Colored curable composition, film, color filter, solid-state imaging device, and image display device

Abstract

To provide a colored curable composition from which a film excellent in suppression of hue change before and after alkali development and suppression of hue change due to heating after alkali development is obtained, and to provide a film, a color filter, a solid-state imaging device or an image display device.SOLUTION: The colored curable composition contains a colorant containing a xanthene colorant multimer, a compound A represented by general formula (1), a resin which is a compound different from the xanthene colorant multimer and the compound A and has an acid group, a polymerizable compound, and a photopolymerization initiator.SELECTED DRAWING: None

Description

[Technical Field]

[0001] The present disclosure relates to a colored curable composition, a film, a color filter, a solid-state imaging device, and an image display device. [Background technology]

[0002] In recent years, the spread of digital cameras, smartphones, etc. has led to a significant increase in demand for solid-state imaging devices such as complementary metal-oxide semiconductor (CMOS) image sensors. Color filters are used as key devices in displays, optical elements including solid-state imaging devices, etc. Color filters typically have pixels of the three primary colors, red, green, and blue, and serve to separate transmitted light into the three primary colors.

[0003] As color filters used in liquid crystal displays, image sensors, etc., color filters using a composition containing a compound having a xanthene dye structure as a colorant are known from the viewpoint of improving brightness, contrast, absorption waveform, etc. Also, from the viewpoint of improving solvent resistance, chemical resistance, etc., color filters using a composition containing a compound having a xanthene dye structure, which is a polymer, as a colorant (hereinafter referred to as a xanthene dye polymer) are known (Patent Document 1). [Prior art documents] [Patent documents]

[0004] [Patent Document 1] Special Publication No. 2023-508048 Summary of the Invention [Problem to be solved by the invention]

[0005] BACKGROUND ART In the field of color filters applied to liquid crystal color filters, image sensors, and the like, patterning is carried out using a colored curable composition by photolithography. Regarding the colorant contained in the colored curable composition, a compound having a xanthene dye structure is used to improve spectral performance such as brightness, contrast, absorption waveform, etc. However, the colored curable composition containing a compound having a xanthene dye structure may cause a change in the hue of the film obtained by alkali development or by heating after alkali development.

[0006] An object of the present disclosure is to provide a colored curable composition that can form a film that is excellent in suppressing hue change before and after alkaline development and in suppressing hue change due to heating after alkaline development. Another problem to be solved by another embodiment of the present disclosure is to provide a film that is excellent in suppressing hue change before and after alkaline development and in suppressing hue change due to heating after alkaline development, as well as a color filter, a solid-state imaging device, or an image display device that uses the film. [Means for solving the problem]

[0007] Specific means for solving the problems include the following aspects.

[0008] <1> A colored curable composition comprising: a colorant containing a xanthene dye multimer; compound A represented by general formula (1); a resin having an acid group, which is a compound different from the xanthene dye multimer and compound A; a polymerizable compound; and a photopolymerization initiator.

[0009] [ka]

[0010] In general formula (1), L 101 is R 101 , R 102 , R 103 , R 104 , and R 105 represents an n1-valent linking group that bonds to at least one of 101 represents an alkyl group, an aryl group, or a heteroaryl group; R 102 , R103 , R 104 , and R 105 each independently represents a hydrogen atom or a substituent, and may be bonded to each other to form a ring, and n1 represents an integer of 2 or more. <2> Compound A has a structural unit represented by general formula (2) <1> The colored curable composition according to claim 1.

[0011] [ka]

[0012] In general formula (2), R 201 represents an alkyl group, an aryl group, or a heteroaryl group; R 202 , R 203 , R 204 , and R 205 each independently represents a hydrogen atom or a substituent, and may be bonded to each other to form a ring; R 206 represents a hydrogen atom or an alkyl group having 1 to 4 carbon atoms, and L 201 represents a divalent linking group or a single bond. <3> Compound A has a structural unit represented by general formula (3) <1> or <2> The colored curable composition according to claim 1.

[0013] [ka]

[0014] In general formula (3), R 301 represents an alkyl group, an aryl group, or a heteroaryl group; R 302 , R 303 , R 304 , R 305 , and R 306 each independently represents a hydrogen atom or a substituent, R 302 and R 305 At least one of R is a hydrogen atom, 307 represents a hydrogen atom or an alkyl group having 1 to 4 carbon atoms, and X 301 is an oxygen atom or NR 308 represents R 308represents a hydrogen atom or an alkyl group having 1 to 4 carbon atoms. <4> Compound A has a structural unit represented by general formula (4) or the following general formula (5): <1> ~ <3> 1. The colored curable composition according to any one of the above.

[0015] [ka]

[0016] In general formula (4), R 401 , R 402 , R 403 , and R 404 each independently represents a hydrogen atom or a substituent, and may be bonded to each other to form a ring; R 405 represents a hydrogen atom or an alkyl group having 1 to 4 carbon atoms.

[0017] [ka]

[0018] In general formula (5), R 501 , R 502 , R 503 , and R 504 each independently represents a hydrogen atom or a substituent, and may be bonded to each other to form a ring. <5> Compound A has a carboxy group <1> ~ <4> 1. The colored curable composition according to any one of the above. <6> Compound A has a quaternary ammonium cation <1> ~ <5> 1. The colored curable composition according to any one of the above. <7> Compound A has a radical polymerizable unsaturated bond <1> ~ <6> 1. The colored curable composition according to any one of the above. <8> The xanthene dye polymer contains a compound represented by general formula (6) <1> ~ <7> 1. The colored curable composition according to any one of the above. (DR 2 ) n -R 1 -(L 1 -P) m (6) In general formula (6), R 1 represents a (m+n)-valent linking group, P represents a monovalent substituent having a structural unit derived from a vinyl compound, D represents a xanthene structure, and R 2 and L 1 each independently represents a single bond or a divalent linking group; m represents an integer of 1 to 13; when m is 1, P has 2 to 20 structural units derived from vinyl compounds; when m is 2 or greater, the multiple Ps may be the same or different from one another, and the average number of structural units derived from vinyl compounds possessed by the multiple Ps is 2 to 20; n represents an integer of 2 to 14; when n is 2 or greater, the multiple Ds may be the same or different from one another; and m+n represents an integer of 2 to 15. <9> Furthermore, phthalocyanine pigments <1> ~ <8> 1. The colored curable composition according to any one of the above. <10> The compound A is contained in the range of 1% by mass to 20% by mass based on the total solid content of the colored curable composition. <1> ~ <9> 1. The colored curable composition according to any one of the above. <11> Compound A has a thermal decomposition temperature of 100°C to 200°C in TG-DTA measurement. <1> ~ <10> 1. The colored curable composition according to any one of the above. <12> <1> ~ <11> A film that is a cured product of the colored curable composition according to any one of the above items. <13> <12> A color filter comprising the film according to claim 1. <14> <12> A solid-state imaging device comprising the film according to claim 1. <15> <12> An image display device comprising the film according to claim 1. [Effects of the Invention]

[0019] According to one embodiment of the present disclosure, it is possible to provide a colored curable composition that can form a film that is excellent in suppressing hue change before and after alkali development and in suppressing hue change due to heating after alkali development. Furthermore, according to other embodiments of the present disclosure, it is possible to provide a film that is excellent in suppressing hue change before and after alkaline development and in suppressing hue change due to heating after alkaline development, as well as a color filter, a solid-state imaging device, or an image display device that uses the film. DETAILED DESCRIPTION OF THE INVENTION

[0020] The contents of the present disclosure will be described in detail below. The components described below may be described based on representative embodiments of the present disclosure, but the present disclosure is not limited to such embodiments. In this specification, the symbol "to" is used to mean that the numerical values ​​before and after it are included as the lower limit and upper limit. In the description of groups (atomic groups) in this specification, when a notation does not specify whether they are substituted or unsubstituted, it encompasses both unsubstituted groups (atomic groups) and substituted groups (atomic groups). For example, the term "alkyl group" encompasses not only alkyl groups without a substituent (unsubstituted alkyl groups) but also alkyl groups with a substituent (substituted alkyl groups). In this specification, unless otherwise specified, "exposure" includes not only exposure using light but also drawing using particle beams such as electron beams and ion beams. Examples of light used for exposure include the bright line spectrum of a mercury lamp, far ultraviolet light typified by excimer lasers, extreme ultraviolet light (EUV light), X-rays, electron beams, and other actinic rays or radiation.

[0021] In this specification, "(meth)acrylate" refers to either or both of acrylate and methacrylate, "(meth)acrylic" refers to either or both of acrylic and methacrylic, and "(meth)acryloyl" refers to either or both of acryloyl and methacryloyl. In this specification, Me in the structural formulas represents a methyl group, Et represents an ethyl group, Bu represents a butyl group, and Ph represents a phenyl group.

[0022] In this specification, the weight-average molecular weight and number-average molecular weight are values ​​calculated in terms of polystyrene using a GPC (gel permeation chromatography) method with columns of TSKgel GMHxL, TSKgel G4000HxL, or TSKgel G2000HxL (all trade names of Tosoh Corporation), detected with a differential refractometer in a solvent of THF (tetrahydrofuran), and converted using polystyrene as a standard substance. In this specification, the total solid content refers to the total mass of all components of the composition excluding the solvent.

[0023] In this specification, the term "pigment" refers to a colorant that is poorly soluble in a solvent. Specifically, the term "pigment" refers to a colorant that has a solubility of less than 1 g in 100 g of propylene glycol monomethyl ether acetate (PGMEA) at 25°C. In this specification, the term "dye" refers to a colorant that is easily soluble in a solvent. Specifically, the term "dye" refers to a colorant that has a solubility of 1 g or more in 100 g of propylene glycol monomethyl ether acetate (PGMEA) at 25°C.

[0024] As used herein, a cation refers to a positively charged atom or group of atoms. As used herein, an anion refers to a negatively charged atom or group of atoms. In this specification, symbols (e.g., A, B, C, and D) added before or after a name are terms used to distinguish components, and do not limit the type, number, or superiority of the components. In this specification, the term "step" refers not only to an independent step, but also to a step that cannot be clearly distinguished from other steps, as long as the intended effect of the step is achieved. The present disclosure will be described in detail below.

[0025] <Colored curable composition> A colored curable composition according to an embodiment of the present disclosure contains a colorant containing a xanthene dye multimer, compound A represented by general formula (1), a resin having an acid group that is a compound different from the xanthene dye multimer and compound A, a polymerizable compound, and a photopolymerization initiator.

[0026] A film for a color filter using a composition containing a xanthene dye as a colorant may have a change in hue after development. The present inventors have conducted detailed studies on the change in hue of a film after development and found that the change in hue of a film is caused by the decomposition of a xanthene dye after development. They have also found that the change in hue of a film after development can be suppressed by using a colored curable composition or the like that contains a colorant containing a xanthene dye multimer, compound A represented by general formula (1), a resin having an acid group that is different from the xanthene dye multimer and compound A, a polymerizable compound, and a photopolymerization initiator.

[0027] The mechanism by which the hue change of the film after development can be suppressed is speculated as follows. Specifically, when a film is formed from a composition containing a xanthene dye, alkaline components derived from the alkaline developer, i.e., hydroxy anions, remain in the film after alkaline development. These hydroxy anions deprotonate NH or the like contained in the xanthene dye during the baking process after development, or perform nucleophilic attack on the xanthene mother nucleus, thereby decomposing the xanthene dye. Furthermore, the deprotonated form of the xanthene dye has lower light resistance than the xanthene dye. Compound A decomposes during baking and neutralizes the remaining alkaline components, thereby suppressing the decomposition of the xanthene dye. As a result, it is speculated that the heat resistance and light resistance of the xanthene dye after alkaline development are improved, thereby suppressing the hue change of the film after development.

[0028] <<Compound A>> Compound A according to one embodiment of the present disclosure is represented by general formula (1).

[0029] [ka]

[0030] In general formula (1), R 101 represents an alkyl group, an aryl group, or a heteroaryl group; R 102 , R 103 , R 104 , and R 105 each independently represents a hydrogen atom or a substituent, and may be bonded to each other to form a ring; L 101 is R 101 , R 102 , R 103 , R 104 , and R 105 represents an n1-valent linking group bonding to at least one of the above, where n1 represents an integer of 2 or more.

[0031] Compound A represented by general formula (1) is thought to decompose at the sulfonate ester moiety when heated to, for example, 100°C or higher, separating into a sulfonic acid moiety containing -SO3 and other moieties. The sulfonic acid moiety is thought to function as an acid, neutralizing, for example, hydroxy anions remaining in the film after alkaline development. Therefore, compound A is a thermal sulfonic acid generator that generates sulfonic acid by heat.

[0032] Furthermore, compound A represented by general formula (1) is a nonionic compound. Because compound A is nonionic, when a composition containing compound A is formed into a film and then developed, compound A is prevented from leaking out of the film. For example, a thermal acid generator, which is an ionic compound, may leak into the developer during development or may undergo ion exchange with a developer component to change into a different compound, which may result in the inability to properly exhibit the decomposition suppression effect. Furthermore, for example, an acidic compound may be neutralized by alkali during development, which may prevent the compound from properly exhibiting the neutralization effect during baking.

[0033] Furthermore, the compound A represented by the general formula (1) is a polymer. Furthermore, compound A represented by general formula (1) can more reliably generate an acid that functions appropriately to neutralize hydroxy anions in an appropriate amount by decomposition, for example, when heated at 100° C. or higher, without generating an intramolecular salt, etc. Therefore, when formed into a film, a colored curable composition containing compound A can appropriately generate acid during baking, etc.

[0034] In general formula (1), R 101 represents an alkyl group, an aryl group, or a heteroaryl group, each of which may have a substituent. 101 The alkyl group represented by the formula (I) is preferably an alkyl group having 1 to 30 carbon atoms, more preferably an alkyl group having 1 to 15 carbon atoms, and even more preferably an alkyl group having 1 to 12 carbon atoms. 101 The aryl group represented by the formula (I) is preferably an aryl group having 1 to 10 carbon atoms, more preferably an aryl group having 1 to 6 carbon atoms. 101 The heteroaryl represented by the following formula is preferably a heteroaryl group having 1 to 10 carbon atoms, more preferably a heteroaryl group having 1 to 6 carbon atoms.

[0035] R in general formula (1) 101 Specific examples of the structure include the following: In the structure shown below, "Ac" represents an acetyl group, and * represents a bond to the sulfonate ester moiety.

[0036] [ka]

[0037] In general formula (1), R 102 , R 103 , R 104 , and R 105 each independently represents a hydrogen atom or a substituent, and may be bonded to each other to form a ring. The substituent is preferably an alkyl group, an aryl group, or a heteroaryl group, and more preferably an alkyl group. 102 ~R 105The alkyl group represented by the formula (I) is preferably an alkyl group having 1 to 30 carbon atoms, more preferably an alkyl group having 1 to 15 carbon atoms, and even more preferably an alkyl group having 1 to 12 carbon atoms. The alkyl group may be substituted and may have a linear or branched structure. Specific examples include a methyl group, an ethyl group, a propyl group, an isopropyl group, a butyl group (s-butyl group, t-butyl group), a cyclohexyl group, an n-octyl group, a 2-ethylhexyl group, and a dodecyl group. Also, R 102 ~R 105 The aryl group represented by the formula (I) is preferably an aryl group having 1 to 10 carbon atoms, and more preferably an aryl group having 1 to 6 carbon atoms. The aryl group may be substituted, and specific examples thereof include a phenyl group, a tolyl group, a naphthyl group, a hydroxyphenyl group, a chlorophenyl group, a dimethylphenyl group, a nitrophenyl group, and an acetylamidophenyl group. Also, R 102 ~R 105 The heteroaryl group represented by the formula (I) is preferably a heteroaryl group having 1 to 10 carbon atoms, and more preferably a heteroaryl group having 1 to 6 carbon atoms. The heteroaryl group may be substituted, and specific examples thereof include a pyridine ring, a piperidine ring, a furan ring, a furfuran ring, a thiophene ring, a pyrrole ring, a quinoline ring, a morpholine ring, an indole ring, an imidazole ring, a pyrazole ring, an indoline ring, a thiazole ring, a pyrazine ring, and a thiadiazole ring.

[0038] In general formula (1), L 101 is R 101 , R 102 , R 103 , R 104 , and R 105 represents an n1-valent linking group that bonds to at least one of the following, where n1 represents an integer of 2 or greater. 101 is a group having a polymer structure, or R in general formula (6) described below in the xanthene dye polymer 1 It is preferably a group having a polymer structure, and more preferably a group having a polymer structure.

[0039] L101 When is a group having a polymer structure, general formula (1) is preferably represented by the following general formula (2): That is, compound A preferably has a constitutional unit represented by general formula (2).

[0040] [ka]

[0041] In general formula (2), R 201 represents an alkyl group, an aryl group, or a heteroaryl group; R 202 , R 203 , R 204 , and R 205 each independently represents a hydrogen atom or a substituent, and may be bonded to each other to form a ring; R 206 represents a hydrogen atom or an alkyl group having 1 to 4 carbon atoms, and L 201 represents a divalent linking group or a single bond. * represents a bond to a structural unit.

[0042] In general formula (2), R 201 represents an alkyl group, an aryl group, or a heteroaryl group, each of which may have a substituent. 201 The alkyl group represented by the formula (I) is preferably an alkyl group having 1 to 30 carbon atoms, more preferably an alkyl group having 1 to 15 carbon atoms, and even more preferably an alkyl group having 1 to 12 carbon atoms. 201 The aryl group represented by the formula (I) is preferably an aryl group having 1 to 10 carbon atoms, more preferably an aryl group having 1 to 6 carbon atoms. 201 The heteroaryl group represented by the following formula is preferably a heteroaryl group having 1 to 10 carbon atoms, and more preferably a heteroaryl group having 1 to 6 carbon atoms.

[0043] R in general formula (2) 201 Specific examples of R 101 Examples of the above include those shown in the specific examples.

[0044] In general formula (2), R 202 , R203 , R 204 , and R 205 each independently represents a hydrogen atom or a substituent, and may be bonded to each other to form a ring. The substituent is preferably an alkyl group, an aryl group, or a heteroaryl group. 202 ~R 205 The alkyl group represented by the formula (I) is preferably an alkyl group having 1 to 30 carbon atoms, more preferably an alkyl group having 1 to 15 carbon atoms, and even more preferably an alkyl group having 1 to 12 carbon atoms. 202 ~R 205 The aryl group represented by the formula (I) is preferably an aryl group having 1 to 10 carbon atoms, more preferably an aryl group having 1 to 6 carbon atoms. 202 ~R 205 The heteroaryl group represented by the following formula is preferably a heteroaryl group having 1 to 10 carbon atoms, and more preferably a heteroaryl group having 1 to 6 carbon atoms. R 202 ~R 205 Specific examples of R 102 ~R 105 Examples of the above include those shown in the specific examples.

[0045] In general formula (2), R 206 represents a hydrogen atom or an alkyl group having 1 to 4 carbon atoms. 206 is preferably a methyl group or a hydrogen atom.

[0046] In general formula (2), L 201 represents a divalent linking group or a single bond. When it is a divalent linking group, it is an arylene group having 1 to 10 carbon atoms, an alkylene group having 1 to 10 carbon atoms, a heteroarylene group having 1 to 10 carbon atoms, -O-, -COO-, CONHR-, -S-, -S(=O)2-, or -NR 208 - is preferably a linking group consisting of one or a combination of two or more selected from the group consisting of: R 208 is a hydrogen atom or an alkyl group having 1 to 4 carbon atoms.

[0047] General formula (2) is preferably represented by any one of the following general formulas (3), (4), and (5): That is, compound A preferably has a constitutional unit represented by the following general formula (3): Furthermore, compound A preferably has a constitutional unit represented by the following general formula (4) or (5): General formula (3), general formula (4), and general formula (5) will be explained in order below.

[0048] [ka]

[0049] In general formula (3), R 301 represents an alkyl group, an aryl group, or a heteroaryl group; R 302 , R 303 , R 304 , R 305 , and R 306 each independently represents a hydrogen atom or a substituent, R 302 and R 305 At least one of R is a hydrogen atom, 307 represents a hydrogen atom or an alkyl group having 1 to 4 carbon atoms, and X 301 is an oxygen atom or NR 308 represents R 308 represents a hydrogen atom or an alkyl group having 1 to 4 carbon atoms. * indicates a bond to a structural unit.

[0050] In general formula (3), R 301 represents an alkyl group, an aryl group, or a heteroaryl group, each of which may have a substituent. 301 The alkyl group represented by the formula (I) is preferably an alkyl group having 1 to 30 carbon atoms, more preferably an alkyl group having 1 to 15 carbon atoms, and even more preferably an alkyl group having 1 to 12 carbon atoms. 301 The aryl group represented by the formula (I) is preferably an aryl group having 1 to 10 carbon atoms, more preferably an aryl group having 1 to 6 carbon atoms. 301The heteroaryl group represented by the following formula is preferably a heteroaryl group having 1 to 10 carbon atoms, and more preferably a heteroaryl group having 1 to 6 carbon atoms.

[0051] R in general formula (3) 301 Specific examples of R 101 Examples of the above include those shown in the specific examples.

[0052] In general formula (3), R 302 , R 303 , R 304 , R 305 , and R 306 each independently represents a hydrogen atom or a substituent. The substituent is preferably an alkyl group, an aryl group, or a heteroaryl group. The alkyl group as the substituent is preferably an alkyl group having 1 to 30 carbon atoms, more preferably an alkyl group having 1 to 15 carbon atoms, and even more preferably an alkyl group having 1 to 12 carbon atoms. Furthermore, the aryl group as the substituent is preferably an aryl group having 1 to 10 carbon atoms, and more preferably an aryl group having 1 to 6 carbon atoms. Furthermore, the heteroaryl group as the substituent is preferably a heteroaryl group having 1 to 10 carbon atoms, and more preferably a heteroaryl group having 1 to 6 carbon atoms. Also, R 302 and R 305 At least one selected from the group consisting of is preferably a hydrogen atom.

[0053] In general formula (3), R 307 represents a hydrogen atom or an alkyl group having 1 to 4 carbon atoms. 307 is preferably a hydrogen atom or a methyl group. In general formula (3), X 301 is an oxygen atom or NR 308 represents R 308 represents a hydrogen atom or an alkyl group having 1 to 4 carbon atoms. 301 is preferably an oxygen atom or NH, more preferably an oxygen atom.

[0054] [ka]

[0055] In general formula (4), R 401 , R 402 , R 403 , and R 404 each independently represents a hydrogen atom or a substituent, and may be bonded to each other to form a ring; R 405 represents a hydrogen atom or an alkyl group having 1 to 4 carbon atoms. * indicates a bond to a structural unit.

[0056] In general formula (4), R 401 , R 402 , R 403 , and R 404 each independently represents a hydrogen atom or a substituent, and may be bonded to each other to form a ring. The substituent is preferably an alkyl group, an aryl group, or a heteroaryl group. The alkyl group as the substituent is preferably an alkyl group having 1 to 30 carbon atoms, more preferably an alkyl group having 1 to 15 carbon atoms, and even more preferably an alkyl group having 1 to 12 carbon atoms. Furthermore, the aryl group as the substituent is preferably an aryl group having 1 to 10 carbon atoms, and more preferably an aryl group having 1 to 6 carbon atoms. Furthermore, the heteroaryl group as the substituent is preferably a heteroaryl group having 1 to 10 carbon atoms, and more preferably a heteroaryl group having 1 to 6 carbon atoms. In general formula (4), R 405 represents a hydrogen atom or an alkyl group having 1 to 4 carbon atoms. 405 is preferably a hydrogen atom or a methyl group.

[0057] [ka]

[0058] In general formula (5), R 501 , R 502 , R 503 , and R 504 are each independently a hydrogen atom or a substituent, and may be bonded to each other to form a ring. * indicates a bond to a structural unit. The substituent is preferably an alkyl group, an aryl group, or a heteroaryl group. The alkyl group as the substituent is preferably an alkyl group having 1 to 30 carbon atoms, more preferably an alkyl group having 1 to 15 carbon atoms, and even more preferably an alkyl group having 1 to 12 carbon atoms. Furthermore, the aryl group as the substituent is preferably an aryl group having 1 to 10 carbon atoms, and more preferably an aryl group having 1 to 6 carbon atoms. Furthermore, the heteroaryl group as the substituent is preferably a heteroaryl group having 1 to 10 carbon atoms, and more preferably a heteroaryl group having 1 to 6 carbon atoms.

[0059] L 101 represents R in general formula (6) described below. 1 In this case, in the following general formula (6), R 1 Since this is similar to the explanation given for (1), the explanation will be omitted here.

[0060] In compound A, L 101 When is a group having a polymer structure, compound A, which is a polymer, may have a structural unit made of a vinyl compound. Hereinafter, the structural unit may also be referred to as a unit.

[0061] Examples of structural units made of vinyl compounds include ester-based units, ether-based units, urethane-based units, amide-based units, epoxy-based units, silicone-based units, etc. Among these, ester-based units or urethane-based units are preferred, and ester-based units are more preferred.

[0062] The vinyl compound constituting the structural unit made of a vinyl compound is not particularly limited, but preferred examples include (meth)acrylic acid ester compounds, crotonate ester compounds, vinyl ester compounds, maleic acid diester compounds, fumaric acid diester compounds, itaconic acid diester compounds, (meth)acrylamide compounds, styrene compounds, vinyl ether compounds, vinyl ketone compounds, olefin compounds, maleimide compounds, (meth)acrylonitrile, and vinyl compounds having an acid group.

[0063] Specific examples of the (meth)acrylic acid ester compounds among the vinyl compounds include methyl (meth)acrylate, ethyl (meth)acrylate, n-propyl (meth)acrylate, isopropyl (meth)acrylate, n-butyl (meth)acrylate, isobutyl (meth)acrylate, t-butyl (meth)acrylate, amyl (meth)acrylate, n-hexyl (meth)acrylate, cyclohexyl (meth)acrylate, t-butylcyclohexyl (meth)acrylate, 2-ethylhexyl (meth)acrylate, t-octyl (meth)acrylate, dodecyl (meth)acrylate, and Octadecyl acrylate, acetoxyethyl (meth)acrylate, phenyl (meth)acrylate, 2-hydroxyethyl (meth)acrylate, 2-hydroxypropyl (meth)acrylate, 3-hydroxypropyl (meth)acrylate, 4-hydroxybutyl (meth)acrylate, 2-methoxyethyl (meth)acrylate, 2-ethoxyethyl (meth)acrylate, 2-(2-methoxyethoxy)ethyl (meth)acrylate, 3-phenoxy-2-hydroxypropyl (meth)acrylate, 2-chloroethyl (meth)acrylate, glycidyl (meth)acrylate, 3-hydroxypropyl (meth)acrylate,4-Epoxycyclohexylmethyl, vinyl (meth)acrylate, 2-phenylvinyl (meth)acrylate, 1-propenyl (meth)acrylate, allyl (meth)acrylate, 2-allyloxyethyl (meth)acrylate, propargyl (meth)acrylate, benzyl (meth)acrylate, diethylene glycol monomethyl ether (meth)acrylate, diethylene glycol monoethyl ether (meth)acrylate, triethylene glycol monomethyl ether (meth)acrylate, triethylene glycol monoethyl ether (meth)acrylate, polyethylene glycol monomethyl ether (meth)acrylate , polyethylene glycol monoethyl ether (meth)acrylate, β-phenoxyethoxyethyl (meth)acrylate, nonylphenoxy polyethylene glycol (meth)acrylate, dicyclopentenyl (meth)acrylate, dicyclopentenyloxyethyl (meth)acrylate, trifluoroethyl (meth)acrylate, octafluoropentyl (meth)acrylate, perfluorooctylethyl (meth)acrylate, dicyclopentanyl (meth)acrylate, tribromophenyl (meth)acrylate, tribromophenyloxyethyl (meth)acrylate, and γ-butyrolactone (meth)acrylate.

