JP6932511B2 - Color curable resin composition, color filter and display device containing it - Google Patents

Description

The present invention relates to a color curable resin composition, a color filter, and a display device including the same.

In recent years, Recommendation Rec. ITU-R BT. Since demand for liquid crystal display devices with a wide displayable color reproduction range is increasing, such as the provision of a video format with a wide color reproduction range in 2020, in order to expand the displayable color reproduction range of liquid crystal display devices. Development is in progress. As part of this, color filters are required to have darker colors.
Examples of the method of darkening the color filter include a method of increasing the colorant concentration in the color filter. However, if the colorant concentration is increased, the performance of the color curable resin composition deteriorates, such as deterioration of the pattern shape. On the other hand, by using a colorant having a high coloring power, it is possible to produce a pattern of a dark color filter. However, when a colorant having high coloring power is used, the lightness may decrease. Another method is to obtain a dark color filter by making the color filter a thick film. However, if the film is thickened, when applied to a liquid crystal display device, color mixing of light with adjacent pixels will occur.
Patent Document 1 describes C.I. as a photosensitive resin composition capable of improving the oblique phase difference of the blue colored layer. I. Pigment Blue 15: 6 and C.I. I. Pigment Blue 16, C.I. I. Pigment Blue 60 and C.I. I. We have proposed a blue photosensitive resin composition containing at least one of Pigment Blue 80.

Japanese Unexamined Patent Publication No. 2012-08423

In the present invention, Rec. ITU-R BT. An object of the present invention is to provide a color curable resin composition capable of forming a color filter having a high color gamut inclusion rate of 2020, a color filter formed from the color curable resin composition, and a display device including the color filter. And.

The present invention provides the following colored curable resin compositions, color filters and display devices.

[1] Contains a colorant (A), a resin (B), a polymerizable compound (C) and a polymerization initiator (D).
The colorant (A) is C.I. I. A color curable resin composition containing Pigment Blue 16 and a red colorant and / or a purple colorant.
[2] The color curable resin composition according to [1], wherein the red colorant and / or the purple colorant is a dye.
[3] The color curable resin composition according to [1] or [2], wherein the red colorant and / or the purple colorant is a compound having a xanthene skeleton.
[4] The colorant (A) is C.I. I. The color-curable resin composition according to any one of [1] to [3], which comprises Pigment Blue 16 and a red colorant.
[5] A color filter formed from the colored curable resin composition according to any one of [1] to [4].
[6] A display device including the color filter according to [5].

According to the color curable resin composition according to the present invention, Rec. ITU-R BT. It is possible to provide a color filter having a high inclusion rate of the 2020 color gamut, and a display device including the color filter.

<Color curable resin composition>
The color curable resin composition of the present invention contains a colorant (A), a resin (B), a polymerizable compound (C) and a polymerization initiator (D), and the colorant (A) is C.I. I. Pigment Blue 16 and a red colorant and / or a purple colorant.
C. I. According to the color curable resin composition containing a specific combination of Pigment Blue 16 and a red colorant and / or a purple colorant, a thin film and an appropriate colorant concentration can be used to expand the displayable color gamut. (And this makes it possible to improve the inclusion rate of the color gamut of Rec.ITU-R BT.2020).
Unless otherwise specified, the compounds exemplified as each component in the present specification may be used alone or in combination of two or more.

[1] Colorant (A)
In the color curable resin composition according to the present invention, the colorant (A) is C.I. I. Pigment Blue 16 and a red colorant and / or a purple colorant.
Since the color-curable resin composition of the present invention contains the above-mentioned colorant (A), it expands the displayable color gamut (and Rec. ITU-R by this) even though it is a thin film and has an appropriate colorant concentration. It is useful as a material for colored patterns because it is possible to obtain a colored coating film that has both good pattern developability and (improvement of the inclusion rate of the color gamut of BT.2020).
The red colorant and the purple colorant may be pigments or dyes. The colorant (A) is C.I. I. In addition to Pigment Blue 16, one or more red colorants and / or purple colorants can be included, and pigments and dyes may be used in combination.
As pigments in red colorants and purple colorants, compounds classified as red pigments in the Color Index (published by The Society of Dyers and Colorists), for example, C.I. I. Pigment Red 9, 97, 105, 122, 123, 144, 149, 166, 168, 175, 176, 177, 180, 192, 209, 215, 216, 224, 242, 254, 255, 264, 265, etc. Color pigments and compounds classified as violet pigments, such as C.I. I. Pigment Violet 1, 19, 23, 29, 32, 36, 38 and other violet color pigments and the like can be mentioned. Two or more kinds of pigments may be used together.

As the dye in the red colorant and the purple colorant, one or more of conventionally known dyes can be used. Among them, the dye preferably contains a compound having a xanthene skeleton (hereinafter, also referred to as “xanthene dye”) from the viewpoint of expanding the displayable color reproduction range, and is more preferably composed of the compound.
Further, from the viewpoint of expanding the displayable color reproduction range, the red colorant and / or the purple colorant preferably comprises one kind or two or more kinds of dyes, and the compound represented by the formula (1) (hereinafter, It is also more preferably "xanthene dye (1)"). As the xanthene dye (1), only one kind may be used alone, or two or more kinds may be used in combination.

[In formula (1), R ^{1 to} R ⁴ independently represent a hydrogen atom, −R ⁸ or a monovalent aromatic hydrocarbon group having 6 to 10 carbon atoms, or R ¹ and R ² And R ³ and R ⁴ together form a ring containing a nitrogen atom. Hydrogen atoms contained in the aromatic hydrocarbon group, a halogen _{^{atom, -R 8, -OH, -OR 8}} , -SO 3 -, -SO 3 H, -SO 3 - M +, -CO 2 H, - It may be substituted with _{CO 2} R ⁸ , -SO ₃ R ⁸ or -SO ₂ NR ⁹ R ^10. Examples of the halogen atom include a fluorine atom, a chlorine atom, a bromine atom and an iodine atom.
R ^{5 _{is, -OH, -SO 3 -, -SO}} 3 H, -SO 3 - M +, -CO 2 H, -CO 2 - M +, -CO 2 R 8, -SO 3 R 8 or -SO ₂ Represents NR ⁹ R ^10.
m represents an integer from 0 to 5. when m is an integer of 2 or more, the plurality of R ⁵ good may be the same or different from each other.
R ⁶ and R ⁷ represent a hydrogen atom or an alkyl group having 1 to 6 carbon atoms independently of each other. M ⁺ represents ⁺ N (R ¹¹ ) ₄ , Na ⁺ or K ⁺ . X represents a halogen atom. Examples of the halogen atom include a fluorine atom, a chlorine atom, a bromine atom and an iodine atom. a represents 0 or 1.
R ⁸ represents a monovalent saturated hydrocarbon group having 1 to 20 carbon atoms, and the hydrogen atom contained in the saturated hydrocarbon group is substituted with an aromatic hydrocarbon group or a halogen atom having 6 to 10 carbon atoms. at best, -CH ₂ contained in the saturated hydrocarbon group - is, -S -, - O -, - CO- or ^{-NR 11} - it may be replaced by. R ¹¹ represents a hydrogen atom, a monovalent saturated hydrocarbon group having 1 to 20 carbon atoms, or an aralkyl group having 7 to 10 carbon atoms. When a ^{plurality of R 11s} are present, all or part of them may be the same.
R ⁹ and R ¹⁰ independently represent a hydrogen atom or a monovalent saturated hydrocarbon group having 1 to 20 carbon atoms, and the hydrogen atom contained in the saturated hydrocarbon group is replaced with -OH or a halogen atom. is, -S - - -CH ₂ contained in the well also be the saturated aliphatic hydrocarbon radical is, - O -, - CO - , - NH- or -NR ⁸ - may have I placed conversion in , R ⁹ and R ¹⁰ may be bonded to each other to form a 3- to 10-membered heterocycle containing a nitrogen atom. Examples of the halogen atom include a fluorine atom, a chlorine atom, a bromine atom and an iodine atom. ]

^{In R 1 to} R ⁴ in the formula (1), examples of the monovalent aromatic hydrocarbon group having 6 to 10 carbon atoms include a phenyl group, a toluyl group, a xsilyl group, a mesityl group, a propylphenyl group and a butylphenyl group. The group etc. can be mentioned.
In ^R 1 to R ⁴ in the formula (1), a monovalent aromatic hydrocarbon group having 6 to 10 carbon atoms, as a _{^{substituent, -SO 3 -, -SO 3 H}} , -SO 3 - M + and preferably has at least one member selected from the group consisting of _{^{-SO 2 NR 9 R 10, -SO}} 3 - M + and at least one selected from the group consisting of _-SO 2 ^NR 9 ^{R 10} It is more preferable to have. In this case, as −SO ₃ ⁻ M ⁺ , −SO ₃ ^{− +} N (R ¹¹ ) ₄ is preferable. When R ^{1 to} R ⁴ are these groups, it is advantageous in forming a color filter having excellent heat resistance.
Examples of the ring formed by R ¹ and R ² together and the ring formed by R ³ and R ^{4 together include the following rings.} In the ring below, * represents a bond.

^{In R 8 to} R ¹¹ in the formula (1), the monovalent saturated hydrocarbon group having 1 to 20 carbon atoms includes a methyl group, an ethyl group, a propyl group, an isopropyl group, a butyl group, an isobutyl group and a pentyl group. Alkyl groups having 1 to 20 carbon atoms such as isopentyl group, neopentyl group, hexyl group, heptyl group, octyl group, 2-ethylhexyl group, nonyl group, decyl group, dodecyl group, hexadecyl group and icosyl group; cyclopropyl group and cyclopentyl group. Examples thereof include a cycloalkyl group having 3 to 20 carbon atoms such as a group, a cyclohexyl group, a cycloheptyl group, a cyclooctyl group and a tricyclodecyl group.

The monovalent saturated hydrocarbon group having 1 to 20 carbon atoms in R ^8, as the aromatic hydrocarbon group having carbon atoms of 6 to 10 even if the hydrogen atoms are substituted, phenyl group, toluyl group, xylyl group, Examples thereof include a mesityl group, a propylphenyl group and a butylphenyl group. Further, -CH ₂ contained in ^{R 8} - is, -S -, - O -, - CO- or ^{-NR 11} - as in the replaced groups include the following groups. In the following groups, * represents a bond.

^{Examples of the alkyl group having 1 to 6 carbon atoms in R 6} and R ⁷ in the formula (1) include those having 1 to 6 carbon atoms among the alkyl groups listed above.
Examples of the _{group represented by −SO 2} NR ⁹ R ¹⁰ include a group represented by the following formula. In the following groups, * represents a bond.

In the above formula, X ⁰ and X ² represent halogen atoms independently of each other. Examples of the halogen atom in X ⁰ and X ² include a fluorine atom, a chlorine atom and a bromine atom.

^{Examples of the aralkyl group having 7 to 10 carbon atoms in R 11} in the formula (1) include a benzyl group, a phenylethyl group, a phenylbutyl group and the like.

M ⁺ is ⁺ N (R ¹¹ ) ₄ , Na ⁺ or K ⁺ , preferably ⁺ N (R ¹¹ ) ₄ . ⁺ N ^(R _{11) 4,} of the four ^{R 11,} it is preferred that at least two of a monovalent saturated hydrocarbon group having 5 to 20 carbon atoms. The total number of carbon atoms of the four ^{R 11} is preferably 20 to 80, 20 to 60 is more preferable.

The xanthene dye (1) is preferably a compound represented by the formula (2).

[In the formula (2), R ^{21 to} R ^{24 represent a hydrogen atom, -R 26,} or a monovalent aromatic hydrocarbon group having 6 to 10 carbon atoms independently of each other, and are contained in the aromatic hydrocarbon group. hydrogen atoms _{^{are, -SO 3 -, -SO 3 -}} M a +, -SO 3 H, optionally substituted by -SO ^{3 R 26} or _-SO 2 ^{NHR 26.} X represents a halogen atom. Examples of the halogen atom include a fluorine atom, a chlorine atom, a bromine atom and an iodine atom.
a1 represents 0 or 1. m1 represents an integer from 0 to 5. When m1 is an integer of 2 or more, the plurality of R ^25s may be the same or different. Ma ⁺ represents ⁺ N (R ²⁷ ) ₄ , Na ⁺ or K ⁺ .
R ²⁵ represents −SO ₃ ⁻ , −SO ₃ ^{− Ma +} , −SO ₃ H or SO ₂ NHR ²⁶ .
R ²⁶ represents a monovalent saturated hydrocarbon group having 1 to 20 carbon atoms. The four R ²⁷ are each independently represents a monovalent saturated hydrocarbon group or a benzyl group having 1 to 20 carbon atoms. ]

Examples of the monovalent aromatic hydrocarbon group having 6 to 10 carbon atoms in ^{R 21 to} R ²⁴ in the formula (2) include the same groups as those mentioned as the aromatic hydrocarbon group in ^{R 1 to} R ^4. Be done. Among them, R ²¹ and R ²³ are hydrogen atoms, and R ²² and R ²⁴ are monovalent aromatic hydrocarbon groups having 6 to 10 carbon atoms, and the hydrogen atoms contained in the aromatic hydrocarbon groups are substituted. when a group is _{^{substituted, -SO 3 -, -SO 3 -}} M +, -SO 3 H, is preferably -SO ^{3 R 26} or _-SO 2 ^{NHR 26.} Further, R ²¹ and R ²³ are hydrogen atoms, and R ²² and R ²⁴ are monovalent aromatic hydrocarbon groups having 6 to 10 carbon atoms, and the hydrogen atoms contained in the aromatic hydrocarbon groups are More preferably, it may be substituted with −SO ₃ ⁻ M ⁺ or −SO ₂ NHR ^26. When R ^{21 to} R ²⁴ are these groups, it is advantageous in forming a color filter having excellent heat resistance.
Examples of the monovalent saturated hydrocarbon group having 1 to 20 carbon atoms in ^{R 26} and R ²⁷ in the formula (2) include the same groups as those mentioned as the saturated hydrocarbon group in ^{R 8 to} R ^11. It is preferable that -R ^{26 in R 21 to} R ²⁴ in the formula (2) is a hydrogen atom, a methyl group or an ethyl group independently of each other.
The ^{R 26} in _-SO 3 ^{R 26} and _-SO 2 ^{NHR 26} in the formula (2) is preferably a branched alkyl group having 3 to 20 carbon atoms, branched chain alkyl group having 6 to 12 carbon atoms Is more preferred, and 2-ethylhexyl groups are even more preferred.
Ma ⁺ is ⁺ N (R ²⁷ ) ₄ , Na ⁺ or K ⁺ , preferably ⁺ N (R ²⁷ ) ₄ . ⁺ N ^(R _{27) 4,} among the four ^{R 27,} it is preferred that at least two of a monovalent saturated hydrocarbon group having 5 to 20 carbon atoms. The total number of carbon atoms of the four ^{R 27} is preferably 20 to 80, 20 to 60 is more preferable.
The xanthene dye (1) preferably contains any one or more of the compounds represented by the formulas (1-1) to (1-16). In formulas (1-1) to (1-16), Ra represents a 2-ethylhexyl group.

