JP7642367B2 - Photosensitive colored resin composition for color filters, cured product, color filter, and display device - Google Patents

Description

The present invention relates to a photosensitive colored resin composition for color filters, a cured product, a color filter, and a display device.

In recent years, the demand for liquid crystal displays has increased with the development of personal computers, especially portable personal computers. The penetration rate of mobile displays (mobile phones, smartphones, tablet PCs) is also increasing, and the market for liquid crystal displays is expanding further. Organic light-emitting display devices such as organic EL displays, which have high visibility due to their self-luminous nature, are also attracting attention as next-generation image display devices.
Color filters are used in these liquid crystal display devices and organic light-emitting display devices. For example, when a color image is formed in a liquid crystal display device, the light passing through the color filter is colored as it is with the color of each pixel that constitutes the color filter, and the light of these colors is combined to form a color image. In this case, in addition to conventional cold cathode fluorescent lamps, white-emitting organic light-emitting elements or white-emitting inorganic light-emitting elements may be used as the light source. In the organic light-emitting display device, a color filter is used for color adjustment and the like.

Here, a color filter generally comprises a substrate, a colored layer formed on the substrate and consisting of colored patterns of the three primary colors, red, green, and blue, and a light-shielding portion formed on the substrate so as to partition each colored pattern.
A method for forming a colored layer in a color filter is, for example, to coat a glass substrate with a colored resin composition obtained by adding a binder resin, a photopolymerizable compound, and a photoinitiator to a colorant dispersion liquid obtained by dispersing a colorant with a dispersant or the like, and then drying the colored resin composition, exposing the substrate with a photomask and developing the substrate to form a colored pattern, and then heating the substrate to fix the pattern and form a colored layer. These steps are repeated for each color to form a color filter.

In recent years, with the increasing demand for higher brightness of color filters, the colorant concentration in the colored layer of color filters has become higher than before, which means that the components required for photopolymerization are relatively fewer, making patterning more difficult. Furthermore, in order to improve the productivity of color filters, there is a demand to reduce the cumulative exposure dose required for patterning, and a major challenge is how to ensure the curing properties required for patterning.

In order to ensure the curability required for patterning the colored layer, a photoinitiator having a relatively small molecular weight, such as Irgacure 907, is used as a highly sensitive photoinitiator in the colored resin composition for the color filter.
In recent years, in order to achieve high sensitivity, it has been proposed to use an oxime ester photoinitiator having a diphenyl sulfide skeleton or a carbazole skeleton, but these oxime ester photoinitiators are expensive, and therefore it is desirable to reduce the cost.
Patent Document 1 describes that a fluorene-containing oxime ester photoinitiator having a specific structure is less expensive and has good solubility in a matrix resin compared to an oxime ester photoinitiator having a diphenyl sulfide skeleton or a carbazole skeleton.
Patent Document 2 describes that, as a photoinitiator different from oxime ester-based photoinitiators, a fluorene-based polyfunctional photoinitiator having a specific structure has advantages such as low cost, excellent photoinitiating activity, and low migration.

Special Publication No. 2018-532851 Special table 2019-507108 publication

The inventors have found that when a color filter is manufactured by forming a colored layer using a colored resin composition containing a conventional highly sensitive photoinitiator, sublimates are likely to be generated from the colored resin composition during the drying process before exposure to light.

The present invention has been made in consideration of the above-mentioned circumstances, and aims to provide a photosensitive colored resin composition for color filters that has good sensitivity and suppresses the generation of sublimates during drying, a cured product of the photosensitive colored resin composition for color filters, a color filter having a colored layer formed using the photosensitive colored resin composition for color filters, and a display device having the color filter.

The photosensitive colored resin composition for color filters according to one embodiment of the present invention contains a colorant, an alkali-soluble resin, a photopolymerizable compound, a photoinitiator, and a solvent, the photoinitiator contains a compound represented by the following general formula (1), and the colorant contains a polyhalogenated zinc phthalocyanine represented by the following general formula (i).
In addition, the photosensitive color resin composition for color filters according to one embodiment of the present invention contains a color material, an alkali-soluble resin, a photopolymerizable compound, a photoinitiator, and a solvent, the photoinitiator contains a compound represented by the following general formula (1), and the color material contains one or more selected from C.I. Pigment Green 62 and C.I. Pigment Green 63.
Further, a photosensitive colored resin composition for color filters according to one embodiment of the present invention contains a colorant, an alkali-soluble resin, a photopolymerizable compound, a photoinitiator, and a solvent, and the photoinitiator contains a compound represented by the following general formula (1), and the colorant contains one or more selected from the group consisting of a colorant represented by the following general formula (ii) and a colorant represented by the following general formula (iii).

(In general formula (1), R ^a and R ^b each independently represent an alkyl group having 2 to 8 carbon atoms.)

The color filter according to the present invention is a color filter comprising at least a substrate and a colored layer provided on the substrate, and at least one of the colored layers is a cured product of the photosensitive colored resin composition for color filters according to the present invention.
The present invention also provides a display device having the color filter according to the present invention.

According to the present invention, it is possible to provide a photosensitive colored resin composition for color filters that has good sensitivity and suppresses the generation of sublimates during drying, a cured product of the photosensitive colored resin composition for color filters, a color filter having a colored layer formed using the photosensitive colored resin composition for color filters, and a display device having the color filter.

FIG. 1 is a schematic diagram showing an example of the color filter of the present invention. FIG. 2 is a schematic diagram showing an example of a liquid crystal display device of the present invention. FIG. 3 is a schematic diagram showing an example of an organic light-emitting display device according to the present invention. FIG. 4 is a schematic diagram showing a part of an example of the structure of the graft copolymer used in the present invention.

The photosensitive colored resin composition for color filters, the cured product, the color filter, and the display device according to the present invention will be described in detail below.
In the present invention, light includes electromagnetic waves with wavelengths in the visible and invisible regions, as well as radiation, and radiation includes, for example, microwaves and electron beams. Specifically, it refers to electromagnetic waves with wavelengths of 5 μm or less and electron beams.
In the present invention, the term "(meth)acrylic" refers to both acrylic and methacrylic, and the term "(meth)acrylate" refers to both acrylate and methacrylate.
In the present invention, unless otherwise specified, the chromaticity coordinates x, y are those in the XYZ color system of JIS Z8701 measured using a C light source.

I. Photosensitive colored resin composition for color filters The photosensitive colored resin composition for color filters according to the present invention contains a color material, an alkali-soluble resin, a photopolymerizable compound, a photoinitiator, and a solvent,
The photoinitiator contains a compound represented by the following general formula (1).

(In general formula (1), R ^a and R ^b each independently represent an alkyl group having 2 to 8 carbon atoms.)

The photosensitive colored resin composition for color filters according to the present invention has good sensitivity and is less likely to generate sublimates when dried by using the compound represented by the general formula (1) as a photoinitiator. In conventional colored resin compositions, the sublimates generated during drying before exposure are thought to be derived from the photoinitiator in the colored resin composition. If sublimates are generated from the colored resin composition during drying before exposure, the sublimates may adhere to the exhaust duct or chamber of a drying device such as a hot plate used in the drying process before exposure, and crystallization may progress. If the grown crystals of the sublimates fall onto the coating film of the colored resin composition before exposure, defects such as black defects will occur in the colored layer, causing quality deterioration. In addition, if crystallization of the sublimates progresses in the drying device, cleaning of the drying device becomes difficult, and problems such as reduced production efficiency due to increased cleaning time for the drying device also occur. Therefore, a colored resin composition that is highly sensitive and suppresses the generation of sublimates during drying is required.
Since the photosensitive colored resin composition for color filters according to the present invention is unlikely to generate sublimates during drying before exposure, when a colored layer is formed using the photosensitive colored resin composition for color filters according to the present invention, adhesion of sublimates in the drying device used in the drying step before exposure is suppressed. Therefore, defects such as black defects caused by sublimates adhering to the drying device can be suppressed, and further, the cleaning of the drying device can be simplified, thereby improving production efficiency. In addition, since the photosensitive colored resin composition for color filters according to the present invention has good sensitivity, it is possible to form a colored layer in a high-definition pattern.
On the other hand, photoinitiators that do not easily generate sublimates tend to have high crystallinity. Therefore, when a photosensitive colored resin composition containing a photoinitiator that does not easily generate sublimates is cured to form a colored layer, precipitates may occur on the surface of the colored layer. The precipitates that occur on the surface of the colored layer cause problems such as black defects observed with transmitted light. The present inventors have found that the precipitates that occur on the surface of the colored layer occur immediately after the coating film of the colored resin composition is dried and before exposure. It is presumed that the precipitates that occur on the surface of the colored layer are caused by the photoinitiator concentrating and separating. In contrast, the photosensitive colored resin composition for color filters according to the present invention can suppress the generation of precipitates when a colored layer is formed. In particular, when a compound represented by the general formula (1) is used as a photoinitiator in combination with another photoinitiator different from the compound represented by the general formula (1), the generation of precipitates is easily suppressed. This is presumed to be because the solvent solubility and solvent resolubility of the photoinitiator are improved, and the compatibility with other components is also easily improved, thereby improving the dispersion stability of the photoinitiator. In addition, by using a photoinitiator having improved solvent solubility, solvent resolubility, and compatibility with other components, there are also advantages in that the linearity of the fine line pattern is improved and the occurrence of burrs in the microholes is easily suppressed.
In addition, the photosensitive colored resin composition for color filters according to the present invention is easy to suppress the generation of development residues, and when the colored layer is patterned, it is easy to form desired micropores in the colored layer at the same time. When a highly sensitive photoinitiator is used to form a colored layer having micropores, after radicals are generated, the radicals move to the unexposed part, so it is difficult to maintain the shape of the unexposed part inside the exposed part and to cure the peripheral part of the unexposed part without any crackling. Therefore, in the conventional photosensitive resin composition, when a highly sensitive photoinitiator capable of forming a fine line pattern is used, it is difficult to form micropores even if the linearity of the fine line pattern is good. In contrast, in the photosensitive colored resin composition for color filters according to the present invention, the compound represented by the general formula (1) is used as a photoinitiator, so that the desired micropores are easily formed in the colored layer. In particular, by using an antioxidant in combination with the photoinitiator, it is possible to more easily form micropores of a good shape. The photosensitive colored resin composition for color filters of the present invention is easy to form desired fine holes in the colored layer, so that, for example, in order to form a reflective color filter, a colored layer is formed on a TFT substrate, and at the same time, a through hole for electrical connection is also suitable for the application.

The photosensitive colored resin composition for color filters according to the present invention contains a colorant, an alkali-soluble resin, a photopolymerizable compound, a photoinitiator, and a solvent, and may further contain other components within a range that does not impair the effects of the present invention.
Hereinafter, each component of the colored resin composition of the present invention will be described in detail, starting with the photoinitiator which is characteristic of the present invention.

[Photoinitiator]
<Compound represented by general formula (1)>
The photoinitiator used in the present invention contains the compound represented by the general formula (1).
In the general formula (1), R ^a and R ^b are each independently an alkyl group having 2 to 8 carbon atoms. The alkyl group may be any of linear, branched, cyclic, and combinations thereof. Examples of the alkyl group include an ethyl group, an n-propyl group, an isopropyl group, an n-butyl group, an isobutyl group, a t-butyl group, an n-pentyl group, an isopentyl group, an n-hexyl group, an n-heptyl group, an n-octyl group, a cyclopentyl group, a methylcyclopentyl group, a cyclopentylmethyl group, a cyclohexyl group, a methylcyclohexyl group, a cyclohexylmethyl group, and a cyclohexylethyl group. Among them, from the viewpoint of suppressing the generation of sublimates and precipitates during drying, a linear or branched alkyl group is preferred, and a linear alkyl group is more preferred. The number of carbon atoms of the alkyl group is preferably 2 to 6, and more preferably 3 to 5.
In the general formula (1), R ^a and R ^b may be the same or different from each other. However, when R ^a and R ^b are the same, it is preferable from the viewpoint of ease of synthesis and excellent productivity.

A specific example of a suitable compound represented by the general formula (1) is the following compound (1-1), but is not limited thereto.

The compound represented by the general formula (1) is, for example,
Step 1, reacting fluorene with chloroisobutyryl chloride in the presence of aluminum trichloride to give 2-methyl-1-fluorenyl-2-chloro-1-propanone;
Step 2, the 2-methyl-1-fluorenyl-2-chloro-1-propanone obtained in step 1 is epoxidized with sodium methoxide under a nitrogen atmosphere in the presence of calcium oxide as a catalyst, and then reacted with morpholine to obtain 2-methyl-1-fluorenyl-2-morpholino-1-propanone;
and step 3 of reacting the 2-methyl-1-fluorenyl-2-morpholino-1-propanone obtained in step 2 with an alkyl chloride having from 2 to 8 carbon atoms in the presence of tetrabutylammonium bromide (TBAB) to obtain the compound represented by general formula (1).
In step 3, by using two or more kinds of alkyl chlorides, it is possible to obtain a compound in which R ^a and R ^b in the general formula (1) are different from each other.

<Other photoinitiators>
In the colored resin composition of the present invention, the photoinitiator preferably further contains another photoinitiator different from the compound represented by the general formula (1) in order to suppress the generation of precipitates. The photoinitiator used in the colored resin composition of the present invention includes a chain transfer agent in addition to the photopolymerization initiator.
Examples of the other photoinitiator include an α-aminoketone-based photoinitiator different from the compound represented by general formula (1), an oxime ester-based photoinitiator, a biimidazole-based photoinitiator, a thioxanthone-based photoinitiator, an acylphosphine oxide-based photoinitiator, and a mercapto-based chain transfer agent.
The other photoinitiator different from the compound represented by the general formula (1) preferably contains at least one selected from the group consisting of an oxime ester photoinitiator and an α-aminoketone photoinitiator, in particular, from the viewpoints of easily suppressing the generation of precipitates or improving sensitivity, and of being excellent in the effects of suppressing the generation of development residues and improving NMP resistance when used in combination with a graft copolymer or a salt-type graft copolymer as a dispersant described later.
In addition, from the viewpoint of excellent effects of suppressing the generation of development residues and improving NMP resistance when used in combination with a graft copolymer or a salt-type graft copolymer as a dispersant described later, it is also preferable that the photoinitiator is composed of a compound represented by the general formula (1).

In addition, in order to suppress the occurrence of precipitates or to improve sensitivity, the total content of the oxime ester photoinitiator and the α-aminoketone photoinitiator is preferably 50% by mass or more, more preferably 70% by mass or more, and even more preferably 90% by mass or more, out of a total amount of 100% by mass of the other photoinitiators.

The other photoinitiators preferably have a molecular weight of 350 or more, more preferably 355 or more, and even more preferably 360 or more, in order to suppress the generation of sublimates during drying. The upper limit of the molecular weight of the other photoinitiators is not particularly limited, and is usually 1000 or less, may be 800 or less, or may be 600 or less.

Although not particularly limited, in order to suppress the generation of sublimates during drying, the total content of photoinitiators having a molecular weight of 350 or more is preferably 50% by mass or more, more preferably 70% by mass or more, and even more preferably 90% by mass or more, out of a total amount of 100% by mass of the other photoinitiators.

When an oxime ester photoinitiator is used as the other photoinitiator, the occurrence of precipitates is easily suppressed, and further, when a fine line pattern is formed, the variation in line width in the plane is easily suppressed. Furthermore, the use of an oxime ester photoinitiator tends to improve the development resistance and increase the effect of suppressing the occurrence of water stains. The water stain refers to the occurrence of traces of water stains after rinsing with pure water after alkaline development when a component that increases alkaline developability is used. Such water stains disappear after post-baking, so there is no problem as a product, but after development, they are detected as irregular abnormalities in the appearance inspection of the patterned surface, which causes a problem that it is difficult to distinguish between normal and abnormal products. Therefore, if the inspection sensitivity of the inspection device is reduced in the appearance inspection, the result is a decrease in the yield of the final color filter product, which is problematic.
Among these, the oxime ester photoinitiators are preferably those having an aromatic ring, more preferably those having a condensed ring containing an aromatic ring, and even more preferably those having a carbazole skeleton, a diphenyl sulfide skeleton, or a fluorene skeleton, in terms of suppressing the generation of sublimates during drying and suppressing the generation of precipitates. Oxime ester photoinitiators having a carbazole skeleton or a diphenyl sulfide skeleton are also preferred in that sensitivity is easily improved by combination with the compound represented by the general formula (1).

The oxime ester photoinitiator can be appropriately selected from, for example, 1,2-octadione-1-[4-(phenylthio)phenyl]-, 2-(o-benzoyloxime), ethanone, 1-[9-ethyl-6-(2-methylbenzoyl)-9H-carbazol-3-yl]-, 1-(o-acetyloxime), and the oxime ester photoinitiators described in JP-A No. 2000-80068, JP-A No. 2001-233842, JP-T No. 2010-527339, JP-T No. 2010-527338, JP-T No. 2013-041153, etc. Examples of commercially available oxime ester photoinitiators having a carbazole skeleton include Irgacure OXE-02 (manufactured by BASF), Adeka Arcles NCI-831 (manufactured by ADEKA), and TR-PBG-304 (manufactured by Changzhou Strong Electronic New Materials Co., Ltd.). Examples of commercially available oxime ester photoinitiators having a diphenyl sulfide skeleton include Adeka Arcles NCI-930 (manufactured by ADEKA), TR-PBG-345, TR-PBG-3057 (all manufactured by Changzhou Strong Electronic New Materials Co., Ltd.), and Irgacure OXE-01 (manufactured by BASF). Examples of commercially available oxime ester photoinitiators having a fluorene skeleton include TR-PBG-365 (manufactured by Changzhou Strong Electronic New Materials Co., Ltd.).

As an oxime ester photoinitiator having a carbazole skeleton, an oxime ester compound represented by the following general formula (2) can be preferably used, in particular, from the viewpoints of suppressing the generation of precipitates and improving sensitivity.

(In general formula (2), R ^c is a hydrocarbon group having 7 to 14 carbon atoms which may contain at least one divalent linking group selected from a thioether bond (-S-), an ether bond (-O-), and a carbonyl bond (-CO-), R ^d is a hydrogen atom or a hydrocarbon group having 1 to 4 carbon atoms, and Z ¹ is a hydrogen atom or a nitro group.)

In general formula (2), ^Rc is a hydrocarbon group having 7 to 14 carbon atoms which may contain at least one divalent linking group selected from a thioether bond (-S-), an ether bond (-O-), and a carbonyl bond (-CO-).
Examples of the hydrocarbon group having 7 to 14 carbon atoms in ^Rc include an alkyl group, an alkenyl group, an aryl group, and an aralkyl group, among which an alkyl group, an aryl group, and an aralkyl group are preferred. The alkyl group may be linear, branched, or cyclic, or may be a combination of linear and cyclic. Examples of the alkyl group include a heptyl group, an octyl group, a nonyl group, a decyl group, a dodecyl group, a cyclohexylmethyl group, a cyclopentylethyl group, a cyclohexylethyl group, a bornyl group, an isobornyl group, a dicyclopentanyl group, an adamantyl group, and a lower alkyl group-substituted adamantyl group. Examples of the aryl group include a group in which at least one hydrogen atom of a phenyl group is substituted with an alkyl group having 1 to 6 carbon atoms, a biphenyl group, a naphthyl group, and a group in which one or two hydrogen atoms of a biphenyl group and a naphthyl group are substituted with a methyl group or an ethyl group. Examples of the aralkyl group include a benzyl group, a phenethyl group, a naphthylmethyl group, a naphthylethyl group, etc. As the hydrocarbon group in ^Rc , an alkyl group having 7 to 12 carbon atoms, an aralkyl group, and an aryl group are preferred from the viewpoint of easily suppressing precipitation, and a group containing an aliphatic ring such as cyclohexane or an aromatic ring such as benzene, and a linear or branched alkyl or alkylene group is particularly preferred.
In addition, in the R ^c , the hydrocarbon group contains the divalent linking group, which improves solvent solubility and compatibility and suppresses the occurrence of precipitates. The divalent linking group is preferably a thioether bond (-S-) or an ether bond (-O-), and more preferably an ether bond (-O-), from the viewpoint of improving solvent solubility. In the R ^c , when the hydrocarbon group contains the divalent linking group, the hydrocarbon group may be bonded to a carbon atom of the oxime ester group via the divalent linking group, or the carbon atom of the hydrocarbon group may be directly bonded to a carbon atom of the oxime ester group. In the R ^c , when the hydrocarbon group contains the divalent linking group and the carbon atom of the hydrocarbon group is directly bonded to a carbon atom of the oxime ester group, for example, the R ^c may be a group in which hydrocarbon groups are bonded to each other via the divalent linking group. Examples of the group in which hydrocarbon groups are linked together via the divalent linking group include structures containing a thioether bond (-S-), such as alkylthioalkyl groups and arylthioalkyl groups; structures containing an ether bond (-O-), such as alkoxyalkyl groups such as methoxycyclohexyl groups and aryloxyalkyl groups; and structures containing a carbonyl bond (-CO-), such as benzoylmethyl groups and acylalkyl groups.

In general formula (2), ^Rd is a hydrogen atom or a hydrocarbon group having 1 to 4 carbon atoms. Among these, from the viewpoint of suppressing the generation of precipitates, Rd is preferably a hydrocarbon group having 1 to 4 carbon atoms, more preferably an alkyl group having 1 to 4 carbon atoms, and even more preferably a methyl group or an ethyl group.

As the oxime ester compound represented by the general formula (2), for example, the following compound (2-1) can be suitably used.

An example of a commercially available product of the compound (2-1) is ADEKA ARCLES NCI-831 (manufactured by ADEKA Corporation).
The oxime ester compound represented by the general formula (2) can be synthesized, for example, by referring to Japanese Patent No. 6,119,922.

As an oxime ester photoinitiator having a diphenyl sulfide skeleton, an oxime ester compound represented by the following general formula (3) can be preferably used, in particular, from the viewpoints of suppressing the generation of precipitates and improving sensitivity.

(In general formula (3), R ^c' is a hydrocarbon group having 7 to 14 carbon atoms which may contain at least one divalent linking group selected from a thioether bond (-S-), an ether bond (-O-), and a carbonyl bond (-CO-), and Z ^1' is a hydrogen atom or a nitro group.)

Examples of the hydrocarbon group having 7 to 14 carbon atoms which may contain at least one divalent linking group selected from a thioether bond (-S-), an ether bond (-O-) and a carbonyl bond (-CO-) in R ^c' in general formula (3) include the same as those in R ^c in general formula (2). In addition, those preferred in R ^c in general formula (2) are also preferred in R ^c' in general formula (3).

As the oxime ester compound represented by the general formula (3), for example, the following compound (3-1) can be suitably used.

An example of a commercially available product of the compound (3-1) is TR-PBG-3057 (manufactured by Changzhou Strong Electronic New Materials Co., Ltd.).
The oxime ester compound represented by the general formula (3) can be synthesized, for example, by referring to JP-T-2012-526185.

As an oxime ester photoinitiator having a fluorene skeleton, an oxime ester compound represented by the following general formula (4) can be preferably used, in particular, in terms of suppressing the occurrence of precipitates.

(In general formula (4), R ^c″ is a hydrocarbon group having 7 to 14 carbon atoms which may contain at least one divalent linking group selected from a thioether bond (—S—), an ether bond (—O—), and a carbonyl bond (—CO—), R ^e and R ^f each independently are a hydrogen atom or a hydrocarbon group having 1 to 6 carbon atoms, and Z ^1″ is a hydrogen atom or a nitro group.)

Examples of the hydrocarbon group having 7 to 14 carbon atoms which may contain at least one divalent linking group selected from a thioether bond (-S-), an ether bond (-O-) and a carbonyl bond (-CO-) in R ^c" in general formula (4) include the same as those in R ^c in general formula (2). In addition, those preferred in R ^c in general formula (2) are also preferred in R ^c" in general formula (4).

In general formula (4), R ^e and R ^f each independently represent a hydrogen atom or a hydrocarbon group having 1 to 6 carbon atoms. Among these, from the viewpoint of suppressing the generation of precipitates, R e and R f are preferably an alkyl group having 1 to 6 carbon atoms, and more preferably a linear alkyl group having 2 to 6 carbon atoms.

As the oxime ester compound represented by the general formula (4), for example, the following compound (4-1) can be suitably used.

An example of a commercially available product of the compound (4-1) is TR-PBG-365 (manufactured by Changzhou Strong Electronic New Materials Co., Ltd.).

As the oxime ester photoinitiator, from the viewpoint of suppressing the generation of precipitates, one or more selected from the group consisting of the oxime ester compound represented by the general formula (2), the oxime ester compound represented by the general formula (3), and the oxime ester compound represented by the general formula (4) are preferred, and among them, from the viewpoint of suppressing the generation of precipitates and improving sensitivity, one or more selected from the group consisting of the oxime ester compound represented by the general formula (2) and the oxime ester compound represented by the general formula (3) are more preferred, and one or more selected from the compound (2-1) and the compound (3-1) are particularly preferred.

When an α-aminoketone-based photoinitiator other than the compound represented by the general formula (1) is used as the other photoinitiator, in addition to being more likely to suppress the generation of precipitates, it is also preferable in that the crosslink density in the colored layer is more likely to be uniform.
Examples of the α-aminoketone photoinitiator include 2-methyl-1-(4-methylthiophenyl)-2-morpholinopropan-1-one (e.g., Irgacure 907, manufactured by BASF Corporation), 2-benzyl-2-(dimethylamino)-1-(4-morpholinophenyl)-1-butanone (e.g., Irgacure 369, manufactured by BASF Corporation), and 2-(dimethylamino)-2-[(4-methylphenyl)methyl]-1-[4-(4-morpholinyl)phenyl]-1-butanone (Irgacure 379EG, manufactured by BASF Corporation).
The α-aminoketone photoinitiator may be used alone or in combination of two or more kinds. Among them, 2-methyl-1-(4-methylthiophenyl)-2-morpholinopropan-1-one and 2-benzyl-2-(dimethylamino)-1-(4-morpholinophenyl)-1-butanone are preferred from the viewpoint of suppressing the generation of precipitates and suppressing the decrease in the remaining film rate and the occurrence of crackling of micropores, and 2-benzyl-2-(dimethylamino)-1-(4-morpholinophenyl)-1-butanone is more preferred from the viewpoint of further suppressing the generation of sublimates.

Examples of the biimidazole-based photoinitiator include 2,2'-bis(2-chlorophenyl)-4,4',5,5'-tetrakis(4-ethoxycarbonylphenyl)-1,2'-biimidazole, 2,2'-bis(2-bromophenyl)-4,4',5,5'-tetrakis(4-ethoxycarbonylphenyl)-1,2'-biimidazole, 2,2'-bis(2-chlorophenyl)-4,4',5,5'-tetraphenyl-1,2'-biimidazole, and 2,2'-bis(2,4-dichlorophenyl)-4,4',5,5'-tetraphenyl. 2,2'-bis(2,4,6-trichlorophenyl)-4,4',5,5'-tetraphenyl-1,2'-biimidazole, 2,2'-bis(2-bromophenyl)-4,4',5,5'-tetraphenyl-1,2'-biimidazole, 2,2'-bis(2,4-dibromophenyl)-4,4',5,5'-tetraphenyl-1,2'-biimidazole, 2,2'-bis(2,4,6-tribromophenyl)-4,4',5,5'-tetraphenyl-1,2'-biimidazole, and the like can be mentioned.
The biimidazole-based photoinitiators may be used alone or in combination of two or more kinds.

Examples of thioxanthone-based photoinitiators include 2,4-isopropylthioxanthone, 2,4-diethylthioxanthone, 1-chloro-4-propoxythioxanthone, and 2,4-dichlorothioxanthone.
The thioxanthone-based photoinitiator may be used alone or in combination of two or more kinds. Among them, it is preferable to use 2,4-isopropylthioxanthone and 2,4-diethylthioxanthone from the viewpoint of improving the transfer of radical generation.

Acylphosphine oxide photoinitiators have the property of being less prone to yellowing due to heat, and therefore are suitable for improving brightness, but generally have low sensitivity and may not provide sufficient curing properties. However, when combined with the compound represented by the general formula (1), they are preferred because they improve the overall coating film curing properties, and when forming micropores, they are preferred because they can easily form micropores with good dimensional accuracy by suppressing the ripping at the end of the holes.
Examples of the acylphosphine oxide photoinitiator include benzoyl-diphenylphosphine oxide, 2,4,6-trimethylbenzoyl-diphenylphosphine oxide, 2,3,5,6-tetramethylbenzoyl-diphenylphosphine oxide, 3,4-dimethylbenzoyl-diphenylphosphine oxide, 2,4,6-trimethylbenzoyl-phenylethoxyphosphine oxide, bis(2,4,6-trimethylbenzoyl)-phenylphosphine oxide, bis(2,6-dimethoxybenzoyl)-2,4,4-trimethyl-pentylphosphine oxide, and bis(2,6-dimethylbenzoyl)-ethylphosphine oxide.
The acylphosphine oxide photoinitiator may be used alone or in combination of two or more kinds. Among them, bis(2,4,6-trimethylbenzoyl)-phenylphosphine oxide is preferred from the viewpoint of improving the coating film curability.

Mercapto-based chain transfer agents have the property of accepting radicals from slower-reacting radicals to accelerate the reaction, and are particularly preferred because they tend to increase the reaction rate when combined with a biimidazole-based photoinitiator.
Examples of the mercapto-based chain transfer agent include 2-mercaptobenzothiazole, 2-mercaptobenzoxazole, 2-mercaptobenzimidazole, 2-mercapto-5-methoxybenzothiazole, 2-mercapto-5-methoxybenzimidazole, 3-mercaptopropionic acid, methyl 3-mercaptopropionate, ethyl 3-mercaptopropionate, octyl 3-mercaptopropionate, 1,4-bis(3-mercaptobutyryloxy)butane, and 1,3,5-tris(3-mercaptobutyryloxy)butane. (3-mercaptobutyloxyethyl)-1,3,5-triazine-2,4,6(1H,3H,5H)-trione, trimethylolpropane tris(3-mercaptopropionate), pentaerythritol tetrakis(3-mercaptobutyrate), pentaerythritol tetrakis(3-mercaptopropionate), dipentaerythritol hexakis(3-mercaptopropionate), and tetraethylene glycol bis(3-mercaptopropionate).
The mercapto-based chain transfer agent may be used alone or in combination of two or more kinds. Among them, 2-mercaptobenzothiazole is preferred from the viewpoint of improving the reaction rate.

The total content of the photoinitiator used in the photosensitive colored resin composition for color filters of the present invention is not particularly limited as long as the effect of the present invention is not impaired, but is preferably in the range of 0.1% by mass to 12.0% by mass, more preferably 1.0% by mass to 8.0% by mass, based on the total solid content of the photosensitive colored resin composition for color filters. If this content is equal to or more than the lower limit, photocuring proceeds sufficiently, and the exposed part is prevented from dissolving during development, while if it is equal to or less than the upper limit, the decrease in brightness due to yellowing of the obtained colored layer can be prevented.
The solid content refers to everything other than the solvent, and includes liquid polyfunctional monomers and the like.

