TW201938708A - Coloring curable resin composition, color filter and display device - Google Patents

Abstract

The present invention addresses the problem of providing: a coloring curable resin composition which is capable of forming a color filter that is suppressed in decrease of the brightness even if a metal compound is contained therein; a color filter which is formed from this coloring curable resin composition; and a display device which comprises this color filter. A coloring curable resin composition according to the present invention contains (A) a metal salt which has an anion of an aliphatic carboxylic acid that has a hydroxy group and 1-40 carbon atoms, (B) a coloring agent which contains a phthalocyanine-based coloring agent and a yellow coloring agent, (C) a resin, (D) a polymerizable compound and (E) a polymerization initiator. This coloring curable resin composition enables the achievement of a color filter which is suppressed in decrease of the brightness even if a metal compound is contained therein, and a display device which comprises this color filter.

Description

Colored curable resin composition, color filter and display device

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

The colored curable resin composition can be used for the manufacture of color filters used in display devices such as liquid crystal display devices, electroluminescence display devices, and plasma displays. In order to obtain a desired hue and the like, the colored curable resin composition may contain two or more kinds of coloring agents having different colors.

For example, Japanese Patent Application Laid-Open No. 2017-186546 (Patent Document 1) describes a colored hardening resin composition containing a phthalocyanine-based colorant, a yellow colorant, and a metal compound (M).
[Prior Art Literature]
[Patent Literature]

[Patent Document 1] Japanese Patent Laid-Open No. 2017-186546

[Problems to be Solved by the Invention]
In general, when a metal compound is contained in the colored curable resin composition, the brightness of the color filter formed thereby tends to decrease.
The present invention is to provide a color-hardening resin composition capable of forming a color filter having a small degree of decrease in brightness even when a metal compound is contained, a color filter formed from the color-hardening resin composition, and the color filter Display device for color filters.
[Means for solving problems]

The present invention provides a coloring curable resin composition, a color filter, and a display device described below.
[1] A coloring curable resin composition comprising a metal salt (A) having an anion of an aliphatic carboxylic acid having 1 to 40 carbon atoms containing a hydroxyl group, and a coloring agent containing a phthalocyanine-based colorant and a yellow colorant (B), resin (C), polymerizable compound (D), and polymerization initiator (E).
[2] The colored curable resin composition according to [1], wherein the carbon number is 10 to 36.
[3] A color filter formed of the colored hardening resin composition according to [1] or [2].
[4] A display device including the color filter according to [3].
[Effect of the invention]

According to the colored curable resin composition of the present invention, it is possible to provide a color filter having a small degree of decrease in brightness even when a metal compound is contained, and a display device including the same.

<Colored curable resin composition>
The colored curable resin composition of the present invention includes a metal salt (A) having an anion of an aliphatic carboxylic acid having 1 to 40 carbon atoms containing a hydroxyl group, and a coloring agent (B) containing a phthalocyanine-based colorant and a yellow colorant. , Resin (C), polymerizable compound (D), and polymerization initiator (E).
According to the colored curable resin composition, a cured film (such as a color filter) having a small degree of decrease in brightness even when a metal compound is contained can be formed.
Hereinafter, the metal salt (A) having an anion of an aliphatic carboxylic acid having 1 to 40 carbon atoms containing a hydroxyl group is also referred to as "metal aliphatic carboxylic acid salt (A)".
In addition, in this specification, unless otherwise stated, the compound exemplified as each component can be used individually or in combination of multiple types.

[1] Metal salt of aliphatic carboxylic acid (A)
By containing the aliphatic carboxylic acid metal salt (A), the colored curable resin composition of the present invention can form a cured film (color filter, etc.) that has a small degree of decrease in brightness even when a metal compound is contained.
The aliphatic carboxylic acid metal salt (A) is a salt containing a metal cation and an anion of an aliphatic carboxylic acid having 1 to 40 carbon atoms having a hydroxyl group. Hereinafter, the aliphatic carboxylic acid having 1 to 40 carbon atoms having a hydroxyl group is also referred to as "aliphatic carboxylic acid (X)".
The "aliphatic carboxylic acid" as used in this specification means the carboxylic acid which does not have an aromatic ring.
The colored curable resin composition of the present invention may contain only one type of aliphatic carboxylic acid metal salt (A), or may contain two or more types.

The number of carbons of the aliphatic carboxylic acid (X) including the number of carbons of the carboxyl group is 1 to 40, which may be linear, branched, or cyclic, and may be selected from linear A combination of two or more structures in a group consisting of a chain structure, a branched chain structure, and a cyclic structure.
The aliphatic carboxylic acid (X) may contain an unsaturated bond.

The aliphatic carboxylic acid (X) has one or more hydroxyl groups in the molecule.
The aliphatic carboxylic acid (X) has one or more carboxyl groups in the molecule. The number of carboxyl groups is usually 10 or less.

From the viewpoint that the degree of reduction in brightness decreases even if the cured film (color filter, etc.) contains a metal compound, the number of carbons of the aliphatic carboxylic acid (X) is 1 to 40, preferably 10 to 36, and more It is preferably 12 to 24.

The aliphatic carboxylic acid metal salt (A) only needs to have at least one anion of the aliphatic carboxylic acid (X). When the metal cation of the aliphatic carboxylic acid metal salt (A) has a valence of 2 or more, the aliphatic carboxylic acid metal salt (A) may have two or more kinds of anions of the aliphatic carboxylic acid (X), It may have an anion other than the anion of the aliphatic carboxylic acid (X) and the anion of the aliphatic carboxylic acid (X).
The other anion is not particularly limited, and may be a halogen ion, a nitrate ion, a sulfate ion, or the like, and is preferably an anion of an aliphatic carboxylic acid other than the aliphatic carboxylic acid (X).
The aliphatic carboxylic acid other than the aliphatic carboxylic acid (X) means an aliphatic carboxylic acid which does not have a hydroxyl group, and examples thereof include those having the same structure as the aliphatic carboxylic acid (X) except that it does not have a hydroxyl group.
The anion possessed by the aliphatic carboxylic acid metal salt (A) is preferably an anion including only the aliphatic carboxylic acid (X).

From the viewpoint of improving the light resistance of the cured film (color filter, etc.), the metal cations of the aliphatic carboxylic acid metal salt (A) are preferably metal cations having a valence of 2 or more and 10 or less. Examples of the divalent or higher metal cation include cations of metals belonging to Groups 2 to 15 of the periodic table. The metal cation is preferably a metal cation having a divalent value or more and a hexavalent value or less.
The metal cations are more preferably Mg ²⁺ , Ca ²⁺ , Sr ²⁺ , Ba ²⁺ , Cd ²⁺ , Ni ²⁺ , Zn ²⁺ , Cu ²⁺ , Hg ²⁺ , Fe ²⁺ , Co ²⁺ , Sn Divalent metal cations such as ²⁺ , Pb ^2+, and Mn ²⁺ ; trivalent metal cations such as Al ³⁺ , Fe ³⁺ , Co ^3+, and Cr ³⁺ ; tetravalent metals such as Sn ⁴⁺ and Mn ⁴⁺ Metal cations,
Furthermore, Mg ²⁺ , Ca ²⁺ , Sr ²⁺ , Ba ²⁺ , Ni ²⁺ , Zn ²⁺ , Cu ²⁺ , Fe ²⁺ , Co ²⁺ , Sn ²⁺ , Mn ²⁺ , Al ³⁺ , Fe ³⁺ , Co ³⁺ , Cr ³⁺ , Sn ⁴⁺ and Mn ⁴⁺ ,
Especially preferred are Mg ²⁺ , Ca ²⁺ , Sr ²⁺ , Ba ²⁺ , Ni ²⁺ , Zn ²⁺ , Cu ²⁺ , Fe ²⁺ , Co ²⁺ , Mn ²⁺ , Al ³⁺ , Fe ³⁺ , Co ³⁺ , Cr ³⁺ and Mn ⁴⁺ ,
Further preferred are Fe ²⁺ , Co ²⁺ , Fe ³⁺ and Co ³⁺ .
The aliphatic carboxylic acid metal salt (A) may have two or more metal cations.

The aliphatic carboxylic acid metal salt (A) may be specifically a compound represented by the following formula (Aa).

[In formula (Aa),
D represents an aliphatic hydrocarbon having a hydroxyl group.
a represents any integer from 1 to 10, and preferably any integer from 1 to 3. When a is plural, these may be the same as or different from each other.
The carbon number + a of D is any integer from 1 to 40.
b represents any integer of 1 or more. When b represents 2 or more at any integer, ^{_{"[D] - (CO 2 -}} ) a 'may be the same or different from each other.
J ^k- represents ^{_{"[D] - (CO 2 -}} ) a ," other than the anion.
k represents any integer from 1 to 10, and preferably any integer from 1 to 6.
m represents any integer of 0 or more. When m represents any integer of 2 or more, "J ^k- " may be the same as or different from each other.
A ^{c +} represents a c-valent metal cation, and specific examples are as described above.
c represents any integer from 2 to 10, and preferably any integer from 2 to 6.
d represents any integer of 1 or more. When d represents any integer of 2 or more, "A ^{c +} " may be the same as or different from each other.
among them,

and

The total price and

Equal price]

The aliphatic carboxylic acid metal salt (A) can be obtained, for example, as a precipitate produced by dissolving an aliphatic carboxylic acid (X) in an alkaline aqueous solution and then adding a salt (for example, a halide) having a metal cation. The obtained aliphatic carboxylic acid metal salt (A) can also be used for purification treatment such as washing, if necessary.

The content of the aliphatic carboxylic acid metal salt (A) is preferably 0.01% by mass or more and 60% by mass or less with respect to the total solid content of the colored curable resin composition.
More preferably, it is 0.1 mass% or more and 50 mass% or less.
More preferably, it is 0.5 mass% or more and 40 mass% or less.
Especially preferably, it is 0.5 mass% or more and 30 mass% or less.
When the content of the aliphatic carboxylic acid metal salt (A) is within the above range, even if the cured film (color filter, etc.) contains a metal compound, it is possible to significantly suppress a decrease in brightness.

The "total amount of solid content" in the present specification means an amount obtained by removing the content of the solvent from the total amount of the colored curable resin composition. The total amount of the solid component and the content of each component relative to the solid component can be measured by a known analysis means such as liquid chromatography or gas chromatography.

When the total amount of the phthalocyanine-based colorant and the yellow colorant is 100 parts by mass, the content of the aliphatic carboxylic acid metal salt (A) is preferably 0.01 part by mass or more and 100 parts by mass or less,
More preferably, it is 0.1 mass part or more and 80 mass parts or less,
It is more preferably 0.5 parts by mass or more and 50 parts by mass or less,
Especially preferably, it is 0.5 mass part or more and 40 mass parts or less.

As the aliphatic carboxylic acid metal salt (A), for example, specifically, in the following formula (AA), M, L, p, and q are each a compound represented by the following [Table A], and [Table A] Among compounds AA1 to AA22, M is Mg ²⁺ , Ca ²⁺ , Sr ²⁺ , Ba ²⁺ , Cd ²⁺ , Ni ²⁺ , Zn ²⁺ , Cu ²⁺ instead of Fe ²⁺ . , Hg ²⁺ , Co ²⁺ , Sn ²⁺ , Pb ²⁺ , or Mn ²⁺ , the compound represented by [Table B], and among the compounds AA23 to AA44 of [Table B], M replaces Fe ³⁺ and Al ³⁺ , Co ³⁺ or Cr ³⁺ , and compounds represented by [Table C].