Among these compounds, C.I. I. Sulfonamides of Acid Red 289 or C.I. I. A quaternary ammonium salt of Acid Red 289 is more preferred. Examples of such compounds include compounds represented by formulas (1-1) to (1-8), formulas (1-11) and formulas (1-12), respectively.

The compounds represented by the formulas (1-1) to (1-16) are, for example, _{a dye having -SO 3 H or a dye having -SO 2} Cl obtained by chlorinating a dye intermediate by a conventional method. Alternatively, it can be produced by reacting a dye intermediate with ^{an amine represented by R 8-} NH _2. Further, the dye produced by the method described in the upper right column to the lower left column on page 3 of JP-A-3-78702 can also be produced by a method of reacting with an amine after chlorination in the same manner as described above.

The other preferable xanthene dye (1) contains any one or more of the compounds represented by the formulas (1-17) to (1-31).

The compounds represented by the formulas (1-17) to (1-31) can be produced according to the methods described in the upper right column to the lower left column on page 3 of JP-A-3-78702. Examples of such a method include a method of reacting a compound represented by the formula (1a) with a compound represented by the formula (1b) and a compound represented by the formula (1c). In the formula (1b) and the formula (1c), R ^{1 to} R ⁴ have the same meanings as described above.

As the xanthene dye (1), a commercially available xanthene dye (for example, "Chugai Aminol Fast Pink RH / C" manufactured by Chugai Pharmaceutical Co., Ltd., "Rhodamin 6G" manufactured by Taoka Chemical Industry Co., Ltd.) can be used. can. Further, it is also possible to synthesize using a commercially available xanthene dye as a starting material with reference to Japanese Patent Application Laid-Open No. 2010-32999.

Specific examples of the xanthene dye (1) include C.I. I. Acid Red 51 (hereinafter, the description of CI Acid Red is omitted and only the number is described. The same applies to the others), C.I. I. Acid red dye; C.I. I. C.I., Acid Violet 9, 30, 102, etc. I. Acid Violet Dye; C.I. I. Basic Red 1 (Rhodamine 6G), 2, 3, 4, 8, 10 (Rhodamine B), 11 etc. I. Basic red dye; C.I. I. C.I. of Basic Violet 10, 11, 25, etc. I. Basic violet dye; C.I. I. C.I., such as Solvent Red 218. I. Solvent red dye; C.I. I. C.I. I. Moldant red dye; C.I. I. C.I., such as Reactive Red 36 (Rose Bengal B). I. Reactive red dyes; Sulforhodamine G; xanthene dyes described in JP-A-2010-32999; and xanthene dyes described in Japanese Patent No. 4492760; and the like.

C.I. in the colorant (A). I. The content ratio of Pigment Blue 16 to the total of the red colorant and / or the purple colorant (CI Pigment Blue 16 / total of the red colorant and the purple colorant) is usually 0.8 on a weight basis. It is ~ 20, preferably 1 to 15, more preferably 1.1 to 10, and even more preferably 1.2 to 8 from the viewpoint of expanding the displayable color reproduction range.

The colorant (A) is C.I. I. Pigment Blue 16, red colorants and / or other colorants other than purple colorants can be included. Other colorants may be pigments, dyes, or both. As the other colorants, only one kind may be used, or two or more kinds may be used in combination. Other pigments include organic pigments, inorganic pigments, and compounds classified as pigments by the Color Index (published by The Society of Dyers and Colorists).
As other dyes, known dyes can be used, and examples thereof include solvent dyes, acid dyes, direct dyes, and mordant dyes. Examples of the dye include compounds classified by the Color Index (published by The Society of Dyers and Colorists) as having a hue other than pigments, and known dyes described in dyeing notes (Dyeing Co., Ltd.). According to the chemical structure, azo dye, cyanine dye, triphenylmethane dye, phthalocyanine dye, anthraquinone dye, naphthoquinone dye, quinoneimine dye, methine dye, azomethine dye, squarylium dye, aclysine dye, styryl dye, coumarin dye, quinoline. Examples include dyes and nitro dyes. Of these, organic solvent-soluble dyes are preferred.
The colorant (A) is C.I. I. Other blue colorants (blue pigments and / or blue dyes) other than Pigment Blue 16 can be included. Other blue pigments include C.I. I. Pigment Blue 15, 15: 3, 15: 4, 15: 6, 60 and the like can be exemplified.

As a blue dye,
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, C.I. of 100, 101, 102, 104, 105, 111, 112, 122, 128, 132, 136, 139 and the like. I. Solvent blue dye;
C. I. Acid Blue 1,3,5,7,9,11,13,15,17,18,22,23,24,25,26,27,29,34,38,40,41,42,43,45, 48, 51, 54, 59, 60, 62, 70, 72, 74, 75, 78, 80, 82, 83, 86, 87, 88, 90, 90: 1, 91, 92, 93, 93: 1, 96, 99, 100, 102, 103, 104, 108, 109, 110, 112, 113, 117, 119, 120, 123, 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 and the like. I. Acid blue dye;
C. I. Direct Blue 1, 2, 3, 6, 8, 15, 22, 25, 28, 29, 40, 41, 42, 47, 52, 55, 57, 71, 76, 77, 78, 80, 81, 84, 85, 86, 90, 93, 94, 95, 97, 98, 99, 100, 101, 106, 107, 108, 109, 113, 114, 115, 117, 119, 120, 137, 149, 150, 153, 155, 156, 158, 159, 160, 161, 162, 163, 164, 165, 166, 167, 168, 170, 171, 172, 173, 188, 189, 190, 192, 193, 194, 195, 196, 198, 199, 200, 201, 202, 203, 207, 209, 210, 212, 213, 214, 222, 225, 226, 228, 229, 236, 237, 238, 242, 243, 244, 245, 246, 247, 248, 249, 250, 251, 252, 256, 257, 259, 260, 268, 274, 275, 293 and the like. I. Direct blue dye;
C. I. Disperse Blue 1, 14, 56, 60, etc. I. Disperse blue dye;
C. I. 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 and the like. I. Basic blue dye;
C. I. Modant 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 C.I. I. Mordant blue dye;
And so on.

However, from the viewpoint of expanding the displayable color reproduction range, C.I. I. The higher the total content of Pigment Blue 16 and the red colorant and / or purple colorant, the more preferable. Specifically, C.I. I. The total content of Pigment Blue 16 and the red colorant and / or purple colorant is preferably 50 to 100% by weight, more preferably 70 to 100% by weight, based on 100% by weight of the colorant (A). Yes, more preferably 80 to 100% by weight, and particularly preferably 90 to 100% by weight.

C.I. in the colorant (A). I. The content of Pigment Blue 16 is usually 20 to 95% by weight in 100% by weight of the colorant (A), and is preferably 40 to 90% by weight, more preferably 40% by weight, from the viewpoint of expanding the displayable color reproduction range. It is 50 to 85% by weight.
The content of the red colorant and / or the purple colorant in the colorant (A) is usually 5 to 80% by weight in 100% by weight of the colorant (A), and from the viewpoint of expanding the displayable color reproduction range. It is preferably 1 to 60% by weight, more preferably 15 to 50% by weight.

The total content of the colorant (A) in the color curable resin composition is usually 10 to 50% by weight based on 100% by weight of the solid content of the color curable resin composition, but the displayable color reproduction range is expanded. From the viewpoint of, it is preferably 30% by weight or more, more preferably 15 to 40% by weight, and further preferably 20 to 35% by weight. From the viewpoint of ease of forming the resist pattern, the total content is preferably 45% by weight or less based on 100% by weight of the solid content of the colored curable resin composition.
According to the present invention, by setting the total content of the colorant (A) to an appropriate amount, deterioration of the pattern shape and the like can be suppressed, and Rec. ITU-R BT. It is possible to form a color filter having a high inclusion rate of the 2020 color gamut.
In addition, in this specification, "the solid content of a color curable resin composition" refers to all the components other than a solvent (E) among the components contained in a color curable resin composition.

The various pigments used in the preparation of the color curable resin composition are preferably in the state of a dispersion liquid uniformly dispersed in a solvent. Further, the pigment preferably has a uniform particle size. The dispersion liquid can be obtained by mixing a pigment and a solvent. If necessary, a pigment dispersant may be mixed. By carrying out the dispersion treatment by adding a pigment dispersant, it is possible to obtain a pigment dispersion liquid in which the pigment is uniformly dispersed in a solvent.
As the pigment dispersant, a commercially available surfactant can be used, and silicone-based, fluorine-based, ester-based (including polyester-based), cationic-based, anionic-based, nonionic-based, amphoteric, polyester-based, polyamine-based, and Examples include acrylic-based surfactants. Specific examples of surfactants include polyoxyethylene alkyl ethers, polyoxyethylene alkyl phenyl ethers, polyethylene glycol diesters, sorbitan fatty acid esters, fatty acid-modified polyesters, tertiary amine-modified polyurethanes, polyethylene imines and the like. In addition, the product names are KP (manufactured by Shin-Etsu Chemical Industry Co., Ltd.), Floren (manufactured by Kyoeisha Chemical Co., Ltd.), Solspers (manufactured by Zeneca Co., Ltd.), EFKA (manufactured by BASF Japan Co., Ltd.), Azispar (registered trademark). ) (Manufactured by Ajinomoto Fine Techno Co., Ltd.), Disperbyk (manufactured by Big Chemie Co., Ltd.) and the like. As the pigment dispersant, only one kind may be used, or two or more kinds may be used in combination.

When a pigment dispersant is used, the amount used is preferably 100 parts by weight or less, more preferably 5 to 50 parts by weight, based on 100 parts by weight of the pigment. When the amount of the pigment dispersant used is within the above range, it tends to be easy to obtain a pigment dispersion liquid in a uniformly dispersed state.

The solvent constituting the pigment dispersion is not particularly limited, and examples thereof include the same solvent as the solvent (E) described later which can be contained in the color curable resin composition. Among them, the solvents are 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, 3-methoxybutyl acetate, 3-methoxy-. 1-butanol, 4-hydroxy-4-methyl-2-pentanone, N, N-dimethylformamide and the like are preferable, and propylene glycol monomethyl ether acetate, propylene glycol monomethyl ether, dipropylene glycol methyl ether acetate, ethyl lactate, 3-methoxy and the like are preferable. Butyl acetate, 3-methoxy-1-butanol, ethyl 3-ethoxypropionate and the like are preferable.

The amount of the solvent used is not particularly limited, but the concentration of the solid content in the pigment dispersion is preferably 3 to 20% by weight, more preferably 5 to 18% by weight.

Various pigments used in the preparation of the color-curable resin composition include, if necessary, rosin treatment, surface treatment using a pigment derivative having an acidic group or a basic group introduced, a pigment dispersant, or a polymer compound. Pigment surface treatment with rosin, atomization treatment with sulfuric acid atomization method, cleaning treatment with organic solvent or water to remove impurities, removal treatment with ion exchange method for ionic impurities, etc. May be.

[2] Resin (B)
The colored curable resin composition of the present invention contains one kind or two or more kinds of resins (B). The resin (B) is preferably an alkali-soluble resin. Alkali-soluble refers to the property of being soluble in a developing solution, which is an aqueous solution of an alkaline compound. Examples of the resin (B) include the following resins [K1] to [K6].

Resin [K1]: At least one selected from the group consisting of unsaturated carboxylic acids and unsaturated carboxylic acid anhydrides (a) [hereinafter, may be referred to as "(a)". ], And a monomer (b) having a cyclic ether structure having 2 to 4 carbon atoms and an ethylenically unsaturated bond [hereinafter, may be referred to as “(b)”. ) And a copolymer.
Resin [K2]: (a) and (b) and monomer (c) copolymerizable with (a) (however, different from (a) and (b)) [hereinafter "(c)" There is that. ] And copolymer.
Resin [K3]: A copolymer of (a) and (c).
Resin [K4]: A resin obtained by reacting (b) with a copolymer of (a) and (c).
Resin [K5]: A resin obtained by reacting (a) with a copolymer of (b) and (c).
Resin [K6]: A resin obtained by reacting a copolymer of (b) and (c) with (a) and further reacting with a carboxylic acid anhydride.

Specifically, as (a),
Unsaturated monocarboxylic acids such as (meth) acrylic acid, crotonic acid, o-, m-, p-vinylbenzoic acid;
Maleic acid, fumaric acid, citraconic acid, mesaconic acid, itaconic acid, 3-vinylphthalic acid, 4-vinylphthalic acid, 3,4,5,6-tetrahydrophthalic acid, 1,2,3,6-tetrahydrophthalic acid, dimethyl Unsaturated dicarboxylic acids such as tetrahydrophthalic acid, 1,4-cyclohexendicarboxylic acid;
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] A bicyclounsaturated compound containing a carboxy group such as hept-2-ene and 5-carboxy-6-ethylbicyclo [2.2.1] hept-2-ene;
Maleic anhydride, citraconic anhydride, itaconic anhydride, 3-vinylphthalic anhydride, 4-vinylphthalic anhydride, 3,4,5,6-tetrahydrophthalic anhydride, 1,2,3,6- Unsaturated dicarboxylic acid anhydrides such as tetrahydrophthalic anhydride, dimethyltetrahydrophthalic anhydride, 5,6-dicarboxybicyclo [2.2.1] hept-2-ene anhydride (hymic acid anhydride);
Unsaturated mono [(meth) acryloyloxyalkyl] esters of divalent or higher valent carboxylic acids such as mono [2- (meth) acryloyloxyethyl] succinate and mono [2- (meth) acryloyloxyethyl] phthalates. ;
Examples thereof include unsaturated (meth) acrylic acid containing a hydroxy group and a carboxy group in the same molecule, such as α- (hydroxymethyl) (meth) acrylic acid.
Above all, from the viewpoint of copolymerization reactivity and solubility in an alkaline aqueous solution, (a) is preferably (meth) acrylic acid, maleic anhydride or the like.

In addition, in this specification, "(meth) acrylic" represents at least one kind selected from the group consisting of acrylic and methacryl. The same applies to the notations such as "(meth) acryloyl" and "(meth) acrylate".

(B) is a polymerization having a cyclic ether structure having 2 to 4 carbon atoms (for example, at least one selected from the group consisting of an oxylan ring, an oxetane ring and a tetrahydrofuran ring (oxolane ring)) and an ethylenically unsaturated bond. Refers to a sex compound. Reference numeral (b) is preferably a monomer having a cyclic ether structure having 2 to 4 carbon atoms and a (meth) acryloyloxy group.
As (b), there is a monomer (b1) having an oxylanyl group and an ethylenically unsaturated bond [hereinafter, referred to as “(b1)”. ], Monomer (b2) having an oxetanyl group and an ethylenically unsaturated bond [hereinafter, may be referred to as “(b2)”. ], Monomer (b3) having a tetrahydrofuryl group and an ethylenically unsaturated bond [hereinafter, may be referred to as “(b3)”. ] Etc. can be mentioned.

As (b1), there is a monomer (b1-1) having a structure in which an unsaturated aliphatic hydrocarbon is epoxidized [hereinafter, referred to as “(b1-1)”. ], Monomer (b1-2) having a structure in which an unsaturated alicyclic hydrocarbon is epoxidized [hereinafter, may be referred to as “(b1-2)”. ] Can be mentioned.

