Colored curable resin composition, color filter, display device, and solid-state imaging element

Abstract

The present invention provides a colored curable resin composition capable of suppressing crosstalk of a color filter. The solution is a colored curable resin composition containing a colorant (A), a resin (B), a polymerizable compound (C), and a polymerization initiator (D), the colorant (A) containing a yellow pigment, a xanthene dye, and a red pigment, the yellow pigment containing a pigment (Y1) represented by the following formula. Pigment (Y1): a metal azo pigment containing at least one azo anion selected from an azo compound represented by formula (Ya) and a tautomer of the azo compound, at least two metal ions, and a melamine compound.

Description

Technical Field

[0001] The present invention relates to a color-curing resin composition, a color filter formed from the color-curing resin composition, a display device comprising the color filter, and a solid-state imaging element comprising 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 imaging elements such as CCDs and CMOS sensors, are made from coloring resin compositions. For example, a photosensitive coloring composition is known that comprises a yellow pigment and a red pigment containing adducts of (a) and (b) described below (Patent Document 1; regarding R in formulas (I) and (II)). 1 ~R 6 For the definition of colorant, please refer appropriately to Patent Document 1).

[0003] (a) Compounds of formula (I) or their tautomer forms

[0004] (b) Compounds of formula (II)

[0005]

Chemistry 1

[0006]

[0007] [Existing Technical Documents]

[0008] [Patent Documents]

[0009] [Patent Document 1] Japanese Patent Application Publication No. 2022-011028 Summary of the Invention

[0010] [The problem the invention aims to solve]

[0011] In recent years, with the advancement of high resolution, the pixel miniaturization of color photoresists used in CMOS sensors has been rapidly progressing. However, with the advancement of pixel miniaturization, the phenomenon of light leaking through a specific color filter into the filter regions of adjacent colors, known as crosstalk, becomes more likely to occur. Crosstalk leads to a reduction in the amount of light that each pixel should receive, resulting in a decrease in quantum efficiency, which is undesirable. Therefore, it is necessary to achieve color filters with high quantum efficiency even with pixel miniaturization.

[0012] The present invention was made in view of the above situation, and its object is to provide a color-curable resin composition capable of suppressing crosstalk of color filters.

[0013] [Methods used to solve problems]

[0014] The inventors have discovered that the above-mentioned objectives can be achieved through the coloring and curing resin composition of the present invention, as described below. That is, the present invention comprises the following aspects.

[0015] [1] A coloring and curing resin composition comprising a colorant (A), a resin (B), a polymerizable compound (C), and a polymerization initiator (D),

[0016] The colorant (A) comprises yellow pigment, zeolite pigment, and red pigment.

[0017] The yellow pigment comprises the pigment (Y1) shown below.

[0018] Pigment (Y1): Metallic azo pigment comprising: at least one azo anion selected from azo compounds represented by formula (Ya) and tautomers of said azo compounds, at least two metal ions, and a melamine compound.

[0019]

Chemistry 2

[0020]

[0021] [In formula (Ya),

[0022] R 1y and R 2y Each can be represented independently as either hydroxyl or NHR. 5y ,

[0023] R 3y and R 4y Each independently represents an oxygen atom or NR. 6y ,

[0024] R 5y and R 6y Each can independently represent a saturated chain hydrocarbon group containing 1 to 20 hydrogen or carbon atoms.

[0025] [2] According to the coloring curable resin composition of [1], the polymeric compound (C) comprises alkylene glycol modified dipentaerythritol poly(meth)acrylate.

[0026] [3] According to the coloring curable resin composition of [1] or [2], the content of the zeolite pigment is 1 to 250 parts by weight relative to 100 parts by weight of the pigment (Y1).

[0027] [4] The coloring curable resin composition according to any one of [1] to [3] contains 5 to 75% by mass of the yellow pigment relative to the total amount of the colorant (A).

[0028] [5] The coloring and curing resin composition according to any one of [1] to [4], wherein the metal ion comprises Ni 2+ Zn 2+ and Cu 2+ One or more of the groups formed.

[0029] [6] The coloring and curing resin composition according to any one of [1] to [5], wherein Ni is the metal ion 2+ Zn 2+ and Cu 2+ The total content of these components in the metal ions contained in the pigment (Y1) is 50 to 100 mol.

[0030] [7] A color filter formed from any one of the color curable resin compositions described in [1] to [6].

[0031] [8] A display device comprising the color filter described in [7].

[0032] [9] A solid-state camera element comprising the color filter described in [7].

[0033] [Invention Effects]

[0034] According to the present invention, a color-curable resin composition capable of suppressing crosstalk of color filters is provided. Detailed Implementation

[0035] [Coloring and Curing Resin Composition]

[0036] The color-curing resin composition of the present invention contains a colorant (hereinafter also referred to as colorant (A)), a resin (hereinafter also referred to as resin (B)), a polymerizable compound (hereinafter also referred to as polymerizable compound (C)) and a polymerization initiator (hereinafter also referred to as polymerization initiator (D)). The colorant comprises a yellow pigment, a pyrrolidone pigment, and a red pigment, wherein the yellow pigment comprises a specific pigment (Y1). Thus, a color-curing resin composition is provided that suppresses crosstalk in color filters. This color-curing resin composition is preferably a red color-curing resin composition with particularly low blue (wavelength 430 nm) transmittance, and more preferably a red color-curing resin composition with low blue (wavelength 430 nm) and green (wavelength 530 nm) transmittance. This enables the production of color filters with excellent red spectral characteristics.

[0037] The coloring and curing resin composition of the present invention may contain a solvent (hereinafter also referred to as solvent (E)).

[0038] The coloring and curing resin composition of the present invention may contain a leveling agent (hereinafter also referred to as leveling agent (F)).

[0039] The compounds exemplified as components in this specification may be used alone or in combination unless otherwise specified.

[0040] In this invention, based on the following conditions, red pigment is defined as a pigment with a maximum absorption wavelength exceeding 500 nm, orange pigment is defined as a pigment with a maximum absorption wavelength greater than 460 nm and less than 500 nm, and yellow pigment is defined as a pigment with a maximum absorption wavelength greater than 410 nm and less than 460 nm.

[0041] [Conditions] Prepare a coloring curable resin composition containing only one colorant, and the content of the colorant in the solid component of the coloring curable resin composition is 10% by mass; measure the absorbance in the visible light region (wavelength 400-780 nm) for a color filter with a film thickness of 1 μm formed from the composition.

[0042] <Coloring Agent (A)>

[0043] Colorant (A) comprises a yellow pigment, a succinate pigment, and a red pigment, wherein the yellow pigment comprises a specific pigment (Y1). Thus, a color-curing resin composition is provided that can suppress crosstalk in a color filter.

[0044] <Yellow pigment>

[0045] Yellow pigments include the pigment (Y1) shown below.

[0046] Pigment (Y1): Metallic azo pigment comprising: at least one azo anion selected from azo compounds represented by formula (Ya) and tautomers of the aforementioned azo compounds, at least two metal ions, and a melamine compound.

[0047]

Transformation 3

[0048]

[0049] [In formula (Ya),

[0050] R 1y and R 2y Each can be represented independently as either hydroxyl or NHR. 5y ,

[0051] R 3y and R 4y Each independently represents an oxygen atom or NR. 6y ,

[0052] R 5y and R 6y Each can independently represent a saturated chain hydrocarbon group containing 1 to 20 hydrogen or carbon atoms.

[0053] As R 5y and R 6y The saturated chain hydrocarbon group representing 1 to 20 carbon atoms includes, for example, methyl, ethyl, propyl, butyl, pentyl, hexyl, heptyl, octyl, nonyl, decyl, dodecyl, hexadecyl, eicosyl, isopropyl, isobutyl, tert-butyl, isopentyl, neopentyl, 2-ethylhexyl, and other straight-chain or branched alkyl groups.

[0054] In formula (Ya), R 1y and R 2y Preferably, either one is hydroxyl, and more preferably both are hydroxyl. Additionally, R 3y and R 4y Preferably, either one is an oxygen atom, and more preferably, both are oxygen atoms.

[0055] Pigment (Y1) contains at least one azo compound selected from those represented by formula (Ya) and their tautomers as an azo anion, and may also contain two or more azo anions. In the case of containing two or more azo anions, these azo anions may be the same or different.

[0056] Ni can be specifically exemplified as a metal ion. 2+ Zn 2+ Cu 2+ Fe 2+ Co 2+ Divalent metal ions; Al 3+ Fe 3+ Co 3+ The pigment (Y1) contains the aforementioned azo anion, at least two metal ions, and a melamine compound, having a structure formed by their combination, but its specific chemical structure is difficult to determine precisely. However, preferably, based on the above composition, the pigment (Y1) is designed to be electrically neutral overall. Metal ions can also form complexes with azo anions. Furthermore, for design convenience in cases where divalent and trivalent metal ions are mixed, in this specification, regarding trivalent metal ions, considering charge balance with divalent metal ions, to ensure that the charge of each mole of trivalent metal ion is equal to the charge of each mole of divalent metal ion, the trivalent metal ion is referred to as "Al". 3+ 2 / 3 The form “” indicates a 2 / 3 mole conversion. That is, 2 / 3 moles of aluminum ions are considered to have the same charge as 1 mole of divalent metal ions.

[0057] In the pigment (Y1), at least two of the aforementioned metal ions may be selected, preferably two to five, more preferably two to four, even more preferably two to three, and even more preferably two. Among these, the metal ions preferably include those selected from Ni. 2+ Zn 2+ and Cu 2+ One or more species in the group, more preferably including Ni 2+ and Zn 2+ .

[0058] Preferred combinations of metal ions include:

[0059] (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+ Co 3+ 2 / 3 ), (Fe 2+ Co2+ ), (Fe 2+ , Al 3+ 2 / 3 ), (Fe 2+ , Fe 3+ 2 / 3 ), (Fe 2+ , Co 3+ 2 / 3 ), (Co 2+ , Al 3+ 2 / 3 ), (Co 2+ , Fe 3+ 2 / 3 ), (Co 2+ , Co 3+ 2 / 3 ), (Al 3+ 2 / 3 , Fe 3+ 2 / 3 ), (Al 3+ 2 / 3 , Co 3+ 2 / 3 ), (Fe 3+ 2 / 3 , Co 3+ 2 / 3 ) and other combinations of two metal ions;

[0060] (Ni 2+ , Zn 2+ , Cu 2+ ), (Ni 2+ , Zn 2+ , Fe 2+ ), (Ni 2+ , Zn 2+ , Co 2+ ), (Ni 2+ , Zn 2+ , Al 3+ 2 / 3 ), (Ni 2+ , Zn 2+ , Fe 3+ 2 / 3 ), (Ni 2+ , Zn 2+ , Co 3+ 2 / 3 ), (Ni 2+ , Cu 2+ , Fe 2+ ), (Ni 2+ , Cu 2+ , Co 2+ ), (Ni 2+ , Cu 2+ , Al 3+2 / 3 (Ni) 2+ Cu 2+ Fe 3+ 2 / 3 (Ni) 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 A combination of three metal ions, such as )

[0061] (Ni 2+ Zn 2+ Cu 2+ Fe 2+ (Ni) 2+ Zn 2+ Cu 2+ Co 2+ (Ni) 2+ Zn 2+ Cu 2+ Al 3+ 2 / 3 (Ni) 2+ Zn 2 + Cu 2+ Fe 3+ 2 / 3 (Ni) 2+ Zn 2+ Cu 2+ Co 3+ 2 / 3 (Ni) 2+ Cu 2+ Fe 2+ Co 2+ (Zn) 2+ Cu 2+ Fe 2+ Co 2+ A combination of four metal ions, including )

[0062] (Ni 2+ ,Zn 2+ , Cu 2+ ,Fe 2+ ,Co 2+ )、(Ni 2+ ,Zn 2+ , Cu 2+ ,Fe 2+ ,Al 3+ 2 / 3 )、(Ni 2+ ,Zn 2+ , Cu 2+ ,Fe 2+ ,Fe 3+ 2 / 3 )、(Ni 2+ ,Zn 2+ , Cu 2+ ,Fe 2+ ,Co 3+ 2 / 3 )、(Ni 2+ ,Zn 2+ , Cu 2+ ,Co 2+ ,Al 3+ 2 / 3 )、(Ni 2+ ,Zn 2+ , Cu 2+ ,Co 2+ ,Fe 3+ 2 / 3 )、(Ni 2+ ,Zn 2+ , Cu 2+ ,Co 2+ ,Co 3+ 2 / 3 )、(Ni 2+ ,Zn 2+ , Cu 2+ ,Al 3+ 2 / 3 ,Fe 3+ 2 / 3 )、(Ni 2+ ,Zn 2+ , Cu 2+ ,Al 3 + 2 / 3 ,Co 3+ 2 / 3 )、(Ni 2+ ,Zn 2+ , Cu 2+ ,Fe 3+ 2 / 3 ,Co 3+2 / 3 Combinations of 5 metal ions, etc.

[0063] Ni as a metal ion 2+ Zn 2+ and Cu 2+ The total content of the metal ions contained in the pigment (Y1) is preferably 50 to 100 mol%, more preferably 60 to 100 mol%, and even more preferably 70 to 100 mol%. If it is within the above range, a color filter with excellent crosstalk suppression performance and high color purity can be formed.

[0064] Compared to Ni as a metal ion 2+ Zn 2+ and Cu 2+ The total content of Ni as a metal ion 2+ The preferred content of the component is 10-95 mol%, more preferably 20-90 mol%, and even more preferably 30-85 mol%. If it is within the above range, a color filter with excellent crosstalk suppression performance and high color purity can be formed.

[0065] In use with Ni 2+ and Zn 2+ In the case of [Ni], their content ratio 2+ Zn 2+ Based on molar ratios, the ratio is preferably 10:90 to 95:5, more preferably 30:70 to 90:10, and even more preferably 50:50 to 85:15. Within the above ranges, a color filter with steep spectral characteristics can be formed.

[0066] In use with Ni 2+ and Cu 2+ In the case of [Ni], their content ratio 2+ Cu 2+ Based on molar ratios, the ratio is preferably 10:90 to 90:10, more preferably 20:80 to 80:20, and even more preferably 30:70 to 70:30. Within the above ranges, a color filter with steep spectral characteristics can be formed.

[0067] In use with Zn 2+ and Cu 2+ In the case of [Zn], their content ratio 2+ Cu 2+ Based on molar ratios, the ratio is preferably 10:90 to 90:10, more preferably 20:80 to 80:20, and even more preferably 30:70 to 70:30. Within the above ranges, a color filter with steep spectral characteristics can be formed.

[0068] Fe as a metal ion 2+Co 2+ Al 3+ 2 / 3 Fe 3+ 2 / 3 and Co 3+ 2 / 3 The total content of the metal ions contained in the pigment (Y1) is preferably less than 50 mol%, more preferably 0 to 30 mol%, and even more preferably 0 to 10 mol%. If it is within the above range, a color filter with excellent crosstalk suppression performance can be formed.

[0069] As a melamine compound, specifically, a melamine compound represented by the preferred formula (Yb).

[0070]

Chemistry 4

[0071]

[0072] In formula (Yb),

[0073] R 7y ~R 9y Each can independently represent a hydrogen atom or a saturated chain hydrocarbon group with 1 to 20 carbon atoms that may have substituents.

[0074] As R 7y ~R 9y R represents a saturated chain hydrocarbon group with 1 to 20 carbon atoms, such as methyl, ethyl, propyl, butyl, pentyl, hexyl, heptyl, octyl, nonyl, decyl, dodecyl, hexadecyl, eicosyl, isopropyl, isobutyl, tert-butyl, isopentyl, neopentyl, 2-ethylhexyl, etc., which are straight-chain or branched alkyl groups. 7y ~R 9y The saturated chain hydrocarbon group with 1 to 20 carbon atoms may have substituents, such as hydroxyl groups.

[0075] R 7y ~R 9y Each of the following is preferred independently: a hydrogen atom or a saturated chain hydrocarbon group having 1 to 10 carbon atoms that may have substituents; more preferably, a hydrogen atom or a saturated chain hydrocarbon group having 1 to 4 carbon atoms that may have substituents; even more preferably, a hydrogen atom or a saturated chain hydrocarbon group having 1 to 4 carbon atoms that may have hydroxyl groups as substituents; and even more preferably, a hydrogen atom.

[0076] As pigment (Y1), examples include pigments (Y1-1) to pigments (Y1-44) shown in Table 1, with pigments (Y1-1) to pigments (Y1-28) being preferred, pigments (Y1-1) to pigments (Y1-18) being more preferred, and pigments (Y1-1), pigments (Y1-2), and pigments (Y1-8) being even more preferred.

[0077] Table 1

[0078]

[0079] As for the manufacturing method of pigment (Y1), known methods can be used, for example, Japanese Patent Application Publication No. 2022-011028 may be appropriately referenced.

[0080] Yellow pigments may include other yellow pigments (Y2) besides the aforementioned pigment (Y1). Examples of such pigments (Y2) include CI pigment yellows 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. Preferably, pigment (Y2) includes at least one of CI pigment yellow 150 or CI pigment yellow 185.

[0081] The content of pigment (Y1) relative to the total amount of yellow pigment 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. Being within the above range helps to reduce crosstalk in the color filter.

[0082] When pigment (Y2) is included, the content of pigment (Y2) is preferably 5 to 400 parts by mass relative to 100 parts by mass of pigment (Y1), more preferably 60 to 360 parts by mass, further preferably 100 to 320 parts by mass, and even more preferably 150 to 280 parts by mass. Within the above range, it helps to reduce crosstalk in the color filter.

[0083] The content of yellow pigment relative to the total amount of colorant (A) is preferably 5 to 75% by mass, more preferably 15 to 65% by mass, and even more preferably 25 to 55% by mass. If it is within the above range, a color filter with high color purity can be formed.

[0084] In particular, the content of pigment (Y1) relative to the total amount of colorant (A) is preferably 1 to 50% by mass, more preferably 5 to 40% by mass, and even more preferably 8 to 30% by mass. If it is within the above range, a color filter with excellent crosstalk suppression performance and high color purity can be formed.

[0085] <Xanton Pigment>

[0086] Xanthones are compounds with a xanthon skeleton within their molecules. Examples of xanthones include:

[0087] CI Acid Red 50, 51, 52, 87, 91, 92, 94, 95, 98, 289, 388;

[0088] CI Acid Violet 9, 30, 102;

[0089] CI Basic Red 1 (Rhodamine 6G), 2, 3, 4, 8, 10, 11;

[0090] CI Basic Violet 10 (Rhodamine B), 11;

[0091] CI Solvent Red 218;

[0092] CI media infected 27 people;

[0093] CI Reactive Red 36 (Rose Red B), Sulforodamine G;

[0094] CI Pigment Red 81, 169, 173;

[0095] CI pigments purple 1, 2;

[0096] The pyrrolizin pigment described in Japanese Patent Application Publication No. 2010-32999;

[0097] The pyrithione pigment, etc., described in Japanese Patent No. 4492760.

[0098] The preferred pyrithione pigment comprises a compound represented by formula (1). The compound represented by formula (1) may also be its tautomer.

[0099]

Transformation 5

[0100]

[0101] In formula (1),

[0102] R 1 ~R 4 Each can independently represent a hydrogen atom, a saturated hydrocarbon group with 1 to 20 carbon atoms that may have substituents, an aromatic hydrocarbon group with 6 to 30 carbon atoms that may have substituents, or *-R 12 -Si(R 13 The group represented by )3 (* indicates the bonding position with the nitrogen atom), R 1 With R 2 They can combine to form a ring containing nitrogen atoms, R 3 With R 4 They can combine to form rings containing nitrogen atoms.

[0103] R5 Indicates -OH, -SO3 - -SO3H, -SO3 - Z + -CO2H, -CO2 - Z + -CO2R 8 -SO3R 8 or -SO2NR 9 R 10 .

