TWI510564B - Coloring composition for color filter, color filter, display element, and pigment dispersion for color filter - Google Patents

Description

Coloring composition for color filter, color filter, display element, and pigment dispersion for color filter

The present invention relates to a coloring composition for a color filter, a color filter, a display element, and a pigment dispersion for a color filter, and more particularly, to a transmissive or reflective type color liquid crystal display element, A color filter used for a solid-state imaging device, an organic EL display device, or an electronic paper is a colored composition for forming a colored layer, a color filter including a colored layer formed using the colored composition, and the color filter. The display element of the filter.

When a color filter is produced using a coloring sensitizing radiation composition, a method is known in which a pigment dispersion type color-sensitive radiation composition is applied onto a substrate and dried, and then the dried coating film is irradiated with radiation in a desired pattern shape (hereinafter It is called "exposure".) Development is carried out to obtain pixels of respective colors (Patent Documents 1 to 2). Further, a method of forming a black matrix by using a photopolymerizable composition obtained by dispersing carbon black is known (Patent Document 3). In addition, a method of obtaining each color pixel by an inkjet method using a pigment dispersion type colored thermosetting resin composition is known (Patent Document 4).

In the field of color filters used for liquid crystal display elements or solid-state image sensors, the pigments used tend to be more and more microparticulated with the demand for high luminance or high contrast. In order to achieve the stability and good dispersibility of the thus microparticulated pigment, it is known to use a dispersant to be effective. Various methods have been proposed in which the dispersing agent is used to improve the dispersibility of the pigment, and the contrast or dispersion stability is improved, and the developability and the like are also improved (Patent Documents 5 to 6).

Prior technical literature Patent literature

Patent Document 1 Japanese Patent Laid-Open No. 2-144502

Patent Document 2 Japanese Patent Laid-Open No. 3-53201

Patent Document 3 Japanese Patent Laid-Open No. Hei 6-35188

Patent Document 4 Japanese Patent Laid-Open Publication No. 2000-310706

Patent Document 5 Japanese Patent Laid-Open Publication No. 2009-25813

Patent Document 6 Japanese Patent Laid-Open Publication No. 2010-134419

However, according to the methods described in Patent Documents 5 to 6, it is difficult to achieve high contrast, high color purity, and high luminance in color liquid crystal display devices in recent years, and it is difficult to solve the problem of mass production of color filters. Various problems such as heat resistance and solvent resistance. Therefore, there is a strong demand for the development of a color filter which is excellent in heat resistance, solvent resistance, and the like, which has been required for high contrast, high color purity, and high luminance in recent years.

Therefore, an object of the present invention is to provide a coloring composition which can produce a color filter which is excellent in chromaticity characteristics, has high contrast, and is excellent in heat resistance and solvent resistance. Further, an object of the present invention is to provide a color filter including a coloring layer formed of the coloring composition, and a display element including the color filter.

In view of the facts, the inventors of the present invention have diligently studied and found that the above problems can be solved by using a copolymer having a specific repeating unit, and the present invention has been completed.

That is, the present invention provides a coloring composition for a color filter comprising the following components (A), (B) and (C):

(A) a pigment-containing coloring agent;

(B) a copolymer (hereinafter also referred to as "(B) copolymer"), which comprises a repeating unit (1) represented by the following formula (1), a repeating unit (2) represented by the following formula (2), and a repeating unit (3) having a crosslinkable functional group, and the copolymerization ratio of the repeating unit (2) is 90% by mass or more of all repeating units excluding the repeating unit (1) and the repeating unit (3) ;

(C) a crosslinking agent;

[In the formula (1), R ¹ represents a hydrogen atom or a methyl group, and Z represents -N ⁺ R ² R ³ R ⁴ Y ^- (wherein R ² to R ⁴ are independently of each other and represent a hydrogen atom, or may have a substituent a hydrocarbon group, Y ^- represents a relative anion), -NR ⁵ R ⁶ (wherein R ⁵ and R ⁶ are each independently and represent a hydrogen atom, or a hydrocarbon group which may have a substituent), or a nitrogen-containing hetero atom which may have a substituent Ring group, X ¹ represents a divalent linking group. ]

[In the formula (2), R ⁷ represents a hydrogen atom or a methyl group, and R ⁸ represents a saturated aliphatic hydrocarbon group or a saturated alicyclic hydrocarbon group. ]

Moreover, the present invention provides a color filter including a coloring layer formed using the colored composition, and a display element including the color filter. Furthermore, the present invention provides a pigment dispersion liquid for a color filter, comprising: (A) a pigment-containing coloring agent, the (B) copolymer, and (F) a solvent. Here, the "colored layer" refers to each color pixel, black matrix, black spacer, or the like used for the color filter.

When the colored composition of the present invention is used, a color filter of each color pixel having excellent chromaticity characteristics, high contrast, and excellent heat resistance and solvent resistance can be obtained.

Therefore, the coloring composition for a color filter of the present invention is extremely suitable for use in a color filter for a color liquid crystal display element, a color filter for color separation of a solid-state image sensor, and a color filter for an organic EL display element. The production of various color filters, including light filters and color filters for electronic paper.

[Formation for implementing the invention]

The invention is described in detail below.

Coloring composition for color filter

Hereinafter, the constituent components of the coloring composition for a color filter (hereinafter simply referred to as "coloring composition") of the present invention will be described.

- (A) colorant -

The colored composition of the present invention contains a pigment as the (A) colorant. The pigment is not particularly limited and may be either an organic pigment or an inorganic pigment. In the present invention, the pigments may be used singly or in combination of two or more. Of course, organic pigments can also be used in combination with inorganic pigments.

In the case of the above organic pigments, for example, a color index (C.I.; issued by The Society of Dyers and Colourists) is classified as a compound of a pigment. Specifically, for example, it is named as the color index (C.I.) as described below.

CI Pigment Yellow 12, CI Pigment Yellow 13, CI Pigment Yellow 14, CI Pigment Yellow 17, CI Pigment Yellow 20, CI Pigment Yellow 24, CI Pigment Yellow 31, CI Pigment Yellow 55, CI Pigment Yellow 83, CI Pigment Yellow 93, CI Pigment Yellow 109, CI Pigment Yellow 110, CI Pigment Yellow 138, CI Pigment Yellow 139, CI Pigment Yellow 150, CI Pigment Yellow 153, CI Pigment Yellow 154, CI Pigment Yellow 155, CI Pigment Yellow 166, CI Pigment Yellow 168, CI Pigment Yellow 180, CI Pigment Yellow 211; CI Pigment Orange 5, CI Pigment Orange 13, CI Pigment Orange 14, CI Pigment Orange 24, CI Pigment Orange 34, CI Pigment Orange 36, CI Pigment Orange 38, CI Pigment Orange 40, CI Pigment Orange 43, CI Pigment Orange 46, CI Pigment Orange 49, CI Pigment Orange 61, CI Pigment Orange 64, CI Pigment Orange 68, CI Pigment Orange 70, CI Pigment Orange 71, CI Pigment Orange 72, CI Pigment Orange 73, CI Pigment Orange 74; CI Pigment Red 1, CI Pigment Red 2, CI Pigment Red 5, CI Pigment Red 17, CI Pigment Red 31, CI Pigment Red 32, CI Pigment Red 41, CI Pigment Red 122, CI Pigment Red 123, CI Pigment Red 144, CI Pigment Red 149, CI Pigment Red 166, CI Pigment Red 168, CI Pigment Red 1 70, CI Pigment Red 171, CI Pigment Red 175, CI Pigment Red 176, CI Pigment Red 177, CI Pigment Red 178, CI Pigment Red 179, CI Pigment Red 180, CI Pigment Red 185, CI Pigment Red 187, CI Pigment Red 202, CI Pigment Red 206, CI Pigment Red 207, CI Pigment Red 209, CI Pigment Red 214, CI Pigment Red 220, CI Pigment Red 221, CI Pigment Red 224, CI Pigment Red 242, CI Pigment Red 243, CI Pigment Red 254, CI Pigment Red 255, CI Pigment Red 262, CI Pigment Red 264, CI Pigment Red 272; CI Pigment Violet 1, CI Pigment Violet 19, CI Pigment Violet 23, CI Pigment Violet 29, CI Pigment Violet 32, CI Pigment Violet 36, CI Pigment Violet 38; CI Pigment Blue 1, CI Pigment Blue 15, CI Pigment Blue 15:3, CI Pigment Blue 15:4, CI Pigment Blue 15:6, CI Pigment Blue 60, CI Pigment Blue 80; CI Pigment Green 7, CI Pigment Green 36, CI Pigment Green 58; CI Pigment Brown 23, CI Pigment Brown 25; CI Pigment Black 1, CI Pigment Black 7.

Further, inorganic pigments such as: titanium oxide, barium sulfate, calcium carbonate, zinc oxide, lead sulfate, yellow lead, zinc yellow, iron oxide (red iron oxide (III)), cadmium red, ultramarine blue, indigo, chrome oxide green, cobalt Green, bauxite, titanium black, synthetic iron black, carbon black, etc.

In the present invention, the pigment may be purified and used by a recrystallization method, a reprecipitation method, a solvent washing method, a sublimation method, a vacuum heating method, or the like. Further, the pigment can be modified and used as a resin surface as desired. The resin which modifies the surface of the pigment particle is, for example, a vehicle resin described in JP-A-2001-108817 or a commercially available resin for pigment dispersion. For the resin coating method of the carbon black surface, for example, a method described in, for example, JP-A-H09-71733, JP-A-H09-95625, JP-A-H09-124969, and the like can be employed. Further, the organic pigment is preferably used by refining the primary particles by a so-called salt milling. For the method of salt milling, for example, the method disclosed in Japanese Laid-Open Patent Publication No. Hei 08-179111 can be employed.

On the other hand, in the coloring composition for a color filter, by using a dye as a coloring agent, high luminance or high contrast which cannot be achieved by the pigment alone can be achieved. However, when a dye is used as a coloring agent, the heat resistance or solvent resistance of the colored layer may be remarkably deteriorated (refer to Comparative Example 6). On the other hand, in the coloring composition of the present invention, by using the (B) copolymer as a pigment dispersant, a coloring layer capable of forming a heat-resistant and solvent-resistant property can be obtained as compared with a case where a combination of a pigment and a dye is used as a coloring agent. The colored composition (see Examples 10 and 11).

The dye is, for example, designated as a compound of the following color index (C.I.).

CI Acid Yellow 11, CI Acid Orange 7, CI Acid Red 37, CI Acid Red 180, CI Acid Blue 29, CI Direct Red 28, CI Direct Red 83, CI Direct Yellow 12, CI Direct Orange 26, CI Direct Green 28, CI Direct Green 59, CI Reaction Yellow 2, CI Reaction Red 17, CI Reaction Red 120, CI Reaction Black 5, CI Disperse Orange 5, CI Disperse Red 58, CI Disperse Blue 165, CI Basic Blue 41, CI Alkali Red 18, CI mordant red 7, CI mordant yellow 5, CI mord black 7 and other azo dyes; CI reduction blue 4, CI acid blue 40, CI acid green 25, CI reaction blue 19, CI reaction blue 49, CI dispersion Anthraquinone dyes such as red 60, CI disperse blue 56, CI disperse blue 60, etc.; cyanine dyes such as CI reduction blue 5; quinone imine dyes such as CI basic blue 3 and CI basic blue 9; CI Solvent Yellow 33, CI Acid Yellow 3, CI Disperse Yellow 64 and other quinoline dyes; CI Acid Yellow 1, CI Acid Orange 3, CI Disperse Yellow 42 and other nitro dyes; CI Disperse Yellow 201, CI Solvent Yellow a methine dye such as 179.

In the present invention, when a dye is used as the colorant, the dye may be used singly or in combination of two or more.

(A) The content ratio of the coloring agent is usually from 5 to 70% by mass, preferably from 5 to 70% by mass, based on the viewpoint of forming a pixel having a high luminance, excellent color purity, or a black matrix excellent in light-shielding properties. 5 to 60% by mass. Here, the solid content means a component other than the solvent described later.

-(B) Copolymer -

In the present invention, the (B) copolymer has a repeating unit (1), a repeating unit (2), and a repeating unit (3), and the copolymerization ratio of the repeating unit (2) is a repeating unit (1) and repeats. The copolymer of 90% by mass or more of all the repeating units of the unit (3) functions as a pigment dispersing agent.

The repeating unit (1) is represented by the above formula (1).

In the above formula (1), R ^{1 is} preferably a methyl group among a hydrogen atom and a methyl group.

