JP7508231B2 - Photosensitive colored resin composition, cured product, color filter, display device - Google Patents

Description

The present invention relates to a photosensitive colored resin composition, 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. In addition, organic light-emitting display devices such as organic EL displays, which have high visibility due to their self-luminescence, have recently been attracting attention as next-generation image display devices. In terms of the performance of these image display devices, there is a strong demand for further improvement in image quality, such as improved contrast and color reproducibility, and reduced power consumption.

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 addition to conventional cold cathode fluorescent lamps, organic light-emitting elements that emit white light or inorganic light-emitting elements that emit white light may be used as the light source in this case. In addition, organic light-emitting display devices use color filters for color adjustment and the like.
Under these circumstances, there is an increasing demand for color filters with higher brightness, higher contrast, and improved color reproducibility.

Here, a color filter generally has a transparent substrate, a colored layer formed on the transparent substrate and consisting of colored patterns of the three primary colors of red, green, and blue, and a light-shielding portion formed on the transparent substrate so as to separate each colored pattern.

Among the methods for forming pixels in color filters, the pigment dispersion method is the most widely used because it has excellent characteristics on average in terms of spectral characteristics, durability, pattern shape and accuracy, and the like.
In color filters having pixels formed by using a pigment dispersion method, miniaturization of pigments has been studied to realize high brightness and high contrast. It is believed that miniaturization of pigments reduces the scattering of light passing through the color filter by pigment particles, thereby achieving high brightness and high contrast.
However, since finely divided pigment particles tend to aggregate, there is a problem in that dispersibility and dispersion stability are reduced.

It is known that the use of a dispersant is effective as a method for improving the dispersibility of finely divided pigments. For example, Patent Document 1 discloses a radiation-sensitive composition for forming a colored layer, which uses a block copolymer having an A block containing a specific repeating unit having an ammonium salt group and a specific repeating unit having an amino group as a pigment dispersant, and a B block containing a specific repeating unit containing a carboxylate ester and a specific repeating unit containing an ethylene oxide group or a propylene oxide group in the alcohol-derived portion of the carboxylate ester, for the purpose of providing a radiation-sensitive composition for forming a colored layer, which can form pixels with a high contrast ratio and has excellent storage stability.
Furthermore, Patent Document 2 discloses a negative resist composition for color filters that is excellent in pigment dispersibility and alkaline developability, and uses a graft copolymer containing, as a pigment dispersant, a nitrogen-containing monomer and a polymerizable oligomer composed of a polymer chain and a group having an ethylenically unsaturated double bond at its terminal as copolymerization components, and further a graft copolymer in which an amino group of the nitrogen-containing monomer forms a salt with an organic phosphoric acid compound represented by the following general formula (II). Patent Document 2 describes that alkaline developability is improved by forming a salt between the amino group of the nitrogen-containing monomer and the organic phosphoric acid compound represented by the following general formula (II).

On the other hand, Patent Document 3 discloses a photosensitive coloring composition that contains an oxime ester photoinitiator having a diphenyl sulfide skeleton, as a photosensitive coloring composition that can achieve high development resistance and high resolution even when the pigment content is high or the film thickness is large.

Patent No. 5540599 JP 2009-265649 A JP 2012-177826 A

In recent color filters, the demand for a high concentration of color materials in a photosensitive resin composition is increasing due to the demand for a wide color gamut and a thin film. When the color material ratio in a photosensitive resin composition is high, the binder component is relatively reduced. When the binder components, such as polyfunctional monomers and photoinitiators, which are involved in the curing of the coating film, are reduced, the crosslink density of the coating film is reduced due to insufficient curing, and the coating film has insufficient solvent resistance. In addition, when the components involved in developability, such as alkali-soluble resins, are reduced, the development time is delayed. Therefore, in order to achieve the demand for a high concentration of color materials in a photosensitive resin composition, a technology is required that simultaneously solves the problems caused by the shortage of these binder components. In addition, with the increase in the concentration of color materials, improvements in dispersion stability and contrast are also required.
Patent Document 3 also describes that the solvent resistance is improved, but the use of an oxime ester photoinitiator having a diphenyl sulfide skeleton alone is still insufficient, and further improvement in solvent resistance is required.
The present invention has been made in view of the above-mentioned circumstances, and aims to provide a photosensitive colored resin composition that simultaneously satisfies dispersion stability, high contrast, shortened development time, and excellent solvent resistance. In addition, the present invention aims to provide a color filter and a display device formed using the photosensitive colored resin composition.

The photosensitive color resin composition according to the present invention contains a colorant, a dispersant, an alkali-soluble resin, a photopolymerizable compound, a photoinitiator, and a solvent,
the photoinitiator contains an oxime ester photoinitiator having a diphenyl sulfide skeleton,
The dispersant contains 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 at least one kind of salt-type graft copolymer in which at least a part 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 kind selected from the group consisting of an organic acid compound and a halogenated hydrocarbon.

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 m 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 n is a number of 1 to 40.

The color filter according to the present invention is a color filter that includes at least a substrate and colored layers provided on the substrate, and at least one of the colored layers is a cured product of the photosensitive colored resin composition according to the present invention.

The display device according to the present invention has the color filter according to the present invention.

According to the present invention, it is possible to provide a photosensitive colored resin composition that simultaneously satisfies dispersion stability, high contrast, short development time, and excellent solvent resistance. Furthermore, according to the present invention, it is possible to provide a color filter and a display device formed using the photosensitive colored resin composition.

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. FIG. 5 is a schematic diagram illustrating the taper angle (θ) of the cross-sectional shape of a micropore in a colored layer.

The photosensitive colored resin composition, 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, (meth)acryloyl refers to each of acryloyl and methacryloyl, (meth)acrylic refers to each of acrylic and methacrylic, and (meth)acrylate refers to each of acrylate and methacrylate.
In this specification, unless otherwise specified, chromaticity coordinates x, y are those in the XYZ color system of JIS Z8701:1999, measured using a C light source.
In addition, in this specification, the use of "to" indicating a range of values is used to mean that the values before and after it are included as the lower limit and upper limit.

I. Photosensitive colored resin composition
The photosensitive color resin composition according to the present invention contains a colorant, a dispersant, an alkali-soluble resin, a photopolymerizable compound, a photoinitiator, and a solvent,
the photoinitiator contains an oxime ester photoinitiator having a diphenyl sulfide skeleton,
The dispersant contains 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 at least one kind of salt-type graft copolymer in which at least a part 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 kind selected from the group consisting of an organic acid compound and a halogenated hydrocarbon.

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 m 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 n is a number of 1 to 40.

The photosensitive colored resin composition according to the present invention uses the specific graft copolymer or salt-type graft copolymer as a dispersant and contains an oxime ester-based photoinitiator having a diphenyl sulfide skeleton as the photoinitiator, and therefore can simultaneously achieve dispersion stability, high contrast, shortened development time, and excellent solvent resistance. The mechanism by which this effect is exerted is unclear, but is presumed to be as follows.

The specific graft copolymer contains a constituent unit having a polyethylene oxide chain, a polypropylene oxide chain or an ester chain as a constituent unit of the grafted polymer chain. It is considered that the oxygen atoms contained in the polyethylene oxide chain, the polypropylene oxide chain or the ester chain form hydrogen bonds with an alkaline developer, thereby making the copolymer more soluble in the alkaline developer during development.
In addition, the graft copolymer is presumed to be able to suppress the penetration of the solvent into the coating film or the arrival of the coloring material, since the grafted polymer chains become the solvent affinity part of the dispersant, and the specific surface area of the solvent affinity part of the dispersant is increased. The specific graft copolymer is presumed to be able to suppress the penetration of the solvent into the cured coating film by containing a constitutional unit having a polyethylene oxide chain, a polypropylene oxide chain, or an ester chain in the constitutional unit of the grafted polymer chain, and the oxygen atoms contained in these constitutional units interact with the acidic group such as a carboxyl group of the alkali-soluble resin contained in the photosensitive colored resin composition by hydrogen bonding. Furthermore, by containing an oxime ester-based photoinitiator having a diphenyl sulfide skeleton as a photoinitiator, the curability of the coating film is improved. Due to these synergistic effects, it is estimated that when the specific graft copolymer is used in combination with an oxime ester-based photoinitiator having a diphenyl sulfide skeleton as a photoinitiator, the cured product of the photosensitive colored resin composition can have improved solvent resistance and resistance to N-methylpyrrolidone (NMP), which is used as a solvent in producing an alignment film for a color filter (NMP resistance).
Furthermore, it is presumed that the specific graft copolymer contains a constituent unit having a polyethylene oxide chain, polypropylene oxide chain or ester chain of an appropriate length as a constituent unit of the grafted polymer chain, and therefore the action of the solvent affinity portion is improved, thereby improving the dispersion stability and contrast of the colorant.

In addition, the photosensitive colored resin composition of the present invention, as shown in the examples described below, tended to suppress the generation of development residues. It is believed that the specific graft copolymer can suppress the color material and dispersant from being left as residues during development by the oxygen atoms contained in the polyethylene oxide chain, polypropylene oxide chain, or ester chain interacting with OH or CH of the carboxyl group of the alkali-soluble resin contained in the photosensitive resin composition through hydrogen bonding, thereby dissolving only the alkali-soluble resin during development. On the other hand, it has been found that if the number of repeating units of the polyethylene oxide chain, polypropylene oxide chain, or ester chain is too large, the effect of suppressing the generation of development residues is not 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 pigment adsorption force, and only the graft copolymer dissolves in the alkaline developer, leaving the pigment behind on the substrate.

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

<Dispersant>
In the present invention, as the dispersant, at least one of a graft copolymer having a constitutional unit represented by the general formula (I) and a constitutional unit represented by the general formula (II) and a salt-type graft copolymer in which at least a part 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 selected from the group consisting of an organic acid compound and a halogenated hydrocarbon is used.
First, the graft copolymer will be described.

(Structural unit represented by general formula (I))
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 coloring material.
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 R ² and R ³ are each independently a hydrogen atom, an alkyl group having 1 to 5 carbon atoms, or a phenyl group, or that R ² and R ³ are bonded to form a pyrrolidine ring, a piperidine ring, or a morpholine ring.

Examples of monomers that derive the structural unit represented by the 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.
The structural unit represented by formula (I) may be composed of one type of structural unit, or may contain two or more types of structural 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 m 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 m represents the number of repeating units of ethylene oxide chains or propylene oxide chains, and is a number of 3 or more. Among them, from the viewpoint of suppressing the occurrence of water stains, it is preferably 19 or more, and more preferably 21 or more. The water stain refers to the phenomenon in which a trace of water stains occurs after rinsing with pure water after alkaline development. Such water stains disappear after post-baking, so there is no problem as a product, but they are detected as uneven abnormalities in the appearance inspection of the patterned surface after development, and there is a problem that normal products and abnormal products cannot be distinguished. Therefore, if the inspection sensitivity of the inspection device is reduced in the appearance inspection, it will result in a decrease in the yield of the final color filter product, which will be a problem. The cause of water stains in the cured film of the photosensitive resin composition is water absorption into the cured film. The alkali-soluble resin in the cured film has acidic groups such as carboxyl groups and is therefore prone to water absorption. It is also considered that the acidic groups form metal salts with alkali metals typically contained in alkaline developers during development, thereby increasing water absorption. The oxygen atoms contained in the polyethylene oxide chain or polypropylene oxide chain can be captured by forming a complex 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 metal molecule capturing ability increases, so it is presumed that the formation of an alkali metal salt of the alkali-soluble resin can be suppressed and water absorption into the cured film can be suppressed. In addition, it is presumed that the oxygen atoms contained in the polyethylene oxide chain or polypropylene oxide chain interact with an acidic group such as a carboxyl group of the alkali-soluble resin contained in the photosensitive resin composition through hydrogen bonding, thereby suppressing the formation of an alkali metal salt of the acidic group and suppressing water absorption into the cured film.
When m is 19 or more, as shown in Fig. 4, the graft copolymer 11 contains a main chain portion 12 having a constitutional unit 21 represented by general formula (I) and a constitutional unit 22 represented by general formula (II), at least a part of the nitrogen moiety of the constitutional unit 21 represented by general formula (I) may form a salt with at least one 23 selected from the group consisting of an organic acid compound and a halogenated hydrocarbon, and the constitutional unit 22 represented by general formula (II) contains a constitutional unit 25 represented by general formula (III) containing a polyethylene oxide chain or polypropylene oxide chain 26 having a specific repeat number in a polymer chain 24. In the specific graft copolymer used in the present invention, the constitutional unit of the grafted polymer chain 24 contains a constitutional unit 25 having a polyethylene oxide chain or polypropylene oxide chain having a specific repeat number, and the grafted polymer chain 24 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 m is 80 or less, but is preferably 50 or less from the viewpoint of solubility in organic solvents used in color filters.

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.