[0104] R 6 and R 7 Each can be independently represented by an alkyl group having 1 to 6 hydrogen atoms or carbon atoms.

[0105] R 8 It represents a saturated hydrocarbon group with 1 to 20 carbon atoms that can be replaced by halogen atoms.

[0106] R 9 and R 10 R represents either a hydrogen atom or a saturated hydrocarbon group with 1 to 20 carbon atoms that may have substituents, each independently representing a hydrogen atom. 9 With R 10 They can combine to form rings containing nitrogen atoms.

[0107] R 12 This refers to an alkyldiyl group having 1 to 10 carbon atoms. The -CH2- group contained in the above alkyldiyl group can be replaced by -O-, -CO-, or -NR. 8 Substitution with -, -OCO-, -COO-, -OCONH-, -CONH-, or -NHCO-.

[0108] R 13 Represents hydrogen atoms, hydroxyl groups, alkyl groups with 1 to 4 carbon atoms, or alkoxy groups with 1 to 4 carbon atoms, and multiple R groups. 13 They are the same or different.

[0109] Z + It represents a cation.

[0110] X represents a halogen atom.

[0111] 'a' represents 0 or 1.

[0112] m represents an integer from 0 to 5. When m is greater than 2, multiple R... 5 Same or different.

[0113] R 1 ~R 4 and R 8 ~R 10The saturated hydrocarbon group representing 1 to 20 carbon atoms can be either chain-like or cyclic. Examples include straight-chain 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; and cycloalkyl groups such as cyclopropyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, and tricyclodecyl.

[0114] As R 1 ~R 4 The saturated hydrocarbon group represented by carbon atoms is preferably an alkyl group with carbon atoms of ...

[0115] As R 8 The saturated hydrocarbon group represented by the carbon group having 1 to 20 carbon atoms 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.

[0116] As R 9 and R 10 The saturated hydrocarbon group represented by the carbon atoms is preferably an alkyl group with 1 to 20 carbon atoms, more preferably an alkyl group with 1 to 10 carbon atoms, and even more preferably an alkyl group with 4 to 10 carbon atoms.

[0117] R 1 ~R 4 The saturated hydrocarbon group with 1 to 20 carbon atoms may have substituents. Examples of such substituents include aryl groups such as phenyl, tolyl, xylyl, and mesitylelel; halogen atoms such as fluorine, chlorine, bromine, and iodine; hydroxyl groups; alkoxy groups such as methoxy, ethoxy, propoxy, and butoxy; carboxyl groups; alkoxycarbonyl groups such as methoxycarbonyl, ethoxycarbonyl, propoxycarbonyl, and butoxycarbonyl; amino groups; and alkyl-substituted amino groups such as N-methylamino, N-ethylamino, and N,N-dimethylamino. Preferably, the substituents are halogen atoms, hydroxyl groups, and carboxyl groups, with carboxyl groups being more preferred.

[0118] R 8 The saturated hydrocarbon group with 1 to 20 carbon atoms can be replaced by a halogen atom. Examples of such halogen atoms include fluorine, chlorine, bromine, and iodine.

[0119] R 9 and R 10 The saturated hydrocarbon group representing 1 to 20 carbon atoms may have substituents. Examples of such substituents include those related to R. 1 ~R 4The saturated hydrocarbon group representing 1 to 20 carbon atoms may have the same substituents. Among them, halogen atoms and hydroxyl groups are preferred.

[0120] As R 1 ~R 4 Aromatic hydrocarbon groups with 6 to 30 carbon atoms can be represented by phenyl; alkylphenyl groups such as tolyl, xylyl, mesitylelel, propylphenyl, and butylphenyl; arylphenyl groups such as biphenyl and diphenylphenyl; and naphthyl, etc.

[0121] As alkyl groups constituting alkylphenyl groups, examples include those that are R 1 ~R 4 The alkyl group, as indicated by the saturated hydrocarbon group having 1 to 20 carbon atoms, is preferably an alkyl group having 1 to 10 carbon atoms, more preferably an alkyl group having 1 to 4 carbon atoms, and even more preferably a methyl group. As an alkylphenyl group, it is preferred to have an alkyl group at at least one of two bonding positions adjacent to the bonded N on the phenyl group, more preferably an alkyl group at two bonding positions adjacent to the bonded N on the phenyl group.

[0122] In particular, the preferred pigment in the zeaxanthin contains R. 1 ~R 4 Compounds in which at least one is an alkylphenyl group, more preferably containing R 1 ~R 4 Compounds containing at least two alkylphenyl groups, and more preferably containing R 1 and R 4 It is a compound of alkylphenyl groups.

[0123] Examples of aryl groups constituting arylphenyl groups include phenyl, tolyl, xylyl, mesitylene, propylphenyl, butylphenyl, and other alkylphenyl groups, among which aryl groups having 6 to 10 carbon atoms are preferred, and phenyl is more preferred. As an arylphenyl group, it is preferred to have an aryl group at at least one of two bonding positions adjacent to the bonded N on the phenyl group, and more preferably, it is a group having an aryl group at two bonding positions adjacent to the bonded N on the phenyl group.

[0124] In particular, as R 1 ~R 4 The aromatic hydrocarbon group represented has 6 to 30 carbon atoms, preferably an aromatic hydrocarbon group with 6 to 20 carbon atoms.

[0125] More preferably, it is an alkylphenyl group having an alkyl group at at least one of two bonding positions adjacent to the bonded N on the phenyl group, or an arylphenyl group having an aryl group at at least one of two bonding positions adjacent to the bonded N on the phenyl group.

[0126] More preferably, it is an alkylphenyl group having an alkyl group at two bonding positions adjacent to the bonded N on the phenyl, or an arylphenyl group having an aryl group at two bonding positions adjacent to the bonded N on the phenyl.

[0127] R 1 ~R 4 Aromatic hydrocarbon groups with 6 to 30 carbon atoms may have substituents. Examples of such substituents include halogen atoms, -OH, and -OR. 8 -SO3 - -SO3H, -SO3 - Z + -CO2H, -CO2R 8 -SR 8 -SO2R 8 -SO3R 8 -SO2NR 9 R 10 Among these, -SO3 is preferred. - -SO3H, -SO3 - Z + -SO2NR 9 R 10 More preferably -SO3 - -SO3 - Z + -SO2NR 9 R 10 In this case, -SO3 - Z + Preferably -SO3 - N + (R 11 4. In addition, when the aromatic hydrocarbon group with 6 to 30 carbon atoms has a substituent, the substituent is preferably directly bonded to the aromatic hydrocarbon ring.

[0128] Z + Preferred ammonium cations, Na + or K + More preferably, ammonium cations. Ammonium cations refer to, but are not limited to, NH4+. + It can be a primary ammonium cation, a secondary ammonium cation, a tertiary ammonium cation, a quaternary ammonium cation, or other organic ammonium cations, with quaternary ammonium cations being preferred. Examples of ammonium cations include those with a partial structure containing -N. + (R 11 )3 polymers or N + (R 11 4. Multiple R 11 Same or different.

[0129] R 11It represents a hydrogen atom, a saturated hydrocarbon group with 1 to 20 carbon atoms, or an aralkyl group with 7 to 10 carbon atoms.

[0130] As R 11 The saturated hydrocarbon group represented by the carbon group having 1 to 20 carbon atoms is preferably an alkyl group having 1 to 20 carbon atoms, and more preferably an alkyl group having 1 to 15 carbon atoms.

[0131] As R 11 Aryl groups representing 7 to 10 carbon atoms include benzyl, phenylethyl, phenylpropyl, phenylbutyl, and naphthylmethyl.

[0132] As for the above N + (R 11 4. Select four Rs 11 At least two of them are saturated hydrocarbon groups with 5 to 20 carbon atoms (especially alkyl groups with 5 to 20 carbon atoms). Additionally, four R... 11 The total number of carbon atoms is preferably 20 to 80, more preferably 20 to 60.

[0133] As -OR 8 Examples include methoxy, ethoxy, propoxy, butoxy, pentoxy, hexoxy, heptoxy, octoxy, 2-ethylhexoxy, and eicosyloxy.

[0134] As -CO2R 8 Examples include methoxycarbonyl, ethoxycarbonyl, propoxycarbonyl, butoxycarbonyl, hexoxycarbonyl, and eicosyloxycarbonyl.

[0135] As -SR 8 Examples include methylthio, ethylthio, butylthio, hexylthio, decylthio, and eicosethio.

[0136] As -SO2R 8 Examples include methylsulfonyl, ethylsulfonyl, butylsulfonyl, hexylsulfonyl, decylsulfonyl, and eicosylsulfonyl.

[0137] As -SO3R 8 Examples include methoxysulfonyl, ethoxysulfonyl, propoxysulfonyl, butoxysulfonyl, hexoxysulfonyl, and eicosyloxysulfonyl.

[0138] As -SO2NR 9 R 10 Examples include:

[0139] Aminosulfonyl;

[0140] N-Methylaminosulfonyl, N-ethylaminosulfonyl, N-propylaminosulfonyl, N-isopropylaminosulfonyl, N-butylaminosulfonyl, N-isobutylaminosulfonyl, N-sec-butylaminosulfonyl, N-tert-butylaminosulfonyl, N-pentylaminosulfonyl, N-(1-ethylpropyl)aminosulfonyl, N-(1,1-dimethylpropyl)aminosulfonyl, N-(1,2-dimethylpropyl)aminosulfonyl, N-(2,2-dimethylpropyl)aminosulfonyl, N-(1-methylbutyl)amino N-monosubstituted aminosulfonyl groups include sulfonyl, N-(2-methylbutyl)aminosulfonyl, N-(3-methylbutyl)aminosulfonyl, N-cyclopentylaminosulfonyl, N-hexylaminosulfonyl, N-(1,3-dimethylbutyl)aminosulfonyl, N-(3,3-dimethylbutyl)aminosulfonyl, N-heptylaminosulfonyl, N-(1-methylhexyl)aminosulfonyl, N-(1,4-dimethylpentyl)aminosulfonyl, N-octylaminosulfonyl, and N-(2-ethylhexyl)aminosulfonyl.

[0141] N,N-dimethylaminosulfonyl, N,N-ethylmethylaminosulfonyl, N,N-diethylaminosulfonyl, N,N-propylmethylaminosulfonyl, N,N-isopropylmethylaminosulfonyl, N,N-tert-butylmethylaminosulfonyl, N,N-butylethylaminosulfonyl, and other N,N-disubstituted aminosulfonyl groups.

[0142] As R 12 Examples of alkyldiyl groups with 1 to 10 carbon atoms include methylene, ethylene, trimethylene, tetramethylene, pentamethylene, hexamethylene, isopropylene, isobutylene, 2-methyltrimethylene, isopentene, isohexylene, isooctylene, and 2-ethylhexylene. Among these, alkyldiyl groups with 1 to 6 carbon atoms are preferred, and alkyldiyl groups with 1 to 4 carbon atoms are more preferred.

[0143] R 12 The -CH2- group represented by the alkyl dienyllium can be replaced by -O-, -CO-, or -NR-. 8 Replace with -, -OCO-, -COO-, -OCONH-, -CONH-, or -NHCO-.

[0144] As R 13 Alkyl groups having 1 to 4 carbon atoms are represented, for example, methyl, ethyl, propyl, and butyl.

[0145] As R 13 The alkoxy group represents alkoxy groups with 1 to 4 carbon atoms, such as methoxy, ethoxy, propoxy, tert-butoxy, etc.

[0146] R 13 Preferably, it is methyl, ethyl, methoxy, or ethoxy, and more preferably methoxy or ethoxy.

[0147] As R 1 With R 2 R 3 With R 4 R 9 With R 10 The following substances are examples of nitrogen-containing rings formed by the bonding of atoms. In the following structures, * indicates a bonding site.

[0148]

Transformation 6

[0149]

[0150] R 1 ~R 4 Preferably, each is an independent hydrogen atom, a saturated hydrocarbon group having 1 to 20 carbon atoms that may have substituents, or an aromatic hydrocarbon group having 6 to 30 carbon atoms that may have substituents; more preferably, each is an independent hydrogen atom, an alkyl group having 1 to 20 carbon atoms that may have substituents, or an aromatic hydrocarbon group having 6 to 30 carbon atoms that may have substituents; and even more preferably, each is an independent hydrogen atom, an alkyl group having 1 to 10 carbon atoms that may have substituents, or an aromatic hydrocarbon group having 6 to 20 carbon atoms that may have substituents.

[0151] In particular, R 1 and R 4 Preferably, each of the aromatic hydrocarbon groups having 6 to 30 carbon atoms and which may have substituents is represented independently, R 2 and R 3 Preferably, each hydrogen atom or a saturated hydrocarbon group having 1 to 20 carbon atoms that may have substituents is independently represented, R 1 and R 4 More preferably, each of the following can be independently represented as an aromatic hydrocarbon group having 6 to 20 carbon atoms that may have substituents: R 2 and R 3 More preferably, each of the following independently represents a hydrogen atom or an alkyl group having 1 to 10 carbon atoms that may have substituents: R 1 and R 4 Further preferred are alkylphenyl groups with 7 to 20 carbon atoms that may have substituents, R. 2 and R 3 Further preferred are alkyl groups having 1 to 10 carbon atoms, each independently representing a hydrogen atom or potentially having substituents. Particularly as a xanthan dye, by including R... 2 and R 3 Compounds represented by formula (1) with hydrogen atoms can be easily formed into color filters with excellent crosstalk suppression performance.

[0152] R 9 and R 10Each is preferably an alkyl group having 1 to 10 carbon atoms, more preferably 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 is preferred. 9 It is a hydrogen atom and R 10 It is an alkyl group having 1 to 10 carbon atoms, more preferably R. 9 It is a hydrogen atom and R 10 It is a branched alkyl group having 3 to 10 carbon atoms, and R is further preferred. 9 It is a hydrogen atom and R 10 It is 2-ethylhexyl.

[0153] As R 6 and R 7 Alkyl groups having 1 to 6 carbon atoms are represented, for example, methyl, ethyl, propyl, butyl, pentyl, hexyl, etc.

[0154] R 6 and R 7 Each of the following is preferably a hydrogen atom, a methyl group, or an ethyl group, and more preferably a hydrogen atom.

[0155] R 5 Preferred types are -CO2H and -CO2-Z. + -CO2R 8 -SO3 - -SO3 - Z + -SO3H, -SO2NR 9 R 10 More preferably -SO3 - -SO3 - Z + -SO3H, -SO2NR 9 R 10 Further preferred is -SO3 - -SO3 - Z + More preferably -SO3 - .

[0156] m is preferably 1 to 4, more preferably 1 or 2, and even more preferably 1.

[0157] R 5The bonding position is not particularly limited, but it is preferable to bond to at least one of two bonding positions adjacent to the pyrite skeleton, and more preferably to only one of the two bonding positions adjacent to the pyrite skeleton. Furthermore, when m is 2 or more, it is preferable to bond to at least one of the two bonding positions adjacent to the pyrite skeleton and to a corresponding bonding position, and more preferably to bond to one of the two bonding positions adjacent to the pyrite skeleton and to a corresponding bonding position.

[0158] Examples of halogen atoms represented by X include fluorine, chlorine, bromine, and iodine atoms.

[0159] In equation (1), the ionic form of -SO3 - The quantity is preferably 0 or 1, more preferably 1.

[0160] a represents 0 or 1, preferably 0.

[0161] The compound represented by formula (1) is preferably electrically neutral. That is, the compound represented by formula (1) has one ionic form of -SO3. - In the case where a is preferably 0, the compound represented by formula (1) does not have the ionic form of -SO3. - In this case, a is preferably 1.

[0162] The compound represented by formula (1) preferably has one or more ions selected from -SO3. - -SO3H, -SO3 - Z + and -SO2NR 9 R 10 The group consisting of the group preferably has 1 to 4 groups, and more preferably 1 to 2 groups.

[0163] The preferred embodiment of the pyrithione pigment includes the compound represented by formula (1-A). The compound represented by formula (1-A) may also be its tautomer.

[0164]

Transformation 7

[0165]

[0166] In formula (1-A),

[0167] R 21 and R 22 Each can be independently represented by a hydrogen atom or an alkyl group having 1 to 10 carbon atoms that may have substituents.

[0168] R 23 and R 24Each of the following groups independently represents an alkyl group with 1 to 4 carbon atoms, an aromatic hydrocarbon group with 6 to 10 carbon atoms, or -SO3. - -SO3H, -SO3 - Z + or -SO2NR 29 R 30 .

[0169] p and q represent integers from 0 to 5 independently. When p is greater than 2, multiple R... 23 Whether they are the same or different, when q is 2 or more, multiple R 24 Same or different.

[0170] R 25 Indicates -SO3 - -SO3H, -SO3 - Z + or -SO2NR 29 R 30 .

[0171] R 29 and R 30 Alkyl groups, which can be independently represented by 1 to 10 hydrogen or carbon atoms respectively.

[0172] a, m, X, and Z + Same as above.

[0173] In equation (1-A), a, m, X, and Z + Including its preferred mode, and with a, m, X and Z in equation (1) + same.

[0174] As R 21 and R 22 R 29 and R 30 Alkyl groups with 1 to 10 carbon atoms can be represented by 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.

[0175] R 21 and R 22 The alkyl group representing 1 to 10 carbon atoms may have substituents; examples of such substituents include those related to R. 1 ~R 4 The saturated hydrocarbon group representing 1 to 20 carbon atoms may have the same substituents. Preferably, these substituents are halogen atoms, hydroxyl groups, or carboxyl groups, and more preferably carboxyl groups.

[0176] R 21 and R 22Each of the following is preferably a hydrogen atom or an alkyl group having 1 to 10 carbon atoms that may have a carboxyl group; more preferably, a hydrogen atom or an alkyl group having 1 to 5 carbon atoms that may have a carboxyl group; and even more preferably, a hydrogen atom or an alkyl group having 2 to 4 carbon atoms that may have a carboxyl group. In particular, as a zeaxanthin pigment, by containing R... 21 and R 22 Compounds represented by formula (1-A) with hydrogen atoms can be readily formed into color filters with excellent crosstalk suppression performance.

[0177] R 29 and R 30 Each of the following is 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 is preferred. 29 It is a hydrogen atom and R 30 It is an alkyl group having 1 to 10 carbon atoms, more preferably R. 29 It is a hydrogen atom and R 30 It is a branched alkyl group having 3 to 10 carbon atoms, and R is further preferred. 29 It is a hydrogen atom and R 30 It is 2-ethylhexyl.

[0178] As R 23 and R 24 The alkyl group represented by carbon atoms is 1 to 4, and examples include straight-chain or branched alkyl groups such as methyl, ethyl, propyl, butyl, isopropyl, isobutyl, sec-butyl, and tert-butyl, with alkyl groups having 1 to 2 carbon atoms being preferred, and methyl being more preferred.

[0179] As R 23 and R 24 The aromatic hydrocarbon group representing 6 to 10 carbon atoms can be phenyl; tolyl, xylyl, mesitylene, propylphenyl, butylphenyl and other alkylphenyl groups, etc., with phenyl being preferred.

[0180] R 23 and R 24 Each of the following 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 even more preferably methyl or phenyl.

[0181] R 23 and R 24 The bonding position is preferably bonded to at least one of two bonding positions that are adjacent to N, and more preferably bonded to two bonding positions that are adjacent to N.

[0182] p and q are each preferably integers from 0 to 3, more preferably integers from 1 to 3, even more preferably integers from 1 to 2, and particularly preferably 2.

[0183] R 25 Particularly preferred is -SO3 - .

[0184] In formula (1-A), the ionic form of -SO3 - The quantity is preferably 0 or 1, more preferably 1.

