JP7466359B2 - Coloring composition and color filter - Google Patents

Description

The present invention relates to a coloring composition containing a blue colorant and a block copolymer as a dispersant, and a color filter.

Conventionally, in the manufacture of color filters used in liquid crystal displays and the like, methods of applying coloring materials to a substrate include dyeing, printing, inkjet, electrodeposition, and pigment dispersion. Among these, the pigment dispersion method is the mainstream from the viewpoints of spectral characteristics, durability, pattern shape, and precision. In this pigment dispersion method, a coating film made of a coloring composition containing a mixture of a pigment, a dispersant, a dispersion medium (solvent), a binder resin, and the like is formed on a substrate, and the coating is cured by irradiating radiation through a photomask with the desired pattern shape, followed by alkali development and post-baking.

In recent years, technological innovation has progressed rapidly, and color filters are required to have high contrast and high transmittance, i.e., high brightness. In order to obtain a high-brightness color filter, it is necessary to disperse a highly finely divided pigment. As a dispersant for dispersing such pigments, for example, it is known to use a block copolymer having an amine value of 80 mg KOH/g or more and 150 mg KOH/g or less, and consisting of an A block having no amino group and a B block having an amino group in the side chain (see Patent Document 1 (paragraphs 0023-0039) and Patent Document 2 (paragraphs 0046-0067)).

JP 2009-25813 A JP 2017-182092 A

The brightness of a color filter depends heavily on the type of colorant, the crystal structure of the pigment, etc. Although there is a strong demand for blue colorants to have higher brightness than green and red colorants, the required brightness has not been achieved, and achieving high brightness when using blue colorants has been an issue.

In general, in coloring compositions using blue colorants, the luminance after heating tends to deteriorate when comparing the luminance before and after heating in post-baking. This is thought to be mainly due to the fact that heating causes the polymer compounds, such as dispersants, present in the coloring composition to yellow due to thermal degradation, inhibiting the transmission of the short wavelength region, which is the transmission region of blue light. For this reason, in coloring compositions in which blue colorants are dispersed using conventional dispersants, the luminance of the coating film after high-temperature processing is insufficient.

The present invention has been made in consideration of the above circumstances, and aims to provide a coloring composition that contains a blue colorant and can form a colored layer that can suppress a decrease in luminance even when exposed to high temperatures.

The coloring composition of the present invention, which has been able to solve the above problems, contains a colorant, a dispersant, a binder resin, and a dispersion medium, and is characterized in that the colorant contains a blue colorant, and the dispersant contains a block copolymer having an A block having a structural unit derived from a (meth)acrylic monomer, and a B block having a structural unit represented by general formula (3) and a structural unit represented by general formula (4).

［式（３）において、Ｒ³¹およびＲ³²は、それぞれ独立して、置換基を有していてもよい鎖状もしくは環状の炭化水素基を示す。Ｒ³¹およびＲ³²が互いに結合して環状構造を形成していてもよい。Ｒ³³は水素原子またはメチル基を表す。Ｘ³¹はアミド基、エステル基、または、単結合を表す。Ｙ³¹は２価の炭化水素基を表す。］

[In formula (3), R ³¹ and R ³² each independently represent a chain or cyclic hydrocarbon group which may have a substituent. R ³¹ and R ³² may be bonded to each other to form a cyclic structure. R ³³ represents a hydrogen atom or a methyl group. X ³¹ represents an amide group, an ester group, or a single bond. ^{Y 31} represents a divalent hydrocarbon group.]

［式（４）において、Ｒ⁴¹は水素原子またはヒドロキシ基を有する芳香族基を表す。Ｒ⁴²は水素原子またはメチル基を表す。］

[In formula (4), R ⁴¹ represents a hydrogen atom or an aromatic group having a hydroxyl group. R ⁴² represents a hydrogen atom or a methyl group.]

The coloring composition of the present invention contains a blue colorant as a colorant and a block copolymer having specific structural units as a dispersant. By using a block copolymer having such specific structural units (structural units represented by general formula (3) and structural units represented by general formula (4)) as a dispersant, it is possible to suppress a decrease in brightness even when a coloring layer containing a blue colorant is exposed to high temperatures.

The present invention also includes a color filter having a colored layer formed using the colored composition.

By using the coloring composition of the present invention, it is possible to form a coloring layer that can suppress a decrease in brightness even when exposed to high temperatures.

The following describes an example of a preferred embodiment of the present invention. However, the following embodiment is merely an example. The present invention is not limited to the following embodiment.

<Coloring composition>
The coloring composition of the present invention contains a colorant, a dispersant, a binder resin and a dispersion medium.

(1. Coloring materials)
The coloring material contains a blue coloring material. Examples of the blue coloring material include a blue pigment and a blue dye, and the blue pigment is preferable from the viewpoint of light resistance and heat resistance.

Blue pigments include organic pigments whose main component is an organic compound, such as phthalocyanine pigments, anthraquinone pigments, and dioxazine pigments, and these can be used alone or in combination of two or more. Among these, phthalocyanine pigments are preferred, and metal phthalocyanine pigments and monohalogenated metal phthalocyanine pigments (halogenated metal phthalocyanine pigments having one halogen atom in the molecule) are more preferred. Note that polyhalogenated metal phthalocyanine pigments (halogenated metal phthalocyanine pigments having two or more halogen atoms in the molecule) are green pigments, so polyhalogenated metal phthalocyanine pigments are not included in the phthalocyanine pigments used as blue pigments.

As the phthalocyanine pigment, a compound represented by the general formula (1) is particularly preferred. Copper phthalocyanine pigments and monohalogenated copper phthalocyanine pigments have a transmission range in the short wavelength region, so they can form a colored layer with higher brightness.

［式（１）において、Ｒ¹は、それぞれ独立して、水素原子またはハロゲン原子を表す。ただし、Ｒ¹中のハロゲン原子の個数は、０または１である。］

[In formula (1), each R ¹ independently represents a hydrogen atom or a halogen atom. However, the number of halogen atoms in R ¹ is 0 or 1.]

It is preferable that all of R ¹ are hydrogen atoms, since this allows good transmission of light in the short wavelength region and makes it easier to obtain the effects of the present invention.

Specific examples of compounds classified as blue pigments in the Color Index (C.I.) include C.I. Pigment Blue 1, 1:2, 9, 14, 15, 15:1, 15:2, 15:3, 15:4, 15:5, 15:6, 16, 17, 17:1, 19, 22, 25, 27, 28, 29, 33, 35, 36, 56, 56:1, 60, 61, 61:1, 62, 63, 66, 67, 68, 71, 72, 73, 74, 75, 76, 78, 79, 80, etc. Phthalocyanine pigments include C.I. C.I. Pigment Blue 15, 15:1, 15:2, 15:3, 15:4, 15:6, 16, 17, 17:1, and 75 are preferred, and as copper phthalocyanine pigments and monohalogenated copper phthalocyanine pigments, C.I. Pigment Blue 15, 15:1, 15:2, 15:3, 15:4, 15:6, 16, 17, and 17:1 are preferred. As an anthraquinone pigment, C.I. Pigment Blue 60 is preferred. As a dioxazine pigment, C.I. Pigment Blue 80 is preferred.

The coloring material may contain coloring materials other than the blue coloring material to adjust the hue, etc., as long as the preferable physical properties of the present invention are not impaired. As the other coloring material, a pigment is preferable from the viewpoint of light resistance and heat resistance.

The other pigment may be either an organic pigment or an inorganic pigment, but an organic pigment mainly composed of an organic compound is preferred. Examples of the pigment include red pigments, yellow pigments, green pigments, purple pigments, orange pigments, and other pigments of various colors. The pigment structure may include azo pigments such as phthalocyanine pigments, monoazo pigments, diazo pigments, and condensed diazo pigments, diketopyrrolopyrrole pigments, isoindolinone pigments, isoindoline pigments, quinacridone pigments, indigo pigments, thioindigo pigments, quinophthalone pigments, dioxazine pigments, anthraquinone pigments, perylene pigments, and polycyclic pigments such as perinone pigments. The other pigment contained in the coloring composition may be only one type or multiple types.

Specific examples of pigments that can be used in combination are given below.

Red pigments include C.I. Pigment Red 1, 2, 3, 4, 5, 6, 7, 8, 9, 12, 14, 15, 16, 17, 21, 22, 23, 31, 32, 37, 38, 41, 47, 48:1, 48:2, 48:3, 48:4, 49, 49:1, 49:2, 50:1, 52:2, 53, 53, 53:1, 53:2, 53:3, 57, 57:1, 57:2, 58:4, 60, 63, 63:1, 63:2, 64, 64:1, 68, 69, 81, 81:1, 81:2, 81:3, 81:4, 83, 88, 90:1, 101, 101:1, 104, 108, 108:1, 109, 112, 113, 114, 122, 123, 144, 146, 147, 149, 151, 166, 168, 169 , 170, 172, 173, 174, 175, 176, 177, 178, 179, 181, 184, 185, 187, 188, 190, 193, 194, 200, 202, 206, 207, 208, 209, 210, 214, 215, 216, 221, 224, 230, 231, 232, 233, 235, 236, 2 37, 238, 239, 242, 243, 245, 247, 249, 250, 251, 253, 254, 255, 256, 257, 258, 259, 260, 262, 263, 264, 265, 266, 267, 268, 269, 270, 271, 272, 273, 274, 275, 276, 291, etc.

Yellow pigments include C.I. Pigment Yellow 1, 1; 1, 2, 3, 4, 5, 6, 9, 10, 12, 13, 14, 16, 17, 24, 31, 31, 32, 34, 35, 35:1, 36, 36:1, 37, 37:1, 40, 41, 42, 43, 48, 53, 55, 60, 61, 62, 62:1, 63, 65, 73, 74, 75, 77, 81, 83, 87, 93, 94, 95, 97, 98, 100, 101, 104, 105, 108, 109, 110, 111, 116, 117, 119, 120, 126, 127, 127:1, 128, 129, 133, 134, 13 6, 138, 139, 142, 147, 148, 150, 151, 153, 154, 155, 157, 158, 159, 160, 161, 162, 163, 164, 165, 166, 167, 168, 169, 170, 172, 180, 181, 182, 183, 184, 185, 188, 189, 190, 191, 191:1, 192, 193, 194, 195, 196, 197, 198, 199, 200, 202, 203, 204, 205, 206, 207, 208, 213, 215, etc.

Examples of green pigments include C.I. Pigment Green 1, 2, 4, 7, 8, 10, 13, 14, 15, 17, 18, 19, 26, 36, 45, 48, 50, 51, 54, 55, 58, 59, 62, 63, aluminum phthalocyanine, polyhalogenated aluminum phthalocyanine, aluminum phthalocyanine hydroxide, diphenoxyphosphinyloxyaluminum phthalocyanine, diphenylphosphinyloxyaluminum phthalocyanine, polyhalogenated diphenoxyphosphinyloxyaluminum phthalocyanine, polyhalogenated diphenylphosphinyloxyaluminum phthalocyanine, etc.

Examples of purple pigments include C.I. Pigment Violet 1, 1:1, 2, 2:2, 3, 3:1, 3:3, 5, 5:1, 14, 15, 16, 19, 23, 25, 27, 29, 31, 32, 37, 39, 42, 44, 47, 49, and 50.

Examples of orange pigments include C.I. Pigment Orange 1, 2, 5, 13, 16, 17, 19, 20, 21, 22, 23, 24, 34, 36, 38, 39, 43, 46, 48, 49, 61, 62, 64, 65, 67, 68, 69, 70, 71, 72, 73, 74, 75, 78, and 79.

Examples of the inorganic pigments include barium sulfate, lead sulfate, titanium oxide, yellow lead, red iron oxide, and chromium oxide.

When the coloring composition is used to form a black matrix for a color filter, black pigments such as carbon black, graphite, perylene pigments, lactam pigments, titanium black, and metal oxides, composite oxides, metal sulfides, metal sulfates, and metal carbonates of copper, iron, manganese, cobalt, chromium, nickel, zinc, calcium, and silver may be used, or red, green, blue, and other pigments may be mixed and used. In addition, the pigments may be inorganic or organic.

The number-average particle diameter of the colorant is not particularly limited and may be appropriately selected depending on the application. From the viewpoint of high brightness, it is preferable that the colorant composition contains a colorant having a number-average particle diameter of 10 nm to 150 nm.

When a colorant other than a blue colorant is used as the colorant, the content of the blue colorant in the total colorant is preferably 60% by mass or more, more preferably 75% by mass or more, and even more preferably 90% by mass or more. Note that only the blue colorant may be used as the colorant, and the coloring composition of the present invention can be suitably used as the blue coloring composition.

The colorant may contain a dye derivative as a dispersing aid. The dye derivative preferably contains an acidic dye derivative having an acidic group in order to form an ionic bond with the amino group in the block copolymer contained in the dispersant and adsorb it. This dye derivative has an acidic group introduced into the dye skeleton. The dye skeleton is preferably the same or similar to the colorant constituting the coloring composition, or the same or similar to the compound that is the raw material of the pigment. Specific examples of the dye skeleton include an azo dye skeleton, a phthalocyanine dye skeleton, an anthraquinone dye skeleton, a triazine dye skeleton, an acridine dye skeleton, a perylene dye skeleton, and the like, and is preferably a phthalocyanine dye skeleton. The acidic group introduced into the dye skeleton is preferably a carboxy group, a phosphoric acid group, or a sulfonic acid group. For convenience of synthesis and strength of acidity, a sulfonic acid group is preferable. The acidic group may be directly bonded to the dye skeleton, or may be bonded to the dye skeleton via a hydrocarbon group such as an alkyl group or an aryl group; an ester, an ether, a sulfonamide, or a urethane bond.

