WO2014065090A1

WO2014065090A1 - Coloring composition, color filter and method for producing same, image display device, solid-state imaging element, and novel compound

Info

Publication number: WO2014065090A1
Application number: PCT/JP2013/076845
Authority: WO
Inventors: 佐々木　大輔; ▲高▼▲崎▼勇太; 藤田　明徳
Original assignee: 富士フイルム株式会社
Priority date: 2012-10-24
Filing date: 2013-10-02
Publication date: 2014-05-01
Also published as: JP6103880B2; JP2014084412A; KR20150058282A

Abstract

A coloring composition which contains at least one kind of compound that is selected from the group consisting of compounds represented by general formula (I) and tautomers thereof. In general formula (I), each of R¹-R⁸ independently represents a hydrogen atom or a monovalent substituent; R⁹ represents a hydrogen atom, a halogen atom, an alkyl group, an aryl group or a heterocyclic group; each of R¹⁰ and R¹¹ independently represents a hydrogen atom, a halogen atom, an alkyl group or an alkoxy group; Ma represents a metal or a metal compound; X represents a group that is capable of forming a bond with Ma; and each of n1 and n2 independently represents an integer of 1-8. AA general formula (I)

Description

COLORING COMPOSITION, COLOR FILTER AND METHOD FOR PRODUCING THE SAME, IMAGE DISPLAY DEVICE, SOLID-STATE IMAGING DEVICE, AND NOVEL COMPOUND

The present invention relates to a colored composition, a color filter and a method for producing the same, an image display device, a solid-state imaging device, and a novel compound.

Conventionally, a color filter is made into a colored composition by containing a pigment dispersion composition in which an organic pigment or an inorganic pigment is dispersed, a polyfunctional monomer, a polymerization initiator, an alkali-soluble resin, and other components as necessary. This is used to form a colored pattern by a photolithography method, an ink jet method or the like.

In recent years, color filters tend to be used not only for monitors but also for televisions (TVs) in liquid crystal display (LCD) applications. Along with this trend of expanding applications, color filters are required to have high color characteristics in terms of chromaticity and contrast. Similarly, color filters for image sensors (solid-state imaging devices) are required to further improve color characteristics such as reduction of color unevenness and improvement of color resolution.

However, in the conventional pigment dispersion system, problems such as the occurrence of scattering due to coarse particles of pigment and the increase in viscosity due to poor dispersion stability tend to occur, and it is often difficult to further improve the contrast and brightness.

Therefore, conventionally, as a coloring material, it has been studied to use not only a pigment but also a dye (for example, see JP-A-6-75375). When a dye is used as a colorant, the hue and brightness of a display image when an image is displayed can be increased due to the color purity of the dye itself and the vividness of the hue, and contrast can be improved because coarse particles are eliminated. It is useful in terms.

The performance required for the dye includes not only having good spectral absorption, but also high solubility in solvents and high fastness (heat resistance, light resistance, etc.). Moreover, when using dye as a coloring composition, the required characteristic increases further according to the use use and form of a coloring composition. Therefore, it is required to change the type of the dye according to the use.

As examples of dyes, compounds having a wide variety of dye bases such as dipyrromethene dyes, pyrimidineazo dyes, pyrazole azo dyes, xanthene dyes are known (for example, JP 2008-292970 A, No. 2007-039478 and Japanese Patent No. 3387541).

However, when a colored layer having a color filter or the like is prepared using a coloring composition containing a dye, the fastness (particularly light resistance) of the colored layer is reduced as compared with the case where a conventional pigment is used. There is a problem that it is easy. Furthermore, when developing in the production of a colored pattern using a coloring composition containing a dye, a trace amount of the dye may remain as a development residue, and improvement is required.

The present invention has been made in view of the above circumstances, and has high color purity, a high absorption coefficient in a thin layer, excellent fastness (particularly light resistance), high developability, and suppression of surface unevenness. It is an object of the present invention to provide a colored composition capable of forming a colored layer, a color filter using the colored composition, and a method for producing the same.
It is another object of the present invention to provide an image display device and a solid-state imaging device that display images with vivid coloring and high contrast.
Furthermore, the present invention provides a novel compound which is a dipyrromethene-based metal complex compound having excellent color purity, a high extinction coefficient, fastness (particularly light resistance) and solvent solubility, and a tautomer thereof. This is the issue.

Means for solving the above problems are as follows.
<1> A colored composition containing at least one compound selected from the group consisting of compounds represented by the following general formula (I) and tautomers thereof.

In general formula (I), R ¹ to R ⁸ each independently represents a hydrogen atom or a monovalent substituent. R ⁹ represents a hydrogen atom, a halogen atom, an alkyl group, an aryl group, or a heterocyclic group. R ¹⁰ and R ¹¹ each independently represent a hydrogen atom, a halogen atom, an alkyl group, or an alkoxy group. Ma represents a metal or a metal compound. X represents a group capable of binding to Ma. n1 and n2 each independently represents an integer of 1 to 8.

<2> The colored composition according to <1>, in which, in the general formula (I), Ma represents Fe, Zn, Co, V═O, or Cu.
<3> The colored composition according to <1> or <2>, further comprising a polymerizable compound and a photopolymerization initiator.

<4> The colored composition according to any one of claims 1 to 3, further comprising a pigment or an anthraquinone compound, or containing both a pigment and an anthraquinone compound.
<5> The colored composition according to <4>, wherein the anthraquinone compound is a compound represented by the following general formula (II).

In general formula (II), R ^11a and R ^12a each independently represent a hydrogen atom, an alkyl group, an aryl group, or a heterocyclic group. However, R ^11a and R ^12a do not represent a hydrogen atom at the same time. n11 represents an integer of 1 to 4.

<6> In the general formula (I), R ¹ and R ⁴ each independently represent an alkoxycarbonyl group, an aryloxycarbonyl group, a carbamoyl group, a cyano group, an imide group, or a carbamoylsulfonyl group, and R ² and R ³ each independently represents an alkyl group or an aryl group, R ⁵ and R ⁶ each independently represent an alkyl group, an aryl group, an alkoxy group, an aryloxy group, an alkylthio group, or an arylthio group; The colored composition according to any one of <1> to <5>, wherein ⁷ , R ⁸ , R ⁹ , R ¹⁰ , and R ¹¹ represent a hydrogen atom.

<7> A color filter formed using the coloring composition according to any one of <1> to <6>.

<8> The step of applying the colored composition according to any one of <1> to <6> on a support to form a colored composition layer, and the formed colored composition layer in a pattern Exposing to color and developing to form a colored region.

<9> An image display device comprising the color filter according to <7> or the color filter produced by the method for producing a color filter according to <8>.
<10> A solid-state imaging device comprising the color filter according to <7> or the color filter produced by the method for producing a color filter according to <8>.

<11> A compound represented by the following general formula (I) or a tautomer thereof.

<12> In the general formula (I), R ¹ and R ⁴ each independently represent an alkoxycarbonyl group, an aryloxycarbonyl group, a carbamoyl group, a cyano group, an imide group, or a carbamoylsulfonyl group, and R ² and R ³ each independently represents an alkyl group or an aryl group, R ⁵ and R ⁶ each independently represent an alkyl group, an aryl group, an alkoxy group, an aryloxy group, an alkylthio group, or an arylthio group; 7. The compound according to <11> or a tautomer thereof, wherein R ⁷ , R ⁸ , R ⁹ , R ¹⁰ , and R ¹¹ represent a hydrogen atom.

According to the present invention, high color purity, high absorption coefficient can be obtained in a thin layer, excellent fastness (particularly light resistance), high developability, and coloration capable of forming a colored layer with suppressed surface unevenness. Provided are a composition, a color filter using the colored composition, and a method for producing the same.
In addition, according to the present invention, there are provided an image display device and a solid-state imaging device in which a display image is vividly colored and exhibits high contrast.
Furthermore, according to the present invention, a novel compound which is a dipyrromethene metal complex compound having excellent color purity, a high extinction coefficient, fastness (particularly light resistance) and excellent solvent solubility, and tautomers thereof are provided. Provided.

Hereinafter, the coloring composition of the present invention, a color filter using the same, a manufacturing method thereof, an image display device and a solid-state imaging device, a novel compound which is a dipyrromethene metal complex compound, and a tautomer thereof will be described in detail. .

The description of the components of the present invention described below is made based on typical embodiments of the present invention, but the present invention is not limited to such embodiments.

In the colored composition of the present invention, the total solid content refers to the total mass of components excluding the organic solvent from the total composition of the colored composition.
In the present specification, a numerical range expressed using “to” means a range including numerical values described before and after “to” as a lower limit value and an upper limit value.

In this specification, for example, “alkyl group” refers to a “straight chain, branched and cyclic” alkyl group. In addition, in the description of groups (atomic groups) in the present specification, the description that does not indicate substitution and non-substitution includes those having no substituent and those having a substituent. For example, the “alkyl group” includes not only an alkyl group having no substituent (unsubstituted alkyl group) but also an alkyl group having a substituent (substituted alkyl group).

Further, in this specification, “(meth) acrylate” represents both and / or acrylate and methacrylate, “(meth) acryl” represents both and / or acryl and “meth”. ) "Acryloyl" represents both and / or acryloyl and methacryloyl.
Moreover, in this specification, a monomer is distinguished from an oligomer and a polymer, and means a compound having a weight average molecular weight of 2,000 or less.

In the present specification, the polymerizable compound means a compound having a polymerizable functional group, and may be a monomer, an oligomer, or a polymer. The polymerizable functional group refers to a group that participates in a polymerization reaction.

In the colored composition of the present invention, the amount of each component is the total amount of the plurality of substances present in the composition unless there is a specific indication when there are a plurality of substances corresponding to each component in the composition. Means.

In this specification, the term “process” is not limited to an independent process, and is included in the term if the purpose of the process is achieved even when it cannot be clearly distinguished from other processes.
In the present invention, “radiation” means a substance containing visible light, ultraviolet light, far ultraviolet light, electron beam, X-ray or the like.

Colored composition and compound represented by general formula (I) or tautomer thereof The colored composition of the present invention is selected from the group consisting of a compound represented by general formula (I) and a tautomer thereof. Contains at least one selected.

The compound represented by the general formula (I) or a tautomer thereof is a novel pyromethene metal complex compound (hereinafter, collectively referred to as “specific metal complex compound” as appropriate). The specific metal complex compound is a dye compound useful as a coloring component, and can be used as a coloring component in various applications including the coloring composition of the present invention.

The colored composition of the present invention contains the specific metal complex compound, thereby solving the above-described problems that could not be achieved with a colored composition using a conventionally known dye. For this reason, the colored composition of the present invention is particularly useful for a color filter used for a solid-state imaging device or an image display device (for example, a liquid crystal display device or an organic EL display device).

In the present invention, the mechanism of action contributed by the specific metal complex compound is not yet clear, but the inventors presume as follows.
The specific metal complex compound has a specific substituent (R ⁵ and R ⁶ ) via an alkylene group at the ortho position of the benzoylamino group at position 1 or 9 of dipyrine as shown in the general formula (I). Is a new and characteristic structure. The presence of an alkylene group at the ortho position of the benzoylamino group at the 1- and 9-positions of dipyrine causes the phenyl ring in the specific metal complex compound to be greatly twisted with respect to the planarity of the pyromethene skeleton. As a result, the specific metal complex compound has weaker associative power as molecules, improved solubility in a solvent, and when a colored pattern is formed using a colored composition containing the specific metal complex compound, after development, the residue Is hard to remain. Furthermore, the inclusion of a compound having a pyromethene skeleton having a collapsed planarity, such as a specific metal complex compound, in the colored composition also suppresses aggregation with other components contained in the colored composition. Thereby, it is thought that the planar unevenness (generation of granular materials) after forming the colored layer using the colored composition also led to an improved result.

The colored composition of the present invention is preferably a photosensitive colored composition further containing a polymerizable compound and a photopolymerization initiator.

In addition, the colored composition of the present invention preferably further contains a binder such as an alkali-soluble resin and / or an organic solvent, and may contain various additives as necessary.

The compound represented by the general formula (I) or a tautomer thereof The compound represented by the general formula (I) or a tautomer thereof (specific metal complex compound) will be described in detail below. The specific metal complex compound is a novel compound.

In the general formula (I), examples of the monovalent substituent represented by R ¹ to R ⁸ include a halogen atom (for example, a fluorine atom, a chlorine atom, a bromine atom, etc.), an alkyl group (preferably Is a linear, branched or cyclic alkyl group having 1 to 48 carbon atoms, more preferably 1 to 24 carbon atoms, such as methyl, ethyl, propyl, isopropyl, butyl, t- Examples include butyl, pentyl, hexyl, heptyl, octyl, 2-ethylhexyl, dodecyl, hexadecyl, cyclopropyl, cyclopentyl, cyclohexyl, 1-norbornyl, 1-adamantyl and the like. ), An alkenyl group (preferably an alkenyl group having 2 to 48 carbon atoms, more preferably 2 to 18 carbon atoms, such as a vinyl group, an allyl group, 3 A buten-1-yl group), an aryl group (preferably an aryl group having 6 to 48 carbon atoms, more preferably 6 to 24 carbon atoms, such as a phenyl group and a naphthyl group). ), Heterocyclic groups (preferably heterocyclic groups having 1 to 32 carbon atoms, more preferably 1 to 18 carbon atoms, such as 2-thienyl group, 4-pyridyl group, 2-furyl group, 2-pyrimidinyl group) , 1-pyridyl group, 2-benzothiazolyl group, 1-imidazolyl group, 1-pyrazolyl group, benzotriazol-1-yl group, etc.), silyl group (preferably having 3 to 38 carbon atoms, more preferably carbon A silyl group of 3 to 18, for example, trimethylsilyl group, triethylsilyl group, tributylsilyl group, t-butyldimethylsilyl group, t-hexyldimethyl group Silyl group, etc.), hydroxyl group, cyano group, nitro group, alkoxy group (preferably an alkoxy group having 1 to 48 carbon atoms, more preferably 1 to 24 carbon atoms, such as methoxy group, ethoxy group, etc. 1-butoxy group, 2-butoxy group, isopropoxy group, t-butoxy, dodecyloxy group, cycloalkyloxy group (for example, cyclopentyloxy group, cyclohexyloxy group) and the like, aryloxy group (preferably Is an aryloxy group having 6 to 48 carbon atoms, more preferably 6 to 24 carbon atoms, and examples thereof include a phenoxy group and 1-naphthoxy group), a heterocyclic oxy group (preferably having 1 to 32 carbon atoms). More preferably a heterocyclic oxy group having 1 to 18 carbon atoms, such as 1-phenyltetrazole-5- Examples thereof include an oxy group and a 2-tetrahydropyranyloxy group. ), A silyloxy group (preferably a silyloxy group having 1 to 32 carbon atoms, more preferably 1 to 18 carbon atoms, and examples thereof include a trimethylsilyloxy group, a t-butyldimethylsilyloxy group, a diphenylmethylsilyloxy group, and the like. ), An acyloxy group (preferably an acyloxy group having 2 to 48 carbon atoms, more preferably 2 to 24 carbon atoms, such as an acetoxy group, a pivaloyloxy group, a benzoyloxy group, a dodecanoyloxy group, etc.). An alkoxycarbonyloxy group (preferably an alkoxycarbonyloxy group having 2 to 48 carbon atoms, more preferably 2 to 24 carbon atoms, such as an ethoxycarbonyloxy group, a t-butoxycarbonyloxy group, a cycloalkyloxycarbonyloxy group, (For example, cyclohexyl ), Alkoxyalkyloxy groups (preferably C2-C48, more preferably C2-C24 alkoxyalkyloxy groups such as methoxyethoxy group, ethoxy group, etc.). Ethoxy group, butoxy-1-methylethoxy group, cycloalkoxyalkyloxy group (for example, cyclohexyloxyethoxy group, etc.), and the like.