[0185] The compound represented by formula (1-A) is preferably electrically neutral. That is, it has one ionic form, -SO3. - In the case where a is preferably 0, the compound represented by formula (1-A) does not have the ionic form of -SO3. - In this case, a is preferably 1.

[0186] The compound represented by formula (1-A) preferably has one or more ions selected from -SO3. - -SO3H, -SO3 - Z + and -SO2NR 29 R 30 The group consisting of the group preferably has 1 to 4 groups, and more preferably 1 or 2 groups.

[0187] Examples of succinate pigments include compounds represented by formulas (1-1) to (1-54). Additionally, in the following formulas, Ra represents 2-ethylhexyl.

[0188]

Transformation 8

[0189]

[0190]

Chemistry 9

[0191]

[0192]

Chemistry 10

[0193]

[0194]

Chemistry 11

[0195]

[0196]

Chemistry 12

[0197]

[0198]

Chemistry 13

[0199]

[0200]

Chemistry 14

[0201]

[0202] Other examples of pyrrolizin pigments include those described in Japanese Patent Application Publication No. 2017-194551.

[0203] The preferred compound is a compound represented by formula (1-17) to formula (1-39), more preferably a compound represented by formula (1-17) to formula (1-28) or formula (1-32) to formula (1-39), and even more preferably a compound represented by formula (1-32) or formula (1-34).

[0204] The content of xanthannae pigment relative to 100 parts by weight of yellow pigment is preferably 1 to 200 parts by weight, more preferably 10 to 100 parts by weight, and even more preferably 15 to 50 parts by weight. Within the above range, a color filter with high color purity can be formed.

[0205] Specifically, relative to 100 parts by weight of pigment (Y1), the content of thallium pigment is preferably 1 to 250 parts by weight, more preferably 15 to 200 parts by weight, even more preferably 30 to 150 parts by weight, and even more preferably 50 to 100 parts by weight. If it is within the above range, a color filter with excellent crosstalk suppression performance and high color purity can be formed.

[0206] The content of zeolite is preferably 1 to 200 parts by weight relative to 100 parts by weight of red pigment, more preferably 10 to 80 parts by weight, and even more preferably 20 to 50 parts by weight. Within these ranges, a color filter with high color purity can be formed.

[0207] The content of thiazolinone pigment relative to the total amount of colorant (A) is preferably 0.5 to 40% by mass, more preferably 3 to 30% by mass, and even more preferably 5 to 20% by mass. If it is within the above range, a color filter with high color purity can be formed.

[0208] <Red pigment>

[0209] Colorant (A) contains red pigments. Specific 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.

[0210] From the perspective of excellent crosstalk suppression performance, red pigments preferably contain pigments having a pyrrolopyrrole dione skeleton. As pigments having a pyrrolopyrrole dione skeleton, compounds represented by formula (i) are preferred.

[0211]

Chemistry 15

[0212]

[0213] In formula (i),

[0214] R 31 ~R 40 Each of the following can be independently represented: hydrogen atom, halogen atom, cyano group, hydrocarbon group with 1 to 15 carbon atoms, and -OR. 41 -SR 41 -SO3M, -SO2NHR 41 -SO2N(R) 42 )2 or -N(R 41 )2.

[0215] R 41 A hydrocarbon group representing 1 to 15 hydrogen or carbon atoms.

[0216] R 42 Represents hydrocarbon groups with 1 to 15 carbon atoms.

[0217] M represents a hydrogen atom or an alkali metal atom.

[0218] The halogen atom is preferably a fluorine atom, chlorine atom, bromine atom, or iodine atom, more preferably a fluorine atom, chlorine atom, or bromine atom, and even more preferably a chlorine atom or bromine atom.

[0219] R 31 ~R 40 The hydrocarbon group representing 1 to 15 carbon atoms can be saturated or unsaturated, preferably aliphatic hydrocarbon group and aromatic hydrocarbon group, and also preferably a combination of aliphatic hydrocarbon group and aromatic hydrocarbon group.

[0220] The aliphatic hydrocarbon group is preferably a straight-chain or branched alkyl group. Specific examples include methyl, ethyl, propyl, isopropyl, butyl, sec-butyl, tert-butyl, pentyl, hexyl, heptyl, octyl, decyl, dodecyl, octadecyl, 1,5-dimethylhexyl, 1,6-dimethylheptyl, 2-ethylhexyl, etc.

[0221] The aliphatic hydrocarbon group preferably has 1 to 12 carbon atoms, more preferably 1 to 10, even more preferably 1 to 8, even more preferably 1 to 6, and particularly preferably 1 to 3.

[0222] The aromatic hydrocarbon group is preferably phenyl; tolyl, xylyl, mesitylene, propylphenyl, butylphenyl and other alkylphenyl groups, more preferably phenyl.

[0223] 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.

[0224] The aromatic hydrocarbon group can be substituted and can have substituents such as trifluoromethyl, halogen atom, nitro, cyano, carbamoyl, aminosulfonyl, alkoxy with 1 to 4 carbon atoms, etc. The aromatic hydrocarbon group with substituents is preferably p-methylphenyl, 4-tert-butylphenyl, p-nitrophenyl, p-methoxyphenyl, p-chlorophenyl, 2,4-dichlorophenyl, or 3-carbamoylphenyl.

[0225] The combination of aliphatic and aromatic hydrocarbon groups is preferably aralkyl groups such as benzyl, 4-methylbenzyl, 4-tert-butylbenzyl, 4-methoxybenzyl, 4-nitrobenzyl, and 2,4-dichlorobenzyl.

[0226] R 41 and R 42 Hydrocarbon groups representing 1 to 15 carbon atoms can be combined with R 31 ~R 40 The hydrocarbon groups representing 1 to 15 carbon atoms are the same, and the preferred range can also be the same.

[0227] As -OR 41 Examples include methoxy, ethoxy, propoxy, butoxy, pentoxy, hexoxy, heptoxy, octoxy, 2-ethylhexoxy, and eicosyloxy.

[0228] As -SR 41 Examples include methylthio, ethylthio, butylthio, hexylthio, decylthio, and eicosethio.

[0229] As -SO2NHR 41 Examples include:

[0230] Aminosulfonyl;

[0231] N-Methylaminosulfonyl, N-ethylaminosulfonyl, N-propylaminosulfonyl, N-isopropylaminosulfonyl, N-butylaminosulfonyl, N-isobutylaminosulfonyl, N-sec-butylaminosulfonyl, N-tert-butylaminosulfonyl, N-pentylaminosulfonyl, N-(1-ethylpropyl)aminosulfonyl, N-(1,1-dimethylpropyl)aminosulfonyl, N-(1,2-dimethylpropyl)aminosulfonyl, N-(2,2-dimethylpropyl)aminosulfonyl, N-(1-methylbutyl)aminosulfonyl, N-(2-methylbutyl)aminosulfonyl, N -(3-methylbutyl)aminosulfonyl, N-cyclopentylaminosulfonyl, N-hexylaminosulfonyl, N-(1,3-dimethylbutyl)aminosulfonyl, N-(3,3-dimethylbutyl)aminosulfonyl, N-heptylaminosulfonyl, N-(1-methylhexyl)aminosulfonyl, N-(1,4-dimethylpentyl)aminosulfonyl, N-octylaminosulfonyl, N-(2-ethylhexyl)aminosulfonyl, N-(1,5-dimethyl)hexylaminosulfonyl, N-(1,1,2,2-tetramethylbutyl)aminosulfonyl and other N-monosubstituted aminosulfonyl groups.

[0232] As -SO2N(R 42 )2. Examples of N,N-dimethylaminosulfonyl, N,N-ethylmethylaminosulfonyl, N,N-diethylaminosulfonyl, N,N-propylmethylaminosulfonyl, N,N-isopropylmethylaminosulfonyl, N,N-tert-butylmethylaminosulfonyl, N,N-butylethylaminosulfonyl, N,N-bis(1-methylpropyl)aminosulfonyl, N,N-heptylmethylaminosulfonyl, and other N,N-disubstituted aminosulfonyl groups are also mentioned.

[0233] As -N(R) 41 )2, examples can be given:

[0234] amino;

[0235] Monosubstituted amino groups such as N-methylamino, N-ethylamino, N-propylamino, N-isopropylamino, N-butylamino, N-isobutylamino, N-(sec-butyl)amino, N-(tert-butyl)amino, N-pentylamino, N-(1-ethylpropyl)amino, N-hexylamino, N-(2-ethylhexyl)amino, N-heptylamino, N-octylamino, N-nonylamino, N-decylamino, and N-phenylamino;

[0236] N,N-Dimethylamino, N-Ethyl-N-Methylamino, N,N-Diethylamino, N-Propyl-N-Methylamino, N,N-Dipropylamino, N-Isopropyl-N-Methylamino, N,N-Diisopropylamino, N,N-Diisobutylamino, N,N-Di(sec-butyl)amino, N-(tert-butyl)-N-Methylamino, N,N-Di(tert-butyl)amino, N-Butyl-N-Methylamino, N,N-Dibutylamino, N-Butyl-N- Disubstituted amino groups such as octylamino, N,N-dipentylamino, N,N-bis(1-ethylpropyl)amino, N-butyl-N-hexylamino, N-hexyl-N-methylamino, N,N-dihexylamino, N-(2-ethylhexyl)-N-methylamino, N,N-bis(2-ethylhexyl)amino, N,N-diheptylamino, N-octyl-N-methylamino, N,N-dioctylamino, N-phenyl-N-methylamino, and N,N-diphenylamino.

[0237] The alkali metal atom represented by M in the above-mentioned -SO3M is preferably sodium or potassium.

[0238] Among them, R 31 ~R 40 Each of the following is preferred to represent a hydrogen atom, a halogen atom, a cyano group, and a hydrocarbon group having 1 to 15 carbon atoms, and more preferably a hydrocarbon group representing a hydrogen atom, a halogen atom, and 1 to 10 carbon atoms.

[0239] In the preferred embodiment, preferably, 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 a halogen atom or a hydrocarbon group having 1 to 15 carbon atoms, more preferably, 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 a halogen atom or a hydrocarbon group having 1 to 10 carbon atoms, more preferably, R 31 ~R 35 At least one of them is a halogen atom or an aliphatic or aromatic hydrocarbon group having 1 to 10 carbon atoms, and R 36 ~R 40 At least one of them is a halogen atom or an aliphatic hydrocarbon group or an aromatic hydrocarbon group having 1 to 10 carbon atoms. When 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.

[0240] The compound represented by formula (i) is more preferably the compound represented by formula (i-1).

[0241]

Chemistry 16

[0242]

[0243] In equation (i-1),

[0244] R 33 and R 38 Each of the following can be independently represented: hydrogen atom, halogen atom, cyano group, hydrocarbon group with 1 to 15 carbon atoms, and -OR. 41 -SR 41 -SO3M, -SO2NHR 41 -SO2N(R) 42 )2 or -N(R 41 )2.

[0245] R 41 A hydrocarbon group representing 1 to 15 hydrogen or carbon atoms.

[0246] R 42 Represents hydrocarbon groups with 1 to 15 carbon atoms.

[0247] M represents a hydrogen atom or an alkali metal atom.

[0248] R 33 R 38 R 41 R 42 M is the same as above.

[0249] In equation (i) or equation (i-1), R 33 and R 38 Each and every one of the following is preferably a halogen atom or a hydrocarbon group having 1 to 15 carbon atoms, more preferably an aliphatic hydrocarbon group or an aromatic hydrocarbon group having 1 to 10 carbon atoms, and even more preferably a chlorine atom, a bromine atom, a straight-chain alkyl group having 1 to 10 carbon atoms, or a phenyl group. When there are multiple halogen atoms or hydrocarbon groups, the halogen atoms or hydrocarbon groups may be the same or different.

[0250] The compounds represented by formula (i) or formula (i-1) are 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.

[0251] The content of the compound represented by formula (i) relative to the total amount of red pigment is preferably 20% by mass or more, more preferably 50% by mass or more, even more preferably 80% by mass or more, particularly preferably 95% by mass or more, and may also be 100% by mass. If it is within the above range, a color filter with steep spectral characteristics can be formed.

[0252] The content of red pigment is preferably 1 to 500 parts by weight relative to 100 parts by weight of yellow pigment, more preferably 50 to 350 parts by weight, and even more preferably 100 to 200 parts by weight. Within these ranges, a color filter with high color purity can be formed.

[0253] The content of red pigment relative to 100 parts by weight of pigment (Y1) is preferably 1 to 500 parts by weight, more preferably 100 to 470 parts by weight, and even more preferably 150 to 430 parts by weight. If it is within the above range, a color filter with excellent crosstalk suppression performance and high color purity can be formed.

[0254] The content of red pigment relative to the total amount of colorant (A) is preferably 10 to 80% by mass, more preferably 20 to 65% by mass, and even more preferably 30 to 50% by mass. If it is within the above range, a color filter with high color purity can be formed.

[0255] <Orange Pigment>

[0256] Colorant (A) may also include orange pigment. Examples of orange pigments include CI pigments Orange 13, 31, 36, 38, 40, 42, 43, 51, 55, 59, 61, 62, 64, 65, 71, 72, and 73. 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.

[0257] As an orange pigment, the compound represented by formula (II) is preferred (hereinafter also referred to as compound (II)). Hereinafter, compound (II) will be described in detail, and compound (II) also includes the resonance structure of formula (II), the tautomer of formula (II), and the compound obtained by rotating each group in formula (II) about the bond axis of the single bond.

[0258]

Chemistry 17

[0259]

[0260] In formula (II),

[0261] L 1 This indicates a divalent aromatic hydrocarbon group that may have substituents.

[0262] X 11 ~X 14 A hydrocarbon group, which can independently represent a hydrogen atom or have 1 to 20 carbon atoms and may have substituents.

[0263] As X 11 ~X 14The hydrocarbon groups represented can be aliphatic or aromatic. Aliphatic hydrocarbon groups can be saturated or unsaturated, and can be chain-like or alicyclic.

[0264] Examples of saturated or unsaturated chain hydrocarbon groups include methyl, ethyl, n-propyl, n-butyl, n-pentyl, n-hexyl, n-heptyl, n-octyl, n-nonyl, n-decyl, n-undecyl, n-dodecyl, n-tridecyl, n-tetradecyl, n-pentadecanyl, n-hexadecyl, n-heptadecyl, n-octadecyl, n-nonadecanyl, n-eicosyl, etc., which are straight-chain alkyl groups; isopropyl, (1-ethyl)propyl, isobutyl, sec-butyl, tert-butyl, (1-ethyl)butyl, (2-ethyl)butyl, (1-propyl)butyl, isopentyl, neopentyl, tert-pentyl, (2-methyl)pentyl, (1-ethyl)pentyl, (3- Branched alkyl groups such as ethyl)pentyl, (1-propyl)pentyl, (1-butyl)pentyl, isohexyl, (2-methyl)hexyl, (5-methyl)hexyl, (2-ethyl)hexyl, (1-butyl)hexyl, (2-methyl)heptyl, (2-ethyl)heptyl, (3-ethyl)heptyl, (2-methyl)octyl, (2-ethyl)octyl, etc.; vinyl, 1-propenyl, 2-propenyl (allyl), (1-methyl)vinyl, 2-butenyl, 3-butenyl, 1,3-butadienyl, (1-(2-propenyl))vinyl, (1,2-dimethyl)propenyl, 2-pentenyl, etc.

[0265] Examples of cycloalkyl groups that can be saturated or unsaturated alicyclic hydrocarbon groups include cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, etc.; cyclohexenyl (e.g., cyclohex-2-ene, cyclohex-3-ene), cycloheptenyl, cyclooctenyl, etc.; norbornyl, adamantyl, bicyclo[2.2.2]octyl, etc.

[0266] Examples of aromatic hydrocarbon groups include aryl groups such as phenyl, 1-naphthyl, 2-naphthyl, anthracene, phenanthrene, and biphenyl; alkylaryl groups such as o-tolyl, m-tolyl, p-tolyl, 2-ethylphenyl, 3-ethylphenyl, 4-ethylphenyl, 2,3-dimethylphenyl, 2,4-dimethylphenyl, 2,5-dimethylphenyl, 2,6-dimethylphenyl, 3,4-dimethylphenyl, 3,5-dimethylphenyl, 2,4,6-trimethylphenyl, 2-methyl-6-ethylphenyl, 2,6-diethylphenyl, o-isopropylphenyl, m-isopropylphenyl, p-isopropylphenyl, 2-methyl-6-isopropylphenyl, 4-butylphenyl, o-tert-butylphenyl, m-tert-butylphenyl, and p-tert-butylphenyl; and alkenylaryl groups such as 4-vinylphenyl. The number of carbon atoms in this aromatic hydrocarbon group is preferably 6 to 20, more preferably 6 to 18, further preferably 6 to 12, and even more preferably 6 to 10.

[0267] The aforementioned hydrocarbon groups with 1 to 20 carbon atoms, provided the upper limit for the number of carbon atoms is 20, can also be groups formed by combining two or more of the groups selected from the aforementioned chain hydrocarbon groups, alicyclic hydrocarbon groups, and aromatic hydrocarbon groups. Examples of such groups include aralkyl groups such as benzyl, phenethyl, and 1-methyl-1-phenylethyl; arylalyl groups such as phenylvinyl (styryl); arylynyl groups such as phenylethynyl; 1-methylcyclopropyl, 1-methylcyclohexyl, 2-methylcyclohexyl, 3-methylcyclohexyl, 4-methylcyclohexyl, 1,2-dimethylcyclohexyl, 1,3-dimethylcyclohexyl, 1,4-dimethylcyclohexyl, 2,3-dimethylcyclohexyl, 2,4-dimethylcyclohexyl, 2,5-dimethylcyclohexyl, 2,6-dimethylcyclohexyl, and 3,4-dimethylcyclohexyl. Cyclohexyl, 3,5-dimethylcyclohexyl, 2,2-dimethylcyclohexyl, 3,3-dimethylcyclohexyl, 4,4-dimethylcyclohexyl, 2,4,6-trimethylcyclohexyl, 2,2,6,6-tetramethylcyclohexyl, 3,3,5,5-tetramethylcyclohexyl, etc., alicyclic hydrocarbon groups bonded with one or more alkyl or alicyclic hydrocarbon groups; alkyl groups bonded with one or more alicyclic hydrocarbon groups, such as cyclopropylmethyl, cyclopropylethyl, cyclobutylmethyl, cyclobutylethyl, cyclopentylmethyl, cyclopentylethyl, cyclohexylmethyl, 2-methylcyclohexylmethyl, cyclohexylethyl, etc.

[0268] As X 11 ~X 14 The substituents that the hydrocarbon group may have include halogen atoms, hydroxyl groups, alkoxy groups, alkylthio 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 aminosulfonyl groups, -SO3M, etc. M above represents a hydrogen atom or an alkali metal atom (e.g., sodium, potassium).

[0269] Examples of halogen atoms that can be used as substituents include fluorine atoms, chlorine atoms, bromine atoms, and iodine atoms, with fluorine atoms, chlorine atoms, or bromine atoms being preferred.

[0270] Examples of alkoxy groups that can be used as substituents include methoxy, ethoxy, propoxy, n-butoxy, and tert-butoxy. The number of carbon atoms in the aforementioned alkoxy groups is preferably 1 to 4, more preferably 1 or 2.

[0271] Examples of alkylthio groups that can be used as substituents include methylthio, ethylthio, propylthio, and n-butylthio. The number of carbon atoms in the aforementioned alkylthio groups is preferably 1 to 4, more preferably 1 or 2.

[0272] Examples of substituted amino groups include amino groups having one or two hydrocarbon groups. Examples of such hydrocarbon groups include those exemplified as hydrocarbon groups having 1 to 20 carbon atoms, 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-monosubstituted amino groups such as N-methylamino, N-ethylamino, N-propylamino, N-isopropylamino, and N-phenylamino; and N,N-disubstituted amino groups such as N,N-dimethylamino, N,N-diethylamino, N,N-dipropylamino, N,N-diisopropylamino, N,N-diphenylamino, N,N-ethylmethylamino, N,N-methylphenylamino, and N,N-ethylphenylamino.

