgen ) 1150S-60, Emulgen 2020G-HA, Emulgen 2025G, Emulgen LS-106, Emulgen LS-110, Emulgen LS-114, Emulgen (Emulgen) MS-110, Emulgen A-60, Emulgen A-90, Emulgen B-66, Emulgen PP-290, Latemul PD-420, Latemul PD-430, Latemul PD-430S, Latemul PD-450, Rheodol SP-L10, Leo Rheodol SP-P10, Rheodol SP-S10V, Rheodol SP-S20, Rheodol SP-S30V, Rheodol SP -O10V, Rheodol SP-O30V, Rheodol Super SP-L10, Rheodol AS-10V, Rheodol AO-10V, Rheodol Rheodol AO-15V, Rheodol TW-L120, Rheodol ol) TW-L106, Rheodol TW-P120, Rheodol TW-S120V, Rheodol TW-S320V, Rheodol TW-O120V, Rheodol TW-O106V, Rheodol TW-IS399C, Rheodol Super TW-L120, Rheodol 430V, Rheodol ) 440V, Rheodol 460V, Rheodol MS-50, Rheodol MS-60, Rheodol MO-60, Rheodol ( Rheodol) MS-165V, Emanon 1112, Emanon 3199V, Emanon 3299V, Emanon 3299RV, Emanon 4110, Emanon CH-25, Emanon CH-40, Emanon CH-60(K), Amiet 102, Amiet 105, Amiet 105A, Amiet ) 302, Amiet 320, Aminon PK-02S, Aminon L-02, Homogenol L-95, manufactured by ADEKA Adeka Pluronic L-23, Adeka Pluronic L-31, Adeka Pluronic L-44, Adeka Pluronic L -61, Adeka Pluronic L-62, Adeka Pluronic L-64, Adeka Pluronic L-71, Adeka Pluronic ) L-72, Adeka Pluronic L-101, Adeka Pluronic L-121, Adeka Pluronic TR-701, Adeka Pluronic ( Adeka Pluronic) TR-702, Adeka Pluronic TR-704, Adeka Pluronic TR-913R, (Methyl) Propylene (Methyl) Propylene Alkenic acid-based (co)polymers Polyflow No. 75, Polyflow No. 90, Polyflow No. 95, and the like.

The cationic surfactants include, for example, alkylamine salts, alkyl quaternary ammonium salts such as lauryl trimethyl ammonium chloride, stearyl trimethyl ammonium chloride, cetyl trimethyl ammonium chloride, or the like. ethylene oxide adducts of these.

Commercially available products include Acetamin 24, Quartamin 24P, Quartamin 60W, and Quartamin 86P CONC manufactured by Kao Corporation.

Examples of anionic surfactants include polyoxyethylene alkyl ether sulfates, sodium dodecylbenzenesulfonate, alkali salts of styrene-acrylic acid copolymers, sodium alkylnaphthalenesulfonates, and alkyldiphenyl ethers. Sodium Disulfonate, Monoethanolamine Lauryl Sulfate, Triethanolamine Lauryl Sulfate, Ammonium Lauryl Sulfate, Monoethanolamine Stearate, Sodium Stearate, Sodium Lauryl Sulfate, Monoethanolamine of Styrene-Acrylic Acid Copolymer, Polyoxyethylene Vinyl alkyl ether phosphate, etc.

Commercially available products include: Ftergent 100, Ftergent 150 by NEOS, ADEKA HOPE YES by ADEKA -25, ADEKA COL TS-230E, ADEKA COL PS-440E, ADEKA COL EC-8600, etc.

Examples of the amphoteric surfactant include alkyl groups such as lauric amidopropyl betaine, lauryl betaine, cocamidopropyl betaine, stearyl betaine, and alkyldimethylaminoacetic acid betaine. Betaine; alkyl amine oxides such as lauryl dimethyl amine oxide, etc.

Commercially available products include AMPHITOL 20AB, AMPHITOL 20BS, AMPHITOL 24B, AMPHITOL 55AB, AMPHITOL 86B, and AMPHITOL manufactured by Kao Corporation. AMPHITOL 20Y-B, AMPHITOL 20N, etc.

The leveling agent (L) may be used alone or in combination of two or more.

0.001 mass % - 2.0 mass % are preferable with respect to 100 mass % of nonvolatile content of a photosensitive coloring composition, and, as for content of a leveling agent (L), 0.005 mass % - 1.0 mass % are more preferable. Thereby, the coatability, pattern adhesiveness, and transmittance of the photosensitive coloring composition can be improved in a balanced manner.

[other ingredients] (Storage Stabilizer) The photosensitive coloring composition may contain a storage stabilizer. By containing the storage stabilizer, the viscosity over time of the composition can be stabilized. As a storage stabilizer, for example, 2,6-bis(1,1-dimethylethyl)-4-methylphenol, tetrakis[3-(3,5-di-tert-butyl-4-hydroxyl Phenyl)propionic acid] pentaerythritol ester, 2,4-bis-(n-octylthio)-6-(4-hydroxy-3,5-di-tert-butylaniline)1,3,5-triazine, etc. Hindered phenol series; organic phosphine series such as tert-butyl catechol, tetraethylphosphine, triphenylphosphine, tetraphenylphosphine, etc.; zinc dimethyl dithiophosphate, zinc dipropyl dithiophosphate, Phosphite series such as molybdenum dibutyldithiophosphate; sulfur series such as dodecyl sulfide and benzothiophene; quaternary ammonium chloride such as benzyltrimethyl chloride, diethylhydroxylamine, lactic acid, Organic acids such as oxalic acid and their methyl ethers.

The storage stabilizer may be used alone or in combination of two or more.

The content of the storage stabilizer is preferably 0.01 to 20 parts by mass, more preferably 0.05 to 10 parts by mass, and still more preferably 0.1 to 10 parts by mass relative to 100 parts by mass of the colorant (D). When an appropriate amount is contained, the stability over time is improved.

(adhesion improver) The photosensitive coloring composition may contain an adhesion improver. Thereby, the adhesiveness of a film and a base material improves further. In addition, a pattern with a narrow width can be easily formed by a photo-development method.

As an adhesion improving agent, a silane coupling agent etc. are mentioned, for example. Specifically, vinyl silanes such as vinyltrimethoxysilane and vinyltriethoxysilane; 3-methacryloyloxypropylmethyldimethoxysilane, 3-methacrylohydrin Oxypropyltrimethoxysilane, 3-methacryloyloxypropylmethyldiethoxysilane, 3-methacryloyloxypropyltriethoxysilane, 3-acryloyloxypropyl (Meth)acrylic silanes such as trimethoxysilane; 2-(3,4-epoxycyclohexyl)ethyltrimethoxysilane, 3-glycidoxypropylmethyldimethoxysilane, Epoxysilanes such as 3-glycidoxypropyltrimethoxysilane, 3-glycidoxypropylmethyldiethoxysilane, 3-glycidoxypropyltriethoxysilane; N- 2-(Aminoethyl)-3-aminopropylmethyldimethoxysilane, N-2-(aminoethyl)-3-aminopropyltrimethoxysilane, 3-aminopropyl trimethoxysilane, 3-aminopropyltriethoxysilane, 3-triethoxysilyl-N-(1,3-dimethyl-butylene)propylamine, N-phenyl- 3-aminopropyltrimethoxysilane, N-(vinylbenzyl)-2-aminoethyl-3-aminopropyltrimethoxysilane hydrochloride and other aminosilanes; 3-mercapto Sulfydryls such as propylmethyldimethoxysilane and 3-mercaptopropyltrimethoxysilane; styrenyls such as p-styryltrimethoxysilane; urea such as 3-ureidopropyltriethoxysilane bases; thioethers such as bis(triethoxysilylpropyl)tetrasulfide; silane coupling agents such as isocyanates such as 3-isocyanatopropyltriethoxysilane.

The adhesion improver may be used alone or in combination of two or more.

The content of the adhesion improving agent is preferably 0.01 to 10 parts by mass, more preferably 0.05 to 5 parts by mass, relative to 100 parts by mass of the colorant (D). When an appropriate amount is contained, the photosensitivity of the photosensitive coloring composition is improved, the adhesiveness of the film is further improved, and a favorable pattern shape can be obtained.

<The manufacturing method of the photosensitive coloring composition> The manufacturing method in particular of a photosensitive coloring composition is not restrict|limited, A well-known method can be used. As an example of the manufacturing method of a photosensitive coloring composition, for example, first, a colorant dispersion is prepared by performing dispersion treatment using a colorant (D), a dispersant, a solvent, and the like. In addition, when the solubility of the colorant (D) in a solvent is high, dispersion treatment may not be necessary. In the case of using two or more colorants (D) in combination, a colorant dispersion can be prepared for each colorant (D) and then mixed. Alternatively, a plurality of colorants (D) may be used together to prepare a colorant dispersion. Next, the photopolymerization initiator (A), the binder resin (B), and the photopolymerizable compound (C) are prepared in the colorant dispersion and mixed to obtain a photosensitive coloring composition. In addition, the timing of preparing each material is of course arbitrary.

For the dispersion treatment, a dispersing device such as a kneader, a two-roll mill, a three-roll mill, a ball mill, a horizontal sand mill, a vertical sand mill, an annular type bead mill, or an attritor can be used.

The average dispersed particle size (secondary particle size) of the colorant (D) in the dispersion is preferably 30 nm to 200 nm, more preferably 40 nm to 200 nm. Within this range, a photosensitive coloring composition with high dispersion stability can be obtained, and when a color filter is produced using this, a high-quality color filter can be obtained.

As a method for measuring the average dispersed particle size (secondary particle size), for example, the following method is used: a Nikkiso Co., Ltd. micro-track (micro-track) using a dynamic light scattering method (fast Fourier transform (fast Fourier transform, FFT) power spectrum method) is used. track) UPA-EX150, the particle transmittance was set to the absorption mode, the particle shape was set to aspherical, and the D50 was set to the average diameter. The organic solvent used for dispersion is used as the dilution solvent for the measurement, and it is preferable that a result with little variation is easily obtained when the sample treated with ultrasonic waves is measured immediately after the sample adjustment.

[Removal of coarse particles] About the photosensitive coloring composition, it is preferable to obtain coarse particles of 5 μm or more, preferably 1 μm or more, by means such as centrifugal separation at an acceleration of gravity of 3,000 G to 25,000 G, and filtration with a sintered filter or a membrane filter. Removal of particles, more preferably coarse particles of 0.5 μm or more, and mixed dust. In this way, it is preferable that the photosensitive coloring composition does not substantially contain particles of 0.5 μm or more. More preferably, it is 0.3 μm or less.

＜Color filter＞ The color filter includes a substrate and a filter segment formed of the photosensitive coloring composition. A color filter segment (hereinafter also referred to as a filter segment) can have a red filter segment, a green filter segment, and a blue filter segment by appropriately selecting the type of the colorant (D) to be used. In addition, the color filter may further have a magenta filter segment, a cyan filter segment, and a yellow filter segment as color filter segments. In addition, the substrates are preferably transparent substrates and reflective substrates. As a transparent substrate, a glass substrate is mentioned, for example. As a reflection board, the board|substrate which uses an aluminum electrode or a metal thin film as a reflection surface is mentioned, for example.

<Manufacturing method of color filter> As an example of the manufacturing method of a color filter, it can be obtained by, for example, a step of applying a photosensitive coloring composition on a substrate to form a colored layer, a step of exposing the colored layer in a pattern through a mask, and The unexposed portion is developed to remove the step of forming the colored pattern. Furthermore, if necessary, a step of drying the colored layer (pre-baking step) and a step of thermosetting the colored pattern (post-baking) may be provided.

Hereinafter, the manufacturing method of the color filter of this invention is demonstrated in detail.

(Step of forming a coloring layer) Regarding the step of forming the coloring layer, firstly, the black matrix is formed on the substrate, and then the filter segment is formed. In addition, a black matrix can be formed after forming a thin film transistor (TFT) on the substrate in advance. Examples of the black matrix include chromium, a multilayer film of chromium/chromium oxide, an inorganic film such as titanium nitride, a resin film in which a light-shielding agent is dispersed, and the like. Next, a photosensitive coloring composition containing a colorant of a certain hue is made to have a dry film thickness of 0.2 μm by a coating method such as spin coating, roll coating, slit coating, casting coating, and inkjet coating, for example, by a photo-development method. It is coated on the substrate so as to be about ∼5 μm to form a film. Dry (pre-bake) at a temperature of 50°C to 120°C for 10 seconds to 120 seconds using an oven, a hot plate, etc. as necessary.

(step of pattern exposure) In the exposure step, the first film formed in the step of forming the coloring layer is exposed to a specific pattern through an exposure apparatus such as a stepper, for example, through a mask. Thereby, a cured film was obtained. As radiation that can be used for exposure, ultraviolet rays such as g-rays, h-rays, and i-rays are preferably used.

The thickness of the cured film is preferably 1.0 μm or less, more preferably 0.2 μm to 0.8 μm, and particularly preferably 0.2 μm to 0.6 μm.

(Development step) By performing the alkali development treatment, the colored layer of the unirradiated portion in the exposure step is eluted into the aqueous alkali solution, and only the hardened portion remains. As the developer, for example, a known developer can be used without any particular limitation. Specifically, sodium hydroxide, potassium hydroxide, sodium carbonate, sodium silicate, sodium metasilicate, ammonia water, ethylamine, diethylamine, dimethylethanolamine, tetramethylammonium hydroxide, Alkaline compounds such as tetraethylammonium hydroxide, choline, pyrrole, pyridine, and 1,8-diazabicyclo-[5.4.0]-7-undecene are dissolved in a concentration of 0.001% by mass to 10% by mass , preferably an alkaline aqueous solution of 0.01 mass % to 1 mass %. In addition, an antifoaming agent or a surfactant may be added to the developer. The alkaline developer is preferably an alkaline aqueous solution whose alkali concentration is adjusted to pH 11 to pH 13, and more preferably pH 11.5 to pH 12.5. When the alkali concentration is within the above range, it is possible to more effectively suppress Roughness or peeling of the pattern can further improve the residual film ratio, and can more effectively suppress the reduction of the development speed and the generation of development residues.

As a development method, a well-known method can be used. For example, there are a dipping method, a spray method, a liquid coating method, etc., and the temperature is preferably 15°C to 40°C. After alkali development, it is preferable to wash with pure water.

Next, after drying, in order to fully harden a cured film, it is preferable to perform heat processing (post-baking). The heating temperature of the post-baking is preferably 100°C to 300°C, more preferably 150°C to 250°C. In addition, the heating time is preferably about 2 minutes to 1 hour, and more preferably about 3 minutes to 30 minutes.

In addition, polyvinyl alcohol or a water-soluble acrylic resin can be further used on the film before exposure to form a second film (oxygen barrier film). Thereby, since the 1st film does not come into contact with oxygen, the exposure sensitivity is further improved. In addition, the color filter may be heated in order to harden the unhardened photopolymerizable compound in the filter segment.

<Image display device> The image display device includes color filters. The image display device preferably further includes a light source. A liquid crystal display device will be described as an example of an image display device. The liquid crystal display device includes a color filter and a light source. Examples of the light source include cold cathode tubes (Cold Cathode Fluorescent Lamps (CCFLs)) and white light-emitting diodes (LEDs). In this embodiment, the red reproduction range is wide. In particular, it is preferable to use white LEDs. FIG. 1 is a schematic cross-sectional view of a liquid crystal display device 10 including a color filter. The device 10 shown in FIG. 1 includes a pair of transparent substrates 11 and 21 that are spaced apart and arranged to face each other, and a liquid crystal LC is sealed between them.