An aryloxycarbonyloxy group (preferably an aryloxycarbonyloxy group having 7 to 32 carbon atoms, more preferably 7 to 24 carbon atoms, such as a phenoxycarbonyloxy group), a carbamoyloxy group (preferably A carbamoyloxy group having 1 to 48 carbon atoms, more preferably 1 to 24 carbon atoms, such as N, N-dimethylcarbamoyloxy group, N-butylcarbamoyloxy group, N-phenylcarbamoyloxy group, N-ethyl -N-phenylcarbamoyloxy group, etc.), sulfamoyloxy groups (preferably sulfamoyloxy groups having 1 to 32 carbon atoms, more preferably 1 to 24 carbon atoms, such as N, N -Diethylsulfamoyloxy group, N-propylsulfamoyloxy Group), an alkylsulfonyloxy group (preferably an alkylsulfonyloxy group having 1 to 38 carbon atoms, more preferably 1 to 24 carbon atoms, such as a methylsulfonyloxy group, a hexadecylsulfonyloxy group, A cyclohexylsulfonyloxy group, etc.), an arylsulfonyloxy group (preferably an arylsulfonyloxy group having 6 to 32 carbon atoms, more preferably 6 to 24 carbon atoms, such as a phenylsulfonyloxy group). ), An acyl group (preferably an acyl group having 1 to 48 carbon atoms, more preferably 1 to 24 carbon atoms, such as formyl group, acetyl group, pivaloyl group, benzoyl group, tetradecanoyl group, cyclohexanoyl group) Group), an alkoxycarbonyl group ( Preferably, it is an alkoxycarbonyl group having 2 to 48 carbon atoms, more preferably 2 to 24 carbon atoms, such as a methoxycarbonyl group, an ethoxycarbonyl group, a 1-methylpropoxycarbonyl group, an octadecyloxycarbonyl group, a cyclohexyloxycarbonyl group. 2,6-di-tert-butyl-4-methylcyclohexyloxycarbonyl group), aryloxycarbonyl group (preferably having 7 to 32 carbon atoms, more preferably having 7 to 24 carbon atoms) Group, such as a phenoxycarbonyl group), a carbamoyl group (preferably a carbamoyl group having 1 to 48 carbon atoms, more preferably 1 to 24 carbon atoms, such as a carbamoyl group, N, N— Diethylcarbamoyl group, N-ethyl-N- Octylcarbamoyl group, N, N-dibutylcarbamoyl group, N-propylcarbamoyl group, N-acetylcarbamoyl group, N-phenylcarbamoyl group, N-methylN-phenylcarbamoyl group, N, N-dicyclohexylcarbamoyl group, etc. Can be mentioned. ), An amino group (preferably an amino group having 32 or less carbon atoms, more preferably 24 or less carbon atoms, such as amino group, methylamino group, N, N-dibutylamino group, tetradecylamino group, 2-ethyl group) Hexylamino group, cyclohexylamino group, and the like), anilino group (preferably an anilino group having 6 to 32 carbon atoms, more preferably 6 to 24 carbon atoms, such as an anilino group and an N-methylanilino group). ),

A heterocyclic amino group (preferably a heterocyclic amino group having 1 to 32 carbon atoms, more preferably 1 to 18 carbon atoms, such as 4-pyridylamino group), a carbonamido group (preferably having 2 to 2 carbon atoms) 48, more preferably a carbonamide group having 2 to 24, and examples thereof include an acetamido group, a benzamide group, a tetradecanamide group, a pivaloylamide group, and a cyclohexaneamide group), a ureido group (preferably having a carbon number of 1 to 32). More preferably, it is a ureido group having 1 to 24 carbon atoms, and examples thereof include a ureido group, N, N-dimethylureido group, N-phenylureido group, etc.), an imide group (preferably having a carbon number of 36 or less, More preferred is an imide group having 24 or less carbon atoms, such as N-succinimide group, N-phthalimid group. An alkoxycarbonylamino group (preferably an alkoxycarbonylamino group having 2 to 48 carbon atoms, more preferably 2 to 24 carbon atoms, such as a methoxycarbonylamino group, an ethoxycarbonylamino group, t -Butoxycarbonylamino group, octadecyloxycarbonylamino group, cyclohexyloxycarbonylamino group, etc.), aryloxycarbonylamino group (preferably having 7 to 32 carbon atoms, more preferably having 7 to 24 carbon atoms) An amino group, such as a phenoxycarbonylamino group), a sulfonamide group (preferably a sulfonamide group having 1 to 48 carbon atoms, more preferably 1 to 24 carbon atoms, such as methanesulfonamide). Group, butane A sulfonamide group, a benzenesulfonamide group, a hexadecanesulfonamide group, a cyclohexanesulfonamide group, etc.), a sulfamoylamino group (preferably having 1 to 48 carbon atoms, more preferably 1 to 24 carbon atoms). An amino group such as N, N-dipropylsulfamoylamino group, N-ethyl-N-dodecylsulfamoylamino group, etc.), an azo group (preferably having 1 to 32 carbon atoms, more preferably Is an azo group having 1 to 24 carbon atoms, and examples thereof include a phenylazo group and a 3-pyrazolylazo group), an alkylthio group (preferably having 1 to 48 carbon atoms, more preferably an alkylthio having 1 to 24 carbon atoms). Group, for example, methylthio group, ethylthio group, octylthio group, cyclohexylthio group, etc. Is mentioned. ), An arylthio group (preferably an arylthio group having 6 to 48 carbon atoms, more preferably an arylthio group having 6 to 24 carbon atoms, such as a phenylthio group), a heterocyclic thio group (preferably having 1 to 32 carbon atoms). More preferably a heterocyclic thio group having 1 to 18 carbon atoms, such as 2-benzothiazolylthio group, 2-pyridylthio group, 1-phenyltetrazolylthio group, etc.), alkylsulfinyl group ( Preferably an alkylsulfinyl group having 1 to 32 carbon atoms, more preferably 1 to 24 carbon atoms, such as a dodecanesulfinyl group).

An arylsulfinyl group (preferably an arylsulfinyl group having 6 to 32 carbon atoms, more preferably 6 to 24 carbon atoms, such as a phenylsulfinyl group), an alkylsulfonyl group (preferably having 1 to 48 carbon atoms). And more preferably an alkylsulfonyl group having 1 to 24 carbon atoms, such as a methylsulfonyl group, an ethylsulfonyl group, a propylsulfonyl group, a butylsulfonyl group, an isopropylsulfonyl group, a 2-ethylhexylsulfonyl group, a hexadecylsulfonyl group, an octyl group. Sulfonyl groups, cyclohexylsulfonyl groups, etc.), arylsulfonyl groups (preferably arylsulfonyl groups having 6 to 48 carbon atoms, more preferably 6 to 24 carbon atoms, such as phenylsulfonyl groups, 1-naphthylsulfur groups). Carbamoylsulfonyl group, sulfamoyl group (preferably a sulfamoyl group having 32 or less carbon atoms, more preferably 24 or less carbon atoms, such as a sulfamoyl group, an N, N-dipropylsulfamoyl group). N-ethyl-N-dodecylsulfamoyl group, N-ethyl-N-phenylsulfamoyl group, N-cyclohexylsulfamoyl group, etc.), sulfo group, phosphonyl group (preferably having 1 carbon atom) 32, more preferably a phosphonyl group having 1 to 24 carbon atoms, such as a phenoxyphosphonyl group, an octyloxyphosphonyl group, a phenylphosphonyl group, and the like, and a phosphinoylamino group (preferably A phosphinoylamino group having 1 to 32 carbon atoms, more preferably 1 to 24 carbon atoms. Ri, for example, diethoxy phosphinoylamino group, such as di-octyloxy phosphinoylamino group and the like.), And the like.

In the general formula (I), when the monovalent substituent represented by R ¹ to R ⁸ is a further substitutable group, the monovalent substituent represented by R ¹ to R ⁸ is , R ¹ to R ⁸ may further have the substituent described above. When the monovalent substituent represented by R ¹ to R ⁸ further has two or more monovalent substituents, the two or more monovalent substituents are the same. May be different.

In the general formula (I), R ¹ and R ² may be bonded to each other to form a 5-membered, 6-membered or 7-membered saturated or unsaturated ring, and R ³ and R ⁴ are bonded to each other. Thus, a 5-membered, 6-membered or 7-membered saturated or unsaturated ring may be formed.
R ¹ and ^{R 2,} or 5-membered formed by ^{R 3} and ^{4. 5,} the 6-membered, or 7-membered saturated or unsaturated ring, for example, pyrrole ring, furan ring, thiophene ring, pyrazole ring, Examples include imidazole ring, triazole ring, oxazole ring, thiazole ring, pyrrolidine ring, piperidine ring, cyclopentene ring, cyclohexene ring, benzene ring, pyridine ring, pyrazine ring, and pyridazine ring, preferably benzene ring or pyridine ring. is there.

A 5-membered, 6-membered and 7-membered ring formed by R ¹ and R ² and / or a 5-membered, 6-membered and 7-membered ring formed by R ³ and R ⁴ in the general formula (I), In the case of a further substitutable group, the monovalent substituent described for R ¹ to R ⁸ may further be included, and a 5-membered, 6-membered, or 7-membered ring has 2 or more 1 When further having a valent substituent, the two or more monovalent substituents may be the same or different.

In the general formula (I), R ¹ and R ⁴ are an alkoxycarbonyl group, an aryloxycarbonyl group, a carbamoyl group, an alkylsulfonyl group, an arylsulfonyl group, a cyano group, an imide group, among the monovalent substituents described above. Or a carbamoylsulfonyl group, an alkoxycarbonyl group, an aryloxycarbonyl group, a carbamoyl group, an alkylsulfonyl group, a cyano group, an imide group, or a carbamoylsulfonyl group is more preferable, an alkoxycarbonyl group, an aryloxycarbonyl group, a carbamoyl group, A cyano group, an imide group, or a carbamoylsulfonyl group is more preferable, and an alkoxycarbonyl group, an aryloxycarbonyl group, or a carbamoyl group is particularly preferable.

In the general formula (I), R ² and R ³ are preferably an alkyl group, an aryl group, or a heterocyclic group, and more preferably an alkyl group or an aryl group, among the monovalent substituents described above.
Each group shown in the preferred embodiment may be unsubstituted or may have the above-described substituent.

In the general formula (I), when R ² and R ³ represent an alkyl group, the alkyl group is preferably a linear, branched or cyclic alkyl group having 1 to 12 carbon atoms. For example, methyl group, ethyl group, n-propyl group, isopropyl group, cyclopropyl group, n-butyl group, i-butyl group, t-butyl group, cyclobutyl group, cyclopentyl group, cyclohexyl group, and benzyl group Is mentioned. The alkyl group is more preferably a branched chain or cyclic alkyl group having 1 to 12 carbon atoms. More specifically, for example, an isopropyl group, a cyclopropyl group, an i-butyl group, t -Butyl group, cyclobutyl group, cyclopentyl group, and cyclohexyl group. Further, the alkyl group is more preferably a secondary alkyl group or a tertiary alkyl group having 1 to 12 carbon atoms, and more specifically, for example, an isopropyl group, a cyclopropyl group, i-butyl, etc. Group, t-butyl group, cyclobutyl group, and cyclohexyl group.
Each alkyl group shown in the preferred embodiment may be unsubstituted or may have the aforementioned substituent.

In general formula (I), when R ² and R ³ represent an aryl group, the aryl group is preferably a substituted or unsubstituted phenyl group or a substituted or unsubstituted naphthyl group, more preferably Is a substituted or unsubstituted phenyl group.
In the general formula (I), when R ² and R ³ represent an aryl group, the aryl group is preferably a phenyl group or a naphthyl group, more preferably a phenyl group.
Each aryl group shown in the preferred embodiment may be unsubstituted or may have the above-described substituent.

When R ² and R ³ represent a heterocyclic group, the heterocyclic group is preferably a 2-thienyl group, 4-pyridyl group, 3-pyridyl group, 2-pyridyl group, 2-furyl group, 2- Examples include a pyrimidinyl group, a 2-benzothiazolyl group, a 1-imidazolyl group, a 1-pyrazolyl group, and a benzotriazol-1-yl group, more preferably a 2-thienyl group, a 4-pyridyl group, a 2-furyl group, a 2- Examples include a pyrimidinyl group and a 1-pyridyl group.
Each heterocyclic group shown in the preferred embodiment may be unsubstituted or may have the substituent described above.

In general formula (I), as R ⁵ and R ⁶ , among the monovalent substituents described above, an alkyl group, aryl group, heterocyclic group, alkoxy group, aryloxy group, acyloxy group, acyl group, alkoxycarbonyl Group, carbamoyl group, amino group, anilino group, sulfonamido group, alkylthio group, arylthio group, or sulfamoyl group, alkyl group, aryl group, heterocyclic group, alkoxy group, aryloxy group, acyloxy group, alkylthio group, Or an arylthio group is more preferable, and an alkyl group, an aryl group, an alkoxy group, an aryloxy group, an alkylthio group, or an arylthio group is particularly preferable.

From the viewpoint of production cost and production suitability, R ⁵ and R ⁶ are preferably the same substituent. From the viewpoint of improving solubility in organic solvents, R ⁵ and R ⁶ are preferably different substituents.

In the general formula (I), R ⁷ and R ⁸ are an alkyl group, an aryl group, an alkoxy group, an aryloxy group, an acyloxy group, an acyl group, an alkoxycarbonyl group, a carbamoyl group among the monovalent substituents described above. , Amino group, anilino group, sulfonamido group, alkylthio group, arylthio group or sulfamoyl group are preferable, alkyl group, aryl group, alkoxy group, aryloxy group, acyloxy group or amino group are more preferable, alkyl group, alkoxy group A group or an amino group is particularly preferred.

In general formula (I), R ⁹ represents a hydrogen atom, a halogen atom, an alkyl group, an aryl group, or a heterocyclic group.
The halogen atom, alkyl group, aryl group, and heterocyclic group represented by R ⁹ are the same as the halogen atom, alkyl group, aryl group, and heterocyclic ring described for the monovalent substituent represented by R ¹ to R ^8. Each group has the same meaning, and preferred ranges thereof are also the same.

In the general formula (I), when the alkyl group, aryl group, or heterocyclic group represented by R ⁹ is a further substitutable group, the monovalent substituent represented by R ¹ to R ⁸ is It may be substituted with the substituent described. When the alkyl group, aryl group, or heterocyclic group represented by R ⁹ is further substituted with two or more substituents, the two or more substituents may be the same or different. Good.

In general formula (I), the halogen atom represented by R ¹⁰ or R ¹¹ , the alkyl group, the aryl group, and the heterocyclic group are the halogen atoms described for the monovalent substituent represented by R ¹ to R ^8. , An alkyl group, an aryl group, and a heterocyclic group, and their preferred ranges are also the same.

In the general formula (I), as R ¹⁰ and R ¹¹ , when n1 and n2 are 1, a hydrogen atom, a halogen atom, an alkyl group, or an alkoxy group is preferable, a hydrogen atom or an alkyl group is particularly preferable, and a hydrogen atom Is most preferred. On the other hand, when n1 and n2 are integers of 2 or more, R ¹⁰ and R ¹¹ are preferably hydrogen atoms.

Ma in the general formula (I) represents a metal or a metal compound.
Ma may be any metal atom or metal compound capable of forming a complex, for example, a divalent metal atom, a divalent metal oxide, a divalent metal hydroxide, and a divalent metal hydroxide. Metal chloride is mentioned.
Examples of the metal represented by Ma include Zn, Mg, Si, Sn, Rh, Pt, Pd, Mo, Mn, Pb, Cu, Ni, Co, Fe, and B.
Examples of the metal compound represented by Ma include metal chlorides such as AlCl, InCl, FeCl, TiCl ₂ , SnCl ₂ , SiCl ₂ , and GeCl ₂ , metal oxides such as TiO and VO, and Si (OH) _2. The metal hydroxide is mentioned.

Among these, Fe, Zn, Mg, Si, Pt, Pd, Mo, Mn, Cu, Ni, Co, TiO, B from the viewpoints of stability, spectral characteristics, heat resistance, light resistance, and production suitability of the complex Or VO is preferable, Fe, Zn, Mg, Si, Pt, Pd, Cu, Ni, Co, B, or VO is more preferable, and Fe, Zn, Cu, Co, or VO (V = O) is most preferable. . Among these, as Ma, Zn is particularly preferable.

X in the general formula (1) is a group capable of binding to Ma, and neutralizes the charge of Ma. Examples of X include a halogen atom (eg, fluorine atom, chlorine atom, bromine atom), hydroxyl group, aliphatic imide (eg, succinimide, maleimide, glutarimide, diacetamide, etc., preferably succinimide. Monovalent groups, aromatic imide groups or heterocyclic imides (eg, phthalimide, naphthalimide, 4-bromophthalimide, 4-methylphthalimide, 4-nitrophthalimide, naphthalenecarboximide, tetrabromo) Phthalimide and the like, preferably monovalent groups derived from phthalimide, 4-bromophthalimide and 4-methylphthalimide), aromatic carboxylic acids (for example, benzoic acid, 2-methoxybenzoic acid, 3-methoxybenzoic acid) Acid, 4-methoxybenzoic acid, 4-chloro Benzoic acid, 2-naphthoic acid, salicylic acid, 3,4,5-trimethoxybenzoic acid, 4-heptyloxybenzoic acid, 4-t-butylbenzoic acid and the like can be mentioned, preferably benzoic acid, 4-methoxybenzoic acid, Monovalent groups derived from salicylic acid, etc., aliphatic carboxylic acids (eg, formic acid, acetic acid, acrylic acid, methacrylic acid, ethanoic acid, propanoic acid, lactic acid, pivalic acid, hexanoic acid, octanoic acid, 2-ethyl Hexanoic acid, neodecanoic acid, lauric acid, myristic acid, palmitic acid, stearic acid, oleic acid, isostearic acid, 2-hexadecyloctadecanoic acid, 2-hexyldecanoic acid, cyclopentanecarboxylic acid, cyclohexanecarboxylic acid, 5-norbornene-2 -Carboxylic acid, 1-adamantanecarboxylic acid and the like, preferably Monovalent groups derived from acids, methacrylic acid, lactic acid, pivalic acid, 2-ethylhexanoic acid, stearyl acid, etc., aliphatic sulfonic acids (for example, methanesulfonic acid, ethanesulfonic acid, propanesulfonic acid, trifluoro) And a monovalent group derived from methanesulfonic acid, trifluoromethanesulfonic acid, etc., and dithiocarbamic acid (for example, dimethyldithiocarbamic acid, diethyldithiocarbamic acid, dibenzyldithiocarbamic acid). ) Derived monovalent groups, sulfonamides (eg, benzenesulfonamide, 4-chlorobenzenesulfonamide, 4-methoxybenzenesulfonamide, 4-methylbenzenesulfonamide, 2-methylbenzenesulfonamide, methanesulfonamide) And benzenesulfonamide and methanesulfonamide are preferable. A monovalent group derived from hydroxamic acid (for example, acetohydroxamic acid, octanohydroxamic acid, benzohydroxamic acid), and a nitrogen-containing ring compound (hydantoin, 1-benzyl-5- Ethoxyhydantoin, 1-allylhydantoin, 5,5-diphenylhydantoin, 5,5-dimethyl-2,4-oxazolidinedione, barbituric acid, imidazole, pyrazole, 4,5-dicyanoimidazole, 4,5-dimethylimidazole, Benzimidazole, diethyl 1H-imidazole-4,5-dicarboxylate and the like, preferably 1-benzyl-5-ethoxyhydantoin, 5,5-dimethyl-2,4-oxazolidinedione, 4,5-dicyanoimidazole, 1H-imidazole-4,5-dicarbo Diethyl and the like), and the monovalent group derived from a.

X is a halogen atom, a monovalent group derived from an aliphatic carboxylic acid, a monovalent group derived from an aromatic carboxylic acid, a monovalent group derived from an aliphatic imide, in terms of production, among the groups described above. A monovalent group derived from an aromatic imide, a monovalent group derived from an aliphatic sulfonic acid, or a monovalent group derived from a nitrogen-containing ring compound is preferred, and a hydroxyl group, a monovalent group derived from an aliphatic carboxylic acid, an aromatic imide A monovalent group derived from a monovalent group or a monovalent group derived from a nitrogen-containing ring compound is more preferable.

