TW201443164A - Coloring composition, coloring cured film and display element - Google Patents

Abstract

The present invention provides a coloring composition which, when using a dye as a coloring agent, can form a coloring cured film with excellent voltage holding rate, high contrast, and high thermal resistance. This invention provides a coloring composition comprising the compound of formula (1) as the coloring agent, (B) binder resin and (C) polymerizable compound; in formula (1), m represents an integer of 0-5, R1-R4 each represents a hydrogen atom or substituted or non-substituted hydrocarbyl, and R5 independently represents a monovalent group, with the proviso that at least one of R1-R4 is a group selected from the following criteria (i) to (v): (i) substituted or non-substituted unsaturated aliphatic hydrocarbyl or substituted or non-substituted unsaturated alicyclic hydrocarbyl, but the unsaturated aliphatic hydrocarbyl may contain in the C-C bond a bonding group selected from -CO-, -COO-, and -CONH-; (ii) alicyclic hydrocarbyl substituted by unsaturated aliphatic hydrocarbyl, or aromatic hydrocarbyl substituted by unsaturated aliphatic hydrocarbyl or unsaturated alicyclic hydrocarbyl; (iii) substituted or non-substituted heterocyclic group or hydrocarbyl substituted by heterocyclic group; (iv) hydrocarbyl substituted by at least one of the group consisting of -CN, -NO2, -NH2, -SH, and -CONH2; and (v) ) substituted or non-substituted aliphatic hydrocarbyl with 11 or more carbon atoms.

Description

Coloring composition, coloring cured film, and display element

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

It is known that when a color filter is produced using a coloring sensitizing radiation composition, a pigment dispersion type color sensitizing radiation composition is applied onto a substrate and dried, and then a dry coating film is required by irradiation with radiation. A pattern shape (hereinafter referred to as "exposure") is developed to obtain a pixel of each color (for example, refer to Patent Documents 1 and 2). Further, a method of forming a black matrix by using a photopolymerizable composition in which carbon black is dispersed is known (for example, see Patent Document 3). In addition, a method of obtaining a pixel of each color by an inkjet method using a pigment-dispersed coloring resin composition is known (for example, refer to Patent Document 4).

In recent years, there has been a strong demand for high contrast of liquid crystal display elements or high definition of solid-state photographic elements, and in order to achieve this, applications of dyes as colorants have been explored. For example, in Patent Document 5, it has been proposed to use a specific dibenzopyran dye.

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. 2010-254964

However, when the dye proposed in Patent Document 5 is used, there is a problem that the contrast of the pixels becomes low. On the other hand, when a dye is used, there arises a problem that the voltage holding ratio or heat resistance of a plurality of color filters is deteriorated. Therefore, there is a strong need to develop a coloring composition suitable for producing a color filter which can achieve both good voltage holding ratio, high contrast, and high heat resistance.

Therefore, an object of the present invention is to provide a coloring composition capable of forming a colored cured film which has both good voltage holding ratio, high contrast and high heat resistance when a dye is used as a coloring agent, and provides a coloring property A compound for use as a coloring agent for a composition. Moreover, an object of the present invention is to provide a color filter including a colored cured film formed of the colored composition, and a display element including the color filter.

In view of the facts, the inventors of the present invention have conducted intensive studies and found that the above problems can be solved by using a dye having a specific structure as a coloring agent, and the present invention has been completed.

In other words, the present invention provides a coloring composition comprising (A) a coloring agent containing a compound having a structure represented by the following formula (1) (hereinafter also referred to as "the present coloring agent"), (B) a binder resin and (C) a polymerizable compound;

[In the formula (1), m represents an integer of 0 to 5, and when m is an integer of 2 or more, a plurality of R ^{5 's} may be the same or different.

R ¹ to R ⁴ each independently represent a hydrogen atom, a substituted or unsubstituted hydrocarbon group, or a substituted or unsubstituted heterocyclic group. However, the hydrocarbon group may have a linking group selected from the group consisting of -CO-, -COO-, and -CONH- between the CC bonds.

R ⁵ independently represents a monovalent group.

However, one or more of R ¹ to R ⁴ are a group selected from the following requirements (i) to (v).

(i) is a substituted or unsubstituted unsaturated aliphatic hydrocarbon group, or a substituted or unsubstituted unsaturated alicyclic hydrocarbon group. However, the unsaturated aliphatic hydrocarbon group may have a linking group selected from -CO-, -COO-, and -CONH- between C-C bonds.

(ii) is an alicyclic hydrocarbon group substituted with an unsaturated aliphatic hydrocarbon group, or an aromatic hydrocarbon group substituted with an unsaturated aliphatic hydrocarbon group or an unsaturated alicyclic hydrocarbon group.

(iii) is a substituted or unsubstituted heterocyclic group or a hydrocarbon group substituted with a heterocyclic group.

(iv) is a hydrocarbon group substituted with at least one selected from the group consisting of -CN, -NO ₂ , -NH ₂ , -SH, and -CONH ₂ (hereinafter also referred to as "substituent group α"). .

(v) is a substituted or unsubstituted aliphatic hydrocarbon group having a carbon number of 11 or more. ]

Moreover, the present invention provides a colored cured film formed using the above colored composition, and a display element including the colored cured film. Here, the "coloring cured film" means a respective color pixel, a black matrix, a black spacer, or the like used for a display element or a solid-state imaging element.

Furthermore, the present invention provides a compound having the structure represented by the above formula (1).

When the colored composition of the present invention is used, a colored cured film excellent in voltage holding ratio, contrast, and heat resistance can be formed.

Therefore, the coloring composition of the present invention is highly suitable for use in the production of solid-state imaging elements such as color liquid crystal display elements, organic EL display elements, display elements such as electronic paper, and CMOS image sensors.

The invention will be described in detail below.

Coloring composition

Hereinafter, the constituent components of the coloring composition of the present invention will be described in detail.

- (A) colorant -

The colored composition of the present invention contains the present colorant as (A) a colorant.

The hydrocarbon group of R ¹ ~ R ⁴ include aliphatic hydrocarbon group, alicyclic hydrocarbon group, an aromatic hydrocarbon group. Further, the hydrocarbon groups may have a linking group selected from the group consisting of -CO-, -COO-, and -CONH- between the CC bonds.

The aliphatic hydrocarbon group may be saturated or unsaturated, and specific examples thereof include an alkyl group, an alkenyl group, and an alkynyl group. The carbon number of the aliphatic hydrocarbon group is preferably from 1 to 30, more preferably from 1 to 24, particularly preferably from 1 to 20. Further, the aliphatic hydrocarbon groups may be linear or branched. Specifically, examples of the alkyl group include a methyl group, an ethyl group, a propyl group, an isopropyl group, a butyl group, an isobutyl group, a secondary butyl group, a tertiary butyl group, a hexyl group, a heptyl group, and an octyl group. , mercapto, fluorenyl, undecyl, 1-methylindenyl, dodecyl, 1-methylundecyl, 1-ethylindenyl, thirteenyl, tetradecyl, tertiary , fifteen, 1-heptyloctyl, hexadecanyl, octadecyl, eicosyl-1-yl, docosa-1-yl, docosa-1-yl, twenty-four Alkyl-1-yl and the like. Examples of the alkenyl group include a vinyl group, a 1-propenyl group, a 2-propenyl group, a 1-butenyl group, a 2-butenyl group, a 1,3-butadienyl group, and a 1-pentenyl group. -pentenyl, 1-hexenyl, 2-ethyl-2-butenyl, 2-octenyl, (4-vinyl)-5-hexenyl, 2-decenyl and the like. Further, as the alkynyl group, for example, Alkynyl, 1-propynyl, 1-butynyl, 1-pentynyl, 3-pentynyl, 1-hexynyl, 2-ethyl-2-butynyl, 2-octynyl, (4-ethynyl)-5-hexynyl, 2-decynyl and the like. In addition, as a group having a bond group selected from -CO-, -COO-, and -CONH- between the CC bonds of the aliphatic hydrocarbon group, for example, an ethyl (meth)acrylate group (A) may be mentioned. A propyl acrylate group, a (meth) acrylamide ethyl group, a (meth) acrylamide propyl group, or the like.

As the alicyclic hydrocarbon group, an alicyclic hydrocarbon group having 3 to 30 carbon atoms is preferred. The alicyclic hydrocarbon group may be saturated or unsaturated, and specific examples thereof include a cycloalkyl group, a cycloalkenyl group, a condensed polycyclic hydrocarbon group, a crosslinked cyclic hydrocarbon group, a spirohydrocarbyl group, and a cyclic terpene group. More specifically, a cycloalkyl group such as a cyclopropyl group, a cyclobutyl group, a cyclopentyl group, a cyclohexyl group, a tert-butylcyclohexyl group, a cycloheptyl group or a cyclooctyl group; a 1-cyclohexenyl group; a cycloalkenyl group; a condensed polycyclic hydrocarbon group such as a tricyclodecanyl group, a decahydro-2-naphthyl group, an adamantyl group or the like; a tricyclo[5.2.1.0 ^2,6 ]decane-8-yl group, a pentacyclic group a cross-linked cyclic hydrocarbon group such as an isodecyl group, a dicyclopentenyl group or a tricyclopentenyl group; a 1 obtained by removing one hydrogen atom from spiro[3,4]heptane or spiro[3,4]octane A spirohydrocarbyl group such as a valent group; and a cyclic terpene group such as a monovalent group obtained by removing one hydrogen atom from menthane, albino, and long pine. Among the above cycloalkyl groups and cycloalkenyl groups, a carbon number of 3 to 12 is more preferable.

