JP6248852B2 - Colored composition, colored cured film, and display element - Google Patents

Description

  The present invention relates to a colored composition, a colored cured film, and a display element. Specifically, a colored composition used for forming a colored cured film suitable for a transmissive or reflective color liquid crystal display element, an organic EL display element, a display element such as electronic paper, and a solid-state imaging element such as a CMOS image sensor, The present invention relates to a colored cured film formed from the colored composition and a display element comprising the colored cured film.

To produce a color filter using a colored composition, a pigment-dispersed radiation-sensitive colored composition is applied onto a substrate to form a coating film, and then the coating film is exposed to a desired pattern shape. There are known methods for obtaining pixels of each color by developing them (Patent Documents 1 and 2). As a method for producing a black matrix, a method of performing the same operation using a carbon black dispersed radiation sensitive coloring composition is known (Patent Document 3). Furthermore, a method of forming pixels of each color by applying and curing a pigment-dispersed coloring composition by an ink jet method is also known (Patent Document 4).
By the way, it has been reported that it is effective to use a dye as a colorant in order to achieve high brightness and high color purity of a display element or to realize high definition of a solid-state image sensor. For example, Patent Document 5 proposes the use of a cyanine dye having a specific structure.

JP-A-2-144502 JP-A-3-53201 JP-A-6-35188 JP 2000-310706 A JP 2009-235392 A

However, in recent years, the demand for energy saving has increased socially, and for example, there is a demand for a display element that consumes less power while maintaining high-quality display performance. In order to meet this demand, attempts have been made to maintain display quality by increasing the luminance of the color filter while suppressing the power consumption by suppressing the luminance of the backlight. For this reason, the demand for higher brightness of display elements has become increasingly severe, and the brightness level of known dye-type coloring compositions has become insufficient.
Accordingly, an object of the present invention is to provide a colored composition that provides a colored cured film with extremely high luminance. The present invention further provides a colored cured film having extremely high luminance and a display element comprising the colored cured film.

  As a result of intensive studies, the present inventors have found that the above object can be achieved by using a plurality of dyes satisfying specific conditions as colorants.

That is, the present invention
A coloring composition comprising (A) a colorant, (B) a binder resin, and (C) a polymerizable compound,
The colorant (A) is
(A1) a cyanine compound,
(A2) Pyridone azo compound, xanthene compound, azomethine compound, quinophthalone compound, coumarin compound, pyrazolone compound, compound having a structure represented by the following formula (M1), represented by the following formula (M2) A compound having a structure and C.I. I. It contains at least one compound selected from the group consisting of Basic Yellow 11 and relates to the coloring composition.

The present invention also provides
(A1) a cyanine compound,
(A2) Pyridone azo compound, xanthene compound, azomethine compound, quinophthalone compound, coumarin compound, pyrazolone compound, compound having a structure represented by the following formula (M1), represented by the following formula (M2) A compound having a structure and C.I. I. The present invention relates to a colored cured film comprising at least one compound selected from the group consisting of basic yellow 11, and a display element comprising the colored cured film.
In the present specification, the “colored cured film” is a concept including pixels of various colors, a black matrix, a black spacer, and the like used for various display elements, solid-state imaging elements and the like.

[In Formula (M1),
R ^M1 represents a hydrogen atom, an aliphatic hydrocarbon group having 1 to 8 carbon atoms, or an alicyclic hydrocarbon group having 3 to 20 carbon atoms,
R ^M2 represents an alkanediyl group having 1 to 8 carbon atoms,
R ^M3 and R ^M4 each independently represent a hydrogen atom or an aliphatic hydrocarbon group having 1 to 8 carbon atoms. ]

[In Formula (M2),
R ^M5 represents a cyano group, a carbamoyl group, an alkyloxycarbonyl group, an aryloxycarbonyl group, an arylaminocarbonyl group, or a benzoimidazolyl group,
R ^M6 represents a hydrogen atom, an alkylcarbonyl group, or a trialkylsilyl group,
R ^M7 and R ^M8 each independently represent a hydrogen atom, a substituted or unsubstituted alkyl group, or a substituted or unsubstituted aryl group, and R ^M7 and R ^M8 are bonded to each other to form a nitrogen-containing heterocyclic ring. May be. ]

When the colored composition of the present invention is used, a colored cured film having extremely high luminance can be formed, and the generation of foreign matters can be suppressed. Therefore, the colored composition of the present invention is used for forming a colored cured film used for a solid-state imaging device such as a transmissive or reflective color liquid crystal display device, an organic EL display device, a display device such as electronic paper, and a CMOS image sensor. It can be used very suitably.
A display element having a colored cured film formed from the colored composition of the present invention has extremely high luminance.

Hereinafter, the present invention will be described in detail.
The colored composition of the present invention contains at least (A) a colorant, (B) a binder resin, and (C) a polymerizable compound.

<(A) Colorant>
The (A) colorant contained in the colorant composition of the present invention is at least (a1) a cyanine compound (hereinafter also referred to as “colorant (a1)”),
(A2) Pyridone azo compound, xanthene compound, azomethine compound, quinophthalone compound, coumarin compound, pyrazolone compound, compound having a structure represented by formula (M1), represented by formula (M2) A compound having a structure and C.I. I. At least one compound selected from the group consisting of basic yellow 11 (hereinafter also referred to as “colorant (a2)”).

[Colorant (a1)]
Examples of the cyanine compound that is the colorant (a1) in the present invention include the components (A-2) to (A-6) described in Examples of JP2009-235392A, and JP2012-212089A. Compounds described in paragraphs [0096] to [0108] of the publication, compounds described in paragraphs [0054] to [0063] of JP2012-214718, paragraph [0050] of JP2012-214719A To [0054] can be used, among which a compound having a structure represented by the following formula (C) and C.I. I. It is preferably at least one selected from the group consisting of Solvent Orange 107.

[In Formula (C),
R ^{1 to} R ³ each independently represent a hydrogen atom, a halogen atom, or a substituted or unsubstituted hydrocarbon group.
Ring Z ^1A and ring Z ^2A each independently represent a substituted or unsubstituted aromatic hydrocarbon ring.
Q ¹ and Q ² each independently represent —O—, —S—, or —CR ¹³ R ¹⁴ —.
R ^{11 to} R ¹⁴ each independently represent a substituted or unsubstituted hydrocarbon group. ]

As the hydrocarbon group for R ¹ to R ³ and ^R 11 ^{to R 14,} examples thereof include aliphatic hydrocarbon group, alicyclic hydrocarbon group, an aromatic hydrocarbon group.

  The aliphatic hydrocarbon group may be saturated or unsaturated, and examples thereof include an alkyl group, an alkenyl group, and an alkynyl group. 1-30 are preferable, as for carbon number of these aliphatic hydrocarbon groups, 1-24 are more preferable, and 1-20 are especially preferable. These aliphatic hydrocarbon groups may be linear or branched. Specifically, as the alkyl group, for example, methyl group, ethyl group, propyl group, isopropyl group, butyl group, isobutyl group, sec-butyl group, tert-butyl group, hexyl group, heptyl group, octyl group, nonyl Group, decyl group, undecyl group, 1-methyldecyl group, dodecyl group, 1-methylundecyl group, 1-ethyldecyl group, tridecyl group, tetradecyl group, tert-dodecyl group, pentadecyl group, 1-heptyloctyl group, hexadecyl group , Octadecyl group, heneicosan-1-yl group, docosan-1-yl group, tricosan-1-yl group, tetracosan-1-yl group and the like. Examples of the alkenyl group include ethenyl group, 1-propenyl group, 2-propenyl group, 1-butenyl group, 2-butenyl group, 1,3-butadienyl group, 1-pentenyl group, 2-pentenyl group, 1-hexenyl. Group, 2-ethyl-2-butenyl group, 2-octenyl group, (4-ethenyl) -5-hexenyl group, 2-decenyl group and the like. Examples of the alkynyl group include ethynyl group, 1-propynyl group, 1-butynyl group, 1-pentynyl group, 3-pentynyl group, 1-hexynyl group, 2-ethyl-2-butynyl group, and 2-octynyl group. , (4-ethynyl) -5-hexynyl group, 2-decynyl group and the like.

As an alicyclic hydrocarbon group, a C3-C30 alicyclic hydrocarbon group is preferable. The alicyclic hydrocarbon group may be saturated or unsaturated, for example, a cycloalkyl group, a cycloalkenyl group, a condensed polycyclic hydrocarbon group, a bridged ring hydrocarbon group, a spiro hydrocarbon group, a cyclic terpene hydrocarbon group, etc. Can be mentioned. More specifically, a cycloalkyl group such as a cyclopropyl group, a cyclobutyl group, a cyclopentyl group, a cyclohexyl group, a t-butylcyclohexyl group, a cycloheptyl group, and a cyclooctyl group; a cycloalkenyl group such as a 1-cyclohexenyl group; Condensed polycyclic hydrocarbon groups such as cyclodecanyl group, decahydro-2-naphthyl group, adamantyl group; tricyclo [5.2.1.0 ^2,6 ] decan-8-yl group, pentacyclopentadecanyl group, Bridged ring hydrocarbon groups such as isobonyl group, dicyclopentenyl group, tricyclopentenyl group; monovalent group obtained by removing one hydrogen atom from spiro [3,4] heptane, spiro [3,4] octane, etc. Spiro hydrocarbon groups; cyclic terpene hydrocarbon groups such as monovalent groups obtained by removing one hydrogen atom from p-menthane, tujang, caran, etc. Can. The cycloalkyl group and cycloalkenyl group preferably have 3 to 12 carbon atoms.

  As an aromatic hydrocarbon group, a C6-C20 thing is preferable and a C6-C10 thing is more preferable. Examples of the aromatic hydrocarbon group include an aryl group. Here, in the present specification, the “aryl group” refers to a monocyclic to tricyclic aromatic hydrocarbon group, and specific examples thereof include, for example, a phenyl group, a benzyl group, an o-tolyl group, and an m-tolyl group. , P-tolyl group, xylyl group, naphthyl group, anthryl group, phenanthryl group, azulenyl group, 9-fluorenyl group and the like.

Among them, as the hydrocarbon group for R ¹ to R ^3, preferably an aliphatic hydrocarbon group, an alkyl group is more preferable. As an alkyl group, a C1-C8 alkyl group is preferable, a C1-C4 alkyl group is more preferable, and a methyl group and an ethyl group are especially preferable.

Among ^them, as the hydrocarbon group in R 11 ^{to R 12,} preferably an aliphatic hydrocarbon group having 1 to 8 carbon atoms, more preferably an alkyl group having 1 to 8 carbon atoms, further the alkyl group having 1 to 6 carbon atoms Preferably, a C1-C4 alkyl group is still more preferable, and a methyl group, an ethyl group, a propyl group, and a butyl group are especially preferable.
Moreover, as a hydrocarbon group in R < ¹³ > -R < ¹⁴ >, a C1-C8 aliphatic hydrocarbon group is preferable, a C1-C6 alkyl group is more preferable, and a C1-C4 alkyl group is further A methyl group and an ethyl group are preferable.

As R < ¹ > -R < ³ >, a hydrogen atom is preferable.
Q ¹ and Q ² are preferably —O— or —CR ¹³ R ¹⁴ —.

The aromatic hydrocarbon ring in ring Z ^1A and ring Z ^2A is preferably an aromatic hydrocarbon ring having 6 to 20 carbon atoms, more preferably an aromatic hydrocarbon ring having 6 to 10 carbon atoms, a benzene ring or naphthalene. Rings are more preferred.

Examples of the substituent of the aromatic hydrocarbon ring in ring Z ^1A and ring Z ^2A and the hydrocarbon group in R ^{1 to} R ³ include a halogen atom, a hydroxyl group, a cyano group, a formyl group, a carboxy group, a nitro group, Amino group, dialkylamino group, diarylamino group, alkoxy group, aryloxy group, alkoxycarbonyl group, alkylthio group, arylthio group, trialkylsilyl group, mercapto group, allyl group, alkylsulfonyl group, alkylsulfamoyl group, halogen Examples thereof include hydrocarbon groups and heterocyclic groups which may be substituted with atoms. Among these, a halogen atom or a halogenated hydrocarbon group is preferable, a halogen atom or a halogenated C _1-8 hydrocarbon group is more preferable, and a halogen atom or a halogenated C _1-4 alkyl group is still more preferable.

  Among the cyanine compounds that are the colorant (a1), compounds having structures represented by the following formulas (C1) and (C2) and C.I. I. At least one selected from the group consisting of Solvent Orange 107 is more preferable.

[In Formula (C1),
R ^{C1 to} R ^C6 each independently represent a hydrogen atom or an aliphatic hydrocarbon group having 1 to 8 carbon atoms.
In formula (C2):
R ^{C7 to} R ^C10 each independently represent a hydrogen atom or an aliphatic hydrocarbon group having 1 to 8 carbon atoms,
R ^C11 represents a hydrogen atom, a halogen atom, or a halogenated hydrocarbon group having 1 to 8 carbon atoms. ]

The aliphatic hydrocarbon group having 1 to 8 carbon atoms in R ^{C1 to} R ^C10 is preferably an alkyl group having 1 to 8 carbon atoms. This alkyl group may be linear or branched. Examples of such an alkyl group having 1 to 8 carbon atoms include a methyl group, an ethyl group, a propyl group, an isopropyl group, a butyl group, a secondary butyl group, a tertiary butyl group, an isobutyl group, an amyl group, and a tertiary amyl group. Hexyl group, heptyl group, octyl group, isooctyl group, tertiary octyl group, 2-ethylhexyl group and the like.
The number of carbon atoms of the aliphatic hydrocarbon group of R ^C1 , R ^C2 , R ^C7 and R ^C8 is preferably 1 to 6, and more preferably 1 to 4.
The number of carbon atoms of the aliphatic hydrocarbon group of R ^{C3 to} R ^C6 , R ^C9 and R ^C10 is preferably 1 to 6, and more preferably 1 to 4.
Examples of the halogen atom of R ^C11 include a chlorine atom, a bromine atom, and an iodine atom, and among these, a chlorine atom is preferable.
The hydrocarbon group constituting the skeleton of the halogenated hydrocarbon group having 1 to 8 carbon atoms for R ^C11, aliphatic hydrocarbon groups are preferred. Specific examples of the aliphatic hydrocarbon group include the same ones as in R ^{C1 to} R ^C10 , and among them, an aliphatic hydrocarbon group having 1 to 4 carbon atoms is preferable. Examples of the halogen atom in the halogenated hydrocarbon group having 1 to 8 carbon atoms of R ^C11 include a fluorine atom, a chlorine atom, a bromine atom and an iodine atom. From the viewpoint of the heat resistance of the resulting colored composition, A fluorine atom is preferred. In addition, the halogen atom may substitute a part or all of the hydrogen atoms of the hydrocarbon group. Specific examples of the halogenated hydrocarbon group for R ^C11 include a trifluoromethyl group.

