Colored curable resin composition

Abstract

To provide a colored curable resin composition capable of forming a color filter excellent in light fastness.SOLUTION: A colored curable resin composition contains a colorant, a resin, a polymerizable compound, and a polymerization initiator. The colorant includes a compound represented by formula (A1) and a compound represented by formula (A2).SELECTED DRAWING: None

Description

[Technical field]

[0001] The present invention relates to a colored curable resin composition. [Background technology]

[0002] Color filters used in displays such as liquid crystal displays, electroluminescent displays, and plasma displays, and solid-state imaging devices such as CCD and CMOS sensors, are produced from colored curable resin compositions. As such colored curable resin compositions, compositions containing only a xanthene compound represented by the following formula as a colorant are known (Patent Document 1).

[0003] [ka] [Prior art documents] [Patent documents]

[0004] [Patent Document 1] JP 2016-27075 A Summary of the Invention [Problem to be solved by the invention]

[0005] Conventionally known color filters formed from the above-mentioned colored curable resin compositions do not have fully satisfactory light resistance. [Means for solving the problem]

[0006] The gist of the present invention is as follows. [1] A composition comprising a colorant, a resin, a polymerizable compound, and a polymerization initiator; A colored curable resin composition, wherein the colorant comprises a compound represented by formula (A1) and a compound represented by formula (A2). [ka] [In formula (A1), A 1 and A 2 each independently represents a phenylene group which may have a substituent. L 1 and L 2 each independently represents a divalent hydrocarbon group having 1 to 15 carbon atoms, and -CH2- contained in the hydrocarbon group is -O-, -SO2- or -NR 7 However, adjacent -CH2- cannot be simultaneously replaced with the same group. R 1 ~R 6 each independently represents a hydrogen atom, a halogen atom, or an alkyl group having 1 to 8 carbon atoms. R 7 represents a hydrogen atom or an alkyl group having 1 to 8 carbon atoms.] [ka] [In formula (A2), R 21 ~R 24 are each independently a hydrogen atom, a substituent (except -COH A monovalent hydrocarbon group having 1 to 20 carbon atoms, which may have any of the following groups: 50 -Si(R 29 )3, and -CH2- contained in the hydrocarbon group is -O-, -CO- or -NR 30 However, adjacent -CH2- cannot be simultaneously replaced with the same group. 21 and R 22 may be joined together to form a ring containing the nitrogen atom, R 23 and R 24 may be joined together to form a ring including the nitrogen atom. R 25 -OH, -SO3 - , -SO3H, -SO3 - Z + , -CO2 - , -CO2H, -CO2 - Z + , -CO2R 28 , -SO3R 28 or -R50 -Si(R 29 )3. R 26 and R 27 each independently represents a hydrogen atom or an alkyl group having 1 to 6 carbon atoms. m represents an integer of 0 to 5. When m is 2 or more, a plurality of R 25 may be the same or different. a represents 0 or 1. X - represents any anion. Z + represents any cation. R 28 R represents a monovalent saturated hydrocarbon group having 1 to 20 carbon atoms, and a hydrogen atom contained in the saturated hydrocarbon group may be substituted with a halogen atom. 28 If there are multiple R 28 may be the same or different. R 50 represents an alkanediyl group having 1 to 10 carbon atoms, and -CH2- constituting the alkanediyl group is -O-, -CO-, -NR 30 -, -OCO-, -COO-, -OCONH-, -CONH- or -NHCO- may be substituted, provided that adjacent -CH2- are not simultaneously substituted with the same group. R 29 represents a hydrogen atom, a hydroxyl group, an alkyl group having 1 to 4 carbon atoms, or an alkoxy group having 1 to 4 carbon atoms, 29 may be the same or different. R 30 represents a hydrogen atom or a monovalent saturated hydrocarbon group having 1 to 20 carbon atoms, and the hydrogen atom contained in the saturated hydrocarbon group may be substituted with a halogen atom.] [2] A color filter formed from the colored curable resin composition according to [1]. [3] A display device comprising the color filter according to [2]. Effect of the Invention

[0007] According to the colored curable resin composition of the present invention, a color filter having excellent light resistance can be formed. DETAILED DESCRIPTION OF THE PREFERRED EMBODIMENTS

[0008] <Colored curable resin composition> The colored curable resin composition of the present invention contains a colorant (hereinafter, sometimes referred to as "colorant (A)"), a resin (hereinafter, sometimes referred to as "resin (B)"), a polymerizable compound (hereinafter, sometimes referred to as "polymerizable compound (C)"), and a polymerization initiator (hereinafter, sometimes referred to as "polymerization initiator (D)"). In this specification, the compounds exemplified as each component may be used alone or in combination, unless otherwise specified.

[0009] <Colorant (A)> The colorant (A) includes a compound represented by formula (A1) (hereinafter, may be referred to as "compound (A1)") and a compound represented by formula (A2) (hereinafter, may be referred to as "compound (A2)").

[0010] Compound (A1) is as follows:

[0011] [ka]

[0012] [In formula (A1), A 1 and A 2 each independently represents a phenylene group which may have a substituent. L 1 and L 2 each independently represents a divalent hydrocarbon group having 1 to 15 carbon atoms, and -CH2- contained in the hydrocarbon group is -O-, -SO2- or -NR 7 However, adjacent -CH2- cannot be simultaneously replaced with the same group. R 1 ~R 6 each independently represents a hydrogen atom, a halogen atom, or an alkyl group having 1 to 8 carbon atoms. R 7 represents a hydrogen atom or an alkyl group having 1 to 8 carbon atoms.]

[0013] A 1 and A 2 The substituents which the phenylene group represented by the formula (I) may have include a halogen atom, -R a , -OH, -OR a , -SO3H, -SO3 - G + , -COOH, -COO - T + , -CO2R a , -SR a , -SO2R a , -SO3R a or -SO2NR c R d The above-mentioned R a represents a saturated hydrocarbon group having 1 to 20 carbon atoms, -R a R in the case a is preferably an alkyl group having 1 to 8 carbon atoms. c and R d each independently represents a hydrogen atom, a saturated hydrocarbon group having 1 to 20 carbon atoms, or an aralkyl group having 7 to 10 carbon atoms; R c and R d may be joined together to form a ring containing the nitrogen atom. + is Na + , K + , or N + (R e )4, and T + is Na + , K + , or N + (R f )4, and the four R e may be the same or different, and the four R f may be the same or different. e and R f represents a hydrogen atom or an alkyl group having 1 to 8 carbon atoms.

[0014] A 1 and A 2 A halogen atom as a substituent that may be possessed by the phenylene group represented by the formula:1 ~R 6 Examples of the halogen atom represented by the formula (I) include a chlorine atom, a bromine atom, a fluorine atom, and an iodine atom.

[0015] A 1 and A 2 The substituent that the phenylene group represented by the formula (I) may have is, for example, -R a , -SO3H, -SO3 - G + , -COOH, -COO - T + and -SO2NR c R d is preferred, in which case -SO3 - G + As for -SO3 - N + (R e )4 is preferred. The most preferred substituent is -R a It is.

[0016] R 1 ~R 7 , R a , R e , and R f Examples of the alkyl group having 1 to 8 carbon atoms represented by the formula (I) include linear alkyl groups such as methyl, ethyl, propyl, butyl, pentyl, and hexyl groups; and branched alkyl groups such as isopropyl, isobutyl, isopentyl, and neopentyl groups. 1 ~R 7 R is preferably a hydrogen atom. a The alkyl group having 1 to 8 carbon atoms represented by the following formula is more preferably a methyl group, an ethyl group, a propyl group, or a butyl group, and even more preferably a methyl group or an ethyl group. The substitution position in the phenylene group may be any position except for the two bonds, and two or more positions may be substituted. When two or more positions are substituted, the substituents may be the same or different.

[0017] R a , R c , and R dExamples of the saturated hydrocarbon group having 1 to 20 carbon atoms represented by the formula (1) include linear alkyl groups such as methyl, ethyl, propyl, butyl, pentyl, hexyl, heptyl, octyl, nonyl, decyl, dodecyl, hexadecyl, and icosyl; branched alkyl groups such as isopropyl, isobutyl, isopentyl, neopentyl, and 2-ethylhexyl; and alicyclic saturated hydrocarbon groups having 3 to 20 carbon atoms such as cyclopropyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, and tricyclodecyl. The number of carbon atoms in the saturated hydrocarbon group is more preferably 1 to 10, even more preferably 1 to 8, and even more preferably 1 to 5.

[0018] R c and R d Examples of the aralkyl group having 7 to 10 carbon atoms represented by the following formula include a benzyl group, a phenylethyl group, and a phenylbutyl group.

[0019] R c and R d Examples of the ring containing a nitrogen atom formed by combining with each other include the following: In the formula, * represents a bond.

[0020] [ka]

[0021] N + (R e )4, N + (R f ) 4 includes tetramethylammonium, tetraethylammonium, tetrapropylammonium, tetrabutylammonium, and the like.

[0022] -OR a Examples of the alkyloxy group include alkyloxy groups such as a methoxy group, an ethoxy group, a propoxy group, a butoxy group, a pentyloxy group, a hexyloxy group, a heptyloxy group, an octyloxy group, a 2-ethylhexyloxy group, and an icosyloxy group.

[0023] -CO2R a Examples of the alkyloxycarbonyl group include alkyloxycarbonyl groups such as a methoxycarbonyl group, an ethoxycarbonyl group, a propoxycarbonyl group, a tert-butoxycarbonyl group, a hexyloxycarbonyl group, and an icosyloxycarbonyl group.

[0024] -SR a Examples of the alkylsulfanyl group include alkylsulfanyl groups such as methylsulfanyl group, ethylsulfanyl group, butylsulfanyl group, hexylsulfanyl group, decylsulfanyl group and icosylsulfanyl group.

