Photosensitive colored resin composition, cured article, color filter, and display device

Abstract

Provided is a photosensitive colored resin composition containing a lake color material, a dispersant, an alkali-soluble resin, a photopolymerizable compound, a photoinitiator, a compound represented by general formula (A), and a solvent.　General formula (A): RxRySi(ORz)2 (wherein Rx represents a hydrocarbon group containing at least one functional group selected from the group consisting of a (meth)acryloyloxy group, a vinyl group, an epoxy group, an amino group, a mercapto group, a ureido group, and an isocyanate group; Ry represents a hydrocarbon group; and each Rz independently represents a hydrogen atom or a hydrocarbon group).

Description

Photosensitive colored resin composition, cured product, color filter, display device

[0001] The present invention relates to a photosensitive colored resin composition, a cured product, a color filter, and a display device.

[0002] In recent years, the demand for liquid crystal displays (LCDs) has increased with the development of personal computers, particularly portable personal computers. The popularity of mobile displays (such as mobile phones, smartphones, and tablet PCs) is also increasing, further expanding the LCD market. Organic light-emitting display devices, such as organic electroluminescent (EL) displays, which are self-luminous and offer high visibility, are also attracting attention as next-generation image display devices. These LCD and OLED display devices use color filters. For example, color images are formed on LCD displays by coloring light passing through a color filter with the color of each pixel constituting the color filter, and then combining these colors to form a color image. White-emitting organic or white-emitting inorganic light-emitting elements may be used as the light source. Organic light-emitting display devices use color filters for color adjustment and other purposes.

[0003] Here, a color filter generally has a substrate, a color layer formed on the substrate and consisting of color patterns of the three primary colors of red, green, and blue, and a light-shielding portion formed on the substrate so as to partition each color pattern. For example, a method for forming the color layer in a color filter involves applying a photosensitive color resin composition, which is prepared by adding a binder resin, a photopolymerizable compound, and a photoinitiator to a color material dispersion liquid in which a color material is dispersed using a dispersant or the like, to a glass substrate and drying the composition to form a coating film. This is then exposed to light using a photomask and developed to form a color pattern, and the pattern is fixed by heating to form a color layer. These steps are repeated for each color to form a color filter.

[0004] In forming such colored layers, a pigment dispersion method has been widely used, which uses a pigment with excellent heat resistance and light resistance as a coloring material. However, it has become difficult for color filters using conventional pigments to achieve the current demand for even higher brightness.

[0005] As one means for achieving high brightness, photosensitive resin compositions for color filters that generally use dyes with high transmittance have been considered, and furthermore, the use of lake color materials in which dyes have been insolubilized has been considered in order to improve the heat resistance and light resistance of the dyes.

[0006] Patent Document 1 discloses a colored resin composition for color filters that is capable of forming a colored layer having excellent stability of sensitivity over time, adhesion to a substrate, heat resistance, and solvent resistance, and that contains a lake colorant, a dispersant, an alkali-soluble resin, a polyfunctional monomer, an initiator, and a solvent, wherein the alkali-soluble resin has a hydrocarbon ring and an ethylenic double bond and has an acid value of 80 mg KOH / g or more and 300 mg KOH / g or less, and the content of a silane coupling agent is 1 mass% or less relative to the total solid content in the colored resin composition.

[0007] JP 2016-110065 A

[0008] In colored layers using a colored resin composition containing a lake colorant, there are problems such as the colored layer formed using the colored resin composition after long-term storage being more likely to peel from the substrate or exhibiting changes in sensitivity compared to a colored layer formed using a colored resin composition immediately after preparation. Patent Document 1 describes a solution to this problem by using a specific alkali-soluble resin and limiting the content of a silane coupling agent to a very small amount, such as 1% by mass or less, based on the total solids content of the colored resin composition, or by using no silane coupling agent at all. However, the technology specifically disclosed in Patent Document 1 still suffers from insufficient substrate adhesion of colored layers formed using a colored resin composition after long-term storage, particularly the problem of insufficient substrate adhesion of fine line patterns. Poor substrate adhesion of the fine line pattern can cause the fine line pattern to peel off from the substrate, which can result in, for example, display defects.

[0009] The present invention has been made in view of the above circumstances, and aims to provide a photosensitive colored resin composition that contains a lake colorant and has high stability over time, and can form a colored layer having excellent adhesion to the substrate of a fine line pattern after development. Another object of the present invention is to provide a color filter and a display device formed using the photosensitive colored resin composition.

[0010] That is, the present invention relates to the following [1] to

[13] . [1] A photosensitive colored resin composition containing a lake colorant, a dispersant, an alkali-soluble resin, a photopolymerizable compound, a photoinitiator, a compound represented by the following general formula (A), and a solvent. General formula (A) R ｘ R ｙ Si(OR ｚ ) ２ (where R ｘ represents a hydrocarbon group containing at least one functional group selected from the group consisting of a (meth)acryloyloxy group, a vinyl group, an epoxy group, an amino group, a mercapto group, a ureido group, and an isocyanate group; R ｙ represents a hydrocarbon group, and R ｚ each independently represents a hydrogen atom or a hydrocarbon group.) [2] The photosensitive color resin composition according to [1] above, wherein the lake colorant contains a lake colorant containing a polyanion. [3] The photosensitive color resin composition according to [2] above, wherein the polyanion is at least one selected from the group consisting of phosphotungstate ions, silicotungstate ions, phosphomolybdate ions, silicomolybdate ions, phosphotungstomolybdate ions, and silicotungstomolybdate ions. [4] The photosensitive color resin composition according to any one of [1] to [3] above, wherein the lake colorant contains at least one selected from the group consisting of lake colorants having a triarylmethane skeleton and lake colorants having a xanthene skeleton. [5] The rake colorant is a colorant represented by the following general formula (1) and a colorant represented by the following general formula (2), comprising at least one rake colorant selected from the group consisting of a colorant. [1] to [4] The photosensitive colored resin composition according to any one of the above.

[0011] (In general formula (1), A represents an a-valent organic group in which the carbon atom directly bonded to N does not have a π bond, and the organic group represents an aliphatic hydrocarbon group having a saturated aliphatic hydrocarbon group at least at the end directly bonded to N, or an aromatic group having the aliphatic hydrocarbon group, and may contain a heteroatom in the carbon chain. B ｃ－ represents a c-valent polyacid anion. ｉ ~R ｖ each independently represents a hydrogen atom, an optionally substituted alkyl group, or an optionally substituted aryl group; R ｉｉ and R ｉｉｉ , R ｉｖ and R ｖ may be bonded to form a ring structure. ｖｉ and R ｖｉｉ each independently represents an alkyl group which may have a substituent, an alkoxy group which may have a substituent, a halogen atom, or a cyano group. １ represents a divalent aromatic group which may have a substituent. ｉ ~R ｖｉｉ and Ar １ may be the same or different. a and c represent integers of 2 or more, and b and d represent integers of 1 or more. e is 0 or 1, and when e is 0, no bond exists. f and g represent integers of 0 or more and 4 or less, and f + e and g + e are 0 or more and 4 or less. Multiple e, f, and g may be the same or different.

[0012] (In general formula (2), R Ｉ ~R ＶＩ each independently represents a hydrogen atom, an optionally substituted alkyl group, or an optionally substituted aryl group; R Ｉ and R ＩＩ , R ＩＩＩ and R ＩＶ , R Ｖ and R ＶＩ may be bonded to form a ring structure. ＶＩＩ and R ＶＩＩＩ each independently represents an alkyl group which may have a substituent, an alkoxy group which may have a substituent, a halogen atom, or a cyano group. ２represents a divalent aromatic heterocyclic group which may have a substituent, and a plurality of R Ｉ ~R ＶＩＩＩ and Ar ２ may be the same or different. ｍ－ represents an m-valent polyacid anion. m represents an integer of 2 or more. j is 0 or 1, and when j is 0, no bond exists. k and l represent integers of 0 to 4, and k + j and l + j are 0 to 4. Multiple j, k and l may be the same or different.

[0013] [6] The photosensitive colored resin composition according to any one of the above items [1] to [5], wherein the dispersant is an acidic dispersant. [7] The photosensitive colored resin composition according to any one of the above items [1] to [6], wherein the dispersant comprises at least one selected from the group consisting of a graft copolymer having a structural unit represented by the following general formula (I) and a block copolymer having an A block containing a structural unit represented by the following general formula (I):

[0014] (In general formula (I), L １ represents a direct bond or a divalent linking group, R １ is a hydrogen atom or a methyl group, R ２ represents a hydroxyl group, a hydrocarbon group, -[CH(R ３ )-CH(R ４ ) -O] ｘ１ -R ５ , - [(CH ２ ) ｙ１ -O] ｚ１ -R ５ , or -O-R ６ is a monovalent group represented by the formula: ６ represents a hydrocarbon group, —[CH(R ３ )-CH(R ４ ) -O] ｘ１ -R ５ , - [(CH ２ ) ｙ１ -O] ｚ１ -R ５ , -C(R ７ ) (R ８ )-C(R ９ ) (R １０ ) —OH or —CH ２ -C(R１１ ) (R １２ )-CH ２ R is a monovalent group represented by —OH. ３ and R ４ are each independently a hydrogen atom or a methyl group, and R ５ represents a hydrogen atom, a hydrocarbon group, —CHO, —CH ２ CHO, -CO-CH=CH ２ , —CO—C(CH ３ ) = CH ２ or -CH ２ COOR １３ is a monovalent group represented by the formula: １３ is a hydrogen atom or an alkyl group having 1 to 5 carbon atoms. ７ , R ８ , R ９ , R １０ , R １１ and R １２ are each independently a hydrogen atom, a hydrocarbon group, or a hydrocarbon group having one or more bonds selected from an ether bond and an ester bond, and R ７ and R ９ may be bonded to each other to form a ring structure. When the ring structure is formed, the ring structure may further include a substituent R １４ and R １４ represents a hydrocarbon group or a hydrocarbon group having one or more bonds selected from an ether bond and an ester bond. The hydrocarbon group may have a substituent. X represents a hydrogen atom or an organic cation. x1 represents an integer of 1 or more and 18 or less, y1 represents an integer of 1 or more and 5 or less, and z1 represents an integer of 1 or more and 18 or less.

[0015] [8] The alkali-soluble resin is a graft copolymer having a structural unit represented by the following general formula (VI), and the following general formula (VI) A block copolymer having an A block containing a structural unit, comprising at least one selected from the group consisting of a photosensitive colored resin composition according to any one of [1] to [7].

[0016] (In general formula (VI), R ５１ represents a hydrogen atom or a methyl group, and A represents a direct bond or a divalent linking group.

[0017] [9] The alkali-soluble resin is at least one selected from the group consisting of a graft copolymer having a structural unit represented by the following general formula (VI) and a block copolymer having an A block containing a structural unit represented by the following general formula (VI), and the photosensitive colored resin composition according to any one of the above [1] to [8], comprising a random copolymer having a structural unit represented by the following general formula (VI):

[0018] (In general formula (VI), R ５１ represents a hydrogen atom or a methyl group, and A represents a direct bond or a divalent linking group.

[0019]

[10] The alkali-soluble resin has a constitutional unit represented by the following general formula (VI) and a constitutional unit represented by the following general formula (VII), and the polymer chain in the constitutional unit represented by the general formula (VII) is represented by the following general formula (IX) and the following general formula (IX ') A graft copolymer comprising at least one constitutional unit selected from the group consisting of a constitutional unit represented by the following general formula (VI) and a constitutional unit represented by the following general formula (IX '), and a block copolymer comprising an A block containing a constitutional unit represented by the following general formula (VII) and a B block containing a constitutional unit represented by the following general formula (VIII), and the B block contains at least one constitutional unit selected from the group consisting of a constitutional unit represented by the following general formula (IX) and a constitutional unit represented by the following general formula (IX '), comprising at least one selected from the group consisting of block copolymers.

[0020] (In general formula (VI), R ５１ represents a hydrogen atom or a methyl group, and A represents a direct bond or a divalent linking group.

[0021] (In general formula (VII), R ７１ is a hydrogen atom or a methyl group, A ２ represents a direct bond or a divalent linking group, and Polymer represents a polymer chain having a constituent unit represented by the following general formula (VIII):

[0022] (In general formula (VIII), R ７２is a hydrogen atom or a methyl group, A ３ represents a direct bond or a divalent linking group, R ７３ is a hydrocarbon group which may have a substituent and may contain a heteroatom.

[0023] (In general formula (IX), R ７２’ is a hydrogen atom or a methyl group, A ３’ represents a divalent linking group, R ７５ is an ethylene group or a propylene group, R ７６ is a hydrogen atom or a hydrocarbon group, and m is a number of 1 or more and 80 or less. ７２” is a hydrogen atom or a methyl group, A ３” represents a divalent linking group, R ７７ is an alkylene group having 1 to 10 carbon atoms, R ７８ is an alkylene group having 3 to 7 carbon atoms, R ７９ represents a hydrogen atom or a hydrocarbon group, and n represents a number of 1 or more and 40 or less.

[0024]

[11] A cured product of the photosensitive colored resin composition according to any one of [1] to

[10] .

[12] A color filter comprising at least a substrate and colored layers provided on the substrate, wherein at least one of the colored layers is a cured product of the photosensitive colored resin composition according to

[11] .

[13] A display device having the color filter according to

[12] .

[0025] According to the present invention, it is possible to provide a photosensitive colored resin composition that contains a lake colorant, has high stability over time, and can form a colored layer having excellent adhesion to the substrate of a thin line pattern after development. Also, according to the present invention, it is possible to provide a color filter and a display device formed using the photosensitive colored resin composition.

[0026] Fig. 1 is a schematic diagram showing an example of a 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, and Fig. 3 is a schematic diagram showing an example of an organic light-emitting display device of the present invention.

[0027] The photosensitive colored resin composition, cured product, color filter, and 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, this refers to electromagnetic waves with wavelengths of 5 μm or less and electron beams. In the present invention, (meth)acryloyl refers to acryloyl and methacryloyl, (meth)acrylic refers to acrylic and methacrylic, and (meth)acrylate refers to acrylate and methacrylate. Furthermore, in this specification, the term "to" indicating a numerical range is used to mean that the numerical values ​​before and after it are included as the lower and upper limits. For example, the term "1 to 100" includes both the lower limit "1" and the upper limit "100." In other words, "1 to 100" is equivalent to "1 or more and 100 or less." Furthermore, in the present invention, any combination of the upper and lower limits indicating a numerical range can be used.

[0028] I. Photosensitive Colored Resin Composition The photosensitive colored resin composition according to the present invention contains a lake colorant, a dispersant, an alkali-soluble resin, a photopolymerizable compound, a photoinitiator, a compound represented by the following general formula (A), and a solvent. ｘ R ｙ Si(OR ｚ ) ２ (where R ｘ represents a hydrocarbon group containing at least one functional group selected from the group consisting of a (meth)acryloyloxy group, a vinyl group, an epoxy group, an amino group, a mercapto group, a ureido group, and an isocyanate group; R ｙ represents a hydrocarbon group, and R ｚ each independently represents a hydrogen atom or a hydrocarbon group.

[0029] The photosensitive coloring resin composition of the present invention contains a lake colorant, a dispersant, an alkali-soluble resin, a photopolymerizable compound, a photoinitiator, a compound represented by the general formula (A), and a solvent, so that the photosensitive coloring resin composition contains a lake colorant, but has high stability over time, and can form a coloring layer with excellent adhesion to the substrate of the thin line pattern after development.The mechanism that produces such an effect is not yet clear, but is presumed to be as follows.

[0030] When a photosensitive colored resin composition containing a rake colorant and a silane coupling agent is prepared and stored and repeatedly used, there is a problem that the adhesion of the colored layer formed using the photosensitive colored resin composition to the substrate decreases, even if the storage period is short. In recent years, with the demand for particularly high-resolution patterns, there has been a problem that the adhesion of finer line patterns to the substrate tends to be insufficient. Resin compositions using a combination of the silane coupling agent and a rake colorant show more significant changes in the silane coupling agent over time than resin compositions that do not contain a rake colorant. The reason why the silane coupling agent changes over time when combined with the rake colorant is unclear, but it is presumed to be due to the ionic components generated by dissociation of the salt in the rake colorant promoting the hydrolysis of the silanol or alkoxysilyl groups of the silane coupling agent. The ionic components generated from the rake colorant have a lower molecular weight than alkali-soluble resins and the like, and are therefore presumably more accessible to the silane coupling agent than alkali-soluble resins and the like. It is therefore presumed that the ionic components generated from the rake colorant significantly influence the changes in silanol groups or alkoxysilyl groups over time. After further investigation, the present inventors have discovered the following: Silane coupling agents are thought to contribute to adhesion improvement by generating silanol groups through hydrolysis of alkoxy groups, which then bond to the substrate surface by dehydration condensation with hydroxyl groups on the substrate surface. Meanwhile, silane coupling agents also simultaneously generate siloxane oligomers and siloxane polymers through dehydration condensation between silanol groups. These reactions are thought to be accelerated, for example, in the presence of a rake colorant containing a polyanion, due to the polyanion functioning as an acid catalyst. For example, in a photosensitive coloring resin composition containing a lake colorant containing a polyacid anion and a silane coupling agent having three alkoxy groups in one molecule, the polyacid anion functions as an acid catalyst during storage, and the reaction of the silane coupling agent having three alkoxy groups in one molecule easily progresses, producing a siloxane polymer within a few days, which is thought to have made it impossible to obtain the effect of improving substrate adhesion.On the other hand, when the compound represented by the general formula (A) is used as an adhesion improver, since it has two alkoxy groups or hydroxyl groups in one molecule, compared to a silane coupling agent having three alkoxy groups in one molecule, the number of silanol groups that serve as reaction sites is reduced, resulting in lower reactivity, and it is estimated that even in the presence of a rake colorant containing, for example, a polyacid anion, it is difficult to produce a siloxane polymer that does not achieve the effect of improving substrate adhesion. Therefore, it is estimated that a photosensitive colored resin composition containing a compound represented by the general formula (A) as an adhesion improver in addition to a rake colorant has high stability over time while containing a rake colorant, can achieve the effect of improving substrate adhesion for a long period of time, and can form a colored layer with excellent substrate adhesion of the thin line pattern after development.

[0031] The photosensitive coloring resin composition according to the present invention contains at least a lake colorant, a dispersant, an alkali-soluble resin, a photopolymerizable compound, a photoinitiator, a compound represented by the general formula (A), and a solvent, and may further contain other components within the range that does not impair the effects of the present invention. Below, each component of the photosensitive coloring resin composition according to the present invention will be described in detail, starting with the compound represented by the general formula (A) that is characteristic of the present invention.

[0032] [Compound Represented by General Formula (A)] In the present invention, a compound represented by the following general formula (A) is contained as an adhesion improver. ｘ R ｙ Si(OR ｚ ) ２ (where R ｘ represents a hydrocarbon group containing at least one functional group selected from the group consisting of a (meth)acryloyloxy group, a vinyl group, an epoxy group, an amino group, a mercapto group, a ureido group, and an isocyanate group; R ｙ represents a hydrocarbon group, and R ｚ each independently represents a hydrogen atom or a hydrocarbon group.

[0033] The hydrocarbon group in general formula (A) may be a linear, branched, or cyclic saturated or unsaturated aliphatic hydrocarbon group, or may be an aromatic hydrocarbon group. Examples of the hydrocarbon group include linear, branched, or cyclic saturated aliphatic hydrocarbon groups such as methyl, ethyl, n-propyl, n-butyl, n-pentyl, n-hexyl, n-heptyl, n-octyl, n-nonyl, n-decyl, i-propyl, i-butyl, s-butyl, t-butyl, 2-ethylhexyl, cyclopentyl, methylcyclopentyl, cyclohexyl, and methylcyclohexyl; unsaturated aliphatic hydrocarbon groups such as vinyl, allyl, and butenyl; aromatic hydrocarbon groups such as phenyl and methylphenyl; and combinations thereof, such as benzyl and styryl groups. The hydrocarbon group in general formula (A) may be a hydrocarbon group having 1 to 18 carbon atoms. The hydrocarbon group may have 1 to 12 carbon atoms, 1 to 8 carbon atoms, 1 to 6 carbon atoms, 1 to 3 carbon atoms, or 1 or 2 carbon atoms.

[0034] In general formula (A), R ｘ represents a (meth)acryloyloxy group, a vinyl group, an epoxy group, an amino group, a mercapto group, a ureido group (H ２ R represents a hydrocarbon group containing at least one functional group selected from the group consisting of a hydroxyl group (NCONH-), an isocyanate group, and an alkyl group (R-). ｘ When a vinyl group is selected as the functional group in R ｘ R may be a vinyl group itself. ｘ In the formula (I), the hydrocarbon group containing a vinyl group may be a vinyl group, an allyl group, a butenyl group, a styryl group, or the like.

[0035] R ｘ When an epoxy group is selected as the functional group in R, the functional group may be a glycidyloxy group or a 3,4-epoxycyclohexyl group. ｘ When an amino group is selected as the functional group in ２ ), a phenylamino group, or an N-2-(aminoethyl)amino group.

[0036] Rｘ In the formula (I), (meth)acryloyloxy group, epoxy group, amino group, mercapto group, ureido group (H ２ When the compound contains at least one functional group selected from the group consisting of a methyl group, a methyl group, an ethyl group, an n-propyl group, an n-butyl group, an isocyanate group, an alkyl group having 1 to 6 carbon atoms, an alkyl group having 1 to 4 carbon atoms, a methyl group, an ethyl group, an n-propyl group, or an n-butyl group, R ｘ In the formula (I), (meth)acryloyloxy group, epoxy group, amino group, mercapto group, ureido group (H ２ The at least one functional group selected from the group consisting of NCONH— and an isocyanate group may be one type or two or more types, but from the viewpoint of imparting a desired function, only one type may be contained, and the number of such functional groups may be one.

[0037] R ｘ From the viewpoint of radical polymerizability, R preferably represents a hydrocarbon group containing at least one functional group selected from the group consisting of a (meth)acryloyloxy group and a vinyl group. ｘ may be a (meth)acryloyloxyalkyl group, a vinyl group, or an allyl group, and may be a (meth)acryloyloxyethyl group, a (meth)acryloyloxypropyl group, a (meth)acryloyloxybutyl group, a vinyl group, or an allyl group, in terms of reactivity with other components in the photosensitive color resin composition.

[0038] In general formula (A), R ｙ represents a hydrocarbon group. ｙ R may be any of the hydrocarbon groups described above. ｙ Among these, from the viewpoint of compatibility, may be a linear or branched saturated aliphatic hydrocarbon group, may be an alkyl group having 1 to 6 carbon atoms, may be an alkyl group having 1 to 4 carbon atoms, may be a methyl group, an ethyl group, an n-propyl group, or an n-butyl group.

[0039] In general formula (A), R ｚ R each independently represents a hydrogen atom or a hydrocarbon group. ｚIn particular, from the viewpoint of substrate adhesion, R may each independently be a hydrogen atom, or a linear or branched saturated aliphatic hydrocarbon group, may be an alkyl group having 1 to 6 carbon atoms, may be an alkyl group having 1 to 4 carbon atoms, or may be a methyl group, an ethyl group, an n-propyl group, or an n-butyl group. ｚ Among these, may be an ethyl group, since it has high stability over time and is capable of forming a colored layer having excellent adhesion of the fine line pattern to the substrate after development.

[0040] Examples of the compound represented by general formula (A) include 3-methacryloxypropylmethyldimethoxysilane, 3-methacryloxypropylmethyldiethoxysilane, vinylmethyldimethoxysilane, vinylmethyldiethoxysilane, 3-glycidoxypropylmethyldimethoxysilane, 3-glycidoxypropylmethyldiethoxysilane, 2-(3,4-epoxycyclohexyl)ethylmethyldiethoxysilane, N-2-(aminoethyl)-3-aminopropylmethyldimethoxysilane, 3-mercaptopropylmethyldimethoxysilane, p-styrylmethyldiethoxysilane, 3-ureidopropylmethyldimethoxysilane, 3-isocyanatopropylmethyldiethoxysilane, and hydrolysates thereof. Among the compounds represented by general formula (A), from the viewpoint of substrate adhesion, 3-methacryloxypropylmethyldimethoxysilane, 3-methacryloxypropylmethyldiethoxysilane, vinylmethyldimethoxysilane, vinylmethyldiethoxysilane, and hydrolysates thereof may be used.

[0041] In the photosensitive colored resin composition of the present invention, the compound represented by the general formula (A) may be used alone or in combination of two or more. In the photosensitive colored resin composition of the present invention, the content of the compound represented by the general formula (A) is not particularly limited, but if it is too much, it is likely to affect the sensitivity and there is a risk of transparent foreign matter being generated. Therefore, the content of the compound represented by the general formula (A) is less likely to affect the sensitivity, is easy to suppress the generation of transparent foreign matter, and has high stability over time. From the viewpoint of being able to form a colored layer having excellent adhesion to the substrate of the thin line pattern after development, it may be in the range of 6.0 mass% or less, 4.0 mass% or less, 3.0 mass% or less, or 2.0 mass% or less, relative to the total solid content of the photosensitive colored resin composition. The lower limit of the content of the compound represented by the general formula (A) may be adjusted so as to form a colored layer having excellent adhesion to the substrate of the thin line pattern after development, and may be 0.1 mass% or more, 0.2 mass% or more, 0.5 mass% or more, or more than 1.0 mass% relative to the total amount of solids in the photosensitive colored resin composition. In the present invention, the solid content refers to everything other than the solvent, and also includes monomers dissolved in the solvent.

[0042] [Rake Colorant] The term "rake colorant" used in the present invention refers to a colorant in which a solvent-soluble colorant has been insolubilized by forming a salt with a counter ion. Rake colorants can typically be obtained by mixing a solvent-soluble colorant with a rake agent (described later) in a solvent. From the viewpoint of achieving high brightness, it is preferable to use a dye with high transmittance as the solvent-soluble colorant. For example, the dye used in the present invention should have a solubility of 2 (g / 100 g solvent) or more at 25°C in a solvent such as propylene glycol monomethyl ether acetate. Rake colorants contain a highly transmittant dye and can be dispersed in the form of extremely fine particles in a matrix such as a cured product of a photopolymerizable compound, thereby increasing the transmittance of the colored layer formed. Therefore, the use of at least one selected from the group consisting of rake colorants as a colorant can increase the brightness of the colored layer.

[0043] Examples of lake colorants include basic dye lake colorants composed of a cation moiety of a basic dye and an anion moiety of a lake agent, and acid dye lake colorants composed of an anion moiety of an acid dye and a cation moiety of a lake agent. Known lake agents can be used, and are not particularly limited. Examples of lake agents used with basic dyes include alkali metal salts and alkaline earth metal salts of organic anions, and alkali salts and alkali metal salts of inorganic anions. Examples of lake agents used with acid dyes include amine compounds that generate ammonium cations and metal salts containing desired metal ions.