M _p L _q (AA)

Examples of the aliphatic carboxylic acid metal salt (A) having an anion of the aliphatic carboxylic acid (X) and an anion other than the anion of the aliphatic carboxylic acid (X) include a salt represented by the following formula.

[2] Colorant (B)
The colorant (B) contains a phthalocyanine-based colorant and a yellow colorant.
The phthalocyanine-based colorant is preferably a halogenated phthalocyanine-based colorant, which may be a pigment or a dye, or may include both a pigment and a dye.

Examples of the phthalocyanine pigment include a halogenated phthalocyanine pigment and a non-halogenated phthalocyanine pigment. These phthalocyanine pigments may contain metal atoms such as copper atoms, zinc atoms, and aluminum atoms.
Specific examples of the halogenated phthalocyanine pigment include copper halide phthalocyanine pigments such as copper fluoride phthalocyanine pigment, copper chloride phthalocyanine pigment, and copper bromide phthalocyanine pigment; zinc fluoride phthalocyanine pigment, zinc chloride Halogenated zinc phthalocyanine pigments such as phthalocyanine pigments, zinc bromide phthalocyanine pigments; aluminum fluoride phthalocyanine pigments, aluminum chloride phthalocyanine pigments, aluminum bromide phthalocyanine pigments, etc.
Specific examples of the non-halogenated phthalocyanine pigment include copper phthalocyanine pigment, zinc phthalocyanine pigment, and aluminum phthalocyanine pigment.
The colorant (B) preferably contains a phthalocyanine-based pigment, and more preferably contains a halogenated phthalocyanine-based pigment.

The phthalocyanine pigment is not particularly limited, and a known pigment can be used. For example, the color index (published by The Society of Dyers and Colourists) is classified as a pigment. ) Pigments.

Specific examples of the phthalocyanine pigment include green pigments such as CI Pigment Green (Pigment Green) 7, 36, 58, 59, 62, and 63;
CI Pigment Blue (Pigment Blue) 15, 15: 1, 15: 2, 15: 3, 15: 4, 15: 6,16 and other blue pigments.
The phthalocyanine pigment is preferably the aforementioned green pigment, and more preferably, CI pigment green 7, CI pigment green 58, CI pigment green 59, CI pigment green 62, and / or CI pigment green 63 are mentioned.

The phthalocyanine dye is not particularly limited, and known dyes can be used, and examples thereof include solvent dyes, acid dyes, direct dyes, and mordant dyes.
Examples of the phthalocyanine dye include known dyes described in a dye index (published by The Society of Dyers and Colourists) and dyeing notes (shikisensha company).

Examples of phthalocyanine dyes include solvent dyes such as CI Solvent Blue 38, 44, 67, and 70; direct dyes such as CI Direct Blue 86, 87, 189, and 199; and CI Mordant Blue (Mordant). Blue) 77 and other mordant dyes; CI Acid Blue (Acid Blue) 242, 243, 249 and other acid dyes.

The yellow colorant may be a pigment or a dye, or may include both a pigment and a dye.

The yellow pigment is not particularly limited, and known pigments can be used, and examples thereof include pigments classified as pigments in the Dye Index (published by The Society of Dyers and Colourists).

Specific examples of the yellow pigment include CI Pigment Yellow (Pigment Yellow) 1, 3, 12, 13, 14, 15, 16, 17, 20, 24, 31, 53, 83, 86, 93, 94, and 109. , 110, 117, 125, 128, 129, 137, 138, 139, 147, 148, 150, 153, 154, 166, 173, 185, 194, 214, 231, etc.

The yellow dye is not particularly limited, and known dyes can be used, and examples thereof include solvent dyes, acid dyes, direct dyes, and mordant dyes. Examples of the yellow dye include known dyes described in the dye index (published by The Society of Dyers and Colourists) and dyeing notes (shikisensha company).

Specific examples of the yellow dye include CI Solvent Yellow 4, 14, 15, 23, 24, 25, 38, 62, 63, 68, 79, 81, 82, 83, 89, 94, 98 , 99, 117, 162, 163, 167, 189 and other CI solvent dyes;
CI Acid Yellow 1, 3, 7, 9, 11, 17, 23, 25, 29, 34, 36, 38, 40, 42, 54, 65, 72, 73, 76, 79, 98, 99 , 111, 112, 113, 114, 116, 119, 123, 128, 134, 135, 138, 139, 140, 144, 150, 155, 157, 160, 161, 163, 168, 169, 172, 177, 178 , 179, 184, 190, 193, 196, 197, 199, 202, 203, 204, 205, 207, 212, 214, 220, 221, 228, 230, 232, 235, 238, 240, 242, 243, 251 And other CI acid dyes;
CI Direct Yellow 2, 4, 28, 33, 34, 35, 38, 39, 43, 44, 47, 50, 54, 58, 68, 69, 70, 71, 86, 93, 94, 95 , 98, 102, 108, 109, 129, 132, 136, 138, 141 and other CI direct dyes;
CI Disperse Yellow 51, 54, 76 and other CI disperse dyes;
CI reactive dyes such as Reactive Yellow 2, 76, 116;
CI Mordant Yellow 5, 8, 10, 16, 20, 26, 30, 31, 33, 42, 43, 45, 56, 61, 62, 65 and other CI mordant dyes.

The colored curable resin composition preferably contains at least one yellow pigment as a yellow colorant, and more preferably contains a yellow pigment classified as a quinophthalone pigment or an isoindolin pigment.
The yellow pigments are preferably quinophthalone pigments such as CI Pigment Yellow 138 and CI Pigment Yellow 231, and isoindoline pigments such as CI Pigment Yellow 185.

The total content of the colorant (B) is preferably 0.01% by mass or more and 90% by mass or less with respect to the total amount of the solid content of the colored curable resin composition.
More preferably, it is 1 mass% or more and 60 mass% or less.
It is more preferably 1% by mass or more and 50% by mass or less.

The total content of the phthalocyanine-based colorant and the yellow colorant in the colorant (B) is usually 100% by mass or less in the colorant (B).
1 mass% or more and 100 mass% or less is preferable,
More preferably, it is 10 mass% or more and 100 mass% or less.
It is more preferably 50% by mass or more and 100% by mass or less,
It is particularly preferably 70% by mass or more and 100% by mass or less.

The content of the yellow colorant in the colorant (B) is preferably 0.01% by mass or more and 99.99% by mass or less with respect to the total amount of the phthalocyanine-based colorant and the yellow colorant.
More preferably, it is 1 mass% or more and 80 mass% or less.
It is more preferably 3% by mass or more and 60% by mass or less.

The coloring curable resin composition may contain a colorant other than a phthalocyanine-based colorant and a yellow colorant in the colorant (B). Other colorants can be pigments, dyes, or both pigments and dyes. Other colorants may be used alone or in combination of two or more.

As other pigments, known pigments can be used, and examples include pigments other than phthalocyanine pigments and yellow pigments classified as pigments in the Dye Index (published by The Society of Dyers and Colourists). .

Specific examples of other pigments include: CI Pigment Orange (Pigment Orange) 13, 31, 36, 38, 40, 42, 43, 51, 55, 59, 61, 64, 65, 71, 73 and other orange pigments;
CI Pigment Red (Pigment Red) 9, 97, 105, 122, 123, 144, 149, 166, 168, 176, 177, 179, 180, 192, 209, 215, 216, 224, 242, 254, 255, 264 , 265, 266, 268, 269, 273 and other red pigments;
Blue pigments other than phthalocyanine blue pigments such as CI Pigment Blue 60;
CI Pigment Violet 1, 19, 23, 29, 32, 36, 38 and other purple pigments;
CI Pigment Brown (Pigment Brown) 23, 25 and other brown pigments;
CI Pigment Black (Pigment Black) 1, 7 and other black pigments.

As another dye, a well-known dye can be used, For example, a solvent dye, an acid dye, a direct dye, a mordant dye, etc. are mentioned. Examples of the dye include phthalocyanine-based dyes and yellow dyes known in the dye index (published by the Society of Dyers and Colourists) and dyeing notes (shikisensha). Dyes other than dyes.
More specifically, examples of other dyes include azo dyes, cyanine dyes, triphenylmethane dyes, xanthene dyes, anthraquinone dyes, naphthoquinone dyes, quinone imine dyes, methine dyes, and azo dyes. Methylene dye, quaternary acid dye, acridine dye, styryl dye, coumarin dye, quinoline dye, nitro dye, etc. Among these, an organic solvent-soluble dye is preferable.