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'), n 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, n is preferably 2 or more, and more preferably 3 or more.
On the other hand, the upper limit of n is 40 or less, but is preferably 20 or less from the viewpoint of solubility in organic solvents used in color filters.

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, in terms of improving the water stain suppression effect, improving solvent resistance, and improving the development residue suppression effect, 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 type selected from the group consisting of structural units represented by the general formula (III) in which m is 19 to 80 and at least one type selected from the group consisting of structural units represented by the general formula (III) in which m is 3 to 10, and it is even more preferable that the structural units contain a combination of at least one type selected from the group consisting of structural units represented by the general formula (III) in which m is 19 to 50 and at least one type selected from the group consisting of structural units represented by the general formula (III) in which m 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 m is 19 or more and 80 or less, the total proportion of the structural units represented by the general formula (III) in which m is 19 or more and 80 or less, when the total structural units of the polymer chain are taken as 100% by mass, is preferably 1% by mass or more, more preferably 2% by mass or more, and even more preferably 4% by mass or more in terms of the water stain suppression effect, while being preferably 75% by mass or less, more preferably 65% by mass or less, and even more preferably 50% by mass or less in terms of the solvent resolubility and the water stain suppression effect.

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 m is 19 to 80, and at least one selected from the group consisting of structural units represented by the general formula (III) in which m is 3 to 10, the total proportion of the structural units represented by the general formula (III) in which m 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 the structural units represented by the general formula (III) in which m 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 m is 19 or more and 80 or less and the constitutional units represented by general formula (III) in which m is 3 or more and 10 or less is, from the viewpoint of improving the development residue suppressing effect, preferably, when the total of the constitutional units represented by general formula (III) in which m is 19 or more and 80 or less and the constitutional units represented by general formula (III) in which m is 3 or more and 10 or less is taken as 100 parts by mass, the total of the constitutional units represented by general formula (III) in which m is 19 or more and 80 or less is 3 parts by mass or more, more preferably 6 parts by mass or more, preferably 80 parts by mass or less, and more preferably 60 parts by mass or less.

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 constituent units of the polymer chain in the constituent unit represented by the general formula (II) of the graft copolymer further include a constituent unit represented by the following general formula (IV) which is different from the constituent unit represented by the general formula (III) and the constituent 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. are 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 mass average molecular weight Mw of the polymer chain in the Polymer is preferably 2,000 or more, more preferably 3,000 or more, even more preferably 4,000 or more, and more preferably 15,000 or less, and even more preferably 12,000 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.

(Graft Copolymer)
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, 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, so that the interaction with oxygen atoms contained in the polyethylene oxide chain, polypropylene oxide chain, or ester chain becomes prominent, 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 range in which the effect of the present invention is not impaired. 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 mass 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 mass 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 (above, 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 addition, the amine value of the graft copolymer before salt formation is not particularly limited, but from the viewpoint of colorant dispersibility and dispersion stability, the lower limit is preferably 40 mgKOH/g or more, more preferably 50 mgKOH/g or more, and even more preferably 60 mgKOH/g or more. In addition, the upper limit is preferably 140 mgKOH/g or less, more preferably 130 mgKOH/g or less, and even more preferably 120 mgKOH/g or less. If it is above the lower limit, the dispersion stability is better. Also, if it is below the upper limit, the compatibility with other components is excellent, and the solvent resolubility is good.
In the present invention, the amine value of the graft copolymer before salt formation represents the mass (mg) of potassium hydroxide equivalent to the amount of hydrochloric acid required to neutralize 1 g of the solid content of the graft copolymer before salt formation, and is a value measured by the method described in JIS K 7237:1995.

The acid value of the graft copolymer before salt formation is preferably 18 mgKOH/g or less, and more preferably 12 mgKOH/g or less, from the viewpoint of improving the development adhesion and solvent resolubility. The acid value of the graft copolymer before salt formation may be less than 1 mgKOH/g from the viewpoint of further improving the solvent resolubility and development adhesion and from the viewpoint of dispersion stability. On the other hand, from the viewpoint of the development residue suppression effect, it is preferably 1 mgKOH/g or more, and more preferably 2 mgKOH/g or more.

The acid value of the graft copolymer before salt formation represents the mass (mg) of potassium hydroxide required to neutralize the acidic components contained in 1 g of the solid content of the graft copolymer, and is a value measured by the method described in JIS K 0070:1992.

(Method for Producing Graft Copolymer)
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.

（一般式（Ｉａ）中、Ｒ^１、Ａ^１、Ｒ^２及びＲ^３は、一般式（Ｉ）と同様である。）

(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 a monomer represented by the general formula (Ia) and a 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.

(At least one selected from the group consisting of organic acid compounds and halogenated hydrocarbons)
In the present invention, the dispersant may be a salt-type graft copolymer in which at least a part of the nitrogen moieties of the constitutional unit represented by the general formula (I) of the graft copolymer forms a salt with at least one selected from the group consisting of an organic acid compound and a halogenated hydrocarbon, from the viewpoint of improving the dispersibility of the colorant.
As the organic acid compound, a compound represented by the following general formula (1) and a compound represented by the following general formula (3) are preferable, and as the halogenated hydrocarbon, a compound represented by the following general formula (2) 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 (1) to (3) can be preferably used.

（一般式（１）において、Ｒ^ａは、炭素数１～２０の直鎖、分岐鎖又は環状のアルキル基、ビニル基、置換基を有してもよいフェニル基又はベンジル基、或いは－Ｏ－Ｒ^ｅを表し、Ｒ^ｅは、炭素数１～２０の直鎖、分岐鎖又は環状のアルキル基、ビニル基、置換基を有してもよいフェニル基又はベンジル基、或いは炭素数１～４のアルキレン基を介した（メタ）アクリロイル基を表す。一般式（２）において、Ｒ^ｂ、Ｒ^ｂ’、及びＲ^ｂ”はそれぞれ独立に、水素原子、酸性基又はそのエステル基、置換基を有してもよい炭素数１～２０の直鎖、分岐鎖又は環状のアルキル基、置換基を有してもよいビニル基、置換基を有してもよいフェニル基又はベンジル基、或いは－Ｏ－Ｒ^ｆを表し、Ｒ^ｆは、置換基を有してもよい炭素数１～２０の直鎖、分岐鎖又は環状のアルキル基、置換基を有してもよいビニル基、置換基を有してもよいフェニル基又はベンジル基、或いは炭素数１～４のアルキレン基を介した（メタ）アクリロイル基を表し、Ｘは、塩素原子、臭素原子、又はヨウ素原子を表す。一般式（３）において、Ｒ^ｃ及びＲ^ｄはそれぞれ独立に、水素原子、水酸基、炭素数１～２０の直鎖、分岐鎖又は環状のアルキル基、ビニル基、置換基を有してもよいフェニル基又はベンジル基、或いは－Ｏ－Ｒ^ｅを表し、Ｒ^ｅは、炭素数１～２０の直鎖、分岐鎖又は環状のアルキル基、ビニル基、置換基を有してもよいフェニル基又はベンジル基、或いは炭素数１～４のアルキレン基を介した（メタ）アクリロイル基を表す。但し、Ｒ^ｃ及びＲ^ｄの少なくとも一つは炭素原子を含む。）

(In general formula (1), R ^a 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 ^e ; R ^e 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 connected via an alkylene group having 1 to 4 carbon atoms. In general formula (2), R ^b , R ^b' , and R ^b″ 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 ^f ; R ^f 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 a 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 (3), R ^c and R ^d 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 a benzyl group which may have a substituent, or -O-R ^e , and R ^e 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. However, at least one of R ^c and R ^d contains a carbon atom.)

(One or more compounds selected from the group consisting of the above general formulas (1) to (3))
In the general formulas (1) to (3), R ^a , R ^b , R ^b′ , R ^b″ , R ^c , R ^d , R ^e , and R The linear, branched or cyclic alkyl group having 1 to 20 carbon atoms in ^f may be linear or branched, and may 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 ^a , R ^c , R ^d , and R ^e , examples of the substituent of 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 ^b , R ^b' , R ^b" and R ^f , 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 ^b , R ^b' , R ^b" and R ^f , 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, an acyloxy group and the like.
The acidic group in R ^b , R ^b' , R ^b" , and R ^f 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 ( _-SO3R ), 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 (2) 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 salt group, and a carboxylate ester.
When the compound of the general formula (2) 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 colorant being adsorbed to the stably existing salt forming moiety.

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

When R ^a in the general formula (1), at least one of R ^b , R ^b′ , and R ^b″ in the general formula (2), and at least one of R ^c and R ^d in the general formula (3) 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 (1) to (3) 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 (1) 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 (2) 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-bromophenyl methyl acetate, 3-(bromomethyl)phenylboronic acid, etc. Examples of the compound represented by the general formula (3) include monobutyl phosphate, dibutyl phosphate, methyl phosphate, dibenzyl phosphate, diphenyl phosphate, phenylphosphinic acid, phenylphosphonic acid, dimethacryloyloxyethyl acid phosphate, etc.
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 (2), 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 amine value of the obtained salt-type graft copolymer is smaller by the amount of salt formed compared to the graft copolymer before salt formation. However, the salt-forming site is similar to the nitrogen site at the terminal corresponding to the amino group, or rather becomes an enhanced colorant adsorption site, so that the colorant dispersibility and colorant dispersion stability tend to be improved by salt formation. In addition, like the amino group, if there are too many salt-forming sites, it adversely affects the solvent resolubility. Therefore, in the present invention, the amine value of the graft copolymer before salt formation can be used as an index for improving the colorant dispersion stability and solvent resolubility. The amine value of the obtained salt-type graft copolymer is preferably 0 to 130 mgKOH/g, more preferably 10 to 120 mgKOH/g, and even more preferably 20 to 110 mgKOH/g.
When the content is equal to or less than the upper limit, the compatibility with other components is excellent and the re-solubility in a solvent is good.

Among the salt-type graft copolymers, the amine value of the salt-type graft copolymer in which a salt is formed with the compound represented by the general formula (2) can be a value measured by the method described in JIS K 7237: 1995. The compound of the general formula (2) forms a salt between the terminal nitrogen moiety of the constitutional unit represented by the 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, among salt-type graft copolymers, the amine value of the salt-type graft copolymer that has been salt-formed with the compound represented by the general formula (1) or (3) can be calculated from the amine value of the graft copolymer before the salt formation as follows: In the compound represented by the general formula (1) or (3), the nitrogen moiety at the terminal of the constitutional unit represented by the 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 the JIS K 7237:1995, the state of salt formation changes, and an accurate value cannot be measured.
First, the amine value of the graft copolymer before salt formation is determined by the above-mentioned method. Next, the 13C-NMR spectrum of the salt-type graft copolymer 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 the general formula (1) or (3) to the terminal nitrogen sites of the structural unit represented by the general formula (I) of the salt-type graft copolymer is measured from the ratio of the integral value of the carbon atom peak adjacent to the nitrogen atom that is not salted and the carbon atom peak adjacent to the nitrogen atom that is salted, at the terminal nitrogen sites of the structural unit represented by the general formula (I). The terminal nitrogen moiety of the constituent unit represented by general formula (I) in which one or more compounds selected from the group consisting of general formula (1) or (3) have formed a salt 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 graft copolymer before salt formation measured by the method described in JIS K 7237:1995)×(ratio (%) of terminal nitrogen moieties in which salts have been formed calculated from 13C-NMR spectrum/100), from the amine value of the graft copolymer before salt formation.
Amine value of salt-type graft copolymer={amine value of graft copolymer before salt formation measured by the method described in JIS K 7237:1995}−{amine value of graft copolymer 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}

In addition, 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.

The content (mol%) of each structural unit in the graft copolymer in 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 determined using high performance liquid chromatography, gas chromatography mass spectrometer, NMR, elemental analysis, XPS/ESCA, TOF-SIMS, etc.

In the present invention, as the dispersant, at least one of the graft copolymer and the salt type graft copolymer is used, and the content thereof is appropriately selected depending on the type of colorant used and the solid content concentration in the photosensitive color resin composition described later.
The content of the dispersant is preferably 2% by mass to 30% by mass, more preferably 3% by mass to 25% by mass, based on the total solid content of the photosensitive colored resin composition. If it is equal to or greater than the lower limit, the dispersibility and dispersion stability of the colorant are excellent, and the storage stability of the photosensitive colored resin composition is more excellent. If it is equal to or less than the upper limit, the developability is good. In particular, when forming a colored layer having a high colorant concentration, the content of the dispersant is preferably 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.
In the present invention, the solid content refers to everything other than the solvent described below, including monomers dissolved in the solvent.

<Photoinitiator>
The photoinitiator in the photosensitive color resin composition of the present invention contains an oxime ester photoinitiator having a diphenyl sulfide skeleton. Since it contains an oxime ester photoinitiator having a diphenyl sulfide skeleton, it is considered that the curability of the coating film is improved, and the solvent resistance of the cured product of the photosensitive color resin composition is improved due to the synergistic effect with the specific dispersant.