When the photoinitiator contains a compound represented by the general formula (1) and the other photoinitiator, the content of the compound represented by the general formula (1) in the total amount of 100% by mass of the photoinitiator is preferably 10% by mass or more and 98% by mass or less, more preferably 20% by mass or more and 95% by mass or less, and even more preferably 30% by mass or more and 95% by mass or less, from the viewpoint of further suppressing the occurrence of precipitates and easily improving sensitivity, and is particularly preferably 50% by mass or more and 90% by mass or less.

[Colorant]
In the present invention, the coloring material is not particularly limited as long as it can develop a desired color when a colored layer of a color filter is formed, and various organic pigments, dyes, dispersible dyes, and inorganic pigments can be used alone or in combination of two or more. Among them, organic pigments are preferably used because they have high color development and high heat resistance.
Examples of organic pigments include compounds classified as pigments in the Color Index (C.I.; published by The Society of Dyers and Colourists), specifically, compounds assigned the following Color Index (C.I.) numbers.
In the following description of color index names, when color index names differing only in number are listed, only the number may be listed.

C.I. Pigment Yellow 1, 3, 12, 13, 14, 15, 16, 17, 20, 24, 31, 55, 60, 61, 65, 71, 73, 74, 81, 83, 93, 95, 97, 98, 100, 101, 104, 106, 108, 109, 110, 113, 114, 116, 117, 119, 120, 126, 127, 128, 129, 138, 139, 150, 151, 152, 153, 154, 155, 156, 166, 168, 175, 185;
C.I. Pigment Orange 1, 5, 13, 14, 16, 17, 24, 34, 36, 38, 40, 43, 46, 49, 51, 61, 63, 64, 71, 73;
C.I. Pigment Violet 1, 19, 23, 29, 32, 36, 38;
C.I. Pigment Red 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 14, 15, 16, 17, 18, 19, 21, 22, 23, 30, 31, 32, 37, 38, 40, 41, 42, 48:1, 48:2, 48:3, 48:4, 49:1, 49:2, 50:1, 52:1, 53:1, 57, 57:1, 57:2, 58:2, 58:4, 60:1, 63:1, 63:2, 64:1, 81:1, 83, 88, 90:1, 97, 101, 102, 1 04, 105, 106, 108, 112, 113, 114, 122, 123, 144, 146, 149, 150, 151, 166, 168, 170, 171, 172, 174, 175, 176, 177, 178, 179, 18 0, 185, 187, 188, 190, 193, 194, 202, 206, 207, 208, 209, 215, 216, 220, 224, 226, 242, 243, 245, 254, 255, 264, 265, 269, 291;
C.I. Pigment Blue 15, 15:3, 15:4, 15:6, 60;
C.I. Pigment Green 7, 36, 58, 59, 62, 63;
C.I. Pigment Brown 23, 25;
C.I. Pigment Black 1,7.

The dye can be appropriately selected from conventionally known dyes. Examples of such dyes include azo dyes, metal complex azo dyes, anthraquinone dyes, triarylmethane dyes, xanthene dyes, cyanine dyes, naphthoquinone dyes, quinoneimine dyes, methine dyes, and phthalocyanine dyes. Specific examples include C.I. Solvent Yellow 4, 14, 15, 24, 82, 88, 94, 98, 162, and 179;
C.I. Solvent Red 45, 49;
C.I. Solvent Orange 2, 7, 11, 15, 26, 56;
C.I. Solvent Blue 35, 37, 59, 67;
C.I. Acid Red 50, 52, 289;
C.I. Acid Violet 9, 30;
C.I. Acid Blue 19; and the like.

Examples of the dispersible dye include dyes that have been rendered dispersible by adding various substituents to the dye to make it insoluble in a solvent, dyes that have been rendered dispersible by using it in combination with a solvent with low solubility, and lake colorants in which a dye that is soluble in a solvent is insolubilized (rake-formed) by forming a salt with a counter ion. By using such a dispersible dye in combination with a dispersant, the dispersibility and dispersion stability of the dye can be improved.
As a guideline, if the amount of dye dissolved in 10 g of a solvent (or mixed solvent) is 100 mg or less, it can be determined that the dye is dispersible in the solvent (or mixed solvent).

Specific examples of the inorganic pigments include titanium oxide, barium sulfate, calcium carbonate, zinc oxide, lead sulfate, yellow lead, zinc yellow, red iron oxide (red iron (III) oxide), cadmium red, ultramarine, iron blue, chromium oxide green, cobalt green, amber, titanium black, synthetic iron black, and carbon black.

As a coloring material used when forming a red colored layer, one or more selected from C.I. Pigment Red 177, 254, 269, and 291 can be preferably used.

As the coloring material used when forming the green colored layer, one or more selected from C.I. Pigment Green 62 and C.I. Pigment Green 63 can be preferably used. When one or more selected from C.I. Pigment Green 62 and C.I. Pigment Green 63 are used in combination with the compound represented by the general formula (1) as a photoinitiator, the effect of suppressing the decrease in brightness of the colored layer due to post-baking is large. This is presumably because C.I. Pigment Green 62 and C.I. Pigment Green 63 interact with the compound represented by the general formula (1) before and after post-baking. The compound represented by the general formula (1) has a fluorene skeleton with excellent heat resistance and an alkyl group with 2 to 8 carbon atoms, and therefore, due to the steric hindrance of these structures, C.I. Pigment Green 62 and C.I. It is assumed that the luminance of the colored layer is easily maintained before and after post-baking because the three-dimensional structure of the Pigment Green 63 molecules is easily maintained.

As a coloring material used when forming a green coloring layer, polyhalogenated zinc phthalocyanine represented by the following general formula (i) can also be preferably used. When polyhalogenated zinc phthalocyanine represented by the following general formula (i) is used in combination with the compound represented by the general formula (1) as a photoinitiator, it is highly effective in suppressing the decrease in brightness of the coloring layer due to post-baking. This is because, like C.I. Pigment Green 62 and C.I. Pigment Green 63, polyhalogenated zinc phthalocyanine represented by the following general formula (i) also interacts with the compound represented by the general formula (1) before and after post-baking, which makes it easier to maintain the three-dimensional structure of the coloring material molecules even after post-baking, and it is presumed that the brightness of the coloring layer is easier to maintain before and after post-baking.

(In general formula (i), X ¹ to X ¹⁶ are each independently a chlorine atom, a bromine atom, or a hydrogen atom, and the average number of chlorine atoms contained in one molecule is less than 1, the average number of bromine atoms is more than 13, and the average number of hydrogen atoms is 2 or less.)

From the viewpoint of achieving high brightness, the polyhalogenated zinc phthalocyanine represented by the general formula (i) preferably has a mass spectrum measured by mass spectrometry in which the maximum ion intensity at m/z of 1780 or more and less than 1820 is divided by the maximum ion intensity at m/z of 1820 or more and less than 1860, the value being 1.00 or less, more preferably less than 1.00, even more preferably 0.9 or less, and particularly preferably 0.85 or less. The lower limit of the value is not particularly limited, and is usually 0.50 or more.

In addition, as a coloring material used in forming a green colored layer, a green coloring material obtained by combining one or more types selected from C.I. Pigment Green 58 and C.I. Pigment Green 59, which are zinc phthalocyanine pigments, with a yellow coloring material can also be preferably used.
As a yellow coloring material used in combination with a zinc phthalocyanine pigment such as C.I. Pigment Green 58 or 59, at least one selected from C.I. Pigment Yellow 138, C.I. Pigment Yellow 150, and derivative pigments of C.I. Pigment Yellow 150 is preferred.
As a preferred derivative pigment of C.I. Pigment Yellow 150, for example, at least one anion selected from the group consisting of mono-, di-, tri- and tetra-anions of azo compounds represented by the following general formula (A) and azo compounds having a tautomeric structure thereof, and at least two metal ions selected from the group consisting of Cd, Co, Al, Cr, Sn, Pb, Zn, Fe, Ni, Cu and Mn, and a yellow colorant containing a compound represented by the following general formula (B).

(In general formula (A), each R ^g is independently -OH, -NH ₂ , -NH-CN, an acylamino group, an alkylamino group, or an arylamino group, and each R ^h is independently -OH or -NH _2. )

(In general formula (B), each R ^j is independently a hydrogen atom or an alkyl group.)

Examples of the acyl group in the acylamino group in the general formula (A) include an alkylcarbonyl group, a phenylcarbonyl group, an alkylsulfonyl group, a phenylsulfonyl group, a carbamoyl group which may be substituted with an alkyl, phenyl, or naphthyl, a sulfamoyl group which may be substituted with an alkyl, phenyl, or naphthyl, and a guanyl group which may be substituted with an alkyl, phenyl, or naphthyl. The alkyl group preferably has 1 to 6 carbon atoms. The alkyl group may be substituted with at least one selected from halogens such as F, Cl, and Br, -OH, -CN, -NH ₂ , and alkoxy groups having 1 to 6 carbon atoms. The phenyl group and naphthyl group may be substituted with halogens such as F, Cl, and Br, -OH, -CN, -NH ₂ , -NO ₂ , alkyl groups having 1 to 6 carbon atoms, and/or alkoxy groups having 1 to 6 carbon atoms.
The alkyl group in the alkylamino group in general formula (A) preferably has a carbon number of 1 to 6. The alkyl group may be substituted with, for example, a halogen such as F, Cl, or Br, -OH, -CN, -NH ₂ , and/or an alkoxy group having a carbon number of 1 to 6.
Examples of the aryl group in the arylamino group in general formula (A) include a phenyl group and a naphthyl group, and these aryl groups may be substituted with, for example, a halogen such as F, Cl, or Br, -OH, an alkyl group having 1 to 6 carbon atoms, an alkoxy group having 1 to 6 carbon atoms, _-NH2 , _-NO2 , or -CN.

In the azo compound represented by the general formula (A) and the azo compound having a tautomeric structure thereof, each R ^g is preferably independently -OH, -NH ₂ , -NH-CN, or alkylamino from the viewpoint of hue, and the two R ^g 's may be the same or different.
In the general formula (A), from the viewpoint of hue, it is more preferable that both of the two ^Rg 's are -OH, both are -NH-CN, or one is -OH and the other is -NH-CN, and it is even more preferable that both are -OH.

In the azo compound represented by the general formula (A) and azo compounds having a tautomeric structure thereof, it is more preferable that both ^Rh are --OH in terms of hue.

As the at least two metals selected from the group consisting of Cd, Co, Al, Cr, Sn, Pb, Zn, Fe, Ni, Cu and Mn, it is preferable to include at least one metal that becomes a divalent or trivalent cation, preferably at least one selected from the group consisting of Ni, Cu and Zn, and further preferably to include at least Ni.
It is further preferable that the alloy contains at least one metal selected from the group consisting of Ni, Cd, Co, Al, Cr, Sn, Pb, Zn, Fe, Cu and Mn, and it is further preferable that the alloy contains at least one metal selected from the group consisting of Ni, Zn, Cu, Al and Fe. In particular, the at least two metals are preferably Ni and Zn, or Ni and Cu.

In the yellow colorant which is a derivative pigment of C.I. Pigment Yellow 150, the content ratio of at least two kinds of metals may be appropriately adjusted.
In particular, in terms of hue, the content ratio of Ni and at least one metal selected from the group consisting of Cd, Co, Al, Cr, Sn, Pb, Zn, Fe, Cu, and Mn in the yellow colorant is preferably such that the molar ratio of Ni:at least one other metal is 97:3 to 10:90, and more preferably such that the molar ratio is 90:10 to 10:90.
Among these, from the viewpoint of hue, it is preferable that Ni and Zn are contained in a molar ratio of Ni:Zn of 90:10 to 10:90, and it is more preferable that Ni:Zn is contained in a molar ratio of 80:20 to 20:80.
Alternatively, from the viewpoint of color, it is preferable that Ni and Cu are contained in a molar ratio of Ni:Cu of 97:3 to 10:90, and more preferably in a molar ratio of 96:4 to 20:80.

The yellow colorant, which is a derivative pigment of C.I. Pigment Yellow 150, may further contain a metal ion different from the ion of the specific metal. The yellow colorant may contain at least one metal ion selected from the group consisting of Li, Cs, Mg, Na, K, Ca, Sr, Ba, and La.

Examples of the yellow colorant containing ions of at least two metals include a case in which at least two metal ions are contained in a common crystal lattice, and a case in which crystals containing one metal ion each are aggregated in separate crystal lattices. Among these, a case in which at least two metal ions are contained in a common crystal lattice is preferred in terms of improving contrast. Note that whether a common crystal lattice contains ions of at least two metals or a separate crystal lattice contains aggregated crystals containing one metal ion each can be appropriately determined using an X-ray diffraction method by referring to, for example, JP 2014-12838 A.

The yellow colorant, which is a derivative pigment of C.I. Pigment Yellow 150, further contains a compound represented by the following general formula (B). The yellow colorant contains a composite molecule of a metal complex consisting of an anion of an azo compound represented by the above general formula (A) and an azo compound having a tautomeric structure thereof and a specific metal ion, and a compound represented by the following general formula (B). The bond between these molecules can be formed, for example, by intermolecular interaction, Lewis acid-base interaction, or coordinate bond. It may also have a structure such as an inclusion compound in which a guest molecule is incorporated into a lattice constituting a host molecule. Alternatively, two substances may form a co-crystal, forming a mixed substitution crystal in which atoms of the second component are located at regular lattice positions of the first component.

(In general formula (B), each R ^j is independently a hydrogen atom or an alkyl group.)

The alkyl group for ^Rj is preferably an alkyl group having from 1 to 6 carbon atoms, more preferably from 1 to 4 carbon atoms. The alkyl group may be substituted with an --OH group.
Among these, ^Rj is preferably a hydrogen atom.

The content of the compound represented by the general formula (B) is generally 5 moles or more and 300 moles or less, preferably 10 moles or more and 250 moles or less, and more preferably 100 moles or more and 200 moles or less, based on 1 mole of the azo compound represented by the general formula (A) and its tautomeric azo compound.

In addition, the yellow colorant, which is a derivative pigment of C.I. Pigment Yellow 150, may further contain urea and substituted urea, such as phenylurea, dodecylurea, and the like, as well as polycondensates thereof with aldehydes, particularly formaldehyde; heterocycles, such as barbituric acid, benzimidazolone, benzimidazolone-5-sulfonic acid, 2,3-dihydroxyquinoxaline, 2,3-dihydroxyquinoxaline-6-sulfonic acid, carbazole, carbazole-3,6-disulfonic acid, 2-hydroxyquinoline, 2,4-dihydroxyquinoline, caprolactam, melamine, 6-phenyl-1,3,5-triazine-2,4-diamine, 6-methyl-1,3,5-triazine-2,4-diamine, cyanuric acid, and the like.
The yellow colorant may further comprise a water-soluble polymer, such as an ethylene-propylene oxide block polymer, polyvinyl alcohol, poly(meth)acrylic acid, modified cellulose such as carboxymethyl cellulose, hydroxyethyl cellulose, hydroxypropyl cellulose, methyl- and ethylhydroxyethyl cellulose, and the like.

The yellow colorant, which is a derivative pigment of C.I. Pigment Yellow 150, can be prepared, for example, by referring to JP-A-2014-12838.

In addition, as a coloring material used when forming a green colored layer, a green coloring material containing one or more complementary colors selected from the group consisting of coloring materials represented by general formula (ii) and coloring materials represented by general formula (iii) described below can also be preferably used from the viewpoints of heat resistance, light resistance, and high brightness of the color filter.

As a coloring material used when forming a blue colored layer, a blue coloring material obtained by combining C.I. Pigment Blue 15:6, which is a copper phthalocyanine pigment, with a purple coloring material such as C.I. Pigment Violet 23 can be preferably used.

In addition, the coloring material used when forming the blue colored layer preferably contains at least one of triarylmethane dyes, xanthene dyes, and cyanine dyes from the viewpoint of high brightness. Among them, it is preferable to contain at least one selected from triarylmethane dyes and xanthene dyes from the viewpoint of high heat resistance, and it is more preferable to contain a triarylmethane lake coloring material. It is also preferable to use the dye or lake coloring material in combination with an organic pigment such as C.I. Pigment Blue 15:6, which is a copper phthalocyanine pigment.

As the triarylmethane lake colorant, from the viewpoint of achieving excellent heat resistance and light resistance and achieving high brightness of a color filter, it is preferable that the triarylmethane lake colorant contains a triarylmethane basic dye and a polyacid anion. For example, one or more selected from the group consisting of colorants represented by the following general formula (ii) and colorants represented by the following general formula (iii) can be preferably used, and in particular, the colorant represented by the following general formula (ii) can be preferably used.
The colored resin composition of the present invention can form a colored layer having improved heat resistance by combining one or more selected from the group consisting of a colorant represented by the following general formula (ii) and a colorant represented by the following general formula (iii) and a compound represented by the general formula (1) as a photoinitiator. This is presumed to be because the crosslink density of the colored layer is increased by using the compound represented by the general formula (1) having good sensitivity as a photoinitiator, and the colorant represented by the general formula (ii) and the colorant represented by the general formula (iii) interact with the compound represented by the general formula (1) before and after post-baking. The compound represented by the general formula (1) has a fluorene skeleton having excellent heat resistance and an alkyl group having 2 to 8 carbon atoms, and therefore, due to the steric hindrance of these structures, the colorant represented by the general formula (ii) and the colorant represented by the general formula (iii) are likely to maintain the laked dye molecule association before and after post-baking, so that it is presumed that the color difference of the colored layer is unlikely to occur before and after post-baking.

(In general formula (ii), A represents an a-valent organic group in which the carbon atom directly bonded to N does not have a π bond, and the organic group represents an aliphatic hydrocarbon group having a saturated aliphatic hydrocarbon group at least at an end directly bonded to N, or an aromatic group having the aliphatic hydrocarbon group, and may contain a heteroatom in the carbon chain. B ^c- represents a c-valent polyacid anion. ^{R i} to R ^v each independently represent a hydrogen atom, an alkyl group which may have a substituent, or an aryl group which may have a substituent, and R ⁱⁱ and R ⁱⁱⁱ , and R ^iv and R ^v may bond to form a ring structure. ^{R vi} and R ^vii each independently represent an alkyl group which may have a substituent, an alkoxy group which may have a substituent, a halogen atom, or a cyano group. Ar ¹ represents a divalent aromatic group which may have a substituent. A plurality of R ⁱ to R ^vii and Ar ¹ may be the same or different.
a and c represent integers of 2 or more, and b and d represent integers of 1 or more. e is 0 or 1, and when e is 0, no bond exists. f and g represent integers of 0 to 4, and f+e and g+e are 0 to 4. Multiple e, f, and g may be the same or different.

(In general formula (iii), R ^I to R ^VI each independently represent a hydrogen atom, an alkyl group which may have a substituent, or an aryl group which may have a substituent, and R ^I and R ^II , R ^III and R ^IV , and R ^V and R ^VI may be bonded to form a ring structure. ^{R VII} and R ^VIII each independently represent an alkyl group which may have a substituent, an alkoxy group which may have a substituent, a halogen atom, or a cyano group. Ar ² represents a divalent aromatic heterocyclic group which may have a substituent, and a plurality of R ^I to R ^VIII and Ar ² may be the same or different. E ^m- represents an m-valent polyacid anion.
m represents an integer of 2 or more; j is 0 or 1, and when j is 0, no bond exists; k and l represent integers of 0 to 4, and k+j and l+j are 0 to 4. Multiple j, k and l may be the same or different.

The colorant represented by the general formula (ii) contains a divalent or higher anion and a divalent or higher cation, and therefore in the aggregate of the colorant, the anion and the cation are not simply ionic bonded one molecule to one molecule, but can form a molecular association in which multiple molecules associate through ionic bonds, and therefore the apparent molecular weight is significantly increased compared to the molecular weight of conventional lake pigments. The formation of such molecular associations increases the cohesive force in the solid state, reduces thermal motion, and suppresses dissociation of ion pairs and decomposition of the cation portion, and it is presumed that the colorant is less prone to fading than conventional lake pigments.

In the general formula (ii), A is an a-valent organic group in which the carbon atom directly bonded to N (nitrogen atom) does not have a π bond, and the organic group represents an aliphatic hydrocarbon group having a saturated aliphatic hydrocarbon group at least at the end directly bonded to N, or an aromatic group having the aliphatic hydrocarbon group, and may contain heteroatoms such as O (oxygen atom), S (sulfur atom), and N (nitrogen atom) in the carbon chain. That is, the organic group represents an aliphatic hydrocarbon group having a saturated aliphatic hydrocarbon group at least at the end directly bonded to N and may contain heteroatoms such as O, S, and N in the carbon chain, or an aromatic group having an aliphatic hydrocarbon group at the end directly bonded to N and may contain heteroatoms such as O, S, and N in the carbon chain. Since the carbon atom directly bonded to N does not have a π bond, the color characteristics such as color tone and transmittance of the cationic color-developing moiety are not affected by the linking group A or other color-developing moieties, and can maintain the same color as the monomer.

In A, the aliphatic hydrocarbon group having a saturated aliphatic hydrocarbon group at least at the terminal directly bonded to N may be straight-chained, branched or cyclic, as long as the terminal carbon atom directly bonded to N does not have a π bond, and a carbon atom other than the terminal may have an unsaturated bond or may have a substituent, and the carbon chain may contain O, S or N. For example, a carbonyl group, a carboxy group, an oxycarbonyl group, an amide group or the like may be contained, and a hydrogen atom may be further substituted by a halogen atom or the like.
In addition, the aromatic group having an aliphatic hydrocarbon group for A includes a monocyclic or polycyclic aromatic group having an aliphatic hydrocarbon group having a saturated aliphatic hydrocarbon group at least at an end directly bonded to N, which may have a substituent and may be a heterocycle containing O, S or N.
Among these, from the viewpoint of the robustness of the skeleton, it is preferable that A contains a cyclic aliphatic hydrocarbon group or an aromatic group.
Examples of the cyclic aliphatic hydrocarbon group include groups containing cyclohexane, cyclopentane, norbornane, bicyclo[2.2.2]octane, tricyclo[5.2.1.0 ^2,6 ]decane, and adamantane. Examples of the aromatic group include groups containing a benzene ring and a naphthalene ring. For example, when A is a divalent organic group, examples of the aromatic group include linear, branched, or cyclic alkylene groups having 1 to 20 carbon atoms, and aromatic groups substituted with two alkylene groups having 1 to 20 carbon atoms, such as xylylene groups.

In the present invention, from the viewpoint of improving heat resistance by achieving both robustness and freedom of molecular motion, it is preferable that A is an aliphatic hydrocarbon group having two or more cyclic aliphatic hydrocarbon groups, having a saturated aliphatic hydrocarbon group at an end directly bonded to N, and the carbon chain may contain O, S, or N. It is more preferable that A is an aliphatic hydrocarbon group having two or more cycloalkylene groups, having a saturated aliphatic hydrocarbon group at an end directly bonded to N, and the carbon chain may contain O, S, or N, and among these, it is even more preferable that A has a structure in which two or more cyclic aliphatic hydrocarbon groups are linked by a linear or branched aliphatic hydrocarbon group.
The two or more cyclic aliphatic hydrocarbon groups may be the same or different, and examples thereof include the same cyclic aliphatic hydrocarbon groups as those mentioned above, with cyclohexane and cyclopentane being preferred.

In the present invention, from the viewpoint of heat resistance, it is preferable that A is a substituent represented by the following general formula (iia):

(In general formula (iia), R ^xi represents an alkylene group having 1 to 3 carbon atoms which may have an alkyl group having 1 to 4 carbon atoms or an alkoxy group having 1 to 4 carbon atoms as a substituent; R ^xii and R ^xiii each independently represent an alkyl group having 1 to 4 carbon atoms or an alkoxy group having 1 to 4 carbon atoms; p represents an integer of 1 to 3; and q and r each independently represent an integer of 0 to 4. When there are a plurality of R ^xi , R ^xii , R ^xiii , and r, the plurality of R ^xi , R ^xii , R ^xiii , and r may be the same or different from each other.)

From the viewpoint of achieving excellent compatibility between fastness and thermal motion of the color-forming site and improving heat resistance, R ^xi is preferably an alkylene group having 1 to 3 carbon atoms. Examples of such an alkylene group include a methylene group, an ethylene group, and a propylene group. Among them, a methylene group or an ethylene group is preferable, and a methylene group is more preferable.
Examples of the alkyl group having 1 to 4 carbon atoms include a methyl group, an ethyl group, a propyl group, and a butyl group, and the alkyl group may be linear or branched.
Examples of the alkoxy group having 1 to 4 carbon atoms include a methoxy group, an ethoxy group, a propoxy group, and a butoxy group, and the alkoxy group may be linear or branched.

Examples of the alkyl group having 1 to 4 carbon atoms and the alkoxy group having 1 to 4 carbon atoms in R ^xii and R ^xiii are the same as the substituents that may be possessed by R ^xi .

In the general formula (iia), it is preferable that the cyclohexane (cyclohexylene group) is 2 or more and 4 or less, that is, p is 1 or more and 3 or less, from the viewpoint of heat resistance, and it is more preferable that p is 1 or more and 2 or less.
The number of substituents R ^xii and R ^xiii in the cyclohexylene group is not particularly limited, but from the viewpoint of heat resistance, it is preferably 1 to 3, more preferably 1 to 2. That is, q and r are preferably integers of 1 to 3, more preferably q and r are integers of 1 to 2.

Specific examples of suitable linking groups A include, but are not limited to, the following:

The alkyl group in R ⁱ to R ^v is not particularly limited. For example, it may be a linear, branched or cyclic alkyl group having 1 to 20 carbon atoms, among which a linear or branched alkyl group having 1 to 8 carbon atoms may be used. From the viewpoint of brightness and heat resistance, a linear or branched alkyl group having 1 to 5 carbon atoms may be used. The alkyl group in R ⁱ to R ^v may be an ethyl group or a methyl group. The substituent that the alkyl group may have is not particularly limited, but may be, for example, an aryl group, a halogen atom, a hydroxyl group, an alkoxy group, or the like. As the substituted alkyl group, an aralkyl group such as a benzyl group may be used.
The aryl group in R ⁱ to R ^v is not particularly limited. Examples thereof include a phenyl group and a naphthyl group. Examples of the substituent that the aryl group may have include an alkyl group, a halogen atom, an alkoxy group, and a hydroxyl group.
Among these, from the viewpoint of chemical stability, it is preferable that R ⁱ to R ^v each independently represent a hydrogen atom, an alkyl group having 1 to 5 carbon atoms, or a phenyl group, or that R ⁱⁱ and R ⁱⁱⁱ , and R ^iv and R ^v are bonded to form a pyrrolidine ring, a piperidine ring, or a morpholine ring.

From the viewpoint of heat resistance, it is preferable that at least one of R ⁱⁱ to R ^v is a cycloalkyl group which may have a substituent, or an aryl group which may have a substituent. By having at least one of R ⁱⁱ to R ^v be a cycloalkyl group or an aryl group, intermolecular interactions due to steric hindrance are reduced, and the effect of heat on the color-developing site can be suppressed, which is considered to result in excellent heat resistance.

From the viewpoint of heat resistance, it is preferable that at least one of R ⁱⁱ to R ^v is a substituent represented by the following general formula (iib) or (iic).

(In general formula (iib), R ^xiv , R ^xv , and R ^xvi each independently represent a hydrogen atom, an alkyl group having 1 to 4 carbon atoms which may have a substituent, or an alkoxy group having 1 to 4 carbon atoms which may have a substituent.)

(In general formula (iic), R ^xvii , R ^xviii , and R ^xix each independently represent a hydrogen atom, an alkyl group having 1 to 4 carbon atoms which may have a substituent, or an alkoxy group having 1 to 4 carbon atoms which may have a substituent.)

Examples of the alkyl group having 1 to 4 carbon atoms in R ^xiv , R ^xv , R ^xvi , R ^xvii , R ^xviii , and R ^xix include a methyl group, an ethyl group, a propyl group, and a butyl group, which may be linear or branched. Examples of the alkoxy group having 1 to 4 carbon atoms include a methoxy group, an ethoxy group, a propoxy group, and a butoxy group, which may be linear or branched.
Examples of the substituent that the alkyl group and alkoxy group may have include a halogen atom and a hydroxyl group.

When the substituent represented by the general formula (iib) is present, from the viewpoint of heat resistance, it is preferable that at least one of R ^xiv , R ^xv , and R ^xvi is an alkyl group having 1 to 4 carbon atoms which may have a substituent, or an alkoxy group having 1 to 4 carbon atoms which may have a substituent, and it is more preferable that at least one of R ^xiv and R ^xv is an alkyl group having 1 to 4 carbon atoms which may have a substituent, or an alkoxy group having 1 to 4 carbon atoms which may have a substituent.

In addition, when the substituent represented by the general formula (iiic) is present, from the viewpoint of heat resistance, it is preferable that at least one of R ^xvii , R ^xviii , and R ^xix is an alkyl group having 1 to 4 carbon atoms which may have a substituent, or an alkoxy group having 1 to 4 carbon atoms which may have a substituent, and it is more preferable that at least one of R ^xvii and R ^xviii is an alkyl group having 1 to 4 carbon atoms which may have a substituent, or an alkoxy group having 1 to 4 carbon atoms which may have a substituent.

Specific examples of suitable substituents represented by general formula (iib) and general formula (iic) include, but are not limited to, the following:

R ^vi and R ^vii each independently represent an alkyl group which may have a substituent, an alkoxy group which may have a substituent, a halogen atom or a cyano group. The alkyl group in R ^vi and R ^vii is not particularly limited, but is preferably a linear or branched alkyl group having 1 to 8 carbon atoms, and more preferably an alkyl group having 1 to 4 carbon atoms. Examples of the alkyl group having 1 to 4 carbon atoms include a methyl group, an ethyl group, a propyl group, and a butyl group, and may be linear or branched. The substituent that the alkyl group may have is not particularly limited, but examples thereof include an aryl group, a halogen atom, a hydroxyl group, and an alkoxy group.
The alkoxy group in R ^vi and R ^vii is not particularly limited, but is preferably a linear or branched alkoxy group having 1 to 8 carbon atoms, and more preferably an alkoxy group having 1 to 4 carbon atoms. Examples of the alkoxy group having 1 to 4 carbon atoms include a methoxy group, an ethoxy group, a propoxy group, and a butoxy group, and may be linear or branched. Examples of the substituent that the alkoxy group may have include, but are not particularly limited to, an aryl group, a halogen atom, a hydroxyl group, and an alkoxy group.
Examples of the halogen atom in R ^vi and R ^vii include a fluorine atom, a chlorine atom, a bromine atom and an iodine atom.
The number of substitutions of R ^vi and R ^vii , that is, f and g each independently represent an integer of 0 to 4, preferably 0 to 2, and more preferably 0 to 1. A plurality of f and g may be the same or different.
Furthermore, R ^vi and R ^vii may be substituted at any position of an aromatic ring having a resonance structure in the triarylmethane skeleton or the xanthene skeleton, and in particular, they are preferably substituted at the meta position based on the substitution position of the amino group represented by -NR ⁱⁱ R ⁱⁱⁱ or -NR ^iv R ^v .