Specific examples of other dyes include: CI Solvent Red 24, 45, 49, 90, 91, 111, 118, 119, 122, 124, 125, 127, 130, 132, 143, 145, 146 , 150, 151, 155, 160, 168, 169, 172, 175, 181, 207, 218, 222, 227, 230, 245, 247;
CI solvent orange (Solvent Orange) 2, 7, 11, 15, 26, 41, 54, 56, 77, 86, 99;
CI Solvent Violet 11, 13, 14, 26, 31, 36, 37, 38, 45, 47, 48, 51, 59, 60;
CI Solvent Blue 4, 5, 14, 18, 35, 36, 37, 45, 58, 59, 59: 1, 63, 68, 69, 78, 79, 83, 90, 94, 97, 98 , 100, 101, 102, 104, 105, 111, 112, 122, 128, 132, 136, 139;
CI solvent green (Solvent Green) 1, 3, 4, 5, 7, 28, 29, 32, 33, 34, 35 and other CI solvent dyes,
CI Acid Red 1, 4, 8, 14, 17, 18, 26, 27, 29, 31, 33, 34, 35, 37, 40, 42, 44, 50, 51, 52, 57, 66 , 73, 76, 80, 87, 88, 91, 92, 94, 95, 97, 98, 103, 106, 111, 114, 129, 133, 134, 138, 143, 145, 150, 151, 155, 158 , 160, 172, 176, 182, 183, 195, 198, 206, 211, 215, 216, 217, 227, 228, 249, 252, 257, 258, 260, 261, 266, 268, 270, 274, 277 , 280, 281, 289, 308, 312, 315, 316, 339, 341, 345, 346, 349, 382, 383, 388, 394, 401, 412, 417, 418, 422, 426;
CI Acid Orange 6, 7, 8, 10, 12, 26, 50, 51, 52, 56, 62, 63, 64, 74, 75, 94, 95, 107, 108, 149, 162, 169 , 173;
CI Acid Violet 6B, 7, 9, 15, 16, 17, 19, 21, 23, 24, 25, 30, 34, 38, 49, 72, 102;
CI Acid Blue 1, 3, 5, 7, 9, 11, 13, 15, 17, 18, 22, 23, 24, 25, 26, 27, 29, 34, 38, 40, 41, 42 , 43, 45, 48, 51, 54, 59, 60, 62, 70, 72, 74, 75, 78, 80, 82, 83, 86, 87, 88, 90, 90: 1, 91, 92, 93 , 93: 1, 96, 99, 100, 102, 103, 104, 108, 109, 110, 112, 113, 117, 119, 120, 123, 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, 256, 259, 267, 269, 278, 280, 285, 290, 296, 315, 324: 1, 335, 340;
CI Acid Green 1, 3, 5, 6, 7, 8, 9, 11, 13, 14, 15, 16, 22, 25, 27, 28, 41, 50, 50: 1, 58, 63 , 65, 80, 104, 105, 106, 109 and other CI acid dyes,
CI Direct Red 79, 82, 83, 84, 91, 92, 96, 97, 98, 99, 105, 106, 107, 172, 173, 176, 177, 179, 181, 182, 184, 204 , 207, 211, 213, 218, 220, 221, 222, 232, 233, 234, 241, 243, 246, 250;
CI Direct Orange 26, 34, 39, 41, 46, 50, 52, 56, 57, 61, 64, 65, 68, 70, 96, 97, 106, 107;
CI Direct Violet 47, 52, 54, 59, 60, 65, 66, 79, 80, 81, 82, 84, 89, 90, 93, 95, 96, 103, 104;
CI Direct Blue 1, 2, 3, 6, 8, 15, 22, 25, 28, 29, 40, 41, 42, 47, 52, 55, 57, 71, 76, 77, 78, 80 , 81, 84, 85, 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, 190, 192, 193, 194, 195, 196 198, 200, 201, 202, 203, 207, 209, 210, 212, 213, 214, 222, 225, 226, 228, 229, 236, 237, 238, 242, 243, 244, 245, 246, 247 , 248, 249, 250, 251, 252, 256, 257, 259, 260, 268, 274, 275, 293;
CI Direct Green 25, 27, 31, 32, 34, 37, 63, 65, 66, 67, 68, 69, 72, 79, 82 and other CI direct dyes,
CI Disperse Violet 26, 27;
CI disperse blue (Disperse Blue) 1, 14, 56, 60 and other CI disperse dyes,
CI Basic Red 1, 10;
CI Basic Blue 1, 3, 5, 7, 9, 19, 21, 22, 24, 25, 26, 28, 29, 40, 41, 45, 47, 54, 58, 59, 60, 64, 65, 66, 67, 68, 81, 83, 88, 89;
CI Basic Violet 2;
CI Basic Red 9;
CI basic green and other basic CI dyes,
CI Reactive Orange 16;
CI reactive red (Reactive Red) 36 and other CI reactive dyes,
CI Mordant Red 1, 2, 3, 4, 9, 11, 12, 14, 17, 18, 19, 22, 23, 24, 25, 26, 27, 29, 30, 32, 33, 36 , 37, 38, 39, 41, 42, 43, 45, 46, 48, 52, 53, 56, 62, 63, 71, 74, 76, 78, 85, 86, 88, 90, 94, 95;
CI Mordant Orange 3, 4, 5, 8, 12, 13, 14, 20, 21, 23, 24, 28, 29, 32, 34, 35, 36, 37, 42, 43, 47, 48 ;
CI Mordant Violet 1,1: 1,2,3,4,5,6,7,8,10,11,14,15,16,17,18,19,21,22,23,24 , 27, 28, 30, 31, 32, 33, 36, 37, 39, 40, 41, 44, 45, 47, 48, 49, 53, 58;
CI Mordant Blue 1, 2, 3, 7, 8, 9, 12, 13, 15, 16, 19, 20, 21, 22, 23, 24, 26, 30, 31, 32, 39, 40 , 41, 43, 44, 48, 49, 53, 61, 74, 83, 84;
CI Mordant Green 1, 3, 4, 5, 10, 13, 15, 19, 21, 23, 26, 29, 31, 33, 34, 35, 41, 43, 53 and other CI mordant dyes,
CI reducing dyes such as CI Vat Green 1.

[3] Resin (C)
The resin (C) is preferably an alkali-soluble resin, and more preferably has at least one kind of monosome (a) (hereinafter, sometimes referred to as "sometimes") derived from a group consisting of an unsaturated carboxylic acid and an unsaturated carboxylic acid anhydride. "(A)") is an aggregate of structural units.
The resin (C) preferably has a structural unit derived from a single body (b) (hereinafter, sometimes referred to as “(b)”) having a cyclic ether structure having 2 to 4 carbon atoms and an ethylenically unsaturated bond. , And copolymers of other structural units.
Examples of the other structural unit include a singular body (c) derived from copolymerizable with the singular body (a) (which is different from the singular body (a) and the singular body (b). Hereinafter, sometimes referred to as "(C)"), a structural unit having an ethylenically unsaturated bond, and the like.

The "(meth) acrylic acid" as used herein means at least one selected from the group consisting of acrylic acid and methacrylic acid. The expressions "(meth) acrylfluorenyl" and "(meth) acrylate" also have the same meaning.

Examples of (a) include unsaturated monocarboxylic acids such as acrylic acid, methacrylic acid, butenoic acid, o-vinylbenzoic acid, m-vinylbenzoic acid, and p-vinylbenzoic acid;
Maleic acid, fumaric acid, citraconic acid, mesaconic acid, itaconic acid, 3-vinyl phthalic acid, 4-vinyl phthalic acid, 3,4,5,6- Unsaturated dicarboxylic acids such as tetrahydrophthalic acid, 1,2,3,6-tetrahydrophthalic acid, dimethyltetrahydrophthalic acid, 1,4-cyclohexenedicarboxylic 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] Hept-2-ene, 5-carboxy-6-ethylbicyclo [2.2.1] hept-2-ene, and other bicyclic unsaturated compounds containing a carboxyl group;
Maleic anhydride, citraconic anhydride, itaconic anhydride, 3-vinyl phthalic anhydride, 4-vinyl phthalic anhydride, 3,4,5,6-tetrahydrophthalic anhydride, Unsaturated dicarboxylic acid such as 1,2,3,6-tetrahydrophthalic anhydride, dimethyltetrahydrophthalic anhydride, 5,6-dicarboxybicyclo [2.2.1] hept-2-ene anhydride Acid anhydride
Mono- [2- (meth) acrylfluorenyloxyethyl] succinate, mono- [2- (meth) acrylfluorenyloxyethyl] phthalate, etc. Unsaturated mono [(meth) acrylfluorenyloxyalkyl] ester;
For example, α- (hydroxymethyl) acrylic acid is equal to unsaturated acrylates containing hydroxyl and carboxyl groups in the same molecule.

Among these, acrylic acid, methacrylic acid, maleic anhydride, etc. are preferable in terms of copolymerization reactivity or the solubility of the obtained resin in an alkaline aqueous solution.

(B) For example, it has a cyclic ether structure having 2 to 4 carbon atoms (for example, at least one selected from the group consisting of an oxetane ring, an oxetane ring, and a tetrahydrofuran ring) and ethylenicity. Unsaturated polymerizable compound.
(B) It is preferable that it is a unit having a cyclic ether structure having 2 to 4 carbon atoms and a (meth) acrylfluorenyloxy group.

Examples of (b) include a corpuscle (b1) (hereinafter, sometimes referred to as "(b1)") having an oxetanyl group and an ethylenically unsaturated bond, and having an oxetanyl group and ethylene. (B2) (hereinafter sometimes referred to as "(b2)"), a singlet (b3) (hereinafter, sometimes referred to as "( b3) ") and so on.

As (b1), for example, a singular body (b1-1) having a structure obtained by epoxidizing a linear or branched aliphatic unsaturated hydrocarbon (hereinafter, sometimes referred to as "(b1-1 ) "), And a singular body (b1-2) (hereinafter, sometimes referred to as" (b1-2) ") having a structure obtained by epoxidation of an alicyclic unsaturated hydrocarbon.

As (b1-1), a single body having a glycidyl group and an ethylenically unsaturated bond is preferred. Examples of (b1-1) include glycidyl (meth) acrylate, β-methylglycidyl (meth) acrylate, β-ethylglycidyl (meth) acrylate, and glycidylethylene Ether, o-vinylbenzyl glycidyl ether, m-vinylbenzyl glycidyl ether, p-vinylbenzyl glycidyl ether, α-methyl-o-vinylbenzyl glycidyl ether, α-methyl-m- Vinyl benzyl glycidyl ether, α-methyl-p-vinyl benzyl glycidyl ether, 2,3-bis (glycidyloxymethyl) styrene, 2,4-bis (glycidyloxy) (Meth) styrene, 2,5-bis (glycidyloxymethyl) styrene, 2,6-bis (glycidyloxymethyl) styrene, 2,3,4-tris (glycidyl Methoxymethyl) styrene, 2,3,5-tris (glycidyloxymethyl) styrene, 2,3,6-tris (glycidyloxymethyl) styrene, 3,4 , 5-tris (glycidyloxymethyl) styrene, 2,4,6-tris (glycidyloxymethyl) styrene, and the like.

Examples of (b1-2) include vinyl cyclohexene monooxide and 1,2-epoxy-4-vinylcyclohexane (for example, Celloxide (registered trademark) 2000; Daicel (manufactured by Daicel), 3,4-epoxycyclohexyl methyl (meth) acrylate (eg, Cyclomer (registered trademark) A400; Daicel (made by Daicel)) 3,4-epoxycyclohexyl methyl (meth) acrylate (for example, Cyclomer (registered trademark) M100; manufactured by Daicel (stock)), a compound represented by formula (I), and A compound represented by the formula (II) and the like.

[In formulae (I) and (II), R ^a 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 may be substituted with a hydroxyl group.
X ^a and X ^b each independently represents a single ^{bond, * - R c -, *} - R c -O -, * - R c -S- or * -R ^c -NH-.
R ^c represents an alkanediyl group having 1 to 6 carbon atoms.
* Indicates a bond with O]

Examples of the alkyl group having 1 to 4 carbon atoms include methyl, ethyl, n-propyl, isopropyl, n-butyl, second butyl, and third butyl.

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

As R ^a and R ^b, preferably include a hydrogen atom, methyl, hydroxymethyl, 1-hydroxyethyl, 2-hydroxyethyl, more preferably include a hydrogen atom, a methyl group.

Examples of the alkanediyl group include methylene, ethylene, propane-1,2-diyl, propane-1,3-diyl, butane-1,4-diyl, and pentane-1, 5-diyl, hexane-1,6-diyl, and the like.

X ^a and X ^{b are} preferably single bonds, methylene, ethylene, * -CH ₂ -O- and * -CH ₂ CH ₂ -O-, more preferably single bonds, * -CH ₂ CH ₂ -O- (* indicates a bond with O).

Examples of the compound represented by the formula (I) include compounds represented by any one of the formulae (I-1) to (I-15). Among them, formula (I-1), formula (I-3), formula (I-5), formula (I-7), formula (I-9), or formula (I-11) to formula (I) are preferred. The compound represented by -15) is more preferably a compound represented by formula (I-1), formula (I-7), formula (I-9) or formula (I-15).

Examples of the compound represented by the formula (II) include compounds represented by any one of the formulae (II-1) to (II-15). Among them, formula (II-1), formula (II-3), formula (II-5), formula (II-7), formula (II-9), or formula (II-11) to formula (II) are preferred. The compound represented by -15) is more preferably a compound represented by formula (II-1), formula (II-7), formula (II-9) or formula (II-15).

The compound represented by the formula (I) and the compound represented by the formula (II) may be used alone or in combination of two or more kinds. When the compound represented by formula (I) and the compound represented by formula (II) are used in combination, the content ratios of these [compounds represented by formula (I): compounds represented by formula (II)] are mol. The reference meter is preferably 5:95 to 95: 5, more preferably 10:90 to 90:10, and even more preferably 20:80 to 80:20.

(B2) More preferably, it is a unit having an oxetanyl group and a (meth) acrylfluorenyloxy group.
Examples of (b2) include 3-methyl-3-methylpropenyloxymethyloxetane and 3-methyl-3-propenyloxymethyloxetane , 3-ethyl-3-methylpropenyloxymethyloxetane, 3-ethyl-3-propenyloxymethyloxetane, 3-methyl-3- Methacryloxyethyloxetane, 3-methyl-3-propenyloxyethyloxetane, 3-ethyl-3-methacryloxetyloxyethyl Oxetane, 3-ethyl-3-propenyloxyethyloxetane, and the like.