(Oxime ester photoinitiator having a diphenyl sulfide skeleton)
The oxime ester photoinitiator having a diphenyl sulfide skeleton used in the present invention is not particularly limited, but from the viewpoint of improving sensitivity, an oxime ester compound represented by the following general formula (a) can be mentioned.

（一般式（ａ）において、Ｘ^１は、水素原子、炭素数１～１２の直鎖状もしくは分岐状のアルキル基、炭素数３～２０のシクロアルキル基、またはフェニル基を表し、前記アルキル基、シクロアルキル基、およびフェニル基はそれぞれ、ハロゲン原子、炭素数１～６のアルコキシ基、およびフェニル基からなる群から選ばれる置換基で置換されていてもよい。Ｘ^２は、炭素数１～１２の直鎖状もしくは分岐状のアルキル基、またはシクロアルキル基で置換された炭素数１～２０のアルキル基を表す。Ｘ^３は、それぞれ独立して、炭素数１～１２の直鎖状もしくは分岐状のアルキル基、炭素数３～２０のシクロアルキル基、アリール基、ヘテロアリール基、炭素数１～６のエステル基、炭素数１～６のアルコキシ基、ニトロ基、カルボキシ基、または－ＣＯ－Ｘ^４を表し、前記アルキル基、シクロアルキル基、アリール基、ヘテロアリール基、エステル基、およびアルコキシ基はそれぞれ、ハロゲン原子、水酸基、炭素数１～６のアルコキシ基、およびフェニル基からなる群から選ばれる置換基で置換されていてもよい。Ｘ^４は炭素数１～１２の直鎖状もしくは分岐状のアルキル基、炭素数３～２０のシクロアルキル基、アリール基、ヘテロアリール基を表し、前記アルキル基、シクロアルキル基、アリール基、ヘテロアリール基はそれぞれ、ハロゲン原子、水酸基、炭素数１～６のアルコキシ基、およびフェニル基からなる群から選ばれる置換基で置換されていてもよい。ｊは０～１の整数を表し、ｋは０～５の整数を表す。)

(In the general formula (a), ^X1 represents a hydrogen atom, a linear or branched alkyl group having 1 to 12 carbon atoms, a cycloalkyl group having 3 to 20 carbon atoms, or a phenyl group, and the alkyl group, cycloalkyl group, and phenyl group may each be substituted with a substituent selected from the group consisting of a halogen atom, an alkoxy group having 1 to 6 carbon atoms, and a phenyl group. ^X2 represents a linear or branched alkyl group having 1 to 12 carbon atoms, or an alkyl group having 1 to 20 carbon atoms substituted with a cycloalkyl group. ^X3 each independently represents a linear or branched alkyl group having 1 to 12 carbon atoms, a cycloalkyl group having 3 to 20 carbon atoms, an aryl group, a heteroaryl group, an ester group having 1 to 6 carbon atoms, an alkoxy group having 1 to 6 carbon atoms, a nitro group, a carboxy group, or -CO-X ^X4 represents a linear or branched alkyl group having 1 to 12 carbon atoms, a cycloalkyl group having 3 to 20 carbon atoms, an aryl group, or a heteroaryl group, and the alkyl group, cycloalkyl group, aryl group, or heteroaryl group may each be substituted with a substituent selected from the group consisting of a halogen atom, a hydroxyl group, an alkoxy group having 1 to 6 carbon atoms, and a phenyl group. ^X4 represents a linear or branched alkyl group having 1 to 12 carbon atoms, a cycloalkyl group having 3 to 20 carbon atoms, an aryl group, or a heteroaryl group, and the alkyl group, cycloalkyl group, aryl group, or heteroaryl group may each be substituted with a substituent selected from the group consisting of a halogen atom, a hydroxyl group, an alkoxy group having 1 to 6 carbon atoms, and a phenyl group. j represents an integer of 0 to 1, and k represents an integer of 0 to 5.

Examples of the linear or branched alkyl group having 1 to 12 carbon atoms for X ¹ , X ² , and X ³ include a methyl group, an ethyl group, an n-propyl group, an i-propyl group, an n-butyl group, an i-butyl group, a sec-butyl group, a t-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, and an n-dodecyl group.
Examples of the cycloalkyl group having 3 to 20 carbon atoms for X ¹ and X ³ include a cyclopropyl group, a cyclobutyl group, a cyclopentyl group, a cyclohexyl group, a cycloheptyl group, a cyclooctyl group, and a cyclooctadecyl group.
The cycloalkyl group for ^X2 may be the same as the cycloalkyl group having 3 to 20 carbon atoms, and a cyclopentyl group or a cyclohexyl group is preferable.
Examples of the alkyl group having 1 to 20 carbon atoms for ^X2 include, in addition to the linear or branched alkyl group having 1 to 12 carbon atoms, n-tetradecyl, n-hexadecyl, and n-octadecyl groups.

The aryl group for ^X3 includes an aryl group having 6 to 12 carbon atoms, such as a phenyl group and a naphthyl group.
The heteroaryl group for ^X3 includes heteroaryl groups having 4 to 10 carbon atoms, such as a furanyl group, a thiophenyl group, a benzofuranyl group, a benzothiophenyl group, and an indole group.
The ester group (—COOR ^a ) having 1 to 6 carbon atoms in X ³ includes a group in which R ^a is the alkyl group having 1 to 6 carbon atoms.
Examples of the alkoxy group having 1 to 6 carbon atoms for ^X3 include a methoxy group, an ethoxy group, an n-propoxy group, an i-propoxy group, an n-butoxy group, and a t-butoxy group.

Examples of the halogen atom which may substitute on the alkyl group, cycloalkyl group, phenyl group, aryl group, and heteroaryl group in X ¹ and X ³ include a fluorine atom, a chlorine atom, and a bromine atom.
The alkyl group, cycloalkyl group, and phenyl group, as well as the alkoxy group having 1 to 6 carbon atoms which may be substituted with an aryl group or heteroaryl group in ^X1 and ^X3 , may be the same as the alkoxy group having 1 to 6 carbon atoms in ^X3 .

In general formula (a), ^X1 is preferably a linear or branched alkyl group having 1 to 12 carbon atoms, a cycloalkyl group having 3 to 20 carbon atoms, or a phenyl group, from the viewpoint of improving sensitivity, and more preferably an alkyl group having 1 to 10 carbon atoms or a phenyl group.
In general formula (a), from the viewpoints of solvent solubility and compatibility, ^X2 is preferably an alkyl group having 1 to 10 carbon atoms or an alkyl group having 1 to 16 carbon atoms substituted with a cycloalkyl group, and more preferably an alkyl group having 1 to 8 carbon atoms or an alkyl group having 1 to 14 carbon atoms substituted with a cycloalkyl group having 5 to 6 carbon atoms.

j represents an integer of 0 to 1.
k represents an integer of 0 to 5. From the viewpoints of solvent solubility and compatibility, k may be 1 or more, and from the viewpoints of developability and brightness, k is preferably 3 or less, 2 or less, or 1 or less. From the viewpoints of developability and brightness, k may be 0, that is, the compound may not have a substituent.

In the present invention, it is preferable that the oxime ester photoinitiator having a diphenyl sulfide skeleton is an oxime ester compound represented by the following general formula (A) in terms of the effect of suppressing development residues.

(In formula (A), Z ¹ , Z ³ , Z ⁴ and Z ⁵ each independently represent a hydrogen atom, a linear or branched alkyl group having 1 to 12 carbon atoms, a cycloalkyl group having 3 to 20 carbon atoms, or a phenyl group, and the alkyl group, cycloalkyl group, and phenyl group may each be substituted with a substituent selected from the group consisting of a halogen atom, an alkoxy group having 1 to 6 carbon atoms, and a phenyl group. Z ² represents an alkyl group having 1 to 20 carbon atoms substituted with a cycloalkyl group.)

In general formula (A), the linear or branched alkyl group having 1 to 12 carbon atoms and the cycloalkyl group having 3 to 20 carbon atoms in Z ¹ , Z ³ , Z ⁴ and Z ⁵ may be the same as those described in general formula (a).
In addition, in Z ¹ , Z ³ , Z ⁴ and Z ⁵ , the halogen atom which may be substituted on the alkyl group, the cycloalkyl group and the phenyl group, and the alkoxy group having 1 to 6 carbon atoms may be the same as those explained in the general formula (a).
In addition, in ^Z2 , the alkyl group having 1 to 20 carbon atoms substituted with a cycloalkyl group may be the same as those explained in the general formula (a).

In formula (A), Z ¹ is preferably an alkyl group having 1 to 6 carbon atoms or a phenyl group, more preferably a methyl group, an ethyl group or a phenyl group, and even more preferably a methyl group, from the viewpoint of improving sensitivity.
In addition, in formula (A), Z ³ , Z ⁴ and Z ⁵ are preferably a hydrogen atom, a methyl group, an ethyl group, an n-propyl group or an i-propyl group in terms of luminance.

In general formula (A), ^Z2 is preferably an alkyl group having 1 to 14 carbon atoms substituted with a cycloalkyl group having 5 to 6 carbon atoms, more preferably an alkyl group having 1 to 10 carbon atoms substituted with a cycloalkyl group having 5 to 6 carbon atoms, still more preferably a cyclohexylmethyl group or a cyclopentylmethyl group, and particularly preferably a cyclohexylmethyl group, from the viewpoint of a good effect of suppressing development residues.

Examples of the oxime ester photoinitiator having a diphenyl sulfide skeleton include the oxime ester compound represented by the following chemical formula (A-1), 1,2-octadione, 1-[4-(phenylthio)phenyl]-, 2-(o-benzoyloxime) (e.g., Irgacure OXE01, manufactured by BASF), 1,2-propanedione, 3-cyclopentyl-1-[4-(phenylthio)phenyl]-, 2-(o-benzoyloxime) (e.g., TR-PBG-305, manufactured by Changzhou Strong Electronic New Materials Co., Ltd.), ), 1,2-propanedione, 3-cyclopentyl-1-[4-[(2-hydroxyethoxy)phenylthio]phenyl]-, 2-(o-acetyloxime), 1-pentanone, 1-[4-[4-(2-benzofuranylcarbonyl)phenylthio]phenyl]-4-methyl, 1-(o-acetyloxime), and commercially available products include TR-PBG-3057 (manufactured by Changzhou New Strong Electronic Materials Co., Ltd.), Adeka Arcles NCI-930 (manufactured by ADEKA Corporation), and Irgacure OXE04 (manufactured by BASF Corporation).

In terms of good development residue suppression effect, at least one selected from the group consisting of the oxime ester compound represented by the chemical formula (A-1) and 1,2-propanedione, 3-cyclopentyl-1-[4-(phenylthio)phenyl]-, 2-(o-benzoyloxime] is preferred, and in terms of easier improvement of solvent resistance, the oxime ester photoinitiator having a diphenyl sulfide skeleton is preferably the oxime ester compound represented by the chemical formula (A-1). In addition, the oxime ester compound represented by the chemical formula (A-1) is preferred in terms of easier improvement of water stain suppression effect due to synergistic effect even in combination with a dispersant having a polyethylene oxide chain, a polypropylene oxide chain, or a relatively short ester chain among the specific dispersants used in the present invention.

The oxime ester photoinitiator having a diphenyl sulfide skeleton can be synthesized by using diphenyl sulfide or a derivative thereof and appropriately selecting the solvent, reaction temperature, reaction time, purification method, etc. according to the materials used, for example, by referring to JP-T-2012-526185. In addition, commercially available products may be obtained and used as appropriate.

(Other Photoinitiators)
The photoinitiator in the photosensitive colored resin composition of the present invention contains an oxime ester photoinitiator having a diphenyl sulfide skeleton, but in order to better adjust the sensitivity, it may further contain a photoinitiator different from the oxime ester photoinitiator having a diphenyl sulfide skeleton. In addition, the other photoinitiators used in the photosensitive colored resin composition of the present invention include those called sensitizers in addition to photopolymerization initiators.
Among them, the photoinitiator in the photosensitive colored resin composition of the present invention contains at least one selected from the group consisting of an oxime ester photoinitiator having a diphenyl sulfide skeleton, an oxime ester photoinitiator having a carbazole skeleton, a biimidazole photoinitiator, a thioxanthone photoinitiator, and a benzophenone photoinitiator, in addition to the oxime ester photoinitiator having a diphenyl sulfide skeleton, from the viewpoint that the cross-sectional shape of the microhole is good when forming a desired microhole in the colored layer at the same time during patterning of the colored layer. That is, when a more sensitive photoinitiator is used for forming the colored layer, after radical generation, the radical moves to the unexposed part, and it is difficult to form the peripheral part of the unexposed part without deterioration of the dimensional accuracy while maintaining the shape of the unexposed part inside the exposed part. At least one type selected from the group consisting of α-aminoketone-based photoinitiators, oxime ester-based photoinitiators having a carbazole skeleton, biimidazole-based photoinitiators, thioxanthone-based photoinitiators, and benzophenone-based photoinitiators has the property of curing the middle to deep parts of the coating film, and is likely to suppress curing only on the surface of the coating film.
Therefore, when at least one selected from the group consisting of an α-aminoketone-based photoinitiator, an oxime ester-based photoinitiator having a carbazole skeleton, a biimidazole-based photoinitiator, a thioxanthone-based photoinitiator, and a benzophenone-based photoinitiator is further contained in combination with an oxime ester-based photoinitiator having a diphenyl sulfide skeleton, it becomes possible to achieve well-balanced curing from the surface to the depths of the coating film while maintaining good sensitivity, making it possible to control the cross-sectional shape of the microapertures, and the taper angle (θ) of the cross-sectional shape of the microapertures (see Figure 5) becomes less than 90°, resulting in a good result.
Furthermore, when at least one selected from the group consisting of an α-aminoketone-based photoinitiator, an oxime ester-based photoinitiator having a carbazole skeleton, a biimidazole-based photoinitiator, a thioxanthone-based photoinitiator, and a benzophenone-based photoinitiator is further contained in combination with the oxime ester-based photoinitiator having a diphenyl sulfide skeleton, the sensitivity of the unexposed area can be well controlled, and the effect of suppressing development residues can be enhanced.