Examples of the structure represented by the formula (C1) include structures represented by the following formulas (C1-1) to (C1-3);
Examples of the structure represented by the formula (C2) include structures represented by the following formulas (C2-1) to (C2-3), respectively.

When the structure represented by each of the above formulas (C), (C1) and (C2) is cationic, the compound having the structure has a counter anion so as to be electrically neutral as a whole. Examples of the counter anion include halide ion, boron anion, phosphorus anion, carboxylate anion, sulfate anion, organic sulfonate anion, nitrogen anion, metide anion, anion of transition metal complex having azo compound as a ligand, perchlorine An acid ion etc. can be mentioned.
Examples of the halide ions include fluoride ions, chloride ions, bromide ions, and iodide ions.
Examples of the boron anion include inorganic boron anions such as BF ₄ ⁻ and B (CN) ₄ , paragraph [0038] of JP2012-173399A, and paragraph of US Patent Application Publication No. 2008/0275224. Examples thereof include boron anions described in [0014].
Examples of the phosphorus anion include phosphorus anions such as HPO ₄ ²⁻ , PO ₄ ³⁻ , PF ₆ ^−, etc., paragraph [0037] of JP 2012-173399 A, and US Patent Application Publication No. 2008/0275224. The phosphorus anion described in paragraph [0019] of the book can be mentioned.
Examples of the carboxylate anion include, for example, CH ₃ COO ⁻ , C ₂ H ₅ COO ⁻ , C ₆ H ₅ COO ^{− and the} like as described in JP 2009-265641 A and JP 2008-096680 A. Mention may be made of acid anions.
Examples of the sulfate anion include a sulfate anion and a sulfite anion.
Examples of the organic sulfonate anion include alkyl sulfonate anions such as methanesulfonic acid, ethanesulfonic acid, trifluoromethanesulfonic acid, and nonafluorobutanesulfonic acid;
In addition to arylsulfonic acid anions such as benzenesulfonic acid, benzenedisulfonic acid ion, p-toluenesulfonic acid, p-trifluoromethylsulfonic acid, pentafluorobenzenesulfonic acid, naphthalenesulfonic acid, naphthalenedisulfonic acid ion;
2- (meth) acryloyloxy-1,1,2,2-tetrafluoroethanesulfonic acid, 2- (4-vinylphenyloxy) -1,1,2,2-tetrafluoroethanesulfonic acid, The organic sulfonate anion etc. which were described in paragraph [0037] of 070172, Table 1 of Unexamined-Japanese-Patent No. 2014-080519 etc. can be mentioned.

Examples of the nitrogen anion include [(CN) ₂ N] ⁻ , [(FSO ₂ ) ₂ N] ⁻ , [(FSO ₂ ) N (CF ₃ SO ₂ )] ⁻ , [(CF ₃ SO ₂ ) ₂ N _{^{] -, [(FSO 2)}} N (CF 3 CF 2 SO 2)] -, [(FSO 2) N {(CF 3) 2 CFSO 2}] -, [(FSO 2) N (CF 3 CF 2 CF ^{_{2 SO 2)] -, [}} (FSO 2) N (CF 3 CF 2 CF 2 CF 2 SO 2)] -, [(FSO 2) N {(CF 3) 2 CFCF 2 SO 2}] -, [( In addition to FSO ₂ ) N {CF ₃ CF ₂ (CF ₃ ) CFSO ₂ }] ⁻ , [(FSO ₂ ) N {(CF ₃ ) ₃ CSO ₂ }] ^{− and the} like, US Patent Application Publication No. 2008/0275224 Paragraph [0026], JP2011-133844, JP2011-116803, 2012-17339. It can be exemplified nitrogen anion described in JP paragraphs [0039] and the like.
Examples of the methide anion include (CF ₃ SO ₂ ) ₃ C ⁻ , (CF ₃ CF ₂ SO ₂ ) ₃ C ⁻ , [(CF ₃ ) ₂ CFSO ₂ ] ₃ C ⁻ , (CF ₃ CF ₂ CF ₂ SO ₂ ) ₃ C ⁻ , (CF ₃ CF ₂ CF ₂ CF ₂ SO ₂ ) ₃ C ⁻ , [(CF ₃ ) ₂ CFCF ₂ SO ₂ ] ₃ C ⁻ , [CF ₃ CF ₂ (CF ₃ ) CFSO ₂ ] ₃ C ^{_{-, [(CF 3) 3}} CSO 2] 3 C -, (FSO 2) 3 C - , and the like can be given.
Examples of the anion of the transition metal complex having the azo compound as a ligand include the azo metal complex anions described in paragraphs [0048] to [0062] of JP2009-163226A and JP2012-212089A, The anion part of the salt described in paragraphs [0053] to [0063] of JP 2012-214718 A, and the anion part of the salt described in paragraphs [0049] to [0054] of JP 2012-214719 A Mention may be made of the anions described.

  As the counter anion in the compound having a structure represented by the above formulas (C), (C1) and (C2), among the above, a halide ion, a boron anion, a nitrogen anion, a methide anion, and an azo compound are used as a ligand. It is preferable that it is an anion or perchlorate ion of the transition metal complex having.

[Colorant (a2)]
The colorant (a2) in the present invention includes a pyridone azo compound, a xanthene compound, an azomethine compound, a quinophthalone compound, a coumarin compound, a pyrazolone compound, a compound having a structure represented by the formula (M1), and the formula A compound having a structure represented by (M2) and C.I. I. It is at least one compound selected from the group consisting of Basic Yellow 11.
-Pyridone azo compounds-
As the pyridone azo compound in the colorant (a2) in the present invention, for example, compounds described in JP 2012-194200 A can be used. The pyridone azo compound is preferably a compound represented by the following formula (P).

[In Formula (P),
Z represents a substituted or unsubstituted aromatic hydrocarbon group,
R ^P1 is a hydrogen atom, a cyano group, a carbamoyl group, an N-substituted carbamoyl group, a hydrocarbon group, a heterocyclic group having 3 to 20 carbon atoms, an alkyloxycarbonyl group having 2 to 20 carbon atoms, or a group having 7 to 30 carbon atoms. An aryloxycarbonyl group, an alkoxyalkyl group having 2 to 8 carbon atoms, an acyl group having 2 to 20 carbon atoms, an aliphatic sulfonyl group having 1 to 30 carbon atoms, or an arylsulfonyl group having 6 to 30 carbon atoms;
R ^P2 represents a hydrogen atom, a cyano group, a carbamoyl group, an N-substituted carbamoyl group, a sulfamoyl group, a sulfo group, an amino group, or a hydrocarbon group,
R ^P3 represents a hydrogen atom, a carboxy group, a trifluoromethyl group, or a hydrocarbon group having 1 to 10 carbon atoms. ]

Examples of the aromatic hydrocarbon group in Z include an aryl group, and specific examples thereof include the same aromatic hydrocarbon groups as in R ^{1 to} R ³ and R ^{11 to} R ¹⁴ . Of these, a phenyl group and a naphthyl group are preferable.
Such an aromatic hydrocarbon group preferably has a substituent. Examples of the substituent include a halogen atom, a substituted or unsubstituted hydrocarbon group having 1 to 12 carbon atoms, an alkoxy group having 1 to 8 carbon atoms, Examples thereof include a hydroxyl group, a nitro group, a carboxy group, a sulfo group, a sulfamoyl group, a carbamoyl group, an N-substituted sulfamoyl group, and an alkyloxycarbonyl group. When having a sulfo group as a substituent, the sulfo group may be in the form of a salt. The cations in this case can be, for example, sodium ions, potassium ions, ammonium ions and the like. Further, the alkyloxycarbonyl group may have an oxygen atom between the C—C bonds of the alkyl group. In addition, the position and number of substituents are arbitrary, and when having two or more of the substituents, the substituents may be the same or different.

Z in the above formula (P) is a halogen atom, an alkyl group having 1 to 4 carbon atoms, an alkoxy group having 1 to 4 carbon atoms, a sulfo group, an N-substituted sulfamoyl group, a nitro group, an alkyloxycarbonyl group, or a sodium salt. It is preferably a phenyl group having one or two substituents selected from the group consisting of type sulfo groups, or a naphthyl group substituted with one or two sulfo groups, and N-substituted More preferred is a phenyl group having a carbamoyl group. Here, the halogen atom is preferably a chlorine atom. The “sodium salt type sulfo group” means a —SO ₃ Na group.
Examples of the N-position substituent in the N-substituted sulfamoyl group include an aliphatic hydrocarbon group having 1 to 16 carbon atoms, an aryl group having 6 to 12 carbon atoms, an aralkyl group having 7 to 12 carbon atoms, and a heterocyclic structure. Examples thereof include an organic group having 4 to 8 carbon atoms. Especially, a C1-C16 aliphatic hydrocarbon group is preferable, a C4-C16 alkyl group is more preferable, and a C4-C12 alkyl group is still more preferable. The alkyl group may be linear or branched. Moreover, 2-10 are preferable and, as for carbon number of an alkyloxycarbonyl group, 2-7 are more preferable. The alkyl group in the alkyloxycarbonyl group may be linear or branched. Specific examples of the alkyloxycarbonyl group include, for example, an ethyloxycarbonyl group, a propyloxycarbonyl group, a butyloxycarbonyl group, a pentyloxycarbonyl group, a hexyloxycarbonyl group, a 2-ethylhexyloxycarbonyl group, and a methyloxypropyloxycarbonyl group. Etc.

Specific examples of Z are, for example:
4-sulfophenyl group, 3-sulfo-4-chlorophenyl group, 2-sulfo-3-toluyl group, 2-sulfo-3-methoxyphenyl group, 3-sulfophenyl group, 3-chloro-4-sulfophenyl group, 2-sulfophenyl group, 2,5-disulfophenyl group, 4- (N-dodecylsulfamoyl) phenyl group, 4,8-disulfonaphthalen-1-yl group, 4- (N-pentylsulfamoyl) ) Phenyl group, 4- (N- (3-phenyl-1-methylpropyl) sulfamoyl) phenyl group, 4- (N- (2-ethylhexyl) sulfamoyl) phenyl group, 2- (N- (2-ethylhexyl) sulfamoyl ) Phenyl group, 4- (N-methyl-Nn-octylsulfamoyl) phenyl group, 4- (N-phenyl-Nn-octylsulfamoyl) Enyl group, 4-nitro-2- (N- (2-ethylhexyl) sulfamoyl) phenyl group, 2-chloro-4- (N- (2-ethylhexyl) sulfamoyl) phenyl group, 2-methyl-5- (N- (2-ethylhexyl) sulfamoyl) phenyl group, 4- (N- (n-octyl) sulfamoyl) phenyl group, 3- (N- (n-octyl) sulfamoyl) phenyl group, 2-methoxy-5- (N- ( n-octyl) sulfamoyl) phenyl group, 2-methoxy-5- (N- (2-ethylhexyl) sulfamoyl) phenyl group, 4- (N- (1,5-dimethylhexyl) sulfamoyl) phenyl group, 4- (N -(1,1,3-trimethylbutyl) sulfamoyl) phenyl group, 4- (N- (n-propyl) sulfamoyl) phenyl group 4- (N, N-bis (2-methoxyethyl) sulfamoyl) phenyl group, n-nitro-4-chlorophenyl group, 3-nitro-4-chlorophenyl group, 2-sodium salt type sulfophenyl group, 1-sulfonaphthalene -1-yl group, 4- (N- (tetrahydrofuran-2-ylmethyl) sulfamoyl) phenyl group, 4- (N- (4-sodium salt type sulfophenyl) sulfamoyl) phenyl group, 4-chlorophenyl group, 4- ( (N- (2-N, N-dimethylamino) ethyl) sulfamoyl) phenyl group, 4- (N- (2- (2-methoxyethoxy) ethyl) sulfamoyl) phenyl group, 4-((N-2-methoxy) -1-methylethyl) sulfamoyl) phenyl group, 4- (N- (1-i-propylpentyl) sulfamoyl) phenyl Group, 2,3-bis (methyloxyethyloxycarbonyl) phenyl group, 3,4-bis (methyloxyethyloxycarbonyl) phenyl group and the like.