Liquid crystal LC is based on twisted nematic (TN) mode, super twisted nematic (STN) mode, in-plane switching (In-Plane switching, IPS) mode, vertical alignment (Vertical Alignment, VA) mode, Alignment by driving modes such as Optical Compensated Birefringence (OCB) method.

A TFT (Thin Film Transistor) array 12 is formed on the inner surface of the first transparent substrate 11 , and a transparent electrode layer 13 including, for example, ITO is formed thereon. An alignment layer 14 is provided on the transparent electrode layer 13 . In addition, a polarizing plate 15 is formed on the outer surface of the transparent substrate 11 .

On the other hand, a color filter 22 is formed on the inner surface of the second transparent substrate 21 . The red, green and blue filter segments constituting the color filter 22 are separated by a black matrix (not shown).

The color filter 22 is covered and a transparent protective film (not shown) is formed if necessary, and a transparent electrode layer 23 including, for example, ITO is formed thereon, and an alignment layer 24 is provided by covering the transparent electrode layer 23 .

In addition, a polarizing plate 25 is formed on the outer surface of the transparent substrate 21 . In addition, a backlight unit 30 is provided below the polarizing plate 15 .

As the white LED light source 31 , a fluorescent filter is formed on the surface of the blue LED, or a resin package of the blue LED contains a phosphor, and the following white LED light source (LED 1 ) and white LED are preferable. A light source (LED 2), the white LED light source (LED 1) having the following spectral characteristics: having a wavelength (λ3) at which the luminous intensity becomes extremely large in the range of 430 nm to 485 nm, and in the range of 530 nm to 580 nm. It has a wavelength (λ4) where the luminous intensity becomes the maximum, and has a wavelength (λ5) where the luminous intensity becomes the maximum in the range of 600 nm to 650 nm, and the ratio of the luminous intensity I3 at the wavelength λ3 to the luminous intensity I4 at the wavelength λ4 ( I4/I3) is 0.2 or more and 0.4 or less, and the ratio (I5/I3) of the luminous intensity I3 at the wavelength λ3 to the luminous intensity I5 at the wavelength λ5 is 0.1 or more and 1.3 or less; the white LED light source (LED 2) has the following light distribution Characteristics: In the range of 430 nm to 485 nm, it has the wavelength (λ1) where the luminous intensity becomes the maximum, and in the range of 530 nm to 580 nm, it has the peak wavelength (λ2) of the second luminous intensity, and the luminous intensity at the wavelength λ1 The ratio (I2/I1) of I1 to the luminous intensity I2 of the wavelength λ2 is 0.2 or more and 0.7 or less.

As the LED 1, NSSW306D-HG-V1 (made by Nichia), NSSW304D-HG-V1 (made by Nichia), etc. are mentioned specifically,.

As the LED 2, NSSW440 (made by Nichia), NSSW304D (made by Nichia), etc. are mentioned specifically,.

As an example of a method of manufacturing a liquid crystal display device, for example, first, after forming the filter segment, the color filter is bonded to the opposing substrate using a sealant, and the liquid crystal is injected from the injection port provided in the sealing portion, and then the injection port is sealed. It is sealed, and the polarizing film and retardation film are bonded to the outer side of a board|substrate as needed. Thus, a liquid crystal display device can be produced.

In addition to liquid crystal display devices, image display devices can be used for solid-state imaging elements, organic EL display devices, quantum dot display devices, electronic paper, and head-mounted displays.

<Example of Embodiment> Examples of embodiments of the present invention are listed below. Embodiments of the present invention are not limited to the following examples.

（式中，R₁ 及R₂ 分別獨立地表示R₁₁ 或COR₁₁ ，R₁₁ 表示氫原子、碳原子數1～20的烷基、碳原子數6～30的芳基、碳原子數7～30的芳基烷基、或碳原子數2～20的雜環基，R₁₁ 所表示的烷基、芳基、芳基烷基或雜環基的烷基部分可為分支側鏈，也可為環狀烷基，R₃ 表示碳原子數1～20的烷基、碳原子數6～30的芳基、碳原子數7～30的芳基烷基或碳原子數2～20的雜環基，R₃ 所表示的烷基、芳基、芳基烷基或雜環基的烷基部分可為分支側鏈，也可為環狀烷基，R₃ 所表示的芳基、芳基烷基或雜環基的氫原子可進而經R₂₁ 、OR₂₁ 、COR₂₁ 、SR₂₁ 、NR₂₂ R₂₃ 、CONR₂₂ R₂₃ 、-NR₂₂ -OR₂₃ 、-NCOR₂₂ -OCOR₂₃ 、NR₂₂ COR₂₁ 、OCOR₂₁ 、SCOR₂₁ 、OCSR₂₁ 、COSR₂₁ 、CSOR₂₁ 、羥基、硝基、氰基（-CN）、鹵素原子或COOR₂₁ 取代，R₂₁ 、R₂₂ 及R₂₃ 分別獨立地表示氫原子、碳原子數1～20的烷基、碳原子數6～30的芳基、碳原子數7～30的芳基烷基、或碳原子數2～20的雜環基，R₂₁ 、R₂₂ 及R₂₃ 所表示的烷基、芳基、芳基烷基或雜環基的氫原子可進而經羥基、硝基、氰基（-CN）、鹵素原子、或羧基取代，在R₂₁ 、R₂₂ 及R₂₃ 所表示的烷基、芳基、芳基烷基或雜環基的伸烷基部分中，-O-、-S-、-COO-、-OCO-、-NR₂₄ -、-NR₂₄ CO-、-NR₂₄ COO-、-OCONR₂₄ -、-SCO-、-COS-、-OCS-、或-CSO-可在氧原子不相鄰的條件下包含1個～5個， R₂₄ 表示氫原子、碳原子數1～20的烷基、碳原子數6～30的芳基、碳原子數7～30的芳基烷基、或碳原子數2～20的雜環基，R₂₄ 所表示的烷基、芳基、芳基烷基、或雜環基的烷基部分可為分支側鏈，也可為環狀烷基，R₄ 表示羥基、氰基（-CN）、硝基或鹵素原子，n表示0或1）[1] A photosensitive coloring composition containing a first photopolymerization initiator represented by the following general formula (1), a binder resin, a photopolymerizable compound, and a colorant. General formula (1)

(In the formula, R ₁ and R ₂ each independently represent R ₁₁ or COR ₁₁ , and R ₁₁ represents a hydrogen atom, an alkyl group having 1 to 20 carbon atoms, an aryl group having 6 to 30 carbon atoms, and a group having 7 to 7 carbon atoms. 30 arylalkyl group or C2-20 heterocyclic group, the alkyl part of the alkyl group, aryl group, arylalkyl group or heterocyclic group represented by _{R 11 may be a branched side chain or} is a cyclic alkyl group, and R ₃ represents an alkyl group with 1 to 20 carbon atoms, an aryl group with 6 to 30 carbon atoms, an arylalkyl group with 7 to 30 carbon atoms, or a heterocycle with 2 to 20 carbon atoms group, the alkyl part of the alkyl group, aryl group, arylalkyl group or heterocyclic group represented by _{R 3} can be a branched side chain or a cyclic alkyl group, and the aryl group, arylalkyl group represented by _{R 3} The hydrogen atom of the radical or heterocyclyl group can be further modified through R ₂₁ , OR ₂₁ , COR ₂₁ , SR ₂₁ , NR ₂₂ R ₂₃ , CONR ₂₂ R ₂₃ , -NR ₂₂ -OR ₂₃ , -NCOR ₂₂ -OCOR ₂₃ , NR ₂₂ COR ₂₁ , OCOR ₂₁ , SCOR ₂₁ , OCSR ₂₁ , COSR ₂₁ , CSOR ₂₁ , hydroxyl, nitro, cyano (-CN), halogen atom or COOR ₂₁ substitution, R ₂₁ , R ₂₂ and R ₂₃ each independently represent a hydrogen atom , an alkyl group with 1-20 carbon atoms, an aryl group with 6-30 carbon atoms, an arylalkyl group with 7-30 carbon atoms, or a heterocyclic group with 2-20 carbon atoms, R ₂₁ , R ₂₂ And _{the hydrogen atom of the alkyl group, aryl group, arylalkyl group or heterocyclic group represented by R 23} may be further substituted by a hydroxyl group, a nitro group, a cyano group (-CN), a halogen atom, or a carboxyl group, and in R ₂₁ , R _{In the} alkylene portion of the alkyl group, aryl group, arylalkyl group or heterocyclic group represented by 22 and R _{23 , -O-, -S-, -COO-, -OCO-, -NR 24} -, - _{NR 24 CO -, - NR 24} COO -, - OCONR 24 -, - SCO -, - COS -, - OCS-, -CSO- or may be included in the oxygen atoms are not adjacent to condition 1 to 5, R ₂₄ represents a hydrogen atom, an alkyl group with 1 to 20 carbon atoms, an aryl group with 6 to 30 carbon atoms, an arylalkyl group with 7 to 30 carbon atoms, or a heterocyclic group with 2 to 20 carbon atoms, R The alkyl part of the alkyl group, aryl group, arylalkyl group, or heterocyclic group represented by _{24 can be a branched side chain or a cyclic alkyl group, and R 4} represents a hydroxyl group, a cyano group (-CN), a nitro group base or halogen atom, n represents 0 or 1)

[2] The photosensitive coloring composition as described above, wherein the binder resin (B) includes an alkali-soluble resin selected from the following (I) and (II) and having a carboxyl group and a polymerizable unsaturated group in a side chain . (I) Alkali-soluble resin obtained by reacting a polybasic acid or polybasic acid anhydride and a reaction product of an epoxy group in a polymer having an epoxy group and a carboxyl group-containing monomer. (II) is an alkali-soluble resin which is a reaction product of a carboxyl group in a polymer having a carboxyl group and an epoxy group-containing monomer.

[3] The photosensitive coloring composition as described above, further comprising a polyfunctional thiol (F).

[4] The photosensitive coloring composition as described above, further comprising a photopolymerization initiator (Y).

[5] The photosensitive coloring composition as described above, wherein the photopolymerization initiator (Y) is selected from the group consisting of an oxime ester-based compound, an acetophenone-based compound, a phosphine-based compound, and an imidazole-based compound of more than one compound.

[6] A color filter comprising a substrate, and a filter segment or a black matrix formed of the above-mentioned photosensitive coloring composition.

[7] An image display device including the color filter as described above.

（式中，R₁ 表示具有脂環式烴基的碳原子數4～20的烷基，R₂ 表示氫原子、碳原子數1～20的烷基、碳原子數6～30的芳基、碳原子數7～30的芳基烷基、或碳原子數2～20的雜環基，R₃ 表示氫原子、硝基、具有醚鍵的基或顯示出芳香族性的基） 通式（3）

（式中，R₄ 及R₅ 分別獨立地表示氫原子、碳原子數1～20的烷基、碳原子數6～30的芳基、碳原子數7～30的芳基烷基、或碳原子數2～20的雜環基）[8] A photosensitive coloring composition comprising a colorant (D), an alkali-soluble resin, a photopolymerizable compound (C), and a photopolymerization initiator (A), wherein the photopolymerization initiator (A) includes the following The photopolymerization initiator (Y') represented by the general formula (2) and the photopolymerization initiator (A') represented by the following general formula (3). General formula (2)

(In the formula, R ₁ represents an alkyl group having 4-20 carbon atoms having an alicyclic hydrocarbon group, and R ₂ represents a hydrogen atom, an alkyl group having 1-20 carbon atoms, an aryl group having 6-30 carbon atoms, a carbon atom An arylalkyl group having 7 to 30 atoms, or a heterocyclic group having 2 to 20 carbon atoms, R ₃ represents a hydrogen atom, a nitro group, a group having an ether bond, or a group showing aromaticity) General formula (3 )

(In the formula, R ₄ and R ₅ each independently represent a hydrogen atom, an alkyl group having 1 to 20 carbon atoms, an aryl group having 6 to 30 carbon atoms, an arylalkyl group having 7 to 30 carbon atoms, or a carbon atom. Heterocyclic group with 2 to 20 atoms)

[9] The photosensitive coloring composition described above, wherein the photopolymerization initiator (Y) is 100 parts by mass in total with respect to the total content of the photopolymerization initiator (A') and the photopolymerization initiator (Y'). ') content is 5 mass parts - 95 mass parts.

[10] The photosensitive coloring composition as described above, wherein the photopolymerization initiator (A) further includes a photopolymerization initiator (A') and photopolymerization other than the photopolymerization initiator (Y') Initiator (Z).

[11] The photosensitive coloring composition as described above, wherein the photopolymerization initiator (Z) is at least one selected from the group consisting of an acetophenone-based compound, an acylphosphine oxide-based compound, and an imidazole-based compound A sort of.

[12] The photosensitive coloring composition as described above, wherein the photopolymerization initiator (A') and the The total content of the photopolymerization initiator (Y') is 30 parts by mass or more.

[13] The photosensitive coloring composition as described above, wherein the photopolymerizable compound (C) includes a polymerizable compound (C-1) having a caprolactone-derived structure.

[14] The photosensitive coloring composition as described above, wherein the photopolymerizable compound (C) includes a polymerizable compound (C-2) having an acidic group.

[15] The photosensitive coloring composition as described above, further comprising a sensitizer (E).

[16] A color filter including a substrate and a filter segment formed using the above-mentioned photosensitive coloring composition.

[17] An image display device including the color filter as described above.

The present application is related to the subject matter of Japanese Patent Application No. 2020-077121 filed on Apr. 24, 2020 and Japanese Patent Application No. 2020-115897 filed on Jul. 3, 2020, the entire contents of which are hereby incorporated by reference. The contents are incorporated into this specification. [Example]

Hereinafter, an embodiment of the present invention will be specifically described by way of examples, but the present invention is not limited to the examples. In addition, below, "part" means mass part, and "%" means mass %.

Hereinafter, PGMAc represents propylene glycol monomethyl ether acetate.

The average molecular weight of resin, and the calculation method of the acid value, amine value, and ammonium salt value of resin are demonstrated.

(average molecular weight of resin) The number average molecular weight (Mn) and the weight average molecular weight (Mw) of the resin were measured by colloidal permeation chromatography (Gel Permeation Chromatography, GPC) equipped with a refractive index (Refractive Index, RI) detector. As the device, HLC-8220GPC (manufactured by Tosoh Co., Ltd.) was used, two separation columns were connected in series, and two "TSK gel super HZM-N (TSK-gel super HZM-N (TSK-gel)" GEL SUPER HZM-N)" was used in connection with the oven temperature at 40 °C, using THF solution as the eluent, and the flow rate was 0.35 ml/min. The sample was dissolved in a solvent containing 1 wt% of the eluent, and 20 microliters was injected. The molecular weights are all values in terms of polystyrene.

(acid value of resin) Add 80 ml of acetone and 10 ml of water to 0.5 g to 1 g of the resin solution, stir to dissolve it uniformly, use 0.1 mol/L potassium hydroxide (KOH) aqueous solution as the titrant, and use an automatic titration device ("COM -555" Hiranuma Sangyo Co., Ltd.) was titrated to measure the acid value (mgKOH/g) of the resin solution. Then, the acid value per unit of nonvolatile content of the resin was calculated from the acid value of the resin solution and the nonvolatile content concentration of the resin solution.

(Amine value of basic resin type dispersant) The amine value of the basic resin type dispersant is a value obtained by converting the measured total amine value (mgKOH/g) to non-volatile content according to the method of American Society for Testing Materials (ASTM) D 2074. .