[0064] Specific examples of the crotonate ester compounds include butyl crotonate and hexyl crotonate.

[0065] Specific examples of vinyl ester compounds include vinyl acetate, vinyl chloroacetate, vinyl propionate, vinyl butyrate, vinyl methoxyacetate, and vinyl benzoate.

[0066] Specific examples of the maleic acid diester compounds include dimethyl maleate, diethyl maleate, and dibutyl maleate.

[0067] Specific examples of the fumaric acid diester compounds include dimethyl fumarate, diethyl fumarate, and dibutyl fumarate.

[0068] Specific examples of the itaconate diester compounds include dimethyl itaconate, diethyl itaconate, and dibutyl itaconate.

[0069] Specific examples of the (meth)acrylamide compound include (meth)acrylamide, N-methyl(meth)acrylamide, N-ethyl(meth)acrylamide, N-propyl(meth)acrylamide, N-isopropyl(meth)acrylamide, Nn-butylacryl(meth)amide, Nt-butyl(meth)acrylamide, N-cyclohexyl(meth)acrylamide, N-(2-methoxyethyl)(meth)acrylamide, N,N-dimethyl(meth)acrylamide, N,N-diethyl(meth)acrylamide, N-phenyl(meth)acrylamide, N-nitrophenylacrylamide, N-ethyl-N-phenylacrylamide, N-benzyl(meth)acrylamide, (meth)acryloylmorpholine, diacetone acrylamide, N-methylolacrylamide, N-hydroxyethylacrylamide, vinyl(meth)acrylamide, N,N-diallyl(meth)acrylamide, and N-allyl(meth)acrylamide.

[0070] Specific examples of styrene compounds include styrene, methylstyrene, dimethylstyrene, trimethylstyrene, ethylstyrene, isopropylstyrene, butylstyrene, hydroxystyrene, methoxystyrene, butoxystyrene, acetoxystyrene, chlorostyrene, dichlorostyrene, bromostyrene, chloromethylstyrene, hydroxystyrene protected with a group that can be deprotected with an acidic substance (for example, a tert-butoxycarbonyl group), methyl vinylbenzoate, and α-methylstyrene.

[0071] Specific examples of vinyl ether compounds include methyl vinyl ether, ethyl vinyl ether, 2-chloroethyl vinyl ether, hydroxyethyl vinyl ether, propyl vinyl ether, butyl vinyl ether, hexyl vinyl ether, octyl vinyl ether, methoxyethyl vinyl ether, and phenyl vinyl ether.

[0072] Specific examples of vinyl ketone compounds include methyl vinyl ketone, ethyl vinyl ketone, propyl vinyl ketone, and phenyl vinyl ketone.

[0073] Specific examples of the olefin-based compound include ethylene, propylene, isobutylene, butadiene, and isoprene.

[0074] Specific examples of the maleimide-based compound include maleimide, butylmaleimide, cyclohexylmaleimide, and phenylmaleimide. In addition, examples of vinyl compounds that can be used include (meth)acrylonitrile, heterocyclic groups substituted with a vinyl group (for example, vinylpyridine, N-vinylpyrrolidone, vinylcarbazole, etc.), N-vinylformamide, N-vinylacetamide, N-vinylimidazole, and vinylcaprolactone.

[0075] In addition to the above vinyl compounds, vinyl compounds having functional groups such as urethane groups, urea groups, sulfonamide groups, phenol groups, and imide groups can also be used. Vinyl compounds having a urethane group or urea group can be appropriately synthesized, for example, by utilizing an addition reaction between an isocyanate group and a hydroxyl group or an amino group. Specifically, they can be appropriately synthesized by an addition reaction between an isocyanate group-containing monomer and a compound containing one hydroxyl group or a compound containing one primary or secondary amino group, or by an addition reaction between a hydroxyl group-containing monomer or a primary or secondary amino group-containing monomer and a monoisocyanate.

[0076] Examples of vinyl compounds having an acid group include vinyl compounds having a carboxyl group, vinyl compounds having a sulfo group, and vinyl compounds having a phosphate group. Specific examples of vinyl compounds having a carboxyl group 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. Anhydride-containing monomers such as maleic anhydride, itaconic anhydride, and citraconic anhydride may also be used as carboxyl group precursors. Among these, (meth)acrylic acid is particularly preferred from the standpoints of copolymerizability, cost, and solubility. Specific examples of vinyl compounds having a sulfo group include 2-acrylamido-2-methylpropanesulfonic acid. Specific examples of vinyl compounds having a phosphate group include mono(2-acryloyloxyethyl ester) phosphate and mono(1-methyl-2-acryloyloxyethyl ester) phosphate.

[0077] Furthermore, as the vinyl compound having an acid group, a vinyl compound containing a phenolic hydroxyl group or a vinyl compound containing a sulfonamide group can also be used. Specifically, the acid group is preferably a carboxyl group, a sulfo group, or a phosphate group, and more preferably a carboxyl group.

[0078] The vinyl compound may be a vinyl compound having a polymerizable group. Examples of the polymerizable group include known polymerizable groups that can be crosslinked by radicals, acids, or heat, such as groups containing an ethylenically unsaturated bond, cyclic ether groups (epoxy groups, oxetane groups), and methylol groups. Groups containing an ethylenically unsaturated bond are preferred, with (meth)acryloyl groups being more preferred, and (meth)acryloyl groups derived from glycidyl (meth)acrylate and 3,4-epoxy-cyclohexylmethyl (meth)acrylate being particularly preferred.

[0079] Compound A preferably has a carboxy group. The carboxy group may be contained in a structural unit of compound A that is a polymer, or in a structural unit of compound A that is not a polymer. The compound A having a carboxy group can bring the compound A into close proximity with the xanthene dye polymer due to charge distribution. Therefore, for example, a film formed using the compound A having a carboxy group has a higher effect of suppressing hue change. In addition, the film is easily developed and tends to leave less development residue, which is preferable.

[0080] When compound A, which is a polymer, has a carboxy group, it preferably has the structural units shown below. In the structural units shown below, * indicates a bond to the structural unit. The number written to the bottom right of the parentheses indicates the number of repetitions.

[0081] [ka]

[0082] Compound A preferably has a quaternary ammonium cation. The quaternary ammonium cation may be contained in a structural unit of compound A that is a polymer, or in a structural unit of compound A that is not a polymer. The compound A having a quaternary ammonium cation allows the compound A to come into close proximity with the xanthene dye polymer due to charge distribution. Therefore, a film formed using the compound A having a quaternary ammonium cation has a higher effect of suppressing the hue change of the film. In addition, the film is easily developed, and development residue tends to be reduced, which is preferable.

[0083] When compound A, which is a polymer, has a quaternary ammonium cation, it preferably has the structural unit shown below. In the structural unit shown below, "Ts" represents a tosyl group, and "*" represents a bond to the structural unit.

[0084] [ka]

[0085] Compound A preferably has a radically polymerizable unsaturated bond. The radically polymerizable unsaturated bond may be contained in a structural unit of compound A that is a polymer, or in a structural unit of compound A that is not a polymer. When the compound A has a radically polymerizable unsaturated bond, for example, in a film formed using the compound A having a radically polymerizable unsaturated bond, the film tends to have increased curability and improved solvent resistance, which is preferable.

[0086] When compound A, which is a polymer, has a radically polymerizable unsaturated bond, it preferably has the following structural units: In the structural units shown below, * indicates a bond to the structural unit.

[0087] [ka]

[0088] Compound A, which is a polymer, contains, for example, the structural units shown in the specific examples of the following formula: In the following formula, "Bu" represents a butyl group, "Ac" represents an acetyl group, and "*" represents a bond to the structural unit.

[0089] [ka]

[0090] [ka]

[0091] [ka]

[0092] The content of compound A is preferably within a range of 1% by mass to 20% by mass, more preferably 4% by mass to 18% by mass, and even more preferably 7% by mass to 16% by mass, relative to the total solid content of the colored curable composition. Within the above range, the effect of suppressing hue change in the film is excellent, which is preferable.

[0093] The compound A preferably has a thermal decomposition onset temperature of 100°C to 200°C, more preferably 105°C to 185°C, and even more preferably 110°C to 170°C, as measured by TG-DTA. It is preferable for the content to be within the above range, for example, because the effect of suppressing the change in hue of the film due to baking is excellent.

[0094] In this disclosure, TG-DTA (simultaneous differential thermal and thermogravimetric) measurements are values ​​measured using a thermogravimetric analyzer (NETZSCH STA-2500Regulus). Specifically, the temperature was increased from 30°C to 300°C at a rate of 10°C / min in a nitrogen atmosphere, and the temperature at which 5% weight loss occurred was defined as the thermal decomposition onset temperature in the TG-DTA measurements.

[0095] (Specific example of compound A) Specific examples of compound A are shown by the following formulas, but are not limited thereto. In the case of compound A being a polymer, specific examples of compound A include those shown below as A001 to A014. "Ts" represents a tosyl group, "Ac" represents an acetyl group, "Bu" represents a butyl group, "*" represents a bond to a structural unit, and the numbers written to the bottom right of the parentheses (unit: wt) represent the mass % of each structural unit, based on the total mass of compound A. Table 1 below shows the weight average molecular weight and the thermal decomposition starting temperature measured by TG-DTA for each of A001 to A014.

[0096] [ka]

[0097] [ka]

[0098] [ka]

[0099] In the case of compound A other than a polymer, specific examples of compound A include those shown in the following formulae. For each of the following A101 to A103, the weight average molecular weight and the thermal decomposition onset temperature measured by TG-DTA are shown in Table 1 below.

[0100] [ka]

[0101] [ka]

[0102] [ka]

[0103] [Table 1]

[0104] <<Colorants containing xanthene dye polymers>> The colored curable composition according to the present disclosure contains a colorant containing a xanthene dye polymer. The colorant contained in the colored curable composition according to the present disclosure may contain only a xanthene dye multimer, or may contain a xanthene dye multimer and a colorant other than a xanthene dye multimer.

[0105] Examples of colorants other than the xanthene dye multimer include known dyes and pigments. The colorant contained in the colored curable composition according to the present disclosure preferably further contains a pigment. When the colorant contains a xanthene dye multimer and a pigment, spectral change can be more effectively suppressed.

[0106] Details of dyes and pigments that can be used as colorants other than xanthene dye polymers will be described in detail after the explanation of xanthene dye polymers.

[0107] -Xanthene dye polymer- A xanthene dye polymer is a compound having multiple xanthene dye structures in the molecule. The colored curable composition according to the present disclosure may contain one type of xanthene dye multimer, or may contain two or more types.

[0108] The xanthene dye multimer preferably contains a compound represented by the following formula (6) (hereinafter also referred to as "xanthene dye multimer (1)"). When the xanthene dye multimer contains the compound represented by formula (6), the xanthene dye multimer exhibits better suppression of hue change.

[0109] (DR 2 ) n -R 1 -(L1 -P) m (6) In formula (6), R 1 represents a (m+n)-valent linking group, P represents a monovalent substituent having a structural unit derived from a vinyl compound; D represents a xanthene dye structure; R 2 and L 1 each independently represents a single bond or a divalent linking group, m represents an integer of 1 to 13; When m is 1, P represents a monovalent substituent having 2 to 20 structural units derived from a vinyl compound; when m is 2 or greater, the multiple Ps may be different from one another, and the average number of structural units derived from vinyl compounds contained in the multiple Ps is 2 to 20; n represents an integer of 2 to 14; When n is 2 or more, the multiple Ds may be different from each other, m+n represents an integer of 2 to 15.

[0110] In formula (6), m represents an integer of 1 to 13. m is preferably 1 to 5, more preferably 1 to 4, and particularly preferably 1 to 3. In formula (6), n represents an integer of 2 to 14. n is preferably 2 to 8, more preferably 2 to 7, and particularly preferably 3 to 6. In formula (6), m+n represents an integer of 2 to 15.

[0111] In one xanthene dye multimer (1), m and n are each the above integers, but the colored curable material according to the present disclosure may contain multiple xanthene dye multimers (1) with different m and n. Therefore, the average values ​​of m and n in the xanthene dye multimers (1) contained in the colored curable material according to the present disclosure may not be an integer.

[0112] In formula (6), R 1 represents a (m+n)-valent linking group, where m+n is 2 to 15. R 1Examples of (m+n)-valent linking groups represented by the formula (I) include (m+n)-valent linking groups comprising 1 to 100 carbon atoms, 0 to 10 nitrogen atoms, 0 to 50 oxygen atoms, 1 to 200 hydrogen atoms, and 0 to 20 sulfur atoms, and may be unsubstituted or may further have a substituent.

[0113] R 1 Specific examples of the (m+n)-valent linking group represented by the formula (I) include the following structural units or groups formed by combining two or more of the following structural units (which may form a ring structure):

[0114] [ka]

[0115] R 1 The (m+n)-valent linking group represented by is preferably an (m+n)-valent linking group containing 1 to 60 carbon atoms, 0 to 10 nitrogen atoms, 0 to 40 oxygen atoms, 1 to 120 hydrogen atoms, and 0 to 10 sulfur atoms. More preferably, it is an (m+n)-valent linking group containing 1 to 50 carbon atoms, 0 to 10 nitrogen atoms, 0 to 30 oxygen atoms, 1 to 100 hydrogen atoms, and 0 to 7 sulfur atoms. Even more preferably, it is an (m+n)-valent linking group containing 1 to 40 carbon atoms, 0 to 8 nitrogen atoms, 0 to 20 oxygen atoms, 1 to 80 hydrogen atoms, and 0 to 5 sulfur atoms.

[0116] R 1The (m+n)-valent linking group represented by the formula (I) may have a substituent. Examples of the substituent include alkyl groups having 1 to 20 carbon atoms, such as methyl and ethyl groups, aryl groups having 6 to 16 carbon atoms, such as phenyl and naphthyl groups, hydroxyl groups, amino groups, carboxyl groups, sulfonamido groups, N-sulfonylamido groups, and acyloxy groups having 1 to 6 carbon atoms, such as acetoxy groups, alkoxy groups having 1 to 6 carbon atoms, such as methoxy and ethoxy groups, halogen atoms such as chlorine and bromine, alkoxycarbonyl groups having 2 to 7 carbon atoms, such as methoxycarbonyl groups, ethoxycarbonyl groups, and cyclohexyloxycarbonyl groups, cyano groups, and carbonate ester groups, such as t-butyl carbonate.

[0117] R 1 Specific examples of the (m+n)-valent linking group represented by the formula are shown below, but are not limited to these.

[0118] [ka]

[0119] [ka]

[0120] [ka]

[0121] [ka]

[0122] [ka]

[0123] In the above (31), x represents an integer of 1 to 10.

[0124] The (m+n)-valent linking group is preferably the above (1), (2), (10), (11), (16) to (21), or (26) to (29). In one embodiment, the (m+n)-valent linking group is preferably the above (18) or (27).

[0125] In formula (6), R 2 and L 1 R each independently represents a single bond or a divalent linking group. 2 and L 1 When there are a plurality of groups, they may be the same or different. R 2 or L 1 The divalent linking group represented by includes a divalent linking group comprising 1 to 100 carbon atoms, 0 to 10 nitrogen atoms, 0 to 50 oxygen atoms, 1 to 200 hydrogen atoms, and 0 to 20 sulfur atoms, and may be unsubstituted or may further have a substituent.

[0126] R 2 or L 1 Specific examples of the divalent linking group represented by the formula include the following structural units or divalent groups formed by combining two or more of the following structural units:

[0127] [ka]

[0128] R 2As the linking group, a single bond or a divalent linking group containing 1 to 50 carbon atoms, 0 to 8 nitrogen atoms, 0 to 25 oxygen atoms, 1 to 100 hydrogen atoms, and 0 to 10 sulfur atoms is preferred. A single bond or a divalent linking group containing 1 to 30 carbon atoms, 0 to 6 nitrogen atoms, 0 to 15 oxygen atoms, 1 to 50 hydrogen atoms, and 0 to 7 sulfur atoms is more preferred. A single bond or a divalent linking group containing 1 to 10 carbon atoms, 0 to 5 nitrogen atoms, 0 to 10 oxygen atoms, 1 to 30 hydrogen atoms, and 0 to 5 sulfur atoms is even more preferred.

[0129] R 2 The divalent linking group represented by may have a substituent. Examples of the substituent include alkyl groups having 1 to 20 carbon atoms, such as methyl and ethyl groups, aryl groups having 6 to 16 carbon atoms, such as phenyl and naphthyl groups, hydroxyl groups, amino groups, carboxyl groups, sulfonamido groups, N-sulfonylamido groups, and acyloxy groups having 1 to 6 carbon atoms, such as acetoxy groups, alkoxy groups having 1 to 6 carbon atoms, such as methoxy and ethoxy groups, halogen atoms such as chlorine and bromine, alkoxycarbonyl groups having 2 to 7 carbon atoms, such as methoxycarbonyl groups, ethoxycarbonyl groups, and cyclohexyloxycarbonyl groups, cyano groups, and carbonate ester groups, such as t-butyl carbonate.

[0130] In formula (6), P represents a monovalent substituent having a structural unit derived from a vinyl compound. The term "structural unit derived from a vinyl compound" refers to a structure that has one bond resulting from the removal of a hydrogen atom during a polymerization reaction of a vinyl compound, and it is sufficient for the unit to have this structure. When m is 2 or more, the m Ps may be the same or different. By having the substituent P, a partial structure that contributes to exhibiting curability, developability, etc. can be introduced into the xanthene dye multimer (1). When m is 1, P represents a monovalent substituent having 2 to 20 (preferably 2 to 15, more preferably 2 to 10) structural units derived from a vinyl compound. When m is 2 or more, the average number of structural units derived from a vinyl compound among the m Ps is 2 to 20 (preferably 2 to 15, more preferably 2 to 10). According to this embodiment, the flatness of the coating film is improved.

[0131] The number of vinyl compound-derived structural units when m is 1, and the average number of vinyl compound-derived structural units in m Ps when m is 2 or more, can be determined by nuclear magnetic resonance (NMR). 1 m can be calculated by determining m from the peak area ratio of the (m+n)-valent linking group represented by the following formula and the xanthene structure D, and dividing the peak area ratio of the structural unit derived from the vinyl compound by m.

[0132] The compound forming the substituent represented by P is preferably at least one selected from the group consisting of polymers or copolymers of vinyl compounds, ester polymers, ether polymers, urethane polymers, amide polymers, epoxy polymers, silicone polymers, and modified products or copolymers thereof (including, for example, polyether / polyurethane copolymers, copolymers of polyether / vinyl compound polymers (which may be random copolymers, block copolymers, or graft copolymers)). At least one selected from the group consisting of polymers or copolymers of vinyl compounds, ester polymers, ether polymers, urethane polymers, and modified products or copolymers thereof is more preferred, and polymers or copolymers of vinyl compounds are particularly preferred.

[0133] The vinyl compound is not particularly limited, but preferred examples include (meth)acrylic acid ester compounds, crotonate ester compounds, vinyl ester compounds, maleic acid diester compounds, fumaric acid diester compounds, itaconic acid diester compounds, (meth)acrylamide compounds, styrene compounds, vinyl ether compounds, vinyl ketone compounds, olefin compounds, maleimide compounds, (meth)acrylonitrile, and vinyl compounds having an acid group.

[0134] Specific examples of vinyl compounds include L in the above compound A. 101 Examples of the above include those described in the explanation of 1.

[0135] In addition to the above compounds, vinyl compounds having functional groups such as urethane groups, urea groups, sulfonamide groups, phenol groups, and imide groups can also be used. Vinyl compounds having a urethane group or urea group can be appropriately synthesized, for example, by utilizing an addition reaction between an isocyanate group and a hydroxyl group or an amino group. Specifically, they can be appropriately synthesized by an addition reaction between an isocyanate group-containing monomer and a compound containing one hydroxyl group or a compound containing one primary or secondary amino group, or by an addition reaction between a hydroxyl group-containing monomer or a primary or secondary amino group-containing monomer and a monoisocyanate.

[0136] Examples of vinyl compounds having an acid group include vinyl compounds having a carboxyl group, vinyl compounds having a sulfo group, and vinyl compounds having a phosphoric acid group. Examples of vinyl compounds containing a carboxyl group 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. Anhydride-containing monomers such as maleic anhydride, itaconic anhydride, and citraconic anhydride may also be used as carboxyl group precursors. Among these, (meth)acrylic acid is particularly preferred from the standpoints of copolymerizability, cost, and solubility. Examples of vinyl compounds having a sulfo group include 2-acrylamido-2-methylpropanesulfonic acid. Examples of vinyl compounds having a phosphate group include mono(2-acryloyloxyethyl ester) phosphate and mono(1-methyl-2-acryloyloxyethyl ester) phosphate.

[0137] Furthermore, as the vinyl compound having an acid group, a vinyl compound containing a phenolic hydroxyl group or a vinyl compound containing a sulfonamide group can also be used.

[0138] In one embodiment, P preferably contains a structural unit derived from a vinyl compound having an acid group. The xanthene dye multimer (1) more preferably contains 30 mol % or more of structural units derived from a vinyl compound having an acid group, based on the total structural units of P, and even more preferably 30 to 90 mol % of the total structural units of P. When P contains a structural unit derived from a vinyl compound having an acid group, the generation of development residues can be further reduced. As the acid group, a carboxyl group, a sulfo group, and a phosphate group are preferred, and a carboxyl group is more preferred.

[0139] In one embodiment, P preferably contains a structural unit derived from a vinyl compound having a polymerizable group. The xanthene dye multimer (1) preferably contains structural units derived from a vinyl compound having a polymerizable group in an amount of 10 mol % or more, and even more preferably 10 to 80 mol %, of all structural units of P. When P contains structural units derived from a vinyl compound having a polymerizable group, adhesion can be further improved. The polymerizable group may be a known polymerizable group that can be crosslinked by a radical, an acid, or heat, and examples thereof include a group containing an ethylenically unsaturated bond, a cyclic ether group (epoxy group, oxetane group), a methylol group, etc. A group containing an ethylenically unsaturated bond is preferred, a (meth)acryloyl group is more preferred, and a (meth)acryloyl group derived from glycidyl (meth)acrylate and 3,4-epoxy-cyclohexylmethyl (meth)acrylate is particularly preferred.

[0140] In formula (6), D represents a xanthene dye structure.

[0141] The xanthene dye structure represented by D is preferably a partial structure derived from a compound represented by the following formula (J). The "partial structure derived from" refers to a structure having one bond resulting from the removal of a hydrogen atom in the compound represented by formula (J), and it is sufficient for the compound to have this structure.

[0142] [ka]

[0143] In formula (J), R 81 , R 82 , R 83 and R 84 each independently represents a hydrogen atom or a monovalent substituent, R 85 each independently represents a monovalent substituent, and m represents an integer of 0 to 5. - represents a counter anion. - If does not exist, R 81 ~R 85 At least one of the groups comprises an anion.

[0144] R in formula (J) 81 ~R 85 The substituents which may be taken by include those selected from the following substituent group A.

[0145] (Substituent group A) Examples of the substituent A include the following groups: an alkyl group (preferably an alkyl group having 1 to 30 carbon atoms), an alkenyl group (preferably an alkenyl group having 2 to 30 carbon atoms), an alkynyl group (preferably an alkynyl group having 2 to 30 carbon atoms), an aryl group (preferably an aryl group having 6 to 30 carbon atoms), an amino group (preferably an amino group having 0 to 30 carbon atoms), an alkoxy group (preferably an alkoxy group having 1 to 30 carbon atoms), an aryloxy group (preferably an aryloxy group having 6 to 30 carbon atoms), a heteroaryloxy group, an acyl group (preferably an acyl group having 1 to 30 carbon atoms), An alkoxycarbonyl group (preferably an alkoxycarbonyl group having 2 to 30 carbon atoms), an aryloxycarbonyl group (preferably an aryloxycarbonyl group having 7 to 30 carbon atoms), an acyloxy group (preferably an acyloxy group having 2 to 30 carbon atoms), an acylamino group (preferably an acylamino group having 2 to 30 carbon atoms), an alkoxycarbonylamino group (preferably an alkoxycarbonylamino group having 2 to 30 carbon atoms), an aryloxycarbonylamino group (preferably an aryloxycarbonylamino group having 7 to 30 carbon atoms). a sulfamoyl group (preferably a sulfamoyl group having 0 to 30 carbon atoms), a carbamoyl group (preferably a carbamoyl group having 1 to 30 carbon atoms), an alkylthio group (preferably an alkylthio group having 1 to 30 carbon atoms), an arylthio group (preferably an arylthio group having 6 to 30 carbon atoms), a heteroarylthio group (preferably having 1 to 30 carbon atoms), an alkylsulfonyl group (preferably having 1 to 30 carbon atoms), an arylsulfonyl group (preferably having 6 to 30 carbon atoms), a heteroarylsulfonyl group (preferably having 1 to 30 carbon atoms) , alkylsulfinyl group (preferably having 1 to 30 carbon atoms), arylsulfinyl group (preferably having 6 to 30 carbon atoms), heteroarylsulfinyl group (preferably having 1 to 30 carbon atoms), ureido group (preferably having 1 to 30 carbon atoms), hydroxy group, carboxy group, sulfo group, phosphate group, carboxylic acid amide group, sulfonic acid amide group, imidic acid group, mercapto group, halogen atom, cyano group, alkylsulfino group, arylsulfino group, hydrazino group, imino group, heteroaryl group (preferably having 1 to 30 carbon atoms). When these groups can be further substituted, they may further have a substituent.Examples of the substituent include the groups explained above as the substituent group A, polymerizable groups, and the like.

[0146] The compound represented by formula (J) is R 81 ~R 85 In any one of the positions of R in formula (1), 2 It is preferred that the compound is bonded to

[0147] R in formula (J) 81 and R 82 , R 83 and R 84 , and R when m is 2 or more 85 may each independently bond to each other to form a 5-, 6-, or 7-membered saturated ring, or a 5-, 6-, or 7-membered unsaturated ring. When the 5-, 6-, or 7-membered ring formed is a group that can be further substituted, R 81 ~R 85 When substituted with two or more substituents, the substituents may be the same or different.

[0148] R in formula (J) 81 and R 82 , R 83 and R 84 , and R when m is 2 or more 85 and each independently bond to form an unsubstituted 5-, 6-, or 7-membered saturated ring or an unsaturated 5-, 6-, or 7-membered ring. Examples of the unsubstituted 5-, 6-, or 7-membered saturated ring or an unsaturated 5-, 6-, or 7-membered ring include a pyrrole ring, a furan ring, a thiophene ring, a pyrazole ring, an imidazole ring, a triazole ring, an oxazole ring, a thiazole ring, a pyrrolidine ring, a piperidine ring, a cyclopentene ring, a cyclohexene ring, a benzene ring, a pyridine ring, a pyrazine ring, and a pyridazine ring, and preferably a benzene ring and a pyridine ring.