[0044] The rake colorant used in the present invention may have only one color-forming moiety, but having two or more color-forming moieties is preferable because it can provide a colored layer with higher brightness and excellent heat resistance. Here, a rake colorant having two or more color-forming moieties may be a rake colorant in which multiple dye molecules having one color-forming moiety are ionically bonded to a rake agent, a rake colorant in which one dye molecule having multiple color-forming moieties is ionically bonded to a rake agent, or a rake colorant in which multiple dye molecules having multiple color-forming moieties are ionically bonded to a rake agent. Preferred examples of the rake colorant used in the present invention include rake colorants in which a monovalent or divalent or higher basic dye forms a salt with a divalent or higher polyanion, and rake colorants in which a monovalent or divalent or higher acid dye forms a salt with a divalent or higher polycation.

[0045] The basic dye is an ionic dye in which the cation moiety serves as a chromophore, and examples thereof include azine dyes, oxazine dyes, thiazine dyes, azo dyes, anthraquinone dyes, xanthene dyes, triarylmethane dyes, phthalocyanine dyes, auramine dyes, acridine dyes, methine dyes, etc. Specific examples thereof include dyes designated by the following Color Index (C.I.) names.

[0046] Azine dyes such as C.I. Basic Red 2, 5, 6, 10, C.I. Basic Violet 5, 6, 8, 12, C.I. Basic Yellow 14; Oxazine dyes such as C.I. Basic Blue 3, 6, 10, 12, 74, 122; Thiazine dyes such as C.I. Basic Blue 9, 17, 24, C.I. Basic Green 5; C.I. Basic Red 18, 22, 23, 24, 29, 30, 31, 32, 34, 38, 39, 46, 51, 53, 54, 55, 62, 64, 76, 94, 111, 118, C.I. Basic Blue 41, 53, 54, 55, 64, 65, 66, 67, 162, C.I. Azo dyes such as C.I. Basic Violet 15, 16, 18, 21, 22, 36, C.I. Basic Yellow 15, 19, 24, 25, 28, 29, 38, 39, 49, 51, 52, 53, 57, 62, 73, C.I. Basic Orange 1, 2, 24, 25, 29, 30, 33, 54, 69; Anthraquinone dyes such as C.I. Basic Blue 22, 44, 47, 72; Xanthene dyes such as C.I. Basic Red 1, 1:1, 3, 4, 8, 11, C.I. Basic Violet 10, 11, 11:1; C.I. Basic Red 9, C.I. Basic Blue 1, 2, 5, 7, 8, 11, 15, 18, 20, 23, 26, 35, 81, C.I. C.I. Basic Violet 1, 2, 3, 4, 14, 23, C.I. Basic Green 1, 4, etc. triarylmethane dyes; C.I. Phthalocyanine dyes such as Basic Blue 140; C.I. Auramine dyes such as Basic Yellow 2, 3, 37; C.I. Basic Yellow 5, 6, 7, 9, C.I. Basic Orange 4, 5, 14, 15, 16, 17, 18, 19, 2, etc. acridine dyes; C.I. Basic Red 12, 13, 14, 15, 27, 28, 37, 52, 90, C.I. Basic Blue 62, 63, C.I. Basic Yellow 11, 13, 21, 22, 28, 29, 49, 51, 52, 53, C.I. Methine dyes such as Basic Violet 7, 15, 16, 20, 21, and 22.

[0047] As the laking agent for the basic dye, it is preferable to use a laking agent containing a metal atom, since this increases the heat resistance of the coloring material. Examples of laking agents for the basic dye include chromate ions and tungstate ions (WO ４ ２－ ), molybdate ion (MoO ４ ２－ Examples of the polyacid anion include anions of oxoacids such as M , and polyacid anions. Among these, lake colorants containing polyacid anions are preferred from the viewpoint of improving heat resistance and light resistance. The polyacid is an acid formed by condensation of multiple oxoacids. The polyacid anion is an isopolyacid ion (M ｍ O ｎ ) ｄ－ Even if the heteropoly acid ion (X ｌ M ｍ O ｎ ) ｄ－ In the ionic formula, M represents a polyatom, X represents a heteroatom, m represents the composition ratio of the polyatoms, and n represents the composition ratio of the oxygen atoms. Examples of the polyatom M include Mo, W, V, Ti, and Nb. Examples of the heteroatom X include Si, P, As, S, Fe, and Co. In addition, Na may be included in some of the polyatoms. ＋ and H ＋ Among them, polyanions containing at least one of tungsten (W) and molybdenum (Mo) are preferably used. Specific examples of such polyanions include tungstate ion [W], １０ O ３２ ] ４－ , phosphotungstate ion [PW １２ O ４０ ] ３－ , [P ２ W １８ O ６２ ] ６－ , silicotungstate ion [SiW １２ O ４０ ] ４－ , silicomolybdate ion [SiMo １２ O ４０ ] ４－ , phosphotungstomolybdate ion [PW １２－ｘ Mo ｘ O ４０ ]３－ (x is an integer from 1 to 11), [P ２ W １８－ｙ Mo ｙ O ６２ ] ６－ (y is an integer from 1 to 17), silicotungstomolybdate ion [SiW １２－ｘ Mo ｘ O ４０ ] ４－ (x is an integer of 1 to 11), but is not limited thereto. From the viewpoint of heat resistance, the polyacid anion is preferably at least one selected from the group consisting of phosphotungstate ions, silicotungstate ions, phosphomolybdate ions, silicomolybdate ions, phosphotungstomolybdate ions, and silicotungstomolybdate ions, and is preferably a heteropolyacid containing P (phosphorus). Lake colorants containing polyacid anions are preferred from the viewpoint of improving heat resistance and light fastness. However, as mentioned above, when a silane coupling agent is coexisted in the resin composition, the polyacid anion functions as an acid catalyst, which can easily result in the formation of a siloxane polymer that does not improve adhesion to the substrate. In the present invention, the compound represented by the general formula (A) is used as the adhesion improver, and therefore can be suitably used in combination with a lake colorant containing a polyacid anion, thereby improving the heat resistance and light fastness of the colored layer.

[0048] Examples of the lake colorants of basic dyes include those having the following Color Index (C.I.) names: xanthene metal lake colorants such as C.I. Pigment Red 81, C.I. Pigment Red 81:1, C.I. Pigment Red 81:2, C.I. Pigment Red 81:3, C.I. Pigment Red 81:4, C.I. Pigment Red 81:5, C.I. Pigment Red 82, C.I. Pigment Red 169, C.I. Pigment Violet 1, C.I. Pigment Violet 2, and C.I. Pigment Violet 2:1; C.I. Pigment Blue 1, C.I. Pigment Blue 1:2, C.I. Pigment Blue 2, and C.I. C.I. Pigment Blue 3, C.I. Pigment Blue 8, C.I. Pigment Blue 9, C.I. Pigment Blue 10, C.I. Pigment Blue 11, C.I. Pigment Blue 12, C.I. Pigment Blue 14, C.I. Pigment Blue 53, C.I. Pigment Blue 62, C.I. Pigment Violet 3, C.I. Pigment Violet 3:1, C.I. Pigment Violet 3:3, C.I. Pigment Violet 27, C.I. Pigment Violet 39, C.I. Pigment Green 1, C.I. Pigment Green 2, C.I. Pigment Green 3, C.I. Pigment Green 4 and other triarylmethane metal lake colorants.

[0049] The rake colorant used in the present invention may contain at least one rake colorant selected from the group consisting of colorants represented by the following general formula (1) and colorants represented by the following general formula (2). Of these, a colorant represented by the following general formula (1) is preferred because it forms a molecular association state, exhibits better heat resistance, and can achieve high brightness. Of these, in order to obtain a colored layer with high brightness and excellent heat resistance, the colorant used in the present invention preferably contains a rake colorant represented by the following general formula (1) or (2), and more preferably contains a rake colorant represented by the following general formula (1). The rake colorant represented by the following general formula (1) is a rake colorant in which a divalent or higher basic dye and a divalent or higher polyacid anion form a salt, and the rake colorant represented by the following general formula (2) is a rake colorant in which two or more monovalent basic dyes and a divalent or higher polyacid anion form a salt.

[0050] (Rake Colorant Represented by General Formula (1)) The rake colorant represented by general formula (1) that is preferably used in the present invention will be described in detail below.

[0051] (In general formula (1), A represents an a-valent organic group in which the carbon atom directly bonded to N does not have a π bond, and the organic group represents an aliphatic hydrocarbon group having a saturated aliphatic hydrocarbon group at least at the end directly bonded to N, or an aromatic group having the aliphatic hydrocarbon group, and may contain a heteroatom in the carbon chain. B ｃ－ represents a c-valent polyacid anion. ｉ ~R ｖ each independently represents a hydrogen atom, an optionally substituted alkyl group, or an optionally substituted aryl group; R ｉｉ and R ｉｉｉ , R ｉｖ and R ｖ may be bonded to form a ring structure. ｖｉ and R ｖｉｉ each independently represents an alkyl group which may have a substituent, an alkoxy group which may have a substituent, a halogen atom, or a cyano group. １ represents a divalent aromatic group which may have a substituent. ｉ ~Rｖｉｉ and Ar １ may be the same or different. a and c represent integers of 2 or more, and b and d represent integers of 1 or more. e is 0 or 1, and when e is 0, no bond exists. f and g represent integers of 0 or more and 4 or less, and f + e and g + e are 0 or more and 4 or less. Multiple e, f, and g may be the same or different.

[0052] The colorant represented by the general formula (1) contains a divalent or higher anion and a divalent or higher cation, and therefore, in the aggregate of the colorant, the anion and the cation are not simply ionic bonded one molecule to one molecule, but can form a molecular association in which multiple molecules associate via ionic bonds, resulting in a significantly increased apparent molecular weight compared to that of conventional lake colorants. The formation of such a molecular association increases the cohesive force in the solid state, reduces thermal motion, and suppresses dissociation of ion pairs and decomposition of the cation moiety, presumably resulting in less fading than conventional lake colorants.

[0053] In the general formula (1), A represents an a-valent organic group in which the carbon atom directly bonded to N (nitrogen atom) does not have a π bond, and the organic group represents an aliphatic hydrocarbon group having a saturated aliphatic hydrocarbon group at least at the terminal directly bonded to N, or an aromatic group having the aliphatic hydrocarbon group, and may contain a heteroatom such as O (oxygen atom), S (sulfur atom), or N (nitrogen atom) in the carbon chain. That is, the organic group represents an aliphatic hydrocarbon group having a saturated aliphatic hydrocarbon group at least at the terminal directly bonded to N and may contain a heteroatom such as O, S, or N in the carbon chain, or an aromatic group having an aliphatic hydrocarbon group having a saturated aliphatic hydrocarbon group at the terminal directly bonded to N and may contain a heteroatom such as O, S, or N in the carbon chain. Because the carbon atom directly bonded to N does not have a π bond, the color properties of the cationic color-forming moiety, such as color tone and transmittance, are not affected by the linking group A or other color-forming moieties, and the same color as that of the monomer can be maintained.

[0054] In A, the aliphatic hydrocarbon group having a saturated aliphatic hydrocarbon group at least at the terminal directly bonded to N may be linear, branched, or cyclic, as long as the terminal carbon atom directly bonded to N does not have a π bond. A carbon atom other than the terminal may have an unsaturated bond, may have a substituent, and may contain O, S, or N in the carbon chain. For example, a carbonyl group, a carboxy group, an oxycarbonyl group, an amide group, etc. may be contained, and a hydrogen atom may be further substituted with a halogen atom, etc. In addition, the aromatic group having the aliphatic hydrocarbon group in A includes a monocyclic or polycyclic aromatic group having an aliphatic hydrocarbon group having a saturated aliphatic hydrocarbon group at least at the terminal directly bonded to N, which may have a substituent, or may be a heterocycle containing O, S, or N. Among these, from the viewpoint of the robustness of the skeleton, it is preferable that A contains a cyclic aliphatic hydrocarbon group or an aromatic group. Examples of cyclic aliphatic hydrocarbon groups include cyclohexane, cyclopentane, norbornane, bicyclo[2.2.2]octane, tricyclo[5.2.1.0]octane, and the like. ２，６ ] decane, adamantane, etc. Examples of the aromatic group include groups containing a benzene ring, a naphthalene ring, etc. For example, when A is a divalent organic group, examples of the aromatic group include a linear, branched, or cyclic alkylene group having 1 to 20 carbon atoms, and an aromatic group substituted with two alkylene groups having 1 to 20 carbon atoms, such as a xylylene group.

[0055] In the present invention, from the viewpoint of achieving both robustness and freedom of molecular motion and improving heat resistance, A is preferably an aliphatic hydrocarbon group having two or more cyclic aliphatic hydrocarbon groups, a saturated aliphatic hydrocarbon group at the end directly bonded to N, and which may contain O, S, or N in the carbon chain. A is more preferably an aliphatic hydrocarbon group having two or more cycloalkylene groups, a saturated aliphatic hydrocarbon group at the end directly bonded to N, and which may contain O, S, or N in the carbon chain, and among these, A is even more preferably a group having a structure in which two or more cyclic aliphatic hydrocarbon groups are linked by a linear or branched aliphatic hydrocarbon group. The two or more cyclic aliphatic hydrocarbon groups may be the same or different, and examples include the same as the cyclic aliphatic hydrocarbon groups described above, with cyclohexane and cyclopentane being preferred.

[0056] In the present invention, from the viewpoint of heat resistance, it is particularly preferred that A is a substituent represented by the following general formula (1a).

[0057] (In general formula (1a), R ｘｉ represents an alkylene group having 1 to 3 carbon atoms which may have an alkyl group having 1 to 4 carbon atoms or an alkoxy group having 1 to 4 carbon atoms as a substituent, R ｘｉｉ and R ｘｉｉｉ each independently represents an alkyl group having 1 to 4 carbon atoms or an alkoxy group having 1 to 4 carbon atoms, p represents an integer of 1 to 3, and q and r each independently represent an integer of 0 to 4. ｘｉ , R ｘｉｉ , R ｘｉｉｉ and if there are multiple r's, the multiple R's ｘｉ , R ｘｉｉ , R ｘｉｉｉ and r may be the same or different.

[0058] It has excellent durability and thermal movement of the coloring area, and has improved heat resistance. ｘｉIn the formula (I), examples of the alkylene group having 1 to 3 carbon atoms include a methylene group, an ethylene group, and a propylene group, with a methylene group or an ethylene group being preferred, and a methylene group being more preferred. Examples of the alkyl group having 1 to 4 carbon atoms include a methyl group, an ethyl group, a propyl group, and a butyl group, which may be linear or branched. Examples of the alkoxy group having 1 to 4 carbon atoms include a methoxy group, an ethoxy group, a propoxy group, and a butoxy group, which may be linear or branched.

[0059] R ｘｉｉ and R ｘｉｉｉ In the above, the alkyl group having 1 to 4 carbon atoms and the alkoxy group having 1 to 4 carbon atoms are ｘｉ Examples of the substituents include the same as those that may be possessed by the group.

[0060] In the general formula (1a), it is preferable that the cyclohexane (cyclohexylene group) has 2 or more and 4 or less, that is, p is 1 or more and 3 or less, from the viewpoint of heat resistance, and it is more preferable that p is 1 or more and 2 or less. ｘｉｉ and R ｘｉｉｉ The number of substitutions is not particularly limited, but from the viewpoint of heat resistance, it is preferably from 1 to 3, and more preferably from 1 to 2. That is, it is preferable that q and r are integers of from 1 to 3, and it is more preferable that q and r are integers of from 1 to 2.

[0061] Specific examples of suitable linking groups A include, but are not limited to, the following:

[0062]

[0063] R ｉ ~R ｖ The alkyl group in R is not particularly limited. For example, it may be a linear, branched or cyclic alkyl group having 1 to 20 carbon atoms, and among these, it may be a linear or branched alkyl group having 1 to 8 carbon atoms, and it is preferable that it is a linear or branched alkyl group having 1 to 5 carbon atoms from the viewpoint of brightness and heat resistance. ｉ ~R ｖThe alkyl group in R is an ethyl group or a methyl group. The substituent that the alkyl group may have is not particularly limited, but examples thereof include an aryl group, a halogen atom, a hydroxyl group, an alkoxy group, etc., and examples of the substituted alkyl group include an aralkyl group such as a benzyl group. ｉ ~R ｖ The aryl group in R is not particularly limited. Examples include a phenyl group and a naphthyl group. Examples of the substituent that the aryl group may have include an alkyl group, a halogen atom, an alkoxy group, and a hydroxyl group. Among these, from the viewpoint of chemical stability, R ｉ ~R ｖ are each independently a hydrogen atom, an alkyl group having 1 to 5 carbon atoms, a phenyl group, or R ｉｉ and R ｉｉｉ , R ｉｖ and R ｖ are preferably bonded to form a pyrrolidine ring, a piperidine ring, or a morpholine ring.

[0064] From the viewpoint of heat resistance, R ｉｉ ~R ｖ It is preferable that at least one of R is a cycloalkyl group which may have a substituent, or an aryl group which may have a substituent. ｉｉ ~R ｖ Since at least one of the groups has a cycloalkyl group or an aryl group, intermolecular interactions due to steric hindrance are reduced, and the effect of heat on the color-forming portion can be suppressed, which is thought to result in excellent heat resistance.

[0065] From the viewpoint of heat resistance, R ｉｉ ~R ｖ At least one of the above is preferably a substituent represented by the following general formula (1b) or (1c):

[0066] (In general formula (1b), R ｘｉｖ , R ｘｖ , and R ｘｖｉ each independently represents a hydrogen atom, an alkyl group having 1 to 4 carbon atoms which may have a substituent, or an alkoxy group having 1 to 4 carbon atoms which may have a substituent.

[0067] (In general formula (1c), R ｘｖｉｉ , R ｘｖｉｉｉ , and R ｘｉｘ each independently represents a hydrogen atom, an alkyl group having 1 to 4 carbon atoms which may have a substituent, or an alkoxy group having 1 to 4 carbon atoms which may have a substituent.

[0068] R ｘｉｖ , R ｘｖ , R ｘｖｉ , R ｘｖｉｉ , R ｘｖｉｉｉ , and R ｘｉｘ In the formula (I), examples of the alkyl group having 1 to 4 carbon atoms include a methyl group, an ethyl group, a propyl group, and a butyl group, which may be linear or branched. Examples of the alkoxy group having 1 to 4 carbon atoms include a methoxy group, an ethoxy group, a propoxy group, and a butoxy group, which may be linear or branched. Examples of the substituent that the alkyl group and alkoxy group may have include a halogen atom, a hydroxyl group, etc.

[0069] When the substituent represented by the general formula (1b) is present, from the viewpoint of heat resistance, R ｘｉｖ , R ｘｖ , and R ｘｖｉ At least one of R is preferably an alkyl group having 1 to 4 carbon atoms which may have a substituent, or an alkoxy group having 1 to 4 carbon atoms which may have a substituent, ｘｉｖ and R ｘｖ It is more preferable that at least one of the groups is an alkyl group having 1 to 4 carbon atoms which may have a substituent, or an alkoxy group having 1 to 4 carbon atoms which may have a substituent.

[0070] In addition, when the substituent represented by the general formula (1c) is present, from the viewpoint of heat resistance, R ｘｖｉｉ , R ｘｖｉｉｉ , and R ｘｉｘ At least one of R is preferably an alkyl group having 1 to 4 carbon atoms which may have a substituent, or an alkoxy group having 1 to 4 carbon atoms which may have a substituent, ｘｖｉｉ and R ｘｖｉｉｉIt is more preferable that at least one of the groups is an alkyl group having 1 to 4 carbon atoms which may have a substituent, or an alkoxy group having 1 to 4 carbon atoms which may have a substituent.

[0071] Suitable specific examples of the substituent represented by general formula (1b) and the substituent represented by general formula (1c) include, but are not limited to, the following.

[0072]

[0073] R ｖｉ and R ｖｉｉ R each independently represents an alkyl group which may have a substituent, an alkoxy group which may have a substituent, a halogen atom, or a cyano group. ｖｉ and R ｖｉｉ The alkyl group in is not particularly limited, but is preferably a linear or branched alkyl group having 1 to 8 carbon atoms, and more preferably an alkyl group having 1 to 4 carbon atoms. Examples of the alkyl group having 1 to 4 carbon atoms include a methyl group, an ethyl group, a propyl group, and a butyl group, and they may be linear or branched. Examples of the substituent that the alkyl group may have are not particularly limited, but include, for example, an aryl group, a halogen atom, a hydroxyl group, and an alkoxy group. In addition, R ｖｉ and R ｖｉｉ The alkoxy group in is not particularly limited, but is preferably a linear or branched alkoxy group having 1 to 8 carbon atoms, and more preferably an alkoxy group having 1 to 4 carbon atoms. Examples of the alkoxy group having 1 to 4 carbon atoms include a methoxy group, an ethoxy group, a propoxy group, and a butoxy group, and may be linear or branched. The substituent that the alkoxy group may have is not particularly limited, but examples thereof include an aryl group, a halogen atom, a hydroxyl group, and an alkoxy group. R ｖｉ and R ｖｉｉ Examples of the halogen atom in R include a fluorine atom, a chlorine atom, a bromine atom, and an iodine atom. ｖｉ and R ｖｉｉThe number of substitutions, i.e., f and g, each independently represents an integer of 0 to 4, preferably 0 to 2, and more preferably 0 to 1. A plurality of f's and g's may be the same or different. ｖｉ and R ｖｉｉ may be substituted at any position of the aromatic ring having a resonance structure in the triarylmethane skeleton or the xanthene skeleton, among which -NR ｉｉ R ｉｉｉ or -NR ｉｖ R ｖ It is preferable that the substituted amino group is substituted at the meta position with respect to the substitution position of the amino group represented by the formula:

[0074] Ar １ The divalent aromatic group in Ar is not particularly limited. １ The aromatic group in may be an aromatic hydrocarbon group consisting of a carbon ring or a heterocyclic group. Examples of the aromatic hydrocarbon in the aromatic hydrocarbon group include, in addition to a benzene ring, condensed polycyclic aromatic hydrocarbons such as a naphthalene ring, a tetralin ring, an indene ring, a fluorene ring, an anthracene ring, and a phenanthrene ring; and chain polycyclic hydrocarbons such as biphenyl, terphenyl, diphenylmethane, triphenylmethane, and stilbene. The chain polycyclic hydrocarbon may have O, S, or N in the chain skeleton, such as diphenyl ether. On the other hand, examples of the heterocycle in the heterocyclic group include 5-membered heterocycles such as furan, thiophene, pyrrole, oxazole, thiazole, imidazole, and pyrazole; 6-membered heterocycles such as pyran, pyrone, pyridine, pyrone, pyridazine, pyrimidine, and pyrazine; and fused polycyclic heterocycles such as benzofuran, thionaphthene, indole, carbazole, coumarin, benzo-pyrone, quinoline, isoquinoline, acridine, phthalazine, quinazoline, and quinoxaline. These aromatic groups may further have, as substituents, an alkyl group, an alkoxy group, a hydroxyl group, a halogen atom, and a phenyl group optionally substituted with any of these.

[0075] Multiple R in one molecule ｉ ~R ｖｉｉ and Ar １ may be the same or different.ｉ ~R ｖｉｉ and Ar １ By combining these, it is possible to adjust the color to a desired level.

[0076] The valence a in A is the number of color-forming cationic moieties constituting the cation, and a is an integer of 2 or more. In this lake colorant, the valence a of the cation is 2 or more, and therefore the lake colorant has excellent heat resistance. Although there is no particular upper limit for a, from the viewpoint of ease of production, a is preferably 4 or less, and more preferably 3 or less.

[0077] In the coloring material represented by general formula (1), the cationic moiety preferably has a molecular weight of 1,200 or more, more preferably 1,300 or more, in view of excellent heat resistance and easy suppression of color change upon heating.

[0078] In the coloring material represented by the general formula (1), the anion moiety (B ｃ－ ) is a c-valent polyoxoanion, and is a divalent or higher anion, from the viewpoint of high brightness and excellent heat resistance. The upper limit of c is not particularly limited, but may be 6 or less.

[0079] Examples of polyacid anions in which a plurality of oxo acids are condensed include isopolyacid anions (M ｍ O ｎ ) ｃ－ Even if the heteropoly acid anion (X ｌ M ｍ O ｎ ) ｃ－ In the above ionic formula, M represents a polyatom, X represents a heteroatom, m represents the composition ratio of the polyatom, n represents the composition ratio of the oxygen atom, and l represents the composition ratio of the heteroatom. Examples of the polyatom M include Mo, W, V, Ti, and Nb. Examples of the heteroatom X include Si, P, As, S, Fe, and Co. In addition, Na may be included in some of the polyatoms. ＋ and H ＋ Among them, polyacids having one or more elements selected from tungsten (W) and molybdenum (Mo) are preferred in terms of excellent heat resistance. Examples of such polyacids include isopolyacids containing tungstate ions [W １０ O ３２] ４－ , molybdate ion [Mo ６ O １９ ] ２－ and heteropolyacid, phosphotungstate ion [PW １２ O ４０ ] ３－ , [P ２ W １８ O ６２ ] ６－ , silicotungstate ion [SiW １２ O ４０ ] ４－ , phosphomolybdate ion [PMo １２ O ４０ ] ３－ , silicomolybdate ion [SiMo １２ O ４０ ] ４－ , phosphotungstomolybdate ion [PW １２－ｓ Mo ｓ O ４０ ] ３－ (s is an integer of 1 or more and 11 or less), [P ２ W １８－ｔ Mo ｔ O ６２ ] ６－ (t is an integer of 1 or more and 17 or less), silicotungstomolybdate ion [SiW １２－ｕ Mo ｕ O ４０ ] ４－ (u is an integer of 1 to 11). As the polyacid containing at least one of tungsten (W) and molybdenum (Mo), heteropolyacids are preferred among the above, from the viewpoints of heat resistance and ease of raw material availability, and heteropolyacids containing phosphorus (P) are more preferred. Furthermore, phosphotungstomolybdate ions [PW １０ Mo ２ O ４０ ] ３－ , [P.W. １１ Mo １ O ４０ ] ３－ , phosphotungstate ion [PW １２ O ４０ ] ３－ It is more preferable from the viewpoint of heat resistance that the material be one of the following:

[0080] In general formula (1), b represents the number of cations, and d represents the number of anions in the molecular association, with b and d representing integers of 1 or greater. When b is 2 or greater, the multiple cations present in the molecular association may be of one type alone or a combination of two or more types. When d is 2 or greater, the multiple anions present in the molecular association may be of one type alone or a combination of two or more types. There are no particular limitations on the upper limits of b and d, but when a is 4 or less, d may be 4 or less, and when c is 6 or less, b may be 6 or less.

[0081] In general formula (1), e is an integer of 0 or 1, and when e is 0, no bond exists. e = 0 represents a triarylmethane skeleton, and e = 1 represents a xanthene skeleton. Multiple e's may be the same or different. Among the rake colorants represented by general formula (1) used in the present invention, those containing at least a triarylmethane skeleton are preferably used. Note that rake colorants represented by general formula (1) can be prepared with reference to, for example, WO 2012 / 144520 and WO 2018 / 003706. The rake colorants represented by general formula (1) may be used alone or in combination of two or more.