There are no particular limitations on the amount of dye derivative used, but it is preferable that the amount be, for example, 4 to 17 parts by weight per 100 parts by weight of colorant.

From the viewpoint of brightness, the upper limit of the content of the coloring material in the coloring composition is usually 80 mass%, preferably 70 mass%, and more preferably 60 mass%, based on the total solid content of the coloring composition. The lower limit of the content of the coloring material in the coloring composition is usually 10 mass%, preferably 20 mass%, and more preferably 30 mass%, based on the total solid content of the coloring composition. Here, the solid content refers to components other than the dispersion medium described below.

The content of the dispersant relative to the colorant in the coloring composition is preferably 5 parts by mass to 200 parts by mass, more preferably 10 parts by mass to 100 parts by mass, and even more preferably 10 parts by mass to 80 parts by mass, relative to 100 parts by mass of the colorant.

2. Dispersants
The dispersant used in the present invention contains a block copolymer having an A block having a structural unit derived from a (meth)acrylic monomer and a B block having a structural unit represented by general formula (3) and a structural unit represented by general formula (4). The content of the block copolymer in the dispersant is 50% by mass or more, preferably 75% by mass or more, and more preferably 90% by mass or more. The coloring composition may contain only the block copolymer as a dispersant.

The dispersant can be made into a dispersant solution before preparing the coloring composition to facilitate dispersion of the coloring material. The solvent used in the dispersant solution is preferably a solvent that can dissolve the dispersant, does not react with these components, and has moderate volatility. Examples of the solvent include the dispersion medium used in the coloring composition described below. The content of the solvent in the dispersant solution is not particularly limited and can be adjusted as appropriate. The upper limit of the content of the solvent in the dispersant solution is usually 99% by mass. In addition, the lower limit of the content of the dispersion medium in the dispersant solution is usually 10% by mass, and preferably 30% by mass, taking into account the viscosity suitable for producing the coloring composition described below.

(2-1. Block Copolymer)
The block copolymer used in the dispersant has an A block having a structural unit derived from a (meth)acrylic monomer, and a B block having a structural unit represented by general formula (3) and a structural unit represented by general formula (4). Various components of the block copolymer will be described below.

In the present invention, "(meth)acrylic" refers to "at least one of acrylic and methacrylic". "(meth)acrylate" refers to "at least one of acrylate and methacrylate". "(meth)acryloyl" refers to "at least one of acryloyl and methacryloyl". "Vinyl monomer" refers to a monomer having a radically polymerizable carbon-carbon double bond in the molecule. "Structural unit derived from vinyl monomer" refers to a structural unit in which the radically polymerizable carbon-carbon double bond of a vinyl monomer is polymerized to a carbon-carbon single bond. "Structural unit derived from (meth)acrylate" refers to a structural unit in which the radically polymerizable carbon-carbon double bond of a (meth)acrylate is polymerized to a carbon-carbon single bond. "Structural unit derived from (meth)acrylic monomer" refers to a structural unit in which the radically polymerizable carbon-carbon double bond of a (meth)acrylic monomer is polymerized to a carbon-carbon single bond.

(2-1-1. Block A)
The A block is a polymer block containing a structural unit derived from a (meth)acrylic monomer. The structural unit derived from the (meth)acrylic monomer in the A block may be of only one type, or may have two or more types. By having a structural unit derived from a (meth)acrylic monomer, it is possible to maintain high affinity with a dispersion medium (solvent) and a binder resin blended in the coloring composition.

The content of the structural units derived from the (meth)acrylic monomer is preferably 80% by mass or more, more preferably 90% by mass or more, even more preferably 95% by mass or more, and particularly preferably 100% by mass, in 100% by mass of the A block.

The (meth)acrylic monomer may be, for example, a (meth)acrylate having a chain alkyl group (straight-chain alkyl group or branched-chain alkyl group), a (meth)acrylate having a cyclic alkyl group, a (meth)acrylate having a polycyclic structure, a (meth)acrylate having an aromatic group, a (meth)acrylate having a polyalkylene glycol structural unit, a (meth)acrylate having a hydroxy group, a (meth)acrylate having a lactone-modified hydroxy group, a (meth)acrylate having an alkoxy group, a (meth)acrylate having an oxygen-containing heterocyclic group, a (meth)acrylate having an acidic group, or (meth)acrylic acid. One or more of these may be used in combination.

As the (meth)acrylate having a linear alkyl group, a (meth)acrylate having a linear alkyl group with 1 to 20 carbon atoms is preferred, a (meth)acrylate having a linear alkyl group with 1 to 10 carbon atoms is more preferred, and a (meth)acrylate having a linear alkyl group with 1 to 5 carbon atoms is even more preferred. Examples of the (meth)acrylate having a linear alkyl group include methyl (meth)acrylate, ethyl (meth)acrylate, n-propyl (meth)acrylate, n-butyl (meth)acrylate, n-pentyl (meth)acrylate, n-hexyl (meth)acrylate, n-octyl (meth)acrylate, n-nonyl (meth)acrylate, decyl (meth)acrylate, n-lauryl (meth)acrylate, and n-stearyl (meth)acrylate.

As the (meth)acrylate having a branched alkyl group, a (meth)acrylate having a branched alkyl group with a carbon number of 3 to 20 is preferred, and a (meth)acrylate having a branched alkyl group with a carbon number of 3 to 10 is preferred. Examples of the (meth)acrylate having a branched alkyl group include isopropyl (meth)acrylate, isobutyl (meth)acrylate, sec-butyl (meth)acrylate, tert-butyl (meth)acrylate, isooctyl (meth)acrylate, 2-ethylhexyl (meth)acrylate, isononyl (meth)acrylate, isodecyl (meth)acrylate, etc.

The (meth)acrylate having a cyclic alkyl group is preferably a (meth)acrylate having a cyclic alkyl group with 6 to 12 carbon atoms in the cyclic alkyl group. Examples of the cyclic alkyl group include a cyclic alkyl group having a monocyclic structure (for example, a cycloalkyl group). Specific examples of (meth)acrylates having a cyclic alkyl group with a monocyclic structure include cyclohexyl (meth)acrylate, methylcyclohexyl (meth)acrylate, and cyclododecyl (meth)acrylate.

The (meth)acrylate having a polycyclic structure is preferably a (meth)acrylate having a polycyclic structure with 6 to 12 carbon atoms. Examples of the polycyclic structure include cyclic alkyl groups having a bridged ring structure (e.g., adamantyl group, norbornyl group, isobornyl group). Specific examples of the (meth)acrylate having a polycyclic structure include isobornyl (meth)acrylate, dicyclopentenyloxyethyl (meth)acrylate, dicyclopentanyloxyethyl (meth)acrylate, 2-methyl-2-adamantyl (meth)acrylate, 2-ethyl-2-adamantyl (meth)acrylate, etc.

The (meth)acrylate having an aromatic group is preferably a (meth)acrylate having an aromatic group with 6 to 12 carbon atoms, and more preferably a (meth)acrylate having an aromatic group with 6 to 9 carbon atoms. Examples of the aromatic group include aryl groups, and may also have a chain portion such as an alkylaryl group, an aralkyl group, or an aryloxyalkyl group. Specific examples of (meth)acrylates having an aromatic group include benzyl (meth)acrylate, phenyl (meth)acrylate, and phenoxyethyl (meth)acrylate.

Examples of the (meth)acrylate having a polyalkylene glycol structural unit include (meth)acrylates having a polyethylene glycol structural unit such as polyethylene glycol (degree of polymerization = 2-10) methyl ether (meth)acrylate, polyethylene glycol (degree of polymerization = 2-10) ethyl ether (meth)acrylate, and polyethylene glycol (degree of polymerization = 2-10) propyl ether (meth)acrylate; and (meth)acrylates having a polypropylene glycol structural unit such as polypropylene glycol (degree of polymerization = 2-10) methyl ether (meth)acrylate, polypropylene glycol (degree of polymerization = 2-10) ethyl ether (meth)acrylate, and polypropylene glycol (degree of polymerization = 2-10) propyl ether (meth)acrylate.

The (meth)acrylate having a hydroxy group is preferably a hydroxyalkyl (meth)acrylate. The number of carbon atoms in the hydroxyalkyl group of the hydroxyalkyl (meth)acrylate is preferably 1 to 10, more preferably 1 to 5. The hydroxyalkyl group may be linear or branched, and preferably has one hydroxy group. Specific examples of the (meth)acrylate having a hydroxy group include 2-hydroxyethyl (meth)acrylate, 3-hydroxypropyl (meth)acrylate, 2-hydroxypropyl (meth)acrylate, 4-hydroxybutyl (meth)acrylate, 6-hydroxyhexyl (meth)acrylate, 8-hydroxyoctyl (meth)acrylate, 10-hydroxydecyl (meth)acrylate, and 12-hydroxylauryl (meth)acrylate. Among these, a (meth)acrylate having a hydroxyalkyl group with a carbon number of 1 to 5 is more preferable.

The lactone-modified (meth)acrylate having a hydroxy group includes a (meth)acrylate having a hydroxy group to which a lactone has been added, and preferably a (meth)acrylate having a caprolactone added. The amount of caprolactone added is preferably 1 mol to 10 mol. Preferred examples of the caprolactone adduct of the (meth)acrylate having a hydroxy group include a 1 mol caprolactone adduct of 2-hydroxyethyl (meth)acrylate, a 2 mol caprolactone adduct of 2-hydroxyethyl (meth)acrylate, a 3 mol caprolactone adduct of 2-hydroxyethyl (meth)acrylate, a 4 mol caprolactone adduct of 2-hydroxyethyl (meth)acrylate, a 5 mol caprolactone adduct of 2-hydroxyethyl (meth)acrylate, and a 10 mol caprolactone adduct of 2-hydroxyethyl (meth)acrylate.

Examples of the (meth)acrylate having an alkoxy group include methoxyethyl (meth)acrylate and ethoxyethyl (meth)acrylate.

The (meth)acrylate having an oxygen-containing heterocyclic group is preferably a (meth)acrylate having a 4- to 6-membered oxygen-containing heterocyclic group. Specific examples of (meth)acrylates having an oxygen-containing heterocyclic group include glycidyl (meth)acrylate, tetrahydrofurfuryl (meth)acrylate, (3-ethyloxetan-3-yl)methyl (meth)acrylate, (2-methyl-2-ethyl-1,3-dioxolan-4-yl)methyl (meth)acrylate, cyclic trimethylolpropane formal (meth)acrylate, 2-[(2-tetrahydropyranyl)oxy]ethyl (meth)acrylate, 1,3-dioxane-(meth)acrylate, and the like.

Examples of the acidic group include a carboxy group (--COOH), a sulfonic acid group (--SO ₃ H), a phosphoric acid group (--OPO ₃ H ₂ ), a phosphonic acid group (--PO ₃ H ₂ ), and a phosphinic acid group (--PO ₂ H ₂ ). Examples of the (meth)acrylate having an acidic group include a (meth)acrylate having a carboxy group, a (meth)acrylate having a phosphoric acid group, and a (meth)acrylate having a sulfonic group.

Examples of the (meth)acrylate having a carboxy group include monomers obtained by reacting (meth)acrylates having a hydroxy group, such as 2-(meth)acryloyloxyethyl succinate, 2-(meth)acryloyloxyethyl maleate, and 2-(meth)acryloyloxyethyl phthalate, with acid anhydrides, such as maleic anhydride, succinic anhydride, and phthalic anhydride, as well as carboxyethyl (meth)acrylate and carboxypentyl (meth)acrylate. Examples of the (meth)acrylate having a sulfonic acid group include ethyl sulfonate (meth)acrylate. Examples of the (meth)acrylate having a phosphoric acid group include 2-(phosphonooxy)ethyl (meth)acrylate.

The A block may have structural units other than the structural units derived from the (meth)acrylic monomer. There are no particular limitations on the other structural units that may be included in the A block, so long as they are formed from a vinyl monomer that can copolymerize with both the (meth)acrylic monomer and the vinyl monomer that forms the B block described below. The vinyl monomer that can form the other structural units of the A block may be used alone or in combination of two or more kinds.

Specific examples of vinyl monomers that can form other structural units of the A block include α-olefins, aromatic vinyl monomers, vinyl monomers containing heterocycles, vinyl amides, vinyl carboxylates, dienes, etc. These vinyl monomers may have a hydroxyl group or an epoxy group.