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 more preferred from the viewpoint of improving the cross-sectional shape of the micropores.

Examples of oxime ester photoinitiators having a carbazole skeleton include ethanone, 1-[9-ethyl-6-(2-methylbenzoyl)-9H-carbazol-3-yl]-, 1-(O-acetyloxime) (e.g., Irgacure OXE02, manufactured by BASF Corporation), methanone, [8-[[(acetyloxy)imino][2-(2,2,3,3-tetrafluoropropoxy)phenyl]methyl]-11-(2-ethylhexyl)-11H-benzo[a]carbazol-5-yl]- , (2,4,6-trimethylphenyl) (e.g., Irgacure OXE-03, manufactured by BASF), ethanone, 1-[9-ethyl-6-(1,3-dioxolane, 4-(2-methoxyphenoxy)-9H-carbazol-3-yl]-, 1-(o-acetyloxime), methanone, (9-ethyl-6-nitro-9H-carbazol-3-yl)[4-(2-methoxy-1-methylethoxy-2-methylphenyl]-, o-acetyloxime, 1-propanone, 3-cyclopentyl-1 -[9-ethyl-6-(2-methylbenzoyl)-9H-carbazol-3-yl]-, 1-(o-acetyloxime) (e.g., TR-PBG-304, Changzhou Strong Electronic New Materials Co., Ltd.), 1-propanone, 3-cyclopentyl-1-[2-(2-pyrimidinylthio)-9H-carbazol-3-yl]-, 1-(o-acetyloxime), ethanone, 2-cyclohexyl-1-[2-(2-pyrimidinyloxy)-9H-carbazol-3-yl]-, 1-(o-acetyloxime) , ethanone, 2-cyclohexyl-1-[2-(2-pyrimidinylthio)-9H-carbazol-3-yl]-, 1-(o-acetyloxime), 1-octanone, 1-[4-[3-[1-[(acetyloxy)imino]ethyl]-6-[4-[(4,6-dimethyl-2-pyrimidinyl)thio]-2-methylbenzoyl]-9H-carbazol-9-yl]phenyl]-, 1-(o-acetyloxime) (e.g., EXTA-9, manufactured by Union Chemical Co., Ltd.), commercially available products include ADEKA OPT-N-1919 (manufactured by ADEKA Corporation), ADEKA Arcles NCI-831 (manufactured by ADEKA Corporation), and the like.
The oxime ester photoinitiator having a carbazole skeleton may be used alone or in combination of two or more kinds. Among them, 1-propanone, 3-cyclopentyl-1-[9-ethyl-6-(2-methylbenzoyl)-9H-carbazol-3-yl]-, 1-(o-acetyloxime) (e.g., TR-PBG-304, manufactured by Changzhou Strong Electronic New Materials Co., Ltd.), ethanone, 1-[9-ethyl-6-(2-methylbenzoyl)-9H-carbazol-3-yl]-, 1-(O-acetyloxime) (e.g., Irgacure OXE02, manufactured by BASF), or methanone, (9-ethyl-6-nitro-9H-carbazol-3-yl)[4-(2-methoxy-1-methylethoxy-2-methylphenyl]-, o-acetyloxime is preferably used from the viewpoint of high sensitivity.

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 photoinitiator may be used alone or in combination of two or more kinds. Among them, it is preferable to use 2,2'-bis(2-chlorophenyl)-4,4',5,5'-tetraphenyl-1,2'-biimidazole from the viewpoint of improving the cross-sectional shape of the micropores.

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.

Examples of the benzophenone-based photoinitiator include benzophenone, benzoylbenzoic acid, methyl benzoylbenzoate, 4-phenylbenzophenone, hydroxybenzophenone, 4-benzoyl-4'-methyldiphenyl sulfide, 3,3'-dimethyl-4-methoxybenzophenone, and 4,4'-bis(diethylamino)benzophenone.
The benzophenone-based photoinitiator may be used alone or in combination of two or more kinds. Among them, it is preferable to use 4,4'-bis(diethylamino)benzophenone from the viewpoint of improving the cross-sectional shape of the micropores.

The total content of the photoinitiator used in the photosensitive colored resin composition 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. 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 brightness reduction due to yellowing of the obtained colored layer can be suppressed.
The solid content refers to everything other than the solvent, and includes liquid polyfunctional monomers and the like.

When the photoinitiator contains the oxime ester photoinitiator having a diphenyl sulfide skeleton and the other photoinitiator, the content of the oxime ester photoinitiator having a diphenyl sulfide skeleton relative to the total amount 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 viewpoints of improving solvent resistance and sensitivity, and is particularly preferably 50% by mass or more and 90% by mass or less, from the viewpoints of improving solvent resistance, improving the effect of suppressing development residues, and improving the cross-sectional shape of the micropores.

<Coloring material>
In the present invention, the coloring material is not particularly limited as long as it can produce a desired color when a colored layer of a color filter is formed, and various organic pigments, inorganic pigments, dispersible dyes, dye salt compounds, etc. 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, those assigned the following Color Index (C.I.) numbers.

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, and derivative pigments of C.I. Pigment Yellow 150;
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, 104 , 105, 106, 108, 112, 113, 114, 122, 123, 144, 146, 149, 150, 151, 166, 168, 170, 171, 172, 174, 175, 176, 177, 178, 179, 180, 185, 187, 188, 190, 193, 194, 202, 206, 207, 208, 209, 215, 216, 220, 224, 226, 242, 243, 245, 254, 255, 264, 265, 269, 272, 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.

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, Prussian blue, chromium oxide green, cobalt green, amber, titanium black, synthetic iron black, and carbon black.

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

The dispersible dyes include dyes which have become dispersible by being given various substituents or by being used in combination with a solvent having low solubility.
The dye salt-forming compound refers to a compound in which a dye forms a salt with a counter ion, and examples of such compounds include a salt-forming compound between a basic dye and an acid, and a salt-forming compound between an acidic dye and a base. It also includes lake pigments in which a solvent-soluble dye is made insoluble in a solvent using a known lake (salting) technique.
In the present invention, by using a colorant containing at least one selected from the group consisting of dyes and dye salt-forming compounds in combination with the dispersant of the present invention, the dispersibility and dispersion stability of the colorant can be improved.

The dye can be appropriately selected from conventionally known dyes, such as azo dyes, metal complex azo dyes, anthraquinone dyes, triphenylmethane dyes, xanthene dyes, cyanine dyes, naphthoquinone dyes, quinoneimine dyes, methine dyes, and phthalocyanine dyes.
As a guideline, if the amount of dye dissolved in 10 g of a solvent (or mixed solvent) is 10 mg or less, it can be determined that the dye is dispersible in the solvent (or mixed solvent).

In particular, when the coloring material contains at least one selected from the group consisting of diketopyrrolopyrrole pigment, quinophthalone pigment, copper phthalocyanine pigment, zinc phthalocyanine pigment, quinophthalone dye, coumarin dye, cyanine dye, and salt-forming compounds of these dyes, the effect of suppressing sublimation or precipitation of the coloring material by using the dispersant is high, and a colored layer with high brightness can be formed. In addition, it is preferable that the coloring material contains at least one selected from the group consisting of diketopyrrolopyrrole pigment, quinophthalone pigment, copper phthalocyanine pigment, zinc phthalocyanine pigment, and quinophthalone dye.

Examples of the diketopyrrolopyrrole pigment include C.I. Pigment Red 254, 255, 264, 272, and 291, and diketopyrrolopyrrole pigments represented by the following general formula (i), and among these, at least one selected from C.I. Pigment Red 254, 272, and 291, and diketopyrrolopyrrole pigments represented by the following general formula (i) in which R ²¹ and R ²² are each a 4-bromophenyl group, is preferred.

（一般式（ｉ）中、Ｒ^２１及びＲ^２２は、それぞれ独立に、４－クロロフェニル基、又は４－ブロモフェニル基である。）

(In general formula (i), R ²¹ and R ²² each independently represent a 4-chlorophenyl group or a 4-bromophenyl group.)

An example of the quinophthalone pigment is C.I. Pigment Yellow 138.
Examples of copper phthalocyanine pigments include C.I. Pigment Blue 15, 15:1, 15:2, 15:3, 15:4, 15:5, 15:6, C.I. Pigment Green 7, 36, and the like, and among these, C.I. Pigment Blue 15:6 is preferred.
Examples of zinc phthalocyanine pigments include C.I. Pigment Green 58 and 59.
Examples of quinophthalone dyes include C.I. Disperse Yellow 54, 64, 67, 134, 149, and 160, and C.I. Solvent Yellow 114 and 157, and among these, C.I. Disperse Yellow 54 is preferred.

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 although it varies depending on the type of colorant used, it is preferably within the range of 10 to 100 nm, and more preferably 15 to 60 nm. By having the average primary particle size of the colorant within the above range, a display device equipped with a color filter manufactured using the photosensitive colored resin composition of the present invention can be made to have high contrast and high quality.

The average dispersed particle size of the colorant in the photosensitive color resin composition varies depending on the type of colorant used, but is preferably within the range of 10 to 100 nm, and more preferably within the range of 15 to 60 nm.
The average dispersed particle size of the colorant in the photosensitive colored resin composition is the dispersed particle size of the colorant particles dispersed in a dispersion medium containing at least a solvent, and is measured by a laser light scattering particle size distribution meter. The particle size measurement by the laser light scattering particle size distribution meter can be performed by diluting the photosensitive colored resin composition with the solvent used in the photosensitive colored resin composition to a concentration measurable by the laser light scattering particle size distribution meter (for example, 1000 times, etc.) and measuring the particle size at 23 ° C. by dynamic light scattering using a laser light scattering particle size distribution meter (for example, Nanotrack particle size distribution measuring device UPA-EX150 manufactured by Nikkiso Co., Ltd.). The average particle size distribution here is the volume average particle size.

The coloring materials used in the present invention can be produced by known methods such as recrystallization and solvent salt milling. Commercially available coloring materials may also be used after being subjected to a micronization process.

In the photosensitive colored resin composition according to the present invention, the content of the colorant is not particularly limited. In terms of dispersibility and dispersion stability, the content of the colorant is preferably 3% by mass to 65% by mass, more preferably 4% by mass to 60% by mass, based on the total solid content of the photosensitive colored resin composition. If the content is equal to or greater than the above lower limit, the colored layer when the photosensitive colored resin composition is applied to a predetermined film thickness (usually 1.0 μm to 5.0 μm) has sufficient color density. Also, if the content is equal to or less than the above 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 colorant concentration, the total content of the colorant is preferably 15% by mass to 65% by mass, more preferably 25% by mass to 60% by mass, based on the total solid content of the photosensitive colored resin composition.

<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 optionally substituted cyclic aliphatic hydrocarbon ring, an optionally substituted aromatic ring, 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 a cardo structure represented by the following chemical formula (ii).

It is also preferable that the alkali-soluble resin has a maleimide structure represented by the following general formula (iii):

（一般式（ｉｉｉ）において、Ｒ^Ｍは、置換されていてもよい炭化水素環である。）

(In general formula (iii), R ^M is an optionally substituted hydrocarbon ring.)

When the alkali-soluble resin has a maleimide structure represented by the general formula (iii) above, the resin has a nitrogen atom in the hydrocarbon ring, and therefore has excellent compatibility with the dispersant of the present invention, and the effect of suppressing development residues is improved.
Specific examples of the optionally substituted hydrocarbon ring in R 1 ^M of the general formula (iii) include the same as the specific examples of the hydrocarbon ring described above.