The divalent aromatic group in Ar ¹ is not particularly limited. The aromatic group in Ar ¹ may be a heterocyclic group in addition to an aromatic hydrocarbon group consisting of a carbon ring. Examples of the aromatic hydrocarbon in the aromatic hydrocarbon group include condensed polycyclic aromatic hydrocarbons such as naphthalene ring, tetralin ring, indene ring, fluorene ring, anthracene ring, and phenanthrene ring, as well as benzene ring; and chain polycyclic hydrocarbons such as biphenyl, terphenyl, diphenylmethane, triphenylmethane, and stilbene. The chain polycyclic hydrocarbon may have O, S, or N in the chain skeleton, such as diphenyl ether. On the other hand, examples of the heterocycle in the heterocyclic group include 5-membered heterocycles such as furan, thiophene, pyrrole, oxazole, thiazole, imidazole, pyrazole, etc., 6-membered heterocycles such as pyran, pyrone, pyridine, pyrone, pyridazine, pyrimidine, pyrazine, etc., and condensed polycyclic heterocycles such as benzofuran, thionaphthene, indole, carbazole, coumarin, benzo-pyrone, quinoline, isoquinoline, acridine, phthalazine, quinazoline, quinoxaline, etc. These aromatic groups may further have, as a substituent, an alkyl group, an alkoxy group, a hydroxyl group, a halogen atom, and a phenyl group which may be substituted therewith, etc.

A plurality of R ⁱ to R ^vii and Ar ¹ present in one molecule may be the same or different. Depending on the combination of ^{R i} to R ^vii and Ar ¹ , a desired color can be adjusted.

The valence a in A is the number of color-developing cationic moieties that constitute the cation, and a is an integer of 2 or more. In this lake color material, the valence a of the cation is 2 or more, so that the heat resistance is excellent, and it is preferable that the valence a of the cation is 3 or more. There is no particular upper limit for a, but from the viewpoint of ease of production, it is preferable that a is 4 or less, and more preferably 3 or less.

The cationic portion of the coloring material represented by general formula (ii) has excellent heat resistance and is easily prevented from changing in color when heated, so the molecular weight is preferably 1200 or more, and more preferably 1300 or more.

In the coloring material represented by formula (ii), the anion portion (B ^c− ) is a c-valent polyacid anion, and is a divalent or higher anion, from the viewpoints of high luminance and excellent heat resistance.

The polyacid anion formed by condensing a plurality of oxo acids may be an _isopolyacid anion ( _MmOn ) ^c- or a heteropolyacid anion ( _XlMmOn ) ^c- . In the above ionic formula, X is a heteroatom, M is a _polyatom , l is the composition ratio of _the heteroatoms, m is the composition ratio of the polyatoms, and n is the composition ratio of the oxygen atoms. Examples of the polyatom M include Mo, W, V, Ti, and Nb. Examples of the heteroatom X include Si, P, As, S, Fe, and Co. In addition, a counter cation such as Na ⁺ or H ⁺ may be partially contained.
Among these, polyacids having one or more elements selected from tungsten (W) and molybdenum (Mo) are preferred because of their excellent heat resistance.
Examples of such polyacids include isopolyacids such as tungstate ion [W ₁₀ O ₃₂ ] ⁴⁻ and molybdate ion [Mo ₆ O ₁₉ ] ²⁻ , and heteropolyacids such as phosphotungstate ion [PW ₁₂ O ₄₀ ] ³⁻ , [P ₂ W ₁₈ O ₆₂ ] ⁶⁻ , silicotungstate ion [SiW ₁₂ O ₄₀ ] ⁴⁻ , phosphomolybdate ion [PMo ₁₂ O ₄₀ ] ³⁻ , silicomolybdate ion [SiMo ₁₂ O ₄₀ ] ⁴⁻ , and phosphotungstomolybdate ion [PW _12-s Mo _s O ₄₀ ] ³⁻ (s is an integer of 1 to 11), [P ₂ W _18-t Mo _t O ₆₂ ]. ^6- (t is an integer of 1 or more and 17 or less), and silicotungstomolybdate ion [SiW _12-u Mo _u O ₄₀ ] ^4- (u is an integer of 1 or more and 11 or less). As the polyacid containing at least one of tungsten (W) and molybdenum (Mo), from the viewpoints of heat resistance and ease of availability of raw materials, heteropolyacids are preferable among the above, and heteropolyacids containing phosphorus (P) are more preferable.
Furthermore, any one of phosphotungstomolybdate ion [PW ₁₀ Mo ₂ O ₄₀ ] ³⁻ , [PW ₁₁ Mo ₁ O ₄₀ ] ³⁻ , and phosphotungstate ion [PW ₁₂ O ₄₀ ] ³⁻ is more preferable from the viewpoint of heat resistance.

In general formula (ii), b represents the number of cations, d represents the number of anions in the molecular association, and b and d represent integers of 1 or more. When b is 2 or more, the multiple cations in the molecular association may be of one type alone or a combination of two or more types. When d is 2 or more, the multiple anions in the molecular association may be of one type alone or a combination of two or more types.

In the general formula (ii), e is an integer of 0 or 1, and when e is 0, there is no bond. e=0 represents a triarylmethane skeleton, and e=1 represents a xanthene skeleton. Multiple e's may be the same or different. In the lake colorant represented by the general formula (ii) used in the present invention, those containing at least a triarylmethane skeleton are preferably used.
The lake colorant represented by general formula (ii) can be prepared by referring to, for example, International Publication No. 2012/144520 and International Publication No. 2018/003706.

On the other hand, in the general formula (iii), R ^I to R ^VI each independently represent a hydrogen atom, an alkyl group which may have a substituent, or an aryl group which may have a substituent, and R ^I and R ^II , R ^III and R ^IV , and R ^V and R ^VI may be bonded to form a ring structure. R ^I to R ^VI may each be the same as R ⁱ to R ^v in the general formula (ii) described above.
In general formula (iii), ^R and ^R each independently represent an alkyl group which may have a substituent, an alkoxy group which may have a substituent, a halogen atom or a cyano group, and these may be the same as ^R and ^R in general formula (ii) described above.
In formula (iii), Ar ² represents a divalent aromatic heterocyclic group which may have a substituent, and Ar ² may be the same as the aromatic heterocyclic group of Ar ¹ in formula (ii) described above.
In addition, in the general formula (iii), E ^m- represents an m-valent polyacid anion, and the m-valent polyacid anion may be the same as the c-valent polyacid anion in the above-mentioned general formula (ii).

In the general formula (iii), m represents the number of cations and the number of anions, and is an integer of 2 or more. The multiple cations in the general formula (iii) may be one type alone or two or more types in combination. The anions may also be one type alone or two or more types in combination.
In the general formula (iii), j is 0 or 1, and when j is 0, there is no bond. j in the general formula (iii) may be the same as e in the general formula (ii) described above. k and l in the general formula (iii) may be the same as f and g in the general formula (ii) described above.
The lake colorant represented by general formula (iii) can be prepared, for example, by referring to JP-A-2017-16099.

The coloring material represented by the general formula (ii) and the coloring material represented by the general formula (iii) may be used in combination with another coloring material for color matching. From the viewpoint of heat resistance, organic pigments are preferably used as coloring materials to be used in combination with one or more selected from the group consisting of the coloring material represented by the general formula (ii) and the coloring material represented by the general formula (iii), and among them, phthalocyanine pigments are preferably used. From the viewpoint of improving dispersibility and storage stability, a phthalocyanine pigment that has been treated with a base is preferred. Here, the term "basically treated phthalocyanine pigment" refers to a phthalocyanine pigment having a structure derived from a basic compound. As a phthalocyanine pigment having a structure derived from a basic compound, for example, a phthalocyanine pigment containing a coloring material derivative having a basic site is preferably mentioned.

The phthalocyanine pigment is preferably a blue phthalocyanine pigment because it is used in combination with one or more selected from the group consisting of the colorant represented by the general formula (ii) and the colorant represented by the general formula (iii), and is preferably a copper phthalocyanine pigment because of its relatively excellent brightness. The copper phthalocyanine pigment used in the basic treatment may be a crude copper phthalocyanine pigment or a copper phthalocyanine pigment having an α-type, β-type, γ-type, ε-type, or other crystal structure. The copper phthalocyanine pigment used in the basic treatment is preferably one or more selected from the group consisting of a copper phthalocyanine pigment having an ε-type crystal structure and a copper phthalocyanine pigment having a β-type crystal structure because of its excellent dispersion stability.

In the present invention, a colorant derivative having a basic site is preferably used for the basic treatment. In the present invention, the term "having a basic site" refers to an embodiment having a basic group as a substituent, an embodiment in which a basic compound forms a salt with an acid in the substituent, and the like.
In the present invention, examples of the basic site that the colorant derivative has include an amino group, an ammonium sulfonate, a sulfonamide group having an amino group, an amide group having an amino group, and a basic heterocyclic group.
In the present invention, the basic moiety of the colorant derivative may be contained in a form in which a hydrogen atom of the colorant is substituted with the basic moiety, or in a form in which the basic moiety is substituted on the colorant via a linking group. An example of a form in which the basic moiety is substituted on the colorant via a linking group is a form in which a hydrocarbon group having 1 to 20 carbon atoms is substituted on the colorant, and a hydrogen atom of the hydrocarbon group is substituted with the basic moiety.

As the basic site of the colorant derivative, from the viewpoint of easiness of interaction with the acidic dispersant, an ammonium sulfonate or a sulfonamide group having an amino group is preferable, and among them, a group represented by the above-mentioned -SO ₂ NH-(CH ₂ ) _m ^{-NR'R "} (wherein R ^' and R ^" each independently represent a hydrogen atom, a hydrocarbon group having from 1 to 30 carbon atoms which may be substituted with the above-mentioned amino group, or a group which is bonded to each other to form a basic heterocycle together with the adjacent nitrogen atom, and m represents an integer of from 1 to 15) is preferable.
The colorant derivative may have at least one basic site per colorant molecule, and is not particularly limited thereto, but from the viewpoint of colorant dispersibility, it is preferable that the colorant derivative has one or two basic sites. The position at which the basic site of the colorant derivative is substituted by the colorant is not particularly limited.

The colorant used in the colorant derivative having a basic site may be appropriately selected from known colorants, but it is preferable that the colorant has a structure that is easily adsorbed to the phthalocyanine pigment used in the basic treatment, preferably has the same or similar dye skeleton or a structure that is easily interacted with the phthalocyanine pigment used in the basic treatment, and preferably exhibits a color close to that of the phthalocyanine pigment used in the basic treatment.
Among the colorant derivatives having a basic site, blue colorant derivatives are preferred. The blue colorant used in the blue colorant derivative may be a known blue organic pigment, blue dye, or blue lake colorant which is a salt-forming compound of a blue dye, among which a colorant having the same color skeleton as a blue pigment or cyan pigment indicated in the Color Index is preferred, and among which a colorant having a phthalocyanine skeleton is preferred from the viewpoint of improving dispersibility and brightness, with copper phthalocyanine being particularly preferred.

The colorant derivative having a basic site can be produced by a conventionally known method, for example, by sulfonating the colorant and then forming a salt with ammonia or an organic amine, or by sulfonamidating a substituent of the colorant.
As a method for preparing a phthalocyanine pigment having a structure derived from a basic compound, for example, a phthalocyanine pigment containing a colorant derivative having a basic site can be exemplified by a method in which the colorant derivative having a basic site and the phthalocyanine pigment are dry-pulverized, and then the colorant derivative having a basic site is further mixed in. In this case, a ball mill, a vibration mill, an attritor, or the like can be used as the dry pulverizer, and the pulverization temperature can be freely set within a range of 20° C. to 130° C.
In addition, examples of a method for preparing a phthalocyanine pigment containing a color material derivative having a basic site include a method in which a color material derivative having a basic site, a phthalocyanine pigment, a water-soluble inorganic salt such as sodium chloride, calcium chloride, or ammonium sulfate, and a water-soluble organic solvent such as a glycol-based organic solvent are mixed together, and the mixture is kneaded by a kneader-type grinder using a solvent salt milling method.
The dispersibility of the colorant can be improved by preparing or preparing a phthalocyanine pigment that has been subjected to a basic treatment before dispersing the colorant, and then dispersing the colorant in the phthalocyanine pigment.

In the phthalocyanine pigment containing a colorant derivative having a basic site, the content of the colorant derivative having a basic site is preferably 0.5 parts by mass or more, more preferably 3 parts by mass or more, even more preferably 5 parts by mass or more, and even more preferably 8 parts by mass or more, relative to 100 parts by mass of the phthalocyanine pigment, from the viewpoints of dispersibility and storage stability. On the other hand, the content of the colorant derivative having a basic site is preferably 50 parts by mass or less, more preferably 40 parts by mass or less, and even more preferably 30 parts by mass or less, relative to 100 parts by mass of the phthalocyanine pigment, from the viewpoint of excellent brightness.
The fact that the phthalocyanine pigment is a basic-treated phthalocyanine pigment can be determined by, for example, mass spectrometry, elemental analysis, surface analysis, potentiometric titration, or a combination thereof.

For example, when forming a pattern of a light-shielding layer on a color filter substrate using the photosensitive colored resin composition for color filters according to the present invention, a black pigment with high light-shielding properties is blended into the ink. As the black pigment with high light-shielding properties, for example, inorganic pigments such as carbon black and iron oxide, or organic pigments such as cyanine black can be used.

The average primary particle size of the colorant used in the present invention is not particularly limited as long as it is capable of producing the desired color when used as a colored layer of a color filter, and varies depending on the type of colorant used, but is preferably in the range of 10 nm to 100 nm, and more preferably 15 nm to 60 nm. By having the average primary particle size of the colorant in the above range, a display device equipped with a color filter manufactured using the colorant dispersion liquid of the present invention can be made to have high contrast and high quality.

The total content of the coloring materials is preferably 3% by mass or more and 65% by mass or less, more preferably 4% by mass or more and 60% by mass or less, based on the total solid content of the photosensitive coloring resin composition for color filters. If it is equal to or more than the lower limit, the colored layer when the photosensitive coloring resin composition for color filters is applied to a predetermined film thickness (usually 1.0 μm to 5.0 μm) has sufficient color density. Also, if it is equal to or less than the upper limit, a colored layer having excellent storage stability, sufficient hardness, and adhesion to the substrate can be obtained. In particular, when forming a colored layer with a high coloring material concentration, the total content of the coloring materials is preferably 15% by mass or more and 65% by mass or less, more preferably 25% by mass or more and 60% by mass or less, based on the total solid content of the photosensitive coloring resin composition for color filters.

[Alkali-soluble resin]
The alkali-soluble resin in the present invention has an acidic group, acts as a binder resin, and can be appropriately selected from those that are soluble in an alkali developer used in forming a pattern.
In the present invention, an alkali-soluble resin can be defined as one having an acid value of 40 mgKOH/g or more.
The preferred alkali-soluble resin in the present invention is a resin having an acidic group, usually a carboxy group, and specifically includes acrylic resins such as acrylic copolymers having a carboxy group and styrene-acrylic copolymers having a carboxy group, and epoxy (meth)acrylate resins having a carboxy group. Among these, particularly preferred are those having a carboxy group in the side chain and further having a photopolymerizable functional group such as an ethylenically unsaturated group in the side chain. This is because the film strength of the cured film formed is improved by containing the photopolymerizable functional group. In addition, these acrylic resins such as acrylic copolymers and styrene-acrylic copolymers, and epoxy acrylate resins may be used in a mixture of two or more kinds.

Acrylic resins such as an acrylic copolymer having a structural unit having a carboxy group and a styrene-acrylic copolymer having a carboxy group are (co)polymers obtained by (co)polymerizing, for example, a carboxy group-containing ethylenically unsaturated monomer and, as necessary, other copolymerizable monomers by a known method.
Examples of carboxyl group-containing ethylenically unsaturated monomers include (meth)acrylic acid, vinylbenzoic acid, maleic acid, maleic acid monoalkyl esters, fumaric acid, itaconic acid, crotonic acid, cinnamic acid, and acrylic acid dimer. In addition, addition reaction products of monomers having a hydroxyl group such as 2-hydroxyethyl (meth)acrylate with cyclic anhydrides such as maleic anhydride, phthalic anhydride, and cyclohexanedicarboxylic anhydride, and ω-carboxy-polycaprolactone mono(meth)acrylate can also be used. In addition, anhydride-containing monomers such as maleic anhydride, itaconic anhydride, and citraconic anhydride can also be used as precursors of the carboxyl group. Among these, (meth)acrylic acid is particularly preferred in terms of copolymerizability, cost, solubility, glass transition temperature, and the like.

The alkali-soluble resin preferably further has a hydrocarbon ring in view of excellent adhesion of the colored layer. It has been found that the presence of a bulky hydrocarbon ring in the alkali-soluble resin improves the solvent resistance of the obtained colored layer, and in particular, suppresses the swelling of the colored layer. Although the mechanism is not yet clear, it is presumed that the inclusion of a bulky hydrocarbon ring in the colored layer suppresses the movement of molecules in the colored layer, thereby increasing the strength of the coating film and suppressing swelling due to solvents.
Examples of such a hydrocarbon ring include an aliphatic hydrocarbon ring which may have a substituent, an aromatic ring which may have a substituent, and a combination thereof, and the hydrocarbon ring may have a substituent such as a carbonyl group, a carboxy group, an oxycarbonyl group, an amide group, etc. Among these, when an aliphatic ring is contained, the heat resistance and adhesion of the colored layer are improved, and the brightness of the obtained colored layer is improved.
Specific examples of the hydrocarbon ring include aliphatic hydrocarbon rings such as cyclopropane, cyclobutane, cyclopentane, cyclohexane, norbornane, tricyclo[5.2.1.0(2,6)]decane (dicyclopentane), and adamantane; aromatic rings such as benzene, naphthalene, anthracene, phenanthrene, and fluorene; chain polycyclic rings such as biphenyl, terphenyl, diphenylmethane, triphenylmethane, and stilbene, and cardo structures (9,9-diarylfluorene); and groups in which a part of these groups is substituted with a substituent.
Examples of the substituent include an alkyl group, a cycloalkyl group, an alkylcycloalkyl group, a hydroxyl group, a carbonyl group, a nitro group, an amino group, and a halogen atom.

In the alkali-soluble resin used in the present invention, it is preferable to use an acrylic copolymer having a structural unit having a hydrocarbon ring in addition to a structural unit having a carboxy group, since this makes it easy to adjust the amount of each structural unit and to increase the amount of the structural unit having a hydrocarbon ring, thereby improving the function of the structural unit.
The acrylic copolymer having a structural unit having a carboxy group and the above-mentioned hydrocarbon ring can be prepared by using an ethylenically unsaturated monomer having a hydrocarbon ring as the above-mentioned "other copolymerizable monomer".
Examples of ethylenically unsaturated monomers having a hydrocarbon ring to be combined with the compound represented by the general formula (1) include cyclohexyl (meth)acrylate, dicyclopentanyl (meth)acrylate, adamantyl (meth)acrylate, isobornyl (meth)acrylate, benzyl (meth)acrylate, phenoxyethyl (meth)acrylate, and styrene. From the viewpoint of the effect of maintaining the cross-sectional shape of the colored layer after development even during heat treatment, cyclohexyl (meth)acrylate, dicyclopentanyl (meth)acrylate, adamantyl (meth)acrylate, benzyl (meth)acrylate, and styrene are preferred, and styrene is particularly preferred.
From the viewpoint of the effect of suppressing development residues, the ethylenically unsaturated monomer having a hydrocarbon ring is preferably a monomer having a maleimide structure or styrene, and particularly preferably styrene.

The alkali-soluble resin used in the present invention preferably also has an ethylenic double bond in the side chain. When the alkali-soluble resin has an ethylenic double bond, the alkali-soluble resin may form a crosslink between itself or between the alkali-soluble resin and a photopolymerizable compound in the curing step of the resin composition during the production of the color filter. By combining with the compound represented by the general formula (1) used in the present invention, the film strength of the cured film is further improved, the development resistance is improved, and the heat shrinkage of the cured film is suppressed, resulting in excellent adhesion to the substrate.
The method of introducing an ethylenic double bond into an alkali-soluble resin may be appropriately selected from conventionally known methods. For example, a method of adding a compound having both an epoxy group and an ethylenic double bond in the molecule, such as glycidyl (meth)acrylate, to a carboxy group of an alkali-soluble resin to introduce an ethylenic double bond into a side chain, or a method of introducing a structural unit having a hydroxyl group into a copolymer, adding a compound having an isocyanate group and an ethylenic double bond in the molecule, and introducing an ethylenic double bond into a side chain, etc. may be mentioned.

The alkali-soluble resin of the present invention may further contain other structural units such as structural units having an ester group, such as methyl (meth)acrylate, ethyl (meth)acrylate, etc. The structural units having an ester group not only function as a component that suppresses the alkali solubility of the photosensitive colored resin composition for color filters, but also function as a component that improves the solubility in solvents and further the resolubility in solvents.

The alkali-soluble resin in the present invention is preferably an acrylic resin such as an acrylic copolymer or a styrene-acrylic copolymer having a structural unit with a carboxy group and a structural unit with a hydrocarbon ring, and more preferably an acrylic resin such as an acrylic copolymer or a styrene-acrylic copolymer having a structural unit with a carboxy group, a structural unit with a hydrocarbon ring, and a structural unit with an ethylenic double bond.

The alkali-soluble resin can be made to have the desired performance by appropriately adjusting the amount of each constituent unit added.
The amount of the carboxyl group-containing ethylenically unsaturated monomer to be charged is preferably 5% by mass or more, more preferably 10% by mass or more, based on the total amount of monomers, from the viewpoint of obtaining a good pattern, while the amount of the carboxyl group-containing ethylenically unsaturated monomer to be charged is preferably 50% by mass or less, more preferably 40% by mass or less, based on the total amount of monomers, from the viewpoint of suppressing film roughness on the pattern surface after development.

In addition, in acrylic resins such as acrylic copolymers and styrene-acrylic copolymers having structural units with ethylenic double bonds, which are more preferably used as alkali-soluble resins, the compound having both an epoxy group and an ethylenic double bond is preferably 10% by mass or more and 95% by mass or less, and more preferably 15% by mass or more and 90% by mass or less, based on the amount of the carboxyl group-containing ethylenically unsaturated monomer charged.

The weight average molecular weight (Mw) of the carboxyl group-containing copolymer is preferably in the range of 1,000 to 50,000, more preferably 3,000 to 20,000. If it is less than 1,000, the binder function after curing may be significantly reduced, and if it exceeds 50,000, pattern formation may be difficult during development with an alkaline developer.
The weight average molecular weight (Mw) of the carboxyl group-containing copolymer can be measured by a Shodex GPC System-21H using polystyrene as a standard substance and THF as an eluent.

The epoxy (meth)acrylate resin having a carboxy group is not particularly limited, but an epoxy (meth)acrylate compound obtained by reacting a reaction product of an epoxy compound and an unsaturated group-containing monocarboxylic acid with an acid anhydride is suitable.
The epoxy compound, the unsaturated group-containing monocarboxylic acid, and the acid anhydride can be appropriately selected from known compounds. The epoxy (meth)acrylate resin having a carboxy group may be used alone or in combination of two or more kinds.

The alkali-soluble resin is preferably selected and used with an acid value of 50 mgKOH/g or more from the viewpoint of developability (solubility) in the alkaline aqueous solution used in the developer. The alkali-soluble resin is preferably selected and used with an acid value of 70 mgKOH/g or more and 300 mgKOH/g or less from the viewpoint of developability (solubility) in the alkaline aqueous solution used in the developer and adhesion to the substrate, and more preferably has an acid value of 70 mgKOH/g or more and 280 mgKOH/g or less.
In the present invention, the acid value can be measured in accordance with JIS K0070.

When the alkali-soluble resin has an ethylenically unsaturated group in its side chain, the ethylenically unsaturated bond equivalent is preferably in the range of 100 to 2000, particularly 140 to 1500, in order to obtain the effect of improving the film strength of the cured film, improving the development resistance, and providing excellent adhesion to the substrate by combining with the compound represented by the general formula (1) used in the present invention. If the ethylenically unsaturated bond equivalent is 2000 or less, the development resistance and adhesion are excellent. If it is 100 or more, the ratio of other structural units such as the structural unit having a carboxy group and the structural unit having a hydrocarbon ring can be relatively increased, so that the developability and heat resistance are excellent. It is preferable to use the compound represented by the general formula (1) used in the present invention in combination with the above-mentioned content.
Here, the ethylenically unsaturated bond equivalent means the weight average molecular weight per mole of the ethylenically unsaturated bond in the alkali-soluble resin, and is represented by the following mathematical formula (1).

Formula (1)
Ethylenically unsaturated bond equivalent (g/mol)=W(g)/M(mol)
(In formula (1), W represents the mass (g) of the alkali-soluble resin, and M represents the number of moles (mol) of the ethylenic double bonds contained in the alkali-soluble resin W (g).)

The ethylenically unsaturated bond equivalent may be calculated, for example, by measuring the number of ethylenic double bonds contained in 1 g of the alkali-soluble resin in accordance with the iodine value test method described in JIS K 0070:1992.

The alkali-soluble resin used in the photosensitive colored resin composition for color filters may be used alone or in combination of two or more kinds. There is no particular restriction on the content, but the content of the alkali-soluble resin is preferably in the range of 5% by mass to 60% by mass, more preferably 10% by mass to 40% by mass, based on the total solid content of the photosensitive colored resin composition for color filters. If the content of the alkali-soluble resin is equal to or greater than the lower limit, sufficient akari developability is obtained, and if the content of the alkali-soluble resin is equal to or less than the upper limit, film roughness and pattern chipping during development can be suppressed.

[Photopolymerizable compound]
The photopolymerizable compound used in the photosensitive colored resin composition for color filters is not particularly limited as long as it can be polymerized by the photoinitiator. Usually, a compound having two or more ethylenically unsaturated double bonds is preferably used, and in particular, a polyfunctional (meth)acrylate having two or more acryloyl groups or methacryloyl groups is preferably used.
Such a polyfunctional (meth)acrylate may be appropriately selected from conventionally known polyfunctional (meth)acrylates. Specific examples include those described in JP-A-2013-029832.

These polyfunctional (meth)acrylates may be used alone or in combination of two or more. In addition, when excellent photocurability (high sensitivity) is required for the photosensitive colored resin composition for color filters of the present invention, the polyfunctional (meth)acrylate is preferably one having three (trifunctional) or more polymerizable double bonds, and poly(meth)acrylates of trihydric or higher polyhydric alcohols and their dicarboxylic acid modified products are preferred. Specifically, trimethylolpropane tri(meth)acrylate, pentaerythritol tri(meth)acrylate, succinic acid modified pentaerythritol tri(meth)acrylate, pentaerythritol tetra(meth)acrylate, dipentaerythritol tetra(meth)acrylate, dipentaerythritol penta(meth)acrylate, succinic acid modified dipentaerythritol penta(meth)acrylate, dipentaerythritol hexa(meth)acrylate, etc. are preferred.

The content of the photopolymerizable compound used in the photosensitive colored resin composition for color filters is not particularly limited, but the content of the photopolymerizable compound is preferably in the range of 5% by mass to 60% by mass, more preferably 10% by mass to 40% by mass, based on the total solid content of the photosensitive colored resin composition for color filters. When the content of the photopolymerizable compound is equal to or more than the lower limit, photocuring proceeds sufficiently, and the exposed portion can be suppressed from eluting during development, and when the content of the photopolymerizable compound is equal to or less than the upper limit, alkaline developability is sufficient.
The content ratio of the photopolymerizable compound and the photoinitiator used in the photosensitive color resin composition for color filters is preferably such that the total content ratio of the photoinitiator is 5 parts by mass or more, more preferably 10 parts by mass or more, and is preferably 40 parts by mass or less, and even more preferably 30 parts by mass or less, relative to 100 parts by mass of the photopolymerizable compound, from the viewpoints of excellent curability, residual film rate, and further improved electrical reliability.

[solvent]
The solvent used in the present invention is not particularly limited as long as it is an organic solvent that does not react with each component in the photosensitive color resin composition for color filters and can dissolve or disperse them. The solvent can be used alone or in combination of two or more kinds.
Specific examples of the solvent include alcohol-based solvents such as methyl alcohol, ethyl alcohol, n-propyl alcohol, i-propyl alcohol, methoxy alcohol, and ethoxy alcohol; carbitol-based solvents such as methoxyethoxyethanol and ethoxyethoxyethanol; ethyl acetate, butyl acetate, methyl methoxypropionate, ethyl methoxypropionate, ethyl ethoxypropionate, ethyl lactate, methyl hydroxypropionate, ethyl hydroxypropionate, n-butyl acetate, and isobutyl acetate. ester-based solvents such as butyl acetate, isobutyl butyrate, n-butyl butyrate, ethyl lactate, and cyclohexanol acetate; ketone-based solvents such as acetone, methyl ethyl ketone, methyl isobutyl ketone, cyclohexanone, and 2-heptanone; glycol ether acetate-based solvents such as methoxyethyl acetate, propylene glycol monomethyl ether acetate, 3-methoxy-3-methyl-1-butyl acetate, 3-methoxybutyl acetate, and ethoxyethyl acetate; and methoxyethoxyethyl acetate. , carbitol acetate-based solvents such as ethoxyethoxyethyl acetate, and butyl carbitol acetate (BCA); diacetates such as propylene glycol diacetate and 1,3-butylene glycol diacetate; glycol ether-based solvents such as ethylene glycol monomethyl ether, ethylene glycol monoethyl ether, ethylene glycol dimethyl ether, diethylene glycol dimethyl ether, diethylene glycol monoethyl ether, diethylene glycol diethyl ether, propylene glycol monomethyl ether, and dipropylene glycol dimethyl ether; aprotic amide solvents such as N,N-dimethylformamide, N,N-dimethylacetamide, and N-methylpyrrolidone; lactone-based solvents such as γ-butyrolactone; cyclic ether-based solvents such as tetrahydrofuran; unsaturated hydrocarbon-based solvents such as benzene, toluene, xylene, and naphthalene; saturated hydrocarbon-based solvents such as N-heptane, N-hexane, and N-octane; and aromatic hydrocarbons such as toluene and xylene. Among these solvents, glycol ether acetate solvents, carbitol acetate solvents, glycol ether solvents, and ester solvents are preferably used in terms of the solubility of other components. Among them, the solvent used in the present invention is preferably one or more selected from the group consisting of propylene glycol monomethyl ether acetate, propylene glycol monomethyl ether, butyl carbitol acetate (BCA), 3-methoxy-3-methyl-1-butyl acetate, ethyl ethoxypropionate, ethyl lactate, and 3-methoxybutyl acetate in terms of the solubility of other components and coating suitability.

In the photosensitive colored resin composition for color filters according to the present invention, the content of the solvent may be appropriately set within a range that allows for accurate formation of a colored layer. The content of the solvent is preferably in the range of 55% by mass or more and 95% by mass or less, and more preferably in the range of 65% by mass or more and 88% by mass or less, based on the total amount of the photosensitive colored resin composition for color filters containing the solvent. By having the content of the solvent within the above range, excellent coatability can be achieved.

[Dispersant]
In the photosensitive colored resin composition for color filters of the present invention, the color material is preferably dispersed in a solvent by a dispersant. In the present invention, the dispersant can be appropriately selected from conventionally known dispersants. As the dispersant, for example, a cationic, anionic, nonionic, amphoteric, silicone, fluorine-based surfactant can be used. Among the surfactants, a polymer dispersant is preferred because it can be uniformly and finely dispersed.