(B3) More preferably, it is a unit having a tetrahydrofuranyl group and a (meth) acrylfluorenyloxy group.
Examples of (b3) include tetrahydrofurfuryl acrylate (for example, Biscoat V # 150, manufactured by Osaka Organic Chemical Industry Co., Ltd.), and tetrahydrofurfuryl methacrylate.

As (b), (b1) is preferable from the point which can further improve the reliability, such as heat resistance and chemical resistance, of the obtained color filter. Furthermore, it is more preferable (b1-2) from the point which is excellent in the storage stability of a coloring curable resin composition.

Examples of (c) include methyl (meth) acrylate, ethyl (meth) acrylate, n-butyl (meth) acrylate, second butyl (meth) acrylate, and Tributyl, 2-ethylhexyl (meth) acrylate, dodecyl (meth) acrylate, lauryl (meth) acrylate, stearyl (meth) acrylate, (meth) acrylic ring Amyl ester, cyclohexyl (meth) acrylate, 2-methylcyclohexyl (meth) acrylate, tricyclo [5.2.1.0 ^2,6 ] decane-8-yl ester, (formyl (Triyl) acrylic tricyclic [5.2.1.0 ^2,6 ] decane-9-yl ester, (meth) acrylic tricyclic [5.2.1.0 ^2,6 ] decene-8-yl ester, (meth) acrylic triacrylate Cyclo [5.2.1.0 ^2,6 ] decene-9-yl ester, dicyclopentyloxyethyl (meth) acrylate, isobornyl (meth) acrylate, adamantane (meth) acrylate, (Meth) acrylates such as allyl (meth) acrylate, propargyl (meth) acrylate, phenyl (meth) acrylate, naphthyl (meth) acrylate, and benzyl (meth) acrylate;
Hydroxy-containing (meth) acrylates such as 2-hydroxyethyl (meth) acrylate and 2-hydroxypropyl (meth) acrylate;
Dicarboxylic acid diesters such as diethyl maleate, diethyl fumarate, 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-bis (hydroxymethyl) bicyclo [2.2.1] hept-2-ene, 5,6-bis (2'-hydroxyethyl) bicyclo [2.2.1] hept-2-ene, 5,6 -Dimethoxybicyclo [2.2.1] hept-2-ene, 5,6-diethoxybicyclo [2.2.1] hept-2-ene, 5-hydroxy-5-methylbicyclo [2.2.1 ] Hept-2-ene, 5-hydroxy-5-ethylbicyclo [2.2.1] hept-2-ene, 5-hydroxymethyl-5-methylbicyclo [2.2.1] hept-2-ene, 5 -The third butoxycarbonyl bicyclo [2.2.1] hept-2-ene, 5-cyclohexyloxycarbonyl bicyclo [2.2.1] hept-2-ene, 5-phenoxycarbonylbicyclo [2.2.1] Hept-2-ene, 5,6-bis (third butoxycarbonyl) bicyclo [2.2.1] hept-2-ene, 5,6-bis (cyclohexyloxycarbonyl) bicyclo [2.2.1] heptane 2-ene and other bicyclic unsaturated compounds;
N-phenyl-cis-butene-diimide, N-cyclohexyl-cis-butene-diimide, N-benzyl-cis-butene-diimide, N-succinimide-imide-3-cis-butene Fluorenimide benzoate, N-succinimide imino-4-cis butylene diimide butyrate, N-succinimide imino-6-cis butene diimide hexanoate, N-succinimidylimide-3-cis-butene-diimide-propionate, N- (9-acridyl) -cis-butene-diimide-imide derivatives such as dicarbonylamide;
Vinyl-containing aromatic compounds such as styrene, α-methylstyrene, m-methylstyrene, p-methylstyrene, vinyltoluene, and p-methoxystyrene; acrylonitrile, methacrylonitrile, etc. Vinyl nitriles; halogenated hydrocarbons such as vinyl chloride and vinylidene chloride; vinylamines such as acrylamide and methacrylamide; esters such as vinyl acetate; 1,3-butadiene, isoprene Diene, diene such as 2,3-dimethyl-1,3-butadiene, and the like.

Among these, in terms of copolymerization reactivity and heat resistance, styrene, vinyltoluene, (meth) acrylic tricyclo [5.2.1.0 ^2,6 ] decane-8-yl ester, ( Tricyclo [5.2.1.0 ^2,6 ] decane-9-yl meth) acrylate, Tricyclo [5.2.1.0 ^2,6 ] decane-8-yl (meth) acrylate, (meth) acrylic acid Tricyclic [5.2.1.0 ^2,6 ] decene-9-yl ester, N-phenyl-cis-butene difluorenimide, N-cyclohexyl-cis-butene difluorenimide, N-benzyl-cis-butene di Fluorenimine, bicyclo [2.2.1] hept-2-ene, benzyl (meth) acrylate, 2-hydroxyethyl (meth) acrylate, 2-ethylhexyl (meth) acrylate, and the like.

Specific examples of the resin (C) include 3,4-epoxycyclohexyl methyl (meth) acrylate / (meth) acrylic acid copolymer and 3,4-epoxy tricyclic (meth) acrylic acid [5.2. 1.0 ^2,6 ] decyl ester / (meth) acrylic acid copolymer, glycidyl (meth) acrylate / benzyl (meth) acrylate / (meth) acrylic acid copolymer, glycidyl (meth) acrylate / Styrene / (meth) acrylic copolymer, (meth) acrylic 3,4-epoxytricyclo [5.2.1.0 ^2,6 ] decyl ester / (meth) acrylic acid / N-cyclohexylcis butylene difluorene Imine copolymer, 3,4-epoxy tricyclic (meth) acrylic acid [5.2.1.0 ^2,6 ] decyl ester / (meth) acrylic acid / N-cyclohexyl maleimide diimide / (methyl ) 2-hydroxyethyl acrylate copolymer, 3,4-epoxy tricyclic (meth) acrylate [5.2.1.0 ^2,6 ] decyl / (meth) acrylic acid / vinyl toluene copolymer, (meth) Acrylic 3,4-epoxytricyclo [5.2.1.0 ^2,6 ] decyl / (meth) acrylic acid / (meth) acrylic acid 2-ethylhexyl copolymer, (meth) acrylic 3,4-cyclo Oxytricyclo [5.2.1.0 ^2,6 ] decyl ester / (meth) acrylic tricyclo [5.2.1.0 ^2,6 ] decenyl ester / (meth) acrylic acid / N-cyclohexyl maleimide diimide Copolymer, 3-form -3- (meth) acrylfluorenyloxymethyloxetane / (meth) acrylic acid / styrene copolymer, benzyl (meth) acrylate / (meth) acrylic acid copolymer, styrene / (Meth) acrylic acid copolymers, and resins described in the respective publications of Japanese Patent Laid-Open No. 9-106071, Japanese Patent Laid-Open No. 2004-29518, and Japanese Patent Laid-Open No. 2004-361455.
Among them, the resin (C) is preferably a copolymer including a structural unit derived from (a) and a structural unit derived from (b).
The resin (C) may be used in combination of two or more kinds. In this case, the resin (C) is preferably a copolymer containing at least one structural unit derived from (a) and a structural unit derived from (b).
More preferably, it is a copolymer containing at least one structural unit derived from (a) and a structural unit derived from (b1),
Further, it is preferably a copolymer including at least one structural unit derived from (a) and a structural unit derived from (b1-2),
It is particularly preferred to contain 3,4-epoxytricyclo (5.2.1.0 ^2,6 ) decyl / (meth) acrylic copolymer selected from (meth) acrylic acid, and 3,4-epoxytricyclic (meth) acrylic acid. Cyclo [5.2.1.0 ^2,6 ] decyl ester / (meth) acrylic acid / N-cyclohexyl maleimide diimide / (meth) acrylic acid 2-hydroxyethyl copolymer, (meth) acrylic acid 3, 4-epoxytricyclo [5.2.1.0 ^2,6 ] decyl ester / (meth) acrylic acid / vinyltoluene copolymer, (meth) acrylic 3,4-epoxytricyclo [5.2.1.0 ^2,6 ] One or more of a decyl ester / (meth) acrylic acid / (meth) acrylic acid 2-ethylhexyl copolymer.

The polystyrene equivalent weight average molecular weight (Mw) of the resin (C) is preferably 1,000 to 100,000, more preferably 1,000 to 50,000, still more preferably 1,000 to 30,000, particularly preferably 3,000 to 30,000, and particularly preferably 5,000 to 30,000. .
The dispersion [weight average molecular weight (Mw) / number average molecular weight (Mn)] of the resin (C) is preferably 1 to 6, more preferably 1 to 5, and even more preferably 1 to 4.

The acid value (solid content conversion value) of the resin (C) is preferably 10 mg-KOH / g to 500 mg-KOH / g, more preferably 20 mg-KOH / g to 450 mg-KOH / g, and even more preferably 20 mg-KOH / g to 400 mg-KOH / g, further more preferably 20 mg-KOH / g to 370 mg-KOH / g, even more preferably 30 mg-KOH / g to 370 mg-KOH / g, Particularly preferred is 30 mg-KOH / g to 350 mg-KOH / g, particularly preferred is 30 mg-KOH / g to 340 mg-KOH / g, and most preferred is 30 mg-KOH / g to 335 mg-KOH / g. Here, the acid value is a value measured as the amount (mg) of potassium hydroxide required to neutralize 1 g of the resin (C), and can be obtained by, for example, titration using an aqueous potassium hydroxide solution.

In the colored curable resin composition of the present invention, the content of the resin (C) is preferably 1% by mass or more and 99% by mass or less with respect to the total amount of the solid content.
More preferably, it is 1 mass% or more and 95 mass% or less.
It is more preferably 3% by mass or more and 80% by mass or less.
It is particularly preferably 3% by mass or more and 60% by mass or less.

[4] Polymerizable compound (D)
The polymerizable compound (D) is a compound that can be polymerized by living radicals and / or acids generated from the polymerization initiator (E). For example, a polymerizable compound having an ethylenically unsaturated bond is preferable. It is a (meth) acrylate compound.

Examples of the polymerizable compound having one ethylenically unsaturated bond include nonylphenyl carbitol acrylate, 2-hydroxy-3-phenoxypropyl acrylate, and 2-ethylhexyl carbitol acrylate. , 2-hydroxyethyl acrylate, N-vinyl pyrrolidone, and the like, and the singular body (a), the singular body (b), and the singular body (c).

Examples of the polymerizable compound having two ethylenically unsaturated bonds include 1,6-hexanediol di (meth) acrylate, ethylene glycol di (meth) acrylate, and neopentyl glycol di ( (Meth) acrylates, triethylene glycol di (meth) acrylates, bis (acryloxyethyl) ethers of bisphenol A, 3-methylpentanediol di (meth) acrylate, and the like.

