Color-curable resin composition, color filter, display device, and solid-state image sensor

Abstract

The present invention provides a color-curable resin composition capable of suppressing crosstalk in color filters. [Solution] A colored curable resin composition comprising a colorant (A), a resin (B), a polymerizable compound (C), and a polymerization initiator (D), wherein the colorant (A) comprises a yellow pigment, a xanthene dye, and a red pigment, and the yellow pigment comprises the pigment (Y1) shown below. Pigment (Y1): A metal azo pigment comprising at least one azo anion selected from an azo compound represented by formula (Ya) and tautomers of the azo compound, at least two metal ions, and a melamine compound. TIFF2026168981000038.tif2696

Description

[Technical Field]

[0001] The present invention relates to a color-curable resin composition, a color filter formed from the color-curable resin composition, a display device including the color filter, and a solid-state image sensor including the color filter. [Background technology]

[0002] Color filters used in display devices such as liquid crystal displays, organic electroluminescent displays, and plasma displays, as well as solid-state image sensors such as CCDs and CMOS sensors, are manufactured from colored resin compositions. As an example of such compositions, a photosensitive colored composition is known that contains a yellow pigment containing the adducts (a) and (b) below, and a red pigment as a coloring agent (Patent Document 1; R in formulas (I) and (II)). 1 ~R 6 For the definition, please refer to Patent Document 1 as appropriate. (a) Compounds of formula (I) or its tautomers. (b) Compound of formula (II) [ka] [Prior art documents] [Patent Documents]

[0003] [Patent Document 1] Japanese Patent Publication No. 2022-011028 [Overview of the Initiative] [Problems that the invention aims to solve]

[0004] In recent years, color resists for CMOS sensors have seen rapid miniaturization of pixels along with the progress of higher resolution. However, as pixel miniaturization advances, the phenomenon where light transmitted through a predetermined color filter leaks into adjacent filter regions of other colors, the so-called crosstalk, tends to occur more easily. Crosstalk causes a decrease in the amount of light that each pixel should receive, leading to a reduction in quantum efficiency, which is undesirable, and there is a demand for realizing color filters with high quantum efficiency even when pixels are miniaturized.

[0005] The present invention has been made in view of the above circumstances, and an object thereof is to provide a colored curable resin composition capable of suppressing crosstalk of color filters. [Means for Solving the Problems]

[0006] The present inventors have found that the above object can be achieved by the colored curable resin composition of the present invention described below. That is, the present invention includes the following aspects. [1] A colored curable resin composition comprising a colorant (A), a resin (B), a polymerizable compound (C) and a polymerization initiator (D), wherein the colorant (A) comprises a yellow pigment, a xanthene dye and a red pigment, and the yellow pigment comprises a pigment (Y1) shown below. Pigment (Y1): A metal azo pigment comprising at least one azo anion selected from the azo compound represented by formula (Ya) and tautomers of the azo compound, at least two metal ions, and a melamine compound. [Chemical Formula] [In formula (Ya), R 1y and R 2y each independently represent a hydroxy group or NHR 5y , R 3y and R 4y each independently represent an oxygen atom or NR 6y , R 5y and R6y Each of these independently represents either a hydrogen atom or a saturated chain hydrocarbon group having 1 to 20 carbon atoms. [2] The colored curable resin composition according to [1], wherein the polymerizable compound (C) comprises alkylene glycol-modified dipentaerythritol poly(meth)acrylate. [3] The colored curable resin composition according to [1] or [2], wherein the content of the xanthene dye is 1 to 250 parts by mass per 100 parts by mass of the pigment (Y1). [4] The colored curable resin composition according to any one of [1] to [3], wherein the content of the yellow pigment is 5 to 75% by mass with respect to the total amount of the colorant (A). [5] The metal ion is Ni 2+ Zn 2+ and Cu 2+ A colored curable resin composition according to any one of [1] to [4], comprising one or more selected from the group consisting of [1] to [4]. [6] Ni as the metal ion 2+ Zn 2+ and Cu 2+ The colored curable resin composition according to any one of [1] to [5], wherein the total content of is 50 to 100 mol% of the metal ions contained in the pigment (Y1). A color filter formed from a color curable resin composition described in any one of [7] [1] to [6]. A display device including the color filters described in [8] [7]. A solid-state image sensor including the color filters described in [9] [7]. [Effects of the Invention]

[0007] The present invention provides a color-curable resin composition capable of suppressing crosstalk of color filters. [Modes for carrying out the invention]

[0008] [Colored curable resin composition] The color-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)), wherein the colorant includes a yellow pigment, a xanthene dye, and a red pigment, and the yellow pigment includes a specific pigment (Y1). This provides a color-curable resin composition in which crosstalk of the color filter is suppressed. The color-curable resin composition is preferably a red color-curable resin composition with particularly low transmittance of blue (wavelength 430 nm), and more preferably a red color-curable resin composition with low transmittance of both blue (wavelength 430 nm) and green (wavelength 530 nm). This provides a color filter with excellent spectral characteristics of red.

[0009] The color-curable resin composition of the present invention may contain a solvent (hereinafter sometimes referred to as solvent (E)). The colored curable resin composition of the present invention may contain a leveling agent (hereinafter sometimes referred to as leveling agent (F)). In this specification, the compounds exemplified as components may be used individually or in combination, unless otherwise specified.

[0010] In this invention, red pigments are defined as having a maximum absorption wavelength greater than 500 nm, orange pigments as having a maximum absorption wavelength greater than 460 nm and less than or equal to 500 nm, and yellow pigments as having a maximum absorption wavelength greater than 410 nm and less than or equal to 460 nm, based on the following conditions. [Conditions] A composition is prepared containing only one type of coloring agent, with the coloring agent content being 10% by mass of the solid content of the colored curable resin composition. The absorbance in the visible light region (wavelength 400-780 nm) is measured for a color filter with a film thickness of 1 μm formed from this composition.

[0011] <Coloring agent (A)> The coloring agent (A) comprises a yellow pigment, a xanthene dye, and a red pigment, wherein the yellow pigment comprises a specific pigment (Y1). This provides a color-curable resin composition in which crosstalk in the color filter is suppressed.

[0012] <Yellow pigment> The yellow pigment contains the pigment (Y1) shown below. Pigment (Y1): A metal azo pigment comprising at least one azo anion selected from an azo compound represented by formula (Ya) and tautomers of the azo compound, at least two metal ions, and a melamine compound.

[0013] [ka]

[0014] [In formula (Ya), R 1y and R 2y Each of these independently comprises a hydroxyl group or an NHR 5y This represents, R 3y and R 4y Each of these is independently an oxygen atom or NR 6y This represents, R 5y and R 6y Each of these independently represents either a hydrogen atom or a saturated chain hydrocarbon group having 1 to 20 carbon atoms.

[0015] R 5y and R 6y Examples of saturated chain hydrocarbon groups having 1 to 20 carbon atoms represented by include linear or branched alkyl groups such as methyl, ethyl, propyl, butyl, pentyl, hexyl, heptyl, octyl, nonyl, decyl, dodecyl, hexadecyl, eicosyl, isopropyl, isobutyl, tert-butyl, isopentyl, neopentyl, and 2-ethylhexyl.

[0016] In equation (Ya), R 1y and R 2yIt is preferable that one of them be a hydroxyl group, and more preferably that both be hydroxyl groups. Also R 3y and R 4y Preferably, one of them is an oxygen atom, and more preferably, both are oxygen atoms.

[0017] The pigment (Y1) contains at least one azo anion selected from the azo compound represented by formula (Ya) and its tautomers, and may also contain two or more azo anions. If two or more azo anions are included, these azo anions may be the same or different.

[0018] Specifically, the metal ions are Ni 2+ Zn 2+ Cu 2+ Fe 2+ Co 2+ Divalent metal ions such as Al 3+ Fe 3+ Co 3+ Examples include trivalent metal ions such as [examples omitted]. Pigment (Y1) contains the azo anion, at least two metal ions, and a melamine compound, and has a structure in which these are complexed with each other, but it is difficult to clearly specify its specific chemical structure. However, based on the above configuration, it is preferable that pigment (Y1) is designed to be electrically neutral as a whole. Metal ions can also form complexes with azo anions. For design convenience when divalent and trivalent metal ions are mixed, in this specification, with respect to trivalent metal ions, the charge balance with divalent metal ions is taken into consideration, and the trivalent metal ions are treated as "Al [example omitted]" so that the charge per mole of trivalent metal ions is equal to the charge of one mole of divalent metal ions. 3+ 2 / 3 It is expressed in terms of 2 / 3 moles, as shown above. In other words, 2 / 3 mole of aluminum ions is treated as equivalent to the charge of 1 mole of divalent metal ions.

[0019] In the pigment (Y1), at least two of the above metal ions are selected, preferably 2 to 5, more preferably 2 to 4, even more preferably 2 to 3, and even more preferably 2. Among these, Ni is selected as the metal ion. 2+ Zn 2+ and Cu 2+ Preferably, it contains one or more selected from the group consisting of Ni 2+ and Zn 2+ It is more preferable to include it.

[0020] Preferred combinations of metal ions include, specifically, (Ni 2+ Zn 2+ ), (Ni 2+ ,Cu 2+ ), (Ni 2+ Fe 2+ ), (Ni 2+ Co 2+ ), (Ni 2+ ,Al 3+ 2 / 3 ), (Ni 2+ Fe 3+ 2 / 3 ), (Ni 2+ Co 3+ 2 / 3 ), (Zn 2+ ,Cu 2+ ), (Zn 2+ Fe 2+ ), (Zn 2+ Co 2+ ), (Zn 2+ ,Al 3+ 2 / 3 ), (Zn 2+ Fe 3+ 2 / 3 ), (Zn 2+ Co 3+ 2 / 3 ), (Cu 2+ Fe 2+ ), (Cu 2+ Co 2+ ), (Cu 2+ ,Al 3+ 2 / 3 ), (Cu 2+ Fe 3+ 2 / 3 ), (Cu 2+ Co3+ 2 / 3 )、(Fe 2+ ,Write 2+ )、(Fe 2+ ,Al 3+ 2 / 3 )、(Fe 2+ ,Fe 3+ 2 / 3 )、(Fe 2+ ,Write 3+ 2 / 3 ),(Write 2+ ,Al 3+ 2 / 3 ),(Write 2+ ,Fe 3+ 2 / 3 ),(Write 2+ ,Write 3+ 2 / 3 )、(Al 3+ 2 / 3 ,Fe 3+ 2 / 3 )、(Al 3+ 2 / 3 ,Write 3+ 2 / 3 )、(Fe 3+ 2 / 3 ,Write 3+ 2 / 3 ) in the 2000s; (That 2+ ,Zn 2+ ,Cu 2+ ),(That 2+ ,Zn 2+ ,Fe 2+ ),(That 2+ ,Zn 2+ ,Write 2+ ),(That 2+ ,Zn 2+ ,Al 3+ 2 / 3 ),(That 2+ ,Zn 2+ ,Fe 3+ 2 / 3 ),(That 2+ ,Zn 2+ ,Write 3+ 2 / 3 ),(That 2+ ,Cu 2+ ,Fe 2+ ),(That 2+ ,Cu 2+ ,Write 2+ ),(That2+ ,Cu 2+ ,Al 3+ 2 / 3 ),(Aunt 2+ ,Cu 2+ ,Fe 3+ 2 / 3 ),(Aunt 2+ ,Cu 2+ ,Co 3+ 2 / 3 )、(Zn 2+ ,Cu 2+ ,Fe 2+ )、(Zn 2+ ,Cu 2+ ,Co 2+ )、(Zn 2+ ,Cu 2+ ,Al 3+ 2 / 3 )、(Zn 2+ ,Cu 2+ ,Fe 3+ 2 / 3 )、(Zn 2+ ,Cu 2+ ,Co 3+ 2 / 3 ) is a 3-year-old girl; (Aunt 2+ ,Zn 2+ ,Cu 2+ ,Fe 2+ ),(Aunt 2+ ,Zn 2+ ,Cu 2+ ,Co 2+ ),(Aunt 2+ ,Zn 2+ ,Cu 2+ ,Al 3+ 2 / 3 ),(Aunt 2+ ,Zn 2+ ,Cu 2+ ,Fe 3+ 2 / 3 ),(Aunt 2+ ,Zn 2+ ,Cu 2+ ,Co 3+ 2 / 3 ),(Aunt 2+ ,Cu 2+ ,Fe 2+ ,Co 2+ )、(Zn 2+ ,Cu 2+ ,Fe 2+ ,Co 2+) the 4th cycle of the plant; (Would 2+ ,Zn 2+ ,Cu 2+ ,Fe 2+ ,No 2+ ),(Would 2+ ,Zn 2+ ,Cu 2+ ,Fe 2+ ,Al 3+ 2 / 3 ),(Would 2+ ,Zn 2+ ,Cu 2+ ,Fe 2+ ,Fe 3+ 2 / 3 ),(Would 2+ ,Zn 2+ ,Cu 2+ ,Fe 2+ ,No 3+ 2 / 3 ),(Would 2+ ,Zn 2+ ,Cu 2+ ,No 2+ ,Al 3+ 2 / 3 ),(Would 2+ ,Zn 2+ ,Cu 2+ ,No 2+ ,Fe 3+ 2 / 3 ),(Would 2+ ,Zn 2+ ,Cu 2+ ,No 2+ ,No 3+ 2 / 3 ),(Would 2+ ,Zn 2+ ,Cu 2+ ,Al 3+ 2 / 3 ,Fe 3+ 2 / 3 ),(Would 2+ ,Zn 2+ ,Cu 2+ ,Al 3+ 2 / 3 ,No 3+ 2 / 3 ),(Would 2+ ,Zn 2+ ,Cu 2+ ,Fe 3+ 2 / 3 ,No 3+2 / 3 Examples include combinations of five types of metal ions such as ) and others.

[0021] As a metal ion, Ra 2+ Zn 2+ and Cu 2+ The total content of the metal ions in the pigment (Y1) is preferably 50 to 100 mol%, more preferably 60 to 100 mol%, and even more preferably 70 to 100 mol%. Within this range, a color filter with excellent crosstalk suppression performance and high color purity can be formed.

[0022] As a metal ion, Ra 2+ The content of Ni as a metal ion 2+ Zn 2+ and Cu 2+ The total content is preferably 10 to 95 mol%, more preferably 20 to 90 mol%, and even more preferably 30 to 85 mol%. Within this range, a color filter with excellent crosstalk suppression performance and high color purity can be formed.

[0023] Ni 2+ and Zn 2+ When used in combination, the content ratio of these [Ni 2+ :Zn 2+ The ratio is based on moles and is preferably 10:90 to 95:5, more preferably 30:70 to 90:10, and even more preferably 50:50 to 85:15. Within this range, a color filter with sharp spectral characteristics can be formed.

[0024] Ni 2+ and Cu 2+ When used in combination, the content ratio of these [Ni 2+ :Cu 2+ The ratio is based on moles and is preferably 10:90 to 90:10, more preferably 20:80 to 80:20, and even more preferably 30:70 to 70:30. Within this range, a color filter with sharp spectral characteristics can be formed.

[0025] Zn 2+ and Cu 2+When used in combination, the content ratio of these [Zn 2+ :Cu 2+ The ratio is based on moles and is preferably 10:90 to 90:10, more preferably 20:80 to 80:20, and even more preferably 30:70 to 70:30. Within this range, a color filter with sharp spectral characteristics can be formed.

[0026] Fe as a metallic ion 2+ Co 2+ , Al 3+ 2 / 3 Fe 3+ 2 / 3 and Co 3+ 2 / 3 The total content of the metal ions in the pigment (Y1) is preferably less than 50 mol%, more preferably 0 to 30 mol%, and even more preferably 0 to 10 mol%. Within this range, a color filter with excellent crosstalk suppression performance can be formed.

[0027] Specifically, the melamine compound represented by formula (Yb) is preferred.

[0028] [ka]

[0029] [In formula (Yb), R 7y ~R 9y Each of these independently represents a saturated chain hydrocarbon group having 1 to 20 carbon atoms, which may have a hydrogen atom or substituents.

[0030] R 7y ~R 9y Examples of saturated chain hydrocarbon groups having 1 to 20 carbon atoms represented by include linear or branched alkyl groups such as methyl, ethyl, propyl, butyl, pentyl, hexyl, heptyl, octyl, nonyl, decyl, dodecyl, hexadecyl, eicosyl, isopropyl, isobutyl, tert-butyl, isopentyl, neopentyl, and 2-ethylhexyl.7y ~R 9y The saturated chain hydrocarbon group having 1 to 20 carbon atoms represented by may have substituents, such as a hydroxyl group.

[0031] R 7y ~R 9y Each of these is preferably a saturated chain hydrocarbon group having 1 to 10 carbon atoms, which may have a hydrogen atom or a substituent; more preferably a saturated chain hydrocarbon group having 1 to 4 carbon atoms, which may have a hydrogen atom or a substituent; even more preferably a saturated chain hydrocarbon group having 1 to 4 carbon atoms, which may have a hydrogen atom or a substituent such as a hydroxyl group; and still more preferably a hydrogen atom.

[0032] Examples of pigments (Y1) include pigments (Y1-1) to (Y1-44) shown in Table 1, with pigments (Y1-1) to (Y1-28) being preferred, more preferably pigments (Y1-1) to (Y1-18), and even more preferably pigments (Y1-1), (Y1-2), and (Y1-8).

[0033] [Table 1]

[0034] As for the method of producing the pigment (Y1), known methods can be employed, and for example, Japanese Patent Publication No. 2022-011028 can be referred to as appropriate.

[0035] The yellow pigment may include other yellow pigments (Y2) besides the above-mentioned pigment (Y1). Specifically, examples of the pigment (Y2) 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, 231, 235, and 236. Among these, it is preferable that the pigment (Y2) includes at least one of CI Pigment Yellow 150 or CI Pigment Yellow 185.

[0036] The pigment (Y1) content is preferably 5% by mass or more, more preferably 10% by mass or more, even more preferably 25% by mass or more, preferably 100% by mass or less, more preferably 70% by mass or less, and even more preferably 45% by mass or less, relative to the total amount of yellow pigment. Within the above range, it contributes to reducing crosstalk of the color filter.

[0037] When pigment (Y2) is included, the pigment (Y2) content is preferably 5 to 400 parts by mass, more preferably 60 to 360 parts by mass, even more preferably 100 to 320 parts by mass, and even more preferably 150 to 280 parts by mass, per 100 parts by mass of pigment (Y1). Within the above range, it contributes to reducing crosstalk of the color filter.

[0038] The content of the yellow pigment is preferably 5 to 75% by mass, more preferably 15 to 65% by mass, and even more preferably 25 to 55% by mass, relative to the total amount of colorant (A). Within this range, a color filter with high color purity can be formed.

[0039] In particular, the pigment (Y1) content is preferably 1 to 50% by mass, more preferably 5 to 40% by mass, and even more preferably 8 to 30% by mass, relative to the total amount of colorant (A). Within this range, a color filter with excellent crosstalk suppression performance and high color purity can be formed.