In the case where the hydrocarbon ring contains an aliphatic ring, this is preferred since the heat resistance and adhesiveness of the colored layer are improved and the brightness of the obtained colored layer is improved.
Furthermore, when the colored layer contains the cardo structure represented by the above chemical formula (ii), the curability of the colored layer is improved, and the solvent resistance (suppression of NMP swelling) is particularly preferable.

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 the ethylenically unsaturated monomer having a hydrocarbon ring include cyclohexyl (meth)acrylate, dicyclopentanyl (meth)acrylate, adamantyl (meth)acrylate, isobornyl (meth)acrylate, benzyl (meth)acrylate, phenoxyethyl (meth)acrylate, and styrene. Of these, cyclohexyl (meth)acrylate, dicyclopentanyl (meth)acrylate, adamantyl (meth)acrylate, benzyl (meth)acrylate, phenoxyethyl (meth)acrylate, and styrene are preferred because they have a significant effect in maintaining the cross-sectional shape of the colored layer after development even during heat treatment.

The alkali-soluble resin used in the present invention preferably has an ethylenic double bond in the side chain. When the alkali-soluble resin has an ethylenic double bond, the alkali-soluble resin and the dispersant of the present invention described above can form a crosslink in the curing process of the resin composition during the production of the color filter, and the alkali-soluble resins can form crosslinks with each other, or the alkali-soluble resin and a photopolymerizable compound can form crosslinks. Therefore, when the alkali-soluble resin having an ethylenic double bond in the side chain is used in combination with the dispersant of the present invention, the film strength of the cured film is further improved by the synergistic effect, so that the brightness of the colored layer and the crack resistance of the ITO film can be further improved, and 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 used in 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, but also function as a component that improves the solubility in solvents and further the resolubility in solvents.

The alkali-soluble resin used 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.

By appropriately adjusting the amount of each constituent unit, an alkali-soluble resin having the desired properties can be obtained.

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.
When the proportion of the carboxyl group-containing ethylenically unsaturated monomer is equal to or greater than the above lower limit, the resulting coating film has sufficient solubility in an alkaline developer. When the proportion of the carboxyl group-containing ethylenically unsaturated monomer is equal to or less than the above upper limit, the formed pattern is less likely to fall off from the substrate or the film surface of the pattern is less likely to become rough during development with an alkaline developer.

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 to 95% by mass, more preferably 15% by mass to 90% by mass, 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, and 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 from the viewpoint of developability (solubility) in the alkaline aqueous solution used in the developer and from the viewpoint of adhesion to the substrate, and the ... developability (solubility) in the alkaline aqueous solution used in the developer and from the viewpoint of developability (solubility) in the alkaline aqueous solution used in the developer and from the viewpoint of developability (solubility)
The acid value of the alkali-soluble resin can be measured in accordance with JIS K 0070:1992.

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 preferably in the range of 140 to 1500, from the viewpoint of obtaining effects such as improved film strength of the cured film, improved development resistance, and excellent adhesion to the substrate. When the ethylenically unsaturated bond equivalent is 100 or more, the development resistance and adhesion are excellent. When the ethylenically unsaturated bond equivalent is 2000 or less, the proportion 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, and therefore the developability and heat resistance are excellent.
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 (2).

Equation (2) Ethylenically unsaturated bond equivalent (g/mol)=W(g)/M(mol)
(In formula (2), 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 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 within the range of 5% to 60% by mass, more preferably 10% to 40% by mass, based on the total solid content of the photosensitive colored resin composition. When the content of the alkali-soluble resin is equal to or greater than the lower limit, sufficient alkali developability is obtained, and when 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 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 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 is not particularly limited, but 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. When the content of the photopolymerizable compound is equal to or more than the lower limit, photocuring proceeds sufficiently, and the exposed part 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 colored resin composition is, from the viewpoint of excellent curability, residual film rate, and furthermore, improved electrical reliability, preferably the total content ratio of the photoinitiator is 5 parts by mass or more, more preferably 10 parts by mass or more, and more preferably 40 parts by mass or less, and more preferably 30 parts by mass or less, relative to 100 parts by mass of the photopolymerizable compound.

<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 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 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 is preferably within a range of 55% by mass to 95% by mass, and more preferably within a range of 65% by mass to 88% by mass, based on the total amount of the photosensitive colored resin composition including the solvent. By having the content of the solvent within the above range, excellent coatability can be achieved.

<Other ingredients>
The photosensitive colored resin composition of the present invention may contain various additives as necessary. Examples of the additives include antioxidants, polymerization terminators, chain transfer agents, leveling agents, plasticizers, surfactants, defoamers, silane coupling agents, ultraviolet absorbers, and adhesion promoters.
Specific examples of the surfactant and plasticizer include those described in JP 2013-029832 A.

Examples of silane coupling agents include KBM-502, KBM-503, KBE-502, KBE-503, KBM-5103, KBM-903, KBE-903, KBM573, KBM-403, KBE-402, KBE-403, KBM-303, KBM-802, KBM-803, KBE-9007, and X-12-967C (manufactured by Shin-Etsu Silicones). Among these, KBM-502, KBM-503, KBE-502, KBE-503, and KBM-5103, which have methacryl groups and acrylic groups, are preferred from the standpoint of adhesion to SiN substrates.

The content of the silane coupling agent is preferably 0.05 parts by mass or more and 10.0 parts by mass or less, and more preferably 0.1 parts by mass or more and 5.0 parts by mass or less, relative to 100 parts by mass of the total solid content in the photosensitive colored resin composition. If the content is equal to or more than the above lower limit and equal to or less than the above upper limit, the adhesion to the substrate is excellent.

<Method for producing photosensitive colored resin composition>
The method for producing the photosensitive colored resin composition of the present invention is preferably a method in which the colorant is uniformly dispersed in the solvent by the dispersant, which contains a colorant, a dispersant, an alkali-soluble resin, a photopolymerizable compound, a photoinitiator, a solvent, and various additive components that are used as desired, 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 form a salt between the amino group of the dispersant and 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 for the preferred dispersion conditions for the bead mill, the diameter of the beads used is preferably 0.03 mm to 2.00 mm, and more preferably 0.10 mm to 1.0 mm.

<Applications>
The photosensitive colored resin composition according to the present invention can simultaneously satisfy the requirements of dispersion stability, high contrast, shortened development time, and excellent solvent resistance, and therefore can be suitably used for color filters.

III. Color filter The color filter according to the present invention is a color filter including 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 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 colored layers used in the color filter of the present invention is a colored layer that is a cured product of the photosensitive colored resin composition 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, etc., but it is usually preferably in the range of 1 to 5 μm.

The colored layer can be formed, for example, by the following method.
First, the photosensitive colored resin composition 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, die coating, etc., to form a wet coating film. Among these, the spin coating and die coating methods are preferably used.
Next, the wet coating film is dried using a hot plate or oven, and then exposed to light through a mask having a predetermined pattern to photopolymerize the alkali-soluble resin and the polyfunctional monomer, etc., 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, etc., and electron beams. The amount of exposure is appropriately adjusted depending on the light source used and the thickness of the coating film.
In order to promote the polymerization reaction after the exposure, a heat treatment may be carried out. The heating conditions are appropriately selected depending on the blending ratio of each component in the photosensitive color resin composition used, the thickness of the coating film, etc.

Next, the coating is developed using a developer to dissolve and remove the unexposed portions, 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. A general method may be used as the development method.
After the development process, the developer is usually washed away and the cured coating film of the photosensitive color resin composition is dried to form a color 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.

<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 sputtering, vacuum deposition, 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 about 0.2 to 0.4 μm for a thin metal film, and about 0.5 to 2 μm for a film in which black pigment is 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 to 1 mm 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, 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]
An example of the liquid crystal display device of the present invention is a liquid crystal display device having the above-mentioned color filter according to the present invention, 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]
An example of the organic light-emitting display device of the present invention is an organic light-emitting display device having the color filter according to the present invention 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 amine value of the block copolymer before salt formation and the amine value of the salt-type block copolymer were determined according to the measurement method described in the above specification of the present invention.
The weight average molecular weight (Mw) of the block copolymer before salt formation was determined as a standard polystyrene equivalent value by GPC (gel permeation chromatography) according to the measurement method described in the above specification of the present invention.

(Synthesis Example 1: 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 m=22 in general formula (III)) 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 (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 2 to 10: Production of Macromonomers B to M)
Macromonomers B to M were produced in the same manner as in Synthesis Example 1, except that, instead of using 1.0 part by mass of a monomer that derives a 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 1, at least one of the type and mass ratio of monomers was changed as shown in Table 1. The weight average molecular weights (Mw) and molecular weight distributions (Mw/Mn) of the obtained macromonomers are shown in Table 1.

(Synthesis Example 11: 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 n = 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 resulting macromonomer are shown in Table 1.

(Comparative Synthesis Examples 1-2: Production of Macromonomers O to P)
Macromonomers O to P were produced in the same manner as in Synthesis Example 1, except that, instead of using 1.0 part by mass of a monomer that derives a 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 1, at least one of the type and mass ratio of monomers was changed as shown in Table 1. The weight average molecular weights (Mw) and molecular weight distributions (Mw/Mn) of the obtained macromonomers are shown in Table 1.

The abbreviations in the table are as follows:
Monomer having a PEG chain (m=30); NOF Corp., trade name: Blemmer PSE-1300; in the general formula (III), R ⁴ is CH ₃ , A ³ is COO, R ⁵ is an ethylene group, R ⁶ is C ₁₈ H ₃₇ , and m=30.
Monomer having a PEG chain (m=45); manufactured by Evonik, trade name: VISIOMER MPEG 2005 MA W, in the general formula (III), R ⁴ is CH ₃ , A ³ is COO, R ⁵ is an ethylene group, R ⁶ is CH ₃ , and m=45
Monomer having a PEG chain (m=17); manufactured by Evonik, trade name: VISIOMER MPEG 750 MA W, number of repeats of the PEG chain m=17
Monomer having a PEG chain (m=9); NOF Corp., trade name: Blenmar PME-400, PEG chain repeat number m=9
Monomer having a PEG chain (m=3); manufactured by Tokyo Chemical Industry Co., Ltd., product name: triethylene glycol monoethyl ether methacrylate, number of repeats of the PEG chain m=3
Monomer having a PEG chain (m=90); NOF Corp., trade name: Blenmar PME-4000, PEG chain repeat number m=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 1 (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 added dropwise over 1.5 hours, and the mixture was heated and stirred for 3 hours. A mixed solution of 0.10 parts by mass of AIBN and 6.0 parts by mass of PGMEA was added dropwise 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 mgKOH/g.

(Production Examples 2 to 9: Production of Graft Copolymers B to N)
Graft copolymers B to N 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 macromonomer to DMMA were changed as shown in Table 2. The weight average molecular weights (Mw) and amine values before modification of the obtained graft copolymers B to N are shown in Table 2.

(Comparative Production Examples 1 to 3: Production of Graft Copolymers O to Q)
Graft copolymers O to P 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 macromonomer to DMMA were changed as shown in Table 2. The weight average molecular weights (Mw) and amine values before modification of the obtained graft copolymers O to P are shown in Table 2.
In the production of graft copolymer Q in Comparative Production Example 3, a monomer having a PEG chain (m=90) was used in place of macromonomer A. The monomer having a PEG chain (m=90) was manufactured by NOF Corp., trade name: Blemmer PME-4000, and the number of repeats of the PEG chain, m, was 90.

(Production Example 3': Production of Salt-Type Graft Copolymer C)
0.15 parts by mass (0.5 equivalents relative to the DMMA unit of graft copolymer C) of phenylphosphonic acid (manufactured by Nissan Chemical Industries, Ltd., "PPA"), which is a salt-forming component, was added to 4.22 parts by mass of the graft copolymer C solution, and the mixture was stirred at room temperature for 1 hour to prepare a salt-type graft copolymer C solution. The obtained salt-type graft copolymer C solution was adjusted to a solid content of 35% with PGMEA.

(Production Examples 6', 7', 8', 9', 10', 11', 12', Comparative Production Example 2': Production of Salt-Type Graft Copolymers F, G, H, I, J, K, L, and P)
The salt-type graft copolymers F, G, H, I, J, K, L, and P solutions were prepared in the same manner as in Production Example 3', except that the graft copolymer C solution was replaced with the graft copolymer F, G, H, I, J, K, L, or P solution, and the type and amount of the salt forming agent (equivalent weight relative to the DMMA unit of graft copolymer C) were changed as shown in Table 2. The amine values of the salt-type graft copolymers after salt formation are shown in Table 2.