Among them, the polymerizable compound (D) is preferably a polymerizable compound having three or more ethylenically unsaturated bonds. Examples of such polymerizable compounds include trimethylolpropane tri (meth) acrylate, pentaerythritol tri (meth) acrylate, pentaerythritol tetra (meth) acrylate, and dipentaerythritol penta (meth) acrylic acid. Ester, dipentaerythritol hexa (meth) acrylate, tripentaerythritol octa (meth) acrylate, tripentaerythritol hepta (meth) acrylate, tetrapentaerythritol deca (meth) acrylate, tetrapentaerythritol nine (meth) acrylate Ester, tris (2- (meth) propenyloxyethyl) isocyanurate, ethylene glycol modified pentaerythritol tetra (meth) acrylate, ethylene glycol modified dipentaerythritol hexa (methyl) Acrylate, propylene glycol modified pentaerythritol tetra (meth) acrylate, propylene glycol modified dipentaerythritol hexa (meth) acrylate, caprolactone modified pentaerythritol tetra (meth) acrylate, caprolactone modified dipentaerythritol hexa The (meth) acrylate and the like are preferably dipentaerythritol penta (meth) acrylate and dipentaerythritol hexa (meth) acrylate.

The weight average molecular weight of the polymerizable compound (D) is preferably 50 or more and 4,000 or less, more preferably 50 or more and 3500 or less, still more preferably 50 or more and 3000 or less, particularly preferably 150 or more and 2900 or less, and particularly preferably 250. Above and below 1500.

The content of the polymerizable compound (D) in the colored curable resin composition relative to the total amount of the solid content is preferably 1% by mass or more and 99% by mass or less,
More preferably, it is 1 mass% or more and 95 mass% or less.
It is more preferably 3% by mass or more and 80% by mass or less.
It is particularly preferably 3% by mass or more and 60% by mass or less.

[5] Polymerization initiator (E)
The polymerization initiator (E) is not particularly limited as long as it is a compound capable of generating living radicals, acids, and the like by the action of light or heat, and a known polymerization initiator can be used.
Examples of the polymerization initiator (E) include an O-fluorenyl oxime compound, an benzoyl ketone compound, a biimidazole compound, a triazine compound, and a fluorenyl phosphine oxide compound.

Examples of the O-fluorenyl oxime compound include N-benzylideneoxy-1- (4-phenylthiophenyl) butane-1-one-2-imine and N-benzylidene Oxy-1- (4-phenylthiophenyl) octane-1-one-2-imine, N-benzyloxy-1- (4-phenylthiophenyl) -3-ring Amylpropane-1-one-2-imine, N-ethoxyl-1- (4-phenylthiophenyl) -3-cyclopentylpropane-1-one-2-imine, N- Ethyloxy-1- (4-phenylthiophenyl) -3-cyclohexylpropane-1-one-2-imine, N-ethylethoxy-1- [9-ethyl-6- ( 2-methylbenzyl) -9H-carbazol-3-yl] ethane-1-imine, N-ethoxyl-1- [9-ethyl-6- {2-methyl- 4- (3,3-dimethyl-2,4-dioxolylmethyloxy) benzylidene} -9H-carbazol-3-yl] ethane-1-imine, N-Ethyloxy-1- [9-ethyl-6- (2-methylbenzylidene) -9H-carbazol-3-yl] -3-cyclopentylpropane-1-imine and N-benzylideneoxy-1- [9-ethyl-6- (2-methylbenzylidene) -9H-carbazol-3-yl] -3-cyclopentylpropane-1-one -2-imine and so on. In addition, as O-fluorenyl oxime compounds, Irgacure OXE01, OXE02 (above, manufactured by BASF) and N-1919 (made by ADEKA) can be used. And other commercially available items. Among them, the O-fluorenyl oxime compound is preferably selected from the group consisting of N-benzyloxy-1- (4-phenylthiophenyl) butane-1-one-2-imine, and N-benzene Formamyloxy-1- (4-phenylthiophenyl) octan-1-one-2-imine and N-benzyloxy-1- (4-phenylthiophenyl)- At least one of the group consisting of 3-cyclopentylpropane-1-one-2-imine, more preferably N-benzyloxy-1- (4-phenylthiophenyl) octane -1-one-2-imine.

Examples of the phenalkylone compound include 2-methyl-2-morpholinyl-1- (4-methylthiophenyl) propane-1-one, and 2-dimethylamino-1- (4 -Morpholinylphenyl) -2-benzylbutane-1-one and 2- (dimethylamino) -2-[(4-methylphenyl) methyl] -1- [4- ( 4-morpholinyl) phenyl] butane-1-one and the like. Commercially available products such as Irgacure 369, 907, and 379 (above, manufactured by BASF) can be used as the benzoalkyl ketone compound.
Examples of the phenalkylone compound include 2-hydroxy-2-methyl-1-phenylpropane-1-one and 2-hydroxy-2-methyl-1- [4- (2-hydroxyethoxy ) Phenyl] propane-1-one, 1-hydroxycyclohexylphenyl ketone, 2-hydroxy-2-methyl-1- (4-isopropenylphenyl) propane-1-one oligomer, α, α-diethoxyacetophenone and Benzophenone dimethyl ketal.

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 (for example, refer to Japanese Patent Laid-Open No. 6-75372, Japanese Patent Laid-Open No. 6-75373, etc.), 2, 2 '-Bis (2-chlorophenyl) -4,4', 5,5'-tetrakis (alkoxyphenyl) biimidazole, 2,2'-bis (2-chlorophenyl) -4,4 ' , 5,5'-tetrakis (dialkoxyphenyl) biimidazole, 2,2'-bis (2-chlorophenyl) -4,4 ', 5,5'-tetrakis (trialkoxyphenyl) ) Biimidazole (for example, refer to Japanese Patent Publication No. 48-38403, Japanese Patent Publication No. 62-174204, etc.) and 4,4 ', 5,5'-phenyl group substituted with an alkoxycarbonyl group A biimidazole compound (for example, refer to Japanese Patent Application Laid-Open No. 7-10913).

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-piperidyl-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) vinyl] -1,3,5-triazine, 2,4-bis (trichloromethyl) -6- [2- (furan-2-yl) ethylene Group] -1,3,5-triazine, 2,4-bis (trichloromethyl) -6- [2- (4-diethylamino-2-methylphenyl) vinyl] -1 , 3,5-triazine and 2,4-bis (trichloromethyl) -6- [2- (3,4-dimethoxyphenyl) vinyl] -1,3,5-triazine, etc. .

Examples of the fluorenylphosphine oxide compound include 2,4,6-trimethylbenzylfluorenyldiphenylphosphine oxide and the like. Commercial products such as Irgacure (registered trademark) 819 (manufactured by BASF) can also be used.

Further, examples of the polymerization initiator (E) include benzoin compounds such as benzoin, benzoin methyl ether, benzoin ethyl ether, benzoin isopropyl ether, and benzoin isobutyl ether; benzophenone and methyl benzophenethylbenzoate , 4-phenylbenzophenone, 4-benzylidene-4'-methyldiphenylsulfide, 3,3 ', 4,4'-tetrakis (third butylperoxycarbonyl) diphenyl Benzophenone compounds such as ketone and 2,4,6-trimethylbenzophenone; quinone compounds such as 9,10-phenanthrenequinone, 2-ethylanthraquinone, and camphorquinone; 10-butyl-2- Chloracridone, benzodiazone, methyl phenylglyoxylate, and titanocene compounds.
These are preferably used in combination with a polymerization initiator (E1) (especially amines) described later.

The polymerization initiator (E) is preferably a polymerization including at least one selected from the group consisting of an phenalkylone compound, a triazine compound, a fluorenyl phosphine oxide compound, an O-fluorenyl oxime compound, and a biimidazole compound. The initiator is more preferably a polymerization initiator containing an O-fluorenyl oxime compound.

The content of the polymerization initiator (E) is preferably 0.01% by mass or more and 40% by mass or less, more preferably 0.1% by mass or more and 30% by mass relative to the total amount of the resin (C) and the polymerizable compound (D). %the following.

[6] Polymerization initiation aid (E1)
The colored curable resin composition of the present invention may contain a polymerization initiator (E1). The polymerization initiation aid (E1) is a compound or a sensitizer for accelerating the polymerization of a polymerizable compound that is polymerized by the polymerization initiator (E). When a polymerization initiator (E1) is included, it is usually used in combination with a polymerization initiator (E).
Examples of the polymerization initiation aid (E1) include amine compounds, alkoxyanthracene compounds, thiaxanthone compounds, and carboxylic acid compounds.

Examples of the amine compound include triethanolamine, methyldiethanolamine, triisopropanolamine, methyl 4-dimethylaminobenzoate, ethyl 4-dimethylaminobenzoate, and 4-dimethyl Isoamyl aminobenzoate, 2-dimethylaminoethyl benzoate, 2-ethylhexyl 4-dimethylaminobenzoate, N, N-dimethyl-p-toluidine, 4,4 '-Bis (dimethylamino) benzophenone (commonly known as Michler's ketone), 4,4'-bis (diethylamino) benzophenone, 4,4'-bis (Ethylmethylamino) benzophenone and the like are preferably 4,4'-bis (diethylamino) benzophenone. Commercial products such as EAB-F (manufactured by Hodogaya Chemical Industry Co., Ltd.) can also be used.

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

Examples of the thioanthrone compound include 2-isopropylthioxanthone, 4-isopropylthioxanthone, 2,4-diethylthioxanthone, and 2,4-dichlorothioxanthone. Anthrone, 1-chloro-4-propoxythioanthrone and the like.

Examples of the carboxylic acid compound include phenylthioacetic acid, methylphenylthioacetic acid, ethylphenylthioacetic acid, methylethylphenylthioacetic acid, dimethylphenylthioacetic acid, and methoxyphenylthio Acetic acid, dimethoxyphenylthioacetic acid, chlorophenylthioglycolic acid, dichlorophenylthioacetic acid, N-phenylglycine, phenoxyacetic acid, naphthylthioacetic acid, N-naphthylglycine , Naphthyloxyacetic acid, etc.

When using these polymerization initiation aids (E1), the content ratio is preferably 0.00001% by mass or more and 40% by mass or less with respect to the total amount of the resin (C) and the polymerizable compound (D). It is preferably 0.0001% by mass or more and 30% by mass or less.

[7] Solvent (F)
The colored curable resin composition may contain a solvent (F). The solvent (F) is not particularly limited, and solvents commonly used in this field can be used.
Examples of the solvent (F) include an ester solvent (a solvent containing -COO- but not containing -O- in the molecule), an ether solvent (a solvent containing -O- and not containing -COO- in the molecule), and an ether Ester solvents (solvents containing -COO- and -O- in the molecule), ketone solvents (solvents containing -CO- but not -COO- in the molecule), alcohol solvents (containing OH in the molecule and not containing- O-, -CO- and -COO- solvents), aromatic hydrocarbon solvents, amidine solvents, dimethyl sulfene and the like.

Examples of the ester solvent include methyl lactate, ethyl lactate, butyl lactate, methyl 2-hydroxyisobutyrate, ethyl acetate, n-butyl acetate, isobutyl acetate, amyl formate, and isoamyl acetate. , Butyl propionate, isopropyl butyrate, ethyl butyrate, butyl butyrate, methyl pyruvate, ethyl pyruvate, propyl pyruvate, methyl acetate, ethyl acetate, cyclamate Hexanol acetate and γ-butyrolactone.

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, and Ethylene glycol monobutyl ether, propylene glycol monomethyl ether, propylene glycol monoethyl ether, propylene glycol monopropyl ether, propylene glycol monobutyl ether, 3-methoxy-1-butanol, 3-methoxy-3-methylbutanol, Tetrahydrofuran, tetrahydropyran, 1,4-dioxane, diethylene glycol dimethyl ether, diethylene glycol diethyl ether, diethylene glycol methyl ether, diethylene glycol dipropyl ether, diethylene glycol Dibutyl ether, anisole, phenyl ether and methyl anisole.