[0040] <Xanthene pigments> Xanthene dyes are compounds that have a xanthene skeleton in their molecule. Specific examples of xanthene dyes include CI Acid Red 50, 51, 52, 87, 91, 92, 94, 95, 98, 289, and 388; CI Acid Violet 9, 30, 102; CI Basic Red 1 (Rhodamine 6G), 2, 3, 4, 8, 10, 11; CI Basic Violet 10 (Rhodamine B), 11; CI Solvent Red 218; C.I. Mordant Red 27; C.I. Reactive Red 36 (Rose Bengal B), Sulforhodamine G; C.I. Pigment Red 81, 169, 173; C.I. Pigment Violet 1, 2; the xanthene dye described in JP 2010-32999 A; the xanthene dye described in Japanese Patent No. 4492760; and the like.

[0041] The xanthene dye preferably includes a compound represented by Formula (1). The compound represented by Formula (1) may be a tautomer thereof.

[0042]

Chemical Formula

[0043] [In Formula (1), R 1 to R 4 each independently represent a hydrogen atom, an optionally substituted saturated hydrocarbon group having 1 to 20 carbon atoms, an optionally substituted aromatic hydrocarbon group having 6 to 30 carbon atoms, or a group represented by *-R 12 -Si(R 13 )3 (* represents a bonding position to a nitrogen atom), R 1 and R 2 may be combined with each other to form a ring containing a nitrogen atom, and R 3 and R 4 may be combined with each other to form a ring containing a nitrogen atom. R 5 represents -OH, -SO3 - , -SO3H, -SO3 - Z + , -CO2H, -CO2 - Z + , -CO2R 8 , -SO3R 8 or -SO2NR 9 R 10 . R 6 and R 7each independently represents a hydrogen atom or an alkyl group having 1 to 6 carbon atoms. R 8 represents a saturated hydrocarbon group having 1 to 20 carbon atoms which may be substituted with a halogen atom. R 9 and R 10 each independently represent a hydrogen atom or a saturated hydrocarbon group having 1 to 20 carbon atoms which may have a substituent, and R 9 and R 10 may together form a ring containing a nitrogen atom. R 12 represents an alkanediyl group having 1 to 10 carbon atoms, and -CH₂- contained in the alkanediyl group may be substituted with -O-, -CO-, -NR 8 -, -OCO-, -COO-, -OCONH-, -CONH- or -NHCO-. R 13 represents a hydrogen atom, a hydroxy group, an alkyl group having 1 to 4 carbon atoms or an alkoxy group having 1 to 4 carbon atoms, and a plurality of R 13 may be the same or different from each other. Z + represents a cation. X represents a halogen atom. a represents 0 or 1. m represents an integer of 0 to 5, and when m is 2 or more, a plurality of R 5 may be the same or different.]

[0044] R 1 to R 4 , and R 8 to R 10The saturated hydrocarbon group having 1 to 20 carbon atoms represented by can be either linear or cyclic, and examples include linear or branched alkyl groups such as methyl, ethyl, propyl, butyl, pentyl, hexyl, heptyl, octyl, nonyl, decyl, dodecyl, hexadecyl, eicosyl, isopropyl, isobutyl, tert-butyl, isopentyl, neopentyl, and 2-ethylhexyl groups; and cycloalkyl groups such as cyclopropyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, and tricyclodecyl groups.

[0045] R 1 ~R 4 The saturated hydrocarbon group having 1 to 20 carbon atoms represented is preferably an alkyl group having 1 to 20 carbon atoms, more preferably an alkyl group having 1 to 10 carbon atoms, even more preferably an alkyl group having 1 to 5 carbon atoms, and particularly preferably an alkyl group having 2 to 4 carbon atoms. R 8 The saturated hydrocarbon group having 1 to 20 carbon atoms represented is preferably an alkyl group having 1 to 20 carbon atoms, more preferably an alkyl group having 1 to 10 carbon atoms, and even more preferably an alkyl group having 1 to 4 carbon atoms. R 9 and R 10 The saturated hydrocarbon group having 1 to 20 carbon atoms represented is preferably an alkyl group having 1 to 20 carbon atoms, more preferably an alkyl group having 1 to 10 carbon atoms, and even more preferably an alkyl group having 4 to 10 carbon atoms.

[0046] R 1 ~R 4The saturated hydrocarbon group having 1 to 20 carbon atoms represented by may have substituents, and examples of such substituents include aryl groups such as phenyl, tolyl, xylyl, and mesityl groups; halogen atoms such as fluorine, chlorine, bromine, and iodine atoms; hydroxyl groups; alkoxy groups such as methoxy, ethoxy, propoxy, and butoxy groups; carboxyl groups; alkoxycarbonyl groups such as methoxycarbonyl, ethoxycarbonyl, propoxycarbonyl, and butoxycarbonyl groups; amino groups; alkyl-substituted amino groups such as N-methylamino, N-ethylamino, and N,N-dimethylamino groups; and so on. Among these, halogen atoms, hydroxyl groups, and carboxyl groups are preferred, and carboxyl groups are more preferred.

[0047] R 8 The saturated hydrocarbon group having 1 to 20 carbon atoms represented by may be substituted with a halogen atom, and examples of such halogen atoms include fluorine, chlorine, bromine, and iodine atoms.

[0048] R 9 and R 10 The saturated hydrocarbon group having 1 to 20 carbon atoms represented by may have substituents, and such substituents may include R 1 ~R 4 Examples of substituents that may be present on saturated hydrocarbon groups having 1 to 20 carbon atoms, as represented by , include halogen atoms and hydroxyl groups.

[0049] R 1 ~R 4 Examples of aromatic hydrocarbon groups with 6 to 30 carbon atoms represented by include phenyl groups; alkylphenyl groups such as tolyl, xylyl, mesityl, propylphenyl, and butylphenyl groups; arylphenyl groups such as biphenyl and diphenylphenyl groups; naphthyl groups; and the like. The alkyl group that constitutes the alkylphenyl group is R 1 ~R 4Examples of alkyl groups in saturated hydrocarbon groups having 1 to 20 carbon atoms, as described above, include alkyl groups having 1 to 10 carbon atoms, more preferably alkyl groups having 1 to 4 carbon atoms, and even more preferably methyl groups. The alkylphenyl group is preferably a group having an alkyl group at at least one of the two ortho bond positions relative to the nitrogen atom bonded to the phenyl group, and more preferably a group having alkyl groups at both ortho bond positions relative to the nitrogen atom bonded to the phenyl group. In particular, xanthene pigments are R 1 ~R 4 Preferably, the compound contains at least one alkylphenyl group, R 1 ~R 4 It is more preferable that the compound contains at least two alkylphenyl groups, R 1 and R 4 It is even more preferable that the compound contains an alkylphenyl group.

[0050] Examples of aryl groups constituting an arylphenyl group include phenyl groups; alkylphenyl groups such as tolyl groups, xylyl groups, mesityl groups, propylphenyl groups, and butylphenyl groups; among these, aryl groups having 6 to 10 carbon atoms are preferred, and phenyl groups are more preferred. The arylphenyl group is preferably a group having an aryl group at least one of two bond positions that are ortho relative to the nitrogen atom bonded to the phenyl group, and more preferably a group having aryl groups at both bond positions that are ortho relative to the nitrogen atom bonded to the phenyl group.

[0051] In particular, R 1 ~R 4 Aromatic hydrocarbon groups with 6 to 30 carbon atoms, represented by the following, It is preferably an aromatic hydrocarbon group having 6 to 20 carbon atoms. It is more preferable that the alkylphenyl group has an alkyl group at least one of the two bond positions that are ortho relative to the nitrogen bonded to the phenyl group, or that the arylphenyl group has an aryl group at least one of the two bond positions that are ortho relative to the nitrogen bonded to the phenyl group. It is more preferable that the alkylphenyl group has alkyl groups at two ortho bond positions relative to the nitrogen bonded to the phenyl group, or that the arylphenyl group has aryl groups at two ortho bond positions relative to the nitrogen bonded to the phenyl group.

[0052] R 1 ~R 4 The aromatic hydrocarbon group having 6 to 30 carbon atoms represented by may have substituents, such as halogen atoms, -OH, and -OR 8 , -SO3 - -SO3H, -SO3 - Z + -CO2H, -CO2R 8 , -SR 8 , -SO2R 8 , -SO3R 8 -SO2NR 9 R 10 These are some examples. Among these, -SO3 - -SO3H, -SO3 - Z + -SO2NR 9 R 10 Preferably, -SO3 - , -SO3 - Z + -SO2NR 9 R 10 -SO3 is more preferable in this case. - Z + For example, -SO3 - N + (R 11 ) 4 is preferred. Furthermore, if the aromatic hydrocarbon group having 6 to 30 carbon atoms has substituents, it is preferable that the substituents are directly bonded to the aromatic hydrocarbon ring.

[0053] Z +This is ammonium cation, Na + or K + A ammonium cation is preferred, and more preferably, an ammonium cation. The ammonium cation is NH4 + This term is not limited to primary ammonium cations, but includes organic ammonium cations such as primary ammonium cations, secondary ammonium cations, tertiary ammonium cations, and quaternary ammonium cations, with quaternary ammonium cations being preferred. As for ammonium cations, -N is used as a partial structure. + (R 11 ) A polymer having 3 or N + (R 11 )4 is one example. Multiple R 11 They may be the same or different.

[0054] R 11 This represents a hydrogen atom, a saturated hydrocarbon group with 1 to 20 carbon atoms, or an aralkyl group with 7 to 10 carbon atoms. R 11 The saturated hydrocarbon group having 1 to 20 carbon atoms represented by is preferably an alkyl group having 1 to 20 carbon atoms, and more preferably an alkyl group having 1 to 15 carbon atoms. R 11 Examples of aralkyl groups with 7 to 10 carbon atoms represented by this formula include benzyl group, phenylethyl group, phenylpropyl group, phenylbutyl group, naphthylmethyl group, and others. The aforementioned N + (R 11 )4 is the four R 11 Of these, at least two are preferably saturated hydrocarbon groups having 5 to 20 carbon atoms (particularly alkyl groups having 5 to 20 carbon atoms). Also, four R 11 The total number of carbon atoms is preferably 20 to 80, and more preferably 20 to 60.

[0055] -OR 8 Examples include methoxy groups, ethoxy groups, propoxy groups, butoxy groups, pentyloxy groups, hexyloxy groups, heptyloxy groups, octyloxy groups, 2-ethylhexyloxy groups, and eicosyloxy groups.

[0056] -CO2R 8 Examples thereof include a methoxycarbonyl group, ethoxycarbonyl group, propoxycarbonyl group, butoxycarbonyl group, hexyloxycarbonyl group, icosyloxycarbonyl group and the like.

[0057] -SR 8 Examples thereof include a methylsulfanyl group, ethylsulfanyl group, butylsulfanyl group, hexylsulfanyl group, decylsulfanyl group, icosylsulfanyl group and the like.

[0058] -SO2R 8 Examples thereof include a methylsulfonyl group, ethylsulfonyl group, butylsulfonyl group, hexylsulfonyl group, decylsulfonyl group, icosylsulfonyl group and the like.

[0059] -SO3R 8 Examples thereof include a methoxysulfonyl group, ethoxysulfonyl group, propoxysulfonyl group, butoxysulfonyl group, hexyloxysulfonyl group, icosyloxysulfonyl group and the like.

[0060] -SO2NR 9 R 10 Examples 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-methylpropyl N-1 substituted sulfamoyl groups such as N-(2-methylbutyl)sulfamoyl 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, etc. Examples include N,N-dimethylsulfamoyl groups, N,N-ethylmethylsulfamoyl groups, N,N-diethylsulfamoyl groups, N,N-propylmethylsulfamoyl groups, N,N-isopropylmethylsulfamoyl groups, N,N-tert-butylmethylsulfamoyl groups, N,N-butylethylsulfamoyl groups, and other N,N-substituted sulfamoyl groups.

[0061] R 12 Examples of C1-C10 alkanediyl groups represented by include methylene, ethylene, trimethylene, tetramethylene, pentamethylene, hexamethylene, isopropylene, isobutylene, 2-methyltrimethylene, isopentethylene, isohexylene, isooctylene, and 2-ethylhexylene. Among these, C1-C6 alkanediyl groups are preferred, and C1-C4 alkanediyl groups are more preferred.

[0062] R 12The -CH2- contained in the alkanediyl group represented by -O-, -CO-, -NR 8 -, -OCO-, -COO-, -OCONH-, -CONH-, or -NHCO- may be substituted.

[0063] R 13 Examples of alkyl groups having 1 to 4 carbon atoms represented by include methyl, ethyl, propyl, and butyl groups. R 13 Examples of alkoxy groups having 1 to 4 carbon atoms represented by this formula include methoxy, ethoxy, propoxy, and tert-butoxy groups. R 13 The group is preferably a methyl group, ethyl group, methoxy group, or ethoxy group, with a methoxy group or ethoxy group being more preferred.

[0064] R 1 and R 2 , R 3 and R 4 , R 9 and R 10 Examples of rings containing nitrogen atoms formed by the combination of these elements are shown below. In the structures below, * represents a bond.

[0065] [ka]

[0066] R 1 ~R 4 Preferably, each is independently a hydrogen atom, a saturated hydrocarbon group having 1 to 20 carbon atoms which may have substituents, or an aromatic hydrocarbon group having 6 to 30 carbon atoms which may have substituents; more preferably, each is independently a hydrogen atom, an alkyl group having 1 to 20 carbon atoms which may have substituents, or an aromatic hydrocarbon group having 6 to 30 carbon atoms which may have substituents; and even more preferably, each is independently a hydrogen atom, an alkyl group having 1 to 10 carbon atoms which may have substituents, or an aromatic hydrocarbon group having 6 to 20 carbon atoms which may have substituents.

[0067] In particular, R 1 and R 4 Each of these independently represents an aromatic hydrocarbon group having 6 to 30 carbon atoms, which may have substituents, and R 2 and R 3 However, each preferably independently represents a hydrogen atom or a saturated hydrocarbon group having 1 to 20 carbon atoms which may have substituents, R 1 and R 4 Each of these independently represents an aromatic hydrocarbon group having 6 to 20 carbon atoms, which may have substituents, and R 2 and R 3 However, each independently represents a hydrogen atom or a C1-C10 alkyl group which may have substituents, R 1 and R 4 Each of these independently represents an alkylphenyl group having 7 to 20 carbon atoms, which may have substituents, and R 2 and R 3 However, it is even more preferable that each independently represents a hydrogen atom or an alkyl group having 1 to 10 carbon atoms, which may have substituents. In particular, as a xanthene dye, R 2 and R 3 By including a compound represented by formula (1), in which the atom is a hydrogen atom, a color filter with excellent crosstalk suppression performance can be easily formed.

[0068] R 9 and R 10 Each of these is independently preferably a hydrogen atom or an alkyl group having 1 to 10 carbon atoms, more preferably a hydrogen atom or a branched alkyl group having 3 to 10 carbon atoms, and even more preferably a hydrogen atom or a 2-ethylhexyl group. In particular, R 9 is a hydrogen atom, and R 10 It is preferable that R is an alkyl group having 1 to 10 carbon atoms. 9 is a hydrogen atom, and R 10 It is more preferable that R is a branched alkyl group having 3 to 10 carbon atoms. 9 is a hydrogen atom, and R 10 It is even more preferable that the group is a 2-ethylhexyl group.

[0069] R 6 and R7 Examples of alkyl groups having 1 to 6 carbon atoms represented by include methyl, ethyl, propyl, butyl, pentyl, and hexyl groups.

[0070] R 6 and R 7 Each of these is preferably a hydrogen atom, a methyl group, or an ethyl group, and more preferably a hydrogen atom.

[0071] R 5 is preferably -CO2H, -CO2 - Z + , -CO2R 8 , -SO3 - , -SO3 - Z + -SO3H, -SO2NR 9 R 10 And, more , SO3 - , -SO3 - Z + -SO3H, -SO2NR 9 R 10 And more preferably -SO3 - , -SO3 - Z + And even more , -SO3 - That is the case.

[0072] m is preferably 1 to 4, more preferably 1 or 2, and even more preferably 1.

[0073] R 5 The bonding position is not particularly limited, but it is preferable that it is bonded to at least one of the two ortho bonding positions relative to the xanthene skeleton, and more preferably that it is bonded to one of the two ortho bonding positions relative to the xanthene skeleton. Furthermore, when m is 2 or more, it is preferable that it is bonded to at least one of the two ortho bonding positions and a para bonding position relative to the xanthene skeleton, and more preferably that it is bonded to one of the two ortho bonding positions and a para bonding position relative to the xanthene skeleton.

[0074] Examples of halogen atoms represented by X include fluorine, chlorine, bromine, and iodine atoms.

[0075] In equation (1), the ionic form is -SO3 - The number of elements is preferably 0 or 1, and more preferably 1.

[0076] 'a' represents 0 or 1, preferably 0.

[0077] The compound represented by formula (1) is preferably electrically neutral. That is, the compound represented by formula (1) is in the form of -SO3 ions. - If there is one of these, a is preferably 0, and the compound represented by formula (1) is in the form of an ionic -SO3 - If it does not have, it is preferable that a is 1.

[0078] The compound represented by formula (1) is -SO3 - -SO3H, -SO3 - Z + , and -SO2NR 9 R 10 It is preferable to have one or more groups selected from the group consisting of the above, more preferably 1 to 4 groups, and even more preferably 1 to 2 groups.

[0079] The xanthene dye more preferably contains a compound represented by formula (1-A). The compound represented by formula (1-A) may be a tautomer thereof.

[0080] [ka]

[0081] [In formula (1-A), R 21 and R 22 Each of these independently represents a hydrogen atom or an alkyl group having 1 to 10 carbon atoms, which may have substituents. R23 and R 24 These are, independently, an alkyl group having 1 to 4 carbon atoms, an aromatic hydrocarbon group having 6 to 10 carbon atoms, and -SO3. - -SO3H, -SO3 - Z + , or -SO2NR 29 R 30 It represents. p and q each independently represent integers from 0 to 5, and when p is 2 or greater, multiple R 23 They may be the same or different, and when q is 2 or greater, multiple R 24 They may be the same or different. R 25 is, -SO3 - -SO3H, -SO3 - Z + , or -SO2NR 29 R 30 It represents. R 29 and R 30 Each of these independently represents either a hydrogen atom or an alkyl group having 1 to 10 carbon atoms. a, m, X, and Z + The same applies as above.

[0082] In equation (1-A), a, m, X, and Z + This includes a, m, X, and Z in formula (1), including its preferred embodiment. + It is similar to that.

[0083] R 21 and R 22 , R 29 and R 30 Examples of C1-C10 alkyl groups represented by include linear or branched alkyl groups such as methyl, ethyl, propyl, butyl, pentyl, hexyl, heptyl, octyl, nonyl, decyl, isopropyl, isobutyl, tert-butyl, isopentyl, neopentyl, and 2-ethylhexyl groups.

[0084] R 21 and R 22The alkyl group having 1 to 10 carbon atoms represented by may have substituents, and such substituents may be R 1 ~R 4 Examples of substituents that may be present on saturated hydrocarbon groups having 1 to 20 carbon atoms, as represented by , include halogen atoms, hydroxyl groups, and carboxyl groups, with carboxyl groups being more preferred.