Examples of the polymer dispersant include (co)polymers of unsaturated carboxylic acid esters such as polyacrylic acid esters; (partial) amine salts, (partial) ammonium salts, and (partial) alkylamine salts of (co)polymers of unsaturated carboxylic acids such as polyacrylic acid; (co)polymers of hydroxyl-containing unsaturated carboxylic acid esters such as hydroxyl-containing polyacrylic acid esters and modified products thereof; polyurethanes; unsaturated polyamides; polysiloxanes; long-chain polyaminoamide phosphate salts; polyethyleneimine derivatives (amides and their bases obtained by reacting poly(lower alkyleneimine) with polyesters containing free carboxyl groups); polyallylamine derivatives (reaction products obtained by reacting polyallylamine with one or more compounds selected from the three compounds of polyesters having free carboxyl groups, polyamides, or co-condensates of esters and amides (polyesteramides)).
When the polymer dispersant is a copolymer, it may be any of a block copolymer, a graft copolymer, and a random copolymer, but block copolymers and graft copolymers are preferred from the viewpoint of dispersibility.

As the polymer dispersant, a polymer dispersant containing a nitrogen atom in the main chain or side chain and having an amine value is preferred, from the viewpoints of being able to suitably disperse the colorant and having good dispersion stability, and among these, a polymer dispersant made of a polymer containing a repeating unit having a tertiary amine is preferred, from the viewpoints of having good dispersibility, not precipitating foreign matter during coating film formation, and improving brightness and contrast.
The repeating unit having a tertiary amine is a site having affinity with the coloring material, and functions as an adsorption site for the coloring material. A polymer dispersant made of a polymer containing a repeating unit having a tertiary amine usually contains a repeating unit that becomes a site having affinity with a solvent. As a polymer containing a repeating unit having a tertiary amine, a block copolymer having a block portion made of a repeating unit having a tertiary amine and a block portion having solvent affinity is preferable in that it is possible to form a coating film having excellent heat resistance and high brightness. In addition, as a polymer containing a repeating unit having a tertiary amine, a graft copolymer described later is also preferable.

The repeating unit having a tertiary amine may have a tertiary amine, and in a block copolymer, the tertiary amine may be contained in a side chain of the block polymer or may form the main chain.
Among these, the block copolymer preferably has a repeating unit having a tertiary amine in the side chain, and more preferably has a structure represented by the following general formula (I) in that the main chain skeleton is less susceptible to thermal decomposition and has high heat resistance.

(In general formula (I), ^R1 represents a hydrogen atom or a methyl group, ^A1 represents a divalent linking group, ^R2 and ^R3 each independently represent a hydrogen atom or a hydrocarbon group which may contain a heteroatom, and ^R2 and ^R3 may be bonded to each other to form a ring structure.)

In general formula (I), A ¹ is a divalent linking group. Examples of the divalent linking group include a linear, branched or cyclic alkylene group, a linear, branched or cyclic alkylene group having a hydroxyl group, an arylene group, a -CONH- group, a -COO- group, a -NHCOO- group, an ether group (-O- group), a thioether group (-S- group), and combinations thereof. In the present invention, the direction of the bond of the divalent linking group is arbitrary. That is, when the divalent linking group contains -CONH-, -CO may be on the carbon atom side of the main chain and -NH may be on the nitrogen atom side of the side chain, or conversely, -NH may be on the carbon atom side of the main chain and -CO may be on the nitrogen atom side of the side chain.
Among these, from the viewpoint of dispersibility, A ¹ in general formula (I) is preferably a divalent linking group containing a -CONH- group or a -COO- group, and more preferably a divalent linking group containing a -CONH- group or a -COO- group and an alkylene group having 1 to 10 carbon atoms.

Examples of the hydrocarbon group in the hydrocarbon group which may contain a heteroatom in ^R2 and ^R3 include an alkyl group, an aralkyl group, and an aryl group.
Examples of the alkyl group include a methyl group, an ethyl group, a propyl group, a butyl group, an isopropyl group, a tert-butyl group, a 2-ethylhexyl group, a cyclopentyl group, and a cyclohexyl group. The number of carbon atoms in the alkyl group is preferably 1 to 18, and among these, a methyl group or an ethyl group is more preferable.
Examples of the aralkyl group include a benzyl group, a phenethyl group, a naphthylmethyl group, a biphenylmethyl group, etc. The number of carbon atoms in the aralkyl group is preferably 7 to 20, and more preferably 7 to 14.
Examples of the aryl group include a phenyl group, a biphenyl group, a naphthyl group, a tolyl group, and a xylyl group. The number of carbon atoms in the aryl group is preferably 6 to 24, and more preferably 6 to 12. The above-mentioned preferable number of carbon atoms does not include the number of carbon atoms of the substituent.
The hydrocarbon group containing a heteroatom has a structure in which a carbon atom in the above-mentioned hydrocarbon group is replaced with a heteroatom, or a hydrogen atom in the above-mentioned hydrocarbon group is replaced with a substituent containing a heteroatom. Examples of the heteroatom that may be contained in the hydrocarbon group include an oxygen atom, a nitrogen atom, a sulfur atom, and a silicon atom.
Furthermore, a hydrogen atom in the hydrocarbon group may be substituted with a halogen atom such as a fluorine atom, a chlorine atom or a bromine atom.

The term " ^R2 and ^R3 are bonded to each other to form a ring structure" means that ^R2 and ^R3 form a ring structure via a nitrogen atom. The ring structure formed by ^R2 and ^R3 may contain a heteroatom. The ring structure is not particularly limited, and examples thereof include a pyrrolidine ring, a piperidine ring, and a morpholine ring.

In the present invention, it is particularly preferred that ^R2 and ^R3 are each independently a hydrogen atom, an alkyl group having 1 to 5 carbon atoms, or a phenyl group, or that ^R2 and ^R3 are bonded to form a pyrrolidine ring, a piperidine ring, or a morpholine ring.

The structure represented by the above general formula (I) may also be a structure represented by the following general formula (I'):

(In general formula (I'), R ^1" is a hydrogen atom or a methyl group, A ^1' is a divalent linking group, A ^1" is an alkylene group having 1 to 8 carbon atoms, a divalent organic group represented by -[CH(R ^A1 )-CH(R ^A2 )-O] _x -CH(R ^A1 )-CH(R ^A2 )- or -[(CH ₂ ) _y -O] _z -(CH ₂ ) _y -, R ^2' and R ^3' each independently represent an optionally substituted chain or cyclic hydrocarbon group, or R ^2' and R ^3' are bonded to each other to form a cyclic structure. ^{R A1} and R ^A2 each independently represent a hydrogen atom or a methyl group.
x is an integer of 1 or more and 18 or less, y is an integer of 1 or more and 5 or less, and z is an integer of 1 or more and 18 or less.

Examples of the divalent linking group A ^1' in the above general formula (I') include an alkylene group having from 1 to 10 carbon atoms, an arylene group, a -CONH- group, a -COO- group, an ether group having from 1 to 10 carbon atoms (-R'-OR"-: R' and R" are each independently an alkylene group), and combinations thereof. Among these, in terms of the heat resistance of the obtained polymer, solubility in propylene glycol monomethyl ether acetate (PGMEA) which is preferably used as a solvent, and the fact that it is a relatively inexpensive material, A ^1' is preferably a -COO- group or a -CONH- group.

The divalent organic group ^A1" in general formula (I') is an alkylene group having 1 to 8 carbon atoms, -[CH(R ^A1 )-CH(R ^A2 )-O] _x -CH(R ^A1 )-CH(R ^A2 )- or -[(CH ₂ ) _y -O] _z -(CH ₂ ) _y -. The alkylene group having 1 to 8 carbon atoms may be either linear or branched, and examples thereof include a methylene group, an ethylene group, a trimethylene group, a propylene group, various butylene groups, various pentylene groups, various hexylene groups, and various octylene groups.
R ^A1 and R ^A2 each independently represent a hydrogen atom or a methyl group.
From the viewpoint of dispersibility, A ^1″ is preferably an alkylene group having 1 to 8 carbon atoms, and among these, A ^1″ is more preferably a methylene group, an ethylene group, a propylene group, or a butylene group, and more preferably a methylene group or an ethylene group.

The cyclic structure formed by R ^{and R} in the above general formula (I') being bonded to each other may be, for example, a 5- to 7-membered nitrogen-containing heterocyclic monocycle or a condensed ring formed by condensing two of these. The nitrogen-containing heterocycle is preferably not aromatic, and more preferably a saturated ring.

Examples of monomers that derive the repeating unit represented by the above general formula (I) include alkyl group-substituted amino group-containing (meth)acrylates such as dimethylaminoethyl (meth)acrylate, dimethylaminopropyl (meth)acrylate, diethylaminoethyl (meth)acrylate, and diethylaminopropyl (meth)acrylate, and alkyl group-substituted amino group-containing (meth)acrylamides such as dimethylaminoethyl (meth)acrylamide and dimethylaminopropyl (meth)acrylamide. Among these, dimethylaminoethyl (meth)acrylate, diethylaminoethyl (meth)acrylate, and dimethylaminopropyl (meth)acrylamide are preferably used in terms of improving dispersibility and dispersion stability.
In addition, in the polymer containing the constitutional unit represented by the above general formula (I), the constitutional unit represented by the above general formula (I) may be composed of one type, or may contain two or more types of constitutional units.

In the block portion consisting of the repeating unit having a tertiary amine, it is preferable that the structural unit represented by the general formula (I) contains 3 or more. In particular, from the viewpoint of improving dispersibility and dispersion stability, it is preferable that the structural unit contains 3 to 100 units, more preferably 3 to 50 units, and even more preferably 3 to 30 units.

In the block copolymer having a block portion (hereinafter sometimes referred to as A block) consisting of a repeating unit having a tertiary amine and a block portion having solvent affinity (hereinafter sometimes referred to as B block), the block portion having solvent affinity does not have a constitutional unit represented by the general formula (I) and has a constitutional unit copolymerizable with the general formula (I) in order to improve the solvent affinity and dispersibility. In the present invention, the arrangement of each block of the block copolymer is not particularly limited, and can be, for example, an AB block copolymer, an ABA block copolymer, a BAB block copolymer, etc. Among them, an AB block copolymer or an ABA block copolymer is preferable in terms of excellent dispersibility.
The B block may be similar to the B block of WO 2016/104493.

The number of structural units constituting the solvent-compatible block portion may be adjusted as appropriate within the range in which colorant dispersibility is improved. In particular, in order for the solvent-compatible site and the colorant-compatible site to act effectively and improve the colorant dispersibility, the number of structural units constituting the solvent-compatible block portion is preferably 10 to 200, more preferably 10 to 100, and even more preferably 10 to 70.

The solvent-compatible block portion may be selected so as to function as a solvent-compatible site, and the repeating unit constituting the solvent-compatible block portion may be one type or may contain two or more types of repeating units.
In the block copolymer used as the dispersant of the present invention, the ratio m/n of the number of units m of the structural unit represented by general formula (I) to the number of units n of other structural units constituting the solvent-compatible block portion is preferably within the range of 0.01 or more and 1 or less, and more preferably within the range of 0.05 or more and 0.7 or less from the viewpoints of dispersibility and dispersion stability of the colorant.

Among them, the dispersant in the present invention is preferably a polymer having a structure represented by the general formula (I') and an amine value of 40 mgKOH/g to 120 mgKOH/g, which has good dispersibility, does not precipitate foreign matter during coating film formation, and improves brightness and contrast. In addition, as the dispersant in the present invention, a non-salted polymer having a structure represented by the general formula (I) and an amine value of 40 mgKOH/g to 140 mgKOH/g, and a salt-type polymer having a structure represented by the general formula (I) and an amine value of 0 mgKOH/g to 130 mgKOH/g are also preferable, which have good dispersibility and improve brightness and contrast. In the present invention, a polymer in which at least a part of the amino groups in a polymer containing a repeating unit having a tertiary amine forms a salt with an organic acid compound or a halogenated hydrocarbon may be referred to as a salt-type polymer.
By having the amine value within the above range, the viscosity stability over time and heat resistance are excellent, and the alkali developability and solvent resolubility are also excellent. If the amine value of the dispersant is high, the dispersibility and dispersion stability are improved, and the solvent solubility and solvent resolubility are improved, and the compatibility with other components is improved, so that the linearity of the fine line pattern of the colored layer is improved and the cracking of the micropores is easily suppressed.
The amine value of the salt-type polymer is smaller than that of the polymer before salt formation by the amount of salt formed. However, the salt-forming site is similar to the nitrogen site at the terminal corresponding to the amino group, or even serves as an enhanced colorant adsorption site, so that the salt formation tends to improve the colorant dispersibility and colorant dispersion stability. In addition, like the amino group, if there are too many salt-forming sites, it adversely affects the solvent resolubility. Therefore, the amine value of the polymer before salt formation can be used as an index for improving the colorant dispersion stability and solvent resolubility.
The amine value of the polymer not forming a salt used as a dispersant is preferably 50 mgKOH/g or more, more preferably 60 mgKOH/g or more, even more preferably 80 mgKOH/g or more, and even more preferably 90 mgKOH/g or more. On the other hand, from the viewpoint of solvent resolubility, the amine value of the polymer not forming a salt used as a dispersant is preferably 130 mgKOH/g or less, more preferably 120 mgKOH/g or less, even more preferably 110 mgKOH/g or less, and particularly preferably 105 mgKOH/g or less.
The amine value of the salt-type polymer used as a dispersant is preferably 10 mgKOH/g or more, and more preferably 20 mgKOH/g or more, and from the viewpoint of re-solubility in a solvent, is preferably 120 mgKOH/g or less, more preferably 110 mgKOH/g or less, and even more preferably 105 mgKOH/g or less.
The amine value refers to the amount of potassium hydroxide (mg) equivalent to the amount of perchloric acid required to neutralize the amine component contained in 1 g of sample, and can be measured by the method defined in JIS-K7237: 1995. When measured by this method, even if an amino group forms a salt with an organic acid compound in the dispersant, the organic acid compound usually dissociates, so that the amine value of the block copolymer itself used as a dispersant can be measured.

Among the salt-type polymers, the amine value of the salt-type graft copolymer formed into a salt with a compound represented by general formula (VI) described later can be a value measured by the method described in JIS K 7237: 1995. The compound of general formula (VI) forms a salt between the terminal nitrogen moiety of the constitutional unit represented by general formula (I) and the halogen atom-side hydrocarbon, and therefore the amine value can be measured without causing any change in the state of salt formation by this measurement method.
On the other hand, the amine value of a salt-type graft copolymer that has been salt-formed with a compound represented by general formula (V) or (VII) among salt-type polymers can be calculated from the amine value of the polymer before salt formation as follows: In the compound represented by general formula (V) or (VII), the nitrogen moiety at the terminal of the structural unit represented by general formula (I) and an acidic group form a salt, and therefore, when the amine value of such a salt-type graft copolymer is measured by the method described in JIS K 7237:1995, the state of salt formation changes, making it impossible to measure an accurate value.
First, the amine value of the polymer before salt formation is determined by the above-mentioned method. Next, the 13C-NMR spectrum of the salt-type polymer is measured using a nuclear magnetic resonance apparatus, and from the obtained spectrum data, the reaction rate (ratio of salt-formed terminal nitrogen sites) of one or more compounds selected from the group consisting of general formula (V) or (VII) to the terminal nitrogen sites of the structural unit represented by general formula (I) of the salt-type polymer is measured from the ratio of the integral value of the carbon atom peak adjacent to the unsalted nitrogen atom to the integral value of the carbon atom peak adjacent to the salted nitrogen atom at the terminal nitrogen site of the structural unit represented by general formula (I). The terminal nitrogen moiety of the constitutional unit represented by general formula (I) which has formed a salt with one or more compounds selected from the group consisting of general formula (V) or (VII) can be determined by assuming that the amine value has become 0 and subtracting the amine value consumed by salt formation, which is calculated by (amine value of the polymer before salt formation measured by the method described in JIS K 7237:1995)×(ratio of terminal nitrogen moieties which have formed a salt (%) calculated from 13C-NMR spectrum/100), from the amine value of the polymer before salt formation.
Amine value of salt-type polymer={amine value of polymer before salt formation measured by the method described in JIS K 7237:1995}−{amine value of polymer before salt formation measured by the method described in JIS K 7237:1995}×{proportion (%) of nitrogen moieties at terminals that have been salted calculated from 13C-NMR spectrum/100}

The acid value of the dispersant used in the present invention may be less than 1 mgKOH/g from the viewpoint of improving the development adhesion and solvent resolubility, but from the viewpoint of the effect of suppressing development residue, the lower limit is preferably 1 mgKOH/g or more. Among them, from the viewpoint of a better effect of suppressing development residue, the acid value of the dispersant is more preferably 2 mgKOH/g or more. In addition, the acid value of the dispersant used in the present invention can prevent deterioration of development adhesion and deterioration of solvent resolubility, improve the linearity of the fine line pattern of the colored layer, and easily suppress the crackling of the microholes, so that the upper limit of the acid value of the dispersant is preferably 18 mgKOH/g or less. Among them, from the viewpoint of improving the development adhesion and solvent resolubility, the acid value of the dispersant is more preferably 16 mgKOH/g or less, even more preferably 14 mgKOH/g or less, and particularly preferably 12 mgKOH/g or less.
In the salt-type block copolymer or salt-type graft copolymer, the acid value before salt formation may be less than 1 mgKOH/g from the viewpoint of improving the development adhesion and solvent resolubility, but is preferably 1 mgKOH/g or more, and more preferably 2 mgKOH/g or more. This is because the effect of suppressing development residue is improved. In addition, the upper limit of the acid value before salt formation is preferably 18 mgKOH/g or less, more preferably 16 mgKOH/g or less, even more preferably 14 mgKOH/g or less, and particularly preferably 12 mgKOH/g or less. This is because the development adhesion and solvent resolubility are improved.
The acid value represents the mass (mg) of potassium hydroxide required to neutralize the acidic components contained in 1 g of a sample, and is a value measured by the method described in JIS K 0070:1992.

In the present invention, the hydroxyl value of the dispersant is preferably 120 mgKOH/g or less, more preferably 60 mgKOH/g or less, even more preferably 30 mgKOH/g or less, and preferably 0 mgKOH/g, from the viewpoint of solvent re-solubility.
On the other hand, the hydroxyl value of the dispersant is preferably 5 mgKOH/g or more, and more preferably 15 mgKOH/g or more, from the viewpoint of developability.
In the present invention, the hydroxyl value represents the mass (mg) of KOH required to neutralize acetic acid bonded to the acetylated product obtained from 1 g of solid content, and refers to a value determined by potentiometric titration in accordance with JIS K 0070:1992.

In addition, in the present invention, the glass transition temperature of the dispersant is preferably 30° C. or higher from the viewpoint of improving the development adhesion. That is, whether the dispersant is a pre-salt block copolymer or a salt-type block copolymer, the glass transition temperature is preferably 30° C. or higher. If the glass transition temperature of the dispersant is low, it may be close to the developer temperature (usually about 23° C.), and the development adhesion may decrease. This is presumed to be because, when the glass transition temperature is close to the developer temperature, the movement of the dispersant during development becomes large, and as a result, the development adhesion deteriorates. It is presumed that the glass transition temperature of 30° C. or higher suppresses the molecular movement of the dispersant during development, thereby suppressing the decrease in the development adhesion.
The glass transition temperature of the dispersant is preferably 32° C. or higher, more preferably 35° C. or higher, from the viewpoint of development adhesion, while being preferably 200° C. or lower, from the viewpoint of operability during use, such as ease of accurate weighing.
The glass transition temperature of the dispersant in the present invention can be determined by measuring by differential scanning calorimetry (DSC) in accordance with JIS K7121.
The glass transition temperature (Tg) of the block portion and the block copolymer can be calculated by the following formula.
1/Tg=Σ(Xi/Tgi)
Here, the block portion is assumed to be a copolymerization of n monomer components, from i = 1 to n. Xi is the weight fraction of the i-th monomer (ΣXi = 1), and Tgi is the glass transition temperature (absolute temperature) of the homopolymer of the i-th monomer. Here, Σ is the sum of i = 1 to n. The glass transition temperature of the homopolymer of each monomer (Tgi) can be the value given in Polymer Handbook (3rd Edition) (by J. Brandrup and EH Immergut (Wiley-Interscience, 1989)).

When the colorant concentration is increased and the dispersant content is increased, the binder amount is relatively decreased, so that the colored resin layer is easily peeled off from the base substrate during development. In the block copolymer dispersant, the B block containing a structural unit derived from a carboxyl group-containing monomer is contained, and the specific acid value and glass transition temperature are mentioned above, so that the adhesion during development is improved. If the acid value is too high, although the developability is excellent, it is presumed that the polarity is too high and peeling is more likely to occur during development.

The dispersant used in the present invention is a polymer containing the structure represented by the general formula (I') and having an amine value of 40 mgKOH/g or more and 120 mgKOH/g or less, and an acid value of 1 mgKOH/g or more and 18 mgKOH/g or less, and a glass transition temperature of 30°C or more. This dispersant has excellent colorant dispersion stability and improves contrast, and when it is made into a colored resin composition containing the compound represented by the general formula (1), it has excellent solvent resolubility while suppressing the generation of development residue, and further has high development adhesion, and further it is easy to form micropores with excellent shape, and it is easy to suppress the crackling of the micropores and development residue.
In addition, as the dispersant used in the present invention, a dispersant that is a polymer that does not form a salt and has an amine value of 40 mgKOH/g to 140 mgKOH/g and has an acid value of 1 mgKOH/g to 18 mgKOH/g, and a dispersant that is a salt-type polymer that contains a structure represented by the general formula (I) and has an amine value of 0 mgKOH/g to 130 mgKOH/g and has an acid value of 1 mgKOH/g to 18 mgKOH/g are also preferable because they have excellent colorant dispersion stability and improve contrast, and when made into a colored resin composition containing the compound represented by the general formula (1), they are excellent in solvent resolubility while suppressing the generation of development residues.

As the carboxyl group-containing monomer, a monomer that is copolymerizable with a monomer having a structural unit represented by the general formula (I) and contains an unsaturated double bond and a carboxyl group can be used. Examples of such monomers include (meth)acrylic acid, vinyl benzoic acid, maleic acid, maleic acid monoalkyl ester, fumaric acid, itaconic acid, crotonic acid, cinnamic acid, and acrylic acid dimer. In addition, an addition reaction product of a monomer having a hydroxyl group such as 2-hydroxyethyl (meth)acrylate with a cyclic anhydride such as maleic anhydride, phthalic anhydride, or cyclohexane dicarboxylic acid anhydride, and ω-carboxy-polycaprolactone mono(meth)acrylate can also be used. In addition, an acid anhydride group-containing monomer such as maleic anhydride, itaconic anhydride, or citraconic anhydride may be used as a precursor of the carboxyl group. Among them, (meth)acrylic acid is particularly preferable in terms of copolymerizability, cost, solubility, glass transition temperature, and the like.

In the block copolymer before salt formation, the content of the constituent units derived from the carboxy group-containing monomer may be appropriately set so that the acid value of the block copolymer falls within the above-mentioned specific acid value range, and is not particularly limited. The content is preferably 0.05% by mass or more and 4.5% by mass or less, and more preferably 0.07% by mass or more and 3.7% by mass or less, relative to the total mass of all the constituent units of the block copolymer.
When the content of the structural unit derived from the carboxy group-containing monomer is at least the above lower limit, the effect of suppressing development residues is exerted, and when it is no more than the above upper limit, deterioration of development adhesion and deterioration of solvent re-solubility can be prevented.
The structural unit derived from the carboxyl group-containing monomer may be one type or may contain two or more types of structural units as long as it has the above-mentioned specific acid value.

In addition, in order to set the glass transition temperature of the dispersant used in the present invention to a specific value or higher and improve development adhesion, it is preferable that the total amount of monomers in the B block be 75% by mass or more, and more preferably 85% by mass or more, of the monomers having a glass transition temperature (Tgi) of a homopolymer of the monomer being 10°C or higher.

In the block copolymer, the ratio m/n of the number of units m of the constituent units of the A block to the number of units n of the constituent units of the B block is preferably in the range of 0.05 to 1.5, and more preferably in the range of 0.1 to 1.0 from the viewpoint of dispersibility and dispersion stability of the colorant.

The weight average molecular weight Mw of the block copolymer is not particularly limited, but from the viewpoint of obtaining good colorant dispersibility and dispersion stability, it is preferably from 1,000 to 20,000, more preferably from 2,000 to 15,000, and even more preferably from 3,000 to 12,000.
Here, the weight average molecular weight (Mw) is determined as a standard polystyrene equivalent value by gel permeation chromatography (GPC). The same conditions are also applied to the macromonomer, salt-type block copolymer, and graft copolymer that are raw materials for the block copolymer.

A specific example of a block copolymer having a block portion composed of a repeating unit having such a tertiary amine and a block portion having solvent affinity is the block copolymer described in Japanese Patent No. 4911253.

When the colorant is dispersed using the polymer containing a repeating unit having a tertiary amine as a dispersant, the content of the polymer containing the repeating unit having a tertiary amine is preferably 15 parts by mass or more and 300 parts by mass or less, and more preferably 20 parts by mass or more and 250 parts by mass or less, per 100 parts by mass of the colorant. If it is within the above range, the dispersibility and dispersion stability are excellent, and the effect of improving contrast is high.

In the present invention, from the viewpoint of dispersibility and dispersion stability of the colorant, it is also preferable to use as a dispersant a salt-type polymer in which at least a part of the amino groups in the polymer containing a repeating unit having a tertiary amine forms a salt with an organic acid compound or a halogenated hydrocarbon.
Among them, it is preferable that the polymer containing a repeating unit having a tertiary amine is a block copolymer and the organic acid compound is an acidic organic phosphorus compound such as phenylphosphonic acid or phenylphosphinic acid, from the viewpoint of excellent dispersibility and dispersion stability of the colorant. Specific examples of the organic acid compound used in such a dispersant include the organic acid compounds described in JP-A-2012-236882 and the like.
The halogenated hydrocarbon is preferably at least one of allyl halides, such as allyl bromide and benzyl chloride, and aralkyl halides, from the viewpoint of excellent dispersibility and dispersion stability of the coloring material.

As the polymer dispersant, from the viewpoints of suppressing the generation of development residues and further improving resistance (NMP resistance) to N-methylpyrrolidone (NMP), which is used as a solvent in the production of alignment films for color filters, a graft copolymer having a structural unit represented by the above general formula (I) and a structural unit represented by the following general formula (II), and at least one salt-type graft copolymer in which at least a portion of the nitrogen moiety of the structural unit represented by the general formula (I) of the graft copolymer forms a salt with at least one member selected from the group consisting of organic acid compounds and halogenated hydrocarbons, are also preferred.

(In general formula (II), R ^1′ represents a hydrogen atom or a methyl group, A ² represents a direct bond or a divalent linking group, and Polymer represents a polymer chain, and the structural units of the polymer chain include at least one structural unit selected from the group consisting of structural units represented by the following general formula (III) and structural units represented by the following general formula (III′).)

In general formula (III), ^R4 is a hydrogen atom or a methyl group, ^A3 is a divalent linking group, ^R5 is an ethylene group or a propylene group, ^R6 is a hydrogen atom or a hydrocarbon group, and s is a number of 3 or more and 80 or less.
In general formula (III'), R ^4' is a hydrogen atom or a methyl group, A ^3' is a divalent linking group, R ⁷ is an alkylene group having 1 to 10 carbon atoms, R ⁸ is an alkylene group having 3 to 7 carbon atoms, R ⁹ is a hydrogen atom or a hydrocarbon group, and t is a number of 1 to 40.

The specific graft copolymer includes a constituent unit having a polyethylene oxide chain, a polypropylene oxide chain, or an ester chain in the constituent unit of the grafted polymer chain. Since the grafted polymer chains of the specific graft copolymer become the solvent affinity part of the dispersant, the specific surface area of the solvent affinity part of the dispersant is increased, and it is presumed that the penetration of the solvent into the coating film and the arrival of the colorant can be suppressed. Since the constituent unit of the grafted polymer chain of the specific graft copolymer includes a constituent unit having a polyethylene oxide chain, a polypropylene oxide chain, or an ester chain, the oxygen atoms contained in these constituent units interact with acidic groups such as carboxyl groups of the alkali-soluble resin contained in the photosensitive colored resin composition through hydrogen bonds, and it is presumed that the penetration of the solvent (NMP) into the cured coating film can be further suppressed. Furthermore, the photosensitive colored resin composition of the present invention is expected to form a dense coating film by suppressing the sublimation of the compound represented by the general formula (1) contained as a photoinitiator during drying before exposure, and the dried coating film of the photosensitive colored resin composition of the present invention contains the colorant dispersed with high performance by the residual compound represented by the general formula (1) and the specific graft copolymer. Due to these synergistic effects, it is estimated that the cured product of the photosensitive colored resin composition of the present invention containing the specific graft copolymer and the compound represented by the general formula (1) as a photoinitiator in combination can improve resistance (NMP resistance) to N-methylpyrrolidone (NMP), which is used as a solvent in the preparation of the alignment film of a color filter.
Furthermore, the photosensitive colored resin composition of the present invention contains the specific graft copolymer, thereby suppressing the generation of development residues. The specific graft copolymer is thought to have an interaction between the oxygen atoms contained in the polyethylene oxide chain, polypropylene oxide chain, or ester chain and OH or CH of the carboxyl group of the alkali-soluble resin contained in the photosensitive resin composition by hydrogen bonding, so that only the alkali-soluble resin dissolves during development, and the colorant and dispersant are unlikely to remain as residues. On the other hand, if the number of repeating units of the polyethylene oxide chain, polypropylene oxide chain, or ester chain is too large, the effect of suppressing development residues is unlikely to be improved. This is presumably because, if the number of repeating units of the polyethylene oxide chain, polypropylene oxide chain, or ester chain is too large, the affinity with the alkaline developer becomes excessively larger than the colorant adsorption force, so that only the graft copolymer dissolves in the alkaline developer, and the colorant is left behind on the substrate.

The structural unit represented by the above general formula (I) which constitutes the main chain of the graft copolymer has basicity and functions as an adsorption site for the colorant.
The constituent unit represented by the general formula (I) constituting the main chain of the graft copolymer is the same as the constituent unit represented by the general formula (I) in the block copolymer, and therefore will not be described here.
In the graft copolymer, the constituent unit represented by general formula (I) may be composed of one type of constituent unit, or may contain two or more types of constituent units.

(Structural unit represented by general formula (II))
The graft copolymer has a structural unit represented by the general formula (II) having a specific polymer chain, and thus has good solvent affinity, and good dispersibility and dispersion stability of the coloring material. In addition, the graft copolymer contains at least one structural unit selected from the group consisting of the structural unit represented by the general formula (III) and the structural unit represented by the general formula (III') in the structural unit represented by the general formula (II), and therefore, as described above, the development time of the photosensitive resin composition is shortened, and the solvent resistance of the cured product of the photosensitive colored resin composition is improved.