Examples of the ether ester solvents include methyl methoxyacetate, ethyl methoxyacetate, butyl methoxyacetate, methyl ethoxyacetate, ethyl ethoxyacetate, and 3-methoxypropionic acid. Methyl ester, ethyl 3-methoxypropionate, methyl 3-ethoxypropionate, ethyl 3-ethoxypropionate, methyl 2-methoxypropionate, 2-methoxypropionic acid Ethyl ester, 2-methoxypropionate, methyl 2-ethoxypropionate, ethyl 2-ethoxypropionate, methyl 2-methoxy-2-methylpropionate, 2- Ethoxy-2-methylpropanoate, 3-methoxybutyl acetate, 3-methyl-3-methoxybutyl acetate, propylene glycol monomethyl ether acetate, propylene glycol monoethyl ether acetate , Propylene glycol monopropyl ether acetate, ethylene glycol monomethyl ether acetate, ethylene glycol monoethyl ether acetate, diethylene glycol monoethyl ether acetate, diethylene glycol monobutyl ether acetate, and two Propylene glycol methyl ether acetate and the like.

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

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

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

Examples of the amidine solvents include N, N-dimethylformamide, N, N-dimethylacetamide, and N-methylpyrrolidone.

These solvents may be used in combination of two or more.

Among the solvents, an organic solvent having a boiling point of 120 ° C. or higher and 180 ° C. or lower at 1 atm in terms of coatability and drying properties is preferred. Preferable examples of the solvent include propylene glycol monomethyl ether acetate, ethyl lactate, propylene glycol monomethyl ether, ethyl 3-ethoxypropionate, ethylene glycol monomethyl ether, diethylene glycol monomethyl ether, Diethylene glycol monoethyl ether, 4-hydroxy-4-methyl-2-pentanone, and N, N-dimethylformamide, more preferably propylene glycol monomethyl ether acetate, propylene glycol monomethyl ether , Ethyl lactate, ethyl 3-ethoxypropionate, and 4-hydroxy-4-methyl-2-pentanone.

The content of the solvent (F) is preferably 99.99% by mass or less based on the total amount of the colored curable resin composition.
More preferably, it is 1 mass% or more and 99 mass% or less.
It is more preferably 10% by mass or more and 99% by mass or less.
Especially preferably, it is 20 mass% or more and 99 mass% or less.
More preferably, it is 30% by mass or more and 99% by mass or less.
Particularly preferred is 40% by mass or more and 99% by mass or less.

[8] Leveling agent (G)
The colored curable resin composition of the present invention may further contain a leveling agent (G).
Examples of the leveling agent (G) include a silicone-based surfactant, a fluorine-based surfactant, and a silicone-based surfactant having a fluorine atom. These may have a polymerizable group in a side chain.

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

Examples of the fluorine-based surfactant include a surfactant having a fluorocarbon chain in the molecule. Specific examples include: Fluorad (registered trademark) FC430, Fluorad (registered trademark) FC431 (manufactured by Sumitomo 3M), Megafac (registered trademark) F142D, Megafac (registered trademark) Megafac (registered trademark) F171, Megafac (registered trademark) F172, Megafac (registered trademark) F173, Megafac (registered trademark) F177, Megafac (registered trademark) F183, Megafac (registered trademark) F554, Megafac (registered trademark) R30, Megafac (registered trademark) RS-718-K (manufactured by DIC) Eftop (registered trademark) EF301, Eftop (registered trademark) EF303, Eftop (registered trademark) EF351, Eftop (registered trademark) EF352 (Mitsubishi Materials Electronic Chemical (Manufacture) Co., Ltd., Surflon (registered trademark) S381, Surflon (registered trademark) S382, Surflon (registered trademark) SC101, Surfon (registered trademark) (Registered trademark) SC105 (Asahi Glass (shares) Manufacturing) and E5844 (Daikin Fine Chemical Institute (shares)) and the like.

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 include Megafac (registered trademark) R08, Megafac (registered trademark) BL20, Megafac (registered trademark) F475, Megafac (registered trademark) F477, and Megafac (registered trademark) Megafac) (registered trademark) F443 (manufactured by DIC).

When the leveling agent (G) is contained, its content is usually 0.0001% by mass or more and 5% by mass or less based on the total amount of the colored curable resin composition.
Preferably it is 0.0001 mass% or more and 3 mass% or less,
More preferably, it is 0.001% by mass or more and 2% by mass or less.
It is more preferably 0.001% by mass or more and 1% by mass or less.
When the content of the leveling agent (G) is within the above range, the flatness of the color filter can be made good.

[9] Antioxidants (H)
The colored curable resin composition of the present invention may further contain an antioxidant (H).
From the viewpoint of improving the heat resistance and light resistance of the colorant, the antioxidant can be used alone or in combination of two or more. The antioxidant is not particularly limited as long as it is generally used industrially, and a phenol-based antioxidant, a phosphorus-based antioxidant, a sulfur-based antioxidant, or the like can be used.

Examples of the phenol-based antioxidant include Irganox 1010 (Irganox 1010: pentaerythritol tetrakis [3- (3,5-di-third-butyl-4-hydroxyphenyl) propionate], and BASF (BASF ) (Manufacturing), Irganox 1076 (Irganox 1076: Octadecyl-3- (3,5-di-third-butyl-4-hydroxyphenyl) propionate, BASF) ( )), Iranox 1330 (Irganox 1330: 3,3 ', 3' ', 5,5', 5 ''-hexa-third butyl-a, a ', a' '-(all Trimethylbenzene-2,4,6-triyl) tri-p-cresol, manufactured by BASF (stock), Ilunox 3114 (Irganox 3114: 1,3,5-tris (3,5-di -Third-butyl-4-hydroxybenzyl) -1,3,5-triazine-2,4,6 (1H, 3H, 5H) -trione, manufactured by BASF (Yansu), Yilu North 3790 (Irganox 3790: 1,3,5-tris ((4-third butyl-3-hydroxy-2,6-xylyl) methyl) -1,3,5-triazine-2, 4,6 (1H, 3H, 5H) -trione, manufactured by BASF (stock), Ilunox 1035 (Irganox 1035: thiodiethylenebis [3- (3,5-di-third Butyl-4-hydroxyphenyl) propionate], BASF (manufactured by BASF), Irganox 1135 (Irganox 1135: benzene Acid, 3,5-bis (1,1-dimethylethyl) -4-hydroxyl, C7-C9 side chain alkyl ester, manufactured by BASF (stock), Elunox 1520L (Irganox 1520L : 4,6-bis (octylthiomethyl) -o-cresol, manufactured by BASF (stock), Ilganox 3125 (Irganox 3125, manufactured by BASF (stock)), Ilurus 565 (Irganox 565: 2,4-bis (n-octylthio) -6- (4-hydroxy-3 ', 5'-di-tert-butylaniline) -1,3,5-triazine, BASF (Manufactured by BASF), Adekastab AO-80 (Adekastab AO-80: 3,9-bis (2- (3- (3-third-butyl-4-hydroxy-5-methyl Phenyl) propanyloxy) -1,1-dimethylethyl) -2,4,8,10-tetraoxaspiro (5,5) undecane, ADEKA (stock ), Sumilizer BHT (Sumilizer BHT, manufactured by Sumitomo Chemical Co., Ltd.), Sumilizer GA-80 (Sumilizer GA-80, manufactured by Sumitomo Chemical Co., Ltd.), Sumilizer GS (Sumilizer GS , Manufactured by Sumitomo Chemical Co., Ltd., Cynox 1790, manufactured by Cytec Co., Ltd., and Vitamin E (made by Eisai Co., Ltd.) .

Examples of the phosphorus-based antioxidant include: Irugafos 168 (Irgafos 168: tris (2,4-di-tert-butylphenyl) phosphite, manufactured by BASF) and Yilu Fos 12 (Irgafos 12: tris [2-[[2,4,8,10-tetra-third-butyldibenzo [d, f] [1,3,2] dioxaphosphin-6-yl ] Oxy] ethyl] amine, manufactured by BASF (stock), Irgafos 38 (bis (2,4-bis (1,1-dimethylethyl) phosphite) -6 -Methylphenyl) ethyl ester, manufactured by BASF (stock), Adekastab 329K (made by ADEKA), Adekastab PEP36 (manufactured by ADEKA), Adekastab PEP-8 (manufactured by ADEKA), Sandstab P-EPQ ( Made by Clariant), Weston 618 (Weston 618, manufactured by GE), Weston 619G (Weston 619G, manufactured by GE), Utranox 626 (Ultranox 626, manufactured by GE) And Sumilizer GP (Sumilizer GP: 6- [3- (3-third butyl-4- Hydroxy-5-methylphenyl) propoxy] -2,4,8,10-tetra-tert-butyldibenzo [d, f] [1,3,2] dioxaphosphagen ) (Manufactured by Sumitomo Chemical Co., Ltd.), etc.

Examples of the sulfur-based antioxidant include dialkyl thiodipropionate compounds such as dilauryl thiodipropionate, dimyristyl thiodipropionate, and distearyl thiodipropionate, and Β-alkyl mercaptopropionate compounds of polyhydric alcohols such as tetra [methylene (3-dodecylthio) propionate] methane and the like.

[10] Other components The colored curable resin composition of the present invention may contain additives known in the technical field, such as fillers, other polymer compounds, adhesion promoters, light stabilizers, and chain transfer agents, as necessary.
Examples of the adhesion promoter include vinyltrimethoxysilane, vinyltriethoxysilane, vinyltris (2-methoxyethoxy) silane, and 3-glycidyloxypropyltrimethoxy Silane, 3-glycidyloxypropylmethyldimethoxysilane, 3-glycidyloxypropylmethyldimethoxysilane, 3-glycidyloxypropylmethyldiethoxysilane , 2- (3,4-epoxycyclohexyl) ethyltrimethoxysilane, 3-chloropropylmethyldimethoxysilane, 3-chloropropyltrimethoxysilane, 3-methacrylfluorenyl Oxypropyltrimethoxysilane, 3-mercaptopropyltrimethoxysilane, 3-thiopropyltrimethoxysilane, 3-isocyanatepropyltriethoxysilane, N-2- (aminoethylethyl) Group) -3-aminopropylmethyldimethoxysilane, N-2- (aminoethyl) -3-aminopropylmethyldiethoxysilane, N-2- (aminoethyl Group) -3-aminopropyltrimethoxysilane, N-2- (aminoethyl) -3-aminopropylmethyldiethoxysilane, 3-aminopropyltrimethoxysilane, 3-aminopropyltriethoxysilane, N-phenyl-3-aminopropyltrimethoxysilane, and N-phenyl-3- Aminopropyltriethoxysilane and the like.

<Preparation of aliphatic carboxylic acid metal salt (A) containing liquid>
When the colored curable resin composition of the present invention contains a solvent (F), an aliphatic carboxylic acid metal salt (A) containing liquid containing an aliphatic carboxylic acid metal salt (A) and a solvent (F) may be prepared in advance. Then, using this aliphatic carboxylic acid metal salt (A) containing liquid, a coloring curable resin composition is prepared. When the aliphatic metal carboxylic acid salt (A) is insoluble in the solvent (F), the aliphatic metal carboxylic acid salt (A) -containing liquid can be dispersed in the solvent ( F) and prepared by mixing. The aliphatic carboxylic acid metal salt (A) containing liquid may contain a part or all of the solvent (F) contained in a coloring curable resin composition.