N1 and n2 each independently represents an integer of 1 to 8. Among these, n1 and n2 are preferably integers of 1 to 4, and particularly preferably 1 or 2.

From the viewpoint of production cost and production suitability, n1 and n2 are preferably the same.
Moreover, it is preferable that n1 and n2 differ from a soluble viewpoint with respect to the organic solvent.

The compound represented by the general formula (I) may be a tautomer. The tautomer in the present invention may be any compound having a structure that can be formed by movement of one hydrogen atom in the molecule. For example, the tautomers of the following general formulas (a) to (f) It may be a structure or the like.

The molar extinction coefficient of the specific metal complex compound is preferably as high as possible from the viewpoint of reducing the thickness of the colored film formed from the colored composition containing the compound.
The maximum absorption wavelength λmax of the specific metal complex compound is preferably 530 nm to 590 nm, more preferably 540 nm to 580 nm, from the viewpoint of improving color purity.
The maximum absorption wavelength and molar extinction coefficient are measured with a spectrophotometer UV-1800PC (manufactured by Shimadzu Corporation).

Hereinafter, exemplary compounds of the specific metal complex compound are shown, but the present invention is not limited thereto.

Exemplary compounds (P-1) to (P-45) are shown below.
Exemplified compounds (P-1) to (P-45) are compounds represented by the following general formula (A), wherein R ¹⁰¹ , R ¹⁰² , R ¹⁰³ , X ¹⁰¹ , and M ¹ are combinations shown below: A compound.

Exemplified compounds (P-46) to (P-50) are shown below.

Specific metal complex compounds include, for example, U.S. Pat. No. 4,774,339, U.S. Pat. No. 5,433,896, JP-A 2001-240761, JP-A 2002-155052, JP-A 2008. -0076044, Japanese Patent No. 3614586, Aust. J. et al. Chem, 1965, 11, 1835-1845, J. Am. H. Boger et al, Heteroatom Chemistry, Vol. 1, No. 1 5, 389 (1990), and the like.

The colored composition of the present invention may contain one specific metal complex compound alone, or may contain two or more kinds.

The content of the specific metal complex compound in the colored composition of the present invention varies depending on the molecular weight of the specific metal complex compound and its extinction coefficient, but is 0.1 to 70% by mass with respect to the total solid content of the colored composition. 1 to 50% by mass is more preferable. When the content of the specific metal complex compound in the colored composition of the present invention is 0.1% by mass or more, a better color density (for example, a color density suitable for liquid crystal display) is obtained, and 70% by mass. The following is advantageous in that the patterning of pixels becomes better when the colored composition is used for producing a color filter.

In the colored composition of the present invention, a dye and / or a pigment having another structure different from the specific metal complex compound may be used in combination with the specific metal complex compound within a range not impairing the effects of the present invention.

Dye having other structure different from the specific metal complex compound In the colored composition of the present invention, a dye having another structure different from the specific metal complex compound can be used. There is no restriction | limiting in particular as dye which has another structure, A well-known dye can be used. For example, JP-A 64-90403, JP-A-64-91102, JP-A-1-94301, JP-A-6-11614, JP 2592207, US Pat. No. 4,808,501 Specification, US Pat. No. 5,667,920, US Pat. No. 5,059,500, JP-A-5-333207, JP-A-6-35183, JP-A-6-51115 JP-A-6-194828, JP-A-8-2111599, JP-A-4-249549, JP-A-10-123316, JP-A-11-302283, JP-A-7-286107, JP-A-2001-4823, JP-A-8-15522, JP-A-8-29771, JP-A-8-146215, JP-A-11-3434. 7, JP-A-8-62416, JP-A-2002-14220, JP-A-2002-14221, JP-A-2002-14222, JP-A-2002-14223, JP-A-8-302224 Examples thereof include dyes described in JP-A-8-73758, JP-A-8-179120, JP-A-8-151531, and JP-A-6-230210.

Examples of dyes having other structures include pyrazole azo series, anilino azo series, triphenyl methane series, anthraquinone series, anthrapyridone series, benzylidene series, oxonol series, pyrazolotriazole azo series, pyridone azo series, cyanine series, phenothiazine series, pyrrolo series. Examples include dyes having chemical structures such as pyrazole azomethine, xanthene, squarylium, phthalocyanine, benzopyran, and indigo. Among these, anthraquinone-based, xanthene-based, and squarylium-based dyes are preferable in terms of hue, and anthraquinone-based dyes are particularly preferable.

The colored composition of the present invention may contain one kind of dye having other structure, or may contain two or more kinds of dyes.

The total content of the specific metal complex compound and the dye having other structure in the colored composition of the present invention is preferably 0.1% by mass to 70% by mass with respect to the total solid content of the colored composition. More preferred is from 50% by weight. When the total content of the dye is 0.1% by mass or more, a better color density (for example, a color density suitable for liquid crystal display) is obtained, and when the total content is 70% by mass or less, the coloring composition is obtained. It is advantageous in that pixel patterning is further improved when used for color filter production.

Anthraquinone compounds Anthraquinone compounds (anthraquinone dyes) suitable as dyes having other structures will be described.
The coloring composition of the present invention may contain an anthraquinone compound.
By containing an anthraquinone compound, the contrast of the color filter obtained by using the colored composition of the present invention can be effectively increased.

One preferred embodiment of the coloring composition of the present invention is an embodiment in which a pigment and an anthraquinone compound described later are used in combination with the specific metal complex compound. With the coloring composition of this embodiment, a color filter having excellent hue and contrast and excellent fastness can be produced.

The anthraquinone compound in the present invention is a compound having an absorption maximum at 400 nm to 700 nm, preferably an anthraquinone compound having an absorption maximum at 500 nm to 700 nm, particularly preferably an absorption maximum at 550 nm to 700 nm in the present invention. . The anthraquinone compound having such an absorption maximum is not particularly limited in structure. When the coloring composition of the present invention containing such an anthraquinone compound is applied to a color filter, the contrast improving effect is excellent.

Among the anthraquinone compounds in the present invention, compounds represented by the following general formula (II) which are diaminoanthraquinone compounds are preferable.
Among the compounds represented by the general formula (II), the compound represented by the following general formula (III) is more preferable from the viewpoint of absorption characteristics, and the following general formula (IV) is preferable from the viewpoint of thermal stability. The compound represented by the following general formula (V) or the following general formula (VI) is especially preferable from a viewpoint of coexistence of an absorption characteristic and thermal stability.

First, the compound represented by the following general formula (II) will be described.

In General Formula (II), R ^11a and R ^12a each independently represent a hydrogen atom, an alkyl group, an aryl group, or a heterocyclic group. However, R ^11a and R ^12a do not represent a hydrogen atom at the same time.

The alkyl group represented by R ^11a or R ^12a is preferably an alkyl group having 1 to 30 carbon atoms, more preferably 1 to 20 carbon atoms, and particularly preferably 1 to 10 carbon atoms. Group, iso-propyl group, tert-butyl group, n-octyl group, n-decyl group, n-hexadecyl group, cyclopropyl group, cyclopentyl group, cyclohexyl group and the like.

The aryl group represented by R ^11a or R ^12a is preferably an aryl group having 6 to 30 carbon atoms, more preferably 6 to 20 carbon atoms, particularly preferably 6 to 12 carbon atoms, such as a phenyl group, o -Methylphenyl group, p-methylphenyl group, 2,6-dimethylphenyl group, 2,6-diethylphenylbiphenyl group, 2,6-dibromophenyl group, naphthyl group, anthranyl group, phenanthryl group and the like.

The heterocyclic group represented by R ^11a or R ^12a is preferably a heterocyclic group having 1 to 30 carbon atoms, more preferably 1 to 12 carbon atoms. Examples of the hetero atom include a nitrogen atom, oxygen atom, sulfur Atom. Examples of the heterocyclic group include imidazolyl, pyridyl, quinolyl, furyl, thienyl, benzoxazolyl, benzimidazolyl, benzthiazolyl, naphthothiazolyl, benzoxazolyl, carbazolyl, azepinyl Etc.

In addition, the alkyl group, aryl group, or heterocyclic group represented by R ^11a or R ^12a may further have a substituent. Examples of the substituent include an alkyl group (preferably an alkyl group having 1 to 30 carbon atoms, more preferably 1 to 20 carbon atoms, particularly preferably 1 to 10 carbon atoms, such as a methyl group, an ethyl group, -Propyl group, tert-butyl group, n-octyl group, n-decyl group, n-hexadecyl group, cyclopropyl group, cyclopentyl group, cyclohexyl group, etc.), alkenyl group (preferably having 2 to 30 carbon atoms) More preferably, it is an alkenyl group having 2 to 20 carbon atoms, particularly preferably 2 to 10 carbon atoms, and examples thereof include a vinyl group, an allyl group, a 2-butenyl group, and a 3-pentenyl group), an alkynyl group ( An alkynyl group having 2 to 30 carbon atoms, more preferably 2 to 20 carbon atoms, and particularly preferably 2 to 10 carbon atoms is preferable. And aryl groups (preferably 6-30 carbon atoms, more preferably 6-20 carbon atoms, particularly preferably 6-12 carbon atoms, such as phenyl group) Group, p-methylphenyl group, biphenyl group, naphthyl group, anthranyl group, phenanthryl group, etc.).

Amino group (preferably an amino group having 0 to 30 carbon atoms, more preferably 0 to 20 carbon atoms, particularly preferably 0 to 10 carbon atoms, including an alkylamino group, an arylamino group, or a heterocyclic amino group Specific examples include amino group, methylamino group, dimethylamino group, diethylamino group, dibenzylamino group, diphenylamino group, ditolylamino group, etc.), alkoxy group (preferably having 1 to 30 carbon atoms). More preferably, it is an alkoxy group having 1 to 20 carbon atoms, particularly preferably 1 to 10 carbon atoms, and examples thereof include methoxy, ethoxy, butoxy, 2-ethylhexyloxy group, etc.), aryloxy groups (preferably Is an aryloxy group having 6 to 30 carbon atoms, more preferably 6 to 20 carbon atoms, and particularly preferably 6 to 12 carbon atoms. And examples thereof include a phenyloxy group, a 1-naphthyloxy group, a 2-naphthyloxy group, etc.), an aromatic heterocyclic oxy group (preferably having 1 to 30 carbon atoms, more preferably 1 to 20 carbon atoms, Particularly preferred is an aromatic heterocyclic oxy group having 1 to 12 carbon atoms, and examples thereof include a pyridyloxy group, a pyrazyloxy group, a pyrimidyloxy group, and a quinolyloxy group.

An acyl group (preferably an acyl group having 1 to 30 carbon atoms, more preferably 1 to 20 carbon atoms, and particularly preferably 1 to 12 carbon atoms. Examples thereof include an acetyl group, a benzoyl group, a formyl group, and a pivaloyl group. An alkoxycarbonyl group (preferably an alkoxycarbonyl group having 2 to 30 carbon atoms, more preferably 2 to 20 carbon atoms, particularly preferably 2 to 12 carbon atoms, such as a methoxycarbonyl group and an ethoxycarbonyl group) An aryloxycarbonyl group (preferably an aryloxycarbonyl group having 7 to 30 carbon atoms, more preferably 7 to 20 carbon atoms, particularly preferably 7 to 12 carbon atoms, such as phenyloxycarbonyl, etc.) An acyloxy group (preferably having 2 to 30 carbon atoms, more preferably carbon An acyloxy group having 2 to 20 carbon atoms, particularly preferably 2 to 10 carbon atoms, such as an acetoxy group and a benzoyloxy group), an acylamino group (preferably having 2 to 30 carbon atoms, more preferably a carbon number). An acylamino group having 2 to 20 carbon atoms, particularly preferably 2 to 10 carbon atoms, such as an acetylamino group and a benzoylamino group), an alkoxycarbonylamino group (preferably having 2 to 30 carbon atoms, more preferably An alkoxycarbonylamino group having 2 to 20 carbon atoms, particularly preferably 2 to 12 carbon atoms, such as a methoxycarbonylamino group).

An aryloxycarbonylamino group (preferably an aryloxycarbonylamino group having 7 to 30 carbon atoms, more preferably 7 to 20 carbon atoms, particularly preferably 7 to 12 carbon atoms, such as a phenyloxycarbonylamino group) ), Sulfonylamino groups (preferably sulfonylamino groups having 1 to 30 carbon atoms, more preferably 1 to 20 carbon atoms, particularly preferably 1 to 12 carbon atoms, such as methanesulfonylamino group, benzenesulfonylamino group) ), A sulfamoyl group (preferably a sulfamoyl group having 0 to 30 carbon atoms, more preferably 0 to 20 carbon atoms, particularly preferably 0 to 12 carbon atoms, such as a sulfamoyl group, methylsulfamoyl group, and the like. Group, dimethylsulfamoyl group, phenylsulfamoyl group, etc. And the like.),

A carbamoyl group (preferably a carbamoyl group having 1 to 30 carbon atoms, more preferably 1 to 20 carbon atoms, particularly preferably 1 to 12 carbon atoms, such as a carbamoyl group, a methylcarbamoyl group, a diethylcarbamoyl group, a phenylcarbamoyl group; An alkylthio group (preferably an alkylthio group having 1 to 30 carbon atoms, more preferably 1 to 20 carbon atoms, particularly preferably 1 to 12 carbon atoms, such as a methylthio group and an ethylthio group). An arylthio group (preferably an arylthio group having 6 to 30 carbon atoms, more preferably 6 to 20 carbon atoms, particularly preferably 6 to 12 carbon atoms, such as a phenylthio group).

An aromatic heterocyclic thio group (preferably an aromatic heterocyclic thio group having 1 to 30 carbon atoms, more preferably 1 to 20 carbon atoms, particularly preferably 1 to 12 carbon atoms, such as a pyridylthio group, 2-benz Imidazolylthio group, 2-benzoxazolylthio group, 2-benzthiazolylthio group, etc.), sulfonyl group (preferably having 1 to 30 carbon atoms, more preferably 1 to 20 carbon atoms, particularly preferably A sulfonyl group having 1 to 12 carbon atoms such as mesyl group and tosyl group), sulfinyl group (preferably having 1 to 30 carbon atoms, more preferably 1 to 20 carbon atoms, and particularly preferably carbon number). 1 to 12 sulfinyl groups such as methanesulfinyl group and benzenesulfinyl group), ureido group (preferably having 1 to 12 carbon atoms) 0, more preferably a ureido group having 1 to 20 carbon atoms, particularly preferably 1 to 12 carbon atoms, and examples thereof include a ureido group, a methylureido group, and a phenylureido group), a phosphoric acid amide group (preferably Is a phosphoric acid amide group having 1 to 30 carbon atoms, more preferably 1 to 20 carbon atoms, particularly preferably 1 to 12 carbon atoms, and examples thereof include a diethylphosphoric acid amide group and a phenylphosphoric acid amide group. ),

Hydroxy group, mercapto group, halogen atom (eg fluorine atom, chlorine atom, bromine atom, iodine atom), cyano group, sulfo group, carboxyl group, nitro group, hydroxamic acid group, sulfino group, hydrazino group, imino group, heterocyclic ring Group (preferably a heterocyclic group having 1 to 30 carbon atoms, more preferably 1 to 12 carbon atoms, and examples of the hetero atom include a nitrogen atom, an oxygen atom, and a sulfur atom. Specific examples include, for example, Imidazolyl group, pyridyl group, quinolyl group, furyl group, thienyl group, piperidyl group, morpholino group, benzoxazolyl group, benzimidazolyl group, benzthiazolyl group, carbazolyl group, azepinyl group, etc.) and silyl group (Preferably 3 to 40 carbon atoms, more preferably 3 to 30 carbon atoms, particularly preferably A silyl group of the prime number 3-24, such as trimethylsilyl group, etc. triphenylsilyl group.), And the like. These substituents may be further substituted.

In the general formula (II), n11 represents an integer of 1 to 4, and when n11 is an integer of 2 to 4, the plurality of NR ^11a R ^12a may be the same or different.

Next, the compound represented by the general formula (III) will be described.

In the general formula (III), R ^21a and R ^22a each independently represents an alkyl group or an aryl group.

The alkyl group represented by R ^21a or R ^22a is preferably an alkyl group having 1 to 30 carbon atoms, more preferably 1 to 20 carbon atoms, and particularly preferably 1 to 10 carbon atoms. Group, iso-propyl group, tert-butyl group, n-octyl group, n-decyl group, n-hexadecyl group, cyclopropyl group, cyclopentyl group, cyclohexyl and the like.

The aryl group represented by R ^21a or R ^22a is preferably an aryl group having 6 to 30 carbon atoms, more preferably 6 to 20 carbon atoms, particularly preferably 6 to 12 carbon atoms, such as a phenyl group, o -Methylphenyl group, p-methylphenyl group, 2,6-dimethylphenyl group, 2,6-diethylphenylbiphenyl group, 2,6-dibromophenyl group, naphthyl group, anthranyl group, phenanthryl group and the like.

Moreover, the alkyl group or aryl group represented by R ^21a or R ^22a may further have a substituent. Examples of the substituent include those described above as substituents for the alkyl group, aryl group or heterocyclic group represented by R ^11a or R ^12a in formula (II). Among them, examples of the substituent are preferably an alkyl group, an aryl group, an amino group, an alkoxy group, an aryloxy group, an acyl group, an alkoxycarbonyl group, an aryloxycarbonyl group, an acyloxy group, an acylamino group, and a sulfonylamino group. Sulfamoyl group, sulfonyl group, ureido group, hydroxy group, halogen atom, sulfo group, carboxyl group and the like. These details and preferred embodiments are as described above.

Next, the compound represented by the general formula (IV) will be described.

In the general formula (IV), R ^31a , R ^32a , R ^33a , and R ^34a each independently represent an alkyl group or a halogen atom.