(Comparative Production Example 4: Production of Block Copolymer R)
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. 23.0 parts 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 m=22 in general formula (III)) which induces a constituent unit represented by the general formula (III) of the monomer for B block, 30.0 parts by mass of MMA, and 22.0 parts by mass of BMA were added dropwise using an addition funnel over 60 minutes. After 30 minutes, 25.0 parts by mass of DMMA, which is a monomer for A block, was added dropwise over 20 minutes. After reacting for 30 minutes, 1.5 parts by mass of methanol was added to stop the reaction. The obtained block copolymer THF solution was reprecipitated in hexane, filtered, purified by vacuum drying, and diluted with PGMEA to a solid content of 35% by mass to obtain a block copolymer R solution. The block copolymer R thus obtained was confirmed by GPC to have a weight average molecular weight Mw of 15,800. The amine value was 89 mgKOH/g.
The monomer composition, weight average molecular weight (Mw) and molecular weight distribution (Mw/Mn) of block copolymer R are shown in Table 1. The amine value of block copolymer R is shown in Table 2.

(Comparative Production Example 5: Production of Salt-Type Block Copolymer S)
A 500 mL round-bottomed 4-neck 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 substituted with nitrogen. After cooling the reaction flask to -60°C, 4.9 parts by mass of butyllithium (15% by mass in hexane solution), 1.1 parts by mass of diisopropylamine, and 1.0 parts by mass of methyl isobutyrate were injected using a syringe. 8.3 parts by mass of a monomer having a PEG chain (manufactured by Tokyo Chemical Industry Co., Ltd., trade name: triethylene glycol monoethyl ether methacrylate, in which R ⁴ is CH ₃ , A ³ is COO, R ⁵ is an ethylene group, R ⁶ is CH ₃ , m = 3), 18.8 parts by mass of MMA, 20.1 parts by mass of BMA, 14.1 parts by mass of 2-EHMA, and 11.8 parts by mass of BzMA were added dropwise over 60 minutes using an addition funnel. After 30 minutes, 26.9 parts by mass of DMMA, a monomer for A block, was dropped over 20 minutes. After 30 minutes of reaction, 1.5 parts by mass of methanol was added to stop the reaction. The obtained block copolymer THF solution was reprecipitated in hexane, filtered, and purified by vacuum drying. The block copolymer thus obtained was confirmed by GPC to have a weight average molecular weight Mw of 4900. The amine value was 81 mgKOH/g. Next, 8.0 parts by mass of the obtained block copolymer was diluted with 10.0 parts by mass of PGMEA, and 1.2 parts by mass of benzyl chloride (0.83 equivalents relative to the DMMA unit of the block copolymer) was added, and the mixture was stirred at 80° C. for 4 hours to prepare a salt-type block copolymer S solution. The obtained salt-type block copolymer S solution was adjusted to a solid content of 35% with PGMEA.
The monomer composition, weight average molecular weight (Mw) and molecular weight distribution (Mw/Mn) of block copolymer S are shown in Table 1. The amine value before salt formation of block copolymer S and the amine value after salt formation of salt-type block copolymer S are shown in Table 2.

(Preparation Example 1: Preparation of Alkali-Soluble Resin A)
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 an addition reaction was carried out at 110° C. for 15 hours to obtain an alkali-soluble resin A solution (weight average molecular weight (Mw) 8,500, acid value 75 mgKOH/g, solid content 40% by mass).
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 according to JIS K 0070.

Example 1
(1) Preparation of Colorant Dispersion G-1
9.29 parts by mass of graft copolymer A of Production Example 1 as a dispersant, 9.10 parts by mass of C.I. Pigment Green 58 (PG58) as a colorant, 3.90 parts by mass of C.I. Pigment Yellow 138 (PY138), 14.63 parts by mass of the alkali-soluble resin A solution obtained in Preparation Example 1, 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 the mixture was shaken for 1 hour with a paint shaker (manufactured by Asada Iron Works Co., Ltd.) as a preliminary crushing, and then the zirconia beads with a particle size of 2.0 mm were taken out, and 200 parts by mass of zirconia beads with a particle size of 0.1 mm were added, and the mixture was dispersed for 4 hours with a paint shaker as a main crushing in the same manner, to obtain a colorant dispersion liquid G-1.

(2) Production of photosensitive colored resin composition G-1 9.77 parts by mass of the colorant dispersion G-1 obtained in (1) above, 0.28 parts by mass of the alkali-soluble resin A solution obtained in Preparation Example 1, 0.99 parts by mass of a polyfunctional monomer (trade name ARONIX M-403, manufactured by Toagosei Co., Ltd.), 0.12 parts by mass of an oxime ester compound represented by the chemical formula (A-1) (oxime ester photoinitiator having a diphenyl sulfide skeleton: compound E described in WO2018/062105), 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 G-1.

(Examples 2 to 8)
(1) Production of Colorant Dispersions G-2 to G-8 Colorant dispersions G-2 to G-8 were produced in the same manner as in Example 1, except that in (1) of Example 1, instead of graft copolymer A, (salt-type) graft copolymers B, C, D, E, F, G, and H were used, as shown in Table 3, respectively.
(2) Production of photosensitive colored resin compositions G-2 to G-8 In Example 1 (2), instead of the colorant dispersion G-1, the colorant dispersion G-2 to G-8 were used, respectively, in the same manner as in Example 1 (2), to obtain photosensitive colored resin compositions G-2 to G-8.

(Examples 9 to 10)
(1) Production of Colorant Dispersions G-9 to G-10 Colorant dispersions G-9 to G-10 were produced in the same manner as in Example 8.
(2) Production of photosensitive colored resin compositions G-9 to G-10 In Example 1 (2), instead of the colorant dispersion G-1, the above colorant dispersions G-9 to G-10 were used, and instead of the oxime ester compound represented by the chemical formula (A-1), the same amount of the initiator shown in Table 3 was used as the photoinitiator. The same procedure as in Example 1 (2) was used to obtain photosensitive colored resin compositions G-9 to G-10.

(Comparative Examples 1 to 8)
(1) Preparation of Comparative Colorant Dispersions G-1 to G-8 Comparative colorant dispersions G-1 to G-8 were obtained in the same manner as in Example 1.
(2) Preparation of Comparative Photosensitive Colored Resin Compositions G-1 to G-8 In Example 1 (2), the colorant dispersion G-1 was replaced with the comparative colorant dispersions G-1 to G-8, and the photoinitiator was replaced with the oxime ester compound represented by the chemical formula (A-1) in the same amount as that shown in Table 3. Comparative photosensitive colored resin compositions G-1 to G-8 were obtained in the same manner as in Example 1 (2).

(Examples 11 to 20)
(1) Preparation of Colorant Dispersions G-11 to G-20 Colorant dispersions G-11 to G-20 were prepared in the same manner as in Example 8.
(2) Production of photosensitive colored resin compositions G-11 to G-20 In Example 1 (2), instead of the colorant dispersion G-1, the above colorant dispersions G-11 to G-20 were used, and instead of 0.12 parts by mass of the oxime ester compound represented by the chemical formula (A-1) as a photoinitiator, the initiators shown in Table 4 were used in the amounts shown in Table 4, except that the photosensitive colored resin compositions G-11 to G-20 were obtained in the same manner as in Example 1 (2).

(Examples 21 to 26)
(1) Production of Colorant Dispersions G-21 to G-26 Colorant dispersions G-21 to G-26 were produced in the same manner as in Example 1, except that in (1) of Example 1, instead of graft copolymer A, (salt type) graft copolymers I, J, K, L, M, and N were used, as shown in Table 4, respectively.
(2) Production of photosensitive colored resin composition G-21 to G-26 In Example 1 (2), instead of the colorant dispersion G-1, the colorant dispersion G-21 to G-26 were used, respectively, in the same manner as in Example 1 (2), to obtain photosensitive colored resin composition G-21 to G-26.

(Comparative Examples 9 to 13)
(1) Preparation of Comparative Colorant Dispersions G-9 to G-13 Comparative colorant dispersions G-9 to G-13 were obtained in the same manner as in Example 1, except that in (1) of Example 1, instead of graft copolymer A, (salt-type) graft copolymers O, P, and Q, and block copolymers R and S were used, as shown in Table 4.
(2) Preparation of Comparative Photosensitive Colored Resin Compositions G-9 to G-13 In Example 1 (2), instead of the colorant dispersion G-1, the comparative colorant dispersions G-9 to G-13 were used, respectively, in the same manner as in Example 1 (2), to obtain comparative photosensitive colored resin compositions G-9 to G-13.

(Example 27)
(1) Preparation of colorant dispersion G-27
In (1) of Example 1, instead of using 9.10 parts by mass of C.I. Pigment Green 58 (PG58) and 3.90 parts by mass of C.I. Pigment Yellow 138 (PY138) as colorants, 9.10 parts by mass of C.I. Pigment Green 59 (PG59) and 3.90 parts by mass of C.I. Pigment Yellow 150 (PY150) were used as colorants. A colorant dispersion G-27 was produced in the same manner as in Example 1.
(2) Production of photosensitive colored resin composition G-27 In Example 1 (2), except that the colorant dispersion G-27 was used instead of the colorant dispersion G-1, photosensitive colored resin composition G-27 was obtained in the same manner as in Example 1 (2).

(Examples 28 to 34)
(1) Production of colorant dispersions G-28 to G-34 In (1) of Example 27, colorant dispersions G-28 to G-34 were produced in the same manner as in Example 27, except that (salt-type) graft copolymers B, C, D, E, F, G, and H were used instead of graft copolymer A, as shown in Table 5.
(2) Production of photosensitive colored resin composition G-28 to G-34 In Example 27 (2), instead of colorant dispersion G-27, the above-mentioned colorant dispersion G-28 to G-34 were used, respectively, in the same manner as in Example 1 (2), to obtain photosensitive colored resin composition G-28 to G-34.

(Implementation 35-36)
(1) Production of Colorant Dispersions G35 to G-36 Colorant dispersions G-35 to G-36 were produced in the same manner as in Example 34.
(2) Production of photosensitive colored resin compositions G35 to G-36 In Example 27 (2), instead of the colorant dispersion G-27, the above colorant dispersions G-35 to G-36 were used, and instead of the oxime ester compound represented by the chemical formula (A-1), the same amount of the initiator shown in Table 5 was used as the photoinitiator. The same procedure as in Example 27 (2) was used to obtain photosensitive colored resin compositions G35 to G-36.

(Comparative Examples 14 to 21)
(1) Preparation of Comparative Colorant Dispersions G-14 to G-21 Comparative colorant dispersions G-14 to G-21 were obtained in the same manner as in Example 27.
(2) Preparation of Comparative Photosensitive Colored Resin Compositions G-14 to G-21 In Example 27 (2), instead of the colorant dispersion G-27, the above-mentioned comparative colorant dispersions G-14 to G-21 were used, and instead of the oxime ester compound represented by the chemical formula (A-1), the same amount of the initiator shown in Table 5 was used as the photoinitiator. Comparative photosensitive colored resin compositions G-14 to G-21 were obtained in the same manner as in Example 27 (2).

(Examples 37 to 46)
(1) Preparation of Colorant Dispersions G-37 to G-46 Colorant dispersions G-37 to G-46 were prepared in the same manner as in Example 34.
(2) Production of photosensitive colored resin compositions G-37 to G-46 In Example 27 (2), instead of the colorant dispersion G-27, the above colorant dispersions G-37 to G-46 were used, and instead of 0.12 parts by mass of the oxime ester compound represented by the chemical formula (A-1), the initiators shown in Table 6 were used in the amounts shown in Table 6 as photoinitiators. The same procedure as in Example 27 (2) was used to obtain photosensitive colored resin compositions G-37 to G-46.

(Examples 47 to 52)
(1) Production of colorant dispersions G-47 to G-52 In (1) of Example 27, colorant dispersions G-47 to G-52 were produced in the same manner as in Example 27, except that (salt-type) graft copolymers I, J, K, L, M, and N were used instead of graft copolymer A as shown in Table 6.
(2) Production of photosensitive colored resin composition G-47 to G-52 In Example 27 (2), instead of colorant dispersion G-27, the above-mentioned colorant dispersion G-47 to G-52 were used, respectively, in the same manner as in Example 1 (2), to obtain photosensitive colored resin composition G-47 to G-52.

(Comparative Examples 22 to 26)
(1) Preparation of Comparative Colorant Dispersions G-22 to G-26 Comparative colorant dispersions G-22 to G-26 were obtained in the same manner as in Example 27, except that in (1) of Example 27, instead of graft copolymer A, (salt type) graft copolymers O, P, and Q, and block copolymers R and S were used, as shown in Table 6.
(2) Preparation of Comparative Photosensitive Colored Resin Compositions G-22 to G-26 In Example 27 (2), instead of the colorant dispersion G-27, the comparative colorant dispersions G-22 to G-26 were used, respectively, in the same manner as in Example 27 (2), to obtain comparative photosensitive colored resin compositions G-22 to G-26.

(Example 53)
(1) Preparation of colorant dispersion R-1
In (1) of Example 1, instead of using 9.10 parts by mass of C.I. Pigment Green 58 (PG58) and 3.90 parts by mass of C.I. Pigment Yellow 138 (PY138) as colorants, 3.90 parts by mass of C.I. Pigment Red 177 (PR177) and 9.10 parts by mass of C.I. Pigment Red 291 (PR291) were used as colorants. A colorant dispersion liquid R-1 was produced in the same manner as in Example 1.
(2) Production of photosensitive colored resin composition R-1 In Example 1 (2), the colorant dispersion liquid G-1 was replaced with the colorant dispersion liquid R-1, except that the same procedure as in Example 1 (2) was used to obtain a photosensitive colored resin composition R-1.