Examples of the α-olefin include 1-hexene, 1-octene, and 1-decene.
Examples of the aromatic vinyl monomer include styrene, α-methylstyrene, 4-methylstyrene, 2-methylstyrene, 3-methylstyrene, 4-methoxystyrene, 2-hydroxymethylstyrene, and 1-vinylnaphthalene.
Examples of vinyl monomers containing a heterocycle include 2-vinylthiophene, N-methyl-2-vinylpyrrole, 1-vinyl-2-pyrrolidone, 2-vinylpyridine, 4-vinylpyridine, N-phenylmaleimide, N-benzylmaleimide, and N-cyclohexylmaleimide.
Examples of the vinyl amide include N-vinylformamide, N-vinylacetamide, and N-vinyl-ε-caprolactam.
Examples of the vinyl carboxylate include vinyl acetate, vinyl pivalate, and vinyl benzoate.
Examples of dienes include butadiene, isoprene, 4-methyl-1,4-hexadiene, and 7-methyl-1,6-octadiene.

It is preferable that the A block contains a structural unit represented by general formula (2), i.e., a structural unit derived from a (meth)acrylate having the lactone-modified hydroxy group. The structural unit represented by general formula (2) has an ester bond portion and a terminal hydroxy group in the side chain, and therefore has high affinity with the dispersion medium and the binder resin, and enhances the alkaline developability of the block copolymer.

［式（２）において、ｎ１は１～１０の整数を表す。Ｒ²¹は水素原子またはメチル基を表す。Ｒ²²は炭素数が１～１０のアルキレン基を表す。Ｒ²³は炭素数が１～１０のアルキレン基を表す。］

[In formula (2), n1 represents an integer of 1 to 10. R ²¹ represents a hydrogen atom or a methyl group. R ²² represents an alkylene group having 1 to 10 carbon atoms. R ²³ represents an alkylene group having 1 to 10 carbon atoms.]

In formula (2), n1 is preferably an integer from 1 to 7, and more preferably an integer from 1 to 5.

The alkylene group having 1 to 10 carbon atoms represented by R ²² may be either linear or branched, but is preferably linear. Specific examples of the alkylene group having 1 to 10 carbon atoms represented by R ²² include a methylene group, an ethylene group, a trimethylene group, a tetramethylene group, a pentamethylene group, a hexamethylene group, a heptamethylene group, an octamethylene group, a nonamethylene group, a decamethylene group, and a 1-methylethylene group. R ²² is preferably an alkylene group having 1 to 5 carbon atoms.

The alkylene group having 1 to 10 carbon atoms represented by R ²³ may be either linear or branched, but is preferably linear. Specific examples of the alkylene group having 1 to 10 carbon atoms represented by R ²³ include a methylene group, an ethylene group, a trimethylene group, a tetramethylene group, a pentamethylene group, a hexamethylene group, a heptamethylene group, an octamethylene group, a nonamethylene group, and a decamethylene group. R ²³ is preferably an alkylene group having 1 to 8 carbon atoms, and more preferably an alkylene group having 3 to 8 carbon atoms.

When the A block contains a structural unit represented by general formula (2), the content thereof is preferably 10% by mass or more, more preferably 20% by mass or more, even more preferably 30% by mass or more, and particularly preferably 60% by mass or more, and is preferably 95% by mass or less, more preferably 90% by mass or less, and even more preferably 85% by mass or less, in 100% by mass of the A block. By setting the content of the structural unit derived from the (meth)acrylate having a lactone-modified hydroxy group within the above range, the alkaline developability of the coloring composition containing the block copolymer can be improved.

The A block may have a structural unit derived from a vinyl monomer having an acidic group (preferably a (meth)acrylate or (meth)acrylic acid having an acidic group). By having a structural unit derived from a vinyl monomer having an acidic group, the solubility in an alkaline developer is increased, and the alkaline developability of the coloring composition can be improved. However, if the proportion is high, the affinity with the dispersion medium (solvent) and the binder resin may be reduced. Therefore, it is preferable that the proportion of the structural unit derived from a vinyl monomer having an acidic group is such that the overall acid value of the block copolymer is lower than the amine value.

When structural units derived from a vinyl monomer having an acidic group are contained, the content is preferably 2% by mass or more and 20% by mass or less in 100% by mass of the A block. If the content of structural units derived from a vinyl monomer having an acidic group is 2% by mass or more, the dissolution rate when neutralized with alkali during alkaline development is increased, and if it is 20% by mass or less, the hydrophilicity is not too high, and the formed pixels can be prevented from becoming disordered.

The A block has a content of structural units represented by general formula (3), structural units represented by general formula (4) and structural units represented by general formula (5) of less than 10% by mass, preferably 3% by mass or less, more preferably 1% by mass or less, and even more preferably 0.1% by mass or less, and most preferably does not contain structural units represented by general formula (3), structural units represented by general formula (4) and structural units represented by general formula (5). The lower the content of structural units represented by general formula (3), structural units represented by general formula (4) and structural units represented by general formula (5) in the A block, the better the dispersion performance of the colorant.

It is preferable that the A block does not have an amino group. In other words, it is preferable that the vinyl monomer constituting the A block does not contain a vinyl monomer having an amino group. If a large amount of amino groups are present in the A block, when used as a dispersant, the colorant is adsorbed to both the A block and the B block, and the dispersing performance of the colorant decreases. The content of structural units derived from vinyl monomers having amino groups (including those in which the amino groups are quaternized) in the A block is preferably 3% by mass or less, more preferably 1% by mass or less, even more preferably 0.1% by mass or less, and most preferably 0% by mass.

When two or more types of structural units are contained in the A block, the various structural units contained in the A block may be contained in the A block in any form such as random copolymerization or block copolymerization, and from the viewpoint of uniformity, it is preferable that they are contained in the A block in the form of random copolymerization. For example, the A block may be formed by a copolymer of a structural unit consisting of an a1 block and a structural unit consisting of an a2 block.

(2-1-2. Block B)
The B block is a polymer block containing a structural unit represented by the following general formula (3) and a structural unit represented by the following general formula (4).

The structural unit represented by general formula (3) may be of only one type, or of two or more types. By having the structural unit represented by general formula (3), the adsorption property with the colorant can be increased.

［式（３）において、Ｒ³¹およびＲ³²は、それぞれ独立して、置換基を有していてもよい鎖状もしくは環状の炭化水素基を示す。Ｒ³¹およびＲ³²が互いに結合して環状構造を形成していてもよい。Ｒ³³は水素原子またはメチル基を表す。Ｘ³¹はアミド基、エステル基、または、単結合を表す。Ｙ³¹は２価の炭化水素基を表す。］

[In formula (3), R ³¹ and R ³² each independently represent a chain or cyclic hydrocarbon group which may have a substituent. R ³¹ and R ³² may be bonded to each other to form a cyclic structure. R ³³ represents a hydrogen atom or a methyl group. X ³¹ represents an amide group, an ester group, or a single bond. ^{Y 31} represents a divalent hydrocarbon group.]

Examples of the chain-like hydrocarbon group represented by R ³¹ and R ³² include linear alkyl groups and branched alkyl groups. The linear alkyl group preferably has 1 to 20 carbon atoms, more preferably has 1 to 10 carbon atoms, and even more preferably has 1 to 5 carbon atoms. Examples of the linear alkyl group include methyl, ethyl, n-propyl, n-butyl, n-hexyl, n-octyl, n-nonyl, n-decyl, and n-lauryl. The branched alkyl group preferably has 3 to 20 carbon atoms, more preferably has 3 to 10 carbon atoms, and even more preferably has 3 to 5 carbon atoms. Examples of the branched alkyl group include isopropyl, isobutyl, sec-butyl, tert-butyl, 2-ethylhexyl, neopentyl, and isooctyl.

Examples of the substituent that the chain hydrocarbon group represented by R ³¹ and R ³² may have include a halogen group, an alkoxy group, a benzoyl group (--COC ₆ H ₅ ), and a hydroxy group.

Examples of the cyclic hydrocarbon group represented by R ³¹ and R ³² include a cyclic alkyl group, an aromatic group, etc., and the cyclic alkyl group and the aromatic group may have a chain portion. The number of carbon atoms of the cyclic alkyl group is preferably 4 to 18 carbon atoms, more preferably 6 to 12 carbon atoms, and even more preferably 6 to 10 carbon atoms. Examples of the cyclic alkyl group include a cyclobutyl group, a cyclopentyl group, a cyclohexyl group, a cycloheptyl group, and a cyclooctyl group. The number of carbon atoms of the aromatic group is preferably 6 to 18 carbon atoms, more preferably 6 to 12 carbon atoms, and even more preferably 6 to 8 carbon atoms. Examples of the aromatic group include a phenyl group, a tolyl group, a xylyl group, and a mesityl group. Examples of the cyclic alkyl group having a chain portion and the chain portion of the aromatic group having a chain portion include an alkylene group having 1 to 12 carbon atoms, preferably an alkylene group having 1 to 6 carbon atoms, and more preferably an alkylene group having 1 to 3 carbon atoms.

Examples of the substituent that the cyclic hydrocarbon group represented by R ³¹ and R ³² may have include a halogen group, an alkoxy group, a chain alkyl group, and a hydroxy group.

Examples of the cyclic structure formed by the mutual bonding of R ³¹ and R ³² include a 5- to 7-membered nitrogen-containing heterocycle or a condensed ring formed by condensing two of these. The nitrogen-containing heterocycle is preferably one that does not have aromaticity, and more preferably a saturated ring. Specific examples include structures represented by the following formulae (3-1), (3-2), and (3-3).

［式（３－１）、（３－２）、（３－３）において、Ｒ³⁴は、炭素数１～６のアルキル基を示す。ｌは０～５の整数を表す。ｍは０～４の整数を表す。ｎは０～４の整数を表す。＊は結合手を表す。ｌが２～５、ｍが２～４、ｎが２～４の場合、複数存在するＲ³⁴は、それぞれ同一でも異なっていてもよい。］

[In formulas (3-1), (3-2), and (3-3), R ³⁴ represents an alkyl group having 1 to 6 carbon atoms. l represents an integer of 0 to 5. m represents an integer of 0 to 4. n represents an integer of 0 to 4. * represents a bond. When l is 2 to 5, m is 2 to 4, and n is 2 to 4, multiple R ^34s may be the same or different.]

The X ³¹ represents an amide group (--CO-NH--), an ester group (--CO-O--), or a single bond. The bonding direction of the amide group and the ester group is not particularly limited. Examples of the bonding form of the amide group include C--CO--NH--Y ³¹ and C--NH--CO--Y ^31. Examples of the bonding form of the ester group include C--CO--O--Y ³¹ and C--O--CO--Y ³¹ .

The divalent hydrocarbon group represented by Y ³¹ includes an alkylene group having 1 to 10 carbon atoms, an alkenylene group having 1 to 10 carbon atoms, and an arenediyl group having 6 to 10 carbon atoms. Among these, an alkylene group having 1 to 10 carbon atoms is preferred. The alkylene group may be either linear or branched, but linear is preferred. ^{Y 31} is preferably an alkylene group having 1 to 5 carbon atoms.

Specific examples of vinyl monomers forming the structural unit represented by general formula (3) include dimethylaminoethyl (meth)acrylate, dimethylaminopropyl (meth)acrylate, dimethylaminobutyl (meth)acrylate, ethylaminoethyl (meth)acrylate, ethylaminopropyl (meth)acrylate, ethylaminobutyl (meth)acrylate, diethylaminoethyl (meth)acrylate, diethylaminopropyl (meth)acrylate, diethylaminobutyl (meth)acrylate, propylaminoethyl (meth)acrylate, propylaminopropyl (meth)acrylate, propylaminobutyl (meth)acrylate, dipropylaminoethyl (meth)acrylate, dipropylaminopropyl (meth)acrylate, dipropylaminobutyl (meth)acrylate, tert-butylaminoethyl (meth)acrylate, and dimethylaminopropyl (meth)acrylamide.

The content of the structural unit represented by general formula (3) is preferably 10% by mass or more, more preferably 20% by mass or more, even more preferably 40% by mass or more, and particularly preferably 60% by mass or more, in 100% by mass of the B block, and is preferably 99% by mass or less, more preferably 90% by mass or less, and even more preferably 85% by mass or less. It is believed that by setting the content of the structural unit represented by general formula (3) in this range, it has high affinity with the coloring material.

The structural unit represented by general formula (4) may be of only one type, or may have two or more types. By having the structural unit represented by general formula (4), even when the block copolymer is exposed to high temperatures, it is believed that the structural unit represented by general formula (3) and the structural unit represented by general formula (5) will turn yellow due to depolymerization, and the inhibition of transmission in the short wavelength region, which is the transmission region of yellow, is suppressed. Therefore, a coloring composition with excellent brightness can be obtained even when subjected to high temperature processing after application. Brightness after heating tends to deteriorate.

［式（４）において、Ｒ⁴¹は水素原子またはヒドロキシ基を有する芳香族基を表す。Ｒ⁴²は水素原子またはメチル基を表す。］

[In formula (4), R ⁴¹ represents a hydrogen atom or an aromatic group having a hydroxyl group. R ⁴² represents a hydrogen atom or a methyl group.]