[0149] In particular, R 82 and R 83 is a hydrogen atom or a substituted or unsubstituted alkyl group, and R 81 and R84 is preferably a substituted or unsubstituted alkyl group or a phenyl group. 85 is preferably a halogen atom, a linear or branched alkyl group having 1 to 5 carbon atoms, a sulfo group, a sulfonamido group, a carboxyl group, or an amide group, and more preferably a sulfo group, a sulfonamido group, a carboxyl group, or an amide group. 85 is preferably bonded to the carbon atom adjacent to the carbon atom connected to the xanthene ring. 81 and R 84 The substituent on the phenyl group is particularly preferably a hydrogen atom, a halogen atom, a linear or branched alkyl group having 1 to 5 carbon atoms, a sulfo group, a sulfonamide group, or a carboxyl group.

[0150] The compound having a xanthene skeleton represented by formula (J) can be synthesized by a method described in the literature, specifically, Tetrahedron Letters, 2003, Vol. 44, No. 23, pp. 4355-4360, Tetrahedron, 2005, Vol. 61, No. 12, pp. 3097-3106, etc.

[0151] X - However, when it represents an anion, the description below for when the counter anion is a different molecule can be taken into consideration. Also, X - does not exist and R 81 , R 82 , R 83 and R 84 When at least one of the above contains an anion, the description for when the counter anion is in the same structural unit can be taken into consideration.

[0152] Specific embodiments ("first embodiment" and "second embodiment") of the compound represented by formula (J) will be explained below.

[0153] (First aspect of the compound represented by formula (J)) The compound represented by formula (J) is R 81 and R 83 is a group represented by the following formula (X), and R 81 and R83 The other may represent a hydrogen atom, a group represented by formula (X), or an aryl group or alkyl group other than the group represented by formula (X). 82 and R 84 may each independently represent a hydrogen atom, an alkyl group, or an aryl group. [ka]

[0154] In formula (X), R 1 and R 2 each independently represents an alkyl group having 3 or more carbon atoms, an aryl group, or a heterocyclic group; X 1 ~X 3 each independently represents a hydrogen atom or a monovalent substituent. The dye compound represented by formula (J) has a counter anion intramolecularly and / or extramolecularly.

[0155] In formula (J), R 81 and R 83 is a group represented by formula (X), and R 81 and R 83 The other of R represents a hydrogen atom, a group represented by formula (X) or an aryl group other than the group represented by formula (X), or an alkyl group, and may be a group represented by formula (X) or an aryl group other than the group represented by formula (X). 81 and R 83 Both of R may be groups represented by formula (X). 81 and R 83 are groups represented by general formula (X), the two groups represented by formula (X) may be the same or different.

[0156] In formula (X), R 1 and R 2 each independently represents an alkyl group having 3 or more carbon atoms, an aryl group, or a heterocyclic group, which may be a secondary or tertiary alkyl group having 3 to 12 carbon atoms, or an isopropyl group. Specifically, the alkyl group having 3 or more carbon atoms may be linear, branched, or cyclic, and may have 3 to 24 carbon atoms, 3 to 18 carbon atoms, or 3 to 12 carbon atoms. Specific examples include a propyl group, an isopropyl group, a butyl group (for example, a t-butyl group), a pentyl group, a hexyl group, a heptyl group, an octyl group, a 2-ethylhexyl group, a dodecyl group, a hexadecyl group, a cyclopropyl group, a cyclopentyl group, a cyclohexyl group, a 1-norbornyl group, and a 1-adamantyl group; the alkyl group may be a propyl group, an isopropyl group, a butyl group, a t-butyl group, a pentyl group, a hexyl group, a heptyl group, an octyl group, a 2-ethylhexyl group, a dodecyl group, a cyclopropyl group, a cyclopentyl group, or a cyclohexyl group; the alkyl group may be a propyl group, an isopropyl group, a butyl group (a t-butyl group), a pentyl group, a hexyl group, a heptyl group, an octyl group, a 2-ethylhexyl group, or an isopropyl group, a t-butyl group, or a 2-ethylhexyl group. The aryl group includes a substituted or unsubstituted aryl group. The substituted or unsubstituted aryl group may be an aryl group having 6 to 30 carbon atoms, such as a phenyl group and a naphthyl group. Examples of the substituent are the same as those in the above-mentioned Substituent Group A. The heterocyclic group may be a 5- or 6-membered ring, which may or may not be further condensed. It may also be an aromatic or non-aromatic heterocyclic ring. Examples of the heterocyclic group include a pyridine ring, a pyrazine ring, a pyridazine ring, a quinoline ring, an isoquinoline ring, a quinazoline ring, a cinnoline ring, a phthalazine ring, a quinoxaline ring, a pyrrole ring, an indole ring, a furan ring, a benzofuran ring, a thiophene ring, a benzothiophene ring, a pyrazole ring, an imidazole ring, a benzimidazole ring, a triazole ring, an oxazole ring, a benzoxazole ring, a thiazole ring, a benzothiazole ring, an isothiazole ring, a benzisothiazole ring, a thiadiazole ring, an isoxazole ring, a benzisoxazole ring, a pyrrolidine ring, a piperidine ring, a piperazine ring, an imidazolidine ring, and a thiazoline ring. Among these, aromatic heterocycles may be used, such as pyridine ring, pyrazine ring, pyridazine ring, pyrazole ring, imidazole ring, benzimidazole ring, triazole ring, benzoxazole ring, thiazole ring, benzothiazole ring, isothiazole ring, benzisothiazole ring, and thiadiazole ring. They may also be pyrazole ring, imidazole ring, benzoxazole ring, thiadiazole ring, or pyrazole ring or thiadiazole ring (1,3,4-thiadiazole ring, 1,2,4-thiadiazole ring). These may have a substituent, and examples of the substituent include the above-mentioned substituent group A. R 1 and R 2 may be an alkyl group having 3 or more carbon atoms, or may be an alkyl group having 3 to 12 carbon atoms.

[0157] In formula (X), 1 ~X 3 Each of X independently represents a hydrogen atom or a monovalent substituent. Examples of the substituent include those in the above-mentioned group A of substituents. 1 ~X 3 may be a halogen atom, an alkyl group, a hydroxyl group, an alkoxy group, an acyl group, an acyloxy group, an alkylthio group, a sulfonamide group, or a sulfamoyl group.

[0158] The aryl group other than the group represented by formula (X) may be a phenyl group. The phenyl group may or may not have a substituent. Examples of the substituent include the above-mentioned substituent group A, and may be an alkyl group or an aryl group.

[0159] R 82 and R 84 each independently represents a hydrogen atom, an alkyl group, or an aryl group, and the alkyl group and the aryl group may or may not have a substituent. The substituted or unsubstituted alkyl group may be an alkyl group having 1 to 30 carbon atoms. Examples of the substituent include the same as those in the above-mentioned Substituent Group A. Examples of the alkyl group include a methyl group, an ethyl group, a propyl group, an isopropyl group, a butyl group (t-butyl group), an n-octyl group, and a 2-ethylhexyl group. The substituted or unsubstituted aryl group may be an aryl group having 6 to 30 carbon atoms, and examples thereof include a phenyl group and a naphthyl group. Examples of the substituent are the same as those in the substituent group A described above. R 82 and R 84 may be a hydrogen atom or an alkyl group, or may be a hydrogen atom.

[0160] (Second Aspect of the Compound Represented by Formula (J)) The compound represented by formula (J) is R 81 and R 83 are each independently an aliphatic hydrocarbon group, and R 82 and R 84 may each independently be an aromatic hydrocarbon group.

[0161] R 81 and R 83 are each independently an aliphatic hydrocarbon group, and may be an alkyl group having 1 to 10 carbon atoms, an alkyl group having 1 to 5 carbon atoms, a methyl group, an ethyl group, a propyl group, or a butyl group, or may be a methyl group, an ethyl group, an n-propyl group, an isopropyl group, or an n-butyl group. 81and R 83 may be different, but may also be the same. 81 and R 83 The alkyl group as the group may have a substituent, but may also have a substituent. R 82 and R 84 are each independently an aromatic hydrocarbon group, and may be a phenyl group. 82 and R 84 The aromatic hydrocarbon group as may have a substituent, and may be an alkyl group having 1 to 5 carbon atoms selected from Substituent Group A described later, or may be a methyl group, ethyl group, propyl group, or butyl group, or may be a methyl group, ethyl group, n-propyl group, or n-butyl group. R 81 and R 83 and R 82 and R 84 At least one of the above may be represented by the following formula (Y):

[0162] [ka]

[0163] In formula (Y), R 23 ~R 25 each independently represents a hydrogen atom, a halogen atom, a hydroxyl group, an alkoxy group, an alkyl group having 1 to 12 carbon atoms, a carbonyl group, a carbonylamide group, a sulfonyl group, a sulfonylamido group, a nitro group, an amino group, an aminocarbonyl group, an aminosulfonyl group, a sulfonylimido group, or a carbonylimido group; R 22 and R 26 each independently represents an alkyl group having 1 to 5 carbon atoms. In formula (Y), R 23 ~R 25 may be a hydrogen atom or a halogen atom. In formula (Y), R 22 and R 26may each independently be an alkyl group having 1 to 5 carbon atoms. The alkyl group having 1 to 5 carbon atoms may be a methyl group, an ethyl group, a propyl group, or a butyl group, and may be a methyl group, an ethyl group, an n-propyl group, an isopropyl group, or an n-butyl group. R 85 may each independently be a hydrogen atom, a halogen atom, an alkyl group, an aryl group, a carbonyl group, a nitro group, an amino group, an alkylamino group, an arylamino group, or a sulfonyl group. Examples of halogen atoms include a fluorine atom, a chlorine atom, and a bromine atom, and may be a fluorine atom or a chlorine atom. The aliphatic hydrocarbon group may be an aliphatic hydrocarbon group having 1 to 10 carbon atoms. Examples of aliphatic hydrocarbon groups include an alkyl group, an alkenyl group, and an alkenyl group, and may be an alkyl group. The aromatic hydrocarbon group may be an aryl group or a phenyl group.

[0164] Specific examples of the compound represented by formula (J) are shown below, but the compound represented by formula (J) is not limited thereto. In the specific examples below, X represents an anion. In addition, one hydrogen atom in the dye structure shown in the specific examples is removed to form R in formula (1). 2 and combine. In the dye structures shown in the specific examples, the cations are delocalized and therefore exist on the nitrogen atom or the carbon atom of the xanthene ring, for example, as shown below.

[0165] [ka]

[0166] [ka]

[0167] [ka]

[0168] [ka]

[0169] [ka]

[0170] [ka]

[0171] [ka]

[0172] When the xanthene dye structure represented by D is composed of a cationic moiety and a counter anion, the counter anion is not particularly limited, but is preferably a non-nucleophilic anion from the viewpoint of heat resistance. As the non-nucleophilic counter anion, known non-nucleophilic anions such as those described in paragraph 0075 of JP-A-2007-310315 are preferred. Here, "non-nucleophilic" means a property that does not cause nucleophilic attack on the dye when heated. Counter anions include sulfonate anion, carboxylate anion, sulfonylimide anion, bis(alkylsulfonyl)imide anion, tris(alkylsulfonyl)methide anion, carboxylate anion, tetraarylboron anion, -CON - CO-, -CON - SO2-, BF4 - , PF6 - , SbF6 - , and B - It is preferable that the anion is at least one selected from the group consisting of (CN)3OCH3, sulfonate anion, sulfonylimide anion, bis(alkylsulfonyl)imide anion, tris(alkylsulfonyl)methide anion, carboxylate anion, tetraarylborate anion, and BF4. - , PF6 - , and SbF6 - At least one selected from the above.

[0173] Among these, the counter anion is more preferably a non-nucleophilic anion having a structure represented by the following formulae (AN-1) to (AN-5).

[0174] [ka]

[0175] In formula (AN-1), X 1 and X 2 each independently represents a fluorine atom or an alkyl group having 1 to 10 carbon atoms and a fluorine atom. 1 and X 2 may be bonded to each other to form a ring. X 1 and X 2 each independently represents a fluorine atom or an alkyl group having 1 to 10 carbon atoms and having a fluorine atom, is preferably a fluorine atom or an alkyl group having 1 to 10 carbon atoms and having a fluorine atom, is more preferably a perfluoroalkyl group having 1 to 10 carbon atoms, is further preferably a perfluoroalkyl group having 1 to 4 carbon atoms, and is particularly preferably a trifluoromethyl group.

[0176] [ka]

[0177] In formula (AN-2), X 3 , X 4 and X 5 each independently represents a fluorine atom or an alkyl group having 1 to 10 carbon atoms and having a fluorine atom. X 3 , X 4 and X 5 are each independently, X 1 and X 2 The preferred range is also the same.

[0178] [ka]

[0179] In formula (AN-3), X 6 represents an alkyl group having 1 to 10 carbon atoms and having a fluorine atom. X 6 is preferably a perfluoroalkyl group having 1 to 10 carbon atoms, and more preferably a perfluoroalkyl group having 1 to 4 carbon atoms. [ka]

[0180] In formula (AN-4), X 7 represents an alkylene group having 1 to 10 carbon atoms and containing a fluorine atom. X 7 is preferably a perfluoroalkylene group having 1 to 10 carbon atoms, and more preferably a perfluoroalkylene group having 1 to 4 carbon atoms.

[0181] [ka]

[0182] In formula (AN-5), Ar 1 , Ar 2 , Ar 3 and Ar 4 each independently represents an aryl group. Ar 1 , Ar 2 , Ar 3 and Ar 4 are each independently preferably an aryl group having 6 to 20 carbon atoms, more preferably an aryl group having 6 to 14 carbon atoms, and even more preferably an aryl group having 6 to 10 carbon atoms. Ar 1 , Ar 2 , Ar 3 and Ar 4The aryl group represented by may have a substituent. When the aryl group has a substituent, examples of the substituent include a halogen atom, an alkyl group, an aryl group, an alkoxy group, a carbonyl group, a carbonyloxy group, a carbamoyl group, a sulfo group, a sulfonamide group, and a nitro group. A halogen atom and an alkyl group are preferred, a fluorine atom and an alkyl group are more preferred, and a fluorine atom and a perfluoroalkyl group having 1 to 4 carbon atoms are even more preferred. Ar 1 , Ar 2 , Ar 3 and Ar 4 are each independently more preferably a phenyl group having a halogen atom and / or an alkyl group having a halogen atom, and even more preferably a phenyl group having a fluorine atom and / or an alkyl group having a fluorine atom.

[0183] The non-nucleophilic counteranion is also -B(CN) na (OR a ) 4-na (R a represents an alkyl group having 1 to 10 carbon atoms or an aryl group having 6 to 10 carbon atoms, and na represents an integer of 1 to 4. a is preferably an alkyl group having 1 to 6 carbon atoms, more preferably an alkyl group having 1 to 4 carbon atoms. R as an aryl group having 6 to 10 carbon atoms a is preferably a phenyl group or a naphthyl group. na is preferably 1 to 3, and more preferably 1 or 2.

[0184] The non-nucleophilic counter anion may also be -PF6R P (6-nb) - (R P represents a fluorinated alkyl group having 1 to 10 carbon atoms, and nb represents an integer of 1 to 6. P is preferably an alkyl group having 1 to 6 carbon atoms and containing a fluorine atom, more preferably an alkyl group having 1 to 4 carbon atoms and containing a fluorine atom, and further preferably a perfluoroalkyl group having 1 to 3 carbon atoms. nb is preferably an integer of 1 to 4, and more preferably 1 or 2.

[0185] The mass per molecule of the non-nucleophilic counter anion is preferably 100 to 1,000, and more preferably 200 to 500. When the xanthene dye structure represented by D is composed of a cationic moiety and a counter anion, it may contain only one type of non-nucleophilic counter anion, or may contain two or more types of non-nucleophilic counter anions.

[0186] Specific examples of non-nucleophilic counter anions are shown below, but the invention is not limited thereto.

[0187] [ka]

[0188] [ka]

[0189] [ka]

[0190] [ka]

[0191] When n in formula (6) is 2 or more, the multiple Ds may be the same or different from each other. Examples of cases where multiple Ds have different dye structures include cases where multiple Ds are (1) dye structures derived from dye compounds with different core structures, and (2) dye structures derived from dye compounds with the same core structure but different substituents, central metals, etc. When n in formula (6) is 2 or greater and the multiple Ds are different from one another, preferred combinations of dye structures include, for example, a combination of a dye structure derived from a triarylmethane dye and a dye structure derived from a xanthene dye, and a combination of a dye structure derived from a triarylmethane dye and a dye structure derived from an azo dye, and from the viewpoint of spectral properties, a combination of a dye structure derived from a triarylmethane dye and a dye structure derived from a xanthene dye is more preferred.

[0192] Specific examples of xanthene dye polymers are shown below, but the xanthene dye polymers are not limited to these.

[0193] [ka]

[0194] [ka]

[0195] [ka]

[0196] The weight-average molecular weight of the xanthene dye multimer is preferably 2000 to 12500, more preferably 2000 to 11000, and even more preferably 5000 to 11000. When the weight-average molecular weight of the xanthene dye multimer is within the above range, the color transfer is more effectively inhibited. Furthermore, when the weight-average molecular weight of the xanthene dye multimer is within the above range, the developability is improved and the generation of development residues can be further reduced.

[0197] The acid value of the xanthene dye polymer is preferably 10 mgKOH / g or more, more preferably 20 mgKOH / g to 200 mgKOH / g, and particularly preferably 20 mgKOH / g to 150 mgKOH / g. When the acid value is 20 mgKOH / g or more, developability is improved and the generation of development residues can be further reduced.

[0198] The content of the xanthene dye multimer is preferably 0.5% by mass to 20% by mass, more preferably 1% by mass to 15% by mass, and even more preferably 2% by mass to 10% by mass, relative to the total solid content of the colored curable composition.

[0199] <<Colorants other than xanthene dye polymers>> The colored curable composition according to the present disclosure may contain a colorant other than the xanthene dye polymer. Examples of the colorant other than the xanthene dye polymer include known dyes and pigments.

[0200] -dye- The type of dye is not limited. Known dyes can be used. Examples of the dye include red dyes, blue dyes, green dyes, cyan dyes, magenta dyes, and yellow dyes. In one embodiment, at least one dye selected from the group consisting of cyan dyes, magenta dyes, and yellow dyes is used.

[0201] The dye is preferably a compound having a dye structure selected from a triarylmethane dye structure, a xanthene dye structure, an anthraquinone dye structure, a cyanine dye structure, a squarylium dye structure, a quinophthalone dye structure, a phthalocyanine dye structure, a subphthalocyanine dye structure, an azo dye structure, a pyrazolotriazole dye structure, a dipyrromethene dye structure, an isoindoline dye structure, a thiazole dye structure, a benzimidazolone dye structure, a perinone dye structure, a pyrrolopyrrole dye structure, a diketopyrrolopyrrole dye structure, a diiminium dye structure, a naphthalocyanine dye structure, a rylene dye structure, a dibenzofuranone dye structure, a merocyanine dye structure, a croconium dye structure, and an oxonol dye structure, and The compound is preferably a compound having a dye structure selected from an arylmethane dye structure, a xanthene dye structure, an anthraquinone dye structure, a cyanine dye structure, a squarylium dye structure, a quinophthalone dye structure, a phthalocyanine dye structure, a subphthalocyanine dye structure, an azo dye structure, a thiazole dye structure, a pyrazolotriazole dye structure, and a dipyrromethene dye structure; more preferably a compound having a dye structure selected from a triarylmethane dye structure, a xanthene dye structure, a cyanine dye structure, and a squarylium dye structure; even more preferably a compound having a triarylmethane dye structure or a xanthene dye structure; and particularly preferably a compound having a xanthene dye structure. However, all of the compounds having a xanthene dye structure exemplified here are xanthene dye monomers and do not include the xanthene dye polymers described above. A xanthene dye monomer is a compound having one xanthene dye structure in its molecule.

[0202] The amount of dye dissolved in 100 g of propylene glycol methyl ether acetate at 25° C. is preferably 0.01 g or more, more preferably 0.5 g or more, and even more preferably 1 g or more.

[0203] The dye is preferably a dye a1 having a chemical structure comprising a cation ax and an anion az.

[0204] In dye a1, anion az may exist outside the molecule of cation ax. "Anion az exists outside the molecule of cation ax" means that anion az is not bonded to cation ax via a covalent bond and exists as a structural unit independent of cation ax. Examples of the form of dye a1 include salts. Hereinafter, the anion present outside the cation molecule is also referred to as a counter anion. In dye a1, anion az is preferably bonded to cation ax via a covalent bond. That is, dye a1 is preferably in the form of an intramolecular salt (also called a zwitterion).

[0205] The types of anions az include fluorine anion, chlorine anion, bromine anion, iodine anion, cyanide ion, perchlorate anion, carboxylate anion, sulfonate anion, anions containing phosphorus atoms, imide anion, methide anion, borate anion, SbF6 - Examples include imide anions, methide anions, and borate anions, with imide anions and methide anions being more preferred, and imide anions being even more preferred due to their low nucleophilicity. The imide anion is preferably a bis(sulfonyl)imide anion. The methide anion is preferably a tris(sulfonyl)methide anion. The borate anion includes a tetraarylborate anion, a tetracyanoborate anion, a tetrafluoroborate anion, and the like.

[0206] Examples of the types of cation ax include cations having a triarylmethane dye structure, cations having a cyanine dye structure, and cations having a squarylium dye structure.

[0207] Examples of dyes having a cation ax of a xanthene dye structure include compounds represented by formula (XT-1).

[0208] [ka]

[0209] In formula (XT-1), R xt1 ~R xt4 each independently represents a hydrogen atom, an alkyl group, or an aryl group; R xt5 represents a substituent, m represents an integer of 0 to 5, Z xt represents a counter anion. Z xt If does not exist, R xt1 ~R xt5 At least one of the groups contains an anion.

[0210] R xt1 ~R xt4 The alkyl group and aryl group represented by may have a substituent. Examples of the substituent include the groups listed above as the substituent A and polymerizable groups. R xt5 Examples of the substituent represented by include the groups exemplified above as the substituent A and polymerizable groups.

[0211] In formula (XT-1), Z xt represents a counter anion. Counter anions include fluorine anion, chlorine anion, bromine anion, iodine anion, cyanide ion, perchlorate anion, carboxylate anion, sulfonate anion, anions containing phosphorus atoms, imide anion, methide anion, borate anion, and SbF6 - Examples of the imide anion include an imide anion, a methide anion, and a borate anion. The imide anion and the methide anion are more preferred, and the imide anion is even more preferred. The imide anion is preferably a bis(sulfonyl)imide anion. The methide anion is preferably a tris(sulfonyl)methide anion. The borate anion includes a tetraarylborate anion, a tetracyanoborate anion, a tetrafluoroborate anion, and the like. The molecular weight of the counter anion is preferably 100 to 1,000, more preferably 200 to 500.

[0212] In formula (XT-1), R xt1 ~R xt5When at least one of the groups contains an anion, examples of the anion include a carboxylate anion, a sulfonate anion, an anion containing a phosphorus atom, an imide anion, a methide anion, and a borate anion. The imide anion, the methide anion, and the borate anion are preferred, the imide anion and the methide anion are more preferred, and the imide anion is even more preferred. The imide anion is preferably a bis(sulfonyl)imide anion. The methide anion is preferably a tris(sulfonyl)methide anion. Specifically, R xt1 ~R xt5 At least one of the above is preferably a group containing a partial structure represented by formula (AZ-1) or a group containing a partial structure represented by formula (AZ-2), and more preferably a group containing a partial structure represented by formula (AZ-1). [ka]

[0213] The wavy lines in the above formulae represent bonds to other atoms or atomic groups.

[0214] R xt1 ~R xt5 If at least one of R xt1 ~R xt5 It is also preferable that at least one of them has a substituent represented by formula (P-1). [ka]

[0215] In formula (P-1), L 1 represents a single bond or a divalent linking group, and is preferably a single bond. 1 Examples of the divalent linking group represented by L include an alkylene group having 1 to 6 carbon atoms, an arylene group having 6 to 12 carbon atoms, -O-, -S-, and a group consisting of a combination thereof. 2 represents -SO2- or -CO-. G represents a carbon atom or a nitrogen atom. n1 represents 2 when G is a carbon atom, and represents 1 when G is a nitrogen atom. R 6represents an alkyl group containing a fluorine atom or an aryl group containing a fluorine atom. When n1 is 2, two R 6 may be the same or different. 6 The number of carbon atoms in the fluorine atom-containing alkyl group represented by R is preferably 1 to 10, more preferably 1 to 6, and even more preferably 1 to 3. 6 The number of carbon atoms in the fluorine atom-containing aryl group represented by is preferably 6 to 20, more preferably 6 to 14, and even more preferably 6 to 10. The fluorine atom-containing alkyl group and the fluorine atom-containing aryl group may further have a substituent. Examples of the substituent include the above-mentioned substituent A and polymerizable groups.

[0216] The dye having a cation ax of a triarylmethane dye structure includes a compound represented by formula (TP-1).

[0217] [ka]

[0218] In formula (TP-1), R tp1 ~R tp4 each independently represents a hydrogen atom, an alkyl group, or an aryl group; R tp5 is a hydrogen atom, an alkyl group, an aryl group, or NR tp9 R tp10 (R tp9 and R tp10 represents a hydrogen atom, an alkyl group, or an aryl group, and R tp6 , R tp7 and R tp8 each independently represents a substituent, a, b, and c each independently represent an integer of 0 to 4, When a, b, and c are 2 or more, R tp6 Comrade, R tp7 Comrades and R tp8 may be linked to each other to form a ring, Z tp represents a counter anion, and Z tp If does not exist, R tp1 ~R tp8 At least one of the groups comprises an anion.

[0219] R tp1 ~R tp5 , R tp9 and R tp10 The alkyl group and aryl group represented by may have a substituent. Examples of the substituent include the groups listed above as the substituent A and polymerizable groups. R tp6 , R tp7 and R tp8 Examples of the substituent represented by include the groups exemplified above as the substituent A and polymerizable groups.

[0220] In formula (TP-1), Z tp represents a counter anion. Z tp If does not exist, R tp1 ~R tp8 At least one of the counter anions includes an anion. Examples of the counter anion include the counter anions described above in formula (XT-1). In formula (TP-1), R tp1 ~R tp8 When at least one of the groups contains an anion, the anion may be any of the anions described above.

[0221] The dye (preferably dye a1) is preferably a compound having a polymerizable group, since this makes it easier to obtain a film with high crosslink density and excellent performance in various aspects.

[0222] Furthermore, the dye (preferably dye a1) is preferably a dye multimer, since this tends to reduce the generation of residues during development. A dye multimer is a dye compound having two or more dye structures in one molecule, and preferably has three or more dye structures. There is no particular upper limit, but it can be set to 100 or less. The dye structures in one molecule may be the same dye structure or different dye structures.

[0223] -Pigments- The colorant contained in the colored curable composition according to the present disclosure preferably further contains a pigment. The pigment may be either an inorganic pigment or an organic pigment, but is preferably an organic pigment from the viewpoints of a wide range of color variations, ease of dispersion, safety, and the like.