The alkyl group represented by R ^31a , R ^32a , R ^33a , or R ^34a is preferably an alkyl group having 1 to 10 carbon atoms, more preferably 1 to 5 carbon atoms, and particularly preferably 1 to 2 carbon atoms. Examples thereof include a methyl group, an ethyl group, an iso-propyl group, a tert-butyl group, an n-octyl group, an n-decyl group, an n-hexadecyl group, a cyclopropyl group, a cyclopentyl group, and a cyclohexyl group.

Examples of the halogen atom represented by R ^31a , R ^32a , R ^33a , or R ^34a include a fluorine atom, a chlorine atom, a bromine atom, and an iodine atom, and a chlorine atom and a bromine atom are preferable.

In the general formula (IV), R ^35a and R ^36a each independently represents an alkyl group, an alkoxy group, an aryloxy group, a sulfo group or a salt thereof, an aminosulfonyl group, an alkoxysulfonyl group, or a phenoxysulfonyl group.

The alkyl group represented by R ^35a or R ^36a is synonymous with the alkyl group represented by R ^31a , R ^32a , R ^33a , or R ^34a , and the preferred embodiment is also the same.

The alkoxy group represented by R ^35a or R ^36a is preferably an alkoxy group having 1 to 30 carbon atoms, more preferably 1 to 20 carbon atoms, and particularly preferably 1 to 10 carbon atoms. , Butoxy, 2-ethylhexyloxy and the like.

The aryloxy group represented by R ^35a or R ^36a is preferably an aryloxy group having 6 to 30 carbon atoms, more preferably 6 to 20 carbon atoms, and particularly preferably 6 to 12 carbon atoms. And oxy, 1-naphthyloxy, 2-naphthyloxy and the like.

The sulfo group represented by R ^35a or R ^36a and a salt thereof are preferably a group derived from a sulfonic acid group and a sulfonic acid salt. The sulfonate is preferably a quaternary ammonium salt or an amine salt, and particularly preferably a sulfonate having 4 to 30 carbon atoms (preferably 10 to 30, more preferably 15 to 30).

The aminosulfonyl group represented by R ^35a or R ^36a is preferably an aminosulfonyl group having 1 to 30 carbon atoms, more preferably 2 to 20 carbon atoms, and particularly preferably 2 to 15 carbon atoms. Ethylaminosulfonyl group, propylaminosulfonyl group, isopropylaminosulfonyl group, butylaminosulfonyl group, isobutylaminosulfonyl group, sec-butylaminosulfonyl group, pentylaminosulfonyl group, isopentylaminosulfonyl group, hexylaminosulfonyl group, cyclohexylamino Examples include sulfonyl group, 2-ethylhexylaminosulfonyl group, decylaminosulfonyl group, dodecylaminosulfonyl group, phenylaminosulfonyl group and the like. Specific examples of the aminosulfonyl group represented by R ^35a or R ^36a include a dimethylaminosulfonyl group, a diethylaminosulfonyl group, a dipropylaminosulfonyl group, a diisopropylaminosulfonyl group, a dibutylaminosulfonyl group, a disec-butylaminosulfonyl group. And dialkylaminosulfonyl groups such as a disec-propylaminosulfonyl group, a dihexylaminosulfonyl group, a methylethylaminosulfonyl group, a methylbutylaminosulfonyl group, an ethylbutylaminosulfonyl group, and a phenylmethylaminosulfonyl group. Of these, a dialkylaminosulfonyl group having 4 to 15 carbon atoms in the alkyl moiety is particularly preferred.

The alkoxysulfonyl group represented by R ^35a or R ^36a is preferably an alkoxysulfonyl group having 1 to 30 carbon atoms, more preferably 2 to 20, more preferably 2 to 15 and particularly preferably 4 to 15 carbon atoms. Examples include butylsulfonyl group, hexanesulfonyl group, decylsulfonyl group, dodecylsulfonyl group and the like.

The phenoxysulfonyl group represented by R ^35a or R ^36a is preferably a phenoxysulfonyl group having 6 to 30 carbon atoms, more preferably 6 to 20 carbon atoms, and particularly preferably 6 to 15 carbon atoms. Specific examples include a phenoxysulfonyl group, And a tolylsulfonyl group.

R ^35a and R ^36a may further have a substituent. Examples of the substituent include an alkyl group, an aryl group, or a heterocyclic ring represented by R ^11a or R ^12a in the general formula (II). Examples described above as the substituent of the group are given.

In the general formula (IV), n31 and n32 each independently represents an integer of 0 to 2. When n31 and n32 are 2, a plurality of R ^35a and R ^36a may be the same or different.

Among the above diaminoanthraquinone compounds, compounds selected from the compounds represented by the following general formula (V) or the following general formula (VI) are preferable.

Compound represented by general formula (V)

In the general formula (V), R ^41a , R ^42a , R ^43a , and R ^44a each independently represents an alkyl group or a halogen atom, and the alkyl group and the halogen atom represent R in the general formula (IV). ^31a, ^R ^32a, are each an alkyl group and a halogen atom synonymous in ^{R 33a} or ^{R 34a,,} and their preferred embodiments are also the same.

R ^45a , R ^46a , R ^47a , and R ^48a in general formula (V) each independently represent an alkyl group, a sulfo group or a salt thereof, or an aminosulfonyl group. One of R ^45a and R ^47a and one of R ^46a and R ^48a represent a sulfo group or a salt thereof, or an aminosulfonyl group. The alkyl group represented by R ^45a , R ^46a , R ^47a , or R ^48a , the sulfo group or a salt thereof, and the aminosulfonyl group are an alkyl group represented by R ^35a or R ^36a in the general formula (IV), It is synonymous with a sulfo group or its salt, and an aminosulfonyl group, respectively, A preferable aspect is also the same.

Compound represented by general formula (VI)

In the general formula (VI), R ^51a , R ^52a , R ^53a , and R ^54a each independently represents an alkyl group or a halogen atom, and the alkyl group and the halogen atom represent R in the general formula (IV). ^31a, ^R ^32a, are each an alkyl group and a halogen atom synonymous in ^{R 33a} or ^{R 34a,,} and their preferred embodiments are also the same.

In the general formula (VI), R ^55a and R ^56a each independently represent a hydrogen atom or an alkyl group, and the alkyl group represents R ^31a , R ^32a , R ^33a , or R ^{34a in the} general formula (IV). And the preferred embodiments are also the same.
R ^57a and R ^58a each independently represents a hydrogen atom or an alkyl group, and the alkyl group is preferably an alkyl group having 1 to 10 carbon atoms, more preferably an alkyl group having 1 to 5 carbon atoms. Particularly preferred is a methyl group.

In the general formula (VI), L ^51a and L ^52a each independently represent a divalent linking group, an alkylene group having 1 to 10 carbon atoms, an arylene group having 6 to 20 carbon atoms, —O—, —S —, —NR—, —SO ₂ —, —CO—, or a divalent linking group formed by combining a plurality of these is preferred. L ^51a and L ^52a are more preferably an alkylene group having 1 to 10 carbon atoms, a phenylene group having 6 to 12 carbon atoms, a sulfonylamino group, or a divalent linking group formed by combining a plurality of these, particularly preferable. Is a C 1-10 alkylene group, a sulfonylamino group, or a divalent linking group formed by combining a plurality of these.

In the general formula (VI), the alkylene group having 1 to 10 carbon atoms represented by L ^51a or L ^52a or the divalent linking group formed by combining this with —O— or the like may be substituted or unsubstituted. For example, ethylene group, propylene group, butylene group, ethyleneoxy group, propyleneoxy group, ethyleneaminosulfonyl group, propyleneaminosulfonyl group, butyleneaminosulfonyl group, pentyleneaminosulfonyl group, 1-methylethylene A sulfonyl group etc. are mentioned. Among these, an alkyleneaminosulfonyl group having 2 to 10 carbon atoms (eg, ethyleneaminosulfonyl group, propyleneaminosulfonyl group, butyleneaminosulfonyl group, pentyleneaminosulfonyl group) is preferable.

In the general formula (VI), the arylene group having 6 to 20 carbon atoms represented by L ^51a or L ^52a or a divalent linking group formed by combining this with —O— or the like may be a substituent even if it is unsubstituted. Examples thereof include a phenylene group, a biphenylene group, and a phenyleneaminosulfonyl group. Among them, an aryleneaminosulfonyl group having 6 to 12 carbon atoms (eg, a phenyleneaminosulfonyl group) is preferable.

In general formula (VI), R in —NR— represented by L ^51a or L ^52a represents a hydrogen atom or an alkyl group having 1 to 10 carbon atoms. Specific examples of the alkyl group include a methyl group, an ethyl group, a propyl group, an isobutyl group, a butyl group, an isobutyl group, a sec-butyl group, and a 2-ethylhexyl group.

In general formula (VI), L ^53a and L ^54a each independently represent an oxygen atom or a —NH— group.

Among the above, preferred anthraquinone compounds in the present invention are compounds selected from compounds represented by the general formula (V) or the general formula (VI). As the compound represented by the general formula (V) or the general formula (VI), the following cases are particularly preferable.
That is, in the general formula (V), R ^41a , R ^42a , R ^43a , and R ^44a are each independently a methyl group, an ethyl group, or a bromine atom, and R ^45a and R ^46a are each independently Preferred is an aminosulfonyl group having 2 to 15 carbon atoms, and R ^47a and R ^48a are methyl groups.
In the general formula (VI), R ^51a , R ^52a , R ^53a , and R ^54a are each independently a methyl group, an ethyl group, or a bromine atom, and R ^55a and R ^56a are each independently A hydrogen atom or a methyl group, R ^57a and R ^58a are each independently a hydrogen atom or a methyl group, and L ^51a and L ^52a are each independently an alkyleneaminosulfonyl group having 1 to 10 carbon atoms. Group, an aralkyleneaminosulfonyl group having 7 to 12 carbon atoms, or an alkyleneoxy group having 2 to 10 carbon atoms, and L ^53a and L ^54a are preferably oxygen atoms.

Hereinafter, specific examples of the anthraquinone compound in the present invention will be shown. However, the present invention is not limited to these.

The colored composition of the present invention may contain one anthraquinone compound alone, or two or more kinds.

When the colored composition of the present invention contains an anthraquinone compound, the ratio of the anthraquinone compound to the total amount of all the dye compounds including the specific metal complex compound is preferably 50% by mass or less, and preferably 2% by mass to 50% by mass. The range is more preferably 10% by mass to 50% by mass. When the ratio of the anthraquinone compound is 50% by mass or less with respect to the total amount of all the dye compounds, the hue of the colored image is good and the contrast is maintained while maintaining the fastness when the colored composition is used for producing the color filter. Can be increased more effectively.

Pigment In the colored composition of the present invention, the above-described dye and pigment can be used in combination.
As the pigment, a pigment having an average primary particle size of 10 nm or more and 30 nm or less is preferable.
In the above embodiment, a colored composition capable of producing a color filter excellent in hue and contrast can be obtained.

Conventionally known various inorganic pigments or organic pigments can be used as the pigment, but organic pigments are preferably used from the viewpoint of reliability. Examples of the organic pigment in the present invention include organic pigments described in paragraph 0093 of JP-A-2009-256572.
In particular,
C. I. Pigment Red 177, 209, 224, 242, 254, 255, 264,
C. I. Pigment Yellow 138, 139, 150, 180, 185,
C. I. Pigment Orange 36, 38, 71,
C. I. Pigment Green 7, 36, 58,
C. I. Pigment Blue 15: 6, 15: 3, 60,
C. I. Pigment Violet 23
Is preferable from the viewpoint of color reproducibility, but the present invention is not limited thereto.
These organic pigments can be used alone or in various combinations in order to increase color purity.

When a pigment is used, the content in the colored composition of the present invention is preferably 1% by mass to 55% by mass and more preferably 5% by mass to 45% by mass with respect to the total solid content of the composition. preferable. When the pigment content is within the above range, it is effective to ensure excellent color characteristics.

Pigment dispersant When the coloring composition of this invention contains a pigment with a specific metal complex compound, it can contain a pigment dispersant.

Examples of the pigment dispersant that can be used in the present invention include polymer dispersants (for example, polyamidoamines and salts thereof, polycarboxylic acids and salts thereof, high molecular weight unsaturated acid esters, modified polyurethanes, modified polyesters, modified poly (meth) acrylates. , (Meth) acrylic copolymers, naphthalenesulfonic acid formalin condensates), surfactants such as polyoxyethylene alkyl phosphate esters, polyoxyethylene alkyl amines, alkanol amines, and pigment derivatives, etc. Can do.
The polymer dispersant can be further classified into a linear polymer, a terminal-modified polymer, a graft polymer, and a block polymer from the structure thereof. The terminal-modified polymer, graft-type polymer, and block-type polymer are all preferably those having an anchor site (acid group, basic group, organic dye partial skeleton, or heterocyclic ring) to the pigment surface. .

Examples of the terminal-modified polymer having an anchor site to the pigment surface include a polymer having a phosphate group at the terminal described in JP-A-3-112992, JP-A-2003-533455, and the like. Examples thereof include polymers having a sulfonic acid group at the terminal end described in JP-A-273191 and the like, and polymers having a partial skeleton of an organic dye and a heterocyclic ring described in JP-A-9-77994. Further, a polymer described in JP-A-2007-277514 in which two or more anchor sites to the surface of the pigment are introduced at the polymer terminal is also excellent in dispersion stability and preferable.

Examples of the graft polymer having an anchor site to the pigment surface include a polyester-based dispersant, and specific examples thereof include JP-A-54-37082, JP-A-8-507960, Reaction products of poly (lower alkyleneimine) and polyester described in JP-A-2009-258668, etc., reaction products of polyallylamine and polyester described in JP-A-9-169821, etc., JP-A-10-339949 A copolymer of a macromonomer and a nitrogen atom monomer described in JP-A-2004-37986, JP-A-2003-238837, JP-A-2008-9426, JP-A-2008-81732, etc. A graft type polymer having a partial skeleton or a heterocyclic ring of the organic dye described in JP 2010-106268 A Copolymer of a macromonomer and acid group-containing monomer of the mounting thereof. In particular, the amphoteric dispersion resin having a basic group and an acidic group described in JP-A-2009-203462 has the dispersibility of the pigment dispersion, the dispersion stability, and the developability exhibited by the coloring composition using the pigment dispersion. From the viewpoint of

As the macromonomer used when the graft polymer having an anchor site to the pigment surface is produced by radical polymerization, a known macromonomer can be used. Macromonomer AA-6 (terminal) manufactured by Toa Gosei Co., Ltd. Polymethyl methacrylate having a methacryloyl group), AS-6 (polystyrene having a methacryloyl group at the end group), AN-6S (a copolymer of styrene and acrylonitrile having a methacryloyl group at the end group), AB-6 ( Polybutyl acrylate whose end group is a methacryloyl group), Plaxel FM5 manufactured by Daicel Chemical Industries, Ltd. (5-hydroxyethyl methacrylate, ε-caprolactone 5 molar equivalent addition product), FA10L (2-hydroxyethyl acrylate) ε-caprolactone 10 molar equivalent addition product), and JP-A-2-272 And polyester-based macromonomers described in Japanese Patent No. 009. Among these, a polyester-based macromonomer that is particularly excellent in flexibility and solvent affinity is preferable from the viewpoint of the dispersibility of the pigment dispersion, the dispersion stability, and the developability exhibited by the coloring composition using the pigment dispersion. A polyester macromonomer represented by a polyester macromonomer described in JP-A-2-272009 is most preferable.

As the block polymer having an anchor site to the pigment surface, block polymers described in JP-A Nos. 2003-49110 and 2009-52010 are preferable.

The pigment dispersant that can be used in the present invention is also available as a commercial product. Specific examples thereof include “DA-7301” manufactured by Kashiwagi Kasei Co., Ltd., “Disperbyk-101 (polyamidoamine phosphate) manufactured by BYK Chemie. ), 107 (carboxylic acid ester), 110 (copolymer containing an acid group), 130 (polyamide), 161, 162, 163, 164, 165, 166, 170 (polymer copolymer) ”,“ BYK- P104, P105 (high molecular weight unsaturated polycarboxylic acid), “EFKA 4047, 4050 to 4010 to 4165 (polyurethane type), EFKA 4330 to 4340 (block copolymer), 4400 to 4402 (modified polyacrylate), 5010 (manufactured by EFKA) Polyester amide), 5765 (high molecular weight polycarboxylate), 220 (fatty acid polyester), 6745 (phthalocyanine derivative), 6750 (azo pigment derivative) ”,“ Ajisper PB821, PB822, PB880, PB881 ”manufactured by Ajinomoto Fan Techno Co.,“ Floren TG-710 (urethane oligomer) ”manufactured by Kyoeisha Chemical Co., Ltd. , “Polyflow No. 50E, No. 300 (acrylic copolymer)”, “Disparon KS-860, 873SN, 874, # 2150 (aliphatic polycarboxylic acid), # 7004 (polyether ester) manufactured by Enomoto Kasei Co., Ltd. ), DA-703-50, DA-705, DA-725 ”,“ Demol RN, N (naphthalenesulfonic acid formalin polycondensate) ”, MS, C, SN-B (aromatic sulfonic acid formalin polycondensation) manufactured by Kao Corporation ) "," Homogenol L-18 (polymeric polycarboxylic acid) "Emulgen 920, 930, 935, 985 (polyoxyethylene nonyl phenyl ether)", "Acetamine 86 (stearylamine acetate)", "Solsperse 5000 (phthalocyanine derivative), 22000 (azo pigment derivative) manufactured by Nippon Lubrizol Co., Ltd." ), 13240 (polyesteramine), 3000, 17000, 27000 (polymer having a functional part at the end), 24000, 28000, 32000, 38500 (graft type polymer) ”,“ Nikkor T106 (polyoxy) manufactured by Nikko Chemical Co., Ltd. ” Ethylene sorbitan monooleate), MYS-IEX (polyoxyethylene monostearate) ", Kawaken Fine Chemical Co., Ltd. Hinoact T-8000E, etc., Shin-Etsu Chemical Co., Ltd., organosiloxane polymer KP3 41, “W001: cationic surfactant” manufactured by Yusho Co., Ltd., polyoxyethylene lauryl ether, polyoxyethylene stearyl ether, polyoxyethylene oleyl ether, polyoxyethylene octyl phenyl ether, polyoxyethylene nonyl phenyl ether, Nonionic surfactants such as polyethylene glycol dilaurate, polyethylene glycol distearate, sorbitan fatty acid ester, anionic surfactants such as “W004, W005, W017”, “EFKA-46, EFKA-47 manufactured by Morishita Sangyo Co., Ltd.” , EFKA-47EA, EFKA polymer 100, EFKA polymer 400, EFKA polymer 401, EFKA polymer 450, “Disperse Aid 6, Disperse Aid 8, manufactured by Sannopco Corporation Polymer dispersing agents such as Sparse Aid 15 and Disperse Aid 9100, “Adeka Pluronic L31, F38, L42, L44, L61, L64, F68, L72, P95, F77, P84, F87, P94, manufactured by ADEKA Corporation L101, P103, F108, L121, P-123 ”,“ Ionet (trade name) S-20 ”manufactured by Sanyo Kasei Co., Ltd., and the like.