Further, Z represents -N ⁺ R ² R ³ R ⁴ Y ^- , -NR ⁵ R ⁶ or a nitrogen-containing heterocyclic group which may have a substituent, and R ² to R ⁶ are independently of each other and represent a hydrogen atom, or may have The hydrocarbon group of the substituent, but in the present invention, the "hydrocarbon group" includes the concepts of an aliphatic hydrocarbon group, an alicyclic hydrocarbon group and an aromatic hydrocarbon group, and may be in the form of a linear chain, a branched chain or a ring, and may be a saturated hydrocarbon group. It may also be an unsaturated hydrocarbon group or may have an unsaturated bond in either the molecule or at the end.

In the above aliphatic hydrocarbon group, an alkyl group having 1 to 20 carbon atoms (preferably 1 to 12 carbon atoms) is preferred. Specifically, for example, a methyl group, an ethyl group, a propyl group, a butyl group or the like. Further, in the above alicyclic hydrocarbon, an alicyclic hydrocarbon group having 3 to 20 carbon atoms (preferably 3 to 12) is preferred, and a cycloalkyl group having 3 to 20 carbon atoms (preferably 3 to 12 carbon atoms) is preferred. Better. Specifically, it is, for example, a cyclopropyl group, a cyclobutyl group, a cyclopentyl group, a cyclohexyl group or the like. Further, in the above aromatic hydrocarbon group, an aromatic hydrocarbon group having 6 to 20 carbon atoms (preferably 6 to 10) is preferred, and an aryl group or carbon having 6 to 20 carbon atoms (preferably 6 to 10 carbon atoms) is preferred. The aralkyl group having 7 to 20 (preferably, 7 to 16 carbon atoms) is more preferable. Here, in the present invention, the "aryl group" means a monocyclic to 3-ring aromatic hydrocarbon group, and examples thereof include a phenyl group, a naphthyl group, a biphenyl group, an anthracenyl group and the like. Specific examples of the aralkyl group include a benzyl group, a phenethyl group, an α-methylbenzyl group, a 2-phenylpropan-2-yl group and the like.

Wherein, in the case of the hydrocarbon group in R ² to R ⁶ , an alkyl group having 1 to 12 carbon atoms (and more preferably 1 to 6 carbon atoms) and an aralkyl group having 7 to 16 carbon atoms (and more preferably 7 to 12 carbon atoms) The group is preferably a methyl group, an ethyl group, a propyl group, a butyl group or a benzyl group.

Further, as the substituent in R ² to R ⁶ , for example, an alkyl group having 1 to 6 carbon atoms, a halogen atom, a hydroxyl group, a substituted or unsubstituted amino group, a nitro group, a cyano group, a carboxyl group, and a carbon number of 1 ~6 alkoxy group.

In the case of Y ^- , for example, a halogen ion of Cl ^- , Br ^- , I ^- or the like, a relative anion of an acid such as ClO ₄ ^- , BF ₄ ^- , CH ₃ COO ^- , PF ₆ ^- or the like.

In the present invention, the "nitrogen-containing heterocyclic group" means a heterocyclic group having at least one nitrogen atom as a constituent element of the ring, preferably a heteromonocyclic group or two condensed heterocyclic groups which are condensed. The heterocyclic group may be an unsaturated ring or a saturated ring, or may have a hetero atom other than a nitrogen atom (for example, an oxygen atom or a sulfur atom) in the ring.

In the case of an unsaturated heterocyclic ring, for example, a pyridine ring, an imidazole ring, a thiazole ring, An azole ring, a triazole ring, an imidazoline ring, a tetrahydropyrimidine ring, and the like. Also, in the case of a saturated heterocyclic ring, for example, Phenanthene ring, piperidine ring, piperazine Ring and so on. Further, as the substituent in the nitrogen-containing heterocyclic group, for example, an alkyl group having 1 to 6 carbon atoms, a halogen atom, a carboxyl group, an ester group, an ether group, a hydroxyl group, an amine group, a decylamino group, a thiol group, Sulfether groups and the like.

The above heteromonocyclic group is preferably a 5- to 7-membered ring, and specifically, for example, a group having a basic skeleton represented by the following formula (1-1) or (1-2), and the heteromonocyclic group may also be used. Has a substituent.

In the formula (1-1), R represents a hydrogen atom or a hydrocarbon group which may have a substituent, and "*" represents a linking bond, but the hydrocarbon group in R is, for example, the same as the above R ² .

In the formula (1-2), "*" represents a connection key.

In addition, the condensed heterocyclic group has, for example, a group having a basic skeleton represented by the following formulas (1-3) to (1-5), and the condensed heterocyclic group may have a substituent. .

In the formulas (1-3) to (1-5), "*" represents a connection key.

In the above formula (1), the divalent linking group (X ¹ ) is, for example, a methylene group, a C 2 to 10 (preferably 2 to 6) alkylene group, an exoaryl group, or -CONH. -R ¹¹ - group, -COO-R ¹² - group, and the like. Here, R ¹¹ and R ¹² are each independently a single bond, a methylene group, an alkylene group having 2 to 10 carbon atoms (preferably 2 to 6), or an ether group having 2 to 10 carbon atoms (alkylene group). Oxyalkylene). Among them, X ^{1 is} preferably a -COO-R ¹² - group, and R ¹² is preferably a C 2 to 6 alkyl group.

The repeating unit (2) is represented by the above formula (2).

In the above formula (2), in the case of R ⁷ , a methyl group is preferred among a hydrogen atom and a methyl group.

In R ⁸ , in the case of a saturated aliphatic hydrocarbon group, an alkyl group having 1 to 15 carbon atoms (preferably 1 to 12 carbon atoms) is preferred, and a methyl group, an ethyl group, a propyl group, a butyl group, an isobutyl group, and the like are preferable. Tributyl, 2-ethylhexyl, isodecyl, dodecyl is preferred.

Further, in R ⁸ , the saturated alicyclic hydrocarbon group is, for example, a cycloalkyl group, a saturated condensed polycyclic hydrocarbon group, a saturated bridged cyclic hydrocarbon group, a saturated spirohydrocarbyl group, a saturated cyclic terpene group or the like. Among them, in the case of R ⁸ , a saturated alicyclic hydrocarbon group having 3 to 20 carbon atoms (preferably 4 to 15) is preferred, and a cyclohexyl group, a tributylcyclohexyl group, a decahydro-2-naphthyl group, The ring [5.2.1.0 ^2,6 ]癸-8-yl, adamantyl, pentacyclopentadecyl, cyclopentenyl, and isodecyl are especially preferred.

The repeating unit (3) has a crosslinkable function, but the crosslinkable functional group is not particularly limited, and examples thereof include an ethylenically unsaturated group, an oxiranyl group, an oxypropylene group, a tetrahydrofuranyl group, and a tetrahydropyranyl group. An episulfide group, a (dithio) carbonate group or the like. Among the crosslinkable functional groups, an ethylenically unsaturated group, an oxiranyl group, an oxypropylene group or a tetrahydrofuran group is preferred from the viewpoint of heat resistance and solvent resistance. Further, from the viewpoint of contrast, a propylene oxide group or a tetrahydrofuran group is preferred.

Specific examples of the above ethylenically unsaturated group include, for example, allyl group, vinyloxy group, (meth)acryloxy group, vinylbenzyloxy group and the like. Further, as a specific example of the above oxirane group, for example, a glycidyl group, a 2-methylepoxypropyl group, a glycidoxy group, a 3,4-epoxycyclohexyl group or the like; Specific examples of the propylene oxide group include, for example, 3-methyl propylene oxide-3-yl, 3-ethyl propylene oxide-3-yl, 3-methyl propylene oxide-3-ylmethoxy , 3-ethyl propylene oxide-3-ylmethoxy, and the like. Further, specific examples of the tetrahydrofuranyl group include a tetrahydrofuran-2-yl group and a tetrahydrofuran-3-yl group.

The repeating unit (3) is, for example, a repeating unit represented by the following formula (3).

In the formula (3), R ¹⁰ represents a hydrogen atom or a methyl group, A represents a crosslinkable functional group, and X ² represents a single bond or a divalent linking group.

In the above formula (3), in the case of R ¹⁰ , a methyl group is preferred among a hydrogen atom and a methyl group.

A divalent linking group (X ² ), for example, -CONH-R ¹³ -(*) group, -COO-R ¹⁴ -(*) group, -COO-R ¹⁵ -OOCNH-R ¹⁶ -(*) group, - C ₆ H ₄ CH ₂ -(*) group, -C ₆ H ₄ CH ₂ OR ¹⁷ -(*) group or the like. Here, R ¹³ and R ¹⁴ are each independently and represent a single bond, a methylene group, a hydrocarbon group having a carbon number of 2 to 10 or a hydrocarbon group having 2 to 10 carbon atoms (alkylalkyloxyalkylene group). R ¹⁵ and R ¹⁶ are independently of each other and represent a methylene group or a C 2 to 10 (preferably 2 to 6) alkylene group, and R ¹⁷ represents an alkylene group having 2 to 10 carbon atoms which may also have a hydroxyl group. *) represents the connection key to the A bond. Further, in R ¹³ and R ¹⁴ , the hydrocarbon group is, for example, the same as the above R ² .

Among them, in the case of X ² , a -COO-R ¹⁴ - group or a -COO-R ¹⁵ -OOCNH-R ¹⁶ - group is preferred.

(B) The copolymer may have a repeating unit other than the above (hereinafter referred to as "repeating unit (4)"). In the case of such a repeating unit (4), for example, a styrene monomer derived from styrene, α-methylstyrene or the like; (meth)acrylic acid, maleic acid, maleic anhydride, succinic acid single [2-(Methyl) propylene oxime], ω-carboxypolycaprolactone mono(meth) acrylate, having p-vinylbenzoic acid, p-hydroxystyrene, p-hydroxy-α-methylstyrene a vinyl group-based monomer such as an acid group; an aryl (meth)acrylate monomer such as phenyl (meth)acrylate or benzyl (meth)acrylate; (meth)acrylofluorene or the like ( Methyl) propylene sulfonium halide monomer; (meth) acrylamide amine monomer such as (meth) acrylamide or N-methylol acrylamide; vinyl acetate; acrylonitrile; N- Acryl fluorenyl The repeating unit of the monomer such as a porphyrin is a repeating unit represented by the following formula (4). Here, in the present invention, "(meth)acrylate" means "acrylate or methacrylate".

In the formula (4), R ²⁰ represents a hydrogen atom or a methyl group, R ²¹ represents an alkylene group having 2 to 4 carbon atoms, and R ²² represents an alkyl group having 1 to 6 carbon atoms.

(B) The copolymerization ratio of the repeating unit (1) in the copolymer is preferably from 5 to 70% by mass, more preferably from 10 to 60% by mass, still more preferably from 15 to 40% by mass, based on the total of the repeating units. . The copolymerization ratio of the repeating unit (2) is 90% by mass or more, preferably 95% by mass or more, and more preferably 100% by mass in all the repeating units excluding the repeating unit (1) and the repeating unit (3). The copolymerization ratio of the repeating unit (3) is preferably from 3 to 80% by mass, more preferably from 5 to 70% by mass, even more preferably from 10 to 60% by mass, based on all the repeating units. By co-polymerizing each repeating unit in such a ratio, the desired effect can be made higher.

Further, in the case of the repeating unit (1) in the (B) copolymer, when Z contains -N ⁺ R ² R ³ R ⁴ Y ^- repeating unit and Z contains both -NR ⁵ R ⁶ repeating units, A viewpoint of making the contrast higher is preferable. In this case, Z is a copolymerization ratio (mole ratio) of -N ⁺ R ² R ³ R ⁴ Y ^- repeating unit and Z is -NR ⁵ R ⁶ repeating unit, preferably 20/80 to 99/1. 30/70~98/2 is better, 40/60~97/3 is especially good.

(B) The copolymer is not particularly limited as long as it has a repeating unit (1), a repeating unit (2), and a repeating unit (3), but is preferably a block copolymer from the viewpoint of higher dispersibility, and includes : A block, without repeat unit (2) and repeat unit (3), with repeat unit (1); and B block, without repeat unit (1), with repeat unit (2) and repeat unit (3). The block copolymer is preferably an A-B block copolymer or a B-A-B block copolymer. In this case, the copolymerization ratio (mass ratio) of the A block/B block is preferably 5/95 to 70/30, more preferably 10/90 to 60/40, and particularly preferably 15/85 to 40/60.

In the A block, the repeating unit (1) may contain two or more kinds in one A block. In this case, each repeating unit may be randomly copolymerized or block copolymerized in the A block. contain. In the present invention, the A block is preferably a repeating unit (1) containing Z as -N ⁺ R ² R ³ R ⁴ Y ^- and a repeating unit (1) wherein Z is -NR ⁵ R ⁶ .