[0085] R 21 and R 22 Each of these is preferably an alkyl group having 1 to 10 carbon atoms, which may have a hydrogen atom or a carboxyl group; more preferably an alkyl group having 1 to 5 carbon atoms, which may have a hydrogen atom or a carboxyl group; and even more preferably an alkyl group having 2 to 4 carbon atoms, which may have a hydrogen atom or a carboxyl group. In particular, as a xanthene dye, R 21 and R 22 By including a compound represented by formula (1-A), in which the atom is a hydrogen atom, a color filter with excellent crosstalk suppression performance can be easily formed.

[0086] R 29 and R 30 Each of these is independently preferably a hydrogen atom or an alkyl group having 1 to 10 carbon atoms, more preferably a hydrogen atom or a branched alkyl group having 3 to 10 carbon atoms, and even more preferably a hydrogen atom or a 2-ethylhexyl group. In particular, R 29 is a hydrogen atom, and R 30 It is preferable that R is an alkyl group having 1 to 10 carbon atoms. 29 is a hydrogen atom, and R 30 It is more preferable that R is a branched alkyl group having 3 to 10 carbon atoms. 29 is a hydrogen atom, and R 30 It is even more preferable that the group is a 2-ethylhexyl group.

[0087] R 23 and R 24Examples of C1-C4 alkyl groups represented by include linear or branched alkyl groups such as methyl, ethyl, propyl, butyl, isopropyl, isobutyl, sec-butyl, and tert-butyl groups, with C1-C2 alkyl groups being preferred, and methyl groups being more preferred.

[0088] R 23 and R 24 Examples of aromatic hydrocarbon groups having 6 to 10 carbon atoms represented by include phenyl groups; alkylphenyl groups such as tolyl groups, xylyl groups, mesityl groups, propylphenyl groups, and butylphenyl groups; and among these, phenyl groups are preferred.

[0089] R 23 and R 24 Each of these groups is preferably an alkyl group having 1 to 4 carbon atoms or an aromatic hydrocarbon group having 6 to 10 carbon atoms, more preferably an alkyl group having 1 to 4 carbon atoms or an aromatic hydrocarbon group having 6 to 10 carbon atoms, and more preferably a methyl group or a phenyl group.

[0090] R 23 and R 24 The bonding position is preferably at least one of two bonding positions that are ortho relative to N, and more preferably at both bonding positions that are ortho relative to N.

[0091] p and q are each independently preferably integers between 0 and 3, more preferably between 1 and 3, even more preferably between 1 and 2, and particularly preferably 2.

[0092] R 25 is, -SO3 - It is particularly preferable that this be the case.

[0093] In formula (1-A), the ionic form is -SO3. - The number of elements is preferably 0 or 1, and more preferably 1.

[0094] The compound represented by formula (1-A) is preferably electrically neutral. That is, -SO3 in ionic form. - If there is one of these, a is preferably 0, and the compound represented by formula (1-A) is in the form of an ionic -SO3 - If it does not have, it is preferable that a is 1.

[0095] The compound represented by formula (1-A) is -SO3 - -SO3H, -SO3 - Z + , and -SO2NR 29 R 30 It is preferable to have one or more groups selected from the group consisting of the above, more preferably 1 to 4 groups, and even more preferably 1 or 2 groups.

[0096] Examples of xanthene dyes include compounds represented by formulas (1-1) to (1-54). In the following formulas, Ra represents a 2-ethylhexyl group.

[0097] [ka]

[0098] [ka]

[0099] [ka]

[0100] [ka]

[0101] [ka]

[0102] [ka]

[0103] [ka]

[0104] Other xanthene dyes include those described in Japanese Patent Publication No. 2017-194551.

[0105] Among these, xanthene dyes are preferably compounds represented by formulas (1-17) to (1-39), more preferably compounds represented by formulas (1-17) to (1-28) and (1-32) to (1-39), and even more preferably compounds represented by formulas (1-32) and (1-34).

[0106] The xanthene pigment content is preferably 1 to 200 parts by mass, more preferably 10 to 100 parts by mass, and even more preferably 15 to 50 parts by mass, per 100 parts by mass of yellow pigment. Within this range, a color filter with high color purity can be formed.

[0107] In particular, the xanthene pigment content is preferably 1 to 250 parts by mass, more preferably 15 to 200 parts by mass, even more preferably 30 to 150 parts by mass, and even more preferably 50 to 100 parts by mass, per 100 parts by mass of pigment (Y1). Within the above range, a color filter with excellent crosstalk suppression performance and high color purity can be formed.

[0108] The xanthene pigment content is preferably 1 to 200 parts by mass, more preferably 10 to 80 parts by mass, and even more preferably 20 to 50 parts by mass, per 100 parts by mass of red pigment. Within this range, a color filter with high color purity can be formed.

[0109] The xanthene pigment content is preferably 0.5 to 40% by mass, more preferably 3 to 30% by mass, and even more preferably 5 to 20% by mass, relative to the total amount of colorant (A). Within this range, a color filter with high color purity can be formed.

[0110] <Red pigment> The coloring agent (A) contains a red pigment. Specifically, examples of red pigments include CI Pigment Red 9, 97, 105, 122, 123, 144, 149, 166, 168, 176, 177, 178, 179, 180, 190, 192, 202, 209, 215, 216, 224, 242, 254, 255, 264, 265, 266, 268, 269, 272, 273, 291, and 297.

[0111] Because of its excellent crosstalk suppression performance, the red pigment preferably contains a pigment having a diketopyrrolopyrrole skeleton. As the pigment having a diketopyrrolopyrrole skeleton, the compound represented by formula (i) is preferred.

[0112] [ka]

[0113] [In formula (i), R 31 ~R 40 These are, independently, a hydrogen atom, a halogen atom, a cyano group, a hydrocarbon group with 1 to 15 carbon atoms, and -OR 41 , -SR 41 -SO3M, -SO2NHR 41 , -SO2N(R 42 )2 or -N(R 41 ) represents 2. R 41 This represents a hydrogen atom or a hydrocarbon group having 1 to 15 carbon atoms. R 42 This represents a hydrocarbon group with 1 to 15 carbon atoms. M represents a hydrogen atom or an alkali metal atom.

[0114] The halogen atoms are preferably fluorine atoms, chlorine atoms, bromine atoms, and iodine atoms, more preferably fluorine atoms, chlorine atoms, and bromine atoms, and even more preferably chlorine atoms and bromine atoms.

[0115] R 31 ~R 40 The hydrocarbon group having 1 to 15 carbon atoms represented by may be saturated or unsaturated, and is preferably an aliphatic hydrocarbon group and an aromatic hydrocarbon group, and is also preferably a combination of an aliphatic hydrocarbon group and an aromatic hydrocarbon group.

[0116] The aliphatic hydrocarbon group is preferably a linear or branched alkyl group. Specifically, examples include methyl group, ethyl group, propyl group, isopropyl group, butyl group, sec-butyl group, tert-butyl group, pentyl group, hexyl group, heptyl group, octyl group, decyl group, dodecyl group, octadecyl group, 1,5-dimethylhexyl group, 1,6-dimethylheptyl group, and 2-ethylhexyl group. The number of carbon atoms in the aliphatic hydrocarbon group is preferably 1 to 12, more preferably 1 to 10, even more preferably 1 to 8, even more preferably 1 to 6, and particularly preferably 1 to 3.

[0117] The aromatic hydrocarbon group is preferably an alkylphenyl group such as a phenyl group, tolyl group, xylyl group, mesityl group, propylphenyl group, or butylphenyl group, and more preferably a phenyl group. The number of carbon atoms in the aromatic hydrocarbon group, including the number of carbon atoms in the substituents, is preferably 6 to 15, more preferably 6 to 12, and even more preferably 6 to 9. The aromatic hydrocarbon group may be substituted, and may have substituents such as a trifluoromethyl group, halogen atom, nitro group, cyano group, carbamoyl group, sulfamoyl group, or alkoxyl group having 1 to 4 carbon atoms. Preferably, the substituted aromatic hydrocarbon group is a p-methylphenyl group, a 4-tert-butylphenyl group, a p-nitrophenyl group, a p-methoxyphenyl group, a p-chlorophenyl group, a 2,4-dichlorophenyl group, or a 3-carbamoylphenyl group.

[0118] The combination of an aliphatic hydrocarbon group and an aromatic hydrocarbon group is preferably an aralkyl group such as a benzyl group, 4-methylbenzyl group, 4-tert-butylbenzyl group, 4-methoxybenzyl group, 4-nitrobenzyl group, or 2,4-dichlorobenzyl group.

[0119] R 41 and R 42 A hydrocarbon group with 1 to 15 carbon atoms represented by R 31 ~R 40 This may be the same as a hydrocarbon group having 1 to 15 carbon atoms represented by , and the preferred range may also be the same.

[0120] -OR 41 Examples include methoxy groups, ethoxy groups, propoxy groups, butoxy groups, pentyloxy groups, hexyloxy groups, heptyloxy groups, octyloxy groups, 2-ethylhexyloxy groups, and eicosyloxy groups.

[0121] -SR 41 Examples include methylsulfanyl group, ethylsulfanyl group, butylsulfanyl group, hexylsulfanyl group, decylsulfanyl group, and eicosylsulfanyl group.

[0122] -SO2NHR 41 As for, 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 Examples include N-1 substituted sulfamoyl groups such as 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-dimethyl)hexylsulfamoyl group, and N-(1,1,2,2-tetramethylbutyl)sulfamoyl group.

[0123] -SO2N(R 42 Examples of )2 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, N,N-heptylmethylsulfamoyl group, and other N,N-2 substituted sulfamoyl groups; and so on.

[0124] -N(R 41 )2 is, amino group; Monosubstituted amino groups such as N-methylamino group, N-ethylamino group, N-propylamino group, N-isopropylamino group, N-butylamino group, N-isobutylamino group, N-(sec-butyl)amino group, N-(tert-butyl)amino group, N-pentylamino group, N-(1-ethylpropyl)amino group, N-hexylamino group, N-(2-ethylhexyl)amino group, N-heptylamino group, N-octylamino group, N-nonylamino group, N-decylamino group, N-phenylamino group, etc.

[0125] N,N-dimethylamino group, N-ethyl-N-methylamino group, N,N-diethylamino group, N-propyl-N-methylamino group, N,N-dipropylamino group, N-isopropyl-N-methylamino group, N,N-diisopropylamino group, N,N-diisobutylamino group, N,N-di(sec-butyl)amino group, N-(tert-butyl)-N-methylamino group, N,N-di(tert-butyl)amino group, N-butyl-N-methylamino group, N,N-dibutylamino group, N-butyl-N-octyl Examples of disubstituted amino groups include amino groups, N,N-dipentylamino groups, N,N-bis(1-ethylpropyl)amino groups, N-butyl-N-hexylamino groups, N-hexyl-N-methylamino groups, N,N-dihexylamino groups, N-(2-ethylhexyl)-N-methylamino groups, N,N-bis(2-ethylhexyl)amino groups, N,N-diheptylamino groups, N-octyl-N-methylamino groups, N,N-dioctylamino groups, N-phenyl-N-methylamino groups, N,N-diphenylamino groups, and other such groups.

[0126] The alkali metal atom represented by M in -SO3M above is preferably sodium or potassium.

[0127] Among them, R 31 ~R 40 Each of these elements independently preferably represents a hydrogen atom, a halogen atom, a cyano group, or a hydrocarbon group having 1 to 15 carbon atoms, and more preferably a hydrogen atom, a halogen atom, or a hydrocarbon group having 1 to 10 carbon atoms.

[0128] In a preferred embodiment, R 31 ~R 35 At least one of them is a halogen atom or a hydrocarbon group having 1 to 15 carbon atoms, and R 36 ~R 40 At least one of them is preferably a halogen atom or a hydrocarbon group having 1 to 15 carbon atoms, R 31 ~R 35 At least one of them is a halogen atom or a hydrocarbon group having 1 to 10 carbon atoms, and R 36 ~R 40 At least one of them is more preferably a halogen atom or a hydrocarbon group having 1 to 10 carbon atoms, R 31 ~R 35 At least one of them is a halogen atom or an aliphatic hydrocarbon group or aromatic hydrocarbon group having 1 to 10 carbon atoms, and R 36 ~R 40 It is even more preferable that at least one of these is a halogen atom or an aliphatic hydrocarbon group or aromatic hydrocarbon group having 1 to 10 carbon atoms. If there are multiple halogen atoms or aliphatic hydrocarbon groups having 1 to 10 carbon atoms, the halogen atoms or aliphatic hydrocarbon groups having 1 to 10 carbon atoms may be the same or different.

[0129] The compound represented by formula (i) is more preferably the compound represented by formula (i-1).

[0130] [ka]

[0131] [In formula (i-1), R 33 and R 38 These are, independently, a hydrogen atom, a halogen atom, a cyano group, a hydrocarbon group with 1 to 15 carbon atoms, and -OR 41 , -SR 41 -SO3M, -SO2NHR 41 , -SO2N(R 42 )2 or -N(R 41 ) represents 2. R 41 This represents a hydrogen atom or a hydrocarbon group having 1 to 15 carbon atoms. R 42 This represents a hydrocarbon group with 1 to 15 carbon atoms. M represents a hydrogen atom or an alkali metal atom.

[0132] R 33 , R 38 , R 41 , R 42 M is the same as above.

[0133] In equation (i) or equation (i-1), R 33 and R 38 Each of these groups is preferably an atom of halogen or a hydrocarbon group having 1 to 15 carbon atoms, more preferably an atom of halogen or an aliphatic hydrocarbon group or aromatic hydrocarbon group having 1 to 10 carbon atoms, and even more preferably a chlorine atom, a bromine atom, a linear alkyl group having 1 to 10 carbon atoms, or a phenyl group. If there are multiple atoms of halogen or hydrocarbon groups, the atoms of halogen or hydrocarbon groups may be the same or different.

[0134] The compound represented by formula (i) or formula (i-1) is preferably CI pigment red 254, CI pigment red 255, CI pigment red 264, CI pigment red 265, CI pigment red 272, CI pigment red 291, etc.

[0135] The content of the compound represented by formula (i) is preferably 20% by mass or more, more preferably 50% by mass or more, even more preferably 80% by mass or more, and particularly preferably 95% by mass or more, and may be 100% by mass, relative to the total amount of red pigment. Within the above range, a color filter with sharp spectral characteristics can be formed.

[0136] The content of the red pigment is preferably 1 to 500 parts by mass, more preferably 50 to 350 parts by mass, and even more preferably 100 to 200 parts by mass, per 100 parts by mass of the yellow pigment. Within this range, a color filter with high color purity can be formed.

[0137] The content of the red pigment is preferably 1 to 500 parts by mass, more preferably 100 to 470 parts by mass, and even more preferably 150 to 430 parts by mass, per 100 parts by mass of pigment (Y1). Within this range, a color filter with excellent crosstalk suppression performance and high color purity can be formed.

[0138] The content of the red pigment is preferably 10 to 80% by mass, more preferably 20 to 65% by mass, and even more preferably 30 to 50% by mass, relative to the total amount of the colorant (A). Within this range, a color filter with high color purity can be formed.

[0139] <Orange pigment> The coloring agent (A) may also contain an orange pigment. Specific examples of orange pigments include CI Pigment Orange 13, 31, 36, 38, 40, 42, 43, 51, 55, 59, 61, 62, 64, 65, 71, 72, 73, and others. The maximum absorption wavelength of the orange pigment is preferably 470-500 nm, more preferably 475-500 nm, and even more preferably 485-500 nm.

[0140] As an orange pigment, the compound represented by formula (II) (hereinafter also referred to as compound (II)) is preferred. Compound (II) will be described in detail below, but compound (II) will also include the resonance structure of formula (II), tautomers of formula (II), and compounds obtained by rotating each group in formula (II) around the bond axis of a single bond.

[0141] [ka] [In formula (II), L 1 This represents a divalent aromatic hydrocarbon group which may have substituents. X 11 ~X 14 Each of these independently represents a hydrogen atom or a hydrocarbon group having 1 to 20 carbon atoms, which may have substituents.

[0142] X11 ~X 14 Examples of hydrocarbon groups represented by include aliphatic hydrocarbon groups and aromatic hydrocarbon groups. The aliphatic hydrocarbon group may be saturated or unsaturated, and may be linear or alicyclic.

[0143] Saturated or unsaturated linear hydrocarbon groups include linear alkyl groups such as methyl group, ethyl group, n-propyl group, n-butyl group, n-pentyl group, n-hexyl group, n-heptyl group, n-octyl group, n-nonyl group, n-decyl group, n-undecyl group, n-dodecyl group, n-tridecyl group, n-tetradecyl group, n-pentadecyl group, n-hexadecyl group, n-heptadecyl group, n-octadecyl group, n-nonadecyl group, n-icosyl group; isopropyl group, (1-ethyl)propyl group, isobutyl group, sec-butyl group, tert-butyl group, (1-ethyl)butyl group, (2-ethyl)butyl group, (1-propyl)butyl group, isopentyl group, neopentyl group, tert-pentyl group, (2-methyl)pentyl group, ( Examples include branched alkyl groups such as 1-ethyl)pentyl group, (3-ethyl)pentyl group, (1-propyl)pentyl group, (1-butyl)pentyl group, isohexyl group, (2-methyl)hexyl group, (5-methyl)hexyl group, (2-ethyl)hexyl group, (1-butyl)hexyl group, (2-methyl)heptyl group, (2-ethyl)heptyl group, (3-ethyl)heptyl group, (2-methyl)octyl group, and (2-ethyl)octyl group; and alkenyl groups such as vinyl group, 1-propenyl group, 2-propenyl group (allyl group), (1-methyl)ethenyl group, 2-butenyl group, 3-butenyl group, 1,3-butadienyl group, (1-(2-propenyl))ethenyl group, (1,2-dimethyl)propenyl group, and 2-pentenyl group.

[0144] Examples of saturated or unsaturated alicyclic hydrocarbon groups include cycloalkyl groups such as cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, and cyclooctyl; cycloalkenyl groups such as cyclohexenyl (e.g., cyclohexa-2-ene, cyclohexa-3-ene), cycloheptenyl, and cyclooctenyl; and norbornyl, adamantyl, and bicyclo[2.2.2]octyl groups.

[0145] Examples of aromatic hydrocarbon groups include aryl groups such as phenyl group, 1-naphthyl group, 2-naphthyl group, anthryl group, phenanthryl group, and biphenyl group; alkylaryl groups such as o-tolyl group, m-tolyl group, p-tolyl group, 2-ethylphenyl group, 3-ethylphenyl group, 4-ethylphenyl group, 2,3-dimethylphenyl group, 2,4-dimethylphenyl group, 2,5-dimethylphenyl group, 2,6-dimethylphenyl group, 3,4-dimethylphenyl group, 3,5-dimethylphenyl group, 2,4,6-trimethylphenyl group, 2-methyl-6-ethylphenyl group, 2,6-diethylphenyl group, o-isopropylphenyl group, m-isopropylphenyl group, p-isopropylphenyl group, 2-methyl-6-isopropylphenyl group, 4-butylphenyl group, o-tert-butylphenyl group, m-tert-butylphenyl group, and p-tert-butylphenyl group; and alkenylaryl groups such as 4-vinylphenyl group. The number of carbon atoms in the aromatic hydrocarbon group is preferably 6 to 20, more preferably 6 to 18, even more preferably 6 to 12, and even more preferably 6 to 10.