Examples of the N-position substituent in the N-substituted carbamoyl group in R ^P1 include an alkyl group having 1 to 12 carbon atoms.
Examples of the hydrocarbon group in R ^P1 include an aliphatic hydrocarbon group, an alicyclic hydrocarbon group, and an aromatic hydrocarbon group, and specific configurations thereof are R ^{1 to} R ³ and R ^{11 to} R ^14. As described in the hydrocarbon group. Among ^them, as the hydrocarbon group in ^{R P1,} alkyl group having 1 to 10 carbon atoms, an aryl group having 6 to 30 carbon atoms, an aralkyl group having 7 to 20 carbon atoms is preferable, more alkyl group having 1 to 8 carbon atoms An alkyl group having 1 to 4 carbon atoms is more preferable. The alkyl group may be linear or branched, and may be substituted with a hydroxyl group.
The heterocyclic group in R ^P1 may be, for example, a monocyclic heterocyclic ring or a polycyclic heterocyclic ring. The heterocyclic group may be an unsaturated ring or a saturated ring, and may have two or more heteroatoms (for example, a nitrogen atom, an oxygen atom, and a sulfur atom) of the same or different types in the ring. As the heterocyclic group, a heterocyclic group having 3 to 10 carbon atoms is preferable, and specific examples thereof include, for example, pyrrolidinyl group, pyrazolinyl group, piperidyl group, piperidino group, piperazinyl group, homopiperazinyl group, morpholinyl group, morpholino group and the like. Alicyclic heterocyclic group, pyridyl group, pyrazinyl group, pyrimidyl group, pyridazinyl group, quinolyl group, isoquinolyl group, phthalazinyl group, quinoxalinyl group, thienyl group, furyl group, pyrazinyl group, pyrrolyl group, imidazolyl group, pyrazolyl group, triazolyl And aromatic heterocyclic groups such as a group, tetrazolyl group, thiazolyl group, oxazolyl group, indolyl group, indazolyl group, benzoimidazolyl group and purinyl group.
The number of carbon atoms of the alkyloxycarbonyl group for R ^P1 is 2 to 12 by weight, more preferably from 2 to 8. Specific examples thereof include those similar to the alkyloxycarbonyl group in the substituent of Z.
The aryloxycarbonyl group in R ^P1 preferably has 7 to 11 carbon atoms, and specific examples thereof include a phenyloxycarbonyl group and a naphthyloxycarbonyl group.
The alkoxyalkyl group for R ^P1 is preferably a C _1-12 alkoxy-substituted C _1-12 alkyl group. Specific examples include an ethoxyethyl group.
The aliphatic sulfonyl group in R ^P1 is preferably an alkylsulfonyl group having 1 to 20 carbon atoms. Specific examples include, for example, a methylsulfonyl group, an ethylsulfonyl group, a hexylsulfonyl group, a decanylsulfonyl group, a tetradecylsulfonyl group, A t-dodecylsulfonyl group, an octadecylsulfonyl group, etc. can be mentioned.
The arylsulfonyl group in R ^P1 is preferably an arylsulfonyl group having 6 to 14 carbon atoms, and specific examples include a phenylsulfonyl group and a naphthylsulfonyl group.
Among them, as R ^P1, preferably aliphatic hydrocarbon group having a hydrogen atom or a 1 to 8 carbon atoms, more preferably an alkyl group having 1 to 8 carbon atoms, still more preferably an alkyl group having 1 to 4 carbon atoms.

Examples of the N-position substituent in the N-substituted carbamoyl group in R ^P2 include an alkyl group having 1 to 12 carbon atoms.
As the hydrocarbon group for R ^P2 and R ^P3, preferably aliphatic hydrocarbon group having 1 to 8 carbon atoms, more preferably an alkyl group having 1 to 8 carbon atoms, more preferably an alkyl group having 1 to 4 carbon atoms. The alkyl group may be linear or branched.
Among these, as R ^P2 , a cyano group is preferable. Moreover, as ^RP3 , a hydrogen atom or a C1-C8 aliphatic hydrocarbon group is preferable, a C1-C8 alkyl group is more preferable, and a C1-C4 alkyl group is still more preferable. The alkyl group may be linear or branched.

  Of the compounds represented by the formula (P), a compound represented by the following formula (P1) is particularly preferable.

[In Formula (P1),
R ^P4 represents an aliphatic hydrocarbon group having 1 to 16 carbon atoms,
R ^P5 and R ^P6 each independently represent a hydrogen atom or an aliphatic hydrocarbon group having 1 to 8 carbon atoms. ]

The aliphatic hydrocarbon group represented by R ^P4 in the above formula (P1) is preferably an alkyl group having 4 to 12 carbon atoms, and the alkyl group may be linear or branched, but is preferably branched.
The aliphatic hydrocarbon group having 1 to 8 carbon atoms in R ^P5 and R ^P6 is preferably an alkyl group having 1 to 8 carbon atoms, more preferably an alkyl group having 1 to 4 carbon atoms, and the alkyl group is linear. However, it may be branched.
Specific examples of the compound represented by the formula (P1) include, for example, compounds represented by the following formulas (P1-1) and (P1-2).

-Xanthene compounds-
Examples of the xanthene compound in the colorant (a2) in the present invention include compounds represented by formulas (A1) to (A6) described in Examples of JP2013-110143A, JP2012-181505A, The compounds described in Paragraphs [0038] to [0043] and Paragraphs [0048] to [0050] of JP-A No. 1993, Paragraphs [0036] to [0038] of JP 2013-007032 A, and the like can be used. The xanthene compound is preferably a compound having a structure represented by the following formula (X).

[In Formula (X),
R ^{X1 to} R ^X4 each independently represent a hydrogen atom, R ⁰¹ , or a substituted or unsubstituted aromatic hydrocarbon group having 6 to 10 carbon atoms,
R ^X5 and R ^X6 each independently represent a hydrogen atom or an alkyl group having 1 to 8 carbon atoms,
R ^X7 _{is, -SO 3 -, - SO 3} H, -SO 3 M, -CO 2 H, -CO 2 R 01, -SO 3 R 01, -SO 2 NHR 02, -SO 2 NR 02 R 03, Or represents a group having a polymerizable unsaturated group,
r represents an integer of 0 to 5, and when r is an integer of 2 or more, the plurality of R ^X7 may be the same or different.
R ⁰¹ represents a saturated hydrocarbon group having 1 to 10 carbon atoms which may have a linking group containing an atom other than a carbon atom, a hydrogen atom or a halogen atom, or an atom other than a carbon atom, a hydrogen atom or a halogen atom. Represents a halogenated saturated hydrocarbon group having 1 to 10 carbon atoms which may have a linking group containing,
R ⁰² and R ⁰³ are each independently a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 30 carbon atoms, a substituted or unsubstituted carbon group having 6 to 6 carbon atoms. 10 represents an aromatic hydrocarbon group or a substituted or unsubstituted aromatic heterocyclic group having 5 to 10 carbon atoms, and R ⁰² and R ⁰³ are connected to each other to form a substituted or unsubstituted heterocyclic group having 1 to 10 carbon atoms. A ring group may be formed.
M represents a sodium atom or a potassium atom. ]

  There are various resonance structures in the structure represented by the above formula (X). If one of the limit structures is a structure represented by the above formula (X), the structure represented by the above formula (X). It should be understood that this is true.

The aromatic hydrocarbon group in R ^{X1 to} R ^X4 is preferably an aryl group having 6 to 10 carbon atoms, and more preferably a phenyl group or a naphthyl group.
The saturated hydrocarbon group constituting the skeleton of the saturated hydrocarbon group and halogenated saturated hydrocarbon group for R ⁰¹ may be linear, branched, or cyclic, as long as it has 1 to 10 carbon atoms, and may be a bridge. It may have a hanging structure. Examples of the saturated hydrocarbon group include a saturated aliphatic hydrocarbon group and a saturated alicyclic hydrocarbon group. Among them, an aliphatic hydrocarbon group having 1 to 8 carbon atoms is preferable, and an aliphatic hydrocarbon group having 1 to 6 carbon atoms is preferable. An alkyl group is more preferable, an alkyl group having 1 to 4 carbon atoms is further preferable, and a methyl group and an ethyl group are particularly preferable. Examples of the halogen of the halogenated saturated hydrocarbon group include a chlorine atom, a bromine atom, and an iodine atom, and among them, a chlorine atom is preferable. In addition, the halogen atom may substitute a part or all of the hydrogen atoms of the saturated hydrocarbon group.
In addition, the saturated hydrocarbon group and halogenated saturated hydrocarbon group represented by R ⁰¹ are a linking group containing an atom other than a carbon atom, a hydrogen atom, or a halogen atom between CC bonds of the saturated hydrocarbon group forming the skeleton. You may have. Examples of such a linking group include —O—, —S—, —CO—, —COO—, —CONH—, —SO ₂ —, —NR′— (wherein R ′ is a hydrogen atom or having 1 to 8 carbon atoms. An alkyl group.) And the like.
The aromatic hydrocarbon group for R ⁰² and R ⁰³ is preferably a phenyl group or a naphthyl group. Specific examples of the heterocyclic group formed by connecting R ⁰² and R ⁰³ to each other and the aromatic heterocyclic group in R ⁰² and R ⁰³ include a heterocyclic group and an aromatic heterocyclic group in R ^P1 , respectively. The same thing can be mentioned. Among them, as R ⁰² and R ⁰³ , an alkyl group having 4 to 10 carbon atoms is preferable, an alkyl group having 4 to 8 carbon atoms is more preferable, and the alkyl group may be linear or branched. Is preferred.

Examples of the substituent in the aromatic hydrocarbon group of R ^{X1 to} R ^X4 include a halogen atom, R ⁰¹ , —OH, —OR ⁰¹ , —SO ₃ H, —SO ₃ M, —CO ₂ H, and —CO ₂ R. ^01, -SO ₃ R ^01, may be mentioned -SO ₂ NHR ⁰² or -SO ₂ NR ⁰² R ⁰³ or the like.
Examples of the substituent in the aromatic hydrocarbon group and aromatic heterocyclic group represented by R ⁰² and R ⁰³ include a halogen atom, —OH, R ⁰¹ , —OR ⁰¹ , —NO ₂ , —CH═CH ₂ , —CH. = CHR ^{01 and the} like.
Examples of the substituent in the linear alkyl group and cycloalkyl group of R ⁰² and R ⁰³ include a halogen atom, —OH, —W, —CH═CH ₂ , —CH═CHR ^{01, and the} like.
Examples of the substituent in the heterocyclic group formed by connecting R ⁰² and R ⁰³ to each other include —R ⁰¹ , —OH, —W, and the like.
The -W is a substituted or unsubstituted aromatic hydrocarbon group having 6 to 10 carbon atoms or a substituted or unsubstituted aromatic heterocyclic group having 5 to 10 carbon atoms. Examples of the substituent in the —W aromatic hydrocarbon group and aromatic heterocyclic group include a halogen atom, —OH, R ⁰¹ , —OR ⁰¹ , —NO ₂ , —CH═CH ₂ , —CH═CHR ^01. Etc.
In addition, the substitution position and number of these substituents are arbitrary, and when it has two or more substituents, the substituents may be the same or different. In all of the above, R ^{01 to} R ⁰³ each have the same meaning as defined in formula (X).

R ^{X1 to} R ^X4 in the above formula (X) are a hydrogen atom, an alkyl group having 1 to 4 carbon atoms, an aryl group having 6 to 12 carbon atoms, an N-substituted sulfamoylaryl group having 6 to 12 carbon atoms, or A sulfoaryl group having 6 to 12 carbon atoms is preferred. Specific examples thereof include a hydrogen atom, a methyl group, an ethyl group, a xylyl group, an N-substituted sulfamoylxylyl group, a sulfoxylyl group, and the like.
R ^X5 and R ^X6 in the above formula (X) are preferably a hydrogen atom or an alkyl group having 1 to 4 carbon atoms. Specific examples include a hydrogen atom and a methyl group.
R ^X7 in the above formula (X) is preferably a group having a carboxy group, an alkoxycarbonyl group having 2 to 6 carbon atoms, an N-substituted sulfamoyl group, a sulfo group, or a polymerizable unsaturated group. Specific examples thereof include, for example, carboxy group, methoxycarbonyl group, ethoxycarbonyl group, N-substituted sulfamoyl group, sulfo group and the like. Examples of the N-position substituent in the N-substituted sulfamoyl group in the above formula (X) include a linear or branched alkyl group having 4 to 10 carbon atoms.

In the group having a polymerizable unsaturated group in R ^X7, examples of the polymerizable unsaturated group include a (meth) acryloyl group, a vinylaryl group, a vinyloxy group, and an allyl group. Among them, a (meth) acryloyl group is preferable. . Preferable specific examples of the group having a polymerizable unsaturated group include groups represented by the following formula (1x) or (2x).

[In the formulas (1x) and (2x)
R ^X8 and R ^X9 each independently represent a hydrogen atom or a methyl group.
Y ¹ , Y ² , Y ³ and Y ⁴ each independently represent a substituted or unsubstituted alkanediyl group having 1 to 12 carbon atoms.
Z ^X represents a —CO— group or a —COO — (*) group (where, * represents a bond to Y ² ).
Q ^X represents a divalent alicyclic hydrocarbon group.
p ¹ represents an integer of 0 to 12.
p ² and ^{p 3} are independently of each other, an integer of 0 to 6. ]

R ^X8 and R ^X9 are preferably a methyl group among a hydrogen atom and a methyl group.
Examples of the alkanediyl group having 1 to 12 carbon atoms in Y ^{1 to} Y ⁴ include a methylene group, an ethylene group, an ethane-1,1-diyl group, a propane-1,1-diyl group, and a propane-1,2-diyl group. Propane-1,3-diyl group, propane-2,2-diyl group, butane-1,2-diyl group, butane-1,3-diyl group, butane-1,4-diyl group, pentane-1, 2-diyl group, pentane-1,3-diyl group, pentane-1,4-diyl group, pentane-1,5-diyl group, hexane-1,5-diyl group, hexane-1,6-diyl group, An octane-1,8-diyl group, a decane-1,10-diyl group, etc. can be mentioned, Among these, a C2-C8 alkanediyl group is preferable and a C2-C6 alkanediyl group is more preferable. .
Examples of the substituent for the alkanediyl group include a hydroxyl group, a halogen atom, a (meth) acryloyloxy group, and a phenoxy group. Of these, a hydroxyl group is preferred.
The divalent alicyclic hydrocarbon group in Q ^X is preferably a C 3-20 divalent alicyclic hydrocarbon group, more preferably a C 3-12 divalent alicyclic hydrocarbon group. preferable. The alicyclic hydrocarbon group may be saturated or unsaturated, and may be a 2-4 ring bridged cyclic hydrocarbon group. Specific examples include, for example, cyclopropylene group, cyclobutylene group, cyclopentylene group, cyclobutenylene group, cyclopentenylene group, cyclohexenylene group and other monocyclic hydrocarbon ring groups, 1,4-norbornylene group, Examples include a norbornylene group such as a 2,5-norbornylene group, a bridged cyclic hydrocarbon ring group such as a 1,5-adamantylene group, and a 2,6-adamantylene group.
p ¹ is preferably an integer of 0 to 3, and p ² and p ³ are independently preferably an integer of 0 to 3.