[0224] Examples of organic pigments include phthalocyanine pigments, dioxazine pigments, quinacridone pigments, anthraquinone pigments, perylene pigments, azo pigments, azomethine pigments, diketopyrrolopyrrole pigments, pyrrolopyrrole pigments, isoindoline pigments, quinophthalone pigments, triarylmethane pigments, xanthene pigments, cyanine pigments, quinoline pigments, and pteridine pigments.

[0225] The average primary particle diameter of the pigment is preferably 1 to 200 nm. The lower limit is preferably 5 nm or more, more preferably 10 nm or more. The upper limit is preferably 180 nm or less, more preferably 150 nm or less, and even more preferably 100 nm or less. In this specification, the primary particle diameter of the pigment can be determined from a photograph obtained by observing the primary particles of the pigment with a transmission electron microscope. Specifically, the projected area of ​​the primary particles of the pigment is determined, and the corresponding circle-equivalent diameter is calculated as the primary particle diameter of the pigment. In addition, the average primary particle diameter in the present invention is the arithmetic mean value of the primary particle diameters of 400 primary particles of the pigment. Furthermore, primary particles of the pigment refer to independent particles that are not aggregated.

[0226] The crystallite size of the pigment is preferably 0.1 to 50 nm, more preferably 0.5 to 30 nm, and even more preferably 1 to 15 nm. The crystallite size can be determined from the half-width of the diffraction angle peak using an X-ray diffractometer and calculated using the Scherrer equation. The crystallite size of the pigment can be adjusted by known methods such as adjusting the production conditions or pulverizing the pigment after production.

[0227] The specific surface area of ​​pigments is 1 to 300 m 2 / g. The lower limit is 10m 2 / g or more, and 2 / g or more is more preferable. The upper limit is 250m 2 / g or less, and 2 The specific surface area value can be determined according to the BET (Brunauer, Emmett and Teller) method in accordance with DIN 66131: Determination of the specific surface area of ​​solids by gas adsorption.

[0228] The amount of pigment dissolved in 100 g of propylene glycol methyl ether acetate at 25° C. is preferably less than 0.01 g, more preferably less than 0.005 g, and even more preferably less than 0.001 g.

[0229] Examples of pigments include yellow pigments, orange pigments, red pigments, green pigments, purple pigments, and blue pigments.

[0230] Examples of red pigments include diketopyrrolopyrrole pigments, anthraquinone pigments, azo pigments, naphthol pigments, azomethine pigments, xanthene pigments, quinacridone pigments, perylene pigments, and thioindigo pigments. Diketopyrrolopyrrole pigments, anthraquinone pigments, and azo pigments are preferred, and diketopyrrolopyrrole pigments are more preferred. Specific examples of red pigments include CI (Color Index) Pigment Red 1, 2, 3, 4, 5, 6, 7, 9, 10, 14, 17, 22, 23, 31, 38, 41, 48:1, 48:2, 48:3, 48:4, 49, 49:1, 49:2, 52:1, 52:2, 53:1, 57:1, 60:1, 63:1, 66, 67, 81:1, 81:2, 81:3, 83, 88, 90, 105, 112, 119, 122, 123, 14 4,146,149,150,155,166,168,169,170,171,172,175,176,177,178,179,184,185,187,188,190,200,202,206,207,208,209,210,216,220,224,226,242,246,254,255,264,269,270,272,279,291,294,295,296,297, etc. In addition, as a red pigment, the compound described in paragraph 0034 of WO 2022 / 085485 and the brominated diketopyrrolopyrrole compound described in JP 2020-085947 A can also be used.

[0231] As the red pigment, CI Pigment Red 122, 177, 224, 254, 255, 264, 269, and 272 are preferred, CI Pigment Red 254, 264, and 272 are more preferred, and CI Pigment Red 254 and 272 are even more preferred.

[0232] Examples of green pigments include phthalocyanine pigments and squarylium pigments, with phthalocyanine pigments being preferred. Specific examples of green pigments include CI Pigment Green 7, 10, 36, 37, 58, 59, 62, 63, 64, 65, and 66. Alternatively, a halogenated zinc phthalocyanine pigment having an average of 10 to 14 halogen atoms, an average of 8 to 12 bromine atoms, and an average of 2 to 5 chlorine atoms per molecule may also be used. Specific examples include the compounds described in International Publication No. 2015 / 118720. Green colorants that can also be used include the compounds described in paragraph 0029 of International Publication No. 2022 / 085485, the aluminum phthalocyanine compounds described in JP-A-2020-070426, and the diarylmethane compounds described in JP-A-2020-504758.

[0233] As the green pigment, CI Pigment Green 7, 36, 58, 62, and 63 are preferred, and CI Pigment Green 36 and 58 are more preferred.

[0234] Examples of orange pigments include diketopyrrolopyrrole pigments and azo pigments, and diketopyrrolopyrrole pigments are preferred. Specific examples of orange pigments include CI Pigment Orange 2, 5, 13, 16, 17:1, 31, 34, 36, 38, 43, 46, 48, 49, 51, 52, 55, 59, 60, 61, 62, 64, 71, and 73.

[0235] Examples of yellow pigments include azo pigments, azomethine pigments, isoindoline pigments, pteridine pigments, quinophthalone pigments, and perylene pigments, and isoindoline pigments, quinophthalone pigments, and azo pigments are preferred. Specific examples of yellow pigments include CI Pigment Yellow 1, 2, 3, 4, 5, 6, 10, 11, 12, 13, 14, 15, 16, 17, 18, 20, 24, 31, 32, 34, 35, 35:1, 36, 36:1, 37, 37:1, 40, 42, 43, 53, 55, 60, 61, 62, 63, 65, 73, 74, 77, 81, 83, 86, 93, 94, 95, 97, 98, 100, 101, 104, 106, 108, 109, 110, 113, 114, 115, 116, 117, 118, 119, 1 20,123,125,126,127,128,129,137,138,139,147,148,150,151,152,153,154,155,156,161,162,164,166,167,168,169,170,171,172,173,174,175,176,177,179,180,181,182,185,187,188,193,194,199,213,214,215,228,231,232,233,234,235,236, etc.

[0236] Furthermore, as the yellow pigment, an azobarbituric acid nickel complex having the following structure can also be used. [ka]

[0237] Examples of purple pigments include dioxazine pigments, quinacridone pigments, perylene pigments, thioindigo pigments, etc. Specific examples of purple pigments include CI Pigment Violet 1, 19, 23, 27, 32, 37, 42, 60, and 61.

[0238] Examples of blue pigments include phthalocyanine pigments and squarylium pigments, with phthalocyanine pigments being preferred. Specific examples of blue pigments include CI Pigment Blue 1, 2, 15, 15:1, 15:2, 15:3, 15:4, 15:6, 16, 22, 29, 60, 64, 66, 79, 80, 87, and 88. CI Pigment Blue 15 contains copper(II) phthalocyanine. Furthermore, aluminum phthalocyanine compounds containing phosphorus atoms can also be used as blue pigments. Specific examples include the compounds described in paragraphs 0022 to 0030 of JP-A No. 2012-247591 and paragraph 0047 of JP-A No. 2011-157478.

[0239] In one embodiment of the present disclosure, the colored curable composition preferably further contains a phthalocyanine pigment. By containing a mixture of a xanthene dye polymer and a phthalocyanine pigment as a colorant, a blue filter array suitable for a color filter can be obtained.

[0240] When the colored curable composition according to the present disclosure contains a xanthene dye multimer and a pigment, the content ratio of the xanthene dye multimer to the pigment, on a mass basis, is preferably 1:0.5 to 1:4, more preferably 1:0.6 to 1:3.5, and even more preferably 1:0.7 to 1:3.

[0241] Examples of colorants other than xanthene dye polymers include triarylmethane dye polymers described in Korean Patent Publication No. 10-2020-0028160, xanthene compounds described in JP 2020-117638 A, phthalocyanine compounds described in WO 2020 / 174991, isoindoline compounds or salts thereof described in JP 2020-160279 A, ​​compounds represented by Formula 1 described in Korean Patent Publication No. 10-2020-0069442, compounds represented by Formula 1 described in Korean Patent Publication No. 10-2020-0069730, and the like. Compounds represented by formula 1 described in Japanese Patent Publication No. 10-2020-0069070, compounds represented by formula 1 described in Korean Patent Publication No. 10-2020-0069067, compounds represented by formula 1 described in Korean Patent Publication No. 10-2020-0069062, halogenated zinc phthalocyanine pigments described in Japanese Patent No. 6809649, isoindoline compounds described in Japanese Patent Publication No. 2020-180176, phenothiazine compounds described in Japanese Patent Publication No. 2021-187913, halogenated zinc phthalocyanine pigments described in International Publication No. 2022 / 004261 phthalocyanine, halogenated zinc phthalocyanine described in WO 2021 / 250883, quinophthalone compound represented by formula 1 in Korean Patent Publication No. 10-2020-0030759, polymer dye described in Korean Patent Publication No. 10-2020-0061793, chromatic colorant described in JP 2022-029701, isoindoline compound described in WO 2022 / 014635, aluminum phthalocyanine compound described in WO 2022 / 024926, compound described in JP 2022-045895, 50051, compounds described in JP 2020-090676 A, compounds described in JP 2020-055956 A, compounds described in JP 2021-031681 A, compounds described in JP 2022-056354 A, compounds described in US Patent Application Publication No. 2021 / 0355327, compounds described in WO 2022 / 065357, compounds described in JP 2020-045436 A, compounds described in Korean Patent Publication No. 10-2021-0146726, compounds described in JP 2018-178039 A,Compounds described in Chinese Patent Application Publication No. 113881244, compounds described in Chinese Patent Application Publication No. 113881245, compounds described in Chinese Patent Application Publication No. 113881246, compounds described in JP 2022-104822 A, compounds described in JP 2022-096701 A, compounds described in JP 2020-023652 A, green pigments described on pages 80 to 84 of the Journal of the Japan Color Materials Association (published in 2022), compounds described in JP 2022-143135 A, compounds described in JP 2022-140287 A, compounds described in WO 2014 / 014906 Compounds described in JP-A-2022 / 136308, perylene compounds described in Chinese Patent Application Publication No. 113061349, cyan pigments described in Korean Patent Publication No. 10-2017-0018993, isoindoline compounds described in JP-A-2020-180176, compounds described in JP-A-2023-013209, compounds described in JP-A-2023-013166, xanthene compounds described in WO 2023 / 286526, compounds described in JP-A-2021-155746, compounds described in JP-A-2021-155747, JP-A- Compounds described in JP-A-2021-155748, compounds described in JP-A-2021-155749, compounds described in WO 2018 / 051876, compounds described in JP-A-2020-083981, compounds described in JP-A-2023-056463, compounds described in JP-T-2023-515473, dioxane compounds described in JP-T-2022-549530, pigment preparations described in JP-A-2022-061494, diketopyrrolopyrrole pigments described in JP-A-2023-057917, Diketopyrrolopyrrole compounds described in JP-A-2023-519314, phthalocyanines described in JP-A-2023-080419, quinophthalones described in JP-A-2023-103177, phthalocyanine compounds described in JP-A-2023-103177, isoindoline compounds described in JP-A-2020-026521, squarylium compounds described in Korean Patent Publication No. 10-2023-0043000, squarylium compounds described in Korean Patent Publication No. 10-2023-0050069, diketopyrrolopyrrole compounds described in JP-A-2023-127878,Triarylmethane compounds described in JP 2023-150459 A, triarylmethane compounds described in JP 2023-149735 A, core-shell dyes described in JP 2023-123349 A, xanthene compounds described in JP 2023-543717 A, compounds described in Chinese Patent Application Publication No. 116102441, compounds described in JP 2023-150459 A, compounds described in JP 2023-167345 A, compounds described in Korean Patent Publication No. 10-2023-0061078, etc. can also be used. The colorant may also be a rotaxane. The dye skeleton may be used in the cyclic structure of the rotaxane, in the rod-shaped structure, or in both structures.

[0242] The total content of the colorant in the total solid content of the colored curable composition is preferably 40% by mass or more, more preferably 50% by mass or more, and even more preferably 60% by mass or more, and the upper limit is preferably 80% by mass or less, and more preferably 75% by mass or less.

[0243] The total content of the dyes including the xanthene dye multimers in the total solid content of the colored curable composition is preferably 5% by mass or more, more preferably 8% by mass or more, even more preferably 10% by mass or more, and particularly preferably 15% by mass or more. The upper limit is preferably 80% by mass or less, more preferably 70% by mass or less, even more preferably 60% by mass or less, even more preferably 50% by mass or less, particularly preferably 40% by mass or less, and most preferably 30% by mass or less. Furthermore, the total content of the dyes including the xanthene dye multimers in the colorant contained in the colored curable composition is preferably 5% by mass or more, more preferably 10% by mass or more, even more preferably 15% by mass or more, even more preferably 20% by mass or more, and particularly preferably 25% by mass or more. The upper limit can be 100% by mass or less, or can be 90% by mass or less, 80% by mass or less, 70% by mass or less, 60% by mass or less, or 50% by mass or less.

[0244] The content of the xanthene dye multimer in the dye contained as a colorant in the colored curable composition is preferably 30% by mass or more, more preferably 50% by mass or more, and even more preferably 70% by mass or more, relative to the total amount of the dye. The content of the xanthene dye multimer in the dye contained as a colorant may be 100% by mass.

[0245] When the colorant contained in the colored curable composition according to the present disclosure further contains a pigment, the content of the pigment is preferably 10 parts by mass to 1,000 parts by mass relative to 100 parts by mass of the total of the dyes including the xanthene dye multimer. The lower limit is preferably 100 parts by mass or more, more preferably 150 parts by mass or more, and even more preferably 200 parts by mass or more. The upper limit is preferably 600 parts by mass or less, and more preferably 400 parts by mass or less.

[0246] The xanthene dye multimer can be produced by referring to known production methods. For example, the methods for producing xanthene dye multimers can be found in JP-A-2023-508048 and JP-A-2016-102191.

[0247] <<Resin>> The colored curable composition according to the present disclosure further contains a resin. The resin is blended, for example, for dispersing particles such as pigments in the colored curable composition or for use as a binder. Resins used primarily to disperse particles such as pigments are also referred to as dispersants. However, these uses of resins are merely examples, and the resin may also be used for purposes other than these uses. The resins described here do not include xanthene dye polymers and compounds corresponding to Compound A.

[0248] The weight average molecular weight (Mw) of the resin is preferably 3,000 to 2,000,000. The upper limit is preferably 1,000,000 or less, more preferably 500,000 or less. The lower limit is preferably 4,000 or more, more preferably 5,000 or more.

[0249] Examples of the resin include (meth)acrylic resin, epoxy resin, (meth)acrylamide resin, ene-thiol resin, polycarbonate resin, polyether resin, polyarylate resin, polysulfone resin, polyethersulfone resin, polyphenylene resin, polyarylene ether phosphine oxide resin, polyimide resin, polyamideimide resin, polyolefin resin, cyclic olefin resin, polyester resin, and styrene resin. Further, examples of the resin include the resins described in paragraphs 0091 to 0099 of WO 2022 / 065215, the blocked polyisocyanate resins described in JP 2016-222891 A, the resins described in JP 2020-122052 A, the resins described in JP 2020-111656 A, the resins described in JP 2020-139021 A, the resins described in JP 2017-138503 A containing a structural unit having a ring structure in the main chain and a structural unit having a biphenyl group in the side chain, the resins described in paragraphs 0199 to 0233 of JP 2020-186373 A, the alkali-soluble resins described in JP 2020-186325 A, and the resins described in Korean Patent Publication No. Resins represented by formula 1 described in JP-A-2020-0078339, copolymers containing epoxy groups and acid groups described in WO 2022 / 030445, resins described in JP-A-2018-135514, copolymers described in JP-A-2020-041046, resins described in JP-A-2023-033156, resins described in JP-A-2023-030386, resins described in JP-A-2023-027753, resins described in JP-A-2020-139021, resins described in JP-A-2023-074038, resins described in JP-A-2023-079666, and cardo resins described in Chinese Patent Application Publication No. 115947929 can also be used.

[0250] The colored curable composition according to the present disclosure contains a resin having an acid group, which is a compound different from the xanthene dye multimer and compound A. The resin having an acid group can be used as an alkali-soluble resin. Examples of the acid group include a carboxy group, a phosphate group, a sulfo group, and a phenolic hydroxy group.

[0251] The acid value of the resin having acid groups is preferably 30 to 500 mgKOH / g. The lower limit is more preferably 40 mgKOH / g or more, and particularly preferably 50 mgKOH / g or more. The upper limit is more preferably 400 mgKOH / g or less, even more preferably 300 mgKOH / g or less, and particularly preferably 200 mgKOH / g or less. The weight average molecular weight (Mw) of the resin having acid groups is preferably 5,000 to 100,000, and more preferably 5,000 to 50,000. The number average molecular weight (Mn) of the resin having acid groups is preferably 1,000 to 20,000.

[0252] The resin having an acid group preferably contains a structural unit having an acid group on a side chain, and more preferably contains 5 to 70 mol% of structural units having an acid group on a side chain based on all structural units of the resin. The upper limit of the content of structural units having an acid group on a side chain is preferably 50 mol% or less, more preferably 30 mol% or less. The lower limit of the content of structural units having an acid group on a side chain is preferably 10 mol% or more, more preferably 20 mol% or more.

[0253] Regarding resins having acid groups, please refer to the descriptions in paragraphs

[0558] to

[0571] of JP 2012-208494 A (corresponding to paragraphs

[0685] to

[0700] of U.S. Patent Application Publication No. 2012 / 0235099 A) and paragraphs

[0076] to

[0099] of JP 2012-198408 A, the contents of which are incorporated herein by reference. Commercially available resins having acid groups can also be used. There are no particular limitations on the method for introducing acid groups into the resin, and examples include the method described in Japanese Patent No. 6,349,629 A. Another method for introducing acid groups into a resin includes reacting an acid anhydride with a hydroxyl group generated by a ring-opening reaction of an epoxy group to introduce the acid group.

[0254] The colored curable composition according to the present disclosure also preferably contains a resin having a basic group. The resin having a basic group is preferably a resin containing a structural unit having a basic group in a side chain, more preferably a copolymer having a structural unit having a basic group in a side chain and a structural unit not having a basic group, and even more preferably a block copolymer having a structural unit having a basic group in a side chain and a structural unit not having a basic group. The resin having a basic group can also be used as a dispersant. The amine value of the resin having a basic group is preferably 5 to 300 mgKOH / g. The lower limit is preferably 10 mgKOH / g or more, more preferably 20 mgKOH / g or more. The upper limit is preferably 200 mgKOH / g or less, more preferably 100 mgKOH / g or less.

[0255] Commercially available resins having basic groups include DISPERBYK-161, 162, 163, 164, 166, 167, 168, 174, 182, 183, 184, 185, 2000, 2001, 2050, 2150, 2163, 2164, and BYK-LPN6919 (all manufactured by BYK-Chemie), and Solsperse 112. 00, 13240, 13650, 13940, 24000, 26000, 28000, 32000, 32500, 32550, 32600, 33000, 34750, 35100, 35200, 37500, 38500, 39000, 53095, 56000, 7100 (all manufactured by Lubrizol Japan), Efka PX 4300, 4330, 4046, 4060, 4080 (all manufactured by BASF), and the like. In addition, the resin having a basic group may be the block copolymer (B) described in paragraphs 0063 to 0112 of JP 2014-219665 A, the block copolymer A1 described in paragraphs 0046 to 0076 of JP 2018-156021 A, or the vinyl resin having a basic group described in paragraphs 0150 to 0153 of JP 2019-184763 A, the contents of which are incorporated herein by reference.

[0256] The colored curable composition according to the present disclosure also preferably contains a resin having an acid group and a resin having a basic group. This embodiment can further improve the storage stability of the colored curable composition. When a resin having an acid group and a resin having a basic group are used in combination, the content of the resin having a basic group is preferably 20 to 500 parts by mass, more preferably 30 to 300 parts by mass, and even more preferably 50 to 200 parts by mass, per 100 parts by mass of the resin having an acid group.

[0257] It is also preferable to use a resin having an aromatic carboxy group as the resin. In a resin having an aromatic carboxy group, the aromatic carboxy group may be contained in the main chain of a structural unit or may be contained in a side chain of the structural unit. It is preferable that the aromatic carboxy group is contained in the main chain of a structural unit. In this specification, an aromatic carboxy group refers to a group having a structure in which one or more carboxy groups are bonded to an aromatic ring. In the aromatic carboxy group, the number of carboxy groups bonded to the aromatic ring is preferably 1 to 4, and more preferably 1 to 2. Examples of resins having an aromatic carboxy group include the resins described in paragraphs 0082 to 0107 of WO 2021 / 166858.

[0258] The colored curable composition according to the present disclosure preferably contains a resin as a dispersant. Examples of dispersants include acidic dispersants (acidic resins) and basic dispersants (basic resins). Here, the term "acidic dispersant (acidic resin)" refers to a resin in which the amount of acid groups is greater than the amount of basic groups. The acidic dispersant (acidic resin) is preferably a resin in which the amount of acid groups is 70 mol % or more when the total amount of the acid groups and the basic groups is 100 mol %. The acid groups possessed by the acidic dispersant (acidic resin) are preferably carboxy groups. The acid value of the acidic dispersant (acidic resin) is preferably 10 to 105 mgKOH / g. The basic dispersant (basic resin) refers to a resin in which the amount of basic groups is greater than the amount of acid groups. The basic dispersant (basic resin) is preferably a resin in which the amount of basic groups is greater than 50 mol % when the total amount of the acid groups and the basic groups is 100 mol %. The basic group contained in the basic dispersant is preferably an amino group.

[0259] The resin used as the dispersant is preferably a graft resin. For details of the graft resin, please refer to paragraphs 0025 to 0094 of JP-A No. 2012-255128, the contents of which are incorporated herein by reference.

[0260] The resin used as the dispersant is also preferably a resin having an aromatic carboxy group. Examples of the resin having an aromatic carboxy group include those mentioned above.

[0261] The resin used as the dispersant is preferably a polyimine-based dispersant containing a nitrogen atom in at least one of the main chain and the side chain. The polyimine-based dispersant is preferably a resin having a main chain with a partial structure having a functional group with a pKa of 14 or less and a side chain having 40 to 10,000 atoms, and having a basic nitrogen atom in at least one of the main chain and the side chain. There are no particular restrictions on the basic nitrogen atom, as long as it is a nitrogen atom that exhibits basicity. For details on polyimine-based dispersants, please refer to the description in paragraphs 0102 to 0166 of JP 2012-255128 A, the contents of which are incorporated herein by reference.

[0262] The resin used as a dispersant is preferably a resin having a structure in which multiple polymer chains are bonded to a core portion. Examples of such resins include dendrimers (including star-shaped polymers). Specific examples of dendrimers include polymer compounds C-1 to C-31 described in paragraphs 0196 to 0209 of JP 2013-043962 A.

[0263] The resin used as a dispersant is also preferably a resin containing a structural unit having an ethylenically unsaturated bond-containing group in a side chain. The content of the structural unit having an ethylenically unsaturated bond-containing group in a side chain is preferably 10 mol % or more, more preferably 10 to 80 mol %, and even more preferably 20 to 70 mol %, of all structural units of the resin.

[0264] As dispersants, resins described in JP 2018-087939 A, block copolymers (EB-1) to (EB-9) described in paragraphs 0219 to 0221 of Japanese Patent No. 6432077 A, polyethyleneimine having a polyester side chain described in WO 2016 / 104803 A, block copolymers described in WO 2019 / 125940 A, block polymers having an acrylamide structural unit described in JP 2020-066687 A, block polymers having an acrylamide structural unit described in JP 2020-066688 A, dispersants described in WO 2016 / 104803 A, and the like can also be used.

[0265] Dispersants are also available as commercially available products, and specific examples thereof include the DISPERBYK series manufactured by BYKChemie, the SOLSPERSE series manufactured by Lubrizol Japan, the Efka series manufactured by BASF, and the AJISPER series manufactured by Ajinomoto Fine-Techno Co., Ltd. In addition, the products described in paragraph 0129 of JP 2012-137564 A and the products described in paragraph 0235 of JP 2017-194662 A can also be used as dispersants.

[0266] The resin content of the total solid content of the colored curable composition is preferably 50% by mass or less, more preferably 40% by mass or less, even more preferably 35% by mass or less, and even more preferably 30% by mass or less. The lower limit can be 0% by mass or more, 1% by mass or more, or 2% by mass or more. Furthermore, the content of the resin having an acid group in the total solid content of the colored curable composition is preferably 50% by mass or less, more preferably 40% by mass or less, even more preferably 35% by mass or less, and even more preferably 30% by mass or less. The lower limit can be 0% by mass or more, 1% by mass or more, or 2% by mass or more. The content of the resin having an acid group in the total amount of resin is preferably 30% by mass or more, more preferably 50% by mass or more, even more preferably 70% by mass or more, and particularly preferably 80% by mass or more, because excellent developability is easily obtained. The upper limit can be 100% by mass, 95% by mass, or 90% by mass or less. The colored curable composition may contain only one type of resin, or may contain two or more types of resins. When two or more types of resins are contained, the total amount thereof is preferably within the above range.

[0267] <<Polymerizable compounds>> The colored curable composition according to the present disclosure contains a polymerizable compound. The polymerizable compound may be a compound having an ethylenically unsaturated bond-containing group. Examples of the ethylenically unsaturated bond-containing group include a vinyl group, a (meth)allyl group, and a (meth)acryloyl group. The polymerizable compound is preferably a radically polymerizable compound.

[0268] The polymerizable compound may be in any chemical form such as a monomer, prepolymer, or oligomer, but is preferably a monomer. The molecular weight of the polymerizable compound is preferably 100 to 3000. The upper limit is more preferably 2000 or less, and even more preferably 1500 or less. The lower limit is more preferably 150 or more, and even more preferably 250 or more.

[0269] The polymerizable compound is preferably a compound containing two or more ethylenically unsaturated bond-containing groups, more preferably a compound containing three or more ethylenically unsaturated bond-containing groups, even more preferably a compound containing 3 to 15 ethylenically unsaturated bond-containing groups, and particularly preferably a compound containing 3 to 6 ethylenically unsaturated bond-containing groups. Furthermore, the polymerizable compound is preferably a trifunctional to 15functional (meth)acrylate compound, more preferably a trifunctional to hexafunctional (meth)acrylate compound. Specific examples of the polymerizable compound include the compounds described in paragraphs 0075 to 0083 of International Publication No. 2022 / 065215 and the compounds described in Taiwan Patent Application Publication No. 201832008.