As the aromatic hydrocarbon group, those having a carbon number of 6 to 20 are preferred, and those having 6 to 10 are more preferred. Specific examples of the aromatic hydrocarbon group include an aryl group. Here, the "aryl group" in the present invention means a monocyclic to 3-ring aromatic hydrocarbon group, and specific examples thereof include a phenyl group, a benzyl group, an o-tolyl group, a m-tolyl group, and a p-tolyl group. Xylyl, naphthyl, anthracenyl, phenanthryl, anthracenyl, 9-fluorenyl and the like.

The heterocyclic group of R ¹ to R ⁴ is not particularly limited as long as it is a monovalent heterocyclic ring, and is preferably a monocyclic or condensed bicyclic heterocyclic group having a ring of 3 to 10 members, specifically Examples thereof include an oxiranyl group, an oxypropylene group, a pyrrolidinyl group, an imidazolidinyl group, and a pyrazolyl group. Olinyl, thio Thiomorpholinyl, piperidinyl, N-hexahydropyridyl, piperazine Base, high piper An alicyclic heterocyclic group such as homopiperazinyl or 1,3-dioxolan-2-yl, pyridyl, pyridyl Base, pyrimidinyl, oxime Base, quinolyl, isoquinolyl, anthracene base, Pyridyl, quin Lolinyl, imidazolyl, pyrazolyl, triazolyl, tetrazolyl, thiazolyl, benzothiazolyl, An aromatic heterocyclic group such as an azolyl group, a fluorenyl group, a carbazolyl group, a benzimidazolyl group, a phthalimide group, a thienyl group, a furyl group, a piperidyl group or a fluorenyl group.

Among them, R ¹ to R ^{4 are} preferably a hydrocarbon group. The hydrocarbon group is preferably an aliphatic hydrocarbon group or an aromatic hydrocarbon group, more preferably R ¹ to R ⁴ are all aromatic hydrocarbon groups, R ¹ and R ⁴ are aromatic hydrocarbon groups, and R ² and R ³ are aliphatic. The aspect of the hydrocarbon group.

R ⁵ is not particularly limited as long as it is a monovalent group, but is preferably a monovalent group containing a hetero atom, and examples thereof include -CO ₂ ^- , -CO ₂ H, -CO ₂ M, and -CO ₂ R ^{6 .} , -SO ₃ ^- , -SO ₃ H, -SO ₃ M, -SO ₃ R ⁷ , -SO ₂ NHR ⁸ , -SO ₂ NR ⁹ R ¹⁰ , -SO ₂ -ON=CR ¹¹ R ¹² , -SO ₂ NHNHR ¹³ , -SO ₂ SR ¹⁴ , -SO ₂ NHSO ₂ R ¹⁵ . Here, R ⁶ to R ¹¹ and R ¹³ to R ¹⁵ each independently represent a substituted or unsubstituted hydrocarbon group, R ¹² represents a hydrogen atom, or a substituted or unsubstituted hydrocarbon group, and M represents a sodium atom or a potassium atom. .

The hydrocarbon group of R ⁶ to R ¹¹ and R ¹³ to R ¹⁴ is preferably an aliphatic hydrocarbon group or an aromatic hydrocarbon group, more preferably an alkyl group having 1 to 30 carbon atoms or an aryl group having 6 to 30 carbon atoms. The alkyl group preferably has 1 to 24 carbon atoms, more preferably 1 to 18 carbon atoms. The carbon number of the aryl group is preferably from 6 to 20, more preferably from 6 to 10.

R ^{12 is} preferably an aliphatic hydrocarbon group, more preferably an alkyl group having 1 to 24 carbon atoms, particularly preferably an alkyl group having 1 to 12 carbon atoms.

R ^{15 is} preferably an aliphatic hydrocarbon group or an aromatic hydrocarbon group, more preferably an alkyl group having 1 to 20 carbon atoms or an aryl group having 6 to 10 carbon atoms.

Specific examples of the hydrocarbon groups include the same as described above.

R ¹ ~ R ⁴ and R ⁶ ~ R ¹⁵ is a hydrocarbon group, and R ¹ ~ R ⁴ is heterocyclyl, without departing the scope of the gist of the present invention may further have a substituent. When the position and the number of the substituent are arbitrary, and when there are two or more substituents, the substituent may be the same or different. Examples of such a substituent include a halogen atom, a hydroxyl group, a cyano group, a decyl group, a carboxyl group, a nitro group, an amine group, a thiol group, an alkoxy group, an aryloxy group, an alkylthio group, an arylthio group, and N. Substituted amine, amidino, alkylcarbonyl, alkoxycarbonyl, alkanesulfonyl, alkylaminesulfonyl, trialkylsulfonyl, aliphatic hydrocarbon, alicyclic hydrocarbon, aromatic hydrocarbon, heterocyclic, etc. . These substituents may further have a substituent.

Examples of the halogen atom include a fluorine atom, a chlorine atom, a bromine atom, and an iodine atom.

Examples of the alkoxy group include a methoxy group, an ethoxy group, a propoxy group, a butoxy group, a hexyloxy group, a 2-ethylhexyloxy group, an octyloxy group, a dodecyloxy group, and a tertiary triode. A C _1-12 alkoxy group such as an alkoxy group. Examples of the aryloxy group include a phenoxy group and a benzyloxy group.

Examples of the alkylthio group include a methylthio group, an ethylthio group, a propylthio group, an isopropylthio group, a butylthio group, an isobutylthio group, a pentylthio group, an isopentylthio group, a neopentylthio group, and a cyclopentyl group. Sulfur, hexylthio, cyclohexylthio, heptylthio, cycloheptylthio, octylthio, 2-ethylhexylthio, cyclooctylthio, sulfonylthio, sulfonylthio, tricyclic sulfonium sulfide Base, methoxypropylthio, ethoxypropylthio, hexyloxypropylthio, 2-ethylhexyloxypropylthio, methoxyhexylthio, undecylthio, dodecyl sulfur A C _1-20 alkylthio group such as a tetradecylthio group, a tertiary dodecylthio group, a hexadecylthio group or an octadecylthio group. Examples of the arylthio group include a phenylthio group and the like.

Examples of the substituent of the N-substituted amino group include a C _1-6 alkyl group and a C _6-10 aryl group. Specific examples thereof include the same as described above.

The alkylcarbonyl group may, for example, be a C _1-6 alkylcarbonyl group such as a methylcarbonyl group, an ethyl carbonyl group, a propylcarbonyl group or a butylated carbonyl group.

Examples of the alkoxycarbonyl group include a methoxycarbonyl group, an ethoxycarbonyl group, a propoxycarbonyl group, a butoxycarbonyl group, a hexyloxycarbonyl group, a cyclohexyloxycarbonyl group, a 2-ethylhexyloxycarbonyl group, a dodecylcarbonyl group, and an octadecyl group. A C _1-20 alkoxycarbonyl group such as an alkylcarbonyl group.

Examples of the alkanesulfonyl group include a methylsulfonyl group, an ethylsulfonyl group, a hexylsulfonyl group, a sulfonyl group, an undecanesulfonyl group, a dodecylsulfonyl group, and a tetradecanesulfonate group. A C _1-20 alkylsulfonyl group such as a benzylidene group, a tridecanesulfonyl group, a hexadecane sulfonyl group or an octadecylsulfonyl group.

Examples of the alkylamine sulfonyl group include methylamine sulfonyl group, ethylamine sulfonyl group, dimethylamine sulfonyl group, propylamine sulfonyl group, isopropylamine sulfonyl group, and butyl group. Aminesulfonyl, hexylamine sulfonyl, octylamine sulfonyl, 2-ethylhexylamine sulfonyl, undecylamine sulfonyl, dodecylamine sulfonyl, 1-heptyl A C _1-20 alkylamine sulfonyl group such as an octylamine sulfonyl group.

The trialkylsulfonyl group may be a tri-C _1-6 alkanofluorenyl group such as a trimethylsulfonyl group.

Specific examples of the aliphatic hydrocarbon group, the aromatic hydrocarbon group and the heterocyclic group are the same as those described above.

m is an integer of 0 to 5, but is preferably 0 to 3, more preferably 1 or 2.

Further, one or more of R ¹ to R ⁴ in the formula (1) need to be a group selected from the following requirements (i) to (v).

(i) is a substituted or unsubstituted unsaturated aliphatic hydrocarbon group, or a substituted or unsubstituted unsaturated alicyclic hydrocarbon group. However, the unsaturated aliphatic hydrocarbon group may have a linking group selected from -CO-, -COO-, and -CONH- between C-C bonds.

(ii) is an alicyclic hydrocarbon group substituted with an unsaturated aliphatic hydrocarbon group, or an aromatic hydrocarbon group substituted with an unsaturated aliphatic hydrocarbon group or an unsaturated alicyclic hydrocarbon group.

(iii) is a substituted or unsubstituted heterocyclic group or a hydrocarbon group substituted with a heterocyclic group.