[0025] -SO2R a Examples of the sulfonyl group include alkylsulfonyl groups such as a methylsulfonyl group, an ethylsulfonyl group, a butylsulfonyl group, a hexylsulfonyl group, a decylsulfonyl group, and an icosylsulfonyl group.

[0026] -SO3R a Examples of the sulfonyl group include alkyloxysulfonyl groups such as a methoxysulfonyl group, an ethoxysulfonyl group, a propoxysulfonyl group, a tert-butoxysulfonyl group, a hexyloxysulfonyl group, and an icosyloxysulfonyl group.

[0027] -SO2NR c R d Examples of the alkyl group include a sulfamoyl group; N-Methylsulfamoyl group, N-Ethylsulfamoyl group, N-Propylsulfamoyl group, N-Isopropylsulfamoyl group, N-Butylsulfamoyl group, N-Isobutylsulfamoyl group, N-Sec-Butylsulfamoyl group, N-Tert-Butylsulfamoyl group, N-Pentylsulfamoyl group, N-(1-Ethylpropyl)sulfamoyl group, N-(1,1-Dimethylpropyl)sulfamoyl group, N-(1,2-Dimethylpropyl)sulfamoyl group, N-(2,2-Dimethylpropyl)sulfamoyl group, N-(1-Methylbutyl)sulfamoyl group, N-(2-Methylbutyl)sulfamoyl group, N-1 substituted sulfamoyl groups such as amoyl group, N-(3-methylbutyl)sulfamoyl group, N-cyclopentylsulfamoyl group, N-hexylsulfamoyl group, N-(1,3-dimethylbutyl)sulfamoyl group, N-(3,3-dimethylbutyl)sulfamoyl group, N-heptylsulfamoyl group, N-(1-methylhexyl)sulfamoyl group, N-(1,4-dimethylpentyl)sulfamoyl group, N-octylsulfamoyl group, N-(2-ethylhexyl)sulfamoyl group, N-(1,5-dimethylhexyl)sulfamoyl group, and N-(1,1,2,2-tetramethylbutyl)sulfamoyl group; Examples of N,N-disubstituted sulfamoyl groups include N,N-dimethylsulfamoyl group, N,N-ethylmethylsulfamoyl group, N,N-diethylsulfamoyl group, N,N-propylmethylsulfamoyl group, N,N-isopropylmethylsulfamoyl group, N,N-tert-butylmethylsulfamoyl group, N,N-butylethylsulfamoyl group, N,N-bis(1-methylpropyl)sulfamoyl group, and N,N-heptylmethylsulfamoyl group.

[0028] L 1 and L 2Examples of the hydrocarbon having 1 to 15 carbon atoms and serving as a divalent group represented by the formula (I) include aliphatic hydrocarbons having 1 to 15 carbon atoms, and aromatic hydrocarbons having 6 to 15 carbon atoms, such as benzene and benzene having an alkyl group having 1 to 8 carbon atoms. Examples of the divalent aliphatic hydrocarbon group having 1 to 15 carbon atoms include linear alkanediyl groups having bonds at both ends, such as methylene, ethane-1,2-diyl, propane-1,3-diyl, butane-1,4-diyl, pentane-1,5-diyl, and hexane-1,6-diyl groups, ethane-1,1-diyl, propane-1,1-diyl, propane-1,2-diyl, propane-2,2-diyl, butane-1,1-diyl, butane-1,2-diyl, butane-1,3-diyl, butane-2,2-diyl, butane-2,3-diyl, 2-methyl Examples of the alkanediyl group include branched alkanediyl groups such as propane-1,1-diyl group, 2-methylpropane-1,2-diyl group, 2-methylpropane-1,3-diyl group, 2-methylbutane-1,4-diyl group, 2-methylbutane-2,3-diyl group, 2-methylbutane-2,4-diyl group, 2-methylbutane-3,3-diyl group, 2-methylbutane-3,4-diyl group, and 2-methylbutane-4,4-diyl group, and cyclic alkanediyl groups such as cyclohexane-1,4-diyl group and cyclohexane-1,4-dimethylene group, and among these, linear alkanediyl groups are preferred.

[0029] Examples of benzene having an alkyl group with 1 to 8 carbon atoms leading to a divalent aromatic hydrocarbon group with 6 to 15 carbon atoms include methylbenzene, dimethylbenzene, ethylbenzene, propylbenzene, ethyl(methyl)benzene, butylbenzene, and ethyl(dimethyl)benzene, and the divalent group formed by removing two hydrogen atoms from the benzene having an alkyl group with 1 to 8 carbon atoms may have two bonds on the alkyl group, two bonds on the benzene ring, or one bond on the alkyl group and one bond on the benzene ring. Among these, the preferred embodiment has one bond on the alkyl group and one bond on the benzene ring.

[0030] L 1 and L 2The divalent hydrocarbon group represented by the following formula (I) preferably has 2 to 15 carbon atoms, more preferably 3 to 13 carbon atoms, and further preferably 4 to 11 carbon atoms. The -CH2- contained in the hydrocarbon group is -O-, -SO2- or -NR 7 Although they may be substituted with -, the number of carbon atoms in the hydrocarbon group is defined as the number of carbon atoms before being substituted with these groups. Among them, L 1 and L 2 It is particularly preferred that the divalent hydrocarbon group represented by the following formula (I) is a divalent group formed by removing two hydrogen atoms from a benzene group having an alkyl group having 1 to 8 carbon atoms, and it is particularly preferred that the alkyl group has one bond and the benzene ring has one bond. One bond of the alkyl group is A 1 Or A 2 and one bond of the benzene ring is preferably bonded to CO2H.

[0031] The compound (A1) is a compound represented by the formula (A1): 1 -**(* is A 1 represents a bond to CO2H, and ** represents a bond to CO2H) and *-L 2 -**(* is A 2 In another embodiment, the compound in which each of the structures represented by formulae (A1a) to (A1h) is independently any one of the structures represented by formulae (A1a) to (A1h) is preferable.

[0032] *-OR 31a -** (A1a) *-OR 32a -** (A1b) *-OR 33a -R 32a -** (A1c) *-OR 32a -R 33a -** (A1d) *-SO2-NH-R 31a -** (A1e) *-SO2-NH-R 34a -** (A1f) *-SO2-NH-R 33a -R34a -** (A1g) *-SO2-NH-R 34a -R 33a -** (A1h)

[0033] [In the formula, R 31a represents an alkanediyl group having 1 to 10 carbon atoms, and R 32a and R 34a represents a phenylene group which may have an alkyl group having 1 to 4 carbon atoms bonded thereto, R 33a represents an alkanediyl group having 1 to 4 carbon atoms. 32a has 14 or less carbon atoms, and R 33a The number of carbon atoms in R is 13 or less. 32a and R 33a The sum of the carbon numbers of R is 14 or less. 33a and R 34a The sum of the carbon numbers is 13 or less. * indicates A 1 Or A 2 represents a bond to the , and ** represents a bond to CO2H.]

[0034] R 31a and an alkanediyl group having 1 to 10 carbon atoms represented by the formula: 33a The alkanediyl group having 1 to 4 carbon atoms represented by the formula: 1 and L 2 The divalent hydrocarbon group may be the same as those exemplified by the divalent hydrocarbon group represented by the following formula (preferably the divalent saturated hydrocarbon group). R 32a and R 34a The phenylene group having an alkyl group having 1 to 4 carbon atoms, represented by the formula (I), may be a benzene having an alkyl group having 1 to 8 carbon atoms, and may be the same as one having two bonds to the benzene. 32a and R 34a is preferably a benzene having an alkyl group having 1 to 4 carbon atoms bonded thereto, and more preferably a 6-methyl-1,3-phenylene group, a 5-methyl-1,3-phenylene group, or a 4-methyl-1,3-phenylene group.

[0035] Among (A1a) to (A1h), (A1a), (A1f) and the like are preferred.

[0036] The compound (A1) may be a compound represented by the formula (A1X). Specific examples of the compound represented by the formula (A1X) are represented by the numbers (A1X-1) to (A1X-36) in Table 1.

[0037] [ka]

[0038] [Table 1]

[0039] In Table 1, Me represents a methyl group, and RX1 to RX5 and RY1 to RY4 represent groups represented by the following formulae, respectively: In the following formulae, * represents a bond.

[0040] [ka]

[0041] Among these, the compounds represented by the numbers (A1X-6) to (A1X-9), the compounds represented by the numbers (A1X-15) to (A1X-18), the compounds represented by the numbers (A1X-24) to (A1X-27), and the compounds represented by the numbers (A1X-33) to (A1X-36) are more preferred.

[0042] The compound (A1) can be produced according to a known method.

[0043] The content of compound (A1) relative to the total amount of colorant (A), is, for example, 1 mass% or more, preferably 3 mass% or more, more preferably 5 mass% or more, even more preferably 10 mass% or more, and particularly preferably 15 mass% or more, and for example, 70 mass% or less, preferably 60 mass% or less, may be 50 mass% or less, 40 mass% or less, and more preferably 30 mass% or less.

[0044] Compound (A2) is as follows: Compound (A2) also includes its tautomers.