[0270] Preferred polymerizable compounds include dipentaerythritol tri(meth)acrylate (commercially available product: KAYARAD D-330, manufactured by Nippon Kayaku Co., Ltd.), dipentaerythritol tetra(meth)acrylate (commercially available product: KAYARAD D-320, manufactured by Nippon Kayaku Co., Ltd.), dipentaerythritol penta(meth)acrylate (commercially available product: KAYARAD D-310, manufactured by Nippon Kayaku Co., Ltd.), dipentaerythritol hexa(meth)acrylate (commercially available products: KAYARAD DPHA, manufactured by Nippon Kayaku Co., Ltd., and NK Ester A-DPH-12E, manufactured by Shin-Nakamura Chemical Co., Ltd.), and compounds having a structure in which the (meth)acryloyl groups are bonded via an ethylene glycol and / or propylene glycol residue (for example, SR454 and SR499, commercially available from Sartomer).Examples of polymerizable compounds include diglycerin EO (ethylene oxide)-modified (meth)acrylate (commercially available product: M-460, manufactured by Toagosei Co., Ltd.), pentaerythritol tetraacrylate (NK Ester A-TMMT, manufactured by Shin-Nakamura Chemical Co., Ltd.), 1,6-hexanediol diacrylate (KAYARAD HDDA, manufactured by Nippon Kayaku Co., Ltd.), RP-1040 (manufactured by Nippon Kayaku Co., Ltd.), Aronix TO-2349 (manufactured by Toagosei Co., Ltd.), NK Oligo UA-7200 (manufactured by Shin-Nakamura Chemical Co., Ltd.), DPHA-40H (manufactured by Nippon Kayaku Co., Ltd.), UA-306H, UA-306T, UA-306I, AH-600, T-600, AI-600, LINC-202UA (manufactured by Kyoeisha Chemical Co., Ltd.), and 8UH-1 006, 8UH-1012 (all manufactured by Taisei Fine Chemical Co., Ltd.), Light Acrylate POB-A0 (manufactured by Kyoeisha Chemical Co., Ltd.), Aronix MT-3041, 3042 (manufactured by Toagosei Co., Ltd., polymerizable compounds containing amines), Aronix M-510, 520 (manufactured by Toagosei Co., Ltd., polymerizable compounds with acidic groups), Etercure 6361-100 (Eternal Examples of polymerizable compounds that can be used include EBECRYL80 (a tetrafunctional monomer containing an amine, manufactured by Daicel-Olknes Co., Ltd.), EBECRYL7100 (a bifunctional monomer containing an amine, manufactured by Daicel-Olknes Co., Ltd.), CN371NS (a bifunctional monomer containing an amine, manufactured by Arkema), HOA-MPL (2-acryloyloxyethyl-phthalic acid: manufactured by Kyoeisha Chemical Co., Ltd.), HOA-MPE (2-acryloyloxyethyl-2-hydroxyethyl-phthalic acid: manufactured by Kyoeisha Chemical Co., Ltd.), polymerizable compounds having a dendrimer structure or a hyperbranched structure described in JP 2023-043479 A, ​​polymerizable compounds described in JP 2023-529984 A, and polymerizable compounds described in WO 2023 / 190562.

[0271] As the polymerizable compound, a polymerizable compound having a fluorene skeleton can also be used. The polymerizable compound having a fluorene skeleton is preferably a bifunctional polymerizable compound. Examples of commercially available polymerizable compounds having a fluorene skeleton include OGSOL EA-0200 and EA-0300 (manufactured by Osaka Gas Chemicals Co., Ltd., (meth)acrylate monomers having a fluorene skeleton).

[0272] The content of the polymerizable compound in the total solid content of the colored curable composition is preferably 1% by mass to 35% by mass, more preferably 5% by mass to 30% by mass. The upper limit is preferably 25% by mass or less, more preferably 20% by mass or less. The lower limit is preferably 8% by mass or more, more preferably 10% by mass or more.

[0273] The colored curable composition may contain only one type of polymerizable compound, or may contain two or more types of polymerizable compounds. When two or more types of polymerizable compounds are contained, the total amount thereof is preferably within the above range.

[0274] <<Photopolymerization initiator>> The colored curable composition according to the present disclosure contains a photopolymerization initiator. The photopolymerization initiator is not particularly limited and can be appropriately selected from known photopolymerization initiators. For example, a compound having photosensitivity to light in the ultraviolet to visible region is preferred. The photopolymerization initiator is preferably a photoradical polymerization initiator.

[0275] Examples of the photopolymerization initiator include halogenated hydrocarbon derivatives (for example, compounds having a triazine skeleton, compounds having an oxadiazole skeleton, etc.), acylphosphine compounds, hexaarylbiimidazole compounds, oxime compounds, organic peroxides, thio compounds, ketone compounds, aromatic onium salts, α-hydroxyketone compounds, α-aminoketone compounds, and glyoxylate compounds. From the viewpoint of exposure sensitivity, the photopolymerization initiator is preferably a trihalomethyltriazine compound, a benzyl dimethyl ketal compound, an α-hydroxyketone compound, an α-aminoketone compound, an acylphosphine compound, a phosphine oxide compound, a metallocene compound, an oxime compound, a hexaarylbiimidazole compound, an onium compound, a benzothiazole compound, a benzophenone compound, an acetophenone compound, a cyclopentadiene-benzene-iron complex, a halomethyloxadiazole compound, a glyoxylate compound, or a 3-aryl-substituted coumarin compound, more preferably a compound selected from an oxime compound, an α-hydroxyketone compound, an α-aminoketone compound, and an acylphosphine compound, and even more preferably an oxime compound. Further, examples of the photopolymerization initiator include the compounds described in paragraphs 0065 to 0111 of JP 2014-130173 A, the compounds described in Japanese Patent No. 6301489 A, and the compounds described in the MATERIAL STAGE 37-60pp, Vol. 19, No. 3, 2019, the photopolymerization initiators described in WO 2018 / 221177, the photopolymerization initiators described in WO 2018 / 110179, the photopolymerization initiators described in JP 2019-043864 A, the photopolymerization initiators described in JP 2019-044030 A, the peroxide-based initiators described in JP 2019-167313 A, An aminoacetophenone-based initiator having an oxazolidine group described in JP-A-2020-055992, an oxime-based photopolymerization initiator described in JP-A-2013-190459, a polymer described in JP-A-2020-172619, a compound represented by formula 1 described in WO 2020 / 152120, a compound described in JP-A-2021-181406, a photopolymerization initiator described in JP-A-2022-013379,Compounds represented by formula (1) described in JP 2022-015747 A, fluorine-containing fluorene oxime ester photoinitiators described in JP 2021-507058 A, initiators described in Chinese Patent Application Publication No. 110764367, initiators described in JP 2022-518535 A, initiators described in WO 2021 / 175855, compounds described in Taiwan Patent Application Publication No. 202200534, JP 2022-015747 A compounds described in Korean Patent Publication No. 10-2017-0087330, compounds described in International Publication No. 2022 / 075452, oxime ester compounds described in Chinese Patent Application Publication No. 110066225, compounds described in Korean Patent Publication No. 10-2022-0076157, compounds having a triarylamine or N-arylcarbazole skeleton described in International Publication No. 2019 / 0 Compounds described in paragraphs 0042 to 0062 of Japanese Patent No. 13112, oxime ester-based photopolymerization initiators described in Korean Patent No. 7219378, photopolymerization initiators described in Korean Patent Publication No. 10-2021-0146174, photopolymerization initiators described in International Publication No. 2019 / 013112, photopolymerization initiators described in Japanese Patent Laid-Open No. 2023-033731, initiators described in Japanese Patent Publication No. 2022-515524, and Japanese Patent Publication No. 2023-517304. Examples of the initiators include those described in JP-A-2023-159489, those described in JP-A-2023-159487, those described in Taiwan Patent Publication No. 202336003, and those described in CN Patent Publication No. 113527138.

[0276] Specific examples of the hexaarylbiimidazole compound include 2,2',4-tris(2-chlorophenyl)-5-(3,4-dimethoxyphenyl)-4,5-diphenyl-1,1'-biimidazole.

[0277] Commercially available α-hydroxyketone compounds include Omnirad 184, Omnirad 1173, Omnirad 2959, Omnirad 127 (manufactured by IGM Resins BV), Irgacure 184, Irgacure 1173, Irgacure 2959, Irgacure 127 (manufactured by BASF), etc. Commercially available α-aminoketone compounds include Omnirad 907, Omnirad 369, Omnirad 369E, Omnirad 379EG (manufactured by IGM Resins BV), Irgacure 907, Irgacure 369, Irgacure 369E, Irgacure 379EG (manufactured by BASF), etc. Commercially available acylphosphine compounds include Omnirad 819 and Omnirad TPO (manufactured by IGM Resins BV), Irgacure 819 and Irgacure TPO (manufactured by BASF), etc. Commercially available glyoxylate compounds include Esacure 563 (manufactured by IGM Resins BV).

[0278] Examples of oxime compounds include the compounds described in paragraph 0142 of International Publication No. 2022 / 085485, the compounds described in Japanese Patent No. 5430746, the compounds described in Japanese Patent No. 5647738, the compounds represented by general formula (1) and the compounds described in paragraphs 0022 to 0024 of Japanese Patent Publication No. 2021-173858, the compounds represented by general formula (1) and the compounds described in paragraphs 0117 to 0120 of Japanese Patent Publication No. 2021-170089, and the like. Specific examples of oxime compounds include 3-benzoyloxyiminobutan-2-one, 3-acetoxyiminobutan-2-one, 3-propionyloxyiminobutan-2-one, 2-acetoxyiminopentan-3-one, 2-acetoxyimino-1-phenylpropan-1-one, 2-benzoyloxyimino-1-phenylpropan-1-one, 3-(4-toluenesulfonyloxy)iminobutan-2-one, 2-ethoxycarbonyloxyimino-1-phenylpropan-1-one, 1-[4-(phenylthio)phenyl]-3-cyclohexyl-propane-1,2-dione-2-(O-acetyloxime), etc. Commercially available products include Irgacure OXE01, Irgacure OXE02, Irgacure OXE03, Irgacure OXE04, Irgacure Examples of suitable oxime compounds include OXE05 (manufactured by BASF), TR-PBG-301, TR-PBG-304, TR-PBG-305, TR-PBG-309, TR-PBG-3054, TR-PBG-3057, TR-PBG-314, TR-PBG-327, TR-PBG-345, TR-PBG-346, TR-PBG-358, TR-PBG-365, TR-PBG-380, TR-PBG-610, TR-PBG-A, and TR-PBG-B (manufactured by TRONLY), and ADEKA OPTOMER N-1919 (manufactured by ADEKA Corporation; photopolymerization initiator 2 described in JP 2012-014052 A). It is also preferable to use, as the oxime compound, a compound that is not colorable or a compound that is highly transparent and does not easily discolor. Commercially available products include ADEKA Arcles NCI-730, NCI-831, and NCI-930 (all manufactured by ADEKA Corporation).

[0279] As the photopolymerization initiator, an oxime compound having a fluorene ring, an oxime compound having a skeleton in which at least one benzene ring of a carbazole ring is replaced with a naphthalene ring, an oxime compound having a fluorine atom, an oxime compound having a nitro group, an oxime compound having a benzofuran skeleton, an oxime compound in which a substituent having a hydroxy group is bonded to a carbazole skeleton, or a compound described in paragraphs 0143 to 0149 of WO 2022 / 085485 can also be used.

[0280] As the photopolymerization initiator, a compound represented by the formula OX-1 can also be used.

[0281] [ka]

[0282] In formula OX-1, X 1a represents a divalent linking group containing at least one ring selected from the group consisting of an aromatic ring and a heterocyclic ring, R 1a represents a hydrogen atom or an acyl group, R 2a represents an alkyl group or an aryl group, R 3a and R 4a each independently represents a hydrogen atom or an alkyl group, Alk 1 and Alk 2 each independently represents an alkyl group, R 3a and R 4a may be bonded to form a ring, Alk 1 and Alk 2 may be bonded to form a ring, n represents 0 or 1.

[0283] X in formula OX-1 1aExamples of the divalent linking group represented by include a divalent aromatic ring group, a divalent heterocyclic group, a divalent group in which two or more aromatic rings are linked via a single bond or a linking group, a divalent group in which two or more heterocycles are linked via a single bond or a linking group, and a divalent group in which an aromatic ring and a heterocycle are linked via a single bond or a linking group. Examples of the linking group that links the above aromatic rings, heterocyclic groups, or aromatic rings and heterocycles include -CH2-, -O-, -CO-, -S-, -NR x - and combinations thereof. x represents a hydrogen atom, an alkyl group, an alkenyl group, an alkynyl group, an aryl group, or a heterocyclic group.

[0284] X in formula OX-1 1a is preferably a group represented by any one of formulas X-1 to X-13, more preferably a group represented by formula X-1, X-2, X-4, X-6 or X-8, and further preferably a group represented by formula X-2 or X-6. [ka]

[0285] R in the formula X1 ~R X9 each independently represents a hydrogen atom, an alkyl group, an alkenyl group, an alkynyl group, an aryl group, or a heterocyclic group, and * represents a bond.

[0286] R X1 ~R X9 The number of carbon atoms in the alkyl group represented by is preferably 1 to 15, and more preferably 1 to 10. The alkyl group may be linear, branched, or cyclic. The alkyl group may have a substituent. Examples of the substituent include a halogen atom, an aryl group, and a heterocyclic group.

[0287] R X1 ~R X9 The number of carbon atoms in the alkenyl group represented by is preferably 2 to 15, more preferably 2 to 10. The alkenyl group may be linear, branched or cyclic. The alkenyl group may have a substituent, such as a halogen atom, an aryl group, or a heterocyclic group.

[0288] R X1 ~R X9 The number of carbon atoms in the alkynyl group represented by is preferably 2 to 15, more preferably 2 to 10. The alkynyl group may be linear, branched or cyclic. The alkynyl group may have a substituent, such as a halogen atom, an aryl group, or a heterocyclic group.

[0289] R X1 ~R X9 The number of carbon atoms in the aryl group represented by is preferably 6 to 20, more preferably 6 to 12, still more preferably 6 to 10, and particularly preferably 6. The aryl group may have a substituent. Examples of the substituent include a halogen atom, an alkyl group, an alkenyl group, an alkynyl group, and a heterocyclic group.

[0290] R X1 ~R X9 The heterocyclic group represented by is preferably a 5-membered or 6-membered ring. The heteroatoms contained in the heterocyclic group are preferably oxygen, nitrogen, or sulfur atoms. The number of heteroatoms contained in the heterocyclic group is preferably 1 to 3. The heterocyclic group may have a substituent. Examples of the substituent include a halogen atom, an alkyl group, an alkenyl group, an alkynyl group, and an aryl group.

[0291] R in formula (OX-1) 1a represents a hydrogen atom or an acyl group, and is preferably an acyl group. R 1a The acyl group represented by is -C(O)-R 101 It is preferable that the group is a group represented by the following formula: R 101 represents an aryl group or a heterocyclic group, and is preferably an aryl group.

[0292] R 101The number of carbon atoms in the aryl group represented by R is preferably 6 to 20, and more preferably 6 to 12. The aryl group may have a substituent. Examples of the substituent include a halogen atom, an alkyl group, an alkenyl group, an alkynyl group, and a heterocyclic group. 101 The aryl group represented by is preferably a phenyl group, a methylphenyl group or a naphthyl group, more preferably a methylphenyl group or a naphthyl group.

[0293] R 101 The heterocyclic group represented by is preferably a 5-membered or 6-membered ring. The heteroatoms contained in the heterocyclic group are preferably oxygen, nitrogen, or sulfur atoms. The number of heteroatoms contained in the heterocyclic group is preferably 1 to 3. The heterocyclic group may have a substituent. Examples of the substituent include a halogen atom, an alkyl group, an alkenyl group, an alkynyl group, and an aryl group.

[0294] R in formula (OX-1) 2a represents an alkyl group or an aryl group, and is preferably an alkyl group because the reactivity of the generated radical is high. R 2a The number of carbon atoms in the alkyl group represented by R is preferably 1 to 15, more preferably 1 to 10, even more preferably 1 to 5, and even more preferably 1 to 3. The alkyl group may be linear, branched, or cyclic, but is preferably linear or branched, and more preferably linear. The alkyl group may have a substituent, but is preferably an unsubstituted alkyl group. R 2a The alkyl group represented by is preferably an unsubstituted linear or branched alkyl group, and more preferably an unsubstituted linear alkyl group. R 2a The number of carbon atoms in the aryl group represented by is preferably 6 to 20, more preferably 6 to 12, still more preferably 6 to 10, and particularly preferably 6. The aryl group may have a substituent, but is preferably an unsubstituted aryl group.

[0295] R in formula (OX-1) 3a and R 4aeach independently represents a hydrogen atom or an alkyl group, and is preferably a hydrogen atom. R 3a and R 4a The number of carbon atoms in the alkyl group represented by is preferably 1 to 15, more preferably 1 to 10, even more preferably 1 to 5, and even more preferably 1 to 3. The alkyl group may be linear, branched, or cyclic, but is preferably linear or branched, and more preferably linear. The alkyl group may have a substituent, but is preferably an unsubstituted alkyl group. R 3a and R 4a may be bonded to form a ring. The ring formed is preferably a 5- or 6-membered ring, and more preferably a 5- or 6-membered aliphatic hydrocarbon ring.

[0296] Alk of formula (OX-1) 1 and Alk 2 each independently represents an alkyl group. The number of carbon atoms in the alkyl group is preferably 1 to 15, more preferably 1 to 10, even more preferably 1 to 5, and even more preferably 1 to 3. The alkyl group may be linear, branched, or cyclic, but is preferably linear or branched, and more preferably linear. The alkyl group may have a substituent, but is preferably an unsubstituted alkyl group. Alk 1 and Alk 2 may be bonded to form a ring, and preferably form a ring. The ring formed is preferably a 5- or 6-membered ring, more preferably a 5- or 6-membered aliphatic hydrocarbon ring, and more preferably a cyclopentane ring or a cyclohexane ring.

[0297] In formula (OX-1), n ​​represents 0 or 1, and is preferably 0.

[0298] Specific examples of the compound represented by formula (OX-1) include the compounds described in paragraphs 0092 to 0096 of JP-A No. 2012-113104 and the compound described in paragraph 0041 of JP-A No. 2012-189997.

[0299] As the photopolymerization initiator, a compound represented by formula (OX-2) can also be used.

[0300] [ka]

[0301] In formula (OX-2), R 1b and R 2b each independently represents a substituent, R 3b ~R 7b each independently represents a hydrogen atom or a substituent, Ar 1b represents an aromatic ring group or a heterocyclic group which may have a substituent; n represents 0 or 1;

[0302] R 1b and R 2b Examples of the substituent represented by include an alkyl group and an aryl group, and an alkyl group is preferred. The alkyl group preferably has 1 to 15 carbon atoms, and more preferably 1 to 10. The alkyl group may be linear, branched, or cyclic. The alkyl group may have a substituent. Examples of the substituent include a halogen atom, an aryl group, an alkenyl group, an alkynyl group, and a heterocyclic group. The aryl group preferably has 6 to 20 carbon atoms, more preferably 6 to 12, still more preferably 6 to 10, and particularly preferably 6. The aryl group may have a substituent. Examples of the substituent include a halogen atom, an alkyl group, an alkenyl group, an alkynyl group, and a heterocyclic group.

[0303] R 3b ~R 7b Examples of the substituent represented by include a halogen atom, an alkyl group, and an aryl group. Examples of the alkyl group and aryl group include those described above. R 3b~R 7b is preferably a hydrogen atom.

[0304] Ar 1b represents an aromatic ring group or a heterocyclic group which may have a substituent, Ar 1b is preferably an aromatic ring group which may have a substituent. The aromatic ring group is preferably a benzene ring group or a naphthalene ring group, and more preferably a benzene ring group. Examples of the substituent include a halogen atom, an alkyl group, an alkoxy group, an aryl group, an aryloxy group, an alkylthio group, an arylthio group, a nitro group, and an acyl group, and an acyl group is preferred. Examples of the acyl group include the acyl groups described above.

[0305] As the photopolymerization initiator, a compound represented by formula (OX-3) can also be used.

[0306] [ka]

[0307] In formula (OX-3), Ar 1c represents a (k+m+1)-valent aromatic ring group or a (k+m+1)-valent heterocyclic group, Ar 2c represents a (k+2)-valent aromatic ring group or a (k+2)-valent heterocyclic group, R 1c ~R 3c each independently represents a substituent, L 1c is a single bond or CR 11c R 12c represents R 11c and R 12c each independently represents a hydrogen atom, an alkyl group, or an aryl group; X 1c represents -CH2-, -O- or -S-; k represents 0 or 1; m represents an integer of 0 to 4; and n represents 0 or 1.

[0308] R 1c and R2c Examples of the substituent represented by include an alkyl group and an aryl group, and an alkyl group is preferred. The alkyl group preferably has 1 to 15 carbon atoms, and more preferably 1 to 10. The alkyl group may be linear, branched, or cyclic. The alkyl group may have a substituent. Examples of the substituent include a halogen atom, an aryl group, an alkenyl group, an alkynyl group, and a heterocyclic group. The aryl group preferably has 6 to 20 carbon atoms, more preferably 6 to 12, still more preferably 6 to 10, and particularly preferably 6. The aryl group may have a substituent. Examples of the substituent include a halogen atom, an alkyl group, an alkenyl group, an alkynyl group, and a heterocyclic group. R 2c is preferably an alkyl group having a branched or cyclic structure.

[0309] R 3c Examples of the substituent represented by include a halogen atom, an alkyl group, an alkoxy group, an aryl group, an aryloxy group, and an acyl group, and an acyl group is preferred. Examples of the acyl group include the acyl groups described above.

[0310] L 1c is a single bond or CR 11c R 12c represents R 11c and R 12c R each independently represents a hydrogen atom, an alkyl group, or an aryl group. 11c and R 12c The alkyl and aryl groups in R 1c and R 2c When k is 1, L 1c is preferably a single bond.

[0311] X 1c represents -CH2-, -O- or -S-, and is preferably -O- or -S-.

[0312] Ar 1crepresents a (k+m+1)-valent aromatic ring group or a (k+m+1)-valent heterocyclic group, and is preferably a (k+m+1)-valent aromatic ring group. The aromatic ring group is preferably a benzene ring group or a naphthalene ring group, and more preferably a benzene ring group.

[0313] Ar 2c represents a (k+2)-valent aromatic ring group or a (k+2)-valent heterocyclic group, and is preferably a (k+2)-valent aromatic ring group. The aromatic ring group is preferably a benzene ring group or a naphthalene ring group, and more preferably a benzene ring group.

[0314] k represents 0 or 1, and is preferably 0. m represents an integer of 0 to 4, preferably 0 or 1, and more preferably 1. n represents 0 or 1, and is preferably 0.

[0315] Specific examples of the oxime compound include the compounds shown below.

[0316] [ka]

[0317] [ka]

[0318] [ka]

[0319] [ka]

[0320] [ka]

[0321] The oxime compound is preferably a compound having a maximum absorption wavelength in the wavelength range of 350 to 500 nm, more preferably a compound having a maximum absorption wavelength in the wavelength range of 360 to 480 nm. Furthermore, from the viewpoint of sensitivity, the molar absorption coefficient of the oxime compound at a wavelength of 365 nm or 405 nm is preferably high, more preferably 1,000 to 300,000, even more preferably 2,000 to 300,000, and particularly preferably 5,000 to 200,000. The molar absorption coefficient of the compound can be measured using a known method. For example, it is preferable to measure using a spectrophotometer (Varian Cary-5 spectrophotometer) at a concentration of 0.01 g / L using ethyl acetate as a solvent.

[0322] As the photopolymerization initiator, a bifunctional or trifunctional or higher functional photoradical polymerization initiator may be used. By using such a photoradical polymerization initiator, two or more radicals are generated from one molecule of the photoradical polymerization initiator, thereby obtaining good sensitivity. Furthermore, when a compound with an asymmetric structure is used, crystallinity is reduced and solubility in solvents is improved, making it less likely to precipitate over time, thereby improving the stability of the colored curable composition over time. Specific examples of bifunctional or trifunctional or higher functional photoradical polymerization initiators include the compounds described in paragraph 0148 of WO 2022 / 065215.

[0323] The content of the polymerization initiator in the total solid content of the colored curable composition is preferably 0.1% by mass to 30% by mass. The lower limit is preferably 0.5% by mass or more, and more preferably 1% by mass or more. The upper limit is preferably 20% by mass or less, and more preferably 15% by mass or less. In the colored curable composition, only one type of polymerization initiator may be used, or two or more types may be used. When two or more types are used, the total amount thereof is preferably within the above range.

[0324] <<Polyalkyleneoxy compounds>> The colored curable composition according to the present disclosure preferably contains a polyalkyleneoxy compound. Examples of the polyalkyleneoxy compound include compounds represented by formula (PAO-1). [ka]

[0325] In formula (PAO-1), R ao1 and R ao2 each independently represents a hydrogen atom, an alkyl group having 1 to 6 carbon atoms, an aryl group having 6 to 12 carbon atoms, a group having 1 to 6 carbon atoms containing an acid group, or a group having 1 to 6 carbon atoms containing an amino group; X ao1 represents a linear or branched alkylene group, n represents an integer of 1 or more, and when n is 2 or more, a plurality of X ao1 may be the same or different.

[0326] R ao1 and R ao2 The number of carbon atoms in the alkyl group represented by is preferably 1 to 3, more preferably 1 or 2. The alkyl group is preferably a methyl group or an ethyl group, more preferably a methyl group.

[0327] R ao1 and R ao2 The aryl group having 6 to 12 carbon atoms represented by is preferably a phenyl group or a naphthyl group, more preferably a phenyl group.

[0328] R ao1 and R ao2 With regard to the group having 1 to 6 carbon atoms containing an acid group represented by the formula:

[0329] R ao1 and R ao2 The amino group having 1 to 6 carbon atoms is represented by the formula: 1 Ra 2 Examples are those expressed as Ra 1 and Ra 2each independently represents a hydrogen atom or an alkyl group having 1 to 3 carbon atoms.

[0330] R ao1 and R ao2 are preferably each independently a hydrogen atom or an alkyl group having 1 to 6 carbon atoms. ao1 and R ao2 In another preferred embodiment, one of R is a hydrogen atom, and the other is a hydrogen atom or an alkyl group having 1 to 6 carbon atoms (preferably a hydrogen atom). ao1 and R ao2 At least one of the groups is an alkyl group (preferably a methyl group).

[0331] X ao1 represents a linear or branched alkylene group, and is preferably a linear alkylene group. The alkylene group preferably has 1 to 5 carbon atoms, and more preferably 1 to 3 carbon atoms. X ao1 is preferably an ethylene group.

[0332] If n is 2 or more, multiple X ao1 may be the same or different, but are preferably the same. ao1 At least one of X is preferably an ethylene group; ao1 is more preferably an ethylene group.

[0333] In formula (PAO-1), n ​​represents an integer of 1 or greater. The upper limit of n is preferably 500 or less, more preferably 50 or less, and even more preferably 15 or less. The lower limit of n is preferably 2 or more, and more preferably 4 or more.

[0334] The molecular weight of the polyalkyleneoxy compound is preferably 100 to 30,000, more preferably 100 to 10,000, even more preferably 100 to 5,000, and particularly preferably 150 to 2,000. The upper limit of the molecular weight is preferably 1,000 or less, more preferably 800 or less, and even more preferably 500 or less. In this specification, the molecular weight of the polyalkyleneoxy compound refers to the value calculated from the structural formula of the polyalkyleneoxy compound when the molecular weight can be calculated from the structural formula, or the number average molecular weight when calculation from the structural formula is difficult. The number average molecular weight of the polyalkyleneoxy compound is a polystyrene-equivalent value measured by GPC (gel permeation chromatography) method.

[0335] The boiling point of the polyalkyleneoxy compound is preferably 150 to 1000°C, more preferably 250 to 900°C, further preferably 300 to 800°C, and particularly preferably 320 to 700°C.