(iv) is a hydrocarbon group substituted with at least one selected from the group of substituents α.

(v) is a substituted or unsubstituted aliphatic hydrocarbon group having a carbon number of 11 or more.

The unsaturated aliphatic hydrocarbon group of the requirements (i) and (ii) is the same as the above, but among them, an alkenyl group is preferred. The carbon number is preferably from 2 to 20, more preferably from 2 to 10, and particularly preferably from 2 to 6.

The unsaturated alicyclic hydrocarbon group as the requirements (i) and (ii) is the same as the above, but among them, a cycloalkenyl group is preferred. The carbon number is preferably 4 to 8, more preferably 5 or 6.

The heterocyclic group of the element (iii) is the same as the above, but an alicyclic heterocyclic group is preferred. Further, as the hydrocarbon group of the element (iv), a saturated hydrocarbon group is preferred, and a saturated aliphatic hydrocarbon group is more preferred. The carbon number of the saturated aliphatic hydrocarbon group is preferably from 1 to 20, more preferably from 1 to 10, particularly preferably from 2 to 6.

The substituent group α as the element (iv) is more preferably -CN or -NO ₂ . Further, the hydrocarbon group of the component (iv) is preferably an aliphatic hydrocarbon group or an aromatic hydrocarbon group. The carbon number of the aliphatic hydrocarbon group is preferably from 1 to 20, more preferably from 1 to 10, particularly preferably from 2 to 6.

The aliphatic hydrocarbon group having a carbon number of 11 or more in the element (v) may be saturated or unsaturated. Specifically, a saturated aliphatic hydrocarbon group and an unsaturated aliphatic hydrocarbon group having 11 or more carbon atoms in the same manner as described above are mentioned. The carbon number of the aliphatic hydrocarbon group is preferably from 11 to 20, more preferably from 11 to 16. The substituent of the element (v) may, for example, be a halogen atom, a hydroxyl group, a cyano group, a decyl group, a carboxyl group, a nitro group, an amine group, a thiol group, an alkoxy group, an aryloxy group, an alkylthio group or an aromatic sulfur. A group, an N-substituted amino group, an alkylcarbonyl group, an alkoxycarbonyl group, an alkanesulfonyl group, an alkylaminesulfonyl group, a trialkylsulfonyl group, an alicyclic hydrocarbon group, an aromatic hydrocarbon group, a heterocyclic group or the like. Specific examples of the substituents include the same as described above.

Among the above-mentioned requirements (i) to (v), one or more of R ¹ to R ⁴ are preferably a substituted or unsubstituted unsaturated aliphatic hydrocarbon group, an aromatic hydrocarbon group substituted with an unsaturated aliphatic hydrocarbon group, More preferably, the hydrocarbon group substituted with a heterocyclic group, the aliphatic hydrocarbon group or aromatic hydrocarbon group substituted with at least one selected from the substituent group α, and the substituted or unsubstituted aliphatic hydrocarbon group having a carbon number of 11 or more. A substituted or unsubstituted unsaturated aliphatic hydrocarbon group, an aromatic hydrocarbon group substituted with an unsaturated aliphatic hydrocarbon group, or an aliphatic hydrocarbon group or an aromatic hydrocarbon group substituted with at least one selected from the substituent group α.

The structure represented by the formula (1) is, for example, the following structure. Among them, structural formulas (a1), (a10), (a16), (a17), (a19), (a20), (a22), (a39) to (a45) are preferred. However, R ^a represents 2-ethylhexyl.

When the structure represented by the formula (1) is cationic, the compound having the structure represented by the formula (1) is electrically neutral and has an anion. Examples of the anion include a halogen ion, a boron anion, a phosphate anion, a carboxylic acid anion, a sulfate anion, an organic sulfonate anion, a nitrogen anion, and a methyl metal compound anion. More specifically, for example, an anion described in JP-A-2007-503477 can be cited.

When the structure represented by the formula (1) is anionic, the compound having the structure represented by the formula (1) is electrically neutral and has a cation. Examples of the cation include a metal cation, a phosphonium cation, and the like. Examples of the metal cation include a monovalent metal cation such as a lithium ion, a sodium ion, and a potassium ion, and a divalent metal cation such as a magnesium ion or a calcium ion. Examples of the phosphonium cation include an ammonium cation, a phosphonium cation, and the like. Examples of the ammonium cation include tetramethylammonium, tetraethylammonium, monostearyltrimethylammonium, distearyldimethylammonium, tristea monomethylammonium, and cetyl. Trimethylammonium, trioctylmethylammonium, dioctyldimethylammonium, monolauryltrimethylammonium, dilauryldimethylammonium, trilaurylmethylammonium, triamylbenzylammonium , trihexylbenzylammonium, trioctylbenzylammonium, trilaurylbenzylammonium, benzyldimethyldimethylammonium, benzyldimethyloctylammonium, dialkyl (alkane) The base is C14~C18) dimethylammonium and the like. Examples of the phosphonium cation include tetradecane such as methyltrioctylfluorene, octyltributylphosphonium, dodecyltributylphosphonium, hexadecyltributylphosphonium, and dihexyldioctylfluorene. An alkyltriphenylphosphonium such as an aryltrialkylsulfonium such as an aryltrialkylsulfonium such as benzyltributylphosphonium or a dialkyldiarylsulfonium such as dibutyldiphenylphosphonium or a butyltriphenylphosphonium. And tetraaryl fluorene such as benzyltriphenylphosphonium.

The coloring agent can be produced by an appropriate method, and examples thereof include the same methods as those in Example 3 of JP-A-2010-254964, and JP-A-2013-011869. The coloring agent obtained as described above is soluble in various organic solvents exemplified by ketones such as cyclohexanone, and has excellent heat resistance.

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

The coloring composition of the present invention contains the present colorant as a coloring agent, and may further contain other coloring agents. The other coloring agent is not particularly limited, and the color or material can be appropriately selected depending on the application.

As the other coloring agent, any pigment, a dye other than the coloring agent, and a natural coloring matter may be used. However, in the sense of obtaining a pixel having high luminance and high color purity, organic pigments and organic dyes are preferred, and organic pigments are preferred. pigment.

As the organic pigment, for example, a compound classified as a pigment in a color index (C.I.; issued by The Society of Dyers and Colourists), that is, a color index (C.I.) number as described below is attached.

CI Pigment Red 166, CI Pigment Red 177, CI Pigment Red 224, CI Pigment Red 242, CI Pigment Red 254, CI Pigment Red 264; CI Pigment Green 7, CI Pigment Green 36, CI Pigment Green 58; CI Pigment Blue 15: 6. CI Pigment Blue 16, CI Pigment Blue 80; CI Pigment Yellow 83, CI Pigment Yellow 129, CI Pigment Yellow 138, CI Pigment Yellow 139, CI Pigment Yellow 150, CI Pigment Yellow 179, CI Pigment Yellow 180, CI Pigment Yellow 185, CI Pigment Yellow 211, CI Pigment Yellow 215; CI Pigment Orange 38; CI Pigment Violet 23.

Others are disclosed in JP-A-2001-081348, JP-A-2010-026334, JP-A-2010-237384, JP-A-2010-237569, and JP-A-. A lake pigment such as Japanese Laid-Open Patent Publication No. 2011-145346.

Further, as the dye, a triarylmethane dye, an anthraquinone dye, an azo dye or the like is preferable. More specifically, Japanese Laid-Open Patent Publication No. 2011-116803, JP-A-2011-117995, JP-A-2011-133844, and JP-A-2011 An organic dye such as No. 174987.

The colored composition of the present invention is preferably used for the formation of blue pixels. In this case, it is preferable to contain at least one selected from the group consisting of a blue pigment, a blue dye, a violet pigment, and a violet dye as the other coloring agent, including the coloring agent as the coloring agent (A). In this case, the content ratio of the coloring agent is preferably from 0.1 to 80% by mass, preferably from 1 to 80% by mass, more preferably from 5 to 60% by mass, particularly preferably from 10 to 40% by mass, based on the total coloring agent.

In the present invention, any other pigment which is optionally mixed may be used by a recrystallization method, a reprecipitation method, a solvent cleaning method, a sublimation method, a vacuum heating method, or a combination thereof. Further, these pigments may be used by modifying the surface of the particles with a resin as needed. Examples of the resin for modifying the surface of the pigment particles include a carrier resin described in JP-A-2001-108817, and various commercially available resins for pigment dispersion. For example, a method of coating the surface of the carbon black, for example, a method disclosed in JP-A-H09-71733, JP-A-9-95625, JP-A-9-124969, and the like can be employed. Also, organic pigments can also use so-called The salt mill uses the primary particles to be fine. As a method of salt milling, for example, a method disclosed in Japanese Laid-Open Patent Publication No. Hei 08-179111 can be employed.

Further, in the present invention, other coloring agents which are arbitrarily mixed may be contained, and a known dispersing agent and dispersing aid may be further contained. Examples of the known dispersant include a urethane dispersant, a polyethyleneimine dispersant, a polyoxyethylene alkyl ester dispersant, a polyoxyethylene alkyl phenyl ether dispersant, and a polydispersant. A glycol diester dispersing agent, a sorbitan fatty acid ester dispersing agent, a polyester dispersing agent, an acrylic dispersing agent, etc., and a dispersing auxiliary agent, a pigment derivative etc. are mentioned.