[0082] (Rake Colorant Represented by Formula (2)) Next, the rake colorant represented by formula (2) that is preferably used in the present invention will be described in detail.

[0083] (In general formula (2), R Ｉ ~R ＶＩ each independently represents a hydrogen atom, an optionally substituted alkyl group, or an optionally substituted aryl group; R Ｉ and R ＩＩ , R ＩＩＩ and R ＩＶ , R Ｖ and R ＶＩ may be bonded to form a ring structure. ＶＩＩ and R ＶＩＩＩ each independently represents an alkyl group which may have a substituent, an alkoxy group which may have a substituent, a halogen atom, or a cyano group. ２represents a divalent aromatic heterocyclic group which may have a substituent, and a plurality of R Ｉ ~R ＶＩＩＩ and Ar ２ may be the same or different. ｍ－ represents an m-valent polyacid anion. m represents an integer of 2 or more. j is 0 or 1, and when j is 0, no bond exists. k and l represent integers of 0 to 4, and k + j and l + j are 0 to 4. Multiple j, k and l may be the same or different.

[0084] In general formula (2), R Ｉ ~R ＶＩ each independently represents a hydrogen atom, an optionally substituted alkyl group, or an optionally substituted aryl group; R Ｉ and R ＩＩ , R ＩＩＩ and R ＩＶ , R Ｖ and R ＶＩ may be bonded to form a ring structure. Ｉ ~R ＶＩ are each R in the general formula (1) ｉ ~R ｖ In general formula (2), R ＶＩＩ and R ＶＩＩＩ Each independently represents an alkyl group which may have a substituent, an alkoxy group which may have a substituent, a halogen atom or a cyano group, and these also correspond to R in the above-mentioned general formula (1). ｖｉ and R ｖｉｉ In the general formula (2), Ar ２ represents a divalent aromatic heterocyclic group which may have a substituent, ２ is Ar in the above general formula (1). １ In addition, in the general formula (2), E ｍ－ represents an m-valent polyacid anion, and the m-valent polyacid anion may be the same as the c-valent polyacid anion of the general formula (1) described above.

[0085] In general formula (2), m represents the number of cations and the number of anions, and is an integer of 2 or greater. The multiple cations present in general formula (2) may be a single type or a combination of two or more types. Similarly, the anions may be a single type or a combination of two or more types. In general formula (2), j is 0 or 1, and when j is 0, no bond exists. j in general formula (2) may be the same as e in the aforementioned general formula (1). Furthermore, k and l in general formula (2) may be the same as f and g in the aforementioned general formula (1). Note that rake colorants represented by general formula (2) can be prepared, for example, with reference to JP-A-2017-16099. Rake colorants represented by general formula (2) may be used alone or in combination of two or more types.

[0086] In addition, the rake colorant of the triarylmethane dye used in the photosensitive color resin composition of the present invention is not limited to one or more selected from the colorant represented by the general formula (1) and the colorant represented by the general formula (2), and can be appropriately selected and used. For example, rake colorants of the cation of the triarylmethane dye described in JP-A-2015-96947, JP-A-2016-27149, and JP-A-2017-16099 and the various polyacid anions described above, or rake colorants of the triarylmethane dye and polyacid described in JP-A-2015-96947, JP-A-2016-27149, and JP-A-2017-16099 may be used.

[0087] On the other hand, in the case of acid dye lake colorants, the acid dye is an ionic dye in which the anion moiety serves as a chromophore, and examples thereof include rhodamine acid dyes, fluorescein acid dyes, anthraquinone acid dyes, indigo acid dyes, triarylmethane acid dyes, phthalocyanine acid dyes, azo acid dyes, etc. Specific examples include dyes with the following Color Index (C.I.) names:

[0088] C.I. Rhodamine acid dyes such as Acid Red 50, 52, 289, 388, Acid Violet 9, 30, Acid Blue 19; C.I. Acid Red 51, 87, 91, 92, 93, 94, 98, C.I. Acid Orange 11, C.I. Xanthene acid dyes such as fluorescein acid dyes such as Acid Yellow 73, 74; C.I. Acid Violet 34, 36, 39, 41, 42, 43, 47, 51, 63, 126, C.I. C.I. Acid Blue 25, 27, 35, 40, 41, 43, 45, 46, 47, 49, 51, 55, 56, 62, 68, 69, 78, 80, 81, 96, 111, 124, 127, 127:1, 129, 138, 145, 150, 175, 183, 215, 225, 230, 258, 260, 264, 271, 277, 281, 290, 324, 344, 350, C.I. Acid Green 25, 27, 36, 37, 38, 40, 41, 42, 44, 54, 95, and other anthraquinone-based acid dyes; C.I. Acid Blue 74 and other indigo-based acid dyes; C.I. Acid Violet 15, 16, 17, 19, 21, 23, 24, 25, 38, 49, 72, C.I. Acid Blue 1, 3, 5, 7, 9, 19, 22, 83, 90, 93, 100, 103, 104, 109, C.I. Acid Green 3, 5, 6, 7, 8, 9, 11, 15, 16, 22, 50, etc. triarylmethane acid dyes; C.I. Acid Blue 249, C.I. Phthalocyanine acid dyes such as Direct Blue 86; C.I. Acid Yellow 11, C.I. Acid Orange 7, C.I. Acid Red 37, 180, C.I. Acid Blue 29, C.I. Direct Red 28, 83, C.I. Direct Yellow 12, C.I. Azo acid dyes such as C.I. Direct Orange 26, C.I. Direct Green 59, C.I. Reactive Yellow 2, C.I. Reactive Red 17, C.I. Reactive Red 120, C.I. Reactive Black 5, C.I. Mordant Red 7, C.I. Mordant Yellow 5, C.I. Mordant Black 7, and C.I. Direct Green 28; and the like.

[0089] As the laking agent for the acid dye, it is preferable to use a laking agent containing a metal atom, since this increases the heat resistance of the colorant. Such laking agents are preferably those containing a metal atom that becomes a divalent or higher metal cation, specifically barium chloride, calcium chloride, calcium carbonate, aluminum chloride, aluminum sulfate, aluminum acetate, lead acetate, magnesium sulfate, zirconium chloride, zirconium sulfate, zirconium carbonate, polyaluminum chloride, polyaluminum sulfate, etc., among which laking agents containing a metal atom that becomes a trivalent or higher metal cation are more preferred. Furthermore, laking agents containing aluminum are preferred in terms of ease of synthesis of the laking colorant and excellent dispersibility of the laking colorant. Furthermore, the laking agent containing aluminum may be polyaluminum chloride.

[0090] The rake colorant used in the present invention may contain at least one selected from the group consisting of rake colorants having a triarylmethane skeleton and rake colorants having a xanthene skeleton, in order to exhibit optical properties suitable for color filter applications. When the photosensitive resin composition contains at least one colorant selected from the group consisting of rake colorants having a triarylmethane skeleton and rake colorants having a xanthene skeleton, a high-brightness photosensitive resin composition can be obtained.

[0091] The lake colorant used in the present invention may be used alone or in combination of two or more kinds.

[0092] [Other Colorants] The photosensitive color resin composition according to the present invention contains the lake colorant as an essential component, but may further contain a colorant other than the lake colorant. Examples of colorants other than the lake colorant include dyes and pigments. Dyes can be appropriately selected from the dyes described above for the lake colorant. Examples of pigments include organic pigments and inorganic pigments. Organic pigments are preferably used because they have high color development and heat resistance. Examples of organic pigments include compounds classified as pigments in the Color Index (C.I.; published by The Society of Dyers and Colourists), specifically, compounds assigned the following Color Index (C.I.) numbers:

[0093] C.I. Pigment Yellow 1, 1:1, 2, 3, 4, 5, 6, 9, 10, 12, 13, 14, 15, 16, 17, 20, 24, 31, 32, 34, 35, 35:1, 36, 36:1, 37, 37:1, 40, 41, 42, 43, 48, 53, 55, 60, 61, 62, 62:1, 63, 65, 71, 73, 74, 75, 81, 83, 87, 93, 94, 95, 97, 98, 100, 101, 104, 105, 106, 108, 109, 110 , 111, 113, 114, 116, 117, 119, 120, 126, 127, 127:1, 128, 129, 133, 134, 136, 138, 139, 142, 147, 148, 150, 151, 152, 153, 154, 155, 156, 157, 158, 159, 160, 161, 162, 163, 164, 165, 166, 167, 168, 173, 175, 185, 194, 211, 214, 215, 231, 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, 47, 48, 48:1, 48:2, 48:3, 48:4, 49, 49:1, 49:2, 50:1, 52:1, 53:1, 57, 57:1 , 57:2, 58:2, 58:4, 60, 60:1, 63, 63:1, 63:2, 64, 64:1, 68, 69, 81:1, 83, 88, 90:1, 97, 101, 102, 104, 105, 106, 108, 109, 112, 113, 114, 122, 123, 144, 146, 147, 149, 150, 151, 166, 1 68, 170, 171, 172, 173, 174, 175, 176, 177, 178, 179, 180, 181, 184, 185, 187, 188, 190, 193, 194, 200, 202, 206, 207, 208, 209, 210, 214, 215, 216, 220, 221, 224, 226, 230, 231, 232, 233, 235, 236, 237, 238, 239, 242, 243, 245, 247, 249, 250, 251, 253, 254, 255, 256, 257, 258, 259, 260, 262, 263, 264, 265, 266, 267, 268, 269, 270, 271, 272, 273, 274, 275, 276, 291; C.I. Pigment Blue 1, 15, 15:1, 15:2, 15:3, 15:4, 15:6, 16, 60, 61, 79, 80; C.I. C.I. Pigment Green 1, 2, 4, 7, 8, 10, 13, 14, 15, 17, 18, 19, 26, 36, 45, 48, 50, 51, 54, 55, 58, 59, 62, 63; C.I. Pigment Brown 23, 25; C.I. Pigment Black 1, 7;

[0094] Specific examples of the inorganic pigment include titanium oxide, barium sulfate, calcium carbonate, zinc white, lead sulfate, yellow lead, zinc yellow, red iron oxide (red iron (III) oxide), cadmium red, ultramarine, iron blue, chromium oxide green, cobalt green, umber, titanium black, synthetic iron black, and carbon black.

[0095] Furthermore, examples of black pigments that have high light-shielding properties include inorganic pigments such as carbon black and iron oxide, and organic pigments such as cyanine black.

[0096] <Colorant content ratio> In the photosensitive color resin composition of the present invention, the content of the lake colorant and the content of other colorants when used are not particularly limited, and can be appropriately adjusted according to the desired chromaticity. In the photosensitive color resin composition of the present invention, the total content of the lake colorant may be 30% by mass or more, 50% by mass or more, 70% by mass or more, 80% by mass or more, 90% by mass or more, or 100% by mass, based on the total amount of colorants in the photosensitive color resin composition.

[0097] The average primary particle size of the colorant used in the present invention is not particularly limited as long as it can produce the desired color when used as a colored layer, and although it varies depending on the type of colorant used, it is preferably in the range of 10 nm to 100 nm, more preferably 15 nm to 60 nm. By having the average primary particle size of the colorant in the above range, a display device equipped with a color filter manufactured using the photosensitive colored resin composition of the present invention can be made to have high contrast and high quality.

[0098] The average dispersed particle size of the colorant in the photosensitive coloring resin composition varies depending on the type of colorant used, but is preferably in the range of 10 nm to 150 nm, and more preferably in the range of 15 nm to 60 nm. The average dispersed particle size of the colorant in the photosensitive coloring resin composition is the dispersed particle size of colorant particles dispersed in a dispersion medium containing at least a solvent, and is measured using a laser light scattering particle size distribution meter. To measure the particle size using a laser light scattering particle size distribution meter, the photosensitive coloring resin composition is appropriately diluted (for example, 1000 times) with the solvent used in the photosensitive coloring resin composition to a concentration measurable with the laser light scattering particle size distribution meter, and then measured at 23 ° C. using a laser light scattering particle size distribution meter (for example, a Nanotrac particle size distribution measuring device UPA-EX150 manufactured by Nikkiso Co., Ltd.). The average dispersed particle size here is the volume average particle size.

[0099] In the photosensitive colored resin composition of the present invention, the colorant may be used alone or in combination of two or more. In the photosensitive colored resin composition of the present invention, the content of the colorant is not particularly limited. From the viewpoint of dispersibility and dispersion stability, the content of the colorant is usually within the range of 3% to 65% by mass, preferably within the range of 4% to 60% by mass, and more preferably within the range of 15% to 60% by mass, relative to the total solid content of the photosensitive colored resin composition. If the content is above the lower limit, the colored layer obtained when the photosensitive colored resin composition is applied to a predetermined film thickness (usually 1.0 μm to 5.0 μm) will have sufficient color density. Furthermore, if the content is below the upper limit, a colored layer having excellent storage stability, sufficient hardness, and adhesion to the substrate can be obtained. In particular, when a colored layer with a high colorant concentration is formed, the total content of the colorant is preferably within the range of 20% to 65% by mass, more preferably 30% to 60% by mass, relative to the total solid content of the photosensitive colored resin composition.

[0100] [Dispersant] In the photosensitive color resin composition of the present invention, the color material is dispersed in a solvent using a dispersant. In the present invention, the dispersant can be appropriately selected from conventionally known dispersants. As the dispersant, for example, cationic, anionic, nonionic, amphoteric, silicone, fluorine-based surfactants can be used. Among surfactants, polymer dispersants are preferred because they can be dispersed uniformly and finely. Note that the polymer dispersant refers to a dispersant composed of a polymer.

[0101] Examples of polymer dispersants include (meth)acrylate copolymer dispersants; polyurethanes; unsaturated polyamides; polysiloxanes; long-chain polyaminoamidophosphates; polyethyleneimine derivatives (amides obtained by reacting poly(lower alkyleneimine) with a polyester containing a free carboxy group, or bases thereof); and polyallylamine derivatives (reaction products obtained by reacting polyallylamine with one or more compounds selected from three types of compounds: polyesters having a free carboxy group, polyamides, or co-condensates of esters and amides (polyesteramides)).

[0102] In the present invention, it is preferable to use a (meth)acrylate copolymer dispersant as the dispersant from the viewpoint of dispersibility. The (meth)acrylate copolymer dispersant has good compatibility with the alkali-soluble resin and photopolymerizable compound described below, and therefore the steric hindrance effect of the dispersant adsorbed to the colorant is sufficiently obtained, thereby suppressing re-aggregation of the colorant, which is presumed to enable dispersion stability, fine dispersion, and high contrast.

[0103] In the present invention, the (meth)acrylate copolymer dispersant refers to a copolymer dispersant containing at least a (meth)acrylate-derived structural unit. The (meth)acrylate copolymer dispersant is preferably a copolymer containing a structural unit that functions as a colorant adsorption site and a structural unit that functions as a solvent affinity site, and it is preferable that the structural unit that functions as a solvent affinity site contains at least a (meth)acrylate-derived structural unit. When the polymer dispersant is a copolymer, it may be any of a block copolymer, a graft copolymer, or a random copolymer, but at least one of a block copolymer and a graft copolymer is preferred from the viewpoint of dispersibility.

[0104] Examples of the structural unit functioning as a colorant adsorption site include a structural unit derived from an ethylenically unsaturated monomer copolymerizable with a structural unit derived from a (meth)acrylate. The colorant adsorption site may be a structural unit derived from an acidic group-containing ethylenically unsaturated monomer, or a structural unit derived from a basic group-containing ethylenically unsaturated monomer. The colorant adsorption site may be appropriately selected from those that provide good dispersibility depending on the type of colorant. In the present invention, from the viewpoint of alkaline developability, an acidic dispersant in which the structural unit functioning as a colorant adsorption site contains an acidic group is preferred.

[0105] As the structural unit derived from an acidic group-containing ethylenically unsaturated monomer, a structural unit represented by the following general formula (I) is preferred from the viewpoint of excellent dispersibility of the lake colorant. The inclusion of at least one dispersant selected from the group consisting of a graft copolymer having a structural unit represented by the following general formula (I) and a block copolymer having an A block containing a structural unit represented by the following general formula (I) is particularly preferred from the viewpoint of excellent dispersibility of the lake colorant.

[0106] A polymer having a structural unit represented by the following general formula (I) can be preferably used as at least one dispersant selected from the group consisting of the rake colorant having a triarylmethane skeleton and the rake colorant having a xanthene skeleton. A polymer having a structural unit represented by the following general formula (I) can improve the dispersibility and heat resistance of the rake colorant having a triarylmethane skeleton and suppress chromaticity change of the rake colorant after heating. Furthermore, even when a rake colorant and a pigment are used in combination as colorants, the use of a polymer having a structural unit represented by the following general formula (I) as a dispersant can improve the dispersibility and storage stability of the pigment and form a colored layer with improved substrate adhesion and coating uniformity. The polymer having a structural unit represented by the following general formula (I) is an ethylenically unsaturated monomer polymer, and therefore has a skeleton with higher heat resistance than polyether-based or polyester-based polymers, and the acidic phosphorus compound groups (-P(=O)(-R ２ )(OH)) and its salts (-P(=O)(-R ２ ) (O － X ＋ It is presumed that the acidic phosphorus compound groups and / or salts thereof have a strong adsorption force to the surface of the finely divided colorant. Furthermore, it is presumed that when the surface of the colorant is coated with at least one of the acidic phosphorus compound groups and / or salts thereof, attack on the pigment skeleton of the lake colorant by active oxygen such as peroxy radicals (hydrogen abstraction, substitution reaction, etc.) is suppressed, and deterioration (oxidative deterioration) of the lake colorant is suppressed.

[0107] (In general formula (I), L １ represents a direct bond or a divalent linking group, R １ is a hydrogen atom or a methyl group, R２ represents a hydroxyl group, a hydrocarbon group, -[CH(R ３ )-CH(R ４ ) -O] ｘ１ -R ５ , - [(CH ２ ) ｙ１ -O] ｚ１ -R ５ , or -O-R ６ is a monovalent group represented by the formula: ６ represents a hydrocarbon group, —[CH(R ３ )-CH(R ４ ) -O] ｘ１ -R ５ , - [(CH ２ ) ｙ１ -O] ｚ１ -R ５ , -C(R ７ ) (R ８ )-C(R ９ ) (R １０ ) —OH or —CH ２ -C(R １１ ) (R １２ )-CH ２ R is a monovalent group represented by —OH. ３ and R ４ are each independently a hydrogen atom or a methyl group, and R ５ represents a hydrogen atom, a hydrocarbon group, —CHO, —CH ２ CHO, -CO-CH=CH ２ , —CO—C(CH ３ ) = CH ２ or -CH ２ COOR １３ is a monovalent group represented by the formula: １３ is a hydrogen atom or an alkyl group having 1 to 5 carbon atoms. ７ , R ８ , R ９ , R １０ , R １１ and R １２ are each independently a hydrogen atom, a hydrocarbon group, or a hydrocarbon group having one or more bonds selected from an ether bond and an ester bond, and R ７ and R ９ may be bonded to each other to form a ring structure. When the ring structure is formed, the ring structure may further include a substituent R１４ and R １４ represents a hydrocarbon group or a hydrocarbon group having one or more bonds selected from an ether bond and an ester bond. The hydrocarbon group may have a substituent. X represents a hydrogen atom or an organic cation. x1 represents an integer of 1 or more and 18 or less, y1 represents an integer of 1 or more and 5 or less, and z1 represents an integer of 1 or more and 18 or less.

[0108] In general formula (I), L １ is a direct bond or a divalent linking group. １ The direct bond means that the phosphorus atom is directly bonded to a carbon atom of the main chain skeleton without a linking group. １ The divalent linking group in L is not particularly limited as long as it can link a carbon atom in the main chain skeleton with a phosphorus atom. １ Examples of the divalent linking group in the formula (I) 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 bonding direction 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 phosphorus 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 phosphorus atom side of the side chain.

[0109] Among these, from the viewpoint of dispersibility, L in general formula (I) １ is preferably a divalent linking group containing a -CONH- group or a -COO- group. １ is a divalent linking group containing a —COO— group, L １ But, -COO-L １ '-group (wherein L １ ' is an alkylene group having 1 to 8 carbon atoms which may have a hydroxyl group, -[CH(R Ｌ１１ )-CH(R Ｌ１２ ) -O] ｘ - or -[(CH ２ ) ｙ -O] ｚ - (CH２ ) ｙ -O-, -[CH(R Ｌ１３ )] ｗ -O-, and R Ｌ１１ , R Ｌ１２ and R Ｌ１３ are each independently a hydrogen atom, a methyl group, or a hydroxyl group. x is an integer of 1 or more and 18 or less, y is an integer of 1 or more and 5 or less, z is an integer of 1 or more and 18 or less, and w is an integer of 1 or more and 18 or less.

[0110] L １ The alkylene group having 1 to 8 carbon atoms in ' may be linear, branched, or cyclic, and is, for example, a methylene group, an ethylene group, a trimethylene group, a propylene group, various butylene groups, various pentylene groups, various hexylene groups, various octylene groups, etc., and some of the hydrogen atoms may be substituted with hydroxyl groups. x is an integer of 1 to 18, preferably an integer of 1 to 4, and more preferably an integer of 1 to 2; y is an integer of 1 to 5, preferably an integer of 1 to 4, and more preferably 2 or 3; z is an integer of 1 to 18, preferably an integer of 1 to 4, and more preferably an integer of 1 to 2; and w is an integer of 1 to 18, preferably an integer of 1 to 4.

[0111] L in general formula (I) １ A preferred example of the group is —COO—CH ２ CH(OH)CH ２ -O-, -COO-CH ２ CH ２ -O-CH ２ CH(OH)CH ２ -O-, -COO-CH ２ C(CH ２ CH ３ ) (CH ２ OH)CH ２ Examples include, but are not limited to, —O—.

[0112] R ２Examples of the hydrocarbon group in the formula (I) include alkyl groups having 1 to 18 carbon atoms, alkenyl groups having 2 to 18 carbon atoms, aralkyl groups, and aryl groups. The alkyl groups having 1 to 18 carbon atoms may be linear, branched, or cyclic, and examples thereof include methyl, ethyl, n-propyl, isopropyl, n-butyl, cyclopentyl, cyclohexyl, bornyl, isobornyl, dicyclopentanyl, adamantyl, and lower alkyl-substituted adamantyl groups. The alkenyl groups 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; however, from the perspective of the reactivity of the resulting polymer, it is preferable that the double bond be located at the terminal of the alkenyl group. Examples of aryl groups include phenyl, biphenyl, naphthyl, tolyl, and xylyl groups, and may further have a substituent. The number of carbon atoms in the aryl group is preferably 6 to 24, more preferably 6 to 12. Examples of aralkyl groups include benzyl, phenethyl, naphthylmethyl, and biphenylmethyl groups, and may further have a substituent. The number of carbon atoms in the aralkyl group is preferably 7 to 20, more preferably 7 to 14. The alkyl and alkenyl groups may have a substituent, and examples of such substituents include halogen atoms such as F, Cl, and Br, and nitro groups. Examples of substituents on aromatic rings such as the aryl and aralkyl groups include linear and branched alkyl groups having 1 to 4 carbon atoms, as well as alkenyl groups, nitro groups, and halogen atoms. Note that the preferred carbon numbers do not include the number of carbon atoms of the substituent. The R ２ In the formula, x1 is the same as x, y1 is the same as y, and z1 is the same as z. ５ ~R １２ Examples of the hydrocarbon group in R ２ The hydrocarbon groups are the same as those in the above.

[0113] R ７ , R ８ , R ９ , R １０ , R１１ and R １２ In the above, the hydrocarbon group having one or more bonds selected from an ether bond and an ester bond is a group represented by -R'-O-R", -R'-(C=O)-O-R", or -R'-O-(C=O)-R" (R' and R" are hydrocarbon groups or groups in which hydrocarbon groups are bonded via at least one of an ether bond and an ester bond). One group may have two or more ether bonds and ester bonds. Examples of monovalent hydrocarbon groups include alkyl groups, alkenyl groups, aralkyl groups, and aryl groups, and examples of divalent hydrocarbon groups include alkylene groups, alkenylene groups, arylene groups, and combinations thereof.

[0114] R ７ and R ９ When the substituents R are bonded to form a ring structure, the number of carbon atoms forming the ring structure is preferably 5 to 8, more preferably 6, i.e., a 6-membered ring, and it is preferable that the ring structure forms a cyclohexane ring. １４ In the formula (I), the hydrocarbon group or the hydrocarbon group having one or more bonds selected from the group consisting of an ether bond and an ester bond is ７ , R ８ , R ９ , R １０ , R １１ and R １２ It can be similar to that in

[0115] From the viewpoint of excellent dispersibility and dispersion stability of dispersed particles, ２ is a hydroxyl group, a hydrocarbon group, -[CH(R ３ )-CH(R ４ ) -O] ｘ１ -R ５ , - [(CH ２ ) ｙ１ -O] ｚ１ -R ５ , or -O-R ６ and preferably a hydroxyl group, a methyl group, an ethyl group, a vinyl group, an aryl group or an aralkyl group which may have a substituent, a vinyl group, an allyl group, -[CH(R ３ )-CH(R ４ ) -O]ｘ１ -R ５ , - [(CH ２ ) ｙ１ -O] ｚ１ -R ５ , or -O-R ６ a monovalent group represented by R ３ and R ４ are each independently a hydrogen atom or a methyl group, and R ５ is -CO-CH=CH ２ or -CO-C(CH ３ ) = CH ２ More preferably, R ２ However, an optionally substituted aryl group, a vinyl group, a methyl group and a hydroxyl group are more preferred.

[0116] In addition, from the viewpoint of improving alkali resistance, R ２ represents a hydrocarbon group, —[CH(R ３ )-CH(R ４ ) -O] ｘ１ -R ５ , or -[(CH ２ ) ｙ１ -O] ｚ１ -R ５ In the case where a carbon atom is directly bonded to a phosphorus atom, it is considered that a resin layer having excellent alkali resistance can be formed since it is difficult to be hydrolyzed. ２ is a methyl group, an ethyl group, an aryl group or an aralkyl group which may have a substituent, a vinyl group, an allyl group, —[CH(R ３ )-CH(R ４ ) -O] ｘ１ -R ５ , or -[(CH ２ ) ｙ１ -O] ｚ１ -R ５ a monovalent group represented by R ３ and R ４ are each independently a hydrogen atom or a methyl group, and R ５ is -CO-CH=CH ２ or -CO-C(CH ３ ) = CH ２Among these, those having the formula R are preferred in terms of excellent alkali resistance and excellent dispersibility and dispersion stability of dispersed particles. ２ In terms of dispersibility, an aryl group which may have a substituent is more preferred.

[0117] In general formula (I), X represents a hydrogen atom or an organic cation. The organic cation refers to one containing a carbon atom in the cation moiety. Examples of the organic cation include imidazolium cation, pyridinium cation, aminidium cation, piperidinium cation, pyrrolidinium cation, ammonium cations such as tetraalkylammonium cation and trialkylammonium cation, sulfonium cations such as trialkylsulfonium cation, and phosphonium cations such as tetraalkylphosphonium cation. Among these, protonated nitrogen-containing organic cations are preferred from the viewpoints of dispersibility and alkaline developability. Among these, organic cations having an ethylenically unsaturated double bond are preferred from the viewpoint of imparting curability.