Examples of (b1-1) include glycidyl (meth) acrylate, β-methylglycidyl (meth) acrylate, β-ethylglycidyl (meth) acrylate, glycidyl vinyl ether, o-vinylbenzyl glycidyl ether, m-vinylbenzyl glycidyl ether, and p. -Vinylbenzyl glycidyl ether, α-methyl-o-vinylbenzyl glycidyl ether, α-methyl-m-vinylbenzyl glycidyl ether, α-methyl-p-vinylbenzyl glycidyl ether, 2,3-bis (glycidyloxymethyl) styrene , 2,4-Bis (glycidyloxymethyl) styrene, 2,5-bis (glycidyloxymethyl) styrene, 2,6-bis (glycidyloxymethyl) styrene, 2,3,4-tris (glycidyloxymethyl) styrene , 2,3,5-tris (glycidyloxymethyl) styrene, 2,3,6-tris (glycidyloxymethyl) styrene, 3,4,5-tris (glycidyloxymethyl) styrene, 2,4,6-tris (Glysidyloxymethyl) styrene and the like can be mentioned.

Examples of (b1-2) include vinylcyclohexene monooxide, 1,2-epoxy4-vinylcyclohexane (for example, celloxide 2000; manufactured by Daicel Chemical Industries, Ltd.), and 3,4-epoxycyclohexylmethyl (meth) acrylate (for example). , Cyclomer A400; manufactured by Daicel Chemical Industry Co., Ltd., 3,4-epoxycyclohexylmethyl (meth) acrylate (for example, Cyclomer M100; manufactured by Daicel Chemical Industry Co., Ltd.), a compound represented by the formula (I). , The compound represented by the formula (II) and the like.

[In formulas (I) and (II), ^Ra and R ^b independently represent a hydrogen atom or an alkyl group having 1 to 4 carbon atoms, and the hydrogen atom contained in the alkyl group is a hydroxy group. It may be replaced with. X ¹ and X ² are each independently a single ^{bond, * - R c -, *} - R c -O -, * - R c -S-, or * represents a -R ^c -NH-. R ^c represents an alkanediyl group having 1 to 6 carbon atoms. * Represents a bond with O. ]

Examples of the alkyl group having 1 to 4 carbon atoms include a methyl group, an ethyl group, an n-propyl group, an isopropyl group, an n-butyl group, a sec-butyl group, a tert-butyl group and the like.
The alkyl groups in which the hydrogen atom is substituted with hydroxy include a hydroxymethyl group, a 1-hydroxyethyl group, a 2-hydroxyethyl group, a 1-hydroxypropyl group, a 2-hydroxypropyl group, a 3-hydroxypropyl group, and a 1-hydroxy group. Examples thereof include -1-methylethyl group, 2-hydroxy-1-methylethyl group, 1-hydroxybutyl group, 2-hydroxybutyl group, 3-hydroxybutyl group and 4-hydroxybutyl group.
R ^a and R ^b are preferably a hydrogen atom, a methyl group, a hydroxymethyl group, a 1-hydroxyethyl group and a 2-hydroxyethyl group, and more preferably a hydrogen atom and a methyl group.
The ^{alkanediyl group constituting R c} includes a methylene group, an ethylene group, a propane-1,2-diyl group, a propane-1,3-diyl group, a butane-1,4-diyl group, and a pentane-1,5-. Examples thereof include a diyl group and a hexane-1,6-diyl group.

X ¹ and X ² are preferably a single bond, a methylene group, an ethylene group, a * -CH _2- O- (* represents a bond with O) group, and a * -CH ₂ CH _2- O- group. , More preferably a single bond, * -CH ₂ CH _2- O- group.
Specific examples of the compound represented by the formula (I) include compounds represented by the formulas (I-1) to (I-15), preferably formulas (I-1) and (I-3). ), Formula (I-5), Formula (I-7), Formula (I-9), Formulas (I-11) to Formulas (I-15), and more preferably the formula (I-15). Examples thereof include compounds represented by I-1), formula (I-7), formula (I-9), and formula (I-15).

Specific examples of the compound represented by the formula (II) include compounds represented by the formulas (II-1) to (II-15), preferably formulas (II-1) and (II-). Examples thereof include compounds represented by 3), formula (II-5), formula (II-7), formula (II-9), formula (II-11) to formula (II-15), and more preferably the formula. Examples thereof include compounds represented by (II-1), formula (II-7), formula (II-9), and formula (II-15).

The compound represented by the formula (I) and the compound represented by the formula (II) can be used independently. They can be mixed in any ratio. When mixed, the mixing ratio is of formula (I): formula (II) [molar ratio], preferably 5:95 to 95: 5, more preferably 10:90 to 90:10, still more preferably 20 :. It is 80 to 80:20.
The monomer (b2) having an oxetanyl group and an ethylenically unsaturated bond is preferably a monomer having an oxetanyl group and a (meth) acryloyloxy group.
Preferred examples of (b2) include 3-methyl-3- (meth) acryloyloxymethyloxetane, 3-ethyl-3- (meth) acryloyloxymethyloxetane, 3-methyl-3- (meth) acryloyloxyethyloxetane, and the like. 3-Ethyl-3- (meth) acryloyloxyethyl oxetane can be mentioned.
The monomer (b3) having a tetrahydrofuryl group and an ethylenically unsaturated bond is preferably a monomer having a tetrahydrofuryl group and a (meth) acryloyloxy group. Preferred examples of (b3) include tetrahydrofurfuryl acrylate (for example, Viscoat V # 150, manufactured by Osaka Organic Chemical Industry Co., Ltd.), tetrahydrofurfuryl methacrylate and the like.

As a specific example of (c),
Methyl (meth) acrylate, ethyl (meth) acrylate, n-butyl (meth) acrylate, sec-butyl (meth) acrylate, tert-butyl (meth) acrylate, 2-ethylhexyl (meth) acrylate, dodecyl (meth) acrylate, Lauryl (meth) acrylate, stearyl (meth) acrylate, cyclopentyl (meth) acrylate, cyclohexyl (meth) acrylate, 2-methylcyclohexyl (meth) acrylate, tricyclo [5.2.1.0 ^2,6 ] decan-8- Il (meth) acrylate [In the art, it is commonly referred to as "dicyclopentanyl (meth) acrylate". It may also be called "tricyclodecyl (meth) acrylate". ], Tricyclo [5.2.1.0 ^2,6 ] Decene-8-yl (meth) acrylate [In the art, it is commonly referred to as "dicyclopentenyl (meth) acrylate". ], Dicyclopentanyloxyethyl (meth) acrylate, isobornyl (meth) acrylate, adamantyl (meth) acrylate, allyl (meth) acrylate, propargyl (meth) acrylate, phenyl (meth) acrylate, naphthyl (meth) acrylate, benzyl (Meta) acrylic acid esters such as (meth) acrylate;
Hydroxy group-containing (meth) acrylic acid esters such as 2-hydroxyethyl (meth) acrylate and 2-hydroxypropyl (meth) acrylate;
Dicarboxylic acid diesters such as diethyl maleate, diethyl fumarate, and diethyl itaconic acid;
Bicyclo [2.2.1] hept-2-ene, 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, 5,6-di (2'-hydroxyethyl) bicyclo [2.2. 1] Hept-2-ene, 5,6-dimethoxybicyclo [2.2.1] hept-2-ene, 5,6-diethoxybicyclo [2.2.1] hept-2-ene, 5-hydroxy -5-Methylbicyclo [2.2.1] hept-2-ene, 5-hydroxy-5-ethylbicyclo [2.2.1] hept-2-ene, 5-hydroxymethyl-5-methylbicyclo [2] .2.1] Hept-2-ene, 5-tert-butoxycarbonylbicyclo [2.2.1] hept-2-ene, 5-cyclohexyloxycarbonylbicyclo [2.2.1] hept-2-ene, 5-Phenoxycarbonylbicyclo [2.2.1] hept-2-ene, 5,6-bis (tert-butoxycarbonyl) bicyclo [2.2.1] hept-2-ene, 5,6-bis (cyclohexyl) Bicyclounsaturated compounds such as oxycarbonyl) bicyclo [2.2.1] hept-2-ene;
N-phenylmaleimide, N-cyclohexylmaleimide, N-benzylmaleimide, N-succinimidyl-3-maleimidebenzoate, N-succinimidyl-4-maleimidebutyrate, N-succinimidyl-6-maleimide caproate, N-succinimidyl-3 -Dicarbonylimide derivatives such as maleimide propionate, N- (9-acridinyl) maleimide;
Styrene, α-methylstyrene, m-methylstyrene, p-methylstyrene, vinyltoluene, p-methoxystyrene, acrylonitrile, methacrylnitrile, vinyl chloride, vinylidene chloride, acrylamide, methacrylamide, vinyl acetate, 1,3-butadiene , Isoprene, 2,3-dimethyl-1,3-butadiene and the like.
Among them, from the viewpoint of copolymerization reactivity and heat resistance, (c) includes benzyl (meth) acrylate, tricyclodecyl (meth) acrylate, styrene, N-phenylmaleimide, N-cyclohexylmaleimide, and N-benzylmaleimide. Bicyclo [2.2.1] hepto-2-ene and the like are preferable. Further, benzyl (meth) acrylate and tricyclodecyl (meth) acrylate are more preferable as (c) because they are excellent in developability at the time of pattern formation.

In the resin [K1], the ratio of the structural units derived from each is preferably in the following range among all the structural units constituting the resin [K1].
Structural unit derived from (a); 2-50 mol% (more preferably 10-45 mol%),
Structural units derived from (b), particularly structural units derived from (b1); 50-98 mol% (more preferably 55-90 mol%).
When the ratio of the structural units of the resin [K1] is within the above range, the storage stability, developability, and solvent resistance of the obtained pattern tend to be excellent.
The resin [K1] is described in the method described in the document "Design of Experiments for Polymer Synthesis" (written by Takayuki Otsu, published by Kagaku Dojin Co., Ltd., 1st edition, 1st edition, published on March 1, 1972) and the document. It can be manufactured with reference to the cited references.
Specifically, a method in which a predetermined amount of (a) and (b) (particularly (b1)), a polymerization initiator, a solvent and the like are charged in a reaction vessel, and the mixture is stirred, heated and kept warm in a deoxidized atmosphere. Can be mentioned. The polymerization initiator, solvent, and the like used here are not particularly limited, and any of those usually used in the art can be used. Examples of the polymerization initiator include azo compounds (2,2'-azobisisobutyronitrile, 2,2'-azobis (2,4-dimethylvaleronitrile), etc.) and organic peroxides (benzoyl peroxide, etc.). Be done. The solvent may be any one that dissolves each monomer, and a solvent (E) or the like, which will be described later, can be used as the solvent for the color curable resin composition.
As the obtained copolymer, the solution after the reaction may be used as it is, a concentrated or diluted solution may be used, or a solid (powder) taken out by a method such as reprecipitation or the like. You may use it. In particular, by using the solvent (E) described later as the solvent in this polymerization, the solution after the reaction can be used as it is, and the production process can be simplified.

In the resin [K2], the ratio of the structural units derived from each is preferably in the following range among all the structural units constituting the resin [K2].
Structural unit derived from (a); 4 to 45 mol% (more preferably 10 to 30 mol%),
Structural units derived from (b), particularly structural units derived from (b1); 2-95 mol% (more preferably 5-80 mol%),
Structural unit derived from (c); 1-65 mol% (more preferably 5-60 mol%).
When the ratio of the structural units of the resin [K2] is within the above range, the storage stability, developability, solvent resistance of the obtained pattern, heat resistance and mechanical strength tend to be excellent.
The resin [K2] can be produced in the same manner as described as the method for producing the resin [K1]. Specifically, predetermined amounts of (a), (b) (particularly (b1)) and (c), a polymerization initiator and a solvent are charged in the reaction vessel, and stirred, heated and kept warm in a deoxidized atmosphere. There is a way to do it. As the obtained copolymer, the solution after the reaction may be used as it is, a concentrated or diluted solution may be used, or a solid (powder) taken out by a method such as reprecipitation or the like. You may use it.

In the resin [K3], the ratio of the structural units derived from each is preferably in the following range among all the structural units constituting the resin [K3].
Structural unit derived from (a); 2-55 mol% (more preferably 10-50 mol%),
Structural unit derived from (c); 45-98 mol% (more preferably 50-90 mol%).
The resin [K3] can be produced in the same manner as described as the method for producing the resin [K1].

The resin [K4] obtained a copolymer of (a) and (c), and (a) has a cyclic ether structure having 2 to 4 carbon atoms of (b), particularly an oxylane ring of (b1). It can be produced by adding it to a carboxylic acid and / or a carboxylic acid anhydride having it. Specifically, first, the copolymer of (a) and (c) is produced in the same manner as the method described as the method for producing the resin [K1]. In this case, the ratio of the structural units derived from each is preferably in the following range among all the structural units constituting the copolymer of (a) and (c).
Structural unit derived from (a); 5-50 mol% (more preferably 10-45 mol%),
Structural unit derived from (c); 50-95 mol% (more preferably 55-90 mol%).

Next, a part of the carboxylic acid and / or carboxylic acid anhydride derived from (a) in the copolymer has a cyclic ether structure having 2 to 4 carbon atoms, particularly (b1). React the oxylane ring. Specifically, following the production of the copolymer of (a) and (c), the atmosphere in the flask was replaced with air from nitrogen to obtain (b) (particularly (b1)), a carboxylic acid or a carboxylic acid anhydride. A reaction catalyst (for example, tris (dimethylaminomethyl) phenol, etc.) and a polymerization inhibitor (for example, hydroquinone, etc.) with the cyclic ether structure are placed in a flask and reacted at 60 to 130 ° C. for 1 to 10 hours. , Resin [K4] can be obtained.
The amount of (b) used, particularly the amount of (b1) used, is preferably 5 to 80 mol, more preferably 10 to 75 mol, with respect to 100 mol of (a). Within this range, the balance between storage stability, developability, solvent resistance, heat resistance, mechanical strength and sensitivity tends to be good. Since the cyclic ether structure is highly reactive and the unreacted (b) is unlikely to remain, (b1) is preferable as the (b) used for the resin [K4], and (b1-1) is more preferable.
The amount of the reaction catalyst used is preferably 0.001 to 5% by weight based on the total amount of (a), (b) (particularly (b1)) and (c). The amount of the polymerization inhibitor used is preferably 0.001 to 5% by weight based on the total amount of (a), (b) and (c).
The reaction conditions such as the charging method, the reaction temperature and the time can be appropriately adjusted in consideration of the production equipment, the calorific value due to the polymerization and the like. As with the polymerization conditions, the charging method and the reaction temperature can be appropriately adjusted in consideration of the production equipment, the amount of heat generated by the polymerization, and the like.

As the first step, the resin [K5] obtains a copolymer of (b) (particularly (b1)) and (c) in the same manner as in the above-mentioned production method of the resin [K1]. In the same manner as above, the obtained copolymer may be a solution after the reaction as it is, a concentrated or diluted solution may be used, or a solid (powder) may be used by a method such as reprecipitation. You may use the one taken out as.
The ratio of the structural units derived from (b) (particularly (b1)) and (c) is preferably in the following range with respect to the total number of moles of all the structural units constituting the above-mentioned copolymer.
Structural units derived from (b), particularly structural units derived from (b1); 5 to 95 mol% (more preferably 10 to 90 mol%),
Structural unit derived from (c); 5 to 95 mol% (more preferably 10 to 90 mol%).