The above-mentioned dispersing agent can be obtained commercially, and examples of the acrylic dispersing agent include Disperbyk-2000, Disperbyk-2001, BYK-LPN6919, BYK-LPN21116, BYK-LPN21324 (above, BYK), and the like; Examples of the urethane-based dispersant include Disperbyk-161, Disperbyk-162, Disperbyk-165, Disperbyk-167, Disperbyk-170, Disperbyk-182 (above, BYK), and Solsperse 76500 (Lubrizol) As a polyethyleneimine-based dispersing agent, Solsperse 24000 (manufactured by Lubrizol Co., Ltd.) or the like; and polyester-based dispersing agent, Ajisper PB821, Ajisper PB822, Ajisper PB880, Ajisper PB881 (above is Ajinomoto Fine-Techno Co., Ltd.) and the like.

In addition, specific examples of the pigment derivative include a copper methocyanine, a diketopyrrolopyrrole, and a sulfonic acid derivative of quinacridone.

In the present invention, other coloring agents may be used singly or in combination of two or more.

When the other coloring agent is contained, the content of the other coloring agent is preferably 99.9% by mass or less, more preferably 99% by mass or less, even more preferably 95% by mass or less, and particularly preferably 90% by mass based on the total amount of the coloring agent. %the following. The lower limit value is not particularly limited as long as it is 0.01% by mass or more.

From the viewpoint of forming a pixel having high heat resistance, high luminance and excellent color purity, or a black matrix or a black spacer excellent in light shielding properties, (A) the content ratio of the coloring agent is usually a solid component of the coloring composition. The amount is 5 to 70% by mass, preferably 5 to 60% by mass, more preferably 10 to 40% by mass. The solid component here is a component other than the solvent described later.

- (B) Adhesive Resin -

The (B) binder resin of the present invention is not particularly limited, but a resin having an acidic functional group such as a carboxyl group or a phenolic hydroxyl group is preferred. In particular, a polymer having a carboxyl group (hereinafter also referred to as a "carboxyl group-containing polymer") is preferable, and examples thereof include an ethylenically unsaturated monomer having one or more carboxyl groups (hereinafter also referred to as "no." Saturated monomer (b1)") a copolymer of a copolymerizable ethylenically unsaturated monomer (hereinafter also referred to as "unsaturated monomer (b2)").

Examples of the unsaturated monomer (b1) include (meth)acrylic acid, maleic acid, maleic anhydride, succinic acid mono [2-(methyl) propylene methoxyethyl ester], and ω-carboxyl group. Polycaprolactone mono(meth)acrylate, p-vinylbenzoic acid, and the like.

These unsaturated monomers (b1) can be used individually or in mixture of 2 or more types.

Further, examples of the unsaturated monomer (b2) include N-position substituted maleimine such as N-phenylmaleimide and N-cyclohexylmaleimide; Ethylene, α-methylstyrene, p-hydroxystyrene, p-hydroxy-α-methylstyrene, p-vinylbenzyloxypropyl ether, terpene aromatic vinyl compounds; such as (meth)acrylic acid Methyl ester, n-butyl (meth)acrylate, 2-ethylhexyl (meth)acrylate, 2-hydroxyethyl (meth)acrylate, allyl (meth)acrylate, (methyl) Benzyl acrylate, polyethylene glycol (degree of polymerization 2~10) methyl ether (meth) acrylate, polypropylene glycol (degree of polymerization 2~10) methyl ether (meth) acrylate, polyethylene glycol ( Degree of polymerization 2 to 10) mono (meth) acrylate, polypropylene glycol (degree of polymerization 2 to 10) mono (meth) acrylate, cyclohexyl (meth) acrylate, isodecyl (meth) acrylate, ( Trimethyl [meth) acrylate [5.2.1.0 ^2,6 ] 癸-8-ester, dicyclopentenyl (meth) acrylate, glycerol mono (meth) acrylate, (meth) acrylate-4- Hydroxyphenyl ester, p-isopropylphenol ethylene oxide denatured (meth) acrylate, (methyl) propyl Glycidyl acrylate, 3,4-epoxycyclohexylmethyl (meth)acrylate, 3-[(methyl)propenyloxymethyl]oxocyclobutane, 3-[(meth)propene a (meth) acrylate of methoxymethyl]-3-ethyloxycyclobutane; such as cyclohexyl vinyl ether, isodecyl vinyl ether, tricyclo [5.2.1.0 ^2,6 ] decane- 8-vinyl vinyl ether, pentacyclopentadecyl vinyl ether, vinyl ether of 3-(vinyloxymethyl)-3-ethyloxycyclobutane; such as polystyrene, poly(meth)acrylic acid A macromonomer having a mono(meth)acrylinyl group at the end of a polymer molecular chain, such as a methyl ester, n-butyl poly(meth)acrylate, or polyoxyalkylene.

These unsaturated monomers (b2) can be used individually or in mixture of 2 or more types.

In the copolymer of the unsaturated monomer (b1) and the unsaturated monomer (b2), the copolymerization ratio of the unsaturated monomer (b1) in the copolymer is preferably from 5 to 50% by mass, more preferably 10~40% by mass. By copolymerizing the unsaturated monomer (b1) within the above range, a coloring composition excellent in both alkali developability and storage stability can be obtained.

Specific examples of the copolymer of the unsaturated monomer (b1) and the unsaturated monomer (b2) are disclosed in Japanese Laid-Open Patent Publication No. Hei. Japanese Laid-Open Patent Publication No. Hei. No. Hei. No. Hei. No. Hei. No. Hei. No. Hei. No. Hei. No. Hei. No. Hei. A copolymer of the publication 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. A polymer containing a carboxyl group having a polymerizable unsaturated bond such as a (meth) acrylonitrile group in a side chain may be used as a binder resin, as disclosed in JP-A-2008-181095.

The polystyrene resin of the binder resin of the present invention is measured by colloidal permeation chromatography (hereinafter referred to as GPC) (dissolving solvent: tetrahydrofuran). The weight average molecular weight (Mw) is usually from 1,000 to 100,000, preferably from 3,000 to 50,000. According to the above aspect, the residual film ratio, the pattern shape, the heat resistance, the electrical properties, and the resolution of the film can be further improved, and the generation of dry foreign matter at the time of coating can be suppressed at a high level.

Further, the ratio (Mw/Mn) of the weight average molecular weight (Mw) to the number average molecular weight (Mn) of the binder resin of the present invention is preferably from 1.0 to 5.0, more preferably from 1.0 to 3.0. In addition, Mn referred to herein is a number average molecular weight in terms of polystyrene measured by GPC (eluent solvent: tetrahydrofuran).

The binder resin of the present invention can be produced by a known method. For example, it can be disclosed in Japanese Laid-Open Patent Publication No. 2003-222717, JP-A-2006-259680, and International Publication No. 07/029871. Method, control 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, more preferably 50 to 150 parts by mass, per 100 parts by mass of the (A) colorant. By the aspect as described above, the alkali developability, the storage stability of the colored composition, and the chromaticity characteristics can be further improved.

- (C) Polymeric Compound -

In the present invention, the polymerizable compound means a compound having two or more polymerizable groups. Examples of the polymerizable group include an ethylenically unsaturated group, an oxiranyl group, an oxetanyl group, and an N-alkoxymethylamino group. In the present invention, as a polymerizable compound, A compound having two or more (meth)acrylinyl groups or a compound having two or more N-alkoxymethylamino groups is preferred.

Specific examples of the compound having two or more (meth)acryl fluorenyl groups include a polyfunctional (meth) acrylate obtained by reacting an aliphatic polyhydroxy compound with (meth)acrylic acid. An ester-denatured polyfunctional (meth) acrylate, an alkylene oxide-denatured polyfunctional (meth) acrylate, a polyfunctional amine group obtained by reacting a hydroxyl group-containing (meth) acrylate with a polyfunctional isocyanate An acid ester (meth) acrylate or a polyfunctional (meth) acrylate having a carboxyl group obtained by reacting a (meth) acrylate having a hydroxyl group with an acid anhydride.

Here, examples of the aliphatic polyhydroxy compound include divalent aliphatic polyhydroxy compounds such as ethylene glycol, propylene glycol, polyethylene glycol, and polypropylene glycol; for example, glycerin, trimethylolpropane, An aliphatic polyhydroxy compound having a trivalent or higher valence of pentaerythritol or dipentaerythritol. Examples of the (meth) acrylate having a hydroxyl group include 2-hydroxyethyl (meth)acrylate, trimethylolpropane di(meth)acrylate, and pentaerythritol tri(meth)acrylate. Dipentaerythritol penta (meth) acrylate, glycerol dimethacrylate, and the like. Examples of the polyfunctional isocyanate include tolylene diisocyanate, hexamethylene diisocyanate, diphenylmethylene diisocyanate, and isophorone diisocyanate. Examples of the acid anhydride include anhydrides of dibasic acids such as succinic anhydride, maleic anhydride, glutaric anhydride, itaconic anhydride, phthalic anhydride, and hexahydrophthalic anhydride, and pyromellitic anhydride. Tetracarboxylic acid dianhydride of benzenetetracarboxylic dianhydride and benzophenone tetracarboxylic dianhydride.