[0045] [ka] [In formula (A2), R 21 ~R 24 are each independently a hydrogen atom, a monovalent hydrocarbon group having 1 to 20 carbon atoms which may have a substituent (excluding -COH), or -R 50 -Si(R 29 )3, and -CH2- contained in the hydrocarbon group is -O-, -CO- or -NR 30 However, adjacent -CH2- cannot be simultaneously replaced with the same group. 21 and R 22 may be joined together to form a ring containing the nitrogen atom, R 23 and R 24 may be joined together to form a ring including the nitrogen atom. R 25 -OH, -SO3 - , -SO3H, -SO3 - Z + , -CO2 - , -CO2H, -CO2 - Z + , -CO2R 28 , -SO3R 28 or -R 50 -Si(R 29 )3. R 26 and R 27 each independently represents a hydrogen atom or an alkyl group having 1 to 6 carbon atoms. m represents an integer of 0 to 5. When m is 2 or more, a plurality of R 25 may be the same or different. a represents 0 or 1. X - represents any anion. Z + represents any cation. R 28R represents a monovalent saturated hydrocarbon group having 1 to 20 carbon atoms, and a hydrogen atom contained in the saturated hydrocarbon group may be substituted with a halogen atom. 28 If there are multiple R 28 may be the same or different. R 50 represents an alkanediyl group having 1 to 10 carbon atoms, and -CH2- constituting the alkanediyl group is -O-, -CO-, -NR 30 -, -OCO-, -COO-, -OCONH-, -CONH- or -NHCO- may be substituted, provided that adjacent -CH2- are not simultaneously substituted with the same group. R 29 represents a hydrogen atom, a hydroxyl group, an alkyl group having 1 to 4 carbon atoms, or an alkoxy group having 1 to 4 carbon atoms, 29 may be the same or different. R 30 represents a hydrogen atom or a monovalent saturated hydrocarbon group having 1 to 20 carbon atoms, and the hydrogen atom contained in the saturated hydrocarbon group may be substituted with a halogen atom.]

[0046] R 21 ~R 24 Examples of the monovalent hydrocarbon group having 1 to 20 carbon atoms represented by the formula (I) include a monovalent saturated hydrocarbon group having 1 to 20 carbon atoms, a monovalent unsaturated aliphatic hydrocarbon group having 1 to 20 carbon atoms, and a monovalent aromatic hydrocarbon group having 6 to 20 carbon atoms.

[0047] Examples of the monovalent saturated hydrocarbon group having 1 to 20 carbon atoms include linear alkyl groups such as methyl, ethyl, propyl, butyl, pentyl, hexyl, heptyl, octyl, nonyl, decyl, dodecyl, hexadecyl, and icosyl groups; branched alkyl groups such as isopropyl, isobutyl, isopentyl, neopentyl, and 2-ethylhexyl groups; and alicyclic saturated hydrocarbon groups having 3 to 20 carbon atoms such as cyclopropyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, and tricyclodecyl groups. Examples of the monovalent unsaturated aliphatic hydrocarbon group having 1 to 20 carbon atoms include linear alkenyl groups such as a vinyl group, a propenyl group, a butenyl group, a pentenyl group, a hexenyl group, a heptenyl group, an octenyl group, a nonenyl group, a decenyl group, an undecenyl group, a dodecenyl group, a hexadecenyl group, an octadecenyl group, and an icosenyl group; and cycloalkenyl groups such as a cyclopentenyl group, a cyclohexenyl group, and a cycloheptenyl group. Examples of the monovalent aromatic hydrocarbon group having 6 to 20 carbon atoms include a phenyl group, a tolyl group, a xylyl group, a trimethylphenyl group, a dipropylphenyl group, a di(2,2-dimethylpropyl)phenyl group, and a naphthyl group.

[0048] R 21 ~R 24 The substituents that the monovalent hydrocarbon group having 1 to 20 carbon atoms represented by the formula (I) may have include halogen atoms, -OH, -OR b , -SO3H, -SO3 - Y + , -CO2R b , -SR b , -SO2R b , or -SO3R b The above-mentioned R b represents a saturated hydrocarbon group having 1 to 20 carbon atoms. + is Na + , K + , or N + (R g )4, and the four R g may be the same or different. g represents a hydrogen atom or an alkyl group having 1 to 8 carbon atoms.

[0049] R b The saturated hydrocarbon group having 1 to 20 carbon atoms represented by the above-mentioned R a Examples of the saturated hydrocarbon group having 1 to 20 carbon atoms include the groups represented by the following formula: R g The alkyl group having 1 to 8 carbon atoms represented by the above-mentioned R e and R f Examples of the alkyl group having 1 to 8 carbon atoms include the groups represented by the following formula:

[0050] N + (R g ) 4 includes tetramethylammonium, tetraethylammonium, tetrapropylammonium, tetrabutylammonium, and the like.

[0051] -OR b Examples of the alkyloxy group include alkyloxy groups such as a methoxy group, an ethoxy group, a propoxy group, a butoxy group, a pentyloxy group, a hexyloxy group, a heptyloxy group, an octyloxy group, a 2-ethylhexyloxy group, and an icosyloxy group.

[0052] -CO2R b Examples of the alkyloxycarbonyl group include alkyloxycarbonyl groups such as a methoxycarbonyl group, an ethoxycarbonyl group, a propoxycarbonyl group, a tert-butoxycarbonyl group, a hexyloxycarbonyl group, and an icosyloxycarbonyl group.

[0053] -SR b Examples of the alkylsulfanyl group include alkylsulfanyl groups such as methylsulfanyl group, ethylsulfanyl group, butylsulfanyl group, hexylsulfanyl group, decylsulfanyl group and icosylsulfanyl group.

[0054] -SO2R b Examples of the sulfonyl group include alkylsulfonyl groups such as a methylsulfonyl group, an ethylsulfonyl group, a butylsulfonyl group, a hexylsulfonyl group, a decylsulfonyl group, and an icosylsulfonyl group.

[0055] -SO3R b Examples of the sulfonyl group include alkyloxysulfonyl groups such as a methoxysulfonyl group, an ethoxysulfonyl group, a propoxysulfonyl group, a tert-butoxysulfonyl group, a hexyloxysulfonyl group, and an icosyloxysulfonyl group.

[0056] R 21 and R 22and R 23 and R 24 Examples of the ring containing a nitrogen atom formed by combining with each other include the following: In the formula, * represents a bond.

[0057] [ka]

[0058] R 29 Examples of the alkyl group having 1 to 4 carbon atoms represented by the formula (I) include a methyl group, an ethyl group, a propyl group, and a butyl group.

[0059] R 29 Examples of the alkoxy group having 1 to 4 carbon atoms represented by the formula (I) include a methoxy group, an ethoxy group, a propoxy group, and a tert-butoxy group.

[0060] R 29 As the alkyl group, a hydroxy group or an alkoxy group having 1 to 4 carbon atoms is preferable, and a methoxy group or an ethoxy group is more preferable.

[0061] R 50 Examples of the alkanediyl group having 1 to 10 carbon atoms represented by the formula (I) include a methylene group, an ethylene group, a propane-1,3-diyl group, a butane-1,4-diyl group, a pentane-1,5-diyl group, a hexane-1,6-diyl group, a 1-methylethane-1,2-diyl group, a 2-methylpropane-1,3-diyl group, a 2-methylbutane-1,4-diyl group, a 2-methylpentane-1,5-diyl group, a 2-methylheptane-1,7-diyl group, and a 2-ethylhexane-1,6-diyl group. Among these, an alkanediyl group having 1 to 6 carbon atoms is preferred, and an alkanediyl group having 1 to 4 carbon atoms is more preferred.

[0062] -R 50 -Si(R 29 ) 3 is preferably a group represented by the following formula (i):

[0063] [ka]

[0064] In formula (i), n represents an integer of 1 to 8; R 9 represents a hydrogen atom or an alkyl group having 1 to 4 carbon atoms, and * represents a bond to the nitrogen atom.

[0065] In formula (i), R 9 Examples of the alkyl group having 1 to 4 carbon atoms represented by the formula (I) include a methyl group, an ethyl group, a propyl group, and a butyl group.

[0066] R 9 As the alkyl group, a hydrogen atom, a methyl group, an ethyl group, and a propyl group are preferable, and a hydrogen atom, a methyl group, and an ethyl group are more preferable.

[0067] Examples of the group represented by formula (i) include groups represented by the following formulae (i-1) to (i-12). Preferred examples of the group represented by formula (i) include groups represented by formula (i-2), (i-3), (i-5), and (i-6).

[0068] [ka]

[0069] R 28 and R 30 The monovalent saturated hydrocarbon group having 1 to 20 carbon atoms represented by the above-mentioned R 21 ~R 24 Examples of the monovalent saturated hydrocarbon group having 1 to 20 carbon atoms include the groups represented by the following formula: R 28 and R 30 The hydrogen atoms contained in the monovalent saturated hydrocarbon group having 1 to 20 carbon atoms and represented by the following formula may be substituted with halogen atoms, and examples of the halogen atoms include chlorine atoms and bromine atoms.

[0070] Z + Examples of the cation represented by the formula are N + (R i) 4, Na + and K + Of these, Na + Or N + (R i )4. The four R i may be the same or different. i represents a hydrogen atom, a saturated hydrocarbon group having 1 to 20 carbon atoms, or an aralkyl group having 7 to 10 carbon atoms. The saturated hydrocarbon group having 1 to 20 carbon atoms and the aralkyl group having 7 to 10 carbon atoms are the same as those described above for R c and R d Examples of the groups include those described under .

[0071] N + (R i ) 4 includes tetramethylammonium, tetraethylammonium, tetrapropylammonium, tetrabutylammonium, and the like.

[0072] -CO2R 28 Examples of the alkyloxycarbonyl group include alkyloxycarbonyl groups such as a methoxycarbonyl group, an ethoxycarbonyl group, a propoxycarbonyl group, a tert-butoxycarbonyl group, a hexyloxycarbonyl group, and an icosyloxycarbonyl group.

[0073] -SO3R 28 Examples of the sulfonyl group include alkyloxysulfonyl groups such as a methoxysulfonyl group, an ethoxysulfonyl group, a propoxysulfonyl group, a tert-butoxysulfonyl group, a hexyloxysulfonyl group, and an icosyloxysulfonyl group.