(Examples 54 to 60)
(1) Production of Colorant Dispersions R-2 to R-8 In (1) of Example 53, colorant dispersions R-2 to R-8 were produced in the same manner as in Example 53, except that (salt-type) graft copolymers B, C, D, E, F, G, and H were used instead of graft copolymer A, as shown in Table 7.
(2) Production of photosensitive colored resin compositions R-2 to R-8 In Example 53 (2), instead of the colorant dispersion liquid R-1, the colorant dispersion liquids R-2 to R-8 were used, respectively, in the same manner as in Example 53 (2), to obtain photosensitive colored resin compositions R-2 to R-8.

(Examples 61 to 62)
(1) Production of Colorant Dispersions R-9 to R-10 Colorant dispersions R-9 to R-10 were produced in the same manner as in Example 60.
(2) Production of photosensitive colored resin compositions R-9 to R-10 In Example 53 (2), instead of the colorant dispersion R-1, the above colorant dispersions R-9 to R-10 were used, and instead of the oxime ester compound represented by the chemical formula (A-1), the same amount of the initiator shown in Table 7 was used as the photoinitiator. The same procedure as in Example 60 (2) was used to obtain photosensitive colored resin compositions R-9 to R-10.

(Comparative Examples 27 to 34)
(1) Preparation of Comparative Colorant Dispersions R-1 to R-8 Comparative colorant dispersions R-1 to R-8 were obtained in the same manner as in Example 53.
(2) Preparation of Comparative Photosensitive Colored Resin Compositions R-1 to R-8 In Example 53 (2), instead of the colorant dispersion R-1, the above-mentioned comparative colorant dispersions R-1 to R-8 were used, and instead of the oxime ester compound represented by the chemical formula (A-1) as a photoinitiator, the same amount of the initiator shown in Table 7 was used, except that the comparative photosensitive colored resin compositions R-1 to R-8 were obtained in the same manner as in Example 53 (2).

(Examples 63 to 72)
(1) Production of Colorant Dispersions R-11 to R-20 Colorant dispersions R-11 to R-20 were produced in the same manner as in Example 60.
(2) Production of photosensitive colored resin compositions R-11 to R-20 In Example 53 (2), instead of the colorant dispersion R-1, the above colorant dispersions R-11 to R-20 were used, and instead of 0.12 parts by mass of the oxime ester compound represented by the chemical formula (A-1) as a photoinitiator, the initiators shown in Table 8 were used in the amounts shown in Table 8, except that the photosensitive colored resin compositions R-11 to R-20 were obtained in the same manner as in Example 53 (2).

(Examples 73 to 78)
(1) Production of colorant dispersions R-21 to R-26 In (1) of Example 53, colorant dispersions R-21 to R-26 were produced in the same manner as in Example 53, except that (salt-type) graft copolymers I, J, K, L, M, and N were used instead of graft copolymer A as shown in Table 8.
(2) Production of photosensitive colored resin compositions R-21 to R-26 In Example 53 (2), instead of the colorant dispersion liquid R-1, the above-mentioned colorant dispersion liquids R-21 to R-26 were used, respectively, in the same manner as in Example 53 (2), to obtain photosensitive colored resin compositions R-21 to R-26.

(Comparative Examples 35 to 39)
(1) Preparation of Comparative Colorant Dispersions R-9 to R-13 Comparative colorant dispersions R-9 to R-13 were obtained in the same manner as in Example 53 (1), except that, instead of graft copolymer A, (salt type) graft copolymers O, P, and Q, and block copolymers R and S were used, as shown in Table 8.
(2) Preparation of Comparative Photosensitive Colored Resin Compositions R-9 to R-13 In Example 53 (2), instead of the colorant dispersion liquid R-1, the comparative colorant dispersion liquids R-9 to R-13 were used, respectively, in the same manner as in Example 53 (2), to obtain comparative photosensitive colored resin compositions R-9 to R-13.

(Example 79)
(1) Preparation of Colorant Dispersion B-1
In (1) of Example 1, instead of using 9.10 parts by mass of C.I. Pigment Green 58 (PG58) and 3.90 parts by mass of C.I. Pigment Yellow 138 (PY138) as colorants, 11.70 parts by mass of C.I. Pigment Blue 15:6 (PB15:6) and 1.30 parts by mass of C.I. Pigment Violet 23 (PV23) were used as colorants. A colorant dispersion B-1 was produced in the same manner as in Example 1.
(2) Production of photosensitive colored resin composition B-1 In Example 1 (2), the colorant dispersion liquid G-1 was replaced with the colorant dispersion liquid B-1, except that the same procedure as in Example 1 (2) was used to obtain photosensitive colored resin composition B-1.

(Examples 80 to 86)
(1) Production of Colorant Dispersions B-2 to B-8 In (1) of Example 79, colorant dispersions B-2 to B-8 were produced in the same manner as in Example 79, except that (salt-type) graft copolymers B, C, D, E, F, G, and H were used instead of graft copolymer A, as shown in Table 9.
(2) Production of photosensitive colored resin compositions B-2 to B-8 In Example 79 (2), instead of the colorant dispersion B-1, the colorant dispersions B-2 to B-8 were used, respectively, in the same manner as in Example 79 (2), to obtain photosensitive colored resin compositions B-2 to B-8.

(Examples 87 to 88)
(1) Preparation of Colorant Dispersions B-9 to B-10 Colorant dispersions B-9 to B-10 were prepared in the same manner as in Example 86.
(2) Production of photosensitive colored resin compositions B-9 to B-10 In Example 79 (2), instead of the colorant dispersion B-1, the above colorant dispersions B-9 to B-10 were used, and instead of the oxime ester compound represented by the chemical formula (A-1) as a photoinitiator, the same amount of the initiator shown in Table 9 was used, except that the same amount of the initiator was used as in Example 79 (2).

(Comparative Examples 40 to 47)
(1) Preparation of Comparative Colorant Dispersions B-1 to B-8 Comparative colorant dispersions B-1 to B-8 were obtained in the same manner as in Example 79.
(2) Preparation of Comparative Photosensitive Colored Resin Compositions B-1 to B-8 In Example 79 (2), instead of the colorant dispersion B-1, the above-mentioned comparative colorant dispersions B-1 to B-8 were used, and instead of the oxime ester compound represented by the chemical formula (A-1), the same amount of the initiator shown in Table 9 was used as the photoinitiator. Comparative photosensitive colored resin compositions B-1 to B-8 were obtained in the same manner as in Example 79 (2).

(Examples 89 to 98)
(1) Preparation of Colorant Dispersions B-11 to B-20 Colorant dispersions B-11 to B-20 were prepared in the same manner as in Example 86.
(2) Production of photosensitive colored resin compositions B-11 to B-20 In Example 79 (2), instead of the colorant dispersion B-1, the colorant dispersion B-11 to B-20 was used, and instead of 0.12 parts by mass of the oxime ester compound represented by the chemical formula (A-1), the initiators shown in Table 10 were used in the amounts shown in Table 10 as photoinitiators. The same procedure as in Example 79 (2) was used to obtain photosensitive colored resin compositions B-11 to B-20.

(Examples 99 to 104)
(1) Production of colorant dispersions B-21 to B-26 In (1) of Example 79, colorant dispersions B-21 to B-26 were produced in the same manner as in Example 79, except that (salt-type) graft copolymers I, J, K, L, M, and N were used instead of graft copolymer A, as shown in Table 10.
(2) Production of photosensitive colored resin compositions B-21 to B-26 In Example 79 (2), instead of the colorant dispersion B-1, the colorant dispersion B-21 to B-26 were used, respectively, in the same manner as in Example 79 (2), to obtain photosensitive colored resin compositions B-21 to B-26.

(Comparative Examples 48 to 52)
(1) Preparation of Comparative Colorant Dispersions B-9 to B-13 Comparative colorant dispersions B-9 to B-13 were obtained in the same manner as in Example 79, except that in (1) of Example 79, instead of graft copolymer A, (salt type) graft copolymers O, P, and Q, and block copolymers R and S were used, as shown in Table 10.
(2) Preparation of Comparative Photosensitive Colored Resin Compositions B-9 to B-13 In Example 79 (2), instead of the colorant dispersion B-1, the comparative colorant dispersions B-9 to B-13 were used, respectively, in the same manner as in Example 79 (2), to obtain comparative photosensitive colored resin compositions B-9 to B-13.

[Evaluation method]

<Developing Time Evaluation>
The photosensitive colored resin compositions obtained in the examples and comparative examples 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 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. The colored layer was irradiated with ultraviolet light of 60 mJ / cm ² using an ultra-high pressure mercury lamp through a photomask. Thereafter, the glass substrate on which the colored layer was formed was shower-developed using a 0.05 mass % potassium hydroxide aqueous solution as an alkaline developer, and the time until the colored layer was completely dissolved and the glass surface at the location where the colored layer was formed appeared was measured as the development time.

<Solvent resistance (NMP resistance) evaluation>
The photosensitive colored resin compositions obtained in the examples and comparative examples 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)
AA: When the NMP immersion time is 60 minutes, the rate of change in film thickness before and after NMP immersion is less than 2%. A: The rate of change in film thickness before and after NMP immersion is less than 2%. B: The rate of change in film thickness before and after NMP immersion is 2% or more and less than 5%. C: The rate of change in film thickness before and after NMP immersion is 5% or more and less than 8%. D: The rate of change in film thickness before and after NMP immersion is 8% or more. If the evaluation result is B, the NMP resistance is good, and if the evaluation result is A or even AA, the NMP resistance is excellent.

<Evaluation of Dispersibility and Stability of Colorant Dispersion Liquid>
The viscosity of each of the colorant dispersions obtained in the Examples and Comparative Examples was measured immediately after preparation and after storage at 25° C. for 30 days, and the viscosity change rate was calculated from the viscosity before and after storage to evaluate the viscosity stability. A vibration viscometer was used to measure the viscosity at 25.0±0.5° C.
(Dispersion Stability Evaluation Criteria)
A: The rate of change in viscosity before and after storage is less than 20%. B: The rate of change in viscosity before and after storage is 20% or more but less than 40%. C: The rate of change in viscosity before and after storage is 40% or more but less than 60%. D: The rate of change in viscosity before and after storage is 60% or more. However, these values are those when the colorant is 13% by mass of the total mass of the colorant dispersion liquid including the solvent.
If the evaluation result is B, the colorant dispersion is good, and if the evaluation result is A, the colorant dispersion is excellent in dispersion stability.

<Optical performance evaluation, contrast evaluation>
The photosensitive colored resin compositions obtained in the examples and comparative examples were each applied to a 100 mm x 100 mm glass substrate (manufactured by NH Technoglass Co., Ltd., "NA35") with a thickness of 0.7 mm using a spin coater, and then dried for 3 minutes at 80°C using a hot plate to form a colored layer. This colored layer was irradiated with ultraviolet light of 60 mJ/ ^cm2 using an ultra-high pressure mercury lamp.
Next, the colored substrate was post-baked in a clean oven at 230° C. for 30 minutes, and the contrast, chromaticity (x, y), and luminance (Y) of the obtained colored substrate were measured using a contrast measuring device CT-1B manufactured by Tsubosaka Electric and a microspectrophotometer OSP-SP200 manufactured by Olympus.
(Contrast Evaluation Criteria)
A: Green is over 7000, Red is over 5000, Blue is over 6000 B: Green is over 5600 and under 7000, Red is over 4000 and under 5000, Blue is over 4800 and under 6000 C: Green is between 4200 and 5600, Red is between 3000 and 4000, Blue is between 3600 and 4800 D: Green is under 4200, Red is under 3000, Blue is under 3600 However, for the C light source, the values for Green in Examples 1 to 52 and Comparative Examples 1 to 26 are y = 0.570, the values for Red in Examples 53 to 78 and Comparative Examples 27 to 39 are x = 0.650, and the values for Blue in Examples 79 to 104 and Comparative Examples 40 to 52 are y = 0.107.