In addition, as the polyfunctional (meth) acrylate which is denatured by caprolactone, for example, a compound described in paragraphs [0015] to [0018] of JP-A-11-44955 is mentioned. The polyfunctional (meth) acrylate which is denatured with the alkylene oxide, bisphenol A di(meth)acrylate which is denatured by at least one selected from the group consisting of ethylene oxide and propylene oxide, Denaturation by using at least one selected from the group consisting of ethylene oxide and propylene oxide, and tris(meth)acrylate, which is selected from at least one of ethylene oxide and propylene oxide, is used. Trimethylolpropane tri(meth)acrylate, pentaerythritol tri(meth)acrylate modified by at least one selected from the group consisting of ethylene oxide and propylene oxide, and selected from ethylene oxide Pentaerythritol tetra(meth)acrylate which is denatured by at least one of propylene oxide and dipentaerythritol penta (meth) acrylate which is denatured by at least one selected from the group consisting of ethylene oxide and propylene oxide It is selected from dipentaerythritol hexa(meth)acrylate which is denatured by at least one of ethylene oxide and propylene oxide.

In addition, examples of the compound having two or more N-alkoxymethylamino groups include a compound having a melamine structure, a benzoguanamine structure, and a urea structure. Furthermore, the melamine structure and the benzoguanamine structure refer to having more than one of three Ring or three substituted by phenyl The chemical structure of the ring as a basic skeleton is a concept that also contains melamine, benzoguanamine or the like. Specific examples of the compound having two or more N-alkoxymethylamino groups include N,N,N',N',N",N"-hexa(alkoxymethyl)melamine, N,N,N',N'-tetrakis(alkoxymethyl)benzoguanamine, N,N,N',N'-tetrakis(alkoxymethyl)acetylene urea and the like.

Among these polymerizable compounds, a polyfunctional (meth) acrylate obtained by reacting an aliphatic polyhydroxy compound having a trivalent or higher value with (meth)acrylic acid, or a polyfunctional (methyl) modified by caprolactone Acrylate, polyfunctional urethane (meth) acrylate, polyfunctional (meth) acrylate having carboxyl group, N, N, N', N', N", N"-hexa (alkoxy) Methyl) melamine, N, N, N', N'-tetrakis(alkoxymethyl)benzoguanamine are preferred. The trivalent or higher aliphatic polyhydroxy compound is obtained from the viewpoint of high strength of the colored layer and excellent surface smoothness of the colored layer, and it is difficult to cause dross or film residue on the substrate of the unexposed portion and the light shielding layer. Among the polyfunctional (meth) acrylates obtained by the reaction of (meth)acrylic acid, trimethylolpropane triacrylate, pentaerythritol triacrylate, dipentaerythritol pentaacrylate, and dipentaerythritol hexaacrylate are particularly preferred. Among the polyfunctional (meth) acrylates having a carboxyl group, a compound obtained by reacting pentaerythritol triacrylate with succinic anhydride, and a compound obtained by reacting dipentaerythritol pentaacrylate with succinic anhydride are particularly preferable.

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

The content of the (C) polymerizable compound of the present invention is preferably 10 to 1,000 parts by mass, more preferably 20 to 700 parts by mass, even more preferably 30 to 500 parts by mass, based on 100 parts by mass of the (A) coloring agent. Good for 50~150 parts by mass. According to the above aspect, the curability and the alkali developability can be further improved, and the occurrence of dross or film residue on the substrate of the unexposed portion or the light shielding layer can be suppressed at a high level.

-Photopolymerization initiator -

A photopolymerization initiator may be contained in the colored composition of the present invention. According to the foregoing, the coloring composition can be imparted with radiation. The photopolymerization initiator used in the present invention is a compound which emits an active species capable of initiating polymerization of the polymerizable compound by exposure to radiation such as visible light, ultraviolet light, far ultraviolet light, electron beam, or X-ray.

Examples of the photopolymerization initiator as described above include a thioxanthone compound, an acetophenone compound, a biimidazole compound, and the like. Compound, O-mercapto oxime compound, sulfonium salt compound, benzoin compound, benzophenone 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 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 is preferred.

Among the preferable photopolymerization initiators of the present invention, specific examples of the thioxanthone-based compound include thioxanthone, 2-chlorothioxanthone, 2-methylthioxanthone, and 2-isopropyl Thiophenone, 4-isopropylthioxanthone, 2,4-dichlorothioxanthone, 2,4-dimethylthioxanthone, 2,4-diethylthioxanthone, 2,4- Diisopropyl thioxanthone and the like.

Further, specific examples of the acetophenone-based compound include 2-methyl-1-[4-(methylthio)phenyl]-2-N- Orolinyl propan-1-one, 2-benzyl-2-yldimethylamino-1-(4-N- Polinylphenyl)butan-1-one, 2-(4-methylbenzyl)-2-(dimethylamino)-1-(4-N- Polinylphenyl)butan-1-one and the like.

Further, specific examples of the biimidazole-based compound include 2,2'-bis(2-chlorophenyl)-4,4',5,5'-tetraphenyl-1,2'-biimidazole. , 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, and the like.

Further, when a biimidazole-based compound is used as a photopolymerization initiator, it is preferred to use a hydrogen donor in combination from the viewpoint of improving the sensitivity. The term "hydrogen donor" as used herein means a compound which can supply a hydrogen atom to a radical generated from a biimidazole compound by exposure. As the hydrogen donor, for example, 2-thiol benzothiazole or 2-thiol benzo can be mentioned. An amine-based hydrogen donor such as a thiol-based hydrogen donor such as oxazole, 4,4'-bis(dimethylamino)benzophenone or 4,4'-bis(diethylamino)benzophenone . In the present invention, the hydrogen donor may be used alone or in combination of two or more. However, from the viewpoint of further improving the sensitivity, one or more kinds of thiol-based hydrogen donors and one or more amine-based hydrogens may be combined. It is ideal for use.

Again, as the aforementioned three Specific examples of the compound include 2,4,6-para(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, specific examples of the O-fluorenyl fluorene-based compound include 1,2-octanedione, 1-[4-(phenylthio)phenyl]-, 2-(O-benzylidene).肟), ethyl ketone, 1-[9-ethyl-6-(2-methylbenzhydryl)-9H-indazol-3-yl]-, 1-(O-ethylindenyl), B Ketone, 1-[9-ethyl-6-(2-methyl-4-tetrahydrofurylmethoxybenzylidene)-9H-indazol-3-yl]-, 1-(O-ethenyl)肟), ethyl ketone, 1-[9-ethyl-6-{2-methyl-4-(2,2-dimethyl-1,3-dioxolanyl)methoxybenzidine }}-9H-carbazol-3-yl]-, 1-(O-ethylindenyl) and the like. As a commercial item of the O-indenyl ruthenium compound, NCI-831, NCI-930 (above, ADEKA Co., Ltd.), DFI-020, and DFI-091 (the above is manufactured by DAITO CHEMIX Co., Ltd.) can also be used. )Wait.

In the present invention, when a photopolymerization initiator other than the biimidazole compound such as an acetophenone-based compound is used, a sensitizer may be used in combination. Examples of the sensitizer as described above include 4,4'-bis(dimethylamino)benzophenone, 4,4'-bis(diethylamino)benzophenone, and 4-di. Ethyl acetophenone, 4-dimethylaminopropiophenone, ethyl 4-dimethylaminobenzoate, 2-ethylhexyl 4-dimethylaminobenzoate, 2,5-bis (4 -diethylaminobenzylidene)cyclohexanone, 7-diethylamino-3-(4-diethylaminobenzimidyl)coumarin, 4-(diethylamino)chalcone Wait.

In the present invention, the content of the photopolymerization initiator is preferably 0.01 to 120 parts by mass, more preferably 1 to 100 parts by mass, even more preferably 10 to 60 parts by mass, per 100 parts by mass of the (C) polymerizable compound. . By the aspect as described above, the curability and film properties can be further improved.

- solvent -

The colored composition of the present invention is a component containing the above-mentioned components (A) to (C) and optionally added, but is usually prepared by mixing a solvent as a liquid component.

The solvent is appropriately selected and used as long as it disperses or dissolves the components (A) to (C) constituting the colored composition or other components, and does not react with the components. .