[0074] R 26 and R 27 Examples of the alkyl group having 1 to 6 carbon atoms represented by the formula (I) include a methyl group, an ethyl group, a propyl group, a butyl group, a pentyl group, a hexyl group, an isopropyl group, an isobutyl group, a sec-butyl group, a tert-butyl group, an isopentyl group, and a neopentyl group.

[0075] X -As an anion represented by the formula: - Or Br - etc.

[0076] R 21 ~R 24 are each independently a hydrogen atom, a monovalent hydrocarbon group having 1 to 20 carbon atoms, or -R 50 -Si(R 29 ) 3, R 21 ~R 24 At least one of the following is -R 50 -Si(R 29 ) 3; or R 21 ~R 24 are each independently a monovalent hydrocarbon group having 1 to 20 carbon atoms, R 21 ~R 24 At least one of them is -R 50 -Si(R 29 )3 and other R 21 ~R 24 are each independently a monovalent saturated hydrocarbon group having 1 to 20 carbon atoms or a monovalent aromatic hydrocarbon group having 6 to 10 carbon atoms; R 21 ~R 24 are each independently a monovalent saturated hydrocarbon group having 1 to 20 carbon atoms; or R 21 and R 23 are each independently a monovalent saturated hydrocarbon group having 1 to 20 carbon atoms; R 22 and R 24 are each independently a monovalent aromatic hydrocarbon group having 6 to 10 carbon atoms, R 21 ~R 24 At least one of R is a group represented by formula (i), and the other R 21 ~R 24 are each independently one selected from a methyl group, an ethyl group, a propyl group, a 2-methylphenyl group, and a 2,6-dimethylphenyl group; R 21 ~R 24are each independently one selected from a methyl group, an ethyl group, a propyl group, and a butyl group; or R 21 and R 23 are each independently a methyl group, an ethyl group, or a propyl group; R 22 and R 24 are particularly preferably each independently a 2-methylphenyl group or a 2,6-dimethylphenyl group.

[0077] R 25 is preferably -OH, -SO3 - , -SO3H, -SO3 - Z + , -CO2R 28 , -SO3R 28 or -R 50 -Si(R 29 )3, more preferably -SO3 - , -SO3 - Z + , or -SO3H.

[0078] R 26 and R 27 is preferably a hydrogen atom, a methyl group, or an ethyl group, and more preferably a hydrogen atom.

[0079] R 28 is preferably a linear alkyl group, and more preferably a methyl group, an ethyl group, a propyl group, or a butyl group.

[0080] R 30 is preferably a hydrogen atom, a methyl group, an ethyl group, a propyl group, a butyl group, or a 2-ethylhexyl group.

[0081] R g is preferably a hydrogen atom, a methyl group, an ethyl group, a propyl group, or a butyl group.

[0082] R b is preferably a methyl group, an ethyl group, a propyl group, or a butyl group.

[0083] R iis preferably a hydrogen atom, a methyl group, an ethyl group, a propyl group, or a butyl group.

[0084] m is preferably 1 to 4, and more preferably 1 or 2.

[0085] a is preferably 0.

[0086] Specific examples of the compound (A2) include compounds represented by the following formula:

[0087] [ka]

[0088] [ka]

[0089] [ka]

[0090] [ka]

[0091] [ka]

[0092] [ka]

[0093] [ka]

[0094] [ka]

[0095] [ka]

[0096] [ka]

[0097] [ka]

[0098] [ka]

[0099] [ka]

[0100] [ka]

[0101] [ka]

[0102] [ka]

[0103] [ka]

[0104] Examples of the compound (A2) include The compounds represented by the formulas (I-1) to (I-4), the compounds represented by the formulas (I-25) to (I-28), the compounds represented by the formulas (I-37) to (I-40), the compounds represented by the formulas (I-49) to (I-54), the compounds represented by the formulas (I-55) to (I-62), the compounds represented by the formulas (I-87) to (I-94), the compounds represented by the formulas (I-117) to (I-123), the compounds represented by the formulas (I-124) to (I-133), and the compounds represented by the formulas (I-137) to (I-160) are preferred, and the compounds represented by the formulas (I-1) to (I-4), the compounds represented by the formulas (I-25) to (I-28), the compounds represented by the formulas (I-55) to (I-62), the compounds represented by the formulas (I-87) to (I-94), and the compounds represented by the formulas (I-1 More preferred are the compounds represented by formulas (I-1) to (I-4), the compounds represented by formulas (I-25) to (I-28), the compounds represented by formulas (I-55) to (I-62), the compounds represented by formulas (I-87) to (I-94), the compounds represented by formulas (I-117), the compounds represented by formulas (I-119) to (I-123), the compounds represented by formulas (I-124) to (I-133), and the compounds represented by formulas (I-137) to (I-145). More preferred are the compounds represented by formulas (I-1) to (I-4), the compounds represented by formulas (I-25) to (I-28), the compounds represented by formulas (I-55) to (I-62), the compounds represented by formulas (I-87) to (I-94), the compounds represented by formulas (I-117), the compounds represented by formulas (I-119) to (I-123), the compounds represented by formulas (I-124) to (I-133), and the compounds represented by formulas (I-137) to (I-145).

[0105] Compound (A2) can be produced according to a known method. Alternatively, a commercially available compound (e.g., "Chugai Aminol Fast Pink RH / C" manufactured by Chugai Chemical Industry Co., Ltd., "Rhodamin 6G" and "Rhodamin B" manufactured by Taoka Chemical Industry Co., Ltd., and "Acid Red 52" manufactured by Tokyo Chemical Industry Co., Ltd.) may be used.

[0106] The content of the compound (A2) is, for example, preferably 30% by mass or more, more preferably 40% by mass or more, may be 50% by mass or more, or may be 60% by mass or more, based on the total amount of the colorant (A). The content of the compound (A2) is, for example, 99% by mass or less, preferably 97% by mass or less, more preferably 95% by mass or less, and even more preferably 85% by mass or less, based on the total amount of the colorant (A).

[0107] The mass ratio of compound (A1) to compound (A2) (content of compound (A1):content of compound (A2)) is preferably 1:99 to 70:30, more preferably 3:97 to 60:40, and further preferably 15:85 to 60:40.

[0108] The colorant (A) may contain a colorant other than the compound (A1) and the compound (A2) (hereinafter, may be referred to as a "third colorant"). The third colorant may be either a dye (A3) or a pigment (A4). As the dye (A3), known dyes can be used as long as they do not contain the compound (A1) and the compound (A2), and examples thereof include solvent dyes, acid dyes, direct dyes, and mordant dyes. Examples of the dye include compounds classified as having a hue other than pigments in the Color Index (published by The Society of Dyers and Colourists) and known dyes described in Dyeing Notes (Shikisensha). In addition, according to the chemical structure, examples thereof include azo dyes, cyanine dyes, triphenylmethane dyes, xanthene dyes (excluding the compound (A2)), phthalocyanine dyes, anthraquinone dyes (excluding the compound (A1)), naphthoquinone dyes, quinoneimine dyes, methine dyes, azomethine dyes, squarylium dyes, acridine dyes, styryl dyes, coumarin dyes, quinoline dyes, and nitro dyes. Among these, organic solvent-soluble dyes are preferred.

[0109] The compound (A1) and the compound (A2) are classified as dyes, and the total amount of the compound (A1) and the compound (A2) relative to all the dyes is, for example, 30% by mass or more, preferably 60% by mass or more, more preferably 90% by mass or more, and may be 95% by mass or more, or may be 100% by mass.

[0110] The pigment (A4) is not particularly limited and any known pigment can be used, and examples thereof include pigments classified as pigments in the Colour Index (published by The Society of Dyers and Colourists). Pigments include, for example, 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, 137, 138, 139, 147, 148, 150, 153, 154, 166, 173, 194, and 214; Orange pigments such as CI Pigment Orange 13, 31, 36, 38, 40, 42, 43, 51, 55, 59, 61, 64, 65, 71, 73; Red pigments such as CI Pigment Red 9, 97, 105, 122, 123, 144, 149, 166, 168, 176, 177, 180, 192, 209, 215, 216, 224, 242, 254, 255, 264, 265; Blue pigments such as CI Pigment Blue 15, 15:3, 15:4, 15:6, 60; Violet color pigments such as CI Pigment Violet 1, 19, 23, 29, 32, 36, 38; Green pigments such as CI Pigment Green 7, 36, 58; Brown pigments such as CI Pigment Brown 23, 25; Examples of black pigments include CI Pigment Black 1 and 7.

[0111] The total amount of compound (A1) and compound (A2) is, for example, 30 mass% or more, preferably 60 mass% or more, and more preferably 90 mass% or more, and may be 95 mass% or more, or may be 100 mass%, based on the total amount of colorant (A).

[0112] The content of the colorant (A) in the colored curable resin composition is preferably 5 to 60 mass %, more preferably 8 to 55 mass %, and even more preferably 10 to 50 mass %, based on the total amount of solids. When the content of the colorant (A) is within the above range, the color density when made into a color filter is sufficient, and since the composition can contain the necessary amounts of resin and polymerizable compound, a pattern with sufficient mechanical strength can be formed. Here, the "total amount of solids" in this specification refers to the amount obtained by subtracting the content of the solvent from the total amount of the colored curable resin composition. The total amount of solids and the content of each component relative thereto can be measured by a known analytical means such as liquid chromatography or gas chromatography.

[0113] <Resin (B)> Resin (B) is not particularly limited, but is preferably an alkali-soluble resin, and more preferably a resin having a structural unit derived from at least one monomer (a) (hereinafter sometimes referred to as "(a)") selected from the group consisting of unsaturated carboxylic acids and unsaturated carboxylic anhydrides. Resin (B) further preferably has at least one structural unit selected from the group consisting of a structural unit derived from monomer (b) (hereinafter sometimes referred to as "(b)") having a cyclic ether structure having 2 to 4 carbon atoms and an ethylenically unsaturated bond, a structural unit derived from monomer (c) (however different from (a) and (b)) (hereinafter sometimes referred to as "(c)") copolymerizable with (a), and a structural unit having an ethylenically unsaturated bond in a side chain.