  Examples of the structure represented by the formula (X) include structures represented by the following formulas (X-1) to (X-16).

[In the formulas (X-7) to (X-9), R ^c represents a 2-ethylhexyl group. ]

When the structure represented by the formula (X) is cationic, the compound having the structure has a counter anion so as to be electrically neutral as a whole. When the structure represented by the formula (X) is anionic, the compound having the structure has a counter cation so as to be electrically neutral as a whole.
As the counter anion, the same ones as described above can be used as the counter anion when the structure represented by each of the formulas (C), (C1) and (C2) is cationic.

Examples of the counter cation include protons, metal cations, and onium cations.
Examples of the metal cation include monovalent metal cations such as lithium ion, sodium ion, potassium ion, rubidium ion, and cesium ion;
Examples thereof include divalent metal cations such as magnesium ion, calcium ion, strontium ion, and barium ion.
Examples of the onium cation include ammonium cation and phosphonium cation. Examples of the ammonium cation include tetramethylammonium, tetraethylammonium, monostearyltrimethylammonium, distearyldimethylammonium, tristearylmonomethylammonium, cetyltrimethylammonium, trioctylmethylammonium, dioctyldimethylammonium, monolauryltrimethylammonium, and dilauryldimethyl. Ammonium, trilaurylmethylammonium, triamylbenzylammonium, trihexylbenzylammonium, trioctylbenzylammonium, trilaurylbenzylammonium, benzyldimethylstearylammonium, benzyldimethyloctylammonium, di- _C14-18 alkyldimethylammonium, etc. Open 2 A resin having an ammonium cationic group in the side chain described in Japanese Patent Application No. 01-232770;
Examples of the phosphonium cation include, for example, methyltrioctylphosphonium, octyltributylphosphonium, dodecyltributylphosphonium, hexadecyltributylphosphonium, tetrahexylphosphonium such as dihexyldioctylphosphonium, aryltrialkylphosphonium such as benzyltributylphosphonium, and dibutyldiphenylphosphonium. Examples thereof include alkyltriphenylphosphonium such as dialkyldiarylphosphonium and butyltriphenylphosphonium, and tetraarylphosphonium such as benzyltriphenylphosphonium.

-Azomethine compounds-
Examples of the azomethine compound in the colorant (a2) in the present invention include compounds described in paragraph [0014] of JP2011-219655A and JP2013-145258A. As the azomethine compound, for example, a compound having a structure represented by the following formula (A) is preferable.

[In Formula (A),
R ^{A1 to} R ^A4 each independently represent a hydrogen atom or an aliphatic hydrocarbon group having 1 to 8 carbon atoms,
R ^A5 represents a C 1-8 aliphatic hydrocarbon group which may have a hydrogen atom or a linking group containing an atom other than a carbon atom, a hydrogen atom or a halogen atom. ]

The aliphatic hydrocarbon group having 1 to 8 carbon atoms represented by R ^{A1 to} R ^A4 in the above formula (A) is preferably an alkyl group having 1 to 8 carbon atoms. This alkyl group may be linear or branched. Examples of such an alkyl group having 1 to 8 carbon atoms include a methyl group, an ethyl group, a propyl group, an isopropyl group, a butyl group, a secondary butyl group, a tertiary butyl group, an isobutyl group, an amyl group, and a tertiary amyl group. Hexyl group, heptyl group, octyl group, isooctyl group, tertiary octyl group, 2-ethylhexyl group and the like. The number of carbon atoms in the aliphatic hydrocarbon group of R ^{A1 to} R ^A4 is preferably 1 to 6, and more preferably 1 to 4.
The aliphatic hydrocarbon group having 1 to 8 carbon atoms of R ^A5 in the above formula (A) is the same as described above for the aliphatic hydrocarbon group having 1 to 8 carbon atoms of R ^{A1 to} R ^A4 . You may have a coupling group containing atoms other than a carbon atom, a hydrogen atom, or a halogen atom, and you may couple | bond with the phenyl group through this coupling group. Examples of the linking group in this case include —O—, —S—, —CO—, —COO—, —CONH—, —SO ₂ — and the like. Among these, —O—, —CO -Or -COO- is preferable, and -O- or -COO- is more preferable. The direction of these linking groups does not matter. R ^A5 is most preferably an alkyl group having 1 to 8 carbon atoms or an alkoxy group having 1 to 8 carbon atoms. Carbon number in the aliphatic hydrocarbon group of R ^A5 is preferably 1-6. In addition, as a C1-C8 alkoxy group, a methoxy group, an ethoxy group, a propoxy group, an isopropoxy group, a butoxy group etc. can be mentioned, for example.

When the structure represented by the above formula (A) is cationic, the compound having the structure has a counter anion so as to be electrically neutral as a whole. Examples of the counter anion include those similar to those described above for the counter anion when the structure represented by each of the formulas (C), (C1), and (C2) is cationic. Of these, a nitrogen anion, a halide ion, an organic sulfonate anion, a boron anion and the like are preferable, and [(CF ₃ SO ₂ ) ₂ N] ⁻ is particularly preferable.

  Specific examples of the compound having a structure represented by the above formula (A) include compounds represented by the following formulas (A-1) to (A-3).

-Quinophthalone compounds-
Examples of the quinophthalone compound in the colorant (a2) in the present invention include, for example, JP-A-5-039269, JP-A-6-220339, JP-A-8-171201, and JP-A-2006-126649. A compound represented by the formula (2) described above, a compound represented by the formula (1) described in JP2010-250291A, and a formula (1) described in JP2013-209614A Compounds can be used. The quinophthalone compound is preferably a compound represented by the following formula (Q).

[In the formula (Q), R ^Q1 represents a halogen atom, an alkoxy group, a substituted or unsubstituted phenoxy group, a thioalkoxy group, a substituted or unsubstituted thiophenoxy group, or a substituted or unsubstituted hydrocarbon having 1 to 20 carbon atoms. Represents a group,
R ^Q2 is a halogen atom, an alkoxy group, Chioarukokikishi group, a substituted or unsubstituted amino group, an acyl group, an acylamino group, an alkoxyalkoxy group, an alkoxycarbonyl group, a phenoxycarbonyl group, a carbamoyl group, N- substituted carbamoyl group, or a substituted Alternatively, it represents an unsubstituted hydrocarbon group having 1 to 20 carbon atoms.
p represents an integer of 0 to 3, and when p is an integer of 2 or more, the plurality of R ^Q1s may be the same or different.
q represents an integer of 0 to 4, and when q is an integer of 2 or more, the plurality of R ^Q2 may be the same or different. ]

Examples of the halogen atom in R ^Q1 and R ^Q2 include a chlorine atom, a bromine atom, and an iodine atom.
As an alkoxy group in R ^{< Q1>} and R ^<Q2 >, a C1-C8 alkoxy group is preferable and a C1-C4 alkoxy group is still more preferable.
Examples of the hydrocarbon group in R ^Q1 and R ^Q2 include an aliphatic hydrocarbon group, an alicyclic hydrocarbon group, and an aromatic hydrocarbon group. Specifically, R ^{1 to} R ³ and R ¹¹ to The same as those described in the description of the hydrocarbon group for R ¹⁴ . Among them, an aliphatic hydrocarbon group is preferable, an alkyl group having 1 to 12 carbon atoms is more preferable, an alkyl group having 1 to 8 carbon atoms is further preferable, an alkyl group having 1 to 4 carbon atoms is further preferable, a methyl group, an ethyl group A group, a propyl group, an i-propyl group, and a butyl group are particularly preferable.
The alkoxyalkoxy group in R ^Q2, preferably alkoxyalkoxy group having a carbon number of 2 to 8, still more preferably alkoxyalkoxy group having 2 to 5 carbon atoms. Specific examples include methoxyethoxy group, ethoxyethoxy group, n-propoxyethoxy group, ethoxypropoxy group and the like.
The alkoxycarbonyl group in R ^Q2, preferably an alkoxycarbonyl group having 1 to 9 carbon atoms, more preferably an alkoxycarbonyl group having 1 to 5 carbon atoms. Specific examples include methoxycarbonyl group, ethoxycarbonyl group, propoxycarbonyl, isopropoxycarbonyl, butoxycarbonyl, octyloxycarbonyl and the like.
The N-substituents of the amino group and in the N- substituted carbamoyl group in R ^Q2, for example, preferably an alkyl group having 1 to 8 carbon atoms, more preferably an alkyl group having 1 to 4 carbon atoms. Further, a phenoxy group, thiophenoxy group, as the substituent of the hydrocarbon group include those similar to the substituent of the hydrocarbon group in R ¹ to R ^3.
p and q are preferably 0 or 1. When p is ^{1, R Q1} is preferably an alkyl group having 1 to 12 carbon atoms. when q is ^{1, R Q2} is preferably a N- substituted carbamoyl group, the N-position substituent is preferably an alkyl group having 1 to 8 carbon atoms.

  Specific examples of the compound represented by the formula (Q) include a compound represented by (Q1).

-Coumarin compounds-
Examples of the coumarin compound in the colorant (a2) in the present invention include the compound described in Example 4 of JP-A-4-179955 and the formula (1) described in JP2013-151668A. Or a compound represented by formula (1) described in JP2013-231165A, or a compound represented by formula (1) described in JP2014-044419A can be used. The coumarin compound is preferably a compound represented by the following formula (Cou).

[In the formula (Cou),
R ^u1 represents a hydrogen atom or a substituted or unsubstituted hydrocarbon group having 1 to 20 carbon atoms,
R ^u2 and R ^u3 each independently represent a halogen atom, an alkoxy group, a substituted or unsubstituted amino group, or a substituted or unsubstituted hydrocarbon group having 1 to 20 carbon atoms,
s represents an integer of 0 to 3, and when s is an integer of 2 or more, a plurality of ^Ru2s may be the same or different.
t represents an integer of 0 to 4, and when t is an integer of 2 or more, the plurality of ^Ru3s may be the same or different. ]

Examples of the hydrocarbon group in R ^{u1 to} R ^u3 include an aliphatic hydrocarbon group, an alicyclic hydrocarbon group, and an aromatic hydrocarbon group, and among them, an alkyl group having 1 to 8 carbon atoms is preferable, More preferred are alkyl groups of ˜4. As the substituent of the hydrocarbon group include those similar to the substituent of the hydrocarbon group in R ¹ to R ^3.
Examples of the halogen atom in R ^u2 and R ^u3 include a chlorine atom, a bromine atom, and an iodine atom.
As the alkoxy group in R ^u2 and R ^u3, an alkoxy group having 1 to 8 carbon atoms is preferable, and an alkoxy group having 1 to 4 carbon atoms is more preferable.
The amino group in R ^u2 and R ^u3 preferably has a substituent, and the N-position substituent is preferably an alkyl group having 1 to 8 carbon atoms, more preferably an alkyl group having 1 to 4 carbon atoms.
s is preferably 1, in which case R ^u2 is preferably a substituted amino group, more preferably a dialkyl-substituted amino group, and even more preferably a di (C _1-8 alkyl) -substituted amino group. t is preferably 0.
In a preferred embodiment, R ^u1 is a hydrogen atom, s is 1 and R ^u2 is a substituted amino group, and t is 0. In a more preferred embodiment, R ^u1 is a hydrogen atom, s is 1, and R ^u2 is dialkyl. A substituted amino group, t is 0;

  Specific examples of the compound represented by the formula (Cou) include, for example, compounds represented by (Cou-1) and (Cou-2).

-Pyrazolone compounds-
Examples of the pyrazolone compound in the colorant (a2) in the present invention include a compound represented by the formula (1) described in JP-A-2006-016564, and a formula ( The compound represented by 1) can be used. The pyrazolone compound is preferably a compound represented by the following formula (Pzo).

[In the formula (Pzo),
R ^Z1 and R ^Z3 each independently represent an alkyl group or an aryl group,
R ^Z2 represents an alkyl group. ]

The alkyl group in R ^{Z1, R Z2} and ^{R Z3,} preferably an alkyl group having 1 to 20 carbon atoms, more preferably an alkyl group having 1 to 10 carbon atoms, more preferably an alkyl group having 1 to 8 carbon atoms. The alkyl group may be linear or branched.

The aryl group in R ^Z1 and R ^Z3 is preferably a monocyclic or bicyclic aryl group having 6 to 10 carbon atoms, and includes a phenyl group, a benzyl group, an o-tolyl group, an m-tolyl group, a p-tolyl group, and a xylyl group. And a naphthyl group are more preferable.

  Specific examples of the compound represented by the formula (Pzo) include, for example, compounds represented by (Pzo-1) to (Pzo-10).

-Compound having structure represented by formula (M1)-
The compound having a structure represented by the formula (M1) is the following compound.