[0118] The polymer may contain one type of structural unit represented by formula (I) alone, or two or more types of structural units.

[0119] In the polymer, among the structural units represented by general formula (I), the polymer may contain both a structural unit in which X is a hydrogen atom and a structural unit in which X is an organic cation. When both structural units are contained, there are no particular limitations as long as good dispersibility and dispersion stability are exhibited, but it is preferable that the proportion of the number of structural units in which X is an organic cation is 0 to 50 mol% relative to the total number of structural units represented by general formula (I).

[0120] The method for synthesizing a polymer having at least one selected from the structural units represented by general formula (I) is not particularly limited. Polymers having at least one selected from the structural units represented by general formula (I) can be synthesized, for example, with reference to JP 2017-2191 A. The polymer having at least one selected from the structural units represented by general formula (I) is preferably a reaction product of a polymer having at least one of an epoxy group and a cyclic ether group in a side chain with an acidic phosphorus compound, in which at least a portion of the acidic phosphorus compound groups may form a salt.

[0121] On the other hand, as the constituent unit derived from a basic group-containing ethylenically unsaturated monomer as the colorant adsorption site, a constituent unit represented by the following general formula (V) is preferred from the viewpoint of excellent dispersibility.

[0122] (In general formula (V), R ４１ is a hydrogen atom or a methyl group, A １ represents a divalent linking group, R ４２ and R ４３ each independently represents a hydrogen atom or a hydrocarbon group which may contain a heteroatom; R ４２ and R ４３ may be bonded to each other to form a ring structure.

[0123] For an explanation of each symbol in the general formula (V) and copolymers and salt-type copolymers having a constitutional unit represented by the general formula (V), JP 2016-224447 A and WO 2016 / 104493 A can be appropriately referenced.

[0124] From the viewpoint of dispersibility, the copolymer used as a dispersant preferably further has a solvent-affinity moiety. The copolymer used as a dispersant is preferably at least one of a graft copolymer having a structural unit functioning as a colorant adsorption site as described above and a structural unit functioning as a solvent-affinity moiety, which is a (meth)acrylate-derived structural unit in the graft polymer chain, and a block copolymer having an A block containing a structural unit functioning as a colorant adsorption site as described above and a B block containing a (meth)acrylate-derived structural unit. The copolymer used as a dispersant is preferably at least one of a graft copolymer having a structural unit functioning as a colorant adsorption site as described above and a structural unit represented by the following general formula (II) as a structural unit functioning as a solvent-affinity moiety, and a block copolymer having a structural unit functioning as a colorant adsorption site as described above and a structural unit represented by the following general formula (III) as a structural unit functioning as a solvent-affinity moiety. As the copolymer used as a dispersant, at least one of a graft copolymer having a constitutional unit represented by the general formula (I) above and a constitutional unit represented by the general formula (II) below, and a block copolymer having a constitutional unit represented by the general formula (I) above and a constitutional unit represented by the general formula (III) below is preferred, in that it has excellent dispersibility and storage stability for the lake colorant, has high stability over time even after long-term storage, and can form a colored layer having excellent adhesion of the fine line pattern to the substrate after development.

[0125] (In general formula (II), L ２ represents a direct bond or a divalent linking group, R ２１ represents a hydrogen atom or a methyl group, and Polymer represents a polymer chain having a constituent unit represented by the following general formula (IV): ２２ is a hydrogen atom or a methyl group, R ２３ represents a hydrocarbon group, —[CH(R ２４ )-CH(R ２５ ) -O] ｘ２ -R ２６ , - [(CH ２ ) ｙ２ -O]ｚ２ -R ２６ , -[CO-(CH ２ ) ｙ２ -O] ｚ２ -R ２６ , —CO—O—R ２６’ or -O-CO-R ２６” a monovalent group represented by R ２４ and R ２５ are each independently a hydrogen atom or a methyl group, R ２６ represents a hydrogen atom, a hydrocarbon group, —CHO, —CH ２ CHO or -CH ２ COOR ２７ is a monovalent group represented by the formula: ２６’ represents a hydrocarbon group, —[CH(R ２４ )-CH(R ２５ ) -O] ｘ２’ -R ２６ , - [(CH ２ ) ｙ２’ -O] ｚ２’ -R ２６ , -[CO-(CH ２ ) ｙ２’ -O] ｚ２’ -R ２６ is a monovalent group represented by the formula: ２６” is an alkyl group having 1 to 18 carbon atoms, R ２７ is a hydrogen atom or an alkyl group having 1 to 5 carbon atoms. The hydrocarbon group may have a substituent. x2 and x2' are integers of 1 or more and 18 or less, y2 and y2' are integers of 1 or more and 5 or less, and z2 and z2' are integers of 1 or more and 18 or less.

[0126] (In general formula (IV), R ３１ is a hydrogen atom or a methyl group, and R ３２ is a hydrocarbon group, -[CH(R ３３ )-CH(R ３４ ) -O] ｘ３ -R ３５ , - [(CH ２ ) ｙ３ -O] ｚ３ -R ３５ , -[CO-(CH ２ ) ｙ３ -O] ｚ３ -R ３５ , —CO—O—R ３６or -O-CO-R ３７ a monovalent group represented by R ３３ and R ３４ are each independently a hydrogen atom or a methyl group, R ３５ represents a hydrogen atom, a hydrocarbon group, —CHO, —CH ２ CHO or -CH ２ COOR ３８ a monovalent group represented by R ３６ represents a hydrocarbon group, —[CH(R ３３ )-CH(R ３４ ) -O] ｘ４ -R ３５ , - [(CH ２ ) ｙ４ -O] ｚ４ -R ３５ , -[CO-(CH ２ ) ｙ４ -O] ｚ４ -R ３５ a monovalent group represented by R ３７ is an alkyl group having 1 to 18 carbon atoms, R ３８ is a hydrogen atom or an alkyl group having 1 to 5 carbon atoms, and the hydrocarbon group may have a substituent. n is an integer of 5 or more and 200 or less. x3 and x4 are integers of 1 or more and 18 or less, y3 and y4 are integers of 1 or more and 5 or less, and z3 and z4 are integers of 1 or more and 18 or less.

[0127] Hereinafter, a detailed description will be given of the colorant adsorption site using, as an example, the constituent unit represented by the general formula (I), which is preferred as a constituent unit derived from an acidic group-containing ethylenically unsaturated monomer; however, the colorant adsorption site may be a constituent unit derived from a basic group-containing ethylenically unsaturated monomer, or may be a constituent unit represented by the general formula (V).

[0128] (Graft copolymer) In the general formula (II), L ２ is a direct bond or a divalent linking group. ２ The divalent linking group in L is not particularly limited as long as it can link the carbon atom derived from the ethylenically unsaturated double bond to the polymer chain. ２ Examples of the divalent linking group in １ Examples of the divalent linking group include the same as the divalent linking group in the above formula.

[0129] In the general formula (II), Polymer represents a polymer chain having a constitutional unit represented by the general formula (IV). ３２ The hydrocarbon group in is preferably an alkyl group having 1 to 18 carbon atoms, an alkenyl group having 2 to 18 carbon atoms, an aralkyl group, or an aryl group. ２ The same can be mentioned.

[0130] R ３５ represents a hydrogen atom, an alkyl group having 1 to 18 carbon atoms, an aralkyl group, an aryl group, —CHO, —CH ２ CHO or -CH ２ COOR ３８ is preferably a monovalent group represented by ３６ represents an alkyl group having 1 to 18 carbon atoms, an aralkyl group, an aryl group, —[CH(R ３３ )-CH(R ３４ ) -O] ｘ４ -R ３５ , - [(CH ２ ) ｙ４ -O] ｚ４ -R ３５ , -[CO-(CH ２ ) ｙ４ -O] ｚ４ -R ３５ R is preferably a monovalent group represented by the following formula: ３７ is an alkyl group having 1 to 18 carbon atoms, and R ３８ represents a hydrogen atom or an alkyl group having 1 to 5 carbon atoms. ３５ and R ３６ Among these, the alkyl group, aralkyl group, and aryl group having 1 to 18 carbon atoms are the same as those of the above-mentioned R ２ The same as those of the above R ３７ and R ３８ The alkyl group in ２ The same as those of the above R ３５ , R ３６ , R ３７ and R ３８When R is a group having an aromatic ring, the aromatic ring may further have a substituent. Examples of the substituent include linear, branched, and cyclic alkyl groups having 1 to 5 carbon atoms, as well as alkenyl groups, nitro groups, and halogen atoms such as F, Cl, and Br. The preferred carbon number does not include the carbon number of the substituent. ３２ and R ３６ In the formula, x3 and x4 are the same as x, y3 and y4 are the same as y, and z3 and z4 are the same as z.

[0131] Furthermore, the R ３２ , R ３５ , R ３６ , R ３７ and R ３８ may be further substituted with 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, as long as the graft copolymer does not impair its dispersibility. Alternatively, a graft copolymer having such a substituent may be synthesized, and then reacted with a compound having a polymerizable group and a functional group reactive with the substituent to add a polymerizable group. For example, a polymerizable group can be added by reacting a graft copolymer having a carboxyl group with glycidyl (meth)acrylate, or a graft copolymer having an isocyanate group with hydroxyethyl (meth)acrylate.

[0132] The structural units of the polymer chain having the structural unit represented by general formula (IV) in general formula (II) may include a structural unit derived from a (meth)acrylate, and R ３２ as -CO-O-R ３６The polymer chain contained in the structural unit represented by general formula (IV) preferably has a structural unit derived from, among the above-mentioned structural units, 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, styrene, α-methylstyrene, vinylcyclohexane, or the like. However, the structural unit is not limited to these.

[0133] In an embodiment of the present invention, the R ３２ and R ３６ Among them, it is preferable to use one that has excellent solubility in the organic solvent described below, and it may be selected appropriately 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, or ester-based organic solvent that is generally used as an organic solvent for the colorant dispersion liquid, a methyl group, an ethyl group, an isobutyl group, an n-butyl group, a 2-ethylhexyl group, a 2-ethoxyethyl group, a cyclohexyl group, a benzyl group, or the like is preferred. Here, the R ３２ and R ３６ The reason for setting R ３２ and R ３６ This is because the structural unit containing the above has solubility in the organic solvent, and the acidic phosphorus compound group and its salt moiety of the monomer have high adsorptivity for particles of colorant, etc., thereby making it possible to achieve particularly excellent dispersibility and stability of particles of colorant, etc.

[0134] The weight average molecular weight Mw of the polymer chain in the Polymer is preferably in the range of 500 to 15,000, and more preferably in the range of 1,000 to 8,000. By keeping it in this range, it is possible to maintain a sufficient steric repulsion effect as a dispersant and also to suppress an increase in the time required to disperse particles such as colorants due to the steric effect.

[0135] Furthermore, as a guideline, the polymer chain in the Polymer preferably has a solubility at 23° C. of 30 (g / 100 g solvent) or more in the organic solvent used in combination.

[0136] The polymer chain may be a homopolymer or a copolymer. In addition, the polymer chain contained in the constitutional unit represented by general formula (II) may be a single type or a mixture of two or more types in the graft copolymer.

[0137] The total content of structural units functioning as colorant adsorption sites, such as structural units represented by general formula (I), relative to all structural units of the graft copolymer is preferably 3% by mass or more and 80% by mass or less, more preferably 10% by mass or more and 70% by mass or less, and even more preferably 20% by mass or more and 60% by mass or less. When the total content of structural units functioning as colorant adsorption sites, such as structural units represented by general formula (I), in the graft copolymer falls within the above range, the proportion of sites with affinity for particles in the graft copolymer becomes appropriate, and a decrease in solubility in organic solvents can be suppressed, resulting in good adsorption to particles such as colorants, and excellent dispersibility and dispersion stability. Furthermore, the acidic phosphorus compound groups of the graft copolymer can be stably localized around the colorants, resulting in a color filter with excellent heat resistance and contrast. On the other hand, the content of the structural unit represented by the general formula (II) is preferably 20% by mass or more and 97% by mass or less, more preferably 25% by mass or more and 95% by mass or less, even more preferably 25% by mass or more and 90% by mass or less, even more preferably 40% by mass or more and 90% by mass or less, and even more preferably 40% by mass or more and 80% by mass or less, based on the total structural units of the graft copolymer. The content of the structural unit is calculated from the amount of the structural unit selected from the structural units represented by the general formula (I) and the structural unit represented by the general formula (II) when synthesizing the graft copolymer.

[0138] The weight average molecular weight Mw of the graft copolymer is preferably in the range of 1,000 to 500,000, more preferably in the range of 3,000 to 400,000, and even more preferably in the range of 5,000 to 300,000. By being in the above range, particles such as coloring materials can be uniformly dispersed. In the present invention, the weight average molecular weight Mw is a value measured by GPC (gel permeation chromatography). Measurements were performed using a Tosoh HLC-8220GPC, with N-methylpyrrolidone containing 0.01 mol / L of lithium bromide as the elution solvent, and polystyrene standards for the calibration curve with Mw: 8 x 10 ５ (F-80), Mw: 4×10５ (F-40), Mw: 2×10 ５ (F-20), Mw: 1×10 ５ (F-10), Mw: 4×10 ４ (F-4), Mw: 2×10 ４ (F-2), Mw: 5×10 ３ (A-5000), Mw: 2.5×10 ３ (A-2500), Mw: 1×10 ３ (A-1000), Mw: 5×10 ２ (A-500) (both manufactured by Tosoh Corporation) and two TSK-GEL ALPHA-M columns (manufactured by Tosoh Corporation) were used for the measurement.

[0139] The graft copolymer used in the embodiment of the present invention may further have other structural units in addition to the structural unit that functions as a colorant adsorption site, such as the structural unit represented by the general formula (I), and the structural unit that functions as a solvent affinity site, such as the structural unit represented by the general formula (II). Other structural units can be introduced by copolymerizing an appropriately selected ethylenically unsaturated monomer that is copolymerizable with an ethylenically unsaturated monomer that derives at least one selected from the structural units represented by the general formula (I).

[0140] (Block Copolymer) In a block portion containing at least one type selected from the structural units represented by general formula (I), it is preferable that a total of three or more structural units represented by general formula (I) are contained. In particular, from the viewpoint of improving dispersibility and heat resistance, it is preferable that the number of structural units contained is 3 to 200, more preferably 3 to 50, and even more preferably 3 to 30. It is sufficient that at least one type selected from the structural units represented by general formula (I) functions as a colorant affinity moiety, and it may consist of one type or may contain two or more types of structural units. When two or more types of structural units are contained, the two or more types of structural units may be randomly arranged within the block portion containing at least one type selected from the structural units represented by general formula (I).

[0141] In the block copolymer, the total content of structural units functioning as colorant adsorption sites, such as structural units represented by general formula (I), relative to the total structural units of the block copolymer is preferably 5% by mass or more and 80% by mass or less, more preferably 10% by mass or more and 70% by mass or less, and even more preferably 20% by mass or more and 60% by mass or less. Within this range, the proportion of sites with affinity for particles in the block copolymer is appropriate, and a decrease in solubility in organic solvents can be suppressed, resulting in good adsorption to particles such as colorants, and excellent dispersibility and dispersion stability. Furthermore, the acidic phosphorus compound groups of the block copolymer can be stably localized around the colorant, resulting in a color filter with excellent heat resistance and contrast. The content of the structural units is calculated from the amounts charged when synthesizing the block copolymer.

[0142] The block copolymer has a block portion including a constitutional unit represented by the general formula (III) and thereby has good solvent affinity, good dispersibility and dispersion stability of a colorant, good heat resistance, and excellent NMP resistance.

[0143] In general formula (III), R ２３ represents a hydrocarbon group, —[CH(R ２４ )-CH(R ２５ ) -O] ｘ２ -R ２６ , - [(CH ２ ) ｙ２ -O] ｚ２ -R ２６ , -[CO-(CH ２ ) ｙ２ -O] ｚ２ -R ２６ , —CO—O—R ２６’ or -O-CO-R ２６” R is a monovalent group represented by the formula ２３ The hydrocarbon group in R ２ The block containing the structural unit represented by the general formula (III) functioning as the solvent affinity moiety may contain at least a structural unit derived from a (meth)acrylate, and R ２３as -CO-O-R ２６’ It may contain a structural unit represented by the following formula:

[0144] In addition, the R ２６ represents a hydrogen atom, a hydrocarbon group, —CHO, —CH ２ CHO or -CH ２ COOR ２７ is a monovalent group represented by the formula: １２’ represents a hydrocarbon group, —[CH(R ２４ )-CH(R ２５ ) -O] ｘ２’ -R ２６ , - [(CH ２ ) ｙ２’ -O] ｚ２’ -R ２６ , -[CO-(CH ２ ) ｙ２’ -O] ｚ２’ -R ２６ is a monovalent group represented by the formula: ２６” is an alkyl group having 1 to 18 carbon atoms, R ２７ is a hydrogen atom or an alkyl group having 1 to 5 carbon atoms, and the hydrocarbon group may have a substituent. ２６ The hydrocarbon group in R ２ The R ２３ and R ２６’ In the formula (III), x2 and x2' are the same as x, y2 and y2' are the same as y, and z2 and z2' are the same as z. ２３ may be the same as each other or may be different.

[0145] The R ２３ and R ２６’ Among them, it is preferable to use those having excellent solubility in the solvent described later. For example, ３２ and R ３６ In addition, the same as those of the above R ２３ , R ２６ , R ２６’ , R ２６’’ and R ２７may be substituted with 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, as long as the dispersibility of the block copolymer is not impaired. Alternatively, after the synthesis of the block copolymer, the block copolymer may be reacted with a compound having the substituent to add the substituent. Alternatively, after the synthesis of a block copolymer having such a substituent, the block copolymer may be reacted with a compound having a polymerizable group and a functional group reactive with the substituent to add the polymerizable group. For example, a block copolymer having a glycidyl group may be reacted with (meth)acrylic acid, or a block copolymer having an isocyanate group may be reacted with hydroxyethyl (meth)acrylate to add the polymerizable group.

[0146] The number of structural units constituting the block portion containing the structural unit represented by general formula (III) is not particularly limited, but from the viewpoint of enabling the solvent affinity moiety and the colorant affinity moiety to act effectively and improving the dispersibility of the colorant dispersion liquid, the number is preferably 10 or more and 200 or less, more preferably 20 or more and 100 or less, and even more preferably 30 or more and 80 or less.

[0147] In the block copolymer, the content of the structural unit represented by general formula (III) is preferably 20% by mass or more and 95% by mass or less, more preferably 30% by mass or more and 95% by mass or less, even more preferably 30% by mass or more and 90% by mass or less, even more preferably 40% by mass or more and 90% by mass or less, and even more preferably 40% by mass or more and 80% by mass or less, based on the total structural units of the block copolymer. The content of the structural unit is calculated from the amount charged when synthesizing the block copolymer.

[0148] The block portion containing the structural unit represented by general formula (III) may be selected so as to function as a solvent affinity moiety, and the structural unit represented by general formula (III) may consist of one type, or may contain two or more types of structural units. In an embodiment of the present invention, when the structural unit represented by general formula (III) contains two or more types of structural units, the two or more types of structural units may be randomly arranged within the block portion containing the structural unit represented by general formula (III).

[0149] In a block copolymer used as a dispersant, the ratio m / n of the number of units m of the structural units in the block portion that includes at least one structural unit selected from structural units that function as colorant adsorption sites, such as the structural unit represented by general formula (I), to the number of units n of the structural units in the block portion that includes the structural unit represented by general formula (III) is preferably within a range of 0.01 or more and 1 or less, and more preferably within a range of 0.1 or more and 0.7 or less, from the viewpoint of dispersibility and dispersion stability of the colorant.

[0150] The bonding order of the block copolymer is not particularly limited as long as it has a block portion containing at least one selected from structural units that function as colorant adsorption sites, such as the structural unit represented by general formula (I), and a block portion containing a structural unit represented by general formula (III), and is capable of stably dispersing a colorant. However, it is preferred that the block portion containing at least one selected from structural units that function as colorant adsorption sites, such as the structural unit represented by general formula (I), is bonded to only one end of the block copolymer, as this provides excellent interaction with the colorant and can effectively suppress aggregation of dispersants.

[0151] The mass average molecular weight of the block copolymer is not particularly limited, but from the viewpoint of achieving good dispersibility and excellent heat resistance, it is preferably from 2,500 to 500,000, more preferably from 3,000 to 400,000, and even more preferably from 6,000 to 300,000.

[0152] The acid value of the polymer having at least one selected from the structural units represented by the general formula (I) is preferably 20 mgKOH / g or more, more preferably 30 mgKOH / g or more, and even more preferably 40 mgKOH / g or more, from the viewpoint of dispersibility and storage stability of the colorant. On the other hand, from the viewpoint of excellent developability, the acid value of the polymer having at least one selected from the structural units represented by the general formula (I) is preferably 150 mgKOH / g or less, more preferably 120 mgKOH / g or less, and even more preferably 100 mgKOH / g or less. In the present invention, the acid value refers to the number of mg of potassium hydroxide required to neutralize the acid components contained in 1 g of sample, and can be measured in accordance with JIS K 0070:1992.

[0153] The acid value of the acidic dispersant is preferably 40 mgKOH / g or more, more preferably 50 mgKOH / g or more, and even more preferably 70 mgKOH / g or more from the viewpoint of excellent colorant dispersibility and dispersion stability, while the acid value of the acidic dispersant is preferably 200 mgKOH / g or less, more preferably 190 mgKOH / g or less, and even more preferably 180 mgKOH / g or less from the viewpoint of suppressing development residues.

[0154] On the other hand, the amine value of the basic dispersant is not particularly limited, but from the viewpoint of colorant dispersibility and dispersion stability, it is preferably 40 mgKOH / g or more, more preferably 50 mgKOH / g or more, and even more preferably 60 mgKOH / g or more. Furthermore, from the viewpoint of excellent compatibility with other components and good solvent resolubility, it is preferably 140 mgKOH / g or less, more preferably 130 mgKOH / g or less, and even more preferably 120 mgKOH / g or less. In the present invention, the amine value of the basic dispersant 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 basic dispersant before salt formation, and is a value measured by the method described in JIS K 7237.

[0155] The content (mol %) of each structural unit in the copolymer of the dispersant can be determined from the amount of raw materials charged during production, and can also be measured using an analytical device such as NMR. The structure of the dispersant can be measured using NMR, various mass spectrometry, and the like. Alternatively, the dispersant can be decomposed by pyrolysis or the like as necessary, and the obtained decomposition products can be analyzed using high performance liquid chromatography, a gas chromatograph mass spectrometer, NMR, elemental analysis, XPS / ESCA, TOF-SIMS, and the like.

[0156] In the present invention, the content of the dispersant may be appropriately selected depending on the type of colorant used and the solid content concentration in the photosensitive color resin composition described below. The content of the dispersant is preferably in the range of 2% by mass to 40% by mass, more preferably in the range of 3% by mass to 36% by mass, based on the total solid content of the photosensitive color resin composition. If the content is equal to or greater than the above lower limit, the dispersibility and dispersion stability of the colorant are excellent, and the storage stability of the photosensitive color resin composition is also excellent. Furthermore, if the content is equal to or less than the above upper limit, the developability is good. In particular, when forming a color layer with a high colorant concentration, the content of the dispersant is preferably in the range of 5% by mass to 32% by mass, more preferably 7% by mass to 28% by mass, based on the total solid content of the photosensitive color resin composition.

[0157] [Alkali-Soluble Resin] The alkali-soluble resin used in the present invention has an acidic group, and can be appropriately selected from those that act as a binder resin and are soluble in an alkaline developer used in pattern formation. In the present invention, the alkali-soluble resin has an acid value of 40 mgKOH / g or more.

[0158] As the alkali-soluble resin, a conventionally known alkali-soluble resin can be appropriately selected and used; for example, the alkali-soluble resins described in WO 2016 / 104493 can be appropriately selected and used. Preferred alkali-soluble resins in the present invention are resins having an acidic group, typically a carboxy group. Specific examples include (meth)acrylic resins such as (meth)acrylic copolymers having a carboxy group and styrene-(meth)acrylic copolymers having a carboxy group, and epoxy (meth)acrylate resins having a carboxy group. (Meth)acrylic resins such as (meth)acrylic copolymers having a carboxy group and styrene-(meth)acrylic copolymers having a carboxy group are preferably used. Furthermore, two or more of these (meth)acrylic resins such as (meth)acrylic copolymers and styrene-(meth)acrylic copolymers, and epoxy (meth)acrylate resins may be used in combination.

[0159] 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, unsaturated group-containing monocarboxylic acid, and acid anhydride can be appropriately selected from known compounds and used. For example, see paragraphs 0226-0240 of Japanese Patent No. 6911365 for appropriate use. The epoxy (meth)acrylate resin having a carboxy group may be, for example, an alkali-soluble resin obtained by adding an unsaturated group-containing monocarboxylic acid to at least a portion of the epoxy groups of a polymer of an epoxy group-containing (meth)acrylate such as glycidyl (meth)acrylate or a copolymer of an epoxy group-containing (meth)acrylate and another ethylenically unsaturated monomer, and then adding an acid anhydride to at least a portion of the hydroxyl groups generated by the addition reaction. Each of the epoxy (meth)acrylate resins having a carboxy group may be used alone or in combination.

[0160] (Meth)acrylic resins, such as (meth)acrylic copolymers having carboxy groups and styrene-(meth)acrylic copolymers having carboxy groups, are copolymers obtained by copolymerizing, for example, carboxy group-containing ethylenically unsaturated monomers and, if necessary, other copolymerizable monomers using known methods, and contain structural units having carboxy groups. Examples of carboxy 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. Other examples include addition reaction products of hydroxyl group-containing monomers 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. Furthermore, anhydride-containing monomers such as maleic anhydride, itaconic anhydride, and citraconic anhydride may also be used as carboxy group precursors. Among these, (meth)acrylic acid is particularly preferred in terms of copolymerizability, cost, solubility, glass transition temperature, and the like.

[0161] The alkali-soluble resin may further have a hydrocarbon ring in order to improve the adhesion of the colored layer. Examples of such a hydrocarbon ring include an aliphatic hydrocarbon ring which may have a substituent, an aromatic hydrocarbon ring which may have a substituent, and a combination thereof. The hydrocarbon ring may have a substituent such as an alkyl group, a carbonyl group, a carboxy group, an oxycarbonyl group, an amide group, a hydroxyl group, a nitro group, an amino group, or a halogen atom. The hydrocarbon ring may be contained as a monovalent group or as a divalent or higher group.

[0162] In the alkali-soluble resin used in the present invention, it is preferable to use a (meth)acrylic copolymer having a structural unit having the above hydrocarbon ring in addition to a structural unit having a carboxy group, because it is easy to adjust the amount of each structural unit and to increase the amount of the structural unit having the hydrocarbon ring to easily improve the function of the structural unit. A (meth)acrylic copolymer having a structural unit having a carboxy group and the above hydrocarbon ring can be prepared by using an ethylenically unsaturated monomer having a hydrocarbon ring. 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.