[0114] Specific examples of (a) include acrylic acid, methacrylic acid, maleic anhydride, itaconic anhydride, 3,4,5,6-tetrahydrophthalic anhydride, and mono[2-(meth)acryloyloxyethyl]succinate, and preferred are acrylic acid, methacrylic acid, and maleic anhydride.

[0115] (b) is preferably a monomer having a cyclic ether structure having 2 to 4 carbon atoms (for example, at least one selected from the group consisting of an oxirane ring, an oxetane ring, and a tetrahydrofuran ring) and a (meth)acryloyloxy group. In this specification, the term "(meth)acrylic acid" refers to at least one selected from the group consisting of acrylic acid and methacrylic acid. The terms "(meth)acryloyl" and "(meth)acrylate" have the same meaning. Examples of (b) include glycidyl (meth)acrylate, vinylbenzyl glycidyl ether, 3,4-epoxytricyclo[5.2.1.0 2,6 ]decyl(meth)acrylate, 3-ethyl-3-(meth)acryloyloxymethyloxetane, tetrahydrofurfuryl(meth)acrylate, etc., and preferably, glycidyl(meth)acrylate, 3,4-epoxytricyclo[5.2.1.0 2,6 ]decyl (meth)acrylate, 3-ethyl-3-(meth)acryloyloxymethyloxetane.

[0116] Examples of (c) include methyl (meth)acrylate, butyl (meth)acrylate, cyclohexyl (meth)acrylate, 2-methylcyclohexyl (meth)acrylate, tricyclo[5.2.1.0 2,6 ]Decan-8-yl (meth)acrylate, benzyl (meth)acrylate, 2-hydroxyethyl (meth)acrylate, N-phenylmaleimide, N-cyclohexylmaleimide, N-benzylmaleimide, styrene, vinyltoluene, etc. are included, and preferably, styrene, vinyltoluene, 2-hydroxyethyl (meth)acrylate, N-phenylmaleimide, N-cyclohexylmaleimide, N-benzylmaleimide, etc. are preferred.

[0117] The resin having a structural unit having an ethylenically unsaturated bond in the side chain can be produced by adding (b) to a copolymer of (a) and (c), or by adding (a) to a copolymer of (b) and (c). The resin may be a resin obtained by adding (a) to a copolymer of (b) and (c) and then reacting with a carboxylic acid anhydride.

[0118] The polystyrene-equivalent weight average molecular weight of resin (B) is preferably 3,000 to 100,000, more preferably 5,000 to 50,000, and even more preferably 5,000 to 30,000. The polydispersity of the resin (B) [weight average molecular weight (Mw) / number average molecular weight (Mn)] is preferably 1.1-6, and more preferably 1.2-4.

[0119] The acid value of the resin (B) is preferably 20 to 170 mg-KOH / g, more preferably 30 to 150 mg-KOH / g, and further preferably 40 to 135 mg-KOH / g, calculated as solid content. The acid value is a value 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.

[0120] The content of the resin (B) is preferably from 7 to 70 mass %, more preferably from 13 to 65 mass %, and further preferably from 17 to 60 mass %, based on the total amount of solids in the colored curable resin composition.

[0121] <Polymerizable compound (C)> The polymerizable compound (C) is a compound that can be polymerized by active radicals and / or acids generated from the polymerization initiator (D), and examples thereof include compounds having a polymerizable ethylenically unsaturated bond, and are preferably (meth)acrylic acid ester compounds.

[0122] 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 tri(meth)acrylate, pentaerythritol tetra(meth)acrylate, dipentaerythritol penta(meth)acrylate, and dipentaerythritol hexa(meth)acrylate.

[0123] The weight average molecular weight of the polymerizable compound (C) is preferably 150 or more and 2,900 or less, and more preferably 250 or more and 1,500 or less.

[0124] When the polymerizable compound (C) is contained, the content of the polymerizable compound (C) is preferably 7 to 65 mass % relative to the total amount of solids, more preferably 13 to 60 mass %, and even more preferably 17 to 55 mass %.

[0125] <Polymerization initiator (D)> The polymerization initiator (D) is not particularly limited as long as it is a compound that can generate active radicals, acids, etc. by the action of light or heat and initiate polymerization, and known polymerization initiators can be used. Examples of polymerization initiators that generate active radicals include N-benzoyloxy-1-(4-phenylsulfanylphenyl)butan-1-one-2-imine, N-benzoyloxy-1-(4-phenylsulfanylphenyl)octan-1-one-2-imine, N-benzoyloxy-1-(4-phenylsulfanylphenyl)-3-cyclopentylpropan-1-one-2-imine, N-acetyloxy-1-(4-phenylsulfanylphenyl)-3-cyclohexylpropan-1-one-2-imine, and N-acetyloxy-1-(4-phenylsulfanylphenyl)-3-cyclohexylpropan-1-one-2-imine. amine, 2-methyl-2-morpholino-1-(4-methylsulfanylphenyl)propan-1-one, 2-dimethylamino-1-(4-morpholinophenyl)-2-benzylbutan-1-one, 1-hydroxycyclohexyl phenyl ketone, 2,4-bis(trichloromethyl)-6-piperonyl-1,3,5-triazine, 2,4,6-trimethylbenzoyldiphenylphosphine oxide, 2,2'-bis(2-chlorophenyl)-4,4',5,5'-tetraphenylbiimidazole, and the like.

[0126] The content of the polymerization initiator (D) is preferably 0.1 to 30 parts by mass, more preferably 1 to 20 parts by mass, based on 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, the sensitivity is increased and the exposure time tends to be shortened, thereby improving the productivity of the color filter.

[0127] <Polymerization initiator aid (D1)> The colored curable resin composition of the present invention may contain a polymerization initiation aid (D1). The polymerization initiation aid (D1) is a compound used to promote the polymerization of a polymerizable compound whose polymerization has been initiated by a polymerization initiator, or a sensitizer. Examples of the polymerization initiator aid (D1) include 4,4'-bis(dimethylamino)benzophenone (commonly known as Michler's ketone), 4,4'-bis(diethylamino)benzophenone, 9,10-dimethoxyanthracene, 2,4-diethylthioxanthone, and N-phenylglycine.

[0128] When these polymerization initiation aids (D1) are used, the content thereof is preferably 0.1 to 30 parts by mass, more preferably 1 to 20 parts by mass, based on 100 parts by mass of the total amount of the resin (B) and the polymerizable compound (C). When the amount of the polymerization initiation aid (D1) is within this range, a colored pattern can be formed with higher sensitivity, and the productivity of the color filter tends to improve.

[0129] <Solvent (E)> The colored curable resin composition of the present invention preferably contains a solvent (E). The solvent (E) is not particularly limited, and a solvent commonly used in the field can be used. For example, ester solvents (solvents containing -COO- in the molecule and not containing -O-), ether solvents (solvents containing -O- in the molecule and not containing -COO-), ether ester solvents (solvents containing -COO- and -O- in the molecule), ketone solvents (solvents containing -CO- in the molecule and not containing -COO-), alcohol solvents (solvents containing OH in the molecule and not containing -O-, -CO- and -COO-), aromatic hydrocarbon solvents, amide solvents, dimethyl sulfoxide, etc. can be mentioned.

[0130] The solvent (E) may be, Ester solvents such as ethyl lactate, butyl lactate, methyl 2-hydroxyisobutanoate, n-butyl acetate, ethyl butyrate, butyl butyrate, ethyl pyruvate, methyl acetoacetate, cyclohexanol acetate, and γ-butyrolactone (solvents that contain -COO- but not -O- in the molecule); Ether solvents such as ethylene glycol monobutyl ether, diethylene glycol monomethyl ether, propylene glycol monomethyl ether, 3-methoxy-1-butanol, diethylene glycol dimethyl ether, and diethylene glycol methyl ethyl ether (solvents that contain -O- but do not contain -COO- in the molecule); Ether ester solvents (solvents containing -COO- and -O- in the molecule) such as methyl 3-methoxypropionate, ethyl 3-ethoxypropionate, 3-methoxybutyl acetate, propylene glycol monomethyl ether acetate, ethylene glycol monoethyl ether acetate, and diethylene glycol monoethyl ether acetate; Ketone solvents such as 4-hydroxy-4-methyl-2-pentanone (diacetone alcohol), heptanone, 4-methyl-2-pentanone, and cyclohexanone (solvents that contain -CO- but not -COO- in the molecule); Alcohol solvents such as butanol, cyclohexanol, and propylene glycol (solvents that contain OH in the molecule but do not contain -O-, -CO-, or -COO-); Amide solvents such as N,N-dimethylformamide, N,N-dimethylacetamide, and N-methylpyrrolidone; and the like. More preferred solvents are propylene glycol monomethyl ether acetate, propylene glycol monomethyl ether, 4-hydroxy-4-methyl-2-pentanone (diacetone alcohol), ethyl lactate, ethyl 3-ethoxypropionate, and N-methylpyrrolidone.

[0131] When the colored curable resin composition contains a solvent (E), the content of the solvent (E) is preferably 60 to 95% by mass, more preferably 65 to 92% by mass, based on the total amount of the colored curable resin composition of the present invention. In other words, the total amount of solids in the colored curable resin composition is preferably 5 to 40% by mass, more preferably 8 to 35% by mass. When the content of the solvent (E) is within the above range, the flatness during coating is good, and the color density is not insufficient when a color filter is formed, so that the display characteristics tend to be good.