[0146] The aforementioned hydrocarbon groups having 1 to 20 carbon atoms may be groups that combine two or more selected from the group consisting of 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. Such groups include, for example, aralkyl groups such as benzyl group, phenethyl group, and 1-methyl-1-phenylethyl group; arylalkenyl groups such as phenylethenyl group (phenylvinyl group); arylalkynyl groups such as phenylethynyl group; 1-methylcyclopropyl group, 1-methylcyclohexyl group, 2-methylcyclohexyl group, 3-methylcyclohexyl group, 4-methylcyclohexyl group, 1,2-dimethylcyclohexyl group, 1,3-dimethylcyclohexyl group, 1,4-dimethylcyclohexyl group, 2,3-dimethylcyclohexyl group, 2,4-dimethylcyclohexyl group, 2,5-dimethylcyclohexyl group, 2,6-dimethylcyclohexyl group, and 3,4-dimethylcyclohexyl group. Examples include alicyclic hydrocarbon groups to which one or more alkyl groups or alicyclic hydrocarbon groups are bonded, such as 3,5-dimethylcyclohexyl group, 2,2-dimethylcyclohexyl group, 3,3-dimethylcyclohexyl group, 4,4-dimethylcyclohexyl group, 2,4,6-trimethylcyclohexyl group, 2,2,6,6-tetramethylcyclohexyl group, and 3,3,5,5-tetramethylcyclohexyl group; alkyl groups to which one or more alicyclic hydrocarbon groups are bonded, such as cyclopropylmethyl group, cyclopropylethyl group, cyclobutylmethyl group, cyclobutylethyl group, cyclopentylmethyl group, cyclopentylethyl group, cyclohexylmethyl group, 2-methylcyclohexylmethyl group, and cyclohexylethyl group; and so on.

[0147] X 11 ~X 14 The substituents that the hydrocarbon group represented by may have include halogen atoms, hydroxyl groups, alkoxy groups, alkylsulfanyl groups, formyl groups, carboxyl groups, substituted or unsubstituted amino groups, N-acylamino groups, nitro groups, cyano groups, substituted or unsubstituted carbamoyl groups, substituted or unsubstituted sulfamoyl groups, -SO3M, etc. The M represents a hydrogen atom or an alkali metal atom (e.g., sodium, potassium).

[0148] Examples of halogen atoms used as substituents include fluorine atoms, chlorine atoms, bromine atoms, and iodine atoms, with fluorine atoms, chlorine atoms, or bromine atoms being preferred.

[0149] Examples of alkoxy groups used as substituents include methoxy groups, ethoxy groups, propoxy groups, n-butoxy groups, and tert-butoxy groups. The alkoxy group preferably has 1 to 4 carbon atoms, and more preferably 1 or 2 carbon atoms.

[0150] Examples of alkylsulfanil groups used as substituents include methylsulfanil group, ethylsulfanil group, propylsulfanil group, and n-butylsulfanil group. The alkylsulfanil group preferably has 1 to 4 carbon atoms, and more preferably 1 or 2 carbon atoms.

[0151] Examples of substituted amino groups as substituents include amino groups having one or two hydrocarbon groups. Examples of the hydrocarbon groups include those exemplified above as hydrocarbon groups having 1 to 20 carbon atoms, and are preferably alkyl groups having 1 to 4 carbon atoms or aromatic hydrocarbon groups having 6 to 10 carbon atoms. Examples of substituted amino groups include N-1 substituted amino groups such as N-methylamino group, N-ethylamino group, N-propylamino group, N-isopropylamino group, and N-phenylamino group; and N,N-2 substituted amino groups such as N,N-dimethylamino group, N,N-diethylamino group, N,N-dipropylamino group, N,N-diisopropylamino group, N,N-diphenylamino group, N,N-ethylmethylamino group, N,N-methylphenylamino group, and N,N-ethylphenylamino group.

[0152] The N-acylamino group as a substituent is -NHCOR 9a It means a group represented by R 9a R represents a hydrogen atom or a hydrocarbon group. 9a Examples of hydrocarbon groups represented by include the groups exemplified above as hydrocarbon groups having 1 to 20 carbon atoms. 9aPreferably, the N-acylamino group is a hydrogen atom, an alkyl group having 1 to 4 carbon atoms, or an aromatic hydrocarbon group having 6 to 10 carbon atoms. Examples of N-acylamino groups include N-formylamino group, N-acetylamino group, N-propanoylamino group, N-butanoylamino group, and N-benzoylamino group.

[0153] Substitutive or unsubstituted carbamoyl groups as substituents include -CONR 9b R 9c It means a group represented by R 9b and R 9c Each of these independently represents either a hydrogen atom or a hydrocarbon group. 9b and R 9c Examples of hydrocarbon groups represented by include the groups exemplified above as hydrocarbon groups having 1 to 20 carbon atoms. 9b and R 9c Preferably, these are a hydrogen atom, a C1-C4 alkyl group, or a C6-C10 aromatic hydrocarbon group, independently of each other. -CONR 9b R 9c Examples include carbamoyl groups; N-1 substituted carbamoyl groups such as N-methylcarbamoyl group, N-ethylcarbamoyl group, N-propylcarbamoyl group, N-isopropylcarbamoyl group, N-butylcarbamoyl group, N-tert-butylcarbamoyl group, and N-phenylcarbamoyl group; and N,N-2 substituted carbamoyl groups such as N,N-dimethylcarbamoyl group, N,N-ethylmethylcarbamoyl group, N,N-diethylcarbamoyl group, N,N-propylmethylcarbamoyl group, N,N-dipropylcarbamoyl group, N,N-butylmethylcarbamoyl group, N,N-tert-butylmethylcarbamoyl group, N,N-ditert-butylcarbamoyl group, N,N-phenylmethylcarbamoyl group, and N,N-diphenylcarbamoyl group.

[0154] A substituted or unsubstituted sulfamoyl group as a substituent is -SO2NR 9d R 9e It means a group represented by R 9d and R 9e Each of these independently represents either a hydrogen atom or a hydrocarbon group.9d and R 9e Examples of hydrocarbon groups represented by include the groups exemplified above as hydrocarbon groups having 1 to 20 carbon atoms. 9d and R 9e Preferably, these are a hydrogen atom, a C1-C4 alkyl group, or a C6-C10 aromatic hydrocarbon group, independently of each other. -SO2NR 9d R 9e Examples include sulfamoyl groups; N-1 substituted sulfamoyl groups such as N-methylsulfamoyl group, N-ethylsulfamoyl group, N-propylsulfamoyl group, N-isopropylsulfamoyl group, N-butylsulfamoyl group, and N-isobutylsulfamoyl group; and N,N-2 substituted sulfamoyl groups such as 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, and N,N-dibutylsulfamoyl group.

[0155] L 1 A divalent aromatic hydrocarbon group represented by is a group in which two hydrogen atoms directly bonded to carbon atoms constituting an aromatic hydrocarbon ring are replaced by a bonding site. The aromatic hydrocarbon ring constituting the divalent aromatic hydrocarbon group may be monocyclic or polycyclic, and examples include a benzene ring, a biphenyl ring, a naphthalene ring, anthracene ring, and structures in which at least one hydrogen atom of these aromatic hydrocarbon rings is replaced by a hydrocarbon group. The hydrocarbon group is X 11 ~X 14Examples of groups similar to the hydrocarbon groups having 1 to 20 carbon atoms represented by can be cited, with hydrocarbon groups having 1 to 12 carbon atoms being preferred, more preferably chain hydrocarbon groups having 1 to 10 carbon atoms, or aromatic hydrocarbon groups having 6 to 12 carbon atoms, even more preferably chain hydrocarbon groups having 1 to 10 carbon atoms, and even more preferably saturated chain hydrocarbon groups having 1 to 4 carbon atoms. The number of hydrocarbon groups bonded to the aromatic hydrocarbon ring is preferably 0 to 4, more preferably 0 to 2. The number of carbon atoms in the divalent aromatic hydrocarbon group is preferably 6 to 30, more preferably 6 to 20, even more preferably 6 to 18, and even more preferably 6 to 12. Because of its excellent crosstalk suppression performance, L 1 The aromatic hydrocarbon ring constituting the divalent aromatic hydrocarbon group represented by is preferably a monocyclic aromatic hydrocarbon ring.

[0156] L 1 A divalent aromatic hydrocarbon group represented by and X 11 ~X 14 The substituents that the hydrocarbon group represented by the above-mentioned X may have include: 11 ~X 14 Examples of substituents that may be present on the hydrocarbon group represented by include similar groups.

[0157] L 1Preferably, the compound is a divalent aromatic hydrocarbon group having 6 to 30 carbon atoms, which may have substituents, and more preferably, a divalent aromatic hydrocarbon group having 6 to 20 carbon atoms, which may have substituents. The aromatic hydrocarbon ring constituting the divalent aromatic hydrocarbon group is preferably a benzene ring, a biphenyl ring, a naphthalene ring, or a structure in which at least one hydrogen atom of these rings is replaced by a saturated chain hydrocarbon group having 1 to 10 carbon atoms (preferably 1 to 4 carbon atoms), more preferably a benzene ring, a biphenyl ring, or a structure in which at least one hydrogen atom of these rings is replaced by a saturated chain hydrocarbon group having 1 to 4 carbon atoms, and even more preferably a benzene ring or a biphenyl ring. The substituents that the divalent aromatic hydrocarbon group may have are preferably halogen atoms, alkoxy groups, alkylsulfanyl groups, carboxyl groups, substituted or unsubstituted amino groups, N-acylamino groups, cyano groups, and substituted or unsubstituted carbamoyl groups; more preferably halogen atoms, C1-C4 alkoxy groups, C1-C4 alkylsulfanyl groups, carboxyl groups, substituted or unsubstituted amino groups, N-acylamino groups, cyano groups, substituted or unsubstituted carbamoyl groups; even more preferably halogen atoms, C1-C4 alkoxy groups, and cyano groups; even more preferably chlorine atoms, fluorine atoms, C1-C4 alkoxy groups, and cyano groups.

[0158] L 1 Preferably, the group is one of the groups represented by formulas (ph1) to (ph16) below, more preferably one of the groups represented by formulas (ph1) to (ph3) and formulas (ph11) to (ph13), and even more preferably one of the groups represented by formulas (ph1), (ph2), (ph11), and (ph12). Because of its excellent crosstalk suppression performance, the orange pigment is L 1 It is preferable that the compound contains a compound represented by formula (II) where is formula (ph1) or formula (ph2).

[0159] [ka] [In equations (ph1) to (ph16), * and ** represent bonding.]

[0160] X 11 and X 13 Preferably, these are, independently of each other, a hydrogen atom, an optionally substituted C1-C10 alkyl group, an optionally substituted C3-C10 cycloalkyl group, or an optionally substituted C6-C12 aromatic hydrocarbon group; more preferably, an optionally substituted C1-C10 alkyl group, an optionally substituted C3-C10 cycloalkyl group, or an optionally substituted C6-C12 aromatic hydrocarbon group; even more preferably, an optionally substituted C1-C10 alkyl group, or an optionally substituted C6-C12 aromatic hydrocarbon group; even more preferably, an optionally substituted C1-C4 alkyl group, or an optionally substituted C6-C10 aromatic hydrocarbon group; even more preferably, an optionally substituted C6-C10 aromatic hydrocarbon group; even more preferably, an optionally substituted phenyl group; and even more preferably, a phenyl group. 11 and X 13 The substituents that the hydrocarbon group represented by may have are preferably halogen atoms, C1-C4 alkoxy groups, C1-C4 alkylsulfanyl groups, carboxyl groups, substituted or unsubstituted amino groups, N-acylamino groups, cyano groups, substituted or unsubstituted carbamoyl groups, more preferably halogen atoms, C1-C4 alkoxy groups, cyano groups, even more preferably chlorine atoms, fluorine atoms, C1-C4 alkoxy groups, cyano groups, and even more preferably chlorine atoms and fluorine atoms.

[0161] X 12 and X 14Preferably, these are, independently of each other, a hydrogen atom, a C1-C10 alkyl group which may have substituents, a C3-C10 cycloalkyl group which may have substituents, or a C6-C12 aromatic hydrocarbon group which may have substituents; more preferably, a C1-C10 alkyl group which may have substituents, a C3-C10 cycloalkyl group which may have substituents, or a C6-C12 aromatic hydrocarbon group which may have substituents; even more preferably, a C1-C10 alkyl group which may have substituents, or a C6-C12 aromatic hydrocarbon group which may have substituents; even more preferably, a C1-C4 alkyl group which may have substituents, or a C6-C10 aromatic hydrocarbon group which may have substituents; even more preferably, a C1-C4 alkyl group which may have substituents; even more preferably, a C1 or C2 alkyl group which may have substituents; even more preferably, a methyl group or an ethyl group; and particularly preferably, a methyl group. 12 and X 14 The substituents that the hydrocarbon group represented by may have are preferably halogen atoms, C1-C4 alkoxy groups, C1-C4 alkylsulfanyl groups, carboxyl groups, substituted or unsubstituted amino groups, N-acylamino groups, cyano groups, substituted or unsubstituted carbamoyl groups, more preferably halogen atoms, C1-C4 alkoxy groups, cyano groups, even more preferably chlorine atoms, fluorine atoms, C1-C4 alkoxy groups, cyano groups, and even more preferably chlorine atoms and fluorine atoms.

[0162] Examples of compound (II) include compounds (II-1) to (II-231) shown in Tables 2 to 4. In Tables 2 to 4, "ph1" to "ph6", "ph8", "ph10" to "ph13", "r1", and "r2" represent groups represented by the following formulas (ph1) to (ph6), (ph8), (ph10) to (ph13), (r1), and (r2), respectively. "Me" represents a methyl group, "Et" represents an ethyl group, and "CF3" represents a trifluoromethyl group.

[0163] [Table 2]

[0164] [Table 3]

[0165] [Table 4]

[0166] [ka] [In the formula, * and ** represent bindings.]

[0167] Among the compounds (II), compounds (II-1) to (II-63) and (II-169) to (II-231) are preferred, compounds (II-1) to (II-42) and (II-169) to (II-210) are more preferred, compounds (II-1) to (II-21) and (II-169) to (II-189) are even more preferred, compounds (II-1) to (II-12) and (II-169) to (II-180) are even more preferred, and compounds (II-1) to (II-6) and (II-169) to (II-174) are even more preferred.

[0168] Examples of compound (II) include CI Pigment Orange 13 and azo pigments described in International Publication No. 2022 / 065357. Known methods can be used to produce compound (II).

[0169] The content of the orange pigment is preferably 1 to 200 parts by mass, more preferably 10 to 80 parts by mass, and even more preferably 20 to 50 parts by mass, per 100 parts by mass of the yellow pigment. Within this range, a color filter with high color purity can be formed.

[0170] The content of the orange pigment is preferably 1 to 200 parts by mass, more preferably 40 to 150 parts by mass, and even more preferably 60 to 100 parts by mass, per 100 parts by mass of pigment (Y1). Within this range, a color filter with excellent crosstalk suppression performance and high color purity can be formed.

[0171] The content of the orange pigment is preferably 1 to 500 parts by mass, more preferably 20 to 350 parts by mass, and even more preferably 50 to 200 parts by mass, per 100 parts by mass of xanthene dye. Within this range, a color filter with high color purity can be formed.

[0172] The content of the orange pigment is preferably 1 to 200 parts by mass, more preferably 5 to 100 parts by mass, and even more preferably 10 to 50 parts by mass, per 100 parts by mass of the red pigment. Within this range, a color filter with sharp spectral characteristics can be formed.

[0173] The content of the orange pigment is preferably 0.1 to 40% by mass, more preferably 1 to 30% by mass, and even more preferably 5 to 20% by mass, relative to the total amount of colorant (A). Within this range, a color filter with high color purity can be formed.

[0174] The coloring agent (A) may contain coloring agents other than those mentioned above, and the other coloring agent (a1) may be either a dye (hereinafter sometimes referred to as dye (a1-1)) or a pigment (hereinafter sometimes referred to as pigment (a1-2)).

[0175] The dye (a1-1) is not particularly limited, and known dyes can be used, such as solvent dyes, acid dyes, direct dyes, and mordant dyes. Examples of dyes include compounds classified as dyes in the Color Index (published by The Society of Dyers and Colourists) and known dyes listed in the Dyeing Notes (published by Irozome-sha). In addition, based on their chemical structure, examples include azo dyes, cyanine dyes, triarylmethane dyes, thiazole dyes, oxazine dyes, anthraquinone dyes, naphthoquinone dyes, quinoneimine dyes, methine dyes, azomethine dyes, squarylium dyes, acridine dyes, styryl dyes, coumarin dyes, quinoline dyes, nitro dyes, phthalocyanine dyes, perylene dyes, quinophthalone dyes, and isoindoline dyes.

[0176] Specifically, the dyes (a1-1) include CI Solvent Yellow 4, 14, 15, 23, 24, 38, 62, 63, 68, 82, 94, 98, 99, 117, 162, 163, 167, and 189; CI Solvent Red 45, 49, 111, 125, 130, 143, 145, 146, 150, 151, 155, 168, 169, 172, 175, 181, 207, 222, 227, 230, 245, 247; CI Solvent Orange 2, 7, 11, 15, 26, 56, 77, 86; CI Solvent Violet 11, 13, 14, 26, 31, 36, 37, 38, 45, 47, 48, 51, 59, 60; CI Solvent Blue 4, 5, 14, 18, 35, 36, 37, 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; CI solvent dyes such as CI Solvent Green 1, 3, 4, 5, 7, 28, 29, 32, 33, 34, 35, etc. 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, 157, 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; CI Acid Red 1, 4, 8, 14, 17, 18, 26, 27, 29, 31, 33, 34, 35, 37, 40, 42, 44, 57, 66, 73, 76, 80, 88, 97, 103, 106, 111, 114, 129, 133, 134, 138, 143, 145, 150, 151, 155, 158, 160, 172, 176, 182, 183, 195 ,198,206,211,215,216,217,227,228,249,252,257,258,260,261,266,268,270,274,277,280,281,308,312,315,316,339,341,345,346,349,382,383,394,401,412,417,418,422,426; CI Acid Orange 6, 7, 8, 10, 12, 26, 50, 51, 52, 56, 62, 63, 64, 74, 75, 94, 95, 107, 108, 169, 173; CI Acid Violet 6B, 7, 15, 16, 17, 19, 21, 23, 24, 25, 34, 38, 49, 72; 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, 1 23, 126, 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, 256, 259, 267, 269, 278, 280, 285, 290, 296, 315, 324:1, 335, 340; CI Acid Green dyes such as 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, etc. CI Direct Yellow 2, 33, 34, 35, 38, 39, 43, 47, 50, 54, 58, 68, 69, 70, 71, 86, 93, 94, 95, 98, 102, 108, 109, 129, 136, 138, 141; 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; CI Direct Orange 26, 34, 39, 41, 46, 50, 52, 56, 57, 61, 64, 65, 68, 70, 96, 97, 106, 107; CI Direct Violet 47, 52, 54, 59, 60, 65, 66, 79, 80, 81, 82, 84, 89, 90, 93, 95, 96, 103, 104; 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, 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, 167, 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; CI Direct Green 25, 27, 31, 32, 34, 37, 63, 65, 66, 67, 68, 69, 72, 77, 79, 82 and other CI Direct dyes, CI Disperse Yellow 51, 54, 76; CI Disperse Violet 26, 27; CI Disperse Blue 1, 14, 56, 60 and other CI disperse dyes, 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; CI Basic Red 9; CI Basic Green 1; and other CI Basic dyes, CI Reactive Yellow 2, 76, 116; CI Reactive Orange 16; CI Reactive Red 36; and other CI reactive dyes, CI Mordant Yellow 5, 8, 10, 16, 20, 26, 30, 31, 33, 42, 43, 45, 56, 61, 62, 65; CI Modant Red 1, 2, 3, 4, 9, 11, 12, 14, 17, 18, 19, 22, 23, 24, 25, 26, 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; CI Modern Orange 3, 4, 5, 8, 12, 13, 14, 20, 21, 23, 24, 28, 29, 32, 34, 35, 36, 37, 42, 43, 47, 48; 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; CI Modern 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; CI Modant Green dyes such as 1, 3, 4, 5, 10, 13, 15, 19, 21, 23, 26, 29, 31, 33, 34, 35, 41, 43, 53, etc. Examples include CI bat dyes such as CI bat green 1. These dyes (a1-1) may use one or more dyes for each color, or a combination of dyes for each color.