Examples of the aromatic group having a hydroxy group represented by R ⁴¹ include a 2-hydroxyphenyl group, a 3-hydroxyphenyl group, a 4-hydroxyphenyl group, a 2,3-dihydroxyphenyl group, a 2,4-dihydroxyphenyl group, a 2,5-dihydroxyphenyl group, a 2,6-dihydroxyphenyl group, a 3,4-dihydroxyphenyl group, a 3,5-dihydroxyphenyl group, a 2,3,4-trihydroxyphenyl group, a 2,3,5-trihydroxyphenyl group, a 2,3,6-trihydroxyphenyl group, a 2,4,5-trihydroxyphenyl group, a 2,4,6-trihydroxyphenyl group, a 3,4,5-trihydroxyphenyl group, a 2-hydroxy-1-naphthyl group, a 3-hydroxy-1-naphthyl group, a 4-hydroxy-1-naphthyl group, a 5-hydroxy-1-naphthyl group, a 6-hydroxy-1-naphthyl group, a Examples of hydroxy-1-naphthyl groups include 1-hydroxy-2-naphthyl group, 3-hydroxy-2-naphthyl group, 4-hydroxy-2-naphthyl group, 5-hydroxy-2-naphthyl group, 6-hydroxy-2-naphthyl group, 7-hydroxy-2-naphthyl group, 8-hydroxy-2-naphthyl group, 2,3-dihydroxy-1-naphthyl group, 2,6-dihydroxy-1-naphthyl group, 2,7-dihydroxy-1-naphthyl group, 1,5-dihydroxy-2-naphthyl group, 1,4-dihydroxy-2-naphthyl group, 1,6-dihydroxy-2-naphthyl group, and 1,8-dihydroxy-2-naphthyl group, and preferably, 4-hydroxyphenyl group and 4-hydroxy-1-naphthyl group.

Specific examples of vinyl monomers that form the structural unit represented by general formula (4) include (meth)acrylamide, N-(4-hydroxyphenyl)(meth)acrylamide, and N-(4-hydroxy-1-naphthyl)(meth)acrylamide.

The content of the structural unit represented by general formula (4) is preferably 1% by mass or more, more preferably 3% by mass or more, and even more preferably 5% by mass or more, in 100% by mass of the B block, and is preferably 30% by mass or less, more preferably 20% by mass or less, and even more preferably 15% by mass or less. By setting the content of the structural unit represented by general formula (4) within this range, a coloring composition with excellent brightness can be obtained even when subjected to high-temperature processing after application.

The B block may have a structural unit represented by general formula (5). The B block may have only one type of structural unit represented by general formula (5), or may have two or more types. If the B block has a structural unit represented by general formula (5), strong adsorption to the colorant surface can be maintained for a long period of time, and storage stability is further improved.

［式（５）において、Ｒ⁵¹は、水素原子、置換基を有していてもよい鎖状もしくは環状の炭化水素基を表す。Ｒ⁵²およびＲ⁵³は、それぞれ独立して、置換基を有していてもよい鎖状もしくは環状の炭化水素基を表す。Ｒ⁵²およびＲ⁵³が互いに結合して環状構造を形成していてもよい。Ｒ⁵⁴は水素原子またはメチル基を表す。Ｘ⁵¹はアミド基、エステル基、または、単結合を表す。Ｙ⁵¹は２価の炭化水素基を表す。Ｚ^-は、対イオンを示す。］

[In formula (5), R ⁵¹ represents a hydrogen atom or a chain or cyclic hydrocarbon group which may have a substituent. R ⁵² and R ⁵³ each independently represent a chain or cyclic hydrocarbon group which may have a substituent. R ⁵² and R ⁵³ may be bonded to each other to form a cyclic structure. R ⁵⁴ represents a hydrogen atom or a methyl group. X ⁵¹ represents an amide group, an ester group, or a single bond. ^{Y 51} represents a divalent hydrocarbon group. Z ^- represents a counter ion.]

Examples of the chain-like hydrocarbon group represented by R ⁵¹ to R ⁵³ include linear alkyl groups and branched alkyl groups. The linear alkyl group preferably has 1 to 20 carbon atoms, more preferably 1 to 10 carbon atoms, and even more preferably 1 to 5 carbon atoms. Examples of the linear alkyl group include methyl, ethyl, n-propyl, n-butyl, n-hexyl, n-octyl, n-nonyl, n-decyl, and n-lauryl groups. The branched alkyl group preferably has 3 to 20 carbon atoms, more preferably 3 to 10 carbon atoms, and even more preferably 3 to 5 carbon atoms. Examples of the branched alkyl group include isopropyl, isobutyl, sec-butyl, tert-butyl, 2-ethylhexyl, neopentyl, and isooctyl groups.

Examples of the substituent that the chain hydrocarbon group represented by R ⁵¹ to R ⁵³ may have include a halogen group, an alkoxy group, a benzoyl group (--COC ₆ H ₅ ), and a hydroxy group.

Examples of the cyclic hydrocarbon group represented by R ⁵¹ to R ⁵³ include cyclic alkyl groups and aromatic groups, and the cyclic alkyl groups and aromatic groups may have a chain portion. The number of carbon atoms of the cyclic alkyl groups is preferably 4 to 18 carbon atoms, more preferably 6 to 12 carbon atoms, and even more preferably 6 to 10 carbon atoms. Examples of the cyclic alkyl groups include cyclobutyl groups, cyclopentyl groups, cyclohexyl groups, cycloheptyl groups, and cyclooctyl groups. The number of carbon atoms of the aromatic groups is preferably 6 to 18 carbon atoms, more preferably 6 to 12 carbon atoms, and even more preferably 6 to 8 carbon atoms. Examples of the aromatic groups include phenyl groups, tolyl groups, xylyl groups, and mesityl groups. Examples of the cyclic alkyl groups having a chain portion and the chain portion of the aromatic groups having a chain portion include alkylene groups having 1 to 12 carbon atoms, preferably alkylene groups having 1 to 6 carbon atoms, and more preferably alkylene groups having 1 to 3 carbon atoms.

Examples of the substituent that the cyclic hydrocarbon group represented by R ⁵¹ to R ⁵³ may have include a halogen group, an alkoxy group, a chain alkyl group, and a hydroxy group.

Examples of the cyclic structure formed by the mutual bonding of R ⁵² and R ⁵³ include a 5- to 7-membered nitrogen-containing heterocycle or a condensed ring formed by condensing two of these. The nitrogen-containing heterocycle is preferably one that does not have aromaticity, and more preferably a saturated ring. Specific examples include structures represented by the following formulae (5-1), (5-2), and (5-3).

［一般式（５－１）、（５－２）、（５－３）において、Ｒ⁵⁵は、Ｒ⁵¹である。Ｒ⁵⁶は、炭素数１～６のアルキル基を示す。ｌは０～５の整数を表す。ｍは０～４の整数を表す。ｎは０～４の整数を表す。＊は結合手を表す。ｌが２～５、ｍが２～４、ｎが２～４の場合、複数存在するＲ⁵⁶は、それぞれ同一でも異なっていてもよい。］

[In general formulae (5-1), (5-2) and (5-3), R ⁵⁵ is R ^51. R ⁵⁶ represents an alkyl group having 1 to 6 carbon atoms. l represents an integer of 0 to 5. m represents an integer of 0 to 4. n represents an integer of 0 to 4. * represents a bond. When l is 2 to 5, m is 2 to 4 and n is 2 to 4, the multiple R ⁵⁶ 's may be the same or different.]

The X ⁵¹ represents an amide group (--CO-NH--), an ester group (--CO-O--), or a single bond. The bonding direction of the amide group and the ester group is not particularly limited. Examples of the bonding form of the amide group include C--CO--NH--Y ⁵¹ and C--NH--CO--Y ^51. Examples of the bonding form of the ester group include C--CO--O--Y ⁵¹ and C--O--CO--Y ⁵¹ .

The divalent hydrocarbon group represented by ^Y51 includes an alkylene group having 1 to 10 carbon atoms, an alkenylene group having 1 to 10 carbon atoms, and an arenediyl group having 6 to 10 carbon atoms. Among these, an alkylene group having 1 to 10 carbon atoms is preferred. The alkylene group may be either linear or branched, but linear is preferred. ^Y51 is preferably an alkylene group having 1 to 5 carbon atoms.

Z ^{1 −} includes a halogen anion, a carboxylate anion, a sulfate anion, a sulfonate anion, a phosphate anion, a nitroxide anion, and the like.

Examples of the halogen anion include a fluoro anion, a chloro anion, a bromo anion, and an iodo anion.
Examples of the carboxylate anion include alkyl carboxylate anions such as acetate anion and propionate anion; and aromatic carboxylate anions such as benzoate anion.
Examples of the sulfate anion include alkyl sulfate anions such as methyl sulfate anion and ethyl sulfate anion; and aromatic sulfate anions such as phenyl sulfate anion and benzyl sulfate anion.
Examples of the sulfonate anion include alkylsulfonate anions such as methanesulfonate anion and ethanesulfonate anion; and aromatic sulfonate anions such as benzenesulfonate anion and toluenesulfonate anion.
Examples of the phosphate anion include alkyl phosphate anions such as methylphosphonate anion and ethylphosphonate anion; and aromatic phosphate anions such as phenylphosphonate anion and benzylphosphonate anion.

Specific examples of vinyl monomers forming the structural unit represented by the formula (5) include (meth)acryloyloxyethyl trimethyl ammonium chloride, (meth)acryloyloxypropyl trimethyl ammonium chloride, (meth)acryloyloxybutyl trimethyl ammonium chloride, (meth)acryloyloxyethyl benzyl dimethyl ammonium chloride, (meth)acryloyloxypropyl benzyl dimethyl ammonium chloride, (meth)acryloyloxybutyl benzyl dimethyl ammonium chloride, (meth)acryloyloxyethyl benzyl acryloyloxypropyl benzyl diethyl ammonium chloride, (meth)acryloyloxybutyl benzyl diethyl ammonium chloride, (meth)acryloyloxyethyl benzyl diethyl ammonium bromide, (meth)acryloyloxypropyl benzyl diethyl ammonium bromide, (meth)acryloyloxybutyl benzyl diethyl ammonium bromide, (meth)acryloyloxyethyl benzyl diethyl ammonium iodide, (meth)acryloyloxypropyl benzyl diethyl ammonium Iodide, (meth)acryloyloxybutylbenzyl diethylammonium iodide, (meth)acryloyloxyethylbenzyl diethylammonium fluoride, (meth)acryloyloxypropylbenzyl diethylammonium fluoride, (meth)acryloyloxybutylbenzyl diethylammonium fluoride, (meth)acryloyloxyethyltrimethylammonium methylsulfate, (meth)acryloyloxypropyltrimethylammonium methylsulfate, (meth)acryloyloxybutyltrimethylammonium methylsulfate ester, (meth)acryloyloxyethyl dimethylethyl ammonium ethyl sulfate, (meth)acryloyloxypropyl dimethylethyl ammonium ethyl sulfate, (meth)acryloyloxybutyl dimethylethyl ammonium ethyl sulfate, (meth)acryloyloxyethyl trimethyl ammonium toluene-4-sulfonate, (meth)acryloyloxypropyl trimethyl ammonium toluene-4-sulfonate, (meth)acryloyloxybutyl trimethyl ammonium toluene-4-sulfonate, etc.

When the structural unit represented by general formula (5) is contained, its content is preferably 1% by mass or more, more preferably 5% by mass or more, more preferably 10% by mass or more, and preferably 60% by mass or less, more preferably 40% by mass or less, in 100% by mass of the B block. By setting the content of the structural unit represented by general formula (5) within this range, it is believed that high affinity with the colorant is obtained.

The B block may be composed of only the structural unit represented by the general formula (3), the structural unit represented by the general formula (4), and the structural unit represented by the general formula (5), or may contain other structural units. From the viewpoint of maintaining affinity with the colorant, the total content of the structural unit represented by the general formula (3), the structural unit represented by the general formula (4), and the structural unit represented by the general formula (5) in the B block is preferably 80% by mass or more, more preferably 90% by mass or more, and even more preferably 95% by mass or more, in 100% by mass of the B block. In addition, it is preferable that the B block does not substantially contain a structural unit derived from a vinyl monomer having an acidic group. In other words, the content of the structural unit derived from a vinyl monomer having an acidic group is preferably 5% by mass or less, more preferably 2% by mass or less, and even more preferably 1% by mass or less, in 100% by mass of the B block.

The mass ratio of the structural unit represented by the general formula (4) to the sum of the structural unit represented by the general formula (3) and the structural unit represented by the general formula (5) in the B block (formula (4)/(formula (3)+formula (5))) is preferably 0.01 or more, more preferably 0.03 or more, even more preferably 0.05 or more, and is preferably 0.30 or less, more preferably 0.20 or less, even more preferably 0.15 or less.

Specific examples of vinyl monomers that can form other structural units of the B block include the same ones as those given as specific examples of vinyl monomers that can form other structural units of the A block.

When two or more types of structural units are contained in the B block, the various structural units contained in the B block may be contained in the B block in any form, such as random copolymerization or block copolymerization, and from the viewpoint of uniformity, it is preferable that they are contained in the B block in the form of random copolymerization. For example, the B block may be formed by a copolymer of structural units consisting of the b1 block and structural units consisting of the b2 block.