These pigment dispersants may be used alone or in combination of two or more.

In the present invention, it is particularly preferable to use a pigment derivative and a polymer dispersant in combination as the pigment dispersant.
In addition, as the pigment dispersant in the present invention, an alkali-soluble resin may be used in combination with a terminal-modified polymer, a graft polymer, or a block polymer having an anchor site to the pigment surface. Alkali-soluble resins include (meth) acrylic acid copolymer, itaconic acid copolymer, crotonic acid copolymer, maleic acid copolymer, partially esterified maleic acid copolymer, etc., and carboxylic acid in the side chain. Examples of the acid cellulose derivative include a resin having a hydroxyl group modified with an acid anhydride, and a (meth) acrylic acid copolymer is particularly preferable. Further, N-substituted maleimide monomer copolymers described in JP-A-10-300922, an ether dimer copolymer described in JP-A-2004-300204, and a polymerizable group described in JP-A-7-319161. An alkali-soluble resin containing is also preferred.

The content of the pigment dispersant in the coloring composition of the present invention is preferably 1 to 80 parts by weight, more preferably 5 to 70 parts by weight, with respect to 100 parts by weight of the pigment. More preferably, it is 60 mass parts.
Specifically, when a polymer dispersant is used, the amount used is preferably in the range of 5 to 100 parts by weight with respect to 100 parts by weight of the pigment, and is preferably 10 to 80 parts by weight. A range is more preferable.

When the pigment derivative is used in combination, the amount of the pigment derivative used is preferably in the range of 1 to 30 parts by mass and preferably in the range of 3 to 20 parts by mass with respect to 100 parts by mass of the pigment. More preferred is a range of 5 to 15 parts by mass.

Other Components The colored composition of the present invention may further contain other components described below as long as the effects of the present invention are not impaired.

Polymerizable compound The colored composition of the present invention preferably contains at least one polymerizable compound.
Examples of the polymerizable compound include polymerizable compounds having at least one ethylenically unsaturated double bond. The polymerizable compound can be selected from components contained in a known composition as a polymerizable compound, and examples thereof include paragraph numbers [0010] to [0020] of JP-A-2006-23696. And the components described in paragraph numbers [0027] to [0053] of JP-A-2006-64921.

Also suitable as the polymerizable compound are urethane addition polymerizable compounds produced by the addition reaction of isocyanate and hydroxyl group. For example, JP-A-51-37193, JP-B-2-32293, Urethane acrylates as described in JP-B-2-16765, and JP-B-58-49860, JP-B-56-17654, JP-B-62-39417, JP-B-62-39418 Urethane compounds having the described ethylene oxide skeleton are preferred.

Other examples of the polymerizable compound include polyester acrylates such as those described in JP-A-48-64183, JP-B-49-43191, JP-B-52-30490, and epoxy. Mention may be made of polyfunctional acrylates or methacrylates such as epoxy acrylates obtained by reacting a resin with (meth) acrylic acid. Furthermore, Journal of Japan Adhesion Association vol. 20, no. 7, pages 300 to 308 (1984), which are introduced as photocurable monomers and oligomers, can also be used.

Specific examples of the polymerizable compound include pentaerythritol tri (meth) acrylate, pentaerythritol tetra (meth) acrylate, dipentaerythritol penta (meth) acrylate, dipentaerythritol hexa (meth) acrylate, tri ((meth) acryloyloxy Preferred examples include ethyl) isocyanurate, pentaerythritol tetra (meth) acrylate alkylene oxide modified product, and dipentaerythritol hexa (meth) acrylate alkylene oxide modified product, and commercially available products include NK ester A-TMMT, NK ester. A-TMM-3, NK oligo UA-32P, NK oligo UA-7200 (manufactured by Shin-Nakamura Chemical Co., Ltd.), Aronix M-305, Aronix M-306, A Ronix M-309, Aronix M-450, Aronix M-402, TO-1382 (above, manufactured by Toagosei Co., Ltd.), V # 802 (produced by Osaka Organic Chemical Industry Co., Ltd.), Kayrad D-330, Kayalad D -320, Kayrad D-310, Kayalad DPHA (manufactured by Nippon Kayaku Co., Ltd.) and the like can be mentioned as preferred examples.
These polymerizable compounds can be used alone or in combination of two or more.

The content of the polymerizable compound in the total solid content of the colored composition of the present invention (the total content in the case of 2 or more types) is preferably 10% by mass to 80% by mass, more preferably 15% by mass to 75% by mass. 20% by mass to 60% by mass is particularly preferable.

Alkali-soluble binder The colored composition of the present invention preferably contains an alkali-soluble binder.
The alkali-soluble binder is not particularly limited except that it has alkali solubility, and can be preferably selected from the viewpoints of heat resistance, developability, availability, and the like.

The alkali-soluble binder is preferably a linear organic polymer, soluble in an organic solvent and developable with a weak alkaline aqueous solution. Examples of such linear organic high molecular polymers include polymers having a carboxylic acid in the side chain, such as JP-A-59-44615, JP-B-54-34327, JP-B-58-12577, JP-B-54-. No. 25957, JP-A-59-53836, JP-A-59-71048, methacrylic acid copolymer, acrylic acid copolymer, itaconic acid copolymer, crotonic acid copolymer, etc. Examples thereof include polymers, maleic acid copolymers, partially esterified maleic acid copolymers, and acidic cellulose derivatives having a carboxylic acid in the side chain are also useful.

In addition to those described above, the alkali-soluble binder in the present invention includes a polymer having a hydroxyl group and an acid anhydride added thereto, a polyhydroxystyrene resin, a polysiloxane resin, and poly (2-hydroxyethyl (meth) acrylate). Polyvinyl pyrrolidone and polyethylene oxide, and polyvinyl alcohol are also useful. Further, the linear organic high molecular polymer may be a copolymer of hydrophilic monomers. Examples of hydrophilic monomers include alkoxyalkyl (meth) acrylate, hydroxyalkyl (meth) acrylate, glycerol (meth) acrylate, (meth) acrylamide, N-methylol acrylamide, secondary or tertiary alkyl acrylamide, and dialkyl. Aminoalkyl (meth) acrylate, morpholine (meth) acrylate, N-vinylpyrrolidone, N-vinylcaprolactam, vinylimidazole, vinyltriazole, methyl (meth) acrylate, ethyl (meth) acrylate, branched or linear propyl (meth) Examples include acrylate, branched or linear butyl (meth) acrylate, and phenoxyhydroxypropyl (meth) acrylate. Other hydrophilic monomers include tetrahydrofurfuryl group-containing monomers, phosphate group-containing monomers, phosphate ester group-containing monomers, quaternary ammonium base-containing monomers, ethyleneoxy chain-containing monomers, and propyleneoxy chains. A monomer containing a sulfonic acid group or a salt-derived group, a monomer containing a morpholinoethyl group, and the like are also useful.

The alkali-soluble binder may have a polymerizable group in the side chain in order to improve the crosslinking efficiency, and includes, for example, an allyl group, a (meth) acryl group, an allyloxyalkyl group, etc. in the side chain. Polymers and the like are also useful. Examples of the above-mentioned polymer containing a polymerizable group include a commercially available Dianal NR series (manufactured by Mitsubishi Rayon Co., Ltd.); Photomer 6173 (COOH group-containing Polyurethane acrylic oligomer, manufactured by Diamond Shamrock Co. Ltd.); R-264, KS resist 106 (both manufactured by Osaka Organic Chemical Industry Co., Ltd.); Cyclomer P series, Plaxel CF200 series (both manufactured by Daicel Chemical Industries, Ltd.); Ebecryl 3800 (manufactured by Daicel Cytec Co., Ltd.), etc. Is mentioned. In order to increase the strength of the cured film, alcohol-soluble nylon, polyether of 2,2-bis- (4-hydroxyphenyl) -propane and epichlorohydrin, and the like are also useful.

Among these various alkali-soluble binders, from the viewpoint of heat resistance, polyhydroxystyrene resins, polysiloxane resins, acrylic resins, acrylamide resins, and acrylic / acrylamide copolymer resins are preferable, and from the viewpoint of development control. Are preferably acrylic resins, acrylamide resins, and acrylic / acrylamide copolymer resins.

Examples of the acrylic resin include copolymers composed of monomers selected from benzyl (meth) acrylate, (meth) acrylic acid, hydroxyethyl (meth) acrylate, (meth) acrylamide, and the like, and commercially available Dianal NR series ( KS resist-106 (manufactured by Mitsubishi Rayon Co., Ltd.) (Osaka Organic Chemical Co., Ltd.), Cyclomer P series, Plaxel CF200 series (manufactured by Daicel Chemical Industries, Ltd.) and the like are preferable.

The alkali-soluble binder is preferably a polymer having a weight average molecular weight (polystyrene equivalent value measured by GPC method) of 1000 to 2 × 10 ⁵ from the viewpoint of developability, liquid viscosity, and the like, and a weight of 2000 to 1 × 10 ⁵ is preferable. Polymers are more preferred, and polymers of 5000 to 5 × 10 ⁴ are particularly preferred.
The alkali-soluble binder can be used alone or in combination of two or more.

The content of the alkali-soluble binder in the colored composition of the present invention is preferably 1 to 80% by mass, more preferably 5 to 70% by mass, and still more preferably 10 to 60% by mass with respect to the total solid content of the colored composition. .

Photopolymerization initiator The colored composition of the present invention preferably contains at least one photopolymerization initiator.
The photopolymerization initiator is not particularly limited as long as it can polymerize a polymerizable compound, and is preferably selected from the viewpoints of characteristics, initiation efficiency, absorption wavelength, availability, cost, and the like.
The photopolymerization initiator is a compound that is exposed to exposure light and starts and accelerates polymerization of the polymerizable compound. A compound that responds to actinic rays having a wavelength of 300 nm or longer and initiates and accelerates polymerization of the polymerizable compound is preferable. In addition, a photopolymerization initiator that is not directly sensitive to actinic rays having a wavelength of 300 nm or longer can also be preferably used in combination with a sensitizer.

Specific examples of the photopolymerization initiator include oxime ester compounds, organic halogenated compounds, oxydiazole compounds, carbonyl compounds, ketal compounds, benzoin compounds, acridine compounds, organic peroxides, azo compounds, coumarin compounds, and azides. Examples thereof include compounds, metallocene compounds, hexaarylbiimidazole compounds, organic boric acid compounds, disulfonic acid compounds, onium salt compounds, acylphosphine (oxide), benzophenone compounds, acetophenone compounds and derivatives thereof.
Among these, oxime ester compounds and hexaarylbiimidazole compounds are preferable from the viewpoint of sensitivity.

Examples of the oxime ester compound include JP 2000-80068, JP 2001-233842, JP 2004-534797, WO 2005/080337, WO 2006/018933, JP The compounds described in JP 2007-210991 A, JP 2007-231000 A, JP 2007-2699779 A, JP 2009-191061 A, and International Publication No. 2009/131189 pamphlet can be used.

Specific examples include 2- (O-benzoyloxime) -1- [4- (phenylthio) phenyl] -1,2-butanedione, 2- (O-benzoyloxime) -1- [4- (phenylthio) Phenyl] -1,2-pentanedione, 2- (O-benzoyloxime) -1- [4- (phenylthio) phenyl] -1,2-hexanedione, 2- (O-benzoyloxime) -1- [4 -(Phenylthio) phenyl] -1,2-heptanedione, 2- (O-benzoyloxime) -1- [4- (phenylthio) phenyl] -1,2-octanedione, 2- (O-benzoyloxime)- 1- [4- (Methylphenylthio) phenyl] -1,2-butanedione, 2- (O-benzoyloxime) -1- [4- (ethylphenylthio) phenyl] -1 2-butanedione, 2- (O-benzoyloxime) -1- [4- (butylphenylthio) phenyl] -1,2-butanedione, 1- (O-acetyloxime) -1- [9-ethyl-6- (2-Methylbenzoyl) -9H-carbazol-3-yl] ethanone, 1- (O-acetyloxime) -1- [9-methyl-6- (2-methylbenzoyl) -9H-carbazol-3-yl] Ethanone, 1- (O-acetyloxime) -1- [9-propyl-6- (2-methylbenzoyl) -9H-carbazol-3-yl] ethanone, 1- (O-acetyloxime) -1- [9 -Ethyl-6- (2-ethylbenzoyl) -9H-carbazol-3-yl] ethanone, 1- (O-acetyloxime) -1- [9-ethyl-6- (2-butylbenzoyl) -9H-carbazol-3-yl] ethanone, 2- (benzoyloxyimino) -1- [4- (phenylthio) phenyl] -1-octanone, 2- (acetoxyimino) -4- (4-chlorophenylthio)- And 1- [9-ethyl-6- (2-methylbenzoyl) -9H-carbazol-3-yl] -1-butanone. However, it is not limited to these.

In the present invention, a compound represented by the following general formula (E1) is also suitable as an oxime compound from the viewpoints of sensitivity, diameter stability, and coloring during post-heating.

In general formula (E1), R and X each independently represent a monovalent substituent, A represents a divalent organic group, and Ar represents an aryl group. n is an integer of 0 to 5.

In general formula (E1), as R, an acyl group is preferable from the viewpoint of increasing sensitivity, and specifically, an acetyl group, a propionyl group, a benzoyl group, and a toluyl group are preferable.
In general formula (E1), A represents an unsubstituted alkylene group, an alkyl group (for example, a methyl group, an ethyl group, a tert-butyl group, a dodecyl group) from the viewpoint of increasing sensitivity and suppressing coloration with heating. An alkylene group substituted with an alkenyl group (for example, a vinyl group, an allyl group), an aryl group (for example, a phenyl group, a p-tolyl group, a xylyl group, a cumenyl group, a naphthyl group, an anthryl group, An alkylene group substituted with a phenanthryl group or a styryl group is preferred.

In general formula (E1), Ar is preferably a substituted or unsubstituted phenyl group from the viewpoint of increasing sensitivity and suppressing coloring due to heating. In the case of a substituted phenyl group, the substituent is preferably a halogen group such as a fluorine atom, a chlorine atom, a bromine atom or an iodine atom.
In general formula (E1), X is an alkyl group which may have a substituent, an aryl group which may have a substituent, or a substituent from the viewpoint of improving solvent solubility and absorption efficiency in the long wavelength region. An alkynyl group that may have a substituent, an alkynyl group that may have a substituent, an alkoxy group that may have a substituent, an aryloxy group that may have a substituent, and a substituent. A good alkylthioxy group, an arylthioxy group which may have a substituent, and an amino group which may have a substituent are preferable.
In the general formula (E1), n is preferably an integer of 1 to 2.

Specific examples of the organic halogenated compounds include Wakabayashi et al., “Bull Chem. Soc. Japan” 42, 2924 (1969), US Pat. No. 3,905,815, Japanese Patent Publication No. 46-4605. JP, 48-34881, JP 55-3070, JP 60-239736, JP 61-169835, JP 61-169837, JP 62-58241, JP-A 62-212401, JP-A 63-70243, JP-A 63-298339, P. Examples include compounds described in Hutt “Journal of Heterocyclic Chemistry” 1 (No. 3), (1970), and in particular, oxazole compounds substituted with a trihalomethyl group, and s-triazine compounds.

Examples of hexaarylbiimidazole compounds include, for example, JP-B-6-29285, US Pat. Nos. 3,479,185, 4,311,783, and 4,622,286. Various compounds described in the specification, specifically 2,2′-bis (o-chlorophenyl) -4,4 ′, 5,5′-tetraphenylbiimidazole, 2,2′-bis (o- Bromophenyl)) 4,4 ′, 5,5′-tetraphenylbiimidazole, 2,2′-bis (o, p-dichlorophenyl) -4,4 ′, 5,5′-tetraphenylbiimidazole, 2, 2′-bis (o-chlorophenyl) -4,4 ′, 5,5′-tetra (m-methoxyphenyl) biimidazole, 2,2′-bis (o, o′-dichlorophenyl) -4,4 ′, 5,5'-Tetrapheny Biimidazole, 2,2′-bis (o-nitrophenyl) -4,4 ′, 5,5′-tetraphenylbiimidazole, 2,2′-bis (o-methylphenyl) -4,4 ′, 5 , 5′-tetraphenylbiimidazole, 2,2′-bis (o-trifluorophenyl) -4,4 ′, 5,5′-tetraphenylbiimidazole, and the like.

The photopolymerization initiator can be used alone or in combination of two or more. Further, when using an initiator that does not absorb at the exposure wavelength, it is necessary to use a sensitizer.

The total content of the photopolymerization initiator is preferably 0.5% by mass to 30% by mass with respect to the total solid content in the colored composition of the present invention, and preferably 2% by mass to 20% by mass. Is more preferable, and 5 to 18% by mass is even more preferable. When the total content of the photopolymerization initiator is within this range, the sensitivity during exposure is higher and the color characteristics are further improved.