[0163] The alkali-soluble resin used in the present invention preferably has a carboxyl group in its side chain and also a photopolymerizable functional group such as an ethylenically unsaturated bond-containing group in its side chain. When the photopolymerizable functional group is contained, crosslinking can be formed between the alkali-soluble resins themselves or between the alkali-soluble resin and a photopolymerizable compound such as a polyfunctional monomer during the curing process of the photosensitive resin composition. This improves the film strength of the cured film, improving development resistance, and suppressing thermal shrinkage of the cured film, resulting in excellent adhesion to the substrate. The method for introducing the ethylenically unsaturated bond-containing group into the alkali-soluble resin may be appropriately selected from conventionally known methods. Examples of such methods include a method in which a compound having both an epoxy group and an ethylenically unsaturated bond in the molecule, such as glycidyl (meth)acrylate, is added to a carboxy group of an alkali-soluble resin, thereby introducing the ethylenically unsaturated bond into the side chain; and a method in which a structural unit having a hydroxyl group is introduced into a copolymer, and a compound having an isocyanate group and an ethylenically unsaturated bond in the molecule is added to introduce the ethylenically unsaturated bond into the side chain.

[0164] 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 unit having an ester group not only functions as a component that suppresses the alkali solubility of the photosensitive color resin composition, but also functions as a component that improves the solubility in a solvent and further the resolubility in a solvent.

[0165] The alkali-soluble resin can be made to have the desired performance by appropriately adjusting the amount of each constituent unit charged. The content of the constituent unit having a carboxy group may be appropriately adjusted so as to have the acid value described below, and may be 5% by mass or more or 10% by mass or more relative to all constituent units of the main chain of the copolymer from the viewpoint of obtaining a good pattern, and may be 50% by mass or less or 40% by mass or less from the viewpoint of suppressing film roughness on the pattern surface after development.

[0166] The (meth)acrylic resins used as the alkali-soluble resin, such as (meth)acrylic copolymers and styrene-(meth)acrylic copolymers, are typically random copolymers in which structural units having carboxy groups are randomly arranged. The alkali-soluble resin of the present invention preferably contains at least one of a block copolymer having a block containing a structural unit having a carboxy group and a graft copolymer containing a structural unit having a carboxy group, in order to easily prevent the generation of transparent foreign matter on the substrate after the alkali development step. The compound represented by the general formula (A) has relatively good stability over time, but in the presence of a rake colorant containing a polyacid anion, the polyacid anion functions as an acid catalyst, causing dehydration condensation in a portion of the compound to produce a siloxane polymer. Because siloxane polymers have low water solubility, they are not developed in the alkali development step and remain on the substrate as transparent foreign matter, which can cause defects during the formation of patterned colored layers, such as in the production of color filters. The problem of transparent foreign matter occurring on the substrate after the alkali development step was particularly pronounced in photosensitive coloring resin compositions with high colorant concentrations, in which the content of alkali-soluble resin in the photosensitive coloring resin composition is reduced.On the other hand, at least one of a block copolymer having a block containing a structural unit having a carboxy group as the alkali-soluble resin and a graft copolymer containing a structural unit having a carboxy group has a segment of a structural unit having a carboxy group with good alkali developability and a segment with high compatibility with the siloxane polymer, and therefore it is presumed that this indirectly improves the alkali developability of the siloxane polymer and can suppress the occurrence of transparent foreign matter.

[0167] In at least one of the block copolymer having a block containing a structural unit having a carboxy group and the graft copolymer containing a structural unit having a carboxy group, the structural unit having a carboxy group may be a structural unit derived from the carboxy group-containing ethylenically unsaturated monomer.

[0168] At least one of the block copolymer having a block containing a structural unit having a carboxy group and the graft copolymer containing a structural unit having a carboxy group may be at least one selected from the group consisting of graft copolymers having a structural unit represented by the following general formula (VI) and block copolymers having an A block containing a structural unit represented by the following general formula (VI):

[0169] (In general formula (VI), R ５１ represents a hydrogen atom or a methyl group, and A represents a direct bond or a divalent linking group.

[0170] In general formula (VI), when A is a direct bond, general formula (VI) represents a structural unit derived from (meth)acrylic acid. In general formula (VI), examples of the divalent linking group for A include a linear, branched, or cyclic, saturated or unsaturated aliphatic hydrocarbon group, a linear, branched, or cyclic, saturated or unsaturated aliphatic hydrocarbon group having a hydroxyl group, an aromatic hydrocarbon 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 bonding direction of the divalent linking group is arbitrary. That is, when the divalent linking group contains -CONH-, -CO may be located on the carbon atom side of the main chain and -NH may be located on the nitrogen atom side of the side chain, or conversely, -NH may be located on the carbon atom side of the main chain and -CO may be located on the nitrogen atom side of the side chain. Specific examples of the aliphatic hydrocarbon group include linear alkylene groups such as methylene, dimethylene (ethylene), trimethylene, tetramethylene, pentamethylene, hexamethylene, octamethylene, and decamethylene; branched alkylene groups such as methylmethylene, methylethylene, 1-methylpentylene, and 1,4-dimethylbutylene; and cyclic alkylene groups such as cyclopentylene and cyclohexylene. The number of carbon atoms in the aliphatic hydrocarbon group is 1 to 20, and from the viewpoint of development form, it is preferably 1 to 16, more preferably 1 to 12, and even more preferably 2 to 8. Specific examples of the aromatic hydrocarbon group include phenylene and naphthylene.

[0171] Among these, from the viewpoint of compatibility, A in general formula (VI) may be a divalent linking group containing at least one of a -CONH- group and a -COO- group, or may be a divalent linking group containing at least one of a -CONH- group and a -COO- group and an aliphatic hydrocarbon group having 1 to 12 carbon atoms which may contain an oxygen atom.

[0172] In the general formula (VI), A is —COO—R ５２ -OCO-R ５３ - (where R ５２ represents an aliphatic hydrocarbon group which may contain an oxygen atom, and R ５３ represents a hydrocarbon group). ５２ The aliphatic hydrocarbon group in R may be the same as described above. ５２ The aliphatic hydrocarbon group containing an oxygen atom in the above formula (I) has a structure in which a carbon atom in the aliphatic hydrocarbon group is replaced with an oxygen atom, or a structure in which a hydrogen atom in the aliphatic hydrocarbon group is replaced with a substituent containing an oxygen atom. Examples of the aliphatic hydrocarbon group that may contain an oxygen atom include a structure in which a linking group such as -O-, -COO-, or -OCO- is contained in the carbon chain of the hydrocarbon group. Specific examples of the aliphatic hydrocarbon group containing an oxygen atom include -R ６０ -(O-R ６１ )s-(where R ６０ and R ６１ each independently represents an aliphatic hydrocarbon group, and s represents a number from 1 to 80), -R ６２ -(OCO-R ６３ )t-(where R ６２ and R ６３ are each independently an aliphatic hydrocarbon group, and t is a number from 1 to 40. ６０ , R ６１ , R ６２ and R ６３ The aliphatic hydrocarbon group of R may be the same as the aliphatic hydrocarbon group described above. ６０ is preferably an alkylene group having 1 to 20 carbon atoms, and ６１is preferably an alkylene group having 1 to 20 carbon atoms, and s is preferably a number of 1 to 40, more preferably 2 to 25, and even more preferably 2 to 10. ６２ is preferably an alkylene group having 1 to 20 carbon atoms, and ６３ is preferably an alkylene group having 1 to 20 carbon atoms, and t is preferably a number from 1 to 30, more preferably from 1 to 20, and even more preferably from 1 to 10. ６０ and the R ６２ are each independently preferably an alkylene group having 1 to 12 carbon atoms, more preferably an alkylene group having 2 to 8 carbon atoms. ６１ is preferably an alkylene group having 2 to 8 carbon atoms, and more preferably an ethylene group or a propylene group. ６３ is preferably an alkylene group having 2 to 8 carbon atoms, and more preferably an alkylene group having 3 to 7 carbon atoms. Examples of the substituent containing an oxygen atom include a hydroxyl group and an alkoxy group. ５２ In particular, from the viewpoint of development form, the alkyl group may be an aliphatic hydrocarbon group, and may be an aliphatic hydrocarbon group having 1 to 20 carbon atoms.

[0173] In the general formula (VI), A is —COO—R ５２ -OCO-R ５３ - (where R ５２ represents an aliphatic hydrocarbon group which may contain an oxygen atom, and R ５３ represents a hydrocarbon group), R ５３ Examples of the hydrocarbon group in R include an aliphatic hydrocarbon group, an aromatic hydrocarbon group, and a combination thereof, and the aliphatic hydrocarbon group and the aromatic hydrocarbon group may be the same as those described above. ５３ The hydrocarbon group may have 1 to 20 carbon atoms, and from the viewpoint of development form, it preferably has 1 to 16 carbon atoms, more preferably 2 to 12 carbon atoms, and even more preferably 2 to 6 carbon atoms.

[0174] In the general formula (VI), A is —COO—R ５２ -OCO-R ５３ - (where R ５２ represents an aliphatic hydrocarbon group which may contain an oxygen atom, and R５３ represents a hydrocarbon group), can be derived from, for example, a monomer that is an addition reaction product of a (meth)acrylate having a hydroxyl group and a dicarboxylic acid or a dicarboxylic acid anhydride. Examples of (meth)acrylates having a hydroxyl group include 2-hydroxyethyl (meth)acrylate, 2-hydroxypropyl (meth)acrylate, 2-hydroxybutyl (meth)acrylate, 4-hydroxybutyl (meth)acrylate, 6-hydroxyhexyl (meth)acrylate, (poly)ethylene glycol mono(meth)acrylate, (poly)propylene glycol mono(meth)acrylate, and unsaturated fatty acid hydroxyalkyl ester-modified ε-caprolactone. Examples of aliphatic dicarboxylic acids or aliphatic dicarboxylic acid anhydrides include malonic acid, succinic acid, glutaric acid, adipic acid, 1,6-hexanedicarboxylic acid, hexahydrophthalic acid, succinic anhydride, adipic anhydride, hexahydrophthalic anhydride, and maleic anhydride. Examples of aromatic dicarboxylic acids or aromatic dicarboxylic anhydrides include terephthalic acid, isophthalic acid, phthalic acid, 2,6-naphthalenedicarboxylic acid, 2,7-naphthalenedicarboxylic acid, diphenyldicarboxylic acid, 4,4'-dicarboxydiphenyl ether, phthalic anhydride, and naphthalic anhydride.

[0175] In at least one selected from the group consisting of graft copolymers having a structural unit represented by general formula (VI) and block copolymers having an A block containing a structural unit represented by general formula (VI), the structural unit represented by general formula (VI) may be one type or may contain two or more types of structural units. From the viewpoint of controlling developability, it is preferable that A in general formula (VI) is a structural unit that is a direct bond, and A in general formula (VI) is a -COO-R ５２ -OCO-R ５３ - (where R ５２ and R ５３ is as defined above) and two or more structural units represented by general formula (VI).

[0176] In the graft copolymer containing a structural unit having a carboxy group used as the alkali-soluble resin in the present invention, the structural unit having a carboxy group may be contained in the main chain or in a graft polymer chain as a side chain, but may be contained in the main chain from the viewpoint of suppressing transparent foreign matter.

[0177] The alkali-soluble resin used in the present invention is preferably at least one of a graft copolymer having a structural unit represented by the general formula (VI) above and a structural unit represented by the general formula (VII) below, wherein the polymer chain in the structural unit represented by the general formula (VII) contains a structural unit represented by the general formula (VIII) below, and a block copolymer having an A block containing a structural unit represented by the general formula (VI) above and a B block containing a structural unit represented by the general formula (VIII) below, from the viewpoint of suppressing transparent foreign matter.

[0178] (In general formula (VII), R ７１ is a hydrogen atom or a methyl group, A ２ represents a direct bond or a divalent linking group, and Polymer represents a polymer chain having a constituent unit represented by the following general formula (VIII):

[0179] (In general formula (VIII), R ７２ is a hydrogen atom or a methyl group, A ３ represents a direct bond or a divalent linking group, R ７３ is a hydrocarbon group which may have a substituent and may contain a heteroatom.

[0180] In the constitutional unit represented by the general formula (VII), A ２ Examples of the divalent linking group in the general formula (VI) include the same as the divalent linking group in A in the general formula (VI). ３ Examples of the divalent linking group in the general formula (VI) include the same as the divalent linking group in A in the general formula (VI). Among them, from the viewpoint of compatibility, A in the general formula (VIII) ３ may be a divalent linking group containing a —CONH— group or a —COO— group, and may be a —CONH— group or a —COO— group.

[0181] R ７３ Examples of the hydrocarbon group in the hydrocarbon group which may contain a heteroatom include an alkyl group having 1 to 18 carbon atoms, an alkenyl group having 2 to 18 carbon atoms, an aryl group, and a combination thereof such as an aralkyl group or an alkyl-substituted aryl group. ２ It may be the same as the hydrocarbon group described above.

[0182] R ７３ In particular, from the viewpoint of compatibility, the hydrocarbon group in is preferably at least one selected from the group consisting of alkyl groups having 1 to 18 carbon atoms, aryl groups having 6 to 12 carbon atoms which may be substituted with an alkyl group, and aralkyl groups 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 methyl groups, ethyl groups, n-propyl groups, isopropyl groups, n-butyl groups, n-nonyl groups, n-lauryl groups, n-stearyl groups, phenyl groups which may be substituted with an alkyl group, and benzyl groups.

[0183] R ７３ The hydrocarbon group containing a heteroatom in the above formula (I) has a structure in which a carbon atom in the hydrocarbon group is replaced with a heteroatom, or a hydrogen atom in the hydrocarbon group is replaced with a substituent containing a heteroatom. Examples of the heteroatom that the hydrocarbon group may contain include an oxygen atom, a nitrogen atom, a sulfur atom, and a silicon atom. Examples of the hydrocarbon group that may contain a heteroatom include a structure in which the carbon chain of the hydrocarbon group contains 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-, and -O-NH-. The hydrocarbon group may have a substituent within the range that does not impair the dispersibility 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.

[0184] Also, R７３ The hydrocarbon group which may contain a heteroatom in the formula (VIII) 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 which contains a heteroatom. For example, the structural unit represented by the formula (VIII) may have a structure in which a structural unit derived from (meth)acrylic acid is reacted with glycidyl (meth)acrylate. That is, -A in the formula (VIII) ３ -R ７３ The structure is -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 (VIII) may also 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 in general formula (VIII) ７３ is -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).

[0185] Examples of monomers that derive the structural unit represented by general formula (VIII) 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, and adamantyl (meth)acrylate. Examples of structural units include, but are not limited to, structural units derived from methyl acrylate, 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, phenoxyethylene glycol (meth)acrylate, unsaturated fatty acid hydroxyalkyl ester-modified ε-caprolactone, and the like.

[0186] Furthermore, it is preferable that the polymer chain of the macromonomer contains at least one structural unit selected from the group consisting of structural units represented by the following general formula (IX) and structural units represented by the following general formula (IX'), among the structural units represented by the general formula (VIII), in order to improve the effect of suppressing the generation of transparent impurities.

[0187] (In general formula (IX), R ７２’ is a hydrogen atom or a methyl group, A ３’ represents a divalent linking group, R ７５ is an ethylene group or a propylene group, R ７６ is a hydrogen atom or a hydrocarbon group, and m is a number of 1 or more and 80 or less. ７２” is a hydrogen atom or a methyl group, A ３” represents a divalent linking group, R ７７ is an alkylene group having 1 to 10 carbon atoms, R ７８is an alkylene group having 3 to 7 carbon atoms, R ７９ represents a hydrogen atom or a hydrocarbon group, and n represents a number of 1 or more and 40 or less.

[0188] In the constitutional unit represented by the general formula (IX) and the constitutional unit represented by the general formula (IX′), A ３’ , and A ３” are each independently a divalent linking group. ３’ and A ３” Examples of the divalent linking group in ３ may be the same as the divalent linking group in

[0189] In the general formula (IX), m represents the number of repeating units of an ethylene oxide chain or a propylene oxide chain, and is a number of 1 or more, and from the viewpoint of adhesion to a substrate, it is preferably 2 or more, more preferably 3 or more, and even more preferably 4 or more. On the other hand, the upper limit of m is 80 or less, but from the viewpoint of solubility in an organic solvent used in color filters, it may be 50 or less, or may be 30 or less.

[0190] R ７６ is a hydrogen atom or a hydrocarbon group, ７６ Examples of the hydrocarbon group in R 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. ７６ The hydrocarbon group in R ７３ may be the same as the hydrocarbon group in

[0191] In the general formula (IX′), R ７７ R 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 solvent resolubility. ７８ R 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 the substrate. ７９ is a hydrogen atom or a hydrocarbon group, and ７９ The hydrocarbon group in R７６ may be the same as the hydrocarbon group in

[0192] In general formula (IX'), n represents the number of repeating units of the lactone chain and is a number of 1 or more, and from the viewpoint of adhesion to a substrate, it 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 from the viewpoint of solubility in organic solvents used in color filter applications, it may be 20 or less, or may be 10 or less.

[0193] In the polymer chain, the at least one structural unit selected from the group consisting of the structural unit represented by the general formula (IX) and the structural unit represented by the following general formula (IX') may be a single type, or a mixture of two or more types. From the viewpoint of suppressing the generation of transparent foreign matter, the total proportion of at least one structural unit selected from the group consisting of the structural unit represented by the general formula (IX) and the structural unit represented by the following general formula (IX') relative to all structural units of the polymer chain in the macromonomer of the graft copolymer may be 4% by mass or more, preferably 5% by mass or more, more preferably 8% by mass or more, even more preferably 10% by mass or more, even more preferably 12% by mass or more, and even more preferably 15% by 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 unit represented by the general formula (IX) and the structural unit represented by the following general formula (IX') relative to all structural units of the polymer chain is preferably 90% by mass or less, more preferably 80% by mass or less, and even more preferably 70% by mass or less.

[0194] The structural units of the polymer chain in the structural unit represented by general formula (VII) of the graft copolymer may include other structural units in addition to the structural unit represented by general formula (VIII), which includes at least one structural unit selected from the group consisting of the structural unit represented by general formula (IX) and the structural unit represented by general formula (IX'). Examples of other structural units include structural units derived from ethylenically unsaturated monomers that are copolymerizable with ethylenically unsaturated monomers that derive the structural unit represented by general formula (VIII). Examples of monomers that derive other structural units include styrenes such as styrene and α-methylstyrene, and vinyl ethers such as phenyl vinyl ether. In terms of the effects of the present invention, the total proportion of other structural units in the polymer chain in the structural unit represented by general formula (VII) of the graft copolymer is preferably 30% by mass or less, and more preferably 10% by mass or less, when all structural units in the polymer chain are taken as 100% by mass. That is, in the polymer chain of the constitutional unit represented by general formula (VII) of the graft copolymer, the total content ratio of the constitutional unit represented by general formula (VIII) is preferably 70% by mass or more, more preferably 90% by mass or more, and may be 100% by mass, from the viewpoints of dispersibility and dispersion stability.

[0195] In a graft copolymer containing a structural unit having a carboxy group, when the structural unit having a carboxy group is contained in the main chain, the acid value of the graft polymer chain of the side chain is preferably 10 mgKOH / g or less, and more preferably 0 mgKOH / g, from the viewpoint of improving the effect of suppressing the generation of transparent foreign matter. Here, the acid value can be measured in the same manner as the acid value of a polymer described below for a polymerizable oligomer (macromonomer) or a polymer chain containing a reactive group used when introducing the graft polymer chain.

[0196] In a graft copolymer containing a structural unit having a carboxy group, the content of the structural unit represented by the general formula (VI) may be appropriately adjusted so as to have the acid value described below, and may be 3% by mass or more and 60% by mass or less, 6% by mass or more and 45% by mass or less, or 9% by mass or more and 35% by mass or less, relative to all structural units in the main chain of the graft copolymer. In a graft copolymer containing a structural unit having a carboxy group, the total content of the structural units represented by the general formula (VII) may be 40% by mass or more and 97% by mass or less, 55% by mass or more and 94% by mass or less, or 65% by mass or more and 91% by mass or less, relative to all structural units in the main chain of the graft copolymer. When the total content of the structural units represented by the general formula (VII) is within the above range, the graft copolymer having a carboxy group has an appropriate ratio of a segment of a structural unit having a carboxy group that has good alkaline developability to a segment that has high compatibility with the siloxane polymer, which indirectly improves the alkaline developability of the siloxane polymer and improves the effect of suppressing the generation of transparent foreign matter.

[0197] In a graft copolymer containing a structural unit having a carboxy group, other structural units may be contained in addition to the structural unit represented by the general formula (VI) and the structural unit represented by the general formula (VII), as long as the effects of the present invention are not impaired. As the other structural unit, an ethylenically unsaturated monomer copolymerizable with an ethylenically unsaturated monomer from which the structural unit represented by the general formula (VI) is derived can be appropriately selected and copolymerized to introduce the other structural unit. Examples of other structural units copolymerized with the structural unit represented by the general formula (VI) in the main chain include the structural unit represented by the general formula (VIII). In the graft copolymer, the total content of other structural units copolymerized in the main chain is preferably 20% by mass or less, more preferably 10% by mass or less, and may be 0% by mass.

[0198] The method for producing the graft copolymer is not particularly limited as long as it can produce a graft copolymer having a constitutional unit represented by the general formula (VI) and a constitutional unit represented by the general formula (VII). For example, there is a method for producing a graft copolymer by copolymerizing a monomer that derives the constitutional unit represented by the general formula (VI) with a polymerizable oligomer (macromonomer) comprising the polymer chain and a group having an ethylenically unsaturated double bond at its terminal as copolymerization components.

[0199] On the other hand, in a block copolymer having an A block containing a constitutional unit represented by the general formula (VI) and a B block containing a constitutional unit represented by the general formula (VIII), the constitutional unit represented by the general formula (VI) in the A block may be the same as that explained in the graft copolymer, and may consist of one type, or may contain two or more types of constitutional units.

[0200] The A block may contain other structural units in addition to the structural unit represented by general formula (VI) as long as the effects of the present invention are not impaired. As the other structural unit, an ethylenically unsaturated monomer copolymerizable with an ethylenically unsaturated monomer from which the structural unit represented by general formula (VI) is derived may be appropriately selected and copolymerized to introduce the other structural unit. Examples of other structural units that may be contained in the A block as long as the effects of the present invention are not impaired include the structural unit represented by general formula (VIII). The structural unit represented by general formula (VIII) may be the same as that described for the graft copolymer, and therefore a detailed description thereof will be omitted here. The total content of the other structural units contained in the A block is not particularly limited as long as the effects of the present invention are not impaired. However, from the viewpoint of dispersibility and dispersion stability, it is preferably 20% by mass or less, more preferably 10% by mass or less, and may be 0% by mass. That is, the total content of the structural units represented by general formula (VI) contained in the A block is preferably 80% by mass or more, more preferably 90% by mass or more, and may be 100% by mass, from the viewpoints of dispersibility and dispersion stability.

[0201] The B block may be selected so as to function as a moiety that has affinity for the siloxane polymer, and the structural unit represented by general formula (VIII) may consist of one type, or may contain two or more types of structural units. When the B block contains two or more types of structural units, the two or more types of structural units may be randomly copolymerized within the B block. Furthermore, it is preferable that the B block contain at least one structural unit selected from the group consisting of the structural unit represented by general formula (IX) and the structural unit represented by general formula (IX'), among the structural units represented by general formula (VIII), from the viewpoint of improving the effect of suppressing the generation of transparent foreign matter.

[0202] In the B block, the at least one structural unit selected from the group consisting of the structural units represented by general formula (IX) and the structural units represented by general formula (IX') may be a single type, or a mixture of two or more types. From the viewpoint of suppressing the generation of transparent foreign matter, the total proportion of the at least one structural unit selected from the group consisting of the structural units represented by general formula (IX) and the structural units represented by general formula (IX') may be 4% by mass or more, preferably 5% by mass or more, more preferably 8% by mass or more, even more preferably 10% by mass or more, even more preferably 12% by mass or more, and even more preferably 15% by mass or more, relative to all structural units of the B block. From the viewpoint of solvent resolubility, the total proportion of the at least one structural unit selected from the group consisting of the structural units represented by general formula (IX) and the structural units represented by general formula (IX') is preferably 90% by mass or less, more preferably 80% by mass or less, and even more preferably 70% by mass or less, relative to all structural units of the B block.

[0203] The B block may contain other structural units in addition to the structural units represented by general formula (VIII), which includes at least one structural unit selected from the group consisting of the structural units represented by general formula (IX) and the structural units represented by general formula (IX'), as long as the effects of the present invention are not impaired. Examples of other structural units include structural units derived from ethylenically unsaturated monomers that are copolymerizable with ethylenically unsaturated monomers that derive the structural units represented by general formula (VIII). Examples of monomers that derive other structural units include styrenes such as styrene and α-methylstyrene, and vinyl ethers such as phenyl vinyl ether. In terms of the effects of the present invention, the total proportion of other structural units in the B block is preferably 30% by mass or less, and more preferably 10% by mass or less, when all structural units in the polymer chain are taken as 100% by mass. That is, in terms of dispersibility and dispersion stability, the total content of the structural units represented by general formula (VIII) contained in the B block is preferably 70% by mass or more, more preferably 90% by mass or more, and may be 100% by mass.

[0204] The acid value of the B block is preferably 10 mgKOH / g or less, and more preferably 0 mgKOH / g, from the viewpoint of improving the effect of suppressing the generation of transparent foreign matter. Here, the acid value of a polymer consisting of only the B block can be measured in the same manner as the acid value of a polymer described below.

[0205] The order of bonding of the block copolymers is not particularly limited as long as it is possible to suppress the generation of transparent foreign matter. However, it is preferable that the B block be bonded to one end of the block copolymer, as this has excellent compatibility with the siloxane polymer and can effectively suppress the generation of transparent foreign matter. An AB block copolymer, an ABA block copolymer, or a BAB block copolymer is preferred, and an AB block copolymer or a BAB block copolymer is particularly preferred.

[0206] In the block copolymer, the content of the structural unit represented by general formula (VI) may be appropriately adjusted so as to have the acid value described below, and may be 3% by mass to 60% by mass, 6% by mass to 45% by mass, or 9% by mass to 35% by mass, relative to all structural units in the main chain of the block copolymer. In the block copolymer, the total content of the A block may be 3% by mass to 60% by mass, 6% by mass to 45% by mass, or 9% by mass to 35% by mass, relative to all structural units in the main chain of the block copolymer. In the block copolymer, the total content of the B block may be 40% by mass to 97% by mass, 55% by mass to 94% by mass, or 65% by mass to 91% by mass. When the total content of the B blocks in the block copolymer is within the above range, the ratio of the A blocks, which are structural units having carboxy groups and have good alkaline developability, to the B blocks, which have high compatibility with the siloxane polymer, in the block copolymer having carboxy groups becomes appropriate, thereby indirectly improving the alkaline developability of the siloxane polymer and improving the effect of suppressing the generation of transparent foreign matter.