(2-1-3. Block Copolymer)
The structure of the block copolymer is preferably a linear block copolymer. The linear block copolymer may have any structure (arrangement), but from the viewpoint of the physical properties of the linear block copolymer or the physical properties of the composition, when the A block is expressed as A and the B block is expressed as B, it is preferable that the copolymer has at least one structure selected from the group consisting of (A-B) _m type, (A-B) _m -A type, and (B-A) _m -B type (m is an integer of 1 or more, for example, an integer of 1 to 3). Among these, from the viewpoint of the handling during processing and the physical properties of the composition, it is preferable to use an A-B type diblock copolymer. By forming an A-B type diblock copolymer, the structural unit derived from the (meth)acrylic monomer in the A block, and the structural unit represented by general formula (3) and the structural unit represented by general formula (4) in the B block are localized, and it is considered that the colorant, the dispersion medium (solvent), and the binder resin can be efficiently and suitably acted. The block copolymer may have other blocks other than the A block and the B block.

The content of the A block is preferably 35% by mass or more, more preferably 40% by mass or more, even more preferably 45% by mass or more, and preferably 85% by mass or less, more preferably 80% by mass or less, and even more preferably 75% by mass or less, based on 100% by mass of the entire block copolymer. The content of the B block is preferably 15% by mass or more, more preferably 20% by mass or more, even more preferably 25% by mass or more, and preferably 65% by mass or less, more preferably 60% by mass or less, and even more preferably 55% by mass or less, based on 100% by mass of the entire block copolymer. By adjusting the contents of the A block and the B block within the above ranges, the dispersion performance when used as a dispersant is further improved.

The mass ratio of the A block to the B block in the block copolymer (A block/B block) is preferably 50/50 or more, more preferably 55/45 or more, even more preferably 60/40 or more, and is preferably 95/5 or less, more preferably 90/10 or less, even more preferably 80/20 or less. If the mass ratio of the A block to the B block is within the above range, the dispersion performance when used as a dispersant is further improved.

When the block copolymer contains a structural unit having an acidic group, the content of the structural unit derived from a vinyl monomer having an acidic group in the block copolymer is preferably 1% by mass or more and 10% by mass or less.

The total content of the structural unit represented by the general formula (3), the structural unit represented by the general formula (4) and the structural unit represented by the general formula (5) in the block copolymer is preferably 5% by mass or more, more preferably 10% by mass or more, even more preferably 20% by mass or more, and is preferably 50% by mass or less, more preferably 45% by mass or less, even more preferably 40% by mass or less.

The molecular weight of the block copolymer is measured by gel permeation chromatography (hereinafter referred to as "GPC"). The weight average molecular weight (Mw) of the block copolymer is preferably 3,000 or more, more preferably 4,000 or more, even more preferably 5,000 or more, particularly preferably 6,000 or more, and is preferably 40,000 or less, more preferably 30,000 or less, even more preferably 25,000 or less, and particularly preferably 20,000 or less. If the weight average molecular weight is within the above range, the dispersion performance when used as a dispersant will be better.

The molecular weight distribution (PDI) of the block copolymer is preferably 2.5 or less, more preferably 2.0 or less, and even more preferably 1.6 or less. In the present invention, the molecular weight distribution (PDI) is calculated by (weight average molecular weight (Mw) of the block copolymer) / (number average molecular weight (Mn) of the block copolymer). The smaller the PDI, the narrower the molecular weight distribution width, and the copolymer has a uniform molecular weight. When the PDI value is 1.0, the molecular weight distribution width is the narrowest. In other words, the lower limit of the PDI is 1.0. When the molecular weight distribution (PDI) of the block copolymer exceeds 2.5, it includes both low and high molecular weight ones.

From the viewpoint of adsorption to the colorant and dispersibility of the colorant, the amine value of the block copolymer is preferably 10 mgKOH/g or more, more preferably 25 mgKOH/g or more, even more preferably 40 mgKOH/g or more, and is preferably 200 mgKOH/g or less, more preferably 150 mgKOH/g or less, even more preferably 90 mgKOH/g or less, and particularly preferably 75 mgKOH/g or less.

When the block copolymer contains a structural unit having an acidic group, the acid value of the block copolymer is preferably 5 mgKOH/g or more and preferably 50 mgKOH/g or less. By setting the acid value within this range, the block copolymer can act favorably with the binder resin (alkali-soluble resin) without impairing its affinity with the colorant.

(2-2. Method for Producing Block Copolymer)
Examples of the method for producing the block copolymer include a method in which an A block is first produced by a polymerization reaction of a vinyl monomer, and a monomer for a B block is polymerized to the A block; a method in which a B block is first produced, and a monomer for the A block is polymerized to the B block; a method in which an A block and a B block are produced separately, and then the A block and the B block are coupled; a method in which an A block is first produced, a monomer composition containing a vinyl monomer capable of forming structural units represented by general formula (3) and general formula (4) in the B block is polymerized, and some of the tertiary amine structures of the structural units represented by general formula (3) in the obtained polymer are quaternized.

The polymerization method is not particularly limited, but living radical polymerization is preferred. That is, the block copolymer is preferably one polymerized by living radical polymerization. The living radical polymerization method is preferable in that it maintains the simplicity and versatility of conventional radical polymerization methods, while being less susceptible to termination reactions and chain transfer, and growth is not hindered by side reactions that deactivate the growing end, making it easy to precisely control the molecular weight distribution and produce polymers with a uniform composition.

Living radical polymerization methods include those using transition metal catalysts (ATRP method), those using sulfur-based reversible chain transfer agents (RAFT method), and those using organic tellurium compounds (TERP method), depending on the method used to stabilize the polymer growth terminal. Among these methods, the TERP method is preferred from the viewpoints of the variety of monomers that can be used, molecular weight control in the polymer region, uniform composition, and coloring.

The TERP method is a method of polymerizing a radically polymerizable compound (vinyl monomer) using an organic tellurium compound as a chain transfer agent, and is a method described, for example, in WO 2004/14848, WO 2004/14962, WO 2004/072126, and WO 2004/096870.

Specific polymerization methods of the TERP method include the following (a) to (d).
(a) A vinyl monomer is polymerized using an organotellurium compound represented by the general formula (6).
(b) A vinyl monomer is polymerized using a mixture of an organotellurium compound represented by the general formula (6) and an azo-based polymerization initiator.
(c) A vinyl monomer is polymerized using a mixture of an organotellurium compound represented by general formula (6) and an organoditelluride compound represented by general formula (7).
(d) A vinyl monomer is polymerized using a mixture of an organotellurium compound represented by the general formula (6), an azo-based polymerization initiator, and an organoditelluride compound represented by the general formula (7).

［式（６）において、Ｒ⁶¹は、炭素数１～８のアルキル基、アリール基または芳香族ヘテロ環基を示す。Ｒ⁶²およびＲ⁶³は、それぞれ独立に、水素原子または炭素数１～８のアルキル基を示す。Ｒ⁶⁴は、炭素数１～８のアルキル基、アリール基、置換アリール基、芳香族ヘテロ環基、アルコキシ基、アシル基、アミド基、オキシカルボニル基、シアノ基、アリル基またはプロパルギル基を示す。
式（７）において、Ｒ⁶¹は、炭素数１～８のアルキル基、アリール基または芳香族ヘテロ環基を示す。］

In formula (6), R ⁶¹ represents an alkyl group having 1 to 8 carbon atoms, an aryl group, or an aromatic heterocyclic group. R ⁶² and R ⁶³ each independently represent a hydrogen atom or an alkyl group having 1 to 8 carbon atoms. R ⁶⁴ represents an alkyl group having 1 to 8 carbon atoms, an aryl group, a substituted aryl group, an aromatic heterocyclic group, an alkoxy group, an acyl group, an amido group, an oxycarbonyl group, a cyano group, an allyl group, or a propargyl group.
In formula (7), R ⁶¹ represents an alkyl group having 1 to 8 carbon atoms, an aryl group, or an aromatic heterocyclic group.

Specific examples of the organic tellurium compound represented by the general formula (6) include ethyl-2-methyl-2-n-butyltellanyl-propionate, ethyl-2-n-butyltellanyl-propionate, (2-hydroxyethyl)-2-methyl-methyltellanyl-propionate, and the organic tellurium compounds described in WO 2004/14848, WO 2004/14962, WO 2004/072126, and WO 2004/096870. Specific examples of the organic ditelluride compound represented by the general formula (7) include dimethyl ditelluride and dibutyl ditelluride. The azo polymerization initiator can be any azo polymerization initiator used in normal radical polymerization without any particular restrictions, such as 2,2'-azobis(isobutyronitrile) (AIBN), 2,2'-azobis(2,4-dimethylvaleronitrile) (ADVN), 1,1'-azobis(1-cyclohexanecarbonitrile) (ACHN), 2,2'-azobis(4-methoxy-2,4-dimethylvaleronitrile) (V-70), etc.

In the polymerization process, a vinyl monomer and an organic tellurium compound of general formula (6) are mixed in a vessel purged with an inert gas, and for the purpose of promoting the reaction and controlling the molecular weight and molecular weight distribution depending on the type of vinyl monomer, an azo-based polymerization initiator and/or an organic ditelluride compound of general formula (7) are further mixed. Examples of the inert gas include nitrogen, argon, and helium. Argon and nitrogen are preferable. The amount of the vinyl monomer used in (a), (b), (c), and (d) may be appropriately adjusted depending on the physical properties of the desired copolymer.

The polymerization reaction can be carried out without a solvent, but may be carried out by stirring the mixture using an aprotic or protic solvent generally used in radical polymerization. Examples of aprotic solvents that can be used include anisole, benzene, toluene, propylene glycol monomethyl ether acetate, ethyl acetate, and tetrahydrofuran (THF). Examples of protic solvents include water, methanol, and 1-methoxy-2-propanol. Solvents may be used alone or in combination of two or more. The amount of solvent used may be adjusted appropriately, and is preferably 0.01 ml to 50 ml per 1 g of vinyl monomer. The reaction temperature and reaction time may be adjusted appropriately depending on the molecular weight or molecular weight distribution of the resulting copolymer, but the mixture is usually stirred at 0°C to 150°C for 1 minute to 100 hours. After the polymerization reaction is completed, the solvent used and remaining vinyl monomers are removed from the resulting reaction mixture by ordinary separation and purification means, and the desired copolymer can be separated.

The growing end of the copolymer obtained by the polymerization reaction is in the form of -TeR ⁶¹ (wherein R ⁶¹ is the same as above) derived from the tellurium compound, and is deactivated by operation in air after the polymerization reaction is completed, but tellurium atoms may remain. Since a copolymer with tellurium atoms remaining at the end is colored or has poor thermal stability, it is preferable to remove the tellurium atoms. Methods for removing tellurium atoms include a radical reduction method; a method of adsorption with activated carbon or the like; a method of adsorbing metal with an ion exchange resin or the like, and these methods can also be used in combination. The other end of the copolymer obtained by the polymerization reaction (the end opposite to the growing end) is in the form of -CR ⁶² R ⁶³ R ⁶⁴ (wherein R ⁶² , R ⁶³ and R ⁶⁴ are the same as R ⁶² , R ⁶³ and R ⁶⁴ in formula (6)) derived from the tellurium compound.

When the tertiary amine group of the structural unit represented by the general formula (3) is quaternized, examples of the quaternizing agent include alkyl halides such as methyl chloride, ethyl chloride, methyl bromide, and methyl iodide; aralkyl halides such as benzyl chloride, benzyl bromide, and benzyl iodide; diaryl sulfates such as diphenyl sulfate; dialkyl sulfates such as dimethyl sulfate, diethyl sulfate, and di-n-propyl sulfate; and aromatic alkyl sulfonates such as methyl p-toluenesulfonate and ethyl p-toluenesulfonate. Among these, preferred are aralkyl halides such as benzyl chloride, benzyl bromide, and benzyl iodide, dialkyl sulfates such as dimethyl sulfate, diethyl sulfate, and di-n-propyl sulfate, and aromatic alkyl sulfonates such as methyl p-toluenesulfonate and ethyl p-toluenesulfonate, and more preferred are benzyl chloride, dimethyl sulfate, and methyl p-toluenesulfonate. An alkyl group or aralkyl group derived from the quaternizing agent is introduced into the structure after quaternization. Therefore, by measuring the amount of alkyl groups, aralkyl groups, etc. introduced by quaternization, the amount of the structural unit represented by formula (5) can be estimated.

One method for quaternizing some of the tertiary amine structures of the structural units represented by general formula (3) in the polymerized product is to bring the polymerized product into contact with a quaternizing agent. Specifically, one method is to polymerize a monomer composition containing a vinyl monomer capable of forming the structural units represented by general formula (3), add a quaternizing agent to the reaction liquid, and stir the mixture. The temperature of the reaction liquid to which the quaternizing agent is added is preferably 55°C to 65°C, and the stirring time is preferably 5 hours to 20 hours.

(3. Binder Resin)
The coloring composition contains a binder resin (excluding the block copolymer). Examples of the binder resin include an alkali-soluble resin, a polymerizable compound (polymerizable resin, a monomer having one polymerizable unsaturated bond in the molecule, a monomer having two or more polymerizable unsaturated bonds in the molecule, an oligomer, etc.), a thermosetting resin, a thermoplastic resin, etc. These can be used alone or in a mixture of two or more kinds. Among these, an alkali-soluble resin and/or a polymerizable compound is preferable.