[0336] Specific examples of the polyalkyleneoxy compound include polyethylene glycol 200, polyethylene glycol 400, polyethylene glycol 1000, polyethylene glycol 20000, polyethylene glycol monomethyl ether 550, polyethylene glycol dimethyl ether 550, diethylene glycol monoethyl ether, triethylene glycol monoethyl ether, ethylene glycol monobutyl ether, triethylene glycol monobutyl ether, polypropylene glycol 400, dipropylene glycol monobutyl ether, tripropylene glycol monobutyl ether, diethylene glycol monophenyl ether, (2-butoxyethoxy)acetic acid, and 2-[2-(2-aminoethoxy)ethoxy]ethanol.

[0337] The content of the polyalkyleneoxy compound in the colored curable composition is preferably 0.01% by mass to 5.0% by mass. The upper limit is preferably 2.0% by mass or less, more preferably 1.5% by mass or less, and even more preferably 1.0% by mass or less. The lower limit is preferably 0.05% by mass or more. Only one type of polyalkyleneoxy compound may be used, or two or more types may be used. When two or more types are used, the total amount thereof is preferably within the above range.

[0338] <<Compounds with cyclic ether groups>> The colored curable composition according to the present disclosure may contain a compound having a cyclic ether group. Examples of the cyclic ether group include an epoxy group and an oxetanyl group. The epoxy group may be an alicyclic epoxy group. The alicyclic epoxy group refers to a monovalent functional group having a cyclic structure in which an epoxy ring and a saturated hydrocarbon ring are condensed. The compound having a cyclic ether group is preferably a compound having an epoxy group (hereinafter also referred to as an epoxy compound). Examples of the epoxy compound include compounds having one or more epoxy groups in one molecule, and compounds having two or more epoxy groups are preferred. The epoxy compound is preferably a compound having 1 to 100 epoxy groups in one molecule. The upper limit of the number of epoxy groups contained in the epoxy compound can be, for example, 10 or less, or 5 or less. The lower limit of the number of epoxy groups contained in the epoxy compound is preferably 2 or more.

[0339] Examples of compounds having a cyclic ether group that can be used include the compounds described in paragraphs 0034 to 0036 of JP 2013-011869 A, paragraphs 0147 to 0156 of JP 2014-043556 A, paragraphs 0085 to 0092 of JP 2014-089408 A, and the compounds described in JP 2017-179172 A.

[0340] The compound having a cyclic ether group may be a low molecular weight compound (for example, a molecular weight of less than 2000, or even less than 1000) or a high molecular weight compound (macromolecule) (for example, a molecular weight of 1000 or more, and in the case of a polymer, a weight average molecular weight of 1000 or more). The weight average molecular weight of the compound having a cyclic ether group is preferably 200 to 100,000, and more preferably 500 to 50,000. The upper limit of the weight average molecular weight is preferably 10,000 or less, more preferably 5,000 or less, and even more preferably 3,000 or less.

[0341] Commercially available compounds having a cyclic ether group include, for example, EHPE3150 (manufactured by Daicel Corporation), EPICLON N-695 (manufactured by DIC Corporation), Marproof G-0150M, G-0105SA, G-0130SP, G-0250SP, G-1005S, G-1005SA, G-1010S, G-2050M, G-01100, and G-01758 (all manufactured by NOF Corporation, epoxy group-containing polymers).

[0342] The content of the compound having a cyclic ether group in the total solid content of the colored curable composition is preferably 0.1 to 20% by mass. The lower limit is preferably 0.5% by mass or more, and more preferably 1% by mass or more. The upper limit is preferably 15% by mass or less, and more preferably 10% by mass or less. Only one type of compound having a cyclic ether group may be used, or two or more types may be used. When two or more types are used, the total amount thereof preferably falls within the above range.

[0343] <<Pigment derivatives>> The colored curable composition according to the present disclosure may contain a pigment derivative. The pigment derivative is used, for example, as a dispersing aid. A dispersing aid is a material that enhances the dispersibility of a pigment or the like in the colored curable composition.

[0344] Examples of the pigment derivative include a compound having at least one structure selected from the group consisting of a dye structure and a triazine structure, and an acid group or a basic group.

[0345] Examples of the dye structure include a quinoline dye structure, a benzimidazolone dye structure, a benzisoindole dye structure, a benzothiazole dye structure, an iminium dye structure, a squarylium dye structure, a croconium dye structure, an oxonol dye structure, a pyrrolopyrrole dye structure, a diketopyrrolopyrrole dye structure, an azo dye structure, an azomethine dye structure, a phthalocyanine dye structure, a naphthalocyanine dye structure, an anthraquinone dye structure, a quinacridone dye structure, a dioxazine dye structure, a perinone dye structure, a perylene dye structure, a thiazineindigo dye structure, a thioindigo dye structure, an isoindoline dye structure, an isoindolinone dye structure, a quinophthalone dye structure, a dithiol dye structure, a triarylmethane dye structure, and a pyrromethene dye structure.

[0346] Examples of the acid group possessed by the pigment derivative include a carboxy group, a sulfo group, a phosphate group, a boronic acid group, an imidic acid group, and salts thereof. Examples of the atom or atomic group constituting the salt include an alkali metal ion (Li + , Na + , K. + etc.), alkaline earth metal ions (Ca 2+ , Mg 2+ Examples of the imide acid group include -SO2NHSO2R X1 , -CONHSO2R X2 , -CONHCOR X3 or -SO2NHCOR X4 is preferred, -SO2NHSO2R X1 , -CONHSO2R X2 , or -SO2NHCOR X4 is more preferred, -SO2NHSO2R X1 or -CONHSO2R X2 is more preferred. X1 ~R X4 R each independently represents an alkyl group or an aryl group. X1 ~R X4The alkyl group and aryl group represented by R may have a substituent. The substituent is preferably a halogen atom, and more preferably a fluorine atom. X1 ~R X4 are each independently preferably an alkyl group containing a fluorine atom or an aryl group containing a fluorine atom, and more preferably an alkyl group containing a fluorine atom. The number of carbon atoms in the alkyl group containing a fluorine atom is preferably 1 to 10, more preferably 1 to 5, and even more preferably 1 to 3. The number of carbon atoms in the aryl group containing a fluorine atom is preferably 6 to 20, more preferably 6 to 12, and even more preferably 6.

[0347] Examples of basic groups possessed by the pigment derivative include an amino group, a pyridinyl group and its salts, an ammonium salt, and a phthalimidomethyl group. Examples of atoms or atomic groups constituting the salts include a hydroxide ion, a halogen ion, a carboxylate ion, a sulfonate ion, and a phenoxide ion.

[0348] The amino group is -NR x11 R x12 and a cyclic amino group.

[0349] -NR x11 R x12 In the group represented by x11 and R x12 are each independently a hydrogen atom, an alkyl group, or an aryl group, and are preferably an alkyl group. That is, the amino group is preferably a dialkylamino group. The alkyl group preferably has 1 to 10 carbon atoms, more preferably 1 to 5, and even more preferably 1 to 3. The alkyl group may be linear, branched, or cyclic, but is preferably linear or branched, and more preferably linear. The alkyl group may have a substituent. The aryl group preferably has 6 to 30 carbon atoms, more preferably 6 to 20, and even more preferably 6 to 12. The aryl group may have a substituent.

[0350] Examples of the cyclic amino group include a pyrrolidine group, a piperidine group, a piperazine group, a morpholine group, etc. These groups may further have a substituent.

[0351] Pigment derivatives with excellent visible transparency (hereinafter referred to as transparent pigment derivatives) can also be used. The maximum molar absorption coefficient (εmax) of transparent pigment derivatives in the wavelength range of 400 to 700 nm is 3000 L·mol -1 ·cm -1 It is preferable that the concentration is less than 1000 L·mol -1 ·cm -1 It is more preferable that it is less than 100 L·mol -1 ·cm -1 The lower limit of εmax is, for example, 1 L mol -1 ·cm -1 is greater than or equal to 10 L mol -1 ·cm -1 More than that is fine.

[0352] Specific examples of pigment derivatives include the compounds described in the examples below, the compounds described in paragraph 0124 of WO 2022 / 085485, the benzimidazolone compounds or salts thereof described in JP 2018-168244 A, the compounds having an isoindoline skeleton described in general formula (1) of Japanese Patent No. 6996282, the compounds described in JP 2019-172968 A, and the compounds described in the specification of Chinese Patent Application Publication No. 115124889.

[0353] When the colored curable composition according to the present disclosure contains a pigment derivative, the content of the pigment derivative in the total solid content of the colored curable composition is preferably 0.3% by mass to 20% by mass. The lower limit is preferably 0.6% by mass or more, and more preferably 0.9% by mass or more. The upper limit is preferably 15% by mass or less, more preferably 12.5% ​​by mass or less, and even more preferably 10% by mass or less. The content of the pigment derivative is preferably 1 to 30 parts by mass per 100 parts by mass of the pigment. The lower limit is preferably 2 parts by mass or more, and more preferably 3 parts by mass or more. The upper limit is preferably 25 parts by mass or less, more preferably 20 parts by mass or less, and even more preferably 15 parts by mass or less. The colored curable composition according to the present disclosure may contain only one type of pigment derivative, or may contain two or more types. When two or more types of pigment derivatives are contained, the total amount thereof is preferably within the above range.

[0354] <<Polyalkyleneimine>> The colored curable composition according to the present disclosure may also contain a polyalkyleneimine. The polyalkyleneimine is used, for example, as a dispersing aid for pigments. The polyalkyleneimine is a polymer obtained by ring-opening polymerization of an alkyleneimine. The polyalkyleneimine is preferably a polymer having a branched structure containing a primary amino group, a secondary amino group, and a tertiary amino group. The alkyleneimine preferably has 2 to 6 carbon atoms, more preferably 2 to 4 carbon atoms, even more preferably 2 or 3 carbon atoms, and particularly preferably 2 carbon atoms.

[0355] The molecular weight of the polyalkyleneimine is preferably 200 or more, more preferably 250 or more. The upper limit is preferably 100,000 or less, more preferably 50,000 or less, even more preferably 10,000 or less, and particularly preferably 2,000 or less. Regarding the molecular weight value of the polyalkyleneimine, if the molecular weight can be calculated from the structural formula, the molecular weight of the polyalkyleneimine is the value calculated from the structural formula. On the other hand, if the molecular weight of the specific amine compound cannot be calculated from the structural formula or calculation is difficult, the number average molecular weight value measured by boiling point elevation method is used. If the number average molecular weight cannot be measured by boiling point elevation method or measurement is difficult, the number average molecular weight value measured by viscosity method is used. If the number average molecular weight cannot be measured by viscosity method or measurement by viscosity method is difficult, the number average molecular weight value measured in terms of polystyrene by GPC (gel permeation chromatography) method is used.

[0356] The amine value of the polyalkyleneimine is preferably 5 mmol / g or more, more preferably 10 mmol / g or more, and even more preferably 15 mmol / g or more.

[0357] Specific examples of alkyleneimines include ethyleneimine, propyleneimine, 1,2-butyleneimine, and 2,3-butyleneimine, with ethyleneimine or propyleneimine being preferred, and ethyleneimine being more preferred. The polyalkyleneimine is particularly preferably polyethyleneimine. Furthermore, the polyethyleneimine preferably contains primary amino groups in an amount of 10 mol% or more, more preferably 20 mol% or more, and even more preferably 30 mol% or more, based on the total of primary amino groups, secondary amino groups, and tertiary amino groups. Commercially available polyethyleneimines include Epomin SP-003, SP-006, SP-012, SP-018, SP-200, and P-1000 (all manufactured by Nippon Shokubai Co., Ltd.).

[0358] The content of the polyalkyleneimine in the total solid content of the colored curable composition is preferably 0.1% by mass to 5% by mass. The lower limit is preferably 0.2% by mass or more, more preferably 0.5% by mass or more, and even more preferably 1% by mass or more. The upper limit is preferably 4.5% by mass or less, more preferably 4% by mass or less, and even more preferably 3% by mass or less. The content of the polyalkyleneimine is preferably 0.5 to 20 parts by mass relative to 100 parts by mass of the pigment. The lower limit is preferably 0.6 parts by mass or more, more preferably 1 part by mass or more, and even more preferably 2 parts by mass or more. The upper limit is preferably 10 parts by mass or less, and even more preferably 8 parts by mass or less. Only one type of polyalkyleneimine may be used, or two or more types may be used. When two or more types are used, the total amount thereof is preferably within the above range.

[0359] <<Silane coupling agents>> The colored curable composition according to the present disclosure may contain a silane coupling agent. Examples of the silane coupling agent include silane compounds having a hydrolyzable group, and preferably a silane compound having both a hydrolyzable group and another functional group. The hydrolyzable group refers to a substituent that is directly bonded to a silicon atom and can form a siloxane bond by at least one of a hydrolysis reaction and a condensation reaction. Examples of the hydrolyzable group include a halogen atom, an alkoxy group, and an acyloxy group, with an alkoxy group being preferred. That is, the silane coupling agent is preferably a compound having an alkoxysilyl group. Examples of functional groups other than the hydrolyzable group include a vinyl group, a (meth)allyl group, a (meth)acryloyl group, a mercapto group, an epoxy group, an oxetanyl group, an amino group, a ureido group, a sulfide group, an isocyanate group, and a phenyl group, with an amino group, a (meth)acryloyl group, and an epoxy group being preferred. Specific examples of the silane coupling agent include the compounds described in paragraph 0177 of WO 2022 / 085485 and the compounds described in JP 2019-183020 A.

[0360] The content of the silane coupling agent in the total solid content of the colored curable composition is preferably 0.01% by mass to 15% by mass. The upper limit is preferably 10% by mass or less, more preferably 5% by mass or less. The lower limit is preferably 0.5% by mass or more, more preferably 1% by mass or more. The silane coupling agent may be one type, or two or more types. When two or more types are used, the total amount preferably falls within the above range.

[0361] <<Solvent>> The colored curable composition according to the present disclosure preferably contains a solvent. Examples of the solvent include organic solvents. The type of solvent is not particularly limited as long as it satisfies the solubility of each component and the coatability of the composition. Examples of organic solvents include ester-based solvents, ketone-based solvents, alcohol-based solvents, amide-based solvents, ether-based solvents, and hydrocarbon-based solvents. For details of these, please refer to paragraph 0223 of WO 2015 / 166779, the contents of which are incorporated herein by reference. Furthermore, ester-based solvents substituted with a cyclic alkyl group and ketone-based solvents substituted with a cyclic alkyl group can also be preferably used. Specific examples of organic solvents include polyethylene glycol monomethyl ether, dichloromethane, methyl 3-ethoxypropionate, ethyl 3-ethoxypropionate, ethyl cellosolve acetate, ethyl lactate, diethylene glycol dimethyl ether, butyl acetate, methyl 3-methoxypropionate, 2-heptanone, 2-pentanone, 3-pentanone, 4-heptanone, cyclohexanone, 2-methylcyclohexanone, 3-methylcyclohexanone, 4-methylcyclohexanone, cycloheptanone, cyclooctanone, cyclohexyl acetate, cyclopentanone, ethyl carbitol acetate, butyl carbitol acetate, propylene glycol monomethyl ether ... Examples of suitable methyl alcohols include ethylene glycol monomethyl ether acetate, 3-methoxy-N,N-dimethylpropanamide, 3-butoxy-N,N-dimethylpropanamide, propylene glycol diacetate, 3-methoxybutanol, methyl ethyl ketone, gamma butyrolactone, sulfolane, anisole, 1,4-diacetoxybutane, diethylene glycol monoethyl ether acetate, butane-1,3-diyl diacetate, dipropylene glycol methyl ether acetate, diacetone alcohol (also known as diacetone alcohol or 4-hydroxy-4-methyl-2-pentanone), 2-methoxypropyl acetate, 2-methoxy-1-propanol, and isopropyl alcohol.However, it may be better to reduce the amount of aromatic hydrocarbons (benzene, toluene, xylene, ethylbenzene, etc.) used as organic solvents for environmental reasons (for example, the amount can be reduced to 50 ppm by mass (parts per million) or less, 10 ppm by mass or less, or 1 ppm by mass or less, relative to the total amount of organic solvents).

[0362] The metal content of the organic solvent is preferably low. The metal content of the organic solvent is preferably, for example, 10 parts per billion (ppb) by mass or less. If necessary, organic solvents with metal contents at the ppt (parts per trillion) by mass level may be used. Such organic solvents are provided, for example, by Toyo Gosei Co., Ltd. (The Chemical Daily, November 13, 2015).

[0363] Methods for removing impurities such as metals from organic solvents include, for example, distillation (molecular distillation, thin-film distillation, etc.) and filtration using a filter. The pore size of the filter used for filtration is preferably 10 μm or less, more preferably 5 μm or less, and even more preferably 3 μm or less. The filter material is preferably polytetrafluoroethylene, polyethylene, or nylon.

[0364] The organic solvent may contain isomers (compounds with the same number of atoms but different structures), and may contain only one type of isomer or multiple types of isomers.

[0365] The organic solvent preferably has a peroxide content of 0.8 mmol / L or less, and more preferably contains substantially no peroxide.

[0366] The content of the solvent in the colored curable composition is preferably from 10 to 95% by mass, more preferably from 20 to 90% by mass, and even more preferably from 30 to 90% by mass.

[0367] From the viewpoint of environmental regulations, the colored curable composition according to the present disclosure preferably contains substantially no environmentally restricted substances. In the present disclosure, "substantially no environmentally restricted substances" means that the content of environmentally restricted substances in the colored curable composition is 50 ppm by mass or less, preferably 30 ppm by mass or less, more preferably 10 ppm by mass or less, and particularly preferably 1 ppm by mass or less. Examples of environmentally restricted substances include benzene; alkylbenzenes such as toluene and xylene; and halogenated benzenes such as chlorobenzene. These substances are registered as environmentally restricted substances under the REACH (Registration Evaluation Authorization and Restriction of Chemicals) regulations, the PRTR (Pollutant Release and Transfer Register) Act, and the VOC (Volatile Organic Compounds) regulations, and their usage amounts and handling methods are strictly regulated. These compounds may be used as solvents when producing components used in the colored curable composition, and may be mixed into the colored curable composition as residual solvents. From the viewpoints of human safety and environmental considerations, it is preferable to reduce the content of these substances as much as possible. Examples of methods for reducing environmentally regulated substances include heating or reducing the pressure in the system to a temperature above the boiling point of the environmentally regulated substance, thereby distilling off the environmentally regulated substance from the system. When distilling off a small amount of an environmentally regulated substance, it is also useful to perform azeotropy with a solvent having a boiling point similar to that of the solvent in question in order to increase efficiency. When a radically polymerizable compound is contained, a polymerization inhibitor or the like may be added prior to distillation under reduced pressure to prevent intermolecular crosslinking due to the progression of a radical polymerization reaction during distillation under reduced pressure. These distillation methods can be used at any stage, such as the stage of raw materials, the stage of a product obtained by reacting the raw materials (e.g., a resin solution or a polyfunctional monomer solution after polymerization), or the stage of a colored curable composition prepared by mixing these compounds.

[0368] <<Polymerization inhibitor>> The colored curable composition according to the present disclosure may contain a polymerization inhibitor. Examples of the polymerization inhibitor include hydroquinone, p-methoxyphenol, di-tert-butyl-p-cresol, pyrogallol, tert-butylcatechol, benzoquinone, 4,4'-thiobis(3-methyl-6-tert-butylphenol), 2,2'-methylenebis(4-methyl-6-t-butylphenol), N-nitrosophenylhydroxyamine salts (ammonium salts, cerous salts, etc.), and 2,2,6,6-tetramethylpiperidine 1-oxyl. Among these, p-methoxyphenol is preferred. The content of the polymerization inhibitor in the total solid content of the colored curable composition is preferably 0.0001% by mass to 5% by mass. One type of polymerization inhibitor may be used alone, or two or more types may be used. When two or more types are used, the total amount is preferably within the above range.

[0369] <<Surfactants>> The colored curable composition according to the present disclosure may contain a surfactant. As the surfactant, various surfactants such as a fluorine-based surfactant, a nonionic surfactant, a cationic surfactant, an anionic surfactant, and a silicone-based surfactant can be used. The surfactant is preferably a silicone-based surfactant or a fluorine-based surfactant, and more preferably a silicone-based surfactant. For details of the surfactant, reference can be made to the surfactants described in paragraphs 0238 to 0245 of WO 2015 / 166779, the contents of which are incorporated herein by reference.

[0370] As the fluorine-based surfactant, the compounds described in paragraphs 0167 to 0173 of WO 2022 / 085485 can be used.

[0371] Examples of nonionic surfactants include the compounds described in paragraph 0174 of WO 2022 / 085485.

[0372] Examples of silicone surfactants include DOWSIL SH8400, SH8400 FLUID, FZ-2122, 67 Additive, 74 Additive, M Additive, and SF 8419 OIL (manufactured by Dow-Toray Industries, Inc.), TSF-4300, TSF-4445, TSF-4460, and TSF-4452 (manufactured by Momentive Performance Materials, Inc.), KP-341, KF-6000, KF-6001, KF-6002, and KF-6003 (manufactured by Shin-Etsu Chemical Co., Ltd.), and BYK-307, BYK-322, BYK-323, BYK-330, BYK-333, BYK-3760, and BYK-UV3510 (manufactured by BYK-Chemie). Compounds having the following structure can also be used as silicone surfactants.

[0373] [ka]

[0374] The content of the surfactant in the total solid content of the colored curable composition is preferably 0.001% by mass to 5.0% by mass, more preferably 0.005% by mass to 3.0% by mass. The surfactant may be one type or two or more types. When two or more types are used, the total amount preferably falls within the above range.

[0375] <<Ultraviolet absorber>> The colored curable composition according to the present disclosure may contain an ultraviolet absorber, such as a conjugated diene compound, an aminodiene compound, a salicylate compound, a benzophenone compound, a benzotriazole compound, an acrylonitrile compound, a hydroxyphenyltriazine compound, an indole compound, a triazine compound, or a dibenzoyl compound. Specific examples of such compounds include the compounds described in paragraph 0179 of International Publication No. 2022 / 085485, the reactive triazine ultraviolet absorbers described in Japanese Patent Application Laid-Open No. 2021-178918, the ultraviolet absorbers described in Japanese Patent Application Laid-Open No. 2022-007884, the compounds described in Korean Patent Publication No. 10-2022-0014454, and the compounds described in Japanese Patent Application Laid-Open No. 2023-013321. The content of the ultraviolet absorber in the total solid content of the colored curable composition is preferably 0.01 to 10 mass%, more preferably 0.01 to 5 mass%. In the present disclosure, only one type of ultraviolet absorber may be used, or two or more types may be used. When two or more types are used, it is preferable that the total amount is in the above range.

[0376] <<Antioxidants>> The colored curable composition according to the present disclosure may contain an antioxidant. Examples of the antioxidant include phenol-based antioxidants, amine-based antioxidants, phosphorus-based antioxidants, and sulfur-based antioxidants. Examples of the phenol-based antioxidant include hindered phenol compounds. The phenol-based antioxidant is preferably a compound having a substituent at the position adjacent to the phenolic hydroxy group (ortho position). The substituent is preferably a substituted or unsubstituted alkyl group having 1 to 22 carbon atoms. The antioxidant is also preferably a compound having a phenol group and a phosphite ester group in the same molecule. Examples of phosphorus-based antioxidants include tris[2-[[2,4,8,10-tetrakis(1,1-dimethylethyl)dibenzo[d,f][1,3,2]dioxaphosphepin-6-yl]oxy]ethyl]amine, tris[2-[(4,6,9,11-tetra-tert-butyldibenzo[d,f][1,3,2]dioxaphosphepin-2-yl)oxy]ethyl]amine, ethyl bis(2,4-di-tert-butyl-6-methylphenyl)phosphite, and tris(2,4-di-tert-butylphenyl)phosphite. Commercially available antioxidants include, for example, ADK STAB AO-20, ADK STAB AO-30, ADK STAB AO-40, ADK STAB AO-50, ADK STAB AO-50F, ADK STAB AO-60, ADK STAB AO-60G, ADK STAB AO-80, and ADK STAB AO-330 (all manufactured by ADEKA Corporation), and JP-650 (manufactured by Johoku Chemical Industry Co., Ltd.). Antioxidants that can be used include compounds described in paragraphs 0023 to 0048 of Japanese Patent No. 6268967, compounds described in International Publication No. WO 2017 / 006600, compounds described in International Publication No. WO 2017 / 164024, and compounds described in Korean Patent Publication No. 10-2019-0059371. The content of the antioxidant in the total solid content of the colored curable composition is preferably 0.01% by mass to 20% by mass, and more preferably 0.3% by mass to 15% by mass. Only one type of antioxidant may be used, or two or more types may be used. When two or more types are used, the total amount preferably falls within the above range.

[0377] <<Curing accelerator>> The colored curable composition according to the present disclosure may contain a curing accelerator. Examples of the curing accelerator include thiol compounds, methylol compounds, amine compounds, phosphonium salt compounds, amidine salt compounds, amide compounds, base generators, isocyanate compounds, alkoxysilane compounds, and onium salt compounds. Specific examples of the curing accelerator include the compounds described in paragraph 0164 of International Publication No. 2022 / 085485 and the compounds described in JP-A-2021-181406. The content of the curing accelerator in the total solid content of the colored curable composition is preferably from 0.3 to 8.9 mass %, more preferably from 0.8 to 6.4 mass %.

[0378] <<Other ingredients>> The colored curable composition according to the present disclosure may contain, as needed, sensitizers, plasticizers, and other auxiliaries (for example, conductive particles, fillers, antifoaming agents, flame retardants, leveling agents, release promoters, fragrances, surface tension modifiers, chain transfer agents, etc.). By appropriately incorporating these components, properties such as film physical properties can be adjusted. As these components, the compounds described in paragraph 0182 of WO 2022 / 085485 can be used.

[0379] The colored curable composition according to the present disclosure may contain a metal oxide to adjust the refractive index of the resulting film. Examples of metal oxides include TiO2, ZrO2, Al2O3, and SiO2. The primary particle size of the metal oxide is preferably 1 to 100 nm, more preferably 3 to 70 nm, and even more preferably 5 to 50 nm. The metal oxide may have a core-shell structure. In this case, the core may be hollow.

[0380] The colored curable composition according to the present disclosure may contain a light resistance improver. Examples of the light resistance improver include the compounds described in paragraph 0183 of WO 2022 / 085485.

[0381] It is also preferable that the colored curable composition according to the present disclosure is substantially free of terephthalic acid ester. Here, "substantially free" means that the content of terephthalic acid ester in the total amount of the colored curable composition is 1000 ppb by mass or less, more preferably 100 ppb by mass or less, and particularly preferably zero.

[0382] In view of environmental regulations, the colored curable composition according to the present disclosure preferably has a melamine content of 10,000 ppm by mass or less.

[0383] The colored curable composition according to the present disclosure preferably has a free metal content of 100 ppm by mass or less, more preferably 50 ppm by mass or less, and a free halogen content of 100 ppm by mass or less, more preferably 50 ppm by mass or less. Furthermore, the chloride ion concentration in the colored curable composition is preferably 100 ppm by mass or less, and more preferably 50 ppm by mass or less. Methods for reducing free metals and halogens in the colored curable composition include washing with ion-exchanged water, filtration, ultrafiltration, and purification with ion-exchange resins.