On the other hand, in the B block, the repeat unit (2) and the repeat unit (3) may be contained in any of random copolymerization and block copolymerization. (B) When the copolymer is a BAB block copolymer, it may be a B1-A-B2 block copolymer having: a B1 block having a repeating unit (2) and having no repeating unit (3); and a B2 block , with repeat units (3) and no repeat units (2). Further, the repeating unit (2) and the repeating unit (3) may be contained in each of two B blocks, and in this case, any of the B blocks may be randomly copolymerized or block copolymerized. The pattern contains each repeating unit.

The B block may also contain a repeating unit other than the repeating unit (2) and the repeating unit (3). For such a repeating unit, for example, the above repeating unit (4).

(B) The molecular weight of the block copolymer, which is preferably a weight average molecular weight (hereinafter also referred to as "Mw") in terms of polymethyl methacrylate measured by gel permeation chromatography (GPC, eluting solvent: DMF). It is 1,000 to 30,000, and particularly preferably 5,000 to 15,000. Further, the ratio (Mw/Mn) of the number average molecular weight (hereinafter referred to as "Mn") in terms of Mw of the block copolymer (M) and polymethyl methacrylate measured by GPC (eluent solvent: DMF), It is preferably 1.0 to 1.8, more preferably 1.0 to 1.7, still more preferably 1.0 to 1.6, and particularly preferably 1.0 to 1.5. By making the (B) copolymer into such a state, a coloring composition excellent in dispersibility and alkali developability can be obtained.

(B) The copolymer can be produced by a conventional method. However, when the (B) copolymer is a block copolymer, it can be produced, for example, by living-polymerizing a monomer which imparts each of the above repeating units. For the living polymerization method, Japanese Patent Laid-Open Publication No. Hei 9-62002; Japanese Patent Laid-Open Publication No. 2002-31713; P. Lutz, P. Masson et al, Polym. Bull. 12, 79 (1984); BC Anderson , GD Andrews et al, Macromolecules, 14, 1601 (1981); K. Hatada, K. Ute, et al, Polym. J. 17, 977 (1985); K. Hatada, K. Ute, et al, Polym. J. 18, 1037 (1986); Right Hand Hao Yi, Putian Gengyi, Polymer Processing, 36, 366 (1987); Dong Cun Min Yan, Ze Benguang, Polymer Proceedings, 46, 189 (1989); M. Kuroki, T. Aida, J. Am Chem. Soc, 109, 4737 (1987); Xiangtian Zhuo San, Jing Shangxiang, Organic Synthetic Chemistry, 43, 300 (1985); DY Sogoh, WR Hertler et al, Macromolecule S, 20, 1473 (1987); J. Polym. Sci. Part A Polym. Chem., 47, 3773-3794 (2009); J. Polym. Sci. Part A Polym. Chem., 47, 3544-3557 (2009) and the like.

To give a monomer of the repeating unit (1) and for the monomer of the formula (1) wherein Z is -N ⁺ R ² R ³ R ⁴ Y ^- or -NR ⁵ R ⁶ , for example, (meth) propylene Amidinopropyltrimethylammonium chloride, (meth)acryloxyethyltrimethylammonium chloride, (meth)acryloxyethyltriethylammonium chloride, (methyl) Propylene methoxyethyl (4-benzylidenebenzyl) dimethyl ammonium bromide, (meth) propylene oxiranyl ethyl benzyl dimethyl ammonium chloride, (meth) propylene fluorenyloxy Ethylbenzyldiethylammonium chloride, dimethylaminoethyl (meth)acrylate, diethylaminoethyl (meth)acrylate, dimethylaminopropyl (meth)acrylate, (methyl) Diethylaminopropyl acrylate and the like. Further, Z is a repeating unit (1) of -N ⁺ R ² R ³ R ⁴ Y ^- , for example, a monomer in which Z is -NR ⁵ R ⁶ (for example, dimethylaminoethyl (meth)acrylate After the copolymer is copolymerized, the copolymer is reacted with a halogenated hydrocarbon compound such as chlorotoluene to obtain an amine group.

Further, in order to provide a monomer which repeats the monomer of the unit (1) and in which the Z in the formula (1) is a nitrogen-containing heterocyclic group, for example, a compound group α (monomers 1 to 18) of the following formula, A compound represented by the following formula (5) or the like. Further, the monomer of the repeating unit (1) may be used alone or in combination of two or more.

[Compound group α]

Further, in the case of providing a monomer of the repeating unit (2), for example, methyl (meth)acrylate, ethyl (meth)acrylate, propyl (meth)acrylate, or isopropyl (meth)acrylate, Butyl (meth)acrylate, isobutyl (meth)acrylate, tert-butyl (meth)acrylate, 2-ethylhexyl (meth)acrylate, isodecyl (meth)acrylate, (A) Base) dodecyl acrylate, cyclohexyl (meth)acrylate, sulphide [5.2.1.0 ^2,6 ] 癸-8-yl (meth) acrylate, isodecyl (meth) acrylate, (methyl) Acryl acrylate, decahydro-2-naphthyl (meth)acrylate, pentacyclopentadecyl (meth)acrylate, and the like. These may be used singly or in combination of two or more.

Providing a monomer of repeating unit (3), for example, allyl (meth) acrylate, 2-(2-vinyloxyethoxy)ethyl (meth) acrylate, glycidyl (meth) acrylate , 2-methylglycidyl (meth)acrylate, 4-epoxypropyloxybutyl (meth)acrylate, 3,4-epoxycyclohexylmethyl (meth)acrylate, vinyl Benzyl epoxidized propyl ether, 3-(vinyloxymethyl)-3-ethyl propylene oxide, 3-[(methyl) propylene methoxymethyl] propylene oxide, 3-[(A Base) acryloxymethyl]-3-ethyl propylene oxide, tetrahydrofurfuryl (meth) acrylate, 3-tetrahydrofurfuryl (meth) acrylate, 2-(tetrahydro) (meth) acrylate Mercaptooxy)ethyl ester and the like. These may be used alone or in combination of two or more.

Further, the crosslinkable functional group is a repeating unit (3) of an ethylenically unsaturated bond, except for allyl (meth)acrylate and 2-(2-vinyloxyethoxy)ethyl (meth)acrylate In addition to the copolymerization, it can also be introduced by various methods. In the method, for example, after copolymerizing an ethylenically unsaturated monomer having a carboxyl group (for example, (meth)acrylic acid), the copolymer and an ethylenically unsaturated compound having an oxiranyl group (for example, a method for reacting (glycidyl methacrylate), a method of copolymerizing an ethylenically unsaturated monomer having an oxiranyl group, and reacting the copolymer with an ethylenically unsaturated compound having a carboxyl group, After copolymerization of a hydroxyl group-containing ethylenically unsaturated monomer (for example, 2-hydroxyethyl (meth)acrylate), the copolymer has an isocyanate group-containing ethylenically unsaturated compound (for example, isocyanate 2-(A) a method of reacting a propylene methoxyethyl ester).

Further, a monomer of repeating unit (4) is provided, for example, styrene, α-methylstyrene, (meth)acrylic acid, maleic acid, maleic anhydride, succinic acid mono [2-(methyl) propylene oxime Oxyethyl], ω-carboxypolycaprolactone mono(meth)acrylate, p-vinylbenzoic acid, p-hydroxystyrene, p-hydroxy-α-methylstyrene, phenyl (meth)acrylate, Benzyl methacrylate, phenylethyl (meth) acrylate, (meth) acrylamide, N-methylol acrylamide, 2-methoxyethyl (meth) acrylate, (methyl) A methoxybisethylene glycol acrylate, a methoxytriethylene glycol (meth)acrylate, a methoxypropylene glycol (meth)acrylate, a methoxydipropylene glycol (meth)acrylate, or the like. These may be used alone or in combination of two or more.

(B) The copolymer may be used singly or in combination of two or more. The content of the (B) copolymer is usually 1 to 100 parts by mass, preferably 5 to 70 parts by mass, more preferably 10 to 50 parts by mass, per 100 parts by mass of the pigment. (B) If the content of the copolymer is too large, it may impair the developability.

In the present invention, in order to improve the dispersibility, a conventional dispersant may be further contained. A known dispersant, for example, an urethane dispersant, a polyethyleneimine dispersant, a polyoxyethylene alkyl ether dispersant, a polyoxyethylene alkyl phenyl ether dispersant, a polyethylene glycol diester system A dispersing agent, a sorbitan fatty acid ester dispersing agent, a fatty acid-modified polyester dispersing agent, an acrylic dispersing agent, a pigment derivative, and the like.

Specific examples of such a dispersing agent are, for example, EFKA (EFKA), Disperbyk (manufactured by BYK), Disparlon (manufactured by Nanmoto Chemical Co., Ltd.), Solsperse (manufactured by Lubrizol), and KP (Shin-Etsu Chemical Industry Co., Ltd., Polyflow (Kyotosha Chemical Co., Ltd.), FTOP (made by Tohkem Products Co., Ltd.), Megafac (Daily Ink Chemical Industry Co., Ltd.), and Fluorad (Sumitomo 3M Co., Ltd.) , Asahiguard, Surflon (above, for Asahi Glass Co., Ltd.). Further, specific examples of the pigment derivative include, for example, copper phthalocyanine, diketopyrrolopyrrole, and quinoline yellow sulfonic acid derivatives.

-(C) Crosslinker -

In the present invention, the (C) crosslinking agent means a compound having two or more polymerizable groups. As the polymerizable group, for example, an ethylenically unsaturated group, an oxiranyl group, an propylene oxide group, an N-alkoxymethylamino group or the like can be mentioned. In the present invention, the (C) crosslinking agent is preferably a compound having two or more (meth)acryl fluorenyl groups or a compound having two or more N-alkoxymethylamino groups.

Specific examples of the compound having the above two (meth)acryl fluorenyl groups include, for example, a polyfunctional (meth) acrylate obtained by reacting an aliphatic polyhydroxy compound with (meth)acrylic acid, and caprolactone. A modified polyfunctional (meth) acrylate, a polyfunctional (meth) acrylate modified with an oxidized olefin, a polyfunctional urethane obtained by reacting a (meth) acrylate having a hydroxyl group with a polyfunctional isocyanate ( A polyfunctional (meth) acrylate having a carboxyl group obtained by reacting a methyl acrylate, a (meth) acrylate having a hydroxyl group, and an acid anhydride.

Here, as the above aliphatic polyhydroxy compound, for example, a divalent aliphatic polyhydroxy compound such as ethylene glycol, propylene glycol, polyethylene glycol, or polypropylene glycol, glycerin, trimethylolpropane, and neopentane A trivalent or higher aliphatic polyhydroxy compound such as tetraol or dipentaerythritol. With respect to the above (meth) acrylate having a hydroxyl group, for example, 2-hydroxyethyl (meth)acrylate, trimethylolpropane di(meth)acrylate, and neopentyltetrakis(meth)acrylate Ester, dipentaerythritol penta(meth)acrylate, glyceryl dimethacrylate, and the like. The polyfunctional isocyanate is, for example, tolylene diisocyanate, hexamethylene diisocyanate, diphenylmethylene diisocyanate, isophorone diisocyanate or the like. In the case of an acid anhydride, for example, succinic anhydride, maleic anhydride, glutaric anhydride, itaconic anhydride, phthalic anhydride, dianhydride such as hexahydrophthalic anhydride, pyromellitic anhydride, biphenyl tetra A tetrabasic acid dianhydride such as carboxylic acid dianhydride or diphenyl ketone tetracarboxylic dianhydride.

Further, the polyfunctional (meth) acrylate modified by the above-mentioned caprolactone is, for example, a compound described in paragraphs [0015] to [0018] of JP-A-11-44955. For the polyfunctional (meth) acrylate modified by the above oxidized olefin, for example, oxyethylene and/or oxypropylene modified di(meth) acrylate of bisphenol A, oxyethylene of isocyanuric acid and/or Or oxypropylene modified tri(meth) acrylate, trimethylolpropane oxyethylene and / or oxypropylene modified tri (meth) acrylate, neopentyl alcohol oxyethylene and / or propylene propylene modified Tris(meth)acrylate, neopentyl alcohol oxyethylene and/or oxypropylene modified tetra(meth)acrylate, dipentaerythritol oxyethylene and/or oxypropylene modified pentad(methyl) Acrylate, oxyethylene of dipentaerythritol and/or oxypropylene modified hexa(meth)acrylate, and the like.

Further, the compound having two or more N-alkoxymethylamino groups is, for example, a compound having a melamine structure, a benzoguanamine structure, or a urea structure. Further, the melamine structure and the benzoguanamine structure mean that there are three or more Ring or phenyl substituted three The ring is the chemical structure of the basic skeleton and also contains the concept of melamine, benzoguanamine or the like. Specific examples of the compound having two or more N-alkoxymethylamino groups, for example, N, N, N', N', N", N"-hexa(alkoxymethyl) melamine, N,N,N',N'-tetrakis(alkoxymethyl)benzoguanamine, N,N,N',N'-tetrakis(alkoxymethyl)glycolil and the like.