Examples of the solvent include ethylene glycol monomethyl ether, ethylene glycol monoethyl ether, ethylene glycol mono-n-propyl ether, ethylene glycol mono-n-butyl ether, and diethylene glycol. Monomethyl 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 monoethyl 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, (poly)alkylene glycol monoalkyl esters such as dipropylene glycol mono-n-butyl ether, tripropylene glycol monomethyl ether, tripropylene glycol monoethyl ether; alkyl lactate such as methyl lactate or ethyl lactate; methanol , (cyclo)alkanols such as ethanol, propanol, butanol, isopropanol, isobutanol, tert-butanol, octanol, 2-ethylhexanol, cyclohexanol; ketones such as diacetone alcohol Alcohols; ethylene glycol monomethyl ether acetate, ethylene glycol monoethyl ether acetate, diethylene glycol monomethyl ether acetate, diethylene glycol monoethyl ether acetate, propylene glycol Monomethyl ether B Esters, propylene glycol monoethyl ether acetate, dipropylene glycol monomethyl ether acetate, 3-methoxy butyl acetate -3- (poly)olefin diol monoalkyl ether acetates such as methyl-3-methoxybutyl ester; diethylene glycol dimethyl ether, diethylene glycol methyl ethyl ether, diethylene glycol II Other ethers such as ethyl ether and tetrahydrofuran; ketones such as methyl ethyl ketone, cyclohexanone, 2-heptanone, and 3-heptanone; propylene glycol diacetate, 1,3-butylene glycol diacetate, Diacetate such as 1,6-hexanediol diacetate; methyl 3-methoxypropionate, ethyl 3-methoxypropionate, methyl 3-ethoxypropionate, 3- Alkoxycarboxylates such as ethyl ethoxypropionate, ethyl ethoxyacetate, 3-methyl-3-methoxybutyl propionate; ethyl acetate, n-propyl acetate, acetic acid Isopropyl ester, n-butyl acetate, isobutyl acetate, n-amyl formate, isoamyl acetate, n-butyl propionate, ethyl butyrate, n-propyl butyrate, isopropyl butyrate, butyric acid Other esters such as butyl ester, methyl pyruvate, ethyl pyruvate, n-propyl pyruvate, methyl acetate, ethyl acetate, ethyl 2-oxobutanoate, etc.; toluene, xylene Aromatic hydrocarbons; N,N-dimethylformamide, N,N-dimethylacetamide, N-methylpyridinium A guanamine or an indoleamine such as a bromo ketone.

Among these solvents, (poly)alkylene glycol monoalkyl ethers, lactated alkyl esters, (poly)alkylene glycol monoalkanes from the viewpoints of solubility, pigment dispersibility, coating properties and the like Ethyl ether acetates, other ethers, ketones, diacetates, alkoxycarboxylates, and other esters are preferred, especially propylene glycol monomethyl ether, propylene glycol monoethyl ether, and B. Glycol monomethyl ether acetate, propylene glycol monomethyl ether acetate, propylene glycol monoethyl ether acetate, acetic acid-3-methoxybutyl ester, diethylene glycol Dimethyl ether, diethylene glycol methyl ethyl ether, cyclohexanone, 2-heptanone, 3-heptanone, 1,3-butanediol diacetate, 1,6-hexanediol diethyl Acid ester, ethyl lactate, ethyl 3-methoxypropionate, methyl 3-ethoxypropionate, ethyl 3-ethoxypropionate, 3-methyl-3-methoxypropionate Butyl ester, n-butyl acetate, isobutyl acetate, n-amyl formate, isoamyl acetate, n-butyl propionate, ethyl butyrate, isopropyl butyrate, n-butyl butyrate, ethyl pyruvate I am more ideal.

In the present invention, the solvent may be used singly or in combination of two or more. When used in combination, it is preferred to use at least (poly) alkene diol monoalkyl ethers and (poly) olefin diol monoalkyl ether acetates, (poly) olefin diol monoalkyl ether acetates The ester is used in combination with an alkoxycarboxylic acid ester.

The content of the solvent is not particularly limited. However, the total concentration of each component of the solvent excluding the coloring composition is preferably 5 to 50% by mass, and more preferably 10 to 40% by mass. By the aspect as described above, a colorant dispersion having good dispersibility and stability, and a coloring composition excellent in coatability and stability can be obtained.

-additive-

The colored 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 polyvinyl alcohol or poly(fluoroalkyl acrylate); an interface of a fluorine-based surfactant or a lanthanoid surfactant; Active agent; vinyl trimethoxy decane, vinyl triethoxy decane, vinyl ginseng (2-methoxyethoxy) decane, N-(2-aminoethyl)-3-aminopropylmethyl Dimethyl Oxydecane, N-(2-aminoethyl)-3-aminopropyltrimethoxydecane, 3-aminopropyltriethoxydecane, 3-glycidoxypropyltrimethoxydecane, 3- Glycidoxypropylmethyldimethoxydecane, 2-(3,4-epoxycyclohexyl)ethyltrimethoxydecane, 3-chloropropylmethyldimethoxydecane, 3-chloropropane An adhesion promoter such as trimethoxy decane, 3-methyl propylene oxypropyl trimethoxy decane, 3-thiol propyl trimethoxy decane; 2,2-thiobis(4-methyl -6-t-butylphenol), 2,6-di-t-butylphenol, pentaerythritol 肆[3-(3,5-di-t-butyl-4-hydroxyphenyl)propionate], 3, 9-bis[2-[3-(3-t-butyl-4-hydroxy-5-methylphenyl)-propenyloxy]-1,1-dimethylethyl]-2,4, Resistance to 8,10-tetraoxa-spiro[5.5]undecane, thiodivinylbis[3-(3,5-di-t-butyl-4-hydroxyphenyl)propionate] An oxidizing agent; an anti-agglomerating agent such as sodium polyacrylate; malonic acid, adipic acid, itaconic acid, citraconic acid, fumaric acid, mesaconic acid, 2-aminoethanol, 3-amino-1-propanol , 5-amino-1-pentanol, 3-amino-1,2-propanediol, 2-amino-1,3-propanediol, 4-amino-1,2-butanediol, etc. Slag improver; succinic acid mono [2-(methyl) propylene methoxyethyl ester], phthalic acid mono [2-(methyl) propylene methoxyethyl ester], ω-carboxy polycaprolactone A developability improving agent such as (meth) acrylate or the like. Further, in the present invention, an ultraviolet absorber containing benzotriazole, benzophenone, benzoate or cyanoacrylate is not necessarily required.

The coloring composition of the present invention can be produced by an appropriate method. For example, a method of the method of the present invention, which is disclosed in JP-A-2008-58642, JP-A-2010-132874, and the like. When both the dye and the pigment are used as the coloring agent, as disclosed in Japanese Laid-Open Patent Publication No. 2010-132874, the dye solution passing through the first filter can be passed after passing the dye solution through the first filter. A method of preparing a colored composition by mixing with a separately prepared pigment dispersion or the like through a second filter. Further, it is also possible to dissolve the solution passing through the first filter by passing the dye and the components (B) to (C) and other components as needed in the solvent, so that the obtained solution passes through the first filter. Further, a prepared pigment dispersion liquid or the like is mixed, and the obtained coloring composition is prepared by passing through a second filter. Further, after the dye solution is passed through the first filter, the dye solution passing through the first filter may be mixed and dissolved with the components (B) to (C) and other components as needed, so that the obtained solution passes. The second filter, and a method in which the solution of the second filter is mixed with the separately prepared pigment dispersion, and the resulting colored composition is passed through a third filter.

Colored cured film and method of producing the same

The colored cured film of the present invention is formed by using the colored composition of the present invention, and specifically means each color pixel, black matrix, black spacer, or the like used for the color filter.

Hereinafter, a colored cured film for a color filter and a method of forming the same will be described.

As a method of manufacturing a color filter, the following method is mentioned first. First, a light shielding layer (black matrix) is formed on the surface of the substrate as needed to separate the portions where the pixels are formed. Next, on the substrate, for example, a red liquid composition of the radiation sensitive coloring composition of the present invention is applied, and then pre-baked and the solvent is evaporated to form a coating film. Next, the coating film was exposed through a mask, and then developed using an alkali developing solution to dissolve and remove the unexposed portion of the coating film. After that, by post-baking, the shape A pixel array in which a red pixel pattern (colored cured film) is arranged in a certain arrangement.

Next, each of the green or blue radiation-sensitive coloring compositions is used in the same manner as described above, and each of the radiation-sensitive coloring compositions is coated, pre-baked, exposed, developed, and post-baked to make green pixels. The array and the blue pixel array are sequentially formed on the same substrate. According to the above, a color filter in which the pixel arrays of the three primary colors of blue, green, and red are arranged on the substrate can be 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 can be formed by using a metal thin film such as chromium which is formed by sputtering or vapor deposition to form a desired pattern by photolithography, but it is also possible to use a radiation-sensitive coloring composition in which a black pigment is dispersed. The object is formed in the same manner as in the case of forming the aforementioned pixels.

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

Further, in these substrates, appropriate pretreatment such as drug treatment, plasma treatment, ion plating, sputtering, gas phase reaction, vacuum vapor deposition, or the like using a decane coupling agent or the like may be performed in advance. .

When the radiation sensitive coloring composition is applied to the substrate, a suitable method such as a spray method, a roll coating method, a spin coating method (spin coating method), a slit die coating method (slit coating method), or a bar coating method may be employed. The coating method is particularly preferably a spin coating method or a slit die coating method.

Pre-baking is usually carried out by combining dry-pressure drying and heat drying. Dry under reduced pressure, usually until 50 to 200 Pa. Further, the conditions of heat drying are usually about 1 to 10 minutes at 70 to 110 °C.

The coating thickness is usually 0.6 to 8 μm, preferably 1.2 to 5 μm, as the film thickness after drying.

Examples of the light source for radiation used to form at least one selected from the group consisting of a pixel and a black matrix include a xenon lamp, a halogen lamp, a tungsten lamp, a high pressure mercury lamp, an ultrahigh pressure mercury lamp, a metal halide lamp, and a medium voltage. Luminous light sources such as mercury lamps, low-pressure mercury lamps, or laser sources such as argon ion lasers, YAG lasers, XeCl excimer lasers, and nitrogen lasers. As the exposure light source, an ultraviolet LED can also be used. The wavelength is preferably in the range of 190 to 450 nm.