(Ammonium salt value of resin having a cationic group in the side chain) The ammonium salt value of the resin having a cationic group in the side chain is obtained by titration with a 0.1 N aqueous silver nitrate solution using a 5% potassium chromate aqueous solution as an indicator, and then converted into an equivalent of potassium hydroxide, Indicates the ammonium salt value of non-volatile components.

(Experimental example 1) <Manufacturing method of micronized pigment> (Micronized Pigment (PB-1)) 100 parts of copper phthalocyanine-based blue pigment CI Pigment Blue (Pigment Blue) 15:6 ("LIONOL BLUE ES" manufactured by Toyocolor Co., Ltd.) and 1000 parts of crushed salt and 100 parts of diethylene glycol were put into a stainless steel 1-gallon kneader (manufactured by Inoue Seisakusho Co., Ltd.), and kneaded at 50° C. for 12 hours. The mixture was poured into 3,000 parts of warm water, stirred with a high-speed mixer for about 1 hour while heating to about 70° C. to form a slurry, filtration and washing were repeated to remove salt and solvent, and then the mixture was heated to 80° C. It was dried for 24 hours to obtain a micronized pigment (PB-1).

(Micronized Pigment (PB-2)) In addition to converting the copper phthalocyanine-based blue pigment CI Pigment Blue (Pigment Blue) 15:6 of the miniaturized pigment (PB-1) into a copper phthalocyanine-based blue pigment CI Pigment Blue 15 (“Pigment Blue” manufactured by Zhuhai Toyo Kemei Chemical Co., Ltd. Except cosmic blue (COSMOS BLUE) ASF"), the micronized pigment (PB-2) was obtained in the same manner as the micronized pigment (PB-1).

(Micronized Pigment (PV-1)) Dioxazine-based purple pigment CI Pigment Violet 23 ("LIONOGEN VIOLET RL" manufactured by Toyocolor Co., Ltd.) 200 parts, 1,400 parts of sodium chloride, and 360 parts of diethylene glycol It was put into a 1-gallon kneader made of stainless steel (manufactured by Inoue Seisakusho Co., Ltd.), and kneaded at 80° C. for 6 hours. Next, the kneaded product was put into 8,000 parts of warm water, stirred for 2 hours while heating to 80° C. to form a slurry, filtration and water washing were repeated to remove sodium chloride and diethylene glycol, and then After drying at 85°C for one day and night, a micronized pigment (PV-1) was obtained.

(Micronized Pigment (PG-1)) In a reaction container, 225 parts of phthalodinitrile and 78 parts of aluminum chloride anhydride were added to 1250 parts of n-amyl alcohol, and the mixture was stirred. To this, 266 parts of 1,8-diazabicyclo[5.4.0]undec-7-ene (1,8-Diazabicyclo[5.4.0]undec-7-ene, DBU) was added, and the temperature was increased. Reflux at 136°C for 5 hours. The reaction solution cooled to 30° C. was poured into a mixed solvent of 5,000 parts of methanol and 10,000 parts of water while stirring, thereby obtaining a blue slurry. The slurry was filtered, washed with a mixed solvent of 2000 parts of methanol and 4000 parts of water, and dried to obtain 135 parts of aluminum chloride phthalocyanine. Furthermore, in a reaction container, 100 parts of chloroaluminum phthalocyanines were gradually added to 1200 parts of concentrated sulfuric acid at room temperature. After stirring at 40°C for 3 hours, the sulfuric acid solution was poured into 24,000 parts of cold water at 3°C. The blue precipitate was filtered, washed with water, and dried to obtain 102 parts of an aluminum phthalocyanine pigment represented by the following structural formula (11).

Structural formula (11)

In a reaction container, 100 parts of aluminum phthalocyanine pigments represented by structural formula (11) and 49.5 parts of diphenyl phosphate were added to 1000 parts of methanol, and the mixture was heated to 40° C. and reacted for 8 hours. After cooling this to room temperature, the resultant was filtered, washed with methanol, and then dried to obtain 114 parts of an aluminum phthalocyanine pigment represented by the following structural formula (12). 100 parts of the obtained aluminum phthalocyanine pigment represented by the structural formula (12), 1200 parts of sodium chloride, and 120 parts of diethylene glycol were charged into a 1-gallon kneader made of stainless steel (manufactured by Inoue Seisakusho Co., Ltd.). Kneading was carried out at 70°C for 6 hours. The kneaded product was poured into 3,000 parts of warm water, stirred for 1 hour while heating to 70° C. to form a slurry, filtration and water washing were repeated to remove sodium chloride and diethylene glycol, and then the mixture was heated to 80° C. It was dried all day and night to obtain a micronized pigment (PG-1). The volume average primary particle size was 31.2 nm.

Structural formula (12)

(Micronized Pigment (PG-2)) In a reaction container, 100 parts of aluminum phthalocyanine pigments represented by structural formula (11) and 43.2 parts of diphenylphosphinic acid were added to 1000 parts of methanol, heated to 40° C., and reacted for 8 hours. After cooling this to room temperature, the resultant was filtered, washed with methanol, and then dried to obtain 112 parts of an aluminum phthalocyanine pigment represented by the following structural formula (13). The obtained aluminum phthalocyanine pigment represented by the structural formula (13) was subjected to the same treatment as the micronized pigment (PG-1) to obtain a micronized pigment (PG-2). The volume average primary particle size was 29.5 nm.

Structural formula (13)

(Micronized Pigment (PG-3)) According to the synthesis method described in Japanese Patent Laid-Open No. 2010-79247, an aluminum phthalocyanine pigment represented by the following structural formula (14) was obtained. The obtained aluminum phthalocyanine pigment represented by the structural formula (14) was subjected to the same treatment as the micronized pigment (PG-1) to obtain a micronized pigment (PG-3). The volume average primary particle size was 33.0 nm.

Structural formula (14)

(Micronized Pigment (PG-4)) 500 parts of 98% sulfuric acid, 50 parts of a phthalocyanine pigment represented by the following structural formula (15), 1,3-dibromo-5,5-dimethylhydantoin (1,3-dibromo- 5,5-dimethylhydantoin, DBDMH) 104.4 parts and stirring, it was made to react at 20 degreeC for 4 hours. Then, the reaction mixture was poured into 5,000 parts of ice water at 3°C, and the precipitated solid was separated by filtration and washed with water. 500 parts of 2.5% sodium hydroxide aqueous solution was added to the beaker, and the separated residue was filtered, and it stirred at 80 degreeC for 1 hour. Then, the mixture was separated by filtration, washed with water, and dried to obtain a pigment having an average of 8.0 bromine atoms substituted in the phthalocyanine ring.

Next, 500 parts of N-methylpyrrolidone, 50 parts of the obtained pigment substituted with an average of 8.0 bromine atoms in the phthalocyanine ring, and 18.2 parts of diphenyl phosphate were added to the three-necked flask, heated to 90° C., and reacted for 8 Hour. After cooling this to room temperature, the resultant was filtered, washed with methanol, and then dried to obtain a micronized pigment (PG-4) represented by the following structural formula (16). The volume average primary particle diameter of the obtained colorant was 27 nm.

結構式（16）

Structural formula (15)

Structural formula (16)

(Micronized Pigment (PG-5)) 500 parts of N-methylpyrrolidone, 50 parts of pigments in which 8.0 bromine atoms were substituted on an average of phthalocyanine rings and 13.8 parts of diphenylphosphinic acid produced in the production of the miniaturized pigment (PG-4) were put into a three-necked flask portion, heated to 90°C, and allowed to react for 8 hours. After cooling to room temperature, the resultant was filtered, washed with methanol, and then dried to obtain a micronized pigment (PG-5) represented by the following structural formula (17). The volume average primary particle diameter of the obtained colorant was 31 nm.

Structural formula (17)

(Micronized Pigment (PG-6)) In a three-necked flask, 500 parts of N-methylpyrrolidone, 50 parts of a pigment having an average of 8.0 bromine atoms substituted in the phthalocyanine ring produced in the production of the miniaturized pigment (PG-4), and bis(4-nitrophosphate) were added. 21.5 parts of phenyl) ester, heated to 90 degreeC, and made to react for 8 hours. After cooling to room temperature, the resultant was filtered, washed with methanol, and then dried to obtain a micronized pigment (PG-6) represented by the following structural formula (18). The volume average primary particle diameter of the obtained colorant was 32 nm.

Structural formula (18)

(Micronized Pigment (PG-7)) 500 parts of 98% sulfuric acid, 50 parts of phthalocyanine pigment represented by structural formula (15), 1,3-dibromo-5,5-dimethylhydantoin (1,3-dibromo-5, 5-dimethylhydantoin, DBDMH) 129.3 parts and stirring, it was made to react at 20 degreeC for 6 hours. Then, the reaction mixture was poured into 5,000 parts of ice water at 3°C, and the precipitated solid was separated by filtration and washed with water. 500 parts of 2.5% sodium hydroxide aqueous solution was added to the beaker, and the separated residue was filtered, and it stirred at 80 degreeC for 1 hour. Then, the mixture was separated by filtration, washed with water, and dried to obtain a pigment having an average of 10.1 bromine atoms substituted in the phthalocyanine ring.

Next, 500 parts of N-methylpyrrolidone, 50 parts of the obtained pigment having an average of 10.1 bromine atoms substituted in the phthalocyanine ring, and 13.9 parts of diphenyl phosphate were added to the three-necked flask, heated to 90° C., and reacted for 8 Hour. After cooling this to room temperature, the resultant was filtered, washed with methanol, and then dried to obtain a micronized pigment (PG-7) represented by the following structural formula (19). The volume average primary particle diameter of the obtained colorant was 27 nm.

Structural formula (19)

(Micronized Pigment (PG-8)) 203 parts of aluminum bromide, 47 parts of sodium bromide, and 5 parts of ferrous bromide were heated and melted, and 50 parts of phthalocyanine pigments represented by structural formula (15) were added at 140°C. It heated up to 160 degreeC, and it reacted at 160 degreeC for 7 hours, blowing in 215.4 parts of bromines. The reaction mixture was poured into 2,500 parts of ice water at 3°C, and the precipitated solid was separated by filtration and washed with water. The residue was washed in order of 1% hydrochloric acid aqueous solution, warm water, 1% sodium hydroxide aqueous solution, and warm water, and then dried to obtain 98 parts of brominated aluminum phthalocyanine. The obtained crude brominated aluminum phthalocyanine was dissolved in 980 parts of concentrated sulfuric acid, and the mixture was stirred at 50° C. for 3 hours. Then, the sulfuric acid solution was poured into 9800 parts of ice water at 3° C., and the precipitated solid was separated by filtration, washed with water, and dried. Next, 500 parts of a 2.5% sodium hydroxide aqueous solution was added to the beaker, and the residue separated by filtration was stirred at 80° C. for 1 hour. Then, the mixture was separated by filtration, washed with water, and dried to obtain a pigment having an average of 15.0 bromine atoms substituted in the phthalocyanine ring.

Next, 500 parts of N-methylpyrrolidone, 50 parts of the obtained pigment having an average of 11.9 bromine atoms substituted in the phthalocyanine ring, and 10.8 parts of diphenyl phosphate were added to the three-necked flask, heated to 90° C., and reacted for 8 Hour. After cooling to room temperature, the resultant was filtered, washed with methanol, and then dried to obtain a micronized pigment (PG-8) represented by the following structural formula (20). The volume average primary particle diameter of the obtained colorant was 31 nm.

Structural formula (20)

(Micronized Pigment (PG-9)) 250 parts of aluminum chloride, 60 parts of sodium chloride, and 2.25 parts of iodine were added to the three-necked flask, and the mixture was stirred at 150° C. for 30 minutes. To this, 50 parts of aluminum phthalocyanine pigments represented by the structural formula (11) were added, and the mixture was stirred and dissolved at 155° C. for 30 minutes. Furthermore, 58.5 parts of trichloroisocyanuric acid was added, and it stirred at 190 degreeC for 5 hours. Then, the reaction mixture was poured into 5,000 parts of ice water at 3°C, and the precipitated solid was separated by filtration and washed with water. 500 parts of 2.5% sodium hydroxide aqueous solution was added to the beaker, and the separated residue was filtered, and it stirred at 80 degreeC for 1 hour. Then, the mixture was separated by filtration, washed with water, and dried to obtain a pigment having an average of 8.1 chlorine atoms substituted in the phthalocyanine ring.

Next, 500 parts of N-methylpyrrolidone, 50 parts of the obtained pigment having an average of 11.9 bromine atoms substituted in the phthalocyanine ring, and 22.6 parts of diphenyl phosphate were added to the three-necked flask, heated to 90° C., and allowed to react for 8 Hour. After cooling to room temperature, the resultant was filtered, washed with methanol, and then dried to obtain a micronized pigment (PG-9) represented by the following structural formula (21). The volume average primary particle diameter of the obtained colorant was 29 nm.

Structural formula (21)

(Micronized Pigments (PY-1～PY-3)) The miniaturized pigments (PY-1 to PY-3) of the quinophthalone pigments of the following structural formulas (22) to (24) were prepared according to the examples of Japanese Patent Laid-Open No. 2012-226110. Its structure is shown below.

(Micronized Pigment (PY-1)) (Micronized Pigment (PY-2)) (Micronized Pigment (PY-3)) Structural formula (22) Structural formula (23) Structural formula (24)

(Micronized Pigment (PY-4)) 100 parts of CI Pigment Yellow 138 (PY138) ("Paliotol Yellow K0960-HD" manufactured by BASF, Japan), 700 parts of sodium chloride and 180 parts of diethylene glycol were charged In a stainless steel 1-gallon kneader (manufactured by Inoue Seisakusho Co., Ltd.), it was kneaded at 80° C. for 6 hours. The mixture was poured into 2,000 parts of warm water, stirred for 1 hour while heating to 80° C. to obtain a slurry, filtration and washing were repeated to remove salt and solvent, and then the mixture was dried at 80° C. all day and night to obtain a slurry. Micronized Pigment (PY-4).

(Micronized Pigment (PY-5)) Isoindoline-based yellow pigment CI Pigment Yellow 139 ("IRGAPHOR Yellow 2R-CF" manufactured by BASF, Japan) 100 parts, 1600 parts of sodium chloride and two 190 parts of ethylene glycol were put into a 1-gallon kneader made of stainless steel, and kneaded at 60° C. for 10 hours. Next, the mixture was poured into 3 warm water, stirred with a high-speed mixer for about 1 hour while heating to about 80° C. to form a slurry, filtration and washing were repeated to remove sodium chloride and the solvent, and then the mixture was heated to about 80° C. The micronized pigment (PY-5) was obtained by drying at ℃ for 1 day and night.

(Micronized Pigment (PY-6)) The yellow pigment CI Pigment Yellow 185 ("Paliotol Yellow D1155" manufactured by BASF, Japan): 500 parts, sodium chloride: 500 parts, and diethylene glycol: 250 parts were put into a 1-gallon kneader made of stainless steel, and kneaded at 120° C. for 8 hours. Next, the kneaded product was put into 5 warm water, stirred for 1 hour while heating to 70° C. to form a slurry, filtration and water washing were repeated to remove sodium chloride and diethylene glycol, and then the mixture was heated to 80° C. It was dried all day and night to obtain a micronized pigment (PY-6).

(Micronized Pigment (PY-7)) Metal complex-based yellow pigments (150 parts of CI pigment yellow, "Yellow Pigment E4GN" manufactured by LANXESS) 100 parts, 1600 parts of sodium chloride and diethylene glycol 190 parts were put into a 1-gallon kneader made of stainless steel (manufactured by Inoue Seisakusho Co., Ltd.), and kneaded at 60° C. for 10 hours. Next, the mixture was poured into 3 warm water, stirred with a high-speed mixer for about 1 hour while heating to about 80° C. to form a slurry, filtration and washing were repeated to remove sodium chloride and the solvent, and then the mixture was heated to about 80° C. The micronized pigment (PY-7) was obtained by drying at °C for 1 day and night.