Further, under the same conditions as the method for producing the resin [K4], (a) is added to the cyclic ether structure derived from (b) of the copolymer of (b) (particularly (b1)) and (c). The resin [K5] can be obtained by reacting the carboxylic acid or the carboxylic acid anhydride having the resin. The amount of (a) used to react with the above copolymer is preferably 5 to 80 mol with respect to 100 mol of (b) (particularly (b1)). Since the cyclic ether structure is highly reactive and the unreacted (b) is unlikely to remain, (b1) is preferable as the (b) used for the resin [K5], and (b1-1) is more preferable.

The resin [K6] is a resin obtained by further reacting the resin [K5] with a carboxylic acid anhydride. The carboxylic acid anhydride is reacted with the hydroxy group generated by the reaction of the cyclic ether structure with the carboxylic acid or the carboxylic acid anhydride.
Examples of the carboxylic acid anhydride include maleic anhydride, citraconic anhydride, itaconic acid anhydride, 3-vinylphthalic anhydride, 4-vinylphthalic anhydride, 3,4,5,6-tetrahydrophthalic anhydride, 1 , 2,3,6-tetrahydrophthalic anhydride, dimethyltetrahydrophthalic anhydride, 5,6-dicarboxybicyclo [2.2.1] hept-2-ene anhydride (hymic acid anhydride) and the like. Be done.

Of the resins [K1] to [K6], the preferred resin (B) is [K1] or [K2]. The resin (B) may be made of one kind of resin or may contain two or more kinds of resins.

The polystyrene-equivalent weight average molecular weight (Mw) of the resin (B) is preferably 3,000 to 100,000, more preferably 5,000 to 50,000, and even more preferably 5,000 to 30, It is 000. When the weight average molecular weight (Mw) is in the above range, the unexposed portion tends to have high solubility in a developing solution, and the residual film ratio and hardness of the obtained pattern tend to be high. The molecular weight distribution [weight average molecular weight (Mw) / number average molecular weight (Mn)] of the resin (B) is preferably 1.1 to 6, and more preferably 1.2 to 4.
The solution acid value of the resin (B) is preferably 5 to 180 mg-KOH / g, more preferably 10 to 100 mg-KOH / g, and even more preferably 12 to 50 mg-KOH / g. The acid value is a value measured as the amount (mg) of potassium hydroxide required to neutralize 1 g of the resin, and can be determined by titration using, for example, an aqueous potassium hydroxide solution.
The content of the resin (B) is preferably 5 to 50% by weight, more preferably 10 to 40% by weight, still more preferably 15 to 30% by weight, based on 100% by weight of the solid content of the color curable resin composition. By weight%. When the content of the resin (B) is in the above range, the unexposed portion tends to have high solubility in the developing solution.

[3] Polymerizable compound (C)
The polymerizable compound (C) is not particularly limited as long as it is a compound that can be polymerized by an active radical or the like generated from the polymerization initiator (D) by light irradiation or the like, and is a compound having a polymerizable ethylenically unsaturated bond or the like. Can be mentioned. The weight average molecular weight of the polymerizable compound (C) is preferably 3,000 or less.
Among them, the polymerizable compound (C) is preferably a photopolymerizable compound having three or more ethylenically unsaturated bonds, and is preferably trimethylpropantri (meth) acrylate, pentaerythritol tri (meth) acrylate, and pentaerythritol. Tetra (meth) acrylate, dipentaerythritol penta (meth) acrylate, dipentaerythritol hexa (meth) acrylate, tripentaerythritol octa (meth) acrylate, tripentaerythritol hepta (meth) acrylate, tetrapentaerythritol deca (meth) acrylate , Tetrapentaerythritol nona (meth) acrylate, tris (2- (meth) acryloyloxyethyl) isocyanurate, ethylene glycol-modified pentaerythritol tetra (meth) acrylate, ethylene glycol-modified dipentaerythritol hexa (meth) acrylate, propylene glycol-modified Examples thereof include pentaerythritol tetra (meth) acrylate, propylene glycol-modified dipentaerythritol hexa (meth) acrylate, caprolactone-modified pentaerythritol tetra (meth) acrylate, and caprolactone-modified dipentaerythritol hexa (meth) acrylate. Of these, dipentaerythritol penta (meth) acrylate, dipentaerythritol hexa (meth) acrylate and the like are preferable.
The colored curable resin composition of the present invention may contain one or more polymerizable compounds (C). The content of the polymerizable compound (C) is preferably 20 to 150 parts by weight, more preferably 80 to 120 parts by weight, based on 100 parts by weight of the resin (B) in the colored curable resin composition. ..

[4] Polymerization initiator (D)
The polymerization initiator (D) is not particularly limited as long as it is a compound capable of generating active radicals, acids and the like by the action of light or heat and initiating polymerization, and a known polymerization initiator can be used.

Examples of the polymerization initiator (D) include oxime compounds such as O-acyloxime compounds, alkylphenone compounds, biimidazole compounds, triazine compounds, and acylphosphine oxide compounds.
Two or more types of the polymerization initiator (D) may be used in combination in consideration of sensitivity, formability of a precise pattern shape, and the like. The polymerization initiator (D) preferably contains an oxime compound such as an O-acyloxime compound because it is advantageous in precisely forming a pattern shape having sensitivity and a desired line width.

The O-acyloxime compound is a compound having a structure represented by the formula (d). Hereinafter, * represents a bond.

The O-acyloxime compound is a compound represented by the formula (d1) (hereinafter, may be referred to as “compound (d1)”) and a compound represented by the formula (d2) (hereinafter, “compound (d2)”. It is preferable that the compound is at least one selected from the group consisting of the compound represented by the formula (d3) (hereinafter, may be referred to as “compound (d3)”).

[In equations (d1) to (d3),
R ^d1 has an aromatic hydrocarbon group having 6 to 18 carbon atoms which may have a substituent, a heterocyclic group having 3 to 36 carbon atoms which may have a substituent, and a substituent. It represents an alkyl group having 1 to 15 carbon atoms, or a group which may have a substituent, which is a combination of an aromatic hydrocarbon group and an alkanediyl group derived from the alkyl group. is, -O - methylene group contained _{(-CH 2) -, - CO} -, - S -, - SO 2 - or -NR ^d5 - may be replaced with.
R ^d2 represents an aromatic hydrocarbon group having 6 to 18 carbon atoms, a heterocyclic group having 3 to 36 carbon atoms, or an alkyl group having 1 to 10 carbon atoms.
R ^d3 represents an aromatic hydrocarbon group having 6 to 18 carbon atoms which may have a substituent or a heterocyclic group having 3 to 36 carbon atoms which may have a substituent.
R ^d4 represents an aromatic hydrocarbon group having 6 to 18 carbon atoms which may have a substituent or an aliphatic hydrocarbon group having 1 to 15 carbon atoms which may have a substituent, and the above-mentioned fat. _{The methylene group (-CH 2-} ) contained in the group hydrocarbon group may be replaced with -O-, -CO- or -S-, and the methine group (-CH < ) May _{be replaced with −PO 3} <, and the hydrogen atom contained in the above aliphatic hydrocarbon group may be replaced with an OH group.
R ^d5 represents an alkyl group having 1 to 10 carbon atoms, and the methylene group (−CH ₂₋ ) contained in the alkyl group may be replaced with −O− or −CO−. ]

The ^{number of carbon atoms of the aromatic hydrocarbon group represented by R d1} is preferably 6 to 15, more preferably 6 to 12, and even more preferably 6 to 10. Examples of the aromatic hydrocarbon group include a phenyl group, a naphthyl group, an anthryl group, a phenanthryl group, a biphenyl group, a terphenyl group and the like, preferably a phenyl group and a naphthyl group, and more preferably a phenyl group. Be done.
The ^{aromatic hydrocarbon group represented by R d1} may have one or more substituents. The substituent is preferably substituted at the α-position or the γ-position of the aromatic hydrocarbon group, and more preferably substituted at the γ-position.
Examples of the substituent include a methyl group, an ethyl group, a propyl group, a butyl group, a pentyl group, a hexyl group, a heptyl group, an octyl group, a nonyl group, a decyl group, an undecyl group, a dodecyl group, a tridecyl group, a tetradecyl group and a pentadecyl group. And the like; an alkyl group having 1 to 15 carbon atoms; a halogen atom such as a fluorine atom, a chlorine atom, an iodine atom, and a bromine atom; and the like.

The number of carbon atoms of the alkyl group as the substituent is preferably 1 to 10, and more preferably 1 to 7. The alkyl group as the substituent may be linear, branched, or cyclic, or may be a combination of a chain group and a cyclic group. _{The methylene group (−CH 2−} ) contained in the alkyl group as the substituent may be replaced with −O− or −S−. Further, the hydrogen atom contained in the alkyl group may be substituted with a halogen atom such as a fluorine atom, a chlorine atom, an iodine atom or a bromine atom, and is preferably substituted with a fluorine atom.
In the ^{aromatic hydrocarbon group represented by R d1} , examples of the alkyl group as the substituent include a group represented by the following formula. In the formula, * represents a bond.

Examples of the aromatic hydrocarbon group which may have a substituent represented by R ^{d1 include a group represented by the following formula.} In the formula, * represents a bond.

In R ^d1 , the group represented by the following formula is preferable as the aromatic hydrocarbon group which may have a substituent.

[In the formula, R ^d6 represents an alkyl group having 1 to 10 carbon atoms which may be substituted with a halogen atom, and the hydrogen atom contained ^{in R d6 may be substituted with a halogen atom.} m2 represents an integer of 1-5. * Represents a bond. ]

Examples of the alkyl group represented by R ^d6 include groups similar to the alkyl group exemplified as the substituent of the aromatic hydrocarbon group represented by ^{R d1.} The carbon number of R ^d6 is preferably 2 to 7, and more preferably 2 to 5. Further, the ^{alkyl group represented by R d6} may be linear, branched chain, or cyclic, and is preferably chain.
Examples of the halogen atom in which the hydrogen atom contained in R ^d6 may be substituted include a fluorine atom, a chlorine atom, an iodine atom and a bromine atom, and a fluorine atom is particularly preferable. It is preferable that 2 or more and 10 or less hydrogen atoms contained in R ^d6 are substituted with halogen atoms, and more preferably 3 or more and 6 or less are substituted with halogen atoms. The substitution position of the R ^d6 O-group is preferably the ortho-position or the para-position, and the para-position is particularly preferable. m2 is preferably 1 to 2, and particularly preferably 1.
The ^{heterocyclic group represented by R d1} preferably has 3 to 20 carbon atoms, more preferably 3 to 10 carbon atoms, and further preferably 3 to 5 carbon atoms. Examples of the heterocyclic group include a pyrrolyl group, a frill group, a thienyl group, an indolyl group, a benzofuryl group and a carbazolyl group.
The ^{heterocyclic group represented by R d1} may have one or more substituents. Examples of the substituent include groups similar to those exemplified as the substituents that the aromatic hydrocarbon group represented by ^{R d1 may have.}
The ^{alkyl group represented by R d1} preferably has 1 to 12 carbon atoms. ^Examples of the alkyl group represented by R d1 include a methyl group, an ethyl group, a propyl group, a butyl group, a pentyl group, a hexyl group, a heptyl group, an octyl group, a nonyl group, a decyl group, an undecyl group, a dodecyl group and a tridecyl group. Examples thereof include a tetradecyl group and a pentadecyl group. These alkyl groups may be linear, branched, or cyclic, or may be a combination of a chain group and a cyclic group. Further, the alkyl group represented by R ^d1, methylene - _{is, -O (-CH 2) -,} - CO -, - S -, - SO 2 - or -NR ^d5 - may be replaced in, The hydrogen atom may be substituted with an OH group or an SH group.
R ^d5 represents an alkyl group having 1 to 10 carbon atoms, preferably an alkyl group having 1 to 5 carbon atoms, and more preferably an alkyl group having 1 to 3 carbon atoms. The alkyl group may be chain-like (linear or branched-chain), cyclic, linear, branched-chain, or cyclic, and is a chain-like group. And a cyclic group may be combined. In ^{the alkyl group of R d5} , the methylene group (−CH ₂₋ ) may be replaced with −O− or −CO−.
Specific examples of the alkyl group that may have a substituent in R ^{d1 include a group represented by the following formula.} * Represents a bond.

Further, in R ^d1 , the carbon number of the group combining the aromatic hydrocarbon group and the alkanediyl group is preferably 7 to 33, more preferably 7 to 18, and further preferably 7 to 12. be. The combined group may have one or more substituents, and the substituents are the same as those exemplified as the aromatic hydrocarbon group and the substituents which the alkyl group may have. The basis of is mentioned. Examples of the ^{group in which the aromatic hydrocarbon group and the alkanediyl group represented by R d1} are combined include an aralkyl group, and specific examples thereof include a group represented by the following formula. In the formula, * represents a bond.

Among them, as R ^d1 , an aromatic hydrocarbon group which may have a substituent or an alkyl group which may have a substituent is preferable, and an aromatic hydrocarbon group which may have a substituent may be used. Is more preferable.
The ^{number of carbon atoms of the aromatic hydrocarbon group represented by R d2} is preferably 6 to 15, more preferably 6 to 12, and even more preferably 6 to 10. Examples of the aromatic hydrocarbon group include a phenyl group, a naphthyl group, an anthryl group, a phenanthryl group, a biphenyl group and a terphenyl group.
The ^{number of carbon atoms of the heterocyclic group represented by R d2} is preferably 3 to 20, more preferably 3 to 10, and even more preferably 3 to 5. Examples of the heterocyclic group include a pyrrolyl group, a frill group, a thienyl group, an indolyl group, a benzofuryl group and a carbazolyl group.
The ^{number of carbon atoms of the alkyl group represented by R d2} is preferably 1 to 7, more preferably 1 to 5, and even more preferably 1 to 3. Examples of the alkyl group include a methyl group, an ethyl group, a propyl group, a butyl group, a pentyl group, a hexyl group, a heptyl group, an octyl group, a nonyl group and a decyl group. The alkyl group may be linear, branched, or cyclic, or may be a combination of a chain group and a cyclic group.
R ^d2 is preferably a chain alkyl group, more preferably a chain alkyl group having 1 to 5 carbon atoms, still more preferably a chain alkyl group having 1 to 3 carbon atoms, and particularly preferably methyl. Is the basis.
The ^{number of carbon atoms of the aromatic hydrocarbon group represented by R d3} is preferably 6 to 15, more preferably 6 to 12, and even more preferably 6 to 10. Examples of the aromatic hydrocarbon group include a phenyl group, a naphthyl group, an anthryl group, a phenanthryl group, a biphenyl group and a terphenyl group, and preferably a phenyl group and a naphthyl group.
The ^{aromatic hydrocarbon group represented by R d3} may have one or more substituents. The substituent is preferably substituted at the α-position or the γ-position of the aromatic hydrocarbon group. The substituent is preferably an aliphatic hydrocarbon group having 1 to 15 carbon atoms, and specifically, a methyl group, an ethyl group, a propyl group, a butyl group, a pentyl group, a hexyl group, a heptyl group, an octyl group and a nonyl group. Alkyl groups having 1 to 15 carbon atoms such as groups and decyl groups; alkenyl groups having 1 to 15 carbon atoms such as ethenyl groups, propenyl groups, butenyl groups, pentenyl groups, hexenyl groups, heptenyl groups, nonenyl groups and decenyl groups; etc. Can be mentioned.
The ^{aromatic hydrocarbon group represented by R d3} may have an aliphatic hydrocarbon group. The aliphatic hydrocarbon group preferably has 1 to 7 carbon atoms, and the aliphatic hydrocarbon group may be linear, branched, or cyclic, and is a chain group. And a cyclic group may be combined. _{Further, the methylene group (-CH 2-} ) contained in the aliphatic hydrocarbon group may be replaced with -O-, -CO- or -S-, and the methine group (-CH <) is -N. It may be replaced with <.
Examples of the aliphatic hydrocarbon group include a group represented by the following formula. In the formula, * represents a bond.