[0132] <Leveling agent (F)> The colored curable resin composition of the present invention may contain a leveling agent (F). Examples of the leveling agent (F) include silicone surfactants, fluorine surfactants, and silicone surfactants having fluorine atoms. These may have a polymerizable group in the side chain. Examples of silicone surfactants include surfactants having a siloxane bond in the molecule.Specific examples include Toray Silicone DC3PA, SH7PA, DC11PA, SH21PA, SH28PA, SH29PA, SH30PA, and SH8400 (trade name: manufactured by Toray Dow Corning 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 LLC).

[0133] The fluorine-based surfactant may include surfactants having a fluorocarbon chain in the molecule.Specific examples include Fluorad (registered trademark) FC430, FC431 (manufactured by Sumitomo 3M Limited), Megafac (registered trademark) F142D, F171, F172, F173, F177, F183, F554, R30, RS-718-K (manufactured by DIC Corporation), F-top (registered trademark) EF301, EF303, EF351, EF352 (manufactured by Mitsubishi Materials Electronic Chemicals Co., Ltd.), Surflon (registered trademark) S381, S382, SC101, SC105 (manufactured by Asahi Glass Co., Ltd.) and E5844 (manufactured by Daikin Fine Chemical Research Institute Co., Ltd.).

[0134] Examples of the silicone surfactant having a fluorine atom include surfactants having a siloxane bond and a fluorocarbon chain in the molecule, such as Megafac (registered trademark) R08, BL20, F475, F477, and F443 (manufactured by DIC Corporation).

[0135] When the leveling agent (F) is contained, the content of the leveling agent (F) is preferably 0.001 to 0.2 mass% and more preferably 0.002 to 0.1 mass% based on the total amount of the colored curable resin composition. This content does not include the content of the pigment dispersant. When the content of the leveling agent (F) is within the above range, the flatness of the color filter can be improved.

[0136] <Fixing agent (G)> The colored curable resin composition of the present invention may contain a fixing agent (G). As the fixing agent (G), it is preferable to use a silane coupling agent and an alkoxysilane compound. Examples of the silane coupling agent include vinyl group-containing silane coupling agents such as vinyltrimethoxysilane, vinyltriethoxysilane, and vinyltris(2-methoxyethoxy)silane; amino group-containing silane coupling agents such as N-(2-aminoethyl)-3-aminopropylmethyldimethoxysilane, N-(2-aminoethyl)-3-aminopropyltrimethoxysilane, and 3-aminopropyltriethoxysilane; epoxy group-containing silane coupling agents such as 3-glycidyloxypropyltrimethoxysilane, 3-glycidyloxypropylmethyldimethoxysilane, and 2-(3,4-epoxycyclohexyl)ethyltrimethoxysilane; 3-acryloyloxypropyltrimethoxysilane, 3-acryloyloxypropyltriethoxysilane, and 3-methacryloyloxypropyltriethoxysilane; Examples of the silane coupling agents include (meth)acryloyl group-containing silane coupling agents such as acryloyloxypropyltrimethoxysilane and 3-methacryloyloxypropyltriethoxysilane; mercapto group-containing silane coupling agents such as 3-mercaptopropyltrimethoxysilane; isocyanato group-containing silane coupling agents such as 3-isocyanatopropyltrimethoxysilane and 3-isocyanatopropyltriethoxysilane; and alkoxysilane compounds such as methyltrimethoxysilane, dimethyldimethoxysilane, phenyltrimethoxysilane, methyltriethoxysilane, propyltrimethoxysilane, hexyltrimethoxysilane, hexyltriethoxysilane, octyltrimethoxysilane, decyltrimethoxysilane, and 1,6-bis(trimethoxysilyl)hexane. Among these, silane coupling agents having a polymerizable ethylenically unsaturated bond-containing group are preferred, vinyl group-containing silane coupling agents and (meth)acryloyl group-containing silane coupling agents are more preferred, and (meth)acryloyl group-containing silane coupling agents are particularly preferred.

[0137] The fixing agent (G) is a compound (A2) represented by R 21 ~R 24At least one of them is -R 50 -Si(R 29 It is preferable that the compound according to the embodiment of the present invention is contained in the compound of the present invention.

[0138] When the fixing agent (G) is contained, the content of the fixing agent (G) is preferably from 0.01 to 10 mass %, more preferably from 0.05 to 5 mass %, based on the total amount of the colored curable resin composition.

[0139] <Other ingredients> The colored curable resin composition of the present invention may contain additives known in the technical field, such as a filler, another polymer compound, an antioxidant, a light stabilizer, and a chain transfer agent, as necessary.

[0140] <Method for producing colored curable resin composition> The colored curable resin composition of the present invention can be prepared by mixing the colorant (A), the resin (B), the polymerizable compound (C), the polymerization initiator (D), and, if necessary, the polymerization initiator aid (D1), the solvent (E), the leveling agent (F), the fixing agent (G), and other components.

[0141] <Manufacturing method for color filters> Methods for producing a colored pattern from the colored curable resin composition of the present invention include photolithography, inkjet printing, printing, etc. Among these, photolithography is preferred.

[0142] The colored curable resin composition contains the compound (A1) and the compound (A2), and thus a color filter having excellent light resistance can be produced. The color filter is useful as a color filter for use in a display device (e.g., a liquid crystal display device, an organic electroluminescence device, an electronic paper, etc.) and a solid-state imaging device. EXAMPLES

[0143] The present invention will now be described in more detail with reference to examples. In the examples, % and parts indicating the content or amount used are by weight unless otherwise specified.

[0144] In the following synthesis examples, the structures of the compounds were identified by mass spectrometry (LC; Agilent 1200 model, MASS; Agilent LC / MSD model).

[0145] [Synthesis Example 1] [ka]

[0146] In a flask equipped with a cooling tube and a stirrer, 66.9 parts of chlorosulfuric acid was added and cooled to 10°C or less, and 3.6 parts of CISolvent Blue 104 (compound (X-1)) was slowly added while stirring. After that, the reaction liquid was allowed to warm up to room temperature and stirred at the same temperature for 6 hours. The resulting reaction liquid was dropped into 108 parts of ice water to form a suspension, and the precipitated crystals were filtered off, washed thoroughly with ion-exchanged water, and dried under reduced pressure at 60°C overnight to obtain 4.9 parts of a crude compound represented by formula (A-1-IM1). This was purified by silica gel column chromatography (solvent: chloroform) to obtain 3.4 parts of a compound represented by formula (A-1-IM1).

[0147] [ka]

[0148] In a flask equipped with a cooling tube and a stirrer, 4.6 parts of methyl 3-amino-4-methylbenzoate and 16.5 parts of chloroform were added and cooled to 10°C or less, and a solution of 2.4 parts of the compound represented by formula (A-1-IM1) dissolved in 16.5 parts of chloroform and 2.2 parts of pyridine were successively added dropwise under stirring. Thereafter, the reaction solution was allowed to warm up to room temperature and stirred at the same temperature for 5.5 hours. 150 parts of chloroform and 50 parts of 2N hydrochloric acid were added to the obtained reaction solution to separate the liquid, and the organic layer was washed twice with 50 parts of 2N hydrochloric acid. The obtained organic layer was dried with excess sodium sulfate, and the solution obtained after filtration was evaporated to obtain 3.4 parts of a crude product of the compound represented by formula (A-1-IM2). This was purified by silica gel column chromatography (solvent: chloroform) to obtain 2.8 parts of the compound represented by formula (A-1-IM2).

[0149] [ka]

[0150] Identification of the compound represented by formula (A-1-IM2) (Mass spectrometry) Ionization mode = ESI + : m / z= [M+H] + 929.2 Exact Mass: 928.3

[0151] In a flask equipped with a cooling tube and a stirrer, 2.5 parts of the compound represented by formula (A-1-IM2), 35 parts of N-methylpyrrolidone, and 17 parts of an 8% aqueous sodium hydroxide solution were added and stirred for 5 hours at 50° C. The resulting reaction liquid was added to 175 parts of 2N hydrochloric acid to form a suspension, and the precipitated crystals were filtered off, thoroughly washed with ion-exchanged water, and dried overnight under reduced pressure at 60° C. to obtain 2.1 parts of the compound represented by formula (A1X-36) (hereinafter sometimes referred to as “dye (A1X-36)”).

[0152] [ka]

[0153] Identification of the compound represented by formula (A1X-36) (Mass spectrometry) Ionization mode = ESI + : m / z= [M+H] + 901.2 Exact Mass: 900.3

[0154] [Synthesis Example 2]

[0155] [ka]

[0156] 40.6 parts of the compound represented by formula (VI-1) and 8 parts of diethylamine (Tokyo Chemical Industry Co., Ltd.) were mixed under light-shielded conditions in the presence of 50 parts of N-methylpyrrolidone, and stirred at 30°C for 3 hours. The resulting reaction solution was cooled to room temperature, and then added to a mixture of 400 parts of water and 20 parts of 35% hydrochloric acid and stirred at room temperature for 1 hour, resulting in the precipitation of crystals. The precipitated crystals were collected as a residue by suction filtration and then dried to obtain 44 parts of the compound represented by formula (I-1-A). Next, 44 parts of the compound represented by formula (I-1-A) and 21.4 parts of trimethoxy[3-(methylamino)propyl]silane (Tokyo Chemical Industry Co., Ltd.) were heated at 100° C. for 5 hours in the presence of 50 parts of N-methylpyrrolidone. The resulting reaction solution was cooled to room temperature and then filtered, and the resulting residue was washed with 100 parts of water. The resulting crystals were dried to obtain 52 parts of the compound represented by formula (I-1) (hereinafter sometimes referred to as "dye (I-1)").

[0157] [ka]

[0158] Identification of the compound represented by formula (I-1) (Mass spectrometry) Ionization mode = ESI+: m / z = [M+H] + 599.2 Exact Mass: 598.1

[0159] [Synthesis Example 3] A compound represented by formula (I-132) (hereinafter, sometimes referred to as "dye (I-132)") was synthesized by the method described in JP2013-64096A.