<Method for producing dye> (Resin 1 having a cationic group in the side chain) Into a four-neck separable flask including a thermometer, a stirrer, a distillation tube, and a cooler, 67.3 parts of methyl ethyl ketone was charged, and the temperature was raised to 75°C under nitrogen flow. In addition, 34.0 parts of methyl methacrylate, 28.0 parts of n-butyl methacrylate, 28.0 parts of 2-ethylhexyl methacrylate, 10.0 parts of dimethylaminoethyl methacrylate, 2,2'- After 6.5 parts of azobis(2,4-dimethylvaleronitrile) and 25.1 parts of methyl ethyl ketone became uniform, they were put into a dropping funnel, and the dropping funnel was attached to a four-neck separable flask , it was added dropwise over 2 hours. Two hours after the completion of the dropwise addition, it was confirmed that the polymerization yield was 98% or more from the nonvolatile content, and the weight average molecular weight (Mw) was 6830, and the mixture was cooled to 50°C. To this, 3.2 parts of methyl chloride and 22.0 parts of ethanol were added and allowed to react at 50°C for 2 hours, then heated to 80°C over 1 hour, and further reacted for 2 hours. Thus, the resin 1 which has a cationic group in the side chain which has an ammonium group and whose resin component is 47 mass % was obtained. The ammonium salt value of the obtained resin was 34 mgKOH/g.

(Dye (RD-1)) Dye (RD-1), which is a salt-forming compound containing C.I. acid red 52 and resin 1 having a cationic group in a side chain, was produced in the following procedure. To 2000 parts of water, 30 parts of resin 1 having a cationic group in a side chain in terms of non-volatile content was added, and the mixture was sufficiently stirred and mixed, and then heated to 60°C. On the other hand, an aqueous solution prepared by dissolving 10 parts of C.I. Acid Red 52 in 90 parts of water was prepared and added dropwise to the resin solution just now. After the dropwise addition, the mixture was stirred at 60° C. for 120 minutes to fully react. As a confirmation of the end point of the reaction, the reaction liquid was dropped onto the filter paper, and it was determined that the salt-forming compound was obtained by taking the time when the exudation disappeared as the end point. After being left to cool to room temperature while stirring, suction filtration and washing with water were performed, and the salt-forming compound remaining on the filter paper was removed from the water in a drier and dried to obtain 32 parts of CI Acid Red 52 with a side chain having The salt-forming compound of the resin 1 of the cationic group is a dye (RD-1). At this time, the content of the effective dye component derived from C.I. Acid Red 52 in the dye (RD-1) was 25% by mass.

＜Pigment Derivatives＞ The dye derivatives used in the photosensitive coloring composition in this example are shown in the following structural formulae (a1-1) to (a1-3).

(resin type dispersant (a2-1) solution) In a reaction vessel including a gas introduction tube, a thermometer, a condenser, and a stirrer, 10 parts of methacrylic acid, 100 parts of methyl methacrylate, 70 parts of isobutyl methacrylate, 20 parts of benzyl methacrylate, 50 parts of PGMAc were replaced with nitrogen. The inside of the reaction vessel was heated and stirred to 50° C., and 12 parts of 3-mercapto-1,2-propanediol was added. The temperature was raised to 90° C., and a solution obtained by adding 0.1 part of 2,2′-azobisisobutyronitrile to 90 parts of PGMAc was reacted for 7 hours. It was confirmed that 95% had reacted by the non-volatile content measurement. 19 parts of pyromellitic anhydride, 50 parts of PGMAc, 50 parts of cyclohexanone, and 0.4 part of 1,8-diazabicyclo-[5.4.0]-7-undecene as a catalyst were added, and the mixture was heated at 100°C. It was allowed to react for 7 hours. Through the measurement of the acid value, it was confirmed that more than 98% of the acid anhydride was half-esterified, the reaction was terminated, and PGMAc was added to dilute so that the non-volatile content was 30%, thereby obtaining an acid value of 70 mgKOH/g and a weight-average molecular weight of 8500. Resin type dispersant (a2-1) solution.

(resin type dispersant (a2-2) solution) 30 parts of methyl methacrylate, 30 parts of n-butyl methacrylate, 20 parts of hydroxyethyl methacrylate, and tetramethyl ethyl methacrylate were placed in a reaction apparatus equipped with a gas introduction pipe, a condenser, a stirring blade, and a thermometer. 13.2 parts of diamines were stirred at 50° C. for 1 hour while flowing in nitrogen, and the inside of the system was replaced with nitrogen. Next, 9.3 parts of ethyl bromoisobutyrate, 5.6 parts of cuprous chloride, and 133 parts of PGMAc were charged, and the temperature was raised to 110° C. under a nitrogen stream to start the polymerization of the first block (B block). After 4 hours of polymerization, the polymerization solution was sampled, and the non-volatile content was measured, and the conversion was performed based on the non-volatile content, and it was confirmed that the polymerization conversion rate was 98% or more. Next, 61 parts of PGMAc and 20 parts of 1,2,2,6,6-pentamethylpyridine methacrylate (Hitachi Chemicals) as the second block (A block) monomer were put into the reaction apparatus. FA-711MM, manufactured by Kogyo Co., Ltd., was kept at 110° C. under a nitrogen atmosphere, and the reaction was continued by stirring. After 2 hours from the introduction of 1,2,2,6,6-pentamethylpyridine methacrylate, the polymerization solution was sampled to measure the non-volatile content, and the second block ( The polymerization conversion rate of A block) was 98% or more, and the reaction solution was cooled to room temperature to stop the polymerization. Then, PGMAc was added and diluted so that the non-volatile content was 30%, thereby obtaining a resin-type dispersant (a2 -2) Solution.

(resin type dispersant (a2-3) solution) [(3-(N,N-dimethylamino)propylacrylamide/methoxypolyamide) was synthesized by the production method of the pigment dispersant (1) described in Production Example 1 of Japanese Patent No. 5513691. A quaternary product of ethylene glycol methacrylate copolymer (23/77 mass %; quaternary rate 27 mol %)], PGMAc was added and diluted so that the non-volatile content was 30%, thereby preparing a resin-type dispersant (a2-3) Solution.

<Manufacturing method of alkali-soluble resin> (Preparation of Alkali-Soluble Resin (B-1)) 196 parts of cyclohexanone was placed in a reaction vessel equipped with a thermometer, a cooling tube, a nitrogen introduction tube, a drip tube, and a stirring device in a separable four-necked flask, the temperature was raised to 80°C, and the inside of the reaction vessel was replaced with nitrogen. After 2 hours, 20.0 parts of benzyl methacrylate, 17.2 parts of n-butyl methacrylate, 12.9 parts of 2-hydroxyethyl methacrylate, 12.0 parts of methacrylic acid, and p-cumylphenol ring were added dropwise from the dropper for 2 hours. A mixture of 20.7 parts of oxyethane-modified acrylates (“Aronix M110” manufactured by Toagosei Co., Ltd.) and 1.1 parts of 2,2′-azobisisobutyronitrile. After completion of the dropwise addition, the reaction was continued for 3 hours to obtain a resin solution. After cooling to room temperature, PGMAc was added so that a nonvolatile matter might become 20 mass %, and the alkali-soluble resin (B-1) solution was prepared. The weight average molecular weight (Mw) was 26,000, and the acid value of the nonvolatile content was 91 mgKOH/g.

(Preparation of Alkali-Soluble Resin (B-2) (Alkali-Soluble Resin (III))) 207 parts of cyclohexanone was placed in a reaction container equipped with a thermometer, a cooling tube, a nitrogen introduction tube, a drip tube and a stirring device in a separable four-necked flask, the temperature was raised to 80°C, and the reaction container was replaced with nitrogen. After 2 hours, 20 parts of methacrylic acid, 20 parts of benzyl methacrylate, and p-cumylphenol ethylene oxide modified acrylate (Aronix M110 manufactured by Toagosei Co., Ltd.) were added dropwise from the dropper for 2 hours. ) 20 parts, a mixture of 25 parts of methyl methacrylate, 8.5 parts of 2-hydroxyethyl methacrylate, and 1.33 parts of 2,2'-azobisisobutyronitrile. After the dropwise addition, the reaction was further continued for 3 hours to obtain a copolymer resin solution. Next, with respect to the total amount of the obtained copolymer solution, the nitrogen gas was stopped and a dry gas was injected for 1 hour, and after stirring, after cooling to room temperature, 2-methacryloyl group was added dropwise at 70° C. over 3 hours. A mixture of 6.5 parts of oxyethyl isocyanate (Karenz MOI manufactured by Showa Denko Co., Ltd.), 0.08 parts of dibutyltin laurate, and 26 parts of cyclohexanone. After completion of the dropwise addition, the reaction was further continued for 1 hour to obtain a resin solution. Cyclohexanone was added so that the nonvolatile content would be 20% by mass to prepare an alkali-soluble resin (B-2) solution. The weight average molecular weight (Mw) was 18,000, and the acid value of the nonvolatile matter was 130 mgKOH/g.

(Preparation of Alkali-Soluble Resin (B-3) (Alkali-Soluble Resin (I))) 100 parts of PGMAc was put into a reaction vessel equipped with a thermometer, a cooling tube, a nitrogen introduction tube, and a stirring device in a separable four-necked flask, and heated to 120° C. while injecting nitrogen into the vessel, and the temperature was maintained for a period of time. A mixture of 5.2 parts of styrene, 35.5 parts of glycidyl methacrylate, 41.0 parts of dicyclopentyl methacrylate, and 1.0 parts of azobisisobutyronitrile was added dropwise from a dropper for 2.5 hours to carry out a polymerization reaction. Next, the inside of the flask was replaced with air, 0.3 parts of tris-dimethylaminomethylphenol and 0.3 parts of hydroquinone were added to 17.0 parts of acrylic acid, and the reaction was continued at 120° C. for 5 hours. = 0.8, the reaction was completed, and a resin solution having a weight average molecular weight of about 12,000 (measured by GPC) was obtained. Further, 30.4 parts of tetrahydrophthalic anhydride and 0.5 part of triethylamine were added, and the reaction was completed at 120° C. for 4 hours. The alkali-soluble resin (B-3) solution was prepared by adding PGMAc so that the non-volatile content was 20%. The acid value of the non-volatile components was 88 mgKOH/g.

(Preparation of Alkali-Soluble Resin (B-4) (Alkali-Soluble Resin (II))) 182 g of PGMAc was introduced into a flask including a stirrer, a thermometer, a reflux cooling tube, a dropping funnel, and a nitrogen introduction tube, the atmosphere in the flask was changed from air to nitrogen, and the temperature was raised to 100° C. 70.5 g (0.40 mol), 43.0 g (0.5 mol) of methacrylic acid, 22.0 g (0.10 mol) of monomethacrylate with tricyclodecane skeleton (FA-513M manufactured by Hitachi Chemical Co., Ltd.), and PGMAc 136 A solution prepared by adding 3.6 g of azobisisobutyronitrile to the mixture of g was added dropwise to the flask from the dropping funnel over 2 hours, and further stirring was continued at 100° C. for 5 hours. Next, the atmosphere in the flask was changed from nitrogen to air, and 35.5 g [0.25 mol of glycidyl methacrylate, (50 mol % with respect to the carboxyl group of methacrylic acid used in this reaction)], three -0.9 g of dimethylaminocresol and 0.145 g of hydroquinone were put into the flask, and the reaction was continued at 110° C. for 6 hours and then terminated. Cyclohexanone was added so that the nonvolatile content would be 20% by mass to obtain an alkali-soluble resin (B-4) solution. The weight average molecular weight was 13,000, the molecular weight distribution (Mw/Mn) was 2.1, and the acid value of the nonvolatile content was 79 mgKOH/g.

(Preparation of Alkali-Soluble Resin (B-5) (Alkali-Soluble Resin (I))) 100 parts of PGMAc was put into a reaction vessel equipped with a thermometer, a cooling tube, a nitrogen introduction tube, and a stirring device in a separable four-necked flask, and the vessel was heated to 120° C. while injecting nitrogen gas. , a mixture of 7.6 parts of styrene, 35.7 parts of glycidyl methacrylate, 42.4 parts of dicyclopentenyloxyethyl methacrylate, and 0.6 parts of azobisisobutyronitrile was added dropwise from the dropper for 2.5 hours. Polymerization. Next, the inside of the flask was replaced with air, 0.3 parts of tris-dimethylaminomethylphenol and 0.3 parts of hydroquinone were added to 17.2 parts of acrylic acid, and the reaction was continued at 120° C. for 5 hours. The reaction was terminated at =0.8, and a resin solution having a weight average molecular weight of about 20,000 (measured by GPC) was obtained. Furthermore, 22.7 parts of succinic acid and 0.6 part of triethylamine were added, and the reaction was completed at 120° C. for 4 hours. The alkali-soluble resin (B-5) solution was prepared by adding PGMAc so that the non-volatile content was 20%. The acid value of the nonvolatile components was 98 mgKOH/g.

(Preparation of Alkali-Soluble Resin (B-6) (Alkali-Soluble Resin (I))) 100 parts of PGMAc was put into a reaction vessel equipped with a thermometer, a cooling tube, a nitrogen introduction tube, and a stirring device in a separable four-necked flask, and the vessel was heated to 120° C. while injecting nitrogen gas. , a mixture of 8.1 parts of styrene, 30.1 parts of glycidyl methacrylate, 41.0 parts of isobornyl acrylate, and 1.3 parts of azobisisobutyronitrile was added dropwise from the dropper for 2.5 hours to carry out a polymerization reaction. Next, the inside of the flask was replaced with air, and 0.3 parts of tris-dimethylaminomethylphenol and 0.3 parts of hydroquinone were added to 14.4 parts of acrylic acid, and the reaction was continued at 120° C. for 5 hours. = 0.8, the reaction was completed, and a resin solution having a weight average molecular weight of about 9,000 (measured by GPC) was obtained. Further, 22.1 parts of tetrahydrophthalic anhydride and 0.4 parts of triethylamine were added, and the reaction was completed at 120° C. for 4 hours. The alkali-soluble resin (B-6) solution was prepared by adding PGMAc so that the nonvolatile content was 20%. The acid value of the non-volatile components was 68 mgKOH/g.

(Preparation of Alkali-Soluble Resin (B-7) (Alkali-Soluble Resin (I))) 100 parts of PGMAc was put into a reaction vessel equipped with a thermometer, a cooling tube, a nitrogen introduction tube, and a stirring device in a separable four-necked flask, and the vessel was heated to 120° C. while injecting nitrogen gas. , a mixture of 3.0 parts of styrene, 46.1 parts of glycidyl methacrylate, 29.3 parts of 1-adamantyl methacrylate, and 0.9 parts of azobisisobutyronitrile was added dropwise from the dropping tube over a period of 2.5 hours to carry out a polymerization reaction. . Next, the inside of the flask was replaced with air, 0.4 parts of tris-dimethylaminomethylphenol and 0.4 parts of hydroquinone were added to 22.6 parts of acrylic acid, and the reaction was continued at 120° C. for 5 hours. The reaction was terminated at =0.8, and a resin solution having a weight average molecular weight of about 14,000 (measured by GPC) was obtained. Further, 45.7 parts of tetrahydrophthalic anhydride and 0.8 parts of triethylamine were added, and the reaction was completed at 120° C. for 4 hours. The alkali-soluble resin (B-7) solution was prepared by adding PGMAc so that the nonvolatile content was 20%. The acid value of the non-volatile components was 112 mgKOH/g.