The content of the binder resin in the coloring composition is the total amount of the binder resin used, and is preferably 1% by mass or more, more preferably 2% by mass or more, and even more preferably 5% by mass or more, of the total solid content of the coloring composition, and is preferably 70% by mass or less, more preferably 60% by mass or less, and even more preferably 50% by mass or less.

(3-1. Alkali-soluble resin)
The alkali-soluble resin is not particularly limited as long as it acts as a binder for a colorant and is soluble in a developer, preferably an alkaline developer, used in the development process when producing a color filter. However, it is preferable that the alkali-soluble resin is a resin having an acidic group such as a carboxy group or a phenolic hydroxy group.

Examples of the alkali-soluble resin include a resin obtained by adding an unsaturated monobasic acid to at least a portion of the epoxy groups of a copolymer of an epoxy group-containing (meth)acrylate and another radically polymerizable monomer, or a resin obtained by adding a polybasic acid anhydride to at least a portion of the hydroxyl groups produced by the addition reaction; a linear resin containing a carboxy group in the main chain; a resin in which an epoxy group-containing unsaturated compound is added to the carboxy group portion of a carboxy group-containing resin; a (meth)acrylic resin; and an epoxy (meth)acrylate resin having a carboxy group. These can be used alone or in a mixture of two or more kinds.

As the alkali-soluble resin, a random copolymer containing a structural unit derived from a carboxyl group-containing vinyl monomer, a structural unit derived from a (meth)acrylate, and styrene, a synthetic resin in which a (meth)acrylic group is introduced into an epoxy resin, or a random copolymer containing a structural unit derived from a carboxyl group-containing vinyl monomer and a structural unit derived from a (meth)acrylate is preferred. As the carboxyl group-containing vinyl monomer, (meth)acrylic acid is preferred. Examples of the (meth)acrylate include methyl (meth)acrylate, ethyl (meth)acrylate, butyl (meth)acrylate, isobutyl (meth)acrylate, benzyl (meth)acrylate, phenoxyethyl (meth)acrylate, cyclohexyl (meth)acrylate, isobornyl (meth)acrylate, adamantyl (meth)acrylate, tricyclodecanyl (meth)acrylate, 2-hydroxyethyl (meth)acrylate, 4-hydroxybutyl (meth)acrylate, hydroxypropyl (meth)acrylate, glycerol mono(meth)acrylate, glycidyl (meth)acrylate, 3,4-epoxycyclohexylmethyl (meth)acrylate, and tetrahydrofurfuryl (meth)acrylate.

The alkali-soluble resin preferably has a total content of structural units derived from a carboxyl group-containing vinyl monomer and structural units derived from a (meth)acrylate of 50% by mass or more, more preferably 60% by mass or more, and even more preferably 70% by mass or more. The alkali-soluble resin preferably has a total content of structures derived from a carboxyl group-containing vinyl monomer of 5% by mass or more, more preferably 10% by mass or more, and even more preferably 20% by mass or more, and is preferably 90% by mass or less, and more preferably 70% by mass or less.

Among the above-mentioned alkali-soluble resins, a random copolymer of a carboxyl group-containing vinyl monomer and a (meth)acrylate is preferable. Specific examples of such copolymers include a random copolymer of (meth)acrylic acid and butyl (meth)acrylate, a random copolymer of (meth)acrylic acid and benzyl (meth)acrylate, and a random copolymer of (meth)acrylic acid, butyl (meth)acrylate, and benzyl (meth)acrylate. From the viewpoint of the affinity between the alkali-soluble resin and the colorant, the alkali-soluble resin is particularly preferably a random copolymer of (meth)acrylic acid and benzyl (meth)acrylate. In the copolymer of a carboxyl group-containing vinyl monomer and a (meth)acrylate, the content of (meth)acrylic acid is usually 5% by mass to 90% by mass, preferably 10% by mass to 70% by mass, and more preferably 20% by mass to 70% by mass, of the total monomer components. The polymerization method of these random copolymers is not particularly limited, but living radical polymerization is preferable from the viewpoint of alkali solubility.

The alkali-soluble resin may have a radically polymerizable carbon-carbon double bond in the side chain. By having a double bond in the side chain, the photocurability of the coloring composition according to the present invention is increased, and therefore the resolution and adhesion can be further improved. Examples of a method for introducing a radically polymerizable carbon-carbon double bond in the side chain include a method of reacting a compound such as glycidyl (meth)acrylate, 3,4-epoxycyclohexylmethyl (meth)acrylate, or o- (or m-, or p-) vinylbenzyl glycidyl ether with the acidic group of the binder resin.

The Mw of the alkali-soluble resin is preferably 3,000 to 100,000, more preferably 5,000 to 50,000, and even more preferably 5,000 to 20,000. When the Mw of the alkali-soluble resin is 3,000 or more, the heat resistance, film strength, etc. of the colored layer formed from the colored composition are improved, and when the Mw is 100,000 or less, the alkaline developability of this coating film is even better.

The acid value of the alkali-soluble resin is preferably 20 mgKOH/g to 170 mgKOH/g, more preferably 50 mgKOH/g to 150 mgKOH/g, and even more preferably 90 mgKOH/g to 150 mgKOH/g. When the acid value of the alkali-soluble resin is 20 mgKOH/g or more, the alkali developability becomes even better when the colored composition is used as a colored layer, and when it is 170 mgKOH/g or less, the heat resistance becomes good.

The coloring composition may contain only one type of alkali-soluble resin, or may contain multiple types. In the coloring composition, the content of the alkali-soluble resin is preferably 5 parts by mass to 200 parts by mass, more preferably 10 parts by mass to 100 parts by mass, and even more preferably 20 parts by mass to 80 parts by mass, relative to 100 parts by mass of the coloring material.

(3-2. Polymerizable Compound)
Examples of the polymerizable compound include polymerizable resins (e.g., resins in which a crosslinkable group such as a (meth)acrylic compound or cinnamic acid is introduced into a linear polymer having a reactive substituent such as a hydroxy group, a carboxy group, or an amino group via an isocyanate group, an aldehyde group, or an epoxy group), compounds having one polymerizable unsaturated bond in the molecule (e.g., monofunctional (meth)acrylic monomers (alkyl (meth)acrylates, aralkyl (meth)acrylates, etc.)), compounds having two or more polymerizable unsaturated bonds in the molecule (e.g., polyfunctional (meth)acrylic monomers (di(meth)acrylates of dihydric alcohols, poly(meth)acrylates of trihydric or higher polyhydric alcohols, etc.)). Examples of the polymerizable unsaturated bond include carbon-carbon double bonds and carbon-carbon triple bonds. These can be used alone or in combination of two or more. Among these, compounds having two or more polymerizable unsaturated bonds in the molecule are preferred.

Examples of the monomer having two or more polymerizable unsaturated bonds in the molecule as the polymerizable compound include bisphenol A di(meth)acrylate, 1,4-butanediol di(meth)acrylate, 1,3-butylene glycol di(meth)acrylate, diethylene glycol di(meth)acrylate, glycerol di(meth)acrylate, neopentyl glycol di(meth)acrylate, polyethylene glycol di(meth)acrylate, polypropylene glycol di(meth)acrylate, tetraethylene glycol di(meth)acrylate, trimethylolpropane tri(meth)acrylate, pentaerythritol tri(meth)acrylate, pentaerythritol tetra(meth)acrylate, dipentaerythritol tetra(meth)acrylate, dipentaerythritol hexa(meth)acrylate, dipentaerythritol penta(meth)acrylate, etc.

The content of the polymerizable compound in the coloring composition is preferably 10 parts by mass to 1,000 parts by mass, and more preferably 20 parts by mass to 500 parts by mass, per 100 parts by mass of the coloring material. If the content of the polymerizable compound is within the above range, sufficient curability is obtained and alkaline developability is also good. It is also preferable to use an alkali-soluble resin and a polymerizable compound in combination as the binder resin.

(3-3. Thermosetting resin, thermoplastic resin)
Examples of the thermosetting resin and thermoplastic resin include butyral resin, styrene-maleic acid copolymer, chlorinated polyethylene, chlorinated polypropylene, polyvinyl chloride, vinyl chloride-vinyl acetate copolymer, polyvinyl acetate, polyurethane resin, phenol resin, polyester resin, acrylic resin, alkyd resin, styrene resin, polyamide resin, rubber resin, cyclized rubber, epoxy resin, cellulose, polybutadiene, polyimide resin, benzoguanamine resin, melamine resin, and urea resin.

4. Dispersion Medium
The dispersion medium used in the present invention can be appropriately selected and used as long as it disperses or dissolves other components constituting the coloring composition, does not react with these components, and has moderate volatility. For example, conventionally known organic solvents can be used, for example, ethylene glycol monomethyl ether, ethylene glycol monoethyl ether, ethylene glycol monopropyl ether, ethylene glycol monobutyl ether, propylene glycol monomethyl ether, propylene glycol monoethyl ether, propylene glycol mono-n-butyl ether, propylene glycol-t-butyl ether, diethylene glycol monomethyl ether, diethylene glycol monoethyl ether, diethylene glycol mono-n-butyl ether, methoxymethyl pentanol, dipropylene glycol monoethyl ether, dipropylene glycol monomethyl ether, 3-methyl-3-methoxybutanol, triethylene glycol monomethyl ether, triethylene glycol monoethyl ether, tripropylene glycol methyl ether and other glycol monoalkyl ethers; ethylene glycol dimethyl ether, ethylene glycol diethyl ether, diethylene glycol dimethyl ether, diethylene glycol diethyl ether, Glycol dialkyl ethers such as diethylene glycol dipropyl ether, diethylene glycol dibutyl ether, and dipropylene glycol dimethyl ether; glycol alkyl ether acetates such as ethylene glycol monomethyl ether acetate, ethylene glycol monoethyl ether acetate, ethylene glycol mono-n-butyl ether acetate, propylene glycol monomethyl ether acetate, propylene glycol monoethyl ether acetate, propylene glycol monopropyl ether acetate, propylene glycol monobutyl ether acetate, methoxybutyl acetate, 3-methoxybutyl acetate, methoxypentyl acetate, diethylene glycol monomethyl ether acetate, diethylene glycol monoethyl ether acetate, diethylene glycol mono-n-butyl ether acetate, dipropylene glycol monomethyl ether acetate, triethylene glycol monomethyl ether acetate, triethylene glycol monoethyl ether acetate, and 3-methyl-3-methoxybutyl acetate; ethylene glycol diacetate glycol diacetates such as 1,3-butylene glycol diacetate and 1,6-hexanol diacetate; alkyl acetates such as cyclohexanol acetate; ethers such as amyl ether, propyl ether, diethyl ether, dipropyl ether, diisopropyl ether, butyl ether, diamyl ether, ethyl isobutyl ether and dihexyl ether; acetone, methyl ethyl ketone, methyl amyl ketone, methyl isopropyl ketone, methyl isoamyl ketone, diisopropyl ketone, diisobutyl ketone, methyl isopropyl ether, diisobutyl ketone, methyl ethyl ketone, diisobutyl ketone, methyl ethyl ketone, diisopropyl ether ... Ketones such as butyl ketone, cyclohexanone, ethyl amyl ketone, methyl butyl ketone, methyl hexyl ketone, methyl nonyl ketone, and methoxymethyl pentanone; monohydric or polyhydric alcohols such as ethanol, propanol, butanol, hexanol, cyclohexanol, ethylene glycol, propylene glycol, butanediol, diethylene glycol, dipropylene glycol, triethylene glycol, methoxypropanol, methoxymethyl pentanol, glycerin, and benzyl alcohol; n-pentane, n-octane, and diisobutylene. aliphatic hydrocarbons such as n-hexane, hexene, isoprene, dipentene, and dodecane; alicyclic hydrocarbons such as cyclohexane, methylcyclohexane, methylcyclohexene, and bicyclohexyl; aromatic hydrocarbons such as benzene, toluene, xylene, and cumene; amyl formate, ethyl formate, ethyl acetate, butyl acetate, propyl acetate, amyl acetate, methyl isobutyrate, ethylene glycol acetate, ethyl propionate, propyl propionate, butyl butyrate, isobutyl butyrate, methyl isobutyrate, ethyl caprylate, butyl stearate, Examples of the organic solvent include chain or cyclic esters such as ethyl benzoate, methyl 3-ethoxypropionate, ethyl 3-ethoxypropionate, methyl 3-methoxypropionate, ethyl 3-methoxypropionate, propyl 3-methoxypropionate, butyl 3-methoxypropionate, and γ-butyrolactone; alkoxycarboxylic acids such as 3-methoxypropionic acid and 3-ethoxypropionic acid; halogenated hydrocarbons such as butyl chloride and amyl chloride; ether ketones such as methoxymethylpentanone; and nitriles such as acetonitrile and benzonitrile. From the viewpoints of dispersibility of colorants, solubility of dispersants, and coatability of the coloring composition, the organic solvent is preferably glycol alkyl ether acetates, glycol monoalkyl ethers, and monohydric or polyhydric alcohols. The solvent contained in the coloring composition may be one type only, or may be a plurality of types.