In R ^d3 , examples of the aromatic hydrocarbon group which may have a substituent include a group represented by the following formula. In the formula, * represents a bond.

The ^{number of carbon atoms of the heterocyclic group represented by R d3} is preferably 3 to 20, more preferably 3 to 10, and even more preferably 3 to 5. Examples of the heterocyclic group include a pyrrolyl group, a frill group, a thienyl group, an indolyl group, a benzofuryl group and a carbazolyl group. The ^{heterocyclic group represented by R d3} may have one or more substituents, and the substituent may have an aromatic hydrocarbon group represented by ^{R d1.} Examples of the substituent include groups similar to those exemplified.
Among them, R ^d3 is preferably an aromatic hydrocarbon group having a substituent, and the substituent is preferably a chain alkyl group having 1 to 7 carbon atoms (more preferably 1 to 3 carbon atoms), and is substituted. The number of groups is preferably 2 or more and 5 or less.

The ^{number of carbon atoms of the aromatic hydrocarbon group represented by R d4} is preferably 6 to 15, more preferably 6 to 12, and even more preferably 6 to 10. Examples of the aromatic hydrocarbon group include a phenyl group, a naphthyl group, an anthryl group, a phenanthryl group, a biphenyl group and a terphenyl group, and a phenyl group and a naphthyl group are more preferable, and a phenyl group is further preferable. Further, the ^{aromatic hydrocarbon group represented by R d4} may have one or more substituents. Examples of the substituent include a group similar to the substituent that the aromatic hydrocarbon group of ^{R d1 may have.}
The ^{number of carbon atoms of the aliphatic hydrocarbon group represented by R d4} is preferably 1 to 13, more preferably 2 to 10, and even more preferably 4 to 9. Examples of the aliphatic hydrocarbon group represented by R ^d4 include a methyl group, an ethyl group, a propyl group, a butyl group, a pentyl group, a hexyl group, a heptyl group, an octyl group, a nonyl group, a decyl group, an undecyl group and a dodecyl group. Alkyl groups such as tridecyl group, tetradecyl group and pentadecyl group; ethenyl group, propenyl group, butenyl group, pentenyl group, hexenyl group, heptenyl group, octenyl group, nonenyl group, decenyl group, undecenyl group, dodecenyl group, tridecenyl group, butadesenyl group. Alkenyl groups such as groups and pentadecenyl groups; etc. may be mentioned. These aliphatic hydrocarbon groups may be chain-like (linear or branched-chain), cyclic, or may be a combination of a chain-like group and a cyclic group. In ^{the aliphatic hydrocarbon group of R d4} , the methylene group (-CH _2- ) may be replaced with -O-, -CO- or -S-, and the methine group (-CH <) is -PO ₃ It may be replaced with <, and the hydrogen atom contained in the above aliphatic hydrocarbon group may be replaced with an OH group.
Examples of the aliphatic hydrocarbon group which may have a substituent represented by R ^{d4 include a group represented by the following formula.} In the formula, * represents a bond.

R ^d4 is preferably a chain aliphatic hydrocarbon group which may have a substituent, more preferably a chain alkyl group which does not have a substituent, and further preferably a branched chain which does not have a substituent. Alkyl group.

Examples of the compound (d1) include compounds represented by the formula (d1), specifically compounds (d1-1) to (d1-67) having the respective substituents shown in Tables 1 to 7. In Tables 1 to 7, * represents a bond.

Among them, the compounds represented by the formulas (d1-3) to (d1-6), the compounds represented by the formulas (d1-18) to (d1-52), and the compounds represented by the formula (d1-55). A compound, a compound represented by the formula (d1-56), a compound represented by the formula (d1-60), and a compound represented by the formula (d1-61) are preferable.
Compounds represented by formulas (d1-3) to (d1-6) and compounds represented by formulas (d1-18) to (d1-41) are more preferable.
Compounds represented by the formula (d1-24) and compounds represented by the formulas (d1-36) to (d1-40) are more preferable.
The compound represented by the formula (d1-24) is particularly preferable.

Compound (d1) can be produced, for example, by the production method described in JP-A-2014-500852.

As compound (d2),
An alkyl group having 1 to 15 carbon atoms, in which R ^{d1 may have a substituent,}
Alkyl group with R ^d2 having 1 to 10 carbon atoms,
An aromatic hydrocarbon group having 6 to 18 carbon atoms, in which R ^{d3 may have a substituent,}
A ^{compound in which R d4} is an aliphatic hydrocarbon group having 1 to 15 carbon atoms which may have a substituent is preferable.
R ^d1 represents a methyl group, an ethyl group or a propyl group,
R ^d2 represents a methyl group, an ethyl group or a propyl group,
^Represents a phenyl group in which R d3 is substituted with a methyl group,
Compounds in which R ^d4 is a methyl group, an ethyl group or a propyl group are more preferable.
Compounds in which R ^d1 and R ^d2 are methyl groups, R ^d3 is an o-tolyl group and R ^d4 is an ethyl group are more preferable.
As compound (d3),
An alkyl group having 1 to 15 carbon atoms, in which R ^{d1 may have a substituent,}
A ^{compound in which R d2} is an aromatic hydrocarbon group having 6 to 18 carbon atoms is preferable.
A ^{compound in which R d1} is a hexyl group and R ^d2 is a phenyl group is more preferable.

Examples of such O-acyloxym compounds include N-benzoyloxy-1- (4-phenylsulfanylphenyl) butane-1-one-2-imine and N-benzoyloxy-1- (4-phenylsulfanylphenyl) octane. -1-one-2-imine, N-benzoyloxy-1- (4-phenylsulfanylphenyl) -3-cyclopentylpropane-1-one-2-imine, N-acetoxy-1- [9-ethyl-6-] (2-Methylbenzoyl) -9H-carbazole-3-yl] ethane-1-imine, N-acetoxy-1- [9-ethyl-6- {2-methyl-4- (3,3-dimethyl-2,, 3-dimethyl-2,) 4-Dioxacyclopentanylmethyloxy) 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-on-2-imine and the like can be mentioned. Commercially available products such as Irgacure OXE01, OXE02, OXE03 (all manufactured by BASF Corporation) and N-1919 (manufactured by ADEKA Corporation) may be used. With these O-acyloxime compounds, there is a tendency to obtain a color filter having excellent photolithography performance.

The alkylphenone compound is a compound having a structure represented by the formula (d4) or a structure represented by the formula (d5). * Represents a bond. In these structures, the benzene ring may have a substituent.

Examples of the compound having a structure represented by the formula (d4) include 2-methyl-2-morpholino-1- (4-methylsulfanylphenyl) propan-1-one and 2-dimethylamino-1- (4-morpholinophenyl). ) -2-Benzylbutane-1-one, 2- (dimethylamino) -2-[(4-methylphenyl) methyl] -1- [4- (4-morpholinyl) phenyl] butane-1-one, etc. Be done. Commercially available products such as Irgacure 369, 907, 379 (all manufactured by BASF Limited) may be used.
Examples of the compound having a structure represented by the formula (d5) include 2-hydroxy-2-methyl-1-phenylpropan-1-one and 2-hydroxy-2-methyl-1- [4- (2-hydroxyethoxy). ) Phenyl] Propane-1-one, 1-hydroxycyclohexylphenylketone, 2-hydroxy-2-methyl-1- (4-isopropenylphenyl) propan-1-one oligomer, α, α-diethoxyacetophenone, benzyl Dimethylketal and the like can be mentioned.
In terms of sensitivity, the alkylphenone compound is preferably a compound having a structure represented by the formula (d4).

Examples of the biimidazole compound include 2,2'-bis (2-chlorophenyl) -4,4', 5,5'-tetraphenylbiimidazole and 2,2'-bis (2,3-dichlorophenyl) -4,4. ', 5,5'-Tetraphenylbiimidazole (see, for example, JP-A-6-75372, JP-A-6-75373, etc.), 2,2'-bis (2-chlorophenyl) -4,4' , 5,5'-Tetraphenyl biimidazole, 2,2'-bis (2-chlorophenyl) -4,4', 5,5'-tetra (alkoxyphenyl) biimidazole, 2,2'-bis (2-) Chlorophenyl) -4,4', 5,5'-tetra (dialkoxyphenyl) biimidazole, 2,2'-bis (2-chlorophenyl) -4,4', 5,5'-tetra (trialkoxyphenyl) Biimidazole (see, for example, Japanese Patent Application Laid-Open No. 48-38403, Japanese Patent Application Laid-Open No. 62-174204, etc.), imidazole in which the phenyl group at the 4,4', 5,5'-position is replaced with a carboalkoxy group. Examples thereof include compounds (see, for example, Japanese Patent Application Laid-Open No. 7-10913). Of these, compounds represented by the following formulas or mixtures thereof are preferable.

Examples of the triazine compound include 2,4-bis (trichloromethyl) -6- (4-methoxyphenyl) -1,3,5-triazine and 2,4-bis (trichloromethyl) -6- (4-methoxynaphthyl). -1,3,5-triazine, 2,4-bis (trichloromethyl) -6-piperonyl-1,3,5-triazine, 2,4-bis (trichloromethyl) -6- (4-methoxystyryl)- 1,3,5-triazine, 2,4-bis (trichloromethyl) -6- [2- (5-methylfuran-2-yl) ethenyl] -1,3,5-triazine, 2,4-bis ( Trichloromethyl) -6- [2- (fran-2-yl) ethenyl] -1,3,5-triazine, 2,4-bis (trichloromethyl) -6- [2- (4-diethylamino-2-methyl) Phenyl) ethenyl] -1,3,5-triazine, 2,4-bis (trichloromethyl) -6- [2- (3,4-dimethoxyphenyl) ethenyl] -1,3,5-triazine and the like can be mentioned. ..

Examples of the acylphosphine oxide compound include 2,4,6-trimethylbenzoyldiphenylphosphine oxide.
Further, as the polymerization initiator (D), benzoin compounds such as benzoin, benzoin methyl ether, benzoin ethyl ether, benzoin isopropyl ether, benzoin isobutyl ether; benzophenone, o-benzoyl methyl benzoate, 4-phenylbenzophenone, 4-benzoyl- Benzoin compounds such as 4'-methyldiphenylsulfide, 3,3', 4,4'-tetra (tert-butylperoxycarbonyl) benzophenone, 2,4,6-trimethylbenzophenone; 9,10-phenanthrene quinone, Kinone compounds such as 2-ethylanthraquinone and benzoylquinone; examples thereof include 10-butyl-2-chloroacrydone, benzyl, methylphenylglycoxylate, titanosen compounds and the like. These are preferably used in combination with the polymerization initiation aid (D1) (particularly amine) described later.

The content of the polymerization initiator (D) is preferably 0.1 to 30 parts by weight, more preferably 5 to 25 parts by weight, based on 100 parts by weight of the total amount of the resin (B) and the polymerizable compound (C). It is by weight, more preferably 10 to 20 parts by weight. When the content of the polymerization initiator (D) is within the above range, the sensitivity tends to be increased and the exposure time tends to be shortened, so that the productivity of the color filter tends to be improved.

[5] Polymerization initiation aid (D1)
The polymerization initiator (D1) is a compound or a sensitizer used to promote the polymerization of a polymerizable compound whose polymerization has been initiated by the polymerization initiator. When the polymerization initiator (D1) is contained, it is used in combination with the polymerization initiator (D).
Examples of the polymerization initiation aid (D1) include amine compounds, alkoxyanthracene compounds, thioxanthone compounds and carboxylic acid compounds. Of these, thioxanthone compounds are preferred. Two or more kinds of polymerization initiation aids (D1) may be used in combination.

Examples of the amine compound include triethanolamine, methyldiethanolamine, triisopropanolamine, methyl 4-dimethylaminobenzoate, ethyl 4-dimethylaminobenzoate, isoamyl 4-dimethylaminobenzoate, 2-dimethylaminoethyl benzoate, 4-. 2-Ethylhexyl dimethylaminobenzoate, N, N-dimethylparatoluidine, 4,4'-bis (dimethylamino) benzophenone (commonly known as Michler's ketone), 4,4'-bis (diethylamino) benzophenone, 4,4'-bis ( Ethylmethylamino) benzophenone and the like can be mentioned, and among them, 4,4'-bis (diethylamino) benzophenone is preferable. Commercially available products such as EAB-F (manufactured by Hodogaya Chemical Co., Ltd.) may be used.

Examples of the alkoxyanthracene compound include 9,10-dimethoxyanthracene, 2-ethyl-9,10-dimethoxyanthracene, 9,10-diethoxyanthracene, 2-ethyl-9,10-diethoxyanthracene, and 9,10-dibutoxy. Anthracene, 2-ethyl-9,10-dibutoxyanthracene and the like can be mentioned.

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

Examples of the carboxylic acid compound include phenylsulfanyl acetic acid, methylphenylsulfanyl acetic acid, ethylphenylsulfanyl acetic acid, methylethylphenylsulfanyl acetic acid, dimethylphenylsulfanyl acetic acid, methoxyphenyl sulfanic acetic acid, dimethoxyphenyl sulfanyl acetic acid, chlorophenylsulfanyl acetic acid, dichlorophenylsulfanyl acetic acid, and N. -Phenylglycine, phenoxyacetic acid, naphthylthioacetic acid, N-naphthylglycine, naphthoxyacetic acid and the like can be mentioned.

The content of the polymerization initiation aid (D1) is preferably 0.1 to 30 parts by weight, more preferably 1 to 20 parts by weight, based on 100 parts by weight of the total amount of the resin (B) and the polymerizable compound (C). It is a department. When the content of the polymerization initiation aid (D1) is within the above range, a coloring pattern can be formed with higher sensitivity, and the productivity of the color filter tends to be improved.

[6] Thiol compound (T)
The colored curable resin composition of the present invention may contain one kind or two or more kinds of thiol compounds (T). The thiol compound (T) is particularly preferably used when the polymerization initiator (D) is an oxime compound such as an O-acyloxime compound and / or a biimidazole compound. The thiol compound (T) is a compound having at least one sulfanil group (-SH) in the molecule. The thiol compound (T) is preferably a compound having one sulfanil group in the molecule.

