Compound, composition, color filter, display device, and solid-state imaging element

Abstract

The present invention addresses the problem of providing a compound and a composition with which it is possible to form a color filter having improved heat resistance. The problem can be solved by a compound represented by formula (I). [In formula (I), at least one of R1-R16 is a group represented by formula (II). [In formula (II), Z represents a divalent group, Xa represents-SRa1,-SO2Ra1,-SO2N (Ra2) 2,-SO3H,-SO3Ra1, or-SO3-Y +, Xb represents a hydrogen atom, an optionally substituted hydrocarbon group having 1-20 carbon atoms, or a halogen atom, and-CH2-contained in the hydrocarbon group may be substituted by-O-,-CO-, or-N (Rb)-. ]

Description

Technical Field

[0001] The present invention relates to a compound, a composition containing the compound, a color filter formed from the composition, and a display device and a solid-state imaging element containing the color filter. Background Art

[0002] Color filters used in display devices such as liquid crystal displays, electroluminescent displays, and plasma displays, or solid-state imaging devices such as CCDs and CMOS sensors, are manufactured from colored resin compositions. Various colorants are used as such colored resin compositions. For example, a compound represented by the following formula (x1) is known as a colorant (Patent Document 1).

[0003]

[0004] Prior art literature

[0005] Patent Literature

[0006] Patent Document 1: International Publication No. 2020 / 171060 Summary of the Invention

[0007] Color filters are required to have excellent heat resistance (preferably heat resistance, solvent resistance, and light resistance). However, it has been found that when the compound represented by the above formula (x1) is used, the heat resistance of the obtained color filter is insufficient.

[0008] The present invention has been made in view of the above-mentioned circumstances, and an object of the present invention is to provide a compound and a composition capable of forming a color filter having improved heat resistance.

[0009] The gist of the present invention is as follows.

[0010] [1] A compound represented by the following formula (I).

[0011]

[0012] [In formula (I),

[0013] R 1 ~R 16 Each independently represents a hydrogen atom, a halogen atom, a group represented by the following formula (IZ), or a group represented by the following formula (II).

[0014] Among them, R 1 ~R 16 At least one of them is a group represented by formula (II).]

[0015]

[0016] [In formula (IZ),

[0017] Z z represents a divalent group,

[0018] X z represents a halogen atom or a hydrocarbon group having 1 to 20 carbon atoms which may have a substituent, wherein -CH2- in the hydrocarbon group may be replaced by -O-, -CO- or -N(R z )-replace,

[0019] R z represents a hydrogen atom or a hydrocarbon group having 1 to 20 carbon atoms which may have a substituent,

[0020] mz represents any integer from 0 to 5,

[0021] * indicates the bonding site.

[0022] Among them, X z or R z When there are multiple, they can be the same or different.]

[0023]

[0024] [In formula (II),

[0025] Z represents a divalent group,

[0026] X a Indicates-SR a1 、-SO2R a1 、-SO2N(R a2 )2, -SO3H, -SO3R a1 , or -SO3 - Y + ,

[0027] X b represents a hydrogen atom, a hydrocarbon group having 1 to 20 carbon atoms which may have a substituent, or a halogen atom, wherein -CH2- in the hydrocarbon group may be replaced by -O-, -CO- or -N(R b )-replace,

[0028] R a1 represents a hydrocarbon group having 1 to 20 carbon atoms which may have a substituent, wherein -CH2- in the hydrocarbon group may be replaced by -O-, -S- or -N(R a2 )-replace,

[0029] R a2 and R b each independently represents a hydrogen atom or a hydrocarbon group having 1 to 20 carbon atoms which may have a substituent,

[0030] Y + represents a monovalent cation,

[0031] n represents any integer from 1 to 5,

[0032] m represents any integer from 0 to 4,

[0033] The sum of n and m is 5,

[0034] * indicates the bonding site.

[0035] Among them, X a 、X b 、R a1 、R a2 、R b , or Y + When there are multiple, they can be the same or different.]

[0036] [2] A composition comprising the compound described in [1] and a compound represented by the following formula (X).

[0037]

[0038] [In formula (X),

[0039] R x1 ~R x8 are independently a hydrogen atom, a halogen atom, or a group represented by the following formula (XI),

[0040] R x9 ~R x16 independently represent a hydrogen atom or a halogen atom.]

[0041]

[0042] [In formula (XI),

[0043] Z x represents a divalent group,

[0044] R x21 represents a halogen atom, a hydrocarbon group having 1 to 20 carbon atoms which may have a substituent, -OR x22 、-COR x22 、-CO2R x22 、-CO2M、-OCOR x22 、-CON(R x22 )2、-OCON(R x22 )2、-N(R x22 )2, cyano, or nitro,

[0045] R x22 represents a hydrogen atom or a hydrocarbon group having 1 to 20 carbon atoms which may have a substituent,

[0046] M represents an alkali metal atom,

[0047] nx represents any integer from 0 to 5,

[0048] * indicates the bonding site.

[0049] Among them, R x21 、R x22 Or when there are multiple M, they may be the same or different.]

[0050] [3] The composition according to [2], wherein the R x1 ~R x8 At least one of them is a group represented by the above formula (XI).

[0051] [4] A composition comprising the compound described in [1] and a dispersant.

[0052] [5] The composition according to [2] or [3], further comprising a dispersant.

[0053] [6] A composition comprising the compound described in [1], a resin and a solvent.

[0054] [7] The composition according to any one of [2] to [5], further comprising a resin and a solvent.

[0055] [8] The composition according to [6] or [7], further comprising a polymerizable compound and a polymerization initiator.

[0056] [9] A color filter formed from the composition according to any one of [2] to [8].

[0057]

[10] A display device comprising the color filter described in [9].

[0058]

[11] A solid-state imaging element comprising the color filter described in [9].

[0059] According to the present invention, a compound and a composition capable of forming a color filter having improved heat resistance (preferably heat resistance, solvent resistance, and light resistance) can be provided. DETAILED DESCRIPTION

[0060] <Compound (I)>

[0061] The present invention will be described in more detail below by referring to a partial structure of a compound represented by formula (I) (hereinafter sometimes referred to as compound (I)). Compound (I) according to the present invention can improve the heat resistance (preferably heat resistance, solvent resistance, and light resistance) of a color filter formed from a composition containing compound (I).

[0062]

[0063] [In formula (I),

[0064] R 1 ~R 16 Each independently represents a hydrogen atom, a halogen atom, a group represented by the following formula (IZ), or a group represented by the following formula (II).

[0065] Among them, R 1 ~R 16 At least one of them is a group represented by formula (II).]

[0066]

[0067] [In formula (IZ),

[0068] Z z represents a divalent group,

[0069] X z represents a halogen atom or a hydrocarbon group having 1 to 20 carbon atoms which may have a substituent, wherein -CH2- in the hydrocarbon group may be replaced by -O-, -CO- or -N(R z )-replace,

[0070] R z represents a hydrogen atom or a hydrocarbon group having 1 to 20 carbon atoms which may have a substituent,

[0071] mz represents any integer from 0 to 5,

[0072] * indicates the bonding site.

[0073] Among them, X z or R z When there are multiple, they can be the same or different.]

[0074]

[0075] [In formula (II),

[0076] Z represents a divalent group,

[0077] X a Indicates-SR a1 、-SO2R a1 、-SO2N(R a2 )2, -SO3H, -SO3R a1 , or -SO3 - Y + ,

[0078] X brepresents a hydrogen atom, a hydrocarbon group having 1 to 20 carbon atoms which may have a substituent, or a halogen atom, wherein -CH2- in the hydrocarbon group may be replaced by -O-, -CO- or -N(R b )-replace,

[0079] R a1 represents a hydrocarbon group having 1 to 20 carbon atoms which may have a substituent, wherein -CH2- in the hydrocarbon group may be replaced by -O-, -S- or -N(R a2 )-replace,

[0080] R a2 and R b each independently represents a hydrogen atom or a hydrocarbon group having 1 to 20 carbon atoms which may have a substituent,

[0081] Y + represents a monovalent cation,

[0082] n represents any integer from 1 to 5,

[0083] m represents any integer from 0 to 4,

[0084] The sum of n and m is 5,

[0085] * indicates the bonding site.

[0086] Among them, X a 、X b 、R a1 、R a2 、R b , or Y + When there are multiple, they can be the same or different.]

[0087] As Z and Z z Examples of the divalent group represented by the present invention include -O-, -CO-, -S-, -SO-, -SO2-, -N(R a3 )-, a divalent hydrocarbon group, etc., and a group formed by bonding a plurality of these groups. a3 represents a hydrogen atom or a hydrocarbon group having 1 to 20 carbon atoms which may have a substituent. Examples of the above-mentioned divalent hydrocarbon group include a divalent chain hydrocarbon group, a divalent alicyclic hydrocarbon group, a divalent aromatic hydrocarbon group, and the like. Examples of the divalent chain hydrocarbon group include a linear or branched alkanediyl group having, for example, 1 to 20 carbon atoms. Examples of the divalent alicyclic hydrocarbon group include a monocyclic or polycyclic cycloalkanediyl group having, for example, 3 to 20 carbon atoms. Examples of the divalent aromatic hydrocarbon group include a monocyclic or polycyclic aromatic hydrocarbondiyl group having, for example, 6 to 20 carbon atoms. Specific examples of the divalent hydrocarbon group include, for example, the group excluding X described later. z 、Xb 、R a1 、R a2 、R a3 、R z and R b A group in which an arbitrary hydrogen atom included in the monovalent hydrocarbon group exemplified as the hydrocarbon group having 1 to 20 carbon atoms represented by α-C 2 ...

[0088] As Z and Z z The divalent group represented by is preferably -O-, -S- or -N(R a3 )-, more preferably -O- or -S-, further preferably -O-.

[0089] As X z 、X b 、R a1 、R a2 、R a3 、R z and R b Examples of the hydrocarbon group having 1 to 20 carbon atoms include aliphatic hydrocarbon groups and aromatic hydrocarbon groups. The aliphatic hydrocarbon group may be saturated or unsaturated, and may be chain or alicyclic.

[0090] Examples of the saturated or unsaturated chain hydrocarbon group include a methyl group, an ethyl group, an n-propyl group, an n-butyl group, an n-pentyl group, an n-hexyl group, an n-heptyl group, an n-octyl group, an n-nonyl group, an n-decyl group, an n-undecyl group, an n-dodecyl group, an n-tridecyl group, an n-tetradecyl group, an n-pentadecyl group, an n-hexadecyl group, an n-heptadecyl group, an n-octadecyl group, an n-nonadecyl group, and an n-eicosyl group; an isopropyl group, a (1-ethyl)propyl group, an isobutyl group, a sec-butyl group, a tert-butyl group, a (1-ethyl)butyl group, a (2-ethyl)butyl group, a (1-propyl)butyl group, an isopentyl group, a neopentyl group, a tert-pentyl group, a (2-methyl)pentyl group, a (1-ethyl)pentyl group, a (3- branched-chain alkyl groups such as (1-ethyl)pentyl, (1-propyl)pentyl, (1-butyl)pentyl, isohexyl, (2-methyl)hexyl, (5-methyl)hexyl, (2-ethyl)hexyl, (1-butyl)hexyl, (2-methyl)heptyl, (2-ethyl)heptyl, (3-ethyl)heptyl, (2-methyl)octyl, and (2-ethyl)octyl; and alkenyl groups such as vinyl, 1-propenyl, 2-propenyl (allyl), (1-methyl)vinyl, 2-butenyl, 3-butenyl, 1,3-butadienyl, (1-(2-propenyl))vinyl, (1,2-dimethyl)propenyl, and 2-pentenyl.

[0091] Examples of the saturated or unsaturated alicyclic hydrocarbon group include cycloalkyl groups such as cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, and cyclooctyl; cycloalkenyl groups such as cyclohexenyl (e.g., cyclohex-2-ene, cyclohex-3-ene), cycloheptenyl, and cyclooctenyl; and norbornyl, adamantyl, and bicyclo[2.2.2]octyl.

[0092] Examples of the aromatic hydrocarbon group include aryl groups such as phenyl, 1-naphthyl, 2-naphthyl, anthracenyl, phenanthrenyl, and biphenyl; alkylaryl groups such as o-tolyl, m-tolyl, p-tolyl, 2-ethylphenyl, 3-ethylphenyl, 4-ethylphenyl, 2,3-dimethylphenyl, 2,4-dimethylphenyl, 2,5-dimethylphenyl, 2,6-dimethylphenyl, 3,4-dimethylphenyl, 3,5-dimethylphenyl, 2,4,6-trimethylphenyl, 2-methyl-6-ethylphenyl, 2,6-diethylphenyl, o-isopropylphenyl, m-isopropylphenyl, p-isopropylphenyl, 2-methyl-6-isopropylphenyl, 4-butylphenyl, o-tert-butylphenyl, m-tert-butylphenyl, and p-tert-butylphenyl; and alkenylaryl groups such as 4-vinylphenyl.

[0093] The hydrocarbon group having 1 to 20 carbon atoms may be a group composed of two or more selected from the chain hydrocarbon groups, alicyclic hydrocarbon groups and aromatic hydrocarbon groups listed above, as long as the upper limit of the number of carbon atoms is 20. Examples of such groups include aralkyl groups such as benzyl, phenethyl, and 1-methyl-1-phenylethyl; aralkenyl groups such as phenylvinyl (phenylvinyl); aralkynyl groups such as phenylethynyl; 1-methylcyclopropyl, 1-methylcyclohexyl, 2-methylcyclohexyl, 3-methylcyclohexyl, 4-methylcyclohexyl, 1,2-dimethylcyclohexyl, 1,3-dimethylcyclohexyl, 1,4-dimethylcyclohexyl, 2,3-dimethylcyclohexyl, 2,4-dimethylcyclohexyl, 2,5-dimethylcyclohexyl, 2,6-dimethylcyclohexyl, 3,4-dimethylcyclohexyl; alicyclic hydrocarbon groups to which one or more alkyl groups or alicyclic hydrocarbon groups are bonded, such as hexyl, 3,5-dimethylcyclohexyl, 2,2-dimethylcyclohexyl, 3,3-dimethylcyclohexyl, 4,4-dimethylcyclohexyl, 2,4,6-trimethylcyclohexyl, 2,2,6,6-tetramethylcyclohexyl, and 3,3,5,5-tetramethylcyclohexyl; an alkyl group to which one or more alicyclic hydrocarbon groups are bonded, such as cyclopropylmethyl, cyclopropylethyl, cyclobutylmethyl, cyclobutylethyl, cyclopentylmethyl, cyclopentylethyl, cyclohexylmethyl, 2-methylcyclohexylmethyl, and cyclohexylethyl; and the like.

[0094] X z 、X b 、R a1 、R a2 、R a3 、R z and R bThe number of carbon atoms in the saturated chain hydrocarbon group (ie, linear alkyl group or branched alkyl group) represented by is preferably 1 to 10, more preferably 1 to 7, further preferably 1 to 5, and even more preferably 1 to 4.

[0095] X z 、X b 、R a1 、R a2 、R a3 、R z and R b The number of carbon atoms of the unsaturated chain hydrocarbon group (ie, alkenyl group, alkynyl group) represented by is preferably 2 to 15, more preferably 2 to 10, further preferably 2 to 8, and even more preferably 2 to 5.

[0096] X z 、X b 、R a1 、R a2 、R a3 、R z and R b The saturated or unsaturated alicyclic hydrocarbon group represented by is preferably 3 to 10 carbon atoms.

[0097] X z 、X b 、R a1 、R a2 、R a3 、R z and R b The number of carbon atoms in the aromatic hydrocarbon group represented by is preferably 6 to 15, more preferably 6 to 10, and even more preferably 6 to 8.

[0098] X z 、X b 、R a1 、R a2 、R a3 、R z and R b The group consisting of a combination of two or more selected from the group consisting of chain hydrocarbon groups, alicyclic hydrocarbon groups and aromatic hydrocarbon groups represented by is preferably 7 to 18 carbon atoms, more preferably 7 to 15 carbon atoms.

[0099] Examples of the substituent that the hydrocarbon group having 1 to 20 carbon atoms may have include a halogen atom, a nitro group, a cyano group, a -OR a2 、-CO2R a2 、-CO2 - Y + 、-CON(R a2 )2、-NR a2 COR a2 、-SR a2 、-SO2R a2、-SO2N(R a2 )2, -SO3R a2 、-SO3 - Y + and -N(R a2 )2 etc. (where R a2 and Y + Same as above, R a2 or Y + When there are multiple, they may be the same or different).

[0100] R a1 The number of carbon atoms of the hydrocarbon group represented is 2 to 20, and when the hydrocarbon group contains -CH2-, the -CH2- may be substituted with -O-, -S- or -N(R a2 )-. In R a1 When there are multiple substitutable -CH2- in the hydrocarbon group having 1 to 20 carbon atoms represented by , the number of substitutions may be 1 or 2 or more. In the hydrocarbon group having 2 to 20 carbon atoms, adjacent -CH2- are not substituted with -O- and / or -S- at the same time, and the -CH2- at the terminal of the compound is not substituted with -O- or -S. It should be noted that -CH2- in the hydrocarbon group having 1 to 20 carbon atoms is substituted with -O-, -S- or -N(R a2 )-, is substituted by -O-, -S- or -N(R a2 )- refers to the number of carbon atoms in the group substituted with -O-, -S- or -N(R a2 )-the number of carbon atoms in the hydrocarbon group preceding it.

[0101] X z The number of carbon atoms of the hydrocarbon group represented is 2 to 20, and when the hydrocarbon group contains -CH2-, the -CH2- may be substituted with -O-, -CO- or -N(R z )-. In X z When there are multiple substitutable -CH2- in the hydrocarbon group having 1 to 20 carbon atoms, the number of substitutions may be 1 or 2 or more. In this case, in the hydrocarbon group having 2 to 20 carbon atoms, adjacent -CH2- are not substituted with -O- at the same time, and the -CH2- at the terminal of the compound is not substituted with -O-. It should be noted that -CH2- in the hydrocarbon group having 1 to 20 carbon atoms is substituted with -O-, -CO- or -N(R z )-, is substituted by -O-, -CO- or -N(R z )- refers to the number of carbon atoms in the group substituted with -O-, -CO- or -N(R z )-the number of carbon atoms in the hydrocarbon group before. z The -CH2- in the hydrocarbon group represented by is substituted with -O-, -CO- or -N(Rz )-, preferably -COOR zb or -R zb1 COOR zb2 (The above R zb 、R zb1 and R zb2 each independently represents an alkyl group having 1 to 6 carbon atoms), more preferably -COOR zb .

[0102] X b The number of carbon atoms of the hydrocarbon group represented is 2 to 20, and when the hydrocarbon group contains -CH2-, the -CH2- may be substituted with -O-, -CO- or -N(R b )-, as a specific method, in addition to the "R z ” is replaced by “R b "Except for the above X z The same instructions are given in the text. b The -CH2- in the hydrocarbon group represented by is substituted with -O-, -CO- or -N(R b )-, preferably -COOR xb or -R xb1 COOR xb2 (The above R xb 、R xb1 and R xb2 each independently represents an alkyl group having 1 to 6 carbon atoms), more preferably -COOR xb .

[0103] As R 1 ~R 16 、X z and X b Examples of the halogen atom represented by and the halogen atom used as a substituent of the hydrocarbon group having 1 to 20 carbon atoms include fluorine, chlorine, bromine and iodine atoms, and among them, fluorine, chlorine or bromine is preferred.

[0104] As X a Indicates -SR a1 Examples of the sulfanyl group include a methylsulfanyl group, an ethylsulfanyl group, a butylsulfanyl group, a hexylsulfanyl group, a decylsulfanyl group, and an eicosylsulfanyl group.

[0105] As X a Represents -SO2R a1 Examples of the group include a methylsulfonyl group, an ethylsulfonyl group, a butylsulfonyl group, a hexylsulfonyl group, a decylsulfonyl group, and an eicosylsulfonyl group.