In the general formula (II), ^A2 is a direct bond or a divalent linking group. The divalent linking group in ^A2 is not particularly limited as long as it can link the carbon atom derived from the ethylenically unsaturated double bond to the polymer chain. Examples of the divalent linking group in ^A2 include the same as the divalent linking group in ^A1 .
Among these, from the viewpoint of dispersibility, ^A2 in general formula (II) is preferably a divalent linking group containing a -CONH- group or a -COO- group, and more preferably a divalent linking group containing a -CONH- group or a -COO- group and an alkylene group having 1 to 10 carbon atoms.

In the general formula (II), Polymer represents a polymer chain, and the constituent units of the polymer chain include at least one constituent unit selected from the group consisting of the constituent units represented by the general formula (III) and the constituent units represented by the general formula (III').
In the general formula (III), ^R4 is a hydrogen atom or a methyl group, ^A3 is a divalent linking group, ^R5 is an ethylene group or a propylene group, ^R6 is a hydrogen atom or a hydrocarbon group, and s is a number of 3 or more and 80 or less.

Examples of the divalent linking group of ^A3 include the same as the divalent linking group in ^A1 . Among them, from the viewpoint of solubility in organic solvents used for color filters, ^A3 in general formula (III) is preferably a divalent linking group containing a -CONH- group or a -COO- group, and more preferably a -CONH- group or a -COO- group.

The s represents the number of repeating units of the ethylene oxide chain or propylene oxide chain, and is a number of 3 or more, but is preferably 19 or more, and more preferably 21 or more, from the viewpoint of suppressing the occurrence of water stains. The cause of water stains in the cured film of the photosensitive resin composition includes water absorption into the cured film. The alkali-soluble resin in the cured film has an acidic group such as a carboxyl group and is therefore prone to water absorption. It is also considered that the acidic group forms a metal salt with an alkali metal typically contained in an alkaline developer during development, thereby increasing water absorption. The oxygen atom contained in the polyethylene oxide chain or polypropylene oxide chain can be captured by complexing with a metal such as an alkali metal. As the number of repeating units of the polyethylene oxide chain or polypropylene oxide chain increases, the complex formation constant increases and the capturing ability of metal molecules increases, so it is presumed that the formation of an alkali metal salt of the alkali-soluble resin can be suppressed and the absorption of water into the cured film can be suppressed. It is also presumed that the oxygen atoms contained in the polyethylene oxide chains or polypropylene oxide chains interact with acidic groups such as carboxy groups of the alkali-soluble resin contained in the photosensitive resin composition through hydrogen bonds, thereby suppressing the formation of alkali metal salts of the acidic groups and thereby suppressing water absorption into the cured film.
When the s is 19 or more, as shown in Fig. 4, the graft copolymer 110 contains a main chain portion 113 having a structural unit 111 represented by general formula (I) and a structural unit 112 represented by general formula (II), at least a part of the nitrogen moiety of the structural unit 111 represented by general formula (I) may form a salt with at least one 114 selected from the group consisting of an organic acid compound and a halogenated hydrocarbon, and the structural unit 112 represented by general formula (II) contains a structural unit 116 represented by general formula (III) containing a polyethylene oxide chain or polypropylene oxide chain 117 having a specific repeat number in a polymer chain 115. In the specific graft copolymer used in the present invention, the structural unit of the grafted polymer chain 115 contains a structural unit 116 having a polyethylene oxide chain or polypropylene oxide chain having a specific repeat number, and the grafted polymer chain 115 itself has a branched structure. As a result, in combination with the increase in the specific surface area of the metal trapping portion of the dispersant, the metal trapping action of the oxygen atoms contained in the polyethylene oxide chain or polypropylene oxide chain becomes prominent, improving the water absorption suppression effect and suppressing the occurrence of water stains due to water absorption. It is presumed that these water absorption suppression effects in the cured film can suppress the occurrence of water stains due to water absorption.
On the other hand, the upper limit of s is 80 or less, but from the viewpoint of solubility in organic solvents used in color filters, it is preferably 50 or less.

Examples of the hydrocarbon group for R ⁶ include alkyl groups having 1 to 18 carbon atoms, alkenyl groups having 2 to 18 carbon atoms, aryl groups, and combinations thereof such as aralkyl groups and alkyl-substituted aryl groups.
The alkyl group having 1 to 18 carbon atoms may be linear, branched, or cyclic, and examples thereof include a methyl group, an ethyl group, an n-propyl group, an isopropyl group, an n-butyl group, an n-nonyl group, an n-lauryl group, an n-stearyl group, a cyclopentyl group, a cyclohexyl group, a bornyl group, an isobornyl group, a dicyclopentanyl group, an adamantyl group, a lower alkyl group-substituted adamantyl group, etc. The number of carbon atoms in the alkyl group is preferably 1 to 12, and more preferably 1 to 6.
The alkenyl group having 2 to 18 carbon atoms may be linear, branched, or cyclic. Examples of such alkenyl groups include vinyl, allyl, and propenyl groups. There are no limitations on the position of the double bond in the alkenyl group, but from the viewpoint of the reactivity of the resulting polymer, it is preferable that the double bond is located at the terminal of the alkenyl group. The number of carbon atoms in the alkenyl group is preferably 2 to 12, and more preferably 2 to 8.
Examples of the aryl group include a phenyl group, a biphenyl group, a naphthyl group, a tolyl group, a xylyl group, etc. The number of carbon atoms in the aryl group is preferably 6 to 24, and more preferably 6 to 12.
Examples of the aralkyl group include a benzyl group, a phenethyl group, a naphthylmethyl group, a biphenylmethyl group, etc., which may further have a substituent. The number of carbon atoms in the aralkyl group is preferably 7 to 20, and more preferably 7 to 14.
Furthermore, the aromatic ring of the aryl group or aralkyl group may have a linear or branched alkyl group having 1 to 30 carbon atoms bonded thereto as a substituent.

Among them, from the viewpoint of dispersion stability, the hydrocarbon group for R ⁶ is preferably at least one selected from the group consisting of an alkyl group having 1 to 18 carbon atoms, an aryl group having 6 to 12 carbon atoms which may be substituted with an alkyl group, and an aralkyl group having 7 to 14 carbon atoms which may be substituted with an alkyl group, and is preferably at least one selected from the group consisting of a methyl group, an ethyl group, an n-propyl group, an isopropyl group, an n-butyl group, an n-nonyl group, an n-lauryl group, an n-stearyl group, a phenyl group which may be substituted with an alkyl group, and a benzyl group.

In addition, in the general formula (III'), examples of the divalent linking group for A ^3' include the same as the divalent linking group for A ^1. Among them, from the viewpoint of solubility in organic solvents used in color filter applications, A ^3' in the general formula (III') is preferably a divalent linking group containing a -CONH- group or a -COO- group, and more preferably a -CONH- group or a -COO- group.
In the general formula (III'), ^R7 is an alkylene group having 1 to 10 carbon atoms, and among these, an alkylene group having 2 to 8 carbon atoms is preferred from the viewpoint of re-solubility in a solvent.
R ⁸ is an alkylene group having 3 to 7 carbon atoms, and among these, an alkylene group having 3 to 5 carbon atoms, and more preferably an alkylene group having 5 carbon atoms, is preferred from the viewpoint of adhesion to substrates.
R ⁹ is a hydrogen atom or a hydrocarbon group, and the hydrocarbon group in R ⁹ may be the same as the hydrocarbon group in R ⁶ .

In the general formula (III'), t represents the number of repeating units of the ester chain, and is a number of 1 or more. Among them, in order to simultaneously achieve a shorter development time and excellent solvent resistance, t is preferably 2 or more, and more preferably 3 or more.
On the other hand, the upper limit of t is 40 or less, but from the viewpoint of solubility in organic solvents used in color filters, it is preferably 20 or less.

In the polymer chain, at least one type of structural unit selected from the group consisting of the structural unit represented by the general formula (III) and the structural unit represented by the following general formula (III') may be a single type or a mixture of two or more types.
It is preferable that the polymer chain contains a structural unit represented by the general formula (III) since the effect of the solvent affinity moiety due to the oxygen atom becomes more pronounced.

Among these, from the viewpoint of improving the NMP resistance and development residue suppression effect of the photosensitive colored resin composition of the present invention, it is more preferable that the structural units of the polymer chain in the structural unit represented by the general formula (II) contain a combination of at least one selected from the group consisting of structural units represented by the general formula (III) in which s is 19 to 80 and at least one selected from the group consisting of structural units represented by the general formula (III) in which s is 3 to 10, and it is even more preferable that the structural units contain a combination of at least one selected from the group consisting of structural units represented by the general formula (III) in which s is 19 to 50 and at least one selected from the group consisting of structural units represented by the general formula (III) in which s is 3 to 8.

When the structural units of the polymer chain in the structural unit represented by the general formula (II) contain at least one selected from the group consisting of structural units represented by the general formula (III) in which s is 19 or more and 80 or less, the total proportion of the structural units represented by the general formula (III) in which s is 19 or more and 80 or less is preferably 1% by mass or more, more preferably 2% by mass or more, and even more preferably 4% by mass or more, when the total structural units of the polymer chain are taken as 100% by mass, on the other hand, it is preferably 75% by mass or less, more preferably 65% by mass or less, and even more preferably 50% by mass or less. When the total proportion of the structural units represented by the general formula (III) in which s is 19 or more and 80 or less is within the above range, the NMP resistance and development residue suppression effect of the photosensitive colored resin composition of the present invention are easily improved.

In the case where the structural unit of the polymer chain in the structural unit represented by the general formula (II) contains a combination of at least one selected from the group consisting of structural units represented by the general formula (III) in which s is 19 to 80, and at least one selected from the group consisting of structural units represented by the general formula (III) in which s is 3 to 10, the total proportion of structural units represented by the general formula (III) in which s is 3 to 10 is preferably 20% by mass or more when the total structural units of the polymer chain are taken as 100% by mass. On the other hand, from the viewpoint of solvent resolubility, the total proportion of structural units represented by the general formula (III) in which s is 3 to 10 in the polymer chain is preferably 80% by mass or less, more preferably 60% by mass or less when the total structural units of the polymer chain are taken as 100% by mass.
In addition, in the polymer chain, the mixing ratio of the constitutional units represented by general formula (III) in which s is 19 or more and 80 or less and the constitutional units represented by general formula (III) in which s is 3 or more and 10 or less is preferably 3 parts by mass or more, more preferably 6 parts by mass or more, and more preferably 80 parts by mass or less, and more preferably 60 parts by mass or less, when the total of the constitutional units represented by general formula (III) in which s is 19 or more and 80 or less and the constitutional units represented by general formula (III) in which s is 3 or more and 10 or less is taken as 100 parts by mass, from the viewpoint of improving the development residue suppressing effect.

From the viewpoint of simultaneously satisfying dispersion stability, high contrast, shortening of development time, and excellent solvent resistance, when the total structural units of the polymer chain are taken as 100 mass%, the total proportion of at least one structural unit selected from the group consisting of the structural units represented by the general formula (III) and the structural units represented by the general formula (III') is preferably 1 mass% or more, more preferably 2 mass% or more, and even more preferably 4 mass% or more. From the viewpoint of solvent resolubility, the total proportion of at least one structural unit selected from the group consisting of the structural units represented by the general formula (III) and the structural units represented by the general formula (III') is preferably 80 mass% or less, more preferably 70 mass% or less, and even more preferably 60 mass% or less, when the total structural units of the polymer chain are taken as 100 mass%.

From the viewpoint of dispersibility and dispersion stability of the colorant, it is preferable that the structural units of the polymer chain in the structural unit represented by the general formula (II) of the graft copolymer further include a structural unit represented by the following general formula (IV) which is different from the structural unit represented by the general formula (III) and the structural unit represented by the general formula (III').

(In general formula (IV), R4 ^″ is a hydrogen atom or a methyl group, ^A4 is a divalent linking group, and ^R10 is a hydrogen atom or a hydrocarbon group which may contain a heteroatom.)

Examples of the divalent linking group of ^A4 include the same as the divalent linking group in ^A1 . Among them, from the viewpoint of solubility in organic solvents used for color filters, ^A4 in general formula (IV) is preferably a divalent linking group containing a -CONH- group or a -COO- group, and more preferably a -CONH- group or a -COO- group.

Examples of the hydrocarbon group in the hydrocarbon group which may contain a heteroatom in R ¹⁰ include an alkyl group, an alkenyl group, an aryl group, and combinations thereof such as an aralkyl group, an alkyl-substituted aryl group, etc. Examples of the hydrocarbon group in the hydrocarbon group which may contain a heteroatom in R ¹⁰ include the same as the hydrocarbon group in R ⁶ .

Examples of heteroatoms which may be contained in the hydrocarbon group include an oxygen atom, a nitrogen atom, a sulfur atom, a silicon atom, etc. Examples of the hydrocarbon group which may contain a heteroatom include a structure in which a linking group such as -CO-, -COO-, -OCO-, -O-, -S-, -CO-S-, -S-CO-, -O-CO-O-, -CO-NH-, -NH-CO-, -OCO-NH-, -NH-COO-, -NH-CO-NH-, -NH-O-, -O-NH-, etc. is contained in the carbon chain of the hydrocarbon group.
In addition, the hydrocarbon group may have a substituent within the range that does not impair the dispersion performance, etc. of the graft copolymer. Examples of the substituent include a halogen atom, a hydroxyl group, a carboxyl group, an alkoxy group, a nitro group, a cyano group, an epoxy group, an isocyanate group, and a thiol group.

The hydrocarbon group in R ¹⁰ which may contain a heteroatom may have a structure in which a polymerizable group such as an alkenyl group is added to the end of the hydrocarbon group via a linking group containing a heteroatom. For example, the structural unit represented by general formula (IV) may have a structure in which a structural unit derived from (meth)acrylic acid is reacted with glycidyl (meth)acrylate. That is, the structure of -A ⁴ -R ¹⁰ in general formula (IV) may have a structure represented by -COO-CH ₂ CH(OH)CH ₂ -OCO-CR═CH ₂ (wherein R is a hydrogen atom or a methyl group). The structural unit represented by general formula (IV) may have a structure in which a structural unit derived from a hydroxyalkyl (meth)acrylate is reacted with a 2-isocyanatoalkyl (meth)acrylate. That is, R ¹⁰ in general formula (IV) may be a structure represented by -R'-OCONH-R"-OCO-CR=CH ₂ (wherein R' and R" each independently represent an alkylene group, and R represents a hydrogen atom or a methyl group).

Examples of monomers that derive the structural unit represented by general formula (IV) include methyl (meth)acrylate, ethyl (meth)acrylate, isopropyl (meth)acrylate, n-butyl (meth)acrylate, isobutyl (meth)acrylate, tert-butyl (meth)acrylate, 2-ethylhexyl (meth)acrylate, 2-ethoxyethyl (meth)acrylate, cyclohexyl (meth)acrylate, benzyl (meth)acrylate, phenyl (meth)acrylate, isobornyl (meth)acrylate, dicyclopentanyl (meth)acrylate, adamantyl (meth)acrylate, (meth)acrylate, Preferred are those having structural units derived from acrylic acid, 2-methacryloyloxyethyl succinate, 2-hydroxyethyl (meth)acrylate, 2-hydroxypropyl (meth)acrylate, 2-hydroxybutyl (meth)acrylate, 4-hydroxybutyl (meth)acrylate, 2-hydroxy-3-phenoxypropyl (meth)acrylate, phenoxyethyl (meth)acrylate, methoxypolyethylene glycol (meth)acrylate and polyethylene glycol (meth)acrylate having less than 19 repeating units of the ethylene oxide chain, and phenoxyethylene glycol (meth)acrylate. However, they are not limited to these.

In the present invention, it is preferable to use, as the R ¹⁰ , one having excellent solubility in an organic solvent described below, and it may be appropriately selected according to the organic solvent used in the colorant dispersion liquid. Specifically, for example, when the organic solvent is an ether alcohol acetate-based, ether-based, ester-based, alcohol-based organic solvent that is generally used as an organic solvent for a colorant dispersion liquid, a methyl group, an ethyl group, an isobutyl group, an n-butyl group, a 2-ethylhexyl group, a benzyl group, a cyclohexyl group, a dicyclopentanyl group, a hydroxyethyl group, a phenoxyethyl group, an adamantyl group, a methoxypolyethylene glycol group, a methoxypolypropylene glycol group, a polyethylene glycol group, or the like is preferable.

In the polymer chain, the constitutional unit represented by the general formula (IV) may be of one type alone or may be of two or more types mixed together.
From the viewpoint of dispersibility and dispersion stability of the colorant, the total ratio of the structural units represented by the general formula (IV) in the polymer chain is preferably 25% by mass or more, and more preferably 35% by mass or more, when the total structural units of the polymer chain are taken as 100% by mass. On the other hand, from the viewpoint of simultaneously satisfying dispersion stability, high contrast, shortening of development time, and excellent solvent resistance, the total ratio of the structural units represented by the general formula (IV) in the polymer chain is preferably 99% by mass or less, and more preferably 98% by mass or less, when the total structural units of the polymer chain are taken as 100% by mass.

The structural units of the polymer chain in the structural unit represented by the general formula (II) of the graft copolymer may include other structural units in addition to the structural unit represented by the general formula (III), the structural unit represented by the general formula (III'), and the structural unit represented by the general formula (IV).
Examples of other structural units include structural units derived from monomers having an unsaturated double bond copolymerizable with the monomer that derives the structural unit represented by the general formula (III), the monomer that derives the structural unit represented by the general formula (III'), or the monomer that derives the structural unit represented by the general formula (IV).
Examples of monomers from which other structural units are derived include styrenes such as styrene and α-methylstyrene, and vinyl ethers such as phenyl vinyl ether.

In the polymer chain of the structural unit represented by the general formula (II) of the graft copolymer, the total proportion of other structural units is preferably 30% by mass or less, and more preferably 10% by mass or less, when all structural units of the polymer chain are taken as 100% by mass, from the viewpoint of the effects of the present invention.

The weight average molecular weight Mw of the polymer chain in the Polymer is preferably 2000 or more, more preferably 3000 or more, even more preferably 4000 or more, and more preferably 15000 or less, and even more preferably 12000 or less, from the viewpoints of dispersibility and dispersion stability of the colorant.
By being in the above-mentioned range, a sufficient steric repulsion effect as a dispersant can be maintained, and the specific surface area of the solvent-compatible portion of the dispersant is increased, resulting in a significant interaction with oxygen atoms contained in the polyethylene oxide chains, polypropylene oxide chains, or ester chains, thereby improving the effect of suppressing development residues, shortening the development time, and improving solvent resistance.

As a guideline, the polymer chain in the Polymer preferably has a solubility at 23° C. of 20 (g/100 g solvent) or more in the organic solvent used in combination.
The solubility of the polymer chain can be determined by the fact that the raw material into which the polymer chain is introduced when preparing the graft copolymer has the above solubility. For example, when a polymerizable oligomer (macromonomer) containing a polymer chain and a group having an ethylenically unsaturated double bond at its end is used to introduce a polymer chain into the graft copolymer, the polymerizable oligomer should have the above solubility. In addition, when a polymer chain is introduced using a polymer chain containing a reactive group capable of reacting with the reactive group contained in the copolymer after a copolymer is formed by a monomer containing a group having an ethylenically unsaturated double bond, the polymer chain containing the reactive group should have the above solubility.

In the graft copolymer, the constituent unit represented by the general formula (I) is preferably contained in a proportion of 3 to 60% by mass, more preferably 6 to 45% by mass, and even more preferably 9 to 30% by mass. When the constituent unit represented by the general formula (I) in the graft copolymer is within the above range, the proportion of the portion having affinity with the colorant in the graft copolymer becomes appropriate, and the decrease in solubility in organic solvents can be suppressed, so that the adsorption to the colorant becomes good, and excellent dispersibility and dispersion stability can be obtained.
On the other hand, in the graft copolymer, the constitutional unit represented by the general formula (II) is preferably contained in a proportion of 40 to 97% by mass, more preferably 55 to 94% by mass, and even more preferably 70 to 91% by mass. If the constitutional unit represented by the general formula (II) in the graft copolymer is within the above range, the proportion of the solvent-compatible portion in the graft copolymer becomes appropriate, and a sufficient steric repulsion effect as a dispersant can be maintained, and the specific surface area of the solvent-compatible portion of the dispersant becomes large, and the interaction with oxygen atoms contained in the polyethylene oxide chain, polypropylene oxide chain, or ester chain becomes remarkable, and the effects of shortening the development time and improving the solvent resistance can be improved.

The graft copolymer used in the present invention may further have other structural units in addition to the structural unit represented by the general formula (I) and the structural unit represented by the general formula (II) within the scope of not impairing the effects of the present invention. As the other structural units, an ethylenically unsaturated double bond-containing monomer that is copolymerizable with the ethylenically unsaturated double bond-containing monomer that derives the structural unit represented by the general formula (I) can be appropriately selected and copolymerized to introduce the other structural units.
Examples of other structural units copolymerized with the structural unit represented by the general formula (I) include structural units represented by the general formula (IV) and structural units having a polymer chain different from that of the structural unit represented by the general formula (II), such as a structural unit in a polymer chain of the structural unit represented by the general formula (II) that does not include at least one structural unit selected from the group consisting of the structural unit represented by the general formula (III) and the structural unit represented by the general formula (III') and includes a structural unit represented by the general formula (IV).
The content ratio of the structural units is calculated from the charged amounts of monomers that derive the structural unit represented by the general formula (I), the structural unit represented by the general formula (II), the structural unit represented by the general formula (III), the structural unit represented by the general formula (III'), etc., when synthesizing the graft copolymer during production.

The weight average molecular weight Mw of the graft copolymer is preferably 4000 or more, more preferably 6000 or more, and even more preferably 8000 or more from the viewpoint of dispersibility and dispersion stability, while being preferably 50000 or less, more preferably 30000 or less from the viewpoint of solvent resolubility.
In the present invention, the weight average molecular weight Mw is a value measured by GPC (gel permeation chromatography). The measurement was performed using HLC-8120GPC manufactured by Tosoh Corporation, the elution solvent was N-methylpyrrolidone to which 0.01 mol/L of lithium bromide was added, the polystyrene standards for the calibration curve were Mw377400, 210500, 96000, 50400, 20650, 10850, 5460, 2930, 1300, 580 (all of which are Easi PS-2 series manufactured by Polymer Laboratories) and Mw1090000 (manufactured by Tosoh Corporation), and the measurement column was TSK-GEL ALPHA-M x 2 (manufactured by Tosoh Corporation).

In the present invention, the method for producing the graft copolymer is not particularly limited as long as it is a method capable of producing a graft copolymer having a constitutional unit represented by the general formula (I) and a constitutional unit represented by the general formula (II).When producing a graft copolymer having a constitutional unit represented by the general formula (I) and a constitutional unit represented by the general formula (II), for example, a method for producing a graft copolymer by copolymerizing a monomer represented by the following general formula (Ia) and a polymerizable oligomer (macromonomer) consisting of the polymer chain and a group having an ethylenically unsaturated double bond at its terminal as copolymerization components is included.
If necessary, other monomers may also be used to produce the graft copolymer by known polymerization means.

(In general formula (Ia), R ¹ , A ¹ , R ² and R ³ are the same as those in general formula (I).)

In addition, when producing a graft copolymer having a constitutional unit represented by the general formula (I) and a constitutional unit represented by the general formula (II), a polymer chain may be introduced by using a polymer chain containing a reactive group capable of reacting with the reactive group contained in the copolymer after the copolymer is formed by addition polymerization of the monomer represented by the general formula (Ia) and the monomer containing a group having an ethylenically unsaturated double bond.Specifically, for example, after synthesizing a copolymer having a substituent such as an alkoxy group, a hydroxyl group, a carboxyl group, an amino group, an epoxy group, an isocyanate group, or a hydrogen bond forming group, a polymer chain may be introduced by reacting with a polymer chain containing a functional group reactive with the substituent.
For example, a polymer chain can be introduced by reacting a polymer chain having a carboxyl group at its terminal with a copolymer having a glycidyl group in its side chain, or by reacting a polymer chain having a hydroxyl group at its terminal with a copolymer having an isocyanate group in its side chain.
In the polymerization, additives generally used in polymerization, such as a polymerization initiator, a dispersion stabilizer, and a chain transfer agent, may be used.

From the viewpoint of improving colorant dispersibility, the graft copolymer may be a salt-type graft copolymer in which at least a portion of the nitrogen moieties of the constitutional unit represented by general formula (I) forms a salt with at least one selected from the group consisting of an organic acid compound and a halogenated hydrocarbon.
As the organic acid compound, a compound represented by the following general formula (V) and a compound represented by the following general formula (VII) are preferable, and as the halogenated hydrocarbon, a compound represented by the following general formula (VI) is preferable. That is, as the at least one compound selected from the group consisting of the organic acid compound and the halogenated hydrocarbon, one or more compounds selected from the group consisting of the following general formulas (V) to (VII) can be preferably used.

(In the general formula (V), R ¹¹ represents a linear, branched or cyclic alkyl group having 1 to 20 carbon atoms, a vinyl group, a phenyl group or a benzyl group which may have a substituent, or -O-R ¹⁵ ; R ¹⁵ represents a linear, branched or cyclic alkyl group having 1 to 20 carbon atoms, a vinyl group, a phenyl group or a benzyl group which may have a substituent, or a (meth)acryloyl group via an alkylene group having 1 to 4 carbon atoms. In the general formula (VI), R ¹² , R ^12′ and R ^12″ each independently represent a hydrogen atom, an acidic group or an ester group thereof, a linear, branched or cyclic alkyl group having 1 to 20 carbon atoms which may have a substituent, a vinyl group which may have a substituent, a phenyl group or a benzyl group which may have a substituent, or -O-R ¹⁶ ; R ¹⁶ represents a linear, branched or cyclic alkyl group having 1 to 20 carbon atoms which may have a substituent, a vinyl group which may have a substituent, a phenyl group or benzyl group which may have a substituent, or a (meth)acryloyl group via an alkylene group having 1 to 4 carbon atoms, and X represents a chlorine atom, a bromine atom, or an iodine atom. In the general formula (VII), R ¹³ and R ¹⁴ each independently represent a hydrogen atom, a hydroxyl group, a linear, branched or cyclic alkyl group having 1 to 20 carbon atoms, a vinyl group, a phenyl group or benzyl group which may have a substituent, or -O-R ¹⁵ , and R ¹⁵ represents a linear, branched or cyclic alkyl group having 1 to 20 carbon atoms, a vinyl group, a phenyl group or benzyl group which may have a substituent, or a (meth)acryloyl group via an alkylene group having 1 to 4 carbon atoms. However, at least one of R ^c and R ^d contains a carbon atom.)

In the general formulae (V) to (VII), R ¹¹ , R ¹² , R ^12′ , R ^12″ , R ¹³ , R ¹⁴ , R ¹⁵ and R The linear, branched or cyclic alkyl group having 1 to 20 carbon atoms in ¹⁶ may be linear or branched, and may also contain a cyclic structure, and specific examples thereof include a methyl group, an ethyl group, an n-propyl group, an i-propyl group, an n-butyl group, an isobutyl group, a sec-butyl group, a tert-butyl group, an n-pentyl group, an n-hexyl group, an n-heptyl group, an n-octyl group, an n-nonyl group, an n-decyl group, an n-undecyl group, a dodecyl group, a cyclopentyl group, a cyclohexyl group, a tetradecyl group, an octadecyl group, etc. Preferred examples include linear, branched or cyclic alkyl groups having 1 to 15 carbon atoms, and more preferred examples include linear, branched or cyclic alkyl groups having 1 to 8 carbon atoms.
In addition, in R ¹¹ , R ¹³ , R ¹⁴ , and R ¹⁵ , examples of the substituent on the phenyl group or benzyl group which may have a substituent include an alkyl group having 1 to 5 carbon atoms, an acyl group, an acyloxy group, and the like.

In R ¹² , R ^12′ , R ^12″ and R ¹⁶ , examples of the substituent of the phenyl group or benzyl group which may have a substituent include an acidic group or an ester group thereof, an alkyl group having 1 to 5 carbon atoms, an acyl group and an acyloxy group.
In addition, in R ¹² , R ^12′ , R ^12″ and R ¹⁶ , examples of the substituent of the linear, branched or cyclic alkyl group having 1 to 20 carbon atoms or the vinyl group which may have a substituent include an acidic group or an ester group thereof, a phenyl group, an acyl group and an acyloxy group.
The acidic group in R ¹² , R ^12′ , R ^12″ and R ¹⁶ refers to a group which releases a proton in water and exhibits acidity. Specific examples of the acidic group include a carboxy group (—COOH), a sulfo group (—SO ₃ H), a phosphono group (—P(═O)(OH) ₂ ), a phosphinico group (>P(═O)(OH)), a boronic acid group (—B(OH) ₂ ), a borinic acid group (>BOH) and the like. The acidic group may be an anion in which a hydrogen atom is dissociated, such as a carboxylato group (—COO ⁻ ), or may be an acid salt formed with an alkali metal ion such as a sodium ion or a potassium ion.
Examples of the ester group of the acidic group include carboxylate (-COOR), sulfonate (-SO ₃ R), phosphate (-P(═O)(OR) ₂ ), (>P(═O)(OR)), boronic acid ester (-B(OR) ₂ ), and boric acid ester (>BOR). Of these, the ester group of the acidic group is preferably a carboxylate (-COOR) from the viewpoint of dispersibility and dispersion stability. Note that R is a hydrocarbon group and is not particularly limited, but from the viewpoint of dispersibility and dispersion stability, it is preferably an alkyl group having 1 to 5 carbon atoms, and more preferably a methyl group or an ethyl group.

From the viewpoints of dispersibility, dispersion stability, alkaline developability, and development residue suppression effect, the compound of general formula (VI) preferably has one or more functional groups selected from a carboxy group, a boronic acid group, a borinic acid group, an anion thereof, an alkali metal salt thereof, and an ester thereof, and more preferably has a functional group selected from a carboxy group, a carboxylato group, a carboxylate group, and a carboxylate ester.
When the compound of the general formula (VI) has an acidic group and its ester group (hereinafter referred to as an acidic group, etc.), both the acidic group side and the halogen atom side hydrocarbon of the compound can form a salt with the terminal nitrogen moiety, but it is presumed that the terminal nitrogen moiety and the halogen atom side hydrocarbon form a salt more stably than when the terminal nitrogen moiety and the acidic group, etc. form a salt. It is presumed that the dispersibility and dispersion stability are improved by the coloring material being adsorbed to the stably existing salt forming moiety.

When the compound of the general formula (VI) has the acidic group, etc., it may have two or more of the acidic groups. When the compound of the general formula (VI) has two or more acidic groups, the multiple acidic groups may be the same or different. The number of the acidic groups, etc., that the compound of the general formula (VI) has is preferably 1 to 3, more preferably 1 to 2, and even more preferably 1.

When R ¹¹ in the general formula (V), at least one of R ¹² , R ^12′ and R ^12″ in the general formula (VI), and at least one of R ¹³ and R ¹⁴ in the general formula (VII) have an aromatic ring, the affinity with the skeleton of the colorant described later is improved, the dispersibility and dispersion stability of the colorant are excellent, and a colored composition having excellent contrast can be obtained, which is preferable.

The molecular weight of one or more compounds selected from the group consisting of the general formulas (V) to (VII) is preferably 1000 or less, more preferably 50 to 800, even more preferably 50 to 400, even more preferably 80 to 350, and most preferably 100 to 330, from the viewpoint of improving the dispersibility of the colorant.