The content rate of the solid content in the aliphatic carboxylic acid metal salt (A) -containing liquid is preferably 0.01% by mass or more and 99.99% by mass or less with respect to the total amount of the aliphatic carboxylic acid metal salt (A) -containing solution.
More preferably, it is 0.1 mass% or more and 90 mass% or less.
More preferably, it is 0.1 mass% or more and 50 mass% or less.
Especially preferably, it is 0.2 mass% or more and 50 mass% or less,
More preferably, it is 0.5 mass% or more and 30 mass% or less.

The content rate of the aliphatic carboxylic acid metal salt (A) in the aliphatic carboxylic acid metal salt (A) -containing liquid is 100% by mass or less of the total amount of solid components in the aliphatic carboxylic acid metal salt (A) -containing liquid. ,
Preferably it is 0.1 mass% or more and 100 mass% or less,
More preferably, it is 1 mass% or more and 90 mass% or less.
It is more preferably 3% by mass or more and 80% by mass or less.
Especially preferably, it is 5 mass% or more and 70 mass% or less,
It is more preferably 10% by mass or more and 70% by mass or less.

The aliphatic carboxylic acid metal salt (A) may be optionally subjected to rosin treatment, surface treatment using an aliphatic carboxylic acid metal salt (A) derivative into which an acidic group or a basic group is introduced, or using a polymer compound or the like. Grafting treatment on surface of aliphatic carboxylic acid metal salt (A), micronization treatment using sulfuric acid micronization method, cleaning treatment using organic solvent or water to remove impurities, ion exchange method using ionic impurities, etc. Removal treatment. The particle diameter of the aliphatic carboxylic acid metal salt (A) is preferably substantially uniform.

The aliphatic carboxylic acid metal salt (A) contains a dispersant and is subjected to a dispersion treatment to form a state in which the aliphatic carboxylic acid metal salt (A) is uniformly dispersed in the aliphatic carboxylic acid metal salt (A) -containing liquid. When a plurality of types of aliphatic carboxylic acid metal salts (A) are used, the dispersion treatment may be performed separately, or a plurality of types may be mixed for dispersion treatment.

Examples of the dispersant include a surfactant, and may be any of a cationic, anionic, nonionic, and amphoteric surfactant. Specific examples include surfactants such as polyester-based, polyamine-based, and acrylic-based surfactants. These dispersants can be used alone or in combination of two or more. Examples of the dispersant include KP (made by Shin-Etsu Chemical Industry Co., Ltd.), Flowlen (made by Kyoeisha Chemical Co., Ltd.), and Solsperse (registered) Trademarks) (manufactured by Zeneca), EFKA (registered trademark) (manufactured by BASF), Ajisper (registered trademark) (Ajinomoto) Precision Technology (manufactured by Ajinomoto Fine-Techno), DISPERBYK (registered trademark) (manufactured by BYK-Chemie), and BYK (registered trademark) ) (By BYK-Chemie).

When the aliphatic carboxylic acid metal salt (A) -containing liquid contains a dispersant, the amount of the dispersant (solid content) used is, for example, 0.01 part by mass or more with respect to 100 parts by mass of the aliphatic carboxylic acid metal salt (A). And below 10,000 parts by mass,
Preferably it is 0.01 mass part or more and 5000 mass part or less,
More preferably, it is 0.01 mass part or more and 1000 mass parts or less,
More preferably, it is 0.1 mass part or more and 500 mass parts or less.
Especially preferably, it is 0.1 mass part or more and 300 mass parts or less,
It is more preferably 1 part by mass or more and 300 parts by mass or less,
Particularly preferred is 5 parts by mass or more and 260 parts by mass or less.
When the usage-amount of this dispersing agent exists in the said range, there exists a tendency for the aliphatic carboxylic acid metal salt (A) containing liquid to obtain a more uniform dispersion state.

After the aliphatic carboxylic acid metal salt (A) -containing liquid containing the aliphatic carboxylic acid metal salt (A) and the solvent (F) is prepared in advance, the aliphatic carboxylic acid metal salt (A) -containing liquid is used to prepare the present invention. In the case of the colored curable resin composition, the aliphatic carboxylic acid metal salt (A) -containing liquid may previously contain a part or all of the resin (C) contained in the colored curable resin composition, and preferably a part thereof. By containing the resin (C) in advance, the dispersion stability of the aliphatic carboxylic acid metal salt (A) -containing liquid can be further improved.

When the aliphatic carboxylic acid metal salt (A) -containing liquid contains the resin (C), the content of the resin (C) is, for example, 0.01 parts by mass or more and 10,000 with respect to 100 parts by mass of the aliphatic carboxylic acid metal salt (A). Mass parts or less,
Preferably it is 0.01 mass part or more and 5000 mass part or less,
More preferably, it is 0.01 mass part or more and 1000 mass parts or less,
More preferably, it is 0.1 mass part or more and 500 mass parts or less.
Especially preferably, it is 0.1 mass part or more and 300 mass parts or less.

<Preparation of colorant-containing liquid>
When the coloring curable resin composition of the present invention contains a solvent (F), a coloring agent-containing liquid containing a colorant and a solvent (F) may be prepared in advance, and then the colorant-containing liquid may be used to prepare a coloring curable resin.组合 物。 Composition. When the colorant is not dissolved in the solvent (F), the colorant-containing liquid can be prepared by dispersing and mixing the colorant in the solvent (F). The colorant-containing liquid may include a part or all of the solvent (F) contained in the coloring curable resin composition.

The content ratio of the solid content in the colorant-containing liquid is preferably 0.01% by mass or more and 99.99% by mass or less with respect to the total amount of the colorant-containing liquid.
More preferably, it is 0.1 mass% or more and 99.9 mass% or less.
Further preferably, it is 0.1 mass% or more and 99 mass% or less.
Especially preferably, it is 1 mass% or more and 90 mass% or less,
More preferably, it is 1 mass% or more and 70 mass% or less.
More preferably, it is 3 mass% or more and 60 mass% or less.
Particularly preferred is 3 mass% or more and 50 mass% or less,
Most preferably, it is 5 mass% or more and 40 mass% or less.

The content of the coloring agent in the colorant-containing liquid is 100% by mass or less of the total amount of the solid content in the colorant-containing liquid.
Preferably it is 0.0001 mass% or more and 99.9999 mass% or less,
More preferably, it is 0.0001 mass% or more and 99 mass% or less.
Further preferably, it is 1 mass% or more and 99 mass% or less.
Especially preferably, it is 10 mass% or more and 99 mass% or less,
It is more preferably 20% by mass or more and 99% by mass or less.

The colorant may be optionally subjected to rosin treatment, surface treatment using a coloring agent derivative having an acidic or basic group introduced thereto, grafting treatment on the surface of the colorant with a polymer compound, etc., and a sulfuric acid micronization method, etc. Micronization treatment, cleaning treatment using an organic solvent or water to remove impurities, ionic impurity removal processing using an ion exchange method, and the like. The particle diameter of the colorant is preferably substantially uniform.

The colorant contains a dispersant and is subjected to a dispersion treatment to form a state in which the colorant is uniformly dispersed in the colorant-containing liquid. The colorant may be separately subjected to a dispersion treatment, or a plurality of colorants may be mixed to perform a dispersion treatment.

Examples of the dispersant include a surfactant, and may be any of a cationic, anionic, nonionic, and amphoteric surfactant. Specific examples include surfactants such as polyester-based, polyamine-based, and acrylic-based surfactants. These dispersants can be used alone or in combination of two or more. Examples of the dispersant include KP (made by Shin-Etsu Chemical Industry Co., Ltd.), Flowlen (made by Kyoeisha Chemical Co., Ltd.), and Solsperse (registered) Trademarks) (manufactured by Zeneca), EFKA (registered trademark) (manufactured by BASF), Ajisper (registered trademark) (Ajinomoto) Precision Technology (manufactured by Ajinomoto Fine-Techno), DISPERBYK (registered trademark) (manufactured by BYK-Chemie), and BYK (registered trademark) ) (By BYK-Chemie).

When the colorant-containing liquid contains a dispersant, the amount of the dispersant (solid content) used is, for example, 0.01 parts by mass or more and 10,000 parts by mass or less with respect to 100 parts by mass of the colorant.
Preferably it is 0.01 mass part or more and 5000 mass part or less,
More preferably, it is 0.01 mass part or more and 1000 mass parts or less,
More preferably, it is 0.1 mass part or more and 500 mass parts or less.
Especially preferably, it is 0.1 mass part or more and 300 mass parts or less,
More preferably, it is 0.1 mass part or more and 200 mass parts or less.
Particularly preferred is 5 parts by mass or more and 150 parts by mass or less.
When the usage-amount of this dispersing agent exists in the said range, there exists a tendency for the toner containing liquid which can obtain a more uniform dispersion state.

When a coloring agent-containing liquid containing a colorant and a solvent (F) is prepared in advance, and when the coloring-hardening resin composition of the present invention is prepared using the coloring agent-containing liquid, the coloring agent-containing liquid may contain a coloring curable resin in advance Part or all of the resin (C) contained in the composition is preferably a part. By containing the resin (C) in advance, the dispersion stability of the colorant-containing liquid can be further improved.

In the case where the colorant-containing liquid contains the resin (C), the content of the resin (C) is, for example, 0.01 part by mass or more and 10,000 parts by mass or less with respect to 100 parts by mass of the colorant.
Preferably it is 0.01 mass part or more and 5000 mass part or less,
More preferably, it is 0.01 mass part or more and 1000 mass parts or less,
It is more preferably 1 part by mass or more and 500 parts by mass or less,
Especially preferably, it is 5 mass parts or more and 200 mass parts or less,
It is more preferably 5 parts by mass or more and 150 parts by mass or less.

＜ Color filter ＞
A color filter can be formed from the coloring curable resin composition of the present invention. Examples of a method for forming a colored pattern include a photolithography method, an inkjet method, and a printing method. Among them, photolithography is preferred. The photolithography method is to apply the colored curable resin composition on a substrate and dry it to form a colored curable resin composition layer, and expose the colored curable resin composition layer through a photomask, Development method. In the photolithography method, a colored coating film that is a cured product of the coloring composition layer can be formed by using no photomask and / or developing during exposure. The colored pattern or colored coating film thus formed is the color filter of the present invention.
The thickness of the produced color filter is not particularly limited, and may be appropriately adjusted according to the purpose or application, and is, for example, 0.1 μm to 30 μm, preferably 0.1 μm to 20 μm, and further preferably 0.5 μm to 6 μm.

As the substrate, a glass plate, a resin plate, silicon, or an aluminum, silver, silver / copper / palladium alloy film, or the like formed on the substrate can be used. Other color filter layers, resin layers, transistors, and circuits may be formed on these substrates.

The formation of each color pixel by the photolithography method can be performed under a known or conventional apparatus or conditions. For example, it can be produced as follows.
First, a colored curable resin composition is coated on a substrate, and then heated and dried (pre-baked) and / or dried under reduced pressure to remove and dry volatile components such as solvents to obtain a smooth colored curable resin composition. Physical layer.
Examples of the coating method include a spin coating method, a slit coating method, and a slit and spin coating method.

Next, the colored curable resin composition layer is exposed through a photomask for forming a target colored pattern. In order to uniformly irradiate the entire exposure surface with parallel light, or to accurately position the photomask and the substrate on which the colored curable resin composition layer is formed, it is preferable to use a mask aligner, a stepper, etc. for exposure Device.