[In Formula (M1),
R ^M1 represents a hydrogen atom, an aliphatic hydrocarbon group having 1 to 8 carbon atoms, or an alicyclic hydrocarbon group having 3 to 20 carbon atoms,
R ^M2 represents an alkanediyl group having 1 to 8 carbon atoms,
R ^M3 and R ^M4 each independently represent a hydrogen atom or an aliphatic hydrocarbon group having 1 to 8 carbon atoms. ]

The aliphatic hydrocarbon group having 1 to 8 carbon atoms of R ^M1 is preferably an alkyl group having 1 to 8 carbon atoms. This alkyl group may be linear or branched. Examples of such an alkyl group having 1 to 8 carbon atoms include a methyl group, an ethyl group, a propyl group, an isopropyl group, a butyl group, a secondary butyl group, a tertiary butyl group, an isobutyl group, an amyl group, and a tertiary amyl group. Hexyl group, heptyl group, octyl group, isooctyl group, tertiary octyl group, 2-ethylhexyl group and the like. The number of carbon atoms in the aliphatic hydrocarbon group of R ^M1 is preferably 1 to 6, and more preferably 1 to 4.
The alicyclic hydrocarbon group having 3 to 20 carbon atoms of R ^M1 is preferably an alicyclic hydrocarbon group having 3 to 12 carbon atoms. Specific examples thereof include a cyclopropyl group, a cyclobutyl group, a cyclopentyl group, a cyclohexyl group, a cycloheptyl group, a cyclooctyl group, a cyclododecyl group, a norbornyl group, a bornyl group, an adamantyl group, and a bicyclooctyl group. .
The alkanediyl group having 1 to 8 carbon atoms R ^M2, for example, methylene group, ethylene group, ethane-1,1-diyl group, propane-1,1-diyl group, propane-1,2-diyl group, propane -1,3-diyl group, propane-2,2-diyl group, butane-1,2-diyl group, butane-1,3-diyl group, butane-1,4-diyl group, pentane-1,4- Examples thereof include a diyl group, a pentane-1,5-diyl group, a hexane-1,5-diyl group, a hexane-1,6-diyl group, and an octane-1,8-diyl group. Among these, an alkanediyl group having 1 to 6 carbon atoms is preferable, and an alkanediyl group having 1 to 4 carbon atoms is more preferable.
The aliphatic hydrocarbon group having 1 to 8 carbon atoms of R ^M3 and R ^M4 is the same as described above for the aliphatic hydrocarbon group having 1 to 8 carbon atoms of R ^M1 , and is an alkyl having 1 to 6 carbon atoms. Group is preferable, and an alkyl group having 1 to 4 carbon atoms is more preferable.

  Specific examples of the compound represented by the formula (M1) include a compound represented by the following formula (M1-1).

-Compound having structure represented by formula (M2)-
The compound having the structure represented by the formula (M2) is the following compound.

[In Formula (M2),
R ^M5 represents a cyano group, a carbamoyl group, an alkyloxycarbonyl group, an aryloxycarbonyl group, an arylaminocarbonyl group, or a benzoimidazolyl group,
R ^M6 represents a hydrogen atom, an alkylcarbonyl group, or a trialkylsilyl group,
R ^M7 and R ^M8 each independently represent a hydrogen atom, a substituted or unsubstituted alkyl group, or a substituted or unsubstituted aryl group, and R ^M7 and R ^M8 are bonded to each other to form a nitrogen-containing heterocyclic ring. May be. ]

The alkyloxycarbonyl group in R ^M5 preferably has 2 to 20 carbon atoms, more preferably 2 to 10 carbon atoms, still more preferably 2 to 7 carbon atoms. The alkyl group possessed by the alkyloxycarbonyl group may be linear or branched. Specific examples include ethyloxycarbonyl group, propyloxycarbonyl group, butyloxycarbonyl group, pentyloxycarbonyl group, hexyloxycarbonyl group, 2-ethylhexyloxycarbonyl group and the like.
The aryloxycarbonyl group in R ^M5 preferably has 7 to 11 carbon atoms, and specific examples thereof include a phenyloxycarbonyl group and a naphthyloxycarbonyl group.
The arylaminocarbonyl group in R ^M5 preferably has 7 to 11 carbon atoms, and specific examples thereof include a phenylaminocarbonyl group and a naphthylaminocarbonyl group.
The alkylcarbonyl group in R ^M6 preferably has 2 to 20 carbon atoms, more preferably 2 to 10 carbon atoms, and still more preferably 2 to 7 carbon atoms. The alkyl group in the alkylcarbonyl group may be linear or branched. Specific examples include a methylcarbonyl group, an ethylcarbonyl group, a propylcarbonyl group, a butylcarbonyl group, and the like.
The alkyl group ^contained in the trialkylsilyl group in R ^M6 preferably has 1 to 8 carbon atoms, more preferably 1 to 6 carbon atoms, and still more preferably 1 to 4 carbon atoms. The alkyl group of the trialkylsilyl group may be linear or branched, and the three alkyl groups may be the same or different. Specific examples include a trimethylsilyl group and a triethylsilyl group.
The alkyl group in R ^M7 and R ^M8 preferably has 1 to 8 carbon atoms, more preferably 1 to 6, and still more preferably 1 to 4. The alkyl group may be linear or branched. Specific examples thereof include the same as those exemplified for R ^{1 to} R ³ and R ^{11 to} R ¹⁴ .
Examples of the aryl group in R ^M7 and R ^M8 include the same aromatic groups as those in R ^{1 to} R ³ and R ^{11 to} R ¹⁴ . Of these, a phenyl group and a naphthyl group are preferable.
Examples of the substituent that the alkyl group and aryl group in R ^M7 and R ^M8 have include a halogen atom, a hydroxyl group, a cyano group, a formyl group, a carboxy group, a nitro group, and an alkoxy group.
As the nitrogen-containing heterocyclic ring formed by bonding R ^M7 and R ^M8 to each other, a heterocyclic group having 3 to 10 carbon atoms is preferable, and specific examples thereof include those exemplified for R ^P1 , for example. Can be mentioned. Of these, nitrogen-containing alicyclic heterocyclic groups such as morpholinyl group and morpholino group are preferable.

  Specific examples of the compound represented by the formula (M2) include, for example, compounds represented by the following formulas (M2-1) to (M2-6).

  Among the colorants (a2) in the present invention, C.I. I. Basic yellow 11 is a compound represented by the following formula (M3).

  In the present invention, (A) a specific dye such as a colorant (a1) and a colorant (a2) is used in combination as a colorant. And the coloring composition containing such a (A) coloring agent can be used suitably for formation of a red cured film, especially formation of the red pixel which a display element and a solid-state image sensor have.

[Other colorants]
The colorant (A) in the coloring composition of the present invention contains the colorant (a1) and the colorant (a2) as essential, but optionally contains other colorants. It may be.
Examples of other colorants that can be used here include dyes other than the colorant (a1) and the colorant (a2), and pigments. However, in order to obtain a pixel having high luminance and color purity, it is preferable to use an organic pigment and an organic dye as the other colorant, and it is more preferable to use an organic pigment.
Examples of the organic pigment include compounds classified as pigments in the color index (CI; issued by The Society of Dyers and Colorists). Among them, JP 2001-081348 A, JP 2010-026334 A, JP 2010-191304 A, JP 2010-237384 A, JP 2010-237369 A, JP 2011-006602 A, Lake pigments described in JP 2011-145346 A, etc .;
C. I. Pigment red 166, C.I. I. Pigment red 177, C.I. I. Pigment red 224, C.I. I. Pigment red 242, C.I. I. Pigment red 254, C.I. I. Pigment red 264, C.I. I. Pigment green 7, C.I. I. Pigment green 36, C.I. I. Pigment green 58, C.I. I. Pigment blue 15: 6, C.I. I. Pigment blue 80, C.I. I. Pigment yellow 83, C.I. I. Pigment yellow 138, C.I. I. Pigment yellow 139, C.I. I. Pigment yellow 150, C.I. I. Pigment yellow 180, C.I. I. Pigment yellow 185, C.I. I. Pigment yellow 211, C.I. I. Pigment yellow 215, C.I. I. Pigment orange 38, C.I. I. Organic pigments other than lake pigments such as CI Pigment Violet 23 can be mentioned as preferable ones. As the lake pigment, triarylmethane lake pigments, xanthene lake pigments and azo lake pigments are preferable, and triarylmethane lake pigments and xanthene lake pigments are more preferable.
The colored composition of the present invention is preferably used for forming a red cured film. In this case, as other colorants, red pigments and red dyes are preferable.

When using a pigment as another colorant, it may be used after performing one or more treatments selected from purification and surface modification by a known method;
A known dispersant and dispersion aid may be used in combination. Known dispersants include, for example, urethane dispersants, polyethyleneimine dispersants, polyoxyethylene alkyl ether dispersants, polyoxyethylene alkyl phenyl ether dispersants, polyethylene glycol diester dispersants, sorbitan fatty acid ester dispersants. Agents, polyester dispersants, acrylic dispersants, etc .;
Examples of known dispersion aids include pigment derivatives and the like.

[(A) Colorant composition]
In the coloring agent (A) in the coloring composition of the present invention, the proportion of the coloring agent (a1) used is 10 to 90% by mass with respect to the total mass of the coloring agent (a1) and the coloring agent (a2). Is more preferable, and it is more preferable to set it as 25-80 mass%, and it is preferable to set it as 40-70 mass% especially.
The colorant (a2) includes the above-mentioned pyridone azo compound, xanthene compound, azomethine compound, quinophthalone compound, coumarin compound, pyrazolone compound, a compound having the structure represented by the formula (M1), the above formula ( A compound having a structure represented by M2) and C.I. I. Although it can be at least one compound selected from the group consisting of Basic Yellow 11, it is preferable to use only one selected from these.
When the colorant (A) in the coloring composition of the present invention contains a pigment as another colorant in addition to the colorant (a1) and the colorant (a2), the use ratio of the pigment is (A) It is preferably 50% by mass or less, more preferably 30% by mass or less, particularly preferably 10% by mass or less, and most preferably by not using this, based on the total mass of the colorant. is there.

<(B) Binder resin>
Although (B) binder resin contained in the coloring composition of this invention is not specifically limited, It is preferable that it is resin which has an acidic functional group. Examples of the acidic functional group include a carboxyl group and a phenolic hydroxyl group, and a carboxyl group is preferable.
The (B) binder resin in the present invention is particularly preferably (b1) an ethylenically unsaturated monomer having a carboxyl group (hereinafter referred to as “unsaturated monomer (b1)”).
(B2) Copolymer with other ethylenically unsaturated monomer copolymerizable with unsaturated monomer (b1) (hereinafter referred to as “unsaturated monomer (b2)”), or polymerizability It is a polymer having an unsaturated bond and a carboxyl group.

  Examples of the unsaturated monomer (b1) include (meth) acrylic acid, maleic acid, maleic anhydride, succinic acid mono [2- (meth) acryloyloxyethyl], and ω-carboxypolycaprolactone mono (meth). Examples include acrylate and p-vinylbenzoic acid, and at least one selected from these can be used.

Examples of the unsaturated monomer (b2) include N-substituted maleimides, aromatic vinyl compounds, (meth) acrylic acid esters, vinyl ethers, and macromonomers having a mono (meth) acryloyl group at the end of the polymer molecular chain. Etc. Specific examples thereof include, for example, N-phenylmaleimide, N-cyclohexylmaleimide and the like as the N-position substituted maleimide;
Examples of the aromatic vinyl compound include styrene, α-methylstyrene, p-hydroxystyrene, p-hydroxy-α-methylstyrene, p-vinylbenzylglycidyl ether, acenaphthylene, and the like;
Examples of the (meth) acrylic acid ester include methyl (meth) acrylate, n-butyl (meth) acrylate, 2-ethylhexyl (meth) acrylate, 2-hydroxyethyl (meth) acrylate, allyl (meth) acrylate, and benzyl (meth) ) Acrylate, polyethylene glycol (degree of polymerization 2 to 10) methyl ether (meth) acrylate, polypropylene glycol (degree of polymerization 2 to 10) methyl ether (meth) acrylate, polyethylene glycol (degree of polymerization 2 to 10) mono (meth) Acrylate, polypropylene glycol (polymerization degree 2 to 10) mono (meth) acrylate, cyclohexyl (meth) acrylate, isobornyl (meth) acrylate, tricyclo [5.2.1.0 ^2,6 ] decan-8-yl (meth) Acryle , Dicyclopentenyl (meth) acrylate, glycerol mono (meth) acrylate, 4-hydroxyphenyl (meth) acrylate, ethylene oxide modified (meth) acrylate of paracumylphenol, glycidyl (meth) acrylate, 3,4-epoxycyclohexyl Methyl (meth) acrylate, 3-[(meth) acryloyloxymethyl] oxetane, 3-[(meth) acryloyloxymethyl] -3-ethyloxetane and the like;
Examples of the vinyl ether include cyclohexyl vinyl ether, isobornyl vinyl ether, tricyclo [5.2.1.0 ^2,6 ] decan-8-yl vinyl ether, pentacyclopentadecanyl vinyl ether, 3- (vinyloxymethyl) -3- Examples thereof include ethyl oxetane and the like. Examples of the polymer in the macromonomer having a mono (meth) acryloyl group at the end of the polymer molecular chain include polystyrene, polymethyl (meth) acrylate, poly-n-butyl (meth) acrylate, polysiloxane and the like. it can.
These unsaturated monomers (b2) can be used alone or in admixture of two or more.

Specific examples of the copolymer of the unsaturated monomer (b1) and the unsaturated monomer (b2) include, for example, JP-A-7-140654, JP-A-8-259876, and JP-A-10-31308. , JP-A-10-300902, JP-A-11-174224, JP-A-11-258415, JP-A-2000-56118, and JP-A-2004-101728. Etc.
The copolymerization ratio of the unsaturated monomer (b1) in the copolymer of the unsaturated monomer (b1) and the unsaturated monomer (b2) is preferably 5 to 50% by mass, more preferably Is 10-40 mass%. By copolymerizing the unsaturated monomer (b1) in such a range, a colored composition excellent in alkali developability and storage stability can be obtained.
The polymerizable unsaturated bond in the polymer having a polymerizable unsaturated bond and a carboxyl group is preferably in the side chain of the polymer. Specific examples of such a polymer include, for example, JP-A-5-19467, JP-A-6-230212, JP-A-7-207211, JP-A-9-325494, JP-A-11-140144. Examples thereof include copolymers and the like disclosed in JP-A-2008-181095.