[0273] The N-acylamino group that serves as a substituent refers to -NHCOR 9a The group represented by R 9a Represents a hydrogen atom or a hydrocarbon group. As R... 9a The hydrocarbon group represented can be exemplified by the hydrocarbon groups with 1 to 20 carbon atoms mentioned above. As R 9a Preferably, it is an alkyl group with 1 to 4 carbon atoms or an aromatic hydrocarbon group with 6 to 10 carbon atoms. Examples of N-acylamino groups include N-formylamino, N-acetylamino, N-propionylamino, N-butyrylamino, and N-benzoylamino.

[0274] The substituted or unsubstituted carbamoyl group as a substituent refers to -CONR 9b R 9c The group represented by R 9b and R 9c Each can be represented independently by a hydrogen atom or a hydrocarbon group. As R 9b and R 9c The hydrocarbon group represented can be exemplified by the hydrocarbon groups with 1 to 20 carbon atoms mentioned above. As R 9b and R 9c Each group is preferably a hydrogen atom, an alkyl group having 1 to 4 carbon atoms, or an aromatic hydrocarbon group having 6 to 10 carbon atoms. As -CONR 9b R 9cExamples include carbamoyl; N-methylcarbamoyl, N-ethylcarbamoyl, N-propylcarbamoyl, N-isopropylcarbamoyl, N-butylcarbamoyl, N-tert-butylcarbamoyl, N-phenylcarbamoyl and other N-monosubstituted carbamoyl groups; N,N-dimethylcarbamoyl, N,N-ethylmethylcarbamoyl, N,N-diethylcarbamoyl, N,N-propylmethylcarbamoyl, N,N-dipropylcarbamoyl, N,N-butylmethylcarbamoyl, N,N-tert-butylmethylcarbamoyl, N,N-ditert-butylcarbamoyl, N,N-phenylmethylcarbamoyl, N,N-diphenylcarbamoyl and other N,N-disubstituted carbamoyl groups.

[0275] The substituted or unsubstituted aminosulfonyl group as a substituent refers to -SO2NR 9d R 9e The group represented by R 9d and R 9e Each can be represented independently by a hydrogen atom or a hydrocarbon group. As R 9d and R 9e The hydrocarbon group represented can be exemplified by the hydrocarbon groups with 1 to 20 carbon atoms mentioned above. As R 9d and R 9e Each group is preferably a hydrogen atom, an alkyl group having 1 to 4 carbon atoms, or an aromatic hydrocarbon group having 6 to 10 carbon atoms. As -SO2NR 9d R 9e Examples include aminosulfonyl groups; N-monosubstituted aminosulfonyl groups such as N-methylaminosulfonyl, N-ethylaminosulfonyl, N-propylaminosulfonyl, N-isopropylaminosulfonyl, N-butylaminosulfonyl, and N-isobutylaminosulfonyl; and N,N-disubstituted aminosulfonyl groups such as N,N-dimethylaminosulfonyl, N,N-ethylmethylaminosulfonyl, N,N-diethylaminosulfonyl, N,N-propylmethylaminosulfonyl, N,N-isopropylmethylaminosulfonyl, N,N-tert-butylmethylaminosulfonyl, N,N-butylethylaminosulfonyl, and N,N-dibutylaminosulfonyl.

[0276] L 1 The term "divalent aromatic hydrocarbon group" refers to a group in an aromatic hydrocarbon ring in which two hydrogen atoms directly bonded to the carbon atoms constituting the ring are replaced by bonding sites. The aromatic hydrocarbon ring constituting the divalent aromatic hydrocarbon group can be either monocyclic or polycyclic, such as benzene rings, biphenyl rings, naphthalene rings, anthracene rings, and structures in which at least one hydrogen atom of these aromatic hydrocarbon rings is replaced by a hydrocarbon group. Examples of such hydrocarbon groups include those related to X. 11 ~X 14The group representing the same hydrocarbon group with 1 to 20 carbon atoms is preferably a hydrocarbon group with 1 to 12 carbon atoms, more preferably a chain hydrocarbon group with 1 to 10 carbon atoms, or an aromatic hydrocarbon group with 6 to 12 carbon atoms, even more preferably a chain hydrocarbon group with 1 to 10 carbon atoms, and even more preferably a saturated chain hydrocarbon group with 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. From the perspective of excellent crosstalk suppression performance, L 1 The aromatic hydrocarbon ring represented by the divalent aromatic hydrocarbon group is preferably a monocyclic ring.

[0277] As L 1 The divalent aromatic hydrocarbon group and X represent 11 ~X 14 The hydrocarbon group represented may have substituents, and examples of substituents related to X above can be given. 11 ~X 14 The hydrocarbon group represented may have the same substituents.

[0278] As L 1 Preferably, it is a divalent aromatic hydrocarbon group with 6 to 30 carbon atoms that may have substituents, more preferably a divalent aromatic hydrocarbon group with 6 to 20 carbon atoms that may have substituents. As the aromatic hydrocarbon ring constituting the above-mentioned divalent aromatic hydrocarbon group, it 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 with 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 with 1 to 4 carbon atoms, and even more preferably a benzene ring or a biphenyl ring. The substituents that may be present in the above-mentioned divalent aromatic hydrocarbon group are preferably halogen atoms, alkoxy groups, alkylthio groups, carboxyl groups, substituted or unsubstituted amino groups, N-acylamino groups, cyano groups, substituted or unsubstituted carbamoyl groups, more preferably halogen atoms, alkoxy groups with 1 to 4 carbon atoms, alkylthio groups with 1 to 4 carbon atoms, carboxyl groups, substituted or unsubstituted amino groups, N-acylamino groups, cyano groups, substituted or unsubstituted carbamoyl groups, even more preferably halogen atoms, alkoxy groups with 1 to 4 carbon atoms, or cyano groups, even more preferably chlorine atoms, fluorine atoms, alkoxy groups with 1 to 4 carbon atoms, or cyano groups, and particularly preferably chlorine atoms, alkoxy groups with 1 to 4 carbon atoms, or cyano groups.

[0279] As L 1Preferably, it is any one of the groups represented by formulas (ph1) to (ph16), more preferably any one of the groups represented by formulas (ph1) to (ph3) and (ph11) to (ph13), and even more preferably any one of the groups represented by formulas (ph1), (ph2), (ph11), and (ph12). From the perspective of excellent crosstalk suppression performance, the orange pigment preferably contains L... 1 Compounds represented by formula (II) of formula (ph1) or formula (ph2).

[0280] [Chemistry 18]

[0281]

[0282] [In formulas (ph1) to (ph16), * and ** represent bonding sites.]

[0283] As X 11 and X 13 The group is preferably composed of hydrogen atoms, alkyl groups having 1 to 10 carbon atoms that may have substituents, cycloalkyl groups having 3 to 10 carbon atoms that may have substituents, or aromatic hydrocarbon groups having 6 to 12 carbon atoms that may have substituents. More preferably, it is composed of alkyl groups having 1 to 10 carbon atoms that may have substituents, cycloalkyl groups having 3 to 10 carbon atoms that may have substituents, or aromatic hydrocarbon groups having 6 to 12 carbon atoms that may have substituents. Even more preferably, it is composed of alkyl groups having 1 to 10 carbon atoms that may have substituents, or aromatic hydrocarbon groups having 6 to 12 carbon atoms that may have substituents. Even more preferably, it is composed of alkyl groups having 1 to 4 carbon atoms that may have substituents, or aromatic hydrocarbon groups having 6 to 10 carbon atoms that may have substituents. Particularly preferred are aromatic hydrocarbon groups having 6 to 10 carbon atoms that may have substituents. Extremely preferred are phenyl groups, and most preferably phenyl. As X 11 and X 13 The substituents that the hydrocarbon group may have are preferably halogen atoms, alkoxy groups with 1 to 4 carbon atoms, alkylthio groups with 1 to 4 carbon atoms, carboxyl groups, substituted or unsubstituted amino groups, N-acylamino groups, cyano groups, substituted or unsubstituted carbamoyl groups, more preferably halogen atoms, alkoxy groups with 1 to 4 carbon atoms, or cyano groups, even more preferably chlorine atoms, fluorine atoms, alkoxy groups with 1 to 4 carbon atoms, or cyano groups, and even more preferably chlorine atoms or fluorine atoms.

[0284] As X 12 and X 14The groups are preferably, independently, hydrogen atoms, alkyl groups having 1 to 10 carbon atoms that may have substituents, cycloalkyl groups having 3 to 10 carbon atoms that may have substituents, or aromatic hydrocarbon groups having 6 to 12 carbon atoms that may have substituents; more preferably, alkyl groups having 1 to 10 carbon atoms that may have substituents, cycloalkyl groups having 3 to 10 carbon atoms that may have substituents, or aromatic hydrocarbon groups having 6 to 12 carbon atoms that may have substituents; even more preferably, alkyl groups having 1 to 10 carbon atoms that may have substituents, or aromatic hydrocarbon groups having 6 to 12 carbon atoms that may have substituents; even more preferably, alkyl groups having 1 to 4 carbon atoms that may have substituents, or aromatic hydrocarbon groups having 6 to 10 carbon atoms that may have substituents; particularly preferably, alkyl groups having 1 to 4 carbon atoms that may have substituents; extremely preferably, alkyl groups having 1 or 2 carbon atoms that may have substituents; and most preferably, methyl or ethyl, especially methyl. As X 12 and X 14 The substituents that the hydrocarbon group may have are preferably halogen atoms, alkoxy groups with 1 to 4 carbon atoms, alkylthio groups with 1 to 4 carbon atoms, carboxyl groups, substituted or unsubstituted amino groups, N-acylamino groups, cyano groups, substituted or unsubstituted carbamoyl groups, more preferably halogen atoms, alkoxy groups with 1 to 4 carbon atoms, or cyano groups, even more preferably chlorine atoms, fluorine atoms, alkoxy groups with 1 to 4 carbon atoms, or cyano groups, and even more preferably chlorine atoms or fluorine atoms.

[0285] Examples of compounds (II) include compounds (II-1) to (II-231) shown in Tables 2 to 4. Furthermore, in Tables 2 to 4, “ph1” to “ph6”, “ph8”, “ph10” to “ph13”, “r1”, and “r2” represent the groups represented by the formulas (ph1) to (ph6), (ph8), (ph10) to (ph13), (r1), and (r2), respectively; “Me” represents methyl; “Et” represents ethyl; and “CF3” represents trifluoromethyl.

[0286] Table 2

[0287]

[0288] Table 3

[0289]

[0290] Table 4

[0291]

[0292]

Chemistry 19

[0293]

[0294] [In the formula, * and ** represent bonding sites.]

[0295] As compound (II), compounds (II-1) to (II-63) and compounds (II-169) to (II-231) are preferred, compounds (II-1) to (II-42) and compounds (II-169) to (II-210) are more preferred, compounds (II-1) to (II-21) and compounds (II-169) to (II-189) are even more preferred, compounds (II-1) to (II-12) and compounds (II-169) to (II-180) are even more preferred, and compounds (II-1) to (II-6) and compounds (II-169) to (II-174) are particularly preferred.

[0296] Examples of compound (II) include pigment CI Orange 13 and the azo pigment disclosed in International Publication No. 2022 / 065357. Known methods can be used to manufacture compound (II).

[0297] The content of orange pigment is preferably 1 to 200 parts by weight relative to 100 parts by weight of yellow pigment, more preferably 10 to 80 parts by weight, and even more preferably 20 to 50 parts by weight. Within these ranges, a color filter with high color purity can be formed.

[0298] The content of orange pigment relative to 100 parts by weight of pigment (Y1) is preferably 1 to 200 parts by weight, more preferably 40 to 150 parts by weight, and even more preferably 60 to 100 parts by weight. If it is within the above range, a color filter with excellent crosstalk suppression performance and high color purity can be formed.

[0299] The content of orange pigment is preferably 1 to 500 parts by weight relative to 100 parts by weight of thallium pigment, more preferably 20 to 350 parts by weight, and even more preferably 50 to 200 parts by weight. Within the above range, a color filter with high color purity can be formed.

[0300] The content of orange pigment is preferably 1 to 200 parts by mass relative to 100 parts by mass of red pigment, more preferably 5 to 100 parts by mass, and even more preferably 10 to 50 parts by mass. If it is within the above range, a color filter with steep spectral characteristics can be formed.

[0301] The content of orange pigment relative to the total amount of colorant (A) is preferably 0.1 to 40% by mass, more preferably 1 to 30% by mass, and even more preferably 5 to 20% by mass. If it is within the above range, a color filter with high color purity can be formed.

[0302] The colorant (A) may further contain a colorant other than those described above, and the other colorant (a1) may be any of a dye (hereinafter also referred to as dye (a1-1)) and a pigment (hereinafter also referred to as pigment (a1-2)).

[0303] The dye (a1-1) is not particularly limited, and a known dye can be used, and examples thereof include solvent dyes, acid dyes, direct dyes, mordant dyes and the like. Examples of the dye include compounds classified as dyes in the Color Index (published by The Society of Dyers and Colourists), and known dyes described in the Dyeing Notebook (published by Shikisensha). Further, according to chemical structures, examples thereof include azo dyes, cyanine dyes, triarylmethane dyes, thiazole dyes, oxazine dyes, anthraquinone dyes, naphthoquinone dyes, quinone imine dyes, methine dyes, azamethine dyes, squarylium dyes, acridine dyes, styryl dyes, coumarin dyes, quinoline dyes, nitro dyes, phthalocyanine dyes, perylene dyes, quinophthalone dyes, isoindoline dyes and the like.

[0304] Specific examples of the dye (a1-1) include:

[0305] C.I. Solvent Yellow 4, 14, 15, 23, 24, 38, 62, 63, 68, 82, 94, 98, 99, 117, 162, 163, 167, 189;

[0306] C.I. Solvent Red 45, 49, 111, 125, 130, 143, 145, 146, 150, 151, 155, 168, 169, 172, 175, 181, 207, 222, 227, 230, 245, 247;

[0307] C.I. Solvent Orange 2, 7, 11, 15, 26, 56, 77, 86;

[0308] C.I. Solvent Violet 11, 13, 14, 26, 31, 36, 37, 38, 45, 47, 48, 51, 59, 60;

[0309] C.I. 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;

[0310] C.I. Solvent dyes such as C.I. Solvent Green 1, 3, 4, 5, 7, 28, 29, 32, 33, 34, 35, etc.,

[0311] 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, 15 7, 160, 161, 163, 168, 169, 172, 177, 178, 179, 184, 190, 193, 196, 197, 199, 202, 203, 204, 205, 207, 212, 214, 220, 221, 228, 230, 232, 235, 238, 240, 242, 243, 251;

[0312] 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, 1 98, 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;

[0313] CI Acid Orange 6, 7, 8, 10, 12, 26, 50, 51, 52, 56, 62, 63, 64, 74, 75, 94, 95, 107, 108, 169, 173;

[0314] CI Acid Violet 6B, 7, 15, 16, 17, 19, 21, 23, 24, 25, 34, 38, 49, 72;

[0315] Acid Blue (CI) 1, 3, 5, 7, 9, 11, 13, 15, 17, 18, 22, 23, 24, 25, 26, 27, 29, 34, 38, 40, 41, 42, 43, 45, 48, 51, 54, 59, 60, 62, 70, 72, 74, 75, 78, 80, 82, 83, 86, 87, 88, 90, 90:1, 91, 92, 93, 93:1, 96, 99, 100, 102, 103, 104, 108, 109, 110, 112, 113, 117, 119, 120, 123 126, 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;

[0316] CI Acid Green includes Acid Green 1, 3, 5, 6, 7, 8, 9, 11, 13, 14, 15, 16, 22, 25, 27, 28, 41, 50, 50:1, 58, 63, 65, 80, 104, 105, 106, 109, and other CI acid dyes.

[0317] 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;

[0318] 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;

[0319] CI direct orange 26, 34, 39, 41, 46, 50, 52, 56, 57, 61, 64, 65, 68, 70, 96, 97, 106, 107;

[0320] CI Direct Violet 47, 52, 54, 59, 60, 65, 66, 79, 80, 81, 82, 84, 89, 90, 93, 95, 96, 103, 104;

[0321] 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, 16 7, 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;

[0322] CI Direct Green includes CI direct dyes such as 25, 27, 31, 32, 34, 37, 63, 65, 66, 67, 68, 69, 72, 77, 79, and 82.

[0323] CI Disperse Yellow 51, 54, 76;

[0324] CI Disperse Violet 26, 27;

[0325] CI disperse blue 1, 14, 56, 60, and other CI disperse dyes.

[0326] 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;

[0327] CI Basic Violet 2;

[0328] CI Basic Red 9;

[0329] CI Basic Green 1; and other CI basic dyes.

[0330] CI Active Yellow 2, 76, 116;

[0331] CI Active Orange 16;

[0332] CI Reactive Red 36; and other CI reactive dyes.

[0333] CI mediator yellow 5, 8, 10, 16, 20, 26, 30, 31, 33, 42, 43, 45, 56, 61, 62, 65;

[0334] CI-mediated redness 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;

[0335] CI-mediated orange 3, 4, 5, 8, 12, 13, 14, 20, 21, 23, 24, 28, 29, 32, 34, 35, 36, 37, 42, 43, 47, 48;

[0336] CI mordanted purple 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;

[0337] CI Mordant Blue 1, 2, 3, 7, 8, 9, 12, 13, 15, 16, 19, 20, 21, 22, 23, 24, 26, 30, 31, 32, 39, 40, 41, 43, 44, 48, 49, 53, 61, 74, 77, 83, 84;

[0338] CI mordant green dyes include 1, 3, 4, 5, 10, 13, 15, 19, 21, 23, 26, 29, 31, 33, 34, 35, 41, 43, and 53.

[0339] CI vat green 1 and other CI vat dyes, etc.

[0340] Among these dyes (a1-1), one or more dyes can be used for each color, or a combination of dyes of different colors can be used.

[0341] As pigments (a1-2), examples include pigments classified as pigments in the Dye Index (published by The Society of Dyers and Colourists).

[0342] Pigments, as classified as pigments, can be specifically exemplified as follows:

[0343] CI pigments include green 7, 36, 58, 59, 62, 63, 64, 65, 66, 67, and other green pigments;

[0344] CI pigment blue 15, 15:3, 15:4, 15:6, 16 and other blue pigments;

[0345] CI pigments include purple 19, 23, 29, 32, 36, 38, and other purple pigments;

[0346] CI pigments, such as brown 23 and 25, are tea-colored pigments.

[0347] CI pigments include black 1, 7, 31, 32, and other black pigments.

[0348] Among these pigments (a1-2), one or more pigments can be used for each color, or a combination of pigments of different colors can be used.

[0349] Various pigments containing pigment (Y1) may, as needed, undergo rosin treatment, surface treatment using pigment derivatives incorporating acidic or basic groups, grafting treatment of the pigment surface using polymeric compounds, micronization treatment using sulfuric acid micronization, washing treatment to remove impurities using organic solvents or water, and removal treatment to remove ionic impurities using ion exchange. The particle size of these colorants is preferably substantially uniform. Furthermore, by containing a pigment dispersant and dispersing these colorants, a colorant dispersion in a uniformly dispersed state in a pigment dispersant solution can be prepared. These colorants can be dispersed individually or in combination before dispersion.