[0384] From the viewpoint of environmental regulations, the use of perfluoroalkyl sulfonic acids and salts thereof, and perfluoroalkyl carboxylic acids and salts thereof may be restricted. In the colored curable composition according to the present disclosure, when the content of the above-mentioned compounds is reduced, the content of perfluoroalkyl sulfonic acids (particularly perfluoroalkyl sulfonic acids having a perfluoroalkyl group with 6 to 8 carbon atoms) and salts thereof, and perfluoroalkyl carboxylic acids (particularly perfluoroalkyl carboxylic acids having a perfluoroalkyl group with 6 to 8 carbon atoms) and salts thereof is preferably in the range of 0.01 ppb to 1,000 ppb, more preferably in the range of 0.05 ppb to 500 ppb, and even more preferably in the range of 0.1 ppb to 300 ppb, relative to the total solid content of the colored curable composition. The colored curable composition according to the present disclosure may be substantially free of perfluoroalkyl sulfonic acids and salts thereof, and perfluoroalkyl carboxylic acids and salts thereof. For example, by using a compound that can be used as a substitute for perfluoroalkyl sulfonic acid and its salt, and a compound that can be used as a substitute for perfluoroalkyl carboxylic acid and its salt, a colored curable composition that is substantially free of perfluoroalkyl sulfonic acid and its salt, and perfluoroalkyl carboxylic acid and its salt may be selected. Examples of compounds that can be used as a substitute for restricted compounds include compounds that are exempt from restrictions due to differences in the number of carbon atoms in the perfluoroalkyl group. However, the above does not preclude the use of perfluoroalkyl sulfonic acid and its salt, and perfluoroalkyl carboxylic acid and its salt. The colored curable composition according to the present disclosure may contain perfluoroalkyl sulfonic acid and its salt, and perfluoroalkyl carboxylic acid and its salt, within the maximum allowable range.

[0385] The water content of the colored curable composition according to the present disclosure is usually 3% by mass or less, preferably 0.01% by mass to 1.5% by mass, and more preferably 0.1% by mass to 1.0% by mass. The water content can be measured by the Karl Fischer method.

[0386] The colored curable composition according to the present disclosure can be used by adjusting its viscosity for the purposes of adjusting the film surface state (flatness, etc.), adjusting the film thickness, etc. The viscosity value can be appropriately selected as needed, and is, for example, preferably 0.3 mPa·s to 50 mPa·s, and more preferably 0.5 mPa·s to 20 mPa·s at 25°C. The viscosity can be measured, for example, using a cone-plate type viscometer, with the temperature adjusted to 25°C.

[0387] <<Containment Container>> The container for storing the colored curable composition is not particularly limited, and a known container can be used. In addition, the container described in paragraph 0187 of WO 2022 / 085485 can be used as the container.

[0388] <Method for preparing colored curable composition> The colored curable composition according to the present disclosure can be prepared by mixing the above-described components. When preparing the colored curable composition, all of the components may be simultaneously dissolved and / or dispersed in a solvent to prepare the colored curable composition, or, if necessary, each component may be prepared as two or more appropriate solutions or dispersions, which are mixed at the time of use (application) to prepare the colored curable composition.

[0389] The preparation of the colored curable composition preferably includes a process for dispersing the pigment. In the process for dispersing the pigment, mechanical forces used to disperse the pigment include compression, squeezing, impact, shear, and cavitation. Specific examples of these processes include a bead mill, a sand mill, a roll mill, a ball mill, a paint shaker, a microfluidizer, a high-speed impeller, a sand grinder, a flow jet mixer, high-pressure wet atomization, and ultrasonic dispersion. Furthermore, when grinding the pigment in a sand mill (bead mill), it is preferable to use small-diameter beads, increase the bead packing ratio, or otherwise increase the grinding efficiency under such conditions. Furthermore, it is preferable to remove coarse particles after the grinding process by filtration, centrifugation, or the like. In addition, the process and disperser for dispersing pigments can be suitably used, as described in "Dispersion Technology Encyclopedia," published by Joho Kiko Co., Ltd., July 15, 2005, "Dispersion Technology and Industrial Applications Focused on Suspension (Solid / Liquid Dispersion System) - Comprehensive Data Collection," published by the Management Development Center Publishing Department, October 10, 1978, and paragraph 0022 of JP 2015-157893 A. In addition, the process for dispersing pigments can be subjected to a salt milling process to refine the particles. For details on the materials, equipment, and processing conditions used in the salt milling process, see, for example, JP 2015-194521 A and JP 2012-046629 A. Examples of materials for beads used for dispersion include zirconia, agate, quartz, titania, tungsten carbide, silicon nitride, alumina, stainless steel, and glass. The beads may also be made of an inorganic compound having a Mohs hardness of at least 2. The colored curable composition may contain 1 to 10,000 ppm of the beads.

[0390] In preparing the colored curable composition, it is preferable to filter the colored curable composition with a filter for the purpose of removing foreign matter, reducing defects, etc. Examples of the type of filter and filtration method used for filtration include the filters and filtration methods described in paragraphs 0196 to 0199 of WO 2022 / 085485.

[0391] <Membrane> The film according to the present disclosure is a film obtained using the colored curable composition according to the present disclosure described above. The film according to the present disclosure can be used in color filters and the like. Specifically, it can be preferably used as a colored layer (pixel) of a color filter. Examples of colored pixels include red pixels, green pixels, blue pixels, magenta pixels, cyan pixels, and yellow pixels. The film thickness of the film according to the present disclosure can be adjusted appropriately depending on the purpose. For example, the film thickness is preferably 20 μm or less, more preferably 10 μm or less, and even more preferably 5 μm or less. The lower limit of the film thickness is preferably 0.1 μm or more, more preferably 0.2 μm or more, and even more preferably 0.3 μm or more.

[0392] <Color filter> Next, a color filter according to the present disclosure will be described. The color filter according to the present disclosure has the film according to the present disclosure described above. More preferably, the film according to the present disclosure is used as a pixel of the color filter. The color filter according to the present disclosure can be used in solid-state imaging devices such as CCDs (charge-coupled devices) and CMOSs ​​(complementary metal-oxide semiconductors), image display devices, and the like.

[0393] In the color filter according to the present disclosure, the film thickness of the film according to the present disclosure can be adjusted appropriately depending on the purpose. The film thickness is preferably 20 μm or less, more preferably 10 μm or less, and even more preferably 5 μm or less. The lower limit of the film thickness is preferably 0.1 μm or more, more preferably 0.2 μm or more, and even more preferably 0.3 μm or more.

[0394] The width of the pixels included in the color filter is preferably 0.5 μm to 20.0 μm. The lower limit is preferably 1.0 μm or more, and more preferably 2.0 μm or more. The upper limit is preferably 15.0 μm or less, and more preferably 10.0 μm or less. The Young's modulus of the pixels is preferably 0.5 GPa to 20 GPa, and more preferably 2.5 GPa to 15 GPa.

[0395] Each pixel included in the color filter preferably has high flatness. Specifically, the surface roughness Ra of the pixel is preferably 100 nm or less, more preferably 40 nm or less, and even more preferably 15 nm or less. There is no lower limit, but it is preferably 0.1 nm or more, for example. The surface roughness of the pixel can be measured using, for example, a Veeco AFM (atomic force microscope) Dimension 3100. The contact angle of water on the pixel can be set to a suitable value, typically in the range of 50 to 110°. The contact angle can be measured using, for example, a contact angle meter CV-DT·A (manufactured by Kyowa Interface Science Co., Ltd.). The volume resistance of the pixel is preferably high. Specifically, the volume resistance of the pixel is preferably 10 9 It is preferable that the resistance is Ω·cm or more, and 10 11 It is more preferable that the resistivity is Ω·cm or more. There is no upper limit, but for example, 10 14 It is preferably Ω·cm or less. The volume resistance of the pixel can be measured using, for example, an Ultra High Resistance Meter 5410 (manufactured by Advantest Corporation).

[0396] In the color filter, a protective layer may be provided on the surface of the film according to the present disclosure. By providing a protective layer, various functions can be imparted, such as oxygen blocking, low reflectivity, hydrophilicity / hydrophobicity, and blocking of light of specific wavelengths (ultraviolet rays, near-infrared rays, etc.). The thickness of the protective layer is preferably 0.01 μm to 10 μm, and more preferably 0.1 μm to 5 μm. Methods for forming the protective layer include a method of applying a resin composition dissolved in an organic solvent, a chemical vapor deposition method, and a method of attaching a molded resin with an adhesive. Components constituting the protective layer include (meth)acrylic resins, enethiol resins, polycarbonate resins, polyether resins, polyarylate resins, polysulfone resins, polyethersulfone resins, polyphenylene resins, polyarylene ether phosphine oxide resins, polyimide resins, polyamideimide resins, polyolefin resins, cyclic olefin resins, polyester resins, styrene resins, polyol resins, polyvinylidene chloride resins, melamine resins, urethane resins, aramid resins, polyamide resins, alkyd resins, epoxy resins, modified silicone resins, fluororesins, polyacrylonitrile resins, cellulose resins, Si, C, W, Al2O3, Mo, SiO2, and Si2N4, and the like, and the protective layer may contain two or more of these components. For example, in the case of a protective layer intended to block oxygen, the protective layer preferably contains a polyol resin, SiO2, and Si2N4. Furthermore, in the case of a protective layer intended to reduce reflectivity, the protective layer preferably contains a (meth)acrylic resin and a fluororesin.

[0397] When forming a protective layer by applying a resin composition, known methods such as spin coating, casting, screen printing, and inkjet printing can be used as the method for applying the resin composition. Known organic solvents (e.g., propylene glycol 1-monomethyl ether 2-acetate, cyclopentanone, ethyl lactate, etc.) can be used as the organic solvent contained in the resin composition. When forming the protective layer by chemical vapor deposition, known chemical vapor deposition methods (thermal chemical vapor deposition, plasma chemical vapor deposition, photochemical vapor deposition) can be used as the chemical vapor deposition method.

[0398] The protective layer may contain additives such as organic or inorganic fine particles, absorbers of specific wavelengths of light (e.g., ultraviolet light, near-infrared light, etc.), refractive index modifiers, antioxidants, adhesives, and surfactants, as needed. Examples of organic or inorganic fine particles include polymeric fine particles (e.g., silicone resin fine particles, polystyrene fine particles, melamine resin fine particles), titanium oxide, zinc oxide, zirconium oxide, indium oxide, aluminum oxide, titanium nitride, titanium oxynitride, magnesium fluoride, hollow silica, silica, calcium carbonate, and barium sulfate. Known absorbers of specific wavelengths of light can be used. The content of these additives can be adjusted as needed, but is preferably 0.1 to 70% by mass, and more preferably 1 to 60% by mass, of the total mass of the protective layer.

[0399] Furthermore, the protective layer may be any of those described in paragraphs 0073 to 0092 of JP-A No. 2017-151176.

[0400] The color filter may have a structure in which each pixel is embedded in a space partitioned by partition walls, for example, in a grid pattern.

[0401] <Color filter manufacturing method> Next, a method for producing a color filter using the colored curable composition according to the present disclosure will be described. The method for producing a color filter preferably includes the steps of forming a colored curable composition layer on a support using the colored curable composition according to the present disclosure, exposing the colored curable composition layer to light in a pattern, and developing and removing the unexposed areas of the colored curable composition layer to form a pattern (pixels). If necessary, a step of baking the colored curable composition layer (pre-baking step) and a step of baking the developed pattern (pixels) (post-baking step) may be provided.

[0402] In the step of forming a colored curable composition layer, a colored curable composition layer is formed on a support using the colored curable composition according to the present disclosure. The support is not particularly limited and can be appropriately selected depending on the application. Examples include a glass substrate and a silicon substrate, with a silicon substrate being preferred. The silicon substrate may also be formed with a charge-coupled device (CCD), a complementary metal-oxide semiconductor (CMOS), a transparent conductive film, or the like. A black matrix is ​​sometimes formed on the silicon substrate to isolate each pixel. The silicon substrate may also be provided with an underlayer to improve adhesion with an upper layer, prevent diffusion of substances, or flatten the substrate surface. The surface contact angle of the underlayer is preferably 20 to 70° when measured with diiodomethane. It is also preferably 30 to 80° when measured with water.

[0403] Known methods can be used as the coating method for the colored curable composition. For example, a dropping method (drop casting); a slit coating method; a spray method; a roll coating method; a spin coating method; a casting coating method; a slit and spin method; a pre-wet method (for example, a method described in JP-A-2009-145395); various printing methods such as inkjet (for example, on-demand method, piezo method, thermal method), nozzle jet and other ejection printing, flexographic printing, screen printing, gravure printing, reverse offset printing, metal mask printing; a transfer method using a mold or the like; a nanoimprint method, etc. can also be used. In addition, the coating method described in paragraph 0207 of WO 2022 / 085485 can also be used.

[0404] The colored curable composition layer formed on the support may be dried (prebaked). When a film is produced by a low-temperature process, prebaking may not be performed. When prebaking is performed, the prebaking temperature is preferably 150°C or lower, more preferably 120°C or lower, and even more preferably 110°C or lower. The lower limit can be, for example, 50°C or higher, or can also be 80°C or higher. The prebaking time is preferably 10 to 300 seconds, more preferably 40 to 250 seconds, and even more preferably 80 to 220 seconds. Prebaking can be performed using a hot plate, an oven, or the like.

[0405] Next, the colored curable composition layer is exposed to light in a pattern (exposure step). For example, the colored curable composition layer can be exposed to light in a pattern by using a stepper exposure machine, a scanner exposure machine, or the like, through a mask having a predetermined mask pattern. This allows the exposed portion to be cured.

[0406] Examples of radiation (light) that can be used for exposure include g-rays and i-rays. Light with a wavelength of 300 nm or less (preferably light with a wavelength of 180 to 300 nm) can also be used. Examples of light with a wavelength of 300 nm or less include KrF radiation (wavelength 248 nm) and ArF radiation (wavelength 193 nm), with KrF radiation (wavelength 248 nm) being preferred. Long-wave light sources with wavelengths of 300 nm or more can also be used. As the light source, an electrodeless ultraviolet lamp system or a hybrid curing method using ultraviolet and infrared light can be used.

[0407] Furthermore, the exposure may be performed by continuous irradiation with light or by pulsed irradiation (pulse exposure), which is an exposure method in which light irradiation and pauses are repeated in short cycles (for example, milliseconds or less).

[0408] The irradiation amount (exposure amount) is, for example, 0.03 to 2.5 J / cm 2 is preferable, and 0.05 to 1.0 J / cm 2The oxygen concentration during exposure can be appropriately selected. In addition to exposure in the atmosphere, exposure may be performed in a low-oxygen atmosphere with an oxygen concentration of 19% by volume or less (e.g., 15% by volume, 5% by volume, or substantially oxygen-free), or in a high-oxygen atmosphere with an oxygen concentration of more than 21% by volume (e.g., 22% by volume, 30% by volume, or 50% by volume). The exposure illuminance can be appropriately set, and is usually 1000 W / m 2 ~100,000W / m 2 (e.g., 5000W / m 2 , 15000W / m 2 , or 35,000 W / m 2 The oxygen concentration and exposure illuminance may be appropriately combined. For example, an oxygen concentration of 10% by volume and an illuminance of 10,000 W / m 2 , oxygen concentration 35% by volume, illuminance 20000W / m 2 etc.

[0409] Next, the unexposed areas of the colored curable composition layer are developed and removed to form a pattern (pixels). The unexposed areas of the colored curable composition layer can be developed and removed using a developer. As a result, the colored curable composition layer in the unexposed areas in the exposure step is dissolved into the developer, leaving only the photocured areas. The temperature of the developer is preferably, for example, 20°C to 30°C. The development time is preferably 20 to 180 seconds. In order to improve the removability of residues, the process of shaking off the developer every 60 seconds and then supplying fresh developer may be repeated several times.

[0410] Examples of the developer include organic solvents and alkaline developers, and alkaline developers are preferably used. Regarding the developer and the washing (rinsing) method after development, the developer and washing method described in paragraph 0214 of WO 2022 / 085485 can be used.

[0411] After development and drying, it is preferable to perform additional exposure treatment or heating treatment (post-baking). The additional exposure treatment or post-baking is a post-development curing treatment to ensure complete curing. The heating temperature in post-baking is, for example, preferably 100 to 300°C, more preferably 200 to 270°C. Post-baking can be performed continuously or batchwise using a heating means such as a hot plate, convection oven (hot air circulation dryer), or high-frequency heater to heat the developed film to the above conditions. When additional exposure treatment is performed, it is preferable that the light used for exposure has a wavelength of 400 nm or less. The additional exposure treatment may also be performed by the method described in Korean Patent Publication No. 10-2017-0122130.

[0412] <Solid-state imaging element> The solid-state imaging device according to the present disclosure has the film according to the present disclosure described above. The configuration of the solid-state imaging device is not particularly limited as long as it has the film according to the present disclosure and functions as a solid-state imaging device, but examples thereof include the following configurations.

[0413] The configuration includes a substrate having a plurality of photodiodes constituting the light receiving area of ​​a solid-state imaging device (such as a CCD (charge-coupled device) image sensor or a CMOS (complementary metal-oxide semiconductor) image sensor) and transfer electrodes made of polysilicon or the like, a light-shielding film with only the light-receiving portions of the photodiodes open on the photodiodes and transfer electrodes, a device protection film made of silicon nitride or the like formed on the light-shielding film so as to cover the entire light-shielding film and the light-receiving portions of the photodiodes, and a color filter on the device protection film.Furthermore, the configuration may include a light-collecting means (e.g., a microlens, etc.; the same applies hereinafter) on the device protection film below the color filter (on the side closer to the substrate), or a light-collecting means on the color filter. The color filter may also have a structure in which each colored pixel is embedded in a space partitioned, for example, in a grid pattern, by partition walls. In this case, the partition walls preferably have a lower refractive index than each colored pixel. Examples of imaging devices having such a structure include those described in JP 2012-227478 A, JP 2014-179577 A, and WO 2018 / 043654 A. Furthermore, as described in JP 2019-211559 A, an ultraviolet absorbing layer may be provided within the structure of the solid-state imaging element to improve light resistance. An imaging device including a solid-state imaging element according to the present disclosure can be used in digital cameras, electronic devices with imaging functions (such as mobile phones), as well as in-vehicle cameras and surveillance cameras.

[0414] <Image display device> An image display device according to the present disclosure has the film according to the present disclosure described above. Examples of image display devices include liquid crystal display devices and organic electroluminescence display devices. Definitions of image display devices and details of each image display device are described, for example, in "Electronic Display Devices" (written by Akio Sasaki, published by Kogyo Chosakai Co., Ltd. in 1990) and "Display Devices" (written by Nobuaki Ibuki, published by Sangyo Tosho Co., Ltd. in 1989). Liquid crystal display devices are described, for example, in "Next Generation Liquid Crystal Display Technology" (edited by Tatsuo Uchida, published by Kogyo Chosakai Co., Ltd. in 1994). There are no particular limitations on the liquid crystal display devices to which the present disclosure can be applied, and the present disclosure can be applied to various types of liquid crystal display devices described in the above-mentioned "Next Generation Liquid Crystal Display Technology." [Example]

[0415] The present disclosure will be explained in more detail below with reference to examples. The materials, amounts used, ratios, processing details, processing procedures, etc. shown in the following examples can be changed as appropriate without departing from the spirit of the present disclosure. Therefore, the scope of the present disclosure is not limited to the examples shown below. In the examples, "%" and "parts" mean "% by mass" and "parts by mass," respectively, unless otherwise specified.

[0416] <Production of Xanthene Dye Multimer> Dye001, Dye101 - Dye106 were synthesized as follows.

[0417] <<Synthesis of Dye001>> Dye001 was synthesized by referring to the synthesis method of compound D - 1 described in Japanese Patent Publication No. 2023 - 508048.

Chemical formula

[0419]

Chemical formula

[0420]

Chemical formula

[0421] <0,002376><<Production of Compound A Solution>> Compound A001 - A014 (compound A which is a polymer), compound A101 - A103 (compound A other than polymer) were synthesized as follows. The details of each synthesized compound (structure, weight - average molecular weight, thermal decomposition start temperature in TG - DTA measurement) are as described above as specific examples of compound A.

[0422] <<Production of Compound A001 Solution>>

Chemical formula

[0423] A solution was prepared by mixing 3.83 parts by weight of TsO-colineMA, 2.40 parts by weight of methacrylic acid, 38.56 parts by weight of Monomer M001, 8.86 parts by weight of CPEM, 0.741 parts by weight of V-65 (manufactured by Fujifilm Wako Pure Chemical Industries, Ltd.) (radical polymerization initiator), 1.21 parts by weight of dodecanethiol (chain transfer agent, 2 equivalents of the radical polymerization initiator), and 110 parts by weight of 1-methoxy-2-propanol (PGME). Under a nitrogen atmosphere, 32 parts by weight of 1-methoxy-2-propanol was added to a flask and heated to 70°C. The previously prepared mixed solution was added dropwise over 4 hours. The resulting polymerized solution was further stirred at 70°C for 2 hours. After cooling the polymerized solution to 25°C, the atmosphere was changed to air, and 0.2 parts by weight of 4-hydroxy-2,2,6,6-tetramethylpiperidine 1-oxyl free radical and 7.5 parts by weight of triethylamine were added. 12 hours after the addition, 1,000 parts by weight of ethyl acetate and 500 parts by weight of an aqueous sodium p-toluenesulfonate solution (concentration: 5% by weight) were added and stirred, and the aqueous layer was removed. The resulting organic layer was washed twice with 500 parts by weight of pure water. After vacuum concentration using an evaporator, the solution was diluted with 1-methoxy-2-propanol to a concentration of 30% by weight to obtain a compound A001 solution.

[0424] <<Synthesis of Compound A002 Solution>> A solution was prepared by mixing 45 parts by weight of Monomer M002, 2.1 parts by weight of V-65 (manufactured by Fujifilm Wako Pure Chemical Industries, Ltd.), and 83 parts by weight of cyclohexanone. Under a nitrogen atmosphere, 21 parts by weight of cyclohexanone was added to a flask and heated to 70°C. The mixed solution prepared above was added dropwise to the flask over a period of 4 hours. The resulting polymerization solution was further stirred at 70°C for 2 hours. The polymerization solution was cooled to 25°C and added dropwise to 1,350 parts by weight of heptane. The precipitated powder was collected by filtration and washed with 500 parts by weight of heptane. The powder was dissolved in cyclohexanone to a concentration of 30% by weight to obtain a solution of compound A002.

[0425] <<Synthesis of solutions of compounds A003 to A011, A013, and A104>> Following the synthesis method for compound A002 solution, solutions of target compounds A003 to A011, A013, and A104 were obtained by changing the types and mass ratios of the monomers used.

[0426] <<Synthesis of Compound A012 Solution>> Compound A012 was synthesized according to the synthesis method for compound A001 solution, but adjusting the types and mass ratios of the monomers used, and the amounts of the radical initiator and chain transfer agent.

[0427] <<Synthesis of solutions of compounds A101 to A103>> [ka]

[0428] 10.8 parts by weight of monomer M003, 5.4 parts by mass of KarenzMT PE1 (manufactured by Resonac), and 100 parts by weight of propylene glycol monomethyl ether acetate (PGMEA) were added to a flask and heated to 70°C under a nitrogen atmosphere. 1.0 part by weight of V-65 (manufactured by Fujifilm Wako Pure Chemical Industries, Ltd.) was added thereto. The resulting polymerization solution was further stirred at 70°C for 6 hours. The reaction solution was cooled to 25°C and concentrated under reduced pressure using an evaporator. Propylene glycol monomethyl ether acetate was added to the resulting viscous liquid to a concentration of 30% by weight to obtain a solution of compound A101.

[0429] Solutions of the target compounds A102 and A103 were obtained according to the synthesis method for compound A101 solution, but by changing the types and mass ratios of the monomers used.

[0430] <Production of resin solution> <<Production Example 1-1: Production of Resin Solution B-1>> A separable flask equipped with a condenser was prepared as the reaction vessel. A monomer dropping vessel was prepared by thoroughly stirring and mixing 162.38 parts by mass of benzyl methacrylate (hereinafter referred to as "BzMA"), 34.00 parts by mass of methacrylic acid (hereinafter referred to as "MAA"), 6.06 parts by mass of 2,2'-azobis(2-methylpropionate)dimethyl (low metal grade) (manufactured by Fujifilm Wako Pure Chemical Industries, Ltd., designated "V-601HP"), 435 parts by mass of cyclohexanone, and 5.33 parts by mass of n-dodecanethiol (hereinafter referred to as "n-DM"). 49 parts by mass of cyclohexanone was charged into the reaction vessel, and after nitrogen substitution, the reaction vessel was heated in an oil bath with stirring to 75°C. After the temperature of the reaction vessel stabilized at 75°C, dropping from the monomer dropping vessel to the reaction vessel began. The dropwise addition was carried out over 150 minutes while maintaining the temperature at 75° C. 120 minutes after the end of the dropwise addition, the temperature was raised to 90° C. After maintaining the temperature at 90° C. for 2 hours, the reaction solution was cooled to room temperature.

[0431] After the polymerization reaction was completed, 3.09 parts by mass of N,N-dimethyldodecylamine as an amine compound and 0.5 parts by mass of p-methoxyphenol as a polymerization inhibitor were added under air, followed by the addition of 37.43 parts by mass of glycidyl methacrylate (hereinafter referred to as "GMA") and 96 parts by mass of cyclohexanone. The reaction solution was then heated to 90°C. After maintaining 90°C for 6 hours, the reaction solution was cooled to room temperature. The cooled reaction solution was poured into a mixture of 10,000 parts by mass of methanol and 2,500 parts by mass of water, and the precipitated solid (polymer) was filtered. The filtered solid was washed twice with 500 parts by mass of water. The washed solid was dried with air at 50°C for 18 hours to obtain Resin B-1 having the following structure. The resulting resin B-1 had a weight average molecular weight (Mw) of 12,000, an acid value of 32 mgKOH / g, and a C=C value of 1.13 mmol / g.

[0432] [ka]

[0433] Resin B-1 obtained by the above procedure was added to propylene glycol monomethyl ether acetate (hereinafter abbreviated as "PGMEA") to produce resin solution B-1 so that the resin concentration (solid content concentration) of the final resin solution would be 30%.

[0434] <<Production Example 1-2: Production of Resin Solution B-2>> A separable flask equipped with a condenser was prepared as the reaction vessel. On the other hand, a monomer dropping vessel was prepared, which contained a mixture of 30.7 parts by mass of dimethyl-2,2'-[oxybis(methylene)]bis-2-propenoate, 43.1 parts by mass of MAA, 14.3 parts by mass of methyl methacrylate (hereinafter abbreviated as "MMA"), 113.5 parts by mass of BzMA, 4 parts by mass of PBO, and 60 parts by mass of diethylene glycol dimethyl ether (hereinafter referred to as "DMDG"), and a chain transfer agent dropping vessel was prepared, which contained a mixture of 8 parts by mass of n-DM and 32 parts by mass of DMDG. 375 parts by mass of DMDG was charged into the reaction vessel, purged with nitrogen, and then heated in an oil bath with stirring until the temperature of the reaction vessel reached 90 °C. After the temperature of the reaction vessel stabilized at 90 °C, dripping from the monomer dropping vessel and chain transfer agent dropping vessel to the reaction vessel began. The dropwise additions were carried out over 135 minutes, with the temperature maintained at 90°C.