Sensitizer The coloring composition of the present invention may contain a sensitizer.
Typical sensitizers that can be used in the present invention include J.I. V. Crivello, Adv. in Polymer Sci, 62, 1 (1984). Specific examples include pyrene, perylene, acridine, thioxanthone, 2-chlorothioxanthone, benzoflavine, N-vinylcarbazole, 9,10- Examples include dibutoxyanthracene, anthraquinone, benzophenone, coumarin, ketocoumarin, phenanthrene, camphorquinone, and phenothiazine derivatives.
The sensitizer is preferably contained in a proportion of 50% by mass to 200% by mass with respect to the photopolymerization initiator.

Chain Transfer Agent The colored composition of the present invention may contain a chain transfer agent.
Examples of the chain transfer agent that can be used in the present invention include N, N-dialkylaminobenzoic acid alkyl esters such as N, N-dimethylaminobenzoic acid ethyl ester, 2-mercaptobenzothiazole, 2-mercaptobenzoxazole, 2- Mercaptobenzimidazole, N-phenylmercaptobenzimidazole, 1,3,5-tris (3-mercaptobutyloxyethyl) -1,3,5-triazine-2,4,6 (1H, 3H, 5H) -trione And heterocyclic polyfunctional mercapto compounds such as pentaerythritol tetrakis (3-mercaptobutyrate), 1,4-bis (3-mercaptobutyryloxy) butane, and the like.
A chain transfer agent may be used individually by 1 type, and may use 2 or more types together.
The content of the chain transfer agent is preferably in the range of 0.01% by mass to 15% by mass with respect to the total solid content of the colored composition of the present invention, from the viewpoint of reducing sensitivity variation, More preferred is 10% by weight to 10% by weight, and particularly preferred is 0.5% to 5% by weight.

Polymerization inhibitor The coloring composition of this invention may contain a polymerization inhibitor.
The polymerization inhibitor means hydrogen donation (or hydrogen donation), energy donation (or energy donation), electron donation to radicals or other polymerization initiation species generated in the colored photosensitive resin composition by light or heat ( Or a substance that plays a role of suppressing the initiation of polymerization unintentionally by deactivating the polymerization initiation species. For example, polymerization inhibitors described in paragraphs 0154 to 0173 of JP 2007-334322 A can be used.
Among these, p-methoxyphenol is preferably used as the polymerization inhibitor.
The content of the polymerization inhibitor in the colored composition of the present invention is preferably 0.0001% by mass to 5% by mass, more preferably 0.001% by mass to 5% by mass, with respect to the total mass of the polymerizable compound. 0.001% by mass to 1% by mass is particularly preferable.

Organic Solvent The colored composition of the present invention preferably contains an organic solvent.
The organic solvent is basically not particularly limited as long as it can satisfy the solubility of each coexisting component and the coating property when a colored composition is used, and in particular, the solubility, coating property, and safety of the solid content. It is preferable to select in consideration of the properties.

Examples of organic solvents include esters such as ethyl acetate, n-butyl acetate, isobutyl acetate, amyl formate, isoamyl acetate, isobutyl acetate, butyl propionate, isopropyl butyrate, ethyl butyrate, butyl butyrate, methyl lactate, and ethyl lactate. Oxyacetic acid alkyl esters (eg, methyl oxyacetate, ethyl oxyacetate, butyl oxyacetate (specific examples include methyl methoxyacetate, ethyl methoxyacetate, butyl methoxyacetate, methyl ethoxyacetate, ethyl ethoxyacetate). )), 3-oxypropionic acid alkyl esters, 2-oxypropionic acid alkyl esters, methyl 2-oxy-2-methylpropionate, ethyl 2-oxy-2-methylpropionate, methyl pyruvate, ethyl pyruvate , Propyl pyruvate, Seto methyl acetate, ethyl acetoacetate, methyl 2-oxobutanoate, ethyl 2-oxobutanoate, and the like.

Examples of ethers include diethylene glycol dimethyl ether, tetrahydrofuran, ethylene glycol monomethyl ether, ethylene glycol monoethyl ether, methyl cellosolve acetate, ethyl cellosolve acetate, diethylene glycol monomethyl ether, diethylene glycol monoethyl ether, diethylene glycol monobutyl ether, propylene glycol monomethyl ether. Propylene glycol monomethyl ether acetate, propylene glycol monoethyl ether acetate, propylene glycol monopropyl ether acetate, methyl 3-ethoxypropionate, ethyl 3-ethoxypropionate, and the like.
Examples of ketones include methyl ethyl ketone, cyclohexanone, 2-heptanone, and 3-heptanone.
Preferable examples of aromatic hydrocarbons include toluene and xylene.

These organic solvents are also preferably mixed in a combination of two or more from the viewpoints of the solubility of each of the aforementioned components and, when an alkali-soluble binder is included, the solubility of the components and the improvement of the coated surface. In this case, particularly preferably, methyl 3-ethoxypropionate, ethyl 3-ethoxypropionate, ethyl cellosolve acetate, ethyl lactate, diethylene glycol dimethyl ether, butyl acetate, methyl 3-methoxypropionate, 2-heptanone, cyclohexanone, ethyl carbitol A mixed solution containing two or more selected from the group consisting of acetate, butyl carbitol acetate, propylene glycol methyl ether, and propylene glycol methyl ether acetate.

The content of the organic solvent in the colored composition of the present invention is preferably such that the total solid concentration in the colored composition is 5% by mass to 80% by mass, and preferably 5% by mass to 60% by mass. More preferred is an amount of 10% by mass to 60% by mass.

Surfactant The coloring composition of the present invention may contain a surfactant.
As the surfactant, any of anionic, cationic, nonionic, or amphoteric surfactants can be used, but a preferred surfactant is a nonionic surfactant. Specific examples include nonionic surfactants described in paragraph 0058 of JP-A-2009-098616, and among them, fluorine surfactants are preferable.

Other surfactants that can be used in the present invention include, for example, commercially available products such as MegaFuck F142D, F172, F173, F176, F177, F183, F479, F482, and F554. F780, F781, F781-F, R30, R08, F-472SF, BL20, R-61, R-90 (manufactured by DIC Corporation), Florard FC-135, FC -170C, FC-430, FC-431, Novec FC-4430 (manufactured by Sumitomo 3M), Asahi Guard AG7105,7000,950,7600, Surflon S-112, S-113, S-131 S-141, S-145, S-382, SC-101, SC-102, SC-103, SC-104 SC-105, SC-106 (Asahi Glass Co., Ltd.), Ftop EF351, 352, 801, 802 (Mitsubishi Materials Electronics Chemicals), Footage 250 (Neos Co., Ltd.) Etc.

Further, the surfactant includes a structural unit A and a structural unit B represented by the following general formula (S1), and has a polystyrene-reduced weight average molecular weight (Mw) of 1 measured by gel permeation chromatography using tetrahydrofuran as a solvent. As a preferable example, a copolymer having a molecular weight of 1,000 or more and 10,000 or less can be given.

In general formula (S1), R ¹ and R ³ each independently represent a hydrogen atom or a methyl group, R ² represents a linear alkylene group having 1 to 4 carbon atoms, and R ⁴ represents a hydrogen atom or carbon number. 1 represents an alkyl group having 4 or less, L represents an alkylene group having 3 to 6 carbon atoms, p and q are weight percentages representing a polymerization ratio, and p is a numerical value of 10% by mass to 80% by mass. Q represents a numerical value of 20% by mass to 90% by mass, r represents an integer of 1 to 18, and n represents an integer of 1 to 10.

In the structural unit B, L is preferably a branched alkylene group represented by the following general formula (S2). R ⁵ in the following general formula (S2) represents an alkyl group having 1 to 4 carbon atoms, and is preferably an alkyl group having 1 to 3 carbon atoms in terms of compatibility and wettability to the coated surface. Two or three alkyl groups are more preferred. The sum (p + q) of p and q is preferably p + q = 100, that is, 100% by mass.

The weight average molecular weight (Mw) of the copolymer is more preferably from 1,500 to 5,000.
These surfactants can be used individually by 1 type or in mixture of 2 or more types.
The content of the surfactant in the colored composition of the present invention is preferably 0.01% by mass to 2.0% by mass, and particularly preferably 0.02% by mass to 1.0% by mass in the solid content of the colored composition. . Within this range, the coatability and the uniformity of the cured film become better.

Adhesion improving agent The coloring composition of the present invention may contain an adhesion improving agent.
The adhesion improver improves the adhesion between the inorganic material used as the base material, for example, silicon compounds such as glass, silicon, silicon oxide, and silicon nitride, gold, copper, aluminum, etc., and a cured film formed by using the colored composition. It is a compound to be made. Specific examples include silane coupling agents and thiol compounds. The silane coupling agent as the adhesion improving agent is for the purpose of modifying the interface, and any known silane coupling agent can be used without any particular limitation.
As the silane coupling agent, the silane coupling agent described in paragraph 0048 of JP-A-2009-98616 is preferable, and γ-glycidoxypropyltrialkoxysilane and γ-methacryloxypropyltrialkoxysilane are more preferable. . These may be used individually by 1 type, or may use 2 or more types together.
The content of the adhesion improving agent in the colored composition of the present invention is preferably 0.1% by mass to 20% by mass and more preferably 0.2% by mass to 5% by mass with respect to the total solid content of the colored composition. .

Crosslinking agent The coloring composition of the present invention can be supplemented with a crosslinking agent to further increase the hardness of the colored cured film obtained by curing the colored composition.
The crosslinking agent is not particularly limited as long as the film can be cured by a crosslinking reaction. For example, at least selected from (a) an epoxy resin, (b) a methylol group, an alkoxymethyl group, and an acyloxymethyl group. Substituted with at least one substituent selected from a melamine compound, a guanamine compound, a glycoluril compound or a urea compound, and (c) a methylol group, an alkoxymethyl group, and an acyloxymethyl group, substituted with one substituent , Phenol compounds, naphthol compounds or hydroxyanthracene compounds. Of these, polyfunctional epoxy resins are preferred.
For details such as specific examples of the crosslinking agent, the description in paragraphs [0134] to [0147] of JP-A No. 2004-295116 can be referred to.

Development accelerator A development accelerator can also be added in order to promote the alkali solubility of a non-exposed area and to further improve the developability of the colored composition of the present invention. The development accelerator is preferably a low molecular weight organic carboxylic acid compound having a molecular weight of 1000 or less, or a low molecular weight phenol compound having a molecular weight of 1000 or less.
Specifically, for example, aliphatic monocarboxylic acids such as formic acid, acetic acid, propionic acid, butyric acid, valeric acid, pivalic acid, caproic acid, diethyl acetic acid, enanthic acid, and caprylic acid; oxalic acid, malonic acid, succinic acid , Aliphatic dicarboxylic acids such as glutaric acid, adipic acid, pimelic acid, suberic acid, azelaic acid, sebacic acid, brassic acid, methylmalonic acid, ethylmalonic acid, dimethylmalonic acid, methylsuccinic acid, tetramethylsuccinic acid, and citraconic acid Acids; Aliphatic tricarboxylic acids such as tricarballylic acid, aconitic acid, and camphoric acid; Aromatic monocarboxylic acids such as benzoic acid, toluic acid, cumic acid, hemellitic acid, and mesitylene acid; phthalic acid, isophthalic acid, terephthalic acid , Aromatics such as trimellitic acid, trimesic acid, melophanoic acid, and pyromellitic acid Acid; and phenylacetic acid, hydroatropic acid, hydrocinnamic acid, mandelic acid, phenylsuccinic acid, atropic acid, cinnamic acid, methyl cinnamate, benzyl cinnamate, cinnamylidene acetic acid, coumaric acid, and umberic acid It is done.

Other Additives The colored composition of the present invention may contain other various additives, for example, fillers, polymer compounds other than those described above, ultraviolet absorbers, antioxidants, anti-aggregation agents, etc., as necessary. Can be blended. Examples of these additives include those described in paragraphs [0155] to [0156] of JP-A No. 2004-295116.
The coloring composition of the present invention may contain a light stabilizer described in paragraph [0078] of JP-A No. 2004-295116 and a thermal polymerization inhibitor described in paragraph [0081] of the publication.

Preparation of Colored Composition The preparation mode of the colored composition of the present invention is not particularly limited. For example, the above-described components such as a specific metal complex compound, a polymerizable compound, and a photopolymerization initiator are mixed with optional components as necessary. Can be prepared.

In preparing the colored composition, the components contained in the colored composition may be combined at once, or may be sequentially added after each component is dissolved and dispersed in a solvent. In addition, there are no particular restrictions on the charging order and working conditions when blending. For example, the composition may be prepared by dissolving and dispersing all components in a solvent at the same time. If necessary, each component may be suitably used as two or more solutions and / or dispersions at the time of use ( These may be mixed at the time of application or the like to prepare a composition.

In preparing the colored composition of the present invention, it is preferable to mix each component and then filter through a filter for the purpose of removing foreign substances and reducing defects. As the filter, those conventionally used for filtration and the like are not particularly limited. Specifically, for example, fluorine resins such as PTFE (polytetrafluoroethylene), polyamide resins such as nylon-6 and nylon-6,6, polyolefin resins such as polyethylene and polypropylene (PP) (high density, ultrahigh (Including molecular weight) and the like. Among these filter materials, polyamide resins such as nylon-6 and nylon-6, 6 and polypropylene (including high density polypropylene) are preferable.
The pore size of the filter is suitably about 0.01 to 7.0 μm, preferably about 0.01 to 2.5 μm, more preferably about 0.01 to 2.0 μm. By setting it as this range, the fine foreign material which inhibits preparation of a uniform coloring composition in a post process is removed reliably, and formation of a uniform and smooth coloring composition is attained.

When using filters, different filters may be combined. At that time, the filtering using the first filter may be performed only once or may be performed twice or more. Moreover, it is good also as a 1st filtering by combining the filter of a different hole diameter within the range mentioned above, and making a 1st filter into a some filter. The pore diameter here can refer to the nominal value of the filter manufacturer. As a commercially available filter, for example, it can be selected from various filters provided by Nippon Pole Co., Ltd., Advantech Toyo Co., Ltd., Japan Entegris Co., Ltd. (formerly Japan Microlith Co., Ltd.) or KITZ Micro Filter Co., Ltd. .
As the second filter, a filter formed of the same material as the first filter described above can be used.
Further, for example, the filtering by the first filter may be performed only on the pigment dispersion, and the second filtering may be performed after the pigment dispersion is mixed with other components to obtain a colored composition. .

The colored composition of the present invention can be applied to various uses such as a color filter for a solid-state imaging device, a color filter for an image display device such as a liquid crystal display device and an organic EL device, a printing ink, and an inkjet ink. it can.
In particular, a colored cured film obtained by curing the colored composition of the present invention has high color purity, a high absorption coefficient in a thin layer, excellent fastness (particularly light resistance), and no surface unevenness. Since it is a homogeneous cured film, it is useful for forming colored pixels in color filters for liquid crystal display devices and color filters for solid-state imaging devices. Further, when the colored cured film is applied to a liquid crystal display device, an excellent voltage holding ratio can be obtained when a voltage is applied.

Color filter and manufacturing method thereof The color filter of the present invention has a colored region (colored cured film) formed of the colored composition of the present invention on an arbitrary support.

The colored region on the support is composed of colored films such as red (R), green (G), and blue (B) that form each pixel of the color filter.

The color filter of the present invention may be formed by any method as long as it can form a patterned colored region (colored cured film) that contains a specific metal complex compound and is cured. The color filter of the present invention is preferably produced using the method for producing the color filter of the present invention described later.

The method for producing a color filter of the present invention includes a step of applying the colored composition of the present invention on a support to form a colored composition layer (hereinafter also referred to as step (A)), and a formed colored composition. The physical layer is exposed to a pattern (preferably through a mask) and developed to form a patterned colored region (colored cured film) (hereinafter also referred to as step (B)).
By performing these steps a plurality of times, a colored pattern composed of pixels of each color (three colors or four colors) is formed, and a color filter can be obtained.

In addition, the method for producing a color filter of the present invention particularly includes a step of irradiating the patterned colored region formed in the step (B) with ultraviolet rays (hereinafter also referred to as step (C)). In addition, an embodiment that further includes a step of performing a heat treatment on the colored region irradiated with ultraviolet rays (hereinafter also referred to as step (D)) is preferable.

By using the method for producing a color filter of the present invention, a color filter used for an image display device such as a liquid crystal display device and a solid-state imaging device is manufactured with low process difficulty, high quality, and low cost. be able to.
Hereinafter, the manufacturing method of the color filter of the present invention will be described more specifically.

Step (A)
In the method for producing a color filter of the present invention, first, the above-described colored composition of the present invention is applied to a support directly or via another layer by a desired method, and a coating film comprising the colored composition is applied. (Coloring composition layer) is formed. Then, if necessary, preliminary curing (pre-baking) is performed, and the coloring composition layer is dried.

As the support, for example, non-alkali glass, soda glass, Pyrex (registered trademark) glass, quartz glass used for liquid crystal display elements and the like, and those obtained by attaching a transparent conductive film to these, and solid-state imaging elements are used. And a photoelectric conversion element substrate (for example, a silicon substrate and a plastic substrate). Further, on these supports, a black matrix for isolating each pixel may be formed, or a transparent resin layer may be provided for promoting adhesion. Further, if necessary, an undercoat layer may be provided on the support for improving adhesion to the upper layer, preventing diffusion of substances, or flattening the surface.
The plastic substrate preferably has at least one layer selected from a gas barrier layer and a solvent resistant layer on the surface thereof.

In addition, a driving substrate on which a thin film transistor (TFT) of a thin film transistor (TFT) type color liquid crystal display device is disposed (hereinafter referred to as “TFT type liquid crystal driving substrate”) is used as a support. A color filter using the colored composition of the present invention can also be formed on the substrate to produce a color filter.
Examples of the substrate in the TFT type liquid crystal driving substrate include glass, silicon, polycarbonate, polyester, aromatic polyamide, polyamideimide, and polyimide. These substrates may be subjected to appropriate pretreatment such as chemical treatment with a silane coupling agent or the like, plasma treatment, ion plating, sputtering, gas phase reaction method, vacuum deposition, etc., if desired. For example, a substrate in which a passivation film such as a silicon nitride film is formed on the surface of the TFT liquid crystal driving substrate can be used.