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

Further, as the alkali developing solution, for example, sodium carbonate, sodium hydrogencarbonate, sodium hydroxide, potassium hydroxide, tetramethylammonium hydroxide, choline, 1,8-diazabicyclo-[5.4.0] An aqueous solution of -7-undecane or 1,5-diazabicyclo-[4.3.0]-5-decene is preferred.

In the 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 carried out.

As the development treatment method, a shower development method, a spray development method, a dip development method, a dipping (filling) development method, or the like can be applied. The development conditions are preferably 5 to 300 seconds at normal temperature.

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

The film thickness of the pixel formed as described above is usually 0.5 to 5 μm, preferably 1.0 to 3 μm.

In addition, as a second method of producing a color filter, a method of obtaining each color pixel by an inkjet method can be employed as disclosed in JP-A-H07-318723, JP-A-2000-310706, and the like. In this method, first, a partition wall which also has a shading function is formed on the surface of the substrate. Next, in the formed partition, for example, a liquid composition of the thermosetting coloring composition of the present invention in which blue is emitted by an inkjet device is ejected, and then pre-baked to evaporate the solvent. Next, the coating film is exposed as needed, and then cured by post-baking to form a blue pixel pattern.

Next, each of the green or red thermosetting coloring compositions was used in the same manner as described above, and the green pixel pattern and the red pixel pattern were sequentially formed on the same substrate. According to the above, a color filter in which the pixel patterns of the three primary colors of blue, green, and red are arranged on the substrate can be 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 not only has a light-shielding function, but also exhibits a function of not mixing colors of the thermosetting coloring composition for discharging the color in the partition, and therefore the film thickness is thinner than that of the black matrix used in the first method. Thicker. 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, or the method or condition of pre-baking or post-baking is the same as the first method described above. As described above, the film thickness of the pixel formed by the ink jet method is the same as the height of the partition wall.

On the pixel pattern obtained as described above, a protective film is formed as needed, and then a transparent conductive film is formed by sputtering. After the transparent conductive film is formed, a spacer may be further formed to form a color filter. The spacer is usually formed using a radiation-sensitive composition, and can also be made into a light-shielding spacer (black spacer). In this case, a colored radiation linear composition in which a black colorant is dispersed is used, but the colored composition of the present invention can also be suitably used for the formation of the black spacer.

The coloring composition of the present invention can be suitably used in the formation of any of the coloring cured films, the black matrix, and the black spacer used in the color filter.

The color filter including the colored cured film of the present invention formed as described above has a high luminance and coloring power, and thus has a color liquid crystal display element, a color image pickup element, a color detector, an organic EL display element, and an electronic paper. It is extremely useful. Further, the display element to be described later may have at least one coloring cured film formed using the colored composition of the present invention.

Display component

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

The color liquid crystal display element having the colored cured film of the present invention may be of a transmissive type or a reflective type, and may have an appropriate structure. For example, a color filter may be formed on a substrate different from a driving substrate on which a thin film transistor (TFT) is disposed, and the substrate for driving and the substrate on which the color filter is formed may be opposed to each other via a liquid crystal layer. Structure; even A substrate having a color filter formed on a surface of a driving substrate on which a thin film transistor (TFT) is disposed, and an ITO (tin-doped indium oxide) electrode or IZO (a mixture of indium acid and zinc oxide) is formed. The substrate of the electrode has a structure in which the liquid crystal layer is opposed to each other. The latter structure has an advantage that the aperture ratio can be remarkably improved, and a liquid crystal display element which can obtain a bright and high definition can be obtained. Further, in the latter configuration, the black matrix or the black spacer may be formed on either the substrate side on which the color filter is formed and the substrate side on which the ITO electrode or the IZO electrode is formed.

A color liquid crystal display device including the colored cured film of the present invention may include a backlight unit having a white LED as a light source in addition to a cold cathode fluorescent lamp (CCFL). As the white LED, for example, a white LED in which white light is obtained by combining a red LED, a green LED, and a blue LED, and white light is obtained by combining blue LEDs, red LEDs, and green phosphors, and white color is obtained. A white LED that is light, a white LED that combines a blue LED, a red luminescent phosphor, and a green luminescent phosphor to obtain white light, and a white light obtained by mixing a blue LED and a YAG-based phosphor White LED, white LED with white light by combining blue LED, orange luminescent phosphor and green luminescent phosphor, by combining ultraviolet LED, red luminescent phosphor, green luminescent phosphor A white LED or the like that is mixed with a blue luminescent phosphor to obtain white light.

In a color liquid crystal display device having the colored cured film of the present invention, a TN (Twisted Nematic) type, an STN (Super Twisted Nematic) type, an IPS (In-Planes Switching) type, a VA (Vertical Alignment) type, or an OCB ( Appropriate liquid crystal mode such as Optically Compensated Birefringence).

In addition, the organic EL display device having the colored cured film of the present invention may have a suitable structure, and for example, a structure disclosed in Japanese Laid-Open Patent Publication No. Hei 11-307242.

In addition, the electronic paper which has the coloring-hardening film of this invention is a suitable structure, and, for example, the structure disclosed by Unexamined-Japanese-Patent No. 2007-41169 is mentioned.

[Examples]

Hereinafter, embodiments of the present invention will be specifically described by way of examples. However, the present invention is not limited to the following examples.

<Synthesis of the colorant> Synthesis Example 1

20 parts by mass of the compound represented by the following formula (1) and 200 parts by mass of N-dodecylaniline (manufactured by Tokyo Chemical Industry Co., Ltd.) were mixed under a light-shielding condition, and the obtained solution was stirred at 110 ° C for 6 hours. . The obtained reaction liquid was cooled to room temperature, and then added to a mixed liquid of 800 parts by mass of water and 50 parts by mass of 35% hydrochloric acid, and stirred at room temperature for 1 hour. The precipitated crystals were suction-filtered, and the obtained residue was dried to obtain 24 parts by mass of the compound represented by the formula (A-1). From the MS spectrum, it was confirmed that the obtained red solid was a compound represented by the following formula (A-1). The obtained compound was used as a coloring agent (A-1).

Comparative Synthesis Example 1

According to the description of Synthesis Example 1 of JP-A-2010-254964, a mixture of compounds represented by the following formulas (a-1-1) to (a-1-5) is synthesized. A mixture of the obtained compounds was used as a coloring agent (a-1).

Comparative Synthesis Example 2

The synthesis of the compound represented by the following formula (a-2) is carried out according to the description of Synthesis Example 2 of JP-A-2012-181505. The obtained compound was used as a coloring agent (a-2).

<Preparation and evaluation of dye solution> Preparation Example 1

A dye solution (A-1) was prepared by mixing 5 parts by mass of the coloring agent (A-1) with 95 parts by mass of cyclohexanone as a solvent.

Preparation 2~7

In the preparation example 1, a dye solution represented by the following formulas (A-2) to (A-14) was used instead of the colorant (A-1), and a dye solution was prepared in the same manner as in Production Example 1. (A-2)~(A-14).

Preparation Examples 15 to 16

In the preparation example 1, a dye solution (a-1) was prepared in the same manner as in Preparation Example 1 except that the colorant (a-1) to the colorant (a-2) were used instead of the colorant (A-1). ) ~ dye solution (a-2).

<Preparation of Pigment Dispersion> Preparation Example 17

15 parts by mass of CI Pigment Blue 15:6 as a coloring agent, 12.5 parts by mass of BYK-LPN21116 (manufactured by BYK Co., Ltd.) as a dispersing agent (solid content concentration: 40% by mass), propylene glycol monomethyl ether acetate as a solvent 72.5 parts by mass of the ester was treated by a bead mill to prepare a pigment dispersion liquid (a-3).

<(B) Synthesis of binder resin> Synthesis Example 2

In a flask equipped with a cooling tube and a stirrer, 100 parts by mass of propylene glycol monomethyl ether acetate was added and nitrogen substitution was carried out. The mixture was heated at 80 ° C, and 100 parts by mass of propylene glycol monomethyl ether acetate, 20 parts by mass of methacrylic acid, 10 parts by mass of styrene, and 5 parts by mass of benzyl methacrylate were added dropwise at the same temperature for 1 hour. 15 parts by mass of 2-hydroxyethyl methacrylate, 23 parts by mass of 2-ethylhexyl methacrylate, 12 parts by mass of N-phenylmaleimide, and succinic acid mono(2-propene oxide) A mixed solution of 15 parts by mass of ethyl ester) and 6 parts by mass of 2,2'-azobis(2,4-dimethylvaleronitrile) was polymerized at this temperature for 2 hours. Thereafter, the temperature of the reaction solution was raised to 100 ° C, and by polymerization for 1 hour, a binder resin solution (solid content concentration: 33% by mass) was obtained. The resulting binder resin had a Mw of 12,200 and an Mn of 6,500. This binder resin is referred to as "adhesive resin (B1)".