(Preparation of Alkali-Soluble Resin (B-8)) 100 parts of PGMAc was put into a reaction vessel equipped with a thermometer, a cooling tube, a nitrogen introduction tube, and a stirring device in a separable four-necked flask, and the vessel was heated to 120° C. while injecting nitrogen gas. , a mixture of 4.6 parts of styrene, 31.9 parts of glycidyl methacrylate, 36.7 parts of dicyclopentyl methacrylate, and 0.9 parts of azobisisobutyronitrile was added dropwise from the dropper for 2.5 hours to carry out a polymerization reaction. Next, the inside of the flask was replaced with air, 0.3 parts of tris-dimethylaminomethylphenol and 0.3 parts of hydroquinone were added to 15.2 parts of acrylic acid, and the reaction was continued at 120° C. for 5 hours. = 0.8, the reaction was completed, and a resin solution having a weight average molecular weight of about 12,000 (measured by GPC) was obtained. Further, 45.7 parts of tetrahydrophthalic anhydride and 0.8 parts of triethylamine were added, and the reaction was completed at 120° C. for 4 hours. The alkali-soluble resin (B-7) solution was prepared by adding PGMAc so that the nonvolatile content was 20%. The acid value of the non-volatile components was 112 mgKOH/g.

(Preparation of Alkali-Soluble Resin (B-9) (Alkali-Soluble Resin (II))) 182 g of PGMAc was introduced into a flask including a stirrer, a thermometer, a reflux cooling tube, a dropping funnel, and a nitrogen introduction tube, the atmosphere in the flask was changed from air to nitrogen, and the temperature was raised to 100° C. A solution prepared by adding 3.3 g of azobisisobutyronitrile to the mixture of 20.5 g of methacrylic acid, 89.5 g of methacrylic acid, 24.6 g of dicyclopentenyloxyethyl methacrylate, and 136 g of PGMAc was added from the dropping funnel over 2 hours. It was added dropwise to the flask, and further, stirring was continued at 100° C. for 5 hours. Next, the atmosphere in the flask was changed from nitrogen to air, and 70.0 g of glycidyl methacrylate, 1.8 g of tris-dimethylaminocresol, and 0.3 g of hydroquinone were put into the flask, and the temperature was 110° C. The reaction was continued after 6 hours. Cyclohexanone was added so that the nonvolatile content would be 20% by mass to obtain an alkali-soluble resin (B-4) solution. The weight average molecular weight was 14,000, the molecular weight distribution (Mw/Mn) was 2.1, and the acid value of the nonvolatile content was 148 mgKOH/g.

(Preparation of Alkali-Soluble Resin (B-10)) 182 g of PGMAc was introduced into a flask including a stirrer, a thermometer, a reflux cooling tube, a dropping funnel, and a nitrogen introduction tube, the atmosphere in the flask was changed from air to nitrogen, and the temperature was raised to 100° C. A solution prepared by adding 3.6 g of azobisisobutyronitrile to a mixture of 71.8 g, 43.8 g of methacrylic acid, 22.4 g of cyclohexyl methacrylate, and 136 g of PGMAc was added dropwise to the flask from the dropping funnel over 2 hours. , and further, stirring was continued at 100° C. for 5 hours. Next, the atmosphere in the flask was changed from nitrogen to air, 36.1 g of glycidyl methacrylate, 0.9 g of tris-dimethylaminocresol, and 0.2 g of hydroquinone were put into the flask, and the temperature was 110° C. The reaction was continued after 6 hours. Cyclohexanone was added so that the nonvolatile content would be 20% by mass to obtain an alkali-soluble resin (B-4) solution. The weight average molecular weight was 13,000, the molecular weight distribution (Mw/Mn) was 2.1, and the acid value of the nonvolatile content was 79 mgKOH/g.

<Manufacturing method of pigment dispersion> [Preparation of Blue Pigment Dispersion (M-B1)] The mixture of the following composition was uniformly stirred and mixed, and then a "mini model M-250 MKII" manufactured by Eiger Japan was used using an eiger mill ("mini model M-250 MKII" manufactured by Eiger Japan) using zirconia beads having a diameter of 1 mm. ) was dispersed for 5 hours, and then filtered with a 5 μm filter to prepare a blue pigment dispersion (M-B1). Micronized Pigment (PB-1) 9.05 parts Micronized Pigment (PV-1) 0.31 part Dye (RD-1) 4.16 copies Pigment Derivatives (a1-1) 1.04 parts Resin type dispersant (a2-1) solution 3.47 parts Alkali-soluble resin (B-1) solution 2.00 parts PGMAc 79.97 copies

[Preparation of Blue Pigment Dispersion (M-B2)] A blue pigment dispersion (M-B2) was produced in the same manner as the blue pigment dispersion (M-B1) except that the micronized pigment (PB-1) was replaced by the micronized pigment (PB-2).

[Preparation of Green Pigment Dispersion (M-G1)] The mixture of the following composition was uniformly stirred and mixed, and then a "mini model M-250 MKII" manufactured by Eiger Japan was used using an eiger mill ("mini model M-250 MKII" manufactured by Eiger Japan) using zirconia beads having a diameter of 1 mm. ) was dispersed for 5 hours, and then filtered with a 5 μm filter to prepare a green pigment dispersion (M-G1). C.I. Pigment Green 58 ("FASTOGEN GREEN A110" manufactured by DIC) 7.68 parts 1.92 parts of equal mixture of micronized pigment (PY-1), micronized pigment (PY-2), micronized pigment (PY-3), micronized pigment (PY-4) Resin type dispersant (a2-1) solution 3.20 parts Resin type dispersant (a2-2) solution, resin type dispersant (a2-3) solution equal mixture 3.20 parts Alkali-soluble resin (B-1) solution 22.40 parts PGMAc 61.60 copies

[Preparation of Green Pigment Dispersion (M-G2)] The mixture of the following composition was uniformly stirred and mixed, and then a "mini model M-250 MKII" manufactured by Eiger Japan was used using an eiger mill ("mini model M-250 MKII" manufactured by Eiger Japan) using zirconia beads having a diameter of 1 mm. ) was dispersed for 5 hours, and then filtered with a 5 μm filter to prepare a green pigment dispersion (M-G2). Micronized Pigment (PG-4), Micronized Pigment (PG-5), Micronized Pigment (PG-6), Micronized Pigment (PG-7), Micronized Pigment (PG-8), Micronized Pigment (PG -9) equal mixture of 5.76 parts Mixture of equal amount of micronized pigment (PY-1), micronized pigment (PY-2), micronized pigment (PY-3), micronized pigment (PY-4) 3.84 parts Resin type dispersant (a2-1) solution 3.20 parts Resin type dispersant (a2-2) solution, resin type dispersant (a2-3) solution equal mixture 3.20 parts Alkali-soluble resin (B-1) solution 22.40 parts PGMAc 61.60 copies

[Preparation of Green Pigment Dispersion (M-G3)] The mixture of the following composition was uniformly stirred and mixed, and then a "mini model M-250 MKII" manufactured by Eiger Japan was used using an eiger mill ("mini model M-250 MKII" manufactured by Eiger Japan) using zirconia beads having a diameter of 1 mm. ) was dispersed for 5 hours, and then filtered with a 5 μm filter to prepare a green pigment dispersion (M-G3). Mixture of equal parts of micronized pigment (PG-1), micronized pigment (PG-2), micronized pigment (PG-3) 7.68 parts C.I. Pigment Green 58 ("FASTOGEN GREEN A110" manufactured by DIC) 1.92 parts Resin type dispersant (a2-1) solution 3.20 parts Resin type dispersant (a2-2) solution, resin type dispersant (a2-3) solution equal mixture 3.20 parts Alkali-soluble resin (B-1) solution 22.40 parts PGMAc 61.60 copies

[Preparation of Yellow Pigment Dispersion (M-Y1)] The mixture of the following composition was uniformly stirred and mixed, and then a "mini model M-250 MKII" manufactured by Eiger Japan was used using an eiger mill ("mini model M-250 MKII" manufactured by Eiger Japan) using zirconia beads having a diameter of 1 mm. ) was dispersed for 5 hours, and then filtered with a 5 μm filter to prepare a yellow pigment dispersion (M-Y1). Micronized Pigment (PY-7) 9.60 parts Pigment Derivatives (a1-2) 0.96 parts Resin type dispersant (a2-1) solution 3.20 parts Alkali-soluble resin (B-1) solution, equal amount mixture of alkali-soluble resin (B-2) solution 22.40 parts PGMAc 63.84 copies

[Preparation of Yellow Pigment Dispersion (M-Y2)] Prepared in the same manner as the yellow pigment dispersion (M-Y1) except that the micronized pigment (PY-7) was replaced by an equal mixture of the micronized pigment (PY-5) and the micronized pigment (PY-6) Yellow Pigment Dispersion (M-Y2).

[Preparation of Red Pigment Dispersion (M-R1)] The mixture of the following composition was uniformly stirred and mixed, and then a "mini model M-250 MKII" manufactured by Eiger Japan was used using an eiger mill ("mini model M-250 MKII" manufactured by Eiger Japan) using zirconia beads having a diameter of 1 mm. ) was dispersed for 5 hours, and then filtered with a 5 μm filter to prepare a red pigment dispersion (M-R1). C.I. Pigment Red 254 ("IRGAPHOR Red B-CF" manufactured by BASF, Japan) 8.96 parts C.I. Pigment Red 177 ("Cromophtal Red A2B" manufactured by BASF, Japan) 2.24 parts Pigment Derivatives (a1-3) 1.12 parts Resin type dispersant (a2-1) solution 3.73 parts Alkali-soluble resin (B-1) solution, equal amount mixture of alkali-soluble resin (B-2) solution 12.80 parts PGMAc 71.15 servings

[Preparation of Black Pigment Dispersion (M-BK1)] The mixture of the following composition was uniformly stirred and mixed, and then a "mini model M-250 MKII" manufactured by Eiger Japan was used using an eiger mill ("mini model M-250 MKII" manufactured by Eiger Japan) using zirconia beads having a diameter of 1 mm. ) was dispersed for 5 hours, and then filtered with a 5 μm filter to prepare a black pigment dispersion (M-BK1). Carbon black ("MA77" manufactured by Mitsubishi Chemical Corporation) 11.20 parts Pigment Derivatives (a1-2) 1.12 parts Resin type dispersant (a2-1) solution 3.73 parts Alkali-soluble resin (B-1) solution, alkali-soluble resin (B-2) solution equal mixture 12.80 parts PGMAc 71.15 copies

Other materials used in the photosensitive coloring composition in this Example are shown below. [Photopolymerization initiator (A)] (A1): The compound of No. 3 (A2): The compound of No. 5 (A3): The compound of No. 6 (A4): The compound of No. 8 (A5): Equivalent mixture of (A1) to (A4)

[Photopolymerization initiator (Y)] (Y-1): 2-methyl-1-[4-(methylthio)phenyl]-2-morpholinopropan-1-one [Omnirad 907 (IGM Resins) Company manufactured)] with 2-benzyl-2-dimethylamino-1-(4-morpholinylphenyl)-butanone-1 [Omnirad 369 (manufactured by IGM Resins) ] equal mixture of (Y-2): 2,4,6-trimethylbenzyl-diphenyl-phosphine oxide [Omnirad TPO (manufactured by IGM Resins)] (Y-3): 2,2'-bis(o-chlorophenyl)-4,5,4',5'-tetraphenyl-1,2'-biimidazole [biimidazole (manufactured by Kurokin Chemical Co., Ltd.)] (Y-4): 1,2-octanedione, 1-[4-(phenylthio)phenyl]-,2-(O-benzyl oxime) [IRGACURE OXE01 (BASF, Japan) (manufactured by BASF)] and ethane-1-one, 1-[9-ethyl-6-(2-methylbenzyl)-9H-oxazol-3-yl], 1-(O - Acetoxime) [IRGACURE OXE02 (manufactured by BASF, Japan)] in equal amounts.

[Photopolymerizable compound (C)] C1 manufactured by the following methods, Aronix M310 manufactured by Toagosei Corporation, Aronix M520 manufactured by Toagosei Corporation, and KAYARAD DPCA-30 manufactured by Nippon Kayaku Corporation equal mixture. (Production of Photopolymerizable Monomer (C1)) A 2 L four-necked flask was charged with 801 parts of dipentaerythritol pentaacrylate, 128 parts of hexamethylene diisocyanate, 1.0 parts of N,N-dimethylbenzylamine, and 1.0 parts of 4-methoxyphenol. The reaction was carried out at a temperature of °C for 8 hours, and the disappearance of the absorption of the isocyanate was confirmed by IR analysis. After cooling to room temperature, 70.3 parts of mercaptopropionic acids were charged, and the reaction was performed at a temperature of 50° C. to 60° C. for 6 hours to obtain a photopolymerizable monomer (C1). The acid value of the photopolymerizable monomer (C1) was 43, the number of urethane groups was 1.53 mmol/g, and the number of double bond groups was 6.88 mmol/g.

[Sensitizer (E)] 2,4-Diethylthioxanthone [KAYACURE DETX-S (manufactured by Nippon Kayaku Co., Ltd.)] and 4,4'-bis(diethylamino)benzophenone [Chang Mao (CHEMARK) DEABP (manufactured by Chemark Chemical Co., Ltd.)].

[Multifunctional Thiol (F)] An equal mixture of trimethylolpropane tris(3-mercaptobutyrate) [TPMB (manufactured by Showa Denko Co., Ltd.)] and pentaerythritol tetrakis(3-mercaptopropionate) [PEMP (manufactured by Sakai Chemical Industry Co., Ltd.).

[Thermosetting compound solution] The 1,2-epoxy-4-(2-oxacyclopropyl)cyclohexane adduct of 2,2'-bis(hydroxymethyl)-1-butanol [EHPE-3150 (Daicel) (manufactured by Daicel)] and 30 parts by mass of an equal mixture of a glycidyl etherified epoxy compound of sorbitol [DENACOL EX611 (manufactured by Nagase ChemteX)] was dissolved in PGMAc in 70 parts by mass.

[Antioxidant (H)] IRGANOX 1010 made by BASF, Adekastab LA-52 made by ADEKA, Adekas made by ADEKA An equal mixture of Adekastab PEP-36, Adekastab AO-412S manufactured by ADEKA.

[UV Absorber (I)] TINUVIN P made by BASF, TINUVIN 405 made by BASF, KEMISORB made by Chemipro Kasei ) 10 equal mixtures.

[Polymerization inhibitor (J)] Equivalent mixture of 3-methylcatechol, methylhydroquinone, tert-butylhydroquinone.

[Silane coupling agent (K)] 3-glycidoxypropyltriethoxysilane, 3-methacryloyloxypropyltriethoxysilane, N-2-(aminoethyl)-3-aminopropyltrimethoxysilane An equal mixture of silane, 3-mercaptopropyltrimethoxysilane.

[Leveling agent (L)] 1 part of "BYK-330" made by BYK-Chemie, 0.5 part of "Megafac F-551" made by DIC, and "Emulgen" made by Kao ) 103 "0.5 part of a mixed solution dissolved in 98 parts of PGMAc.

[Organic solvents] The mass ratio of PGMAc, cyclohexanone, ethyl 3-ethoxypropionate, 1,3-butanediol diacetate and 3-methoxy-1-butanol is 3:1:1:1: 1 mixed solution.

[Example 1 to Example 32 and Comparative Example 1 to Comparative Example 3] (Photosensitive coloring composition (R-B1 to R-B27, R-G1 to R-G4, R-R1 to R-R3, R- Preparation of BK1) Each material was mixed and stirred according to the formulation ratio shown in Table 1 - Table 5, and it filtered with the filter of 1 micrometer, and obtained the photosensitive coloring composition of each color.