[0350] Examples of pigment dispersants include surfactants, which can be cationic, anionic, nonionic, or amphoteric. Specific examples include polyester-based, polyamine-based, and acrylic surfactants. These pigment dispersants can be used alone or in combination of two or more. Examples of pigment dispersants by trade name include KP (Shin-Etsu Chemical Co., Ltd.), Flowlen (Kyoeisha Chemical Co., Ltd.), Solsperse (registered trademark) (Zeneca Co., Ltd.), EFKA (registered trademark) (BASF Corporation), Ajisper (registered trademark) (Ajinomoto Fine Chemicals Co., Ltd.), Disperbyk (registered trademark), and BYK (registered trademark) (BYK Chemical Co., Ltd.).

[0351] When using a pigment dispersant, its amount relative to 100 parts by weight of the colorant is preferably 5 to 200 parts by weight, more preferably 8 to 150 parts by weight, and even more preferably 10 to 100 parts by weight. When the amount of pigment dispersant used is within the above range, when preparing a colorant dispersion containing two or more colorants, it is more likely to obtain a colorant dispersion with a more uniform dispersion state.

[0352] The content of colorant (A) relative to the total amount of solid components in the coloring curable resin composition is, for example, 10 to 75% by mass, preferably 20 to 70% by mass, and more preferably 30 to 65% by mass. If it is within the above range, a color filter with excellent crosstalk suppression performance and high color purity can be formed.

[0353] Furthermore, in this specification, "total amount of solid components" refers to the total amount of components after removing the solvent from the coloring and curing resin composition of the present invention. The total amount of solid components and the content of each component relative to this amount can be determined by known analytical methods such as liquid chromatography and gas chromatography.

[0354] <Resin (B)>

[0355] The resin (B) is not particularly limited, but an alkali-soluble resin is preferred. Examples of resin (B) include resins [K1] to [K6].

[0356] Resin [K1]: A copolymer having structural units derived from at least one monomer (a) (hereinafter also referred to as "(a)") selected from the group consisting of unsaturated carboxylic acids and unsaturated carboxylic anhydrides, and structural units derived from a monomer (b) (hereinafter also referred to as "(b)") having a cyclic ether structure having 2 to 4 carbon atoms and an olefinic unsaturated bond;

[0357] Resin [K2]: A copolymer having structural units derived from (a) above, structural units derived from (b) above, and structural units derived from monomers (c) that can copolymerize with (a) (wherein, they are different from (a) and (b)). (Hereinafter also referred to as "(c)")

[0358] Resin [K3]: A copolymer having structural units derived from (a) above and structural units derived from (c) above;

[0359] Resin [K4]: a copolymer having structural units formed by adding the above-described (b) to structural units derived from (a) and structural units derived from (c), and a copolymer containing structural units derived from (a) without the addition of (b);

[0360] Resin [K4']: a copolymer having structural units formed by adding the above-described (b) to structural units derived from (a) and structural units derived from (c), and a copolymer not containing structural units derived from (a) that have not been added to (b);

[0361] Resin [K5]: A copolymer having structural units formed by adding the above (a) to structural units derived from (b) above and structural units derived from (c) above (may contain structural units derived from (b) without addition of (a), but preferably not).

[0362] Resin [K6]: A copolymer having structural units formed by adding the above (a) to the structural unit derived from (b) and further adding carboxylic anhydride, and structural units derived from (c).

[0363] As for (a), specifically, examples include unsaturated monocarboxylic acids such as acrylic acid, methacrylic acid, crotonic acid, ortho-, meta-, and p-vinylbenzoic acid;

[0364] Unsaturated dicarboxylic acids such as maleic acid, fumaric acid, citraconic acid, zeaxanthin, itaconic acid, 3-vinyl phthalic acid, 4-vinyl phthalic acid, 3,4,5,6-tetrahydrophthalic acid, 1,2,3,6-tetrahydrophthalic acid, dimethyltetrahydrophthalic acid, and 1,4-cyclohexene dicarboxylic acid.

[0365] 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, 5-carboxy-6-ethylbicyclo[2.2.1]hept-2-ene, etc., are bicyclic unsaturated compounds containing carboxyl groups;

[0366] Maleic anhydride, citraconic anhydride, itaconic anhydride, 3-vinyl phthalic anhydride, 4-vinyl phthalic anhydride, 3,4,5,6-tetrahydrophthalic anhydride, 1,2,3,6-tetrahydrophthalic anhydride, dimethyltetrahydrophthalic anhydride, bicyclo[2.2.1]hept-2-ene-5,6-dicarboxylic anhydride and other unsaturated dicarboxylic anhydrides;

[0367] Unsaturated mono[(meth)acryloyloxyethyl] esters of di- or higher polycarboxylic acids, such as mono[2-(meth)acryloyloxyethyl] ester of succinate and mono[2-(meth)acryloyloxyethyl] ester of phthalate;

[0368] Unsaturated acrylates containing hydroxyl and carboxyl groups in the same molecule, such as α-(hydroxymethyl)acrylic acid.

[0369] Among these, acrylic acid, methacrylic acid, and maleic anhydride are preferred from the perspectives of copolymerization reactivity and the solubility of the resulting resin in alkaline aqueous solutions.

[0370] (b) refers to a polymeric compound having, for example, a cyclic ether structure having 2 to 4 carbon atoms (e.g., selected from at least one of the group consisting of oxirane ring, oxobutane ring, and tetrahydrofuran ring) and an olefinic unsaturated bond. (b) is preferably a monomer having a cyclic ether having 2 to 4 carbon atoms and a (meth)acryloyloxy group.

[0371] In addition, 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" also have the same meaning.

[0372] Examples of (b) include monomers having ethylene oxide and olefin unsaturated bonds (b1) (hereinafter also referred to as "(b1)"), monomers having oxobutyl and olefin unsaturated bonds (b2) (hereinafter also referred to as "(b2)"), monomers having tetrahydrofuranyl and olefin unsaturated bonds (b3) (hereinafter also referred to as "(b3)"), etc.

[0373] Examples of (b1) include monomers (b1-1) (hereinafter also referred to as "(b1-1)") having a structure formed by the epoxidation of a straight-chain or branched aliphatic unsaturated hydrocarbons, and monomers (b1-2) (hereinafter also referred to as "(b1-2)") having a structure formed by the epoxidation of alicyclic unsaturated hydrocarbons.

[0374] Examples of (b1-1) include (meth)acrylate glycidyl ester, (meth)acrylate-β-methylglycidyl ester, (meth)acrylate-β-ethylglycidyl ester, vinyl glycidyl ether, o-vinylbenzyl glycidyl ether, m-vinylbenzyl glycidyl ether, p-vinylbenzyl glycidyl ether, α-methylo-vinylbenzyl glycidyl ether, α-methylm-vinylbenzyl glycidyl ether, α-methylp-vinylbenzyl glycidyl ether, and 2,3-bis(glycidyloxy) 2,4-Bis(glycidoxymethyl)styrene, 2,5-Bis(glycidoxymethyl)styrene, 2,6-Bis(glycidoxymethyl)styrene, 2,3,4-Tris(glycidoxymethyl)styrene, 2,3,5-Tris(glycidoxymethyl)styrene, 2,3,6-Tris(glycidoxymethyl)styrene, 3,4,5-Tris(glycidoxymethyl)styrene, 2,4,6-Tris(glycidoxymethyl)styrene, etc.

[0375] Examples of compounds represented by (b1-2) include vinylcyclohexene monooxide, 1,2-epoxy-4-vinylcyclohexane (e.g., Celoxide 2000; manufactured by Daicel Co., Ltd.), 3,4-epoxycyclohexylmethyl methacrylate (e.g., Cyclomer A400; manufactured by Daicel Co., Ltd.), 3,4-epoxycyclohexylmethyl methacrylate (e.g., Cyclomer M100; manufactured by Daicel Co., Ltd.), compounds represented by formula (BI), and compounds represented by formula (BII).

[0376]

Chemistry 20

[0377]

[0378] In equations (BI) and (BII), R e and R f It represents an alkyl group having 1 to 4 hydrogen atoms or carbon atoms, wherein the hydrogen atoms contained in the alkyl group may be replaced by hydroxyl groups.

[0379] X e and X f Indicates a single bond, *-R g -、*-R g -O-、*-R g -S- or *-R g -NH-.

[0380] R g Denotes alkyldiyl groups with 1 to 6 carbon atoms.

[0381] * indicates a binding site with O.

[0382] Examples of alkyl groups having 1 to 4 carbon atoms include methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, and tert-butyl.

[0383] Examples of alkyl groups in which hydrogen atoms are replaced by hydroxyl groups include hydroxymethyl, 1-hydroxyethyl, 2-hydroxyethyl, 1-hydroxypropyl, 2-hydroxypropyl, 3-hydroxypropyl, 1-hydroxy-1-methylethyl, 2-hydroxy-1-methylethyl, 1-hydroxybutyl, 2-hydroxybutyl, 3-hydroxybutyl, and 4-hydroxybutyl.

[0384] As R e and R f Preferably, hydrogen atoms, methyl groups, hydroxymethyl groups, 1-hydroxyethyl groups, and 2-hydroxyethyl groups are included; more preferably, hydrogen atoms and methyl groups are included.

[0385] Examples of alkyldiyl 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.

[0386] As X e and X f Preferred examples include single bonds, methylene, ethylene, *-CH2-O- and *-CH2CH2-O-, and more preferably single bonds and *-CH2CH2-O- (* indicates the bonding site with O).

[0387] Examples of compounds represented by formula (BI) include compounds represented by any of formulas (BI-1) to (BI-15). Among these, compounds represented by formulas (BI-1), (BI-3), (BI-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.

[0388]

Chemistry 21

[0389]

[0390] Examples of compounds represented by formula (BII) include compounds represented by any one 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.

[0391]

Chemistry 22

[0392]

[0393] The compounds represented by formula (BI) and formula (BII) can be used individually or in combination of two or more. When the compounds represented by formula (BI) and 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 on a molar basis, more preferably 20:80 to 80:20.

[0394] As (b2), monomers having an oxetyl group and a (meth)acryloyloxy group are more preferred. Examples of (b2) include 3-methyl-3-(meth)acryloyloxymethyloxetane, 3-ethyl-3-(meth)acryloyloxymethyloxetane, 3-methyl-3-(meth)acryloyloxyethyloxetane, and 3-ethyl-3-(meth)acryloyloxyethyloxetane.

[0395] As (b3), monomers having tetrahydrofuranyl and (meth)acryloyloxy groups are more preferred. Examples of (b3) include tetrahydrofurfuryl acrylate (e.g., Viscoat V#150, manufactured by Osaka Organic Chemicals Co., Ltd.), tetrahydrofurfuryl methacrylate, etc.

[0396] As for (b), from the viewpoint of further improving the reliability of the obtained color filter, such as heat resistance and chemical resistance, (b1) is preferred. Furthermore, from the viewpoint of excellent storage stability of the color-curing resin composition, (b1-2) is more preferred.

[0397] Examples of (c) include unsaturated carboxylic acid esters such as (meth)acrylate monomers and unsaturated dicarboxylic acid esters; vinyl monomers such as vinyl monomers having unsaturated aliphatic hydrocarbon rings or aromatic rings; and maleimides.

[0398] Examples of (meth)acrylate monomers include methyl methacrylate, ethyl methacrylate, n-butyl methacrylate, sec-butyl methacrylate, tert-butyl methacrylate, 2-ethylhexyl methacrylate, dodecyl methacrylate, lauryl methacrylate, stearyl methacrylate, and cyclopentyl methacrylate, which are (meth)acrylates with straight-chain or branched aliphatic saturated hydrocarbon groups.

[0399] (Meth)acrylates such as allyl methacrylate and propargyl methacrylate are aliphatic unsaturated hydrocarbon groups with straight or branched chains.

[0400] Cyclohexyl (meth)acrylate, 2-methylcyclohexyl (meth)acrylate, tricyclo(meth)acrylate [5.2.1.0] 2,6 Decane-8-yl ester (commonly known in this field as "(meth)acrylate dicyclopentanyl) ester". It is also sometimes referred to as "(meth)acrylate tricyclodecyl ester".), isobornyl ester of (meth)acrylate, adamantyl ester of (meth)acrylate, and other (meth)acrylates having cyclic saturated hydrocarbon groups;

[0401] (Meth)acrylate tricyclic [5.2.1.0] 2,6 Decen-8-yl ester (commonly referred to as "(meth)acrylate dicyclopentenyl ester"), (meth)acrylate dicyclopentyloxyethyl ester, and other (meth)acrylates having cyclic unsaturated aliphatic hydrocarbon groups;

[0402] (Meth)acrylates such as phenyl methacrylate, naphthyl methacrylate, benzyl methacrylate, and phenoxybenzyl methacrylate contain aromatic rings.

[0403] Hydroxyl-containing (meth)acrylates such as 2-hydroxyethyl (meth)acrylate and 2-hydroxypropyl (meth)acrylate.

[0404] Examples of unsaturated dicarboxylic acid esters include diethyl maleate, diethyl fumarate, and diethyl itaconic acid.

[0405] Among these unsaturated carboxylic acid esters, the preferred...

[0406] Methyl methacrylate, 2-ethylhexyl acrylate, etc. C 1-10 Alkyl (meth)acrylates;

[0407] (Meth)acrylate tricyclic [5.2.1.0] 2,6 Decane-8-yl esters and other (meth)acrylates containing cyclic saturated hydrocarbon groups;

[0408] (Meth)acrylate tricyclic [5.2.1.0] 2,6 ] Decen-8-yl esters and other (meth)acrylates containing cyclic unsaturated aliphatic hydrocarbon groups;

[0409] (Meth)acrylates such as benzyl methacrylate and phenoxybenzyl methacrylate contain aromatic rings.

[0410] Examples of vinyl monomers with unsaturated aliphatic hydrocarbon rings include bicyclo[2.2.1]hept-2-ene (or also called 2-norbornene), 5-methylbicyclo[2.2.1]hept-2-ene, 5-ethylbicyclo[2.2.1]hept-2-ene, 5-hydroxybicyclo[2.2.1]hept-2-ene, 5-hydroxymethylbicyclo[2.2.1]hept-2-ene, 5-(2'-hydroxyethyl)bicyclo[2.2.1]hept-2-ene, 5-methoxybicyclo[2.2.1]hept-2-ene, 5-ethoxybicyclo[2.2.1]hept-2-ene, 5,6-dihydroxybicyclo[2.2.1]hept-2-ene, 5,6-di(hydroxymethyl)bicyclo[2.2.1]hept-2-ene, and 5,6-di(2'-hydroxyethyl)bicyclo[2.2.1]hept-2-ene. [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-butyl Bicyclic unsaturated compounds such as oxycarbonyl bicyclo[2.2.1]hept-2-ene, 5-cyclohexyloxycarbonyl bicyclo[2.2.1]hept-2-ene, 5-phenoxycarbonyl bicyclo[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.

[0411] Examples of vinyl monomers with aromatic rings include styrene, α-methylstyrene, m-methylstyrene, p-methylstyrene, vinyltoluene, and p-methoxystyrene.

[0412] Other vinyl monomers include acrylonitrile, methacrylonitrile, and other monomers containing nitrile groups;

[0413] Monomers containing halogen atoms, such as vinyl chloride and vinylidene chloride;

[0414] Acrylamide, methacrylamide, vinyl acetate, 1,3-butadiene, isoprene, 2,3-dimethyl-1,3-butadiene, etc.

[0415] Among these vinyl monomers, from the viewpoint of copolymerization reactivity and heat resistance, styrene-based monomers such as styrene and vinyltoluene, and bicyclic unsaturated compounds such as bicyclic [2.2.1]hept-2-ene (or 2-norbornene) are preferred.

[0416] Examples of maleimides include N-phenylmaleimide, N-cyclohexylmaleimide, N-benzylmaleimide, 3-maleimide-benzoic acid-N-succinimide ester, 4-maleimide-butyric acid-N-succinimide ester, 6-maleimide-hexanoic acid-N-succinimide ester, 3-maleimide-propionic acid-N-succinimide ester, and N-(9-acridyl)maleimide.

[0417] Among these maleimides, from the viewpoint of copolymerization reactivity and heat resistance, maleimides with alicyclic hydrocarbon groups, such as N-phenylmaleimide, N-cyclohexylmaleimide, and N-benzylmaleimide, are preferred.

[0418] The structural unit formed by adding (b) to the structural unit derived from (a) refers to a unit formed by adding (b) to the structural unit derived from (a) constituting the copolymer backbone, and having a side-chain unsaturated group derived from (b). In this structural unit, (a) can be any of the examples shown above, and (b) can also be any of the examples shown above. As (a), unsaturated monocarboxylic acids such as (meth)acrylic acid are preferred. As (b), monomers (b1) having ethylene oxide and olefinic unsaturated bonds are preferred, and monomers (b1-1) having a structure formed by epoxidation of a linear or branched aliphatic unsaturated hydrocarbons are more preferred.

[0419] A structural unit formed by adding (a) to a structural unit derived from (b) refers to a unit formed by adding (a) to a structural unit derived from (b) constituting the main chain of a copolymer, and having a side-chain unsaturated group derived from (a). In this structural unit, (b) can be any of the examples described above, and (a) can also be any of the examples described above. As (b), a monomer (b1) having ethylene oxide and olefinic unsaturated bonds is preferred, and a monomer (b1-1) having a structure formed by epoxidation of a linear or branched aliphatic unsaturated hydrocarbon is more preferred. As (a), an unsaturated monocarboxylic acid such as (meth)acrylic acid is preferred.

[0420] The structural unit formed by adding (a) to the structural unit derived from (b) and further adding a carboxylic anhydride refers to a structural unit formed by the carboxylic anhydride through half-esterification to a hydroxyl group generated by adding (a) to the structural unit derived from (b) constituting the copolymer backbone, and has a side-chain carboxyl group derived from the carboxylic anhydride and a side-chain unsaturated group derived from (a). In this structural unit, (b) can be any of the examples shown above, and (a) can also be any of the examples shown above. As (b), a monomer (b1) having ethylene oxide and olefinic unsaturated bonds is preferred, and a monomer (b1-1) having a structure formed by epoxidation of a linear or branched aliphatic unsaturated hydrocarbon is more preferred. As (a), an unsaturated monocarboxylic acid such as (meth)acrylic acid is preferred.

[0421] Examples of carboxylic anhydrides include saturated aliphatic polycarboxylic anhydrides such as malonic anhydride, succinic anhydride, glutaric anhydride, and adipic anhydride; unsaturated aliphatic polycarboxylic anhydrides such as maleic anhydride, citraconic anhydride, and itaconic anhydride; aromatic polycarboxylic anhydrides such as 3-vinylphthalic anhydride and 4-vinylphthalic anhydride; and alicyclic polycarboxylic anhydrides such as 3,4,5,6-tetrahydrophthalic anhydride, 1,2,3,6-tetrahydrophthalic anhydride, dimethyltetrahydrophthalic anhydride, and bicyclic [2.2.1]hept-2-ene-5,6-dicarboxylic anhydride.

[0422] In resin [K1], the ratio of structural units derived from each monomer among all structural units constituting resin [K1] is preferably:

[0423] Structural units derived from (a): 2–60 mol%.

[0424] Structural units derived from (b): 40–98 mol%

[0425] More preferably:

[0426] Structural units derived from (a): 10–50 mol%.

[0427] Structural units derived from (b): 50–90 moles.

[0428] In addition, it is preferable that the structural units derived from (c) are not substantially included.

[0429] In all the structural units constituting resin [K1], the total of the structural units derived from (a) and the 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%.

[0430] When the ratio of the structural units of the resin [K1] is within the above range, it tends to be excellent in terms of the storage stability of the color curable resin composition, the developability when forming a color pattern, and the solvent resistance of the resulting color filter.

[0431] The resin [K1] can be manufactured by referring to, for example, the method described in the literature "Experimental Method of Polymer Synthesis" (written by Takayuki Otsu, published by Chemical Dojin Co., Ltd., 1st edition, 1st printing, March 1, 1972) and the references described in that literature.