[0160] [ka]

[0161] Identification of the compound represented by formula (I-132) (Mass spectrometry) Ionization mode = ESI+: m / z = [M+H] + 659.9 Exact Mass: 658.9

[0162] [Synthesis Example 4] A compound represented by formula (I-144) (hereinafter, sometimes referred to as "dye (I-144)") was synthesized by the method described in WO 2014 / 192973.

[0163] [ka]

[0164] (Mass spectrometry) Ionization mode = ESI+: m / z = [M+H] + 442.1 Exact Mass: 441.1

[0165] [Synthesis Example 5] A suitable amount of nitrogen was poured into a flask equipped with a reflux condenser, a dropping funnel, and a stirrer to replace the atmosphere with nitrogen, and 141 parts of ethyl lactate and 178 parts of propylene glycol monomethyl ether acetate were added and heated to 85°C with stirring. Next, 38 parts of acrylic acid and 3,4-epoxytricyclo[5.2.1.0 2,6 ]decan-8-yl acrylate and 3,4-epoxytricyclo[5.2.1.0 2,6A mixture of 25 parts of a mixture of decan-9-yl acrylate (content ratio 1:1 by molar ratio), 137 parts of N-cyclohexylmaleimide, 50 parts of 2-hydroxyethyl methacrylate, and 338 parts of propylene glycol monomethyl ether acetate was added dropwise over 5 hours. Meanwhile, a solution of 5 parts of 2,2-azobisisobutyronitrile dissolved in 88 parts of propylene glycol monomethyl ether acetate was added dropwise over 6 hours. After the completion of the dropwise addition, the mixture was kept at 85°C for 4 hours and then cooled to room temperature to obtain a copolymer (resin (B-1)) solution with a viscosity of 23 mPas measured with a B-type viscometer (23°C) and a solid content of 25.6%. The weight average molecular weight Mw of the resulting copolymer was 8.0 x 10 3 The resin B-1 had a molecular weight of 1,200, a polydispersity of 2.1, and an acid value calculated as solid content of 109 mg-KOH / g.

[0166] [ka]

[0167] The weight average molecular weight (Mw) and number average molecular weight (Mn) of the resin were measured by GPC under the following conditions. Equipment: K2479 (Shimadzu Corporation) Column: SHIMADZU Shim-pack GPC-80M Column temperature: 40°C Solvent: THF (tetrahydrofuran) Test solution concentration: 25mg / mL (solvent: THF) Flow rate; 1.0mL / min Detector: RI Calibration standard material: TSK STANDARD POLYSTYRENE F-40, F-4, F-288, A-2500, A-500 (manufactured by Tosoh Corporation) The ratio of the weight average molecular weight and the number average molecular weight calculated in terms of polystyrene obtained above was defined as the dispersity (Mw / Mn).

[0168] Example 1 <Preparation of Colored Curable Resin Composition> (A) Colorant: Dye (I-1) 24 parts (G) Fixing agent: 23 parts of 3-methacryloxypropyltrimethoxysilane (E) Solvent: 41 parts of propylene glycol monomethyl ether acetate (E) Solvent: 371 parts of diacetone alcohol is mixed, and then (A) Colorant: Dye (A1X-36) 5 parts (B) Resin: Resin (B-1) (solid content equivalent) 50 parts (C) Polymerizable compound: dipentaerythritol hexaacrylate (Kayarad (registered trademark) DPHA; manufactured by Nippon Kayaku Co., Ltd.) 50 parts (D) Polymerization initiator: N-benzoyloxy-1-(4-phenylsulfanylphenyl)octan-1-one-2-imine (Irgacure (registered trademark) OXE 01; manufactured by BASF) 7 parts (F) Leveling agent: Polyether modified silicone oil (Toray Silicone SH8400: manufactured by Toray Dow Corning Co., Ltd.) 0.1 part (E) Solvent: 396 parts of propylene glycol monomethyl ether acetate (E) Solvent: N-methylpyrrolidone 95 parts The above components were mixed to obtain a colored curable resin composition.

[0169] Example 3 <Preparation of Colored Curable Resin Composition> (A) Colorant: Dye (I-1) 9 parts (G) Fixing agent: 3-methacryloxypropyltrimethoxysilane 9 parts (E) Solvent: Propylene glycol monomethyl ether acetate 16 parts (E) Solvent: 143 parts of diacetone alcohol is mixed, and then (A) Colorant: Dye (A1X-36) 11 parts (B) Resin: Resin (B-1) (solid content equivalent) 50 parts (C) Polymerizable compound: dipentaerythritol hexaacrylate (Kayarad (registered trademark) DPHA; manufactured by Nippon Kayaku Co., Ltd.) 50 parts (D) Polymerization initiator: N-benzoyloxy-1-(4-phenylsulfanylphenyl)octan-1-one-2-imine (Irgacure (registered trademark) OXE 01; manufactured by BASF) 7 parts (F) Leveling agent: Polyether modified silicone oil (Toray Silicone SH8400: manufactured by Toray Dow Corning Co., Ltd.) 0.1 part (E) Solvent: 401 parts of propylene glycol monomethyl ether acetate (E) Solvent: N-methylpyrrolidone 214 parts The above components were mixed to obtain a colored curable resin composition.

[0170] Example 4 <Preparation of Colored Curable Resin Composition> (A) Colorant: Dye (I-1) 20 parts (G) Fixing agent: 20 parts of 3-methacryloxypropyltrimethoxysilane (E) Solvent: 35 parts of propylene glycol monomethyl ether acetate (E) Solvent: 316 parts of diacetone alcohol is mixed, and then (A) Colorant: Dye (A1X-36) 2 parts (B) Resin: Resin (B-1) (solid content equivalent) 50 parts (C) Polymerizable compound: dipentaerythritol hexaacrylate (Kayarad (registered trademark) DPHA; manufactured by Nippon Kayaku Co., Ltd.) 50 parts (D) Polymerization initiator: N-benzoyloxy-1-(4-phenylsulfanylphenyl)octan-1-one-2-imine (Irgacure (registered trademark) OXE 01; manufactured by BASF) 7 parts (F) Leveling agent: Polyether modified silicone oil (Toray Silicone SH8400: manufactured by Toray Dow Corning Co., Ltd.) 0.1 part (E) Solvent: 456 parts of propylene glycol monomethyl ether acetate (E) Solvent: N-methylpyrrolidone 43 parts The above components were mixed to obtain a colored curable resin composition.

[0171] Comparative Example 1 <Preparation of Colored Curable Resin Composition> (A) Colorant: Dye (I-1) 23 parts (G) Fixing agent: 22 parts of 3-methacryloxypropyltrimethoxysilane (E) Solvent: 39 parts of propylene glycol monomethyl ether acetate (E) Solvent: 355 parts of diacetone alcohol is mixed, and then (B) Resin: Resin (B-1) (solid content equivalent) 50 parts (C) Polymerizable compound: dipentaerythritol hexaacrylate (Kayarad (registered trademark) DPHA; manufactured by Nippon Kayaku Co., Ltd.) 50 parts (D) Polymerization initiator: N-benzoyloxy-1-(4-phenylsulfanylphenyl)octan-1-one-2-imine (Irgacure (registered trademark) OXE 01; manufactured by BASF) 7 parts (F) Leveling agent: Polyether modified silicone oil (Toray Silicone SH8400: manufactured by Toray Dow Corning Co., Ltd.) 0.1 part (E) Solvent: 509 parts of propylene glycol monomethyl ether acetate was mixed to obtain a colored curable resin composition.

[0172] <Preparation of colored patterns> A colored curable resin composition was applied by spin coating onto a 5 cm square glass substrate (Eagle 2000; Corning Incorporated), and then prebaked at 100°C for 3 minutes to obtain a colored composition layer. After cooling, the substrate on which the colored composition layer was formed was exposed to a quartz glass photomask at a distance of 100 μm, and the substrate was exposed to an exposure machine (TME-150RSK; Topcon Corporation) at 150 mJ / cm under atmospheric conditions. 2 The photomask was irradiated with light at an exposure dose of 100 μm (based on 365 nm). A photomask with a 100 μm line and space pattern was used. The colored composition layer after the light irradiation was developed by immersion in an aqueous developer containing 0.12% of a nonionic surfactant and 0.04% of potassium hydroxide at 24° C. for 60 seconds, washed with water, and then post-baked in an oven at 230° C. for 20 minutes to obtain a colored pattern.

[0173] <Film thickness measurement> The film thickness of the resulting colored pattern was measured using a film thickness measuring device (DEKTAK3; manufactured by Nippon Shinku Gijutsu Co., Ltd.).

[0174] <Light resistance evaluation> An ultraviolet ray-cutting filter (COLORED OPTICAL GLASS L38; manufactured by Hoya Co., Ltd.; cuts out light of 380 nm or less) was placed on the obtained colored pattern, and the pattern was irradiated with xenon lamp light for 48 hours using a light resistance tester (Suntest CPS+; manufactured by Toyo Seiki Co., Ltd.). Before and after irradiation, the spectrum was measured using a colorimeter (OSP-SP-200; manufactured by Olympus Corporation), and the xy chromaticity coordinates (x, y) and stimulus value Y in the CIE XYZ color system were measured using the characteristic function of the C light source. From the measured values, the color difference ΔEab* was calculated using the method described in JIS Z 8730:2009 (7. Calculation method of color difference), and the results are shown in Table 2. The smaller ΔEab* means the smaller the color change. The differences in x, y, and Y before and after the test are also shown in Table 2 as Δx, Δy, and ΔY, respectively.