[0177] Examples of pigments (a1-2) include those classified as pigments in the Color Index (published by The Society of Dyers and Colourists).

[0178] Pigments classified as pigments include, specifically, Green pigments such as CI Pigment Green 7, 36, 58, 59, 62, 63, 64, 65, 66, 67; CI Pigment Blue 15, 15:3, 15:4, 15:6, 16, and other blue pigments; CI Pigment Violet 19, 23, 29, 32, 36, 38, and other purple pigments; CI Pigment Brown 23, 25, and other brown pigments; Examples include black pigments such as CI Pigment Black 1, 7, 31, and 32; and so on. These pigments (a1-2) may consist of one or more pigments for each color, or a combination of pigments for each color.

[0179] Various pigments, including pigment (Y1), may be subjected to rosin treatment, surface treatment using pigment derivatives into which acidic or basic groups have been introduced, grafting treatment of the pigment surface with polymer compounds, atomization treatment by sulfuric acid atomization method, washing treatment with organic solvents or water to remove impurities, removal treatment of ionic impurities by ion exchange method, etc. The particle size of these colorants is preferably substantially uniform. Furthermore, by dispersing these colorants with a pigment dispersant, a uniformly dispersed colorant dispersion can be obtained in a pigment dispersant solution. These colorants may be dispersed individually or mixed together.

[0180] Examples of pigment dispersants include surfactants, which may be cationic, anionic, nonionic, or amphoteric. Specifically, examples include polyester-based, polyamine-based, and acrylic-based surfactants. These pigment dispersants may be used individually or in combination of two or more. Examples of pigment dispersants, as trade names, include KP (manufactured by Shin-Etsu Chemical Co., Ltd.), Floren (manufactured by Kyoeisha Chemical Co., Ltd.), Solspers® (registered trademark) (manufactured by Zeneca Co., Ltd.), EFKA® (registered trademark) (manufactured by BASF Ltd.), Adisper® (registered trademark) (manufactured by Ajinomoto Fine Techno Co., Ltd.), Disperbyk® (registered trademark), and BYK® (registered trademark) (manufactured by Bic Chemie Inc.).

[0181] When a pigment dispersant is used, the amount used is preferably 5 to 200 parts by mass, more preferably 8 to 150 parts by mass, and even more preferably 10 to 100 parts by mass, per 100 parts by mass of the colorant. When the amount of pigment dispersant used is within the above range, a more uniform dispersion of colorant is tend to be obtained when preparing a colorant dispersion containing two or more colorants.

[0182] The content of the colorant (A) is, for example, 10 to 75% by mass, preferably 20 to 70% by mass, and more preferably 30 to 65% by mass, relative to the total amount of solids in the colored curable resin composition. Within this range, a color filter with excellent crosstalk suppression performance and high color purity can be formed. In this specification, "total amount of solids" refers to the total amount of components of the colored curable resin composition of the present invention, excluding the solvent. The total amount of solids and the content of each component therein can be measured by known analytical means such as liquid chromatography or gas chromatography.

[0183] <Resin (B)> The resin (B) is not particularly limited, but is preferably an alkali-soluble resin. Examples of resin (B) include the following resins [K1] to [K6]. Resin [K1]; a copolymer having structural units 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 acid anhydrides, and structural units derived from monomer (b) (hereinafter sometimes referred to as "(b)") having a cyclic ether structure with 2 to 4 carbon atoms and an ethylenically unsaturated bond; Resin [K2]; a copolymer having structural units derived from (a) and structural units derived from structural units derived from (b) and a monomer (c) copolymerizable with (a) (however different from (a) and (b)) (hereinafter sometimes referred to as "(c)"); Resin [K3]; a copolymer having structural units derived from (a) and structural units derived from (c); Resin [K4]; a copolymer having structural units obtained by adding (b) to structural units derived from (a) and structural units derived from (c), wherein the copolymer includes structural units derived from (a) to which (b) is not added; Resin [K4']; a copolymer having structural units obtained by adding (b) to structural units derived from (a) and structural units derived from (c), and not containing structural units derived from (a) to which (b) is not added; Resin [K5]; a copolymer having structural units obtained by adding (a) to structural units derived from (b) and structural units derived from (c) (it may include structural units derived from (b) to which (a) is not added, but it is preferable that it not be included); Resin [K6]; A copolymer having a structural unit obtained by adding (a) to a structural unit derived from (b) and further adding a carboxylic acid anhydride, and a structural unit derived from (c).

[0184] (a) specifically includes, for example, unsaturated monocarboxylic acids such as acrylic acid, methacrylic acid, crotonic acid, and o-, m-, p-vinylbenzoic acid; 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; Bicyclounsaturated compounds containing carboxyl groups, 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; Unsaturated dicarboxylic acid 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]hepto-2-ene anhydride; Unsaturated mono(meth)acryloyloxyalkyl) esters of divalent or higher polyhydric carboxylic acids such as mono(2-(meth)acryloyloxyethyl) succinate and mono(2-(meth)acryloyloxyethyl) phthalate; Examples include unsaturated acrylates containing both a hydroxyl group and a carboxyl group in the same molecule, such as α-(hydroxymethyl)acrylic acid. Of these, acrylic acid, methacrylic acid, maleic anhydride, and the like are preferred in terms of copolymerization reactivity and the solubility of the resulting resin in alkaline aqueous solutions.

[0185] (b) refers to a polymerizable compound having, for example, a cyclic ether structure with 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 an ethylenically unsaturated bond. (b) is preferably a monomer having a cyclic ether with 2 to 4 carbon atoms and a (meth)acryloyloxy group. In this specification, "(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.

[0186] Examples of (b) include monomers having an oxyranyl group and an ethylenically unsaturated bond (b1) (hereinafter sometimes referred to as "(b1)"), monomers having an oxetanyl group and an ethylenically unsaturated bond (b2) (hereinafter sometimes referred to as "(b2)"), and monomers having a tetrahydrofuryl group and an ethylenically unsaturated bond (b3) (hereinafter sometimes referred to as "(b3)").

[0187] Examples of (b1) include monomers having a linear or branched aliphatic unsaturated hydrocarbon structure that has been epoxidized (b1-1) (hereinafter sometimes referred to as "(b1-1)") and monomers having a cyclic unsaturated hydrocarbon structure that has been epoxidized (b1-2) (hereinafter sometimes referred to as "(b1-2)").

[0188] (b1-1) includes glycidyl (meth)acrylate, β-methylglycidyl (meth)acrylate, β-ethylglycidyl (meth)acrylate, glycidyl vinyl ether, o-vinylbenzylglycidyl ether, m-vinylbenzylglycidyl ether, p-vinylbenzylglycidyl ether, α-methyl-o-vinylbenzylglycidyl ether, α-methyl-m-vinylbenzylglycidyl ether, α-methyl-p-vinylbenzylglycidyl ether, 2,3-bis(glycidyl Examples include oxymethylstyrene, 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, and 2,4,6-tris(glycidyloxymethyl)styrene.

[0189] Examples of (b1-2) include vinylcyclohexene monooxide, 1,2-epoxy-4-vinylcyclohexane (e.g., Celoxide 2000; manufactured by Daicel Corporation), 3,4-epoxycyclohexylmethyl (meth)acrylate (e.g., Cyclomer A400; manufactured by Daicel Corporation), 3,4-epoxycyclohexylmethyl (meth)acrylate (e.g., Cyclomer-M100; manufactured by Daicel Corporation), compounds represented by formula (BI), and compounds represented by formula (BII).

[0190] [ka]

[0191] [In formulas (BI) and (BII), R e and R f This 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 with a hydroxyl group. X e and X f This is a single bond, *-R g -, *-R g -O-, *-R g -S- or *-R g Represents -NH- R g This represents an alkanediyl group with 1 to 6 carbon atoms. * represents a bond with O.

[0192] Examples of alkyl groups having 1 to 4 carbon atoms include methyl group, ethyl group, n-propyl group, isopropyl group, n-butyl group, sec-butyl group, and tert-butyl group. Examples of alkyl groups in which a hydrogen atom is substituted with hydroxyl include hydroxymethyl group, 1-hydroxyethyl group, 2-hydroxyethyl group, 1-hydroxypropyl group, 2-hydroxypropyl group, 3-hydroxypropyl group, 1-hydroxy-1-methylethyl group, 2-hydroxy-1-methylethyl group, 1-hydroxybutyl group, 2-hydroxybutyl group, 3-hydroxybutyl group, and 4-hydroxybutyl group. R e and R f Preferably, the group can be 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.

[0193] Examples of alkanediyl groups include methylene, ethylene, propane-1,2-diyl, propane-1,3-diyl, butane-1,4-diyl, pentane-1,5-diyl, and hexane-1,6-diyl. X e and X fPreferably, the bonds include single bonds, methylene groups, ethylene groups, *-CH2-O- and *-CH2CH2-O-, and more preferably, single bonds and *-CH2CH2-O- (* represents a bond with O).

[0194] Compounds represented by formula (BI) include those represented by any of formulas (BI-1) to (BI-15). Among these, compounds represented by formulas (BI-1), (BI-3), (BII-5), (BI-7), (BI-9), or (BI-11) to (BI-15) are preferred, and compounds represented by formulas (BI-1), (BI-7), (BI-9), or (BI-15) are more preferred.

[0195] [ka]

[0196] Compounds represented by formula (BII) include compounds represented by any of formulas (BII-1) to (BII-15). Among these, compounds represented by formulas (BII-1), (BII-3), (BII-5), (BII-7), (BII-9), or (BII-11) to (BII-15) are preferred, and compounds represented by formulas (BII-1), (BII-7), (BII-9), or (BII-15) are more preferred.

[0197] [ka]

[0198] The compound represented by formula (BI) and the compound represented by formula (BII) may be used individually or in combination of two or more. When the compound represented by formula (BI) and the compound represented by formula (BII) are used in combination, their content ratio [compound represented by formula (BI):compound represented by formula (BII)] is preferably 5:95 to 95:5, more preferably 20:80 to 80:20, on a molar basis.

[0199] For (b2), monomers having an oxetanyl group and a (meth)acryloyloxy group are more preferred. Examples of (b2) include 3-methyl-3-(meth)acryloyloxymethyl oxetane, 3-ethyl-3-(meth)acryloyloxymethyl oxetane, 3-methyl-3-(meth)acryloyloxyethyl oxetane, and 3-ethyl-3-(meth)acryloyloxyethyl oxetane.

[0200] For (b3), monomers having a tetrahydrofurfuryl group and a (meth)acryloyloxy group are more preferred. Specifically for (b3), examples include tetrahydrofurfuryl acrylate (e.g., Viscoat V#150, manufactured by Osaka Organic Chemical Industry Co., Ltd.) and tetrahydrofurfuryl methacrylate.

[0201] (b) is preferable because it allows for greater reliability of the heat resistance, chemical resistance, etc., of the resulting color filter. Furthermore, (b1-2) is more preferable because it provides excellent storage stability for the colored curable resin composition.

[0202] Examples of (c) include (meth)acrylic acid ester monomers, unsaturated carboxylic acid esters such as unsaturated dicarboxylic acid esters; vinyl monomers such as vinyl monomers having an unsaturated aliphatic hydrocarbon ring or an aromatic ring; maleimides; and the like. Examples of (meth)acrylic acid ester monomers include (meth)acrylic acid esters having linear or branched aliphatic saturated hydrocarbon groups, 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; (Meth)acrylic acid esters having straight-chain or branched aliphatic unsaturated hydrocarbon groups, such as allyl (meth)acrylate and propargyl (meth)acrylate; Cyclohexyl (meth)acrylate, 2-methylcyclohexyl (meth)acrylate, tricyclo[5.2.1.0 2,6 (Meth)acrylic acid esters having cyclic saturated hydrocarbon groups, such as decane-8-yl(meth)acrylate (commonly known in the relevant technical field as "dicyclopentanyl(meth)acrylate," and sometimes as "tricyclodecyl(meth)acrylate"), isobornyl(meth)acrylate, and adamantyl(meth)acrylate; Tricyclo[5.2.1.0 2,6 (meth)acrylic acid esters having cyclic unsaturated aliphatic hydrocarbon groups, such as decen-8-yl (meth)acrylate (commonly known in the art as "dicyclopentenyl (meth)acrylate") and dicyclopentanyloxyethyl (meth)acrylate; Aromatic ring-containing (meth)acrylic acid esters such as phenyl(meth)acrylate, naphthyl(meth)acrylate, benzyl(meth)acrylate, and phenoxybenzyl(meth)acrylate; Examples include hydroxyl group-containing (meth)acrylic acid esters such as 2-hydroxyethyl (meth)acrylate and 2-hydroxypropyl (meth)acrylate. Examples of unsaturated dicarboxylic acid esters include diethyl maleate, diethyl fumarate, and diethyl itaconate.

[0203] Among these unsaturated carboxylic acid esters, C such as methyl methacrylate and 2-ethylhexyl acrylate 1-10 Alkyl (meth)acrylate; Tricyclo[5.2.1.0 2,6 (meth)acrylic acid esters having cyclic saturated hydrocarbon groups, such as decane-8-yl(meth)acrylate; Tricyclo[5.2.1.0 2,6 (meth)acrylic acid esters having cyclic unsaturated aliphatic hydrocarbon groups, such as decen-8-yl(meth)acrylate; (Meth)acrylic acid esters having aromatic rings, such as benzyl (meth)acrylate and phenoxybenzyl (meth)acrylate, are preferred.

[0204] Examples of vinyl monomers having an unsaturated aliphatic hydrocarbon ring include bicyclo[2.2.1]hept-2-ene (also known 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, and 5-(2'-hydroxy (Tyl)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-di(hydroxymethyl)bicyclo[2.2.1]hept-2-ene, 5,6-di(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-tert-butoxycarbonylbicyclo[2.2.1 Examples of bicyclounsaturated compounds include 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. Examples of vinyl monomers having aromatic rings include styrene-based monomers such as styrene, α-methylstyrene, m-methylstyrene, p-methylstyrene, vinyltoluene, and p-methoxystyrene. Other vinyl monomers include nitrile group-containing monomers such as acrylonitrile and methacrylonitrile; Halogen atom-containing monomers such as vinyl chloride and vinylidene chloride; Examples include acrylamide, methacrylamide, vinyl acetate, 1,3-butadiene, isoprene, and 2,3-dimethyl-1,3-butadiene. Among these vinyl monomers, styrene-based monomers such as styrene and vinyltoluene, and bicyclounsaturated compounds such as bicyclo[2.2.1]hepto-2-ene (also known as 2-norbornene) are preferred from the viewpoint of copolymerization reactivity and heat resistance.

[0205] Examples of maleimides include N-phenylmaleimide, N-cyclohexylmaleimide, N-benzylmaleimide, N-succinimidyl-3-maleimide benzoate, N-succinimidyl-4-maleimide butyrate, N-succinimidyl-6-maleimide caproate, N-succinimidyl-3-maleimide propionate, and N-(9-acridinyl)maleimide. Among these maleimides, maleimides having alicyclic hydrocarbon groups or aromatic hydrocarbon groups, such as N-phenylmaleimide, N-cyclohexylmaleimide, and N-benzylmaleimide, are preferred from the viewpoint of copolymerization reactivity and heat resistance.

[0206] A structural unit obtained by adding (b) to a structural unit derived from (a) is a unit formed by adding (b) to a structural unit derived from (a) that constitutes the main chain of the copolymer, and has a pendant unsaturated group derived from (b). In this structural unit, (a) may be any of the examples above, and (b) may also be any of the examples above. As (a), an unsaturated monocarboxylic acid such as (meth)acrylic acid is preferred. As (b), a monomer (b1) having an oxiranil group and an ethylenically unsaturated bond is preferred, and a monomer (b1-1) having a linear or branched aliphatic unsaturated hydrocarbon structure that has been epoxidized is more preferred.

[0207] A structural unit obtained by adding (a) to a structural unit derived from (b) is a unit formed by adding (a) to a structural unit derived from (b) that constitutes the main chain of the copolymer, and has a pendant unsaturated group derived from (a). In this structural unit, (b) may be any of the examples above, and (a) may also be any of the examples above. As (b), a monomer (b1) having an oxiranyl group and an ethylenically unsaturated bond is preferred, and a monomer (b1-1) having a linear or branched aliphatic unsaturated hydrocarbon structure that has been epoxidized is more preferred. As (a), an unsaturated monocarboxylic acid such as (meth)acrylic acid is preferred.

[0208] A structural unit obtained by adding (a) to a structural unit derived from (b) and further adding a carboxylic acid anhydride is a structural unit in which a hydroxyl group formed by the addition of (a) to a structural unit derived from (b) constituting the main chain of the copolymer is bonded to by the carboxylic acid anhydride through half-esterification, and has a pendant carboxyl group derived from the carboxylic acid anhydride and a pendant unsaturated group derived from (a). In this structural unit, (b) may be any of the above examples, and (a) may also be any of the above examples. As (b), a monomer (b1) having an oxiranil group and an ethylenically unsaturated bond is preferred, and a monomer (b1-1) having a linear or branched aliphatic unsaturated hydrocarbon structure that has been epoxidized is more preferred. As (a), an unsaturated monocarboxylic acid such as (meth)acrylic acid is preferred. Examples of carboxylic acid anhydrides include saturated aliphatic polycarboxylic acid anhydrides such as malonic acid anhydride, succinic acid anhydride, glutaric acid anhydride, and adipic acid anhydride; unsaturated aliphatic polycarboxylic acid anhydrides such as maleic acid anhydride, citraconic acid anhydride, and itaconic acid anhydride; aromatic polycarboxylic acid anhydrides such as 3-vinylphthalic acid anhydride and 4-vinylphthalic acid anhydride; and polycarboxylic acid anhydrides such as alicyclic polycarboxylic acid anhydrides such as 3,4,5,6-tetrahydrophthalic acid anhydride, 1,2,3,6-tetrahydrophthalic acid anhydride, dimethyltetrahydrophthalic acid anhydride, and 5,6-dicarboxybicyclo[2.2.1]hept-2-ene anhydride.