Among these polyfunctional monomers, a polyfunctional (meth) acrylate obtained by reacting a trivalent or higher aliphatic polyhydroxy compound with (meth)acrylic acid, and a polyfunctional (methyl) modified by caprolactone Acrylate, polyfunctional polyurethane (meth) acrylate, polyfunctional (meth) acrylate having carboxyl group, N, N, N', N', N", N"-hexa(alkoxymethyl) Melamine, N,N,N',N'-tetrakis(alkoxymethyl)benzoguanamine are preferred. The strength of the colored layer is high, the surface smoothness of the colored layer is excellent, and the viewpoint of scumming and residual film is less likely to occur on the substrate and the light-shielding layer of the unexposed portion, and it is particularly preferable to make the price more than 3 Among the polyfunctional (meth) acrylates obtained by reacting an aliphatic polyhydroxy compound with (meth)acrylic acid, trimethylolpropane triacrylate, neopentyl glycol triacrylate, dipentaerythritol pentaacrylate An alcohol ester, dipentaerythritol hexaacrylate, and a compound obtained by reacting pentaerythritol triacrylate with succinic anhydride in a polyfunctional (meth) acrylate having a carboxyl group, and a new product of bisacrylic acid A compound obtained by reacting pentaerythritol ester with succinic anhydride.

In the present invention, the (C) crosslinking agent may be used singly or in combination of two or more.

In the present invention, the content of the (C) crosslinking agent is preferably from 10 to 1,000 parts by mass, particularly preferably from 20 to 500 parts by mass, per 100 parts by mass of the (A) coloring agent. In this case, if the content of the polyfunctional monomer is too small, sufficient hardenability cannot be obtained. On the other hand, when the content of the polyfunctional monomer is too large, when the alkali developability is imparted to the colored composition of the present invention, the alkali developability is low, and the paste adhesion tends to occur on the substrate of the unexposed portion or on the light shielding layer. And the tendency of residual film.

-(D) Adhesive Resin -

The coloring composition of the present invention may contain (D) a binder resin. Thereby, the alkali developability of the colored composition or the adhesion to the substrate can be improved. The binder resin is not particularly limited, and is preferably a resin having an acidic functional group such as a carboxyl group or a phenolic hydroxyl group. Among them, a polymer having a carboxyl group (hereinafter also referred to as "carboxyl group-containing polymer") is preferred, and for example, an ethylenically unsaturated monomer having one or more carboxyl groups (hereinafter referred to as "unsaturated monomer (d1)") Copolymer with other copolymerizable ethylenically unsaturated monomer (hereinafter referred to as "unsaturated monomer (d2)").

With respect to the above unsaturated monomer (d1), for example, (meth)acrylic acid, maleic acid, maleic anhydride, succinic acid mono [2-(methyl) propylene oxime], ω-carboxy condensate Lactone mono(meth)acrylate, p-vinylbenzoic acid, and the like.

These unsaturated monomers (d1) may be used singly or in combination of two or more.

Further, in the case of the above unsaturated monomer (d2), for example, an N-position substituted maleimide such as N-phenylmaleimide or N-cyclohexylmaleimide; styrene , an aromatic vinyl compound such as α-methylstyrene, p-hydroxystyrene, p-hydroxy-α-methylstyrene, p-vinylbenzyl epoxidized propyl ether or decene; (meth)acrylic acid Ester, n-butyl (meth)acrylate, 2-ethylhexyl (meth)acrylate, 2-hydroxyethyl (meth)acrylate, allyl (meth)acrylate, benzyl (meth)acrylate , polyethylene glycol (n=2~10) methyl ether (meth) acrylate, polypropylene glycol (n=2~10) methyl ether (meth) acrylate, polyethylene glycol (n=2~10) Mono(meth)acrylate, polypropylene glycol (n=2~10) mono(meth)acrylate, cyclohexyl (meth)acrylate, isodecyl (meth)acrylate, ginseng ring [5.2.1.0 ^{2 , 6} ] 癸-8-yl (meth) acrylate, dicyclopentenyl (meth) acrylate, glycerol mono(meth) acrylate, 4-hydroxyphenyl (meth) acrylate, p-cumene Ethylene oxide modified (meth) acrylate of phenol, glycidyl (meth) acrylate, 3,4- (meth) acrylate Oxycyclohexyl methyl ester, 3-[(meth)acryloxymethyl] propylene oxide, 3-[(meth) propylene methoxymethyl]-3-ethyl propylene oxide (meth) acrylate; cyclohexyl vinyl ether, isodecyl vinyl ether, sulphate [5.2.1.0 ^2,6 ] 癸-8-yl vinyl ether, pentacyclopentadecyl vinyl ether, 3- (vinyl a vinyl ether such as oxymethyl)-3-ethyl propylene oxide; polystyrene, poly(methyl) methacrylate, poly(methyl) methacrylate, polyoxane, etc. A macromonomer having a mono(meth)acrylonitrile group at the end of the polymer molecular chain or the like.

These unsaturated monomers (d2) may be used singly or in combination of two or more.

In the copolymer of the unsaturated monomer (d1) and the unsaturated monomer (d2), the copolymerization ratio of the unsaturated monomer (d1) in the copolymer is preferably from 5 to 50% by mass, more preferably from 10%. 40% by mass. By copolymerizing the unsaturated monomer (d1) in such a range, a coloring composition excellent in alkali developability and storage stability can be obtained.

For a specific example of the copolymer of the unsaturated monomer (d1) and the unsaturated monomer (d2), for example, Japanese Laid-Open Patent Publication No. Hei. No. 7-140654, Japanese Patent Laid-Open No. Hei 8-259876, and Japanese Patent Application No. Hei 10- Japanese Laid-Open Patent Publication No. Hei. No. Hei. No. Hei. No. Hei. No. Hei. No. Hei. No. Hei. No. Hei. No. Hei. No. Hei. A copolymer disclosed in JP-A-2004-101728 or the like.

In the present invention, for example, Japanese Laid-Open Patent Publication No. Hei 5-19467, Japanese Patent Application Laid-Open No. Hei No. Hei. No. Hei. No. Hei. A carboxyl group-containing polymer having a polymerizable unsaturated bond such as a (meth) acrylonitrile group in a side chain is used as a binder resin, as disclosed in JP-A-2008-181095.

In the present invention, the weight average molecular weight of the binder resin measured by GPC (eluent solvent: tetrahydrofuran) in terms of polystyrene is usually 1,000 to 100,000, preferably 3,000 to 50,000. When the weight average molecular weight is too small, the residual film ratio of the obtained film may be lowered, or the pattern shape, heat resistance, and the like may be impaired, and electrical characteristics may deteriorate. On the other hand, if it is too large, the resolution may be lowered or the pattern may be damaged. The shape is also likely to cause drying of foreign matter when applied by a slit nozzle method.

Further, in the present invention, the ratio of the weight average molecular weight of the binder resin to the number average molecular weight in terms of polystyrene measured by GPC (eluent solvent: tetrahydrofuran) is preferably 1.0 to 5.0, more preferably 1.0 to 3.0.

In the present invention, the binder resin can be produced by a conventional method, but it can also be disclosed by, for example, JP-A-2003-222717, JP-A-2006-259680, and International Publication No. 07/029871. The method of controlling its structure or Mw, Mw / Mn.

In the present invention, the binder resin may be used singly or in combination of two or more.

In the present invention, the content of the binder resin is usually 10 to 1,000 parts by mass, preferably 20 to 500 parts by mass, per 100 parts by mass of the (A) colorant. If the content of the binder resin is too small, for example, the alkali developability is lowered, or the storage stability of the obtained colored composition may be lowered. On the other hand, if the amount is too large, the relative colorant concentration may be lowered. It is difficult for the film to achieve a desired color density.

-(E) Photopolymerization initiator -

The coloring composition of the present invention may contain (E) a photopolymerization initiator. Thereby, luminosity can be imparted to the colored composition. The (E) photopolymerization initiator used in the present invention is an active material which starts polymerization of the above (C) crosslinking agent by exposure to radiation such as visible light, ultraviolet light, far ultraviolet light, electron beam, or X-ray. Compound.

In the case of such a photopolymerization initiator, for example, a thioxanthone compound, an acetophenone compound, a biimidazole compound, and the like Compound, O-mercapto oxime compound, sulfonium salt compound, benzoin compound, diphenyl ketone compound, α-diketone compound, polynuclear oxime compound, diazo compound, sulfimine sulfonate An acid ester compound or the like.

In the present invention, the photopolymerization initiator may be used singly or in combination of two or more. The photopolymerization initiator is preferably selected from the group consisting of a thioxanthone compound, an acetophenone compound, a biimidazole compound, and three. At least one of the group of the compound and the O-mercapto lanthanide compound.

Among the preferred photopolymerization initiators in the present invention, specific examples of the thioxanthone-based compound are, for example, thioxanthone, 2-chlorothioxanthone, 2-methylthioxanthone, 2-iso Propyl thioxanthone, 4-isopropyl thioxanthone, 2,4-dichlorothioxanthone, 2,4-dimethylthioxanthone, 2,4-diethylthioxanthone, 2,4 - Diisopropyl thioxanthone and the like.

Further, as a specific example of the above acetophenone-based compound, for example, 2-methyl-1-[4-(methylthio)phenyl]-2- Tropicpropan-1-one, 2-benzyl-2-dimethylamino-1-(4- Phenylphenyl)butan-1-one, 2-(4-methylbenzyl)-2-(dimethylamino)-1-(4- Phenylphenyl)butan-1-one and the like.

Further, as a specific example of the above biimidazole-based compound, for example, 2,2'-bis(2-chlorophenyl)-4,4',5,5'-tetraphenyl-1,2'-linked Imidazole, 2,2'-bis(2,4-dichlorophenyl)-4,4',5,5'-tetraphenyl-1,2'-biimidazole, 2,2'-bis (2, 4,6-Trichlorophenyl)-4,4',5,5'-tetraphenyl-1,2'-biimidazole.

Further, when a photopolymerization initiator is a biimidazole-based compound, it is preferred to use a hydrogen donor in view of improving sensitivity. The term "hydrogen donor" as used herein refers to a compound which provides a hydrogen atom to a radical generated from a biimidazole compound by exposure. In the case of a hydrogen donor, for example, 2-mercaptobenzothiazole, 2-mercaptobenzoene A thiol-based hydrogen donor such as oxazole, an amine-based hydrogen donor such as 4,4'-bis(dimethylamino)diphenyl ketone or 4,4'-bis(diethylamino)diphenyl ketone . In the present invention, the hydrogen donor may be used alone or in combination of two or more. However, in combination with one or more kinds of thiol-based hydrogen donors and one or more amine-based hydrogen donors, the sensitivity is improved. good.

Again, on the above three Specific examples of the compound are, for example, 2,4,6-gin (trichloromethyl)-s-three 2-methyl-4,6-bis(trichloromethyl)-s-three ,2-[2-(5-methylfuran-2-yl)vinyl]-4,6-bis(trichloromethyl)-s-three ,2-[2-(furan-2-yl)vinyl]-4,6-bis(trichloromethyl)-s-three ,2-[2-(4-diethylamino-2-methylphenyl)vinyl]-4,6-bis(trichloromethyl)-s-three ,2-[2-(3,4-dimethoxyphenyl)vinyl]-4,6-bis(trichloromethyl)-s-three , 2-(4-methoxyphenyl)-4,6-bis(trichloromethyl)-s-three , 2-(4-ethoxystyryl)-4,6-bis(trichloromethyl)-s-three ,2-(4-n-butoxyphenyl)-4,6-bis(trichloromethyl)-s-three Three of the halomethyl groups a compound.

Further, as a specific example of the O-indenyl lanthanide compound, for example, 1,2-octanedione, 1-[4-(phenylthio)phenyl]-, 2-(O-benzylidene fluorene) ), Ethyl Ketone, 1-[9-Ethyl-6-(2-methylbenzhydryl)-9H-indazol-3-yl]-, 1-(O-ethylindenyl), Ethyl Ketone ,1-[9-ethyl-6-(2-methyl-4-tetrahydrofurylmethoxybenzylidene)-9H-indazol-3-yl]-,1-(O-ethylindenyl) Ethylketone, 1-[9-ethyl-6-{2-methyl-4-(2,2-dimethyl-1,3-dioxolanyl)methoxybenzylidene] -9H-carbazol-3-yl]-, 1-(O-ethylindenyl) and the like.