[0106] As X a Represents -SO3R a1Examples of the sulfonyl group include a methoxysulfonyl group, an ethoxysulfonyl group, a propoxysulfonyl group, a tert-butoxysulfonyl group, a hexyloxysulfonyl group, and an eicosylsulfonyl group.

[0107] As X a -SO2N(R a2 )2, for example, sulfamoyl; N-methylsulfamoyl, N-ethylsulfamoyl, N-propylsulfamoyl, N-isopropylsulfamoyl, N-butylsulfamoyl, N-isobutylsulfamoyl, N-sec-butylsulfamoyl, N-tert-butylsulfamoyl, N-pentylsulfamoyl, N-(1-ethylpropyl)sulfamoyl, N-(1,1-dimethylpropyl)sulfamoyl, N-(1,2-dimethylpropyl)sulfamoyl, N-(2,2-dimethylpropyl)sulfamoyl, N-(1-methylbutyl)sulfamoyl, N-(2-methylbutyl)sulfamoyl, N-(3-methylbutyl)sulfamoyl, N-cyclopentylsulfamoyl, N-hexylsulfamoyl, N-(1,3-dimethylbutyl)sulfamoyl, N-(3,3-dimethylbutyl)sulfamoyl, N-heptylsulfamoyl, N-(1-methylhexyl)sulfamoyl N-1 substituted sulfamoyl groups such as sulfamoyl, N-(1,4-dimethylpentyl)sulfamoyl, N-octylsulfamoyl, N-(2-ethylhexyl)sulfamoyl, N-(1,5-dimethyl)hexylsulfamoyl, and N-(1,1,2,2-tetramethylbutyl)sulfamoyl; N,N-dimethylsulfamoyl, N,N-ethylmethylsulfamoyl, N,N-diethylsulfamoyl, and N,N-n-propylmethylsulfamoyl. N,N-2 substituted sulfamoyl groups such as sulfamoyl, N,N-isopropylmethylsulfamoyl, N,N-tert-butylmethylsulfamoyl, N,N-n-butylethylsulfamoyl, N,N-bis(1-methylpropyl)sulfamoyl, and N,N-heptylmethylsulfamoyl are preferred, and N,N-2 substituted sulfamoyl groups are more preferred, including N,N-dimethylsulfamoyl, N,N-ethylmethylsulfamoyl, and N,N-diethylsulfamoyl.

[0108] As Y + The monovalent cation represented by + 、Na + , K + 、Cs + Alkali metal cations; N + (R a2 )4 etc. (Among them, R a2 Same as above, 4 R a2 can be the same or different). As Y + The monovalent cation represented by + , K + 、N + (R a2 )4. As N+ (R a2 )4 in R a2 , preferably a hydrocarbon group having 1 to 6 carbon atoms, more preferably a chain hydrocarbon group having 1 to 6 carbon atoms, and further preferably an alkyl group having 1 to 3 carbon atoms.

[0109] n represents any integer from 1 to 5, m represents any integer from 0 to 4, and the sum of n and m is 5.

[0110] From the perspective of the reliability of the obtained color filter, such as heat resistance, R 1 ~R 16 At least one of the groups is a group represented by formula (II), preferably 2 to 14 groups are represented by formula (II), more preferably 2 to 12 groups are represented by formula (II), further preferably 4 to 10 groups are represented by formula (II), further preferably 4 to 8 groups are represented by formula (II), further preferably 4, 6 or 8 groups are represented by formula (II), further preferably 6 or 8 groups are represented by formula (II), further more preferably 8 groups are represented by formula (II). For example, R 1 ~R 16 When two of them are groups represented by formula (II), it is preferred that R 1 and R 2 is a group represented by formula (II), R 1 ~R 16 When four of them are groups represented by formula (II), preferably R 1 、R 2 、R 5 and R 6 is a group represented by formula (II), R 1 ~R 16 When 6 of them are groups represented by formula (II), preferably R 1 ~R 6 is a group represented by formula (II), R 1 ~R 16 When 8 of them are groups represented by formula (II), preferably R 1 ~R 8 It is a group represented by formula (II).

[0111] From the perspective of the reliability of the obtained color filter, such as heat resistance, R 1 ~R 16 The total number of the groups represented by formula (IZ) and the groups represented by formula (II) is preferably 2 to 12, more preferably 4 to 10, further preferably 6 to 10, and further preferably 8. For example, R 1 ~R 16 When two of them are groups represented by formula (IZ) and six of them are groups represented by formula (II), it is preferred that R1 and R 2 is a group represented by formula (IZ), and R 3 ~R 8 is a group represented by formula (II), R 1 ~R 16 When 4 of them are groups represented by formula (IZ) and 4 are groups represented by formula (II), it is preferred that R 1 、R 2 、R 5 and R 6 is a group represented by formula (IZ), R 3 、R 4 、R 7 and R 8 It is a group represented by formula (II).

[0112] From the perspective of the reliability of the obtained color filter such as heat resistance and the ease of compound synthesis, R 1 ~R 8 Independently of each other, it is preferably a halogen atom (particularly preferably a fluorine atom), a group represented by formula (IZ), or a group represented by formula (II), more preferably a group represented by formula (IZ) or a group represented by formula (II), and even more preferably a group represented by formula (II).

[0113] From the perspective of the reliability of the obtained color filter such as heat resistance and the ease of compound synthesis, R 9 ~R 16 Independently of each other, it is preferably a hydrogen atom or a halogen atom, more preferably a halogen atom, further preferably a fluorine atom, a chlorine atom or a bromine atom, and further preferably a fluorine atom.

[0114] From the perspective of the reliability of the obtained color filter such as heat resistance and the ease of compound synthesis, R 1 ~R 8 is a group represented by formula (II), and R 9 ~R 16 The content of compound (I) which is independently a hydrogen atom or a halogen atom is preferably 20% by mass or more, more preferably 30% by mass or more, further preferably 40% by mass or more, and even more preferably 50% by mass or more in the total amount of compound (I).

[0115] As the group represented by formula (IZ), a group represented by the following formula (IZa) is preferred.

[0116]

[0117] [In formula (IZa), X z , mz are the same as above.]

[0118] X z Preferably, a halogen atom or -COOR zb (R zb represents an alkyl group having 1 to 6 carbon atoms, preferably an alkyl group having 1 to 3 carbon atoms, more preferably a methyl group or an ethyl group), more preferably a fluorine atom, a chlorine atom, a bromine atom or -COOR zb (R zb Same as above), more preferably a fluorine atom or -COOR zb (R zb Same as above), further preferably -COOR zb (R zb Same as above).

[0119] mz is preferably any integer of 1 to 3, more preferably 1 or 2, and even more preferably 1.

[0120] X z Relative to the “*-Z” in formula (IZ) z -" or the group represented by "*-O-" in formula (IZa) may be bonded to any position in the ortho, meta, or para position, preferably to the meta or para position, and more preferably to the para position. In particular, as X z -COOR zb (R zb Same as above) relative to "*-Z" in formula (IZ) z The group represented by "-" or the group represented by "*-O-" in formula (IZa) is preferably bonded to a position forming a para position.

[0121] As the group represented by formula (II), a group represented by the following formula (IIa) is preferred.

[0122]

[0123] [In formula (IIa), X a 、X b , n, and m are the same as above.]

[0124] From the perspective of the reliability of the obtained color filter, such as heat resistance, X a Preferably -SR a1 、-SO2R a1 、-SO2N(R a2 )2, -SO3R a1 or -SO3 - Y + , more preferably -SR a1 、-SO2R a1 Or -SO3Ra1 , further preferably -SR a1 Or -SO2R a1 , more preferably -SR a1 .

[0125] AS-SR a1 R in a1 , preferably a hydrocarbon group having 1 to 10 carbon atoms which may have a substituent, more preferably an aliphatic hydrocarbon group having 1 to 10 carbon atoms which may have a substituent, further preferably a chain hydrocarbon group having 1 to 10 carbon atoms which may have a substituent, further preferably a chain hydrocarbon group having 1 to 5 carbon atoms which may have a substituent, further preferably a saturated chain hydrocarbon group having 1 to 5 carbon atoms which may have a substituent, and further preferably a saturated chain hydrocarbon group having 1 to 5 carbon atoms which may have a substituent. As the above-mentioned substituent, a halogen atom is preferred, a fluorine atom, a chlorine atom or a bromine atom is more preferred, and a fluorine atom is further preferred. As -SR a1 R in a1 , preferably a hydrocarbon group having 1 to 5 carbon atoms including a perfluoroalkyl group such as a trifluoromethyl group, a perfluoroethyl group, a perfluoropropyl group, a perfluoroisopropyl group, or an alkyl group having 1 to 5 carbon atoms such as a methyl group, an ethyl group, a propyl group, more preferably a hydrocarbon group having 1 to 3 carbon atoms including a trifluoromethyl group, a methyl group, or an ethyl group, further preferably a trifluoromethyl group or a methyl group, further preferably a trifluoromethyl group.

[0126] AS-SO2R a1 Or -SO3R a1 R in a1 , preferably a hydrocarbon group having 1 to 10 carbon atoms which may have a substituent, more preferably an aliphatic hydrocarbon group having 1 to 10 carbon atoms which may have a substituent, further preferably a chain hydrocarbon group having 1 to 10 carbon atoms which may have a substituent, still more preferably a chain hydrocarbon group having 1 to 5 carbon atoms which may have a substituent, still more preferably a saturated chain hydrocarbon group having 1 to 5 carbon atoms which may have a substituent, and still more preferably a saturated chain hydrocarbon group having 1 to 5 carbon atoms which does not have a substituent. As the above-mentioned substituent, a halogen atom is preferred.

[0127] X a The group represented by "*-Z-" in formula (II) or the group represented by "*-O-" in formula (IIa) can be bonded to any position in a relationship of ortho, meta, or para, preferably to a position in a relationship of meta or para, and more preferably to a position in a relationship of para.

[0128] X b Preferably, a hydrogen atom, -COOR xb (R xbrepresents an alkyl group having 1 to 6 carbon atoms, preferably an alkyl group having 1 to 3 carbon atoms, more preferably a methyl group or an ethyl group), a fluorine atom, a chlorine atom or a bromine atom, more preferably a hydrogen atom, -COOR xb (R xb Same as above), or a fluorine atom, more preferably a hydrogen atom.

[0129] n is preferably any integer of 1 to 3, more preferably 1 or 2, and even more preferably 1.

[0130] More specifically, examples of compound (I) include compounds (I-1) to (I-330) shown in Tables 1 to 8. In Tables 1 to 8, "aa" refers to R in formula (I). 1 ~R 16 The number of groups represented by formula (II) in the formula (I) is represented by "ab" 1 ~R 16 The number of halogen atoms in the formula (I) is represented by "ac". 1 ~R 16 The number of groups represented by formula (IZ) in "the type of group represented by formula (II)" refers to R 1 ~R 16 When any one of the groups is a group represented by formula (II), the type of the "halogen atom" refers to R 1 ~R 16 When any one of them is a halogen atom, the type of the group represented by the formula (IZ) is R 1 ~R 16 When any one of them is a group represented by formula (IZ), its type. In Tables 1 to 8, "II-1" to "II-15" refer to groups represented by the following formulas (II-1) to (II-15), respectively, "IZ-1" to "IZ-2" refer to groups represented by the following formulas (IZ-1) to (IZ-2), respectively, and "F" refers to a fluorine atom.

[0131] [Table 1]

[0132] compound aa Formula (II) Denotative basic species ab atomic type (I-1) 1 II-1 15 F (I-2) 1 II-2 15 F (I-3) 1 II-3 15 F (I-4) 1 II-4 15 F (I-5) 1 II-5 15 F (I-6) 1 II-6 15 F (I-7) 1 II-7 15 F (I-8) 1 II-8 15 F (I-9) 1 II-9 15 F (I-10) 1 II-10 15 F (I-11) 1 II-11 15 F (I-12) 1 II-12 15 F (I-13) 1 II-13 15 F (I-14) 1 II-14 15 F (I-15) 1 II-15 15 F (I-16) 2 II-1 14 F (I-17) 2 II-2 14 F (I-18) 2 II-3 14 F (I-19) 2 II-4 14 F (I-20) 2 II-5 14 F (I-21) 2 II-6 14 F (I-22) 2 II-7 14 F (I-23) 2 II-8 14 F (I-24) 2 II-9 14 F (I-25) 2 II-10 14 F (I-26) 2 II-11 14 F (I-27) 2 II-12 14 F (I-28) 2 II-13 14 F (I-29) 2 II-14 14 F (I-30) 2 II-15 14 F (I-31) 3 II-1 13 F (I-32) 3 II-2 13 F (I-33) 3 II-3 13 F (I-34) 3 II-4 13 F (I-35) 3 II-5 13 F (I-36) 3 II-6 13 F (I-37) 3 II-7 13 F (I-38) 3 II-8 13 F (I-39) 3 II-9 13 F (I-40) 3 II-10 13 F (I-41) 3 II-11 13 F (I-42) 3 II-12 13 F (I-43) 3 II-13 13 F (I-44) 3 II-14 13 F (I-45) 3 II-15 13 F

[0133] [Table 2]

[0134] compound aa Formula (II) Denotative basic species ab atomic type (I-46) 4 II-1 12 F (I-47) 4 II-2 12 F (I-48) 4 II-3 12 F (I-49) 4 II-4 12 F (I-50) 4 II-5 12 F (I-51) 4 II-6 12 F (I-52) 4 II-7 12 F (I-53) 4 II-8 12 F (I-54) 4 II-9 12 F (I-55) 4 II-10 12 F (I-56) 4 II-11 12 F (I-57) 4 II-12 12 F (I-58) 4 II-13 12 F (I-59) 4 II-14 12 F (I-60) 4 II-15 12 F (I-61) 5 II-1 11 F (I-62) 5 II-2 11 F (I-63) 5 II-3 11 F (I-64) 5 II-4 11 F (I-65) 5 II-5 11 F (I-66) 5 II-6 11 F (I-67) 5 II-7 11 F (I-68) 5 II-8 11 F (I-69) 5 II-9 11 F (I-70) 5 II-10 11 F (I-71) 5 II-11 11 F (I-72) 5 II-12 11 F (I-73) 5 II-13 11 F (I-74) 5 II-14 11 F (I-75) 5 II-15 11 F (I-76) 6 II-1 10 F (I-77) 6 II-2 10 F (I-78) 6 II-3 10 F (I-79) 6 II-4 10 F (I-80) 6 II-5 10 F (I-81) 6 II-6 10 F (I-82) 6 II-7 10 F (I-83) 6 II-8 10 F (I-84) 6 II-9 10 F (I-85) 6 II-10 10 F (I-86) 6 II-11 10 F (I-87) 6 II-12 10 F (I-88) 6 II-13 10 F (I-89) 6 II-14 10 F (I-90) 6 II-15 10 F

[0135] [Table 3]

[0136] compound aa Formula (II) Denotative basic species ab atomic type (I-91) 7 II-1 9 F (I-92) 7 II-2 9 F (I-93) 7 II-3 9 F (I-94) 7 II-4 9 F (I-95) 7 II-5 9 F (I-96) 7 II-6 9 F (I-97) 7 II-7 9 F (I-98) 7 II-8 9 F (I-99) 7 II-9 9 F (I-100) 7 II-10 9 F (I-101) 7 II-11 9 F (I-102) 7 II-12 9 F (I-103) 7 II-13 9 F (I-104) 7 II-14 9 F (I-105) 7 II-15 9 F (I-106) 8 II-1 8 F (I-107) 8 II-2 8 F (I-108) 8 II-3 8 F (I-109) 8 II-4 8 F (I-110) 8 II-5 8 F (I-111) 8 II-6 8 F (I-112) 8 II-7 8 F (I-113) 8 II-8 8 F (I-114) 8 II-9 8 F (I-115) 8 II-10 8 F (I-116) 8 II-11 8 F (I-117) 8 II-12 8 F (I-118) 8 II-13 8 F (I-119) 8 II-14 8 F (I-120) 8 II-15 8 F (I-121) 9 II-1 7 F (I-122) 9 II-2 7 F (I-123) 9 II-3 7 F (I-124) 9 II-4 7 F (I-125) 9 II-5 7 F (I-126) 9 II-6 7 F (I-127) 9 II-7 7 F (I-128) 9 II-8 7 F (I-129) 9 II-9 7 F (I-130) 9 II-10 7 F (I-131) 9 II-11 7 F (I-132) 9 II-12 7 F (I-133) 9 II-13 7 F (I-134) 9 II-14 7 F (I-135) 9 II-15 7 F

[0137] [Table 4]

[0138] compound aa Formula (II) Denotative basic species ab atomic type (I-136) 10 II-1 6 F (I-137) 10 II-2 6 F (I-138) 10 II-3 6 F (I-139) 10 II-4 6 F (I-140) 10 II-5 6 F (I-141) 10 II-6 6 F (I-142) 10 II-7 6 F (I-143) 10 II-8 6 F (I-144) 10 II-9 6 F (I-145) 1O II-10 6 F (I-146) 10 II-11 6 F (I-147) 10 II-12 6 F (I-148) 10 II-13 6 F (I-149) 10 II-14 6 F (I-150) 10 II-15 6 F (I-151) 11 II-1 5 F (I-152) 11 II-2 5 F (I-153) 11 II-3 5 F (I-154) 11 II-4 5 F (I-155) 11 II-5 5 F (I-156) 11 II-6 5 F (I-157) 11 II-7 5 F (I-158) 11 II-8 5 F (I-159) 11 II-9 5 F (I-160) 11 II-10 5 F (I-161) 11 II-11 5 F (I-162) 11 II-12 5 F (I-163) 11 II-13 5 F (I-164) 11 II-14 5 F (I-165) 11 II-15 5 F (I-166) 12 II-1 4 F (I-167) 12 II-2 4 F (I-168) 12 II-3 4 F (I-169) 12 II-4 4 F (I-170) 12 II-5 4 F (I-171) 12 II-6 4 F (I-172) 12 II-7 4 F (I-173) 12 II-8 4 F (I-174) 12 II-9 4 F (I-175) 12 II-10 4 F (I-176) 12 II-11 4 F (I-177) 12 II-12 4 F (I-178) 12 II-13 4 F (I-179) 12 II-14 4 F (I-180) 12 II-15 4 F

[0139] [Table 5]

[0140] compound aa Formula (II) Denotative basic species ab atomic type (I-181) 13 II-1 3 F (I-182) 13 II-2 3 F (I-183) 13 II-3 3 F (I-184) 13 II-4 3 F (I-185) 13 II-5 3 F (I-186) 13 II-6 3 F (I-187) 13 II-7 3 F (I-188) 13 II-8 3 F (I-189) 13 II-9 3 F (I-190) 13 II-10 3 F (I-191) 13 II-11 3 F (I-192) 13 II-12 3 F (I-193) 13 II-13 3 F (I-194) 13 II-14 3 F (I-195) 13 II-15 3 F (I-196) 14 II-1 2 F (I-197) 14 II-2 2 F (I-198) 14 II-3 2 F (I-199) 14 II-4 2 F (I-200) 14 II-5 2 F (I-201) 14 II-6 2 F (I-202) 14 II-7 2 F (I-203) 14 II-8 2 F (I-204) 14 II-9 2 F (I-205) 14 II-10 2 F (I-206) 14 II-11 2 F (I-207) 14 II-12 2 F (I-208) 14 II-13 2 F (I-209) 14 II-14 2 F (I-210) 14 II-15 2 F (I-211) 15 II-1 1 F (I-212) 15 II-2 1 F (I-213) 15 II-3 1 F (I-214) 15 II-4 1 F (I-215) 15 II-5 1 F (I-216) 15 II-6 1 F (I-217) 15 II-7 1 F (I-218) 15 II-8 1 F (I-219) 15 II-9 1 F (I-220) 15 II-10 1 F (I-221) 15 II-11 1 F (I-222) 15 II-12 1 F (I-223) 15 II-13 1 F (I-224) 15 II-14 1 F (I-225) 15 II-15 1 F

[0141] [Table 6]