[Table 1] Table 1 Example 1 Example 2 Example 3 Example 4 Example 5 Example 6 Example 7 R-B1 R-B2 R-B3 R-B4 R-B5 R-B6 R-B7 Pigment Dispersion 1 M-B1 M-B1 M-B1 M-B1 M-B1 M-B1 M-B1 28.85 28.85 28.85 28.85 28.85 43.28 21.64 Pigment Dispersion 2 Alkali Soluble Resin B3 B3 B3 B3 B3 B3 B3 7.82 7.82 7.82 7.82 7.82 1.28 13.59 Photopolymerization Initiator (A) A1 A2 A3 A4 A5 A5 A5 0.75 0.75 0.75 0.75 0.75 0.75 0.75 Photopolymerization Initiator (Y) 1 Photopolymerization Initiator (Y) 2 Sensitizer (E) 0.30 0.30 0.30 0.30 0.30 0.30 0.30 Photopolymerizable compound (C) 7.00 7.00 7.00 7.00 7.00 6.00 7.00 Multifunctional Thiol (F) 0.38 0.38 0.38 0.38 0.38 0.38 0.38 Thermosetting compound solution 0.50 0.50 0.50 0.50 0.50 0.50 0.50 Antioxidant (H) 0.15 0.15 0.15 0.15 0.15 0.15 0.15 Polymerization inhibitor (J) 0.01 0.01 0.01 0.01 0.01 0.01 0.01 UV Absorber (I) 0.01 0.01 0.01 0.01 0.01 0.01 0.01 Silane coupling agent (K) 0.07 0.07 0.07 0.07 0.07 0.07 0.07 Leveling agent (L) 1.00 1.00 1.00 1.00 1.00 1.00 1.00 Organic solvents 53.16 53.16 53.16 53.16 53.16 46.27 54.60 total 100.00 100.00 100.00 100.00 100.00 100.00 100.00

[Table 2] Table 2 Example 8 Example 9 Example 10 Example 11 Example 12 Example 13 Example 14 R-B8 R-B9 R-B10 R-B11 R-B12 R-B13 R-B14 Pigment Dispersion 1 M-B1 M-B1 M-B1 M-B1 M-B1 M-B1 M-B1 28.85 28.85 28.85 28.85 28.85 28.85 28.85 Pigment Dispersion 2 Alkali Soluble Resin B3 B3 B3 B3 B3 B3 B3 6.57 5.57 9.07 6.57 6.57 6.57 7.57 Photopolymerization Initiator (A) A5 A5 A5 A5 A5 A5 A5 1.00 1.20 0.50 0.50 0.50 0.50 0.40 Photopolymerization Initiator (Y) 1 Y1 Y2 Y3 Y4 0.50 0.50 0.50 0.40 Photopolymerization Initiator (Y) 2 Sensitizer (E) 0.30 0.30 0.30 0.30 0.30 0.30 0.30 Photopolymerizable compound (C) 7.00 7.00 7.00 7.00 7.00 7.00 7.00 Multifunctional Thiol (F) 0.38 0.38 0.38 0.38 0.38 0.38 0.38 Thermosetting compound solution 0.50 0.50 0.50 0.50 0.50 0.50 0.50 Antioxidant (H) 0.15 0.15 0.15 0.15 0.15 0.15 0.15 Polymerization inhibitor (J) 0.01 0.01 0.01 0.01 0.01 0.01 0.01 UV Absorber (I) 0.01 0.01 0.01 0.01 0.01 0.01 0.01 Silane coupling agent (K) 0.07 0.07 0.07 0.07 0.07 0.07 0.07 Leveling agent (L) 1.00 1.00 1.00 1.00 1.00 1.00 1.00 Organic solvents 54.16 54.96 52.16 54.16 54.16 54.16 53.36 total 100.00 100.00 100.00 100.00 100.00 100.00 100.00

[table 3] table 3 Example 15 Example 16 Example 17 Example 18 Example 19 Example 20 Example 21 R-B15 R-B16 R-B17 R-B18 R-B19 R-G1 R-G2 Pigment Dispersion 1 M-B1 M-B1 M-B1 M-B1 M-B2 M-G1 M-G2 28.85 28.85 28.85 28.85 28.85 58.59 42.61 Pigment Dispersion 2 M-Y1 M-Y1 3.91 4.27 Alkali Soluble Resin B3 B4 B1 B3 B3 B3 B3 9.32 7.82 7.82 9.72 7.82 3.18 15.96 Photopolymerization Initiator (A) A5 A5 A5 A5 A5 A1 A1 0.75 0.75 0.75 0.75 0.75 0.20 0.20 Photopolymerization Initiator (Y) 1 Y1 Y1 0.20 0.20 Photopolymerization Initiator (Y) 2 Y4 Y4 0.20 0.20 Sensitizer (E) 0.30 0.30 0.30 0.30 0.30 0.30 Photopolymerizable compound (C) 7.00 7.00 7.00 7.00 7.00 3.50 3.50 Multifunctional Thiol (F) 0.38 0.38 0.38 0.38 0.35 0.35 Thermosetting compound solution 0.50 0.50 0.50 0.50 0.50 0.30 0.30 Antioxidant (H) 0.15 0.15 0.15 0.15 0.15 0.10 0.10 Polymerization inhibitor (J) 0.01 0.01 0.01 0.01 0.01 0.01 0.01 UV Absorber (I) 0.01 0.01 0.01 0.01 0.01 Silane coupling agent (K) 0.07 0.07 0.07 0.07 0.07 0.04 0.04 Leveling agent (L) 1.00 1.00 1.00 1.00 1.00 1.00 1.00 Organic solvents 51.96 53.16 53.16 51.64 53.16 32.03 35.23 total 100.00 100.00 100.00 100.00 100.00 100.00 100.00

[Table 4] Table 4 Example 22 Example 23 Example 24 Example 25 Comparative Example 1 Comparative Example 2 Comparative Example 3 R-G3 R-R1 R-R2 R-BK1 R-B20 R-G4 R-R3 Pigment Dispersion 1 M-G3 M-R1 M-R1 M-BK1 M-B1 M-G1 M-R1 35.16 36.16 54.24 60.27 26.79 58.59 36.16 Pigment Dispersion 2 M-Y2 M-Y1 M-Y1 M-Y1 M-Y1 11.72 4.69 7.04 3.91 4.69 Alkali Soluble Resin B3 B3 B3 B3 B3 B3 B3 21.92 22.12 7.66 0.58 9.47 3.18 22.12 Photopolymerization Initiator (A) A1 A5 A5 A5 0.20 0.20 0.20 0.30 Photopolymerization Initiator (Y) 1 Y1 Y1 Y1 Y1 Y4 Y1 Y1 0.20 0.10 0.10 0.10 0.75 0.20 0.10 Photopolymerization Initiator (Y) 2 Y4 Y4 Y4 Y4 Y4 Y4 0.20 0.10 0.10 0.20 0.40 0.30 Sensitizer (E) 0.30 0.10 0.10 0.10 0.30 0.30 0.10 Photopolymerizable compound (C) 3.50 3.75 3.75 4.00 7.00 3.50 3.75 Multifunctional Thiol (F) 0.35 0.30 0.30 0.30 0.38 0.35 0.30 Thermosetting compound solution 0.30 0.30 0.30 0.30 0.50 0.30 0.30 Antioxidant (H) 0.10 0.10 0.10 0.10 0.15 0.10 0.10 Polymerization inhibitor (J) 0.01 0.01 0.01 0.01 0.01 0.01 0.01 UV Absorber (I) 0.01 0.01 0.01 0.01 0.01 Silane coupling agent (K) 0.04 0.03 0.03 0.03 0.07 0.04 0.03 Leveling agent (L) 1.00 1.00 1.00 1.00 1.00 1.00 1.00 Organic solvents 36.72 35.72 32.10 32.70 53.57 32.03 35.72 total 100.00 100.00 100.00 100.00 100.00 100.00 100.00

[table 5] table 5 Example 26 Example 27 Example 28 Example 29 Example 30 Example 31 Example 32 R-B21 R-B22 R-B23 R-B24 R-B25 R-B26 R-B27 Pigment Dispersion 1 M-G3 M-R1 M-R1 M-BK1 M-B1 M-G1 M-R1 28.85 28.85 28.85 28.85 28.85 28.85 28.85 Pigment Dispersion 2 Alkali Soluble Resin B2 B5 B6 B7 B8 B9 B10 7.82 7.82 7.82 7.82 7.82 7.82 7.82 Photopolymerization Initiator (A) A5 A5 A5 A5 A5 A5 A5 0.75 0.75 0.75 0.75 0.75 0.75 0.75 Photopolymerization Initiator (Y) 1 Photopolymerization Initiator (Y) 2 Sensitizer (E) 0.30 0.30 0.30 0.30 0.30 0.30 0.30 Photopolymerizable compound (C) 7.00 7.00 7.00 7.00 7.00 7.00 7.00 Multifunctional Thiol (F) 0.38 0.38 0.38 0.38 0.38 0.38 0.38 Thermosetting compound solution 0.50 0.50 0.50 0.50 0.50 0.50 0.50 Antioxidant (H) 0.15 0.15 0.15 0.15 0.15 0.15 0.15 Polymerization inhibitor (J) 0.01 0.01 0.01 0.01 0.01 0.01 0.01 UV Absorber (I) 0.01 0.01 0.01 0.01 0.01 0.01 0.01 Silane coupling agent (K) 0.07 0.07 0.07 0.07 0.07 0.07 0.07 Leveling agent (L) 1.00 1.00 1.00 1.00 1.00 1.00 1.00 Organic solvents 53.16 53.16 53.16 53.16 53.16 53.16 53.16 total 100.00 100.00 100.00 100.00 100.00 100.00 100.00

The obtained photosensitive coloring composition was evaluated by the following method. The results are shown in Tables 6 to 10. The meanings of the evaluation grades are as follows. 4: extremely good; 3: good; 2: practical; 1: Not suitable for practical use

[Pattern formation] The obtained photosensitive coloring composition was applied to a glass substrate (EAGLE 2000 manufactured by Corning) with a thickness of 100 mm in length x 100 mm in width and a thickness of 0.7 mm by spin coating. Then, the solvent was removed by heating at 70° C. for 15 minutes in a clean oven to obtain a film having a thickness of about 2 μm. Next, after cooling the substrate to room temperature, using a high-pressure mercury lamp, a photomask with a stripe pattern of 100 μm wide (200 μm in pitch) and 10 μm wide (20 μm in pitch) was separated by a high-pressure mercury lamp, with an illuminance of 20 mW/cm ² , 50 mJ/cm ² for exposure. Then, the substrate was sprayed and developed using an aqueous developer containing 0.12% of a nonionic surfactant and 0.04% of potassium hydroxide at 23°C, washed with ion-exchanged water, air-dried, and dried in a clean oven at 230°C. Heat for 30 minutes. The spray image development is performed in the shortest time which can form a pattern without image development residue with respect to the coating film in each photosensitive coloring composition, and this is regarded as an appropriate image development time. The film thickness of the film was measured using Dektak 3030 (manufactured by Nippon Vacuum Technology Co., Ltd.).

[Linearity evaluation] The pattern formed by the method was observed and evaluated using an ECLIPSE LV100POL model (Model) optical microscope manufactured by Nikon. The evaluation criteria are as follows. 4: The difference between the maximum value and the minimum value of the line width is less than 1 μm 3: The difference between the maximum value and the minimum value of the line width is 1 μm or more and less than 2 μm 2: The difference between the maximum value and the minimum value of the line width is 2 μm or more and less than 3 μm 1: The difference between the maximum value and the minimum value of the line width is 3 μm or more

[Resolution evaluation] The pattern formed by the method was observed and evaluated using an ECLIPSE LV100POL model (Model) optical microscope manufactured by Nikon Corporation. The evaluation criteria are as follows. The so-called poor resolution means that adjacent stripe patterns are connected or missing. The evaluation criteria are as follows. 4: No pattern connected or missing parts 3: The connected or missing part of the pattern is less than 5% of the whole 2: The connected or missing part of the pattern is more than 5% and less than 20% of the whole 1: The part where the pattern is connected or missing is more than 20% of the whole

[Residual film rate evaluation] In the pattern formation, spray development and washing with ion-exchanged water were performed, and the film thickness after air-drying was measured. The said film thickness is made into the film thickness after development. Then, it heated at 230 degreeC for 30 minutes in a clean oven, and measured the film thickness of the same place where the film thickness before development was measured. The film thickness was taken as the film thickness after baking. The residual film ratio was calculated by the following mathematical formula from the two film thicknesses. Evaluation was performed as follows. Mathematical formula: residual film rate (%) = film thickness after baking ÷ film thickness after development × 100 4: The residual film rate is more than 90% 3: The residual film rate is more than 85% and less than 90% 2: The residual film rate is more than 80% and less than 85% 1: The residual film rate is less than 80%

[Watermark Evaluation] The obtained photosensitive coloring composition was coated on a glass substrate (EAGLE 2000 manufactured by Corning) having a thickness of 100 mm in length x 100 mm in width and a thickness of 0.7 mm. Further, it was prebaked at 95° C. for 2 minutes using a hot plate (“EC-1200N (trade name)” manufactured by ASONE) to obtain a film having a thickness of 3.4 μm. Next, through a mask having a stripe pattern having a width of 100 μm, UV exposure was performed using a high-pressure mercury lamp under the conditions of illuminance of 20 mW/cm ² and 40 mJ/cm ^{2 .} Then, in an aqueous developing solution containing 0.12% of a nonionic surfactant and 0.04% of potassium hydroxide, it was immersed at 23° C. for 40 seconds for development, and washed with pure water. The obtained patterns were observed with an ECLIPSE LV100POL model (Model) optical microscope. In addition, the evaluation criteria are as follows. 4: No watermark. 3: The watermark is less than 10% of the entire surface. 2: The watermark is more than 10% to less than 30% of the entire surface. 1: The watermark is more than 30% of the entire surface.

[Table 6] Table 6 Example 1 Example 2 Example 3 Example 4 Example 5 Example 6 Example 7 R-B1 R-B2 R-B3 R-B4 R-B5 R-B6 R-B7 Linearity 3 3 3 3 3 3 3 Resolution 3 3 3 3 3 3 3 Residual film rate 3 3 3 3 3 4 3 watermark 3 3 3 3 3 2 4

[Table 7] Table 7 Example 8 Example 9 Example 10 Example 11 Example 12 Example 13 Example 14 R-B8 R-B9 R-B10 R-B11 R-B12 R-B13 R-B14 Linearity 3 2 3 4 4 4 4 Resolution 2 2 4 3 3 3 3 Residual film rate 4 4 2 3 3 3 3 watermark 4 4 2 3 3 3 3

[Table 8] Table 8 Example 15 Example 16 Example 17 Example 18 Example 19 Example 20 Example 21 R-B15 R-B16 R-B17 R-B18 R-B19 R-G1 R-G2 Linearity 2 3 2 2 3 3 3 Resolution 3 3 3 3 3 3 3 Residual film rate 3 3 2 3 3 3 4 watermark 3 3 2 2 3 2 3

[Table 9] Table 9 Example 22 Example 23 Example 24 Example 25 Comparative Example 1 Comparative Example 2 Comparative Example 3 R-G3 R-R1 R-R2 R-BK1 R-B20 R-G4 R-R3 Linearity 3 3 3 3 2 3 3 Resolution 3 4 3 3 3 3 3 Residual film rate 4 3 3 3 1 1 1 watermark 3 4 2 3 1 1 1

[Table 10] Table 10 Example 26 Example 27 Example 28 Example 29 Example 30 Example 31 Example 32 R-B21 R-B22 R-B23 R-B24 R-B25 R-B26 R-B27 Linearity 3 3 2 2 3 3 3 Resolution 3 3 3 3 3 3 3 Residual film rate 3 3 3 3 2 3 2 watermark 3 3 3 3 2 3 2

According to the result of the said table, the photosensitive coloring composition of Example 1 - Example 32 is the result of the practical level or more in all evaluations.