[0207] The method for producing the block copolymer is not particularly limited. The block copolymer can be produced by known methods, but may be produced by a living polymerization method. Examples of living polymerization methods include living anionic polymerization methods such as living radical polymerization and group transfer polymerization, and living cationic polymerization. A copolymer can be produced by sequentially polymerizing monomers using these methods. For example, a block copolymer can be produced by first producing the A block and then polymerizing the structural units that constitute the B block to the A block. In the above production method, the order of polymerization of the A block and the B block can also be reversed. Alternatively, the A block and the B block can be produced separately, and then the A block and the B block can be coupled.

[0208] The alkali-soluble resin used in the present invention preferably contains at least one selected from the group consisting of graft copolymers having a structural unit represented by the general formula (VI) and block copolymers having an A block containing a structural unit represented by the general formula (VI), and a random copolymer having a structural unit represented by the general formula (VI), from the viewpoints of further improving the effect of suppressing the generation of transparent foreign matter and enabling the form during development to be soluble in a developer. Note that the form during development refers to the form when the uncured portion of the colored coating film is removed by an alkaline developer, and includes forms in which the coating film is barely soluble in the developer and peels off. Since the peeled coating film reattaches, which causes a decrease in yield in the color filter manufacturing process, a form that dissolves in the developer is more preferred. The alkali-soluble resin is a graft copolymer having a structural unit represented by the general formula (VI), and at least one selected from the group consisting of a block copolymer having an A block containing the structural unit represented by the general formula (VI), and a random copolymer having a structural unit represented by the general formula (VI). The total content of at least one selected from the group consisting of a graft copolymer having a structural unit represented by the general formula (VI), and a block copolymer having an A block containing the structural unit represented by the general formula (VI) may be 5% by mass or more, 10% by mass or more, or 80% by mass or less, 70% by mass or less, or 40% by mass or less, relative to the total amount of the alkali-soluble resin in the photosensitive colored resin composition.

[0209] The weight average molecular weight (Mw) of the alkali-soluble resin such as a carboxy group-containing copolymer is preferably 3,000 or more, more preferably 5,000 or more, from the viewpoint of binder function after curing, and is preferably 30,000 or less, more preferably 20,000 or less, from the viewpoint of pattern formability during development with an alkaline developer. The weight average molecular weight (Mw) in the present invention can be measured with a Shodex GPC System-21H using polystyrene as a standard substance and THF as an eluent.

[0210] The alkali-soluble resin used in the present invention is selected from those having an acid value of 40 mgKOH / g or more in terms of developability (solubility) in the alkaline aqueous solution used in the developer. From the standpoint of developability in the alkaline aqueous solution used in the developer and adhesion to the substrate, the alkali-soluble resin preferably has an acid value of 50 mgKOH / g or more and 300 mgKOH / g or less, and more preferably 60 mgKOH / g or more and 200 mgKOH / g or less. The upper limit of the acid value may be 150 mgKOH / g or less, 120 mgKOH / g or less, or 100 mgKOH / g or less. At least one alkali-soluble resin, including a block copolymer having a block containing a structural unit having a carboxyl group and a graft copolymer having a structural unit having a carboxyl group, may have an acid value of 60 mg KOH / g or more and 200 mg KOH / g or less, 80 mg KOH / g or more and 160 mg KOH / g or less, or 100 mg KOH / g or more and 140 mg KOH / g or less, in terms of developability (solubility) in the alkaline aqueous solution used in the developer and suppression of the generation of transparent foreign matter. When used in combination with at least one of a block copolymer having a block containing a structural unit having a carboxyl group and a graft copolymer having a structural unit having a carboxyl group, the alkali-soluble resin of a random copolymer may have an acid value of less than 100 mg KOH / g or less and may be 80 mg KOH / g or less. The acid value in the present invention can be measured according to JIS K 0070:1992.

[0211] The alkali-soluble resin used in the present invention may have an amine value of 10 mgKOH / g or less, or even 0 mgKOH / g, from the viewpoint of solvent resolubility. Here, the amine value represents the mass (mg) of potassium hydroxide equivalent to the amount of hydrochloric acid required to neutralize 1 g of solid content, and is a value measured by the method described in JIS K 7237:1995.

[0212] When the alkali-soluble resin has an ethylenically unsaturated bond 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 improving the film strength of the cured film, thereby improving solvent resistance and development resistance, and providing excellent adhesion to the substrate. When the ethylenically unsaturated bond equivalent is 2000 or less, the solvent resistance, development resistance, and adhesion are excellent. Furthermore, when the ethylenically unsaturated bond equivalent is 100 or more, 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, resulting in excellent developability and heat resistance. Here, the ethylenically unsaturated bond equivalent refers to the mass average molecular weight per mole of ethylenically unsaturated bonds in the alkali-soluble resin, and is expressed by the following mathematical formula (1):

[0213] Ethylenically unsaturated bond equivalent (g / mol)=W(g) / M(mol) Formula (1) (In formula (1), W represents the mass (g) of the alkali-soluble resin, and M represents the number of moles (mol) of ethylenically unsaturated bonds contained in the alkali-soluble resin W (g).)

[0214] The ethylenically unsaturated bond equivalent may be calculated by measuring the number of ethylenically unsaturated bonds contained in 1 g of the alkali-soluble resin in accordance with the iodine value testing method described in JIS K 0070:1992, for example.

[0215] The alkali-soluble resin used in the photosensitive coloring resin composition may be used alone or in combination of two or more. The content of the alkali-soluble resin is not particularly limited, but is preferably within the range of, for example, 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 coloring resin composition. When the content of the alkali-soluble resin is equal to or greater than the lower limit, sufficient alkali developability can be 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.

[0216] [Photopolymerizable Compound] The photopolymerizable compound used in the photosensitive colored resin composition is not particularly limited as long as it can be polymerized by a photoinitiator, and usually, a compound having two or more ethylenically unsaturated bonds is preferably used, and in particular, a polyfunctional (meth)acrylate having two or more acryloyl groups or methacryloyl groups is preferable. Such a polyfunctional (meth)acrylate may be appropriately selected from conventionally known compounds. Specific examples include those described in JP-A-2013-029832.

[0217] These polyfunctional (meth)acrylates may be used alone or in combination of two or more.In addition, when the photosensitive colored resin composition of the present invention is required to have excellent photocurability (high sensitivity), the polyfunctional (meth)acrylate preferably has three (trifunctional) or more polymerizable ethylenically unsaturated bonds, and is preferably the poly(meth)acrylates of trihydric or higher polyhydric alcohols or their dicarboxylic acid modified products, specifically, trimethylolpropane tri(meth)acrylate, pentaerythritol tri(meth)acrylate, pentaerythritol tri(meth)acrylate succinic acid modified product, pentaerythritol tetra(meth)acrylate, dipentaerythritol tetra(meth)acrylate, dipentaerythritol penta(meth)acrylate, dipentaerythritol penta(meth)acrylate succinic acid modified product, dipentaerythritol hexa(meth)acrylate etc. are preferred.

[0218] The content of the photopolymerizable compound used in the photosensitive colored resin composition is not particularly limited, but 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 greater than the lower limit, photocuring proceeds sufficiently, the exposed portion can be prevented from eluting during development, line width shift is suppressed, and solvent resistance is improved. When the content of the photopolymerizable compound is equal to or less than the upper limit, alkaline developability is sufficient.

[0219] [Photoinitiator] The photoinitiator used in the photosensitive colored resin composition of the present invention is not particularly limited, and one or a combination of two or more of various conventionally known initiators can be used. Examples of the photoinitiator include aromatic ketones such as benzophenone, N,N-dimethylaminobenzophenone, 4,4'-bisdiethylaminobenzophenone (for example, Hi-Cure ABP, manufactured by Kawaguchi Pharmaceuticals), and 4-methoxy-4'-dimethylaminobenzophenone; benzoin ethers such as benzoin methyl ether; benzoins such as ethylbenzoin; and biimidazoline such as 2-(o-chlorophenyl)-4,5-phenylimidazole dimer. halomethyloxadiazole compounds such as 2-trichloromethyl-5-(p-methoxystyryl)-1,3,4-oxadiazole; halomethyl-S-triazines such as 2-(4-butoxy-naphth-1-yl)-4,6-bis-trichloromethyl-S-triazine; 1,2-octadione-1-[4-(phenylthio)-, 2-(o-benzoyloxime)], ethanone, 1-[9-ethyl-6-(2-methylbenzoyl)-9 H-carbazol-3-yl]-, 1-(o-acetyloxime), oxime esters such as oxime ester photoinitiators described in JP-A Nos. 2000-80068, 2001-233842, JP-T Nos. 2010-527339, 2010-527338, and JP-A No. 2013-041153; 2-methyl-1-(4-methylthiophenyl)-2-morpholinopropan-1-one (e.g., Irgacure 907 , manufactured by BASF), 2-benzyl-2-(dimethylamino)-1-(4-morpholinophenyl)-1-butanone (e.g., Irgacure 369, manufactured by BASF), 2-(dimethylamino)-2-[(4-methylphenyl)methyl]-1-[4-(4-morpholinyl)phenyl]-1-butanone (Irgacure 379EG, manufactured by BASF); and other α-aminoketones; and thioxanthones such as diethylthioxanthone.

[0220] In the present invention, the photoinitiator preferably contains an oxime ester-based photoinitiator, because it can improve sensitivity. Furthermore, the use of an oxime ester-based photoinitiator tends to suppress in-plane line width variations when forming a fine line pattern. Furthermore, the use of an oxime ester-based photoinitiator tends to improve film retention and enhance the effect of suppressing water stains. Water stains refer to traces of water stains that appear after rinsing with pure water after alkaline development when a component that enhances alkaline developability is used. While such water stains disappear after post-baking and are not a problem for the product, they are detected as irregularities during visual inspection of the patterned surface after development, making it difficult to distinguish between normal and defective products. Therefore, reducing the inspection sensitivity of the inspection device during visual inspection ultimately leads to a problematic decrease in the yield of the final color filter product. As the oxime ester-based photoinitiator, from the viewpoint of reducing contamination of the photosensitive colored resin composition and contamination of the equipment due to decomposition products, those having an aromatic ring are preferred, those having a fused ring containing an aromatic ring are more preferred, and those having a fused ring containing a benzene ring and a heterocycle are even more preferred. The oxime ester-based photoinitiator can be appropriately selected from 1,2-octadione-1-[4-(phenylthio)-,2-(o-benzoyloxime)], ethanone,1-[9-ethyl-6-(2-methylbenzoyl)-9H-carbazol-3-yl]-,1-(o-acetyloxime), and the oxime ester-based photoinitiators described in JP-A Nos. 2000-80068, 2001-233842, JP-T Nos. 2010-527339, 2010-527338, and 2013-041153, etc. Commercially available products that may be used include Irgacure OXE-01, ADEKA ARCLES NCI-930 having a diphenyl sulfide skeleton, TR-PBG-345, TR-PBG-304 having a carbazole skeleton, TR-PBG-3057 having a diphenyl sulfide skeleton, TR-PBG-365 having a fluorene skeleton (all manufactured by Changzhou Strong Electronic New Materials Co., Ltd.), and SPI-04 (manufactured by Sanyang). In particular, it is preferable to use an oxime ester photoinitiator having a diphenyl sulfide skeleton or a fluorene skeleton from the viewpoint of brightness.Furthermore, it is preferable to use an oxime ester photoinitiator having a carbazole skeleton from the viewpoint of high sensitivity.

[0221] In particular, the photoinitiator used in the present invention preferably contains at least one selected from oxime esters and α-aminoketones because of their excellent sensitivity. α-aminoketones are preferred from the viewpoints of line width adjustment during pattern formation and development resistance. α-Aminoketones having a tertiary amine structure are preferred because they contain a tertiary amine structure that acts as an oxygen quencher within the molecule, making it difficult for radicals generated from the initiator to be deactivated by oxygen, thereby improving sensitivity. Furthermore, using α-aminoketones in combination with oxime esters as a photoinitiator is also preferred from the viewpoints of suppressing water stains and improving sensitivity. Water stains refer to the appearance of water stains that appear after rinsing with pure water following alkaline development when a component that enhances alkaline developability is used. Such water stains disappear after post-baking and are not a problem for the product, but they are detected as irregularities during visual inspection of the patterned surface after development, making it difficult to distinguish between normal and abnormal products. Therefore, if the inspection sensitivity of the inspection device is reduced in the appearance inspection, it will result in a problem of a decrease in the yield of the final color filter product. Furthermore, it is preferable to combine a thioxanthone with at least one selected from oxime esters and α-aminoketones as the photoinitiator, in terms of adjusting the sensitivity, suppressing water staining, and improving development resistance.

[0222] 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 effects of the present invention are 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, relative to the total solid content of the photosensitive colored resin composition. If this content is above the above lower limit, photocuring proceeds sufficiently, preventing the exposed portion from eluting during development and improving solvent resistance, while if it is below the above upper limit, it is possible to prevent a decrease in brightness due to yellowing of the resulting colored layer. Furthermore, the content ratio of the photopolymerizable compound and the photoinitiator used in the photosensitive colored resin composition is preferably 5 parts by mass or more, more preferably 10 parts by mass or more, and preferably 40 parts by mass or less, more preferably 30 parts by mass or less, relative to 100 parts by mass of the photopolymerizable compound, from the viewpoints of suppressing line width shift, improving solvent resistance, and further improving the effect of suppressing development residues.

[0223] [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 solvents such as acetone, methyl ethyl ketone, methyl isobutyl ketone, cyclohexanone, and 2-heptanone; ketone solvents such as acetone, methyl ethyl ketone, methyl isobutyl ketone, cyclohexanone, and 2-heptanone; glycol ether acetate solvents such as methoxyethyl acetate, propylene glycol monomethyl ether acetate, 3-methoxy-3-methyl-1-butyl acetate, 3-methoxybutyl acetate, and ethoxyethyl acetate; methoxyethoxyethyl acetate, ethoxyethoxyethyl acetate, and ethoxyethoxyethyl acetate; diacetates such as propylene glycol diacetate and 1,3-butylene glycol diacetate; glycol ether 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 methyl ethyl 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 solvents such as γ-butyrolactone; cyclic ether solvents such as tetrahydrofuran; unsaturated hydrocarbon solvents such as benzene, toluene, xylene and naphthalene; saturated hydrocarbon 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, diethylene glycol methyl ethyl ether, butyl carbitol acetate (BCA), 3-methoxy-3-methyl-1-butyl acetate, ethyl ethoxypropionate, ethyl lactate, and 3-methoxybutyl acetate, which are preferred in terms of the solubility of other components and application suitability. Furthermore, in the solvent used in the present invention, the content of propylene glycol monomethyl ether acetate may be 50% by mass or more, or 70% by mass or more, based on the total amount of solvent in the photosensitive colored resin composition, in terms of the colorant dispersibility, the solubility of other components, and application suitability. The solvent used in the present invention is one or more selected from the group consisting of propylene glycol monomethyl ether acetate, propylene glycol monomethyl ether, diethylene glycol methyl ethyl ether, butyl carbitol acetate (BCA), 3-methoxy-3-methyl-1-butyl acetate, ethyl ethoxypropionate, ethyl lactate, and 3-methoxybutyl acetate, and the content of propylene glycol monomethyl ether acetate may be 50% by mass or more, or 70% by mass or more, based on the total amount of the solvent.

[0224] 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 of the solvent is usually within the range of 55% by mass to 95% by mass, preferably 65% ​​by mass to 88% by mass, based on the total amount of the photosensitive colored resin composition containing the solvent. By having the content of the solvent within the above range, excellent coating properties can be achieved.

[0225] Furthermore, in the photosensitive colored resin composition according to the present invention, the water content may be 2.0% by mass or less, 1.5% by mass or less, 1.0% by mass or less, or 0.5% by mass or less. If the water content is within the above range, aggregation of the colorant caused by the presence of water can be sufficiently suppressed, and thickening and contrast reduction of the photosensitive colored resin composition can be suppressed. The water content in the photosensitive colored resin composition is measured at 25 ° C. using a Karl Fischer titrator (volumetric titration method) in accordance with JIS K0113:2005.

[0226] [Antioxidant] The photosensitive color resin composition of the present invention preferably further contains at least one of an antioxidant and a latent antioxidant, from the viewpoint of improving heat resistance and brightness. The antioxidant used in the present invention is not particularly limited and may be appropriately selected from conventionally known antioxidants. Specific examples of antioxidants include hindered phenol-based antioxidants, amine-based antioxidants, phosphorus-based antioxidants, sulfur-based antioxidants, and hydrazine-based antioxidants. From the viewpoint of improving the ability to form a fine line pattern according to the mask line width design and heat resistance, it is preferable to use a hindered phenol-based antioxidant. The latent antioxidant used in the present invention is a compound having a protecting group that can be removed by heating, and exhibits antioxidant function upon removal of the protecting group. Among these, those that facilitate removal of the protecting group by heating at 150°C or higher are preferred. Examples of the latent antioxidant used in the present invention include latent antioxidants such as those described in WO 2014 / 021023 and WO 2017 / 170263. Among these, preferred are latent antioxidants in which the phenolic hydroxyl group of a hindered phenolic antioxidant is protected by a protecting group, and more specifically, preferred are structures in which the hydrogen of the phenolic hydroxyl group of a hindered phenolic antioxidant is substituted with a carbamate protecting group such as a t-butoxycarbonyl group. Commercially available latent antioxidants include ADEKA ARCLES GPA-5001 (manufactured by ADEKA Corporation).

[0227] Examples of the hindered phenol-based antioxidant include pentaerythritol tetrakis[3-(3,5-di-tert-butyl-4-hydroxyphenyl)propionate] (trade name: IRGANOX 1010, manufactured by BASF), 1,3,5-tris(3,5-di-tert-butyl-4-hydroxybenzyl)isocyanurate (trade name: IRGANOX 3114, manufactured by BASF), and 2,4,6-tris(4-hydroxy-3,5-di-tert-butylbenzyl). 2,2'-methylenebis(6-tert-butyl-4-methylphenol) (trade name: Sumilizer MDP-S, manufactured by Sumitomo Chemical Co., Ltd.), 6,6'-thiobis(2-tert-butyl-4-methylphenol) (trade name: Irganox 1081, manufactured by BASF), and 3,5-di-tert-butyl-4-hydroxybenzylphosphonic acid diethyl ester (trade name: Irgamod 195, manufactured by BASF). Among these, pentaerythritol tetrakis[3-(3,5-di-tert-butyl-4-hydroxyphenyl)propionate] (trade name: IRGANOX1010, manufactured by BASF) is preferred from the viewpoints of heat resistance and light resistance, and the latent antioxidant ADEKA ARCLES GPA-5001 (manufactured by ADEKA Corporation) is preferred from the viewpoints of heat resistance, light resistance, and coating film curability.

[0228] The content of the antioxidant is preferably in the range of 0.1% by mass to 10.0% by mass, more preferably in the range of 0.5% by mass to 5.0% 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, it is excellent in improving heat resistance and brightness. On the other hand, if it is equal to or less than the upper limit, the colored resin composition of the present invention can be a highly sensitive photosensitive resin composition.

[0229] [Thiol Compound] The photosensitive colored resin composition of the present invention preferably further contains a thiol compound in order to improve the effect of suppressing film thickness changes before and after development at a narrow line width. Thiol compounds have excellent surface curing properties and improve the rate of residual film after development because the enethiol reaction is not subject to polymerization inhibition by oxygen. Thiol compounds also have the effect of thickening the line width, but when used in combination with an ultraviolet absorber, they have a synergistic effect of achieving both a narrow line width and improved residual film after development. Examples of thiol compounds include monofunctional thiol compounds with one thiol group and polyfunctional thiol groups with two or more thiol groups. In order to improve the effect of suppressing film thickness changes before and after development at a narrow line width, it is more preferable to use a polyfunctional thiol. Examples of monofunctional thiol compounds include 2-mercaptobenzothiazole, 2-mercaptobenzoxazole, 2-mercaptobenzimidazole, 2-mercapto-5-methoxybenzothiazole, 2-mercapto-5-methoxybenzimidazole, 3-mercaptopropionic acid, methyl 3-mercaptopropionate, ethyl 3-mercaptopropionate, and octyl 3-mercaptopropionate. Examples of polyfunctional thiol compounds include 1,4-bis(3-mercaptobutyryloxy)butane, 1,3,5-tris(3-mercaptobutyloxyethyl)-1,3,5-triazine-2,4,6(1H,3H,5H)-trione, trimethylolpropane tris(3-mercaptopropionate), pentaerythritol tetrakis(3-mercaptobutyrate), pentaerythritol tetrakis(3-mercaptopropionate), dipentaerythritol hexakis(3-mercaptopropionate), and tetraethylene glycol bis(3-mercaptopropionate). The thiol compounds may be used alone or in combination of two or more. Among them, pentaerythritol tetrakis(3-mercaptobutyrate) is preferred from the viewpoint of improving the effect of suppressing film thickness changes before and after development in a narrow line width. The content of the thiol compound is usually within the range of 0.5% by mass to 10% by mass, preferably 1% by mass to 5% by mass, based on the total amount of solids in the photosensitive color resin composition.When the thickness is equal to or greater than the lower limit, the effect of suppressing the change in film thickness before and after development is excellent. On the other hand, when the thickness is equal to or less than the upper limit, the photocurable red resin composition of the present invention is likely to have good developability and suppress line width shift.

[0230] [Other Components] The photosensitive colored resin composition of the present invention may contain various additives as needed. Examples of additives include polymerization terminators, chain transfer agents, leveling agents, plasticizers, surfactants, antifoaming agents, silane coupling agents, adhesion promoters, ultraviolet absorbers, etc. Specific examples of surfactants and plasticizers include those described in JP 2013-029832 A.

[0231] <Method for producing photosensitive colored resin composition> The method for producing the photosensitive colored resin composition of the present invention can be prepared by mixing colorant, dispersant, alkali-soluble resin, photopolymerizable compound, photoinitiator, compound represented by general formula (A), solvent and various additive components that are used as required by known mixing means.As the method for preparing the resin composition, for example, (1) firstly, colorant and dispersant are added to a solvent to prepare a colorant dispersion, and then the method for mixing alkali-soluble resin, photopolymerizable compound, photoinitiator, compound represented by general formula (A) and various additive components that are used as required into this dispersion; (2) simultaneously add colorant, alkali-soluble resin, photopolymerizable compound, photoinitiator, compound represented by general formula (A) and various additive components that are used as required into a solvent and mix them; (3) add alkali-soluble resin, photopolymerizable compound, photoinitiator, compound represented by general formula (A) and various additive components that are used as required into a solvent; (4) a method in which a colorant dispersion liquid is prepared by adding a colorant, a dispersant, and an alkali-soluble resin to a solvent, and then adding an alkali-soluble resin, a solvent, a photopolymerizable compound, a photoinitiator, a compound represented by general formula (A), and various additive components and dispersants that are used as desired, and then dispersing the mixture; and (5) a method in which an alkali-soluble resin, a dispersant, and an alkali-soluble resin are added to a solvent to prepare a colorant dispersion liquid, and then an alkali-soluble resin, a solvent, a photopolymerizable compound, a photoinitiator, a compound represented by general formula (A), and various additive components that are used as desired, are added to the dispersion liquid, and then mixed. Among these methods, the above methods (1) and (4) are preferred because they can effectively prevent aggregation of the colorant and allow it to be uniformly dispersed.

[0232] The method for preparing the colorant dispersion liquid can be appropriately selected from conventionally known dispersion methods. Examples of dispersing machines for carrying out the dispersion treatment include roll mills such as two-roll and three-roll mills, ball mills such as ball mills and vibration ball mills, paint conditioners, and bead mills such as continuous disk bead mills and continuous annular bead mills. As a preferred dispersion condition for the bead mill, the diameter of the beads used is preferably 0.03 mm to 2.00 mm, more preferably 0.10 mm to 1.0 mm.

[0233] [Use] The photosensitive colored resin composition according to the present invention contains a lake colorant, but has high stability over time, and can form a colored layer having excellent adhesion to the substrate of the fine line pattern after development. Therefore, it can be suitably used for color filter applications.

[0234] [Cured product of photosensitive colored resin composition] The cured product according to the present invention is a cured product of the photosensitive colored resin composition according to the present invention. The cured product according to the present invention can be obtained by forming a coating film of the photosensitive colored resin composition according to the present invention, drying the coating film, and then exposing and developing it. The method for forming the coating film, exposing it, and developing it can be, for example, the same method as that used in forming the colored layer provided in the color filter according to the present invention described below. In addition, the cured product according to the present invention is a colored layer that contains a lake colorant and has excellent adhesion to the substrate of a fine line pattern, and is suitable for use as a colored layer of a color filter.

[0235] III. Color filter The color filter according to the present invention is a color filter comprising at least a substrate and a colored layer provided on the substrate, and at least one of the colored layers is a cured product of the photosensitive colored resin composition according to the present invention.

[0236] 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 the 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.

[0237] [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 of the present invention. The colored layer is usually formed in the opening of the light-shielding portion on the substrate described below, and is usually composed of a colored pattern of three or more colors. The arrangement of the colored layer is not particularly limited, and can be, for example, a common arrangement such as a stripe type, a mosaic type, a triangle type, or a four-pixel arrangement type. The width, area, etc. of the colored layer can be set as desired. The thickness of the colored layer can be appropriately controlled by adjusting the coating method, the solids concentration, viscosity, etc. of the photosensitive colored resin composition, but is usually preferably in the range of 1 μm to 5 μm.

[0238] 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 to a substrate described below using a coating method such as spray coating, dip coating, bar coating, roll coating, spin coating, or die coating to form a wet coating film. Among these, spin coating and die coating are preferred. Next, the wet coating film is dried using a hot plate or oven, and then exposed to light through a mask with a predetermined pattern to photopolymerize the alkali-soluble resin and polyfunctional monomer, etc., to form a cured coating film. Examples of light sources used for exposure include ultraviolet light from low-pressure mercury lamps, high-pressure mercury lamps, metal halide lamps, electron beams, etc. The exposure dose is appropriately adjusted depending on the light source used, the thickness of the coating film, etc. Furthermore, a heat treatment may be performed after exposure to promote the polymerization reaction. The heating conditions are appropriately selected depending on the blending ratio of each component in the photosensitive colored resin composition used, the thickness of the coating film, etc.

[0239] Next, the coating is developed using a developer to dissolve and remove the unexposed portions, thereby forming a coating film in the desired pattern. As the developer, a solution in which an alkali is dissolved in water or a water-soluble solvent is usually used. A suitable amount of a surfactant or the like may be added to this alkaline solution. Furthermore, a conventional development method can be adopted. After the development, the developer is usually washed away and the cured coating film of the photosensitive colored resin composition is dried to form a colored layer. After the development, a heat treatment may be carried out to sufficiently cure the coating film. There are no particular limitations on the heating conditions, and they are selected appropriately depending on the application of the coating film.