Examples of the compound represented by the general formula (V) include benzenesulfonic acid, vinylsulfonic acid, methanesulfonic acid, p-toluenesulfonic acid, monomethylsulfuric acid, monoethylsulfuric acid, mono-n-propylsulfuric acid, etc. Hydrates such as p-toluenesulfonic acid monohydrate may also be used. Examples of the compound represented by the general formula (VI) include methyl chloride, methyl bromide, ethyl chloride, ethyl bromide, methyl iodide, ethyl iodide, n-butyl chloride, hexyl chloride, octyl chloride, dodecyl chloride, tetradecyl chloride, hexadecyl chloride, phenethyl chloride, benzyl chloride, benzyl bromide, benzyl iodide, chlorobenzene, α-chlorophenylacetic acid, α-bromophenylacetic acid, α-iodophenylacetic acid, 4-chloromethylbenzoic acid, 4-bromomethylbenzoic acid, 4-iodophenylbenzoic acid, chloroacetic acid, bromoacetic acid, iodoacetic acid, α-bromophenylmethyl acetate, and 3-(bromomethyl)phenylboronic acid. Examples of the compound represented by the general formula (VII) include monobutyl phosphate, dibutyl phosphate, methyl phosphate, dibenzyl phosphate, diphenyl phosphate, phenylphosphinic acid, phenylphosphonic acid, and dimethacryloyloxyethyl acid phosphate.
From the viewpoint of particularly excellent dispersion stability, one or more selected from the group consisting of phenylphosphinic acid, phenylphosphonic acid, dimethacryloyloxyethyl acid phosphate, dibutyl phosphoric acid, methyl chloride, methyl bromide, methyl iodide, benzyl chloride, benzyl bromide, vinyl sulfonic acid, and p-toluenesulfonic acid monohydrate are preferred, and among these, it is preferable to use one or more selected from the group consisting of phenylphosphinic acid, phenylphosphonic acid, benzyl chloride, benzyl bromide, and p-toluenesulfonic acid monohydrate.
In addition, from the viewpoint of improving the effect of suppressing development residues by combining with the specific graft copolymer, a compound having an acidic group and an ester group thereof, represented by general formula (VI), is also preferably used, and among them, one or more selected from the group consisting of α-chlorophenylacetic acid, α-bromophenylacetic acid, α-iodophenylacetic acid, 4-chloromethylbenzoic acid, 4-bromomethylbenzoic acid, and 4-iodophenylbenzoic acid are also preferably used.

In the salt-type graft copolymer, the content of at least one selected from the group consisting of organic acid compounds and halogenated hydrocarbons is a salt formed with the terminal nitrogen moiety of the structural unit represented by general formula (I), so the total of at least one selected from the group consisting of organic acid compounds and halogenated hydrocarbons is preferably 0.01 mol or more, more preferably 0.05 mol or more, even more preferably 0.1 mol or more, and particularly preferably 0.2 mol or more relative to the terminal nitrogen moiety of the structural unit represented by general formula (I). If it is equal to or more than the above lower limit, the effect of improving the colorant dispersibility due to salt formation is easily obtained. Similarly, it is preferably equal to or less than 1 mol, more preferably 0.8 mol or less, even more preferably 0.7 mol or less, and particularly preferably 0.6 mol or less. If it is equal to or less than the above upper limit, it can be excellent in development adhesion and solvent resolubility.
The at least one selected from the group consisting of organic acid compounds and halogenated hydrocarbons may be used alone or in combination of two or more. When two or more types are combined, the total content is preferably within the above range.

Examples of a method for preparing the salt-type graft copolymer include a method in which at least one selected from the group consisting of the organic acid compounds and halogenated hydrocarbons described above is added to a solvent in which the graft copolymer before salt formation has been dissolved or dispersed, and the mixture is stirred and, if necessary, heated.
The fact that the terminal nitrogen moiety of the constituent unit of the graft copolymer represented by the general formula (I) forms a salt with at least one selected from the group consisting of the organic acid compound and the halogenated hydrocarbon, and the ratio thereof can be confirmed by a known method such as NMR.

The content (mol%) of each structural unit in the copolymer of the dispersant can be determined from the amount of raw materials charged during production, and can be measured using an analytical device such as NMR. The structure of the dispersant can be measured using NMR, various mass analyses, etc. If necessary, the dispersant can be decomposed by pyrolysis or the like, and the obtained decomposition products can be analyzed using high performance liquid chromatography, gas chromatography mass spectrometer, NMR, elemental analysis, XPS/ESCA, TOF-SIMS, etc.

The content of the dispersant when used is not particularly limited as long as it can uniformly disperse the colorant, but for example, it can be used in an amount of 1% by mass to 40% by mass based on the total solid content of the photosensitive colored resin composition for color filters. Furthermore, it is preferable to mix it in an amount of 2% by mass to 30% by mass based on the total solid content of the photosensitive colored resin composition for color filters, and it is particularly preferable to mix it in an amount of 3% by mass to 25% by mass. If it is equal to or greater than the above lower limit, the dispersibility and dispersion stability of the colorant are excellent, and the storage stability of the photosensitive colored resin composition for color filters is superior. Furthermore, if it is equal to or less than the above upper limit, the developability is good. In particular, when forming a colored layer with a high colorant concentration, the content of the dispersant is preferably mixed in an amount of 2% by mass to 25% by mass, more preferably 3% by mass to 20% by mass based on the total solid content of the photosensitive colored resin composition for color filters.

[Antioxidants]
The photosensitive colored resin composition for color filters according to the present invention may further contain an antioxidant. The photosensitive colored resin composition for color filters according to the present invention contains an antioxidant in combination with the compound represented by the general formula (1), thereby improving heat resistance, suppressing the decrease in brightness after exposure and post-baking, and improving brightness. In addition, when forming micropores in a cured film, excessive radical chain reaction in the micropores can be controlled without impairing curability, so that micropores of a desired shape can be formed more easily.
The antioxidant used in the present invention is not particularly limited and may be appropriately selected from conventionally known ones.Specific examples of the antioxidant include hindered phenol-based antioxidants, amine-based antioxidants, phosphorus-based antioxidants, sulfur-based antioxidants, and hydrazine-based antioxidants, and it is preferable to use a hindered phenol-based antioxidant from the viewpoint of heat resistance and improving the shape of the micropores.

The hindered phenol-based antioxidant refers to an antioxidant having a structure which contains at least one phenol structure and in which at least one of the 2-position and 6-position of the hydroxyl group of the phenol structure is substituted with a substituent having 4 or more carbon atoms.
Specific examples of the hindered phenol-based antioxidant include dibutylhydroxytoluene (BHT), pentaerythritol tetrakis[3-(3,5-di-tert-butyl-4-hydroxyphenyl)propionate] (trade name: Irganox 1010, manufactured by BASF), 1,3,5-tris(3,5-di-tert-butyl-4-hydroxybenzyl)isocyanurate (trade name: Irganox 3114, manufactured by BASF), 2,4,6-tris(4-hydroxyphenyl)propionate (trade name: Irganox 3114, manufactured by BASF), and 2,4,6-tris(4-hydroxyphenyl)propionate (trade name: Irganox 3114, manufactured by BASF). bis[3-(3,5-di-tert-butyl-4-hydroxyphenyl)propionate] (trade name: Irganox 1035, manufactured by BASF), 1,2- Bis[3-(4-hydroxy-3,5-di-tert-butylphenyl)propionyl]hydrazine (trade name: Irganox MD1024, manufactured by BASF), 3-(4-hydroxy-3,5-diisopropylphenyl)octylpropionate (trade name: Irganox 1135, manufactured by BASF), 4,6-bis(octylthiomethyl)-o-cresol (trade name: Irganox 1520L, manufactured by BASF), N,N'-hexamethylenebis[3-(3,5-di-tert- butyl-4-hydroxyphenyl)propanamide] (trade name: Irganox 1098, manufactured by BASF), 1,6-hexanediol bis[3-(3,5-di-tert-butyl-4-hydroxyphenyl)propionate] (trade name: Irganox 259, manufactured by BASF), 1-dimethyl-2-[(3-t-butyl-4-hydroxy-5-methylphenyl)propionyloxy]ethyl]2,4,8,10-tetraoxaspiro[5.5]undecane (trade name: ADK STAB AO-80, manufactured by Adeka), bis(3-tert-butyl-4-hydroxy-5-methylbenzenepropanoic acid)ethylenebis(oxyethylene) (trade name: Irganox 245, manufactured by BASF), 1,3,5-tris[[4-(1,1-dimethylethyl)-3-hydroxy-2,6-dimethylphenyl]methyl]-1,3,5-triazine-2,4,6(1H,3H,5H)-trione (trade name: Irganox 1790, manufactured by BASF), 2,2'-methylenebis(6-tert-butyl-4-methylphenol) (trade name: Sumilizer MDP-S, manufactured by Sumitomo Chemical), 6,6'-thiobis(2-tert- butyl-4-methylphenol) (trade name: Irganox 1081, manufactured by BASF), 3,5-di-tert-butyl-4-hydroxybenzylphosphonic acid diethyl (trade name: Irgamod 195, manufactured by BASF), 2-tert-butyl-4-methyl-6-(2-hydroxy-3-tert-butyl-5-methylbenzyl)phenyl acrylate (trade name: Sumilizer GM, manufactured by Sumitomo Chemical), 4,4'-thiobis(6-tert-butyl-m-cresol) (trade name: Sumilizer WX-R, manufactured by Sumitomo Chemical), 6,6'-di-tert-butyl-4,4'-butylidene di-m-cresol (trade name: Adekastab AO-40, manufactured by ADEKA), etc. In addition, oligomer type and polymer type compounds having a hindered phenol structure can also be used.

When an antioxidant is used, the content of the antioxidant is not particularly limited, but can be, for example, 0.1% by mass or more and 20% by mass or less based on the total solid content of the photosensitive colored resin composition for color filters. Among these, 0.2% by mass or more and 10% by mass or less is preferable, and 0.3% by mass or more and 5% by mass or less is particularly preferable in terms of fully exerting the combined effect with the photoinitiator.

In addition, when the photosensitive color resin composition for color filters of the present invention further contains an antioxidant, the content of the antioxidant is preferably 10 parts by mass or more, more preferably 20 parts by mass or more, and even more preferably 30 parts by mass or more, relative to 100 parts by mass of the total of the photoinitiators, in order to fully exert the combined effect with the photoinitiator.
On the other hand, from the viewpoint of maintaining an appropriate sensitivity, the content of the antioxidant is preferably 300 parts by mass or less, and more preferably 200 parts by mass or less, per 100 parts by mass of the total of the photoinitiators.

[Optionally Added Ingredients]
The photosensitive color resin composition for color filters may contain various additives as necessary. Examples of the additives include a polymerization terminator, a chain transfer agent, a leveling agent, a plasticizer, a surfactant, a defoamer, a silane coupling agent, an ultraviolet absorber, and an adhesion promoter.
Specific examples of the surfactant and plasticizer include those described in JP 2013-029832 A.

The ratio of the mass (P) of the colorant used in the present invention to the mass (V) of solids other than the colorant (hereinafter sometimes referred to as the "P/V ratio") is not particularly limited as long as the desired color can be developed when used as a colored layer of a color filter, but is preferably in the range of 0.05 to 1.00, more preferably in the range of 0.10 to 0.80, even more preferably in the range of 0.15 to 0.75, and particularly preferably in the range of 0.20 to 0.70. By having the P/V ratio in the above range, a photosensitive colored resin composition for color filters that can form a colored layer that can develop the desired color can be obtained, and further, the photosensitive colored resin composition for color filters can be uniformly dispersed.

In the case of preparing a red colored resin composition, from the viewpoint of desired color development, the P/V ratio is preferably 0.50 or more, more preferably 0.60 or more, and even more preferably 0.74 or more. Also, it is preferably 1.0 or less.
In the case of preparing a green colored resin composition, from the viewpoint of desired color development, the P/V ratio is preferably 0.46 or more, more preferably 0.56 or more, and even more preferably 0.68 or more. Also, it is preferably 1.0 or less.
When the blue colored resin composition is used, from the viewpoint of desired color development, the P/V ratio is preferably 0.24 or more, more preferably 0.34 or more, and even more preferably 0.41 or more. Also, it is preferably 1.0 or less. If each is equal to or greater than the above lower limit, the color density of the photosensitive colored resin composition for color filters can be increased, and the color filter pixels can have higher color rendering and a lower film thickness. Also, if each is equal to or less than the upper limit, a colored layer having excellent storage stability, sufficient hardness, and adhesion to the substrate can be obtained.

<Method for producing photosensitive colored resin composition for color filters>
The method for producing the photosensitive colored resin composition for color filters of the present invention contains a colorant, an alkali-soluble resin, a photopolymerizable compound, a photoinitiator, a solvent, preferably a dispersant, an antioxidant, and various additive components used as desired, and is preferably a method in which the colorant can be uniformly dispersed in the solvent by the dispersant from the viewpoint of improving contrast, and can be prepared by mixing using a known mixing means.
Examples of methods for preparing the resin composition include: (1) a method of first adding a colorant and a dispersant to a solvent to prepare a colorant dispersion, and then mixing an alkali-soluble resin, a photopolymerizable compound, a photoinitiator, and various additive components used as desired into the dispersion; (2) a method of simultaneously adding a colorant, a dispersant, an alkali-soluble resin, a photopolymerizable compound, a photoinitiator, and various additive components used as desired into a solvent and mixing them; (3) a method of adding a dispersant, an alkali-soluble resin, a photopolymerizable compound, a photoinitiator, and various additive components used as desired into a solvent, mixing them, and then adding a colorant to disperse them; (4) a method of adding a colorant, a dispersant, and an alkali-soluble resin to a solvent to prepare a colorant dispersion, and then adding an alkali-soluble resin, a solvent, a photopolymerizable compound, a photoinitiator, and various additive components used as desired into the dispersion, and mixing them; and the like.
Among these methods, the above methods (1) and (4) are preferred since they can effectively prevent aggregation of the coloring material and disperse it uniformly.

The method for preparing the colorant dispersion liquid can be appropriately selected from conventionally known dispersion methods. For example, (1) a dispersant is mixed in a solvent and stirred to prepare a dispersant solution, and then an organic acid compound is mixed as necessary to cause the amino group of the dispersant to form a salt with the organic acid compound. This is mixed with the colorant and other components as necessary, and dispersed using a known stirrer or disperser; (2) a dispersant is mixed in a solvent and stirred to prepare a dispersant solution, and then a colorant and an organic acid compound as necessary, and further other components as necessary, are mixed, and dispersed using a known stirrer or disperser; (3) a dispersant is mixed in a solvent and stirred to prepare a dispersant solution, and then a colorant and other components as necessary are mixed, and a dispersion liquid is prepared using a known stirrer or disperser, and then an organic acid compound is added as necessary.

Dispersing machines for carrying out the dispersion process include roll mills such as two-roll and three-roll mills, ball mills such as ball mills and vibration ball mills, paint conditioners, and bead mills such as continuous disk bead mills and continuous annular bead mills. As a preferred dispersion condition for the bead mill, the diameter of the beads used is preferably 0.03 mm or more and 2.00 mm or less, more preferably 0.10 mm or more and 1.0 mm or less.

II. Cured Product The cured product according to the present invention is a cured product of the photosensitive colored resin composition for color filters according to the present invention.
The cured product according to the present invention can be obtained, for example, by forming a coating film of the photosensitive colored resin composition for color filters according to the present invention, drying the coating film, and then exposing and developing it as necessary. The method for forming the coating film, exposing and developing it can be, for example, the same method as that used in forming the colored layer provided in the color filter according to the present invention described later.
The cured product according to the present invention is one in which the generation of sublimation is suppressed, and the generation of precipitates and development residues is easily suppressed, and it is possible to form high-definition patterning and desired microholes, and it is suitably used as a colored layer of a color filter.

III. Color Filter The color filter according to the present invention is a color filter including at least a substrate and a color layer provided on the substrate, and at least one of the color layers is a cured product of the photosensitive color resin composition for color filters according to the present invention.

The color filter according to the present invention will be described with reference to the drawings. FIG. 1 is a schematic cross-sectional view showing an example of a color filter according to the present invention. According to FIG. 1, the color filter 10 according to the present invention has a substrate 1, a light-shielding portion 2, and a colored layer 3.

(Colored Layer)
At least one of the color layers used in the color filter of the present invention is a cured product of the photosensitive color resin composition for color filters according to the present invention.
The colored layer is usually formed in the opening of the light-shielding part on the substrate, which will be described later, and usually comprises a colored pattern of three or more colors.
The arrangement of the colored layers is not particularly limited, and may be, for example, a common arrangement such as a stripe type, a mosaic type, a triangle type, a four-pixel arrangement type, etc. The width, area, etc. of the colored layers may be set arbitrarily.
The thickness of the colored layer is appropriately controlled by adjusting the coating method, the solid content concentration and the viscosity of the photosensitive colored resin composition for color filters, etc., but is usually preferably in the range of 1 μm or more and 5 μm or less.

The colored layer can be formed, for example, by the following method.
First, the photosensitive colored resin composition for color filters of the present invention described above is applied onto a substrate described later using a coating method such as spray coating, dip coating, bar coating, roll coating, spin coating, or die coating to form a wet coating film. Among these, the spin coating and die coating methods are preferably used.
Next, the wet coating film is heated and dried using a hot plate or oven, and then exposed through a mask of a predetermined pattern to photopolymerize the alkali-soluble resin and the photopolymerizable compound to form a cured coating film. Examples of light sources used for exposure include ultraviolet light from a low-pressure mercury lamp, a high-pressure mercury lamp, a metal halide lamp, and the like, and electron beams. The amount of exposure is appropriately adjusted depending on the light source used and the thickness of the coating film.
In addition, in order to promote the polymerization reaction after the exposure, a heat treatment may be performed. The heating conditions are appropriately selected depending on the blending ratio of each component in the photosensitive color resin composition for color filters used, the thickness of the coating film, etc.

Next, the coating is developed with a developer to dissolve and remove the unexposed areas, forming a coating film in a desired pattern. As the developer, a solution in which an alkali is dissolved in water or a water-soluble solvent is usually used. A suitable amount of a surfactant or the like may be added to this alkaline solution.
Furthermore, a general method can be used as the developing method.
After the development process, the developer is usually washed away and the cured coating film of the photosensitive colored resin composition for color filters is dried to form a colored layer. After the development process, a heat treatment may be performed to sufficiently cure the coating film. The heating conditions are not particularly limited and are appropriately selected depending on the application of the coating film.

In addition, micropores may be formed in the colored layer during the development process depending on the application of the color filter according to the present invention. In the present invention, the above-mentioned photosensitive colored resin composition for color filters is used, so that desired micropores can be easily formed in the colored layer. The shape of the micropores is appropriately selected depending on the application and is not particularly limited, but in the present invention, for example, micropores having a size of about 10 μm×10 μm to 30 μm×30 μm can be formed. In addition, the shape of the micropores is not particularly limited, and examples thereof include a circle, an ellipse, a polygon, and the like.
As a method for forming microholes in a colored layer, for example, a method of using a pattern photomask in which a micromask for forming microholes is arranged within the opening pattern of a pattern photomask capable of forming a fine line pattern, as the photomask used when forming the colored layer, can be mentioned.

(Light shielding part)
The light-shielding portion in the color filter of the present invention is formed in a pattern on a substrate described later, and can be the same as that used as a light-shielding portion in a general color filter.
The pattern shape of the light-shielding part is not particularly limited, and examples thereof include stripe-like and matrix-like shapes. The light-shielding part may be a thin metal film such as chromium formed by a sputtering method, a vacuum deposition method, or the like. Alternatively, the light-shielding part may be a resin layer containing light-shielding particles such as carbon fine particles, metal oxides, inorganic pigments, and organic pigments in a resin binder. In the case of a resin layer containing light-shielding particles, there are a method of patterning by development using a photosensitive resist, a method of patterning using an inkjet ink containing light-shielding particles, a method of thermally transferring a photosensitive resist, and the like.

The thickness of the light-shielding portion is set to approximately 0.2 μm or more and 0.4 μm or less in the case of a thin metal film, and is set to approximately 0.5 μm or more and 2 μm or less in the case of a black pigment dispersed or dissolved in a binder resin.

(substrate)
The substrate may be a transparent substrate, a silicon substrate, or a transparent or silicon substrate on which an aluminum, silver, or silver/copper/palladium alloy thin film is formed, as described below. On these substrates, other color filter layers, resin layers, transistors such as TFTs, circuits, etc. may be formed.

The transparent substrate in the color filter of the present invention is not particularly limited as long as it is a base material transparent to visible light, and a transparent substrate used in general color filters can be used. Specifically, examples of the transparent substrate include transparent rigid materials with no flexibility, such as quartz glass, non-alkali glass, and synthetic quartz plate, and transparent flexible materials with flexibility, such as transparent resin films, optical resin plates, and flexible glass.
The thickness of the transparent substrate is not particularly limited, but may be, for example, about 100 μm or more and 1 mm or less depending on the application of the color filter of the present invention.
The color filter of the present invention may further include, in addition to the substrate, the light-shielding portion, and the colored layer, an overcoat layer, a transparent electrode layer, an alignment film, an alignment protrusion, a columnar spacer, and the like.

IV. Display Device The display device according to the present invention is characterized by having the color filter according to the present invention. The configuration of the display device according to the present invention is not particularly limited, and can be appropriately selected from conventionally known display devices, such as liquid crystal display devices and organic light-emitting display devices.

[Liquid crystal display device]
A liquid crystal display device according to the present invention comprises the color filter according to the present invention described above, a counter substrate, and a liquid crystal layer formed between the color filter and the counter substrate.
Such a liquid crystal display device of the present invention will be described with reference to the drawings. Fig. 2 is a schematic diagram showing an example of a liquid crystal display device of the present invention. As shown in Fig. 2, a liquid crystal display device 40 of the present invention has a color filter 10, a counter substrate 20 having a TFT array substrate or the like, and a liquid crystal layer 30 formed between the color filter 10 and the counter substrate 20.
The liquid crystal display device of the present invention is not limited to the configuration shown in FIG. 2, but may have any known configuration as a liquid crystal display device generally using color filters.

The driving method of the liquid crystal display device of the present invention is not particularly limited, and any driving method generally used for liquid crystal display devices can be adopted. Examples of such driving methods include the TN method, the IPS method, the OCB method, and the MVA method. Any of these methods can be suitably used in the present invention.
The counter substrate can be appropriately selected depending on the driving method of the liquid crystal display device of the present invention.
Furthermore, as the liquid crystal constituting the liquid crystal layer, various liquid crystals having different dielectric anisotropy and mixtures thereof can be used depending on the driving method of the liquid crystal display device of the present invention.

The liquid crystal layer can be formed by any method commonly used for producing liquid crystal cells, such as the vacuum injection method or the liquid crystal dropping method. After forming the liquid crystal layer by the above method, the liquid crystal cell can be gradually cooled to room temperature to align the enclosed liquid crystal.

[Organic Light Emitting Display Device]
The organic light-emitting display device according to the present invention includes the color filter according to the present invention described above and an organic light-emitting body.
Such an organic light-emitting display device of the present invention will be described with reference to the drawings. Fig. 3 is a schematic diagram showing an example of an organic light-emitting display device of the present invention. As shown in Fig. 3, an organic light-emitting display device 100 of the present invention has a color filter 10 and an organic light-emitting body 80. An organic protective layer 50 and an inorganic oxide film 60 may be provided between the color filter 10 and the organic light-emitting body 80.

Examples of the method for laminating the organic light-emitting body 80 include a method for sequentially forming a transparent anode 71, a hole injection layer 72, a hole transport layer 73, a light-emitting layer 74, an electron injection layer 75, and a cathode 76 on the upper surface of a color filter, and a method for bonding an organic light-emitting body 80 formed on a separate substrate onto an inorganic oxide film 60. The transparent anode 71, the hole injection layer 72, the hole transport layer 73, the light-emitting layer 74, the electron injection layer 75, the cathode 76, and other components of the organic light-emitting body 80 may be appropriately selected from known components. The organic light-emitting display device 100 thus fabricated can be applied to, for example, a passive-drive organic EL display and an active-drive organic EL display.
The organic light-emitting display device of the present invention is not limited to the configuration shown in FIG. 3, but may have any known configuration as an organic light-emitting display device that generally uses color filters.

The present invention will be described in detail below with reference to examples, but the present invention is not limited to these examples.
The structure of the obtained compound was confirmed by 1H- and 13C-NMR spectra measured using a nuclear magnetic resonance apparatus (AVANCEIII HD500MHz, Bruker Biospin), mass spectrometry using a liquid chromatograph mass spectrometer (LC-30A, Shimadzu Corporation, micrOTOFQ2, Bruker Daltonics), and MALDI-TOF/MS.

(Synthesis Example 1: Synthesis of Compound A)
35.5 g of fluorene, 120 g of dichloromethane, and 30.1 g of chloroisobutyryl chloride were mixed and cooled to a temperature of -5°C or higher and 0°C or lower, and then aluminum trichloride was added in 10 portions and reacted at 10°C for 6 hours. The resulting reaction solution was poured into a mixture of 50 g of hydrochloric acid and 150 g of ice, to which 150 g of dichloromethane was further added and stirred for 3 hours. Thereafter, the organic phase obtained by liquid separation was concentrated, and 150 g of methanol was added to produce a solid phase, which was then cooled to crystallize, filtered, and dried to obtain 2-methyl-1-fluorenyl-2-chloro-1-propanone.
27 g of the obtained 2-methyl-1-fluorenyl-2-chloro-1-propanone was placed in a 250 mL three-neck flask, and 1.76 g of calcium oxide and 7.0 g of sodium methoxide were added and reacted at 68° C. for 6 hours to carry out epoxidation. Thereafter, the mixture was cooled to 50° C., and 68 g of morpholine was added and reacted for 14 hours. Thereafter, the mixture was decolorized with activated carbon, filtered, and further refluxed in a mixed solvent of toluene and methanol to obtain 2-methyl-1-fluorenyl-2-morpholino-1-propanone.
20 g of the obtained 2-methyl-1-fluorenyl-2-morpholino-1-propanone, 0.6 g of tetrabutylammonium bromide (TBAB), and 34 g of chlorobutane were mixed, and the temperature was raised to 78° C., 72 g of a 50% aqueous NaOH solution was added dropwise, and the reaction was maintained at 82° C. for 4 hours. Thereafter, the temperature was lowered, 50 g of water and 58 g of toluene were added, and the mixture was stirred for 0.5 hours. The obtained organic phase was decolorized with activated carbon, filtered, and then crystallized using a mixed solvent of toluene and methanol, and the precipitate was filtered and dried to obtain the following compound A. The molecular weight of the following compound A is 433.63.

(Synthesis Example 2: Synthesis of Compound B)
(1) Synthesis of Intermediate B1 In a 500 ml four-neck flask, 0.2 mol of diphenyl thioether, 0.22 mol of ground AlCl ₃ , and 150 ml of dichloroethane were charged and stirred, and argon gas was passed through and cooled in an ice bath until the temperature dropped to 0° C. A solution consisting of 0.22 mol of cyclohexylpropionyl chloride and 42 g of dichloroethane was started to be added dropwise over about 1.5 hours while controlling the temperature to 10° C. or less. The temperature was raised to 15° C., and stirring was continued for 2 hours, after which the reaction liquid was discharged.
The reaction solution was gradually poured into dilute hydrochloric acid containing 400g of ice and 65ml of concentrated hydrochloric acid under stirring, and then the lower layer was separated using a separating funnel, and the upper layer was extracted with 50ml of dichloroethane, and the extract and the lower layer were combined. Then, it was washed with a _NaHCO3 solution containing 10g _of NaHCO3 and 200g of water, and further washed with 200ml of water three times until the pH value was neutral, and then dried with _60g of anhydrous MgSO4 to remove moisture, and then dichloroethane was evaporated by rotary evaporation. The solid powder remaining in the rotary evaporation bottle was put into 200ml of petroleum ether, suction filtered, and further put into 150ml of anhydrous ethanol, heated, and refluxed. Then, it was cooled to room temperature, further cooled with ice for 2 hours, suction filtered, and dried in an oven at 50°C for 2 hours to obtain the following intermediate B1.

(2) Synthesis of Intermediate B2 Into a 500 ml four-neck flask were placed 42 g of the intermediate B1, 400 g of tetrahydrofuran, 200 g of concentrated hydrochloric acid, and 24.2 g of isoamyl nitrite, and the mixture was stirred at room temperature for 5 hours, and then the reaction liquid was discharged.
The reaction liquid was placed in a large beaker, 1000 ml of water was added, and the mixture was stirred and then allowed to stand overnight to separate the layers, yielding a yellow viscous liquid. The viscous liquid was extracted with dichloroethane, 50 g of anhydrous _MgSO4 was added and dried, followed by suction filtration, and the filtrate was rotary evaporated to remove the solvent, yielding an oily viscous material. The viscous material was then placed in 150 ml of petroleum ether, stirred, precipitated, and suction filtered to obtain a white powdery solid. The mixture was then dried at 60°C for 5 hours to obtain the following intermediate B2.

(3) Synthesis of Compound B In a 1000 ml four-neck flask, 34 g of the intermediate B2, 350 ml of dichloroethane, and 12.7 g of triethylamine were added and stirred, and cooled in an ice bath. When the temperature dropped to 0°C, a solution consisting of 15.7 g of acetic acid chloride and 15 g of dichloroethane was added dropwise, and added over about 1.5 hours. After stirring for 1 hour, 500 ml of cold water was added dropwise and separated in a separatory funnel. The mixture was washed once with 200 ml of ₅ % NaHCO3 solution, and then washed twice with 200 ml of water until the pH value was neutral. After that, the mixture was washed once with dilute hydrochloric acid prepared by mixing 20 g of concentrated hydrochloric acid and 400 ml of water, and then washed three times with 200 ml of water. The mixture was then dried _over 100 g of anhydrous MgSO4, and the solvent was removed by rotary evaporation to obtain a viscous liquid. A suitable amount of methanol was added to the viscous liquid to precipitate a white solid, which was filtered and dried to obtain the following compound B. The molecular weight of the following compound B is 395.51.

Compound C represented by the following chemical formula was used. The molecular weight of compound C is 503.55.

(Synthesis Example 3: Synthesis of Compound D)
(1) Synthesis of intermediate D1 0.60 mol of fluorene, 2.4 mol of potassium hydroxide, and 0.06 mol of potassium iodide were dissolved in 500 ml of anhydrous dimethyl sulfoxide under a nitrogen atmosphere and maintained at 15° C., and 1.33 mol of bromobutane was gradually added over 2 hours, and the reaction mixture was stirred at 15° C. for 1 hour. Then, 2 L of distilled water was added to the reaction mixture and stirred for about 30 minutes, and the product was extracted with 2 L of dichloromethane, and the extracted organic layer was washed twice with 2 L of distilled water. The collected organic layer was then dried over anhydrous MgSO ₄ , and the product obtained by distilling the solvent under reduced pressure was purified by silica gel column chromatography (developing solvent; ethyl acetate: n-hexane = 1:20) to obtain the following intermediate D1.