[0432] Specifically, one method involves placing specified amounts of (a) and (b), the polymerization initiator, and the solvent into a reaction vessel, creating a deoxygenated atmosphere, for example, by replacing oxygen with nitrogen, and heating and maintaining the temperature while stirring. Furthermore, the polymerization initiator and solvent used herein are not particularly limited, and substances commonly used in this field can be used. For example, as polymerization initiators, examples include azo compounds (2,2'-azobisisobutyronitrile, 2,2'-azobis(2,4-dimethylpentanonitrile) etc.) and organic peroxides (benzoyl peroxide, tert-butyl peroxide-2-ethylhexanoate, etc.). As solvents, any solvent capable of dissolving the monomers is acceptable; examples include the solvent (E) described later as the solvent for the coloring and curing resin composition of the present invention.

[0433] Furthermore, the resulting copolymer can be used directly from the reaction solution, or from a concentrated or diluted solution, or from a substance extracted as a solid (powder) through methods such as reprecipitation. In particular, by using the solvent contained in the color-curing resin composition of the present invention as a solvent during polymerization, the reaction solution can be directly used in the preparation of the color-curing resin composition of the present invention, thus simplifying the manufacturing process of the color-curing resin composition of the present invention.

[0434] In resin [K2], the ratio of structural units derived from each monomer among all structural units constituting resin [K2] is preferably:

[0435] Structural units derived from (a): 1–70 mol%.

[0436] Structural units derived from (b): 1–60 mol%.

[0437] Structural units derived from (c): 20–95 mol%

[0438] More preferably:

[0439] Structural units derived from (a): 3–50 mol%.

[0440] Structural units derived from (b): 3–40 mol%.

[0441] Structural units derived from (c): 30–90 mol%

[0442] Further preferred options are:

[0443] Structural units derived from (a): 5–40 mol%.

[0444] Structural units derived from (b): 5–30 mol%.

[0445] Structural units derived from (c): 40–80 moles.

[0446] In all the structural units constituting resin [K2], the total of the 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%.

[0447] When the ratio of the structural units of resin [K2] is within the above range, it tends to be excellent in terms of the storage stability of the color curable resin composition, the developability when forming a color pattern, and the solvent resistance, heat resistance and mechanical strength of the resulting color filter.

[0448] In resin [K2], (a) is preferably an unsaturated monocarboxylic acid such as (meth)acrylic acid. As (b), monomers having ethylene oxide and olefinic unsaturated bonds (b1) are preferred, and monomers having a structure formed by the epoxidation of alicyclic unsaturated hydrocarbons (b1-2) are more preferred. As (c), (meth)acrylates having cyclic unsaturated aliphatic hydrocarbon groups, (meth)acrylates having aromatic rings, and dicarbonylimide derivatives are preferred.

[0449] Resin [K2] can be manufactured in the same manner, for example, by the method described as the manufacturing method of resin [K1].

[0450] In resin [K3], the ratio of structural units derived from each monomer among all structural units constituting resin [K3] is preferably:

[0451] Structural units derived from (a): 2–60 mol%.

[0452] Structural units derived from (c): 40–98 mol%

[0453] More preferably:

[0454] Structural units derived from (a): 10–50 mol%.

[0455] Structural units derived from (c): 50–90 mol%

[0456] Further preferred options are:

[0457] Structural units derived from (a): 35–45 mol%.

[0458] Structural units derived from (c): 55–65 moles.

[0459] In addition, it is preferable that the structural units derived from (b) are not substantially included.

[0460] Of all the structural units constituting resin [K3], the total of the structural units derived from (a) and the 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%.

[0461] In resin [K3], (a) is preferably an unsaturated monocarboxylic acid such as (meth)acrylic acid. (c) is preferably a (meth)acrylate having an aromatic ring.

[0462] Resin [K3] can be manufactured in the same manner, for example, by the method described as the manufacturing method of resin [K1].

[0463] In resin [K4], the ratio of structural units derived from each monomer among all structural units constituting resin [K4] is preferably:

[0464] Structural units derived from (a) (unadded to (b)): 1–60 mol%.

[0465] Structural units formed by adding (b) to structural units derived from (a): 1–50 mol%.

[0466] Structural units derived from (c): 30–90 mol%

[0467] More preferably:

[0468] Structural units derived from (a) (without addition to (b)): 5–50 mol%.

[0469] Structural units derived from (a) by adding (b): 5–40 mol%.

[0470] Structural units derived from (c): 35–80 mol%

[0471] Further preferred options are:

[0472] Structural units derived from (a) (without addition to (b)): 10–40 mol%.

[0473] Structural units formed by adding (b) to structural units derived from (a): 10–25 mol%.

[0474] Structural units derived from (c): 40–75 moles.

[0475] Of all the structural units constituting resin [K4], the total of the structural units derived from (a) (without addition (b)), the structural units formed by adding (b) to the structural units derived from (a), and the 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%.

[0476] As the structural unit derived from (a) (without addition (b)), it is preferably a structural unit derived from an unsaturated monocarboxylic acid such as (meth)acrylic acid. As the structural unit formed by adding (b) to the structural unit derived from (a), it is preferably a structural unit formed by adding a monomer (b1-1) having a structure formed by epoxidation of a straight-chain or branched aliphatic unsaturated hydrocarbon to the structural unit derived from an unsaturated monocarboxylic acid such as (meth)acrylic acid. As the structural unit derived from (c), it is preferably selected from one or more of (meth)acrylic esters having a straight-chain or branched aliphatic saturated hydrocarbon groups, (meth)acrylic esters having cyclic saturated hydrocarbon groups, (meth)acrylic esters having aromatic rings, bicyclic unsaturated compounds, and styrene monomers, more preferably two or more. In the case where there are two structural units derived from (c), (c) is preferably selected from two unsaturated carboxylic acid esters such as (meth)acrylates, (meth)acrylates having cyclic saturated hydrocarbon groups, and (meth)acrylates having aromatic rings, and more than two vinyl monomers such as bicyclic unsaturated compounds and styrene monomers.

[0477] The resin [K4] can be manufactured by obtaining a copolymer of (a) and (c) and adding a cyclic ether having 2 to 4 carbon atoms in (b) to a carboxylic acid and / or carboxylic anhydride in (a).

[0478] First, the copolymer of (a) and (c) is manufactured in the same manner as described in the manufacturing method of resin [K1]. In this case, the ratio of structural units derived from each monomer is preferably the same as the ratio listed in resin [K3].

[0479] Next, the cyclic ether having 2 to 4 carbon atoms in (b) is reacted with a portion of the carboxylic acid and / or carboxylic anhydride derived from (a) in the copolymer described above.

[0480] After manufacturing the copolymer of (a) and (c), the atmosphere inside the flask is replaced with air from nitrogen, and (b), a reaction catalyst (e.g., tris(dimethylaminomethyl)phenol, triphenylphosphine, etc.) and a polymerization inhibitor (e.g., hydroquinone, methoxyhydroquinone, etc.) are placed inside the flask and reacted, for example, at 60–130°C for 1–10 hours, thereby manufacturing the resin [K4].

[0481] The amount of (b) used is preferably 5 to 80 moles, more preferably 10 to 75 moles, relative to 100 moles of (a). By setting it within this range, there is a tendency to improve the storage stability of the coloring curable resin composition, the developability when forming a pattern, and the balance of the solvent resistance, heat resistance, mechanical strength, and sensitivity of the resulting pattern.

[0482] The amount of the reaction catalyst used is preferably 0.001 to 5 parts by mass relative to the total mass of 100 parts by mass of (a), (b), and (c). The amount of the polymerization inhibitor used is preferably 0.001 to 5 parts by mass relative to the total mass of 100 parts by mass of (a), (b), and (c).

[0483] The reaction conditions, such as the feeding method, reaction temperature, and time, can be appropriately adjusted by taking into account the manufacturing equipment and the heat generated during polymerization. Similarly, the feeding method and reaction temperature can be appropriately adjusted by considering the manufacturing equipment and the heat generated during polymerization.

[0484] In resin [K4'], the ratio of structural units derived from each monomer among all structural units constituting resin [K4'] is preferably:

[0485] Structural units formed by adding (b) to structural units derived from (a): 5–95 mol%.

[0486] Structural units derived from (c): 5–95 mol%

[0487] More preferably:

[0488] Structural units formed by adding (b) to structural units derived from (a): 15–90 mol%.

[0489] Structural units derived from (c): 10–85 mol%

[0490] Further preferred options are:

[0491] Structural units formed by adding (b) to structural units derived from (a): 20–80 mol%.

[0492] Structural units derived from (c): 20–80 moles.

[0493] In addition, it does not actually contain: structural units derived from (a) and not added to (b).

[0494] Of all the structural units constituting the resin [K4'], the total of the structural units formed by adding (b) to the structural unit derived from (a) and the 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%.

[0495] As a structural unit formed by adding (b) to a structural unit derived from (a), it is preferably a structural unit formed by adding a monomer (b1-1) having a structure formed by epoxidation of a straight-chain or branched aliphatic unsaturated hydrocarbon to a structural unit derived from an unsaturated monocarboxylic acid such as (meth)acrylic acid. As a structural unit derived from (c), it is preferably selected from one or more of (meth)acrylates having a straight-chain or branched aliphatic saturated hydrocarbon groups and (meth)acrylates having cyclic saturated hydrocarbon groups, more preferably two or more.

[0496] The resin [K4'] can be manufactured according to the above-described method for manufacturing resin [K4]. The amount of (b) used is preferably 100 moles or more, and more preferably 100 moles, relative to (a) 100 moles.

[0497] In resin [K5], the ratio of structural units derived from each monomer among all structural units constituting resin [K5] is preferably:

[0498] Structural units derived from (b) (without addition to (a)): 0–30 mol%.

[0499] Structural units derived from (b) by adding (a): 5–95 mol%.

[0500] Structural units derived from (c): 5–95 mol%

[0501] More preferably:

[0502] Structural units derived from (b) (without addition to (a)): 0–10 mol%.

[0503] Structural units derived from (b) by adding (a): 15–90 mol%.

[0504] Structural units derived from (c): 10–85 mol%

[0505] Further preferred options are:

[0506] Structural units derived from (b) (without addition to (a)): 0–5 mol%.

[0507] Structural units derived from (b) by adding (a): 20–80 mol%.

[0508] Structural units derived from (c): 20–80 moles.

[0509] In all the structural units constituting resin [K5], the total of structural units derived from (b) (without addition (a)), structural units formed by adding (a) to structural units derived from (b), 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%.

[0510] As the structural unit derived from (b) (without addition (a)), it is preferably a structural unit derived from a monomer (b1-1) having a structure formed by the epoxidation of a straight-chain or branched aliphatic unsaturated hydrocarbon. As the structural unit formed by adding (a) to the structural unit derived from (b), it is preferably a structural unit formed by adding an unsaturated monocarboxylic acid such as (meth)acrylic acid to the structural unit derived from a monomer (b1-1) having a structure formed by the epoxidation of a straight-chain or branched aliphatic unsaturated hydrocarbon. As the structural unit derived from (c), it is preferably selected from one or more of (meth)acrylates having a straight-chain or branched aliphatic saturated hydrocarbon group and (meth)acrylates having a cyclic saturated hydrocarbon group, more preferably two or more.

[0511] For resin [K5], the first stage is the same as the manufacturing method for resin [K1] described above, to obtain the copolymer of (b) and (c). Similarly, the obtained copolymer can be used directly from the reaction solution, or from a concentrated or diluted solution, or as a substance extracted as a solid (powder) through methods such as reprecipitation.

[0512] The ratio of structural units derived from (b) and (c) to the total molar number of all structural units constituting the copolymer is preferably:

[0513] Structural units derived from (b): 5–95 mol%.

[0514] Structural units derived from (c): 5–95 mol%

[0515] More preferably:

[0516] Structural units derived from (b): 10–90 mol%.

[0517] Structural units derived from (c): 10–90 moles.

[0518] Furthermore, under the same conditions as the manufacturing method of resin [K4] or resin [K4'], the carboxylic acid or carboxylic anhydride contained in (a) is reacted with the cyclic ether derived from (b) in the copolymer of (b) and (c) to obtain resin [K5].

[0519] The amount of (a) used in reaction with the copolymer described above is preferably 5 to 100 moles relative to 100 moles of (b). More preferably, it is 60 to 100 moles. From the viewpoint that cyclic ethers are highly reactive and unreacted (b) is unlikely to remain, (b1) is preferred as (b) for resin [K5], and (b1-1) is even more preferred.

[0520] In resin [K6], the ratio of structural units derived from each monomer among all structural units constituting resin [K6] is preferably:

[0521] Structural units derived from (b) (without addition to (a)): 0–30 mol%.

[0522] The structural unit (unadditional carboxylic anhydride) formed by adding (a) to the structural unit derived from (b): 5–70 mol%.

[0523] The structural unit derived from (b) by adding (a) and further adding a carboxylic anhydride: 10–80 mol%.

[0524] Structural units derived from (c): preferably 10 to 60 mol%

[0525] More preferably:

[0526] Structural units derived from (b) (without addition to (a)): 0–10 mol%.

[0527] The structural unit (unadditional carboxylic anhydride) formed by adding (a) to the structural unit derived from (b): 10–50 mol%.

[0528] The structural unit derived from (b) by adding (a) and further adding a carboxylic anhydride: 25–60 mol%.

[0529] Structural units derived from (c): 15–50 mol%

[0530] Further preferred options are:

[0531] Structural units derived from (b) (without addition to (a)): 0–5 mol%.

[0532] The structural unit (unadditional carboxylic anhydride) formed by adding (a) to the structural unit derived from (b): 15–35 mol%.

[0533] The structural unit derived from (b) by adding (a) and further adding a carboxylic anhydride: 35–55 mol%.

[0534] Structural units derived from (c): 20–40 moles.

[0535] Of all the structural units constituting resin [K6], the total of structural units derived from (b) (without addition (a)), structural units formed by adding (a) to structural units derived from (b) (without addition of carboxylic anhydride), structural units formed by adding (a) to structural units derived from (b) and further adding carboxylic 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%.

[0536] As a structural unit derived from (b) (without addition (a)), it is preferable to be a structural unit derived from a monomer (b1-1) having a structure formed by the epoxidation of a straight-chain or branched aliphatic unsaturated hydrocarbon. As a structural unit formed by adding (a) to a structural unit derived from (b) (without addition of carboxylic anhydride), it is preferable to be a structural unit formed by adding an unsaturated monocarboxylic acid such as (meth)acrylic acid to a structural unit derived from a monomer (b1-1) having a structure formed by the epoxidation of a straight-chain or branched aliphatic unsaturated hydrocarbon. As a structural unit formed by adding (a) to a structural unit derived from (b) and further adding a carboxylic anhydride, it is preferable to be a structural unit formed by adding an unsaturated monocarboxylic acid such as (meth)acrylic acid to a structural unit derived from a monomer (b1-1) having a structure formed by the epoxidation of a straight-chain or branched aliphatic unsaturated hydrocarbon, and further adding a saturated aliphatic polycarboxylic anhydride such as succinic anhydride. As the structural unit derived from (c), it is preferably selected from one or more of (meth)acrylates having a straight-chain or branched aliphatic saturated hydrocarbon groups and (meth)acrylates having cyclic saturated hydrocarbon groups, more preferably two or more.

[0537] For resin [K6], the first stage is the same as the manufacturing method for resin [K1] described above, to obtain the copolymer of (b) and (c). Similarly, the obtained copolymer can be used directly from the reaction solution, or from a concentrated or diluted solution, or as a substance extracted as a solid (powder) through methods such as reprecipitation.

[0538] The ratio of structural units derived from (b) and (c) to the total molar number of all structural units constituting the copolymer is preferably:

[0539] Structural units derived from (b): 5–95 mol%.

[0540] Structural units derived from (c): 5–95 mol%

[0541] More preferably:

[0542] Structural units derived from (b): 10–90 mol%.

[0543] Structural units derived from (c): 10–90 moles.

[0544] Furthermore, under the same conditions as the manufacturing method of resin [K4], the carboxylic acid or carboxylic anhydride contained in (a) is reacted with the cyclic ether derived from (b) in the copolymer of (b) and (c). The amount of (a) used is preferably 80 to 100 moles relative to (b).

[0545] The carboxylic anhydride is reacted with the hydroxyl group generated by the reaction of the above cyclic ether with the carboxylic acid or carboxylic anhydride present in (a).

[0546] The amount of carboxylic anhydride used relative to the amount of (a) used (in other words, the amount of hydroxyl produced by the use of (a) is 1 mole), preferably 0.05 to 1 mole, more preferably 0.10 to 0.8 moles, and even more preferably 0.13 to 0.7 moles.

[0547] As for resin (B), specific examples include:

[0548] Resin [K1], (meth)acrylate-3,4-epoxycyclohexylmethyl ester / (meth)acrylate copolymer, (meth)acrylate-3,4-epoxytricyclic [5.2.1.0] 2,6 Decyl ester / (meth)acrylic acid copolymer, etc.;

[0549] Resin [K2], glycidyl methacrylate / benzyl methacrylate / methacrylic acid copolymer, glycidyl methacrylate / styrene / methacrylic acid copolymer, 3,4-epoxy tricyclic methacrylic acid [5.2.1.0] 2,6 Decyl ester / (meth)acrylic acid / N-cyclohexylmaleimide copolymer, (meth)acrylic acid-3,4-epoxy tricyclic [5.2.1.0] 2,6 Decyl ester / (meth)acrylic acid / N-cyclohexylmaleimide / (meth)acrylic acid tricyclic [5.2.1.0] 2,6 ] Decene-8-yl ester copolymer, (meth)acrylate-3,4-epoxy tricyclic [5.2.1.0] 2,6 Decyl ester / (meth)acrylate / (meth)acrylate benzyl ester copolymer, (meth)acrylate-3,4-epoxy tricyclic [5.2.1.0] 2,6 Decyl ester / (meth)acrylic acid / (meth)acrylic acid phenoxybenzyl ester copolymer, 3-methyl-3-(meth)acryloyloxymethyloxetane / (meth)acrylic acid / styrene copolymer, etc.;

[0550] Resin [K3], benzyl methacrylate / methacrylic acid copolymer, styrene / methacrylic acid copolymer, etc.;

[0551] Resin [K4] includes resins formed by adding glycidyl methacrylate to a portion of the carboxylic acid group of a benzyl methacrylate / (meth)acrylic acid copolymer, resins formed by adding glycidyl methacrylate to a portion of the carboxylic acid group of a tricyclodecyl methacrylate / styrene / (meth)acrylic acid copolymer, resins formed by adding glycidyl methacrylate to a portion of the carboxylic acid group of a tricyclodecyl methacrylate / (meth)acrylic acid copolymer, resins formed by adding glycidyl methacrylate to a portion of the carboxylic acid group of a norbornene / vinyltoluene / (meth)acrylic acid copolymer, and resins formed by adding glycidyl methacrylate to a portion of the carboxylic acid group of a norbornene / styrene / (meth)acrylic acid copolymer, etc.

[0552] Resin [K4'], a resin obtained by reacting glycidyl methacrylate with a copolymer of tricyclodecyl methacrylate / (meth)acrylic acid, a resin obtained by reacting glycidyl methacrylate with a copolymer of tricyclodecyl methacrylate / styrene / (meth)acrylic acid, etc.

[0553] Resin [K5], including resins formed by reacting (meth)acrylic acid with a copolymer of tricyclodecyl (meth)acrylic acid / glycidyl (meth)acrylic acid, and resins formed by reacting (meth)acrylic acid with a copolymer of tricyclodecyl (meth)acrylic acid / styrene / glycidyl (meth)acrylic acid, etc.