[0240] [Light-shielding portion] The light-shielding portion in the color filter of the present invention is formed in a pattern on a substrate described below 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 portion is not particularly limited, and examples thereof include a stripe shape, a matrix shape, and the like. The light-shielding portion may be a thin metal film such as chromium formed by a sputtering method, a vacuum deposition method, or the like. Alternatively, the light-shielding portion may be a resin layer containing light-shielding particles such as carbon fine particles, metal oxides, inorganic pigments, or organic pigments in a resin binder. In the case of a resin layer containing light-shielding particles, methods such as patterning by development using a photosensitive resist, patterning using an inkjet ink containing light-shielding particles, and thermal transfer of a photosensitive resist are available.

[0241] The thickness of the light-shielding portion is set to about 0.2 μm to 0.4 μm in the case of a thin metal film, and to about 0.5 μm to 2 μm in the case of a black pigment dispersed or dissolved in a binder resin.

[0242] [Substrate] Examples of substrates that can be used include transparent substrates, silicon substrates, and transparent substrates or silicon substrates on which aluminum, silver, or silver / copper / palladium alloy thin films are formed, as described below. These substrates may also have other color filter layers, resin layers, transistors such as TFTs, circuits, etc. formed thereon. 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 transparent substrates commonly used in color filters can be used. Specific examples include rigid, inflexible materials such as quartz glass, alkali-free glass, and synthetic quartz plates, as well as flexible, transparent flexible materials such as transparent resin films, optical resin plates, and flexible glass. The thickness of the transparent substrate is not particularly limited, but can be, for example, approximately 100 μm to 1 mm, depending on the intended use of the color filter of the present invention. In addition to the substrate, light-shielding portion, and colored layer, the color filter of the present invention may also include, for example, an overcoat layer, a transparent electrode layer, an alignment film, columnar spacers, etc.

[0243] 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.

[0244] [Liquid Crystal Display Device] An example of a liquid crystal display device of the present invention is a liquid crystal display device having the color filter according to the present invention described above, a counter substrate, and a liquid crystal layer formed between the color filter and the counter substrate. Such a liquid crystal display device of the present invention will be described with reference to the drawings. FIG. 2 is a schematic diagram showing an example of a liquid crystal display device of the present invention. As shown in FIG. 2, a liquid crystal display device 40 of the present invention has a color filter 10, a counter substrate 20 having a TFT array substrate or the like, and a liquid crystal layer 30 formed between the color filter 10 and the counter substrate 20. Note that the liquid crystal display device of the present invention is not limited to the configuration shown in FIG. 2 and may have any configuration generally known as a liquid crystal display device using a color filter.

[0245] The driving method of the liquid crystal display device of the present invention is not particularly limited, and any driving method generally used in liquid crystal display devices can be employed. 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 opposing substrate can be appropriately selected depending on the driving method of the liquid crystal display device of the present invention. Furthermore, the liquid crystal constituting the liquid crystal layer can be made of various liquid crystals with different dielectric anisotropies, or a mixture thereof, depending on the driving method of the liquid crystal display device of the present invention.

[0246] The liquid crystal layer can be formed by a method generally used for producing liquid crystal cells, such as a vacuum injection method, a liquid crystal dropping method, etc. After the liquid crystal layer is formed by the above method, the liquid crystal cell is slowly cooled to room temperature, thereby aligning the enclosed liquid crystal.

[0247] [Organic Light-Emitting Display Device] An example of an 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 or an inorganic oxide film 60 may be provided between the color filter 10 and the organic light-emitting body 80.

[0248] Examples of methods for laminating the organic light-emitting element 80 include 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 top surface of a color filter, or laminating an organic light-emitting element 80 formed on a separate substrate onto the 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 element 80 may be appropriately selected from known components. The organic light-emitting display device 100 fabricated in this manner can be applied to, for example, both passively driven organic EL displays and actively driven organic EL displays. The organic light-emitting display device of the present invention is not limited to the configuration shown in FIG. 3 and may have any known configuration generally used for organic light-emitting displays that use color filters.

[0249] The present invention will be specifically described below with reference to examples, but the present invention is not limited to these examples.

[0250] (Synthesis Example 1: Synthesis of Lake Colorant 1) (1) Synthesis of Intermediate 1 Intermediate 1 represented by the following chemical formula (a) was obtained (yield 87%) with reference to the production methods of Intermediate A-2, Intermediate B-1, and Compound 1-3 described in JP 2018-3013 A. The obtained compound was confirmed to be the target compound from the following analytical results. MS (ESI) (m / z): 677 (+), divalent elemental analysis values: CHN actual values ​​(81.81%, 7.31%, 5.85%); theoretical values ​​(81.77%, 7.36%, 5.90%)

[0251]

[0252] (2) Synthesis of Lake Colorant 1 2.59 g (0.76 mmol) of 12-tungstophosphoric acid n-hydrate (manufactured by Kanto Chemical) was dissolved in a mixture of 40 mL of methanol and 40 mL of water with heating, and 1.6 g (1.19 mmol) of the intermediate 1 was added and stirred for 1 hour. The precipitate was collected by filtration and washed with water. The obtained precipitate was dried under reduced pressure to obtain Lake Colorant 1 (yield 95%) represented by the following chemical formula (b). The obtained compound was confirmed to be the target compound from the following analytical results: 31P NMR (d-dmso, ppm) δ -15.15 MS (MALDI) (m / z): 1355 (M ＋ ), 2879 (MH ２ － ) Elemental analysis values: CHN actual values ​​(35.55%, 3.24%, 2.61%); theoretical values ​​(35.61%, 3.20%, 2.57%) Fluorescent X-ray analysis: MoW actual ratio (0%, 100%); theoretical values ​​(0%, 100%)

[0253]

[0254] (Synthesis Example 2: Synthesis of Lake Colorant 2) (1) Synthesis of Intermediate 2 By referring to the production methods of Intermediate 3 and Intermediate 4 described in WO 2012 / 144521, 15.9 g (yield 70%) of Intermediate 2 represented by the following chemical formula (c) was obtained. The obtained compound was confirmed to be the target compound from the following analytical results. MS (ESI) (m / z): 511 (+), divalent elemental analysis values: CHN actual values ​​(78.13%, 7.48%, 7.78%); theoretical values ​​(78.06%, 7.75%, 7.69%)

[0255]

[0256] (2) Synthesis of Lake Colorant 2 5.00 g (4.58 mmol) of Intermediate 2 was added to 300 ml of water and dissolved at 90° C. to prepare a solution of Intermediate 2. Next, phosphotungstic acid n-hydrate H (manufactured by Nippon Inorganic Chemical Industry Co., Ltd.) was added to 300 ml of water. ３ [P.W. １２ O ４０ ]・nH ２10.44 g (3.05 mmol) of 10.0 (n = 30) was added to 100 mL of water and stirred at 90°C to prepare an aqueous solution of phosphotungstic acid. The phosphotungstic acid aqueous solution was mixed with the intermediate 2 solution at 90°C, and the resulting precipitate was collected by filtration and washed with water. The resulting cake was dried to obtain 13.25 g (98% yield) of Lake Colorant 2 represented by the following chemical formula (d). The obtained compound was confirmed to be the target compound based on the following analytical results: (Molar ratio W / Mo = 100 / 0) MS (ESI) (m / z): 510 (+), divalent elemental analysis values: CHN actual values ​​(41.55%, 5.34%, 4.32%); theoretical values ​​(41.66%, 5.17%, 4.11%). It was also confirmed that the polyacid structure of phosphotungstic acid was maintained even after it became Lake Colorant 2. ３１ This was confirmed by P-NMR.

[0257]

[0258] Synthesis Example 3: Synthesis of Acidic Dispersant (Phosphate-Type Graft Copolymer) 1 (1) Synthesis of Macromonomer MM-1 A reactor equipped with a condenser, an addition funnel, a nitrogen inlet, a mechanical stirrer, and a digital thermometer was charged with 80.0 parts by mass of propylene glycol monomethyl ether acetate (abbreviated as PGMEA) and heated to 90° C. with stirring under a nitrogen stream. A mixed solution of 50.0 parts by mass of methyl methacrylate, 30.0 parts by mass of n-butyl methacrylate, 20.0 parts by mass of benzyl methacrylate, 4.0 parts by mass of 2-mercaptoethanol, 30 parts by mass of PGMEA, and 1.0 part by mass of α,α′-azobisisobutyronitrile (abbreviated as AIBN) was added dropwise over 1.5 hours, and the mixture was allowed to react for an additional 3 hours. Next, the nitrogen gas flow was stopped, and the reaction solution was cooled to 80°C. 8.74 parts by mass of 2-isocyanatoethyl methacrylate (Karenz MOI, manufactured by Showa Denko KK), 0.125 parts by mass of dibutyltin dilaurate, 0.125 parts by mass of p-methoxyphenol, and 10 parts by mass of PGMEA were added and stirred for 3 hours to obtain a 49.5% by mass solution of macromonomer MM-1. As a result of GPC measurement, the obtained macromonomer MM-1 had a mass average molecular weight (Mw) of 4010, a number average molecular weight (Mn) of 1910, and a molecular weight distribution (Mw / Mn) of 2.10.

[0259] (2) Synthesis of Graft Copolymer 1 A reactor equipped with a cooling tube, an addition funnel, a nitrogen inlet, a mechanical stirrer, and a digital thermometer was charged with 85.0 parts by mass of PGMEA, and the mixture was heated to 90° C. while stirring under a nitrogen stream. A mixed solution of 67.34 parts by mass of the macromonomer MM-1 solution (solid content 33.33 parts by mass), 16.67 parts by mass of glycidyl methacrylate (abbreviated as GMA), 1.24 parts by mass of n-dodecyl mercaptan, 25.0 parts by mass of PGMEA, and 0.5 parts by mass of AIBN was added dropwise over 1.5 hours, and the mixture was heated and stirred for 3 hours. After that, a mixed solution of 0.10 parts by mass of AIBN and 10.0 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 25.0% by mass solution of Graft Copolymer 1. The obtained graft copolymer 1 was measured by GPC and found to have a mass average molecular weight (Mw) of 10,570, a number average molecular weight (Mn) of 4,370, and a molecular weight distribution (Mw / Mn) of 2.42.

[0260] (3) Production of a polymer (acidic dispersant (phosphate-type graft copolymer) 1) having at least one selected from the structural units represented by the general formula (I) 27.80 parts by mass of PGMEA and 9.27 parts by mass of phenylphosphonic acid (product name "PPA" manufactured by Nissan Chemical Industries, Ltd.) were charged into a reactor equipped with a cooling tube, an addition funnel, a nitrogen inlet, a mechanical stirrer, and a digital thermometer, and heated to 90°C while stirring under a nitrogen stream. 100.0 parts by mass of the graft copolymer 1 was added dropwise over 30 minutes, and the mixture was heated and stirred for 2 hours to obtain a solution (solids content 25.0% by mass) of a polymer (acidic dispersant (phosphate-type graft copolymer) 1) having at least one selected from the structural units represented by the general formula (I). The progress of the esterification reaction of GMA and PPA in graft copolymer 1 was monitored by acid value measurement. １ The acid value of the obtained Acidic Dispersant 1 was confirmed by H-NMR measurement (it was confirmed that the peak derived from the epoxy group had disappeared).

[0261] (Synthesis Example 4: Synthesis of Acidic Dispersant (Phosphate-Type Block Copolymer) 2) (1) Synthesis of Block Copolymer 2

[0049] Referring to Synthesis Example 6 described in Japanese Patent No. 5,895,925, a 40% by weight PGMEA solution of a diblock copolymer having a block of 50 parts by weight of methyl methacrylate (MMA), 30 parts by weight of n-butyl methacrylate (BMA), and 20 parts by weight of benzyl methacrylate (BzMA) and a block of 25 parts by weight of glycidyl methacrylate (GMA) was obtained. The resulting block copolymer 2 had a mass average molecular weight (Mw) of 9,470, a number average molecular weight (Mn) of 7,880, and a molecular weight distribution (Mw / Mn) of 1.20. (2) Production of a polymer (acidic dispersant (phosphate-type block copolymer) 2) having at least one selected from the structural units represented by the general formula (I) 100.0 parts by mass of block copolymer 2, 86.70 parts by mass of PGMEA, and 8.90 parts by mass of phenylphosphonic acid (PPA) were charged into a reactor and stirred at 90°C for 2 hours to obtain a solution (solids content 25% by mass) of a polymer (acidic dispersant (phosphate-type block copolymer) 2) having at least one selected from the structural units represented by the general formula (I). The progress of the esterification reaction of GMA and PPA in block copolymer 2 was monitored by measuring the acid value. １ The acid value of the obtained Acidic Dispersant 2 was confirmed by H-NMR measurement to be 65 mg KOH / g.

[0262] Synthesis Example 5: Synthesis of Basic Dispersant (Basic Block Copolymer) 3 A reactor equipped with a condenser, an addition funnel, a nitrogen inlet, a mechanical stirrer, and a digital thermometer was charged with 150.0 parts by mass of PGMEA, 3.0 parts by mass of iodine, 11.0 parts by mass of 2,2'-azobis(4-methoxy-2,4-dimethylvaleronitrile) (trade name: V-70, manufactured by Wako Pure Chemical Industries, Ltd.), 40.0 parts by mass of MMA, 10.4 parts by mass of BzMA, 30.0 parts by mass of methoxypolyethylene glycol monomethacrylate (PME-200, manufactured by NOF Corporation), and 0.04 parts by mass of succinimide. The mixture was stirred at 40°C for 5 hours under a nitrogen stream to produce a B block copolymer. Subsequently, 19.6 parts by mass of 2-(dimethylamino)ethyl methacrylate (DMMA) was added, and the mixture was stirred at 40°C for 5 hours. The solid content was measured, and the polymerization conversion rate was found to be 99% when calculated from the nonvolatile content. This reaction solution was reprecipitated with 3,000 parts by mass of hexane to obtain 99.0 parts by mass of basic dispersant (basic block copolymer) 3. 25.0 parts by mass of the obtained basic dispersant 3 was dissolved in 75.0 parts by mass of PGMEA to obtain a basic dispersant 3 solution (solid content 25% by mass). The basic dispersant 3 thus obtained had a mass average molecular weight (Mw) of 7,500, Mw / Mn of 1.2, and an amine value of 70 mgKOH / g.

[0263] Synthesis Example 6: Synthesis of Basic Dispersant (Basic Graft Copolymer) 4 (1) Synthesis of Macromonomer MM-2 A reactor equipped with a condenser, 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 the mixture was heated to 90° C. while stirring under a nitrogen stream. A mixed solution of 20.0 parts by mass of methoxypolyethylene glycol monomethacrylate (PME-200, manufactured by NOF Corporation), 80.0 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 an additional 3 hours. Next, the nitrogen gas flow was stopped, and the reaction solution was cooled to 80°C. 8.74 parts by mass of 2-isocyanatoethyl methacrylate (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. After cooling, the reaction solution was diluted with 200 parts by mass of tetrahydrofuran (THF) and reprecipitated with 3,000 parts by mass of hexane to obtain 111.0 parts by mass of a white powder. Next, 100.0 parts by mass of this white powder was added with 100.0 parts by mass of PGMEA, 7.4 parts by mass of glycidyl methacrylate (GMA), 0.3 parts by mass of N,N-dimethyldodecylamine, and 0.2 parts by mass of p-methoxyphenol, and the mixture was stirred at 110°C for 24 hours while bubbling with air. After cooling, the reaction solution was reprecipitated with 3,000 parts by mass of hexane to obtain 104.0 parts by mass of macromonomer MM-2. The obtained macromonomer MM-2 was analyzed by gel permeation chromatography (GPC) under conditions of N-methylpyrrolidone, 0.01 mol / L lithium bromide added, and polystyrene standard, and found to have a mass average molecular weight (Mw) of 4,800 and a molecular weight distribution (Mw / Mn) of 1.6.

[0264] (2) Synthesis of Basic Graft Copolymer 4: A reactor equipped with a condenser, an addition funnel, a nitrogen inlet, a mechanical stirrer, and a digital thermometer was charged with 100.0 parts by mass of PGMEA and heated to 85°C while stirring under a nitrogen stream. A mixed solution of 70.5 parts by mass of the macromonomer MM-2, 29.5 parts by mass of 2-(dimethylamino)ethyl methacrylate (DMMA), 1.3 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. Then, 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. After cooling, the reaction solution was reprecipitated with 3,000 parts by mass of hexane to obtain 99.0 parts by mass of basic dispersant (basic graft copolymer) 4. 25.0 parts by mass of the obtained basic dispersant 4 was dissolved in 75.0 parts by mass of PGMEA to obtain a solution (solid content 25% by mass) of basic dispersant 4. The obtained basic dispersant 4 had a mass average molecular weight (Mw) of 13,500, Mw / Mn of 2.6, and an amine value of 105 mgKOH / g.

[0265] Synthesis Example 7 Preparation of Alkali-Soluble Resin α (Random Copolymer) A reactor equipped with a condenser, an addition funnel, a nitrogen inlet, a mechanical stirrer, and a digital thermometer was charged with 300 parts by mass of PGMEA, and the temperature was raised to 100°C under a nitrogen atmosphere. 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. The reaction was then continued while maintaining the temperature at 100°C, and 2 hours after the 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 air into the mixture, 20 parts by mass of glycidyl methacrylate (GMA) was added as an epoxy group-containing compound, and the mixture was heated to 110°C. After that, 0.8 parts by mass of triethylamine was added and an addition reaction was carried out at 110°C for 15 hours, thereby obtaining an alkali-soluble resin α solution (mass average molecular weight (Mw) 8,500, acid value 75 mgKOH / g, solid content 40% by mass).

[0266] Synthesis Example 8 Preparation of Alkali-Soluble Resin β (Block Copolymer β) A reactor equipped with a condenser, an addition funnel, a nitrogen inlet, a mechanical stirrer, and a digital thermometer was charged with 150.0 parts by mass of PGMEA, 3.0 parts by mass of iodine, 11.0 parts by mass of 2,2'-azobis(4-methoxy-2,4-dimethylvaleronitrile) (trade name: V-70, manufactured by Wako Pure Chemical Industries, Ltd.), 64.0 parts by mass of MMA, 16.0 parts by mass of methoxypolyethylene glycol monomethacrylate (PME-100, manufactured by NOF Corporation, derived from a structural unit represented by general formula (IX)), and 0.04 parts by mass of succinimide, and the mixture was stirred at 40°C for 5 hours under a nitrogen stream to produce a B block copolymer. Subsequently, 20.0 parts by mass of MAA was added, and the mixture was stirred at 40°C for 5 hours. The solid content was measured, and the polymerization conversion rate was found to be 99% when calculated from the nonvolatile content. This reaction solution was reprecipitated with 3,000 parts by mass of hexane, yielding 99.0 parts by mass of AB block copolymer β. 40.0 parts by mass of the resulting AB block copolymer β was dissolved in 60.0 parts by mass of PGMEA, yielding an AB block copolymer β solution (solid content 40% by mass). The block copolymer β thus obtained had a mass average molecular weight (Mw) of 9,000, an Mw / Mn ratio of 1.2, and an acid value of 130 mgKOH / g.

[0267] Synthesis Example 9: Preparation of Alkali-Soluble Resin γ (Graft Copolymer γ) (1) Production of Macromonomer MM-3 A reactor equipped with a condenser, an addition funnel, a nitrogen inlet, a mechanical stirrer, and a digital thermometer was charged with 30.0 parts by mass of propylene glycol methyl ether acetate (PGMEA) and heated to 90°C while stirring under a nitrogen stream. A mixed solution of 60.0 parts by mass of methyl methacrylate (MMA), 25.0 parts by mass of benzyl methacrylate (BzMA), 15.0 parts by mass of unsaturated fatty acid hydroxyalkyl ester-modified ε-caprolactone (trade name: PLACCEL-FM5, manufactured by Daicel Corporation, from which a structural unit represented by general formula (IX') is derived), 7.0 parts by mass of mercaptopropionic acid, 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 an additional 3 hours. After cooling, the reaction solution was diluted with 200 parts by mass of tetrahydrofuran (THF) and reprecipitated with 3,000 parts by mass of hexane to obtain 106.0 parts by mass of a white powder. Next, to 100.0 parts by mass of this white powder, 100.0 parts by mass of PGMEA, 7.4 parts by mass of glycidyl methacrylate (GMA), 0.3 parts by mass of N,N-dimethyldodecylamine, and 0.2 parts by mass of p-methoxyphenol were added, and the mixture was stirred at 110°C for 24 hours while bubbling with air. After cooling, the reaction solution was reprecipitated with 3,000 parts by mass of hexane to obtain 104.0 parts by mass of macromonomer MM-3. The obtained macromonomer MM-3 was analyzed by gel permeation chromatography (GPC) under conditions of N-methylpyrrolidone, 0.01 mol / L lithium bromide added, and polystyrene standard, and found to have a mass average molecular weight (Mw) of 4,800 and a molecular weight distribution (Mw / Mn) of 1.6.

[0268] (2) Production of Graft Copolymer γ: A reactor equipped with a condenser, an addition funnel, a nitrogen inlet, a mechanical stirrer, and a digital thermometer was charged with 100.0 parts by mass of PGMEA, and the mixture was heated to 85° C. while stirring under a nitrogen stream. A mixed solution of 79.3 parts by mass of the macromonomer MM-3, 12.4 parts by mass of methacrylic acid (MAA), 8.3 parts by mass of 2-methacryloyloxyethyl succinic acid (2-MOES), 1.3 parts by mass of n-dodecyl mercaptan, 50.0 parts by mass of PGMEA, and 1.0 part by mass of AIBN was added dropwise over 1.5 hours, and the mixture was heated and stirred for 3 hours. Then, 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. After cooling, the reaction solution was reprecipitated with 3,000 parts by weight of hexane to obtain 99.0 parts by weight of graft copolymer γ. 40.0 parts by weight of the obtained graft copolymer γ was dissolved in 60.0 parts by weight of PGMEA to obtain a graft copolymer γ solution (solid content 40% by weight). The obtained graft copolymer γ had a mass average molecular weight (Mw) of 14,300, an Mw / Mn ratio of 2.6, and an acid value of 101 mgKOH / g.

[0269] (Preparation Example 1: Preparation of Colorant Dispersion Liquid B1) 10 parts by mass of Lake Colorant 1 of Synthesis Example 1, 20 parts by mass (effective solid content 5.0 parts by mass) of Acidic Dispersant 1 Solution of Synthesis Example 3, 7.5 parts by mass (effective solid content 3.0 parts by mass) of Alkali-Soluble Resin α of Synthesis Example 7, and 62.5 parts by mass of PGMEA were mixed, and the mixture was pre-dispersed in a paint shaker (manufactured by Asada Iron Works) with 2 mm zirconia beads for 1 hour, and then further pre-dispersed with 0.1 mm zirconia beads for 4 hours, to obtain Colorant Dispersion Liquid B1.

[0270] (Preparation Example 2: Preparation of colorant dispersion liquid B2) A colorant dispersion liquid B2 was obtained in the same manner as in Preparation Example 1, except that 20 parts by mass of the acidic dispersant 1 solution of Synthesis Example 3 (effective solid content: 5.0 parts by mass) was used instead of 20 parts by mass of the acidic dispersant 2 solution of Synthesis Example 4 (effective solid content: 5.0 parts by mass).

[0271] (Preparation Example 3: Preparation of Colorant Dispersion Liquid B3) A colorant dispersion liquid B3 was obtained in the same manner as in Preparation Example 1, except that in Preparation Example 1, instead of using Lake Colorant 1 of Synthesis Example 1, Lake Colorant 2 of Synthesis Example 2 was used.

[0272] Preparation Example 4: Preparation of colorant dispersion liquid B4 A colorant dispersion liquid B4 was obtained in the same manner as in Preparation Example 1, except that 20 parts by mass of the basic dispersant 3 solution of Synthesis Example 5 (effective solid content: 5.0 parts by mass) was used instead of 20 parts by mass of the acidic dispersant 1 solution of Synthesis Example 3 (effective solid content: 5.0 parts by mass).

[0273] Preparation Example 5: Preparation of colorant dispersion liquid B5 A colorant dispersion liquid B5 was obtained in the same manner as in Preparation Example 1, except that 20 parts by mass of the basic dispersant 4 solution of Synthesis Example 6 (effective solid content: 5.0 parts by mass) was used instead of 20 parts by mass of the acidic dispersant 1 solution of Synthesis Example 3 (effective solid content: 5.0 parts by mass).

[0274] (Example 1: Production of photosensitive colored resin composition 1) (1) Preparation of photosensitive binder component CR-1 13.79 parts by mass of the alkali-soluble resin α solution (solid content 40% by mass) obtained in Synthesis Example 7 was mixed with 16.54 parts by mass of dipentaerythritol hexaacrylate (DPHA) (Aronix M402 (manufactured by Toa Gosei Co., Ltd.)) as a photopolymerizable compound and Irgacure 369 (2-benzyl-2-dimethylamino-1-(4-morpholinophenyl)-butadiene as an initiator). Photosensitive binder component CR-1 was obtained by adding 1.23 parts by mass of Non-1 (manufactured by BASF Japan Ltd.), 1.23 parts by mass of Irgacure OXE01 (1,2-octanedione, 1-[4-(phenylthio)-, 2-(O-benzoyloxime)], manufactured by BASF Japan Ltd.), 0.49 parts by mass of ADEKA CRUISE GPA-5001 (manufactured by ADEKA Corporation) as an antioxidant, and 66.73 parts by mass of PGMEA. (2) Production of photosensitive colored resin composition 1 Colorant dispersion liquid B1 obtained in Preparation Example 1 42.83 parts by mass, the photosensitive binder component CR-1 29.13 parts by mass, surfactant Megafac R08MH (manufactured by DIC) 0.03 parts by mass, a compound represented by the general formula (A) (3-methacryloxypropylmethyldiethoxysilane, trade name KBE-502, manufactured by Shin-Etsu Silicones) 0.03 parts by mass (0.2 mass% in the photosensitive colored resin composition solid content), PGMEA 27.98 parts by mass were mixed to obtain the photosensitive colored resin composition 1 of Example 1.

[0275] (Examples 2 to 5: production of photosensitive colored resin compositions 2 to 5) In the production of the photosensitive colored resin composition 1 of Example 1, instead of using 0.03 parts by mass of the compound represented by the general formula (A) (0.2 mass% in the solid content of the photosensitive colored resin composition), the compound represented by the general formula (A) is used in an amount to be the content ratio (mass%) in the solid content of the photosensitive colored resin composition shown in Table 1, the total amount of the compound represented by the general formula (A) and the solid content of the photosensitive binder component CR-1 is the same as in Example 1, the amount of the photosensitive binder component CR-1 was adjusted, except that the total amount of the solvent in the photosensitive resin composition was adjusted to the same as in Example 1, photosensitive colored resin compositions 2 to 5 were prepared in the same manner as in Example 1.