In the present invention, when a photopolymerization initiator other than the biimidazole compound such as an acetophenone-based compound is used, a sensitizer can be used in combination. In the case of such a sensitizer, for example, 4,4'-bis(dimethylamino)diphenyl ketone, 4,4'-bis(diethylamino)diphenyl ketone, 4-diethylamine Acetophenone, 4-dimethylaminopropiophenone, ethyl 4-dimethylaminobenzoate, 2-ethylhexyl 4-dimethylaminobenzoate, 2,5-bis(4-diethyl) Aminobenzylidene)cyclohexanone, 7-diethylamino-3-(4-diethylaminobenzimidyl)coumarin, 4-(diethylamino)chalcone, and the like.

In the present invention, the content of the photopolymerization initiator is preferably 0.01 to 120 parts by mass, particularly preferably 1 to 100 parts by mass, per 100 parts by mass of the (C) crosslinking agent. In this case, if the content of the photopolymerization initiator is too small, the curing due to exposure becomes insufficient. On the other hand, if the amount is too large, the colored layer formed tends to fall off from the substrate during development.

-(F) solvent -

The colored composition of the present invention is usually used by using (A) a pigment-containing coloring agent in (F) a solvent together with (B) a copolymer and optionally other dispersing agents or (D) a part of a binder resin. For example, bead milling, roll milling, etc., pulverizing and mixing, dispersing into a pigment dispersion, and then adding (C) a crosslinking agent and optionally (D) a binder resin to the pigment dispersion, (E) photopolymerization initiation The preparation is prepared by adding (F) a solvent or the like and mixing. The solvent (F) may be any one that disperses or dissolves the components (A) to (C) or other components constituting the colored composition, does not react with these components, and has moderate volatility. Choose the right use. When preparing the above-mentioned pigment dispersion liquid, (f1) a solvent having a hydroxyl group (hereinafter also referred to as "solvent (f1)") and (f2) a solvent having no hydroxyl group (hereinafter also referred to as dispersibility and stability) It is preferably referred to as "solvent (f2)").

Among such solvents, in terms of the solvent (f1), for example, ethylene glycol monomethyl ether, ethylene glycol monoethyl ether, ethylene glycol mono-n-propyl ether, ethylene glycol mono-n-butyl ether, diethylene glycol single Methyl ether, diethylene glycol monoethyl ether, diethylene glycol mono-n-propyl ether, diethylene glycol mono-n-butyl ether, triethylene glycol monomethyl ether, triethylene glycol monoethyl ether, propylene glycol monomethyl ether, propylene glycol single Ethyl ether, propylene glycol mono-n-propyl ether, propylene glycol mono-n-butyl ether, dipropylene glycol monomethyl ether, dipropylene glycol monoethyl ether, dipropylene glycol mono-n-propyl ether, dipropylene glycol mono-n-butyl ether, tripropylene glycol monomethyl ether, tripropylene glycol monoethyl ether, etc. (poly)olefin diol monoalkyl ethers; lactate alkyl esters such as methyl lactate and ethyl lactate; methanol, ethanol, propanol, butanol, isopropanol, isobutanol, tert-butanol, a (cyclo)alkyl alcohol such as octanol, 2-ethylhexyl alcohol or cyclohexanol; a ketone alcohol such as diacetone alcohol or the like.

Among these solvents (f1), (poly)alkylene glycol monoalkyl ethers are preferred, and propylene glycol monomethyl ether and propylene glycol monoethyl ether are preferred. The solvent (f1) may be used singly or in combination of two or more.

Further, as the solvent (f2), for example, ethylene glycol monomethyl ether acetate, ethylene glycol monoethyl ether acetate, diethylene glycol monomethyl ether acetate, diethylene glycol monoethyl ether acetate Ester, propylene glycol monomethyl ether acetate, propylene glycol monoethyl ether acetate, dipropylene glycol monomethyl ether acetate, 3-methoxybutyl acetate, 3-methyl-3-methoxybutyl (poly) olefinic diol monoalkyl ether acetates such as acid esters; diethylene glycol dimethyl ether, diethylene glycol methyl ether, diethylene glycol diethyl ether, tetrahydrofuran and other ethers; methyl ethyl ketone, a ketone such as cyclohexanone, 2-heptanone or 3-heptanone; propylene glycol diacetate, 1,3-butanediol diacetate, 1,6-hexanediol diacetate, etc. Acetate; methyl 3-methoxypropionate, ethyl 3-methoxypropionate, methyl 3-ethoxypropionate, ethyl 3-ethoxypropionate, ethyl ethoxyacetate And alkoxycarboxylates such as 3-methyl-3-methoxybutylpropionate; ethyl acetate, n-propyl acetate, isopropyl acetate, n-butyl acetate, isobutyl acetate, N-amyl formate, isoamyl acetate, n-butyl propionate, ethyl butyrate, n-butyrate , isopropyl butyrate, n-butyl butyrate, methyl pyruvate, ethyl pyruvate, n-propyl pyruvate, methyl acetate, ethyl acetate, ethyl 2-oxobutanoate Other esters; aromatic hydrocarbons such as toluene and xylene; decylamine or guanidine such as N,N-dimethylformamide, N,N-dimethylacetamide or N-methylpyrrolidone Amines, etc.

Among the solvents (f2), (poly)alkylene glycol monoalkyl ether acetates, ethers, ketones, diacetates, alkoxycarboxylates, preferably ethylene glycol monomethyl Ether acetate, propylene glycol monomethyl ether acetate, propylene glycol monoethyl ether acetate, 3-methoxybutyl acetate, dipropylene glycol monomethyl ether acetate, diethylene glycol dimethyl ether, diethyl Glycol methyl ether, cyclohexanone, 1,3-butanediol diacetate, 1,6-hexanediol diacetate, ethyl 3-methoxypropionate, 3-ethoxypropane Methyl ester and ethyl 3-ethoxypropionate are preferred. The solvent (f2) may be used singly or in combination of two or more.

In the present invention, the content ratio (mass ratio) of the solvent (f1) to the solvent (f2) in the pigment dispersion liquid is preferably from 1/99 to 30/70, more preferably from 5/95 to 25/75.

The content of the solvent is not particularly limited, and the amount of the pigment dispersion or the coloring composition is preferably such that the total concentration of the components of the pigment dispersion or the coloring composition containing no solvent is preferably 5 to 50% by mass. It is preferably 10 to 40% by mass. According to such an aspect, a colorant dispersion having good dispersibility and stability, and a colored composition having good coatability and stability can be obtained.

-additive-

The coloring composition of the present invention may contain various additives as needed.

Examples of the additive include a filler such as glass or alumina; a polymer compound such as polyethylene glycol or poly(fluoroalkyl acrylate); a surfactant such as a fluorine-based surfactant or a lanthanide surfactant; Active agent; vinyl trimethoxy decane, vinyl triethoxy decane, vinyl ginseng (2-methoxyethoxy) decane, N-(2-aminoethyl)-3-aminopropyl Methyldimethoxydecane, N-(2-aminoethyl)-3-aminopropyltrimethoxydecane, 3-aminopropyltriethoxydecane, 3-epoxypropoxypropane Trimethoxy decane, 3-glycidoxypropylmethyldimethoxydecane, 2-(3,4-epoxycyclohexyl)ethyltrimethoxydecane, 3-chloropropylmethyl An adhesion promoter such as dimethoxydecane, 3-chloropropyltrimethoxydecane, 3-methylpropenyloxypropyltrimethoxydecane or 3-mercaptopropyltrimethoxydecane; 2,2 - an antioxidant such as thiobis(4-methyl-6-tert-butylphenol) or 2,6-di-t-butylphenol; 2-(3-tert-butyl-5-methyl-2- Ultraviolet absorbers such as hydroxyphenyl)-5-chlorobenzotriazole and alkoxydiphenyl ketone; sodium polyacrylate Anti-aggregating agent; malonic acid, adipic acid, itaconic acid, citraconic acid, fumaric acid, mesaconic acid, 2-aminoethanol, 3-amino-1-propanol, 5-amine Residue improver of keto-1-pentanol, 3-amino-1,2-propanediol, 2-amino-1,3-propanediol, 4-amino-1,2-butanediol, etc.; succinic acid single Development of [2-(methyl)acryloxyethyl ester], phthalic acid mono [2-(methyl) propylene oxime], ω-carboxy polycaprolactone mono (meth) acrylate, etc. Sex modifiers, etc.

Color filter and manufacturing method thereof

The color filter of the present invention is provided with a coloring layer formed using the colored composition of the present invention.

For the method of manufacturing a color filter, the following method is taken as an example. First, a light shielding layer (black matrix) is formed on the surface of the substrate as needed to form a portion of the pixel. Next, a liquid composition of the radiation sensitive composition of the present invention in which a red coloring agent is dispersed is applied onto the substrate, and then prebaked to evaporate the solvent to form a coating film. Next, after the coating film was exposed through a photomask, it was developed using an alkali developing solution, and the unexposed portion of the coating film was dissolved and removed. Thereafter, by post-baking, a pixel array in which the red pixel patterns are arranged in a predetermined arrangement is formed.

Next, using a green or blue colored radiation-sensitive linear composition, coating, prebaking, exposure, development, and post-baking of each coloring radiation composition are performed in the same manner as above, and sequentially on the same substrate. A green pixel array and a blue pixel array are formed. Thereby, a color filter in which pixel arrays of three primary colors of red, green, and blue are arranged on a substrate is obtained. However, in the present invention, the order in which the respective color pixels are formed is not limited to the above.

Further, the black matrix may be formed by a photolithography method using a metal thin film such as chromium or the like which is formed by sputtering or vapor deposition, or a color-sensing radiation composition in which a black colorant is dispersed may be used. The pixels are formed in the same way when they are formed.

Examples of the substrate used in forming the color filter include glass, ruthenium, polycarbonate, polyester, aromatic polyamide, polyamidimide, polyimine, and the like.

Further, these substrates may be subjected to an appropriate pretreatment such as a drug treatment such as a decane coupling agent, a plasma treatment, ion plating, sputtering, a gas phase reaction method, or a vacuum vapor deposition.

When the colored radiation-sensitive composition is applied to a substrate, an appropriate coating method such as a spray coating method, a roll coating method, a spin coating method, a slit die coating method, or a rod coating method may be employed, and in particular, a spin coating method may be employed. The slit die coating method is preferred.

The prebaking is usually carried out by a combination of vacuum drying and heat drying. Drying under reduced pressure usually proceeds until it reaches 50 to 200 Pa. Further, the conditions for heating and drying are usually from about 70 to 110 ° C for about 1 to 10 minutes.

The coating thickness is usually from 0.6 to 8.0 μm, preferably from 1.2 to 5.0 μm, in terms of film thickness after drying.

For a light source for forming a pixel and/or a black matrix, for example, a bulb light source such as a xenon lamp, a halogen lamp, a tungsten lamp, a high pressure mercury lamp, an ultrahigh pressure mercury lamp, a metal halide lamp, a medium pressure mercury lamp, a low pressure mercury lamp, or the like Or a laser source such as an argon ion laser, a YAG laser, a XeCl excimer laser, or a nitrogen laser, but a radiation having a wavelength in the range of 190 to 450 nm is preferred.

The amount of exposure of the radiation is generally preferably from 10 to 10,000 J/m ² .

Further, in the case of the above alkali developing solution, for example, sodium carbonate, sodium hydroxide, potassium hydroxide, tetramethylammonium hydroxide, choline, 1,8-diazabicyclo-[5.4.0]-7- An aqueous solution of undecene, 1,5-diazabicyclo-[4.3.0]-5-nonene or the like is preferred.

In the above alkali developing solution, for example, a water-soluble organic solvent such as methanol or ethanol or a surfactant may be added in an appropriate amount. Further, after alkali development, water washing is usually performed.

As the development treatment method, a shower development method, a spray development method, a dip (dip) development method, a paddle development method, or the like can be used. The developing condition is preferably 5 to 300 seconds at room temperature.

The post-baking conditions are usually carried out at 180 to 280 ° C for about 10 to 60 minutes.

The film thickness of the pixel thus formed is usually 0.5 to 5.0 μm, preferably 1.0 to 3.0 μm.

Moreover, the second method of producing a color filter is a method of obtaining each color pixel by an inkjet method as disclosed in JP-A-H07-310723, JP-A-2000-310706, and the like. In this method, first, a partition wall having a light blocking function is formed on the surface of the substrate. Next, a liquid composition of the colored composition of the present invention in which a red coloring agent is dispersed is discharged from an inkjet device in the formed partition, and then prebaked to evaporate the solvent. Next, the coating film is exposed as needed, and then post-baked to be hardened to form a red pixel pattern.

Next, using a green or blue colored composition, a green pixel pattern and a blue pixel pattern were sequentially formed on the same substrate in the same manner as described above. Thereby, a color filter in which a pixel pattern of three primary colors of red, green, and blue is disposed on the substrate is obtained. However, in the present invention, the order in which the respective color pixels are formed is not limited to the above.