[0554] Resin [K6], including resins obtained by further reacting tetrahydrophthalic anhydride with a resin obtained by reacting a copolymer of (meth)acrylic acid and (meth)acrylic acid tricyclodecyl / (meth)acrylic acid glycidyl ester; resins obtained by further reacting succinic anhydride with a resin obtained by reacting a copolymer of (meth)acrylic acid and (meth)acrylic acid methyl acrylate / (meth)acrylic acid 2-ethylhexyl acrylate / (meth)acrylic acid tricyclodecyl / (meth)acrylic acid glycidyl ester; and resins obtained by further reacting succinic anhydride with a resin obtained by reacting a copolymer of (meth)acrylic acid and (meth)acrylic acid methyl acrylate / (meth)acrylic acid 2-ethylhexyl acrylate / (meth)acrylic acid tricyclodecyl / (meth)acrylic acid glycidyl ester, etc.; etc.

[0555] Resin (B) can be used alone or in combination of two or more. As resin (B), it is preferably selected from at least one of resin [K1], resin [K2], resin [K4] and resin [K6], and more preferably resin [K2].

[0556] The polystyrene-converted weight-average molecular weight of resin (B) is preferably 3,000 to 100,000, more preferably 5,000 to 50,000, and even more preferably 5,000 to 30,000. When the molecular weight is within the above range, it tends to increase the hardness of the color filter, result in a high residual film rate, good solubility of the unexposed portion in the developer, and improve the resolution of the colored pattern.

[0557] The dispersion of resin (B) [weight average molecular weight (Mw) / number average molecular weight (Mn)] is preferably 1.1 to 6, more preferably 1.2 to 4.

[0558] The acid value of resin (B), converted from solid content, 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. Here, the acid value is a value determined as the amount (mg) of potassium hydroxide required to neutralize 1 g of resin (B), and can be obtained, for example, by titration using an aqueous solution of potassium hydroxide.

[0559] The content of resin (B) relative to the total amount of solid components in the coloring and curing resin composition is preferably 5 to 60% by mass, more preferably 10 to 55% by mass, and even more preferably 14 to 45% by mass. When the content of resin (B) is within the above range, it tends to improve the resolution of the coloring pattern and the residual film rate.

[0560] <Polymerizing Compounds (C)>

[0561] The polymerizable compound (C) is a compound that can be polymerized by active free radicals and / or acids generated by a polymerization initiator (D), such as compounds having polymerizable olefinic unsaturated bonds, and preferably (meth)acrylate compounds.

[0562] The polymeric compound (C) is preferably a polymeric compound having three or more olefinic unsaturated bonds. Examples of such polymerizable compounds include trimethylolpropane tri(meth)acrylate, pentaerythritol poly(meth)acrylates (e.g., pentaerythritol tri(meth)acrylate, pentaerythritol tetra(meth)acrylate), dipentaerythritol poly(meth)acrylates (e.g., dipentaerythritol penta(meth)acrylate, dipentaerythritol hexa(meth)acrylate), tripentaerythritol poly(meth)acrylates (e.g., tripentaerythritol octa(meth)acrylate, tripentaerythritol hepta(meth)acrylate), tetrapentaerythritol poly(meth)acrylates (e.g., tetrapentaerythritol deca(meth)acrylate, tetrapentaerythritol nona(meth)acrylate), tris(2-(meth)acryloyloxyethyl)isocyanurate, alkoxylated pentaerythritol poly(meth)acrylates (e.g., ethoxylated pentaerythritol tri(meth)acrylate), and alkylene glycol-modified pentaerythritol poly(meth)acrylates. Methacrylates (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)acrylates (e.g., ethylene glycol-modified dipentaerythritol penta(meth)acrylate, ethylene glycol-modified dipentaerythritol hexa(meth)acrylate, propylene glycol-modified dipentaerythritol penta(meth)acrylate). Acrylates, propylene glycol-modified pentaerythritol hexa(meth)acrylates, caprolactone-modified pentaerythritol poly(meth)acrylates (e.g., caprolactone-modified pentaerythritol tri(meth)acrylates, caprolactone-modified pentaerythritol tetra(meth)acrylates), caprolactone-modified pentaerythritol poly(meth)acrylates (e.g., caprolactone-modified pentaerythritol penta(meth)acrylates, caprolactone-modified pentaerythritol hexa(meth)acrylates), etc.

[0563] From the perspective of reducing developing residue, the polymerizable compound (C) preferably contains alkylene glycol-modified pentaerythritol poly(meth)acrylate. Preferably, the alkylene glycol-modified pentaerythritol poly(meth)acrylate is ethylene glycol-modified pentaerythritol penta(meth)acrylate, ethylene glycol-modified pentaerythritol hexa(meth)acrylate, propylene glycol-modified pentaerythritol penta(meth)acrylate, or propylene glycol-modified pentaerythritol hexa(meth)acrylate; more preferably, it is ethylene glycol-modified pentaerythritol penta(meth)acrylate or ethylene glycol-modified pentaerythritol hexa(meth)acrylate; and even more preferably, it is ethylene glycol-modified pentaerythritol pentaacrylate or ethylene glycol-modified pentaerythritol hexaacrylate.

[0564] The hydroxyl value of the 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.

[0565] The number of alkylene glycol units in the alkylene glycol-modified dipentaerythritol poly(meth)acrylate is, for example, 6 to 30, preferably 8 to 25, and more preferably 10 to 20.

[0566] The content of the polymeric compound (C) relative to the total amount of solid components in the coloring and curing resin composition is, for example, 5 to 65% by mass, preferably 6 to 50% by mass, and more preferably 8 to 30% by mass. When the content of the polymeric compound (C) is within the above range, there is a tendency for the residual film rate during the formation of the color pattern and the chemical resistance of the color filter to be further improved.

[0567] <Polymerization Initiator (D)>

[0568] There are no particular limitations on polymerization initiators (D) as long as they are compounds that can generate active free radicals, acids, etc. through the action of light or heat, thereby initiating polymerization. Known polymerization initiators can be used.

[0569] Examples of polymerization initiators that generate active free radicals include O-acyl oxime compounds, alkyl phenyl ketone compounds, triazine compounds, acylphosphine oxide compounds, and bimidazole compounds.

[0570] The above-mentioned O-acyl oxime compounds are compounds having a partial structure represented by formula (d1). Hereinafter, * indicates a bonding site.

[0571]

Chemistry 23

[0572]

[0573] Examples of the aforementioned O-acyl oxime compounds include N-benzoyloxy-1-(4-phenylthiophenyl)butane-1-one-2-imine, N-benzoyloxy-1-(4-phenylthiophenyl)octane-1-one-2-imine, N-benzoyloxy-1-(4-phenylthiophenyl)-3-cyclopentylpropane-1-one-2-imine, N-acetoxy-1-[9-ethyl-6-(2-methylbenzoyl)-9H-carbazole-3-yl]ethane-1-imine, and N-acetoxy-1-[9-ethyl-6-{2-methyl-4-(3,3-dimethyl-2,4-dioxane-2,4-dioxane-6-pentylmethoxy)benzoyl}-9H-carbazole-3-yl]ethane- 1-Imine, N-acetoxy-1-[9-ethyl-6-(2-methylbenzoyl)-9H-carbazole-3-yl]-3-cyclopentylpropane-1-imine, N-benzoyloxy-1-[9-ethyl-6-(2-methylbenzoyl)-9H-carbazole-3-yl]-3-cyclopentylpropane-1-one-2-imine, N-acetoxy-1-[4-(2-hydroxyethoxy)phenylthiophenyl]propane-1-one-2-imine, N-acetoxy-1-(4-phenylthiophenyl)-3-cyclohexylpropane-1-one-2-imine, 2-[(acetoxy)imino]-3-cyclohexyl-1-[4-(phenylthiophenyl)propane-1-one, etc. Alternatively, commercially available products such as Irgacure OXE01, OXE02, OXE03 (manufactured by BASF), N-1919 (manufactured by ADEKA), PBG-314, PBG-317, PBG-326, PBG-327, and PBG-329 (manufactured by Changzhou Qiangli Electronic New Materials Co., Ltd.) can be used. The O-acyl oxime compound is preferably selected from N-acetoxy-1-[4-(2-hydroxyethoxy)phenylthiophenyl]propane-1-one-2-imine, N-acetoxy-1-(4-phenylthiophenyl)-3-cyclohexylpropane-1-one-2-imine, 2-[(acetoxy)imino]-3-cyclohexyl-1-[4-(phenylthiophenyl)propane-1-one, N-benzoyloxy-1-(4-phenylthiophenyl)butane-1-one-2-imine, and N-benzoyloxy-1-(4-phenylthiophenyl)octane. At least one of the group consisting of -1-keto-2-imine and N-benzoyloxy-1-(4-phenylthiophenyl)-3-cyclopentylpropane-1-one-2-imine, more preferably at least one of the group consisting of 2-[(acetoxy)imino]-3-cyclohexyl-1-[4-(phenylthiophenyl)propane-1-one, N-benzoyloxy-1-(4-phenylthiophenyl)octane-1-one-2-imine, and N-acetoxy-1-(4-phenylthiophenyl)-3-cyclohexylpropane-1-one-2-imine. With these O-acyl oxime compounds, it is likely possible to obtain a high-brightness color filter.

[0574] The alkyl phenyl ketone compounds described above are preferably compounds having a partial structure represented by formula (d2) or a partial structure represented by formula (d3). In these partial structures, the benzene ring may have substituents.

[0575]

Chemistry 24

[0576]

[0577] Examples of compounds having a partial structure represented by formula (d2) include 2-methyl-2-morpholino-1-(4-methylthiophenyl)propane-1-one, 2-dimethylamino-1-(4-morpholinophenyl)-2-benzylbutane-1-one, and 2-(dimethylamino)-2-[(4-methylphenyl)methyl]-1-[4-(4-morpholino)phenyl]butane-1-one. Commercially available products such as Irgacure 369, 907, and 379 (all manufactured by BASF) can also be used.

[0578] Examples of compounds having a partial structure represented by formula (d3) include 2-hydroxy-2-methyl-1-phenylpropane-1-one, 2-hydroxy-2-methyl-1-[4-(2-hydroxyethoxy)phenyl]propane-1-one, 1-hydroxycyclohexylphenyl one, oligomers of 2-hydroxy-2-methyl-1-(4-isopropenylphenyl)propane-1-one, α,α-diethoxyacetophenone, benzoyladimethyl ketal, etc.

[0579] From the viewpoint of sensitivity, alkyl phenyl ketone compounds are preferably compounds having a partial structure represented by formula (d2).

[0580] 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-piperyl-1,3,5-triazine, 2,4-bis(trichloromethyl)-6-(4-methoxystyryl)-1,3,5-triazine, and 2,4-bis(trichloromethyl)-6-[ [2-(5-methylfuran-2-yl)vinyl]-1,3,5-triazine, 2,4-bis(trichloromethyl)-6-[2-(furan-2-yl)vinyl]-1,3,5-triazine, 2,4-bis(trichloromethyl)-6-[2-(4-diethylamino-2-methylphenyl)vinyl]-1,3,5-triazine, 2,4-bis(trichloromethyl)-6-[2-(3,4-dimethoxyphenyl)vinyl]-1,3,5-triazine, etc.

[0581] Examples of the aforementioned acylphosphine oxide compounds include 2,4,6-trimethylbenzoyldiphenylphosphine oxide. Commercially available products such as Irgacure (registered trademark) 819 (manufactured by BASF) can also be used.

[0582] Examples of the aforementioned biimidazole compounds include, for instance, 2,2'-bis(2-chlorophenyl)-4,4',5,5'-tetraphenylbiimidazole, 2,2'-bis(2,3-dichlorophenyl)-4,4',5,5'-tetraphenylbiimidazole (see, for example, Japanese Patent Application Publication Nos. 6-75372 and 6-75373, etc.), 2,2'-bis(2-chlorophenyl)-4,4',5,5'-tetraphenylbiimidazole, and 2,2'-bis(2-chlorophenyl)-4,4',5,5'-tetra(alkyl) Biimidazole compounds with 2,2'-bis(2-chlorophenyl)-4,4',5,5'-tetra(dialkoxyphenyl)biimidazole, 2,2'-bis(2-chlorophenyl)-4,4',5,5'-tetra(trialkoxyphenyl)biimidazole (e.g., see 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 an alkoxycarbonyl group (e.g., see Japanese Patent Application Publication No. 7-10913, etc.).

[0583] Furthermore, examples of polymerization initiators (D) include benzoin compounds such as benzoin methyl ether, benzoin ethyl ether, benzoin isopropyl ether, and benzoin isobutyl ether; benzophenone compounds such as methyl benzoyl peroxide, 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-phenanthroquinone, 2-ethylanthraquinone, and camphorquinone; and 10-butyl-2-chloroacridone, benzoin, methyl phenylglyoxylate, and titanium dioxide compounds. These are preferably used in combination with polymerization initiators (D1) (especially amine compounds) described later.

[0584] Examples of polymerization initiators that generate acids include onium salts such as 4-hydroxyphenyl dimethyl sulfonium p-toluenesulfonate, 4-hydroxyphenyl dimethyl sulfonium hexafluoroantimonate, 4-acetoxyphenyl dimethyl sulfonium p-toluenesulfonate, 4-acetoxyphenyl methyl benzyl sulfonium hexafluoroantimonate, triphenyl sulfonium p-toluenesulfonate, triphenyl sulfonium hexafluoroantimonate, diphenyliodonium p-toluenesulfonate, and diphenyliodonium hexafluoroantimonate, as well as nitrobenzyl p-toluenesulfonates and benzoin p-toluenesulfonates.

[0585] As the polymerization initiator (D), it preferably includes at least one compound selected from the group consisting of O-acyl oxime compounds, alkyl phenyl ketone compounds, triazine compounds, acylphosphine oxide compounds, and biimidazole compounds, and more preferably includes an O-acyl oxime compound. In 100% by mass of the polymerization initiator (D), the content of the O-acyl oxime compound 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.

[0586] The content of polymerization initiator (D) is preferably 0.1 to 30 parts by mass relative to 100 parts by mass of the total amount of resin (B) and polymerizable compound (C), more preferably 1 to 20 parts by mass, and even more preferably 2 to 10 parts by mass. When the content of polymerization initiator (D) is within the above range, the sensitivity tends to be high and the exposure time is shortened, thereby increasing the productivity of color filters.

[0587] <Polymerization Initiator (D1)>

[0588] The coloring and curing resin composition of the present invention may further comprise a polymerization initiator (D1). The polymerization initiator (D1) is a compound used to promote the polymerization of a polymerizable compound initiated by a polymerization initiator, or a sensitizer.

[0589] Examples of polymerization initiators (D1) include amine compounds, alkoxyanthracene compounds, thioxanthone compounds, and carboxylic acid compounds.

[0590] Examples of the aforementioned amine compounds include triethanolamine, methyldiethanolamine, triisopropanolamine, methyl 4-dimethylaminobenzoate, ethyl 4-dimethylaminobenzoate, isoamyl 4-dimethylaminobenzoate, 2-dimethylaminoethyl benzoate, 2-ethylhexyl 4-dimethylaminobenzoate, N,N-dimethyl-p-toluidine, 4,4'-bis(dimethylamino)benzophenone (commonly known as Mischel ketone), 4,4'-bis(diethylamino)benzophenone, and 4,4'-bis(ethylmethylamino)benzophenone, among which 4,4'-bis(diethylamino)benzophenone is preferred. Commercially available products such as EAB-F (manufactured by Hodogaya Chemical Industry Co., Ltd.) may also be used.

[0591] Examples of the aforementioned 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.

[0592] Examples of the aforementioned thioxanthone compounds include 2-isopropylthioxanthone, 4-isopropylthioxanthone, 2,4-diethylthioxanthone, 2,4-dichlorothioxanthone, and 1-chloro-4-propoxythioxanthone.

[0593] Examples of the aforementioned carboxylic acid compounds include phenylthioacetic acid, methylphenylthioacetic acid, ethylphenylthioacetic acid, methylethylphenylthioacetic acid, dimethylphenylthioacetic acid, methoxyphenylthioacetic acid, dimethoxyphenylthioacetic acid, chlorophenylthioacetic acid, dichlorophenylthioacetic acid, N-phenylglycine, phenoxyacetic acid, naphthioacetic acid, N-naphthylglycine, and naphthoxyacetic acid.

[0594] When using these polymerization initiators (D1), their content relative to 100 parts by mass of the resin (B) and the polymerizable compound (C) is preferably 0.1 to 30 parts by mass, more preferably 1 to 20 parts by mass. When the amount of polymerization initiator (D1) is within this range, it tends to be able to form colored patterns with higher sensitivity, thereby improving the productivity of color filters.

[0595] Solvent (E)

[0596] The solvent (E) is not particularly limited and can be any solvent commonly used in this field. 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 -CO- but not -COO-), alcohol solvents (solvents containing OH but not -O-, -CO-, and -COO-), aromatic hydrocarbon solvents, amide solvents, dimethyl sulfoxide, etc.

[0597] Examples of ester solvents include methyl lactate, ethyl lactate, butyl lactate, methyl 2-hydroxyisobutyrate, ethyl acetate, n-butyl acetate, isobutyl acetate, amyl formate, isoamyl acetate, butyl propionate, isopropyl butyrate, ethyl butyrate, butyl butyrate, methyl pyruvate, ethyl pyruvate, propyl pyruvate, methyl acetoacetate, ethyl acetoacetate, cyclohexyl acetate, and γ-butyrolactone.

[0598] 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 dimethyl ethyl ether, diethylene glycol dipropyl ether, diethylene glycol dibutyl ether, anisole, phenethyl ether, and methyl anisole.

[0599] 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, ethyl 2-ethoxypropionate, methyl 2-methoxy-2-methylpropionate, ethyl 2-ethoxy-2-methylpropionate, 3-methoxybutyl acetate, 3-methyl-3-methoxybutyl acetate, propylene glycol monomethyl ether acetate, propylene glycol monoethyl ether acetate, propylene glycol monopropyl ether acetate, ethylene glycol monomethyl ether acetate, ethylene glycol monoethyl ether acetate, diethylene glycol monoethyl ether acetate, and diethylene glycol monobutyl ether acetate.

[0600] 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.

[0601] Examples of alcohol solvents include methanol, ethanol, propanol, butanol, hexanol, cyclohexanol, ethylene glycol, propylene glycol, and glycerol.

[0602] Examples of aromatic hydrocarbon solvents include benzene, toluene, xylene, and mesitylene.

[0603] Examples of amide solvents include N,N-dimethylformamide, N,N-dimethylacetamide, and N-methylpyrrolidone.

[0604] From the viewpoint of coatability and drying properties, organic solvents with a boiling point of 120°C or higher and 180°C or lower at 1 atm are preferred among the aforementioned solvents. Preferably, at least one solvent is 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; more preferably, at least one solvent is 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.

[0605] Furthermore, it is preferable to use a combination of ether solvent and ether ester solvent as the solvent (E). In this case, C is preferred as the ether solvent. 2-3 Alkylene glycol mono-C 1-4 Alkyl ethers, more preferably propylene glycol mono-C 1-4 Alkyl ethers. Additionally, C4 is preferred as an ether ester solvent. 2-3 Alkylene glycol mono-C 1-4 Alkyl ether acetate, more preferably propylene glycol mono-C1-4 Alkyl ether acetate.

[0606] The solvent (E) content relative to the total amount of the color-curing resin composition is preferably 70-95% by mass, more preferably 73-92% by mass, and even more preferably 76-89% by mass. In other words, the solid content of the color-curing resin composition is preferably 5-30% by mass, more preferably 8-27% by mass, and even more preferably 11-24% by mass. When the solvent (E) content is within the above range, the flatness during coating tends to improve, and since the color concentration is not insufficient when forming a color filter, the display characteristics and sensitivity tend to improve.