<Preparation and evaluation of coloring composition> Example 1

46.0 parts by mass of the mixed pigment dispersion (a-3), 24.3 parts by mass of the dye solution (A-1), 24.6 parts by mass of the binder resin (B1) solution as a binder resin, and East Asia Synthetic Co., Ltd. as a crosslinking agent M-402 (mixture of dipentaerythritol hexaacrylate and dipentaerythritol pentaacrylate) 7.1 parts by mass of 2-benzyl-2-dimethylamino-1-(4-N- as a photopolymerization initiator 2.1 parts by mass of morphylphenyl)butan-1-one (manufactured by Ciba Specialty Chemicals Co., Ltd., trade name IRGACURE 369), 0.05 parts by mass of MEGAFACE F-554 (manufactured by DIC Corporation) as a surfactant, and lactic acid as a solvent Ethyl ester, a coloring composition having a solid concentration of 20% by mass was prepared.

The obtained coloring composition was applied onto a glass substrate by a spin coater, and then prebaked on a hot plate at 80 ° C for 10 minutes to form three coating films having different film thicknesses.

Next, after the substrate was cooled to room temperature, the coating film was exposed to an exposure amount of 2,000 J/m ² using radiation of respective wavelengths of 365 nm, 405 nm, and 436 nm without using a photomask. As described above, a blue evaluation cured film was formed on the substrate.

Comparative evaluation

The substrate on which the cured film is formed is sandwiched between two deflecting plates, and is irradiated with a fluorescent lamp (wavelength range of 380 to 780 nm) from the back side while rotating the deflecting plate on the front side, using a luminance meter LS-100 (Minolta) )) Determine the maximum and minimum values of the transmitted light intensity. Then, for each of the cured films, the value obtained by dividing the maximum value by the minimum value was used as a comparison ratio. root Based on the measurement results, the contrast ratio at the chromaticity coordinate value y = 0.080 was obtained. The evaluation results are shown in Table 1. Furthermore, the larger the value of the contrast ratio, the better the meaning.

Evaluation of heat resistance

A substrate having a cured film was formed, and a color coordinate analyzer (MCPD2000 manufactured by Otsuka Electronics Co., Ltd.) was used to measure the chromaticity coordinate value (x, y) and the stimulus value (Y) of the CIE color system using a C light source and a 2 degree field of view. .

Next, after post-baking in a clean oven at 230 ° C for 1 hour, the chromaticity coordinate value (x, y) and the stimulating value (Y) were measured, and the color change before and after the additional baking, that is, ΔE ^* _{ab was} evaluated. As a result, the case where ΔE ^* _{ab was} less than 3.0 was evaluated as “◎”, the case where 3.0 or more was less than 5.0 was evaluated as “○”, and the case of 5.0 or more was evaluated as “×”. The evaluation results are shown in Table 1.

Evaluation of voltage retention

An SiO ₂ film for preventing elution of sodium ions is formed on the surface, and an ITO (indium-tin oxide alloy) electrode is vapor-deposited on a soda glass substrate having a predetermined shape, and the obtained colored composition is spin-coated, and then heatd at 100 ° C. The plate was prebaked for 1 minute to form a coating film having a film thickness of 2.0 μm. Next, the coating film was exposed at an exposure amount of 700 J/m ² without passing through a photomask. Thereafter, the substrate was immersed in a developing solution containing a 0.04% by mass aqueous potassium hydroxide solution at 23 ° C for 1 minute, and after development, it was washed with ultrapure water and air-dried, and post-baked at 230 ° C for 30 minutes. The coating film is hardened to form a permanent cured film. Next, the substrate on which the permanent cured film was formed and the substrate on which only the ITO electrode was formed into a predetermined shape were bonded, and the sealing agent was mixed with a glass bead of 1.8 mm, and then a liquid crystal (MLC6608) manufactured by Merck was injected to prepare a liquid crystal cell. Next, the liquid crystal cell was placed in a constant temperature layer at 60 ° C, and the voltage holding ratio of the liquid crystal cell was measured by a liquid crystal voltage retention ratio measurement system (VHR-1A type, TOYO Corporation). The applied voltage at this time was a square wave of 5.5 V, and the measurement frequency was 60 Hz. The voltage holding ratio here is a value obtained by using (the liquid crystal cell potential difference after 16.7 msec/the voltage immediately after application). When the voltage holding ratio of the liquid crystal cell is 90% or less, the liquid crystal cell cannot maintain the time and the applied voltage of 16.7 milliseconds at a predetermined level, which means that the liquid crystal cannot be sufficiently aligned, and there is a possibility of causing "burn in" of the afterimage or the like.

Examples 2 to 14 and Comparative Examples 1 to 2

In the same manner as in Example 1, except that the type and amount of the pigment dispersion liquid and the dye solution were changed as shown in Table 1, a colored composition was prepared. Then, the obtained colored composition was evaluated in the same manner as in Example 1, and evaluated. The evaluation results are shown in Table 1.

Claims (7)

A coloring composition comprising (A) a coloring agent containing a compound having a structure represented by the following formula (1), (B) a binder resin, and (C) a polymerizable compound; [In formula (1), m represents an integer of 0 to 5, m is an integer of 2 or more, plural R ⁵ may be identical or different; R ¹ ~ R ⁴ each independently represent a hydrogen atom, a substituted or a substituted hydrocarbon group or a substituted or unsubstituted heterocyclic group; however, the hydrocarbon group may have a linking group selected from -CO-, -COO-, and -CONH- between CC bonds; ⁵ mutually independent represents a monovalent group; however, one or more of R ¹ to R ⁴ are a group selected from the following requirements (i) to (v); (i) is substituted or unsubstituted a saturated aliphatic hydrocarbon group or a substituted or unsubstituted unsaturated alicyclic hydrocarbon group; however, the unsaturated aliphatic hydrocarbon group may also have a choice of -CO-, -COO-, and -CONH- between CC bonds. (ii) is an alicyclic hydrocarbon group substituted with an unsaturated aliphatic hydrocarbon group, or an aromatic hydrocarbon group substituted with an unsaturated aliphatic hydrocarbon group or an unsaturated alicyclic hydrocarbon group; (iii) is substituted Or a non-substituted heterocyclic group or a hydrocarbon group substituted with a heterocyclic group; (iv) is selected from the group consisting of -CN, -NO ₂ , -NH ₂ , -SH and -CONH ₂ At least one substituted hydrocarbon group; (v) is carbon number 11 The upper or substituted by a substituted aliphatic hydrocarbon group]. The coloring composition of claim 1, wherein one or more of R ¹ to R ⁴ are a substituted or unsubstituted unsaturated aliphatic hydrocarbon group, an aromatic hydrocarbon group substituted with an unsaturated aliphatic hydrocarbon group, and a heterocyclic group. a substituted aromatic hydrocarbon group, an aliphatic hydrocarbon group or an aromatic hydrocarbon group selected from at least one selected from the group consisting of -CN, -NO ₂ , -NH ₂ , -SH, and -CONH ₂ , or a carbon number of 11 The above substituted or unsubstituted aliphatic hydrocarbon group. The colored composition of claim 1, wherein R ⁵ is -CO ₂ ^- , -CO ₂ H, -CO ₂ M, -CO ₂ R ⁶ , -SO ₃ ^- , -SO ₃ H, -SO ₃ M, - SO ₃ R ⁷ , -SO ₂ NHR ⁸ , -SO ₂ NR ⁹ R ¹⁰ , -SO ₂ -ON=CR ¹¹ R ¹² , -SO ₂ NHNHR ¹³ , -SO ₂ SR ¹⁴ or -SO ₂ NHSO ₂ R ¹⁵ ; R ⁶ to R ¹¹ and R ¹³ to R ¹⁵ are each independently a substituted or unsubstituted hydrocarbon group; R ¹² is a hydrogen atom or a substituted or unsubstituted hydrocarbon group; and M is a sodium atom or a potassium atom. The colored composition according to any one of claims 1 to 3, further comprising at least one selected from the group consisting of a blue pigment, a blue dye, a violet pigment, and a violet dye as a colorant. A colored hardening film formed using the colored composition according to any one of claims 1 to 4. A display element comprising the colored cured film of claim 5. a compound having a structure represented by the following formula (1); [In the formula (1), m represents an integer of 0 to 5, and when m is an integer of 2 or more, a plurality of R ^{5 's} may be the same or different; and R ¹ to R ⁴ independently represent a hydrogen atom, substituted or non-substituted a substituted hydrocarbon group or a substituted or unsubstituted heterocyclic group; however, the hydrocarbon group may have a linking group selected from -CO-, -COO-, and -CONH- between CC bonds; ⁵ mutually independent represents a monovalent group; however, one or more of R ¹ to R ⁴ are a group selected from the following requirements (i) to (v); (i) is substituted or unsubstituted a saturated aliphatic hydrocarbon group or a substituted or unsubstituted unsaturated alicyclic hydrocarbon group; however, the unsaturated aliphatic hydrocarbon group may also have a choice of -CO-, -COO-, and -CONH- between CC bonds. (ii) is an alicyclic hydrocarbon group substituted with an unsaturated aliphatic hydrocarbon group, or an aromatic hydrocarbon group substituted with an unsaturated aliphatic hydrocarbon group or an unsaturated alicyclic hydrocarbon group; (iii) is substituted Or a non-substituted heterocyclic group or a hydrocarbon group substituted with a heterocyclic group; (iv) is selected from the group consisting of -CN, -NO ₂ , -NH ₂ , -SH and -CONH ₂ At least one substituted hydrocarbon group; (v) is carbon number 11 The upper or substituted by a substituted aliphatic hydrocarbon group].