Further, the partition wall has not only a light-shielding function but also a function of preventing the coloring composition of each color discharged into the compartment from being mixed, so that the film thickness is thicker than the black matrix used in the first method. Therefore, the partition walls are usually formed using a black sensitizing radioactive composition.

The substrate or the source of radiation used in forming the color filter, and the method or condition of prebaking or postbaking are the same as the first method described above. In this way, the film thickness of the pixel formed by the ink jet method is the same as the height of the partition wall.

After the protective film is formed as needed on the pixel pattern obtained in this manner, a transparent conductive film is formed by sputtering. After the transparent conductive film is formed, spacers are formed to form a color filter. The spacer is usually formed using a radiation-sensitive composition, but may be a light-shielding spacer (black spacer). At this time, a color-sensing radiation composition in which a black colorant is dispersed may be used, but the coloring composition of the present invention is also desirably used for the formation of a black spacer.

The color filter of the present invention obtained in this manner is extremely useful for color liquid crystal display elements, color image sensor elements, color sensors, organic EL display elements, electronic paper, and the like because of extremely high luminance and color purity.

Display component

The display element of the present invention is provided with the color filter of the present invention. Examples of the display element include a color liquid crystal display element, an organic EL display element, electronic paper, and the like.

The color liquid crystal display element having the color filter of the present invention can be suitably constructed. For example, the color filter is formed on a substrate different from the driving substrate on which the thin film transistor (TFT) is disposed, and the substrate for driving and the substrate on which the color filter is formed are opposed to each other via the liquid crystal layer. In addition, a substrate in which a color filter is formed on a surface of a driving substrate on which a thin film transistor (TFT) is disposed, and a substrate on which an ITO (tin-doped indium oxide) electrode is formed may be employed. It is structured opposite to each other across the liquid crystal layer. The latter structure makes it possible to particularly improve the aperture ratio, and has the advantage of being able to obtain a bright and high-definition liquid crystal display element.

The color liquid crystal display element of the present invention may be provided with a backlight unit using a white LED as a light source in addition to a Cold Cathode Fluorescent Lamp (CCFL). In the case of a white LED, for example, a combination of a red LED and a green LED and a blue LED to obtain a white light white LED, a combination of a blue LED and a red LED and a green phosphor to obtain a white light white LED, combined blue Color LED and red illuminating phosphor and green illuminating phosphor are mixed to obtain white light white LED, blue LED and YAG fluorescent body are mixed to obtain white light white LED, combined blue LED and orange luminescent fluorescent The body and the green luminescent phosphor are mixed to obtain a white LED of white light, a combination of an ultraviolet LED and a red illuminating phosphor, and a green luminescent phosphor and a blue luminescent phosphor are mixed to obtain a white LED or the like.

In the color liquid crystal display device of the present invention, TN (Twisted Nematic) type, STN (Super Twisted Nematic) type, and IPS (In-Planes Switching) type can be applied. A suitable liquid crystal mode such as VA (Vertical Alignment) type or OCB (Optically Compensated Birefringence) type.

Further, the organic EL display element having the color filter of the present invention can be suitably configured, for example, the structure disclosed in Japanese Laid-Open Patent Publication No. Hei 11-307242.

Further, the electronic paper having the color filter of the present invention may have a suitable structure, for example, the structure disclosed in Japanese Laid-Open Patent Publication No. 2007-41169.

[Examples] [Example 1]

The following examples are more specifically described in the embodiments of the present invention. However, the invention is not limited to the embodiments described below.

The abbreviations of the materials used below are as follows.

THF: tetrahydrofuran

EEMA: 1-ethoxyethyl methacrylate

MA: methacrylic acid

nBMA: n-butyl methacrylate

MMA: Methyl methacrylate

OXMA: 3-(methacryloxymethyl)-3-ethyl propylene oxide

AMA: allyl methacrylate

THFMA: tetrahydrofurfuryl methacrylate

AIBN: 2,2'-azobisisobutyronitrile

DAMA: dimethylaminoethyl methacrylate

BzMA: benzyl methacrylate

PME-200: methoxypolyethylene glycol monomethacrylate (manufactured by Nippon Oil Co., Ltd.)

PGMEA: propylene glycol monomethyl ether acetate

PGME: propylene glycol monomethyl ether

BzCl: chlorotoluene

<(B) Synthesis of Copolymer> Synthesis Example 1

In a 1000 mL flask, 518.26 g of THF, 42.09 g of lithium chloride (4.05 mass% THF solution), and 2.06 g of diisopropylamine were added, and the mixture was cooled to -60 °C. Thereafter, 8.50 g (15.36 mass% hexane solution) of n-butyllithium was added, and the mixture was aged for 15 minutes.

Next, 44.71 g of DAMA was added dropwise, and the reaction was continued for 20 minutes after the dropwise addition. Further, gas chromatography (hereinafter referred to as GC) was measured, and it was confirmed that the monomer disappeared.

Next, a mixture of MMA 28.05 g, nBMA 39.24 g, and OXMA 28.03 g was added dropwise over 60 minutes, and the reaction was continued for 30 minutes after the dropwise addition. After measuring the GC and confirming the disappearance of the monomer, 3.22 g of methanol was added to stop the reaction.

The reaction liquid was diluted with ethyl acetate, washed with water three times, and then the solvent was evaporated. After replacing the solvent with PGMEA, PGME was added to adjust to a 35 mass% solution of PGMEA/PGME=7/3 (mass ratio). Addition of 0.8 equivalent of BzCl to DAMA was carried out at 70 ° C for 7 hours to carry out a 4-stage ammonium. Thus, a block copolymer solution is obtained which comprises the following: an A block, about 80 mole % of repeating units from DAMA, 4 grade ammonium; and a B block, having nBMA, MMA and OXMA Repeat unit. The obtained block copolymer is referred to as "copolymer (B-1)".

Synthesis Example 2

535.69 g of THF, 44.41 g of lithium chloride (4.05 mass% THF solution), and 2.10 g of diisopropylamine were added to a 1000 mL flask, and the mixture was cooled to -60 °C. Thereafter, 8.53 g (15.36 mass% of a hexane solution) of n-butyllithium was added, and the mixture was aged for 15 minutes.

Next, 45.57 g of DAMA was added dropwise, and the reaction was continued for 20 minutes after the dropwise addition. Further, the measurement of the GC confirmed that the monomer disappeared.

Next, a mixture of MMA 23.83 g, nBMA 39.32 g, OXMA 25.24 g, and EEMA 12.74 g was added dropwise over 60 minutes, and the reaction was continued for 30 minutes after the dropwise addition. After measuring the GC and confirming the disappearance of the monomer, 3.28 g of methanol was added to stop the reaction.

The reaction liquid was diluted with ethyl acetate, washed with water three times, and then the solvent was evaporated. After replacing the solvent with PGMEA, the same amount of water as the polymer was added, and the mixture was aged at 115 ° C for 7 hours.

Next, PGME was added, and a 35 mass% solution which became PGMEA/PGME=7/3 (mass ratio) was adjusted. The addition of 0.8 equivalent of BzCl to DAMA was carried out at 70 ° C for 7 hours to carry out a 4-stage ammonium. The block copolymer solution thus obtained comprises the following steps: A block, about 80 mol% of repeating units from DAMA, 4 grade ammonium; B block, with nBMA, MMA, MA and OXMA Repeat unit. The obtained block copolymer is referred to as "copolymer (B-2)".

Synthesis Example 3

In a 1000 mL flask, 521.71 g of THF, 46.79 g of lithium chloride (4.05 mass% THF solution), and 2.14 g of diisopropylamine were added, and the mixture was cooled to -60 °C. Thereafter, 8.20 g (15.36 mass% hexane solution) of n-butyllithium was added, and the mixture was aged for 15 minutes.

Next, DAMA 44.82 g was added dropwise, and the reaction was continued for 20 minutes after the dropwise addition. Further, GC was measured to confirm the disappearance of the monomer.

Next, a mixture of MMA 28.50 g, nBMA 39.60 g, and AMA 28.48 g was added dropwise over 60 minutes, and the reaction was continued for 30 minutes after the dropwise addition. After measuring the GC and confirming the disappearance of the monomer, 3.38 g of methanol was added and the reaction was stopped.

The reaction liquid was diluted with ethyl acetate, washed with water three times, and then the solvent was evaporated. After replacing the solvent with PGMEA, PGME was added to adjust to a 35 mass% solution of PGMEA/PGME=7/3 (mass ratio). Addition of 0.8 equivalent of BzCl to DAMA was carried out at 70 ° C for 7 hours to carry out a 4-stage ammonium. Thus, a block copolymer solution is obtained which comprises the following: A block, about 80 mol% of repeating units from DAMA, 4 grade ammonium; B block, with nBMA, MMA and AMA Repeat the unit. The obtained block copolymer is referred to as "copolymer (B-3)".

Synthesis Example 4

To a 1000 mL flask, 519.56 g of THF, 48.46 g of lithium chloride (4.05 mass% THF solution), and 2.11 g of diisopropylamine were added, and the mixture was cooled to -60 °C. Thereafter, 8.47 g (15.36 mass% of a hexane solution) of n-butyllithium was added, and the mixture was aged for 15 minutes.

Next, DAMA 45.12 g was added dropwise, and the reaction was continued for 20 minutes after the dropwise addition. Further, GC was measured to confirm the disappearance of the monomer.

Next, a mixture of MMA 23.86 g, nBMA 39.95 g, AMA 25.57 g, and EEMA 12.78 g was added dropwise over 60 minutes, and the reaction was continued for 30 minutes after the dropwise addition. After measuring the GC and confirming the disappearance of the monomer, 3.22 g of methanol was added to stop the reaction.

The reaction liquid was diluted with ethyl acetate, washed with water three times, and then the solvent was evaporated. After replacing the solvent with PGMEA, the same amount of water as the polymer was added, and the mixture was aged at 115 ° C for 7 hours.

Next, PGME was added and adjusted to a 35 mass% solution of PGMEA/PGME=7/3 (mass ratio). Addition of 0.8 equivalent of BzCl to DAMA was carried out at 70 ° C for 7 hours to carry out a 4-stage ammonium. Thus, a block copolymer solution is obtained which comprises the following: an A block, about 80% by mole of repeating units from DAMA, and a 4-stage ammonium; and a B block having nBMA, MMA, Repeat unit for MA and AMA. The obtained block copolymer is referred to as "copolymer (B-4)".

Synthesis Example 5

In a 1000 mL flask, 521.03 g of THF, 48.20 g of lithium chloride (3.59 mass% THF solution), and 2.11 g of diisopropylamine were added, and the mixture was cooled to -60 °C. Thereafter, 8.67 g (15.36 mass% hexane solution) of n-butyllithium was added, and the mixture was aged for 15 minutes.

Next, DAMA 44.75 g was added dropwise, and the reaction was continued for 20 minutes after the dropwise addition. Further, it was confirmed that the GC and the disappearance of the monomer were measured.

Next, a mixed liquid of MMA 27.80 g, nBMA 39.31 g, and THFMA 28.15 g was added dropwise over 60 minutes, and the reaction was continued for 30 minutes after the dropwise addition. After measuring the GC and confirming the disappearance of the monomer, 3.29 g of methanol was added to stop the reaction.

The reaction liquid was diluted with ethyl acetate, washed with water three times, and then the solvent was evaporated. After replacing the solvent with PGMEA, PGME was added to adjust to a 35 mass% solution of PGMEA/PGME=7/3 (mass ratio). 0.8 equivalent of BzCl was added with respect to DAMA, and reacted at 70 ° C for 7 hours to carry out a 4-stage ammonium. The block copolymer solution thus obtained comprises the following steps: A block, about 80 mol% of repeating units from DAMA, 4 grade ammonium; and B block, having nBMA, MMA and THFMA Repeat the unit. The obtained block copolymer is referred to as "copolymer (B-5)".

Synthesis Example 6

In a flask equipped with a stirrer, nBMA 7.8 g, MMA 5.6 g, OXMA 5.6 g, AIBN 228 mg, and pyrazole-1-dithiocarbamic acid cyano (dimethyl) methyl ester 588 mg were dissolved in 30 mL of toluene and driven in. Nitrogen was allowed to foam for 30 minutes. Thereafter, the mixture was slowly stirred, the temperature of the reaction solution was raised to 60 ° C, and the temperature was maintained at this temperature for 24 hours to carry out living radical polymerization.

Next, a solution in which AIBN 466 mg and DAMA 9.0 g were dissolved in 20 mL of toluene and nitrogen-substituted for 30 minutes was added to the above reaction solution, and living radical polymerization was carried out at 60 ° C for 24 hours. Thereafter, the mixture was concentrated under reduced pressure to adjust to a 26.7% by mass solution of PGME. In this manner, a block copolymer solution was obtained which contained an A block having a repeating unit derived from DAMA and a B block having repeating units derived from nBMA, MMA and OXMA.