Examples of a method for applying the colored composition of the present invention on a support include methods such as spin coating, slit coating, cast coating, roll coating, bar coating, and inkjet.

In the step (A), the method for applying the colored composition of the present invention on the support is not particularly limited, but a method using a slit nozzle such as a slit-and-spin method or a spinless coating method ( Hereinafter, the slit nozzle coating method) is preferable.

In the slit nozzle coating method, the slit-and-spin coating method and the spinless coating method have different conditions depending on the size of the coated substrate. For example, a fifth generation glass substrate (1100 mm × 1250 mm) is coated by the spinless coating method. In this case, the discharge amount of the coloring composition from the slit nozzle is usually 500 microliters / second to 2000 microliters / second, preferably 800 microliters / second to 1500 microliters / second, and the coating speed is Usually, it is 50 mm / second to 300 mm / second, preferably 100 mm / second to 200 mm / second.

The solid content of the coloring composition used in step (A) is usually 10% by mass to 20% by mass, preferably 13% by mass to 18% by mass.

In step (A), it is usually preferable to perform a pre-bake treatment after forming the colored composition layer. If necessary, vacuum treatment can be performed before pre-baking. The vacuum drying condition is that the degree of vacuum is usually about 13.33 Pa (0.1 torr) to 133.32 Pa (1.0 torr), preferably about 26.66 Pa (0.2 torr) to 66.66 Pa (0.5 torr). It is.

Examples of the pre-baking conditions include heating at 70 ° C. to 130 ° C. for about 0.5 minutes to 15 minutes using a hot plate or an oven.
Moreover, the thickness of the colored composition layer formed of the colored composition is appropriately selected according to the purpose. In the color filter for a liquid crystal display device, the range of 0.2 μm to 5.0 μm is preferable, the range of 1.0 μm to 4.0 μm is more preferable, and the range of 1.5 μm to 3.5 μm is most preferable. In the color filter for a solid-state imaging device, the range of 0.2 μm to 5.0 μm is preferable, the range of 0.3 μm to 2.5 μm is more preferable, and the range of 0.3 μm to 1.5 μm is most preferable.
In addition, the thickness of a coloring composition layer is a film thickness after prebaking.

Process (B)
Subsequently, in the method for producing a color filter of the present invention, the coating film (colored composition layer) made of the colored composition formed on the support as described above is exposed through, for example, a photomask. It is. As light or radiation applicable to exposure, g-line, h-line, i-line, j-line, KrF light and ArF light are preferable, and i-line is particularly preferable. When using the i-line to the irradiation light is ^preferably irradiated at an exposure dose of 100mJ / cm 2 ~ 10000mJ / cm 2.

Other exposure rays include ultra high pressure, high pressure, medium pressure and low pressure mercury lamps, chemical lamps, carbon arc lamps, xenon lamps, metal halide lamps, various visible and ultraviolet laser light sources, fluorescent lamps, tungsten lamps, solar Light or the like can also be used.

Exposure Step Using Laser Light Source In an exposure method using a laser light source, it is preferable to use an ultraviolet laser as the light source.
The irradiation light is preferably an ultraviolet laser having a wavelength in the range of 300 nm to 380 nm, more preferably an ultraviolet laser having a wavelength in the range of 300 nm to 360 nm matches the photosensitive wavelength of the resist. Is preferable. Specifically, the third harmonic (355 nm) of the Nd: YAG laser, which is a relatively inexpensive and relatively high output, and the XeCl (308 nm) and XeF (353 nm) of the excimer laser can be suitably used. .
The exposure amount of the object to be exposed (pattern) is in the range of 1 mJ / cm ² to 100 mJ / cm ² , and more preferably in the range of 1 mJ / cm ² to 50 mJ / cm ² . An exposure amount within this range is preferable from the viewpoint of pattern formation productivity.

There are no particular restrictions on the exposure apparatus, but commercially available devices such as Callisto (buoy technology), EGIS (buoy technology), DF2200G (Dainippon Screen) can be used. It is. Further, devices other than those described above are also preferably used.
When manufacturing a color filter for a liquid crystal display device, exposure using mainly h-line and i-line is preferably used by a proximity exposure machine and a mirror projection exposure machine. Further, when manufacturing a color filter for a solid-state image sensor, it is preferable to mainly use i-line in a stepper exposure machine. When manufacturing a color filter using a TFT type liquid crystal driving substrate, the photomask used is for forming a through hole or a rectangular depression in addition to a pattern for forming a pixel (colored pattern). The one provided with the pattern is used.

The colored composition layer exposed as described above can be heated.
The exposure can be performed while flowing a nitrogen gas in the chamber in order to suppress oxidation fading of the coloring material in the colored composition layer.

Subsequently, development is performed with a developer on the colored composition layer after exposure. Thereby, a negative coloring pattern (resist pattern) can be formed. In the development step, the uncured portion of the coating film after exposure is eluted into the developer, and only the cured portion remains on the support.
Any developer can be used as long as it dissolves the coating film (colored composition layer) of the colored composition in the uncured part, but does not dissolve the cured part. For example, combinations of various organic solvents and alkaline aqueous solutions can be used.
Examples of the organic solvent used for development include the above-described solvents that can be used when preparing the colored composition of the present invention.
Examples of the alkaline aqueous solution include sodium hydroxide, potassium hydroxide, sodium carbonate, sodium bicarbonate, sodium oxalate, sodium metasuccinate, aqueous ammonia, ethylamine, diethylamine, dimethylethanolamine, tetramethylammonium hydroxide, tetraethyl. An alkaline compound such as ammonium hydroxide, choline, pyrrole, piperidine, or 1,8-diazabicyclo- [5,4,0] -7-undecene has a concentration of 0.001 to 10% by mass, preferably 0.8%. An alkaline aqueous solution dissolved so as to be 01% by mass to 1% by mass can be mentioned. When the developer is an alkaline aqueous solution, the alkali concentration is preferably adjusted to pH 11 to 13, more preferably pH 11.5 to 12.5.
An appropriate amount of a water-soluble organic solvent such as methanol or ethanol and / or a surfactant can be added to the alkaline aqueous solution, for example.

The development temperature is usually preferably 20 ° C. to 30 ° C., and the development time is preferably 20 seconds to 90 seconds.
Development may be any of a dip method, a shower method, a spray method, and the like, and may be combined with a swing method, a spin method, an ultrasonic method, or the like. It is also possible to prevent development unevenness by previously moistening the surface to be developed with water or the like before touching the developer. It is also possible to develop with the substrate tilted.
Further, when manufacturing a color filter for a solid-state imaging device, paddle development may be used.

After the development process, a rinsing process for washing and removing excess developer is performed, followed by drying, followed by heat treatment (post-baking) to complete the curing.
The rinsing process is usually performed with pure water, but in order to save liquid, pure water is used in the final cleaning, and used pure water is used in the initial stage of cleaning, or the substrate is inclined and cleaned. Alternatively, a method of using ultrasonic irradiation together may be used.

After the rinse treatment, after draining and drying, a heat treatment of preferably about 200 ° C. to 250 ° C. is usually performed. In this heat treatment (post-bake), the coating film after development is continuously or batch-treated using a heating means such as a hot plate or a convection oven (hot air circulation dryer) or a high-frequency heater so as to satisfy the above conditions. It can be done with an expression.

By sequentially repeating the above steps for each color according to the desired number of hues, it is possible to produce a color filter in which a cured film (colored pattern) colored in multiple colors is formed.

Process (C)
In the method for producing a color filter of the present invention, in particular, post-exposure by ultraviolet irradiation can be performed on a patterned colored region (colored pixel) formed using a colored composition.

Process (D)
It is preferable to further heat-treat the patterned colored region that has been post-exposed by ultraviolet irradiation as described above. The colored region can be further cured by subjecting the formed colored region to heat treatment (so-called post-bake treatment). This heat treatment can be performed by, for example, a hot plate, various heaters, an oven, or the like.
The temperature during the heat treatment is preferably 100 ° C. to 300 ° C., more preferably 150 ° C. to 250 ° C. The heating time is preferably about 10 minutes to 120 minutes.

The pattern-like colored region thus obtained constitutes a pixel in the color filter. In the production of a color filter having a plurality of hue pixels, the above-described step (A), step (B), and step (C) and / or step (D) are performed according to the desired number of colors. Repeat it.
In addition, every time the formation, exposure, and development of the monochromatic coloring composition layer are completed (for each color), at least one step selected from the step (C) and the step (D) may be performed, After the formation, exposure, and development of all the colored composition layers having the desired number of colors are completed, at least one step selected from the step (C) and the step (D) may be performed collectively.

Since the color filter obtained by the method for producing a color filter of the present invention (the color filter of the present invention) uses the colored composition of the present invention, the coloring when displaying an image is bright, the contrast is high, and it is robust. Excellent (especially heat resistance and light resistance) and voltage holding ratio.
The color filter of the present invention can be used for a liquid crystal display element or a solid-state image sensor, and is particularly suitable for use in a liquid crystal display device. When used in a liquid crystal display device, it is possible to display an image excellent in spectral characteristics and contrast while achieving a good hue by using a dye as a colorant, and also in an excellent voltage holding ratio. .

Image Display Device The image display device of the present invention includes the above-described color filter of the present invention.
Examples of the image display device include a liquid crystal display device and an organic EL display device. The color filter of the present invention is particularly preferably used for a liquid crystal display device.
When the color filter of the present invention is used in a liquid crystal display device, it contains a metal complex compound excellent in spectral characteristics and light resistance as a colorant, and the voltage holding ratio when a voltage is applied does not decrease, There are few alignment defects of liquid crystal molecules due to a decrease in specific resistance, the color of the display image is good, and the display characteristics are excellent.
For this reason, the liquid crystal display device provided with the color filter of the present invention can display a high-quality image having a good display image color tone and excellent display characteristics.

For the definition of display devices and details of each display device, refer to, for example, “Electronic Display Device (Akio Sasaki, Kogyo Kenkyukai, 1990)”, “Display Device (Junsho Ibuki, Industrial Books Co., Ltd.) Issued in the first year). The liquid crystal display device is described, for example, in “Next-generation liquid crystal display technology (edited by Tatsuo Uchida, Industrial Research Co., Ltd., published in 1994)”. The liquid crystal display device to which the present invention can be applied is not particularly limited, and can be applied to, for example, various types of liquid crystal display devices described in the “next generation liquid crystal display technology”.

The color filter in the present invention may be used for a color TFT liquid crystal display device. The color TFT liquid crystal display device is described in, for example, “Color TFT liquid crystal display (issued in 1996 by Kyoritsu Publishing Co., Ltd.)”. Further, the present invention is applied to a liquid crystal display device with a wide viewing angle such as a lateral electric field driving method such as IPS, a pixel division method such as MVA, and STN, TN, VA, OCS, FFS, and R-OCB. it can.

In addition, the color filter in the present invention can be used for a bright and high-definition COA (Color-filter On Array) system. In a COA type liquid crystal display device, the required characteristics for the color filter layer require the required characteristics for the interlayer insulating film in addition to the normal required characteristics as described above, that is, low dielectric constant and peeling liquid resistance. Sometimes. In the color filter of the present invention, since a dye compound having an excellent hue is used, the color purity, light transmittance and the like are excellent and the color pattern (pixel) is excellent in color, so the COA has high resolution and excellent long-term durability. A liquid crystal display device of the type can be provided. In order to satisfy the required characteristics of a low dielectric constant, a resin film may be provided on the color filter layer.
These image display methods are described, for example, on page 43 of "EL, PDP, LCD display-latest technology and market trends (issued in 2001 by Toray Research Center Research Division)".

The liquid crystal display device provided with the color filter in the present invention includes various members such as an electrode substrate, a polarizing film, a retardation film, a backlight, a spacer, and a viewing angle guarantee film in addition to the color filter in the present invention. The color filter of the present invention can be applied to a liquid crystal display device having these known members. Regarding these materials, for example, “'94 Liquid Crystal Display Peripheral Materials / Chemicals Market (Kentaro Shima, CMC 1994)”, “2003 Liquid Crystal Related Markets Current Status and Future Prospects (Volume 2)” Fuji Chimera Research Institute, Ltd., published in 2003) ”.
Regarding backlights, SID meeting Digest 1380 (2005) (A. Konno et.al), Monthly Display December 2005, pages 18-24 (Yasuhiro Shima), pages 25-30 (Takaaki Yagi), etc. Are listed.

When the color filter according to the present invention is used in a liquid crystal display device, a high contrast can be realized when combined with a conventionally known three-wavelength tube of a cold cathode tube, and further, red, green, and blue LED light sources (RGB-LED). By using as a backlight, a liquid crystal display device having high luminance and high color purity and good color reproducibility can be provided.

Solid-state image sensor The solid-state image sensor of the present invention includes the above-described color filter of the present invention.
The configuration of the solid-state imaging device of the present invention is a configuration provided with the color filter of the present invention, and is not particularly limited as long as it is a configuration that functions as a solid-state imaging device. .

That is, a transfer electrode made of a plurality of photodiodes and polysilicon constituting a light receiving area of a solid-state imaging device (CCD image sensor, CMOS image sensor, etc.) is provided on a support, and the photodiodes and the transfer electrodes are arranged on the support. Has a light-shielding film made of tungsten or the like that is opened only in the light-receiving portion of the photodiode, and has a device protection film made of silicon nitride or the like formed on the light-shielding film so as to cover the entire surface of the light-shielding film and the photodiode light-receiving portion, The color filter of the present invention is provided on the device protective film.
Further, the solid-state imaging device of the present invention has a condensing means (for example, a microlens, etc., the same applies hereinafter) on the device protective layer and below the color filter (on the side close to the support). Or the structure etc. which have a condensing means on a color filter may be sufficient.

Hereinafter, the present invention will be described more specifically with reference to examples. However, the present invention is not limited to the following examples as long as the gist thereof is not exceeded. Unless otherwise specified, “part” and “%” are based on mass.

Example 1: Synthesis of specific metal complex compound Synthetic examples of exemplary compounds P-1, P-7, P-16, and P-26 Exemplary compound P listed above as a specific example of a specific metal complex compound according to the following reaction scheme A -1, P-7, P-16, and P-26 were synthesized.

Synthesis of Intermediate 1 Intermediate 1 was synthesized by the method described in JP2012-140586A.
From Intermediate 2, Intermediate 7, and Exemplified Compounds P-1, P-7, P-16, and P-26 were synthesized as shown below.

Synthesis of Intermediate 2 To 11.4 g (50 mmol) of 2-phenoxymethylbenzoic acid were added 16 mL of toluene and 0.37 g (5 mmol) of dimethylformamide, and the mixture was stirred at room temperature. To this solution, 6 g (50 mmol) of thionyl chloride was added dropwise, followed by stirring at 50 ° C. for 1 hour to obtain a reaction solution A. Subsequently, 20 mL of toluene and 9.3 g (10 mmol) of Intermediate 1 were added to 43.2 g (0.27 mol) of a 25% aqueous sodium hydroxide solution, and the mixture was stirred at room temperature. To this solution, the previously prepared reaction solution A was added dropwise and stirred at room temperature for 7 hours. After completion of the reaction, the aqueous layer was removed, and the reaction solution was washed with 50 mL of 5% aqueous sodium hydroxide solution three times, and then washed once with 50 g of 15% aqueous acetic acid solution. Subsequently, 100 mL of methanol was added to the solution, and the mixture was stirred at 10 ° C. for 2 hours. The obtained solid was filtered and dried. In this way, 10.2 g (yield 81%) of Intermediate 2 was obtained.

Synthesis of Exemplary Compound P-1 6.26 g (5 mmol) of Intermediate 2 was added to 30 mL of tetrahydrofuran and stirred at room temperature. Subsequently, 1.32 g (6 mmol) of zinc acetate dihydrate was added and stirred for 2 hours. Subsequently, 100 mL of methanol was added to the solution, and the mixture was further stirred at 0 ° C. for 2 hours. After completion of the reaction, the precipitated solid was filtered, and the filtrate was washed with methanol and dried. In this way, 6.4 g (yield 93%) of Exemplary Compound P-1 was obtained.
The details of ¹ H-NMR (CDCl ₃ ) are as follows: δ: 11.83 (s, 2H), 7.88 (d, 2H), 7.80 (d, 2H), 7.63 to 7.49. (M, 4H), 7.31 to 7.15 (m, 10H), 6.95 to 6.88 (m, 8H), 6.76 to 6.70 (m, 2H), 6.34 (s 1H), 5.89 (s, 2H), 5.62 (d, 4H), 1.77 (s, 3H), 1.27 to 1.16 (m, 6H), 1.00 to 0.00. 97 (m, 4H), 0.85 (s, 18H), 0.77 (s, 18H), 0.66 (d, 6H), 0.57 to 0.45 (m, 2H), 0.28 To 0.19 (m, 2H).

Further, for the obtained compound, the molar extinction coefficient (ε) in the chloroform solution was measured using a spectrophotometer UV-1800PC (manufactured by Shimadzu Corporation), and the absorbance at the maximum absorption wavelength (λmax) ( Abs) was normalized to 1.0 and the absorbance at 450 nm was evaluated.
Illustrative compound P-1 had a maximum absorption wavelength λmax of 563 nm and a molar extinction coefficient (ε) of 123000. The results of maximum absorption wavelength λmax and molar extinction coefficient (ε) are shown in Table 1 below.

Synthesis of Intermediate 3 To 30 g (223.7 mmol) of phthalide, 25.1 g of potassium hydroxide and 100 mL of toluene were added, and refluxed for 2 hours while dehydrating with Dean Stark. Subsequently, 73.8 g (447.3 mmol) of hexyl bromide was added and heated and stirred for 24 hours. After the reaction, 100 mL of NMP was added and stirred for 3 hours. After concentrating the toluene layer, 35.8 g of 50% aqueous sodium hydroxide solution, 100 mL of ethanol, and 30 mL of water were added and refluxed for 5 hours. After completion of the reaction, extraction with ethyl acetate was performed, and 20 g (yield 38%) of Intermediate 3 was obtained by silica gel column chromatography.