[0607] Leveling agent (F)

[0608] Examples of leveling agents (F) include silicone surfactants, fluorinated surfactants, and silicone surfactants containing fluorine atoms. These can have polymerizable groups on their side chains.

[0609] As organosilicon surfactants, examples include surfactants with intramolecular siloxane bonds. Specific examples include Toray Silicone DC3PA, SH7PA, DC11PA, SH21PA, SH28PA, SH29PA, SH30PA, SH8400 (trade 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).

[0610] Examples of fluorinated surfactants include surfactants with intramolecular fluorocarbon chains. Specific examples include Fluorad FC430 (registered trademark), FC431 (manufactured by Sumitomo 3M Co., Ltd.), Megafac F142D (registered trademark), F171, F172, F173, F177, F183, F554, R30, RS-718-K (manufactured by DIC Co., Ltd.), Eftop EF301 (registered trademark), EF303, EF351, EF352 (manufactured by Mitsubishi Materials Electronics & Chemicals Co., Ltd.), Surflon S381 (registered trademark), S382, SC101, SC105 (manufactured by AGC Co., Ltd. (formerly Asahi Glass Co., Ltd.)), and E5844 (manufactured by Daikin Fine Chemicals Research Institute Co., Ltd.).

[0611] As examples of organosilicon surfactants containing fluorine atoms, surfactants with intramolecular siloxane bonds and fluorocarbon chains can be cited. Specific examples include Megafac (registered trademark) R08, BL20, F475, F477, and F443 (manufactured by DIC Corporation).

[0612] The leveling agent (F) content relative to the total amount of the color-curing resin composition 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. Furthermore, this content does not include the aforementioned pigment dispersant. When the leveling agent (F) content is within the above range, good flatness of the color filter can be achieved.

[0613] <Other Ingredients>

[0614] Coloring and curing resin compositions may, as needed, contain fillers, other polymeric compounds, adhesion promoters, antioxidants, light stabilizers, chain transfer agents, and other additives known in the art.

[0615] <Method for manufacturing color-curing resin compositions>

[0616] Colored curable resin compositions can be prepared, for example, by mixing a colorant (A), a resin (B), a polymerizable compound (C), a polymerization initiator (D), and, as needed, a solvent (E), a leveling agent (F), a polymerization initiation aid (D1), and other components. The mixed colored curable resin composition can be filtered using a filter with a pore size of approximately 0.01 to 10 μm.

[0617] As described above, colorant (A) can be used as a colorant dispersion that is uniformly dispersed in solution by containing a pigment dispersant and undergoing a dispersion treatment. By mixing the remaining components into such a colorant dispersion in a manner that achieves a specified concentration, a target-colored curable resin composition can be prepared.

[0618] Alternatively, when the colorant (A) contains a dye, the solution can be prepared by pre-dissolving the dye in part or all of the solvent (E). This solution is preferably filtered using a filter with a pore size of approximately 0.01–1 μm.

[0619] [Color Filter]

[0620] Color filters can be formed from the color-curing resin composition of the present invention. Methods for manufacturing the color pattern include photolithography, inkjet printing, and printing. Photolithography is preferred. Photolithography involves coating the aforementioned color-curing resin composition onto a substrate, drying it to form a color composition layer, exposing the composition layer through a photomask, and then developing it. In photolithography, by not using a photomask during exposure and / or not performing development, a color coating film, which is a cured product of the aforementioned composition layer, can be formed. The color pattern or color coating film thus formed is the color filter of the present invention.

[0621] The 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.

[0622] As substrates, glass plates such as quartz glass, borosilicate glass, aluminosilicate glass, and soda-lime glass coated with silica are used; resin plates such as polycarbonate, polymethyl methacrylate, and polyethylene terephthalate are used; and silicon is used. Aluminum, silver, or silver / copper / palladium alloy thin films are formed on these substrates. Other color filter layers, resin layers, transistors, circuits, etc., can be formed on these substrates. Alternatively, substrates with HMDS treatment applied to a silicon substrate can also be used.

[0623] The formation of pixels (color filters) of various colors using photolithography can be performed under known or conventional apparatus and conditions. For example, it can be fabricated as follows: First, a color-curable resin composition is coated onto a substrate, and then dried by heat drying (pre-baking) and / or vacuum drying to remove volatile components such as solvents, resulting in a smooth composition layer. Examples of coating methods include spin coating, slot coating, and slot spin coating. The temperature for heat drying is preferably 30–120°C, more preferably 50–110°C. The heating time is preferably 10 seconds to 60 minutes, more preferably 30 seconds to 30 minutes. When vacuum drying is performed, it is preferably carried out at a pressure of 50–150 Pa and a temperature range of 20–25°C. The film thickness of the composition layer is not particularly limited and can be appropriately selected according to the film thickness of the target color filter.

[0624] Next, the composition layer is exposed through a photomask used to form the target color pattern. The pattern on the photomask is not particularly limited; a pattern corresponding to the intended use can be used. As the light source for exposure, a light source that generates light with wavelengths of 250–450 nm is preferred. For example, for light less than 250 nm, a filter that cuts off this wavelength range can be used for cutoff; or for light near 436 nm, 408 nm, and 365 nm, a bandpass filter that extracts these wavelength ranges can be used for selective extraction. Specifically, examples include mercury lamps, light-emitting diodes (LEDs), metal halide lamps, and halogen lamps. For the purpose of uniformly illuminating the entire exposure surface with parallel light, or for achieving precise alignment between the photomask and the substrate, a mask alignment exposure machine and a stepper exposure machine, or a proximity exposure device, are preferred.

[0625] A colored pattern is formed on a substrate by contacting the exposed composition layer with a developing solution. During development, the unexposed portions of the composition layer dissolve and are removed in the developing solution. As the developing solution, an aqueous solution of an alkaline compound such as potassium hydroxide, sodium bicarbonate, sodium carbonate, or tetramethylammonium hydroxide is preferred. The concentration of these alkaline compounds in the aqueous solution is preferably 0.01 to 10% by mass, more preferably 0.03 to 5% by mass. Furthermore, the developing solution may contain a surfactant. The developing method can be any of the following: stirring (puddle method), immersion method, or spray method. Furthermore, the substrate can be tilted at any angle during development.

[0626] After development, it is preferable to wash with water.

[0627] Furthermore, it is preferable to perform a post-baking process on the obtained colored pattern. The post-baking temperature is preferably 80–250°C, more preferably 100–245°C. The post-baking time is preferably 1–120 minutes, more preferably 2–30 minutes.

[0628] The color filter of the present invention, in a transmission spectrum with wavelength as the horizontal axis and transmittance as the vertical axis, is preferably calculated by the following formula based on the minimum wavelength λ1 that satisfies transmittance of 70% or more in the range of wavelengths above 580 nm and the transmittance T1 at wavelength λ1, and the maximum wavelength λ2 that satisfies transmittance of 30% or less in the range of wavelengths below 580 nm and the transmittance T2 at wavelength λ2, with a slope of 0.03 to 0.06.

[0629] Slope = (T1 - T2) / (λ1 - λ2)

[0630] [Display device]

[0631] The resulting colored pattern and colored coating are useful as color filters for display devices (e.g., liquid crystal displays, organic EL displays, plasma displays, etc.), electronic paper, CCD, CMOS sensors, and other solid-state imaging elements.

[0632]

Example

[0633] The present invention will be described in more detail below through embodiments, but the present invention is of course not limited to the following embodiments. Appropriate modifications may be made to implement the invention within the scope of the preceding and following descriptions, and all such modifications are included within the technical scope of the present invention. Furthermore, in the following text, unless otherwise stated, "part" means "parts by mass" and "%" means "% by mass".

[0634] The weight-average molecular weight (Mw) and number-average molecular weight (Mn) of the polystyrene resin were determined by GPC (gel permeation chromatography) under the following conditions.

[0635] (Measurement conditions)

[0636] Device: HLC-8120 GPC (manufactured by Tosoh Corporation)

[0637] Column: TSK-GEL G2000HXL

[0638] Column temperature: 40℃

[0639] Solvent: Tetrahydrofuran

[0640] Flow rate: 1.0 mL / min

[0641] The concentration of solid components in the analytical sample was 0.001–0.01% by mass.

[0642] Injection volume: 50μL

[0643] Detector: RI

[0644] Calibration standard materials: TSK STANDARD POLYSTYRENE F-40, F-4, F-288, A-2500, A-500 (manufactured by Tosoh Corporation)

[0645] The ratio of the weight-average molecular weight to the number-average molecular weight (Mw / Mn) of the polystyrene obtained above will be used as the dispersity.

[0646] <Synthesis Example 1: Synthesis of Pigment (Y1-1[1:1])>

[0647] To 1100 parts of distilled water at 85°C, 46.2 parts of diazobarbituric acid and 38.4 parts of barbituric acid were added. Then, potassium hydroxide aqueous solution was added to adjust the pH to approximately 5, and the mixture was stirred for 90 minutes to prepare the azobarbituric acid precursor.

[0648] 0.3 mol of the obtained azobarbituric acid precursor was mixed in 1500 parts of distilled water at 82°C, and 10 parts of 30% hydrochloric acid were added dropwise, followed by 0.6 mol of melamine. Then, 0.15 mol of nickel chloride solution and 0.15 mol of zinc chloride solution were mixed and added dropwise, and the mixture was stirred at 82°C for 3 hours.

[0649] Next, potassium hydroxide was added to adjust the pH to approximately 5.2, followed by the addition of 100 parts distilled water and a heating to 90°C. Subsequently, 21 parts 30% hydrochloric acid were added dropwise, and the mixture was stirred for 12 hours. After further adding potassium hydroxide to adjust the pH to approximately 5, the product was recovered by filtration. The resulting product was washed with deionized water, filtered, dried at 80°C, and pulverized to obtain a yellow solid.

[0650] 50 parts of the obtained yellow solid, 500 parts of sodium chloride, and 60 parts of diethylene glycol were added to a stainless steel gallon kneader (manufactured by Inoue Manufacturing Co., Ltd.) and kneaded at 60°C for 12 hours. After kneading, the resulting mixture was added to warm water and heated to about 80°C while stirring for 1 hour to make it into a slurry. Then, the mixture was filtered and washed with deionized water 5 times. After drying at 80°C overnight, it was pulverized to make it micronized, thereby obtaining a yellow powder (pigment (Y1-1[1:1])) with a Ni to Zn molar ratio of 50:50.

[0651] <Synthesis Example 2: Synthesis of Pigment (Y1-1[3:1])>

[0652] Except for replacing 0.15 mol of nickel chloride solution and 0.15 mol of zinc chloride solution with 0.225 mol of nickel chloride solution and 0.075 mol of zinc chloride solution, the process was carried out in the same manner as in Synthesis Example 1, and a yellow powder (pigment (Y1-1[3:1])) with a Ni to Zn molar ratio of 75:25 was obtained.

[0653] <Synthetic Example 3: Synthesis of Compounds (1-32)>

[0654] 40.5 parts of the compound represented by formula (IX) were mixed with 60.5 parts of 2,6-dimethylaniline (manufactured by Tokyo Chemical Industry Co., Ltd.) under light-protected conditions, and stirred at 150°C for 8 hours in 200 parts of N-methylpyrrolidone. The resulting reaction solution was cooled to room temperature and added to a mixture of 1200 parts of water and 75 parts of 35% hydrochloric acid. After stirring at room temperature for 1 hour, crystals precipitated. The precipitated crystals were collected as filter residue, 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%.

[0655]

Chemistry 25

[0656]

[0657] Identification of compounds represented by formula (1-32)

[0658] (Mass spectrometry analysis) Ionization mode = ESI+: m / z = [M+H] + 575

[0659] Exact Mass: 574

[0660] <Synthesis Example 4: Synthesis of Colorant (A-10)>

[0661] According to paragraphs 0190 to 0194 of Japanese Patent Application Publication No. 2017-226814, a compound represented by formula (1-34) (also known as colorant (A-10)) was synthesized.

[0662]

Chemistry 26

[0663]

[0664] <Synthetic Example 5: Synthesis of Compound (II-1)>

[0665] According to Synthesis Example 4 of International Publication No. 2022 / 065357, a compound represented by the following formula (II-1) as an orange pigment was synthesized (hereinafter also referred to as compound (II-1)).

[0666]

Chemistry 27

[0667]

[0668] <Synthesis Example 6: Synthesis of Resin (B-1)>

[0669] A suitable amount of nitrogen gas was introduced into a flask equipped with a reflux condenser, a dropping funnel, and a stirrer to create a nitrogen atmosphere. 340 parts of propylene glycol monomethyl ether acetate were added, and the mixture was heated to 80°C while stirring. Then, over a period of 5 hours, 57 parts of acrylic acid and 3,4-epoxytricyclic acrylic acid [5.2.1.0] were added dropwise. 2,6 ] Decane-8-yl ester and 3,4-epoxytricyclic acrylate [5.2.1.0] 2 ,6 A mixture of decane-9-yl esters (containing 54 parts in a molar ratio of 1:1), 239 parts benzyl methacrylate, and 73 parts propylene glycol monomethyl ether acetate was prepared. Meanwhile, a solution containing 40 parts of polymerization initiator 2,2-azobis(2,4-dimethylpentanonitrile) dissolved in 197 parts propylene glycol monomethyl ether acetate was added dropwise over 6 hours. After the initiator solution was added, the solution was maintained at 80°C for 3 hours and then cooled to room temperature to obtain a copolymer (resin (B-1)) solution with a viscosity of 127 mPa·s (measured using a type B viscometer at 23°C) and a solid content of 37.0%. The weight-average molecular weight (Mw) of the resulting copolymer was 9.4 × 10⁻⁶. 3 The dispersion is 1.89, and the acid value, converted from solids, is 114 mg-KOH / g. Resin (B-1) has the following structural units.

[0670]

Chemistry 28

[0671]

[0672] <Preparation Example: Preparation of Colorant Dispersions (A-1) to (A-9)>

[0673] Mix the components listed in Table 5 and use a bead mill to fully disperse the pigments to obtain colorant dispersions (A-1) to (A-9).

[0674] Table 5

[0675]

[0676] In Table 5, “PGME” stands for propylene glycol monomethyl ether, and “PGMEA” stands for propylene glycol monomethyl ether acetate.

[0677] <Examples 1-9 and Comparative Examples 1-2>

[0678] (1) Preparation of coloring and curing resin composition

[0679] A coloring curable resin composition was prepared by mixing the prepared colorant dispersion and copolymer solution with the following components in such a manner as to achieve the component proportions described in Table 6.

[0680] In addition, propylene glycol monomethyl ether acetate was mixed in the coloring curing resin composition to achieve a solids concentration of 16% during preparation. The mixing amounts of each component in Table 6 are in parts by mass, and the mixing amounts of colorant (A), resin (B), polymerizable compound (C), polymerization initiator (D), and leveling agent (F) are converted from solids concentrations.

[0681] Table 6

[0682]

[0683] The components are listed in Table 6.

[0684] Polymerizable compound (C): The compound represented by the following formula (NK Ester A-DPH-12E; manufactured by Shin-Nakamura Chemical Co., Ltd.)

[0685]

Chemistry 29

[0686]

[0687] Polymerization initiator (D): N-acetoxy-1-(4-phenylthiophenyl)-3-cyclohexylpropane-1-one-2-imine (PBG-327; O-acyl oxime compound; manufactured by Changzhou Qiangli Electronic New Materials Co., Ltd.)

[0688] Leveling agent (F): Polyether modified silicone oil (Toray Silicone SH8400; manufactured by Toray Dow Corning Co., Ltd.)

[0689] (2) Production of color patterns (color filters)

[0690] A coloring and curable resin composition was spin-coated onto the surface of a 4-inch silicon substrate to achieve a post-baking film thickness of 0.6 μm. The substrate was then pre-baked at 100°C for 2 minutes to obtain the coloring composition layer. After cooling, an exposure machine (NSR-2205i11D; Nikon Corporation) was used at 500 J / m². 2 ~3000J / m 2 The substrate with the colored composition layer was irradiated with light at an exposure level (365 nm reference). During irradiation, photomasks were used to form dot patterns of 0.8 μm, 1.0 μm, and 2.0 μm square (with spacing of 1.6 μm, 2.0 μm, and 4.0 μm, respectively). The irradiated colored composition layer was immersed in an aqueous developer containing 0.3% tetramethylammonium hydroxide at 23°C for 30 seconds, rinsed with water, and then baked on a hot plate at 220°C for 5 minutes to obtain the post-baked colored pattern.

[0691] (3) Film thickness measurement

[0692] The film thickness of the obtained colored pattern was measured using a film thickness measuring device (DEKTAK3; manufactured by Nippon Vacuum Technology Co., Ltd.).

[0693] (4) Transmittance evaluation

[0694] Regarding the obtained colored patterns, the transmittance in the wavelength region of 380nm to 780nm was measured every 1nm using a colorimeter (OSP-SP-200; manufactured by Olympus Corporation). Lower transmittance at 430nm indicates less blue light leakage, and lower transmittance at 530nm indicates less green light leakage, indicating excellent color performance as a color filter (especially a red filter). The results are shown in Table 7.

[0695] Table 7

[0696]

[0697] In addition, regarding the obtained coloring patterns, the slope was calculated based on the following formula, and the results for Examples 1 to 9 were all in the range of 0.03 to 0.06.

[0698] Slope = (T1 - T2) / (λ1 - λ2)

[0699] λ1: The minimum wavelength that satisfies a transmittance of 70% or higher in the wavelength range above 580nm.

[0700] λ2: The maximum wavelength within the wavelength range of less than 580 nm that satisfies a transmittance of less than 30%.

[0701] T1: Transmittance at λ1

[0702] T2: Transmittance at λ2

[0703] Compared to the color filters of Comparative Examples 1-2, it was confirmed that the blue (wavelength 430 nm) transmittance of the color filters of Examples 1-9 was lower. Furthermore, it was confirmed that the green (wavelength 530 nm) transmittance of the color filters of Examples 1-9 was also lower, effectively suppressing crosstalk. In addition, since the color filters of Examples 1-9 and the color filters of Comparative Examples 1-2 have approximately the same concentration of colorant (A), it is evident that the color-curable resin composition according to the present invention can obtain color filters with suppressed crosstalk without increasing the concentration of colorant (A).

Claims

1. A coloring and curing resin composition comprising a colorant (A), a resin (B), a polymerizable compound (C), and a polymerization initiator (D), The colorant (A) comprises yellow pigment, zeolite pigment, and red pigment. The yellow pigment comprises the pigment (Y1) shown below. Pigment (Y1): A metallic azo pigment comprising: at least one azo anion selected from azo compounds represented by formula (Ya) and their tautomers, at least two metal ions, and a melamine compound. 【Chemistry 1】 ， In formula (Ya), R 1y and R 2y Each can be represented independently as either hydroxyl or NHR. 5y , R 3y and R 4y Each independently represents an oxygen atom or NR. 6y , R 5y and R 6y Each can be independently represented by a saturated chain hydrocarbon group containing 1 to 20 hydrogen or carbon atoms.

2. The coloring and curing resin composition according to claim 1, wherein, The polymeric compound (C) comprises alkylene glycol-modified dipentaerythritol poly(meth)acrylate.

3. The coloring and curing resin composition according to claim 1, wherein, The content of the thallium pigment is 1 to 250 parts by mass relative to 100 parts by mass of the pigment (Y1).

4. The coloring and curing resin composition according to claim 1, wherein, The yellow pigment contains 5 to 75% by mass relative to the total amount of the colorant (A).

5. The coloring and curing resin composition according to claim 1, wherein, The metal ions include those selected from Ni. 2+ Zn 2+ and Cu 2+ One or more of the groups formed.

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

7. A color filter formed from any one of the color-curing resin compositions according to claims 1 to 6.

8. A display device comprising the color filter of claim 7.

9. A solid-state imaging element comprising the color filter of claim 7.

Images