Next, in the obtained block copolymer solution, 0.8 equivalent of BzCl was added with respect to DAMA, followed by slow stirring to raise the temperature of the block copolymer solution to 80 ° C, and maintained at this temperature for 15 hours to carry out 4-grade ammonium. Chemical. In this way, a block copolymer solution is obtained which comprises the following: an A block, about 80 mol% of repeating units from DAMA, 4 grade ammonium; and a B block, having nBMA, MMA And the repeat unit of OXMA. The obtained block copolymer is referred to as "copolymer (B-6)".

Synthesis Example 7

In a flask equipped with a stirrer, nBMA 7.8 g, MMA 5.6 g, AMA 5.6 g, AIBN 254 mg, and pyrazole-1-dithiocarbamic acid cyano (dimethyl) methyl ester 656 mg were dissolved in 30 mL of toluene and driven in. Nitrogen was allowed to foam for 30 minutes. Thereafter, the mixture was slowly stirred, the temperature of the reaction solution was raised to 60 ° C, and the temperature was maintained at this temperature for 24 hours to carry out living radical polymerization.

Next, a solution in which AIBN 466 mg and DAMA 9.0 g were dissolved in 20 mL of toluene and nitrogen-substituted for 30 minutes was added to the above reaction solution, and living radical polymerization was carried out at 60 ° C for 24 hours. Thereafter, the mixture was concentrated under reduced pressure to adjust to a 26.7% by mass solution of PGME. The block copolymer solution thus obtained was obtained by the following steps: an A block having a repeating unit derived from DAMA; and a B block having repeating units derived from nBMA, MMA and AMA.

Next, in the obtained block copolymer solution, 0.4 equivalent of BzCl was added with respect to DAMA, followed by slow stirring, and the temperature of the reaction solution was raised to 70 ° C, and maintained at this temperature for 24 hours to carry out 4-stage ammonium. In this way, a block copolymer solution is obtained which comprises the following: A block, about 40 mol% of repeating units from DAMA, 4 grade ammonium; and B block, having nBMA, MMA and Repeat unit of AMA. The obtained block copolymer is referred to as "copolymer (B-7)".

Synthesis Example 8

In a flask equipped with a stirrer, nBMA 7.8 g, MMA 5.6 g, THFMA 5.6 g, AIBN 254 mg, and pyrazole-1-dithiocarbamic acid cyano (dimethyl) methyl ester 626 mg were dissolved in toluene 30 mL and driven into Nitrogen was allowed to foam for 30 minutes. Thereafter, the mixture was slowly stirred, and the temperature of the reaction solution was raised to 60 ° C, and maintained at this temperature for 24 hours to carry out living radical polymerization.

Next, a solution in which 513 mg of AIBN and 9.0 g of DAMA were dissolved in 20 mL of toluene and replaced with nitrogen for 30 minutes was added to the above reaction solution, and living radical polymerization was carried out at 60 ° C for 24 hours. Thereafter, the mixture was concentrated under reduced pressure to adjust to a 26.7% by mass solution of PGME. The block copolymer solution thus obtained was obtained by the following steps: an A block having a repeating unit derived from DAMA; and a B block having repeating units derived from nBMA, MMA and THFMA.

Next, 0.8 equivalent of BzCl with respect to DAMA was added to the obtained block copolymer solution, followed by slow stirring, and the temperature of the reaction solution was raised to 90 ° C, and maintained at this temperature for 8 hours to carry out 4-grade ammonium. Thus, a block copolymer solution is obtained which comprises the following: an A block, about 80 mole % from a repeating unit of DAMA, grade 4 ammonium; and a B block having nBMA, MMA and THFMA Repeat unit. The obtained block copolymer is referred to as "copolymer (B-8)".

Comparative Synthesis Example 1

To a 1000 mL flask, 617.82 g of THF, 12.44 g of lithium chloride (3.63 mass% THF solution), and 3.39 g of diphenylethylene were added, and the mixture was cooled to -60 °C. Thereafter, 7.82 g (15.36 mass% hexane solution) of n-butyllithium was added, and the mixture was aged for 15 minutes.

Next, a mixture of MMA 40.24 g, nBMA 18.70 g, and 10.17 g of PME-200 and OXMA 27.30 g was added dropwise over 60 minutes, and the reaction was continued for 20 minutes after the dropwise addition. Further, GC was measured to confirm the disappearance of the monomer.

Next, 47.38 g of DAMA was added dropwise, and the reaction was continued for 30 minutes after the dropwise addition. Further, after measuring the GC and confirming the disappearance of the monomer, 3.86 g of methanol was added to stop the reaction.

The reaction liquid was diluted with ethyl acetate, washed with water three times, and then the solvent was evaporated. After replacing the solvent with PGMEA, PGME was added to adjust to a 35 mass% solution of PGMEA/PGME=7/3 (mass ratio). The addition of 0.8 equivalent of BzCl to DAMA was carried out at 70 ° C for 7 hours to carry out a 4-stage ammonium. The block copolymer solution is thus obtained, which comprises the following steps: A block, about 80 mol% of repeating units from DAMA, 4 grade ammonium; and B block, which has nBMA, MMA, PME -200 and OXMA repeat units. The obtained block copolymer is referred to as "copolymer (b-1)".

Comparative Synthesis Example 2

To a 1000 mL flask, 560.41 g of THF, 11.32 g of lithium chloride (3.63 mass% THF solution), and 3.27 g of diphenylethylene were added, and the mixture was cooled to -60 °C. Thereafter, 7.28 g (15.36 mass% hexane solution) of n-butyllithium was added, and the mixture was aged for 15 minutes.

Next, a mixed liquid of MMA 33.69 g, nBMA 15.80 g, PME-200 8.66 g, and AMA 23.15 g was added dropwise over 60 minutes, and the reaction was continued for 20 minutes after the dropwise addition. Further, GC was measured to confirm the disappearance of the monomer.

Next, 40.30 g of DAMA was added dropwise, and the reaction was continued for 30 minutes after the dropwise addition. Further, after measuring the GC and confirming the disappearance of the monomer, 3.65 g of methanol was added to stop the reaction.

The reaction liquid was diluted with ethyl acetate, washed with water three times, and then the solvent was evaporated. After replacing the solvent with PGMEA, PGME was added to adjust to a 35 mass% solution of PGMEA/PGME=7/3 (mass ratio). The addition of 0.8 equivalent of BzCl to DAMA was carried out at 70 ° C for 7 hours to carry out a 4-stage ammonium. The block copolymer solution is thus obtained, which comprises the following: an A block, about 80 mol% of repeating units from DAMA, 4 grade ammonium; and a B block, having nBMA, MMA, PME- 200 and AMA repeat units. The obtained block copolymer is referred to as "copolymer (b-2)".

Comparative Synthesis Example 3

To a 1000 mL flask, 626.56 g of THF, 10.26 g of lithium chloride (3.63 mass% THF solution), and 3.23 g of diphenylethylene were added, and the mixture was cooled to -60 °C. Thereafter, 6.95 g (15.36 mass% hexane solution) of n-butyllithium was added, and the mixture was aged for 10 minutes.

Next, a mixture of MMA 26.52 g and nBMA 62.13 g was added dropwise over 30 minutes, and the reaction was continued for 15 minutes after the dropwise addition. The GC was measured to confirm the disappearance of the monomer.

Next, 42.19 parts of DAMA was added dropwise, and the reaction was continued for 30 minutes after the dropwise addition. Further, after measuring the GC and confirming the disappearance of the monomer, 3.79 parts of methanol was added to stop the reaction.

The reaction liquid was diluted with ethyl acetate, washed with water three times, and then the solvent was evaporated. After the solvent was replaced by PGMEA, PGME was added to adjust to a 35 mass% solution of PGMEA/PGME=7/3 (mass ratio). 0.8 equivalent of BzCl was added with respect to DAMA, and reacted at 70 ° C for 7 hours to carry out a 4-stage ammonium. The block copolymer solution thus obtained comprises the following steps: A block, about 80 mol% of repeating units from DAMA, 4 grade ammonium; and B block, having repeating units from nBMA and MMA . The obtained block copolymer is referred to as "copolymer (b-3)".

In the above synthesis example, the copolymerization ratio (% by mass) of Mw, Mn and each monomer of the copolymer before the fourth-stage ammonium crystallization is shown in Table 1.

<Measurement of acid value>

The acid value of the (B) copolymer obtained in each of the above Synthesis Examples was measured by the following method. Table 1 shows the results of the measurements.

0.5 g of the block copolymer solution was finely weighed to a unit of 1 mg and dispensed into a glass container. After diluting to 50 mL with propylene glycol monomethyl ether acetate, phenolphthalein was added, and titration was carried out with a 0.1 N aqueous solution of potassium hydroxide, and the color was pink as the end point. The blank test was carried out in the same manner. The acid value (unit: mgKOH/g) was calculated from the dropwise addition amount of the (B) copolymer and the 0.1 N aqueous solution of potassium hydroxide in the blank test.

<Measurement of amine price>

The amine valence of the (B) copolymer obtained in each of the above Synthesis Examples was measured by the following method. Table 1 shows the results of the measurements.

0.5 g of the copolymer solution was finely weighed to a unit of 1 mg and dispensed into a glass container. Acetic anhydride/acetic acid = 9/1 (volume ratio) 20 mL was added and dissolved, and allowed to stand at room temperature for 3 hours. Thereafter, 30 mL of acetic acid was further added, and then titration was carried out using a potential difference measuring apparatus AT-510 (manufactured by Kyoto Electronics Co., Ltd.) in a 0.1 mol/L perchloric acid ‧ acetic acid solution. The blank test was carried out in the same manner. The amine valence (unit: mgKOH/g) was calculated from the amount of the (B) block copolymer and the 0.1 mol/L perchloric acid ‧ acetic acid solution in the blank test.

<Preparation of Pigment Dispersion> Preparation Example 1

9 parts by mass of CI Pigment Red 177 as a coloring agent and 6 parts by mass of CI Pigment Red 254, 17.0 parts by mass of a copolymer (B-1) solution (nonvolatile content = 35% by mass), propylene glycol monomethyl ether B as a solvent 60.0 parts by mass of the acid ester and 8 parts by mass of propylene glycol monomethyl ether were subjected to bead milling to prepare a pigment dispersion liquid (A-1).

Preparation Examples 2 to 14 and Comparative Preparation Examples 1 to 6

In the same manner as in Preparation Example 1, except that the type and amount of the colorant, the (B) copolymer, and the solvent in the preparation example 1 were changed as shown in Table 2, a pigment dispersion liquid (A-2) was prepared. (A-20).

<Evaluation of colorant dispersion>

The viscosity of the obtained pigment dispersion was measured using an E-type viscometer (manufactured by Tokyo Keiki Co., Ltd.). In addition, the obtained pigment dispersion liquid was filled in a light-shielding glass container, and it was allowed to stand at 23 ° C for 14 days in a sealed state, and then the viscosity was measured again using an E-type viscometer (manufactured by Tokyo Keiki Co., Ltd.). In addition, the viscosity of the viscosity after the preparation was calculated, and the increase rate of the viscosity after 14 days of storage was evaluated as "A" when the increase rate was less than 5%; "B" was evaluated when the increase rate was less than 10%; It is "C". The evaluation results are shown in Table 2.

In Table 2, "R177" stands for CI Pigment Red 177, "R254" stands for CI Pigment 254, "G58" stands for CI Pigment Green 58, "Y150" stands for CI Pigment Yellow 150, and "B15:6" stands for CI Pigment Blue 15: 6, "V23" stands for CI Pigment Violet 23, "Y179" stands for CI Solvent Yellow 179 for organic dyes, "PGMEA" stands for propylene glycol monomethyl ether acetate, and "PGME" stands for propylene glycol monomethyl ether.

<Synthesis of binder resin> Synthesis Example 9

In a flask equipped with a cooling tube and a stirrer, 44.0 g of p-vinylbenzyl epoxidized ether, 40.0 g of N-phenylmaleimide, and 16.0 g of BzMA were dissolved in 300 g of propylene glycol monomethyl ether acetate. 8.0 g of AIBN 8.0 g and α-methylstyrene dimer were charged, and then nitrogen purge was performed for 15 minutes. After purging with nitrogen, the reaction solution was stirred while stirring nitrogen gas, heated to 80 ° C and polymerized for 5 hours.