(Experimental example 2)

＜Colorant (D)＞ (Micronized Blue Pigment (D-1)) As the miniaturized blue pigment (D-1), the miniaturized pigment (PB-1) of Experimental Example 1 was used.

(Micronized Violet Pigment (D-2)) As the miniaturized purple pigment (D-2), the miniaturized pigment (PV-1) of Experimental Example 1 was used.

(Dye (D-3)) As the dye (D-3), the dye (RD-1) of Experimental Example 1 was used.

<Production example of resin type dispersant> (resin type dispersant solution) As the resin-type dispersant solution, the resin-type dispersant (a2-1) of Experimental Example 1 was used.

<Production example of alkali-soluble resin (B')> (Alkali-soluble resin (B'-1) solution) 196 parts of cyclohexanone was placed in a reaction vessel equipped with a thermometer, a cooling tube, a nitrogen introduction tube, a drip tube, and a stirring device in a separable four-necked flask, the temperature was raised to 80°C, and the inside of the reaction vessel was replaced with nitrogen. After 2 hours, 37.2 parts of n-butyl methacrylate, 12.9 parts of 2-hydroxyethyl methacrylate, 12.0 parts of methacrylic acid, p-cumylphenol ethylene oxide modified acrylate ( A mixture of 20.7 parts of "Aronix M110" manufactured by Toagosei Co., Ltd. and 1.1 parts of 2,2'-azobisisobutyronitrile. After completion of the dropwise addition, the reaction was further continued for 3 hours to obtain a solution of the acrylic resin. After cooling to room temperature, about 2 parts of the resin solution were sampled, heated and dried at 180° C. for 20 minutes, and the non-volatile content was measured. PGMAc was added to the previously synthesized resin solution so that the non-volatile content was 20% to prepare an alkali-soluble solution. Resin (B'-1) solution. The weight average molecular weight (Mw) was 26,000.

(Alkali-soluble resin (B'-2) solution) 207 parts of cyclohexanone was placed in a reaction container equipped with a thermometer, a cooling tube, a nitrogen introduction tube, a drip tube and a stirring device in a separable four-necked flask, the temperature was raised to 80°C, and the reaction container was replaced with nitrogen. Then, 20 parts of methacrylic acid, 20 parts of p-cumylphenol ethylene oxide-modified acrylate (Aronix M110, manufactured by Toagosei Co., Ltd.), and methyl methacrylate were added dropwise over 2 hours. A mixture of 45 parts of esters, 8.5 parts of 2-hydroxyethyl methacrylate, and 1.33 parts of 2,2'-azobisisobutyronitrile. After the dropwise addition, the reaction was further continued for 3 hours to obtain a copolymer resin solution. Next, with respect to the total amount of the obtained copolymer solution, after stirring while stopping nitrogen gas and injecting dry air for 1 hour, after cooling to room temperature, 2-methacryloyl group was added dropwise at 70° C. over 3 hours. A mixture of 6.5 parts of oxyethyl isocyanate (Karenz MOI manufactured by Showa Denko Co., Ltd.), 0.08 parts of dibutyltin laurate, and 26 parts of cyclohexanone. After completion of the dropwise addition, the reaction was further continued for 1 hour to obtain a solution of the acrylic resin. After cooling to room temperature, about 2 parts of the resin solution were sampled, heated and dried at 180° C. for 20 minutes, and the non-volatile content was measured, and cyclohexanone was added to the previously synthesized resin solution to make the non-volatile content 20%, thereby preparing Alkali-soluble resin (B'-2) solution. The weight average molecular weight (Mw) was 18,000.

(Alkali-soluble resin (B'-3) solution) A separable four-necked flask including a thermometer, a cooling tube, a nitrogen introduction tube, a drip tube and a stirring device was charged with 370 parts of cyclohexanone, and the temperature was raised to 80°C. 18 parts of p-cumylphenol ethylene oxide-modified acrylate (Aronix M110 manufactured by Toagosei Co., Ltd.), 10 parts of benzyl methacrylate, and 18.2 parts of glycidyl methacrylate were added dropwise to the dropper , a mixture of 25 parts of methyl methacrylate and 2.0 parts of 2,2'-azobisisobutyronitrile. After the dropwise addition, after further reacting at 100° C. for 3 hours, a solution obtained by dissolving 1.0 parts of azobisisobutyronitrile in 50 parts of cyclohexanone was added, and the reaction was continued at 100° C. for 1 hour. Next, the inside of the container was replaced with air, and 0.5 parts of tri-dimethylaminophenol and 0.1 part of hydroquinone were put into 9.3 parts of p-acrylic acid (100% of the glycidyl group) in the container, and the temperature was 120° C. The reaction was continued for 6 hours, and the reaction was terminated when the acid value of the nonvolatile matter reached 0.5, thereby obtaining a solution of an acrylic resin. Furthermore, 19.5 parts of tetrahydrophthalic anhydride (100% of the hydroxyl group produced|generated) and 0.5 part of triethylamine were added continuously, and it was made to react at 120 degreeC for 3.5 hours, and the solution of an acrylic resin was obtained. After cooling to room temperature, about 2 g of the resin solution was sampled, heated and dried at 180° C. for 20 minutes, and the non-volatile content was measured. PGMAc was added to the previously synthesized resin solution so that the non-volatile content was 20% by mass to prepare an alkali. Soluble resin (B'-3) solution. The weight average molecular weight (Mw) was 19,000.

(Alkali-soluble resin (B'-4) solution) A separable flask with a cooling pipe was prepared as a reaction tank, and on the other hand, as a monomer dropping tank, dimethyl-2,2'-[oxybis(methylene)]bis-2- 40 parts of propionate, 40 parts of methacrylic acid, 120 parts of methyl methacrylate, tert-butylperoxy-2-ethylhexanoate ("PERBUTYL O" manufactured by NOF Corporation) 4 parts and 40 parts of PGMAc were well stirred and mixed, and as a chain transfer agent dropping tank, 8 parts of n-dodecanethiol and 32 parts of PGMAc were well stirred and mixed. After placing 395 parts of PGMAc in the reaction tank and replacing with nitrogen, heating was performed in an oil bath while stirring, and the temperature of the reaction tank was raised to 90°C. After the temperature of the reaction tank was stabilized at 90° C., dripping was started from the monomer dripping tank and the chain transfer agent dripping tank. The dropwise addition was performed over 135 minutes each while maintaining the temperature at 90°C. 60 minutes after the completion of the dropwise addition, the temperature was started, and the reaction tank was brought to 110°C. After maintaining at 110° C. for 3 hours, a gas introduction pipe was attached to the separable flask, and bubbling of a mixed gas of oxygen/nitrogen=5/95 (volume ratio) was started. Next, 70 parts of glycidyl methacrylate, 0.4 parts of 2,2'-methylenebis(4-methyl-6-tert-butylphenol), and 0.8 parts of triethylamine were charged into the reaction tank, and In this state, the reaction was carried out at 110°C for 12 hours. Then, 150 parts of PGMAc was added and cooled to room temperature, about 2 g of the resin solution was sampled, heated and dried at 180° C. for 20 minutes to measure the non-volatile content, and PGMAc was added to the previously synthesized resin solution so that the non-volatile content was 20 mass % to obtain an alkali-soluble resin (B'-4) solution. The weight average molecular weight of the resin was 18,000, and the acid value per unit of nonvolatile matter was 2 mgKOH/g.

<Manufacture of dispersion> (Dispersion 1) After the following raw materials were stirred and mixed to make them uniform, zirconia beads with a diameter of 0.5 mm were used and a "mini model M-250 MKII" manufactured by Eiger Japan was used in an eiger mill (Eiger Japan). ”) was dispersed for 3 hours, and then filtered through a filter with a pore size of 1.0 μm to prepare Dispersion 1. Micronized blue pigment (D-1) : 9.05 parts by mass Micronized purple pigment (D-2) : 0.31 parts by mass Dye (D-3) : 4.16 parts by mass Pigment derivative (a1-1) : 1.04 parts by mass Resin type dispersant (a2-1) : 3.47 parts by mass Alkali-soluble resin (B'-1) solution: 2.00 parts by mass Organic solvent (PGMAc) : 79.97 parts by mass

<The manufacturing method of the photosensitive coloring composition> [Example 1] (Photosensitive Coloring Composition 1) The following raw materials were mixed, stirred, and filtered with a filter having a pore diameter of 1.0 μm to obtain a photosensitive coloring composition 1. Dispersion 1 : 28.0 parts by mass Alkali-soluble resin (B') : 10.0 parts by mass Photopolymerizable compound (C-1-2) : 3.0 parts by mass Photopolymerizable compound (C-2-1) : 3.5 parts by mass Photopolymerization initiator (A-1-1) : 0.7 parts by mass Photopolymerization initiator (A-2-1) : 0.3 parts by mass Antioxidant (H) : 0.3 parts by mass Leveling agent (L) : 1.0 parts by mass Adhesion improver : 0.15 parts by mass Organic solvent : 53.05 parts by mass

[Example 2 to Example 33, Comparative Example 1 to Comparative Example 5] (photosensitive coloring composition 2 to photosensitive coloring composition 38) Except having changed the photosensitive coloring composition 1 of Example 1 into the raw material and quantity described in Table 11 - Table 14, it carried out similarly to Example 1, and produced the photosensitive coloring composition 2 - the photosensitive coloring composition 38.

[Table 11] Example 1 Example 2 Example 3 Example 4 Example 5 Example 6 Example 7 Example 8 Example 9 Example 10 Photosensitive coloring composition 1 2 3 4 5 6 7 8 9 10 Dispersion 1 28 28 28 28 28 28 28 28 28 28 Alkali-soluble resin (B') solution 10 10 10 10 10 10 10 10 10 10 Polymeric compound (C) C-1 C-1-1 C-1-2 3 3 3 3 3 3 3 3 3 3 C-1-3 C-2 C-2-1 3.5 3.5 3.5 3.5 3.5 3.5 3.5 3.5 3.5 3.5 C-3 C-3-1 Photopolymerization Initiator (A) A-1 A-1-1 0.7 0.1 A-1-2 0.7 A-1-3 0.7 0.6 0.7 0.7 0.7 A-1-4 0.7 A-1-5 0.7 A-1-6 0.7 A-2 A-2-1 0.3 0.3 0.3 0.3 0.3 0.3 0.3 A-2-2 0.3 A-2-3 0.3 A-2-4 0.3 A-2-5 A-3 A-3-1 A-3-2 A-3-3 A-3-4 A-3-5 A-3-6 Sensitizer (E) E-1 E-1-1 E-2 E-2-1 Antioxidant (H) 0.3 0.3 0.3 0.3 0.3 0.3 0.3 0.3 0.3 0.3 Leveling agent (L) 1 1 1 1 1 1 1 1 1 1 adhesion enhancer 0.15 0.15 0.15 0.15 0.15 0.15 0.15 0.15 0.15 0.15 Organic solvents 53.05 53.05 53.05 53.05 53.05 53.05 53.05 53.05 53.05 53.05 total 100 100 100 100 100 100 100 100 100 100 Content of (A-1)/Total content of (A-1) and (A-2) (%) 70 70 70 70 70 70 70 70 70 70 Total content of (A-1) and (A-2) / total content of (A) (%) 100 100 100 100 100 100 100 100 100 100 Evaluation watermark evaluation 4 4 5 5 5 5 5 5 4 5 Pattern shape evaluation 1 3 3 3 3 3 3 3 3 3 3 Pattern shape evaluation 2 3 3 3 3 3 3 3 3 3 3 Evaluation of residual film rate 5 5 5 5 5 5 5 5 5 5

[Table 12] Example 11 Example 12 Example 13 Example 14 Example 15 Example 16 Example 17 Example 18 Example 19 Example 20 Photosensitive coloring composition 11 12 13 14 15 16 17 18 19 20 Dispersion 1 28 28 28 28 28 28 30 28 28 28 Alkali-soluble resin (B') solution 10 10 10 10 10 10 10 10 10 10 Polymeric compound (C) C-1 C-1-1 C-1-2 3 3 3 3 3 3 3 3 3 3 C-1-3 C-2 C-2-1 3.5 3.5 3.5 3.5 3.5 3.5 3.5 3.5 3.5 3.5 C-3 C-3-1 Photopolymerization Initiator (A) A-1 A-1-1 A-1-2 A-1-3 0.7 0.95 0.65 0.5 0.4 0.05 0.49 0.49 0.49 0.49 A-1-4 A-1-5 A-1-6 A-2 A-2-1 0.05 0.35 0.5 0.6 0.95 0.21 0.21 0.21 0.21 A-2-2 A-2-3 A-2-4 A-2-5 0.3 A-3 A-3-1 0.3 A-3-2 0.3 A-3-3 0.3 A-3-4 0.1 A-3-5 0.1 A-3-6 0.1 Sensitizer (E) E-1 E-1-1 E-2 E-2-1 Antioxidant (H) 0.3 0.3 0.3 0.3 0.3 0.3 0.3 0.3 0.3 0.3 Leveling agent (L) 1 1 1 1 1 1 1 1 1 1 adhesion enhancer 0.15 0.15 0.15 0.15 0.15 0.15 0.15 0.15 0.15 0.15 Organic solvents 53.05 53.05 53.05 53.05 53.05 53.05 53.05 53.05 53.05 53.05 total 100 100 100 100 100 100 100 100 100 100 Content of (A-1)/Total content of (A-1) and (A-2) (%) 70 95 85 50 25 5 70 70 70 70 Total content of (A-1) and (A-2) / total content of (A) (%) 100 100 100 100 100 100 70 70 70 70 Evaluation watermark evaluation 4 3 4 5 5 5 5 5 5 5 Pattern shape evaluation 1 3 4 4 3 3 3 5 4 4 3 Pattern shape evaluation 2 3 4 3 3 3 3 4 4 4 3 Evaluation of residual film rate 4 4 5 5 5 4 4 4 4 5

[Table 13] Example 21 Example 22 Example 23 Example 24 Example 25 Example 26 Example 27 Example 28 Example 29 Example 30 Photosensitive coloring composition twenty one twenty two twenty three twenty four 25 26 27 28 29 30 Dispersion 1 28 28 28 28 28 28 28 28 28 28 Alkali-soluble resin (B') solution 10 10 10 10 10 10 10 10 10 10 Polymeric compound (C) C-1 C-1-1 3 C-1-2 3 3 3 3 3 3 3 3 C-1-3 3 C-2 C-2-1 3.5 3.5 3.5 3.5 3.5 3.5 3.5 3.5 3.5 3.5 C-3 C-3-1 Photopolymerization Initiator (A) A-1 A-1-1 A-1-2 A-1-3 0.21 0.35 0.56 0.63 0.49 0.49 0.49 0.49 0.49 0.49 A-1-4 A-1-5 A-1-6 A-2 A-2-1 0.09 0.15 0.24 0.27 0.21 0.21 0.21 0.21 0.21 0.21 A-2-2 A-2-3 A-2-4 A-2-5 A-3 A-3-1 0.7 0.5 0.2 0.1 0.3 0.3 0.3 0.3 0.3 A-3-2 A-3-3 A-3-4 A-3-5 A-3-6 Sensitizer (E) E-1 E-1-1 0.2 0.3 0.3 0.3 0.3 E-2 E-2-1 0.3 Antioxidant (H) 0.3 0.3 0.3 0.3 0.3 0.3 0.3 0.3 0.3 0.3 Leveling agent (L) 1 1 1 1 1 1 1 1 1 1 adhesion enhancer 0.15 0.15 0.15 0.15 0.15 0.15 0.15 0.15 0.15 0.15 Organic solvents 53.05 53.05 53.05 53.05 52.85 52.75 52.75 53.05 52.75 52.75 total 100 100 100 100 100 100 100 100 100 100 Content of (A-1)/Total content of (A-1) and (A-2) (%) 70 70 70 70 70 70 70 70 70 70 Total content of (A-1) and (A-2) / total content of (A) (%) 30 50 80 90 70 70 70 100 70 70 Evaluation watermark evaluation 4 5 5 5 5 5 5 5 5 5 Pattern shape evaluation 1 4 5 5 4 5 5 5 4 5 5 Pattern shape evaluation 2 5 5 5 4 5 5 5 4 5 5 Evaluation of residual film rate 3 4 4 5 5 5 4 4 5 5