[0209] In resin [K1], the ratio of structural units derived from each is, among all structural units constituting resin [K1], (a) Structural units derived from (a); 2-60 mol% (b) Structural units derived from (b); 40-98 mol% It is preferable that this be the case. (a) Structural units derived from (a); 10-50 mol% (b) Structural units derived from (b); 50-90 mol% It is preferable that it be so. Furthermore, it is preferable that the structural units derived from (c) are substantially omitted. The sum of structural units derived from (a) and structural units derived from (b) is, for example, 90 mol% or more, preferably 95 mol% or more, more preferably 98 mol% or more, and particularly preferably 100 mol% of the total structural units constituting the resin [K1]. When the ratio of structural units of resin [K1] is within the above range, the storage stability of the colored curable resin composition, the developability when forming colored patterns, and the solvent resistance of the resulting color filter tend to be excellent.

[0210] The resin [K1] can be manufactured, for example, by referring to the method described in the literature "Experimental Methods for Polymer Synthesis" (by Takayuki Otsu, published by Kagaku Dojin Co., Ltd., 1st edition, 1st printing, March 1, 1972) and the cited literature.

[0211] Specifically, a method involves placing predetermined amounts of (a) and (b), a polymerization initiator, and a solvent into a reaction vessel, creating a deoxygenated atmosphere by, for example, replacing oxygen with nitrogen, and heating and maintaining the temperature while stirring. The polymerization initiator and solvent used here are not particularly limited and can be those commonly used in the field. For example, examples of polymerization initiators include azo compounds (2,2'-azobisisobutyronitrile, 2,2'-azobis(2,4-dimethylvaleronitrile), etc.) and organic peroxides (benzoyl peroxide, tert-butylperoxy-2-ethylhexanoate, etc.), and the solvent can be any solvent that dissolves each monomer. Examples of solvents include those described later as solvent (E) of the colored curable resin composition of the present invention.

[0212] The resulting copolymer may be used as is after the reaction, or after being concentrated or diluted, or after being extracted as a solid (powder) by methods such as reprecipitation. In particular, by using the solvent contained in the colored curable resin composition of the present invention as the solvent during polymerization, the solution after the reaction can be used directly in the preparation of the colored curable resin composition of the present invention, thereby simplifying the manufacturing process of the colored curable resin composition of the present invention.

[0213] In resin [K2], the ratio of structural units derived from each is, among all structural units constituting resin [K2], (a) Structural units derived from (a); 1-70 mol% (b) Structural units derived from (b); 1-60 mol% (c) Structural units derived from this structure; 20-95 mol% It is preferable that this be the case. (a) Structural units derived from (a); 3-50 mol% (b) Structural units derived from (b); 3-40 mol% (c) Structural units derived from (c); 30-90 mol% It is more preferable that, (a) Structural units derived from (a); 5-40 mol% (b) Structural units derived from (b); 5-30 mol% (c) Structural units derived from (c); 40-80 mol% It is even more preferable that it be so. The sum of structural units derived from (a), (b), and (c) is, for example, 90 mol% or more, preferably 95 mol% or more, more preferably 98 mol% or more, and particularly preferably 100 mol% of the total structural units constituting the resin [K2]. When the ratio of structural units of resin [K2] is within the above range, the colored curable resin composition tends to have excellent storage stability, developability when forming colored patterns, and solvent resistance, heat resistance, and mechanical strength of the resulting color filter.

[0214] In resin [K2], (a) is preferably an unsaturated monocarboxylic acid such as (meth)acrylic acid. For (b), a monomer (b1) having an oxiranil group and an ethylenically unsaturated bond is preferred, and a monomer (b1-2) having a structure in which an alicyclic unsaturated hydrocarbon is epoxidized is more preferred. For (c), (meth)acrylic acid esters having a cyclic unsaturated aliphatic hydrocarbon group, (meth)acrylic acid esters having an aromatic ring, and dicarbonylimide derivatives are preferred.

[0215] Resin [K2] can be manufactured, for example, in the same manner as described as the method for manufacturing resin [K1].

[0216] In resin [K3], the ratio of structural units derived from each is, among all structural units constituting resin [K3], (a) Structural units derived from (a); 2-60 mol% (c) Structural units derived from (c); 40-98 mol% It is preferable that this be the case. (a) Structural units derived from (a); 10-50 mol% (c) Structural units derived from (c); 50-90 mol% It is more preferable that, (a) Structural units derived from (a); 35-45 mol% (c) Structural units derived from (c); 55-65 mol% It is even more preferable that it be so. Furthermore, it is preferable that the structural units derived from (b) are substantially omitted. The sum of structural units derived from (a) and structural units derived from (c) is, for example, 90 mol% or more, preferably 95 mol% or more, more preferably 98 mol% or more, and particularly preferably 100 mol% of the total structural units constituting the resin [K3].

[0217] In resin [K3], (a) is preferably an unsaturated monocarboxylic acid such as (meth)acrylic acid. (c) is preferably (meth)acrylic acid esters having an aromatic ring. Resin [K3] can be manufactured, for example, in the same manner as described as the method for manufacturing resin [K1].

[0218] In resin [K4], the ratio of structural units derived from each is, among all structural units constituting resin [K4], (a) Structural units derived from (b) (without addition); 1-60 mol% A structural unit obtained by adding (b) to a structural unit derived from (a); 1-50 mol% (c) Structural units derived from (c); 30-90 mol% It is preferable that this be the case. (a) Structural units derived from (b) (without addition); 5-50 mol% A structural unit obtained by adding (b) to a structural unit derived from (a); 5-40 mol% (c) Structural units derived from (c); 35-80 mol% It is more preferable that, (a) Structural units derived from (b) (without addition); 10-40 mol% A structural unit obtained by adding (b) to a structural unit derived from (a); 10-25 mol% (c) Structural units derived from this structure; 40-75 mol% It is even more preferable that it be so. The sum of structural units derived from (a) (without (b) added), structural units derived from (a) with (b) added, and structural units derived from (c) is, for example, 90 mol% or more, preferably 95 mol% or more, more preferably 98 mol% or more, and particularly preferably 100 mol% of the total structural units constituting the resin [K4].

[0219] As structural units derived from (a) (without (b) being added), structural units derived from unsaturated monocarboxylic acids such as (meth)acrylic acid are preferred. As structural units obtained by adding (b) to structural units derived from (a), structural units obtained by adding a monomer (b1-1) having a linear or branched aliphatic unsaturated hydrocarbon structure to a structural unit derived from an unsaturated monocarboxylic acid such as (meth)acrylic acid are preferred. As structural units derived from (c), one or more selected from (meth)acrylic acid esters having linear or branched aliphatic saturated hydrocarbon groups, (meth)acrylic acid esters having cyclic saturated hydrocarbon groups, (meth)acrylic acid esters having aromatic rings, bicyclounsaturated compounds, and styrene monomers are preferred, and two or more are more preferred. When (c) has two constituent units derived from (c), it is preferable to select two from unsaturated carboxylic acid esters such as (meth)acrylic acid esters, (meth)acrylic acid esters having a cyclic saturated hydrocarbon group, and (meth)acrylic acid esters having an aromatic ring, and to select two or more from bicyclounsaturated compounds and vinyl monomers such as styrene monomers.

[0220] The resin [K4] can be produced by obtaining a copolymer of (a) and (c), and adding the cyclic ether having 2 to 4 carbon atoms of (b) to the carboxylic acid and / or carboxylic acid anhydride of (a). First, a copolymer of (a) and (c) is produced in the same manner as described in the method for producing resin [K1]. In this case, it is preferable that the ratio of structural units derived from each is the same as that given for resin [K3].

[0221] Next, a portion of the carboxylic acid and / or carboxylic acid anhydride derived from (a) in the copolymer is reacted with a cyclic ether having 2 to 4 carbon atoms that (b) possesses. Following the production of the copolymer of (a) and (c), the atmosphere inside the flask is replaced from nitrogen to air, and (b), a reaction catalyst for the reaction between a carboxylic acid or carboxylic acid anhydride and a cyclic ether (e.g., tris(dimethylaminomethyl)phenol, triphenylphosphine, etc.) and a polymerization inhibitor (e.g., hydroquinone, methoquinone, 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]. The amount of (b) used is preferably 5 to 80 moles, more preferably 10 to 75 moles, per 100 moles of (a). This range tends to result in a good balance of storage stability of the colored curable resin composition, developability when forming patterns, and solvent resistance, heat resistance, mechanical strength, and sensitivity of the resulting patterns. The amount of the reaction catalyst used is preferably 0.001 to 5 parts by mass per 100 parts by mass of the total amount of (a), (b), and (c). The amount of the polymerization inhibitor used is preferably 0.001 to 5 parts by mass per 100 parts by mass of the total amount of (a), (b), and (c). The reaction conditions, such as the preparation method, reaction temperature, and time, can be adjusted as appropriate, taking into account the manufacturing equipment and the amount of heat generated by polymerization. Similarly, the preparation method and reaction temperature can be adjusted as appropriate, taking into account the manufacturing equipment and the amount of heat generated by polymerization.

[0222] In resin [K4'], the ratio of structural units derived from each is, among all structural units constituting resin [K4'], A structural unit obtained by adding (b) to a structural unit derived from (a); 5-95 mol% (c) Structural units derived from (c); 5-95 mol% It is preferable that this be the case. A structural unit obtained by adding (b) to a structural unit derived from (a); 15-90 mol% (c) Structural units derived from (c); 10-85 mol% It is more preferable that, A structural unit obtained by adding (b) to a structural unit derived from (a); 20-80 mol% (c) Structural units derived from (c); 20-80 mol% It is even more preferable that it be so. Furthermore, structural units derived from (a) but without (b) attached are not substantially included. The sum of structural units derived from (a) with (b) added, and structural units derived from (c), is, for example, 90 mol% or more, preferably 95 mol% or more, more preferably 98 mol% or more, and particularly preferably 100 mol% of the total structural units constituting the resin [K4'].

[0223] As a structural unit obtained by adding (b) to a structural unit derived from (a), a preferred structural unit is one obtained by adding a monomer (b1-1) having a linear or branched aliphatic unsaturated hydrocarbon structure to a structural unit derived from an unsaturated monocarboxylic acid such as (meth)acrylic acid. As a structural unit derived from (c), one or more selected from (meth)acrylic acid esters having linear or branched aliphatic saturated hydrocarbon groups and (meth)acrylic acid esters having cyclic saturated hydrocarbon groups are preferred, and two or more are more preferred. The resin [K4'] may be prepared by referring to the above method for producing resin [K4], and the amount of (b) used is preferably 100 moles or more, and more preferably 100 moles, per 100 moles of (a).

[0224] In resin [K5], the ratio of structural units derived from each is, among all structural units constituting resin [K5], (b) Structural units derived from (a) (without addition of (a)); 0-30 mol% Structural units obtained by adding (a) to structural units derived from (b); 5-95 mol% (c) Structural units derived from (c); 5-95 mol% It is preferable that this be the case. (b) Structural units derived from (a) (without addition); 0-10 mol% Structural units obtained by adding (a) to structural units derived from (b); 15-90 mol% (c) Structural units derived from (c); 10-85 mol% It is more preferable that, (b) Structural units derived from (a) (without addition); 0-5 mol% Structural units obtained by adding (a) to structural units derived from (b); 20-80 mol% (c) Structural units derived from (c); 20-80 mol% It is even more preferable that this be the case. The sum of structural units derived from (b) (without (a) added), structural units derived from (b) with (a) added, and structural units derived from (c) is, for example, 90 mol% or more, preferably 95 mol% or more, more preferably 98 mol% or more, and particularly preferably 100 mol% of the total structural units constituting the resin [K5].

[0225] As structural units derived from (b) (without (a) attached), structural units derived from monomers (b1-1) having a linear or branched aliphatic unsaturated hydrocarbon structure that has been epoxidized are preferred. As structural units obtained by attaching (a) to structural units derived from (b), structural units obtained by attaching an unsaturated monocarboxylic acid such as (meth)acrylic acid to structural units derived from monomers (b1-1) having a linear or branched aliphatic unsaturated hydrocarbon structure that has been epoxidized are preferred. As structural units derived from (c), one or more selected from (meth)acrylic acid esters having linear or branched aliphatic saturated hydrocarbon groups and (meth)acrylic acid esters having cyclic saturated hydrocarbon groups are preferred, and two or more are more preferred.

[0226] As a first step, resin [K5] is produced in the same manner as the production method for resin [K1] described above to obtain a copolymer of (b) and (c). As described above, the obtained copolymer may be used as is after the reaction, or a concentrated or diluted solution may be used, or it may be used after being extracted as a solid (powder) by methods such as reprecipitation. The ratios of structural units derived from (b) and (c) are, in relation to the total number of moles of all structural units constituting the copolymer, respectively: (b) Structural units derived from (b); 5-95 mol% (c) Structural units derived from (c); 5-95 mol% It is preferable that this be the case. (b) Structural units derived from (b); 10-90 mol% (c) Structural units derived from (c); 10-90 mol% It is preferable that it be so.

[0227] Furthermore, resin [K5] can be obtained by reacting a cyclic ether derived from (b) in a copolymer of (b) and (c) with a carboxylic acid or carboxylic acid anhydride from (a) under the same conditions as for the production of resin [K4] or resin [K4']. The amount of (a) used to react with the copolymer is preferably 5 to 100 moles, and more preferably 60 to 100 moles, per 100 moles of (b). Since the cyclic ether is highly reactive and unreacted (b) is less likely to remain, (b1) is preferred as the (b) used in the resin [K5], and (b1-1) is even more preferred.

[0228] In resin [K6], the ratio of structural units derived from each is, among all structural units constituting resin [K6], (b) Structural units derived from (a) (without addition of (a)); 0-30 mol% (b) is a structural unit to which (a) is added (no carboxylic acid anhydride is added); 5-70 mol% A structural unit obtained by adding (a) to a structural unit derived from (b), and then adding a carboxylic acid anhydride; 10-80 mol% (c) Structural units derived from (c); 10-60 mol% It is preferable that this be the case. (b) Structural units derived from (a) (without addition); 0-10 mol% (b) is a structural unit to which (a) is added (no carboxylic acid anhydride is added); 10-50 mol% A structural unit obtained by adding (a) to a structural unit derived from (b), and then adding a carboxylic acid anhydride; 25-60 mol% (c) Structural units derived from (c); 15-50 mol% It is more preferable that, (b) Structural units derived from (a) (without addition); 0-5 mol% (b) is a structural unit to which (a) is added (no carboxylic acid anhydride is added); 15-35 mol% A structural unit obtained by adding (a) to a structural unit derived from (b), and then adding a carboxylic acid anhydride; 35-55 mol% (c) Structural units derived from this structure; 20-40 mol% It is even more preferable that it be so.

[0229] The sum of structural units derived from (b) (without (a) added), structural units obtained by adding (a) to structural units derived from (b) (without carboxylic acid anhydride added), structural units obtained by adding (a) to structural units derived from (b) and further adding carboxylic acid anhydride, and structural units derived from (c) is, for example, 90 mol% or more, preferably 95 mol% or more, more preferably 98 mol% or more, and particularly preferably 100 mol% of the total structural units constituting the resin [K6].

[0230] As a structural unit derived from (b) (without (a) being added), a structural unit derived from a monomer (b1-1) having a linear or branched aliphatic unsaturated hydrocarbon structure that has been epoxidized is preferred. As a structural unit obtained by adding (a) to a structural unit derived from (b) (without carboxylic acid anhydride being added), 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 linear or branched aliphatic unsaturated hydrocarbon structure that has been epoxidized is preferred. As a structural unit obtained by adding (a) to a structural unit derived from (b) and further adding a carboxylic acid 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 linear or branched aliphatic unsaturated hydrocarbon structure that has been epoxidized is preferred, and further adding a saturated aliphatic polycarboxylic acid anhydride such as succinic anhydride is preferred. The structural unit derived from (c) is preferably one or more selected from (meth)acrylic acid esters having a linear or branched aliphatic saturated hydrocarbon group and (meth)acrylic acid esters having a cyclic saturated hydrocarbon group, and more preferably two or more.

[0231] As a first step, resin [K6] is produced in the same manner as the production method for resin [K1] described above to obtain a copolymer of (b) and (c). As described above, the obtained copolymer may be used as is after the reaction, or a concentrated or diluted solution may be used, or it may be used after being extracted as a solid (powder) by methods such as reprecipitation. The ratios of structural units derived from (b) and (c) are, in relation to the total number of moles of all structural units constituting the copolymer, respectively: (b) Structural units derived from (b); 5-95 mol% (c) Structural units derived from (c); 5-95 mol% It is preferable that this be the case. (b) Structural units derived from (b); 10-90 mol% (c) Structural units derived from (c); 10-90 mol% It is preferable that it be so.

[0232] Furthermore, under the same conditions as for the production of resin [K4], the cyclic ether derived from (b) in the copolymer of (b) and (c) is reacted with the carboxylic acid or carboxylic acid anhydride of (a). The amount of (a) used is preferably 80 to 100 moles per 100 moles of (b).

[0233] The hydroxyl group generated by the reaction of the cyclic ether with the carboxylic acid or carboxylic acid anhydride of (a) is reacted with the carboxylic acid anhydride. The amount of carboxylic acid anhydride used is preferably 0.05 to 1 mole, more preferably 0.10 to 0.8 moles, and even more preferably 0.13 to 0.7 moles, relative to 1 mole of (a) used (in other words, 1 mole of hydroxyl groups produced by the use of (a)).