In the present invention, the (B) binder resin has a polystyrene-equivalent weight average molecular weight (Mw) measured by gel permeation chromatography (elution solvent: tetrahydrofuran, hereinafter referred to as “GPC”), preferably 1,000-100,000. 000, more preferably 3,000 to 50,000. By setting it as such an aspect, the heat resistance of a colored cured film formed, a film characteristic, an electrical property, a pattern shape, and a resolution can be made more favorable. (B) The ratio (Mw / Mn) between the weight average molecular weight (Mw) and the number average molecular weight (Mn) of the binder resin is preferably 1.0 to 5.0, more preferably 1.0 to 3. .0. The Mn is a number average molecular weight in terms of polystyrene measured by GPC.
The (B) binder resin as described above can be produced by a known method. For example, the structure, Mw, Mw / Mn, and the like are controlled within a desired range by a method disclosed in JP2003-222717A, JP2006-259680A, International Publication No. 2007/029871 And can be synthesized.

(B) Binder resin in this invention can be used individually or in mixture of 2 or more types.
The content ratio of the (B) binder resin in the colored composition of the present invention is preferably 10 to 1,000 parts by mass, more preferably 20 to 500 parts by mass with respect to 100 parts by mass of the (A) colorant. Yes, more preferably 50 to 350 parts by mass, particularly preferably 100 to 250 parts by mass. (B) By making the content rate of binder resin into said range, the storage stability and alkali developability of the obtained colored element thing, and the chromaticity characteristic of the colored cured film formed are made more favorable. be able to.

<(C) Polymerizable compound>
The polymerizable compound (C) contained in the colored composition of the present invention is a compound having two or more polymerizable groups in the molecule. Here, examples of the polymerizable group include an ethylenically unsaturated group, an oxiranyl group, an oxetanyl group, and an N-alkoxymethylamino group.
As the polymerizable compound (C) in the present invention, it is preferable to use a compound having two or more (meth) acryloyl groups in the molecule or a compound having two or more N-alkoxymethylamino groups in the molecule.
Specific examples of the compound having two or more (meth) acryloyl groups in the molecule include a polyfunctional (meth) acrylate obtained by reacting an aliphatic polyhydroxy compound and (meth) acrylic acid, and a hydroxyl group. Polyfunctional urethane (meth) acrylate obtained by reacting (meth) acrylate and polyfunctional isocyanate, polyfunctional (meth) having a carboxyl group obtained by reacting (meth) acrylate having hydroxyl group and acid anhydride Examples include acrylate, polyfunctional (meth) acrylate modified with caprolactone, and polyfunctional (meth) acrylate modified with alkylene oxide.

  Examples of the aliphatic polyhydroxy compound include divalent aliphatic polyhydroxy compounds such as ethylene glycol, propylene glycol, polyethylene glycol, and polypropylene glycol; trivalent or more valent compounds such as glycerin, trimethylolpropane, pentaerythritol, and dipentaerythritol. Examples include aliphatic polyhydroxy compounds. Examples of the (meth) acrylate having a hydroxyl group include 2-hydroxyethyl (meth) acrylate, trimethylolpropane di (meth) acrylate, pentaerythritol tri (meth) acrylate, dipentaerythritol penta (meth) acrylate, and glycerol dimethacrylate. Etc. Examples of the polyfunctional isocyanate include tolylene diisocyanate, hexamethylene diisocyanate, diphenylmethylene diisocyanate, and isophorone diisocyanate. Examples of the acid anhydride include dibasic acid anhydrides such as succinic anhydride, maleic anhydride, glutaric anhydride, itaconic anhydride, phthalic anhydride, hexahydrophthalic anhydride; pyromellitic anhydride, biphenyltetracarboxylic acid And dianhydrides and tetrabasic acid dianhydrides such as benzophenone tetracarboxylic dianhydride.

  Examples of the caprolactone-modified polyfunctional (meth) acrylate include compounds described in paragraphs [0015] to [0018] of JP-A No. 11-44955. Examples of the alkylene oxide-modified polyfunctional (meth) acrylate include at least selected from bisphenol A di (meth) acrylate modified with at least one selected from ethylene oxide and propylene oxide, ethylene oxide and propylene oxide. At least one selected from trimethylolpropane tri (meth) acrylate, ethylene oxide and propylene oxide modified with at least one selected from isocyanuric acid tri (meth) acrylate modified with one, ethylene oxide and propylene oxide At least one selected from pentaerythritol tri (meth) acrylate, ethylene oxide and propylene oxide modified by the species By at least one selected from dipentaerythritol penta (meth) acrylate, ethylene oxide and propylene oxide modified by at least one selected from pentaerythritol tetra (meth) acrylate, ethylene oxide and propylene oxide modified Examples include modified dipentaerythritol hexa (meth) acrylate.

On the other hand, examples of the compound having two or more N-alkoxymethylamino groups in the molecule include compounds having a melamine structure, a benzoguanamine structure or a urea structure. Here, the melamine structure refers to a chemical structure having one or more triazine rings as a basic skeleton, and the benzoguanamine structure as one or more phenyl group-substituted triazine rings, and includes melamine, benzoguanamine and their condensates. It is a concept. Specific examples of the compound having two or more N-alkoxymethylamino groups in the molecule include, for example, N, N, N ′, N ′, N ″, N ″ -hexa (alkoxymethyl) melamine, N, N, N Examples include ', N'-tetra (alkoxymethyl) benzoguanamine, N, N, N', N'-tetra (alkoxymethyl) glycoluril and the like.
As the polymerizable compound (C) in the present invention, among the above, polyfunctional (meth) acrylate obtained by reacting a trivalent or higher aliphatic polyhydroxy compound with (meth) acrylic acid, a caprolactone-modified polyvalent compound. Functional (meth) acrylate, polyfunctional urethane (meth) acrylate, polyfunctional (meth) acrylate having a carboxyl group, N, N, N ′, N ′, N ″, N ″ -hexa (alkoxymethyl) melamine and N, N, N ′, N′-tetra (alkoxymethyl) benzoguanamine is a preferred group of compounds. Among polyfunctional (meth) acrylates obtained by reacting trivalent or higher aliphatic polyhydroxy compounds, (meth) acrylic and acids, trimethylolpropane triacrylate, pentaerythritol triacrylate, dipentaerythritol pentaacrylate, di Pentaerythritol hexaacrylate;
Among polyfunctional (meth) acrylates having a carboxyl base, there are compounds obtained by reacting pentaerythritol triacrylate and succinic anhydride and compounds obtained by reacting dipentaerythritol pentaacrylate and succinic anhydride. The colored cured product to be formed is particularly preferable in that it has high strength and excellent surface smoothness, and is less likely to cause stains on the substrate at the rear of the milo and light-shielding synergistic stains and wrapping residue.

(C) The polymeric compound in this invention can be used individually or in mixture of 2 or more types.
The content ratio of the polymerizable compound (C) in the colored composition of the present invention is preferably 10 to 1,000 parts by mass, more preferably 20 to 700 parts by mass with respect to 100 parts by mass of the (A) colorant. More preferably, it is 100-500 mass parts, and 200-400 mass parts is especially preferable. (C) By setting the usage-amount of a polymeric compound in this range, the alkali developability and sclerosis | hardenability of a coloring composition can be made more favorable.

<(D) Photopolymerization initiator>
The coloring composition of the present invention can contain a photopolymerization initiator. The (D) photopolymerization initiator contained in the colored composition of the present invention is a polymer of the polymerizable compound (C) by irradiating light such as visible light, ultraviolet light, salt ultraviolet light, electron beam, and X. A compound that generates an active species that can be initiated.
As the photopolymerization initiator (D) in the present invention, at least one selected from the group consisting of biimidazole compounds, thioxanthone compounds, acetophenone compounds, triazine compounds, and O-acyloxime compounds should be used. Is preferred. Examples of the biimidazole 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;
Examples of the thioxanthone compound include thioxanthone, 2-chlorothioxanthone, 2-methylthioxanthone, 2-isopropylthioxanthone, 4-isopropylthioxanthone, 2,4-dichlorothioxanthone, 2,4-dimethylthioxanthone, 2,4-diethylthioxanthone. 2,4-diisopropylthioxanthone and the like;

Examples of the acetophenone compound include 2-methyl-1- [4- (methylthio) phenyl] -2-morpholinopropan-1-one, 2-benzyl-2-dimethylamino-1- (4-morpholinophenyl). ) Butan-1-one, 2- (4-methylbenzyl) -2- (dimethylamino) -1- (4-morpholinophenyl) butan-1-one, and the like. The triazine compound is preferably a triazine compound having a halomethyl group, for example, 2,4,6-tris (trichloromethyl) -s-triazine, 2-methyl-4,6-bis (trichloromethyl) -s-triazine, 2- [2- (5-methylfuran-2-yl) ethenyl] -4,6-bis (trichloromethyl) -s-triazine, 2- [2- (furan-2-yl) ethenyl] -4,6 -Bis (trichloromethyl) -s-triazine, 2- [2- (4-diethylamino-2-methylphenyl) ethenyl] -4,6-bis (trichloromethyl) -s-triazine, 2- [2- (3 , 4-Dimethoxyphenyl) ethenyl] -4,6-bis (trichloromethyl) -s-triazine, 2- (4-methoxyphenyl) -4,6-bis (trichloro Til) -s-triazine, 2- (4-ethoxystyryl) -4,6-bis (trichloromethyl) -s-triazine, 2- (4-n-butoxyphenyl) -4,6-bis (trichloromethyl) -S-triazine and the like can be mentioned. Examples of the O-acyloxime compounds include 1,2-octanedione, 1- [4- (phenylthio) phenyl]-, 2- (O-benzoyloxime), ethanone, 1- [9-ethyl-6- (2-Methylbenzoyl) -9H-carbazol-3-yl]-, 1- (O-acetyloxime), ethanone, 1- [9-ethyl-6- (2-methyl-4-tetrahydrofuranylmethoxybenzoyl)- 9H-carbazol-3-yl]-, 1- (O-acetyloxime), ethanone, 1- [9-ethyl-6- {2-methyl-4- (2,2-dimethyl-1,3-dioxolanyl) And methoxybenzoyl} -9H-carbazol-3-yl]-, 1- (O-acetyloxime).

When a biimidazole compound is used as the photopolymerization initiator (D) in the present invention, it is preferable to use a hydrogen donor in combination with the biimidazole compound in terms of improving photosensitivity. Here, the “hydrogen donor” is a compound that can donate a hydrogen atom to a radical generated from a biimidazole compound by light irradiation. Examples of such hydrogen donors include mercaptan-based hydrogen donors such as 2-mercaptobenzothiazole and 2-mercaptobenzoxazole; and 4,4′-bis (dimethylamino) benzophenone and 4,4′-bis (diethylamino). ) Amine-based hydrogen donors such as benzophenone. These hydrogen donors can be used alone or in admixture of two or more, but at least one mercaptan hydrogen donor and at least one amine hydrogen donor should be used in combination. However, it is preferable in that the high sensitivity can be made extremely high.
On the other hand, the photopolymerization initiator (D) in the present invention is selected from the group consisting of photopolymerization initiators other than biimidazole compounds, preferably thioxanthone compounds, acetophenone compounds, triazine compounds and O-acyloxime compounds. When using at least one of the photopolymerization initiators, a sensitizer may be used together with these photopolymerization initiators. Examples of such a sensitizer include 4,4′-bis (dimethylamino) benzophenone, 4,4′-bis (diethylamino) benzophenone, 4-diethylaminoacetophenone, 4-dimethylaminopropiophenone, 4-dimethylamino. Ethyl benzoate, 2-dimethylhexyl 4-dimethylaminobenzoate, 2,5-bis (4-diethylaminobenzal) cyclohexanone, 7-diethylamino-3- (4-diethylaminobenzoyl) coumarin, 4- (diethylamino) chalcone, etc. And at least one selected from these can be used.

The content ratio of (D) the photopolymerization initiator in the colored composition of the present invention is preferably 0.01 to 120 parts by mass, more preferably 1 to 100 parts per 100 parts by mass of the (C) polymerizable compound. Part by mass. (D) By setting the content rate of a photoinitiator in said range, it is preferable at the point which can make sclerosis | hardenability of a coloring composition more favorable.
(D) When a biimidazole compound is used as a photopolymerization initiator and a hydrogen donor is used in combination with the biimidazole compound, the proportion of the hydrogen donor used is (C) 100 parts by mass of the polymerizable compound. On the other hand, it is preferably 40 parts by mass or less, more preferably 0.01 to 40 parts by mass, further preferably 1 to 30 parts by mass, and particularly preferably 2 to 20 parts by mass.

<Other additives>
The colored composition of the present invention contains (A) a colorant, (B) a binder resin, and (C) a polymerizable compound as described above, and preferably a liquid composition in which these components are blended in a solvent described later. It is prepared as a product. However, the coloring composition of the present invention may contain other additives in addition to these.
Examples of such other additives include a filler, a polymer compound, a surfactant, an adhesion promoter, an antioxidant, an ultraviolet absorber, an aggregation inhibitor, a residue improver, and a developability improver. Can do. Specific examples thereof include, for example, glass, alumina and the like as the filler;
Examples of the polymer compound include polyvinyl alcohol and poly (fluoroalkyl acrylate) s;
Examples of the surfactant include a fluorine-based surfactant and a silicon-based surfactant;
Examples of the adhesion promoter include vinyltrimethoxysilane, vinyltriethoxysilane, vinyltris (2-methoxyethoxy) silane, N- (2-aminoethyl) -3-aminopropylmethyldimethoxysilane, and N- (2-aminoethyl). ) -3-Aminopropyltrimethoxysilane, 3-aminopropyltriethoxysilane, 3-glycidoxypropyltrimethoxysilane, 3-glycidoxypropylmethyldimethoxysilane, 2- (3,4-epoxycyclohexyl) ethyltri Methoxysilane, 3-chloropropylmethyldimethoxysilane, 3-chloropropyltrimethoxysilane, 3-methacryloyloxypropyltrimethoxysilane, 3-mercaptopropyltrimethoxysilane and the like;
Examples of the antioxidant include 2,2-thiobis (4-methyl-6-t-butylphenol), 2,6-di-t-butylphenol and the like;

Examples of the ultraviolet absorber include 2- (3-t-butyl-5-methyl-2-hydroxyphenyl) -5-chlorobenzotriazole, alkoxybenzophenones and the like;
Examples of the aggregation inhibitor include sodium polyacrylate and the like;
Examples of the residue improving agent include malonic acid, adipic acid, itaconic acid, citraconic acid, fumaric acid, mesaconic acid, 2-aminoethanol, 3-amino-1-propanol, 5-amino-1-pentanol, and 3-amino. -1,2-propanediol, 2-amino-1,3-propanediol, 4-amino-1,2-butanediol and the like;
Examples of the developability improver include succinic acid mono [2- (meth) acryloyloxyethyl], phthalic acid mono [2- (meth) acryloyloxyethyl], ω-carboxypolycaprolactone mono (meth) acrylate, and the like. , Can be mentioned respectively.