[0142] compound aa Formula (II) Denotative basic species ab atomic type (I-226) 16 II-1 0 F (I-227) 16 II-2 0 F (I-228) 16 II-3 0 F (I-229) 16 II-4 0 F (I-230) 16 II-5 0 F (I-231) 16 II-6 0 F (I-232) 16 II-7 0 F (I-233) 16 II-8 0 F (I-234) 16 II-9 0 F (I-235) 16 II-10 0 F (I-236) 16 II-11 0 F (I-237) 16 II-12 0 F (I-238) 16 II-13 0 F (I-239) 16 II-14 0 F (I-240) 16 II-15 0 F

[0143] [Table 7]

[0144] compound aa Formula (II) Denotative basic species ab atomic type ac Formula (IZ) representational basic type (I-241) 2 II-1 8 F 6 IZ-1 (I-242) 2 II-1 8 F 6 IZ-2 (I-243) 2 II-2 8 F 6 IZ-1 (I-244) 2 II-2 8 F 6 IZ-2 (I-245) 2 II-3 8 F 6 IZ-1 (I-246) 2 II-3 8 F 6 IZ-2 (I-247) 2 II-4 8 F 6 IZ-1 (I-248) 2 II-4 8 F 6 IZ-2 (I-249) 2 II-5 8 F 6 IZ-1 (I-250) 2 II-5 8 F 6 IZ-2 (I-251) 2 II-6 8 F 6 IZ-1 (I-252) 2 II-6 8 F 6 IZ-2 (I-253) 2 II-7 8 F 6 IZ-1 (I-254) 2 II-7 8 F 6 IZ-2 (I-255) 2 II-8 8 F 6 IZ-1 (I-256) 2 II-8 8 F 6 IZ-2 (I-257) 2 II-9 8 F 6 IZ-1 (I-258) 2 II-9 8 F 6 IZ-2 (I-259) 2 II-10 8 F 6 IZ-1 (I-260) 2 II-10 8 F 6 IZ-2 (I-261) 2 II-11 8 F 6 IZ-1 (I-262) 2 II-11 8 F 6 IZ-2 (I-263) 2 II-12 8 F 6 IZ-1 (I-264) 2 II-12 8 F 6 IZ-2 (I-265) 2 II-13 8 F 6 IZ-1 (I-266) 2 II-13 8 F 6 IZ-2 (I-267) 2 II-14 8 F 6 IZ-1 (I-268) 2 II-14 8 F 6 IZ-2 (I-269) 2 II-15 8 F 6 IZ-1 (I-270) 2 II-15 8 F 6 IZ-2 (I-271) 4 II-1 8 F 4 IZ-1 (I-272) 4 II-1 8 F 4 IZ-2 (I-273) 4 II-2 8 F 4 IZ-1 (I-274) 4 II-2 8 F 4 IZ-2 (I-275) 4 II-3 8 F 4 IZ-1 (I-276) 4 II-3 8 F 4 IZ-2 (I-277) 4 II-4 8 F 4 IZ-1 (I-278) 4 II-4 8 F 4 IZ-2 (I-279) 4 II-5 8 F 4 IZ-1 (I-280) 4 II-5 8 F 4 IZ-2 (I-281) 4 II-6 8 F 4 IZ-1 (I-282) 4 II-6 8 F 4 IZ-2 (I-283) 4 II-7 8 F 4 IZ-1 (I-284) 4 II-7 8 F 4 IZ-2 (I-285) 4 II-8 8 F 4 IZ-1

[0145] [Table 8]

[0146] compound aa Formula (II) Denotative basic species ab atomic type ac Formula (IZ) representational basic type (I-286) 4 II-8 8 F 4 IZ-2 (I-287) 4 II-9 8 F 4 IZ-1 (I-288) 4 II-9 8 F 4 IZ-2 (I-289) 4 II-10 8 F 4 IZ-1 (I-290) 4 II-10 8 F 4 IZ-2 (I-291) 4 II-11 8 F 4 IZ-1 (I-292) 4 II-11 8 F 4 IZ-2 (I-293) 4 II-12 8 F 4 IZ-1 (I-294) 4 II-12 8 F 4 IZ-2 (I-295) 4 II-13 8 F 4 IZ-1 (I-296) 4 II-13 8 F 4 IZ-2 (I-297) 4 II-14 8 F 4 IZ-1 (I-298) 4 II-14 8 F 4 IZ-2 (I-299) 4 II-15 8 F 4 IZ-1 (I-300) 4 II-15 8 F 4 IZ-2 (I-301) 6 II-1 8 F 2 IZ-1 (I-302) 6 II-1 8 F 2 IZ-2 (I-303) 6 II-2 8 F 2 IZ-1 (I-304) 6 II-2 8 F 2 IZ-2 (I-305) 6 II-3 8 F 2 IZ-1 (I-306) 6 II-3 8 F 2 IZ-2 (I-307) 6 II-4 8 F 2 IZ-1 (I-308) 6 II-4 8 F 2 IZ-2 (I-309) 6 II-5 8 F 2 IZ-1 (I-310) 6 II-5 8 F 2 IZ-2 (I-311) 6 II-6 8 F 2 IZ-1 (I-312) 6 II-6 8 F 2 IZ-2 (I-313) 6 II-7 8 F 2 IZ-1 (I-314) 6 II-7 8 F 2 IZ-2 (I-315) 6 II-8 8 F 2 IZ-1 (I-316) 6 II-8 8 F 2 IZ-2 (I-317) 6 II-9 8 F 2 IZ-1 (I-318) 6 II-9 8 F 2 IZ-2 (I-319) 6 II-10 8 F 2 IZ-1 (I-320) 6 II-10 8 F 2 IZ-2 (I-321) 6 II-11 8 F 2 IZ-1 (I-322) 6 II-11 8 F 2 IZ-2 (I-323) 6 II-12 8 F 2 IZ-1 (I-324) 6 II-12 8 F 2 IZ-2 (I-325) 6 II-13 8 F 2 IZ-1 (I-326) 6 II-13 8 F 2 IZ-2 (I-327) 6 II-14 8 F 2 IZ-1 (I-328) 6 II-14 8 F 2 IZ-2 (I-329) 6 II-15 8 F 2 IZ-1 (I-330) 6 II-15 8 F 2 IZ-2

[0147]

[0148] [In formula (II-1) to formula (II-15), * represents a bonding site.]

[0149]

[0150] [In formula (IZ-1) to formula (IZ-2), * represents a bonding site.]

[0151] Among the compounds (I), preferred are compounds (I-106) to (I-120) and (I-271) to (I-330), more preferred are compounds (I-106) to (I-110), (I-271) to (I-280), and (I-301) to (I-310), further preferred are compounds (I-106) to (I-110) and (I-301) to (I-310), further preferred are compounds (I-106) to (I-110), and even more preferred are compounds (I-106) to (I-110), and even more preferred are compounds (I-106) to (I-108).

[0152] As the above-mentioned compound (I-106), specifically, the compound represented by the following formula (I-106a) can be mentioned; as the above-mentioned compound (I-111), specifically, the compound represented by the following formula (I-111a) can be mentioned; as the above-mentioned compound (I-278), specifically, the compound represented by the following formula (I-278a) can be mentioned; as the above-mentioned compound (I-302), specifically, the compound represented by the following formula (I-302a) can be mentioned.

[0153]

[0154]

[0155] Compound (I) can be produced by a known method, and for example, it can be produced by the following method: Compound (I) can be synthesized by appropriately reacting a zinc halide with a compound represented by formula (ta1) to (ta4).

[0156]

[0157] [Where R 1 ~R 16 has the same meaning as above, and X represents a halogen atom.]

[0158] <Composition>

[0159] One embodiment of the present invention includes a composition containing the above-mentioned compound (I) and a compound represented by the formula (X) described below (hereinafter sometimes referred to as compound (X)).

[0160] Another embodiment of the present invention comprises a composition containing the above-mentioned compound (I) and a dispersant (hereinafter sometimes referred to as a dispersion composition). The dispersion composition preferably further contains a solvent, and the dispersion composition containing a solvent is hereinafter also referred to as a dispersion liquid.

[0161] Another embodiment of the present invention comprises a composition (hereinafter sometimes referred to as a colored resin composition) containing the above-mentioned compound (I), a resin (hereinafter sometimes referred to as resin (B)), and a solvent (hereinafter sometimes referred to as solvent (E)). The colored resin composition may further contain a compound (X) and / or a dispersant, preferably also containing a dispersant.

[0162] The composition of the present invention preferably contains compound (I) as a colorant (hereinafter sometimes referred to as colorant (A)).

[0163] When the composition of the present invention contains the compound (X), it is preferred that the compound (X) be contained as the colorant (A).

[0164] The composition of the present invention preferably further contains at least one of a polymerizable compound (hereinafter sometimes referred to as a polymerizable compound (C)) and a polymerization initiator (hereinafter sometimes referred to as a polymerization initiator (D)), and more preferably contains both.

[0165] The composition of the present invention may contain a leveling agent (hereinafter sometimes referred to as a leveling agent (F)).

[0166] In this specification, unless otherwise specified, the compounds exemplified as the components can be used alone or in combination of two or more.

[0167] <Compound (X)>

[0168] The partial structure of compound (X) is described below. A composition containing compound (I) and compound (X) tends to have high solubility in a solvent (e.g., solvent (E) described later). Therefore, use of this composition can provide a color filter that can suppress the generation of foreign matter caused by insoluble matter.

[0169]

[0170] [In formula (X),

[0171] R x1 ~R x8 are independently a hydrogen atom, a halogen atom, or a group represented by the following formula (XI),

[0172] R x9 ~R x16 independently represent a hydrogen atom or a halogen atom.]

[0173]

[0174] [In formula (XI),

[0175] Z x represents a divalent group,

[0176] R x21 represents a halogen atom, a hydrocarbon group having 1 to 20 carbon atoms which may have a substituent, -OR x22 、-COR x22 、-CO2R x22 、-CO2M、-OCOR x22 、-CON(R x22 )2、-OCON(R x22 )2、-N(R x22 )2, cyano, or nitro,

[0177] R x22 represents a hydrogen atom or a hydrocarbon group having 1 to 20 carbon atoms which may have a substituent,

[0178] M represents an alkali metal atom,

[0179] nx represents any integer from 0 to 5,

[0180] * indicates the bonding site.

[0181] Among them, R x21 、R x22 Or when there are multiple M, they may be the same or different.]

[0182] As Z x The divalent group represented by Z and Zz The same group as the divalent group represented by is preferably -O- or -S-, more preferably -O-.

[0183] As R x21 and R x22 The hydrocarbon group having 1 to 20 carbon atoms represented by X includes the following: z 、X b 、R a1 、R a2 、R a3 、R z and R b The same groups are included as those for the hydrocarbon groups having 1 to 20 carbon atoms represented by .

[0184] R x21 and R x22 The saturated chain hydrocarbon group (ie, linear alkyl group or branched alkyl group) represented by preferably has 1 to 10 carbon atoms.

[0185] R x21 and R x22 The unsaturated chain hydrocarbon group (ie, alkenyl group, alkynyl group) represented by is preferably 2-15, more preferably 2-10.

[0186] R x21 and R x22 The saturated or unsaturated alicyclic hydrocarbon group represented by is preferably 3 to 10 carbon atoms.

[0187] R x21 and R x22 The number of carbon atoms in the aromatic hydrocarbon group represented by is preferably 6 to 15, more preferably 6 to 10.

[0188] R x21 and R x22 The group consisting of a combination of two or more selected from the group consisting of chain hydrocarbon groups, alicyclic hydrocarbon groups and aromatic hydrocarbon groups represented by is preferably 7 to 18 carbon atoms, more preferably 7 to 15 carbon atoms.

[0189] As R x21 and R x22 The substituents that the hydrocarbon group having 1 to 20 carbon atoms represented by the formula (a) may have include, for example, a halogen atom, a nitro group, a cyano group, -OR x22 、-CO2R x22 、-CO2M、-CON(R x22 )2、-NR x22 COR x22 、-SR x22 、-SO2R x22 、-SO2N(R x22 )2, -SO3R x22 , -SO3M, and -N(Rx22 )2 etc. (where R x22 and M are the same as above, R x22 Or when there are multiple M, they can be the same or different).

[0190] As R x1 ~R x16 and R x21 Examples of the halogen atom represented by and the halogen atom used as a substituent of the hydrocarbon group having 1 to 20 carbon atoms include a fluorine atom, a chlorine atom, a bromine atom and an iodine atom, and a fluorine atom and a chlorine atom are preferred.

[0191] As R x21 -OR x22 , for example, hydroxy; methoxy, ethoxy, propoxy, isopropoxy, butoxy, isobutoxy, sec-butoxy, tert-butoxy, pentyloxy and the like.

[0192] As R x21 -COR x22 For example, there can be mentioned a formyl group, an acetyl group, a propionyl group, a butyryl group, a 2,2-dimethylpropionyl group, and the like.

[0193] As R x21 -CO2R x22 Examples of the group include methoxycarbonyl, ethoxycarbonyl, propoxycarbonyl, tert-butoxycarbonyl, butoxycarbonyl, and pentyloxycarbonyl.

[0194] As R x21 Represents -OCOR x22 Examples thereof include formyloxy, acetyloxy, propionyloxy, butyryloxy, 2,2-dimethylpropionyloxy, and valeryloxy.

[0195] As R x21 -CON(R x22) 2, for example, carbamoyl; N-1 substituted carbamoyl such as N-methylcarbamoyl, N-ethylcarbamoyl, N-propylcarbamoyl, N-isopropylcarbamoyl, N-butylcarbamoyl, N-isobutylcarbamoyl, N-sec-butylcarbamoyl, N-tert-butylcarbamoyl, N-pentylcarbamoyl; N,N-dimethylcarbamoyl, N,N-ethylmethylcarbamoyl, N,N- N,N-2-substituted carbamoyl groups such as diethylcarbamoyl, N,N-n-propylmethylcarbamoyl, N,N-dipropylcarbamoyl, N,N-isopropylmethylcarbamoyl, N,N-diisopropylcarbamoyl, N,N-tert-butylmethylcarbamoyl, N,N-diisobutylcarbamoyl, N,N-di-sec-butylcarbamoyl, N,N-di-tert-butylcarbamoyl and N,N-n-butylmethylcarbamoyl.

[0196] As R x21 -OCON(R x22 )2, for example, in the above-CON(R x22 )2 is bonded to a -O- group or the like.

[0197] As R x21 -N(R x22 )2, amino groups include amino groups; N-1 substituted amino groups such as N-methylamino, N-ethylamino, N-propylamino, N-isopropylamino, N-butylamino, N-isobutylamino, N-sec-butylamino, N-tert-butylamino, and N-pentylamino; and N,N-2 substituted amino groups such as N,N-dimethylamino, N,N-ethylmethylamino, N,N-diethylamino, N,N-n-propylmethylamino, N,N-dipropylamino, N,N-isopropylmethylamino, N,N-diisopropylamino, N,N-tert-butylmethylamino, N,N-diisobutylamino, N,N-di-sec-butylamino, N,N-di-tert-butylamino, N,N-n-butylmethylamino, N,N-dibutylamino, and N,N-dipentylamino.

[0198] M represents an alkali metal atom, and specific examples thereof include a lithium atom, a sodium atom, and a potassium atom, with a sodium atom and a potassium atom being preferred.

[0199] As R x21 , preferably with -CO2R x22 A hydrocarbon group having 1 to 20 carbon atoms as a substituent, or -CO2R x22 .

[0200] nx represents any integer of 0-5, preferably any integer of 1-4, and more preferably any integer of 1-3.

[0201] The group represented by formula (XI) has Rx21 When R x21 Relative to the “*-Z X The group represented by "-" may be bonded to any of the ortho, meta, and para positions, but is preferably bonded to the meta or para position.

[0202] R x1 ~R x8 In the formula (XI), preferably one or more groups are represented by the formula (XI), more preferably two or more groups are represented by the formula (XI), further preferably four or more groups are represented by the formula (XI), further preferably six or more groups are represented by the formula (XI), and particularly preferably R x1 ~R x8 It is a group represented by formula (XI).

[0203] R x9 ~R x16 Among them, preferably one or more are halogen atoms, more preferably two or more are halogen atoms, further preferably four or more are halogen atoms, and further preferably six or more are halogen atoms.

[0204] As a method for producing compound (X), a known method can be adopted. For example, it can be appropriately produced by the method described in International Publication No. 2020 / 171060.

[0205] Colorant (A)

[0206] The colorant (A) may further contain a colorant different from the compound (I) and the compound (X) (hereinafter sometimes referred to as a colorant (A1)). The colorant (A1) may be either a dye or a pigment, or may contain both.

[0207] Examples of the dye include compounds classified as substances having a hue other than pigments in the Color Index (published by The Society of Dyers and Colourists) and known dyes described in the Dyeing Guide (published by Seishin Co., Ltd.).

[0208] Examples of the dye include azo dyes, cyanine dyes, triphenylmethane dyes, xanthene dyes, thiazole dyes, Oxazine dyes, quinophthalone dyes, anthraquinone dyes, naphthoquinone dyes, quinone imine dyes, methine dyes, azomethine dyes, square acid Dyes, acridine dyes, styryl dyes, coumarin dyes, quinoline dyes, nitro dyes, and phthalocyanine dyes, etc. Among these, organic solvent-soluble dyes are preferred.