[0276] (Comparative Example 1: Production of comparative photosensitive colored resin composition C1) In the production of the photosensitive colored resin composition 1 of Example 1, instead of using 0.03 parts by mass of the compound represented by the general formula (A) (0.2% by mass of the solid content of the photosensitive colored resin composition), 3-methacryloxypropyltrimethoxysilane (trade name KBM-503, manufactured by Shin-Etsu Silicones) was used in an amount of 0.03 parts by mass (0.2% by mass of the solid content of the photosensitive colored resin composition), except that a comparative photosensitive colored resin composition C1 was prepared in the same manner as the photosensitive colored resin composition 1 of Example 1.

[0277] (Comparative Examples 2 to 5: Production of comparative photosensitive colored resin compositions C2 to C5) In the production of the photosensitive colored resin composition 1 of Comparative Example 1, instead of using 0.03 parts by mass of KBM-503 (0.2 mass% in the solid content of the photosensitive colored resin composition), KBM-503 was used in an amount to be the content ratio (mass%) in the solid content of the photosensitive colored resin composition shown in Table 1, the total amount of the solid content of KBM-503 and the photosensitive binder component CR-1 was adjusted to be the same as Comparative Example 1, except that the amount of PGMEA was adjusted so that the total amount of solvent in the photosensitive resin composition was the same as Comparative Example 1, in the same manner as the photosensitive colored resin composition C1 of Comparative Example 1, comparative photosensitive colored resin compositions C2 to C5 were prepared.

[0278] (Example 6: Production of photosensitive colored resin composition 6) In the production of the photosensitive colored resin composition 1 of Example 1, instead of using 0.03 parts by mass of the compound represented by the general formula (A) (0.2 mass% in the solid content of the photosensitive colored resin composition), the compound represented by the general formula (A) is used in an amount to be the content ratio (mass%) in the solid content of the photosensitive colored resin composition shown in Table 2, the total amount of the compound represented by the general formula (A) and the solid content of the photosensitive binder component CR-1 is the same as in Example 1. The amount of the photosensitive binder component CR-1 was adjusted, except that the total amount of the solvent in the photosensitive resin composition was adjusted to the same as in Example 1. The photosensitive colored resin composition 6 was prepared in the same manner as in Example 1.

[0279] (Examples 7-8: Production of photosensitive colored resin compositions 7-8) In the production of the photosensitive colored resin composition 6 of Example 6, instead of using KBE-502 as the compound represented by the general formula (A), KBM-502 (trade name, manufactured by Shin-Etsu Silicones, 3-methacryloxypropylmethyldimethoxysilane) shown in Table 2, or vinylmethyldimethoxysilane (trade name SILQUEST A-2171 SILANE, manufactured by Momentive Performance Materials) was used, except that photosensitive colored resin compositions 7-8 were prepared in the same manner as the photosensitive colored resin composition 6 of Example 6.

[0280] (Examples 9 to 12: Production of photosensitive colored resin compositions 9 to 12) In the production of the photosensitive colored resin composition 6 of Example 6, instead of using the colorant dispersion liquid B1, any of the colorant dispersion liquids B2 to B5 shown in Table 2 was used, except that photosensitive colored resin compositions 9 to 12 were prepared in the same manner as the photosensitive colored resin composition 6 of Example 6.

[0281] (Comparative Example 6: Production of comparative photosensitive colored resin composition C6) In the production of the photosensitive colored resin composition 1 of Example 1, the compound represented by the general formula (A) was not used, and the total amount of the solids of the compound represented by the general formula (A) and the photosensitive binder component CR-1 was adjusted to be the same as in Example 1. The amount of the photosensitive binder component CR-1 was adjusted, and the total amount of the solvent in the photosensitive resin composition was adjusted to be the same as in Example 1. In the same manner as in the photosensitive colored resin composition 1 of Example 1, a comparative photosensitive colored resin composition C6 was prepared.

[0282] (Comparative Examples 7 to 11: Production of photosensitive colored resin compositions C7 to C11) In the production of the photosensitive colored resin composition 6 of Example 6, instead of using KBE-502 as an adhesion improver, KBE-503 (trade name, Shin-Etsu Silicones, 3-methacryloxypropyltriethoxysilane), KBM-503, KBE-1003 (trade name, Shin-Etsu Silicones, vinyltriethoxysilane), KBM-1003 (trade name, Shin-Etsu Silicones, vinyltrimethoxysilane), or vinyltris (2-methoxyethoxy) silane (Tokyo Chemical Industry Co., Ltd.) was used, except that vinyltris (2-methoxyethoxy) silane (Tokyo Chemical Industry Co., Ltd.) was used, in the same manner as in the photosensitive colored resin composition 6 of Example 6, photosensitive colored resin compositions C7 to C11 were prepared.

[0283] (Example 13: Production of photosensitive colored resin composition 13) (1) Preparation of photosensitive binder component CR-2 11.03 parts by mass of the alkali-soluble resin α solution (solid content 40% by mass) obtained in Synthesis Example 7 and 2.76 parts by mass of the alkali-soluble resin β (block copolymer β) solution (solid content 40% by mass) obtained in Synthesis Example 8 were mixed with 16.54 parts by mass of dipentaerythritol hexaacrylate (DPHA) (Aronix M402 (manufactured by Toa Gosei Co., Ltd.)) as a photopolymerizable compound, and Irgacure 369 (2-benzyl-2- Dimethylamino-1- (4-morpholinophenyl) - butanone-1, (manufactured by BASF Japan Co., Ltd.) 1.23 parts by weight, Irgacure OXE01 (1,2-octanedione, 1- [4- (phenylthio) -, 2- (O-benzoyloxime)], (manufactured by BASF Japan Co., Ltd.) 1.23 parts by weight, Adeka Cruise GPA-5001 (manufactured by ADEKA Co., Ltd.) 0.49 parts by weight as an antioxidant, PGMEA 66.73 parts by weight was added to obtain a photosensitive binder component CR-2. (2) Production of photosensitive colored resin composition 13 In the preparation of the photosensitive colored resin composition 4 of Example 4, instead of using the photosensitive binder component CR-1, except that the photosensitive binder component CR-2 was used, a photosensitive colored resin composition 13 was prepared in the same manner as the photosensitive colored resin composition 4 of Example 4.

[0284] (Example 14: Production of photosensitive colored resin composition 14) (1) Preparation of photosensitive binder component CR-3 2.76 parts by mass of the alkali-soluble resin α solution (solid content 40% by mass) obtained in Synthesis Example 7 and 11.03 parts by mass of the alkali-soluble resin β (block copolymer β) solution (solid content 40% by mass) obtained in Synthesis Example 8 were mixed with 16.54 parts by mass of dipentaerythritol hexaacrylate (DPHA) (Aronix M402 (manufactured by Toa Gosei Co., Ltd.)) as a photopolymerizable compound, and Irgacure 369 (2-benzyl-2- Dimethylamino-1- (4-morpholinophenyl) - butanone-1, (manufactured by BASF Japan Co., Ltd.) 1.23 parts by weight, Irgacure OXE01 (1,2-octanedione, 1- [4- (phenylthio) -, 2- (O-benzoyloxime)], (manufactured by BASF Japan Co., Ltd.) 1.23 parts by weight, Adeka Cruise GPA-5001 (manufactured by ADEKA Co., Ltd.) 0.49 parts by weight as an antioxidant, PGMEA 66.73 parts by weight was added to obtain a photosensitive binder component CR-3. (2) Production of photosensitive colored resin composition 14 In the preparation of the photosensitive colored resin composition 4 of Example 4, instead of using the photosensitive binder component CR-1, except that the photosensitive binder component CR-3 was used, a photosensitive colored resin composition 14 was prepared in the same manner as the photosensitive colored resin composition 4 of Example 4.

[0285] (Example 15: Production of photosensitive colored resin composition 15) (1) Preparation of photosensitive binder component CR-4 11.03 parts by mass of the alkali-soluble resin α solution (solid content 40% by mass) obtained in Synthesis Example 7 and 2.76 parts by mass of the alkali-soluble resin γ (graft copolymer γ) solution (solid content 40% by mass) obtained in Synthesis Example 9 were mixed with 16.54 parts by mass of dipentaerythritol hexaacrylate (DPHA) (Aronix M402 (manufactured by Toa Gosei Co., Ltd.)) as a photopolymerizable compound and Irgacure 369 (2-benzyl-2-dimethacrylate) as an initiator. Methylamino-1-(4-morpholinophenyl)-butanone-1, (manufactured by BASF Japan) 1.23 parts by weight, Irgacure OXE01 (1,2-octanedione, 1-[4-(phenylthio)-, 2-(O-benzoyloxime)], (manufactured by BASF Japan) 1.23 parts by weight, Adeka Cruise GPA-5001 (manufactured by ADEKA Corporation) 0.49 parts by weight as an antioxidant, PGMEA 66.73 parts by weight was added to obtain a photosensitive binder component CR-4. (2) Production of photosensitive colored resin composition 15 In the preparation of the photosensitive colored resin composition 4 of Example 4, instead of using the photosensitive binder component CR-1, except that the photosensitive binder component CR-4 was used, a photosensitive colored resin composition 15 was prepared in the same manner as the photosensitive colored resin composition 4 of Example 4.

[0286] (Example 16: Production of photosensitive colored resin composition 16) (1) Preparation of photosensitive binder component CR-5 13.79 parts of the alkali-soluble resin β (block copolymer β) solution (solid content 40% by mass) obtained in Synthesis Example 8 was mixed with 16.54 parts by mass of dipentaerythritol hexaacrylate (DPHA) (Aronix M402 (manufactured by Toa Gosei Co., Ltd.)) as a photopolymerizable compound and Irgacure 369 (2-benzyl-2-dimethylamino-1-(4-morpholinophenyl)propanol) as an initiator. (I)-butanone-1, (manufactured by BASF Japan) 1.23 parts by weight, Irgacure OXE01 (1,2-octanedione, 1- [4- (phenylthio) -, 2- (O-benzoyloxime)], (manufactured by BASF Japan) 1.23 parts by weight, Adeka Cruise GPA-5001 (manufactured by ADEKA Corporation) 0.49 parts by weight as an antioxidant, PGMEA 66.73 parts by weight was added to obtain a photosensitive binder component CR-5. (2) Production of photosensitive colored resin composition 16 In the preparation of the photosensitive colored resin composition 4 of Example 4, instead of using the photosensitive binder component CR-1, except that the photosensitive binder component CR-5 was used, a photosensitive colored resin composition 16 was prepared in the same manner as the photosensitive colored resin composition 4 of Example 4.

[0287] (Example 17: Production of photosensitive colored resin composition 17) In the preparation of the photosensitive colored resin composition 4 of Example 4, instead of using the colorant dispersion liquid B1, the colorant dispersion liquid B4 was used, and instead of using the component CR-1, the photosensitive binder component CR-2 was used, except that the photosensitive colored resin composition 17 was prepared in the same manner as the photosensitive colored resin composition 4 of Example 4.

[0288] (Example 18: Production of photosensitive colored resin composition 18) In the preparation of the photosensitive colored resin composition 4 of Example 4, instead of using the colorant dispersion liquid B1, the colorant dispersion liquid B5 was used, and instead of using the photosensitive binder component CR-1, the photosensitive binder component CR-4 was used, except that the photosensitive colored resin composition 18 was prepared in the same manner as the photosensitive colored resin composition 4 of Example 4.

[0289] [Evaluation Method] <Evaluation of Optical Performance> Each of the photosensitive colored resin compositions of the Examples and Comparative Examples was applied to a glass substrate (manufactured by NH Technoglass Co., Ltd., "NA35") having a thickness of 0.7 mm using a spin coater so that the chromaticity after post-baking was y = 0.076. Thereafter, the coating was dried by heating at 80°C for 3 minutes using a hot plate to form a colored coating film. Thereafter, this colored coating film was irradiated with 60 mJ / cm using an ultra-high pressure mercury lamp. ２ The glass substrate was then post-baked in a clean oven at 230°C for 30 minutes to produce a colored substrate in which a colored layer was formed on the glass substrate. The chromaticity (x, y) and luminance (Y) of each colored layer after post-baking were measured using an Olympus OSP-SP200 microspectrophotometer.

[0290] <Evaluation of Adhesion of Fine Line Pattern to Substrate After Development> Each of the photosensitive colored resin compositions obtained in the Examples and Comparative Examples was applied to a 100 mm × 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 at 80°C for 3 minutes using a hot plate to form a colored coating film with a thickness of 2.5 µm. This colored coating film was then irradiated with 40 mJ / cm using an ultra-high pressure mercury lamp through a photomask with a mask opening width of 2 to 90 µm. ２ The colored coating film was irradiated with ultraviolet light of 1000 Wt. %, and the irradiated portions of the colored coating film were cured in a fine line pattern to obtain a colored layer. The glass plate on which the colored layer was formed was shower-developed for 60 seconds using a 0.05% by mass aqueous solution of potassium hydroxide as an alkaline developer. The developed substrate was observed under an optical microscope. The minimum mask opening line width at which the colored layer was present on the substrate (the minimum line width (μm) of the fine line pattern adhered to the substrate) was confirmed. In addition, the photosensitive colored resin composition for color filters was stored under conditions of 4°C under light-shielded conditions, and the substrate adhesion of the developed fine line pattern was evaluated in the same manner after 30 days and 120 days.

[0291] <Developing Time Evaluation> Each of the photosensitive colored resin compositions obtained in the Examples and Comparative Examples was 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 in a film thickness that would form a colored layer with a thickness of 2.5 μm after post-baking, and then dried at 80° C. for 3 minutes using a hot plate to form a colored coating film on the glass substrate. This colored coating film was then irradiated with 60 mJ / cm using an ultra-high pressure mercury lamp through a photomask. ２ The glass substrate on which the colored coating film had been formed was then shower-developed for 60 seconds using a 0.05% by mass aqueous solution of potassium hydroxide as an alkaline developer, and the time required for the non-irradiated portions of the colored coating film to be completely removed and for the glass surface at the locations where the non-irradiated portions of the colored coating film had been formed to appear was measured as the development time. The morphology of the non-irradiated portions of the colored coating film when removed by the alkaline developer was observed and evaluated as the morphology upon development. (Evaluation criteria for morphology upon development) A: The non-irradiated portions of the colored coating film dissolved in the developer without producing any peeled pieces. B: The non-irradiated portions of the colored coating film dissolved in the developer while producing peeled pieces. C: The non-irradiated portions of the colored coating film were barely dissolved in the developer and peeled off. The closer the evaluation result was from C to A, the lower the risk of defects and reduced production efficiency in the color filter manufacturing process due to poor morphology upon development.

[0292] <Line width evaluation> Each of the photosensitive colored resin compositions obtained in the examples and comparative examples was applied to a glass substrate (manufactured by NH Technoglass Co., Ltd., "NA35") having a thickness of 0.7 mm using a spin coater so that the film thickness was 3.0 μm. After that, the substrate was dried by heating on a hot plate at 80° C. for 3 minutes, and then the film was dried by irradiating the substrate with 40 mJ / cm using an ultra-high pressure mercury lamp through a photomask having an opening width of 90 μm. ２ The glass plate on which the colored layer was formed was then subjected to shower development using a 0.05% by mass aqueous solution of potassium hydroxide as an alkaline developer, and post-baked in a clean oven at 230° C. for 30 minutes. The width of the individual thin lines of the thin line pattern of the colored layer formed on the glass substrate was measured.

[0293] <Transparent Contaminant Evaluation> Each of the photosensitive colored resin compositions obtained in the Examples and Comparative Examples was applied to a 0.7 mm thick glass substrate ("NA35" manufactured by NH Technoglass Co., Ltd.) using a spin coater, and then dried at 80°C for 3 minutes using a hot plate to form a 3.0 μm thick colored layer. The glass plate on which the colored layer was formed was shower-developed for 60 seconds using a 0.05% by mass aqueous potassium hydroxide solution as an alkaline developer. The developed glass substrate (50 mm x 50 mm) was visually evaluated for transparent contaminants under a sodium lamp. The results are shown in the table. (Transparent Contaminant Evaluation Criteria) A: No transparent contaminants were found B: Less than 3 transparent contaminants C: 3 to 6 transparent contaminants D: 6 or more transparent contaminants The closer the evaluation result is from D to A, the lower the risk of defects occurring in the color filter manufacturing process due to transparent contaminants.

[0294]

[0295]

[0296]

[0297] [Summary of Results] Comparative Example 6, which does not contain an adhesion improver, shows insufficient substrate adhesion of the developed fine line pattern immediately after preparation of the photosensitive colored resin composition. Furthermore, Comparative Examples 1 to 5 and 7 to 11, which contain adhesion improvers other than 3-methacryloxypropyltrimethoxysilane (KBM-503) or the compound represented by general formula (A), which have been conventionally used as adhesion improvers, show poor stability over time, and the substrate adhesion of the developed fine line pattern deteriorates after 30 and 120 days of storage. In contrast, the photosensitive colored resin compositions of Examples 1 to 18, which contain a compound represented by general formula (A) as an adhesion improver, show high stability over time despite containing a rake colorant, and are capable of forming a colored layer with excellent substrate adhesion of the developed fine line pattern even after 30 and 120 days of storage. Among the examples, it was shown that dispersing the rake colorant using an acidic dispersant improves developability, shortens development time, and makes it easier for the pattern line width to become thin after development. Furthermore, when a silane coupling agent is used as an adhesion improver in combination with a rake colorant containing a polyacid anion, it can sometimes remain as transparent impurities on the substrate (Examples 4 and 5, Comparative Examples 2 to 5, and Comparative Examples 7 to 11). However, it has been shown that the generation of such transparent impurities can be suppressed by using a block- or graft-type carboxylic acid group-containing acidic resin as the alkali-soluble resin (compare Example 4 with Examples 13 to 18). As mentioned above, the transparent impurities on the substrate are presumably caused by the fact that, in the presence of a rake colorant containing a polyacid anion, the polyacid anion functions as an acid catalyst, causing dehydration condensation of a portion of the silane coupling agent to produce a siloxane polymer. The use of a block- or graft-type carboxylic acid group-containing acidic resin as the alkali-soluble resin is presumably responsible for both a carboxylic acid group moiety with good alkaline developability and a moiety with high compatibility with the siloxane polymer, thereby indirectly improving the alkaline developability of the siloxane polymer and suppressing the generation of transparent impurities.Furthermore, it was shown that the combined use of a block or graft type carboxylic acid group-containing acidic resin and a random type carboxy group-containing resin as an alkali-soluble resin enhances the effect of suppressing the generation of transparent foreign matter and also improves the morphology during development (comparison of Examples 4 and 16 with Examples 13 to 15 and 17 to 18).

[0298] REFERENCE SIGNS LIST 1 substrate 2 light-shielding portion 3 colored layer 5 micropores 10 color filter 20 opposing 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

1. A photosensitive colored resin composition containing a lake colorant, a dispersant, an alkali-soluble resin, a photopolymerizable compound, a photoinitiator, a compound represented by the following general formula (A), and a solvent. ｘ R ｙ Si(OR ｚ ) ２ (where R ｘ represents a hydrocarbon group containing at least one functional group selected from the group consisting of a (meth)acryloyloxy group, a vinyl group, an epoxy group, an amino group, a mercapto group, a ureido group, and an isocyanate group; R ｙ represents a hydrocarbon group, and R ｚ each independently represents a hydrogen atom or a hydrocarbon group.

2. The photosensitive colored resin composition according to claim 1, wherein the lake colorant comprises a lake colorant containing a polyacid anion.

3. The photosensitive colored resin composition according to claim 2, wherein the polyoxometalate anion is at least one selected from the group consisting of phosphotungstate ions, silicotungstate ions, phosphomolybdate ions, silicomolybdate ions, phosphotungstomolybdate ions, and silicotungstomolybdate ions.

4. The photosensitive colored resin composition according to claim 1 or 2, wherein the lake colorant comprises at least one selected from the group consisting of lake colorants having a triarylmethane skeleton and lake colorants having a xanthene skeleton.

5. The photosensitive colored resin composition according to claim 1 or 2, wherein the rake colorant comprises at least one rake colorant selected from the group consisting of colorants represented by the following general formula (1) and colorants represented by the following general formula (2): (In general formula (1), A represents an a-valent organic group in which the carbon atom directly bonded to N does not have a π bond, and the organic group represents an aliphatic hydrocarbon group having a saturated aliphatic hydrocarbon group at least at the end directly bonded to N, or an aromatic group having the aliphatic hydrocarbon group, and may contain a heteroatom in the carbon chain. B ｃ－ represents a c-valent polyacid anion. ｉ ~R ｖ each independently represents a hydrogen atom, an optionally substituted alkyl group, or an optionally substituted aryl group; R ｉｉ and R ｉｉｉ , R ｉｖ and R ｖ may be bonded to form a ring structure. ｖｉ and R ｖｉｉ each independently represents an alkyl group which may have a substituent, an alkoxy group which may have a substituent, a halogen atom, or a cyano group. １ represents a divalent aromatic group which may have a substituent. ｉ ~R ｖｉｉ and Ar １ may be the same or different. a and c represent integers of 2 or more, and b and d represent integers of 1 or more. e is 0 or 1, and when e is 0, no bond exists. f and g represent integers of 0 or more and 4 or less, and f + e and g + e are 0 or more and 4 or less. Multiple e, f, and g may be the same or different. (In general formula (2), R Ｉ ~R ＶＩ each independently represents a hydrogen atom, an optionally substituted alkyl group, or an optionally substituted aryl group; R Ｉ and R ＩＩ , R ＩＩＩ and R ＩＶ , R Ｖ and R ＶＩ may be bonded to form a ring structure. ＶＩＩ and R ＶＩＩＩ each independently represents an alkyl group which may have a substituent, an alkoxy group which may have a substituent, a halogen atom, or a cyano group. ２ represents a divalent aromatic heterocyclic group which may have a substituent, and a plurality of R Ｉ ~R ＶＩＩＩ and Ar ２ may be the same or different. ｍ－ represents an m-valent polyacid anion. m represents an integer of 2 or more. j is 0 or 1, and when j is 0, no bond exists. k and l represent integers of 0 to 4, and k + j and l + j are 0 to 4. Multiple j, k and l may be the same or different.

6. The photosensitive colored resin composition according to claim 1 or 2, wherein the dispersant is an acidic dispersant.

7. The photosensitive colored resin composition according to claim 1 or 2, wherein the dispersant comprises at least one selected from the group consisting of a graft copolymer having a structural unit represented by the following general formula (I) and a block copolymer having an A block containing a structural unit represented by the following general formula (I): (In general formula (I), L １ represents a direct bond or a divalent linking group, R １ is a hydrogen atom or a methyl group, R ２ represents a hydroxyl group, a hydrocarbon group, -[CH(R ３ )-CH(R ４ )-O] ｘ１ -R ５ , - [(CH ２ ) ｙ１ -O] ｚ１ -R ５ , or -O-R ６ is a monovalent group represented by the formula: ６ represents a hydrocarbon group, —[CH(R ３ )-CH(R ４ )-O] ｘ１ -R ５ , - [(CH ２ ) ｙ１ -O] ｚ１ -R ５ , -C(R ７ ) (R ８ )-C(R ９ ) (R １０ ) —OH or —CH ２ -C(R １１ ) (R １２ )-CH ２ R is a monovalent group represented by —OH. ３ and R ４ are each independently a hydrogen atom or a methyl group, and R ５ represents a hydrogen atom, a hydrocarbon group, —CHO, —CH ２ CHO, -CO-CH=CH ２ , —CO—C(CH ３ ) = CH ２ or -CH ２ COOR １３ is a monovalent group represented by the formula: １３ is a hydrogen atom or an alkyl group having 1 to 5 carbon atoms. ７ , R ８ , R ９ , R １０ , R １１ and R １２ are each independently a hydrogen atom, a hydrocarbon group, or a hydrocarbon group having one or more bonds selected from an ether bond and an ester bond, and R ７ and R ９ may be bonded to each other to form a ring structure. When the ring structure is formed, the ring structure may further include a substituent R １４ and R １４ represents a hydrocarbon group or a hydrocarbon group having one or more bonds selected from an ether bond and an ester bond. The hydrocarbon group may have a substituent. X represents a hydrogen atom or an organic cation. x1 represents an integer of 1 or more and 18 or less, y1 represents an integer of 1 or more and 5 or less, and z1 represents an integer of 1 or more and 18 or less.

8. The photosensitive colored resin composition according to claim 1 or 2, wherein the alkali-soluble resin comprises at least one selected from the group consisting of a graft copolymer having a structural unit represented by the following general formula (VI) and a block copolymer having an A block containing a structural unit represented by the following general formula (VI): (In general formula (VI), R ５１ represents a hydrogen atom or a methyl group, and A represents a direct bond or a divalent linking group.

9. The photosensitive colored resin composition according to claim 1 or 2, wherein the alkali-soluble resin comprises at least one selected from the group consisting of a graft copolymer having a structural unit represented by the following general formula (VI) and a block copolymer having an A block containing a structural unit represented by the following general formula (VI), and a random copolymer having a structural unit represented by the following general formula (VI). (In general formula (VI), R ５１ represents a hydrogen atom or a methyl group, and A represents a direct bond or a divalent linking group.

10. The photosensitive colored resin composition according to claim 1 or 2, wherein the alkali-soluble resin comprises at least one selected from the group consisting of a graft copolymer having a structural unit represented by the following general formula (VI) and a structural unit represented by the following general formula (VII), wherein the polymer chain in the structural unit represented by the general formula (VII) comprises at least one structural unit selected from the group consisting of a structural unit represented by the following general formula (IX) and a structural unit represented by the following general formula (IX'), and a block copolymer having an A block comprising a structural unit represented by the following general formula (VI) and a B block comprising a structural unit represented by the following general formula (VIII), wherein the B block comprises at least one structural unit selected from the group consisting of a structural unit represented by the following general formula (IX) and a structural unit represented by the following general formula (IX'). (In general formula (VI), R ５１ represents a hydrogen atom or a methyl group, and A represents a direct bond or a divalent linking group. (In general formula (VII), R ７１ is a hydrogen atom or a methyl group, A ２ represents a direct bond or a divalent linking group, and Polymer represents a polymer chain having a constituent unit represented by the following general formula (VIII): (In general formula (VIII), R ７２ is a hydrogen atom or a methyl group, A ３ represents a direct bond or a divalent linking group, R ７３ is a hydrocarbon group which may have a substituent and may contain a heteroatom. (In general formula (IX), R ７２’ is a hydrogen atom or a methyl group, A ３’ represents a divalent linking group, R ７５ is an ethylene group or a propylene group, R ７６ is a hydrogen atom or a hydrocarbon group, and m is a number of 1 or more and 80 or less. ７２” is a hydrogen atom or a methyl group, A ３” represents a divalent linking group, R ７７ is an alkylene group having 1 to 10 carbon atoms, R ７８ is an alkylene group having 3 to 7 carbon atoms, R ７９ represents a hydrogen atom or a hydrocarbon group, and n represents a number of 1 or more and 40 or less.

11. A cured product of the photosensitive colored resin composition according to claim 1 or 2.

12. A color filter comprising at least a substrate and colored layers provided on the substrate, wherein at least one of the colored layers is a cured product of the photosensitive colored resin composition according to claim 11.

13. A display device comprising the color filter according to claim 12.

Images