The coloring curable resin composition layer after exposure is brought into contact with a developing solution for development, thereby forming a coloring pattern on the substrate. The unexposed portion of the colored curable resin composition layer is dissolved in the developing solution and removed by development.
As the developing solution, for example, an aqueous solution of a basic compound such as potassium hydroxide, sodium bicarbonate, sodium carbonate, and tetramethylammonium hydroxide is preferable.
The development method may be any of a liquid coating method, a dipping method, and a spray method. Furthermore, the substrate can be tilted to an arbitrary angle during development.
The developed substrate is preferably washed with water.
Furthermore, it is preferable to post-bake the obtained coloring pattern.

The color filter is used as a color filter used in a display device (for example, a liquid crystal display device, an organic electroluminescence (EL) device, an electronic paper, etc.) and a solid-state imaging device, and is used as a liquid crystal display device. The color filter used is useful.
[Example]

Hereinafter, the present invention will be described more specifically with reference to examples. However, the present invention is not limited to the following examples. Of course, the present invention can be appropriately modified and implemented within a range suitable for the gist described below. All are included in the technical scope of the present invention. In addition, unless otherwise specified, the following "parts" means "mass parts" and "%" means "mass%".

The polystyrene equivalent weight average molecular weight (Mw) and number average molecular weight (Mn) of the resin were measured by the GPC method under the following conditions.
Device: HLC-8120GPC (manufactured by TOSOH)
Column: TSK-GELG2000HXL
Column temperature: 40 ℃
Solvent: Tetrahydrofuran Flow rate: 1.0 mL / min
Analytical sample solid content concentration: 0.001% by mass to 0.01% by mass
Injection volume: 50 μL
Detector: RI
Calibration reference material: TSK Standard Polystyrene (STANDARD POLYSTYRENE) F-40, F-4, F-288, A-2500, A-500 (manufactured by TOSOH)
The ratio (Mw / Mn) of the weight average molecular weight (Mw) and the number average molecular weight (Mn) of the obtained polystyrene conversion was defined as the degree of dispersion.

<Synthesis Example 1: Synthesis of aliphatic carboxylic acid metal salt (A1)>
108 parts of 12-hydroxystearic acid (manufactured by Tokyo Chemical Industry Co., Ltd.) and 2040 parts of water were mixed.
To the mixture, 1320 parts of a 1% sodium hydroxide aqueous solution was added at 70 ° C.
The mixture was stirred at 70 ° C for about 1 hour and 30 minutes.
The mixture was maintained at 70 ° C to 75 ° C, and it took about 2 hours and 30 minutes to dropwise add a mixture of 44.4 parts of iron (III) nitrate nonahydrate (manufactured by Wako Pure Chemical Industries, Ltd.) and 825 parts of water.
The mixture was maintained at 70 ° C to 75 ° C and stirred for about 1 hour.
The mixture was cooled to 35 ° C and filtered.
The obtained residue was washed three times with 5000 parts of water.
The obtained residue was dried under reduced pressure at 60 ° C to obtain 112 parts of an aliphatic carboxylic acid metal salt (A1).

<Preparation of aliphatic carboxylic acid metal salt (A1) dispersion (dispersion (A1))>
250 parts of aliphatic carboxylic acid metal salt (A1);
Dispersant (DISPERBYK-111; 421 parts manufactured by BYK-Chemie Japan)
Solvent (F): 8330 parts of propylene glycol monomethyl ether acetate; and Solvent (F): 1,000 parts of 4-hydroxy-4-methyl-2-pentanone;
By mixing and dispersing the aliphatic carboxylic acid metal salt (A1), a dispersion liquid (A1) is obtained.

<Preparation of CI Pigment Green 59 Dispersion (Pigment Dispersion (B1))>
The pigment: CI Pigment Green 59 12.2 parts;
Pigment dispersant 2.80 parts;
Resin (C): 4.17 parts of resin (C1); and solvent (F): 80.9 parts of propylene glycol monomethyl ether acetate;
Mix and disperse the pigment using a bead mill to obtain a pigment dispersion liquid (B1).

<Preparation of CI Pigment Green 58 Dispersion (Pigment Dispersion (B2))>
The pigment: CI Pigment Green 58 14.0 parts;
Pigment dispersant 2.80 parts;
Resin (C): 2.90 parts of resin (C1); and solvent (F): 80.3 parts of propylene glycol monomethyl ether acetate;
The pigments were mixed and dispersed using a bead mill to obtain a pigment dispersion liquid (B2).

<Preparation of CI Pigment Yellow 231 Dispersion (Pigment Dispersion (B3))>
The pigment: CI Pigment Yellow 231 12.0 parts;
3.01 parts of pigment dispersant;
Pigment dispersant 2.41 parts;
Resin (C): 2.61 parts of resin (C1); and solvent (F): 79.9 parts of propylene glycol monomethyl ether acetate;
The pigments were mixed and dispersed using a bead mill to obtain a pigment dispersion liquid (B3).

<Preparation of CI Pigment Yellow 185 Dispersion (Pigment Dispersion (B4))>
Pigment: CI Pigment Yellow 185 7.96 parts;
Pigment dispersant 5.17 parts;
Resin (C): 2.79 parts of resin (C1); and solvent (F): 84.08 parts of propylene glycol monomethyl ether acetate;
The pigments were mixed and dispersed using a bead mill to obtain a pigment dispersion liquid (B4).

<Preparation of Iron (III) Stearate Dispersion (Dispersion (H1))>
500 parts of iron (III) stearate (manufactured by Tokyo Chemical Industry Co., Ltd.);
Dispersant (DISPERBYK-102; BYK-Chemie Japan (Stock)) 808 parts; and solvent (F): propylene glycol monomethyl ether acetate 8690 parts;
Mix and disperse iron (III) stearate using a bead mill to obtain a dispersion (H1).

<Preparation of resin (C1) solution>
Nitrogen was circulated in a flask equipped with a reflux cooler, a dropping funnel, and a stirrer to be replaced with a nitrogen atmosphere. 141 parts of ethyl lactate and 178 parts of propylene glycol monomethyl ether acetate were placed, and heated to 85 ° C while stirring.
Then, 38 parts of acrylic acid, 3,4-epoxytricyclo [5.2.1.0 ^2,6 ] dec-8-yl acrylic acid, and 3,4-epoxytricycloacrylic acid [5.2.1.0 ^2, were added dropwise over 5 hours ^{. 6} ] A mixture of 25 parts of a mixture of dec-9-yl esters, 137 parts of N-cyclohexyl cis-butene diimide, 50 parts of 2-hydroxyethyl methacrylate, and 338 parts of propylene glycol monomethyl ether acetate .
On the other hand, a mixture of 5 parts of 2,2-azobisisobutyronitrile and 88 parts of propylene glycol monomethyl ether acetate was added dropwise over 6 hours.
After the dropwise addition was completed, the solution was kept at the same temperature for 4 hours, and then cooled to room temperature to obtain a solution (resin (C1) solution) of a copolymer having a solid content of 25.6%.
The acid value (solid content conversion value) of the resin (C1) solution was 109 mg-KOH / g. The weight average molecular weight Mw of the produced copolymer was 8000, and the degree of dispersion was 2.1.

<Example 1, Example 2, Comparative Example 1, Comparative Example 2>
(1) Preparation of colored curable resin composition Each component described in Table 1 was mixed at the compounding amount shown in Table 1 to obtain a colored curable resin composition. The unit of the amount of each component in Table 1 is "mass part".

[Table 1]

The details of the polymerizable compound (D), the polymerization initiator (E), the solvent (F), and the leveling agent (G) shown in Table 1 are as follows.
[1] Polymerizable compound (D): A mixture of 50% of dipentaerythritol hexaacrylate (KAYARAD DPHA; manufactured by Nippon Kayaku Co., Ltd.) and 50% of propylene glycol monomethyl ether acetate
[2] Polymerization initiator (E): N-benzyloxy-1- (4-phenylthiophenyl) octane-1-one-2-imine (Irgacure ( (Registered trademark) OXE-01; manufactured by BASF (stock)
[3] Solvent (F): Propylene glycol monomethyl ether acetate
[4] Leveling agent (G): Polyether modified silicone oil (Toray silicone SH8400; manufactured by Toray Dow Corning (stock)) 1% and propylene glycol monomethyl ether acetate 99 %mixture

(2) Production of coloring pattern A 5 cm square glass substrate (eagle 2000; manufactured by Corning) was coated with a coloring curable resin composition by a spin coating method, and then pre-cured at 100 ° C. Bake for 3 minutes to form a colored curable resin composition layer.
After leaving to cool, the distance between the substrate on which the colored curable resin composition layer was formed and the mask made of quartz glass was set to 100 μm, and an exposure machine (TME-150RSK; Topcon (manufactured)) was used in the atmosphere. Light was irradiated at an exposure amount of 60 mJ / cm ² (based on 365 nm) under an environment.
As the photomask, a photomask having a 1: 1 line and space pattern formed of 100 μm was used.
The colored hardening resin composition layer after light irradiation was immersed and developed at 24 ° C. for 60 seconds in an aqueous developing solution containing 0.12% of a nonionic surfactant and 0.04% of potassium hydroxide. After washing with water, it was 230 ° C. using an oven. After post-baking at 20 ° C for 20 minutes, a colored pattern was obtained.
The film thickness of the obtained colored pattern was measured using DEKTAK3 (manufactured by Japan Vacuum Technology Co., Ltd.), and it was 2.4 μm.

(3) Production of colored curable resin composition film After coating the colored curable resin composition by a spin coating method on a 5 cm square glass substrate (eagle 2000; manufactured by Corning), Pre-baked at 100 ° C for 3 minutes to form a colored curable resin composition layer.
After leaving to cool, an exposure machine (TME-150RSK; manufactured by Topcon Co., Ltd.) was exposed to the atmosphere at an exposure amount of 60 mJ / cm ² with respect to the substrate on which the colored curable resin composition layer was formed. (365 nm standard) Light irradiation was performed.
The substrate on which the colored curable resin composition layer was formed after light irradiation was subjected to post-baking at 230 ° C. for 20 minutes using an oven.
The film thickness of the obtained colored curable resin composition film was measured using DEKTAK3 (manufactured by Japan Vacuum Technology Co., Ltd.). The results are shown in Table 2.

(4) Measurement of brightness About the coloring curable resin composition film obtained in the above (3), the spectrophotometry was measured using a color measuring machine (OSP-SP-200; manufactured by Olympus Co., Ltd.), and The characteristic function of the C light source was used to determine the xy chromaticity coordinates (x, y) and Y in the XYZ color system of CIE. The results are shown in Table 2. The larger the value of Y, the higher the brightness.

[Table 2]

The Y difference between Example 1 and Example 2 and Comparative Example 1 and Comparative Example 2 is significantly worse than that in the field of color filters. Generally, if the tendency of x becoming smaller when Y becomes smaller is considered, it is more preferable. Said as a significant difference.
[Industrial availability]

According to the colored curable resin composition of the present invention, it is possible to provide a color filter having a small degree of decrease in brightness even when a metal compound is contained, and a display device including the same.

Claims (4)

A coloring curable resin composition comprising a metal salt (A) having an anion of an aliphatic carboxylic acid having 1 to 40 carbon atoms containing a hydroxyl group, and a coloring agent (B) containing a phthalocyanine-based colorant and a yellow colorant , Resin (C), polymerizable compound (D), and polymerization initiator (E). The colored curable resin composition according to item 1 of the scope of patent application, wherein the carbon number is 10 to 36. A color filter is formed of a coloring curable resin composition as described in the first or second item of the patent application scope. A display device includes the color filter described in item 3 of the scope of patent application.