<Evaluation of Water Stain Suppression>
The photosensitive colored resin compositions obtained in the examples and comparative examples were applied to a glass substrate (NH Technoglass Co., Ltd., "NA35", 100 mm x 100 mm with a thickness of 0.7 mm) using a spin coater to a thickness that would form a colored layer with a thickness of 2.0 μm after post-baking, then dried at 60 ° C. for 3 minutes using a hot plate, and irradiated with ultraviolet light of 30 mJ / cm ² on the entire surface without using a photomask using an ultra-high pressure mercury lamp to form a colored layer on the glass substrate. Next, the substrate was developed by shower development for 60 seconds using 0.05 wt % potassium (KOH) as a developing solution, and then washed with pure water to perform development processing, and the substrate after washing was rotated for 10 seconds and the water was centrifuged off. Immediately after, the contact angle of pure water was measured as follows to evaluate water stains.
The contact angle of pure water was measured by dropping a 1.0 μL droplet of pure water onto the colored layer surface immediately after the water was removed by centrifugation, and measuring the static contact angle 10 seconds after the droplet landed according to the θ/2 method. The measurement was performed using a contact angle meter DM 500 manufactured by Kyowa Interface Science Co., Ltd.
(Evaluation criteria)
A: Contact angle of 70 degrees or more B: Contact angle of 50 degrees or more but less than 70 degrees C: Contact angle of 30 degrees or more but less than 50 degrees D: Contact angle of less than 30 degrees If the water stain evaluation standard is A or B, it can be used for practical purposes, but if the evaluation result is A, the effect is superior.

<Evaluation of development residue>
The photosensitive colored resin compositions obtained in the examples and comparative examples were each 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. The glass plate on which the colored layer was formed was developed by shower development for 60 seconds using a 0.05% by mass potassium hydroxide aqueous solution as an alkaline developer, and then washed with pure water to perform a development process. The portion where the colored layer was formed after development was visually observed, and then thoroughly wiped with a lens cleaner (manufactured by Toray Industries, Inc., product name: Toray MK Clean Cloth) containing ethanol, and the degree of coloring of the lens cleaner was visually observed.
(Development Residue Evaluation Criteria)
AA: A forced evaluation of development residue was performed by setting the drying temperature on a hot plate to 90°C, and no development residue was observed with the naked eye, and the lens cleaner was not discolored at all.A: No development residue was observed with the naked eye, and the lens cleaner was not discolored at all.B: No development residue was observed with the naked eye, and slight discoloration of the lens cleaner was confirmed.C: Slight development residue was observed with the naked eye, and discoloration of the lens cleaner was confirmed.D: Development residue was observed with the naked eye, and discoloration of the lens cleaner was confirmed.If the evaluation result is B, the development residue suppression effect is good, and if the evaluation result is A or even AA, the development residue suppression effect is excellent.

<Cross-sectional shape of microhole>
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 at 80 ° C. for 3 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 arranged in the center of an independent fine line with an opening dimension of 90 μm × ³⁰⁰ μm, to form a post-exposure coating film on the glass substrate. Next, spin development was performed using a 0.05 wt% 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, thereby obtaining a coating film in an independent fine line pattern having micropores. Then, by post-baking in a clean oven at 230 ° C. for 25 minutes, a colored layer in an independent fine line pattern having micropores was formed. The obtained colored layer was evaluated as follows.
The cross-sectional shape of the microholes in the thickness direction of the colored layer was observed with a scanning electron microscope (manufactured by Shimadzu Corporation, Super Scan Model 220, magnification 10,000 times), and the taper angle (θ) of the cross-sectional shape of the microholes (see FIG. 5) was evaluated according to the following evaluation criteria.
[Cross-sectional shape of microholes]
A: Taper angle (θ) is 15 degrees or more and 60 degrees or less. B: Taper angle (θ) is more than 60 degrees and 90 degrees or less.
C: Taper angle (θ) is greater than 90 degrees

In Tables 3 to 10, initiators 1 to 3 are oxime ester photoinitiators having a diphenyl sulfide skeleton, and other initiators 1 to 8 are initiators other than the oxime ester photoinitiators having a diphenyl sulfide skeleton, as follows:
Initiator 1: Oxime ester compound represented by chemical formula (A-1) (Compound E described in WO2018/062105)
Initiator 2: 3-cyclopentyl-1-[4-(phenylthio)phenyl]-, 2-(o-benzoyloxime) (trade name TR-PBG-305, Changzhou Strong Electronic New Materials Co., Ltd.)
Initiator 3: 1,2-octadione, 1-[4-(phenylthio)phenyl]-, 2-(o-benzoyloxime) (trade name Irgacure OXE01, manufactured by BASF)
Other initiator 1: α-aminoketone photoinitiator, 2-methyl-1-(4-methylthiophenyl)-2-morpholinopropan-1-one (trade name Irgacure 907, manufactured by BASF)
Other initiator 2: α-aminoketone photoinitiator, 2-benzyl-2-(dimethylamino)-1-(4-morpholinophenyl)-1-butanone (trade name Irgacure 369, manufactured by BASF)
Other initiator 3: Oxime ester photoinitiator having a carbazole skeleton, ethanone, 1-[9-ethyl-6-(2-methylbenzoyl)-9H-carbazol-3-yl]-, 1-(O-acetyloxime) (trade name Irgacure OXE02, manufactured by BASF)
Other initiator 4: Oxime ester photoinitiator having a carbazole skeleton, 1-propanone, 3-cyclopentyl-1-[9-ethyl-6-(2-methylbenzoyl)-9H-carbazol-3-yl]-, 1-(o-acetyloxime) (trade name TR-PBG-304, manufactured by Changzhou Strong Electronic New Materials Co., Ltd.)
Other initiator 5: Oxime ester-based photoinitiator having a carbazole skeleton, trade name ADEKA ARCLES NCI-831, manufactured by ADEKA Corporation Other initiator 6: Biimidazole-based photoinitiator, 2,2'-bis(2-chlorophenyl)-4,4',5,5'-tetraphenyl-1,2'-biimidazole (manufactured by Kurogane Chemical Industry Co., Ltd.)
Other initiator 7: Thioxanthone-based photoinitiator, 2,4-diethylthioxanthone (trade name DOUBLECURE DETX, manufactured by Double Bond Chemical)
Other initiator 8: Benzophenone-based photoinitiator, 4,4'-bis(diethylamino)benzophenone (product name: Hi-Cure ABP, manufactured by Kawaguchi Yakuhin Co., Ltd.)

[Summary of results]
By comparing the examples and comparative examples, it has been made clear that in Examples 1 to 104, which use the graft copolymer or salt-type graft copolymer specified in the present invention in combination with an oxime ester-based photoinitiator having a diphenyl sulfide skeleton, a photosensitive colored resin composition can be obtained that simultaneously satisfies the following requirements: dispersion stability, high contrast, shortened development time, and excellent solvent resistance.
In contrast, in Comparative Examples 1 to 8, 14 to 21, 27 to 34, and 40 to 47 in which the graft copolymer or salt-type graft copolymer specified in the present invention was used in combination with a photoinitiator other than the oxime ester-based photoinitiator having a diphenyl sulfide skeleton, it was revealed that the solvent resistance was poor.
In addition, the comparative photosensitive colored resin compositions of Comparative Examples 9, 22, 35, and 48, which used graft copolymer O containing an excessively long branched chain in which the number of repeating units of the ethylene oxide chain was 90 in the graft chain (polymer chain) of the graft copolymer, had poor dispersion stability and contrast.
As disclosed in Patent Document 2, the comparative photosensitive colored resin compositions of Comparative Examples 10, 23, 36, and 49, which used graft copolymer P in which the graft chain (polymer chain) of the graft copolymer is composed of structural units derived from MMA and BMA, had poor solvent resistance and a long development time.
The comparative photosensitive colored resin compositions of Comparative Examples 11, 24, 37, and 50, which used graft copolymer Q having a polymer chain with 90 repeating units of ethylene oxide chain as the graft chain (polymer chain) of the graft copolymer, showed poor dispersion stability and contrast.
The comparative photosensitive colored resin compositions of Comparative Examples 12, 25, 38, and 51, which used block copolymer R having a polymer chain with 22 repeating units of ethylene oxide chain as a constituent unit of the block copolymer, did not provide the effect of solvent resistance.
As disclosed in Patent Document 1, a conventional technique, the comparative photosensitive colored resin compositions of Comparative Examples 13, 26, 39, and 52, which use block copolymer S containing a triethylene glycol ethyl ether methacrylate-derived structural unit having 3 repeating units of an ethylene oxide chain as a structural unit of the block copolymer, did not provide the effect of solvent resistance, had a long development time, and further had poor dispersion stability.

Among the examples, when the number of repeating units of the ethylene oxide chain in the graft chain (polymer chain) of the graft copolymer was greater than a certain value, such as m=19 or more, the effect of suppressing the occurrence of water stains was improved.
Furthermore, among the examples, when the graft chain (polymer chain) of the graft copolymer contained a combination of a structural unit having a repeating unit number m of an ethylene oxide chain larger than a certain level, such as 19 or more, and a structural unit having a repeating unit number m of 3 or more and 10 or less, the solvent resistance was improved and the effect of suppressing development residues was also improved.
Furthermore, among the examples, when the photoinitiator contained a diphenyl sulfide-based oxime ester initiator in combination with at least one selected from the group consisting of an α-aminoketone-based photoinitiator, an oxime ester-based photoinitiator having a carbazole skeleton, a biimidazole-based photoinitiator, a thioxanthone-based photoinitiator, and a benzophenone-based photoinitiator, the effect of suppressing development residues was improved and the cross-sectional shape of the micropores was improved.

REFERENCE SIGNS LIST 1 Substrate 2 Light shielding portion 3 Colored layer 5 Microhole 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

Claims (9)

The composition contains a colorant, a dispersant, an alkali-soluble resin, a photopolymerizable compound, a photoinitiator, and a solvent,
the photoinitiator contains an oxime ester photoinitiator having a diphenyl sulfide skeleton,
The photosensitive colored resin composition contains a graft copolymer in which the dispersant has a constitutional unit represented by the following general formula (I) and a constitutional unit represented by the following general formula (II), the constitutional unit represented by the general formula (I) is contained in a proportion of 3 to 60 mass% of all constitutional units, and the constitutional unit represented by the general formula (II) is contained in a proportion of 40 to 97 mass% of all constitutional units, and at least one salt-type graft copolymer in which at least a part 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 kind selected from the group consisting of an organic acid compound and a halogenated hydrocarbon.

(In general formula (I), R ¹ is a hydrogen atom or a methyl group, A ¹ is a divalent linking group containing a -CONH- group or a -COO- group and an alkylene group having 1 to 10 carbon atoms , and R ² and R ^{3 are} each independently an alkyl group having 1 to 5 carbon atoms or a phenyl group, or R ² and R ³ are bonded ^to each other to form a pyrrolidine ring, a piperidine ring, or a morpholine ring .
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), R ⁴ is a hydrogen atom or a methyl group, A ³ is a -CONH- group or a -COO- group , R ⁵ is an ethylene group or a propylene group, R ⁶ is a hydrogen atom, an alkyl group having 1 to 18 carbon atoms, an alkenyl group having 2 to 18 carbon atoms, an aryl group having 6 to 12 carbon atoms, or a combination thereof , and m 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 -CONH- group or a -COO- 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 , an alkyl group having 1 to 18 carbon atoms, an alkenyl group having 2 to 18 carbon atoms, an aryl group having 6 to 12 carbon atoms, or a combination thereof , and n is a number of 1 to 40. The photosensitive colored resin composition according to claim 1, wherein the oxime ester photoinitiator having a diphenyl sulfide skeleton is an oxime ester compound represented by the following general formula (A):

(In formula (A), Z ¹ , Z ³ , Z ⁴ and Z ⁵ each independently represent a hydrogen atom, a linear or branched alkyl group having 1 to 12 carbon atoms, a cycloalkyl group having 3 to 20 carbon atoms, or a phenyl group, and the alkyl group, cycloalkyl group, and phenyl group may each be substituted with a substituent selected from the group consisting of a halogen atom, an alkoxy group having 1 to 6 carbon atoms, and a phenyl group. Z ² represents an alkyl group having 1 to 20 carbon atoms substituted with a cycloalkyl group.) The photosensitive colored resin composition according to claim 1 or 2, wherein the oxime ester photoinitiator having a diphenyl sulfide skeleton is an oxime ester compound represented by the following chemical formula (A-1).

The photosensitive colored resin composition according to any one of claims 1 to 3, wherein in the dispersant, the constituent units of the polymer chain in the constituent unit represented by the general formula (II) of the graft copolymer include the constituent unit represented by the general formula (III). The photosensitive colored resin composition according to any one of claims 1 to 4, wherein in the dispersant, the constituent units of the polymer chain in the constituent unit represented by the general formula (II) of the graft copolymer include the constituent unit represented by the general formula (III) (wherein m is a number between 19 and 80). The photosensitive colored resin composition according to any one of claims 1 to 5, wherein the photoinitiator further contains at least one selected from the group consisting of α-aminoketone-based photoinitiators, oxime ester-based photoinitiators having a carbazole skeleton, biimidazole-based photoinitiators, thioxanthone-based photoinitiators, and benzophenone-based photoinitiators. A cured product of the photosensitive colored resin composition according to any one of claims 1 to 6. A color filter comprising at least a substrate and a colored layer provided on the substrate, at least one of the colored layers being a cured product of the photosensitive colored resin composition according to claim 7. A display device having the color filter according to claim 8.

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