[0209] Specific examples of the dye include CI Solvent Yellow 4 (hereinafter, CI Solvent Yellow is omitted and only the number is described. The same applies to others), 14, 15, 23, 24, 25, 38, 62, 63, 68, 79, 81, 82, 83, 89, 94, 98, 99, 117, 162, 163, 167, and 189;

[0210] CI Solvent Red 24, 45, 49, 90, 91, 111, 118, 119, 122, 124, 125, 127, 130, 132, 143, 145, 146, 150, 151, 155, 160, 168, 169, 172, 175, 181, 207, 218, 222, 227, 230, 245, 247,

[0211] CI Solvent Orange 2, 7, 11, 15, 26, 41, 54, 56, 77, 86, 99,

[0212] CI Solvent Violet 11, 13, 14, 26, 31, 36, 37, 38, 45, 47, 48, 51, 59, 60,

[0213] CI Solvent Blue 4, 5, 14, 18, 35, 36, 37, 38, 44, 45, 58, 59, 59: 1, 63, 67, 68, 69, 70, 78, 79, 83, 90, 94, 97, 98, 100, 101, 102, 104, 105, 111, 112, 122, 128, 132, 136, 139,

[0214] CI solvent dyes such as CI Solvent Green 1, 3, 4, 5, 7, 28, 29, 32, 33, 34, 35;

[0215] CI Acid Yellow 1, 3, 7, 9, 11, 17, 23, 25, 29, 34, 36, 38, 40, 42, 54, 65, 72, 73, 76, 79, 98, 99, 111, 112, 113, 114, 116, 119, 123, 128, 134, 135, 138, 139, 140, 144, 150, 155, 156 7, 160, 161, 163, 168, 169, 172, 177, 178, 179, 184, 190, 193, 196, 197, 199, 202, 203, 204, 205, 207, 212, 214, 220, 221, 228, 230, 232, 235, 238, 240, 242, 243, 251,

[0216] CI Acid Red 1, 4, 8, 14, 17, 18, 26, 27, 29, 31, 33, 34, 35, 37, 40, 42, 44, 50, 51, 52, 57, 66, 73, 76, 80, 87, 88, 91, 92, 94, 95, 97, 98, 103, 106, 111, 114, 129, 133, 134, 138, 143, 145, 150, 151, 155, 158, 160, 172, 176, 182 , 183, 195, 198, 206, 211, 215, 216, 217, 227, 228, 249, 252, 257, 258, 260, 261, 266, 268, 270, 274, 277, 280, 281, 289, 308, 312, 315, 316, 339, 341, 345, 346, 349, 382, ​​383, 388, 394, 401, 412, 417, 418, 422, 426,

[0217] CI Acid Orange 6, 7, 8, 10, 12, 26, 50, 51, 52, 56, 62, 63, 64, 74, 75, 94, 95, 107, 108, 149, 162, 169, 173,

[0218] CI Acid Violet 6B, 7, 9, 15, 16, 17, 19, 21, 23, 24, 25, 30, 34, 38, 49, 72, 102,

[0219] CI Acid Blue 1, 3, 5, 7, 9, 11, 13, 15, 17, 18, 22, 23, 24, 25, 26, 27, 29, 34, 38, 40, 41, 42, 43, 45, 48, 51, 54, 59, 60, 62, 70, 72, 74, 75, 78, 80, 82, 83, 86, 87, 88, 90, 90:1, 91, 92, 93, 93:1, 96, 99, 100, 102, 103, 104, 108, 109, 110, 112, 113, 117, 119, 120, 123, 1 26, 127, 129, 130, 131, 138, 140, 142, 143, 147, 150, 151, 154, 158, 161, 166, 167, 168, 170, 171, 175, 182, 183, 184, 187, 192, 199, 203, 204, 205, 210, 213, 229, 234, 236, 242, 243, 249, 256, 259, 267, 269, 278, 280, 285, 290, 296, 315, 324: 1, 335, 340,

[0220] CI acid green 1, 3, 5, 6, 7, 8, 9, 11, 13, 14, 15, 16, 22, 25, 27, 28, 41, 50, 50:1, 58, 63, 65, 80, 104, 105, 106, 109 and other CI acid dyes;

[0221] CI Direct Yellow 2, 4, 28, 33, 34, 35, 38, 39, 43, 44, 47, 50, 54, 58, 68, 69, 70, 71, 86, 93, 94, 95, 98, 102, 108, 109, 129, 132, 136, 138, 141,

[0222] CI Direct Red 79, 82, 83, 84, 91, 92, 96, 97, 98, 99, 105, 106, 107, 172, 173, 176, 177, 179, 181, 182, 184, 204, 207, 211, 213, 218, 220, 221, 222, 232, 233, 234, 241, 243, 246, 250,

[0223] CI Direct Orange 26, 34, 39, 41, 46, 50, 52, 56, 57, 61, 64, 65, 68, 70, 96, 97, 106, 107,

[0224] CI Direct Violet 47, 52, 54, 59, 60, 65, 66, 79, 80, 81, 82, 84, 89, 90, 93, 95, 96, 103, 104,

[0225] CI Direct Blue 1, 2, 3, 6, 8, 15, 22, 25, 28, 29, 40, 41, 42, 47, 52, 55, 57, 71, 76, 77, 78, 80, 81, 84, 85, 86, 87, 90, 93, 94, 95, 97, 98, 99, 100, 101, 106, 107, 108, 109, 113, 114, 115, 117, 119, 120, 137, 149, 150, 153, 155, 156, 158, 159, 160, 161, 162, 163, 164, 165, 166, 1 67, 168, 170, 171, 172, 173, 188, 189, 190, 192, 193, 194, 195, 196, 198, 199, 200, 201, 202, 203, 207, 209, 210, 212, 213, 214, 222, 225, 226, 228, 229, 236, 237, 238, 242, 243, 244, 245, 246, 247, 248, 249, 250, 251, 252, 256, 257, 259, 260, 268, 274, 275, 293,

[0226] CI direct dyes such as CI Direct Green 25, 27, 31, 32, 34, 37, 63, 65, 66, 67, 68, 69, 72, 79, 82;

[0227] CI Disperse Yellow 51, 54, 76,

[0228] CI Disperse Violet 26, 27,

[0229] CI disperse dyes such as CI Disperse Blue 1, 14, 56, 60;

[0230] CI Basic Red 1, 9, 10,

[0231] CI Basic Blue 1, 3, 5, 7, 9, 19, 21, 22, 24, 25, 26, 28, 29, 40, 41, 45, 47, 54, 58, 59, 60, 64, 65, 66, 67, 68, 81, 83, 88, 89, CI Basic Violet 2,

[0232] CI basic dyes such as CI Basic Green 1;

[0233] CI Reactive Yellow 2, 76, 116,

[0234] CI Reactive Orange 16,

[0235] CI reactive dyes such as CI Reactive Red 36;

[0236] CI Mordant Yellow 5, 8, 10, 16, 20, 26, 30, 31, 33, 42, 43, 45, 56, 61, 62, 65,

[0237] CI Mordant Red 1, 2, 3, 4, 9, 11, 12, 14, 17, 18, 19, 22, 23, 24, 25, 26, 27, 29, 30, 32, 33, 36, 37, 38, 39, 41, 42, 43, 45, 46, 48, 52, 53, 56, 62, 63, 71, 74, 76, 78, 85, 86, 88, 90, 94, 95,

[0238] CI Mordant Orange 3, 4, 5, 8, 12, 13, 14, 20, 21, 23, 24, 28, 29, 32, 34, 35, 36, 37, 42, 43, 47, 48,

[0239] CI Mordant Violet 1, 1:1, 2, 3, 4, 5, 6, 7, 8, 10, 11, 14, 15, 16, 17, 18, 19, 21, 22, 23, 24, 27, 28, 30, 31, 32, 33, 36, 37, 39, 40, 41, 44, 45, 47, 48, 49, 53, 58,

[0240] CI Mordant Blue 1, 2, 3, 7, 8, 9, 12, 13, 15, 16, 19, 20, 21, 22, 23, 24, 26, 30, 31, 32, 39, 40, 41, 43, 44, 48, 49, 53, 61, 74, 77, 83, 84,

[0241] CI mordant green 1, 3, 4, 5, 10, 13, 15, 19, 21, 23, 26, 29, 31, 33, 34, 35, 41, 43, 53 and other CI mordant dyes;

[0242] CI vat dyes such as CI Vat Green 1, etc.

[0243] These dyes may be used alone or in combination of different colors.

[0244] Examples of the pigment include pigments classified as pigments in the Color Index (published by The Society of Dyers and Colourists).

[0245] Examples of pigments classified as pigments include yellow pigments such as CI Pigment Yellow 1, 3, 12, 13, 14, 15, 16, 17, 20, 24, 31, 53, 83, 86, 93, 94, 109, 110, 117, 125, 128, 129, 137, 138, 139, 147, 148, 150, 153, 154, 166, 173, 185, 194, 214, and 231.

[0246] CI Pigment Orange 13, 31, 36, 38, 40, 42, 43, 51, 55, 59, 61, 64, 65, 71, 73 and other orange pigments,

[0247] CI Pigment Red 9, 97, 105, 122, 144, 166, 168, 176, 177, 180, 190, 192, 209, 215, 216, 224, 242, 254, 255, 264, 265, 266, 268, 269, 273 and other red pigments,

[0248] CI Pigment Blue 15, 15:1, 15:2, 15:3, 15:4, 15:6, 16, 60 and other blue pigments,

[0249] CI Pigment Violet 1, 19, 23, 32, 36, 38 and other purple pigments,

[0250] CI Pigment Green 7, 36, 62, 63 and other green pigments,

[0251] CI Pigment Brown 23, 25 and other brown pigments,

[0252] Black pigments such as CI Pigment Black 1 and 7, etc.

[0253] These pigments may be used as a single pigment of each color or as a plurality of pigments, or may be a combination of pigments of different colors.

[0254] The pigment may be subjected to rosin treatment, surface treatment using a pigment derivative having an acidic or basic group introduced therein, grafting treatment on the pigment surface using a polymer compound, micronization treatment using a sulfuric acid micronization method, etc., washing treatment using an organic solvent or water to remove impurities, removal of ionic impurities using an ion exchange method, etc. The pigment particle size is preferably substantially uniform.

[0255] The content of the colorant (A) in the colored resin composition is preferably 0.5 to 80% by mass, more preferably 1 to 70% by mass, further preferably 5 to 60% by mass, further preferably 8 to 50% by mass, and even more preferably 10 to 45% by mass, based on the total solid content. When the content of the colorant (A) is within the above range, desired spectral characteristics and color density can be more easily achieved.

[0256] In this specification, the term "total solids content" refers to the total amount of the components obtained by removing the solvent from the composition of the present invention. The total solids content and the content of each component relative to the total solids content can be measured by known analytical methods such as liquid chromatography and gas chromatography.

[0257] The content of compound (I) in the colored resin composition is preferably 0.5 to 80% by mass, more preferably 1 to 70% by mass, even more preferably 2 to 55% by mass, even more preferably 5 to 45% by mass, and even more preferably 8 to 40% by mass, based on the total solid content. When the content of compound (I) in the colored resin composition is within the above range, the desired spectrum can be more easily obtained, and reliability such as heat resistance, solvent resistance, and light resistance can be more easily improved.

[0258] The content of compound (I) in the total amount of colorant (A) is preferably 20 to 100% by mass, more preferably 30 to 100% by mass, even more preferably 40 to 100% by mass, even more preferably 50 to 100% by mass, and even more preferably 60 to 100% by mass. When the content of compound (I) in colorant (A) is within the above range, desired spectral characteristics can be more easily obtained, and reliability such as heat resistance, solvent resistance, and light resistance can be more easily improved.

[0259] When compound (X) is used, the content of compound (X) in the colored resin composition is preferably 0.05 to 50% by mass based on the total solid content. When the content of compound (X) in the colored resin composition is within the above range, the solubility of the colorant (including compound (I) and compound (X)) can be improved.

[0260] When compound (X) is used, the content of compound (X) is preferably 5 to 95% by mass based on the total amount of colorant (A). When the content of compound (X) in colorant (A) is within the above range, the solubility of the colorant (including compound (I) and compound (X)) can be improved.

[0261] When compound (X) is used, the content ratio of compound (I) to compound (X) in the composition (compound (I): compound (X)) is preferably 95:5 to 5:95 on a mass basis. When the content ratio of compound (I) to compound (X) in the composition is within the above range, the solubility of the colorant (containing compound (I) and compound (X)) can be improved.

[0262] Resin (B)

[0263] The resin (B) is not particularly limited, but is preferably an alkali-soluble resin. Examples of the resin (B) include the following resins [K1] to [K6], and at least one selected from the resins [K1] to [K6] is preferred.

[0264] Resin [K1]: A copolymer comprising a structural unit derived from a monomer (a) (hereinafter sometimes referred to as "(a)") of at least one type selected from an unsaturated carboxylic acid and an unsaturated carboxylic anhydride, and a structural unit derived from a monomer (b) (hereinafter sometimes referred to as "(b)") having a cyclic ether structure having 2 to 4 carbon atoms and an ethylenically unsaturated bond.

[0265] Resin [K2]: A copolymer having structural units derived from the above-mentioned (a), structural units derived from the above-mentioned (b), and structural units derived from a monomer (c) copolymerizable with (a) (which is different from (a) and (b)) (hereinafter sometimes referred to as "(c)").

[0266] Resin [K3]: A copolymer having a structural unit derived from the above-mentioned (a) and a structural unit derived from the above-mentioned (c):

[0267] Resin [K4]: A copolymer having a structural unit obtained by adding the above-mentioned (b) to the structural unit derived from the above-mentioned (a) and a structural unit derived from the above-mentioned (c):

[0268] Resin [K5]: A copolymer having a structural unit obtained by adding the above-mentioned (a) to the structural unit derived from the above-mentioned (b) and a structural unit derived from the above-mentioned (c):

[0269] Resin [K6]: A copolymer having a structural unit obtained by adding the above-mentioned (a) to the structural unit derived from the above-mentioned (b) and further adding a carboxylic acid anhydride, and a structural unit derived from (c).

[0270] Specific examples of (a) include unsaturated monocarboxylic acids such as acrylic acid, methacrylic acid, crotonic acid, o-, m-, and p-vinylbenzoic acid;

[0271] Unsaturated dicarboxylic acids such as maleic acid, fumaric acid, citraconic acid, mesaconic acid, itaconic acid, 3-vinylphthalic acid, 4-vinylphthalic acid, 3,4,5,6-tetrahydrophthalic acid, 1,2,3,6-tetrahydrophthalic acid, dimethyltetrahydrophthalic acid, and 1,4-cyclohexenedicarboxylic acid;

[0272] Bicyclic unsaturated compounds containing a carboxyl group, such as methyl-5-norbornene-2,3-dicarboxylic acid, 5-carboxybicyclo[2.2.1]hept-2-ene, 5,6-dicarboxybicyclo[2.2.1]hept-2-ene, 5-carboxy-5-methylbicyclo[2.2.1]hept-2-ene, 5-carboxy-5-ethylbicyclo[2.2.1]hept-2-ene, 5-carboxy-6-methylbicyclo[2.2.1]hept-2-ene, and 5-carboxy-6-ethylbicyclo[2.2.1]hept-2-ene;

[0273] Unsaturated dicarboxylic anhydrides such as maleic anhydride, citraconic anhydride, itaconic anhydride, 3-vinylphthalic anhydride, 4-vinylphthalic anhydride, 3,4,5,6-tetrahydrophthalic anhydride, 1,2,3,6-tetrahydrophthalic anhydride, dimethyltetrahydrophthalic anhydride, and 5,6-dicarboxybicyclo[2.2.1]hept-2-ene anhydride;

[0274] Unsaturated mono-(meth)acryloyloxyalkyl) esters of polycarboxylic acids having a valence of 2 or more, such as mono-(2-(meth)acryloyloxyethyl) succinate and mono-(2-(meth)acryloyloxyethyl phthalate;

[0275] Unsaturated acrylic acid esters containing a hydroxyl group and a carboxyl group in the same molecule, such as α-(hydroxymethyl) acrylate.

[0276] Among these, acrylic acid, methacrylic acid, maleic anhydride, and the like are preferred from the viewpoint of copolymerization reactivity and solubility of the resulting resin in an aqueous alkali solution.

[0277] In addition, in this specification, "(meth)acrylic acid" means at least one selected from acrylic acid and methacrylic acid. The expressions "(meth)acryloyl" and "(meth)acrylate" have the same meaning.

[0278] (b) refers to a polymerizable compound having, for example, a cyclic ether structure having 2 to 4 carbon atoms (e.g., at least one selected from an oxirane ring, an oxetane ring, and a tetrahydrofuran ring) and an ethylenically unsaturated bond. (b) is preferably a monomer having a cyclic ether structure having 2 to 4 carbon atoms and a (meth)acryloyloxy group.

[0279] As (b), for example, a monomer (b1) having an oxetane group and an ethylenically unsaturated bond (hereinafter sometimes referred to as "(b1)"), a monomer (b2) having an oxetane group and an ethylenically unsaturated bond (hereinafter sometimes referred to as "(b2)"), a monomer (b3) having a tetrahydrofuran group and an ethylenically unsaturated bond (hereinafter sometimes referred to as "(b3)"), etc. can be cited.

[0280] As (b1), for example, there can be mentioned a monomer (b1-1) having a structure obtained by epoxidizing a linear or branched aliphatic unsaturated hydrocarbon (hereinafter sometimes referred to as "(b1-1)"), and a monomer (b1-2) having a structure obtained by epoxidizing an alicyclic unsaturated hydrocarbon (hereinafter sometimes referred to as "(b1-2)").

[0281] Examples of (b1-1) include glycidyl (meth)acrylate, β-methyl glycidyl (meth)acrylate, β-ethyl glycidyl (meth)acrylate, glycidyl vinyl ether, o-vinylbenzyl glycidyl ether, m-vinylbenzyl glycidyl ether, p-vinylbenzyl glycidyl ether, α-methyl-o-vinylbenzyl glycidyl ether, α-methyl-m-vinylbenzyl glycidyl ether, α-methyl-p-vinylbenzyl glycidyl ether, 2,3-bis(glycidyl)acrylate, styrene, 2,4-bis(glycidyloxymethyl)styrene, 2,5-bis(glycidyloxymethyl)styrene, 2,6-bis(glycidyloxymethyl)styrene, 2,3,4-tris(glycidyloxymethyl)styrene, 2,3,5-tris(glycidyloxymethyl)styrene, 2,3,6-tris(glycidyloxymethyl)styrene, 3,4,5-tris(glycidyloxymethyl)styrene, 2,4,6-tris(glycidyloxymethyl)styrene, and the like.

[0282] Examples of (b1-2) include vinylcyclohexene monoxide, 1,2-epoxy-4-vinylcyclohexane (e.g., Celloxide 2000; manufactured by Daicel Corporation), 3,4-epoxycyclohexylmethyl (meth)acrylate (e.g., CYCLOMERA 400; manufactured by Daicel Corporation), 3,4-epoxycyclohexylmethyl (meth)acrylate (e.g., CYCLOMERM 100; manufactured by Daicel Corporation), 3,4-epoxytricyclo[5.2.1.0 2,6 ] decyl ester, a compound represented by formula (R1), a compound represented by formula (R2), etc.

[0283]

[0284] [In formula (R1) and formula (R2), R ra and R rbIt represents a hydrogen atom or an alkyl group having 1 to 4 carbon atoms, and the hydrogen atom contained in the alkyl group may be substituted by a hydroxyl group.

[0285] R ra and R rb Indicates a single bond, *-R rc -,*-R rc -O-, *-R rc -S- or *-R rc -NH-.

[0286] R rc It represents an alkanediyl group having 1 to 6 carbon atoms.

[0287] *Indicates the bonding site with O.]

[0288] Examples of the alkyl group having 1 to 4 carbon atoms include methyl group, ethyl group, n-propyl group, isopropyl group, n-butyl group, sec-butyl group, tert-butyl group and the like.

[0289] Examples of the alkyl group in which a hydrogen atom is substituted by a hydroxy group include hydroxymethyl, 1-hydroxyethyl, 2-hydroxyethyl, 1-hydroxypropyl, 2-hydroxypropyl, 3-hydroxypropyl, 1-hydroxy-1-methylethyl, 2-hydroxy-1-methylethyl, 1-hydroxybutyl, 2-hydroxybutyl, 3-hydroxybutyl, and 4-hydroxybutyl.

[0290] As R ra and R rb , preferably, a hydrogen atom, a methyl group, a hydroxymethyl group, a 1-hydroxyethyl group, or a 2-hydroxyethyl group, and more preferably, a hydrogen atom or a methyl group.

[0291] Examples of the alkanediyl group include a methylene group, an ethylene group, a propane-1,2-diyl group, a propane-1,3-diyl group, a butane-1,4-diyl group, a pentane-1,5-diyl group, and a hexane-1,6-diyl group.

[0292] As X ra and X rb , preferably include a single bond, methylene, ethylene, *-CH2-O- and *-CH2CH2-O-, more preferably a single bond, *-CH2CH2-O- (* represents a bonding site with O).

[0293] Examples of the compound represented by formula (R1) include compounds represented by any one of formulas (R1-1) to (R1-15). Among them, compounds represented by formula (R1-1), formula (R1-3), formula (R1-5), formula (R1-7), formula (R1-9), or formulas (R1-11) to (R1-15) are preferred, and compounds represented by formula (R1-1), formula (R1-7), formula (R1-9), or formula (R1-15) are more preferred.

[0294]

[0295] Examples of the compound represented by formula (R2) include compounds represented by any one of formulas (R2-1) to (R2-15). Among them, compounds represented by formula (R2-1), formula (R2-3), formula (R2-5), formula (R2-7), formula (R2-9), or formulas (R2-11) to (R2-15) are preferred, and compounds represented by formula (R2-1), formula (R2-7), formula (R2-9), or formula (R2-15) are more preferred.

[0296]

[0297] The compound represented by formula (R1) and the compound represented by formula (R2) may be used alone or in combination of two or more. When the compound represented by formula (R1) and the compound represented by formula (R2) are used in combination, the ratio of their content [compound represented by formula (R1):compound represented by formula (R2)] is preferably 5:95 to 95:5, more preferably 20:80 to 80:20, on a molar basis.

[0298] As (b2), monomers having an oxetane group and a (meth)acryloyloxy group are preferred. Examples of (b2) include 3-methyl-3-methacryloyloxymethyloxetane, 3-methyl-3-acryloyloxymethyloxetane, 3-ethyl-3-methacryloyloxymethyloxetane, 3-ethyl-3-acryloyloxymethyloxetane, 3-methyl-3-methacryloyloxyethyloxetane, 3-methyl-3-acryloyloxyethyloxetane, 3-ethyl-3-methacryloyloxyethyloxetane, and 3-ethyl-3-acryloyloxyethyloxetane.