Compounds having one sulfanyl group in the molecule include 2-sulfanyl oxazole, 2-sulfanyl thiazole, 2-sulfanyl benzimidazole, 2-sulfanyl benzothiazole, 2-sulfanyl benzoxazole, 2-sulfanyl nicotinic acid, 2-sulfanyl. Pyridine, 2-Sulfanylpyridine-3-ol, 2-Sulfanylpyridine-N-oxide, 4-amino-6-hydroxy-2-sulfanylpyrimidine, 4-amino-6-hydroxy-2-sulfanylpyrimidine, 4-amino- 2-Sulfanylpyrimidine, 6-amino-5-nitroso-2-thiouracil, 4,5-diamino-6-hydroxy-2-sulfanylpyrimidine, 4,6-diamino-2-sulfanylpyrimidine, 2,4-diamino-6 -Sulfanyl pyrimidine, 4,6-dihydroxy-2-sulfanyl pyrimidine, 4,6-dimethyl-2-sulfanyl pyrimidine, 4-hydroxy-2-sulfanyl-6-methylpyrimidine, 4-hydroxy-2-sulfanyl-6-propyl Pyrimidine, 2-Sulfanyl-4-methylpyrimidin, 2-Sulfanylpyrimidine, 2-thiouracil, 3,4,5,6-tetrahydropyrimidine-2-thiol, 4,5-diphenylimidazol-2-thiol, 2-sulfanylimidazole , 2-Sulfanyl-1-methylimidazole, 4-amino-3-hydrazino-5-sulfanyl-1,2,4-triazole, 3-amino-5-sulfanyl-1,2,4-triazole, 2-methyl- 4H-1,2,4-triazole-3-thiol, 4-methyl-4H-1,2,4-triazole-3-thiol, 3-sulfanyl 1H-1,2,4-triazole-3-thiol, 2 -Amino-5-sulfanyl-1,3,4-thiazylazole, 5-amino-1,3,4-thiazylazole-2-thiol, 2,5-disulfanyl-1,3,4-thiazylazole, (Fran-2) -Il) methanethiol, 2-sulfanyl-5-thiazolidone, 2-sulfanylthiazolin, 2-sulfanyl-4 (3H) -quinazolinone, 1-phenyl-1H-tetrazol-5-thiol, 2-quinolinethiol, 2-sulfanyl -5-Methylbenzimidazole, 2-Sulfanyl-5-Nitrobenzimidazole, 6-Amino-2-sulfanylbenzothiazole, 5-Cro Lo-2-sulfanylbenzothiazole, 6-ethoxy-2-sulfanylbenzothiazole, 6-nitro-2-sulfanylbenzothiazole, 2-sulfanylnaphthoimidazole, 2-sulfanylnaphthozazole, 3-sulfanyl-1,2,4- Triazole, 4-amino-6-sulfanylpyrazolo [2,4-d] pyridine, 2-amino-6-purinethiol, 6-sulfanylpurine and 4-sulfanyl-1H-pyrazolo [2,4-d] pyrimidine, etc. Can be mentioned.

Compounds having two or more sulfanil groups in the molecule include hexanedithiol, decandithiol, 1,4-bis (methylsulfanil) benzene, butanediol bis (3-sulfanil propionate), butanediol bis (3-sulfanil). Acetate), ethylene glycol bis (3-sulfanil acetate), trimethylpropanthris (3-sulfanil acetate), butanediol bis (3-sulfanil propionate), trimethyl propanthris (3-sulfanil propionate), tri Methylpropantris (3-sulfanilacetate), pentaerythritol tetrakis (3-sulfanilpropionate), pentaerythritol tetrakis (3-sulfanilacetate), trishydroxyethyltris (3-sulfanilpropionate), pentaerythritol tetrakis (3) −Sulfanylbutyrate) and 1,4-bis (3-sulfanilbutyloxy) butane and the like.

The content of the thiol compound (T) is preferably 0.5 to 50 parts by weight, more preferably 5 to 45 parts by weight, still more preferably 10 to 40 parts by weight, based on 100 parts by weight of the polymerization initiator (D). Is. When the content of the thiol compound (T) is within the above range, the sensitivity tends to be high and the developability tends to be good.

[7] Solvent (E)
The colored curable resin composition of the present invention preferably contains one kind or two or more kinds of solvents (E). Examples of the solvent (E) include an ester solvent (solvent containing -COO-), an ether solvent other than the ester solvent (solvent containing -O-), an ether ester solvent (solvent containing -COO- and -O-), and the like. Examples thereof include a ketone solvent (solvent containing −CO−) other than the ester solvent, an alcohol solvent, an aromatic hydrocarbon solvent, an amide solvent, dimethyl sulfoxide and the like.

Examples of the ester solvent include methyl lactate, ethyl lactate, butyl lactate, methyl 2-hydroxyisobutate, ethyl acetate, n-butyl acetate, isobutyl acetate, pentyl formate, isopentyl acetate, butyl propionate, isopropyl butyrate, ethyl butyrate, butyl butyrate. , Methyl pyruvate, ethyl pyruvate, propyl pyruvate, methyl acetoacetate, ethyl acetoacetate, cyclohexanol acetate, γ-butyrolactone and the like.
Examples of the ether solvent include ethylene glycol monomethyl ether, ethylene glycol monoethyl ether, ethylene glycol monopropyl ether, ethylene glycol monobutyl ether, diethylene glycol monomethyl ether, diethylene glycol monoethyl ether, diethylene glycol monobutyl ether, propylene glycol monomethyl ether, and propylene glycol monoethyl ether. , Propropylene glycol monopropyl ether, propylene glycol monobutyl ether, 3-methoxy-1-butanol, 3-methoxy-3-methylbutanol, tetrahydrofuran, tetrahydropyran, 1,4-dioxane, diethylene glycol dimethyl ether, diethylene glycol diethyl ether, diethylene glycol methyl ethyl Examples thereof include ether, diethylene glycol dipropyl ether, diethylene glycol dibutyl ether, anisole, phenyletol, methyl anisole and the like.

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

Ketone solvents include 4-hydroxy-4-methyl-2-pentanone, acetone, 2-butanone, 2-heptanone, 3-heptanone, 4-heptanone, 4-methyl-2-pentanone, cyclopentanone, cyclohexanone and isophorone. And so on.

Examples of the alcohol solvent include methanol, ethanol, propanol, butanol, hexanol, cyclohexanol, ethylene glycol, propylene glycol, glycerin and the like. Examples of the aromatic hydrocarbon solvent include benzene, toluene, xylene, mesitylene and the like. Examples of the amide solvent include N, N-dimethylformamide, N, N-dimethylacetamide, N-methylpyrrolidone and the like.

The solvent (E) preferably contains an organic solvent having a boiling point of 120 ° C. or higher and 180 ° C. or lower at 1 atm from the viewpoint of coatability and drying property. Among them, the solvent (E) is 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, 3-methoxybutyl acetate, 3 It preferably contains at least one selected from the group consisting of −methoxy-1-butanol, 4-hydroxy-4-methyl-2-pentanone and N, N-dimethylformamide, preferably propylene glycol monomethyl ether acetate, propylene glycol monomethyl. It is more preferable to contain at least one selected from the group consisting of ether, dipropylene glycol methyl ether acetate, ethyl lactate, 3-methoxybutyl acetate, 3-methoxy-1-butanol and ethyl 3-ethoxypropionate.

The content of the solvent (E) is preferably 70 to 95% by weight, more preferably 75 to 92% by weight in the colored curable resin composition. In other words, the solid content of the colored curable resin composition is preferably 5 to 30% by weight, more preferably 8 to 25% by weight. When the content of the solvent (E) is in the above range, the flatness at the time of coating is good, and the display characteristics tend to be good because the color density is not insufficient when the color filter is formed.

[8] Leveling agent (F)
The colored curable resin composition of the present invention may contain one or more leveling agents (F). Examples of the leveling agent (F) include a silicone-based surfactant (which does not have a fluorine atom), a fluorine-based surfactant, and a silicone-based surfactant having a fluorine atom. These may have a polymerizable group in the side chain.

Examples of the silicone-based surfactant include surfactants having a siloxane bond in the molecule. Specifically, Torre 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, TSF-4446, TSF4452, TSF4460 (manufactured by Momentive Performance Materials Japan GK), etc. Can be mentioned.

Examples of the fluorine-based surfactant include surfactants having a fluorocarbon chain in the molecule. Specifically, Florard (registered trademark) FC430, FC431 (manufactured by Sumitomo 3M Ltd.), Megafuck (registered trademark) F142D, F171, F172, F173, F177, F183, F554, and F554. R30, RS-718-K (manufactured by DIC Co., Ltd.), Ftop (registered trademark) EF301, EF303, EF351, EF352 (manufactured by Mitsubishi Materials Electronics Co., Ltd.), Surflon (registered trademark) S381, Examples thereof include S382, SC101, SC105 (manufactured by Asahi Glass Co., Ltd.) and E5844 (manufactured by Daikin Fine Chemical Laboratory Co., Ltd.).

Examples of the silicone-based surfactant having a fluorine atom include a surfactant having a siloxane bond and a fluorocarbon chain in the molecule. Specific examples thereof include MegaFvck (registered trademark) R08, BL20, F475, F477 and F443 (manufactured by DIC Corporation).

The content of the leveling agent (F) is usually 0.001% by weight or more and 0.2% by weight or less, preferably 0.002% by weight or more and 0.1% by weight or less, in the colored curable resin composition. It is preferably 0.005% by weight or more and 0.05% by weight or less. The content of the pigment dispersant is not included in this content.

[9] Antioxidant (G)
From the viewpoint of improving the heat resistance and light resistance of the colorant (A), the color curable resin composition preferably contains an antioxidant. The antioxidant is not particularly limited as long as it is an industrially generally used antioxidant, and a phenol-based antioxidant, a phosphorus-based antioxidant, a sulfur-based antioxidant and the like can be used. Two or more kinds of antioxidants may be used.

Examples of the phenolic antioxidant include Irganox 1010 (Irganox 1010: pentaerythritol tetrakis [3- (3,5-di-tert-butyl-4-hydroxyphenyl) propionate], manufactured by BASF Co., Ltd.), Irganox 1076. (Irganox 1076: octadecyl-3- (3,5-di-tert-butyl-4-hydroxyphenyl) propionate, manufactured by BASF Co., Ltd.), Irganox 1330 (Irganox 1330: 3,3', 3'', 5 , 5', 5''-Hexa-tert-butyl-a, a', a''-(methicylene-2,4,6-triyl) tri-p-cresol, manufactured by BASF Co., Ltd., Irganox 3114 (Irganox 3114: 1,3,5-tris (3,5-di-tert-butyl-4-hydroxybenzyl) -1,3,5-triazine-2,4,6 (1H, 3H, 5H) -trion , BASF Co., Ltd., Irganox 3790: 1,3,5-tris ((4-tert-butyl-3-hydroxy-2,6-xysilyl) methyl) -1,3,5-triazine -2,4,6 (1H, 3H, 5H) -Trione, manufactured by BASF Co., Ltd., Irganox 1035: Thiodiethylenebis [3- (3,5-di-tert-butyl-4-hydroxy) Phenyl) propionate], BASF Co., Ltd.), Irganox 1135 (Irganox 1135: benzenepropanoic acid, 3,5-bis (1,1-dimethylethyl) -4-hydroxy, C7-C9 side chain alkyl ester, BASF (Made by Irganox 1520L), Irganox 1520L (Irganox 1520L: 4,6-bis (octylthiomethyl) -o-cresol, manufactured by BASF Co., Ltd.), Irganox 3125 (Irganox 3125, manufactured by BASF Co., Ltd.), Irga Knox 565 (Irganox 565: 2,4-bis (n-octylthio) -6- (4-hydroxy 3', 5'-di-tert-butylanilino) -1,3,5-triazine, manufactured by BASF Co., Ltd.) , Adecastab AO-80 (Adecastab AO-80: 3,9-bis (2- (3- (3-tert-butyl-4-hydroxy-5-methylphenyl) propionyloxy) -1,1-dimethylethyl)- 2,4,8,10-Tetraoxaspiro (5,5) Undeca , ADEKA Corporation, Sumitomo BHT (Sumilizer BHT, Sumitomo Chemical Co., Ltd.), Sumitomo GA-80 (Sumilizer GA-80, Sumitomo Chemical Co., Ltd.), Sumitomo GS (Sumilizer GS, Sumitomo Chemical Co., Ltd.) (Manufactured by Co., Ltd.), Cyanox 1790 (manufactured by Cyanox 1790, manufactured by Cytec Co., Ltd.), Vitamin E (manufactured by Eisai Corporation), and the like.

As phosphorus-based antioxidants, Irgafos 168 (Irgafos 168: Tris (2,4-di-tert-butylphenyl) phosphite, manufactured by BASF Co., Ltd.), Irgafos 12 (Irgafos 12: Tris [2-[[2] , 4,8,10-Tetra-tert-butyldibenzo [d, f] [1,3,2] dioxaphosphin-6-yl] oxy] ethyl] amine, manufactured by BASF Co., Ltd., Irgaphos 38 ( Irgafos 38: Bis (2,4-bis (1,1-dimethylethyl) -6-methylphenyl) ethyl ester phosphite, manufactured by BASF Co., Ltd., Adecastab 329K (manufactured by ADEKA Co., Ltd.), Adecastab PEP36 ( ADEKA Co., Ltd.), Adecaster PEP-8 (ADEKA Co., Ltd.), Sandstab P-EPQ (Clariant), Weston 618 (Weston 618, GE), Weston 619G (Weston 619G, GE) , Ultranox 626 (Ultranox 626, manufactured by GE) and Sumilizer GP (Sumilizer GP: 6- [3- (3-tert-butyl-4-hydroxy-5-methylphenyl) propoxy] -2,4,8,10 -Tetra-tert-butyldibenz [d, f] [1.3.2] dioxaphosphepine) (manufactured by Sumitomo Chemical Co., Ltd.) and the like can be mentioned.

Examples of the sulfur-based antioxidant include dialkylthiodipropionate compounds such as dilauryl thiodipropionate, dimyristyl or distearyl, and β-alkyl mercaptopropionic acid ester compounds of polyols such as tetrakis [methylene (3-dodecylthio) propionate] methane. Can be mentioned.

[10] Other Ingredients The color curable resin composition of the present invention contains, if necessary, a filler, a polymer compound other than the resin (B), an adhesion accelerator, an ultraviolet absorber, an anti-aggregation agent, and an organic acid. , Organic amine compounds, curing agents and other additives can be contained in one or more.

Examples of the filler include glass, silica, alumina and the like. Examples of the polymer compound other than the resin (B) include polyvinyl alcohol, polyacrylic acid, polyethylene glycol monoalkyl ether, polyfluoroalkyl acrylate and the like.

Adhesion promoters include vinyltrimethoxysilane, vinyltriethoxysilane, vinyltris (2-methoxyethoxy) silane, N- (2-aminoethyl) -3-aminopropylmethyldimethoxysilane, N- (2-aminoethyl). -3-Aminopropyltrimethoxysilane, 3-aminopropyltriethoxysilane, 3-glycidoxypropyltrimethoxysilane, 3-glycidoxypropylmethyldimethoxysilane, 2- (3,4-epoxycyclohexyl) ethyltrimethoxy Examples thereof include silane, 3-chloropropylmethyldimethoxysilane, 3-chloropropyltrimethoxysilane, 3-methacryloyloxypropyltrimethoxysilane, and 3-mercaptopropyltrimethoxysilane.