<Solvent>
The colored composition of the present invention comprises (A) a colorant, (B) a binder resin and (C) a polymerizable compound as described above, and (D) a photopolymerization initiator optionally used as necessary. Other additives are preferably prepared as a liquid composition blended in a solvent.
The solvent used in the coloring composition of the present invention can dissolve or disperse the components (A) to (C) and the optionally used (D) photopolymerization initiator and other additives. In addition, it is preferable to use a material selected from those which do not react with these and have appropriate volatility.

Examples of such solvents include (poly) alkylene glycol monoalkyl ethers, other ethers, lactic acid alkyl esters, (cyclo) alkyl alcohols, keto alcohols, (poly) alkylene glycol monoalkyl ether acetates, Examples include ketones, diacetates, alkoxycarboxylic acid esters, other esters, aromatic hydrocarbons, amides, lactams, etc., and use at least one selected from these Can do. Specific examples thereof include the above (poly) alkylene glycol monoalkyl ethers such as 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 -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. ;
Examples of the other ethers include diethylene glycol dimethyl ether, diethylene glycol methyl ethyl ether, diethylene glycol diethyl ether, and tetrahydrofuran;
Examples of the lactic acid alkyl esters include methyl lactate and ethyl lactate;
Examples of the (cyclo) alkyl alcohols include methanol, ethanol, propanol, butanol, isopropanol, isobutanol, t-butanol, octanol, 2-ethylhexanol, cyclohexanol and the like;
Examples of the keto alcohols include diacetone alcohol;

Examples of the (poly) alkylene glycol monoalkyl ether acetates include ethylene glycol monomethyl ether acetate, ethylene glycol monoethyl ether acetate, diethylene glycol monomethyl ether acetate, diethylene glycol monoethyl ether acetate, propylene glycol monomethyl ether acetate, propylene glycol monoethyl ether acetate. Dipropylene glycol monomethyl ether acetate, 3-methoxybutyl acetate, 3-methyl-3-methoxybutyl acetate and the like;
Examples of the ketones include methyl ethyl ketone, cyclohexanone, 2-heptanone, and 3-heptanone;
Examples of the diacetates include propylene glycol diacetate, 1,3-butylene glycol diacetate, 1,6-hexanediol diacetate and the like;
Examples of the alkoxycarboxylic acid esters include methyl 3-methoxypropionate, ethyl 3-methoxypropionate, methyl 3-ethoxypropionate, ethyl 3-ethoxypropionate, ethyl ethoxyacetate, 3-methyl-3-methoxybutyl Pionate etc .;

Examples of the other esters include ethyl acetate, n-propyl acetate, i-propyl acetate, n-butyl acetate, i-butyl acetate, n-amyl formate, i-amyl acetate, n-butyl propionate, and ethyl butyrate. N-propyl butyrate, i-propyl butyrate, n-butyl butyrate, methyl pyruvate, ethyl pyruvate, n-propyl pyruvate, methyl acetoacetate, ethyl acetoacetate, ethyl 2-oxobutanoate and the like;
Examples of the aromatic hydrocarbons include toluene and xylene;
Examples of the amides include N, N-dimethylformamide, N, N-dimethylacetamide and the like;
Examples of the lactams include N-methylpyrrolidone and the like.

Among these solvents, from the viewpoint of ensuring good solubility, coating properties, etc., propylene glycol monomethyl ether, propylene glycol monoethyl ether, ethylene glycol monomethyl ether acetate, propylene glycol monomethyl ether acetate, propylene glycol monoethyl ether acetate, 3-methoxybutyl acetate, diethylene glycol dimethyl ether, diethylene glycol methyl ethyl ether, cyclohexanone, 2-heptanone, 3-heptanone, 1,3-butylene glycol diacetate, 1,6-hexanediol diacetate, ethyl lactate, 3-methoxypropionic acid Ethyl, methyl 3-ethoxypropionate, ethyl 3-ethoxypropionate, 3-methyl-3-methoxybuty Selected from the group consisting of propionate, n-butyl acetate, i-butyl acetate, n-amyl formate, i-amyl acetate, n-butyl propionate, ethyl butyrate, i-propyl butyrate, n-butyl butyrate and ethyl pyruvate It is preferable to use at least one of the above.
The use ratio of the solvent in the colored composition of the present invention is not particularly limited, but from the viewpoint of ensuring good dispersibility, stability and coatability of the colored composition, the solid content concentration of the colored composition The ratio (the ratio of the total concentration of components other than the solvent in the colored composition to the total amount of the colored composition) is preferably 5 to 50% by mass, more preferably 10 to 40% by mass. More preferred.

<Method for preparing colored composition>
The coloring composition of the present invention can be prepared by an appropriate method. Examples of the method for preparing the colored composition of the present invention include methods disclosed in Japanese Patent Application Laid-Open Nos. 2008-58642 and 2010-132874.
Specifically, for example, a solution containing (A) a colorant is prepared in advance, and the colorant solution, components (B) to (C), and optionally used (D) light It can be based on a method of mixing a polymerization initiator and other components. The colorant solution prepared in advance and the composition after mixing may be used after being filtered using a filter having an appropriate pore size.

<Method for forming colored cured film>
A colored cured film can be formed using the colored composition of the present invention as described above. The colored cured film in the present invention is a concept including a pixel of each color used in a display element and a solid-state imaging element; a black matrix; a black spacer.
In order to form a colored cured film using the colored composition of the present invention, it is preferable to use one of the following methods.
In the first method, the colored composition of the present invention is applied onto a substrate to form a coating film, and then at least a part of the coating film is irradiated with light, developed, and preferably heated (post-baked). )
In the second method, the colored composition of the present invention is applied onto a substrate in a pattern by an ink jet method to form a coating film. After optionally irradiating the coating film with light, it is preferably further heated (post). Bake).
In any of the above methods, a color filter is formed by sequentially forming a colored cured film that becomes a pixel of each color using a coloring composition of three colors of red, green, and blue or cyan, magenta, and yellow. It is possible;
A black matrix or a black spacer can be formed by forming a black colored cured film using a black coloring composition.
Examples of the substrate include substrates made of glass, silicon, polycarbonate, polyester, aromatic polyamide, polyamideimide, polyimide, and the like. For these substrates, as necessary, before chemical (for example, silane coupling agent) treatment, plasma treatment, ion plating treatment, sputtering treatment, treatment by a gas phase reaction method, treatment by a vacuum deposition method, etc. Processing may be performed.

The substrate used when the colored composition of the present invention is used for forming the pixel of the color filter is preferably formed with a black matrix so as to partition the pixel region. This black matrix can be a thin film of a metal (for example, chromium) having a desired pattern, a colored cured film formed from a colored composition, and the like. The patterned metal thin film can be formed, for example, by applying photolithography to a metal thin film formed on a substrate by sputtering, vapor deposition, or the like. The patterned colored cured film formed from the coloring composition can be formed by a method similar to the present invention using the black coloring composition. In the second method using the ink jet system, the black matrix also functions as a barrier for preventing color mixing of each color composition ejected by the ink jet system in addition to the light shielding function. Accordingly, the black matrix in this case preferably has a film thickness of a certain level or more. Therefore, the black matrix in this case is preferably a black cured film formed using a black coloring composition.
The substrate used when the colored composition of the present invention is used for forming a black matrix is preferably a substrate on which a black matrix for partitioning a pixel region is not yet formed.
Furthermore, it is preferable that the substrate used when the colored composition of the present invention is used for forming the black spacer is a substrate on which both a black matrix and pixels for defining a pixel region are formed.

In the first method, as a method of applying the colored composition on the substrate, for example, spray method, roll coating method, spin coating method (spin coating method), slit die coating method (slit coating method), bar coating method Etc. Among these, it is preferable to employ a spin coating method or a slit die coating method.
In order to form a coating film after coating by the above-described method or the inkjet method, it is preferable to heat (pre-bake) the colored composition after coating to remove the solvent. The prebaking conditions are preferably 70 to 110 ° C., and preferably about 1 to 10 minutes. The prebaking is preferably performed under reduced pressure. The degree of pressure reduction is preferably set so that the ultimate pressure (absolute pressure) is 50 to 200 Pa.

The thickness of the coating film is preferably 0.6 to 12 μm, more preferably 1.2 to 10 μm, as the thickness after removal of the solvent.
Examples of the light source used when irradiating the formed coating film with light include a lamp 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, and argon. Examples thereof include an ion laser, a YAG laser, a XeCl excimer laser, a nitrogen laser, and an ultraviolet LED. The light to be irradiated is preferably light having a bright line in the range of 190 to 450 nm. Light irradiation amount is preferably from 10~10,000J / ^{m 2,} and more preferably 50~5,000J / ^{m 2.}

The above development is performed using an alkaline developer. By the development process, an unexposed portion of the coating film is removed to form a patterned coating film. Examples of the alkali developer include sodium carbonate, sodium bicarbonate, sodium hydroxide, potassium hydroxide, tetramethylammonium hydroxide, choline, 1,8-diazabicyclo- [5.4.0] -7-undecene, It is preferable to use an aqueous solution of 5-diazabicyclo- [4.3.0] -5-nonene. If necessary, for example, a water-soluble organic solvent such as methanol or ethanol; a surfactant or the like may be added to the aqueous solution in an appropriate range.
As the development method, for example, a shower development method, a spray development method, a dip (immersion) development method, a paddle (liquid accumulation) development method, or the like can be applied. The development conditions are preferably 5 to 300 seconds at room temperature. The developed coating film is preferably washed with water.
The post-baking can be performed, for example, at a temperature of 180 to 280 ° C., for example, for 10 to 60 minutes.

The thickness of the colored cured film formed as described above is as follows depending on the application.
Pixel: preferably 0.5-5 μm, more preferably 1-3 μm
Black matrix: preferably 0.5 to 10 μm, more preferably 0.8 to 5 μm
Black spacer: preferably 0.5 to 10 μm, more preferably 1 to 7 μm

  The pixel pattern obtained by forming the pixels of each color as described above is formed by forming a protective film on the pixel pattern as necessary, and then forming a transparent conductive film and a spacer in this order. It can be used as a color filter.

<Display element>
The display element in the present invention comprises at least one kind of colored cured film selected from the group consisting of pixels and color filters formed as described above, a black matrix, and a black spacer. 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 includes a TN (Twisted Nematic) type, an STN (Super Twisted Nematic) type, an IPS (In-Plane Switching) type, a VA (Vertical Alignment Compensation) type, an OCB (Optical Compensation Type) type, and the like. The appropriate liquid crystal mode can be applied.

The color liquid crystal display element may be transmissive or reflective, and can have a liquid crystal cell with an appropriate structure. As the structure of the liquid crystal cell, for example, a driving substrate on which a thin film transistor (TFT) is disposed and a counter substrate on which a color filter is formed are used as a pair, and a liquid crystal layer is sandwiched between the pair of substrates;
A structure in which a substrate having both a thin film transistor (TFT) and a color filter and a substrate on which an ITO (tin-doped indium oxide) electrode is formed are used as a pair, and a liquid crystal layer is sandwiched between the pair of substrates. It can be illustrated.

The color liquid crystal display device can include a backlight unit in addition to the liquid crystal cell. Examples of the light source in the backlight unit include a cold cathode fluorescent tube and a white LED.
The organic EL display element can have an appropriate structure, such as the structure disclosed in Japanese Patent Application Laid-Open No. 11-307242.
The electronic paper can have an appropriate structure, such as the structure disclosed in Japanese Patent Application Laid-Open No. 2007-41169.

Hereinafter, the embodiment of the present invention will be described more specifically with reference to examples. However, the present invention is not limited to the following examples.
<(B) Synthesis of binder resin>
Synthesis example 1
A flask equipped with a condenser and a stirrer was charged with 100 parts by mass of propylene glycol monomethyl ether acetate and purged with nitrogen. After heating this to 80 ° C., at the same temperature, 100 parts by mass of propylene glycol monomethyl ether acetate, 20 parts by mass of methacrylic acid, 10 parts by mass of styrene, 5 parts by mass of benzyl methacrylate, 15 parts by mass of 2-hydroxyethyl methacrylate, 2-ethylhexyl A mixed solution consisting of 23 parts by mass of methacrylate, 12 parts by mass of N-phenylmaleimide, 15 parts by mass of mono (2-acryloyloxyethyl) succinate and 6 parts by mass of 2,2′-azobis (2,4-dimethylvaleronitrile) Was added dropwise over 1 hour, and a polymerization reaction was carried out for 2 hours while maintaining a temperature of 80 ° C. Thereafter, the temperature of the reaction solution was raised to 100 ° C., and the polymerization reaction was further carried out for 1 hour to obtain a solution containing 33% by mass of the binder resin (B1). The binder resin (B1) had Mw of 12,200 and Mn of 6,500.