[0299] As (b3), a monomer having a tetrahydrofuranyl group and a (meth)acryloyloxy group is preferred. Specific examples of (b3) include tetrahydrofurfuryl acrylate (e.g., Viscoat V#150, manufactured by Osaka Organic Chemical Industry Co., Ltd.) and tetrahydrofurfuryl methacrylate.

[0300] As (b), (b1) is preferred from the viewpoint of further improving the reliability of the obtained color filter, such as heat resistance and chemical resistance, and (b1-2) is more preferred from the viewpoint of excellent storage stability of the colored resin composition.

[0301] Examples of (c) include (meth)acrylate monomers, unsaturated carboxylates such as unsaturated dicarboxylates, and vinyl monomers having an unsaturated aliphatic hydrocarbon ring, an unsaturated heterocyclic ring, or an aromatic ring.

[0302] Examples of the (meth)acrylate monomer include (meth)acrylates having a linear or branched aliphatic saturated hydrocarbon group, such as methyl (meth)acrylate, ethyl (meth)acrylate, n-butyl (meth)acrylate, sec-butyl (meth)acrylate, tert-butyl (meth)acrylate, 2-ethylhexyl (meth)acrylate, dodecyl (meth)acrylate, lauryl (meth)acrylate, stearyl (meth)acrylate, and cyclopentyl (meth)acrylate.

[0303] (Meth)acrylates having a linear or branched aliphatic unsaturated hydrocarbon group, such as allyl (meth)acrylate and propargyl (meth)acrylate;

[0304] (Meth) acrylate cyclohexyl, (meth) acrylate 2-methylcyclohexyl, (meth) acrylate tricyclo [5.2.1.0 2 ,6 (Meth)acrylates having a cyclic saturated hydrocarbon group, such as decane-8-yl ester (commonly known in the art as "dicyclopentanyl (meth)acrylate" and sometimes "tricyclodecyl (meth)acrylate"), isobornyl (meth)acrylate, and adamantyl (meth)acrylate;

[0305] (Meth) acrylic acid tricyclic [5.2.1.0 2,6 (Meth)acrylates having a cyclic unsaturated aliphatic hydrocarbon group, such as decen-8-yl ester (commonly known as "dicyclopentenyl (meth)acrylate" in this technical field) and dicyclopentyloxyethyl (meth)acrylate;

[0306] (Meth)acrylates having an aromatic ring, such as phenyl (meth)acrylate, naphthyl (meth)acrylate, benzyl (meth)acrylate, and phenoxybenzyl (meth)acrylate;

[0307] (Meth)acrylates containing a hydroxyl group, such as 2-hydroxyethyl (meth)acrylate and 2-hydroxypropyl (meth)acrylate.

[0308] Examples of the unsaturated dicarboxylic acid ester include dicarboxylic acid diesters such as diethyl maleate, diethyl fumarate, and diethyl itaconate.

[0309] Among these unsaturated carboxylic acid esters, (meth)acrylic acid C such as methyl methacrylate and 2-ethylhexyl acrylate are preferred. 1-10 alkyl esters;

[0310] (Meth) acrylic acid tricyclic [5.2.1.0 2,6 ] (meth)acrylates having a cyclic saturated hydrocarbon group such as decan-8-yl ester;

[0311] (Meth) acrylic acid tricyclic [5.2.1.0 2,6 ] (Meth)acrylates having a cyclic unsaturated aliphatic hydrocarbon group such as decen-8-yl ester;

[0312] (Meth)acrylates having an aromatic ring, such as benzyl (meth)acrylate and phenoxybenzyl (meth)acrylate, and the like.

[0313] Examples of the vinyl monomer having an unsaturated aliphatic hydrocarbon ring include bicyclo[2.2.1]hept-2-ene (also referred to as 2-norbornene), 5-methylbicyclo[2.2.1]hept-2-ene, 5-ethylbicyclo[2.2.1]hept-2-ene, 5-hydroxybicyclo[2.2.1]hept-2-ene, 5-hydroxymethylbicyclo[2.2.1]hept-2-ene, 5-(2'-hydroxyethyl)bicyclo[2.2.1]hept-2-ene, 5-methoxybicyclo[2.2.1]hept-2-ene, 5-ethoxybicyclo[2.2.1]hept-2-ene, 5,6-dihydroxybicyclo[2.2.1]hept-2-ene, 5,6-bis(hydroxymethyl)bicyclo[2.2.1]hept-2-ene, and 5,6-bis(2'-hydroxyethyl)bicyclo[2.2 .1]hept-2-ene, 5,6-dimethoxybicyclo[2.2.1]hept-2-ene, 5,6-diethoxybicyclo[2.2.1]hept-2-ene, 5-hydroxy-5-methylbicyclo[2.2.1]hept-2-ene, 5-hydroxy-5-ethylbicyclo[2.2.1]hept-2-ene, 5-hydroxymethyl-5-methylbicyclo[2.2.1]hept-2-ene, 5- Bicyclic unsaturated compounds such as tert-butoxycarbonylbicyclo[2.2.1]hept-2-ene, 5-cyclohexyloxycarbonylbicyclo[2.2.1]hept-2-ene, 5-phenoxycarbonylbicyclo[2.2.1]hept-2-ene, 5,6-bis(tert-butoxycarbonyl)bicyclo[2.2.1]hept-2-ene, and 5,6-bis(cyclohexyloxycarbonyl)bicyclo[2.2.1]hept-2-ene.

[0314] Examples of vinyl monomers having an unsaturated heterocyclic ring include dicarbonyl imide derivatives such as N-phenylmaleimide, N-cyclohexylmaleimide, N-benzylmaleimide, N-succinimidyl-3-maleimidobenzoate, N-succinimidyl-4-maleimidobutyrate, N-succinimidyl-6-maleimidohexanoate, N-succinimidyl-3-maleimidopropionate, and N-(9-acridinyl)maleimide.

[0315] Examples of the vinyl monomer having an aromatic ring include styrene-based monomers such as styrene, α-methylstyrene, m-methylstyrene, p-methylstyrene, vinyltoluene, and p-methoxystyrene.

[0316] As other vinyl monomers, there can be mentioned monomers containing a nitrile group such as acrylonitrile and methacrylonitrile;

[0317] Monomers containing halogen atoms such as vinyl chloride and vinylidene chloride;

[0318] Acrylamide, methacrylamide, vinyl acetate, 1,3-butadiene, isoprene, 2,3-dimethyl-1,3-butadiene, etc.

[0319] Among these vinyl monomers, preferred are styrene-based monomers such as styrene and vinyltoluene, dicarbonyl imide derivatives such as N-phenylmaleimide, N-cyclohexylmaleimide, and N-benzylmaleimide, and bicyclic unsaturated compounds such as bicyclo[2.2.1]hept-2-ene (or 2-norbornene) from the viewpoint of copolymerization reactivity and heat resistance.

[0320] The structural unit obtained by adding (b) to the structural unit derived from (a) refers to a unit formed by bonding (b) to the structural unit derived from (a) constituting the main chain of the copolymer by addition, and has a pendant chelated unsaturated group derived from (b). In this structural unit, (a) can be any of the above-mentioned examples, and (b) can also be any of the above-mentioned examples. As (a), unsaturated monocarboxylic acids such as (meth)acrylic acid are preferred. As (b), monomers (b1) having an oxirane group and an ethylenically unsaturated bond are preferred, and monomers (b1-1) having a structure obtained by epoxidizing a straight-chain or branched aliphatic unsaturated hydrocarbon are more preferred.

[0321] The structural unit obtained by adding (a) to the structural unit derived from (b) refers to a unit in which (a) is bonded to the structural unit derived from (b) of the main chain constituting the copolymer by addition, and has a pendant chelated unsaturated group derived from (a). In this structural unit, (b) can be any one of the above-mentioned examples, and (a) can also be any one of the above-mentioned examples. As (b), a monomer (b1) having an oxirane group and an ethylenically unsaturated bond is preferred, and a monomer (b1-1) having a structure obtained by epoxidizing a straight-chain or branched aliphatic unsaturated hydrocarbon is more preferred. As (a), an unsaturated monocarboxylic acid such as (meth) acrylic acid is preferred.

[0322] In the resin [K1], the ratio of the structural units derived from each monomer in all the structural units constituting the resin [K1] is preferably:

[0323] Structural units derived from (a): 2 to 60 mol%

[0324] Structural units derived from (b): 40 to 98 mol%

[0325] More preferably:

[0326] Structural units derived from (a): 10 to 50 mol%

[0327] Structural units derived from (b): 50 to 90 mol %.

[0328] When the ratio of the structural unit of the resin [K1] is within the above range, the storage stability of the colored resin composition, the developability when forming a colored pattern, and the solvent resistance of the obtained color filter tend to be more excellent.

[0329] Resin [K1] can be produced, for example, by referring to the method described in the document "Experimental Methods for Polymer Synthesis" (written by Takayuki Otsu and published by Kagaku Doujin Co., Ltd., 1st edition, 1st printing, published on March 1, 1972) and the cited documents described in the document.

[0330] Specifically, the following method can be used: a method in which predetermined amounts of (a) and (b), a polymerization initiator, and a solvent are added to a reaction vessel, oxygen is replaced with nitrogen, and a deoxygenated atmosphere is created. The mixture is then heated and maintained while stirring. The polymerization initiator and solvent used herein are not particularly limited, and those commonly used in this field can be used. For example, polymerization initiators include azo compounds (such as 2,2'-azobisisobutyronitrile and 2,2'-azobis(2,4-dimethylvaleronitrile)) and organic peroxides (such as benzoyl peroxide). Any solvent capable of dissolving the monomers can be used. Examples of solvent (E) include the solvents described below.

[0331] The resulting copolymer may be used as a solution after the reaction, or may be used after concentration or dilution, or may be extracted as a solid (powder) by reprecipitation or other methods. In particular, by using the solvent contained in the colored resin composition as a solvent during the polymerization, the solution after the reaction can be used directly in the preparation of the colored resin composition, thereby simplifying the production process of the colored resin composition.

[0332] In the resin [K2], the ratio of the structural units derived from each monomer in all the structural units constituting the resin [K2] is preferably:

[0333] Structural units derived from (a): 2 to 45 mol%

[0334] Structural units derived from (b): 2 to 95 mol%

[0335] Structural units derived from (c): 1 to 65 mol%

[0336] More preferably:

[0337] Structural units derived from (a): 5 to 40 mol%

[0338] Structural units derived from (b): 5 to 80 mol%

[0339] Structural units derived from (c): 5 to 60 mol %.

[0340] When the ratio of the structural units of the resin [K2] is within the above range, the storage stability of the colored resin composition, the developability when forming a colored pattern, and the solvent resistance, heat resistance, and mechanical strength of the obtained color filter tend to be more excellent.

[0341] In resin [K2], (a) is preferably an unsaturated monocarboxylic acid such as (meth)acrylic acid. (b) is preferably a monomer (b1) having an oxirane group and an ethylenically unsaturated bond, and more preferably a monomer (b1-2) having a structure obtained by epoxidizing an alicyclic unsaturated hydrocarbon. (c) is preferably a (meth)acrylate having a cyclic unsaturated aliphatic hydrocarbon group, a (meth)acrylate having an aromatic ring, or a dicarbonyl imide derivative.

[0342] The resin [K2] can be produced, for example, in the same manner as described as the method for producing the resin [K1].

[0343] In the resin [K3], the ratio of the structural units derived from each monomer in all the structural units constituting the resin [K3] is preferably:

[0344] Structural units derived from (a): 2 to 60 mol%

[0345] Structural units derived from (c): 40 to 98 mol%

[0346] More preferably:

[0347] Structural units derived from (a): 10 to 50 mol%

[0348] Structural units derived from (c): 50 to 90 mol%.

[0349] The resin [K3] can be produced, for example, in the same manner as described as the method for producing the resin [K1].

[0350] In the resin [K4], the ratio of the structural units derived from each monomer in all the structural units constituting the resin [K4] is preferably:

[0351] Structural unit derived from (a) (without addition of (b)): 0 to 60 mol%

[0352] Structural unit obtained by adding (b) to the structural unit derived from (a): 1 to 50 mol%

[0353] Structural units derived from (c): 30 to 90 mol%

[0354] More preferably:

[0355] Structural units derived from (a) (without addition of (b)): 1 to 50 mol%

[0356] Structural unit obtained by adding (b) to the structural unit derived from (a): 5 to 40 mol%

[0357] Structural units derived from (c): 35 to 80 mol %.

[0358] As the structural unit derived from (a) (to which (b) is not added), a structural unit derived from an unsaturated monocarboxylic acid such as (meth)acrylic acid is preferred. As the structural unit obtained by adding (b) to the structural unit derived from (a), a structural unit obtained by adding a monomer (b1-1) having a structure obtained by epoxidizing a linear or branched aliphatic unsaturated hydrocarbon to a structural unit derived from an unsaturated monocarboxylic acid such as (meth)acrylic acid is preferred. As the structural unit derived from (c), at least one selected from the group consisting of (meth)acrylates having a linear or branched aliphatic saturated hydrocarbon group, (meth)acrylates having a cyclic saturated hydrocarbon group, (meth)acrylates having an aromatic ring, bicyclic unsaturated compounds, and styrene-based monomers is preferred.

[0359] Resin [K4] can be produced by obtaining a copolymer of (a) and (c), and adding a cyclic ether having 2 to 4 carbon atoms contained in (b) to the carboxylic acid and / or carboxylic anhydride contained in (a).

[0360] First, a copolymer of (a) and (c) is produced in the same manner as described for the production of resin [K1]. In this case, the ratio of the structural units derived from each monomer is preferably the same as that listed for the structural units in resin [K3].

[0361] Next, the cyclic ether having 2 to 4 carbon atoms contained in (b) is reacted with a portion of the carboxylic acid and / or carboxylic anhydride derived from (a) in the above-mentioned copolymer.

[0362] After producing the copolymer of (a) and (c), the atmosphere in the flask is replaced from nitrogen to air, and (b), a reaction catalyst (e.g., tris(dimethylaminomethyl)phenol, etc.) of a carboxylic acid or a carboxylic anhydride and a cyclic ether, and a polymerization inhibitor (e.g., hydroquinone, etc.) are added to the flask, and the mixture is reacted at, for example, 60 to 130° C. for 1 to 10 hours to produce resin [K4].

[0363] The amount of (b) used is preferably 5 to 100 mol, more preferably 10 to 80 mol, and even more preferably 10 to 75 mol per 100 mol of (a). Within this range, the storage stability of the colored resin composition, the developability during pattern formation, and the solvent resistance, heat resistance, mechanical strength, and sensitivity of the resulting pattern tend to be well balanced.

[0364] The reaction catalyst is preferably used in an amount of 0.001 to 5 parts by mass relative to 100 parts by mass of the total amount of (a), (b), and (c). The polymerization inhibitor is preferably used in an amount of 0.001 to 5 parts by mass relative to 100 parts by mass of the total amount of (a), (b), and (c).

[0365] The reaction conditions such as the feeding method, reaction temperature, and time can be appropriately adjusted in consideration of the production equipment, the amount of heat generated by polymerization, etc. It should be noted that, similarly to the polymerization conditions, the feeding method and reaction temperature can be appropriately adjusted in consideration of the production equipment, the amount of heat generated by polymerization, etc.

[0366] In the resin [K5], the ratio of the structural units derived from each monomer in all the structural units constituting the resin [K5] is preferably:

[0367] Structural unit derived from (b) (not added to (a)): 0 to 30 mol%

[0368] Structural unit obtained by adding (a) to the structural unit derived from (b): 5 to 95 mol%

[0369] Structural units derived from (c): 5 to 95 mol%

[0370] More preferably:

[0371] Structural unit derived from (b) (not added to (a)): 0 to 10 mol%

[0372] Structural unit obtained by adding (a) to the structural unit derived from (b): 15 to 90 mol%

[0373] Structural units derived from (c): 10 to 85 mol%.

[0374] As the structural unit derived from (b) (to which (a) is not added), a structural unit derived from a monomer (b1-1) having a structure obtained by epoxidizing a linear or branched aliphatic unsaturated hydrocarbon is preferred. As the structural unit obtained by adding (a) to the structural unit derived from (b), a structural unit obtained by adding an unsaturated monocarboxylic acid such as (meth)acrylic acid to a structural unit derived from a monomer (b1-1) having a structure obtained by epoxidizing a linear or branched aliphatic unsaturated hydrocarbon is preferred. As the structural unit derived from (c), one or more selected from (meth)acrylates having a linear or branched aliphatic saturated hydrocarbon group and (meth)acrylates having a cyclic saturated hydrocarbon group are preferred, and two or more are more preferred.

[0375] As a first step, a copolymer of (b) and (c) is obtained for resin [K5] in the same manner as for the production of resin [K1]. As described above, the obtained copolymer may be used as is after the reaction, or after a concentrated or diluted solution, or after being obtained as a solid (powder) by a method such as reprecipitation.

[0376] The ratios of the structural units derived from (b) and (c) relative to the total number of moles of all structural units constituting the above-mentioned copolymer are preferably:

[0377] Structural units derived from (b): 5 to 95 mol%,

[0378] Structural units derived from (c): 5 to 95 mol%

[0379] More preferably:

[0380] Structural units derived from (b): 10 to 90 mol%

[0381] Structural units derived from (c): 10 to 90 mol%.

[0382] Furthermore, resin [K5] can be obtained by reacting the carboxylic acid or carboxylic anhydride contained in (a) with the cyclic ether derived from (b) contained in the copolymer of (b) and (c) under the same conditions as those for producing resin [K4].

[0383] The amount of (a) reacted in the copolymer is preferably 5 to 100 mol per 100 mol of (b). Since the cyclic ether has high reactivity and is less likely to leave unreacted (b), (b1) is preferred as (b) for use in the resin [K5], and (b1-1) is more preferred.

[0384] In the resin [K6], the ratio of the structural units derived from each monomer in all the structural units constituting the resin [K6] is preferably:

[0385] Structural unit derived from (b) (not added to (a)): 0 to 30 mol%

[0386] Structural unit obtained by adding (a) to the structural unit derived from (b) (without addition of carboxylic acid anhydride): 20 to 85 mol%

[0387] Structural unit obtained by adding (a) to the structural unit derived from (b) and further adding carboxylic anhydride: 2 to 40 mol%

[0388] Structural units derived from (c): 10 to 60 mol%

[0389] More preferably:

[0390] Structural unit derived from (b) (not added to (a)): 0 to 10 mol%

[0391] Structural unit obtained by adding (a) to the structural unit derived from (b) (without addition of carboxylic acid anhydride): 40 to 80 mol%

[0392] Structural unit obtained by adding (a) to the structural unit derived from (b) and further adding carboxylic anhydride: 3 to 30 mol%

[0393] Structural units derived from (c): 15 to 50 mol%

[0394] More preferably:

[0395] Structural unit derived from (b) (not added to (a)): 0 to 5 mol%

[0396] Structural unit obtained by adding (a) to the structural unit derived from (b) (without addition of carboxylic acid anhydride): 50 to 70 mol%

[0397] Structural unit obtained by adding (a) to the structural unit derived from (b) and further adding carboxylic anhydride: 5 to 20 mol%

[0398] Structural units derived from (c): 20 to 40 mol%.