[0234] Specifically, resin (B) is 3,4-epoxycyclohexylmethyl(meth)acrylate / (meth)acrylic acid copolymer, 3,4-epoxytricyclo[5.2.1.0 2,6 ] Resins such as decyl (meth)acrylate / (meth)acrylic acid copolymer [K1]; 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 (meth)acrylate / (meth)acrylic acid / N-cyclohexyl maleimide copolymer, 3,4-epoxytricyclo[5.2.1.0 2,6 Decyl (meth)acrylate / (meth)acrylic acid / N-cyclohexyl maleimide / tricyclo[5.2.1.0 2,6 ] Decen-8-yl (meth)acrylate copolymer, 3,4-epoxytricyclo[5.2.1.0 2,6 Decyl (meth)acrylate / (meth)acrylic acid / benzyl (meth)acrylate copolymer, 3,4-epoxytricyclo[5.2.1.0 2,6] Resins such as decyl (meth)acrylate / (meth)acrylic acid / phenoxybenzyl (meth)acrylate copolymer, 3-methyl-3-(meth)acryloyloxymethyl oxetane / (meth)acrylic acid / styrene copolymer [K2]; Resins such as benzyl (meth)acrylate / (meth)acrylic acid copolymers and styrene / (meth)acrylic acid copolymers [K3]; Resins such as those obtained by adding glycidyl (meth)acrylate to some of the carboxylic acid groups of a benzyl (meth)acrylate / (meth)acrylic acid copolymer, resins obtained by adding glycidyl (meth)acrylate to some of the carboxylic acid groups of a tricyclodecyl (meth)acrylate / styrene / (meth)acrylic acid copolymer, resins obtained by adding glycidyl (meth)acrylate to some of the carboxylic acid groups of a tricyclodecyl (meth)acrylate / benzyl (meth)acrylate / (meth)acrylic acid copolymer, resins obtained by adding glycidyl (meth)acrylate to some of the carboxylic acid groups of a norbornene / vinyltoluene / (meth)acrylic acid copolymer, and resins obtained by adding glycidyl (meth)acrylate to some of the carboxylic acid groups of a norbornene / styrene / (meth)acrylic acid copolymer [K4]; Resins such as resins obtained by reacting a tricyclodecyl (meth)acrylate / (meth)acrylic acid copolymer with glycidyl (meth)acrylate, and resins obtained by reacting a tricyclodecyl (meth)acrylate / styrene / (meth)acrylic acid copolymer with glycidyl (meth)acrylate [K4']; Resins such as resins obtained by reacting a copolymer of tricyclodecyl (meth)acrylate / glycidyl (meth)acrylate with (meth)acrylic acid, and resins obtained by reacting a copolymer of tricyclodecyl (meth)acrylate / styrene / glycidyl (meth)acrylate with (meth)acrylic acid [K5]; Examples of resins include those obtained by reacting a tricyclodecyl (meth)acrylate / glycidyl (meth)acrylate copolymer with (meth)acrylic acid and then reacting that with tetrahydrophthalic anhydride; a resin obtained by reacting a 2-ethylhexyl (meth)acrylate / tricyclodecyl (meth)acrylate / glycidyl (meth)acrylate copolymer with (meth)acrylic acid and then reacting that with succinic anhydride; and a resin obtained by reacting a methyl (meth)acrylate / 2-ethylhexyl (meth)acrylate / tricyclodecyl (meth)acrylate / glycidyl (meth)acrylate copolymer with (meth)acrylic acid and then reacting that with succinic anhydride [K6].

[0235] Resin (B) may be used alone or in combination of two or more types. Preferably, resin (B) is at least one selected from resins [K1], [K2], [K4], and [K6], with resin [K2] being more preferred.

[0236] The weight-average molecular weight of resin (B) in terms of polystyrene is preferably 3,000 to 100,000, more preferably 5,000 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 areas in the developer is good, and the resolution of the color pattern tends to improve. The degree of dispersion of resin (B) [weight-average molecular weight (Mw) / number-average molecular weight (Mn)] is preferably 1.1 to 6, and more preferably 1.2 to 4.

[0237] The acid value of resin (B) is preferably 20 to 170 mg-KOH / g, more preferably 50 to 150 mg-KOH / g, and even more preferably 80 to 135 mg-KOH / g, based on solid content. Here, the acid value is measured as the amount of potassium hydroxide (mg) required to neutralize 1 g of resin (B), and can be determined, for example, by titration using an aqueous potassium hydroxide solution.

[0238] The content of resin (B) is preferably 5 to 60% by mass, more preferably 10 to 55% by mass, and even more preferably 14 to 45% by mass, relative to the total amount of solids in the colored curable resin composition. When the content of resin (B) is within the above range, the resolution of the colored pattern and the residual film rate tend to improve.

[0239] <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 include compounds having polymerizable ethylenically unsaturated bonds, and is preferably a (meth)acrylic acid ester compound.

[0240] In particular, 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., tripenta Erythritol 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), alkyleneglyc Ethylene glycol-modified pentaerythritol poly(meth)acrylate (e.g., ethylene glycol-modified pentaerythritol tetra(meth)acrylate, propylene glycol-modified pentaerythritol tri(meth)acrylate, propylene glycol-modified pentaerythritol tetra(meth)acrylate), alkylene glycol-modified dipentaerythritol poly(meth)acrylate (e.g., ethylene glycol-modified dipentaerythritol penta(meth)acrylate, ethylene glycol-modified dipentaerythritol Slytol hexa(meth)acrylate, propylene glycol-modified dipentaerythritol penta(meth)acrylate, propylene glycol-modified 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.,Examples include caprolactone-modified dipentaerythritol penta(meth)acrylate and caprolactone-modified dipentaerythritol hexa(meth)acrylate.

[0241] Since development residue can be reduced, the polymerizable compound (C) preferably contains alkylene glycol-modified dipentaerythritol poly(meth)acrylate. Preferably the alkylene glycol-modified dipentaerythritol poly(meth)acrylate is ethylene glycol-modified dipentaerythritol penta(meth)acrylate, ethylene glycol-modified dipentaerythritol hexa(meth)acrylate, propylene glycol-modified dipentaerythritol penta(meth)acrylate, propylene glycol-modified dipentaerythritol hexa(meth)acrylate, more preferably ethylene glycol-modified dipentaerythritol penta(meth)acrylate, ethylene glycol-modified dipentaerythritol hexa(meth)acrylate, and even more preferably ethylene glycol-modified dipentaerythritol pentaacrylate and ethylene glycol-modified dipentaerythritol hexaacrylate.

[0242] The hydroxyl value of alkylene glycol-modified dipentaerythritol poly(meth)acrylate is, for example, 1 to 50 mg-KOH / g, preferably 1 to 30 mg-KOH / g, and more preferably 1 to 20 mg-KOH / g.

[0243] The number of alkylene glycol units in alkylene glycol-modified dipentaerythritol poly(meth)acrylate is, for example, 6 to 30, preferably 8 to 25, and more preferably 10 to 20.

[0244] The content of polymerizable compound (C) is, for example, 5 to 65% by mass, preferably 6 to 50% by mass, and more preferably 8 to 30% by mass, relative to the total amount of solids in the colored curable resin composition. When the content of polymerizable compound (C) is within the above range, the residual film rate when forming the colored pattern and the chemical resistance of the color filter tend to improve.

[0245] <Polymerization initiator (D)> The polymerization initiator (D) is not particularly limited as long as it is a compound that generates active radicals, acids, etc., upon the action of light or heat and can initiate polymerization; any known polymerization initiator can be used.

[0246] Examples of polymerization initiators that generate active radicals include O-acyloxime compounds, alkylphenone compounds, triazine compounds, acylphosphine oxide compounds, and biimidazole compounds.

[0247] The O-acyloxime compound is a compound having a substructure represented by formula (d1). Hereinafter, * represents a bond.

[0248] [ka]

[0249] Examples of the O-acyloxime compounds 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-cyclopentylpropane-1-one-2-imine, N-acetoxy-1-[9-ethyl-6-(2-methylbenzoyl)-9H-carbazole-3-yl]ethane-1-imine, N-acetoxy-1-[9-ethyl-6-{2-methyl-4-(3,3-dimethyl-2,4-dioxacyclopentanylmethyloxy)benzoyl}-9H-carbazole-3-yl]ethane-1-imine, N- Examples include acetoxy-1-[9-ethyl-6-(2-methylbenzoyl)-9H-carbazole-3-yl]-3-cyclopentylpropan-1-imine, N-benzoyloxy-1-[9-ethyl-6-(2-methylbenzoyl)-9H-carbazole-3-yl]-3-cyclopentylpropan-1-one-2-imine, N-acetyloxy-1-[4-(2-hydroxyethyloxy)phenylsulfanylphenyl]propan-1-one-2-imine, N-acetyloxy-1-(4-phenylsulfanylphenyl)-3-cyclohexylpropan-1-one-2-imine, and 2-[(acetyloxy)imino]-3-cyclohexyl-1-[4-(phenylsulfanyl)phenyl]propan-1-one. 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, PBG-329 (all manufactured by Changzhou Strong Electronic New Materials Co., Ltd.) may also be used.Among them, O-acyloxime compounds include N-acetyloxy-1-[4-(2-hydroxyethyloxy)phenylsulfanylphenyl]propan-1-one-2-imine, N-acetyloxy-1-(4-phenylsulfanylphenyl)-3-cyclohexylpropan-1-one-2-imine, 2-[(acetyloxy)imino]-3-cyclohexyl-1-[4-(phenylsulfanyl)phenyl]propan-1-one, N-benzoyloxy-1-(4-phenylsulfanylphenyl)butan-1-one-2-imine, and N-benzoyloxy-1-(4-phenylsulfanylphenyl)octane-1- At least one selected from the group consisting of on-2-imine and N-benzoyloxy-1-(4-phenylsulfanylphenyl)-3-cyclopentylpropane-1-on-2-imine is preferred, and 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)octan-1-on-2-imine, and N-acetyloxy-1-(4-phenylsulfanylphenyl)-3-cyclohexylpropane-1-on-2-imine is more preferred. These O-acyloxime compounds tend to yield high-brightness color filters.

[0250] The alkylphenone compound is preferably a compound having a substructure represented by formula (d2) or formula (d3). In these substructures, the benzene ring may have substituents.

[0251] [ka]

[0252] Examples of compounds having the substructure represented by formula (d2) include 2-methyl-2-morpholino-1-(4-methylsulfanylphenyl)propan-1-one, 2-dimethylamino-1-(4-morpholinophenyl)-2-benzylbutan-1-one, and 2-(dimethylamino)-2-[(4-methylphenyl)methyl]-1-[4-(4-morpholinyl)phenyl]butan-1-one. Commercially available products such as Irgacure 369, 907, and 379 (all manufactured by BASF) may also be used.

[0253] Examples of compounds having the substructure represented by formula (d3) include 2-hydroxy-2-methyl-1-phenylpropan-1-one, 2-hydroxy-2-methyl-1-[4-(2-hydroxyethoxy)phenyl]propan-1-one, 1-hydroxycyclohexylphenyl ketone, oligomer of 2-hydroxy-2-methyl-1-(4-isopropenylphenyl)propan-1-one, α,α-diethoxyacetophenone, and benzyldimethyl ketal. In terms of sensitivity, alkylphenone compounds having the substructure represented by formula (d2) are preferred.

[0254] Examples of the aforementioned triazine compounds 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-methoxystyryl)-1,3,5-triazine, and 2,4-bis(trichloromethyl)-6-[ Examples include 2-(5-methylfuran-2-yl)ethenyl]-1,3,5-triazine, 2,4-bis(trichloromethyl)-6-[2-(furan-2-yl)ethenyl]-1,3,5-triazine, 2,4-bis(trichloromethyl)-6-[2-(4-diethylamino-2-methylphenyl)ethenyl]-1,3,5-triazine, and 2,4-bis(trichloromethyl)-6-[2-(3,4-dimethoxyphenyl)ethenyl]-1,3,5-triazine.

[0255] Examples of the aforementioned acylphosphine oxide compound include 2,4,6-trimethylbenzoyldiphenylphosphine oxide. Commercially available products such as Irgacure® 819 (manufactured by BASF) may also be used.

[0256] Examples of the biimidazole compounds 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 Publication No. 6-75372, Japanese Patent Publication No. 6-75373, etc.), 2,2'-bis(2-chlorophenyl)-4,4',5,5'-tetraphenylbiimidazole, and 2,2'-bis(2-chlorophenyl)-4,4',5,5'-tetra(alkoxyphen Examples include (nyl)biimidazole, 2,2'-bis(2-chlorophenyl)-4,4',5,5'-tetra(dialkoxyphenyl)biimidazole, 2,2'-bis(2-chlorophenyl)-4,4',5,5'-tetra(trialkoxyphenyl)biimidazole (see, for example, Japanese Patent Publication No. 48-38403, Japanese Patent Application Publication No. 62-174204, etc.), and biimidazole compounds in which the phenyl group at the 4,4',5,5'-position is substituted with a carboalkoxy group (see, for example, Japanese Patent Application Publication No. 7-10913, etc.).

[0257] Furthermore, examples of polymerization initiators (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, o-benzoyl methyl benzoate, 4-phenylbenzophenone, 4-benzoyl-4'-methyldiphenyl sulfide, 3,3',4,4'-tetra(tert-butylperoxycarbonyl)benzophenone, and 2,4,6-trimethylbenzophenone; quinone compounds such as 9,10-phenanthrenequinone, 2-ethylanthraquinone, and camphorquinone; and 10-butyl-2-chloroacridone, benzyl, methyl phenylglyoxylate, and titanocene compounds. These are preferably used in combination with polymerization initiators (D1) (especially amine compounds) described later.

[0258] Examples of polymerization initiators that generate acids include onium salts such as 4-hydroxyphenyldimethylsulfonium p-toluenesulfonate, 4-hydroxyphenyldimethylsulfonium hexafluoroantimonate, 4-acetoxyphenyldimethylsulfonium p-toluenesulfonate, 4-acetoxyphenylmethylbenzylsulfonium hexafluoroantimonate, triphenylsulfonium p-toluenesulfonate, triphenylsulfonium hexafluoroantimonate, diphenyliodonium p-toluenesulfonate, and diphenyliodonium hexafluoroantimonate, as well as nitrobenzyl tosylates and benzoin tosylates.

[0259] The polymerization initiator (D) preferably contains at least one selected from the group consisting of O-acyloxime compounds, alkylphenone compounds, triazine compounds, acylphosphine oxide compounds, and biimidazole compounds, and more preferably contains an O-acyloxime compound. The content of the O-acyloxime compound in 100% by mass of the polymerization initiator (D) is, for example, 30 to 100% by mass, preferably 50% by mass or more, more preferably 80% by mass or more, and even more preferably 90% by mass or more.

[0260] The content of the polymerization initiator (D) is preferably 0.1 to 30 parts by mass, more preferably 1 to 20 parts by mass, and even more preferably 2 to 10 parts by mass, based on 100 parts by mass of the total amount of resin (B) and polymerizable compound (C). When the content of the polymerization initiator (D) is within the above range, sensitivity tends to increase and exposure time is shortened, thus improving the productivity of color filters.

[0261] <Polymerization initiator (D1)> The colored curable resin composition of the present invention may further contain a polymerization initiator (D1). The polymerization initiator (D1) is a compound or sensitizer used to promote the polymerization of a polymerizable compound whose polymerization has been initiated by a polymerization initiator. Examples of polymerization initiators (D1) include amine compounds, alkoxyanthracene compounds, thioxanthone compounds, and carboxylic acid compounds.

[0262] Examples of the amine compounds include triethanolamine, methyldiethanolamine, triisopropanolamine, methyl 4-dimethylaminobenzoate, ethyl 4-dimethylaminobenzoate, isoamyl 4-dimethylaminobenzoate, 2-dimethylaminoethyl benzoate, 2-ethylhexyl 4-dimethylaminobenzoate, N,N-dimethylparatoluidine, 4,4'-bis(dimethylamino)benzophenone (commonly known as Michla's ketone), 4,4'-bis(diethylamino)benzophenone, and 4,4'-bis(ethylmethylamino)benzophenone, with 4,4'-bis(diethylamino)benzophenone being preferred. Commercial products such as EAB-F (manufactured by Hodogaya Chemical Co., Ltd.) may also be used.

[0263] Examples of the alkoxyanthracene compounds 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.

[0264] Examples of the thioxanthone compounds include 2-isopropylthioxanthone, 4-isopropylthioxanthone, 2,4-diethylthioxanthone, 2,4-dichlorothioxanthone, and 1-chloro-4-propoxythioxanthone.

[0265] Examples of the carboxylic acid compounds 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, naphthoxyacetic acid, and the like.

[0266] When these polymerization initiators (D1) are used, their content 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 resin (B) and polymerizable compound (C). When the amount of polymerization initiator (D1) is within this range, it is possible to form a colored pattern with even higher sensitivity, and the productivity of color filters tends to improve.

[0267] <Solvent (E)> The solvent (E) is not particularly limited, and any solvent commonly used in the art may be used. Examples include ester solvents (solvents containing -COO- but not -O-), ether solvents (solvents containing -O- but not -COO-), ether ester solvents (solvents containing both -COO- and -O-), ketone solvents (solvents containing both -CO- and -COO-), alcohol solvents (solvents containing OH but not -O-, -CO-, and -COO-), aromatic hydrocarbon solvents, amide solvents, dimethyl sulfoxides, and the like.

[0268] Examples of ester solvents include methyl lactate, ethyl lactate, butyl lactate, methyl 2-hydroxyisobutanoate, ethyl acetate, n-butyl acetate, isobutyl acetate, pentyl formate, isopentyl acetate, butyl propionate, isopropyl butyrate, ethyl butyrate, butyl butyrate, methyl pyruvate, ethyl pyruvate, propyl pyruvate, methyl acetoacetate, ethyl acetoacetate, cyclohexanol acetate, and γ-butyrolactone.

[0269] Examples of ether solvents 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-dioxane, diethylene glycol dimethyl ether, diethylene glycol diethyl ether, diethylene glycol methyl ethyl ether, diethylene glycol dipropyl ether, diethylene glycol dibutyl ether, anisole, phenethole, and methylanisole.

[0270] Examples of ether ester solvents 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, 2-ethoxypropionate Examples include ethyl xy-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.

[0271] Examples of ketone solvents include 4-hydroxy-4-methyl-2-pentanone (diacetone alcohol), acetone, 2-butanone, 2-heptanone, 3-heptanone, 4-heptanone, 4-methyl-2-pentanone, cyclopentanone, cyclohexanone, and isophorone.

[0272] Examples of alcoholic solvents include methanol, ethanol, propanol, butanol, hexanol, cyclohexanol, ethylene glycol, propylene glycol, and glycerin.

[0273] Examples of aromatic hydrocarbon solvents include benzene, toluene, xylene, and mesitylene.

[0274] Examples of amide solvents include N,N-dimethylformamide, N,N-dimethylacetamide, and N-methylpyrrolidone.

[0275] Of the above solvents, organic solvents with a boiling point of 120°C or higher and 180°C or lower at 1 atm are preferred from the viewpoint of applicability and drying properties. As the solvent, at least one selected from the group consisting of 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 is preferred, and at least one selected from the group consisting of propylene glycol monomethyl ether acetate, propylene glycol monomethyl ether, 4-hydroxy-4-methyl-2-pentanone, ethyl lactate, and ethyl 3-ethoxypropionate is more preferred.

[0276] Furthermore, it is also preferable to use a combination of ether solvents and ether ester solvents as solvent (E). In this case, C is used as the ether solvent. 2-3 Alkylene glycol mono C 1-4 Alkyl ethers are preferred, and propylene glycol monoC 1-4 Alkyl ethers are more preferred. Also, as an ether ester solvent, C 2-3 Alkylene glycol mono C 1-4 Alkyl ether acetate is preferred, and propylene glycol monoC 1-4 Alkyl ether acetate is more preferred.

[0277] The solvent (E) content is preferably 70 to 95% by mass, more preferably 73 to 92% by mass, and even more preferably 76 to 89% by mass, relative to the total amount of the colored curable resin composition. In other words, the solid content of the colored curable resin composition is preferably 5 to 30% by mass, more preferably 8 to 27% by mass, and even more preferably 11 to 24% by mass. When the solvent (E) content is within the above range, the flatness during coating is good, and when a color filter is formed, there is no shortage of color density, which tends to result in good display characteristics and sensitivity.

[0278] <Leveling agent (F)> Examples of leveling agents (F) include silicone-based surfactants, fluorine-based surfactants, and silicone-based surfactants containing fluorine atoms. These may have polymerizable groups in their side chains.

[0279] Examples of silicone-based surfactants include surfactants that have siloxane bonds in their molecules. Specifically, examples include Toray Silicone DC3PA, SH7PA, DC11PA, SH21PA, SH28PA, SH29PA, SH30PA, SH8400 (product name: manufactured by Toray Dow Corning Co., Ltd.), KP321, KP322, KP323, KP324, KP326, KP340, 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).