[0435] Sixty minutes after the completion of the dropwise addition, the temperature was raised to 110 °C. After maintaining the temperature at 110 °C for 3 hours, a gas inlet tube was attached to the separable flask, and bubbling of a 5 / 95 (v / v) oxygen / nitrogen mixed gas began. Next, 50.9 parts by mass of GMA, 0.4 parts by mass of 2,2'-methylenebis(4-methyl-6-t-butylphenol) (hereinafter referred to as "MBMTB"), and 0.8 parts by mass of triethylamine (hereinafter referred to as "TEA") were charged into the reaction vessel, and the mixture was reacted at 110 °C for 3 hours. After confirming the completion of the reaction by measuring the acid value of the reaction solution, 155 parts by mass of DMDG was added to the reaction solution and cooled to room temperature. To the cooled reaction solution, 1,000 parts by weight of water was added, and the precipitated solid (polymer) was filtered. The filtered solid was washed twice with 100 parts by weight of ethanol and once with 500 parts by weight of water to obtain Resin B-2 having the following structure: The resulting Resin B-2 had a weight-average molecular weight (Mw) of 18,000, an acid value of 32 mgKOH / g, and a C=C value of 1.42 mmol / g.

[0436] [ka]

[0437] Resin B-2 obtained by the above procedure was added to PGMEA to produce a resin solution (B-2) so that the resin concentration (solid content concentration) of the finally obtained resin solution would be 30%.

[0438] <<Production Example 1-3: Production of resin solution (B-3)>> A mixture was obtained by adding 30.4 parts by mass of a macromonomer represented by the following formula (MM), 51 parts by mass of ω-carboxy-polycaprolactone monoacrylate (Aronix M-5300, manufactured by Toagosei Co., Ltd.), and PGMEA to a three-neck flask. The mixture was stirred while blowing in nitrogen.

[0439] [ka]

[0440] Next, the mixture was heated to 75°C while nitrogen gas was flowing through the flask. Next, 0.82 parts by mass of n-DM and then 0.43 parts by mass of 2,2'-azobis(methyl 2-methylpropionate) (V-601, Fujifilm Wako Pure Chemical Industries, Ltd.) were added to the mixture to initiate the polymerization reaction. After heating the mixture at 75°C for 2 hours, an additional 0.43 parts by mass of 2,2'-azobis(methyl 2-methylpropionate) was added to the mixture. After 2 hours, an additional 0.43 parts by mass of 2,2'-azobis(methyl 2-methylpropionate) was added to the mixture. After another 2 hours of reaction, the mixture was heated to 90°C and stirred for 3 hours. The polymerization reaction was completed by the above operation. After the polymerization reaction was completed, 9.6 parts by mass of dimethyldodecylamine as an amine compound and 0.3 parts by mass of 2,2,6,6-tetramethylpiperidine-1-oxyl (TEMPO) as a polymerization inhibitor were added in air, and then 9 parts by mass of 4-hydroxybutyl acrylate glycidyl ether (4HBAGE) was added dropwise.

[0441] After the dropwise addition was completed, the reaction was continued in air at 90°C for 24 hours. The completion of the reaction was confirmed by acid value measurement, and the reaction solution was cooled to room temperature. 1,000 parts by weight of water was added to the cooled reaction solution, and the precipitated solid (polymer) was collected by filtration. The collected solid was washed twice with 100 parts by weight of ethanol and once with 500 parts by weight of water, yielding Resin B-3 with the following structure. The resulting Resin B-3 had a weight-average molecular weight (Mw) of 17,200, an acid value of 70 mgKOH / g, and a C=C value of 0.50 mmol / g.

[0442] [ka]

[0443] Resin B-1 obtained by the above procedure was added to PGMEA to produce a resin solution (B-3) so that the resin concentration (solid content concentration) of the finally obtained resin solution was 30%.

[0444] <<Production Example 1-4: Production of resin solution (B-4)>> A reaction vessel equipped with a gas inlet tube, thermometer, condenser, and stirrer was charged with 8 parts by weight of 3-mercapto-1,2-propanediol, 12 parts by weight of pyromellitic anhydride, 80 parts by weight of PGMEA, and 0.2 parts by weight of monobutyltin oxide as a catalyst. The atmosphere was purged with nitrogen gas, and the reaction was carried out at 120 °C for 5 hours (step 1). Measurement of the acid value confirmed that 95% or more of the acid anhydride had been half-esterified. Next, 30 parts by weight of methyl methacrylate, 10 parts by weight of t-butyl acrylate, 10 parts by weight of ethyl acrylate, 5 parts by weight of methacrylic acid, 10 parts by weight of benzyl methacrylate, and 35 parts by weight of 2-hydroxyethyl methacrylate were charged, and the reaction vessel was heated to 80 °C. 1 part by weight of 2,2'-azobis(2,4-dimethylvaleronitrile) was added, and the reaction was carried out for 12 hours (step 2). Measurement of the solid content confirmed that 95% had reacted. The flask was then purged with air, and 35.0 parts by mass of 2-methacryloyloxyethyl isocyanate and 0.1 parts by mass of hydroquinone were added, followed by a reaction at 70°C for 4 hours (Step 3). After infrared spectroscopy confirmed that the peak at 2270 cm-1 due to the isocyanate group had disappeared, the reaction solution was cooled to obtain Resin B-4, which had the following structure. The resulting Resin B-4 had an acid value of 40 mgKOH / g, a weight-average molecular weight of 12,000, and a C=C value of 1.44 mmol / g.

[0445] [ka]

[0446] In formula (B-4), either *1 or *2 bonds with *5 or *6 to form a polyester main chain, and the other bonds with *3 or *4 to form a polyester main chain. Either *3 or *4 bonds with *1 or *2 to form a polyester main chain, and the other bonds with an OH group to form a carboxylic acid. Either *5 or *6 bonds with *1 or *2 to form a polyester main chain, and the other bonds with an OH group to form a carboxylic acid. Resin B-4 obtained by the above procedure was added to PGMEA to produce a resin solution (B-4) so ​​that the resin concentration (solid content concentration) of the finally obtained resin solution would be 30%.

[0447] <Production of finely divided pigments> <<Production Example 2-1: Production of Micronized Pigment PB15:6M>> 100 parts by mass of CI Pigment Blue 15:6 ("LIONOL BLUE ES" manufactured by Toyocolor Co., Ltd.), 1200 parts by mass of sodium chloride, and 120 parts by mass of diethylene glycol were charged into a stainless steel 1-gallon kneader (manufactured by Inoue Seisakusho Co., Ltd.) and kneaded for 4 hours at 60° C. The resulting kneaded composition was added to 3000 parts by mass of warm water and stirred for 1 hour to form a slurry, which was then filtered and washed repeatedly with water to remove the sodium chloride and diethylene glycol, and then dried overnight at 80° C. to obtain a micronized pigment PB15:6M.

[0448] <<Production Examples 2-2 and 2-3>> The same treatment as in Production Example 2-1 was carried out, except that the pigment used in Production Example 2-1 was changed from CI Pigment Blue 15:6 to the pigment shown in Table 2 below, to obtain the finely divided pigments of Production Examples 2-2 and 2-3.

[0449] [Table 2]

[0450] <Production of pigment dispersion> Each of the finely divided pigments prepared above was used to prepare a pigment dispersion.

[0451] <<Production Examples 3-1 to 3-3>> The materials listed in Table 3 below were mixed and then dispersed for 3 hours in an Eiger mill (Mini Model M-250 MKII, manufactured by Eiger Japan Co., Ltd.) using zirconia beads with a diameter of 0.5 mm. The resulting mixture was then filtered through a filter with a pore size of 5.0 μm to produce the pigment dispersions of Production Examples 3-1 to 3-3.

[0452] [Table 3]

[0453] Details of Derivative 1 and Derivative 2 in Table 3 are shown below. Resin solutions (B-3) and (B-4) are the resin solutions produced in Production Examples 1-3 and 1-4.

[0454] [ka]

[0455] <Production of Colored Curable Composition> In accordance with the descriptions in Tables 4 and 5 below, a pigment dispersion, a xanthene dye multimer or a comparative compound (xanthene dye multimer or xanthene dye monomer), a resin solution, a compound A solution or a comparative compound solution, a polymerizable composition, a photopolymerization initiator, an ultraviolet absorber, a polymerization inhibitor, a surfactant, and a solvent were mixed to produce photocurable compositions of each of the Examples and Comparative Examples.

[0456] [Table 4]

[0457] [Table 5]

[0458] Details of the abbreviations shown in Tables 4 and 5 are as follows:

[0459] <Pigment dispersion> DisB01: Pigment dispersion prepared in Preparation Example 3-1 DisB02: Pigment dispersion prepared in Preparation Example 3-2

[0460] <Xanthene dye: xanthene dye polymer or xanthene dye monomer> Dye001, Dye101 to Dye106: Xanthene dye polymers synthesized above cDye001: Xanthene dye monomer (comparison compound) with the following structure [ka]

[0461] <Resin solution> B-1: Resin solution produced in Production Example 2-1 B-2: Resin solution produced in Production Example 2-2

[0462] <Compound A solution> A001 to A014, A101 to A103: Compound A solution prepared above

[0463] <Polymerizable compound> M-1: Aronix M-305 (manufactured by Toagosei Co., Ltd., a mixture of pentaerythritol triacrylate and pentaerythritol tetraacrylate. The pentaerythritol triacrylate content is 55% by mass to 63% by mass.) M-2: KAYARAD RP-1040 (manufactured by Nippon Kayaku Co., Ltd., ethylene oxide-modified pentaerythritol tetraacrylate) M-3: Aronix M-510 (manufactured by Toagosei Co., Ltd., polybasic acid-modified acrylic oligomer)

[0464] <Photopolymerization initiator> C-1: Compound of the following structure [ka]

[0465] C-2: Adeka Arcles NCI-730 (ADEKA Corporation) C-3: IRGACURE OXE-03 (BASF) C-4: Compound of the following structure [ka]

[0466] <UV absorber> U-1: Uvinul 3050 (BASF)

[0467] <Polymerization inhibitor> IN-1: p-Methoxyphenol

[0468] <Surfactant> W-1: Compound with the following structure (number average molecular weight 1800) [ka]

[0469] <Solvent> S-1: Propylene glycol monomethyl ether acetate (PGMEA) S-2: 1-methoxy-2-propanol (PGME) S-3: Cyclopentanone S-4: Polyethylene glycol, average molecular weight 400 (PEG400)

[0470] <Performance evaluation> <<Evaluation of hue change suppression>> The heat resistance and light resistance of each of the colored curable compositions obtained above were evaluated as follows, and the suppression of hue change was evaluated.

[0471] -Heat resistance evaluation- CT-4000L (manufactured by FUJIFILM Electronic Materials Co., Ltd.) was applied to an 8-inch (20.32 cm) silicon wafer using a spin coater so that the thickness after post-baking would be 0.1 μm, and the wafer was heated on a hot plate at 220°C for 300 seconds to form an undercoat layer, thereby obtaining a silicon wafer (support) with an undercoat layer. Next, each colored curable composition was applied to the silicon wafer with the undercoat layer by spin coating so that the film thickness after post-baking would be 0.5 μm, and then heated at 100° C. for 2 minutes using a hot plate to form a coating film (composition layer). The spectrum of the coating film obtained above in the range of 400 nm to 1100 nm was measured using a spectrophotometer UV-1800 manufactured by Shimadzu Corporation. The obtained measurement value was designated as "spectrum A." Next, the resulting coating film was exposed to light (KrF rays) with a wavelength of 248 nm at an illuminance of 35,000 W / m using a KrF scanner exposure machine. 2 , exposure dose 200mJ / cm 2 The silicon wafer with the exposed coating film formed thereon was then placed on the horizontal rotating table of a spin-shower developer (DW-30 model, manufactured by Chemitronics Corporation), and puddle development was performed at 23°C for 60 seconds using a 60% diluted solution of CD-2000 (manufactured by Fujifilm Electronic Materials Co., Ltd.), forming a colored film on the silicon wafer. Next, the silicon wafer with the colored film formed was fixed to a horizontal rotating table using a vacuum chuck, and while the silicon wafer was rotated at 50 rpm (revolutions per minute, hereinafter the same) using a rotating device, pure water was sprayed from a nozzle above the center of rotation in a shower to rinse, and then spray-dried. Furthermore, a heat treatment (post-bake) was performed for 300 seconds using a hot plate at 200°C, and the spectrum was measured again. The obtained measurement value was designated "Spectrum B." The change in absorbance at each wavelength, ΔAbs, was calculated from the difference between "spectrum A" and "spectrum B" obtained above, and the absolute value of the maximum value of ΔAbs (ΔAbs_max) from 400 nm to 1100 nm was used as an index for evaluating heat resistance. The closer this value is to 0, the better the heat resistance. The evaluation criteria are as follows:

[0472] A: The absolute value of ΔAbs_max is less than 0.1. B: The absolute value of ΔAbs_max is 0.1 or more and less than 0.2. C: The absolute value of ΔAbs_max is 0.2 or more and less than 0.3. D: The absolute value of ΔAbs_max is 0.3 or more.

[0473] -Evaluation of light resistance- CT-4000L (manufactured by FUJIFILM Electronic Materials Co., Ltd.) was applied to an 8-inch (20.32 cm) silicon wafer using a spin coater so that the thickness after post-baking would be 0.1 μm, and the wafer was heated on a hot plate at 220°C for 300 seconds to form an undercoat layer, thereby obtaining a silicon wafer (support) with an undercoat layer. Next, each colored curable composition was applied by spin coating so that the film thickness after post-baking would be 0.5 μm, and then heated at 100° C. for 2 minutes using a hot plate to form a coating film (composition layer). Next, the resulting coating film was exposed to light (KrF rays) with a wavelength of 248 nm at an illuminance of 35,000 W / m using a KrF scanner exposure machine. 2 , exposure dose 200mJ / cm 2 The silicon wafer with the exposed coating film formed thereon was then placed on the horizontal rotating table of a spin-shower developer (DW-30 model, manufactured by Chemitronics Corporation), and puddle development was performed at 23°C for 60 seconds using a 60% diluted solution of CD-2000 (manufactured by Fujifilm Electronic Materials Co., Ltd.), forming a colored film on the silicon wafer. The silicon wafer with the colored film formed was fixed to a horizontal rotating table using a vacuum chuck, and while the silicon wafer was rotated at 50 rpm using a rotating device, pure water was sprayed from a nozzle above the center of rotation in a shower to rinse, and then spray-dried.Furthermore, the wafer was post-baked for 300 seconds using a hot plate at 200°C to obtain a colored film for light resistance evaluation. The colored film for evaluating light resistance obtained above was measured for spectroscopy in the range of 400 nm to 1100 nm using a spectrophotometer UV-1800 manufactured by Shimadzu Corporation. The measured value obtained was designated as "spectroscopy C." Next, the colored film for light resistance evaluation was irradiated with 100,000 lux of light for 2,000 hours (total irradiation dose of 200 million lux·hr) using a light resistance tester (Super Xenon Weather Meter SX75, manufactured by Suga Test Instruments Co., Ltd.). After light irradiation, the colored film was measured for its spectrum from 400 nm to 1,100 nm using a Shimadzu UV-1800 spectrophotometer. The measured value obtained was designated "Spectrum D." The change in absorbance at each wavelength, ΔAbs, was calculated from the difference between "spectrum C" and "spectrum D" obtained above, and the absolute value of the maximum value of ΔAbs (ΔAbs_max) from 400 nm to 1100 nm was used as an index for evaluating lightfastness. The closer this value is to 0, the better the lightfastness. The evaluation criteria are as follows:

[0474] (Evaluation criteria) A: The absolute value of ΔAbs_max is less than 0.1. B: The absolute value of ΔAbs_max is 0.1 or more and less than 0.2. C: The absolute value of ΔAbs_max is 0.2 or more and less than 0.3. D: The absolute value of ΔAbs_max is 0.3 or more.

[0475] -Evaluation of color change before and after alkaline development- CT-4000L (manufactured by FUJIFILM Electronic Materials Co., Ltd.) was applied to an 8-inch (20.32 cm) silicon wafer using a spin coater so that the thickness after post-baking would be 0.1 μm, and the wafer was heated on a hot plate at 220°C for 300 seconds to form an undercoat layer, thereby obtaining a silicon wafer (support) with an undercoat layer. Next, each colored curable composition was applied by spin coating so that the film thickness after post-baking would be 0.5 μm, and then heated at 100° C. for 2 minutes using a hot plate to form a coating film (composition layer). Next, the resulting coating film was exposed to light (KrF rays) with a wavelength of 248 nm at an illuminance of 35,000 W / m using a KrF scanner exposure machine. 2 , exposure dose 200mJ / cm 2 The exposure was carried out by irradiating with . The colored film for evaluating hue change obtained above before and after alkali development was measured for spectroscopy in the range of 400 nm to 1100 nm using a spectrophotometer UV-1800 manufactured by Shimadzu Corporation. The measured value obtained was designated as "spectroscopy E." Next, the silicon wafer with the exposed coating film formed thereon was placed on the horizontal rotating table of a spin-shower developer (DW-30 model, manufactured by Chemitronics Corporation), and puddle development was performed for 60 seconds at 23°C using a 60% diluted solution of CD-2000 (manufactured by Fujifilm Electronic Materials Co., Ltd.), forming a colored film on the silicon wafer. The silicon wafer on which the colored film was formed was fixed to a horizontal rotating table using a vacuum chuck, and while the silicon wafer was rotated at a rotation speed of 50 rpm using a rotating device, pure water was supplied in a shower-like manner from a spray nozzle from above the center of rotation to perform a rinse treatment, and then spray-dried. The colored film for evaluating hue change obtained above before and after alkali development was measured for spectroscopy in the range of 400 nm to 1100 nm using a spectrophotometer UV-1800 manufactured by Shimadzu Corporation. The measured value obtained was designated as "spectroscopy F." The change in absorbance at each wavelength, ΔAbs, was calculated from the difference between "spectral E" and "spectral F" obtained above, and the absolute value of the maximum value of ΔAbs (ΔAbs_max) from 400 nm to 1100 nm was used as an index for evaluating the change in hue before and after alkaline development. The closer this value is to 0, the better the change in hue before and after alkaline development. The evaluation criteria are as follows:

[0476] (Evaluation criteria) A: The absolute value of ΔAbs_max is less than 0.1. B: The absolute value of ΔAbs_max is 0.1 or more and less than 0.2. C: The absolute value of ΔAbs_max is 0.2 or more and less than 0.3. D: The absolute value of ΔAbs_max is 0.3 or more.

[0477] <Evaluation of Adhesion> Each colored curable composition was spin-coated onto an 8-inch (1 inch = 2.54 cm) silicon wafer onto which hexamethyldisilazane had been sprayed, so that the film thickness after formation would be 0.8 μm, and the wafer was heated at 100°C for 2 minutes. Next, using a KrF scanner exposure machine, the wafer was exposed to light at an illumination intensity of 35,000 W / m through a mask having a 1.1 μm square island pattern. 2 , exposure dose 200mJ / cm 2The sample was irradiated with KrF rays at an exposure dose of 1000 kJ / cm. Next, puddle development was carried out using a 0.3% by mass aqueous solution of tetramethylammonium hydroxide (TMAH) at 25° C. for 40 seconds, followed by rinsing with running water for 30 seconds and spray drying to form a pattern (pixel). The resulting pixels were observed from above using a scanning electron microscope (S-9220 manufactured by Hitachi, Ltd.), and the pixel pattern size was measured. Adhesion was also evaluated using an optical microscope. The pattern size when all pixels were in close contact was evaluated on a 5-point scale according to the following evaluation criteria. The closer the evaluation result to 5, the better the adhesion.

[0478] (Evaluation criteria) A: The pattern size is 0.9 μm or more and less than 1.0 μm, and all pixels are in close contact. B: The pattern size is 1.0 μm or more and less than 1.05 μm, and all pixels are in close contact. C: The pattern size is 1.05 μm or more and less than 1.1 μm, and all pixels are in close contact. D: If the pattern size is not 1.1 μm or larger, all pixels will not be in close contact.

[0479] <Evaluation of Solvent Resistance> CT-4000L (manufactured by Fujifilm Electronic Materials Co., Ltd.) was applied to an 8-inch (20.32 cm) silicon wafer using a spin coater so that the thickness after post-baking would be 0.1 μm, and the wafer was heated on a hot plate at 220°C for 300 seconds to form an undercoat layer, thereby obtaining a silicon wafer (support) with an undercoat layer. Next, each coloring composition was applied by spin coating so that the film thickness after post-baking would be 0.5 μm. Next, the wafer was heated on a hot plate at 100°C for 2 minutes. Next, the obtained composition layer was exposed to light (KrF radiation) with a wavelength of 248 nm at an illuminance of 35,000 W / m using a KrF scanner exposure machine. 2 , exposure dose 200mJ / cm 2The silicon wafer with the exposed coating film was then placed on the horizontal rotating table of a spin-shower developer (DW-30, manufactured by Chemitronics Corporation) and puddle-developed using a 60% diluted solution of CD-2000 (manufactured by Fujifilm Electronic Materials Co., Ltd.) at 23°C for 60 seconds to form a colored pattern on the silicon wafer. The silicon wafer with the colored pattern was then fixed to the horizontal rotating table using a vacuum chuck. While rotating the silicon wafer at 50 rpm using a rotating device, pure water was sprayed from a nozzle above the center of rotation to rinse the wafer, followed by spray drying. The wafer was then post-baked for 300 seconds using a hot plate at 200°C to form a coating film. The spectrum of the coating obtained above from 400 nm to 1100 nm was measured using a Shimadzu UV-1800 spectrophotometer (spectrum A). This coating was immersed in N-methylpyrrolidone for 30 minutes, washed with ion-exchanged water, air-dried, and then the spectrum was measured again (spectrum B). The change in absorbance at each wavelength, ΔAbs, was calculated from the difference between spectra A and B, and the maximum value of ΔAbs from 400 nm to 1100 nm, ΔAbs_max, was used as an index for evaluating solvent resistance. The closer this value is to 0, the better the solvent resistance.

[0480] (Evaluation criteria) A: The absolute value of ΔAbs_max is less than 0.1. B: The absolute value of ΔAbs_max is 0.1 or more and less than 0.2. C: The absolute value of ΔAbs_max is 0.2 or more and less than 0.3. D: The absolute value of ΔAbs_max is 0.3 or more.

[0481] The evaluation results are summarized in Tables 6 and 7 below.

[0482] [Table 6]

[0483] [Table 7]

[0484] As shown in Tables 6 and 7, in comparison with the films (colored films) obtained from the colored curable compositions of the Comparative Examples, the films (colored films) obtained from the colored curable compositions of the Examples showed less change in hue before and after alkali development, and even after heat treatment after alkali development, they were excellent in heat resistance and light resistance, and were excellent in suppressing change in hue. Furthermore, as shown in Tables 6 and 7, it was found that the colored curable compositions of the examples were able to form films that were also excellent in adhesion and solvent resistance.

[0485] For the colored curable composition used in Example 1, the exposure light source was changed from KrF rays to i-rays (wavelength 365 nm), and the heat resistance, light fastness, hue change before and after alkali development, development residue, and solvent resistance were similarly evaluated. The results were equivalent to those obtained with KrF exposure.

Claims

1. a colorant containing a xanthene dye polymer; Compound A represented by general formula (1), a resin having an acid group, which is a compound different from the xanthene dye polymer and the compound A; a polymerizable compound; and a photopolymerization initiator, Colored curable composition. 【Chemistry 1】 In general formula (1), R １０１ represents an alkyl group, an aryl group, or a heteroaryl group; R １０２ , R １０３ , R １０４ , and R １０５ each independently represents a hydrogen atom or a substituent, and may be bonded to each other to form a ring; L １０１ is R １０１ , R １０２ , R １０３ , R １０４ , and R １０５ represents an n1-valent linking group bonding to at least one of the above, and n1 represents an integer of 2 or more.

2. The colored curable composition according to claim 1 , wherein the compound A has a structural unit represented by general formula (2): 【Chemistry 2】 In general formula (2), R ２０１ represents an alkyl group, an aryl group, or a heteroaryl group; R ２０２ , R ２０３ , R ２０４ , and R ２０５ each independently represents a hydrogen atom or a substituent, and may be bonded to each other to form a ring; R ２０６ represents a hydrogen atom or an alkyl group having 1 to 4 carbon atoms; L ２０１ represents a divalent linking group or a single bond.

3. The colored curable composition according to claim 1 , wherein the compound A has a structural unit represented by general formula (3): 【Transformation 3】 In general formula (3), R ３０１ represents an alkyl group, an aryl group, or a heteroaryl group; R ３０２ , R ３０３ , R ３０４ , R ３０５ , and R ３０６ each independently represents a hydrogen atom or a substituent, R ３０２ and R ３０５ At least one of R is a hydrogen atom; ３０７ represents a hydrogen atom or an alkyl group having 1 to 4 carbon atoms; X ３０１ is an oxygen atom or NR ３０８ represents R ３０８ represents a hydrogen atom or an alkyl group having 1 to 4 carbon atoms.

4. The colored curable composition according to claim 1 , wherein the compound A has a structural unit represented by general formula (4) or general formula (5). 【Chemistry 4】 In general formula (4), R ４０１ , R ４０２ , R ４０３ , and R ４０４ each independently represents a hydrogen atom or a substituent, and may be bonded to each other to form a ring; R ４０５ represents a hydrogen atom or an alkyl group having 1 to 4 carbon atoms. 【Transformation 5】 In general formula (5), R ５０１ , R ５０２ , R ５０３ , and R ５０４ each independently represents a hydrogen atom or a substituent, and may be bonded to each other to form a ring.

5. The colored curable composition according to claim 1 , wherein the compound A has a carboxy group.

6. The colored curable composition according to claim 1 , wherein the compound A has a quaternary ammonium cation.

7. The colored curable composition according to claim 1 , wherein the compound A has a radically polymerizable unsaturated bond.

8. The colored curable composition according to claim 1 , wherein the xanthene dye polymer comprises a compound represented by general formula (6): (D-R ２ ) ｎ -R １ -(L １ -P) ｍ (6) In general formula (6), R １ represents a (m+n)-valent linking group, P represents a monovalent substituent having a structural unit derived from a vinyl compound, D represents a xanthene structure, R ２ and L １ each independently represents a single bond or a divalent linking group; m represents an integer of 1 to 13; when m is 1, P has 2 to 20 structural units derived from the vinyl compound; when m is 2 or greater, the multiple Ps may be the same or different from one another, and the average number of structural units derived from the vinyl compound possessed by the multiple Ps is 2 to 20; n represents an integer of 2 to 14; when n is 2 or greater, the multiple Ds may be the same or different from one another, and m+n represents an integer of 2 to 15.

9. The colored curable composition according to claim 1 , further comprising a phthalocyanine pigment.

10. The colored curable composition according to claim 1, wherein the compound A is contained in an amount of 1% by mass to 20% by mass based on the total solid content of the colored curable composition.

11. 2. The colored curable composition according to claim 1, wherein the compound A has a thermal decomposition onset temperature of 100° C. to 200° C. as measured by TG-DTA.

12. A film which is a cured product of the colored curable composition according to any one of claims 1 to 11.

13. A color filter comprising the film of claim 12.

14. A solid-state imaging device comprising the film according to claim 12.

15. An image display device comprising the film according to claim 12.

Images