When forming pixels of a color filter by photolithography, the boiling point of the dispersion medium is preferably 100°C to 200°C (under a pressure condition of 1013.25 hPa. The same applies to all boiling points below), and more preferably 120°C to 170°C. Among the above dispersion media, glycol alkyl ether acetates are preferred because they have a good balance of application properties, surface tension, etc., and the solubility of the components in the coloring composition is relatively high. Glycol alkyl ether acetates may be used alone or in combination with other dispersion media. It is also preferable to use a dispersion medium having a boiling point of 150°C or higher in combination. By using a dispersion medium with a high boiling point in combination, the destruction of the interrelationship of the coloring composition due to the rapid drying of the coloring composition can be suppressed. The dispersion medium having a boiling point of 150°C or higher may be a glycol alkyl ether acetate.

The content of the dispersion medium in the coloring composition is not particularly limited and can be adjusted as appropriate. The upper limit of the content of the dispersion medium in the coloring composition is usually 99% by mass. The lower limit of the content of the dispersion medium in the coloring composition is usually 70% by mass, preferably 80% by mass, taking into account the viscosity suitable for application of the coloring composition. The above dispersion medium can be used as a solvent for dissolving and removing precipitates formed from the coloring composition.

(5. Photopolymerization Initiator)
The coloring composition of the present invention may contain a photopolymerization initiator as necessary. This can impart radiation sensitivity to the coloring composition. The photopolymerization initiator is a compound that generates an active species that can initiate polymerization of a polymerizable compound by exposure to radiation such as visible light, ultraviolet light, far infrared light, electron beams, and X-rays.

Examples of the photopolymerization initiator include thioxanthone-based compounds, acetophenone-based compounds, biimidazole-based compounds, triazine-based compounds, O-acyloxime-based compounds, onium salt-based compounds, benzoin-based compounds, benzophenone-based compounds, α-diketone-based compounds, polynuclear quinone-based compounds, diazo-based compounds, and imide sulfonate-based compounds. The photopolymerization initiator can be used alone or in combination of two or more types.

In the coloring composition of the present invention, the content of the photopolymerization initiator is preferably 0.01 parts by mass to 120 parts by mass, and particularly preferably 1 part by mass to 100 parts by mass, relative to 100 parts by mass of the polymerizable compound. In this case, if the content of the photopolymerization initiator is too low, there is a risk that curing due to exposure to light will be insufficient, while if the content is too high, the formed coloring layer will tend to easily fall off from the substrate during development.

(6. Other Compounding Agents)
In the coloring composition of the present invention, other compounding agents can be added in addition to the above compounding agents, so long as the preferable physical properties of the present invention are not impaired. Examples of other compounding agents include dispersants other than the block copolymers (urethane-based dispersing agents, polyethyleneimine-based dispersing agents, polyoxyethylene alkyl ether-based dispersing agents, polyoxyethylene glycol diester-based dispersing agents, sorbitan aliphatic ester-based dispersing agents, aliphatic modified polyester-based dispersing agents, etc.), sensitizing dyes, thermal polymerization inhibitors, surfactants (nonionic surfactants, anionic surfactants, cationic surfactants, amphoteric surfactants), plasticizers, organic carboxylic acid compounds, organic carboxylic anhydrides, antioxidants, ultraviolet absorbers, light stabilizers, pH adjusters, preservatives, antifungal agents, aggregation inhibitors, adhesion improvers, development improvers, storage stabilizers, etc.

Sensitizing dyes include 4,4'-dimethylaminobenzophenone, 4,4'-diethylaminobenzophenone, 2-aminobenzophenone, 4-aminobenzophenone, 4,4'-diaminobenzophenone, 3,3'-diaminobenzophenone, 3,4-diaminobenzophenone, 2-(p-dimethylaminophenyl)benzoxazole, 2-(p-diethylaminophenyl)benzoxazole, 2-(p-dimethylaminophenyl)benzo[4,5]benzoxazole, 2-(p-dimethylaminophenyl)benzo[6,7]benzoxazole, 2,5-bis(p-diethylaminophenyl)1,3,4-o Examples of such compounds include xazole, 2-(p-dimethylaminophenyl)benzothiazole, 2-(p-diethylaminophenyl)benzothiazole, 2-(p-dimethylaminophenyl)benzimidazole, 2-(p-diethylaminophenyl)benzimidazole, 2,5-bis(p-diethylaminophenyl)1,3,4-thiadiazole, (p-dimethylaminophenyl)pyridine, (p-diethylaminophenyl)pyridine, (p-dimethylaminophenyl)quinoline, (p-diethylaminophenyl)quinoline, (p-dimethylaminophenyl)pyrimidine, and (p-diethylaminophenyl)pyrimidine.

Thermal polymerization inhibitors include hydroquinone, p-methoxyphenol, pyrogallol, catechol, 2,6-t-butyl-p-cresol, and β-naphthol.

Nonionic surfactants include fluorine-based surfactants (1,1,2,2-tetrafluorooctyl (1,1,2,2-tetrafluoropropyl) ether, 1,1,2,2-tetrafluorooctylhexyl ether, octaethylene glycol di(1,1,2,2-tetrafluorobutyl) ether, hexaethylene glycol di(1,1,2,2,3,3-hexafluoropentyl) ether, octapropylene glycol di(1,1,2,2-tetrafluorobutyl) ether, hexapropylene glycol di(1,1,2,2,3,3-hexafluoropentyl) ether, sodium perfluorododecyl sulfonate, 1,1,2,2,8,8,9,9,10,10-decafluorododecane, 1,1,2,2,3 , 3-hexafluorodecane, etc.), silicone surfactants, polyoxyethylene surfactants (polyoxyethylene alkyl ethers, polyoxyethylene polyoxypropylene alkyl ethers, polyoxyethylene alkyl phenyl ethers, polyoxyethylene alkyl esters, polyoxyethylene fatty acid esters, glycerin fatty acid esters, polyoxyethylene glycerin fatty acid esters, pentaerythritol fatty acid esters, polyoxyethylene pentaerythritol fatty acid esters, sorbitan fatty acid esters, polyoxyethylene sorbitan fatty acid esters, sorbitol fatty acid esters, polyoxyethylene sorbitol fatty acid esters, etc.), etc.

Examples of anionic surfactants include alkyl sulfonates, alkyl benzene sulfonates, alkyl naphthalene sulfonates, polyoxyethylene alkyl ether sulfonates, alkyl sulfates, alkyl sulfate ester salts, higher alcohol sulfate ester salts, aliphatic alcohol sulfate ester salts, polyoxyethylene alkyl ether sulfates, polyoxyethylene alkyl phenyl ether sulfates, alkyl phosphate ester salts, polyoxyethylene alkyl ether phosphates, polyoxyethylene alkyl phenyl ether phosphates, special polymer surfactants, etc.

Cationic surfactants include quaternary ammonium salts, imidazoline derivatives, alkylamine salts, etc.

Examples of amphoteric surfactants include betaine-type compounds, imidazolium salts, imidazolines, amino acids, etc.

Plasticizers include dioctyl phthalate, didodecyl phthalate, triethylene glycol dicaprylate, dimethyl glycol phthalate, tricresyl phosphate, dioctyl adipate, dibutyl sebacate, triacetyl glycerin, etc.

Examples of organic carboxylic acid compounds include aliphatic monocarboxylic acids such as formic acid, acetic acid, propionic acid, butyric acid, valeric acid, pivalic acid, caproic acid, glycolic acid, acrylic acid, and methacrylic acid; aliphatic dicarboxylic acids such as oxalic acid, malonic acid, succinic acid, glutaric acid, adipic acid, pimelic acid, cyclohexanedicarboxylic acid, cyclohexenedicarboxylic acid, itaconic acid, citraconic acid, maleic acid, and fumaric acid; aliphatic tricarboxylic acids such as tricarballylic acid and aconitic acid; aromatic carboxylic acids in which a carboxyl group is directly bonded to a phenyl group such as benzoic acid, phthalic acid, trimesic acid, pyropetoic acid, and mellophanic acid; and aromatic carboxylic acids in which a carboxyl group is bonded to a phenyl group via a carbon bond such as phenylacetic acid, hydroatropic acid, hydrocinnamic acid, phenylsuccinic acid, and cinnamylindeneacetic acid. By including an organic carboxylic acid compound, it is possible to improve alkaline developability and background scumming.

Examples of organic carboxylic acid anhydrides include acetic anhydride, trichloroacetic anhydride, trifluoroacetic anhydride, tetrahydrophthalic anhydride, succinic anhydride, maleic anhydride, citraconic anhydride, itaconic anhydride, glutaric anhydride, 1,2-cyclohexene dicarboxylic anhydride, n-octadecylsuccinic anhydride, 5-norbornene-2,3-dicarboxylic anhydride, phthalic anhydride, trimellitic anhydride, pyromellitic anhydride, and naphthalic anhydride. By including an organic carboxylic acid anhydride, it is possible to improve alkaline developability and background scumming.

<Method of producing colored composition>
The coloring composition can be prepared by mixing a coloring material, a dispersant (or a dispersant solution), a binder resin, a dispersion medium, and, if necessary, a photopolymerization initiator and other compounding agents. For mixing, for example, a mixer/disperser such as a paint shaker, a bead mill, a ball mill, a dissolver, or a kneader can be used. The coloring composition is preferably filtered after mixing. Since the coloring composition has alkaline developability, it can be suitably used for color filters.

<Color filter>
The color filter of the present invention comprises a colored layer formed using the colored composition.

The method for manufacturing a color filter includes, for example, the following method. First, a coloring composition in which, for example, a red pigment is dispersed is applied onto a transparent substrate such as a thermoplastic resin sheet such as a polyester resin, a polyolefin resin, a polycarbonate resin, or a polymethyl methacrylate resin, a thermosetting resin sheet such as an epoxy resin, an unsaturated polyester resin, or a poly(meth)acrylic resin, or various types of glass, and then pre-baked to evaporate the solvent (dispersion medium) to form a coating film. Next, the coating film is exposed through a photomask, and then developed using an alkaline developer (an organic solvent or an aqueous solution containing a surfactant and an alkaline compound, etc.) to dissolve and remove the unexposed portion of the coating film. Then, post-baking is performed to form a pixel array in which a red pixel pattern is arranged in a predetermined arrangement. Next, using a green coloring composition or a blue coloring composition (the coloring composition of the present invention), coating, pre-baking, exposure, development, and post-baking of each coloring composition are performed in the same manner as above to sequentially form a green pixel array and a blue pixel array on the same substrate. This results in a color filter in which pixel arrays of the three primary colors of red, green, and blue are arranged on the substrate. However, in the present invention, the order in which the pixels of each color are formed is not limited to the above. In addition, a black matrix may be provided on the transparent substrate used to form the pixel array of the three primary colors of red, green, and blue.

When applying the coloring composition to a substrate, any suitable application method can be used, such as spraying, roll coating, rotary coating (spin coating), slit die coating, bar coating, etc., but it is particularly preferable to use spin coating and slit die coating.

After forming a protective film on the pixel pattern thus obtained, if necessary, a transparent conductive film (ITO, etc.) is formed by sputtering. After forming the transparent conductive film, a spacer can be further formed to form a color filter.

The color filter of the present invention has high brightness, dimensional accuracy, etc., and can be suitably used in color liquid crystal display elements, color image pickup tube elements, color sensors, organic EL display elements, electronic paper, etc.

The coloring composition has low viscosity and excellent dispersibility of coloring materials, and therefore can also be used as a coloring column spacer that supports a TFT substrate and a color filter substrate that are positioned with a liquid crystal layer sandwiched between them. For example, a composition with high optical density (Optical Depth: OD) described in JP 2015-191234 A can be mentioned.

The present invention will be described in more detail below based on specific examples. The present invention is not limited to the following examples, and can be modified as appropriate within the scope of the present invention. The polymerization rate, weight average molecular weight (Mw), molecular weight distribution (PDI), amine value, and acid value of the block copolymer and binder resin, and the viscosity and brightness of the coloring composition were evaluated according to the following methods.

The meanings of the abbreviations are as follows:
BTEE: Ethyl 2-methyl-2-n-butyltellanyl-propionate DBDT: Dibutyl ditelluride AIBN: 2,2'-azobis(isobutyronitrile)
BMA: butyl methacrylate PCL5: 5 mol caprolactone adduct of 2-hydroxyethyl methacrylate (manufactured by Daicel Chemical Industries, Ltd., Plaxel (registered trademark) FM5)
DMAEMA: dimethylaminoethyl methacrylate MAm: methacrylamide BzCl: benzyl chloride PMA: propylene glycol monomethyl ether acetate MP: 1-methoxy-2-propanol MeOH: methanol

(Polymerization rate)
^1H -NMR was measured (solvent: _CDCl3 , internal standard: TMS) using a nuclear magnetic resonance (NMR) measurement device (Bruker Biospin, model: AVANCE500 (frequency 500 MHz)). From the obtained NMR spectrum, the integral ratio of the peaks of the vinyl group derived from the monomer and the ester side chain derived from the polymer was obtained, and the polymerization rate of the monomer was calculated.