[0175] [Table 2]

[0176] Example 5 <Preparation of Colored Curable Resin Composition> (A) Colorant: Dye (I-132) 20 parts (A) Colorant: Dye (A1X-36) 5 parts (B) Resin: Resin (B-1) (solid content equivalent) 50 parts (C) Polymerizable compound: dipentaerythritol hexaacrylate (Kayarad (registered trademark) DPHA; manufactured by Nippon Kayaku Co., Ltd.) 50 parts (D) Polymerization initiator: N-benzoyloxy-1-(4-phenylsulfanylphenyl)octan-1-one-2-imine (Irgacure (registered trademark) OXE 01; manufactured by BASF) 7 parts (F) Leveling agent: Polyether modified silicone oil (Toray Silicone SH8400: manufactured by Toray Dow Corning Co., Ltd.) 0.1 part (E) Solvent: 591 parts of propylene glycol monomethyl ether acetate (E) Solvent: N-methylpyrrolidone 95 parts (E) Solvent: Diacetone alcohol 61 parts The above components were mixed to obtain a colored curable resin composition.

[0177] Comparative Example 2 <Preparation of Colored Curable Resin Composition> (A) Colorant: Dye (I-132) 19 parts (B) Resin: Resin (B-1) (solid content equivalent) 50 parts (C) Polymerizable compound: dipentaerythritol hexaacrylate (Kayarad (registered trademark) DPHA; manufactured by Nippon Kayaku Co., Ltd.) 50 parts (D) Polymerization initiator: N-benzoyloxy-1-(4-phenylsulfanylphenyl)octan-1-one-2-imine (Irgacure (registered trademark) OXE 01; manufactured by BASF) 7 parts (F) Leveling agent: Polyether modified silicone oil (Toray Silicone SH8400: manufactured by Toray Dow Corning Co., Ltd.) 0.1 part (E) Solvent: 655 parts of propylene glycol monomethyl ether acetate (E) Solvent: Diacetone alcohol 59 parts The above components were mixed to obtain a colored curable resin composition.

[0178] Colored patterns were prepared from the colored curable resin compositions of Example 5 and Comparative Example 2 in the same manner as in Example 1, and the film thickness and light resistance of the obtained colored patterns were measured. The results are shown in Table 3.

[0179] [Table 3]

[0180] Example 6 <Preparation of Colored Curable Resin Composition> (A) Colorant: Acid Red 52 (Tokyo Chemical Industry Co., Ltd.) 20 parts (A) Colorant: Dye (A1X-36) 5 parts (B) Resin: Resin (B-1) (solid content equivalent) 50 parts (C) Polymerizable compound: dipentaerythritol hexaacrylate (Kayarad (registered trademark) DPHA; manufactured by Nippon Kayaku Co., Ltd.) 50 parts (D) Polymerization initiator: N-benzoyloxy-1-(4-phenylsulfanylphenyl)octan-1-one-2-imine (Irgacure (registered trademark) OXE 01; manufactured by BASF) 7 parts (F) Leveling agent: Polyether modified silicone oil (Toray Silicone SH8400: manufactured by Toray Dow Corning Co., Ltd.) 0.1 part (E) Solvent: 276 parts of propylene glycol monomethyl ether acetate (E) Solvent: N-methylpyrrolidone 95 parts (E) Solvent: Diacetone alcohol 376 parts The above components were mixed to obtain a colored curable resin composition. Incidentally, Acid Red 52 is a compound represented by formula (I-150).

[0181] [ka]

[0182] Comparative Example 3 <Preparation of Colored Curable Resin Composition> (A) Colorant: Acid Red 52 (Tokyo Chemical Industry Co., Ltd.) 19 parts (B) Resin: Resin (B-1) (solid content equivalent) 50 parts (C) Polymerizable compound: dipentaerythritol hexaacrylate (Kayarad (registered trademark) DPHA; manufactured by Nippon Kayaku Co., Ltd.) 50 parts (D) Polymerization initiator: N-benzoyloxy-1-(4-phenylsulfanylphenyl)octan-1-one-2-imine (Irgacure (registered trademark) OXE 01; manufactured by BASF) 7 parts (F) Leveling agent: Polyether modified silicone oil (Toray Silicone SH8400: manufactured by Toray Dow Corning Co., Ltd.) 0.1 part (E) Solvent: 355 parts of propylene glycol monomethyl ether acetate (E) Solvent: Diacetone alcohol 359 parts The above components were mixed to obtain a colored curable resin composition.

[0183] Colored patterns were prepared from the colored curable resin compositions of Example 6 and Comparative Example 3 in the same manner as in Example 1, and the film thickness and light resistance of the obtained colored patterns were measured. The results are shown in Table 4.

[0184] [Table 4]

[0185] Example 7 <Preparation of Colored Curable Resin Composition> (A) Colorant: Dye (I-144) 20 parts (A) Colorant: Dye (A1X-36) 5 parts (B) Resin: Resin (B-1) (solid content equivalent) 50 parts (C) Polymerizable compound: dipentaerythritol hexaacrylate (Kayarad (registered trademark) DPHA; manufactured by Nippon Kayaku Co., Ltd.) 50 parts (D) Polymerization initiator: N-benzoyloxy-1-(4-phenylsulfanylphenyl)octan-1-one-2-imine (Irgacure (registered trademark) OXE 01; manufactured by BASF) 7 parts (F) Leveling agent: Polyether modified silicone oil (Toray Silicone SH8400: manufactured by Toray Dow Corning Co., Ltd.) 0.1 part (E) Solvent: 276 parts of propylene glycol monomethyl ether acetate (E) Solvent: N-methylpyrrolidone 95 parts (E) Solvent: Diacetone alcohol 376 parts The above components were mixed to obtain a colored curable resin composition.

[0186] Comparative Example 4 <Preparation of Colored Curable Resin Composition> (A) Colorant: Dye (I-144) 19 parts (B) Resin: Resin (B-1) (solid content equivalent) 50 parts (C) Polymerizable compound: dipentaerythritol hexaacrylate (Kayarad (registered trademark) DPHA; manufactured by Nippon Kayaku Co., Ltd.) 50 parts (D) Polymerization initiator: N-benzoyloxy-1-(4-phenylsulfanylphenyl)octan-1-one-2-imine (Irgacure (registered trademark) OXE 01; manufactured by BASF) 7 parts (F) Leveling agent: Polyether modified silicone oil (Toray Silicone SH8400: manufactured by Toray Dow Corning Co., Ltd.) 0.1 part (E) Solvent: 355 parts of propylene glycol monomethyl ether acetate (E) Solvent: Diacetone alcohol 359 parts The above components were mixed to obtain a colored curable resin composition.

[0187] Colored patterns were prepared from the colored curable resin compositions of Example 7 and Comparative Example 4 in the same manner as in Example 1, and the film thickness and light resistance of the obtained colored patterns were measured. The results are shown in Table 5.

[0188] [Table 5]

[0189] It was confirmed that the color filters obtained using the colored curable resin compositions of the Examples exhibited superior light resistance.

Claims

1. Contains a colorant, an alkali-soluble resin, a polymerizable compound, and a polymerization initiator, A colored curable resin composition, wherein the colorant comprises a compound represented by formula (A1) and a compound represented by formula (A2). 【Chemistry 1】 [In formula (A1), A 1 and A 2 each independently represents a phenylene group which may have a substituent. L 1 and L 2 each independently represents a divalent hydrocarbon group having 1 to 15 carbon atoms, 2 - is -O-, -SO 2 -or- 7 However, adjacent -CH 2 - cannot be simultaneously substituted with the same group. R 1 ~R 6 each independently represents a hydrogen atom, a halogen atom, or an alkyl group having 1 to 8 carbon atoms. R 7 represents a hydrogen atom or an alkyl group having 1 to 8 carbon atoms. 【Chemistry 2】 [In formula (A2), R 21 ~R 24 each independently represents a hydrogen atom, a substituent (except for -CO 2 a monovalent hydrocarbon group having 1 to 20 carbon atoms, which may have one or more substituents other than H, or -R 50 -Si(R 29 ) 3 and the —CH 2 - is -O-, -CO- or -NR 30 However, adjacent -CH 2 - cannot be simultaneously substituted with the same group. 21 and R 22 may be joined together to form a ring containing the nitrogen atom, R 23 and R 24 may be joined together to form a ring including the nitrogen atom. R 25 is -OH, -SO 3 - , -SO 3 H, -SO 3 - Z + , -CO 2 - , -CO 2 H, -CO 2 - Z + , -CO 2 R 28 , -SO 3 R 28 Or -R 50 -Si(R 29 ) 3 Represents. R 26 and R 27 each independently represents a hydrogen atom or an alkyl group having 1 to 6 carbon atoms. m represents an integer of 0 to 5. When m is 2 or more, a plurality of R 25 may be the same or different. a represents 0 or 1. X - represents any anion. Z + represents any cation. R 28 R represents a monovalent saturated hydrocarbon group having 1 to 20 carbon atoms, and a hydrogen atom contained in the saturated hydrocarbon group may be substituted with a halogen atom. 28 When there are multiple R 28 may be the same or different. R 50 represents an alkanediyl group having 1 to 10 carbon atoms, and —CH 2 - is -O-, -CO-, -NR 30 may be replaced by -, -OCO-, -COO-, -OCONH-, -CONH- or -NHCO-. However, adjacent -CH 2 - cannot be simultaneously substituted with the same group. R 29 represents a hydrogen atom, a hydroxyl group, an alkyl group having 1 to 4 carbon atoms, or an alkoxy group having 1 to 4 carbon atoms, 29 may be the same or different. R 30 represents a hydrogen atom or a monovalent saturated hydrocarbon group having 1 to 20 carbon atoms, and the hydrogen atom contained in the saturated hydrocarbon group may be substituted with a halogen atom.

2. A color filter formed from the colored curable resin composition according to claim 1.

3. A display device comprising the color filter according to claim 2.

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