(2) Synthesis of intermediate D2 The intermediate D1 (0.11 mol) was dissolved in 500 ml of dichloromethane and cooled to -5°C, and then 0.13 mol of AlCl ₃ was slowly added, and a solution consisting of 15 ml of dichloromethane and 0.13 mol of cyclohexyl chloride propionyl was slowly added dropwise over 1 hour so as not to raise the temperature of the reactant, and the mixture was stirred at -5°C for 1 hour. The reactant was then slowly poured into 500 ml of ice water and stirred for 30 minutes, and the organic layer was washed with 200 mL of distilled water. The organic layer was then distilled under reduced pressure to obtain a product, which was purified by silica gel column chromatography (developing solvent: ethyl acetate: n-hexane = 1:4) to obtain the following intermediate D2.

(3) Synthesis of Intermediate D3 The intermediate D2 (0.042 mol) was dissolved in 200 ml of tetrahydrofuran (THF), and 25 ml of 4N HCl dissolved in 1,4-dioxane and 0.063 mol of isobutyl nitrite were added in that order, and the reaction mixture was stirred at 25° C. for 6 hours. Then, 200 ml of ethyl acetate was added to the reaction solution, and the mixture was stirred for 30 minutes to separate the organic layer, which was then washed with 200 ml of distilled water. The organic layer was then dried over anhydrous MgSO ₄ , and the product obtained by distilling the solvent under reduced pressure was purified by silica gel column chromatography (developing solvent; ethyl acetate:n-hexane=1:4) to obtain the following intermediate D3.

(4) Synthesis of Compound D The intermediate D3 (0.056 mol) was dissolved in 200 ml of N-methyl-2-pyrrolidinone (NMP) under a nitrogen atmosphere and maintained at −5° C., and 0.068 mol of triethylamine was added and the reaction solution was stirred for 30 minutes. Thereafter, a solution consisting of 0.068 mol of acetyl chloride and 10 ml of N-methyl-2-pyrrolidinone was gradually added over 30 minutes, and the reaction mixture was stirred for 30 minutes so as not to raise the temperature. Thereafter, 200 ml of distilled water was gradually added to the reaction mixture and stirred for 30 minutes to separate the organic layer. Next, the collected organic layer was dried over anhydrous MgSO ₄ , and the product obtained by distilling the solvent under reduced pressure was recrystallized using 1 L of ethanol and then dried to obtain the following compound D. The molecular weight of the following compound D is 487.67.

Compound E was used, which is represented by the following chemical formula. The molecular weight of compound E is 569.60.

(Synthesis Example 4: Synthesis of Compound F)
(1) Synthesis of Intermediate F1 The following intermediate F1 was obtained in the same manner as in Synthesis example 3(1), except that in Synthesis example 3(1), the same mole of bromoethane was used instead of bromobutane and purification by silica gel column chromatography was not performed.

(2) Synthesis of Intermediate F2 The following intermediate F2 was obtained in the same manner as in Synthesis Example 3(2), except that in Synthesis Example 3(2), the same moles of intermediate F1 were used instead of intermediate D1 and the same moles of propionyl chloride were used instead of cyclohexylpropionyl chloride.

(3) Synthesis of Intermediate F3 The following intermediate F3 was obtained in the same manner as in Synthesis Example 3(3), except that in Synthesis Example 3(3), the same mole of intermediate F2 was used instead of intermediate D2, and the resulting mixture was recrystallized using a mixed solvent of ethyl acetate:n-hexane (1:6) instead of silica gel column chromatography, and then purified by drying.

(4) Synthesis of Compound F The following compound F was obtained in the same manner as in Synthesis Example 3(4), except that the same mole of intermediate F3 was used instead of intermediate D3 in Synthesis Example 3(4). The molecular weight of the following compound F is 349.42.

(Synthesis Example 5: Production of Dispersant (Block Copolymer A))
A 500 mL round-bottomed, four-necked separable flask equipped with a cooling tube, an addition funnel, a nitrogen inlet, a mechanical stirrer, and a digital thermometer was charged with 250 parts by mass of THF and 0.6 parts by mass of lithium chloride, and the flask was thoroughly purged with nitrogen. After the reaction flask was cooled to −60° C., 4.9 parts by mass of butyllithium (15% by mass in hexane), 1.1 parts by mass of diisopropylamine, and 1.0 part by mass of methyl isobutyrate were injected using a syringe. 2.2 parts by mass of 1-ethoxyethyl methacrylate (EEMA), 18.7 parts by mass of 2-hydroxyethyl methacrylate (HEMA), 12.8 parts by mass of 2-ethylhexyl methacrylate (EHMA), 13.7 parts by mass of n-butyl methacrylate (BMA), 9.5 parts by mass of benzyl methacrylate (BzMA), and 17.5 parts by mass of methyl methacrylate (MMA) were added dropwise over 60 minutes using an addition funnel. After 30 minutes, 26.7 parts by mass of dimethylaminoethyl methacrylate (DMMA), a monomer for the A block, were added dropwise over 20 minutes. After reacting for 30 minutes, 1.5 parts by mass of methanol was added to stop the reaction. The resulting precursor block copolymer THF solution was reprecipitated in hexane, filtered, purified by vacuum drying, and diluted with PGMEA to obtain a solution with a solid content of 30% by mass. 32.5 parts by mass of water was added, the temperature was raised to 100 ° C., and the mixture was reacted for 7 hours, and the EEMA-derived structural units were deprotected to obtain methacrylic acid (MAA)-derived structural units. The obtained block copolymer PGMEA solution was reprecipitated in hexane, filtered, and purified by vacuum drying to obtain a block copolymer A (acid value 8 mg KOH / g, Tg 38 ° C.) containing an A block containing a structural unit represented by general formula (I) and a B block containing a structural unit derived from a carboxyl group-containing monomer and having solvent affinity. When the block copolymer A thus obtained was confirmed by GPC (gel permeation chromatography), the weight average molecular weight Mw was 7730. The amine value was 95 mg KOH / g.

(Synthesis Example 6: Synthesis of alkali-soluble resin A solution)
A mixture of 40 parts by mass of styrene, 15 parts by mass of MMA, 25 parts by mass of MAA, and 3 parts by mass of azobisisobutyronitrile (AIBN) was dropped into a polymerization tank containing 150 parts by mass of PGMEA at 100° C. under a nitrogen gas flow over 3 hours. After the dropwise addition was completed, the mixture was further heated at 100° C. for 3 hours to obtain a polymer solution. The weight average molecular weight of this polymer solution was 7000.
Next, 20 parts by mass of glycidyl methacrylate (GMA), 0.2 parts by mass of triethylamine, and 0.05 parts by mass of p-methoxyphenol were added to the obtained polymer solution, and the mixture was heated at 110° C. for 10 hours, and air was bubbled into the reaction solution. The obtained alkali-soluble resin A was a resin in which a side chain having an ethylenic double bond was introduced using GMA into a main chain formed by copolymerization of styrene, MMA, and MAA, and had a solid content of 42.6% by mass, an acid value of 74 mg KOH/g, and a weight average molecular weight of 12,000. The weight average molecular weight was measured by Shodex GPC System-21H using polystyrene as a standard substance and THF as an eluent. The acid value was measured based on JIS K 0070.

(Synthesis Example 7: Synthesis of Lake Colorant 1)
(1) Synthesis of Intermediate 1 By referring to the production methods of Intermediate A-2, Intermediate B-1, and Compound 1-3 described in JP 2018-3013 A, Intermediate 1 represented by the following chemical formula (a) was obtained (yield 87%).
The resulting compound was confirmed to be the desired compound based on the following analytical results.
MS (ESI) (m / z): 677 (+), divalent elemental analysis value: CHN measured value (81.81%, 7.31%, 5.85%); theoretical value (81.77%, 7.36%, 5.90%)

(2) Synthesis of Lake Colorant 1 2.59 g (0.76 mmol) of 12-tungstophosphoric acid n-hydrate manufactured by Kanto Chemical was dissolved by heating in a mixture of 40 mL of methanol and 40 mL of water.
19 mmol) was added and stirred for 1 hour. The precipitate was collected by filtration and washed with water. The obtained precipitate was dried under reduced pressure to obtain Lake Colorant 1 (yield 95%) represented by the following chemical formula (b).
The resulting compound was confirmed to be the desired compound based on the following analytical results.
・31P NMR (d-dmso, ppm) δ-15.15
・MS (MALDI) (m/z): 1355 (M ⁺ ), 2879 (MH ₂ ^- )
Elemental analysis: CHN measured (35.55%, 3.24%, 2.61%); theoretical (35.61%, 3.20%, 2.57%)
Fluorescent X-ray analysis: MoW actual ratio (0%, 100%); theoretical value (0%, 100%)

(Synthesis Example 8: Synthesis of Pigment G)
270g of sulfuryl chloride (manufactured by Wako Pure Chemical Industries, Ltd.), 315g of anhydrous aluminum chloride (manufactured by Kanto Chemical Industries, Ltd.), 43g of sodium chloride (manufactured by Tokyo Chemical Industries, Ltd.), and 43g of bromine were mixed to obtain a mixture. Meanwhile, zinc phthalocyanine was produced using phthalonitrile, ammonia, and zinc chloride as raw materials, and 65g of zinc phthalocyanine was added to the above mixture. 407g of bromine (manufactured by Wako Pure Chemical Industries, Ltd.) was added dropwise to this, and the temperature was raised to 80°C over 22 hours, and 72g of bromine was added dropwise. Thereafter, the temperature was raised to 130°C over 3 hours, and the reaction mixture was taken out into water to precipitate a polyhalogenated zinc phthalocyanine crude pigment. This aqueous slurry was filtered, washed with hot water at 60°C, and then re-peptized in water. The obtained slurry was filtered again, washed with water at 60°C, and dried at 90°C to obtain 173g of polyhalogenated zinc phthalocyanine crude pigment. 3 g of this polyhalogenated zinc phthalocyanine crude pigment, 30 g of pulverized sodium chloride, and 3 g of diethylene glycol were charged into a twin-arm kneader and kneaded at 100° C. for 8 hours. After kneading, the mixture was taken out into 300 g of water at 80° C., stirred for 1 hour, filtered, washed with water, dried, and pulverized to obtain a polyhalogenated zinc phthalocyanine pigment. The structure of the obtained polyhalogenated zinc phthalocyanine pigment was confirmed by MALDI-TOF/MS, and as a result, the average number of chlorine atoms contained in one molecule was more than 0 and less than 0.1, the average number of bromine atoms was 14.3, and the average number of hydrogen atoms was 1.7. The average number of bromine atoms and the average number of hydrogen atoms were rounded to one decimal place in accordance with Rule B of JIS Z8401:1999.
Mass spectrometry of the obtained polyhalogenated zinc phthalocyanine pigment revealed that the maximum ion intensity in the range of m/z 1780 or more and less than 1820 divided by the maximum ion intensity in the range of m/z 1820 or more and 1860 or less was 0.71. The delay time at this time was 310 ns, and the resolving power value of the peak in the range of m/z 1820 or more and 1860 or less was 42004.

(Synthesis Example 9: Synthesis of Azo derivative 1)
Into 550 g of distilled water, 23.1 g of diazobarbituric acid and 19.2 g of barbituric acid were introduced. Then, azobarbituric acid (0.3 moles) was adjusted using an aqueous potassium hydroxide solution and mixed with 750 g of distilled water. 5 g of 30% hydrochloric acid was added dropwise. Then, 38.7 g of melamine was introduced. Then, 0.39 moles of nickel chloride solution and 0.21 moles of zinc chloride solution were mixed and added, and the mixture was stirred at a temperature of 80° C. for 8 hours. The pigment was isolated by filtration, washed, dried at 120° C., and ground in a mortar to obtain Azo derivative 1 (azo pigment with Ni:Zn=65:35 (molar ratio)).

(Reference Example 1)
(1) Production of Colorant Dispersion Liquid 1 5.1 parts by mass of the block copolymer A of Synthesis Example 5 was used as a dispersant, 11.6 parts by mass of C.I. Pigment Blue 15:6 (trade name FASTOGEN BLUE A510, manufactured by DIC Corporation) was used as a colorant, and 10.2 parts by mass of C.I. [0113] 1.4 parts by mass of C.I. Pigment Violet 23 (trade name Hostaperm Violet RL-NF, manufactured by Clariant), 5.1 parts by mass, calculated as solid content, of the alkali-soluble resin A solution obtained in Synthesis Example 6, 76.8 parts by mass of PGMEA, and 100 parts by mass of zirconia beads with a particle size of 2.0 mm were placed in a mayonnaise bottle, and the bottle was shaken for 1 hour with a paint shaker (manufactured by Asada Iron Works Co., Ltd.) as pre-crushing. Next, the zirconia beads with a particle size of 2.0 mm were removed, and 200 parts by mass of zirconia beads with a particle size of 0.1 mm were added, and similarly, dispersion was performed for 4 hours with the paint shaker as main crushing, thereby obtaining colorant dispersion liquid 1.

(2) Production of photosensitive colored resin composition 1 for color filters 286.1 parts by mass of the colorant dispersion 1 obtained in (1) above, 8.6 parts by mass of the alkali-soluble resin A solution obtained in Synthesis Example 6 in terms of solid content, 18.2 parts by mass of a photopolymerizable compound (product name Aronix M-520D, manufactured by Toagosei Co., Ltd.), 5.1 parts by mass of the compound A obtained in Synthesis Example 1 as a photoinitiator, and 42.2 parts by mass of PGMEA were added to obtain a photosensitive colored resin composition 1 for color filters.

(Examples or Reference Examples 2 to 15)
Photosensitive colored resin compositions for color filters 2 to 15 were obtained in the same manner as in Reference Example 1, except that the color materials shown in Table 1 were used.
In each of the Examples, Reference Examples, and Comparative Examples, the total amount of coloring material added to the coloring material dispersion was 13 parts by mass.
In Example 4, 4.0 parts by mass of C.I. Pigment Blue 15:6 and 9.0 parts by mass of Lake Colorant 1 were used as colorants.
In Reference Example 12, 5.0 parts by mass of C. I. Pigment Green 58 and 8.0 parts by mass of C. I. Pigment Yellow 138 were used as coloring materials.
In Reference Example 13, 5.0 parts by mass of C. I. Pigment Green 58 and 8.0 parts by mass of the Azo derivative 1 obtained in Synthesis Example 9 were used as coloring materials.
In Reference Example 14, 5.0 parts by mass of C. I. Pigment Green 59 and 8.0 parts by mass of C. I. Pigment Yellow 138 were used as coloring materials.
In Reference Example 15, 5.0 parts by mass of C. I. Pigment Green 59 and 8.0 parts by mass of the Azo derivative 1 obtained in Synthesis Example 9 were used as coloring materials.

(Examples or Reference Examples 16 to 19)
In Reference Example 1, the photoinitiator and colorant were used in the types and amounts shown in Table 1, and 2.0 parts by mass of a bisphenol-based antioxidant (Adeka STAB AO-40, manufactured by ADEKA) was added to the colored resin composition as an antioxidant. In the same manner as in Reference Example 1, photosensitive colored resin compositions 16 to 19 for color filters were obtained.
In Reference Example 17, the coloring materials were mixed in the same manner as in Reference Example 1, and in Examples 16, 18, and 19, the coloring materials were mixed in the same manner as in Example 4.
In each of the Examples, Reference Examples, and Comparative Examples, the total amount of the photoinitiator added to the colored resin composition was 5.1 parts by mass.
The percentage (%) of the photoinitiator described in Tables 1 and 2 means the percentage (% by mass) relative to the total amount of the photoinitiator (100% by mass). For example, in Example 18, 2.55 parts by mass (50% by mass) of compound A and 2.55 parts by mass (50% by mass) of Irg907 were used.

(Comparative Examples 1 to 2)
In Reference Example 1, instead of 5.1 parts by mass of the compound A obtained in Synthesis Example 1, 5.1 parts by mass of the photoinitiator shown in Table 1 was used as the photoinitiator, in the same manner as in Reference Example 1, comparative colored resin compositions 1 to 2 were obtained.

The Irg907 used as the photoinitiator in Example 18 and Comparative Example 1 is an α-aminoketone-based photoinitiator (product name Irgacure 907, manufactured by BASF, molecular weight 279.40), and is a compound represented by the following chemical formula (c).

(Reference examples 20 to 49)
Photosensitive colored resin compositions for color filters 20 to 49 were obtained in the same manner as in Reference Example 1, except that the photoinitiator was used in the type and amount shown in Table 2.

Irg369, used as the photoinitiator in Reference Examples 38 to 43, is an α-aminoketone-based photoinitiator (product name Irgacure 369, manufactured by BASF, molecular weight 366.50), and is a compound represented by the following chemical formula (d).

OXE-01, used as the photoinitiator in Reference Examples 44 and 45, is an oxime ester photoinitiator (product name Irgacure OXE-01, manufactured by BASF, molecular weight 445.57), and is a compound represented by the following chemical formula (e).

OXE-02, used as the photoinitiator in Reference Examples 46 and 47, is an oxime ester photoinitiator (product name Irgacure OXE-02, manufactured by BASF, molecular weight 412.48), and is a compound represented by the following chemical formula (f).

[evaluation]
<Sublimation>
The photosensitive colored resin composition obtained in each Example and each Comparative Example was applied to the entire one side of a 5 cm square glass substrate (manufactured by NH Techno Glass Co., Ltd., "NA35") using a spin coater so that the film thickness after heating and drying would be 2.5 μm, and the coating film was formed by drying under reduced pressure at an ultimate pressure of 40 Pa. The glass substrate on which the coating film was formed on one side was placed on a hot plate so that the glass substrate side was in contact with the hot plate, and a top glass substrate (10 cm square) was placed at a position 0.7 mm away from the coating film surface so as to cover the entire coating film. With the hot plate, glass substrate, coating film of the photosensitive colored resin composition, and top glass substrate arranged in this order, the hot plate was heated to 100 ° C. and held for 10 minutes to heat and dry the coating film. After heating and drying, the surface of the top glass substrate was observed visually and with an optical microscope (magnification 100 times) and evaluated according to the following evaluation criteria. In each Example and Comparative Example, evaluation was performed on 10 samples each. The evaluation results for the sample with the largest amount of sublimate attached to the upper glass substrate are shown in Table 1 or Table 2.
(Sublimation Evaluation Criteria)
⊚: Sublimation of the material on the upper glass substrate was not observed by either visual or microscopic observation. ◯: Sublimation of the material on the upper glass substrate was not observed by visual observation, but was observed by microscopic observation. ×: Sublimation of the material on the upper glass substrate was observed by both visual and microscopic observation.

<Optical properties>
The photosensitive colored resin composition obtained in each Example and Comparative Example was applied onto a glass substrate (manufactured by NH Technoglass Co., Ltd., "NA35") using a spin coater, dried under reduced pressure with an ultimate pressure of 40 Pa, and then dried at 100 ° C. for 10 minutes using a hot plate to form a coating film on the glass substrate. The entire surface was irradiated with ultraviolet light of 60 mJ / cm ² using an ultra-high pressure mercury lamp without a photomask to form a coating film after exposure. Next, spin development was performed using a 0.05 mass% potassium hydroxide aqueous solution as a developer, and the coating was developed by indirectly immersing the coating in the developer for 60 seconds and then washing with pure water to form a coating film after development. Thereafter, the coating was post-baked for 25 minutes in a clean oven at 230 ° C. to form a cured coating film (colored layer) so that the chromaticity coordinate y was the value shown in Table 1 or Table 2. The chromaticity (x, y) and luminance (Y) of the colored layer were measured using an Olympus Corporation "Microspectrophotometer OSP-SP200".

<Sensitivity>
When forming the colored layer for which the optical properties were evaluated, the film thickness after exposure (E) and the film thickness after development (D) of the colored layer were measured using a stylus profiler P-16 (manufactured by KLA-Tencor Corporation), and the film thickness after development (D)/film thickness after exposure (E)×100 was calculated as the remaining film ratio (%), and the evaluation was performed according to the following evaluation criteria. The higher the remaining film ratio, the higher the sensitivity of the photosensitive colored resin composition, and a remaining film ratio of 90% or more is in a range suitable for practical use.
(Sensitivity evaluation criteria)
◎◎: Residual film rate is 98% or more ◎: Residual film rate is 95% or more and less than 98% ○: Residual film rate is 90% or more and less than 95% ×: Residual film rate is less than 90%

<Precipitation>
The colored layer on which the optical properties were evaluated was observed with an optical microscope (100x magnification) in a 1cm x 1cm area on the surface of the colored layer, and the number of precipitates present within that area was counted. Similarly, the number of precipitates within a 1cm x 1cm area was counted at any 10 locations on the surface of the colored layer, and the average number of precipitates at the 10 locations was taken as the average number of precipitates per unit area, and the evaluation was performed according to the following evaluation criteria. Note that precipitates were defined as those that were recognized as foreign matter when observed with an optical microscope (100x magnification).
(Precipitation Evaluation Criteria)
⊚: No precipitates were observed at all ⊚: The average number of precipitates per unit area was less than 0.1 ◯: The average number of precipitates per unit area was 0.1 or more and less than 0.2 △: The average number of precipitates per unit area was 0.2 or more and less than 0.3 ×: The average number of precipitates per unit area was 0.3 or more

<Development Residue>
The photosensitive colored resin composition obtained in each Example and Comparative Example was applied to a glass substrate (manufactured by NH Technoglass Co., Ltd., "NA35") using a spin coater so that the cured coating film had a thickness of 3.0 μm, and then dried under reduced pressure at an ultimate pressure of 40 Pa, followed by drying at 100 ° C. for 10 minutes using a hot plate to form a coating film on the glass substrate. This coating film was exposed to ultraviolet light of 40 mJ / cm ² using an ultra-high pressure mercury lamp through a pattern photomask (chrome mask) in which a 20 μm × 20 μm chrome mask was placed in the center of an independent fine line with an opening dimension of 90 μm × 300 μm, thereby forming a post-exposure coating film on the glass substrate. Next, spin development was performed using a 0.05 mass % potassium hydroxide aqueous solution as a developer, and the coating was developed by indirectly immersing the coating in the developer for 60 seconds and then washing with pure water to obtain an independent fine line pattern coating film having micropores. Thereafter, the coating was post-baked for 25 minutes in a clean oven at 230° C. to form a colored layer having an independent fine line pattern and having micropores. The colored layer thus obtained was observed under an optical microscope (magnification: 100 times), and the development residues inside the micropores were evaluated according to the following evaluation criteria. The smaller the development residues inside the micropores, the easier it is to form the desired micropores.
(Development Residue Evaluation Criteria)
◎◎: When observed under an optical microscope, no coloring is observed inside the microholes formed in the colored layer, and no transparent matter is observed around the microholes. ◎: When observed under an optical microscope, no coloring is observed inside the microholes formed in the colored layer, but some transparent matter is observed around the microholes. ○: When observed under an optical microscope, no coloring is observed inside the microholes formed in the colored layer, but colored residue is observed around the microholes. △: When observed under an optical microscope, no coloring is observed inside the microholes formed in the colored layer, but some transparent matter is observed inside the microholes. ×: When observed under an optical microscope, colored residue is observed inside the microholes formed in the colored layer.

The abbreviations in the table are as follows.
Irg907: α-aminoketone photoinitiator (Irgacure 907, manufactured by BASF)
Irg369: α-aminoketone photoinitiator (Irgacure 369, manufactured by BASF)
OXE01: Oxime ester photoinitiator (product name Irgacure OXE-01, manufactured by BASF)
OXE02: Oxime ester photoinitiator (product name Irgacure OXE-02, manufactured by BASF)
B15:6: C.I. Pigment Blue 15:6 (product name FASTOGEN BLUE A510, manufactured by DIC Corporation)
V23: C.I. Pigment Violet 23 (trade name Hostaperm Violet RL-NF, manufactured by Clariant)
R254: C.I. Pigment Red 254 (product name Hostaperm Red D2B-COF LV3781, manufactured by Clariant)
R291: C.I. Pigment Red 291
R269: C.I. Pigment Red 269
R177: C.I. Pigment Red 177 (product name: Chromophthal Red A2B, manufactured by BASF)
G62: C.I. Pigment Green 62
G63: C.I. Pigment Green 63
G58: C.I. Pigment Green 58 (product name FASTOGEN GREEN A110, manufactured by DIC Corporation)
G59: C.I. Pigment Green 59 (product name FASTOGEN GREEN C100, manufactured by DIC Corporation)
Y138: C.I. Pigment Green 59 (product name: Chromofine Yellow 6206EC, manufactured by Dainichiseika Color & Chemicals Mfg. Co., Ltd.)
AO-40: Bisphenol-based antioxidant (Adekastab AO-40, manufactured by ADEKA)

<Summary of results>
From the results in the table, it was shown that the photosensitive colored resin composition of the examples or reference examples 1 to 49 containing the compound represented by the general formula (1) as a photoinitiator suppressed the generation of sublimates immediately after drying of the coating film, and suppressed the generation of sublimates during drying before exposure. In addition, the photosensitive colored resin composition of the examples or reference examples 1 to 49 had a high residual film rate when a colored layer was formed, and had good sensitivity.
Among them, the photosensitive colored resin compositions of Examples or Reference Examples 1 to 17, 20 to 49 were particularly suppressed in the generation of sublimates during drying. The photosensitive colored resin compositions of Examples or Reference Examples 16 to 19 further contained an antioxidant, so that the development residues in the micropores formed in the colored layer were particularly suppressed.
In addition, the photosensitive colored resin compositions of Examples or Reference Examples 18 to 49 contain a combination of the compound represented by the general formula (1) and other photoinitiators as a photoinitiator, so the generation of precipitates was further suppressed. Among them, the photosensitive colored resin compositions of Examples or Reference Examples 18 to 47 use an oxime ester photoinitiator or an α-aminoketone photoinitiator as the other photoinitiator, so they have excellent effects of suppressing the generation of precipitates, improving sensitivity, or both of these effects.
The photosensitive colored resin compositions of Reference Examples 20 to 31 and 44 to 47 used an oxime ester photoinitiator having a carbazole skeleton or a diphenyl sulfide skeleton as another photoinitiator, and therefore the sensitivity was particularly improved, and the generation of sublimates during drying was also easily suppressed.
The photosensitive colored resin compositions of Reference Examples 20 to 43 used, as other photoinitiators, Compound B, which is an oxime ester compound represented by the general formula (3), Compound C, which is an oxime ester compound represented by the general formula (2), Compound D, which is an oxime ester compound represented by the general formula (4), or Irg369, which is a preferred α-aminoketone-based photoinitiator, and therefore the generation of sublimates during drying was easily suppressed, and the generation of precipitates was particularly easily suppressed. The photosensitive colored resin compositions of Reference Examples 20 to 31 using Compound B, which is an oxime ester compound represented by the general formula (3), or Compound C, which is an oxime ester compound represented by the general formula (2), as other photoinitiators, further improved the sensitivity. Among them, the photosensitive colored resin compositions of Reference Examples 22, 23, 28, and 29, in which the ratio of the compound represented by the general formula (1) was 50% by mass or more and 90% by mass or less in the total amount 100% by mass of the photoinitiator, had improved sensitivity, and the effect of suppressing the generation of precipitates was particularly excellent.
On the other hand, the comparative photosensitive colored resin compositions of Comparative Examples 1 and 2 did not contain the compound represented by the general formula (1) as a photoinitiator, and therefore the generation of sublimates during drying was not suppressed.

<Change in heat resistance depending on the presence or absence of compound A>
A colored layer was formed in the same manner as in the evaluation of the optical properties described above, using the photosensitive colored resin compositions obtained in Examples 3 and 4. When forming the colored layer, L, a, b (L ₀ , a ₀ , b ₀ ) of the coating film after development and L, a, b (L ₁ , a ₁ , b ₁ ) after post-baking were measured, and the color difference (ΔEab) before and after post-baking was calculated by the following formula.
ΔEab={(L ₁ - _{L 0} ) ² + (a ₁ - a ₀ ) ² + (b ₁ - b ₀ ) ² } ^1/2
The chromaticity was measured using a microspectrophotometer OSP-SP200 manufactured by Olympus Corporation. A C light source was used as the light source. Heat resistance evaluation On the other hand, in Examples 3 and 4, except that Irg907 was used instead of the compound A obtained in Synthesis Example 1 as the photoinitiator, comparative resin compositions 3' and 4' were produced in the same manner as in Examples 3 and 4, respectively, in which only the photoinitiator was different (Comparative Examples 3' and 4'). For the comparative resin compositions 3' and 4', a colored layer was formed in the same manner as above, and the L, a, and b (L ₀ , a ₀ , b ₀ ) of the coating film after development and the L, a, and b (L ₁ , a ₁ , b ₁ ) after post-baking were measured, and the color difference (ΔEab) before and after post-baking was calculated as a heat resistance evaluation.
The ΔEab (ΔEab1) in the photosensitive colored resin composition obtained in Examples 3 and 4 was subtracted from the ΔEab (ΔEab2) in Comparative Examples 3' and 4' corresponding to each Example to calculate the ΔEab difference (ΔEab2-ΔEab1), and the change in heat resistance due to the presence or absence of compound A was evaluated according to the following evaluation criteria. The evaluation results are shown in Table 3.
(Evaluation Criteria for Change in Heat Resistance Due to the Presence or Absence of Compound A)
◎: ΔEab difference is 1 or more. ○: ΔEab difference is 0.5 or more and less than 1. △: ΔEab difference is 0 or more and less than 0.5.

Comparing Examples 3 and 4, in which a blue colored layer was formed using Lake colorant 1, which is a colorant represented by the general formula (ii), with Comparative Examples 3' and 4', in Examples 3 and 4, in which Compound A was used as a photoinitiator, the color difference ΔEab before and after post-baking was significantly reduced compared to Comparative Examples 3' and 4' in which Compound A was not used as a photoinitiator. This revealed that in the photosensitive colored resin composition of the present invention containing a compound represented by the general formula (1) as a photoinitiator, a colored layer with improved heat resistance can be formed by using a colorant represented by the general formula (ii) as a colorant. In addition, since the colorant represented by the general formula (iii) is presumed to behave similarly to the colorant represented by the general formula (ii) in the interaction with the compound represented by the general formula (1) as described above, it is presumed that a colored layer with improved heat resistance can be formed even if a colorant represented by the general formula (iii) is used as a colorant in the photosensitive colored resin composition of the present invention.

<Change in luminance depending on the presence or absence of compound A>
Using the photosensitive colored resin compositions obtained in Examples 9, 10, and 11, a colored layer was formed in the same manner as in the evaluation of the optical properties described above, and the luminance (Y ₀ ) of the coating film after development and the luminance (Y ₁ ) after post-baking were measured, and the luminance difference (ΔY) before and after post-baking was calculated using the following formula.
ΔY=Y ₀ −Y ₁
The luminance was measured using a microspectrophotometer OSP-SP200 manufactured by Olympus Corp. The light source used was a C light source.
On the other hand, in Examples 9, 10, and 11, except that Irg907 was used as the photoinitiator instead of the compound A obtained in Synthesis Example 1, comparative resin compositions 9', 10', and 11' were produced in the same manner as in Examples 9, 10, and 11, respectively, except that the photoinitiator was different from that of the compound A obtained in Synthesis Example 1. (Comparative Examples 9', 10', and 11') For the comparative resin compositions 9', 10', and 11', colored layers were formed in the same manner as above, and the luminance (Y ₀ ) of the coating film after development and the luminance (Y ₁ ) after post-baking were measured, and the luminance difference (ΔY) before and after post-baking was calculated.
The luminance difference (ΔY1) of the colored layer of each of the corresponding Examples 9, 10, and 11 was subtracted from the luminance difference (ΔY2) of the colored layer of each of the Comparative Examples 9', 10', and 11' to calculate the ΔY difference (ΔY2-ΔY1), and the change in luminance due to the presence or absence of Compound A was evaluated according to the following evaluation criteria. The evaluation results are shown in Table 4.
(Evaluation Criteria for Change in Brightness Due to the Presence or Absence of Compound A)
◎: ΔY difference is 0.5 or more. ○: ΔY difference is 0.1 or more and less than 0.5. △: ΔY difference is less than 0.1.