Examples of the ultraviolet absorber include benzotriazole compounds such as 2- (2-hydroxy-3-tert-butyl-5-methylphenyl) -5-chlorobenzotriazole; and benzophenone compounds such as 2-hydroxy-4-octyloxybenzophenone. Compounds; Benzophenone compounds such as 2,4-di-tert-butylphenyl-3,5-di-tert-butyl-4-hydroxybenzoate; 2- (4,6-diphenyl-1,3,5-triazine- 2-Il) -triazine compounds such as -5-hexyloxyphenol; and the like. Examples of the anti-aggregation agent include sodium polyacrylate and the like.

Organic acids are used to adjust developability, specifically
An aliphatic monocarboxylic acid such as formic acid, acetic acid, propionic acid, butyric acid, valeric acid, pivalic acid, caproic acid, diethyl acetic acid, enanthic acid, and caprylic acid;
Succinic acid, malonic acid, succinic acid, glutaric acid, adipic acid, pimelli acid, suberic acid, azelaic acid, sebacic acid, brassic acid, methylmalonic acid, ethylmalonic acid, dimethylmalonic acid, methylsuccinic acid, tetramethylsuccinic acid, An aliphatic dicarboxylic acid such as cyclohexanedicarboxylic acid, itaconic acid, citraconic acid, malonic acid, fumaric acid, and mesaconic acid;
Aliphatic tricarboxylic acids such as tricarbyllic acid, aconitic acid, and camphoronic acid;
Aromatic monocarboxylic acids such as benzoic acid, toluic acid, cumic acid, hemeritic acid, mesitylene acid;
Aromatic dicarboxylic acids such as phthalic acid, isophthalic acid and terephthalic acid;
Aromatic polycarboxylic acids such as trimellitic acid, trimesic acid, merophanic acid and pyromellitic acid; and the like.

As an organic amine compound
n-propylamine, isopropylamine, n-butylamine, isobutylamine, sec-butylamine, tert-butylamine, n-pentylamine, n-hexylamine, n-heptylamine, n-octylamine, n-nonylamine, n-decylamine , N-Undecylamine, monoalkylamines such as n-dodecylamine;
Monocycloalkylamines such as cyclohexylamine, 2-methylcyclohexylamine, 3-methylcyclohexylamine, 4-methylcyclohexylamine;
Methylethylamine, diethylamine, methyl n-propylamine, ethyl n-propylamine, di-n-propylamine, diisopropylamine, di-n-butylamine, diisobutylamine, di-sec-butylamine, di-tert-butylamine, di- Dialkylamines such as n-pentylamine and di-n-hexylamine;
Monoalkyl monocycloalkylamines such as methylcyclohexylamine and ethylcyclohexylamine;
Dicycloalkylamines such as dicyclohexylamine;
Dimethylethylamine, methyldiethylamine, triethylamine, dimethyl-n-propylamine, diethyl-n-propylamine, methyldi-n-propylamine, ethyldi-n-propylamine, tri-n-propylamine, triisopropylamine, tri-n Trialkylamines such as -butylamine, triisobutylamine, tri-sec-butylamine, tri-tert-butylamine, tri-n-pentylamine, tri-n-hexylamine;
Dialkyl monocyclohexylamines such as dimethylcyclohexylamine and diethylcyclohexylamine;
Monoalkyldicycloalkylamines such as methyldicyclohexylamine, ethyldicyclohexylamine, tricyclohexylamine;
Monoalkanolamines such as 2-aminoethanol, 3-amino-1-propanol, 1-amino-2-propanol, 4-amino-1-butanol, 5-amino-1-pentanol, 6-amino-1-hexanol ;
Monocycloalkanolamines such as 4-amino-1-cyclohexanol;
Dialkanolamines such as diethanolamine, di-n-propanolamine, diisopropanolamine, di-n-butanolamine, diisobutanolamine, di-n-pentanolamine, di-n-hexanolamine;
Dicycloalkanolamines such as di (4-cyclohexanol) amines;
Trialkanolamines such as triethanolamine, tri-n-propanolamine, triisopropanolamine, tri-n-butanolamine, triisobutanolamine, tri-n-pentanolamine, tri-n-hexanolamine;
Tricycloalkanolamines such as tri (4-cyclohexanol) amines;
3-Amino-1,2-propanediol, 2-amino-1,3-propanediol, 4-amino-1,2-butanediol, 4-amino-1,3-butanediol, 3-dimethylamino-1 , 2-Propanediol, 3-diethylamino-1,2-propanediol, 2-dimethylamino-1,3-propanediol, 2-diethylamino-1,3-propanediol and other aminoalkanediols;
Aminocycloalkanediols such as 4-amino-1,2-cyclohexanediol and 4-amino-1,3-cyclohexanediol;
Amino group-containing cycloalkanone methanol such as 1-aminocyclopentanone methanol and 4-aminocyclopentanone methanol;
Amino group-containing cycloalkane methanol such as 1-aminocyclohexanone methanol, 4-aminocyclohexanone methanol, 4-dimethylaminocyclopentane methanol, 4-diethylaminocyclopentane methanol, 4-dimethylaminocyclohexane methanol, 4-diethylaminocyclohexane methanol;
β-alanine, 2-aminobutyric acid, 3-aminobutyric acid, 4-aminobutyric acid, 2-aminoisobutyric acid, 3-aminoisobutyric acid, 2-aminovaleric acid, 5-aminovaleric acid, 6-aminocaproic acid, 1-aminocyclo Aminocarboxylic acids such as propanecarboxylic acid, 1-aminocyclohexanecarboxylic acid, 4-aminocyclohexanecarboxylic acid;
Aniline, o-methylaniline, m-methylaniline, p-methylaniline, p-ethylaniline, pn-propylaniline, p-isopropylaniline, pn-butylaniline, p-tert-butylaniline, 1- Aromatic amines such as naphthylamine, 2-naphthylamine, N, N-dimethylaniline, N, N-diethylaniline, p-methyl-N, N-dimethylaniline;
Aminobenzyl alcohols such as o-aminobenzyl alcohol, m-aminobenzyl alcohol, p-aminobenzyl alcohol, p-dimethylaminobenzyl alcohol, p-diethylaminobenzyl alcohol;
Aminophenols such as o-aminophenol, m-aminophenol, p-aminophenol, p-dimethylaminophenol, p-diethylaminophenol;
Examples thereof include aminobenzoic acids such as m-aminobenzoic acid, p-aminobenzoic acid, p-dimethylaminobenzoic acid, and p-diethylaminobenzoic acid.

Examples of the curing agent include a compound capable of reacting with a carboxy group in the resin (B) to crosslink the resin (B) by heating, a compound capable of polymerizing alone to cure a coloring pattern, and the like. , Epoxy compounds, oxetane compounds and the like. Only one type of curing agent may be used, or two or more types may be used in combination.

Examples of the epoxy compound include bisphenol A-based epoxy resin, hydride bisphenol A-based epoxy resin, bisphenol F-based epoxy resin, hydride bisphenol F-based epoxy resin, novolak-type epoxy resin, other aromatic epoxy resins, and alicyclic-based epoxy compounds. Epoxy resins, heterocyclic epoxy resins, glycidyl ester-based resins, glycidylamine-based resins, epoxy resins such as epoxidized oils, brominated derivatives of these epoxy resins, epoxy resins and aliphatics and fats other than the brominated derivatives thereof. Cyclical or aromatic epoxy compounds, butadiene (co) polymer epoxies, isoprene (co) polymer epoxies, glycidyl (meth) acrylate (co) polymers, triglycidyl isocyanurate, etc. Be done. Examples of commercially available epoxy resins include orthocresol novolac type epoxy resins, "Sumiepoxy (registered trademark) ESCN-195XL-80" (manufactured by Sumitomo Chemical Co., Ltd.) and the like.

Examples of the oxetane compound include carbonate bisoxetane, xylylene bisoxetane, adipate bisoxetane, terephthalate bisoxetane, and cyclohexanedicarboxylic acid bisoxetane.

When the colored curable resin composition of the present invention contains an epoxy compound, an oxetane compound, or the like as a curing agent, the colored curable resin composition may contain an epoxy group of the epoxy compound and a compound capable of ring-opening polymerization of the oxetane skeleton of the oxetane compound. good. Examples of the compound include a polyvalent carboxylic acid, a polyvalent carboxylic acid anhydride, an acid generator and the like.

As a polyvalent carboxylic acid,
Aromatic polyvalent carboxylic acids such as 3,4-dimethylphthalic acid, pyromellitic acid, trimellitic acid, 1,4,5,8-naphthalenetetracarboxylic acid, 3,3', 4,4'-benzophenonetetracarboxylic acid acid;
Aliphatic polyvalent carboxylic acids such as 1,2,3,4-butanetetracarboxylic acid;
Hexahydrophthalic acid, 3,4-dimethyltetrahydrophthalic acid, hexahydroisophthalic acid, hexahydroterephthalic acid, 1,2,4-cyclopentanetricarboxylic acid, 1,2,4-cyclohexanetricarboxylic acid, cyclopentanetetracarboxylic acid , 1,2,4,5-cyclohexanetetracarboxylic acid and other alicyclic polyvalent carboxylic acids; and the like.

As a polyvalent carboxylic acid anhydride,
Aromatic polyvalent carboxylic acid anhydrides such as phthalic anhydride, pyromellitic anhydride, trimellitic anhydride, 3,3', 4,4'-benzophenone tetracarboxylic acid anhydride;
Alipid polyvalent carboxylic acid anhydrides such as itaconic anhydride, succinic anhydride, citraconic anhydride, dodecenyl succinic anhydride, tricarbaryl anhydride, maleic anhydride, 1,2,3,4-butanetetracarboxylic acid dianhydride, etc. ;
Hexahydrophthalic anhydride, 3,4-dimethyltetrahydrophthalic anhydride, 1,2,4-cyclopentanetricarboxylic acid anhydride, 1,2,4-cyclohexanetricarboxylic acid anhydride, cyclopentanetetracarboxylic acid anhydride , 1,2,4,5-Cyclohexanetetracarboxylic acid anhydride, hymic anhydride, nadic anhydride and other alicyclic polyvalent carboxylic acid anhydrides;
Ester group-containing carboxylic acid anhydrides such as ethylene glycol bistrimeric acid and glycerin tristrimeric anhydride; and the like can be mentioned.

As the carboxylic acid anhydride, a commercially available epoxy resin curing agent may be used. Epoxy resin curing agents include the product name "ADEKA HARDNER (registered trademark) EH-700" (manufactured by ADEKA Corporation), the product name "Ricacid (registered trademark) HH" (manufactured by Shin Nihon Rika Co., Ltd.), and the product name. Examples include "MH-700" (manufactured by Shin Nihon Rika Co., Ltd.).

Examples of the acid generator include 4-hydroxyphenyldimethylsulfonium p-toluenesulfonium, 4-hydroxyphenyldimethylsulfonium hexafluoroantimonate, 4-acetoxyphenyldimethylsulfonium p-toluenesulfonate, 4-acetoxyphenyl methyl benzylsulfonium. Onium salts such as hexafluoroantimonate, triphenylsulfonium p-toluenesulfonate, triphenylsulfonium hexafluoroantimonate, diphenyliodonium p-toluenesulfonate, diphenyliodonium hexafluoroantimonate, nitrobenzyltosylate, benzointosylate And so on.

<Manufacturing method of colored curable resin composition>
The color curable resin composition of the present invention comprises a colorant (A), a resin (B), a polymerizable compound (C) and a polymerization initiator (D), and, if necessary, a solvent (E) and a thiol compound ( It can be prepared by mixing T), a leveling agent (F), a polymerization initiator (D1), an antioxidant (G), and other components.

<Color filters and their manufacturing methods, color filters and display devices>
The colored curable resin composition of the present invention is useful as a material for a color filter. Color filters formed from the color curable resin composition of the present invention also fall within the scope of the present invention. The color filter may form a coloring pattern.
Examples of the method for producing a colored pattern from the colored curable resin composition of the present invention include a photolithography method, an inkjet method, a printing method and the like, and a photolithography method is preferable. The photolithography method is a method in which a colored curable resin composition is applied to a substrate and dried to form a colored composition layer, and the colored composition layer is exposed and developed through a photomask. In the photolithography method, a colored coating film which is a cured product of the coloring composition layer can be formed by not using a photomask at the time of exposure and / or not developing. The colored pattern or colored coating film formed from the colored curable resin composition of the present invention is the color filter of the present invention. The color filter according to the present invention is typically used as a blue pixel.

The substrate includes a glass plate such as quartz glass, borosilicate glass, alumina silicate glass, soda lime glass whose surface is silica-coated, a resin plate such as polycarbonate, polymethyl methacrylate, or polyethylene terephthalate, silicon, or the above substrate. Aluminum, silver, silver / copper / palladium alloy thin films, etc. are formed on the glass. Another color filter layer, resin layer, transistor, circuit and the like may be formed on these substrates.

The formation of each color pixel by the photolithography method can be performed by a known or conventional device or condition, and can be produced, for example, as follows. First, a color curable resin composition is applied onto a substrate and dried by heat drying (prebaking) and / or vacuum drying to remove volatile components such as a solvent to obtain a smooth colored composition layer. Examples of the coating method include a spin coating method, a slit coating method, a slit and spin coating method, and the like.
The temperature for heat drying is preferably 30 to 120 ° C, more preferably 50 to 110 ° C. The heating time is preferably 10 seconds to 5 minutes, more preferably 30 seconds to 3 minutes. When drying under reduced pressure, it is preferable to carry out drying under a pressure of 50 to 150 Pa in a temperature range of 20 to 25 ° C. The film thickness of the coloring composition layer is not particularly limited, and may be appropriately selected depending on the film thickness of the target color filter.
According to the present invention, even if it is a thin film, Rec. ITU-R BT. It is possible to form a color filter having a high inclusion rate of the 2020 color gamut.
The coloring composition layer is then exposed via a photomask to form the desired coloring pattern. The pattern on the photomask is not particularly limited, and a pattern according to the intended use is used. As the light source used for exposure, a light source that generates light having a wavelength of 250 to 450 nm is preferable. For example, light less than 350 nm is cut by using a filter that cuts this wavelength range, and light near 436 nm, 408 nm, and 365 nm is selectively extracted by using a bandpass filter that extracts these wavelength ranges. You may do it. Specific examples of the light source include a mercury lamp, a light emitting diode, a metal halide lamp, a halogen lamp and the like.
For exposure, it is possible to uniformly irradiate the entire exposed surface with parallel rays and accurately align the photomask with the substrate on which the coloring composition layer is formed. Therefore, exposure of a mask aligner, a stepper, or the like. It is preferable to use the device.
A coloring pattern is formed on the substrate by developing the coloring composition layer after exposure in contact with a developing solution. By development, the unexposed portion of the coloring composition layer is dissolved in a developing solution and removed.
The developer is preferably an aqueous solution of an alkaline compound such as potassium hydroxide, sodium hydrogen carbonate, sodium carbonate, or tetramethylammonium hydroxide. The concentration of these alkaline compounds in the aqueous solution is preferably 0.01 to 10% by weight, more preferably 0.03 to 5% by weight. Further, the developer may contain a surfactant.
The developing method may be any of a paddle method, a dipping method, a spray method and the like. Further, the substrate may be tilted at an arbitrary angle during development. After development, it is preferable to wash with water.
Further, it is preferable to post-bake the obtained coloring pattern. The post-bake temperature is preferably 150 to 250 ° C, more preferably 160 to 235 ° C. The post-baking time is preferably 1 to 120 minutes, more preferably 10 to 60 minutes.
Since the film thickness of the obtained colored coating film affects adjacent pixels, it is preferable that the film thickness is as thin as possible. Especially when the film is thick, when the liquid crystal panel is manufactured, the light from the light source may pass through the pixels of two or more colors and leak out, and when the panel is viewed from an angle, the colors are vivid. May be lost. The film thickness of the colored coating film after post-baking is generally preferably 3 μm or less, and more preferably 2.8 μm or less. The lower limit of the film thickness of the colored coating film is not particularly limited, but is usually 1 μm or more, and may be 1.5 μm or more.
As described above, according to the present invention, even if it is a thin film, Rec. ITU-R BT. It is possible to form a color filter having a high inclusion rate of the 2020 color gamut. Further, the colored coating film is excellent as a material for a color filter because it can exhibit excellent developability.
The higher the brightness of the colored coating film, the more preferable, 38.5 or more is preferable, 39 or more is more preferable, and the upper limit is not particularly limited, but is usually 70 or less.
The color filter according to the present invention is useful as a color filter used in a display device (liquid crystal display device, organic EL device, electronic paper, etc.) and a solid-state image sensor.