[0399] As the structural unit derived from (b) (without addition of (a)), a structural unit derived from a monomer (b1-1) having a structure obtained by epoxidizing a linear or branched aliphatic unsaturated hydrocarbon is preferred. As the structural unit obtained by adding (a) to the structural unit derived from (b) (without addition of carboxylic anhydride), a structural unit obtained by adding an unsaturated monocarboxylic acid such as (meth)acrylic acid to a structural unit derived from a monomer (b1-1) having a structure obtained by epoxidizing a linear or branched aliphatic unsaturated hydrocarbon is preferred. As the structural unit obtained by adding (a) to the structural unit derived from (b) and further adding a carboxylic anhydride, a structural unit obtained by adding an unsaturated monocarboxylic acid such as (meth)acrylic acid to a structural unit derived from a monomer (b1-1) having a structure obtained by epoxidizing a linear or branched aliphatic unsaturated hydrocarbon is preferred. The structural unit derived from (c) is preferably one or more selected from (meth)acrylates having a linear or branched aliphatic saturated hydrocarbon group and (meth)acrylates having a cyclic saturated hydrocarbon group, and more preferably two or more selected from (meth)acrylates.

[0400] As a first step, resin [K6] is subjected to the same method as for producing resin [K1] to obtain a copolymer of (b) and (c). Similarly to the above, the obtained copolymer may be used as is after the reaction, or after a concentrated or diluted solution, or after being obtained as a solid (powder) by a method such as reprecipitation.

[0401] The ratios of the structural units derived from (b) and (c) relative to the total number of moles of all structural units constituting the above-mentioned copolymer are preferably:

[0402] Structural units derived from (b): 5 to 95 mol%,

[0403] Structural units derived from (c): 5 to 95 mol%

[0404] More preferably:

[0405] Structural units derived from (b): 10 to 90 mol%

[0406] Structural units derived from (c): 10 to 90 mol%.

[0407] Alternatively, the carboxylic acid or carboxylic anhydride contained in (a) can be reacted with the cyclic ether derived from (b) contained in the copolymer of (b) and (c) under the same conditions as those for the production of resin [K4]. The amount of (a) used is preferably 80 to 100 mol per 100 mol of (b).

[0408] The carboxylic acid anhydride is reacted with the hydroxyl groups generated by the reaction of the cyclic ether with the carboxylic acid or carboxylic acid anhydride contained in (a). The amount of the carboxylic acid anhydride used is preferably 0.05 to 1 mol, more preferably 0.10 to 0.8 mol, and even more preferably 0.13 to 0.7 mol per 1 mol of (a) used (in other words, 1 mol of hydroxyl groups generated by the use of (a)).

[0409] Examples of the carboxylic anhydride include succinic anhydride, maleic anhydride, citraconic anhydride, itaconic anhydride, 3-vinylphthalic anhydride, 4-vinylphthalic anhydride, 3,4,5,6-tetrahydrophthalic anhydride, 1,2,3,6-tetrahydrophthalic anhydride, dimethyltetrahydrophthalic anhydride, and 5,6-dicarboxybicyclo[2.2.1]hept-2-ene anhydride.

[0410] Specific examples of the resin (B) include 3,4-epoxycyclohexylmethyl (meth)acrylate / (meth)acrylic acid copolymer, 3,4-epoxytricyclo[5.2.1.0 2.6 ] Decyl ester / (meth)acrylic acid copolymer and other resins [K1];

[0411] Glycidyl (meth)acrylate / benzyl (meth)acrylate / (meth)acrylic acid copolymer, glycidyl (meth)acrylate / styrene / (meth)acrylic acid copolymer, 3,4-epoxytricyclo[5.2.1.0 2,6 ] decyl ester / (meth) acrylic acid / N-cyclohexylmaleimide copolymer, acrylic acid 3,4-epoxytricyclo[5.2.1.0 2,6 ] decyl ester / (meth) acrylic acid / N-cyclohexylmaleimide / 2-hydroxyethyl (meth) acrylate copolymer, 3,4-epoxytricyclo[5.2.1.0 2,6 ] decyl ester / (meth) acrylic acid / N-cyclohexyl maleimide / (meth) acrylic acid tricyclic [5.2.1.0 2,6 ]Decen-8-yl ester copolymer, acrylic acid 3,4-epoxy tricyclic [5.2.1.0 2,6 ] decyl ester / (meth) acrylic acid / benzyl (meth) acrylate copolymer, 3,4-epoxytricyclo[5.2.1.0 2,6 ] decyl ester / (meth)acrylic acid / phenoxybenzyl(meth)acrylate copolymer, 3-methyl-3-(meth)acryloyloxymethyloxetane / (meth)acrylic acid / styrene copolymer and other resins [K2];

[0412] Resins such as benzyl (meth)acrylate / (meth)acrylic acid copolymer and styrene / (meth)acrylic acid copolymer [K3];

[0413] A resin obtained by adding glycidyl (meth)acrylate to a benzyl (meth)acrylate / (meth)acrylic acid copolymer, a resin obtained by adding glycidyl (meth)acrylate to a tricyclo (meth)acrylate [5.2.1.0 2,6 ] decane-8-yl ester / styrene / (meth)acrylic acid copolymer, a resin obtained by adding glycidyl (meth)acrylate to tricyclo[5.2.1.0 2,6 ] resins obtained by adding decane-8-yl ester / benzyl (meth)acrylate / (meth)acrylic acid copolymer, resins obtained by adding glycidyl (meth)acrylate to norbornene / vinyltoluene / (meth)acrylic acid copolymer, resins obtained by adding glycidyl (meth)acrylate to norbornene / styrene / (meth)acrylic acid copolymer, etc. [K4];

[0414] Make (meth) acrylic acid and (meth) acrylic acid tricyclic [5.2.1.0 2,6 ] decane-8-yl ester / (meth)acrylate glycidyl ester copolymer reaction resin, (meth) acrylic acid and (meth) acrylic acid tricyclo [5.2.1.0 2,6 ] resins obtained by reacting a copolymer of decane-8-yl ester / styrene / glycidyl (meth)acrylate, etc. [K5];

[0415] Make (meth) acrylic acid and (meth) acrylic acid tricyclic [5.2.1.0 2,6 ] decane-8-yl ester / (meth) acrylate glycidyl ester copolymer reaction obtained by further reacting with tetrahydrophthalic anhydride resin, (meth) acrylic acid and (meth) acrylate 2-ethylhexyl / (meth) acrylate tricyclo [5.2.1.0 2,6 ] decane-8-yl ester / (meth)acrylate glycidyl ester copolymer reaction resin and further reacted with succinic anhydride resin, (meth) acrylic acid and methyl (meth) acrylate / (meth) acrylate 2-ethylhexyl ester / (meth) acrylate tricyclo [5.2.1.0 2,6 ] Resins obtained by reacting a copolymer of decane-8-yl ester and glycidyl (meth)acrylate with succinic anhydride, etc. [K6]

[0416] Resins [K1] to [K6] may be one kind or a combination of two or more kinds. Among them, resin (B) preferably contains at least one kind selected from resin [K1], resin [K2], and resin [K6]. More preferably, it contains at least one kind selected from resin [K1] and resin [K6]. Even more preferably, it contains resin [K1] and resin [K6].

[0417] The polystyrene-equivalent weight average molecular weight of the resin (B) is preferably 3,000 to 100,000, more preferably 4,000 to 50,000, and even more preferably 5,000 to 30,000. When the molecular weight is within the above range, the hardness of the color filter is improved, the residual film rate is high, the solubility of the unexposed portion in the developer is good, and the resolution of the colored pattern tends to be improved.

[0418] The dispersion degree [weight average molecular weight (Mw) / number average molecular weight (Mn)] of the resin (B) is preferably 1.1-6, more preferably 1.2-4.

[0419] The acid value of the resin (B) is preferably 10 to 170 mg-KOH / g, more preferably 20 to 150 mg-KOH / g, and even more preferably 30 to 135 mg-KOH / g, calculated on a solids basis. The acid value is measured as the amount (mg) of potassium hydroxide required to neutralize 1 g of the resin (B) and can be determined, for example, by titration with an aqueous potassium hydroxide solution.

[0420] The content of resin (B) in the total solid content of the colored resin composition is preferably 7 to 80% by mass, more preferably 13 to 75% by mass, further preferably 17 to 70% by mass, and even more preferably 17 to 55% by mass. When the content of resin (B) is within the above range, a colored pattern can be formed, and the resolution and residual film rate of the colored pattern tend to be improved.

[0421] The content of the compound (I) is preferably 1 to 150 parts by mass, more preferably 10 to 100 parts by mass, and even more preferably 20 to 90 parts by mass, relative to 100 parts by mass of the resin (B).

[0422] <Polymerizable compound (C)>

[0423] The polymerizable compound (C) is a compound that can be polymerized by active radicals and / or acids generated by the polymerization initiator (D). Examples thereof include compounds having a polymerizable ethylenically unsaturated bond, and are preferably (meth)acrylate compounds.

[0424] Among them, the polymerizable compound (C) is preferably a polymerizable compound having three or more ethylenically unsaturated bonds. Examples of such polymerizable compounds include trimethylolpropane tri(meth)acrylate, pentaerythritol poly(meth)acrylate (e.g., pentaerythritol tri(meth)acrylate, pentaerythritol tetra(meth)acrylate), dipentaerythritol poly(meth)acrylate (e.g., dipentaerythritol penta(meth)acrylate, dipentaerythritol hexa(meth)acrylate), tripentaerythritol poly(meth)acrylate (e.g., tripentaerythritol octa(meth)acrylate, tripentaerythritol hepta(meth)acrylate), tetrapentaerythritol poly(meth)acrylate (e.g., tetrapentaerythritol deca(meth)acrylate, tetrapentaerythritol nona(meth)acrylate), tris(2-(meth)acryloyloxyethyl)isocyanurate, alkoxylated pentaerythritol poly(meth)acrylate (e.g., ethoxylated pentaerythritol tri(meth)acrylate), and tetrapentaerythritol poly(meth)acrylate. esters, ethoxylated pentaerythritol tetra(meth)acrylate, propoxylated pentaerythritol tri(meth)acrylate, propoxylated pentaerythritol tetra(meth)acrylate), alkoxylated dipentaerythritol poly(meth)acrylate (e.g., ethoxylated dipentaerythritol penta(meth)acrylate, ethoxylated dipentaerythritol hexa(meth)acrylate, propoxylated dipentaerythritol penta(meth)acrylate, propoxylated dipentaerythritol hexa(meth)acrylate), caprolactone-modified pentaerythritol poly(meth)acrylate (e.g., caprolactone-modified pentaerythritol tri(meth)acrylate, caprolactone-modified pentaerythritol tetra(meth)acrylate), caprolactone-modified dipentaerythritol poly(meth)acrylate (e.g., caprolactone-modified dipentaerythritol penta(meth)acrylate, caprolactone-modified dipentaerythritol hexa(meth)acrylate), and the like.

[0425] Among them, it is preferred that at least one selected from trimethylolpropane tri(meth)acrylate and dipentaerythritol poly(meth)acrylate be contained, more preferably at least one selected from trimethylolpropane triacrylate and dipentaerythritol polyacrylate be contained, and further preferably at least one selected from dipentaerythritol penta(meth)acrylate and dipentaerythritol hexa(meth)acrylate be contained.

[0426] The weight average molecular weight of the polymerizable compound (C) is preferably 150 to 2,900, more preferably 250 to 1,500.

[0427] The content of the polymerizable compound (C) in the total solid content of the colored resin composition is preferably 7 to 65% by mass, more preferably 13 to 60% by mass, and even more preferably 17 to 55% by mass. When the content of the polymerizable compound (C) is within the above range, the residual film rate during colored pattern formation and the chemical resistance of the color filter tend to be further improved.

[0428] <Polymerization initiator (D)>

[0429] The polymerization initiator (D) is not particularly limited as long as it is a compound that can generate active radicals, an acid, or the like by the action of light or heat to initiate polymerization, and a known polymerization initiator can be used.

[0430] Examples of the polymerization initiator that generates active radicals include alkylphenone compounds, triazine compounds, acylphosphine oxide compounds, O-acyloxime compounds, and biimidazole compounds.

[0431] The O-acyl oxime compound is a compound having a partial structure represented by formula (d1).

[0432]

[0433] Examples of the O-acyl oxime compound include N-benzoyloxy-1-(4-phenylsulfanylphenyl)butane-1-one-2-imine, N-benzoyloxy-1-(4-phenylsulfanylphenyl)octane-1-one-2-imine, N-benzoyloxy-1-(4-phenylsulfanylphenyl)-3-cyclopentylpropane-1-one-2-imine, N-acetoxy-1-[9-ethyl-6-(2-methylbenzoyl)-9H-carbazol-3-yl]ethane-1-imine, and N-acetoxy-1-[9-ethyl-6-{2-methyl-4-(3,3-dimethyl-2,4-dioxolanylmethyloxy)benzoyl}-9H-carbazol-3-yl]ethane. -1-imine, N-acetoxy-1-[9-ethyl-6-(2-methylbenzoyl)-9H-carbazol-3-yl]-3-cyclopentylpropane-1-imine, N-benzoyloxy-1-[9-ethyl-6-(2-methylbenzoyl)-9H-carbazol-3-yl]-3-cyclopentylpropane-1-one-2-imine, N-acetoxy-1-[4-(2-hydroxyethyloxy)phenylsulfanylphenyl]propane-1-one-2-imine, N-acetoxy-1-(4-phenylsulfanylphenyl)-3-cyclohexylpropane-1-one-2-imine, 2-[(acetoxy)imino]-3-cyclohexyl-1-[4-(phenylsulfanyl)phenyl]propane-1-one, and the like. Commercially available products such as Irgacure OXE01, OXE02, OXE03 (all manufactured by BASF), N-1919 (manufactured by ADEKA), PBG-314, PBG-317, PBG-326, PBG-327, and PBG-329 (all manufactured by Changzhou Qiangli Electronic New Materials Co., Ltd.) can be used. Among them, the O-acyl oxime compound is preferably selected from N-acetoxy-1-[4-(2-hydroxyethyloxy)phenylsulfanylphenyl]propane-1-one-2-imine, N-acetoxy-1-(4-phenylsulfanylphenyl)-3-cyclohexylpropane-1-one-2-imine, 2-[(acetoxy)imino]-3-cyclohexyl-1-[4-(phenylsulfanyl)phenyl]propane-1-one, N-benzoyloxy-1-(4-phenylsulfanylphenyl)butane-1-one-2-imine, N-benzoyloxy-1-(4-phenylsulfanylphenyl)butane-1-one-2-imine, The present invention further comprises at least one selected from the group consisting of 2-[(acetyloxy)imino]-3-cyclohexyl-1-[4-(phenylsulfanyl)phenyl]propane-1-one, N-benzoyloxy-1-(4-phenylsulfanylphenyl)octane-1-one-2-imine and N-benzoyloxy-1-(4-phenylsulfanylphenyl)-3-cyclopentylpropane-1-one-2-imine, and more preferably at least one selected from the group consisting of 2-[(acetyloxy)imino]-3-cyclohexyl-1-[4-(phenylsulfanyl)phenyl]propane-1-one, N-benzoyloxy-1-(4-phenylsulfanylphenyl)octane-1-one-2-imine and N-acetyloxy-1-(4-phenylsulfanylphenyl)-3-cyclohexylpropane-1-one-2-imine.These O-acyloxime compounds tend to provide a color filter having high brightness.

[0434] The alkylphenone compound is preferably a compound having a partial structure represented by formula (d2) or a partial structure represented by formula (d3). In these partial structures, the benzene ring may have a substituent.

[0435]

[0436] Examples of the compound having a partial structure represented by formula (d2) include 2-methyl-2-morpholino-1-(4-methylsulfanylphenyl)propane-1-one, 2-dimethylamino-1-(4-morpholinophenyl)-2-benzylbutane-1-one, and 2-(dimethylamino)-2-[(4-methylphenyl)methyl]-1-[4-(4-morpholinyl)phenyl]butane-1-one. Commercially available products such as Irgacure 369, 907, and 379 (all manufactured by BASF) can be used.

[0437] Examples of the compound having a partial structure represented by formula (d3) include 2-hydroxy-2-methyl-1-phenylpropane-1-one, 2-hydroxy-2-methyl-1-[4-(2-hydroxyethoxy)phenyl]propane-1-one, 1-hydroxycyclohexylphenyl ketone, oligomers of 2-hydroxy-2-methyl-1-(4-isopropenylphenyl)propane-1-one, α,α-diethoxyacetophenone, and benzil dimethyl ketal.

[0438] From the viewpoint of sensitivity, the alkylphenone compound is preferably a compound having a partial structure represented by formula (d2).

[0439] Examples of the triazine compound include 2,4-bis(trichloromethyl)-6-(4-methoxyphenyl)-1,3,5-triazine, 2,4-bis(trichloromethyl)-6-(4-methoxynaphthyl)-1,3,5-triazine, 2,4-bis(trichloromethyl)-6-piperonyl-1,3,5-triazine, 2,4-bis(trichloromethyl)-6-(4-methoxyphenyl)-1,3,5-triazine, and 2,4-bis(trichloromethyl)-6-(4-methoxyphenyl)-1,3,5-triazine. [2-(5-methylfuran-2-yl)vinyl]-1,3,5-triazine, 2,4-bis(trichloromethyl)-6-[2-(furan-2-yl)vinyl]-1,3,5-triazine, 2,4-bis(trichloromethyl)-6-[2-(4-diethylamino-2-methylphenyl)vinyl]-1,3,5-triazine, 2,4-bis(trichloromethyl)-6-[2-(3,4-dimethoxyphenyl)vinyl]-1,3,5-triazine, etc.

[0440] Examples of the acylphosphine oxide compound include 2,4,6-trimethylbenzoyldiphenylphosphine oxide, and commercially available products such as Irgacure (registered trademark) 819 (manufactured by BASF) can be used.

[0441] Examples of the biimidazole compound include 2,2'-bis(2-chlorophenyl)-4,4',5,5'-tetraphenylbiimidazole, 2,2'-bis(2,3-dichlorophenyl)-4,4',5,5'-tetraphenylbiimidazole (see, for example, Japanese Patent Application Laid-Open No. 6-75372 and Japanese Patent Application Laid-Open No. 6-75373), 2,2'-bis(2-chlorophenyl)-4,4',5,5'-tetra(alkoxyphenyl)biimidazole, and 2,2'-bis(2-chlorophenyl)-4,4',5,5'-tetra(alkoxyphenyl)biimidazole. Bis(2-chlorophenyl)-4,4',5,5'-tetrakis(dialkoxyphenyl)biimidazole, 2,2'-bis(2-chlorophenyl)-4,4',5,5'-tetrakis(trialkoxyphenyl)biimidazole (see, for example, Japanese Patent Publication No. 48-38403, Japanese Patent Application Laid-Open No. 62-174204, etc.), biimidazole compounds in which the phenyl groups at the 4,4',5,5'-positions are substituted with alkoxycarbonyl groups (see, for example, Japanese Patent Application Laid-Open No. 7-10913, etc.), and the like.

[0442] Examples of the polymerization initiator (D) include benzoin compounds such as benzoin, benzoin methyl ether, benzoin ethyl ether, benzoin isopropyl ether, and benzoin isobutyl ether; benzophenone compounds such as benzophenone, methyl o-benzoylbenzoate, 4-phenylbenzophenone, 4-benzoyl-4'-methyldiphenyl sulfide, 3,3',4,4'-tetrakis(tert-butylperoxycarbonyl)benzophenone, and 2,4,6-trimethylbenzophenone; quinone compounds such as 9,10-phenanthrenequinone, 2-ethylanthraquinone, and camphorquinone; 10-butyl-2-chloroacridone, benzil, methyl phenylglyoxylate, and titanocene compounds. These are preferably used in combination with the polymerization initiator aid (D1) described below (particularly amines).

[0443] Examples of the polymerization initiator that generates an acid include 4-hydroxyphenyldimethylsulfonium p-toluenesulfonate, 4-hydroxyphenyldimethylsulfonium hexafluoroantimonate, 4-acetoxyphenyldimethylsulfonium p-toluenesulfonate, 4-acetoxyphenylmethylbenzylsulfonium hexafluoroantimonate, triphenylsulfonium p-toluenesulfonate, triphenylsulfonium hexafluoroantimonate, and diphenyl iodide. p-Toluenesulfonate, diphenyliodonium Hexafluoroantimonate, etc. Salts, nitrobenzyl toluenesulfonates, benzoin toluenesulfonates, etc.