Comparing Examples 9, 10, and 11, in which a green colored layer was formed using C.I. Pigment Green 62, C.I. Pigment Green 63, or pigment G, which is a polyhalogenated zinc phthalocyanine represented by the general formula (i), with Comparative Examples 9', 10', and 11', in Examples 9, 10, and 11, in which compound A was used as a photoinitiator, the brightness difference ΔY before and after post-baking was significantly reduced compared to Comparative Examples 9', 10', and 11', in which compound A was not used as a photoinitiator. This revealed that in the photosensitive colored resin composition of the present invention containing a compound represented by the general formula (1) as a photoinitiator, when one or more selected from C.I. Pigment Green 62 and C.I. Pigment Green 63, or polyhalogenated zinc phthalocyanine represented by the general formula (i) is used as a coloring material, a colored layer in which the decrease in brightness due to post-baking is suppressed can be formed.

(Synthesis Example 10: Production of Macromonomer A)
A reactor equipped with a cooling tube, an addition funnel, a nitrogen inlet, a mechanical stirrer, and a digital thermometer was charged with 70.0 parts by mass of propylene glycol methyl ether acetate (PGMEA), and heated to a temperature of 90° C. while stirring under a nitrogen stream. A mixed solution of 1.0 part by mass of a monomer having a PEG chain (manufactured by Evonik, trade name: VISIOMER MPEG 1005 MA W, in which R ⁴ is CH ₃ , A ³ is COO, R ^{5 is an ethylene group, R 6 is} CH ₃ , and s=22) which derives a structural unit represented by general formula (III), 99.0 parts by mass of methyl methacrylate (MMA), 4.0 parts by mass of mercaptoethanol, 30 parts by mass of PGMEA, and 1.0 part by mass of α,α′-azobisisobutyronitrile (AIBN) was added dropwise over 1.5 hours, and the mixture was allowed to react for another 3 hours. Next, the nitrogen gas flow was stopped, and the reaction solution was cooled to 80° C., and 8.74 parts by mass of Karenz MOI (manufactured by Showa Denko K.K.), 0.125 g of dioctyltin dilaurate, 0.125 parts by mass of p-methoxyphenol, and 30 parts by mass of PGMEA were added and stirred for 3 hours to obtain a 50% solution of macromonomer A. When the obtained macromonomer A was confirmed by GPC (gel permeation chromatography) under conditions of N-methylpyrrolidone, 0.01 mol/L lithium bromide added/polystyrene standard, it was found to have a weight average molecular weight (Mw) of 4,500 and a molecular weight distribution (Mw/Mn) of 1.6.

(Synthesis Examples 11 to 20: Production of Macromonomers B to M)
Macromonomers B to M were produced in the same manner as in Synthesis Example 10, except that, instead of using 1.0 part by mass of the monomer that derives the structural unit represented by general formula (III) and 99.0 parts by mass of MMA as monomers in the production of Macromonomer A in Synthesis Example 10, at least one of the type and mass ratio of the monomers was changed as shown in Table 5. The weight average molecular weights (Mw) and molecular weight distributions (Mw/Mn) of the obtained macromonomers are shown in Table 5.

(Synthesis Example 21: Production of Macromonomer N)
A reactor equipped with a cooling tube, an addition funnel, a nitrogen inlet, a mechanical stirrer, and a digital thermometer was charged with 30.0 parts by mass of PGMEA, and heated to a temperature of 90° C. while stirring under a nitrogen stream. A mixed solution of 25.0 parts by mass of MMA, 75.0 parts by mass of caprolactone-modified hydroxyethyl methacrylate (trade name: PLACCEL FM5, manufactured by Daicel Corporation, caprolactone chain repeat number t = 5) (PCL-FM5), 7.0 parts by mass of mercaptopropionic acid, and 1.0 parts by mass of AIBN was dropped over 1.5 hours and reacted for another 3 hours. After cooling, the reaction solution was diluted with 200 parts by mass of tetrahydrofuran (THF), and reprecipitated with 3000 parts by mass of hexane to obtain 106.0 parts by mass of white powder. Next, 50.0 parts by mass of this white powder was added with 50.0 parts by mass of PGMEA, 3.7 parts by mass of glycidyl methacrylate (GMA), 0.15 parts by mass of N,N-dimethyldodecylamine, and 0.1 parts by mass of p-methoxyphenol, and the mixture was stirred for 24 hours at 110° C. while bubbling with air. After cooling, the reaction solution was reprecipitated with 3,000 parts by mass of hexane to obtain 52.0 parts by mass of Macromonomer N.
The weight average molecular weight (Mw) and molecular weight distribution (Mw/Mn) of the obtained macromonomer are shown in Table 5.

(Synthesis Examples 22 to 23: Production of Macromonomers O to P)
Macromonomers O to P were produced in the same manner as in Synthesis Example 10, except that, instead of using 1.0 part by mass of the monomer that derives the structural unit represented by general formula (III) and 99.0 parts by mass of MMA as monomers in the production of Macromonomer A in Synthesis Example 10, at least one of the type and mass ratio of the monomers was changed as shown in Table 5. The weight average molecular weights (Mw) and molecular weight distributions (Mw/Mn) of the obtained macromonomers are shown in Table 5.

For macromonomer Q, we prepared a monomer having a PEG chain, NOF Corp.'s product name: Blenmar PME-4000 (PEG chain repeat number s = 90).

The abbreviations in the table are as follows:
Monomer having a PEG chain (s=30); NOF Corp., trade name: Blemmer PSE-1300; in general formula (III), R ⁴ is CH3, A ³ is COO, R ⁵ is an ethylene group, R ⁶ is C ₁₈ H ₃₇ , and the number of repeats of the PEG chain is s=30.
Monomer having a PEG chain (s=45); manufactured by Evonik, trade name: VISIOMER MPEG 2005 MA W, in general formula (III), R ⁴ is CH ₃ , A ³ is COO, R ⁵ is an ethylene group, R ⁶ is CH ₃ , and the number of repeats of the PEG chain, s=45
Monomer having a PEG chain (s=17); manufactured by Evonik, trade name: VISIOMER MPEG 750 MA W, number of repeats of the PEG chain: s=17
Monomer having a PEG chain (s=9); NOF Corp., trade name: Blemmer PME-400, PEG chain repeat number s=9
Monomer having a PEG chain (s=3); manufactured by Tokyo Chemical Industry Co., Ltd., product name: triethylene glycol monoethyl ether methacrylate, number of repeats of the PEG chain: s=3
Caprolactone-modified hydroxyethyl methacrylate (t=5); manufactured by Daicel Corporation, trade name: Plaxel FM5, caprolactone chain repeat number t=5
Monomer having a PEG chain (s=90); NOF Corp., trade name: Blenmar PME-4000, PEG chain repeat number s=90
BMA: n-butyl methacrylate 2-EHMA: 2-ethylhexyl methacrylate BzMA: benzyl methacrylate

(Production Example 1: Production of Graft Copolymer A)
A reactor equipped with a cooling tube, an addition funnel, a nitrogen inlet, a mechanical stirrer, and a digital thermometer was charged with 63.1 parts by mass of PGMEA, and heated to a temperature of 85° C. while stirring under a nitrogen stream. A mixed solution of 141 parts by mass of the macromonomer A solution of Synthesis Example 10 (effective solid content 70.5 parts by mass), 29.5 parts by mass of 2-(dimethylamino)ethyl methacrylate (DMMA), 1.24 parts by mass of n-dodecyl mercaptan, 49.4 parts by mass of PGMEA, and 1.0 parts by mass of AIBN was dropped over 1.5 hours, and the mixture was heated and stirred for 3 hours, and then a mixed solution of 0.10 parts by mass of AIBN and 6.0 parts by mass of PGMEA was dropped over 10 minutes, and the mixture was further aged at the same temperature for 1 hour to obtain a 35.0% by mass solution of graft copolymer A. The obtained graft copolymer A had a weight average molecular weight (Mw) of 10,000 as a result of GPC measurement. The amine value was 105 mg KOH/g.

(Production Examples 2 to 15: Production of Graft Copolymers B to Q)
Graft copolymers B to Q were produced in the same manner as in Production Example 1, except that instead of using 70.5 parts by mass of the effective solid content of macromonomer A and 29.5 parts by mass of DMMA in Production Example 1, the type of macromonomer and the mass ratio of the macromonomer to DMMA were changed as shown in Table 6. The weight average molecular weights (Mw) and amine values before modification of the obtained graft copolymers B to Q are shown in Table 6.

(Preparation Example 1: Preparation of Alkali-Soluble Resin B)
A polymerization tank was charged with 300 parts by mass of PGMEA and heated to 100° C. under a nitrogen atmosphere, and then 90 parts by mass of 2-phenoxyethyl methacrylate (PhEMA), 54 parts by mass of MMA, 36 parts by mass of methacrylic acid (MAA), 6 parts by mass of Perbutyl O (manufactured by NOF Corporation), and 2 parts by mass of a chain transfer agent (n-dodecyl mercaptan) were continuously added dropwise over 1.5 hours. Thereafter, the reaction was continued while maintaining the temperature at 100° C., and 2 hours after completion of the dropwise addition of the main chain forming mixture, 0.1 parts by mass of p-methoxyphenol was added as a polymerization inhibitor to terminate the polymerization.
Next, while blowing in air, 20 parts by mass of glycidyl methacrylate (GMA) was added as an epoxy group-containing compound, and the temperature was raised to 110° C., after which 0.8 parts by mass of triethylamine was added and subjected to an addition reaction at 110° C. for 15 hours to obtain an alkali-soluble resin B solution (weight average molecular weight (Mw) 8,500, acid value 75 mg KOH/g, solid content 40% by mass). The weight average molecular weight and acid value were measured in the same manner as for the alkali-soluble resin A.

(Reference Example 50)
(1) Production of Colorant Dispersion Liquid 50 9.29 parts by mass of the graft copolymer A of Production Example 1 was used as a dispersant, 11.7 parts by mass of C.I. Pigment Blue 15:6 (trade name FASTOGEN BLUE A510, manufactured by DIC Corporation) was used as a colorant, and 12.7 parts by mass of C.I. [0113] 1.3 parts by mass of C.I. Pigment Violet 23 (trade name Hostaperm Violet RL-NF, manufactured by Clariant), 14.63 parts by mass of the alkali-soluble resin B solution obtained in Preparation Example 1 (5.85 parts by mass in terms of solid content), 63.09 parts by mass of PGMEA, and 100 parts by mass of zirconia beads with a particle size of 2.0 mm were placed in a mayonnaise bottle and shaken for 1 hour with a paint shaker (manufactured by Asada Iron Works Co., Ltd.) as pre-crushing, then the zirconia beads with a particle size of 2.0 mm were removed, 200 parts by mass of zirconia beads with a particle size of 0.1 mm were added, and similarly, dispersion was performed for 4 hours with the paint shaker as main crushing, to obtain colorant dispersion liquid 50.

(2) Production of photosensitive colored resin composition 1 for color filters 9.77 parts by mass of the colorant dispersion 50 obtained in (1) above, 0.28 parts by mass of the alkali-soluble resin B solution obtained in Preparation Example 1 (0.11 parts by mass in terms of solid content), 0.99 parts by mass of a photopolymerizable compound (trade name ARONIX M-403, manufactured by Toagosei Co., Ltd.), 0.12 parts by mass of the compound A obtained in Synthesis Example 1 as a photoinitiator, 0.07 parts by mass of a fluorine-based surfactant (trade name Megafac R-08MH, manufactured by DIC Corporation), and 8.73 parts by mass of PGMEA were added to obtain a photosensitive colored resin composition 50 for color filters.

(Reference Examples 51 to 74, Comparative Examples 3 and 4)
In Reference Example 50, instead of the graft copolymer A obtained in Production Example 1, the graft copolymers B to Q obtained in Production Examples 2 to 15 or the block copolymer A obtained in Synthesis Example 5 were used according to Table 7 as a dispersant, and further, in Reference Examples 58 to 65, instead of 0.12 parts by mass of the compound A obtained in Synthesis Example 1 as a photoinitiator, 0.06 parts by mass of two types of photoinitiators were used according to Table 7, and in Comparative Examples 3 to 4, instead of 0.12 parts by mass of the compound A obtained in Synthesis Example 1 as a photoinitiator, Irg907 (trade name Irgacure 907, manufactured by BASF, molecular weight 279.40) was used 0.12 parts by mass, except that, in the same manner as in Reference Example 50, photosensitive colored resin compositions 51 to 74 for color filters of Reference Examples 51 to 74 and comparative colored resin compositions 3 to 4 of Comparative Examples 3 to 4 were obtained.

(Reference Example 75)
In Reference Example 50, as a coloring material, 11.7 parts by mass of C.I. Pigment Blue 15:6 and 1.3 parts by mass of C.I. Pigment Violet 23 were replaced with 13.0 parts by mass of C.I. Pigment Red 254 (trade name Hostaperm Red D2B-COF LV3781, manufactured by Clariant) in the same manner as in Reference Example 50, except that a photosensitive colored resin composition 75 for color filters of Reference Example 75 was obtained.

(Reference Examples 76 to 99, Comparative Examples 5 to 6)
In Reference Example 75, as a dispersant, instead of the graft copolymer A obtained in Production Example 1, the graft copolymers B to Q obtained in Production Examples 2 to 15 or the block copolymer A obtained in Synthesis Example 5 were used according to Table 8, and further, in Reference Examples 83 to 90, instead of 0.12 parts by mass of the compound A obtained in Synthesis Example 1 as a photoinitiator, 0.06 parts by mass of two types of photoinitiators were used according to Table 8, and in Comparative Examples 5 to 6, instead of 0.12 parts by mass of the compound A obtained in Synthesis Example 1 as a photoinitiator, Irg907 (trade name Irgacure 907, manufactured by BASF, molecular weight 279.40) was used 0.12 parts by mass, except that, in the same manner as in Reference Example 75, photosensitive colored resin compositions 76 to 99 for color filters of Reference Examples 76 to 99 and comparative colored resin compositions 5 to 6 of Comparative Examples 5 to 6 were obtained.

(Reference Example 100)
In Reference Example 50, as a coloring material, 11.7 parts by mass of C.I. Pigment Blue 15:6 and 1.3 parts by mass of C.I. Pigment Violet 23 were replaced with 9.10 parts by mass of C.I. Pigment Green 59 (trade name FASTOGEN GREEN C100, manufactured by DIC Corporation), and 3.90 parts by mass of C.I. Pigment Yellow 150 (LEVASCREEN YELLOW TP LXS 51084, manufactured by Sanyo Dye Co., Ltd.) were used. The photosensitive colored resin composition 100 for color filters of Reference Example 100 was obtained in the same manner as Reference Example 50.

(Reference Examples 101 to 124, Comparative Examples 7 to 8)
In Reference Example 100, as a dispersant, instead of the graft copolymer A obtained in Production Example 1, the graft copolymers B to Q obtained in Production Examples 2 to 15 or the block copolymer A obtained in Synthesis Example 5 were used according to Table 9, and further, in Reference Examples 108 to 115, instead of 0.12 parts by mass of the compound A obtained in Synthesis Example 1 as a photoinitiator, 0.06 parts by mass of two types of photoinitiators were used according to Table 9, and in Comparative Examples 7 to 8, instead of 0.12 parts by mass of the compound A obtained in Synthesis Example 1 as a photoinitiator, Irg907 (trade name Irgacure 907, manufactured by BASF, molecular weight 279.40) was used 0.12 parts by mass, except that, in the same manner as in Reference Example 100, photosensitive colored resin compositions 101 to 124 for color filters of Reference Examples 101 to 124 and comparative colored resin compositions 7 to 8 of Comparative Examples 7 to 8 were obtained.

[evaluation]
<Solvent resistance (NMP resistance) evaluation>
The photosensitive colored resin compositions obtained in each of the reference examples and comparative examples shown in Tables 7 to 9 were applied to a glass substrate (manufactured by NH Technoglass Co., Ltd., "NA35") using a spin coater in a thickness that would form a colored layer having a thickness of 2.0 μm after post-baking, and then dried at 80 ° C. for 3 minutes using a hot plate to form a colored layer on the glass substrate. This colored layer was irradiated with ultraviolet light of 60 mJ / cm ² using an ultra-high pressure mercury lamp.
Next, the colored substrate was post-baked for 30 minutes in a clean oven at 230°C to prepare a colored substrate. After measuring the film thickness of the obtained colored substrate, it was immersed in NMP for 30 minutes, air-dried, and the film thickness was measured again. For the film thickness measurement, a stylus-type step film thickness meter "P-15 Tencor" (manufactured by Instruments) was used.
(Evaluation Criteria for NMP Resistance)
◎◎◎: When the NMP immersion time was 60 minutes, the rate of change in film thickness before and after immersion in NMP was less than 2%. ◎◎: The rate of change in film thickness before and after immersion in NMP was less than 2%. ◎: The rate of change in film thickness before and after immersion in NMP was 2% or more and less than 5%. △: The rate of change in film thickness before and after immersion in NMP was 5% or more and less than 8%. ×: The rate of change in film thickness before and after immersion in NMP was 8% or more. If the evaluation result is ◎, the NMP resistance is good, and if the evaluation result is ◎◎ or even ◎◎◎, the NMP resistance is excellent.

The photosensitive colored resin compositions obtained in each of the reference examples and comparative examples shown in Tables 7 to 9 were also evaluated for sublimation and development residue as described above.

[Summary of results]
Reference Examples 50 to 70 shown in Table 7, Reference Examples 75 to 95 shown in Table 8, and Reference Examples 100 to 120 shown in Table 9 used a compound represented by the general formula (1) as a photoinitiator, and used a graft copolymer or salt-type graft copolymer having a constitutional unit represented by the general formula (I) and a constitutional unit represented by the general formula (II) as a dispersant. These reference examples were compared with Reference Examples 71 to 73 shown in Table 7, Reference Examples 96 to 98 shown in Table 8, and Reference Examples 121 to 123 shown in Table 9, which used a graft copolymer or salt-type graft copolymer whose graft chain structure is different from the polymer chain specified by the general formula (II) as a dispersant, in which the generation of development residues was suppressed and NMP resistance was improved. This has revealed that in the photosensitive colored resin composition for color filters of the present invention, when a graft copolymer or a salt-type graft copolymer having a constitutional unit represented by the general formula (I) and a constitutional unit represented by the general formula (II) is used as a dispersant, development residues are suppressed, and a photosensitive colored resin composition having excellent NMP resistance can be obtained.
In addition, Reference Examples 57 to 63 and 65 to 66 shown in Table 7, Reference Examples 82 to 88 and 90 to 91 shown in Table 8, and Reference Examples 107 to 113 and 115 to 116 shown in Table 9, which used only the compound represented by the general formula (1) as a photoinitiator, or used a combination of the compound represented by the general formula (1) with one or more selected from the group consisting of oxime ester photoinitiators and α-aminoketone photoinitiators, and used graft copolymer H or graft copolymer K as a dispersant, were particularly excellent in the development residue suppression effect and NMP resistance improvement effect. As a result, it was revealed that when a compound represented by the general formula (1) is used as a photoinitiator, and when another photoinitiator is further included, one or more selected from the group consisting of oxime ester photoinitiators and α-aminoketone photoinitiators are used, and when a dispersant is used, such as graft copolymer H and graft copolymer K, which contains at least one selected from the group consisting of structural units represented by the general formula (III) in which s is 19 to 80 and at least one selected from the group consisting of structural units represented by the general formula (III) in which s is 3 to 10, in combination, the effect of suppressing development residue and improving NMP resistance is remarkable. Note that in Reference Example 64 shown in Table 7, Reference Example 89 shown in Table 8, and Reference Example 114 shown in Table 9, which used a combination of the compound represented by the general formula (1) and the compound E as a photoinitiator, it is considered that the sensitivity was reduced by the compound E, and therefore the NMP resistance was difficult to improve.
On the other hand, when comparing Comparative Examples 3 and 4 shown in Table 7, Comparative Examples 5 and 6 shown in Table 8, and Comparative Examples 7 and 8 shown in Table 9, which used only Irg907 as the photoinitiator, when the specific graft copolymer was used as the dispersant, the development residue was suppressed compared to when a block copolymer was used, but the NMP resistance was not improved. As a result, it was revealed that the effect of significantly improving NMP resistance by using a graft copolymer or a salt-type graft copolymer having a constitutional unit represented by the general formula (I) and a constitutional unit represented by the general formula (II) as a dispersant, the constitutional unit of the polymer chain in the constitutional unit represented by the general formula (II) containing a combination of at least one selected from the group consisting of constitutional units represented by the general formula (III) in which s is 19 or more and 80 or less, and at least one selected from the group consisting of constitutional units represented by the general formula (III) in which s is 3 or more and 10 or less, is a unique effect when only the compound represented by the general formula (1) is used as a photoinitiator, and when the compound represented by the general formula (1) and one or more selected from the group consisting of oxime ester photoinitiators and α-aminoketone photoinitiators are used as other photoinitiators.

REFERENCE SIGNS LIST 1 Substrate 2 Light-shielding portion 3 Colored layer 10 Color filter 20 Counter substrate 30 Liquid crystal layer 40 Liquid crystal display device 50 Organic protective layer 60 Inorganic oxide film 71 Transparent anode 72 Hole injection layer 73 Hole transport layer 74 Light-emitting layer 75 Electron injection layer 76 Cathode 80 Organic light-emitting body 100 Organic light-emitting display device 110 Graft copolymer 111 Structural unit represented by general formula (I) 112 Structural unit represented by general formula (II) 113 Main chain portion 114 At least one member selected from the group consisting of organic acid compounds and halogenated hydrocarbons 115 Polymer chain 116 Structural unit represented by general formula (III) 117 Polyethylene oxide chain or polypropylene oxide chain

Claims (8)

The composition contains a colorant, an alkali-soluble resin, a photopolymerizable compound, a photoinitiator, a solvent , and a dispersant ,
The photoinitiator contains a compound represented by the following general formula (1):
The coloring material contains a polyhalogenated zinc phthalocyanine represented by the following general formula (i):
The dispersant contains at least one of a graft copolymer having a constitutional unit represented by the following general formula (I) and a constitutional unit represented by the following general formula (II), and a salt-type graft copolymer in which at least a portion of the nitrogen moiety of the constitutional unit represented by the general formula (I) of the graft copolymer forms a salt with at least one member selected from the group consisting of an organic acid compound and a halogenated hydrocarbon.

(In general formula (1), R ^a and R ^b each independently represent an alkyl group having 2 to 8 carbon atoms.)

(In general formula (i), X ¹ to X ¹⁶ are each independently a chlorine atom, a bromine atom, or a hydrogen atom, and the average number of chlorine atoms contained in one molecule is less than 1, the average number of bromine atoms is more than 13, and the average number of hydrogen atoms is 2 or less.)

In general formula (I), R ¹ represents a hydrogen atom or a methyl group, A ¹ represents a divalent linking group, R ² and R ³ each independently represent a hydrogen atom or a hydrocarbon group which may contain a heteroatom, and R ² and R ³ may be bonded to each other to form a ring structure.
In general formula (II), R ^1′ represents a hydrogen atom or a methyl group, A ² represents a direct bond or a divalent linking group, and Polymer represents a polymer chain, and the structural units of the polymer chain include at least one structural unit selected from the group consisting of structural units represented by the following general formula (III) and structural units represented by the following general formula (III′):

In general formula (III), R4 ^is a hydrogen atom or a methyl group, A3 ^is a divalent linking group, R5 ^is an ethylene group or a propylene group, R6 ^is a hydrogen atom or a hydrocarbon group, and s is a number of 3 or more and 80 or less.
In general formula (III'), R ^4' is a hydrogen atom or a methyl group, A ^3' is a divalent linking group, R ⁷ is an alkylene group having 1 to 10 carbon atoms, R ⁸ is an alkylene group having 3 to 7 carbon atoms, R ⁹ is a hydrogen atom or a hydrocarbon group, and t is a number of 1 to 40. The composition contains a colorant, an alkali-soluble resin, a photopolymerizable compound, a photoinitiator, a solvent , and a dispersant ,
The photoinitiator contains a compound represented by the following general formula (1):
The coloring material contains one or more selected from C.I. Pigment Green 62 and C.I. Pigment Green 63 ,
The dispersant contains at least one of a graft copolymer having a constitutional unit represented by the following general formula (I) and a constitutional unit represented by the following general formula (II), and a salt-type graft copolymer in which at least a portion of the nitrogen moiety of the constitutional unit represented by the general formula (I) of the graft copolymer forms a salt with at least one member selected from the group consisting of an organic acid compound and a halogenated hydrocarbon.

(In general formula (1), R ^a and R ^b each independently represent an alkyl group having 2 to 8 carbon atoms.)

In general formula (I), R ¹ represents a hydrogen atom or a methyl group, A ¹ represents a divalent linking group, R ² and R ³ each independently represent a hydrogen atom or a hydrocarbon group which may contain a heteroatom, and R ² and R ³ may be bonded to each other to form a ring structure.
In general formula (II), R ^1′ represents a hydrogen atom or a methyl group, A ² represents a direct bond or a divalent linking group, and Polymer represents a polymer chain, and the structural units of the polymer chain include at least one structural unit selected from the group consisting of structural units represented by the following general formula (III) and structural units represented by the following general formula (III′):

In general formula (III), R4 ^is a hydrogen atom or a methyl group, A3 ^is a divalent linking group, R5 ^is an ethylene group or a propylene group, R6 ^is a hydrogen atom or a hydrocarbon group, and s is a number of 3 or more and 80 or less.
In general formula (III'), R ^4' is a hydrogen atom or a methyl group, A ^3' is a divalent linking group, R ⁷ is an alkylene group having 1 to 10 carbon atoms, R ⁸ is an alkylene group having 3 to 7 carbon atoms, R ⁹ is a hydrogen atom or a hydrocarbon group, and t is a number of 1 to 40. The composition contains a colorant, an alkali-soluble resin, a photopolymerizable compound, a photoinitiator, a solvent , and a dispersant ,
The photoinitiator contains a compound represented by the following general formula (1):
The coloring material contains at least one selected from the group consisting of coloring materials represented by the following general formula (ii) and coloring materials represented by the following general formula (iii) :
The dispersant contains at least one of a graft copolymer having a constitutional unit represented by the following general formula (I) and a constitutional unit represented by the following general formula (II), and a salt-type graft copolymer in which at least a portion of the nitrogen moiety of the constitutional unit represented by the general formula (I) of the graft copolymer forms a salt with at least one member selected from the group consisting of an organic acid compound and a halogenated hydrocarbon.

(In general formula (1), R ^a and R ^b each independently represent an alkyl group having 2 to 8 carbon atoms.)

(In general formula (ii), A represents an a-valent organic group in which the carbon atom directly bonded to N does not have a π bond, and the organic group represents an aliphatic hydrocarbon group having a saturated aliphatic hydrocarbon group at least at an end directly bonded to N, or an aromatic group having the aliphatic hydrocarbon group, and may contain a heteroatom in the carbon chain. B ^c- represents a c-valent polyacid anion. ^{R i} to R ^v each independently represent a hydrogen atom, an alkyl group which may have a substituent, or an aryl group which may have a substituent, and R ⁱⁱ and R ⁱⁱⁱ , and R ^iv and R ^v may bond to form a ring structure. ^{R vi} and R ^vii each independently represent an alkyl group which may have a substituent, an alkoxy group which may have a substituent, a halogen atom, or a cyano group. Ar ¹ represents a divalent aromatic group which may have a substituent. A plurality of R ⁱ to R ^vii and Ar ¹ may be the same or different.
a and c represent integers of 2 or more, and b and d represent integers of 1 or more. e is 0 or 1, and when e is 0, no bond exists. f and g represent integers of 0 to 4, and f+e and g+e are 0 to 4. Multiple e, f, and g may be the same or different.

(In general formula (iii), R ^I to R ^VI each independently represent a hydrogen atom, an alkyl group which may have a substituent, or an aryl group which may have a substituent, and R ^I and R ^II , R ^III and R ^IV , and R ^V and R ^VI may be bonded to form a ring structure. ^{R VII} and R ^VIII each independently represent an alkyl group which may have a substituent, an alkoxy group which may have a substituent, a halogen atom, or a cyano group. Ar ² represents a divalent aromatic heterocyclic group which may have a substituent, and a plurality of R ^I to R ^VIII and Ar ² may be the same or different. E ^m- represents an m-valent polyacid anion.
m represents an integer of 2 or more; j is 0 or 1, and when j is 0, there is no bond; k and l represent integers of 0 to 4, and k+j and l+j are 0 to 4. Multiple j, k and l may be the same or different.

In general formula (I), R ¹ represents a hydrogen atom or a methyl group, A ¹ represents a divalent linking group, R ² and R ³ each independently represent a hydrogen atom or a hydrocarbon group which may contain a heteroatom, and R ² and R ³ may be bonded to each other to form a ring structure.
In general formula (II), R ^1′ represents a hydrogen atom or a methyl group, A ² represents a direct bond or a divalent linking group, and Polymer represents a polymer chain, and the structural units of the polymer chain include at least one structural unit selected from the group consisting of structural units represented by the following general formula (III) and structural units represented by the following general formula (III′):

In general formula (III), R4 ^is a hydrogen atom or a methyl group, A3 ^is a divalent linking group, R5 ^is an ethylene group or a propylene group, R6 ^is a hydrogen atom or a hydrocarbon group, and s is a number of 3 or more and 80 or less.
In general formula (III'), R ^4' is a hydrogen atom or a methyl group, A ^3' is a divalent linking group, R ⁷ is an alkylene group having 1 to 10 carbon atoms, R ⁸ is an alkylene group having 3 to 7 carbon atoms, R ⁹ is a hydrogen atom or a hydrocarbon group, and t is a number of 1 to 40. The photosensitive colored resin composition for color filters according to any one of claims 1 to 3, wherein the photoinitiator further contains another photoinitiator different from the compound represented by the general formula (1). The photosensitive colored resin composition for color filters according to claim 4, wherein the other photoinitiator contains at least one selected from the group consisting of oxime ester photoinitiators and α-aminoketone photoinitiators. A cured product of the photosensitive colored resin composition for color filters according to any one of claims 1 to 5 . A color filter comprising at least a substrate and a colored layer provided on the substrate, wherein at least one of the colored layers is a cured product of the photosensitive colored resin composition for color filters according to any one of claims 1 to 5. A color filter. A display device comprising the color filter according to claim 7 .

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