<Preparation and evaluation of coloring composition>
Example 1
(1) Preparation of colored composition (A) As a colorant, 23.4 parts by mass of a cyclohexanone solution containing 5% by mass of a compound represented by the following formula (C1-1-1) as a colorant (a1) and 16.6 parts by mass of a cyclohexanone solution containing 5% by mass of the compound represented by the above formula (P1-1) which is the colorant (a2),
(B) 26.3 parts by mass of a solution (solid content concentration 33% by mass) containing the binder resin (B1) obtained in Synthesis Example 1 as a binder resin,
(C) M-402 as a polymerizable compound (trade name, manufactured by Toagosei Co., Ltd., a mixture of dipentaerythritol hexaacrylate and dipentaerythritol pentaacrylate) 9.9 parts by mass,
(D) 1.8 parts by mass of 2-benzyl-2-dimethylamino-1- (4-morpholinophenyl) butan-1-one (trade name “Irgacure 369”, manufactured by BASF) as a photopolymerization initiator,
A coloring composition having a solid content concentration of 20% by mass by mixing 0.05 part by mass of Megafac F-554 (trade name, manufactured by DIC Corporation) as a fluorosurfactant and propylene glycol monomethyl ether acetate as a solvent. A product was prepared.

(2) Evaluation of chromaticity characteristics After applying the colored composition prepared above on a glass substrate using a spin coater, pre-baking was performed on a hot plate at 80 ° C. for 10 minutes to form a coating film. The same operation was performed by changing the rotation speed of the spin coater to form three coating films having different film thicknesses.
After the coating film formed above is allowed to cool to room temperature, light including emission lines with wavelengths of 365 nm, 405 nm, and 436 nm is applied to each coating film at a dose of 2,000 J / cm ² without using a photomask. The whole surface was irradiated. Each substrate after irradiation was subjected to shower development for 90 seconds under conditions of a nozzle diameter of 1 mm and a development pressure of 1 kg / cm ² using an alkaline developer composed of a 0.04 mass% potassium hydroxide solution at 23 ° C. . Next, each substrate after development was washed with ultrapure water, air-dried, and post-baked in a clean oven at 200 ° C. for 30 minutes to form three red cured films.
Using the color analyzer (model number “MCPD2000” manufactured by Otsuka Electronics Co., Ltd.) for the above three cured films, the chromaticity coordinate value (x, y) in the CIE color system with a C light source and a 2-degree visual field The stimulus value (Y) was measured. From the obtained measurement results, the chromaticity coordinate value (y) and the stimulus value (Y) when the chromaticity coordinate value x = 0.661 were obtained. These values are shown in Table 1. It can be evaluated that the luminance is higher as the stimulation value (Y) is larger.

(3) Foreign matter evaluation A colored die composition (S-1) that was allowed to stand at 5 ° C. for 3 days on a 10 cm × 10 cm soda glass substrate on which a SiO 2 film for preventing elution of sodium ions was formed on a slit die coater Then, pre-baking was performed for 4 minutes on a hot plate at 90 ° C. to form a coating film having a film thickness of 2.5 μm after pre-baking. The obtained substrate is observed with an optical microscope. If no foreign matter is observed on the coating film, “◯” is indicated. If the number of foreign matters generated on the coating film is 1 or more and 10 or less, “△” is indicated. If the number of occurrences of foreign matter on the film was observed 11 or more, it was judged as “x”. The evaluation results are shown in Table 1.

Examples 2 to 19 and Comparative Examples 1 to 11
In “(1) Preparation of colored composition” in Example 1 above, each cyclohexanone solution containing 5% by mass of the dyes shown in Table 1 was mixed and used in the amount (parts by mass) shown in Table 1. Otherwise, a colored composition was prepared and evaluated in the same manner as in Example 1. (The total amount of the used colorant solution and the total amount of the colorant contained in the solution were 40 parts by mass, respectively. And fixed to 2 parts by mass).
The evaluation results are shown in Table 1.

Abbreviations of colorants in the colorant column of Table 1 have the following meanings, respectively.
<Colorant (a1)>
C1-1-1: Compound represented by the following formula (C1-1-1) C1-2-1: Compound represented by the following formula (C1-2-1) (CI Basic Red 12)
C1-3-1: Compound represented by the following formula (C1-3-1) C2-1-1: Compound represented by the following formula (C2-1-1) C2-2-1: The following formula (C2 -2-1) Compound represented by SO-107: C.I. I. Solvent Orange 107

<Colorant (a2)>
P1-1: Compound represented by the above formula (P1-1) (pyridone azo compound)
P1-2: Compound represented by the above formula (P1-2) (pyridone azo compound)
A-1: Compound represented by the above formula (A-1) (azomethine compound)
A-2: Compound represented by the above formula (A-2) (azomethine compound)
A-3: Compound represented by the above formula (A-3) (azomethine compound)
Q1: Compound represented by the following formula (Q1) (CI Solvent Yellow 114)
M1-1: Compound represented by the above formula (M1-1) (CI Solvent Yellow 179)
M2: Compound represented by the following formula (M2-1) M3: Compound represented by the above formula (M3) (CI Basic Yellow 11)
X-1-1: a compound represented by the following formula (X-1-1) (xanthene compound)
X-1-2: a compound represented by the following formula (X-1-2) (xanthene compound)
X-2-1: Compound represented by the following formula (X-2-1) (xanthene compound)
Cou-1: a compound represented by the following formula (Cou-1) (a coumarin compound described in Example 4 of JP-A-4-179955)
Cou-2: Compound represented by the following formula (Cou-2) (CI Disperse Yellow 82, coumarin compound)
Pzo-1: Compound represented by the above formula (Pzo-1) (pyrazolone compound)

<Other colorants>
R-1: Compound represented by the following formula (R-1) (CI Acid Yellow 19, azo compound)
R-2: a compound represented by the following formula (R-2) R-3: a compound represented by the following formula (R-3) (CI Acid Orange 56, azo compound)
Y150: C.I. I. Pigment Yellow 150

Claims (8)

A coloring composition containing (A) a colorant, (B) a binder resin, and (C) a polymerizable compound,
The colorant (A) is
(A1) a cyanine compound,
(A2) pyridone azo compounds, xanthene compounds, azomethine compounds, having click marine compounds, pyrazolone compounds, compounds having the structure represented by the following formula (M1), the structure represented by the following formula (M2) Compounds and C.I. I. A colored composition for forming a red cured film , comprising at least one compound selected from the group consisting of Basic Yellow 11.

[In Formula (M1),
R ^M1 represents a hydrogen atom, an aliphatic hydrocarbon group having 1 to 8 carbon atoms, or an alicyclic hydrocarbon group having 3 to 20 carbon atoms,
R ^M2 represents an alkanediyl group having 1 to 8 carbon atoms,
R ^M3 and R ^M4 each independently represent a hydrogen atom or an aliphatic hydrocarbon group having 1 to 8 carbon atoms. ]

[In Formula (M2),
R ^M5 represents a cyano group, a carbamoyl group, an alkyloxycarbonyl group, an aryloxycarbonyl group, an arylaminocarbonyl group, or a benzoimidazolyl group,
R ^M6 represents a hydrogen atom, an alkylcarbonyl group, or a trialkylsilyl group,
R ^M7 and R ^M8 each independently represent a hydrogen atom, a substituted or unsubstituted alkyl group, or a substituted or unsubstituted aryl group, and R ^M7 and R ^M8 are bonded to each other to form a nitrogen-containing heterocycle. May be. ] The pyridone azo compound is a compound represented by the following formula (P),
The xanthene compound is a compound having a structure represented by the following formula (X):
The azomethine compound is a compound having a structure represented by the following formula (A) ,
Before SL coumarin compound is a compound having a structure represented by the following formula (Cou), and the pyrazolone compound is a compound having a structure represented by the following formula (PZO),
The coloring composition for red cured film formation of Claim 1.

[In Formula (P),
Z represents a substituted or unsubstituted aromatic hydrocarbon group,
R ^P1 is a hydrogen atom, a cyano group, a carbamoyl group, an N-substituted carbamoyl group, a hydrocarbon group, a heterocyclic group having 3 to 20 carbon atoms, an alkyloxycarbonyl group having 2 to 20 carbon atoms, or a group having 7 to 30 carbon atoms. An aryloxycarbonyl group, an alkoxyalkyl group having 2 to 8 carbon atoms, an acyl group having 2 to 20 carbon atoms, an aliphatic sulfonyl group having 1 to 30 carbon atoms, or an arylsulfonyl group having 6 to 30 carbon atoms;
R ^P2 represents a hydrogen atom, a cyano group, a carbamoyl group, an N-substituted carbamoyl group, a sulfamoyl group, a sulfo group, an amino group, or a hydrocarbon group,
R ^P3 represents a hydrogen atom, a carboxy group, a trifluoromethyl group, or a hydrocarbon group having 1 to 10 carbon atoms. ]

[In Formula (X),
R ^{X1 to} R ^X4 each independently represent a hydrogen atom, R ⁰¹ , or a substituted or unsubstituted aromatic hydrocarbon group having 6 to 10 carbon atoms;
R ^X5 and R ^X6 each independently represent a hydrogen atom or an alkyl group having 1 to 8 carbon atoms,
R ^X7 is —SO ₃ ⁻ , —SO ₃ H, —SO ₃ M, —CO ₂ H, —CO ₂ R ⁰¹ , —SO ₃ R ⁰¹ , —SO ₂ NHR ⁰² , —SO ₂ NR ⁰² R ⁰³ , Or represents a group having a polymerizable unsaturated group,
r represents an integer of 0 to 5, and when r is an integer of 2 or more, the plurality of R ^X7 may be the same or different.
R ⁰¹ represents a saturated hydrocarbon group having 1 to 10 carbon atoms which may have a linking group containing an atom other than a carbon atom, a hydrogen atom or a halogen atom, or an atom other than a carbon atom, a hydrogen atom or a halogen atom. Represents a halogenated saturated hydrocarbon group having 1 to 10 carbon atoms which may have a linking group containing,
R ⁰² and R ⁰³ are each independently a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 30 carbon atoms, a substituted or unsubstituted carbon group having 6 to 10 represents an aromatic hydrocarbon group or a substituted or unsubstituted aromatic heterocyclic group having 5 to 10 carbon atoms, and R ⁰² and R ⁰³ are connected to each other to have a substituted or unsubstituted C 1-10 carbon atom. A heterocyclic group may be formed.
M represents a sodium atom or a potassium atom. ]

[In Formula (A),
R ^{A1 to} R ^A4 each independently represent a hydrogen atom or an aliphatic hydrocarbon group having 1 to 8 carbon atoms,
R ^A5 represents a hydrogen atom or a C 1-8 aliphatic hydrocarbon group which may have a linking group containing an atom other than a carbon atom, a hydrogen atom or a halogen atom. ]

[In the formula (Cou),
R ^u1 represents a hydrogen atom or a substituted or unsubstituted hydrocarbon group having 1 to 20 carbon atoms,
R ^u2 and R ^u3 each independently represent a halogen atom, an alkoxy group, a substituted or unsubstituted amino group, or a substituted or unsubstituted hydrocarbon group having 1 to 20 carbon atoms,
s represents an integer of 0 to 3, and when s is an integer of 2 or more, the plurality of R ^u2 may be the same or different.
t represents an integer of 0 to 4, and when t is an integer of 2 or more, a plurality of R ^u3 may be the same or different. ]

[In the formula (Pzo),
R ^Z1 and R ^Z3 each independently represent an alkyl group or an aryl group,
R ^Z2 represents an alkyl group. ] The colored composition for forming a red cured film according to claim 2, wherein the compound represented by the formula (P) is a compound represented by the following formula (P1).

[In Formula (P1),
R ^P4 represents an aliphatic hydrocarbon group having 1 to 16 carbon atoms,
R ^P5 and R ^P6 each independently represent a hydrogen atom or an aliphatic hydrocarbon group having 1 to 8 carbon atoms. ] The (a1) cyanine compound is a compound having a structure represented by the following formula (C) and C.I. I. The coloring composition for red cured film formation as described in any one of Claims 1-3 which is at least 1 sort (s) selected from the group which consists of solvent orange 107.

[In Formula (C),
R ^{1 to} R ³ each independently represent a hydrogen atom, a halogen atom, or a substituted or unsubstituted hydrocarbon group.
Ring Z ^1A and ring Z ^2A each independently represent a substituted or unsubstituted aromatic hydrocarbon ring.
Q ¹ and Q ² each independently represent —O—, —S—, or —CR ¹³ R ¹⁴ —.
R ^{11 to} R ¹⁴ each independently represent a substituted or unsubstituted hydrocarbon group. ] The coloring composition for red cured film formation as described in any one of Claims 1-4 whose usage-amount of a pigment is 10 mass% or less with respect to the total mass of (A) coloring agent. The coloring composition for red cured film formation as described in any one of Claims 1-5 whose red cured film is a red pixel. (A1) a cyanine compound,
(A2) pyridone azo compounds, xanthene compounds, azomethine compounds, having click marine compounds, pyrazolone compounds, compounds having the structure represented by the following formula (M1), the structure represented by the following formula (M2) Compounds and C.I. I. A red cured film comprising at least one compound selected from the group consisting of Basic Yellow 11.

[In Formula (M1),
R ^M1 represents a hydrogen atom, an aliphatic hydrocarbon group having 1 to 8 carbon atoms or an alicyclic hydrocarbon group having 3 to 20 carbon atoms,
R ^M2 represents an alkanediyl group having 1 to 8 carbon atoms,
R ^M3 and R ^M4 each independently represent a hydrogen atom or an aliphatic hydrocarbon group having 1 to 8 carbon atoms. ]

[In Formula (M2),
R ^M5 represents a cyano group, a carbamoyl group, an alkyloxycarbonyl group, an aryloxycarbonyl group, an arylaminocarbonyl group, or a benzoimidazolyl group,
R ^M6 represents a hydrogen atom, an alkylcarbonyl group, or a trialkylsilyl group,
R ^M7 and R ^M8 each independently represent a hydrogen atom, a substituted or unsubstituted alkyl group, or a substituted or unsubstituted aryl group, and R ^M7 and R ^M8 are bonded to each other to form a nitrogen-containing heterocycle. May be. ] A display element comprising the red cured film according to claim 7 .