[Table 14] Example 31 Example 32 Example 33 Comparative Example 1 Comparative Example 2 Comparative Example 3 Comparative Example 4 Comparative Example 5 Photosensitive coloring composition 31 32 33 34 35 36 37 38 Dispersion 1 28 28 28 28 28 28 28 28 Alkali-soluble resin (B') solution 10 10 10 10 10 10 10 10 Polymeric compound (C) C-1 C-1-1 C-1-2 3 3 3 3 3 3 C-1-3 C-2 C-2-1 3.5 3.5 3.5 3.5 3.5 3.5 C-3 C-3-1 3 3.5 6.5 Photopolymerization Initiator (A) A-1 A-1-1 A-1-2 A-1-3 0.49 0.49 0.49 0.7 0.7 A-1-4 A-1-5 A-1-6 A-2 A-2-1 0.21 0.21 0.21 0.7 0.21 A-2-2 A-2-3 A-2-4 A-2-5 A-3 A-3-1 0.3 0.3 0.3 0.3 0.3 0.3 0.3 0.3 A-3-2 A-3-3 A-3-4 0.49 A-3-5 0.21 0.21 A-3-6 0.49 Sensitizer (E) E-1 E-1-1 0.3 0.3 0.3 0.3 0.3 0.3 0.3 0.3 E-2 E-2-1 Antioxidant (H) 0.3 0.3 0.3 0.3 0.3 0.3 0.3 0.3 Leveling agent (L) 1 1 1 1 1 1 1 1 adhesion enhancer 0.15 0.15 0.15 0.15 0.15 0.15 0.15 0.15 Organic solvents 52.75 52.75 52.75 52.75 52.75 52.75 52.54 52.75 total 100 100 100 100 100 100 100 100 Content of (A-1)/Total content of (A-1) and (A-2) (%) 70 70 70 ― 100 ― 100 ― Total content of (A-1) and (A-2) / total content of (A) (%) 70 70 70 70 70 twenty one 57.9 ― Evaluation watermark evaluation 4 5 4 5 2 5 2 1 Pattern shape evaluation 1 5 4 4 2 2 2 2 2 Pattern shape evaluation 2 5 5 5 2 3 2 3 2 Evaluation of residual film rate 5 4 4 3 3 2 3 3

In addition, each raw material is as follows.

[Alkali-soluble resin (B') solution] Alkali-soluble resin (B'-2) to alkali-soluble resin (B'-4) solutions were mixed in the same amount to prepare an alkali-soluble resin (B') solution.

[Photopolymerizable compound (C)] (Polymerizable compound (C-1) having a caprolactone-derived structure) C-1-1: KAYARAD DPCA-20 (manufactured by Nippon Kayaku Co., Ltd.) C-1-2: KAYARAD DPCA-30 (manufactured by Nippon Kayaku Co., Ltd.) C-1-3: KAYARAD DPCA-60 (manufactured by Nippon Kayaku Co., Ltd.) (Polymerizable compound (C-2) having an acid group) C-2-1: Aronix M-520 (manufactured by Toagosei) (Other polymerizable compounds (C-3)) C-3-1: Aronix M-402 (manufactured by Toagosei)

[Photopolymerization initiator (A)] (Photopolymerization Initiator (A-1)) A-1-1: The compound of the chemical formula (1) A-1-2: The compound of the chemical formula (2) A-1-3: The compound of the chemical formula (3) A-1-4: The compound of the chemical formula (4) A-1-5: The compound of the chemical formula (5) A-1-6: The compound of the chemical formula (6)

(Photopolymerization Initiator (A-2)) A-2-1: The compound of the chemical formula (7) A-2-2: The compound of the chemical formula (8) A-2-3: The compound of the chemical formula (9) A-2-4: The compound of the chemical formula (10) A-2-5: The compound of the chemical formula (11)

(Photopolymerization Initiator (A-3)) A-3-1: "Omnirad 369" (manufactured by IGM Resins, acetophenone-based compound) A-3-2: "Omnirad TPO" (manufactured by IGM Resins, acylphosphine oxide-based compound) A-3-3: 2,2'-bis(o-chlorophenyl)-4,4',5,5'-tetraphenylbiimidazole (imidazole-based compound) A-3-4: IRGACURE OXE01 (manufactured by BASF, Japan, oxime compound) A-3-5: IRGACURE OXE02 (manufactured by BASF, Japan, oxime compound) A-3-6: IRGACURE OXE04 (manufactured by BASF, Japan, oxime compound)

[Sensitizer (E)] E-1-1: KAYACURE DETX-S (manufactured by Nippon Kayaku Co., Ltd., thioxanthone-based compound) E-2-1: CHEMARK DEABP (manufactured by Chemark Chemical, benzophenone-based compound)

(Antioxidant (H)) H-1: IRGANOX 1010 (manufactured by BASF, Japan, hindered phenolic antioxidant) H-2: Adekastab 2112 (manufactured by ADEKA, phosphorus-based antioxidant) As mentioned above, antioxidant (H-1) and antioxidant (H-2) were mixed in the same amount, respectively, and it was set as antioxidant (L).

(Leveling agent (L)) A solution prepared by dissolving 2 parts of "BYK-330" manufactured by BYK-Chemie in 98 parts of PGMAc.

(adhesion improver) 1: Silane coupling agent KBM-403 (manufactured by Shin-Etsu Chemical Industry Co., Ltd.) 2: Silane coupling agent KBE-503 (manufactured by Shin-Etsu Chemical Industry Co., Ltd.) In the above, the adhesion improving agent (1) and the adhesion improving agent (2) were mixed in the same amount, respectively, to prepare the adhesion improving agent.

[Evaluation of Photosensitive Coloring Composition] For the obtained photosensitive coloring composition, linearity evaluation, cross-sectional shape evaluation, and residual film rate evaluation were performed by the following methods as watermark evaluation and pattern shape evaluation. The evaluation results are shown in Tables 11 to 14.

[pattern formation] The pattern was formed under the same conditions as in Experimental Example 1.

(Pattern Shape Evaluation 1: Linearity Evaluation) For the pattern formed by the above method, the maximum part and the minimum part of the line width of the fringe pattern at 10 places were measured using an ECLIPSE LV100POL model optical microscope manufactured by Nikon, and obtained. The average thereof was used for evaluation. 3 or more is considered practical. 5: The difference between the maximum value and the minimum value of the line width is less than 0.5 μm 4: The difference between the maximum value and the minimum value of the line width is 0.5 μm or more and less than 1.5 μm 3: The difference between the maximum value and the minimum value of the line width is 1.5 μm or more and less than 2.5 μm 2: The difference between the maximum value and the minimum value of the line width is 2.5 μm or more and less than 3.5 μm 1: The difference between the maximum value and the minimum value of the line width is 3.5 μm or more

(Pattern shape evaluation 2: cross-sectional shape evaluation) About the pattern formed by the said method, the pattern shape was confirmed by the scanning electron microscope ("S-3000H" by Hitachi High-Technologies Corporation). The evaluation was performed by taking an SEM image of a cross-section of a striped pattern with a width of 100 μm, and measuring the taper angle between the base material and the end of the pattern cross-section to evaluate the cross-sectional shape. 3 or more is considered practical. 5: The taper angle is more than 30 degrees and less than 50 degrees 4: The taper angle is more than 50 degrees and less than 60 degrees 3: The taper angle is less than 30 degrees or more than 60 degrees and less than 70 degrees 2: The taper angle is more than 70 degrees and less than 90 degrees 1: The taper angle is more than 90 degrees

(Residual film rate evaluation) The residual film ratio was calculated under the same conditions as in Experimental Example 1. 3 or more is considered practical. In addition, the film thickness was measured using Dektak 3030 (manufactured by Nippon Vacuum Technology Co., Ltd.). Mathematical formula: residual film rate (%) = film thickness after baking ÷ film thickness after development × 100 5: The residual film rate is more than 90% 4: The residual film rate is more than 85% and less than 90% 3: The residual film rate is more than 80% and less than 85% 2: The residual film rate is more than 75% and less than 80% 1: The residual film rate is less than 70%

(watermark evaluation) The surface of the pattern was observed under the same conditions as in Experimental Example 1, and the degree of the discolored portion was evaluated. 3 or more is considered practical. 5: No watermark. 4: The watermark is less than 10% of the whole. 3: The watermark is more than 10% to less than 20% of the whole. 2: The watermark is more than 20% to less than 30% of the whole. 1: The watermark is more than 30% of the whole.

According to the result of the said table, the photosensitive coloring composition of Example 1 - Example 33 is the result of the practical level or more in all evaluations.

10: Liquid crystal display device 11, 21: Transparent substrate 12: TFT array 13, 23: Transparent electrode layer 14, 24: Alignment layer 15, 25: polarizer 22: Color filter 30: Backlight unit 31: White LED light source LC: liquid crystal

FIG. 1 is a schematic cross-sectional view of a liquid crystal display device.

10: Liquid crystal display device

11, 21: Transparent substrate

12: TFT array

13, 23: Transparent electrode layer

14, 24: Alignment layer

15, 25: polarizer

22: Color filter

30: Backlight unit

31: White LED light source

LC: liquid crystal

Claims (15)

A photosensitive coloring composition, comprising: a first photopolymerization initiator represented by the following general formula (1), a binder resin, a photopolymerizable compound and a colorant, the general formula (1)

In the general formula (1), R ₁ and R ₂ each independently represent R ₁₁ or COR ₁₁ , and R ₁₁ represents a hydrogen atom, an alkyl group having 1 to 20 carbon atoms, an aryl group having 6 to 30 carbon atoms, or a carbon atom. An arylalkyl group having 7 to 30 or a heterocyclic group having 2 to 20 carbon atoms, and the alkyl moiety of the alkyl group, aryl group, arylalkyl group or heterocyclic group represented by _{R 11 may be a branched side chain} It can also be a cyclic alkyl group, and R ₃ represents an alkyl group having 1 to 20 carbon atoms, an aryl group having 6 to 30 carbon atoms, an arylalkyl group having 7 to 30 carbon atoms, or an arylalkyl group having 2 to 20 carbon atoms. Heterocyclic group, R ₄ represents a hydroxyl group, a cyano group, a nitro group or a halogen atom, and n represents 0 or 1. The photosensitive coloring composition according to claim 1, wherein The binder resin comprises an alkali-soluble resin selected from the group consisting of the following (I), (II) and (III), and has a carboxyl group and a polymerizable unsaturated group in a side chain, (I) A polybasic acid or a polybasic acid anhydride, and a reaction product of an epoxy group in a polymer having an epoxy group and a carboxyl group-containing monomer, and further comprising a polycyclic alicyclic monomer unit alkali-soluble resin; (II) is a reaction product of a carboxyl group in a polymer having a carboxyl group and an epoxy group-containing monomer, and an alkali-soluble resin further comprising a polycyclic alicyclic monomer unit; (III) An alkali-soluble resin which is a reaction product of a hydroxyl group in a polymer having a hydroxyl group and a carboxyl group and an isocyanate group-containing monomer. The photosensitive coloring composition according to claim 1 or 2, further comprising a polyfunctional thiol. The photosensitive coloring composition according to claim 1 or 2, further comprising a second photopolymerization initiator different from the first photopolymerization initiator. The photosensitive coloring composition according to claim 4, wherein The second photopolymerization initiator includes one or more compounds selected from the group consisting of oxime ester-based compounds, acetophenone-based compounds, phosphine-based compounds, and imidazole-based compounds. The photosensitive coloring composition according to claim 4, wherein the second photopolymerization initiator contains a third photopolymerization initiator represented by the following general formula (2), and the first photopolymerization initiator The agent contains the fourth photopolymerization initiator represented by the following general formula (3), the general formula (2)

In the general formula (2), R ₁ represents an alkyl group having 4 to 20 carbon atoms having an alicyclic hydrocarbon group, and R ₂ represents a hydrogen atom, an alkyl group having 1 to 20 carbon atoms, and an aryl group having 6 to 30 carbon atoms. R ₃ represents a hydrogen atom, a nitro group, a group having an ether bond, or a group showing aromaticity, General formula (3)

In the general formula (3), R ₄ and R ₅ each independently represent a hydrogen atom, an alkyl group having 1 to 20 carbon atoms, an aryl group having 6 to 30 carbon atoms, and an arylalkyl group having 7 to 30 carbon atoms. , or a heterocyclic group with 2 to 20 carbon atoms. The photosensitive coloring composition according to claim 6, wherein The content of the third photopolymerization initiator is 5 parts by mass to 95 parts by mass relative to 100 parts by mass of the total content of the third photopolymerization initiator and the fourth photopolymerization initiator. The photosensitive coloring composition according to claim 4, further comprising a fifth photopolymerization initiator different from the first photopolymerization initiator and the second photopolymerization initiator. The photosensitive coloring composition according to claim 8, wherein the second photopolymerization initiator contains a third photopolymerization initiator represented by the following general formula (2), and the first photopolymerization initiator The agent contains the fourth photopolymerization initiator represented by the following general formula (3), the general formula (2)

In the general formula (2), R ₁ represents an alkyl group having 4 to 20 carbon atoms having an alicyclic hydrocarbon group, and R ₂ represents a hydrogen atom, an alkyl group having 1 to 20 carbon atoms, and an aryl group having 6 to 30 carbon atoms. R ₃ represents a hydrogen atom, a nitro group, a group having an ether bond, or a group showing aromaticity, General formula (3)

In the general formula (3), R ₄ and R ₅ each independently represent a hydrogen atom, an alkyl group having 1 to 20 carbon atoms, an aryl group having 6 to 30 carbon atoms, and an arylalkyl group having 7 to 30 carbon atoms. , or a heterocyclic group with 2 to 20 carbon atoms. The photosensitive coloring composition according to claim 6, wherein The total content of the third photopolymerization initiator and the fourth photopolymerization initiator is 30 parts by mass relative to 100 parts by mass of the total content of the photopolymerization initiators contained in the photosensitive coloring composition. copies or more. The photosensitive coloring composition according to claim 1 or 2, wherein The polymerizable compound includes a polymerizable compound having a caprolactone-derived structure. The photosensitive coloring composition according to claim 1 or 2, wherein The polymerizable compound includes a polymerizable compound having an acidic group. The photosensitive coloring composition according to claim 1 or 2, further comprising a sensitizer. A color filter comprising: substrate; and A filter segment formed using the photosensitive coloring composition according to any one of claims 1 to 13. An image display device comprising the color filter as claimed in claim 14.

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