(Weight average molecular weight (Mw) and molecular weight distribution (PDI))
The molecular weight was determined by gel permeation chromatography (GPC) using a high performance liquid chromatograph (Tosoh, model HLC-8320). A column of SHODEX KF-603 (φ6 mm×150 mm) (SHODEX) was used, a 10 mmol/L lithium bromide/10 mmol/L acetic acid/N-methyl-2-pyrrolidone solution was used as the mobile phase, and a differential refractometer was used as the detector. The measurement conditions were a column temperature of 40° C., a sample concentration of 20 mg/mL, a sample injection amount of 10 μm, and a flow rate of 0.2 mL/min. A calibration curve was created using polystyrene (molecular weights 427,000, 190,000, 96,400, 37,400, 10,200, 2,630, 906) as a standard substance, and the weight average molecular weight (Mw) and number average molecular weight (Mn) were measured. From the measured values, the molecular weight distribution (PDI=Mw/Mn) was calculated.

(Amine value)
The amine value represents the mass of potassium hydroxide (KOH) equivalent to the basic component per 1 g of solid content. The measurement sample was dissolved in tetrahydrofuran, and the obtained solution was neutralized with a 0.1 mol/L hydrochloric acid/2-propanol solution using a potentiometric titrator (product name: GT-06, manufactured by Mitsubishi Chemical Corporation). The amine value (B) was calculated by the following formula, with the inflection point of the titration pH curve being the titration end point.
B = 56.11 x Vs x 0.1 x f/w
B: Amine value (mg KOH/g)
Vs: Amount (mL) of 0.1 mol/L hydrochloric acid/2-propanol solution required for titration
f: Potency of 0.1 mol/L hydrochloric acid (2-propanol) w: Mass (g) of the measurement sample (solid content equivalent)

(Acid value)
The acid value represents the weight of potassium hydroxide required to neutralize the acidic components per 1 g of solid content. The measurement sample was dissolved in tetrahydrofuran, and several drops of 1.0 w/v% phenolphthalein ethanol (90) solution were added to the resulting solution as an indicator, and neutralization titration was performed with 0.1 mol/L potassium hydroxide/ethanol solution. The point where a slight redness remained was set as the titration end point, and the acid value was calculated by the following formula.
A = 56.11 x Vs x 0.1 x f/w
A: Acid value (mg KOH / g)
Vs: Amount (mL) of 0.1 mol/L potassium hydroxide/ethanol solution required for titration
f: Potency of 0.1 mol/L potassium hydroxide/ethanol solution w: Weight of measured sample (g) (solid content equivalent)

(viscosity)
Using an E-type viscometer (product name: TVE-22L, manufactured by Toki Sangyo Co., Ltd.) and a cone rotor (1°34′×R24), the viscosity was measured at 25° C. and a rotor rotation speed of 60 rpm. The initial viscosity was measured for a colored composition that had been prepared and then stored at 25° C. for 16 hours. The evaluation of stability over time was performed for a colored composition that had been prepared and then stored at 40° C. for one week.

(Particle size)
The particle size was measured at 25°C using a concentrated particle size analyzer (product name: FPAR-1000, manufactured by Otsuka Electronics Co., Ltd.). The sample was diluted with propylene glycol monomethyl ether acetate (PGMEA) as necessary. The initial particle size was measured for the colored composition that had been prepared and then stored at 25°C for 16 hours. The stability over time was evaluated for the colored composition that had been prepared and then stored at 40°C for one week.

(Luminance)
On a glass plate (50 mm x 50 mm) with a cleaned surface, three coating films of the coloring composition with different thicknesses were formed using a spin coater (product name: MS-A100, manufactured by Mikasa Co., Ltd.) and dried at 90 ° C. for 10 minutes. The x and Y values of the dried coating film were measured using a spectrophotometer (product name: CM-5, manufactured by Konica Minolta Co., Ltd.). A calibration curve was created from the obtained x and Y values, and the corrected Y value when x = 0.107 was calculated. The coating film was heat-treated at 230 ° C. for 30 minutes, and the corrected Y value was calculated in the same manner as above. In addition, ΔY was calculated from the corrected Y values before and after the heat treatment.

<Synthesis of block copolymer>
(Block Copolymer No. 1)
A flask equipped with an argon gas inlet tube and a stirrer was charged with 46.0 g of BMA, 137.9 g of PCL5, 0.82 g of AIBN, and 40.1 g of PMA, and after replacing with nitrogen, 7.49 g of BTEE and 9.23 g of DBDT were added and reacted at 60° C. for 7 hours to polymerize the A block. The polymerization rate was 98%.

A mixture of 58.0 g of DMAEMA, 8.00 g of MAm, and 38.6 g of MP, which had been previously argon-substituted, was added to the reaction solution, and the mixture was allowed to react at 60°C for 22 hours to polymerize the B block. The polymerization rate was 100%.

After the reaction was completed, the reaction solution was diluted with 27.3 g of MeOH that had been previously substituted with nitrogen, and 9.34 g of BzCl was added to the diluted solution. The mixture was reacted at 60°C for 5 hours to form a quaternary copolymer. After the reaction was completed, the reaction solution was poured into stirred n-heptane. The precipitated polymer was filtered by suction and dried to obtain block copolymer No. 1. The resulting block copolymer No. 1 had an Mw of 15,546, a PDI of 1.50, and an amine value of 56 mgKOH/g.

(Block Copolymers No. 2 and 3)
Block copolymers No. 2 and 3 were prepared in the same manner as in the preparation of block copolymer No. 1. Table 1 shows the monomers, organic tellurium compounds, organic ditelluride compounds, azo-based polymerization initiators, solvents, reaction conditions, and polymerization rates used. Table 2 also shows the composition, Mw, PDI, and amine value of each block copolymer. The content of each structural unit in the copolymer was calculated from the charge ratio and polymerization rate of the monomers used in the polymerization reaction.

<Synthesis of alkali-soluble resin (binder resin)>
Methacrylic acid (MAA) (40.0 g), benzyl methacrylate (BzMA) (160.0 g), and propylene glycol monomethyl ether acetate (PMA) (580.0 g) were charged into a flask equipped with an argon gas inlet tube and a stirrer, and after argon replacement, 2,2'-azobis(isobutyronitrile) (AIBN) (4.0 g), n-dodecanethiol (6.0 g), and PMA (20.0 g) were added and the temperature was raised to 90 ° C. While maintaining the solution at 90 ° C., MAA (80.0 g), BzMA (320.0 g), AIBN (8.0 g), n-dodecanethiol (12.0 g), and PMA (50.0 g) were added dropwise to the solution over 1.5 hours. 60 minutes after the completion of the dropwise addition, the temperature was raised to 110° C., AIBN (0.8 g) and PMA (10.0 g) were added and reacted for 1 hour, AIBN (0.8 g) and PMA (10.0 g) were further added and reacted for 1 hour, and AIBN (0.8 g) and PMA (10.0 g) were further added and reacted for 1 hour.

The resulting reaction solution was cooled to room temperature, and PMA (240.0 g) was added to obtain an alkali-soluble resin solution with a non-volatile content of 39.5%. The weight average molecular weight (Mw) of the alkali-soluble resin was 9,150, the molecular weight distribution (PDI) was 1.92, and the acid value was 128 mg KOH/g.

<Preparation of Coloring Composition>
(Coloring composition No. 1)
A blend composition was prepared so that the pigment was 8.3 parts by weight, the dispersant (block copolymer No. 1) was 5 parts by weight, the alkali-soluble resin was 5 parts by weight, and the PMA was 81.7 parts by weight. 555 parts by weight of 0.3 mm zirconia beads were added, and the mixture was thoroughly dispersed by mixing for 3 hours using a bead mill (trade name: DISPERMAT CA, manufactured by VMA-GETZMANN GmbH). After completion of dispersion, the beads were filtered to obtain a colored composition. As the pigment, C.I. Pigment Blue 15:6 (trade name: FASTOGEN (registered trademark) Blue A540, manufactured by DIC Corporation) was used. The viscosity and brightness of the obtained colored composition were evaluated, and the results are shown in Table 3.

(Coloring Compositions No. 2 and 3)
Except for changing the dispersant (block copolymer), the same preparation method as for colored composition No. 1 was used to prepare colored compositions No. 2 and 3. The viscosity and brightness of the obtained colored compositions were evaluated, and the results are shown in Table 3.

Coloring compositions No. 1 and 2 contain a blue pigment as a coloring material and a block copolymer having an A block having structural units derived from a (meth)acrylic monomer and a B block having structural units represented by formulas (3) and (4) as a dispersant. The coating films of these coloring compositions No. 1 and 2 have small ΔY values before and after heat treatment and large corrected Y values after heat treatment. Therefore, by using these coloring compositions No. 1 and 2, a colored layer can be formed that can suppress the decrease in brightness even when exposed to high temperatures. In particular, coloring composition No. 1, which uses a block copolymer with a low amine value as a dispersant, showed a small change in pigment particle size over time and excellent storage stability.

Coloring composition No. 3 is a case where the block copolymer used as a dispersant does not have the structural unit represented by formula (4). The coating film of this coloring composition No. 3 has a tendency to have a large ΔY value before and after heat treatment and a small corrected Y value after heat treatment. Therefore, it is considered that the luminance of the coloring layer formed by this coloring composition No. 3 is significantly reduced when exposed to high temperatures.

Claims (12)

A coloring composition comprising a colorant, a dispersant, a binder resin, and a dispersion medium,
The coloring material contains a blue coloring material,
the dispersant contains a block copolymer having an A block having a structural unit derived from a (meth)acrylic monomer and a B block having a structural unit represented by general formula (3) and a structural unit represented by general formula (4) ,
the content of the structural unit derived from the (meth)acrylic monomer is 80% by mass or more in 100% by mass of the A block,
the A block contains a structural unit represented by general formula (2) as a structural unit derived from the (meth)acrylic monomer, and the content of the structural unit represented by general formula (2) in 100 mass% of the A block is 60 mass% or more,
the content of the structural unit represented by general formula (3), the structural unit represented by general formula (4) and the structural unit represented by general formula (5) in the A block is less than 10 mass% .

[In formula (2), n1 represents an integer of 1 to 10. R ²¹ represents a hydrogen atom or a methyl group. R ²² represents an alkylene group having 1 to 10 carbon atoms. R ²³ represents an alkylene group having 1 to 10 carbon atoms.]

[In formula (3), R ³¹ and R ³² each independently represent a chain or cyclic hydrocarbon group which may have a substituent. R ³¹ and R ³² may be bonded to each other to form a cyclic structure. R ³³ represents a hydrogen atom or a methyl group. X ³¹ represents an amide group, an ester group, or a single bond. ^{Y 31} represents a divalent hydrocarbon group.]

[In formula (4), R ⁴¹ represents a hydrogen atom or an aromatic group having a hydroxyl group. R ⁴² represents a hydrogen atom or a methyl group.]

[In formula (5), R ⁵¹ represents a hydrogen atom or a chain or cyclic hydrocarbon group which may have a substituent. R ⁵² and R ⁵³ each independently represent a chain or cyclic hydrocarbon group which may have a substituent. R ⁵² and R ⁵³ may be bonded to each other to form a cyclic structure. R ⁵⁴ represents a hydrogen atom or a methyl group. X ⁵¹ represents an amide group, an ester group, or a single bond. Y ⁵¹ represents a divalent hydrocarbon group. Z ^- represents a counter ion.] The coloring composition according to claim 1, wherein the blue colorant is at least one selected from the group consisting of phthalocyanine pigments, anthraquinone pigments, and dioxazine pigments. 3. The colored composition according to claim 1, wherein the block copolymer has an amine value of 10 mg KOH/g to 200 mg KOH/g. The colored composition according to any one of claims 1 to 3 , wherein the B block contains 10% by mass to 99% by mass of the structural unit represented by the general formula (3). The colored composition according to any one of claims 1 to 4, wherein the B block contains the structural unit represented by the general formula (4) in an amount of 1% by mass to 30% by mass. The colored composition according to any one of claims 1 to 5, wherein the B block has a structural unit represented by general formula (5).

[In formula (5), R ⁵¹ represents a hydrogen atom or a chain or cyclic hydrocarbon group which may have a substituent. R ⁵² and R ⁵³ each independently represent a chain or cyclic hydrocarbon group which may have a substituent. R ⁵² and R ⁵³ may be bonded to each other to form a cyclic structure. R ⁵⁴ represents a hydrogen atom or a methyl group. X ⁵¹ represents an amide group, an ester group, or a single bond. ^{Y 51} represents a divalent hydrocarbon group. Z ^- represents a counter ion.] The colored composition according to claim 6, wherein the content of the structural unit represented by general formula (5) is 1% by mass to 60% by mass in 100% by mass of the B block. The coloring composition according to any one of claims 1 to 7, wherein the mass ratio of the A block to the B block of the block copolymer (mass of the A block:mass of the B block) is 50/50 to 95/5. The coloring composition according to any one of claims 1 to 8, wherein the molecular weight distribution (PDI) of the block copolymer is 2.5 or less. The coloring composition according to any one of claims 1 to 9, wherein the block copolymer is polymerized by living radical polymerization. The coloring composition according to any one of claims 1 to 10, which is for use in a color filter. A color filter comprising a colored layer formed using the colored composition according to claim 11.