Next, MA17.0 g, 0.5 g of p-methoxyphenol and 4.4 g of tetrabutylammonium bromide were added to the reaction solution, and the mixture was reacted at 120 ° C for 9 hours. Further, 18.5 g of succinic anhydride was added, and after reacting at 100 ° C for 6 hours, the liquid temperature was maintained at 85 ° C, and the mixture was washed twice with water, and concentrated under reduced pressure to obtain a solution containing 33% by mass of the binder resin (D-1). . The binder resin (D-1) has a weight average molecular weight of 7,800 in terms of polystyrene measured by GPC (eluent solvent: tetrahydrofuran), and a weight average of polystyrene in terms of GPC (eluent solvent: tetrahydrofuran). The ratio of the molecular weight to the number average molecular weight = 2.8.

Synthesis Example 10

In a flask equipped with a cooling tube and a stirrer, BzMA 30.0 g, nBMA 20.0 g, hydroxyethyl methacrylate 15.0 g, styrene 20.0 g, and MA 15.0 g were dissolved in propylene glycol monomethyl ether acetate 200 g, and then put into AIBN3. .0 g and α-methylstyrene dimer 5.0 g, followed by nitrogen purge for 15 minutes. After the nitrogen purge, the reaction liquid was stirred while stirring with nitrogen gas, and heated to 80 ° C for 5 hours to obtain a solution containing 33% by mass of the binder resin (D-2). The binder resin (D-2) has a weight average molecular weight of 10,000 in terms of polystyrene measured by GPC (eluent solvent: tetrahydrofuran), and a weight average of polystyrene in terms of GPC (eluent solvent: tetrahydrofuran). The ratio of molecular weight to number average molecular weight = 2.5.

Synthesis Example 11

In a flask equipped with a cooling tube and a stirrer, OXMA 25.0 g, MA 18.0 g, succinic acid mono 2-propenyloxyethyl ester 9.0 g, N-phenyl maleimide 10.0 g, BzMA 24.0 g, A 14.0 g of hydroxyethyl acrylate was dissolved in 300 g of propylene glycol monomethyl ether acetate, and 6.0 g of AIBN and 6.0 g of α-methylstyrene dimer were further charged, followed by nitrogen purge for 15 minutes. After purging with nitrogen, the reaction liquid was stirred and nitrogen purged, and heated to 80 ° C for 5 hours to obtain a precursor copolymer solution.

To 200 g of the precursor copolymer solution, 13.4 g of 2-methylpropenyloxyethyl isocyanate and 0.2 g of 4-methoxyphenol as a polymerization inhibitor were added, and the mixture was reacted at 90 ° C for 2 hours. The reaction solution was washed twice with 75 g of ion-exchanged water per time, and concentrated under reduced pressure to obtain a solution containing 33% by mass of the binder resin (D-3). The binder resin (D-3) has a weight average molecular weight of 11,000 in terms of polystyrene measured by GPC (eluent solvent: tetrahydrofuran), and a weight average molecular weight in terms of polystyrene measured by GPC (eluent solvent: tetrahydrofuran). The ratio to the number average molecular weight = 1.9.

<Preparation and evaluation of coloring composition> Preparation of coloring composition Example 1

100 parts by mass of the pigment dispersion liquid (A-1), 34.1 parts by mass of a binder resin (D-2) solution as a binder resin, and M-402 (hexaacrylic acid) manufactured by Toagos Corporation Co., Ltd. as a crosslinking agent Neopentyl glycol ester as a main component) 11.3 parts by mass of 2-(4-methylbenzyl)-2-(dimethylamino)-1-(4-) as a photopolymerization initiator 4.2 parts by mass of phenyl phenyl)butan-1-one (trade name: Irgacure 379, manufactured by Ciba Speciality Chemicals Co., Ltd.), 0.05 parts by mass of Megafac F-554 manufactured by DIC Co., Ltd. as a fluorine-based surfactant, and 3- as solvent 162 parts by mass of ethyl ethoxypropionate was mixed to prepare a liquid colored composition.

Evaluation of chromaticity characteristics

The obtained coloring composition was applied onto a glass substrate using a spin coater, and then prebaked in a hot plate at 100 ° C for 2 minutes to form three coating films having different film thicknesses. Next, after the substrates were cooled to room temperature, a high-pressure mercury lamp was used for the coating film on the substrate, and each of the coating films was irradiated with a wavelength of 1,000 J/m ² without passing through the mask to have wavelengths of 365 nm, 405 nm, and 436 nm. The radiation is exposed. Thereafter, post-baking was carried out at 220 ° C for 20 minutes to form a cured film on the substrate. For the obtained three cured films, a color analyzer (MCPD2000 manufactured by Otsuka Electronics Co., Ltd.) was used, and the chromaticity coordinate value (x, y) and the stimulus value in the CIE color system were measured in a C light source and a 2 degree field of view ( Y). From the measurement results, the chromaticity coordinate value y and the stimulation value (Y) of the chromaticity coordinate value x=0.640 are obtained. The evaluation results are shown in Table 3.

Contrast evaluation

The contrast ratio was measured using a contrast meter (pot 坂 electrical mechanism contrast measuring device CT-1) for the three cured films obtained in the above "evaluation of chromaticity characteristics". From the measurement results, the contrast at the chromaticity coordinate value x = 0.640 was obtained. The evaluation results are shown in Table 3.

Evaluation of solvent resistance

One of the substrates obtained in the above "Evaluation of Chroma Characteristics" was immersed in N-methylpyrrolidone at 60 ° C for 30 minutes. And the color change ΔEab ^* before and after the immersion is obtained. When ΔEab ^{* is} less than 3, it is rated as A; when 3 or more is less than 5, it is rated as B; when it is 5 or more, it is evaluated as C.

Evaluation of heat resistance

One of the substrates obtained in the above "Evaluation of Chroma Characteristics" was further heated at 250 ° C for 30 minutes. Further, the surface of the substrate was observed with an optical microscope having an eyepiece magnification of 10 times and an objective magnification of 10 times. When the foreign matter confirmed in one field of view is 3 or less, it is evaluated as A; when the foreign matter confirmed in one field of view is 4 or more and 9 or less, it is evaluated as B; when the foreign matter confirmed in one field of view is 10 or more, it is rated as C. .

Examples 2 to 14 and Comparative Examples 1 to 6

In the same manner as in Example 1, except that the types and amounts of the pigment dispersion liquid, the binder resin, the crosslinking agent, the photopolymerization initiator, and the solvent were changed as shown in Table 3, the coloring was carried out. Preparation and evaluation of the composition. The evaluation results are shown in Table 3. Further, regarding the green coloring composition (Example 2, Examples 10 to 12, and Comparative Examples 4 to 6), the chromaticity coordinate value x, the stimulation value (Y), and the contrast of the chromaticity coordinate value y = 0.590 were obtained. Regarding the blue colored composition (Example 4), the chromaticity coordinate value x, the stimulus value (Y), and the contrast of the chromaticity coordinate value y=0.090 were obtained. The evaluation results are shown in Table 3.

The components in Table 3 are as follows.

C-1: a mixture of dipentaerythritol hexaacrylate and dipentaerythritol pentaacrylate (trade name: M-402, manufactured by Toagosei Co., Ltd.)

C-2: a mixture of dipentaerythritol pentaacrylate and a monoester of succinic acid, dipentaerythritol hexaacrylate and dipentaerythritol pentaacrylate (trade name TO-1382, East Asia Synthesis) ))

E-1: ethyl ketone, 1-[9-ethyl-6-(2-methylbenzhydryl)-9H-indazol-3-yl]-, 1-(O-ethylindenyl) ( Trade name IRGACURE OX02, manufactured by Ciba Speciality Chemicals)

E-2: 2-(4-methylbenzyl)-2-(dimethylamino)-1-(4- Phenylphenyl)butan-1-one (trade name Irgacure 379, manufactured by Ciba Speciality Chemicals)

EEP: 3-ethoxypropionate ethyl ester

MBA: 3-methoxybutyl acetate

Claims (15)

A coloring composition for a color filter, comprising the following components (A), (B), and (C): (A) a pigment-containing coloring agent; and (B) a copolymer containing the following formula (1) a repeating unit (1) represented by the following formula (2), a repeating unit (2) represented by the following formula (2), and a repeating unit (3) having a crosslinkable functional group, and the copolymerization ratio of the repeating unit (2) is not 90% by mass or more of all the repeating units including the repeating unit (1) and the repeating unit (3); (C) a crosslinking agent; [In the formula (1), R ¹ represents a hydrogen atom or a methyl group, and Z represents -N ⁺ R ² R ³ R ⁴ Y ^- (wherein R ² to R ⁴ are independently of each other and represent a hydrogen atom, or may have a substituent a hydrocarbon group, Y ^- represents a relative anion), -NR ⁵ R ⁶ (wherein R ⁵ and R ⁶ are each independently and represent a hydrogen atom, or a hydrocarbon group which may have a substituent), or a nitrogen-containing hetero atom which may have a substituent a ring group, X ¹ represents a divalent linking group]; [In the formula (2), R ⁷ represents a hydrogen atom or a methyl group, and R ⁸ represents a saturated aliphatic hydrocarbon group or a saturated alicyclic hydrocarbon group]. The coloring composition for a color filter according to the first aspect of the invention, wherein the crosslinking functional group of the repeating unit (3) of the (B) copolymer is selected from the group consisting of ethylenically unsaturated groups and epoxy Any of a group of an alkyl group, a propylene oxide group, a tetrahydrofuranyl group, a tetrahydropyranyl group, an episulfide group, or a (dithio)carbonate group. The coloring composition for a color filter according to the first aspect of the invention, wherein the ratio (Mw/Mn) of the weight average molecular weight Mw to the number average molecular weight Mn of the (B) copolymer is 1.0 to 1.8. The coloring composition for a color filter according to the first aspect of the invention, wherein the (B) copolymer-based block copolymer comprises: an A block having the repeating unit (1), and having the repeating unit (2) and the B block of the repeating unit (3). The coloring composition for a color filter according to the first aspect of the invention, further comprising (D) a binder resin (wherein the component (B) is not contained). The coloring composition for a color filter according to the first aspect of the patent application, which further contains a dye as a coloring agent. The coloring composition for a color filter according to the first aspect of the invention, further comprising (E) a photopolymerization initiator. The coloring composition for a color filter according to the first aspect of the invention, further comprising (F) a solvent, wherein the (F) solvent comprises (f1) a hydroxyl group The solvent and (f2) a solvent having no hydroxyl group, and the content ratio of the solvent (f1) to the solvent (f2) is 1/99 to 30/70. A color filter comprising a coloring layer formed by using a coloring composition for a color filter according to any one of claims 1 to 8. A display element comprising a color filter as in claim 9 of the patent application. A pigment dispersion for color filters, characterized by comprising the following components (A), (B) and (F): (A) a pigment-containing coloring agent; and (B) a copolymer comprising the following formula (1) a repeating unit (1) represented by the following formula (2), a repeating unit (2) represented by the following formula (2), and a repeating unit (3) having a crosslinkable functional group, and the copolymerization ratio of the repeating unit (2) is not 90% by mass or more of the repeating unit containing the repeating unit (1) and the repeating unit (3); (F) a solvent; [In the formula (1), R ¹ represents a hydrogen atom or a methyl group, and Z represents -N ⁺ R ² R ³ R ⁴ Y ^- (wherein R ² to R ⁴ are independently of each other and represent a hydrogen atom, or may have a substituent a hydrocarbon group, Y ^- represents a relative anion), -NR ⁵ R ⁶ (wherein R ⁵ and R ⁶ are each independently and represent a hydrogen atom, or a hydrocarbon group which may have a substituent), or a nitrogen-containing hetero atom which may have a substituent a ring group, X ¹ represents a divalent linking group]; [In the formula (2), R ⁷ represents a hydrogen atom or a methyl group, and R ⁸ represents a saturated aliphatic hydrocarbon group or a saturated alicyclic hydrocarbon group]. The coloring composition for a color filter according to claim 11, wherein the crosslinking functional group of the repeating unit (3) of the (B) copolymer is selected from the group consisting of ethylenically unsaturated groups and epoxy Any of a group of an alkyl group, a propylene oxide group, a tetrahydrofuranyl group, a tetrahydropyranyl group, an episulfide group, or a (dithio)carbonate group. The coloring composition for a color filter according to claim 11, wherein the ratio (Mw/Mn) of the weight average molecular weight Mw to the number average molecular weight Mn of the (B) copolymer is 1.0 to 1.8. The coloring composition for a color filter according to claim 11, wherein the (B) copolymer-based block copolymer comprises: an A block having the repeating unit (1), and having the repeating unit (2) and the B block of the repeating unit (3). The coloring composition for a color filter according to claim 11, wherein the (F) solvent comprises (f1) a solvent having a hydroxyl group and (f2) not having A solvent of a hydroxyl group, and a solvent ratio of the solvent (f1) to the solvent (f2) is 1/99 to 30/70.