[0444] The polymerization initiator (D) is preferably a polymerization initiator containing at least one selected from alkylphenone compounds, triazine compounds, acylphosphine oxide compounds, O-acyloxime compounds and biimidazole compounds, and more preferably a polymerization initiator containing an O-acyloxime compound.

[0445] The content of the polymerization initiator (D) is preferably 0.1 to 30 parts by mass, more preferably 1 to 20 parts by mass, relative to 100 parts by mass of the total amount of the resin (B) and the polymerizable compound (C). When the content of the polymerization initiator (D) is within the above range, there is a tendency for increased sensitivity and shortened exposure time, thereby improving the productivity of the color filter.

[0446] <Polymerization initiator aid (D1)>

[0447] The polymerization initiator aid (D1) is a compound or sensitizer for accelerating the polymerization of the polymerizable compound initiated by the polymerization initiator. When the polymerization initiator aid (D1) is included, it is usually used in combination with the polymerization initiator (D).

[0448] Examples of the polymerization initiation aid (D1) include amine compounds, alkoxyanthracene compounds, thioxanthone compounds, and carboxylic acid compounds.

[0449] Examples of the amine compound include triethanolamine, methyldiethanolamine, triisopropanolamine, methyl 4-dimethylaminobenzoate, ethyl 4-dimethylaminobenzoate, 4-dimethylaminoisoamyl ester, 2-dimethylaminoethyl benzoate, 2-ethylhexyl 4-dimethylaminobenzoate, N,N-dimethyl-p-toluidine, 4,4'-bis(dimethylamino)benzophenone (commonly known as Michler's ketone), 4,4'-bis(diethylamino)benzophenone, and 4,4'-bis(ethylmethylamino)benzophenone. Among these, 4,4'-bis(diethylamino)benzophenone is preferred. Commercially available products such as EAB-F (manufactured by Hodogaya Chemical Industry Co., Ltd.) can be used.

[0450] Examples of the alkoxyanthracene compound include 9,10-dimethoxyanthracene, 2-ethyl-9,10-dimethoxyanthracene, 9,10-diethoxyanthracene, 2-ethyl-9,10-diethoxyanthracene, 9,10-dibutoxyanthracene, and 2-ethyl-9,10-dibutoxyanthracene.

[0451] Examples of the thioxanthone compound include 2-isopropylthioxanthone, 4-isopropylthioxanthone, 2,4-diethylthioxanthone, 2,4-dichlorothioxanthone, and 1-chloro-4-propoxythioxanthone.

[0452] Examples of the carboxylic acid compound include phenylsulfanylacetic acid, methylphenylsulfanylacetic acid, ethylphenylsulfanylacetic acid, methylethylphenylsulfanylacetic acid, dimethylphenylsulfanylacetic acid, methoxyphenylsulfanylacetic acid, dimethoxyphenylsulfanylacetic acid, chlorophenylsulfanylacetic acid, dichlorophenylsulfanylacetic acid, N-phenylglycine, phenoxyacetic acid, naphthylthioacetic acid, N-naphthylglycine, and naphthyloxyacetic acid.

[0453] When using these polymerization initiator aids (D1), the content is preferably 0.1 to 30 parts by mass, more preferably 1 to 20 parts by mass, relative to 100 parts by mass of the total amount of the resin (B) and the polymerizable compound (C). When the amount of the polymerization initiator aid (D1) is within this range, a colored pattern can be formed with higher sensitivity, and the productivity of the color filter tends to be improved.

[0454] Solvent (E)

[0455] The solvent (E) is not particularly limited, and solvents commonly used in this field can be used. For example, ester solvents (solvents containing -COO- and no -O- in the molecule), ether solvents (solvents containing -O- and no -COO- in the molecule), ether ester solvents (solvents containing -COO- and -O- in the molecule), ketone solvents (solvents containing -CO- and no -COO- in the molecule), alcohol solvents (solvents containing -OH and no -O-, -CO-, and -COO- in the molecule), aromatic hydrocarbon solvents, amide solvents, dimethyl sulfoxide, and the like can be mentioned.

[0456] Examples of the ester solvent include methyl lactate, ethyl lactate, butyl lactate, methyl 2-hydroxyisobutyrate, ethyl acetate, n-butyl acetate, isobutyl acetate, amyl formate, isoamyl acetate, butyl propionate, isopropyl butyrate, ethyl butyrate, butyl butyrate, methyl pyruvate, ethyl pyruvate, propyl pyruvate, methyl acetoacetate, ethyl acetoacetate, cyclohexanol acetate, and γ-butyrolactone.

[0457] Examples of the ether solvent include ethylene glycol monomethyl ether, ethylene glycol monoethyl ether, ethylene glycol monopropyl ether, ethylene glycol monobutyl ether, diethylene glycol monomethyl ether, diethylene glycol monoethyl ether, diethylene glycol monobutyl ether, propylene glycol monomethyl ether, propylene glycol monoethyl ether, propylene glycol monopropyl ether, propylene glycol monobutyl ether, 3-methoxy-1-butanol, 3-methoxy-3-methylbutanol, tetrahydrofuran, tetrahydropyran, 1,4-dihydrofuran, 1,4-di ... Alkane, diethylene glycol dimethyl ether, diethylene glycol diethyl ether, diethylene glycol methyl ethyl ether, diethylene glycol dipropyl ether, diethylene glycol dibutyl ether, anisole, phenethyl ether and methyl anisole, etc.

[0458] Examples of the ether ester solvent include methyl methoxyacetate, ethyl methoxyacetate, butyl methoxyacetate, methyl ethoxyacetate, ethyl ethoxyacetate, methyl 3-methoxypropionate, ethyl 3-methoxypropionate, methyl 3-ethoxypropionate, ethyl 3-ethoxypropionate, methyl 2-methoxypropionate, ethyl 2-methoxypropionate, propyl 2-methoxypropionate, methyl 2-ethoxypropionate, ethyl 2-ethoxypropionate, methyl 2-methoxy-2-methylpropionate, ethyl 2-ethoxy-2-methylpropionate, 3-methoxybutyl acetate, 3-methyl-3-methoxybutyl acetate, propylene glycol monomethyl ether acetate, propylene glycol monoethyl ether acetate, propylene glycol monopropyl ether acetate, ethylene glycol monomethyl ether acetate, ethylene glycol monoethyl ether acetate, diethylene glycol monoethyl ether acetate, and diethylene glycol monobutyl ether acetate.

[0459] Examples of the ketone solvent include 4-hydroxy-4-methyl-2-pentanone, acetone, 2-butanone, 2-heptanone, 3-heptanone, 4-heptanone, 4-methyl-2-pentanone, cyclopentanone, cyclohexanone, and isophorone.

[0460] Examples of the alcohol solvent include methanol, ethanol, propanol, butanol, hexanol, cyclohexanol, ethylene glycol, propylene glycol, and glycerin.

[0461] Examples of the aromatic hydrocarbon solvent include benzene, toluene, xylene, and mesitylene.

[0462] Examples of the amide solvent include N,N-dimethylformamide, N,N-dimethylacetamide, and N-methylpyrrolidone.

[0463] Among the above-mentioned solvents, organic solvents having a boiling point of 120°C to 180°C at 1 atm are preferred from the viewpoints of coating and drying properties. Preferred solvents include propylene glycol monomethyl ether acetate, ethyl lactate, propylene glycol monomethyl ether, ethyl 3-ethoxypropionate, ethylene glycol monomethyl ether, diethylene glycol monomethyl ether, diethylene glycol monoethyl ether, 4-hydroxy-4-methyl-2-pentanone, and N,N-dimethylformamide, with propylene glycol monomethyl ether acetate, propylene glycol monomethyl ether, 4-hydroxy-4-methyl-2-pentanone, ethyl lactate, and ethyl 3-ethoxypropionate being more preferred.

[0464] The content of the solvent (E) is preferably 70 to 95% by mass, more preferably 75 to 92% by mass, relative to the total amount of the colored resin composition. In other words, the solid content of the colored resin composition is preferably 5 to 30% by mass, more preferably 8 to 25% by mass. When the content of the solvent (E) is within the above range, the flatness during coating is improved, and the color density of the formed color filter is not insufficient, thereby tending to improve display characteristics and sensitivity.

[0465] <Leveling agent (F)>

[0466] Examples of the leveling agent (F) include silicone surfactants, fluorine-based surfactants, and silicone surfactants having fluorine atoms, etc. These may have a polymerizable group in a side chain.

[0467] Examples of the silicone-based surfactant include surfactants having a siloxane bond in the molecule. Specific examples include Toray Silicone DC3PA, Toray Silicone SH7PA, Toray Silicone DC11PA, Toray Silicone SH21PA, Toray Silicone SH28PA, Toray Silicone SH29PA, Toray Silicone SH30PA, and Toray Silicone SH8400 (trade name: manufactured by Dow Corning Toray Co., Ltd.), KP321, KP322, KP323, KP324, KP326, KP340, and KP341 (manufactured by Shin-Etsu Chemical Co., Ltd.), TSF400, TSF401, TSF410, TSF4300, TSF4440, TSF4445, TSF4446, TSF4452, and TSF4460 (manufactured by Momentive Performance Materials Japan Co., Ltd.).

[0468] Examples of the fluorine-based surfactant include surfactants having a fluorine carbon chain in the molecule. Specifically, examples include FLUORAD (registered trademark) FC430, FLUORAD FC431 (manufactured by Sumitomo 3M Co., Ltd.), MEGAFAC (registered trademark) F142D, MEGAFAC F171, MEGAFAC F172, MEGAFAC F173, MEGAFAC F177, MEGAFAC F183, MEGAFAC F554, MEGAFAC R30, MEGAFAC RS-718-K (manufactured by DIC Corporation), F-top (registered trademark) EF301, F-top EF303, F-top EF351, F-top EF352 (manufactured by Mitsubishi Materials Electronic Chemicals Co., Ltd.), Surflon (registered trademark) S381, Surflon S382, Surflon SC101, Surflon SC105 (manufactured by AGC Corporation (formerly Asahi Glass Co., Ltd.)), and E5844 (manufactured by Daikin Fine Chemicals Laboratories, Ltd.), etc.

[0469] Examples of the above-mentioned organosilicon surfactants having fluorine atoms include surfactants having a siloxane bond and a fluorocarbon chain in the molecule, and more specifically, MEGAFAC (registered trademark) R08, MEGAFAC BL20, MEGAFAC F475, MEGAFAC F477, and MEGAFAC F443 (manufactured by DIC Corporation).

[0470] The content of the leveling agent (F) in the total amount of the colored resin composition is preferably 0.001 to 0.2 mass%, more preferably 0.002 to 0.1 mass%, and even more preferably 0.005 to 0.05 mass%. This content does not include the content of the dispersant described below. When the content of the leveling agent (F) is within the above range, the flatness of the color filter can be improved.

[0471] <Other ingredients>

[0472] The composition (eg, dispersion composition, colored resin composition) may contain additives known in the art, such as fillers, other polymer compounds, adhesion promoters, antioxidants, light stabilizers, and chain transfer agents, as needed.

[0473] <Method for producing composition>

[0474] The dispersion composition can be prepared by mixing the compound (I), a dispersant, and, if necessary, a solvent (E) and the like, for example.

[0475] The colored resin composition can be prepared by mixing, for example, the compound (I) as the colorant (A), the resin (B), the solvent (E), and, if necessary, the compound (X), the colorant (A1), the polymerizable compound (C), the polymerization initiator (D), the solvent (E), the leveling agent (F), the polymerization initiation aid (D1), and other components.

[0476] Mixing can be performed using known or customary equipment and conditions.

[0477] The colored resin composition can be prepared using a pre-prepared dispersion composition. In this case, the pre-prepared dispersion composition may contain, in addition to compound (I), compound (X) and a colorant (A1) (particularly a pigment). Alternatively, a dispersion composition containing compound (X) and / or a colorant (A1) (particularly a pigment) and a dispersant may be prepared in advance without compound (I).

[0478] The pre-prepared dispersion composition may further contain a portion or all of the solvent (E) in the colored resin composition, and a portion or all of the resin (B). When the dispersion composition contains the solvent (E), it can be dispersed by mixing, etc., and used as a dispersion in which at least one selected from the compound (I), the compound (X), and the pigment is uniformly dispersed in the solution. The target colored resin composition can be easily prepared by mixing the remaining components in such a dispersion to a predetermined concentration. The compound (I), the compound (X), and the pigment can be dispersed individually or as a mixture of multiple components.

[0479] As dispersant, surfactant etc. can be enumerated, and can be any surfactant in cationic, anionic, nonionic and amphoteric. Specifically, surfactants such as polyester, polyamine and acrylic acid can be enumerated. These dispersants can be used alone, or two or more can be used in combination. As dispersant, when represented by trade name, KP (Shin-Etsu Chemical Co., Ltd. system), FLOWLEN (Kyoeisha Chemical Co., Ltd. system), Solsperse (registered trademark) (Zeneca Co., Ltd. system), EFKA (registered trademark) (BASF company system), AJISPER (registered trademark) (Ajinomoto Fine Chemical Co., Ltd. system), Disperbyk (registered trademark), BYK (registered trademark) (BYK-Chemie company system) etc. can be enumerated.

[0480] The content of compound (I), compound (X), and pigment (particularly the content of compound (I)) in the dispersion composition (dispersion liquid) is preferably 1 to 90% by mass, more preferably 3 to 80% by mass, further preferably 5 to 70% by mass, and even more preferably 10 to 60% by mass, based on the total amount of solids. When the content of compound (I), compound (X), and pigment (particularly the content of compound (I)) is within the above range, a dispersion composition (dispersion liquid) in a uniform dispersed state tends to be obtained.

[0481] The content of the solvent (E) relative to the total mass of the dispersion composition (dispersion liquid) is preferably 40 to 99 mass%, more preferably 50 to 95 mass%, and even more preferably 55 to 93 mass%. In other words, the solid content of the dispersion composition (dispersion liquid) is preferably 1 to 60 mass%, more preferably 5 to 50 mass%, and even more preferably 7 to 45 mass%. When the content of the solvent (E) is within the above range, a uniformly dispersed dispersion composition (dispersion liquid) tends to be obtained.

[0482] The content of the dispersant is preferably 1 to 150 parts by mass, more preferably 10 to 100 parts by mass, and even more preferably 20 to 90 parts by mass, relative to 100 parts by mass of the total of compound (I), compound (X), and pigment in the dispersion composition (dispersion liquid). When the content of the dispersant is within the above range, a uniformly dispersed dispersion composition (dispersion liquid) tends to be obtained.

[0483] Compound (I), Compound (X), and the pigment can be used after being dispersed in a dispersion using a bead mill or the like so that the average particle size is about 0.2 μm or less. When a bead mill is used, the diameter of the beads is preferably 0.05 mm to 0.5 mm, and examples of the material of the beads include glass, ceramics, and metals.

[0484] When the colorant (A) contains a dye, the dye may be dissolved in part or all of the solvent (E) in the colored resin composition to prepare a solution, which is preferably filtered through a filter having a pore size of about 0.01 to 1 μm.

[0485] <Color filter manufacturing method>

[0486] As a method for manufacturing a color pattern of a color filter from a colored resin composition, photolithography, inkjet method, printing method, etc. can be mentioned. Among them, photolithography is preferred. Photolithography is a method in which the above-mentioned colored resin composition is applied to a substrate and dried to form a composition layer, and the composition layer is exposed and developed through a photomask. In the photolithography method, by not using a photomask and / or not developing during exposure, a colored coating film as a cured product of the above-mentioned composition layer can be formed.

[0487] The film thickness of the color filter (cured film) is not particularly limited and can be appropriately adjusted according to the purpose, application, etc., and is, for example, 30 μm or less, preferably 20 μm or less, more preferably 10 μm or less, further preferably 6 μm or less, further preferably 3 μm or less, further preferably 1.5 μm or less, and preferably 0.1 μm or more, more preferably 0.2 μm or more, and further preferably 0.3 μm or more.

[0488] Substrates include glass plates such as quartz glass, borosilicate glass, aluminosilicate glass, and soda-lime glass coated with silica; resin plates such as polycarbonate, polymethyl methacrylate, and polyethylene terephthalate; silicone; and substrates with thin films of aluminum, silver, or silver / copper / palladium alloys formed on the above substrates. Other color filter layers, resin layers, transistors, and circuits can be formed on these substrates. Alternatively, silicone substrates treated with HMDS can be used.

[0489] The formation of a colored coating or a colored pattern by photolithography can be carried out under known or customary devices and conditions. For example, it can be produced as follows. First, a colored resin composition is applied to a substrate, and volatile components such as a solvent are removed by heating and drying (pre-baking) and / or drying under reduced pressure to dry the composition to obtain a smooth composition layer. As coating methods, spin coating, slit coating, slit and spin coating, etc. can be mentioned. The temperature during heating and drying is preferably 30 to 120°C, more preferably 50 to 110°C. In addition, the heating time is preferably 10 seconds to 60 minutes, more preferably 30 seconds to 30 minutes. When drying under reduced pressure, it is preferably carried out at a pressure of 50 to 150 Pa in a temperature range of 20 to 25°C. The film thickness of the composition layer is not particularly limited and can be appropriately selected according to the film thickness of the target color filter.

[0490] Next, the composition layer can be exposed through a photomask for forming a target coloring pattern. The pattern on the photomask is not particularly limited, and a pattern corresponding to the intended use can be used. As the light source used in the exposure, a light source that generates light with a wavelength of 250 to 450 nm is preferably used. For example, a filter that cuts off this wavelength range can be used to cut off light less than 250 nm, or a bandpass filter that extracts these wavelength ranges can be used to selectively extract light near 436 nm, near 408 nm, and near 365 nm. Specifically, mercury lamps, light-emitting diodes, metal halide lamps, halogen lamps, etc. can be cited. In order to be able to evenly irradiate parallel light to the entire exposure surface, or to accurately align the photomask with the substrate, it is preferred to use a reduced projection exposure device or a proximity exposure device such as a mask aligner and a stepper.

[0491] The exposed composition layer is brought into contact with a developer for development, thereby forming a colored pattern on the substrate. The unexposed portion of the composition layer is dissolved in the developer by development and removed. As the developer, for example, aqueous solutions of alkaline compounds such as potassium hydroxide, sodium bicarbonate, sodium carbonate, and tetramethylammonium hydroxide are preferred. The concentration in the aqueous solution of these alkaline compounds is preferably 0.01 to 10% by mass, more preferably 0.03 to 5% by mass. In addition, the developer may include a surfactant. The development method may be any one of a paddle method, an immersion method, and a spray method. In addition, the substrate may be tilted at any angle during development.

[0492] After development, water washing is preferably performed.

[0493] The obtained colored pattern or colored coating film is preferably post-baked. The post-baking temperature is preferably 80 to 250° C., more preferably 100 to 245° C. The post-baking time is preferably 1 to 120 minutes, more preferably 2 to 30 minutes.

[0494] The colored pattern and colored coating film thus obtained are useful as color filters and can be suitably used in color filters used in display devices (eg, liquid crystal display devices, organic EL devices, etc.), electronic paper, solid-state imaging devices, and the like.

[0495] Example

[0496] The present invention will be described in more detail below with reference to the following examples. However, the present invention is not limited to the following examples. It is understood that modifications can be made as appropriate within the scope of the aforementioned and subsequent descriptions, and all such modifications are encompassed within the technical scope of the present invention. It should be noted that, unless otherwise specified, "parts" means "parts by mass" and "%" means "% by mass."

[0497] In the following examples, the structures of the compounds were confirmed by mass spectrometry (LC: Agilent 1200 model, MASS: Agilent LC / MSD6130 model, or MALDI-TOF MS: JMS-S3000, JEOL Ltd.).

[0498] The polystyrene-equivalent weight average molecular weight (Mw) and number average molecular weight (Mn) of the resin were measured by GPC (gel permeation chromatography) under the following conditions.