[0280] Examples of the aforementioned fluorine-based surfactants include surfactants having fluorocarbon chains in their molecules. Specifically, these include Florard® FC430, FC431 (manufactured by Sumitomo 3M Co., Ltd.), Megafac® F142D, F171, F172, F173, F177, F183, F554, R30, RS-718-K (manufactured by DIC Corporation), F-Top® EF301, EF303, EF351, EF352 (manufactured by Mitsubishi Materials Electronic Chemicals Co., Ltd.), Surflon® S381, S382, SC101, SC105 (manufactured by AGC Inc. (formerly Asahi Glass Co., Ltd.)), and E5844 (manufactured by Daikin Fine Chemical Laboratories, Inc.).

[0281] Examples of silicone-based surfactants containing fluorine atoms include surfactants having siloxane bonds and fluorocarbon chains in their molecules. Specifically, examples include Megafac® R08, BL20, F475, F477, and F443 (manufactured by DIC Corporation).

[0282] The content of the leveling agent (F) is preferably 0.001 to 0.2% by mass, more preferably 0.002 to 0.1% by mass, and even more preferably 0.005 to 0.05% by mass, relative to the total amount of the colored curable resin composition. Note that this content does not include the content of the pigment dispersant mentioned above. When the content of the leveling agent (F) is within the above range, the flatness of the color filter can be improved.

[0283] <Other ingredients> The colored curable resin composition may optionally contain additives known in the art, such as fillers, other polymer compounds, adhesion promoters, antioxidants, light stabilizers, and chain transfer agents.

[0284] <Method for producing a colored curable resin composition> A colored curable resin composition can be prepared, for example, by mixing a colorant (A), a resin (B), a polymerizable compound (C), a polymerization initiator (D), and, if necessary, a solvent (E), a leveling agent (F), a polymerization initiator aid (D1), and other components. The mixed colored curable resin composition may be filtered through a filter with a pore size of approximately 0.01 to 10 μm.

[0285] As described above, the colorant (A) may be used as a uniformly dispersed colorant dispersion in a solution by dispersing it with a pigment dispersant. The desired colored curable resin composition can be prepared by mixing the remaining components to such a colorant dispersion to a predetermined concentration.

[0286] Furthermore, if the coloring agent (A) contains a dye, the solution may be prepared by dissolving part or all of the dye in the solvent (E) beforehand. It is preferable to filter the solution through a filter with a pore size of approximately 0.01 to 1 μm.

[0287] [Color Filter] A color filter can be formed from the color-curable resin composition of the present invention. Methods for producing the colored pattern include photolithography, inkjet printing, and printing. Among these, photolithography is preferred. Photolithography is a method in which the color-curable resin composition is applied to a substrate, dried to form a colored composition layer, and the composition layer is exposed to light through a photomask for development. In photolithography, by not using a photomask during exposure and / or by not developing, a colored coating film, which is a cured product of the composition layer, can be formed. The colored pattern or colored coating film formed in this way is the color filter of the present invention.

[0288] The film thickness of the color filter is, for example, 30 μm or less, preferably 20 μm or less, more preferably 6 μm or less, even more preferably 3 μm or less, even more preferably 1.5 μm or less, particularly preferably 1.0 μm or less, preferably 0.1 μm or more, more preferably 0.2 μm or more, and even more preferably 0.3 μm or more.

[0289] As substrates, glass plates such as quartz glass, borosilicate glass, aluminasilate glass, and soda-lime glass with a silica coating on the surface are used; resin plates such as polycarbonate, polymethyl methacrylate, and polyethylene terephthalate are used; silicon is used; and aluminum, silver, and silver / copper / palladium alloy thin films are formed on the substrate. Other color filter layers, resin layers, transistors, circuits, etc. may be formed on these substrates. Alternatively, a substrate treated with HMDS on a silicon substrate may be used.

[0290] The formation of each color pixel (color filter) by photolithography can be carried out using known or conventional equipment and conditions. For example, it can be manufactured as follows: First, a colored curable resin composition is applied to a substrate, and volatile components such as solvents are removed by heat drying (pre-baking) and / or vacuum drying to obtain a smooth composition layer. Application methods include spin coating, slit coating, and slit and spin coating. When performing heat drying, the temperature is preferably 30 to 120°C, and more preferably 50 to 110°C. The heating time is preferably 10 seconds to 60 minutes, and more preferably 30 seconds to 30 minutes. When performing vacuum drying, it is preferable to do so under a pressure of 50 to 150 Pa and at 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 desired film thickness of the color filter.

[0291] Next, the composition layer is exposed via a photomask to form the desired colored pattern. The pattern on the photomask is not particularly limited, and a pattern appropriate to the intended application is used. A light source that generates light with a wavelength of 250 to 450 nm is preferred for exposure. For example, light below 250 nm can be cut using a filter that cuts this wavelength range, or light around 436 nm, 408 nm, and 365 nm can be selectively extracted using a bandpass filter that extracts these wavelength ranges. Specifically, examples include mercury lamps, light-emitting diodes, metal halide lamps, halogen lamps, etc. It is preferable to use a reduction projection exposure apparatus or proximity exposure apparatus such as a mask aligner and stepper, as this allows for uniform irradiation of the entire exposure surface with parallel light rays and precise alignment of the photomask and the substrate.

[0292] A colored pattern is formed on the substrate by developing the exposed composition layer in contact with a developer. During development, the unexposed parts of the composition layer are dissolved and removed by the developer. As the developer, aqueous solutions of alkaline compounds such as potassium hydroxide, sodium bicarbonate, sodium carbonate, and tetramethylammonium hydroxide are preferred. The concentration of these alkaline compounds in the aqueous solution is preferably 0.01 to 10% by mass, and more preferably 0.03 to 5% by mass. Furthermore, the developer may also contain a surfactant. The development method may be any of the following: the paddle method, the dipping method, and the spray method. Furthermore, the substrate may be tilted at any angle during development. After developing, it is preferable to wash the film with water.

[0293] Furthermore, it is preferable to perform a post-bake on the obtained coloring pattern. The post-bake temperature is preferably 80 to 250°C, and more preferably 100 to 245°C. The post-bake time is preferably 1 to 120 minutes, and more preferably 2 to 30 minutes.

[0294] In the transmission spectrum of the present invention, where wavelength is the horizontal axis and transmittance is the vertical axis, it is also preferable that the slope calculated from the following formula is 0.03 to 0.06, based on the minimum wavelength λ1 that satisfies a transmittance of 70% or more in the range of wavelength 580 nm or more and the transmittance T1 at this wavelength λ1, and the maximum wavelength λ2 that satisfies a transmittance of 30% or less in the range of wavelength less than 580 nm and the transmittance T2 at this wavelength λ2. Slope = (T1-T2) / (λ1-λ2)

[0295] [Display device] The colored patterns and colored coatings obtained in this manner are useful as color filters, and these color filters are useful as color filters used in display devices (e.g., liquid crystal displays, organic EL displays, plasma displays, etc.), electronic paper, CCDs, CMOS sensors and other solid-state image sensors, etc. [Examples]

[0296] The present invention will be described in more detail below with reference to examples, but the present invention is not limited by the following examples, and it is certainly possible to implement it with appropriate modifications within the scope that is consistent with the spirit of the preceding and following descriptions, and all such modifications are included within the technical scope of the present invention. In the following, unless otherwise specified, "parts" means "parts by mass" and "%" means "percent mass".

[0297] The weight-average molecular weight (Mw) and number-average molecular weight (Mn) of the resin, calculated on a polystyrene basis, were measured by GPC (gel permeation chromatography) under the following conditions. (Measurement conditions) Equipment: HLC-8120GPC (manufactured by Tosoh Corporation) Column: TSK-GELG2000HXL Column temperature: 40℃ Solvent: Tetrahydrofuran Flow rate: 1.0mL / min Solid content concentration of the analytical sample: 0.001~0.01% by mass Injection volume: 50μL Detector: RI Calibration standards: 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 to the number-average molecular weight (Mw / Mn) obtained above in polystyrene terms was defined as the degree of dispersion.

[0298] <Synthesis Example 1: Synthesis of Pigment (Y1-1 [1:1])> 1100 parts of distilled water at 85°C were mixed with 46.2 parts of diazobarbituric acid and 38.4 parts of barbituric acid. Then, an aqueous potassium hydroxide solution was added to adjust the pH to approximately 5, and the mixture was stirred for 90 minutes to prepare an azobarbituric acid precursor. 0.3 moles of the obtained azobarbituric acid precursor were mixed with 1500 parts of distilled water at 82°C, 10 parts of 30% hydrochloric acid were added dropwise, and then 0.6 moles of melamine were added. Next, 0.15 moles of nickel chloride solution and 0.15 moles of zinc chloride solution were mixed and added dropwise, and the mixture was stirred at 82°C for 3 hours. Subsequently, potassium hydroxide was added to adjust the pH to approximately 5.2, and 100 parts of distilled water were added, followed by heating to 90°C. Next, 21 parts of 30% hydrochloric acid were added dropwise, and the mixture was stirred for 12 hours. After further adjustment of the pH to approximately 5 by adding potassium hydroxide, the product was recovered by filtration. The obtained product was washed with deionized water, filtered, dried at 80°C, and ground to obtain a yellow solid. Fifty parts of the obtained yellow solid, 500 parts of sodium chloride, and 60 parts of diethylene glycol were placed in a stainless steel gallon kneader (manufactured by Inoue Seisakusho) and kneaded at 60°C for 12 hours. After kneading, the resulting mixture was added to warm water and stirred for 1 hour while heating to approximately 80°C to form a slurry. Subsequently, filtration and washing with deionized water were repeated five times, and after drying at 80°C overnight, the mixture was pulverized to obtain a yellow powder (pigment (Y1-1 [1:1])) with a molar ratio of Ni to Zn of 50:50.

[0299] <Synthesis Example 2: Synthesis of Pigment (Y1-1 [3:1])> A yellow powder (pigment (Y1-1 [3:1])) with a molar ratio of Ni to Zn of 75:25 was obtained in the same manner as in Synthesis Example 1, except that 0.15 moles of nickel chloride solution and 0.15 moles of zinc chloride solution were replaced with 0.225 moles of nickel chloride solution and 0.075 moles of zinc chloride solution.

[0300] <Synthesis Example 3: Synthesis of Compounds (1-32)> 40.5 parts of the compound represented by formula (IX) and 60.5 parts of 2,6-xylidine (manufactured by Tokyo Chemical Industry Co., Ltd.) were mixed under light-shielding conditions and stirred at 150°C for 8 hours in 200 parts of N-methylpyridone. After the resulting reaction solution was cooled to room temperature, it was added to a mixture of 1200 parts of water and 75 parts of 35% hydrochloric acid and stirred at room temperature for 1 hour, at which point crystals precipitated. The precipitated crystals were obtained as residue after suction filtration, washed with 100 parts of methanol, and dried under reduced pressure at 60°C for 12 hours to obtain 49 parts of the compound represented by formula (1-32). The yield was 85%.

[0301] [ka]

[0302] Identification of compounds represented by formula (1-32) (Mass Spectrometry) Ionization Mode = ESI+: m / z = [M+H] + 575 Exact Mass: 574

[0303] <Synthesis Example 4: Synthesis of Colorant (A-10)> In accordance with the contents of paragraphs 0190 to 0194 of Japanese Patent Publication No. 2017-226814, a compound represented by formula (1-34) (also referred to as the coloring agent (A-10)) was synthesized.

[0304] [ka]

[0305] <Synthesis Example 5: Synthesis of Compound (II-1)> Following the description in Synthesis Example 4 of International Publication No. 2022 / 065357, the orange pigment compound represented by the following formula (II-1) (hereinafter also referred to as compound (II-1)) was synthesized.

[0306] [ka]

[0307] <Synthesis Example 6: Synthesis of Resin (B-1)> A suitable amount of nitrogen was flowed into a flask equipped with a reflux condenser, dropping funnel, and stirrer to replace the atmosphere with nitrogen. 340 parts of propylene glycol monomethyl ether acetate were added and heated to 80°C while stirring. Then, 57 parts of acrylic acid and 3,4-epoxytricyclo[5.2.1.0 2,6 ] Decane-8-yl acrylate and 3,4-epoxytricyclo[5.2.1.0 2,6A mixture of 54 parts of decane-9-yl acrylate (with a molar ratio of 1:1), 239 parts of benzyl methacrylate, and 73 parts of propylene glycol monomethyl ether acetate was added dropwise over 5 hours. Meanwhile, a solution of 40 parts of the polymerization initiator 2,2-azobis(2,4-dimethylvaleronitrile) dissolved in 197 parts of propylene glycol monomethyl ether acetate was added dropwise over 6 hours. After the addition of the initiator solution was complete, the mixture was held at 80°C for 3 hours, then cooled to room temperature to obtain a copolymer (resin (B-1)) solution with 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 resulting copolymer was 9.4 × 10⁻⁶. 3 The dispersion was 1.89, and the acid value on a solid content basis was 114 mg-KOH / g. Resin (B-1) has the following structural units.

[0308] [ka]

[0309] <Preparation Example: Preparation of Colorant Dispersions (A-1) to (A-9)> The components listed in Table 5 were mixed, and the pigments were thoroughly dispersed using a bead mill to obtain colorant dispersions (A-1) to (A-9).

[0310] [Table 5]

[0311] In Table 5, "PGME" is propylene glycol monomethyl ether, and "PGMEA" is propylene glycol monomethyl ether acetate.

[0312] <Examples 1-9 and Comparative Examples 1-2> (1) Preparation of a colored curable resin composition A colored curable resin composition was prepared by mixing the prepared colorant dispersion and copolymer solution, along with the following components, in the amounts shown in Table 6. In preparing the colored curable resin composition, propylene glycol monomethyl ether acetate was mixed in so that the solid content concentration of the colored curable resin composition was 16%. In Table 6, the unit of the amount of each component is "parts by mass," and the amounts of the colorant (A), resin (B), polymerizable compound (C), polymerization initiator (D), and leveling agent (F) are based on solid content.

[0313] [Table 6]

[0314] In Table 6, the components are as follows: Polymerizable compound (C): Compound represented by the following formula (NK ester A-DPH-12E; manufactured by Shin-Nakamura Chemical Co., Ltd.) [ka] Polymerization initiator (D): N-acetyloxy-1-(4-phenylsulfanylphenyl)-3-cyclohexylpropan-1-one-2-imine (PBG-327; O-acyloxime compound; manufactured by Changzhou Strong Electronic New Materials Co., Ltd.) Leveling agent (F): Polyether-modified silicone oil (Toray Silicone SH8400; manufactured by Toray Dow Corning Co., Ltd.)

[0315] (2) Creating a coloring pattern (color filter) A colored curable resin composition was applied to the surface of a 4-inch silicon substrate by spin coating to a post-baking thickness of 0.6 μm. The substrate was then pre-baked at 100°C for 2 minutes to obtain a colored composition layer. After cooling, the substrate with the colored composition layer was exposed to a 500 J / m² exposure using an exposure machine (NSR-2205i11D; manufactured by Nikon Corporation). 2 ~3000 J / m 2The samples were irradiated with light at an exposure level of 365 nm. Photomasks (with pitches of 1.6 μm, 2.0 μm, and 4.0 μm, respectively) were used to form dot patterns of 0.8 μm, 1.0 μm, and 2.0 μm squares during light irradiation. The colored composition layer after light irradiation was developed by immersion in an aqueous developer containing 0.3% tetramethylammonium hydroxide at 23°C for 30 seconds, washed with water, and then post-baked on a hot plate at 220°C for 5 minutes to obtain the post-baked colored pattern.

[0316] (3) Film thickness measurement The film thickness of the obtained colored patterns was measured using a film thickness measuring device (DEKTAK3; manufactured by Nippon Vacuum Technology Co., Ltd.).

[0317] (4) Transmittance evaluation The obtained colored patterns were measured using a colorimeter (OSP-SP-200; manufactured by Olympus Corporation) to determine the transmittance in the wavelength range of 380 nm to 780 nm at 1 nm intervals. Lower transmittance at 430 nm indicates less blue light leakage, and lower transmittance at 530 nm indicates less green light leakage, suggesting superior color performance as a color filter (especially a red color filter). The results are shown in Table 7.

[0318] [Table 7]

[0319] Furthermore, when the slope of the obtained coloring patterns was calculated based on the following formula, all of Examples 1 to 9 were within the range of 0.03 to 0.06. Slope = (T1-T2) / (λ1-λ2) λ1: The minimum wavelength that satisfies a transmittance of 70% or more in the range of wavelengths above 580 nm. λ2: The longest wavelength in the range of less than 580 nm that satisfies a transmittance of 30% or less. Transmittance at T1:λ1 Transmittance at T2:λ2

[0320] Compared to the color filters of Comparative Examples 1-2, the color filters of Examples 1-9 were found to have lower transmittance of blue (wavelength 430nm). Furthermore, the color filters of Examples 1-9 also had lower transmittance of green (wavelength 530nm), confirming that crosstalk was effectively suppressed. In addition, since the color filters of Examples 1-9 had approximately the same colorant (A) concentration as the color filters of Comparative Examples 1-2, it was found that the color-curable resin composition of the present invention allows for the production of color filters with suppressed crosstalk without increasing the colorant (A) concentration.

Claims

1. It contains a coloring agent (A), a resin (B), a polymerizable compound (C), and a polymerization initiator (D), The coloring agent (A) comprises a yellow pigment, a xanthene dye, and a red pigment. The aforementioned yellow pigment is a colored curable resin composition containing the pigment (Y1) shown below. Pigment (Y1): A metal azo pigment comprising an azo compound represented by formula (Ya) and at least one azo anion selected from tautomers of the azo compound, at least two metal ions, and a melamine compound. 【Chemistry 1】 [In formula (Ya), R １ｙ and R ２ｙ Each is independently a hydroxyl group or an NHR ５ｙ This represents, R ３ｙ and R ４ｙ Each is independently an oxygen atom or NR ６ｙ This represents, R ５ｙ and R ６ｙ Each of these independently represents either a hydrogen atom or a saturated chain hydrocarbon group having 1 to 20 carbon atoms.

2. The colored curable resin composition according to claim 1, wherein the polymerizable compound (C) comprises alkylene glycol-modified dipentaerythritol poly(meth)acrylate.

3. The colored curable resin composition according to claim 1, wherein the content of the xanthene dye is 1 to 250 parts by mass per 100 parts by mass of the pigment (Y1).

4. The colored curable resin composition according to claim 1, wherein the content of the yellow pigment is 5 to 75% by mass relative to the total amount of the coloring agent (A).

5. The metal ion is Ni ２＋ , Zn ２＋ and Cu ２＋ comprising one or more selected from the group consisting of, The colored curable resin composition according to claim 1.

6. Ni as the aforementioned metal ion ２＋ , Zn ２＋ and Cu ２＋ The colored curable resin composition according to claim 1, wherein the total content of is 50 to 100 mol% of the metal ions contained in the pigment (Y1).

7. A color filter formed from a color-curable resin composition according to any one of claims 1 to 6.

8. A display device comprising the color filter described in claim 7.

9. A solid-state image sensor comprising the color filter described in claim 7.

Images