Hereinafter, the present invention will be described in more detail with reference to Examples and Comparative Examples, but the present invention is not limited to these examples. In the examples,% and parts representing the content or the amount used are based on weight unless otherwise specified.

<Synthetic Example 1: Preparation of Xanthene Dye (A-3)>
20 parts of the compound represented by the above formula (1a) and 200 parts of N-propyl-2,6-dimethylaniline (manufactured by Wako Pure Chemical Industries, Ltd.) were mixed under light-shielding conditions, and the obtained solution was mixed at 110 ° C. Was stirred for 6 hours.
The obtained reaction solution was cooled to room temperature, added to a mixed solution of 800 parts of water and 50 parts of 35 wt% hydrochloric acid, and stirred at room temperature for 1 hour to precipitate crystals. The precipitated crystals were obtained as a residue of suction filtration and then dried to obtain a compound represented by the above formula (1-24). Hereinafter, the compound is referred to as "xanthene dye (A-3)".

<Synthesis Example 2: Preparation of Resin (B)>
Sufficiently flow nitrogen into a flask equipped with a reflux condenser, a dropping funnel and a stirrer to create a nitrogen atmosphere, add 200 parts of 3-methoxy-1-butanol and 105 parts of 3-methoxybutyl acetate, and stir to 70 ° C. Heated. Then, 60 parts of methacrylic acid, 3,4-epoxytricyclo [5.2.1.0 ^2.6] 240 parts of decyl acrylate, the solution was prepared by dissolving 140 parts of 3-methoxybutyl acetate, the solution Was dropped into a flask kept warm at 70 ° C. over 4 hours using a dropping funnel.
On the other hand, a mixed solution prepared by dissolving 30 parts of 2,2-azobis (2,4-dimethylvaleronitrile) in 225 parts of 3-methoxybutyl acetate was added dropwise into the flask over 4 hours using another dropping funnel. After completion of the dropping, the mixture was kept at the same temperature for 4 hours and then cooled to room temperature to obtain a resin solution having a solid content of 32.6% by weight and an acid value of 110 mg-KOH / g (in terms of solid content). The weight average molecular weight (Mw) of the resin (B) contained in the obtained resin solution was 13,400, and the molecular weight distribution was 2.50.
The weight average molecular weight (Mw) and the number average molecular weight (Mn) of the obtained resin (B) were measured by using the GPC method under the following conditions. The ratio (Mw / Mn) of the polystyrene-equivalent weight average molecular weight (Mw) and the number average molecular weight (Mn) obtained under the following conditions was defined as the molecular weight distribution.

Equipment; HLC-8120GPC (manufactured by Tosoh Corporation),
Column; TSK-GELG2000HXL,
Column temperature; 40 ° C,
Solvent; THF,
Flow velocity; 1.0 mL / min,
Test solution solid content concentration; 0.001 to 0.01% by weight,
Injection volume; 50 μL,
Detector; RI,
Calibration standard material; TSK STANDARD POLYSTYRENE
F-40, F-4, F-288, A-2500, A-500
(Manufactured by Tosoh Corporation).

<Synthesis Example 3: Preparation of Pigment Dispersion Liquid (A1)>
C. I. Pigment Blue 16 12.1 parts Acrylic pigment dispersant 5.4 parts Propylene glycol monomethyl ether acetate 82.5 parts were mixed and the pigment was sufficiently dispersed using a bead mill. I. A pigment dispersion (A1) containing Pigment Blue 16 was obtained.

<Synthesis Example 4: Preparation of Pigment Dispersion Liquid (A2)>
C. I. Pigment Blue 15: 6 12.0 parts Acrylic pigment dispersant 2.0 parts Propylene glycol monomethyl ether acetate 86.0 parts are mixed and the pigment is sufficiently dispersed using a bead mill. I. A pigment dispersion (A2) containing Pigment Blue 15: 6 was obtained.

<Examples 1 to 3 and Comparative Examples 1 to 3>
(1) Preparation of Colored Curable Resin Composition A resin solution containing the xanthene dye (A-3) obtained in Synthesis Example 1, the resin (B) obtained in Synthesis Example 2, and obtained in Synthesis Example 3. The obtained pigment dispersion (A1) or the pigment dispersion (A2) obtained in Synthesis Example 4, the polymerizable compound (C-1), the polymerization initiator (D-1), and the polymerization initiator (D-2). ), The polymerization initiator (D-3), and the leveling agent (F) were mixed so as to have the blending amounts shown in Table 8 to obtain a colored curable resin composition.
In preparing the color-curable resin composition, propylene glycol monomethyl ether acetate was mixed so that the solid content of the color-curable resin composition was 20% by weight. The unit of the blending amount of each component in Table 8 is "part by weight", and the blending amount is in terms of solid content. The details of each component are as follows.

[1] Colorant (A-1): C.I. I. Pigment Blue 16,
[2] Colorant (A-2): C.I. I. Pigment Blue 15: 6,
[3] Colorant (A-3): A compound represented by the formula (1-24) (xanthene dye (A-3)),
[3-2] Colorant (A-4): C.I. I. Pigment Violet 23,
[3-3] Colorant (A-5): C.I. I. Acid Red 52,
[3-4] Colorant (A-6): C.I. I. Basic Red 1,
[4] Resin (B): Resin (B) contained in the resin solution obtained in Synthesis Example 2,
[5] Polymerizable compound (C-1): pentaerythritol triacrylate (trade name "A-TMM-3LM-N" manufactured by Shin Nakamura Chemical Industry Co., Ltd.),
[6] Polymerization initiator (D-1): A compound represented by the following formula.

〔７〕重合開始剤（Ｄ−２）：２，２’，４−トリス（２−クロロフェニル）−５−（３，４−ジメトキシフェニル）−４，５−ジフェニル−１，１’−ビイミダゾール（CHEMBRIDGE INTERNATIONAL CORPORATION製の商品名「ＴＣＤＭ」）、
〔８〕重合開始剤（Ｄ−３）：２−メルカプトベンゾチアゾール（三新化学工業（株）製の商品名「サンセラーＭ」）、
〔９〕レベリング剤（Ｆ）：ポリエーテル変性シリコーンオイル（東レ・ダウコーニング（株）製の商品名「トーレシリコーンＳＨ８４００」）。

[7] Polymerization Initiator (D-2): 2,2', 4-Tris (2-chlorophenyl) -5- (3,4-dimethoxyphenyl) -4,5-diphenyl-1,1'-biimidazole (Product name "TCDM" manufactured by CHEMBRIDGE INTERNATIONAL CORPORATION),
[8] Polymerization initiator (D-3): 2-mercaptobenzothiazole (trade name "Sunseller M" manufactured by Sanshin Chemical Industry Co., Ltd.),
[9] Leveling agent (F): Polyether-modified silicone oil (trade name "Torre Silicone SH8400" manufactured by Toray Dow Corning Co., Ltd.).

(2) Preparation of Colored Coating Film A colored curable resin composition was applied on a 2-inch square glass substrate (“Eagle XG” manufactured by Corning Inc.) by a spin coating method, and then prebaked at 100 ° C. for 3 minutes. After cooling, an exposure machine (“TME-150RSK” manufactured by Topcon Corporation) was used on the substrate coated with this colored curable resin composition, and ^{the exposure amount was 80 mJ / cm 2} (based on 365 nm) in an air atmosphere. Was irradiated with light. Then, it was post-baked in an oven at 230 ° C. for 30 minutes to obtain a colored coating film.

(3) Film Thickness Measurement The film thickness of the obtained colored coating film was measured using a film thickness measuring device (DEKTAK3; manufactured by Nippon Vacuum Technology Co., Ltd.). The results are shown in Table 9.

(4) Saturation evaluation The obtained colored coating film was spectrally measured using a colorimeter (OSP-SP-200; manufactured by Olympus Corporation), and the CIE XYZ table was used using the characteristic function of the C light source. The xy chromaticity coordinates (x, y) in the color system were measured. The results are shown in Table 9.

In Example 1 and Comparative Example 1, Example 2 and Comparative Example 2, and Example 3 and Comparative Example 3, the chromaticity coordinates (x, y) are examples of the target blue chromaticity coordinates (0. 138,0.058), (0.144,0.044), (0.148,0.037) were unified.
In order to achieve this unification, the blending amount of each colorant is adjusted as shown in Table 8. In Examples 1 to 3, the target chromaticity coordinates could be realized with a thinner colored coating film as compared with Comparative Examples 1 to 3, respectively. In addition, Rec. ITU-R BT. The blue chromaticity coordinates (x, y) of 2020 are (0.131, 0.046).

(5) Developability A coloring curable resin composition is spin-coated on a 2-inch square glass substrate (Eagle 2000; manufactured by Corning Inc.), and then prebaked at 100 ° C. for 3 minutes in a clean oven to prepare the coloring composition. A layer was formed.
Next, the substrate on which the coloring composition layer was formed was immersed in a developing solution having a liquid temperature of 24 ° C. (an aqueous developing solution containing 0.12% of nonionic surfactant and 0.04% of potassium hydroxide). Developed. The time from the development start time to the completion of melting of the portion 10 mm from the center of the substrate was measured as the melting time. If the dissolution time was 40 seconds or less, the developability was good (◯), and if it was longer than that, it was considered poor (x). The results are shown in Table 10.

<Synthesis Example 5: Preparation of Pigment Dispersion Liquid (A3)>
C. I. Pigment Bio Red 23 12.0 parts Acrylic pigment dispersant 2.0 parts Propylene glycol monomethyl ether acetate 86.0 parts are mixed and the pigment is sufficiently dispersed using a bead mill. I. A pigment dispersion (A3) containing Pigment Violet 23 was obtained.

<Examples 4 to 11 and Comparative Examples 4 to 11>
(1) Preparation of Color Curable Resin Composition The pigment dispersion (A3) obtained in Synthesis Example 5, the resin solution containing the resin (B) obtained in Synthesis Example 2, the pigment dispersion (A1) or The pigment dispersion (A2), the polymerizable compound (C-1), the polymerization initiator (D-1), the polymerization initiator (D-2), the polymerization initiator (D-3), the above. The leveling agent (F) was mixed so as to have the blending amounts shown in Tables 11 to 13 to obtain a colored curable resin composition.
In preparing the color-curable resin composition, propylene glycol monomethyl ether acetate was mixed so that the solid content of the color-curable resin composition was 20% by weight. The unit of the blending amount of each component in Tables 11 to 13 is "part by weight", and the blending amount is in terms of solid content.

(2) Preparation of Colored Coating Film A colored curable resin composition was applied on a 2-inch square glass substrate (“Eagle XG” manufactured by Corning Inc.) by a spin coating method, and then prebaked at 100 ° C. for 3 minutes. After cooling, an exposure machine (“TME-150RSK” manufactured by Topcon Corporation) was used on the substrate coated with this colored curable resin composition, and ^{the exposure amount was 80 mJ / cm 2} (based on 365 nm) in an air atmosphere. Was irradiated with light. Then, it was post-baked in an oven at 230 ° C. for 30 minutes to obtain a colored coating film.

(3) Film Thickness Measurement The film thickness of the obtained colored coating film was measured using a film thickness measuring device (DEKTAK3; manufactured by Nippon Vacuum Technology Co., Ltd.). The results are shown in Tables 14 to 16.

(4) Saturation evaluation The obtained colored coating film was spectrally measured using a colorimeter (OSP-SP-200; manufactured by Olympus Corporation), and the CIE XYZ table was used using the characteristic function of the C light source. The xy chromaticity coordinates (x, y) in the color system were measured. The results are shown in Tables 14 to 16.

In Comparative Example 4, the same chromaticity coordinates (0.130, 0.107) as in Example 4 could not be achieved. In Example 5 and Comparative Example 5, and in Example 6 and Comparative Example 6, the chromaticity coordinates (x, y) are examples of the target blue chromaticity coordinates (0.135, 0.083), ( It was unified to 0.139, 0.066). In Examples 5 and 6, the target chromaticity coordinates could be realized with a thinner colored coating film as compared with Comparative Examples 5 and 6, respectively.

In Comparative Example 7, the same chromaticity coordinates (0.135, 0.072) as in Example 7 could not be achieved. In Example 8 and Comparative Example 8, and in Example 9 and Comparative Example 9, the chromaticity coordinates (x, y) are examples of the target blue chromaticity coordinates (0.140, 0.054), (. It was unified to 0.144, 0.044). In Examples 8 and 9, the target chromaticity coordinates could be realized with a thinner colored coating film as compared with Comparative Examples 8 and 9, respectively.

In Example 10 and Comparative Example 10, and in Example 11 and Comparative Example 11, the chromaticity coordinates (x, y) are examples of the target blue chromaticity coordinates (0.135, 0.081), (. It was unified to 0.141,0.059). In Examples 10 and 11, the target chromaticity coordinates could be realized with a thinner colored coating film as compared with Comparative Examples 10 and 11, respectively.

Claims (5)

Contains a colorant (A), a resin (B), a polymerizable compound (C) and a polymerization initiator (D).
The colorant (A) is C.I. I. Contains Pigment Blue 16 and a red and / or purple colorant,
The red colorant and / or the purple colorant is a compound having a xanthene skeleton.
C. I. Pigment Blue 16, the total content of the red colorant and / or violet colorants, colorant (A) in 100% by weight, Ri 70-100 wt% der,
C. I. A color curable resin composition in which the content ratio of Pigment Blue 16 to the total of the red colorant and the purple colorant is in the range of 1.1 to 10 on a weight basis. The color curable resin composition according to claim 1, wherein the red colorant and / or the purple colorant is a dye. The colorant (A) is C.I. I. The color-curable resin composition according to claim 1 or 2 , which comprises Pigment Blue 16 and a red colorant. A color filter formed from the color curable resin composition according to any one of claims 1 to 3. A display device including the color filter according to claim 4.