[0499] Device: HLC-8120GPC (manufactured by TOSOH Co., Ltd.)

[0500] Column: TSK-GELG2000HXL

[0501] Column temperature: 40°C

[0502] Solvent: tetrahydrofuran

[0503] Flow rate: 1.0 mL / min

[0504] Solid content concentration of analysis sample: 0.001 to 0.01 mass%

[0505] Injection volume: 50 μL

[0506] Detector: RI

[0507] Calibration standard substances: TSK STANDARD POLYSTYRENE F-40, F-4, F-288, A-2500, A-500 (manufactured by TOSOH Corporation)

[0508] The ratio of the polystyrene-equivalent weight average molecular weight to the number average molecular weight (Mw / Mn) obtained above was defined as the degree of dispersion.

[0509] (Example 1)

[0510] <Synthesis of intermediate (1-1)>

[0511] 2.7 parts of tetrafluorophthalonitrile (manufactured by Tokyo Chemical Industry Co., Ltd.), 4.1 parts of potassium carbonate (manufactured by Kanto Chemical Co., Ltd.), and 10 parts of acetone (manufactured by Fujifilm Wako Chemicals Co., Ltd.) were mixed and cooled on ice. A solution of 5.1 parts of 4-hydroxyphenylmethylsulfone (manufactured by Tokyo Chemical Industry Co., Ltd.) and 30 parts of acetone was added dropwise, and the mixture was stirred for 6 hours under ice-cooling. After the reaction was completed, the reaction solution was filtered by suction to remove the solid component, and the filtrate was concentrated. 10 parts of methanol was added and the precipitate was filtered out. The obtained residue was washed with 16 parts of methanol and then dried under reduced pressure at 60°C to obtain 1.8 parts of a mixture of intermediates (1-1). The main chemical structural formula of intermediate (1-1) is represented by the following formula (1-1).

[0512]

[0513] [In formula (1-1), a represents 1, 2, 3 or 4, and the sum of a and b is 4.]

[0514] <Identification of intermediate (1-1)>

[0515] (Mass Spectrometry) Ionization Mode = ESI - :m / z:[MH] - =503

[0516] Exact mass: 503

[0517] <Synthesis of color material (1)>

[0518] 1.7 parts of the mixture of the intermediate (1-1) obtained above, 0.33 parts of zinc iodide (manufactured by FUJIFILM Wako Chemicals Co., Ltd.) and 4.0 parts of benzonitrile (manufactured by Tokyo Chemical Industry Co., Ltd.) were mixed, heated to 170°C and stirred for 14 hours. After the reaction solution was cooled to room temperature, the reaction solution was added dropwise to 20 parts of methanol, the precipitated precipitate was filtered out and washed with 20 parts of methanol. The obtained residue was mixed with 20 parts of ion exchange water at room temperature, stirred for 30 minutes, and the solid was filtered out. After washing with 20 parts of ion exchange water, it was dried under reduced pressure at 60°C to obtain 1.6 parts of color material (1) as a mixture. The chemical structural formula of the color material (1) is represented by the following formula (1).

[0519]

[0520] [In formula (1), a1, a2, a3, and a4 independently represent any integer from 0 to 4, the average value of the sum of a1, a2, a3, and a4 in the entire mixture is within the range of 4 to 12, and the sum of a1, a2, a3, a4, b1, b2, b3, and b4 is 16.]

[0521] <Identification of color materials (1)>

[0522] (Mass Spectrometry) Ionization Mode = MALDI-TOF - :m / z:[M] - =2080

[0523] Exact mass: 2080

[0524] (Example 2)

[0525] <Synthesis of intermediate (2-1)>

[0526] 2.6 parts of tetrafluorophthalonitrile (manufactured by Tokyo Chemical Industry Co., Ltd.), 4.0 parts of potassium carbonate (manufactured by Kanto Chemical Co., Ltd.), and 10 parts of acetone (manufactured by Fujifilm Wako Chemicals Co., Ltd.) were mixed and cooled on ice. A solution of 5.0 parts of 4-(trifluoromethoxy)phenol (manufactured by Tokyo Chemical Industry Co., Ltd.) and 29 parts of acetone was added dropwise, and the mixture was stirred for 6 hours under ice-cooling. After the reaction was completed, the reaction solution was filtered by suction to remove the solid component, and the filtrate was concentrated. 10 parts of methanol was added and the precipitate was filtered out. The obtained residue was washed with 16 parts of methanol and dried under reduced pressure at 60°C to obtain 4.7 parts of intermediate (2-1). The chemical structural formula of intermediate (2-1) is represented by the following formula (2-1).

[0527]

[0528] <Identification of intermediate (2-1)>

[0529] (Mass Spectrometry) Ionization Mode = ESI - :m / z:[MH] - =547

[0530] Exact mass: 547

[0531] <Synthesis of color material (2)>

[0532] 4.3 parts of the intermediate (2-1) obtained above, 0.75 parts of zinc iodide (manufactured by FUJIFILM Wako Chemicals Co., Ltd.), and 9.0 parts of benzonitrile (manufactured by Tokyo Chemical Industry Co., Ltd.) were mixed, heated to 170°C, and stirred for 16 hours. After the reaction solution was cooled to room temperature, the reaction solution was added dropwise to 45 parts of methanol, and the precipitate was filtered out and washed with 45 parts of methanol. The resulting residue was mixed with 45 parts of ion-exchanged water at room temperature and stirred for 30 minutes. The solid was filtered out, washed with 45 parts of ion-exchanged water, and then dried under reduced pressure at 60°C to obtain 3.2 parts of color material (2).

[0533] The chemical structural formula of the color material (2) is represented by the following formula (2).

[0534]

[0535] <Identification of color material (2)>

[0536] (Mass Spectrometry) Ionization Mode = MALDI-TOF - :m / z:[M] - =2256

[0537] Exact mass: 2256

[0538] (Comparative Synthesis Example 1)

[0539] <Synthesis of color material (x1)>

[0540] According to the description of Synthesis Example 1 of International Publication No. 2020 / 171060, a color material (x1) represented by the following formula (x1) was produced.

[0541]

[0542] <Identification of color material (x1)>

[0543] (Mass Spectrometry) Ionization Mode = MALDI-TOF + :m / z:[M] + =2032

[0544] Exact mass: 2032

[0545] (Synthesis example 1)

[0546] <Preparation of Resin B-1>

[0547] A suitable amount of nitrogen was introduced into a flask equipped with a reflux cooler, a dropping funnel, and a stirrer to replace the atmosphere with nitrogen. 340 parts of propylene glycol monomethyl ether acetate was added and heated to 80°C while stirring. Subsequently, 57 parts of acrylic acid and 3,4-epoxytricyclo[5.2.1.0 2,6]Decan-8-yl ester and 3,4-epoxytricyclo[5.2.1.0 2,6 ] A mixed solution of 54 parts of a mixture of 9-decane esters (containing a ratio of 1:1 by molar ratio) and 239 parts of benzyl methacrylate and 73 parts of propylene glycol monomethyl ether acetate. On the other hand, a solution obtained by dissolving 40 parts of a polymerization initiator 2,2-azobis(2,4-dimethylvaleronitrile) in 197 parts of propylene glycol monomethyl ether acetate was added dropwise over 6 hours. After the addition of the initiator solution was completed, the mixture was kept at 80°C for 3 hours and then cooled to room temperature to obtain a copolymer (resin B-1) solution having a viscosity of 127 mPa·s and a solid content of 37.0% as measured by a B-type viscometer (23°C). The weight average molecular weight Mw of the generated copolymer (resin B-1) is 9.1×10 3 The dispersion degree was 1.87, and the acid value based on solid content was 116 mg-KOH / g. Resin B-1 had the following structural units.

[0548]

[0549] (Synthesis example 2)

[0550] <Preparation of Resin B-2>

[0551] In a flask equipped with a stirrer, dropping funnel, condenser, thermometer, and gas inlet tube, 276.8 parts of propylene glycol monomethyl ether acetate was added and the temperature was raised to 120°C while stirring while nitrogen substitution was performed. Next, 35.3 parts of t-butyl peroxy-2-ethylhexanoate (polymerization initiator) was added to a monomer mixture consisting of 92.4 parts of 2-ethylhexyl acrylate, 184.9 parts of glycidyl methacrylate, and 12.3 parts of dicyclopentanyl methacrylate. The mixture was then added dropwise from the dropping funnel to the flask over 2 hours. After the addition was complete, the mixture was stirred at 120°C for a further 30 minutes to allow for a copolymerization reaction, thereby producing an addition copolymer. Thereafter, the inside of the flask was replaced with air, and 93.7 parts of acrylic acid, 1.5 parts of triphenylphosphine (catalyst) and 0.8 parts of 4-methoxyphenol (polymerization inhibitor) were added to the above-mentioned addition copolymer solution, and the reaction was continued at 110°C for 10 hours. While the epoxy groups from glycidyl methacrylate reacted with acrylic acid to cleave the epoxy groups, polymerizable unsaturated bonds were introduced into the side chains of the polymer. Next, 24.2 parts of succinic anhydride were added to the reaction system, and the reaction was continued at 110°C for 1 hour. The hydroxyl groups generated by the cleavage of the epoxy groups reacted with succinic anhydride, thereby introducing carboxyl groups into the side chains to obtain a copolymer (resin B-2). Finally, 383.3 parts of propylene glycol monomethyl ether acetate were added to the reaction solution to obtain a copolymer (resin B-2) solution with a solid content of 40%. The weight average molecular weight Mw of the resulting copolymer (resin (B-2)) was 6.3×10 3The acid value converted to solid content was 34 mg-KOH / g.

[0552] (Example 3)

[0553] <Preparation of dispersion (A-1)>

[0554] 10 parts of the color material (1) obtained in Example 1, 6 parts of a dispersant (BYK LPN-6919 manufactured by BYK) (based on solid content), 6 parts of a resin (B-1) (based on solid content), and 78 parts of propylene glycol monomethyl ether acetate were mixed. 300 parts of 0.2 μm zirconium oxide beads were added, and the mixture was shaken for 0.5 hours using a paint disperser (manufactured by LAU). The zirconium oxide beads were then removed by filtration to obtain a dispersion (A-1).

[0555] (Example 4, Comparative Example 1)

[0556] <Preparation of dispersions (A-2) to (A-3)>

[0557] Dispersions (A-2) to (A-3) were obtained by the same method as in the dispersion (A-1) except that the color material (1) obtained in Example 1 was changed to the following compound.

[0558] Example 4 (Preparation of dispersion (A-2)): Color material (2) obtained in Example 2

[0559] Comparative Example 1 (Preparation of Dispersion Liquid (A-3)): Color material (x1) obtained in Comparative Example Synthesis 1

[0560] (Example 5)

[0561] <Preparation of Colored Resin Composition 1>

[0562] The colored resin composition 1 was obtained by mixing the following components.

[0563] Dispersion (A-1): 440 parts of the dispersion obtained in Example 3 Resin (B-2) (solid content conversion): 34 parts of the resin obtained in Synthesis Example 2

[0564] Polymerizable compound (C): Ethylene oxide-modified dipentaerythritol hexaacrylate; trade name A-DPH12E; manufactured by Shin-Nakamura Chemical Industry Co., Ltd. 40 parts

[0565] Polymerization initiator (D): N-acetoxy-1-(4-phenylsulfanylphenyl)-3-cyclohexylpropane-1-one-2-imine; trade name PBG-327; O-acyl oxime compound; manufactured by Changzhou Qiangli Electronic New Materials Co., Ltd. (6 parts)

[0566] Solvent (E): 948 parts of propylene glycol monomethyl ether acetate

[0567] Leveling agent (F): polyether-modified silicone oil; trade name Toray Silicone SH8400; manufactured by Dow Toray Co., Ltd. 0.1 part

[0568] (Example 6, Comparative Example 2)

[0569] <Preparation of Colored Resin Compositions 2 and 3>

[0570] Colored resin compositions 2 and 3 were obtained by the same method as that of the colored resin composition 1, except that the dispersion (A-1) was changed to the following dispersion.

[0571] Example 6 (Preparation of Colored Resin Composition 2): Dispersion (A-2) obtained in Example 4 Comparative Example 2 (Preparation of Colored Resin Composition 3): Dispersion (A-3) obtained in Comparative Example 1

[0572] <Film formation>

[0573] The colored curable composition was applied to a 5 cm square glass substrate (EAGLE 2000; manufactured by CORNING) by spin coating to a film thickness of 0.8 μm after post-baking. The colored composition layer was then pre-baked at 90°C for 2 minutes to obtain a colored composition layer. After cooling, the colored curable composition was exposed to light at 60 mJ / cm in an air atmosphere using an exposure machine (TME-150RSK; manufactured by TOPCON Co., Ltd.). 2 The colored composition layer was irradiated with light at an exposure dose of 100 nm (based on 365 nm). The irradiated colored composition layer was immersed in an aqueous developer containing tetramethylammonium hydroxide at 23° C. for 30 seconds, washed with water, and then post-baked at 230° C. for 5 minutes to obtain a coating film.

[0574] Reliability Evaluation

[0575] The post-baked coating film was spectroscopically measured at 1 nm intervals within a wavelength range of 380 nm to 780 nm using a colorimeter (OSP-SP-200; manufactured by OLYMPUS Corporation). Spectra were obtained before and after the following solvent resistance test, heat resistance test, and light resistance test. The wavelength for measuring transmittance changes in each test was the wavelength that produced the greatest transmittance change within the wavelength range of 400 nm to 700 nm.

[0576] (1) Solvent resistance test

[0577] The obtained coating film was used to evaluate solvent resistance according to the following evaluation criteria. The results are shown in Table 9. Specifically, the solvent resistance was evaluated as follows: the coating film was immersed in propylene glycol monomethyl ether (PGME) or 2-butanone (MEK) at room temperature for 5 minutes, and the transmittance change of the coating film before and after immersion was measured. Here, the transmittance change is a numerical value calculated by the following formula, and the lower the transmittance change, the better the solvent resistance. If the solvent resistance of the coating film is good, it can be said that the solvent resistance of the filter (such as a color filter) made from the same colored resin composition is also excellent.

[0578] A: Transmittance change is 0% or more and less than 17%

[0579] B: Transmittance change is 17% or more and less than 34%

[0580] C: Transmittance change is 34% or more and less than 51%

[0581] Transmittance change (%) = absolute value of ((transmittance of the coating film at a specified wavelength after immersion (%)) - (transmittance of the coating film at a specified wavelength before immersion (%)))

[0582] The above-mentioned designated wavelength indicates the wavelength at which the transmittance changes most within the wavelength range of 400 nm to 700 nm.

[0583] (2) Heat resistance test

[0584] The obtained coating film was used to evaluate heat resistance according to the following evaluation criteria. The results are shown in Table 9. Specifically, the heat resistance was evaluated as follows: the coating film was heated at 260°C for 10 minutes in an oven under an atmospheric atmosphere, and the transmittance change of the coating film before and after heating was measured. Here, the transmittance change is a value calculated by the following formula. The lower the transmittance change, the better the heat resistance. If the heat resistance of the coating film is good, it can be said that the heat resistance of the filter (such as a color filter) made from the same colored resin composition is also excellent.

[0585] A: Transmittance change is 0% or more and less than 5%

[0586] B: Transmittance change is 5% or more and less than 10%

[0587] C: Transmittance change is 10% or more and less than 15%

[0588] Transmittance change (%) = ((transmittance of the coating film at a specified wavelength after heating (%)) - (transmittance of the coating film at a specified wavelength before heating (%))) absolute value

[0589] The above-mentioned designated wavelength indicates the wavelength at which the transmittance changes most within the wavelength range of 400 nm to 700 nm.

[0590] (3) Light resistance test

[0591] The resulting coating film was evaluated for light resistance according to the following evaluation criteria. The results are shown in Table 9. Specifically, light resistance was evaluated by irradiating the coating film with a xenon lamp for 66.7 hours using a light resistance tester (SUNTEST CPS+: manufactured by Toyo Seiki Co., Ltd.), and measuring the change in transmittance of the coating film before and after light irradiation. Here, the transmittance change is a numerical value calculated using the following formula, and a lower transmittance change indicates better light resistance. If the light resistance of the coating film is good, it can be said that the light resistance of the optical filter (e.g., color filter) made from the same colored resin composition is also excellent.

[0592] A: Transmittance change is 0% or more and less than 17%

[0593] B: Transmittance change is 17% or more and less than 34%

[0594] C: Transmittance change is 34% or more and less than 51%

[0595] Transmittance change (%) = ((Transmittance of the coating film at a specified wavelength after light irradiation (%)) - (Transmittance of the coating film at a specified wavelength before light irradiation (%))) absolute value

[0596] The above-mentioned designated wavelength indicates the wavelength at which the transmittance changes most within the wavelength range of 400 nm to 700 nm.

[0597] [Table 9]

[0598]

[0599] ※The values ​​in () are the measurement wavelengths (nm).

Claims

1. A compound represented by the following formula (I): In formula (I), R 1 ~R 16 independently represent a hydrogen atom, a halogen atom, a group represented by the following formula (IZ), or a group represented by the following formula (II), in, R 1 ~R 16 At least one of them is a group represented by formula (II), In formula (IZ), Z z represents a divalent group, X z represents a halogen atom or a hydrocarbon group having 1 to 20 carbon atoms which may have a substituent, wherein -CH2- in the hydrocarbon group may be replaced by -O-, -CO- or -N(R z )-replace, R z represents a hydrogen atom or a hydrocarbon group having 1 to 20 carbon atoms which may have a substituent, mz represents any integer from 0 to 5, * indicates the bonding site, Among them, X z or R z When there are multiple, they can be the same or different. In formula (II), Z represents a divalent group, X a Indicates-SR a1 、-SO2R a1 、-SO2N(R a2 )2, -SO3H, -SO3R a1 , or -SO3 - Y + , X b represents a hydrogen atom, a hydrocarbon group having 1 to 20 carbon atoms which may have a substituent, or a halogen atom, wherein -CH2- in the hydrocarbon group may be replaced by -O-, -CO- or -N(R b )-replace, R a1 represents a hydrocarbon group having 1 to 20 carbon atoms which may have a substituent, wherein -CH2- in the hydrocarbon group may be replaced by -O-, -S- or -N(R a2 )-replace, R a2 and R b each independently represents a hydrogen atom or a hydrocarbon group having 1 to 20 carbon atoms which may have a substituent, Y + represents a monovalent cation, n represents any integer from 1 to 5, m represents any integer from 0 to 4, The sum of n and m is 5, * indicates the bonding site, Among them, X a 、X b 、R a1 、R a2 、R b , or Y + When there are multiple ones, they may be the same or different.

2. A composition comprising the compound according to claim 1 and a compound represented by the following formula (X): In formula (X), R x1 ~R x8 independently represent a hydrogen atom, a halogen atom, or a group represented by the following formula (XI), R x9 ~R x16 independently represent a hydrogen atom or a halogen atom, In formula (XI), Z x represents a divalent group, R x21 represents a halogen atom, a hydrocarbon group having 1 to 20 carbon atoms which may have a substituent, -OR x22 、-COR x22 、-CO2R x22 、-CO2M、-OCOR x22 、-CON(R x22 )2、-OCON(R x22 )2、-N(R x22 )2, cyano, or nitro, R x22 represents a hydrogen atom or a hydrocarbon group having 1 to 20 carbon atoms which may have a substituent, M represents an alkali metal atom, nx represents any integer from 0 to 5, * indicates the bonding site, in, R x21 、R x22 , or when there are multiple M, they can be the same or different.

3. The composition according to claim 2, wherein The R x1 ~R x8 At least one of them is a group represented by the above formula (XI). A composition comprising the compound according to claim 1 and a dispersant. A composition comprising the compound according to claim 1, a resin and a solvent.

6. The composition according to claim 5, wherein It further contains a polymerizable compound and a polymerization initiator.

7. A color filter formed from the composition according to claim 6. A display device comprising the color filter according to claim 7 . 9 . A solid-state imaging element comprising the color filter according to claim 7 .

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