Synthesis of Intermediate 4 To 10 g (42.3 mmol) of Intermediate 3 were added 30 mL of tetrahydrofuran and 1 mL of dimethylformamide, and the mixture was stirred at room temperature. To this solution, 5.4 g (42.3 mmol) of oxalyl chloride was added dropwise and stirred at room temperature for 30 minutes to obtain a reaction solution B. Subsequently, 50 mL of NMP was added to 11.6 g (28.3 mmol) of Intermediate A synthesized by the method described in US Patent Application Publication No. 2008/0076044, and the mixture was stirred at room temperature. To this solution, the previously prepared reaction solution B was added dropwise and stirred at room temperature for 5 hours. After completion of the reaction, 200 mL of water was added and stirred for 1 hour, and then the resulting solid was filtered, and the filtrate was washed with methanol and dried. In this way, 12.7 g (yield 72%) of Intermediate 4 was obtained.

Synthesis of Intermediate 5 12.7 g (0.02 mol) of Intermediate 4 and 4.5 g (0.03 mol) of triethyl orthoformate were added to 25 mL of acetonitrile and stirred at room temperature. To this solution, 23 g of trifluoroacetic acid was added and stirred at room temperature for 5 hours. After completion of the reaction, the reaction solution was poured into a solution obtained by adding 18 g of sodium hydrogen carbonate to 400 mL of water, and 400 mL of ethyl acetate was added for separation and purification. After separation, the ethyl acetate layer was concentrated and further purified by silica gel column chromatography to obtain 5.1 g of Intermediate 5 (yield 40%).

Synthesis of Exemplified Compound P-7 3.8 g (3 mmol) of Intermediate 2 was added to 20 mL of tetrahydrofuran and stirred at room temperature, followed by 0.72 g (3.3 mmol) of zinc acetate dihydrate and stirring for 2 hours. did. After completion of the reaction, the reaction solution was concentrated and then heated and stirred with a 20% acetic acid methanol solution for 2 hours, and the precipitated solid was filtered and dried. In this way, 3.4 g (yield 81%) of Exemplary Compound P-7 was obtained.

The details of ¹ H-NMR (CDCl ₃ ) are δ: 11.63 (s, 2H), 7.77 (d, 2H), 7.70 (d, 2H), 7.58 to 7.40. (M, 4H), 7.28 to 7.13 (m, 10H), 6.31 (s, 1H), 5.86 (s, 2H), 5.00 (s, 4H), 3.48 ( t, 4H), 1.99 (s, 3H), 1.57 to 1.50 (m, 6H), 1.30 to 0.81 (m, 62H), 0.65 (d, 6H), 0 .50 to 0.46 (m, 2H) and 0.28 to 0.19 (m, 2H).

Further, when the maximum absorption wavelength λmax and the molar absorption coefficient (ε) were measured by the same method as in the case of the exemplary compound P-1, the maximum absorption wavelength λmax of the exemplary compound P-7 was 561 nm, The coefficient (ε) was 125000.

Synthesis of Intermediate 6 To 10 g (41 mmol) of 2-thiophenoxymethylbenzoic acid were added 20 mL of toluene and 0.5 mL of dimethylformamide, and the mixture was stirred at room temperature. Oxalyl chloride 5.5g (43mmol) was dripped with respect to this solution, and the reaction liquid C was obtained by stirring at room temperature for 1 hour. Subsequently, 8.8 g of sodium hydroxide was dissolved in 26.5 mL of water, 25 mL of toluene and 7.6 g (8.2 mmol) of intermediate 1 were added, and the mixture was stirred at 0 ° C. To this solution, the previously prepared reaction solution C was added dropwise, and the mixture was stirred at room temperature for 5 hours and at 60 ° C. for 2 hours. After completion of the reaction, the aqueous layer was removed, and the reaction solution was washed 3 times with 20 mL of 5% aqueous sodium hydroxide solution, and then washed once with 20 g of 15% aqueous acetic acid solution. Subsequently, after the reaction solution was concentrated, 100 mL of methanol was added and stirred for 1 hour, and then the obtained solid was filtered, further washed with acetonitrile, and dried. In this way, 9.7 g (92% yield) of Intermediate 6 was obtained.

Synthesis of Exemplified Compound P-16 Intermediate (2) (8.2 g, 6.4 mmol) was added to tetrahydrofuran (40 mL), and the mixture was stirred at room temperature, followed by zinc acetate dihydrate (1.6 g, 7.1 mmol). Stir for hours. Subsequently, 100 mL of methanol was added to the solution, and the mixture was further stirred at 0 ° C. for 2 hours. After completion of the reaction, the reaction solution was concentrated and then stirred with a methanol solution for 2 hours, and the precipitated solid was filtered and dried. Thus, 6.2 g (yield 69%) of Exemplary Compound P-16 was obtained.

The details of ¹ H-NMR (CDCl ₃ ) are as follows: δ: 11.56 (s, 2H), 7.72 to 7.69 (m, 4H), 7.35 to 7.00 (m, 24H) 6.36 (s, 1H), 5.87 (s, 2H), 4.89 to 4.85 (m, 2H), 4.44 to 4.40 (m, 2H), 1.92 (s) 3H), 1.26 to 1.16 (m, 6H), 1.00 to 0.96 (m, 4H), 0.84 to 0.78 (m, 36H), 0.66 (d, 6H) ), 0.57 to 0.41 (m, 2H), and 0.31 to 0.20 (m, 2H).
Further, when the maximum absorption wavelength λmax and the molar absorption coefficient (ε) were measured in the same manner as in the case of the exemplary compound P-1, the maximum absorption wavelength λmax of the exemplary compound P-16 was 562 nm, and the molar absorption The coefficient (ε) was 117000.

Synthesis of Intermediate 7 To 13.6 g (60 mmol) of 2-bibenzylcarboxylic acid were added 20 mL of toluene and 0.44 g of dimethylformamide, and the mixture was stirred at room temperature. To this solution, 7.2 g (60 mmol) of thionyl chloride was added dropwise and stirred at 50 ° C. for 1 hour to obtain a reaction solution D. Subsequently, 30 mL of toluene and 11.1 g (12 mmol) of intermediate 1 were added to 51.8 g (0.32 mol) of 25% aqueous sodium hydroxide solution, and the mixture was stirred at 10 ° C. To this solution, the previously prepared reaction solution D was added dropwise and stirred at room temperature for 5 hours. After completion of the reaction, the aqueous layer was removed, and the reaction solution was washed with 50 mL of 5% aqueous sodium hydroxide solution three times, and then washed once with 50 g of 15% aqueous acetic acid solution. Subsequently, 100 mL of methanol was added to the solution, and the mixture was stirred at 10 ° C. for 2 hours. The obtained solid was filtered and dried. In this way, 13.6 g (yield 91%) of Intermediate 7 was obtained.

Synthesis of Exemplified Compound P-26 2 g (1.6 mmol) of Intermediate 7 was added to 10 mL of tetrahydrofuran, stirred at room temperature, and subsequently 0.26 g (1.9 mmol) of zinc chloride dissolved in 5 mL of methanol was added for 2 hours. Stir. After completion of the reaction, the reaction solution was concentrated, 20 mL of 50% aqueous methanol solution was added, and the mixture was stirred at 60 ° C. for 2 hours, and the precipitated solid was filtered and dried. In this way, 2.1 g (yield 95%) of Exemplary Compound P-26 was obtained.

The details of ¹ H-NMR (CDCl ₃ ) are as follows: δ: 11.43 (s, 2H), 7.60 (d, 2H), 7.42 to 7.38 (m, 2H), 7.32 To 7.00 (m, 24H), 6.31 (s, 1H), 5.85 (s, 2H), 3.42 to 3.25 (m, 4H), 3.09 to 2.89 (m 4H), 1.25 to 1.17 (m, 6H), 0.99 to 0.95 (m, 4H), 0.82 (s, 18H), 0.77 (s, 18H),. 66 (d, 6H), 0.50 to 0.20 (m, 4H).

Further, when the maximum absorption wavelength λmax and the molar absorption coefficient (ε) were measured by the same method as in the case of the exemplary compound P-1, the maximum absorption wavelength λmax of the exemplary compound P-26 was 561 nm. The coefficient (ε) was 131000.

Evaluation of Solvent Solubility The following exemplary compound P-1, P-7, P-16, and P-26 were evaluated for solvent solubility. Evaluation methods and criteria are as follows. The results are shown in Table 1.

Evaluation Method and Criteria A sample solution in which propylene glycol monomethyl ether acetate was added and dissolved so as to obtain a concentration of 3% by mass was weighed for 30 minutes at room temperature. The presence or absence of insoluble matter in the sample solution after stirring was visually observed, and the case where no insoluble matter was observed was determined as “A”.
If insoluble matter is observed in the 3% by weight sample solution, prepare a 0.5% by weight sample solution in the same manner as the 3% by weight sample solution, and check whether there is any insoluble matter in the solution. It was observed visually. A case where insoluble matter was not observed in the sample solution having a concentration of 0.5% by mass was judged as “B”, and a case where insoluble matter was observed was judged as “C”.

Example 2
In addition to synthesizing each exemplified compound (specific metal complex compound) shown in Table 1 below by a method similar to the reaction scheme in Example 1, the identification, maximum absorption wavelength λmax and molar extinction coefficient are the same as in Example 1. Measurement of (ε) and solvent solubility were evaluated.
The measurement results are shown in Table 1 below together with the results of the respective exemplary compounds obtained in Example 1.

From the results shown in Table 1, it was found that the compound of the present invention has a high molar extinction coefficient (ε), a low absorbance at 450 nm, excellent color separation, and is suitable for a color filter.

Examples of Colored Composition and Color Filter Hereinafter, examples of color filters containing the specific metal complex compounds synthesized above, and examples of color filters obtained using the colored compositions and comparative examples are shown. .

Example 3
First, each component used for preparation of each coloring composition is shown below.
(S-1): C.I. I. Pigment Blue 15: 6 12.8 parts and acrylic pigment dispersant 7.2 parts were mixed with 80.0 parts of propylene glycol monomethyl ether acetate, and the pigment was sufficiently dispersed using a bead mill. Pigment dispersion (T-1) polymerizable compound: Kayalad DPHA (manufactured by Nippon Kayaku Co., Ltd.)
(U-1) Binder resin: benzyl methacrylate / methacrylic acid (75/25 [mass ratio]) copolymer (weight average molecular weight: 12,000) in propylene glycol monomethyl ether acetate solution (solid content: 40.0 mass%)
(V-1) Photopolymerization initiator: 2- (benzoyloxyimino) -1- [4- (phenylthio) phenyl] -1-octanone (V-2) Photopolymerization initiator: 2- (acetoxyimino) -4 -(4-Chlorophenylthio) -1- [9-ethyl-6- (2-methylbenzoyl) -9H-carbazol-3-yl] -1-butanone (W-1) photopolymerization initiation assistant: 4,4 '-Bis (diethylamino) benzophenone (X-1) Solvent: Propylene glycol monomethyl ether acetate (X-2) Solvent: Ethyl 3-ethoxypropionate (Y-1) Surfactant: Megafac F781-F (DIC Corporation ) Made)

Preparation of Colored Composition (Coating Liquid) Colored composition 1 was prepared by mixing the components shown in composition A below.
Composition A
Specific metal complex compound: Exemplified compound P-1 6.9 parts (dipyrromethene-based metal complex compound)
Pigment dispersion: (S-1) 43.0 parts Polymerizable compound: (T-1) 103.4 parts Binder resin: (U-1) 212.2 parts (Solid content conversion value: 84.9 parts)
Photopolymerization initiator: (V-1) 21.2 parts Photosensitizer: (W-1) 3.5 parts Organic solvent: (X-1) 71 9 parts-Organic solvent: (X-2) ... 3.6 parts-Surfactant: (Y-1) ... 0.06 parts

Production of Color Filter Using Colored Composition Colored composition 1 (color resist solution) is placed on a 100 mm × 100 mm glass substrate (1737, manufactured by Corning) with an x value of 0.150 as an index of color density. And then dried in an oven at 90 ° C. for 60 seconds (pre-baking). Thereafter, the film is exposed at 200 mJ / cm ² (illuminance 20 mW / cm ² ) with a high-pressure mercury lamp through a photomask having a mask hole width of 10 μm to 100 μm for resolution evaluation, and the coated film after exposure is exposed to an alkali developer CDK- 1 (manufactured by FUJIFILM Electronics Materials Co., Ltd.) was covered with a 1% aqueous solution, and pure water was sprayed in a shower to wash away the developer. Then, the coating film that has been exposed and developed as described above is heat-treated in an oven at 220 ° C. for 1 hour (post-baking) to form a colored colored cured film for color filter on the glass substrate, and coloring A filter substrate 1 (color filter 1) was produced.

Evaluation The following evaluation was performed on the color filter 1 obtained above. The evaluation results are shown in Table 2 below.
1. Light Resistance As a light resistance test, the color filter 1 was irradiated with a xenon lamp at 50,000 lux for 20 hours (equivalent to 1 million lux · h), and then the ΔE ^* ab value of the color difference before and after the light resistance test was measured. A smaller ΔE ^* ab value indicates better light resistance.
Criteria 5: ΔE ^* ab value <3
4: 3 ≦ ΔE ^* ab value <5
3: 5 ≦ ΔE ^* ab value <10
2: 10 ≦ ΔE ^* ab value <20
1: 20 ≦ ΔE ^* ab value

2. Luminance The luminance of the color filter 1 was measured using a microspectrophotometer OSP-SP200 manufactured by Olympus Corporation and evaluated by luminance (Y value). The higher the Y value, the better the performance as a color filter for a liquid crystal display.

3. Evaluation of surface unevenness On a glass substrate (EAGLE XG; manufactured by Corning), the colored composition 1 prepared above was applied by spin coating so that the thickness of the colored film after drying was 2.5 μm, and volatilized. After drying the components, a photosensitive colored film (colored composition layer) was formed by heating at 100 ° C. for 80 seconds.
The photosensitive colored film obtained above was cooled and then irradiated with i-line (wavelength 365 nm) to cure the colored film. An ultra-high pressure mercury lamp was used as the i-line light source, and the amount of irradiation light was 40 mJ / cm ² at this time. Next, the exposed colored film was developed with a 0.05% KOH aqueous solution for 40 seconds under a temperature condition of 25 ° C., and then the developer was washed away by rinsing with pure water.
Subsequently, the post-baking process was performed for 30 minutes at 230 degreeC with respect to the colored film after image development processing. The colored film after the post-baking treatment was observed using an optical microscope (MX-61L, manufactured by Olympus Corporation) at a bright field of 200 times for any unevenness in the colored film, and evaluated according to the following criteria. When unevenness is not confirmed with an optical microscope and the film is a uniform film, it is judged that the film has excellent resistance to thermal stress during post-baking.
Criteria A: Unevenness is not observed with an optical microscope.
B: Slight unevenness is observed with an optical microscope.
C: Remarkable unevenness is observed with an optical microscope.

4). Development residue As described above, the colored composition 1 was applied onto a glass substrate to form a photosensitive colored film, and then the photosensitive colored film was exposed and cured. Next, a sodium bicarbonate / sodium carbonate aqueous solution adjusted to 23 ° C. and pH 12.0 was used as a developer, and the glass substrate having the colored film after exposure was immersed in the developer for 60 seconds, and then at 23 ° C. A substrate for residue evaluation was prepared by washing with ion-exchanged water.
A glass substrate having a colored film after development was measured with an ultraviolet-visible spectrophotometer (UV2400-PC, manufactured by Shimadzu Corporation), and the development residue was evaluated based on the maximum absorbance at 400 nm to 700 nm. Judgment criteria are as follows.
Criteria A: Maximum absorbance less than 0.05 B: Maximum absorbance 0.05 or more

Examples 4 to 24
In Example 3, Exemplified Compound P-1 used for the preparation of Colored Composition 1 was replaced with each of the compounds shown in Table 2 (all compounds listed above as exemplary compounds of the specific metal complex compound), and the chromaticity matched. Thus, color filters 2 to 22 were produced in the same manner as in Example 3 except that the colored compositions 2 to 22 prepared by adjusting the ratio of the exemplary compound and the pigment dispersion (S-1) were used. did.
Evaluation was performed in the same manner as in Example 3 using the coloring compositions 2 to 22 and the color filters 2 to 22. The results are shown in Table 2.

Example 25
In Example 3, each component shown by the following composition B was mixed to prepare a colored composition 23, and the same procedure as in Example 3 was performed except that the colored composition 23 was used instead of the colored composition 1. A color filter 23 was obtained.
Evaluation was performed in the same manner as in Example 3 using the coloring composition 23 and the color filter 23. The results are shown in Table 2.

Composition B
Specific metal complex compound: Exemplified compound P-1 6.9 parts Pigment dispersion: (S-1) 43.0 parts Polymerizable compound: (T-1) 103 4 parts / binder resin): (U-1) 212.2 parts (in terms of solid content: 84.9 parts)
Photopolymerization initiator: (V-2) 21.2 parts Photosensitizer: (W-1) 3.5 parts Organic solvent: (X-1) 71 9 parts-Organic solvent: (X-2) ... 3.6 parts-Surfactant: (Y-1) ... 0.06 parts

Examples 26-28
In Example 25, Exemplified Compound P-1 used for the preparation of Colored Composition 23 was replaced with each of the compounds shown in Table 2 (all compounds listed above as exemplary compounds of the specific metal complex compound), and the chromaticity matched. Thus, color filters 24 to 26 were obtained in the same manner as in Example 25 except that the coloring compositions 24 to 26 were prepared by adjusting the ratio of the exemplary compound and the pigment dispersion (S-1).
Evaluation was performed in the same manner as in Example 3 using the coloring compositions 24-26 and the color filters 24-26. The results are shown in Table 2.

Example 29
In Example 3, the components shown in the following composition C were mixed to prepare a colored composition 27, and the same procedure as in Example 3 was performed except that the colored composition 27 was used instead of the colored composition 1. A color filter 27 was obtained.
Evaluation was performed in the same manner as in Example 3 using the coloring composition 27 and the color filter 27. The results are shown in Table 2.

Composition C
Specific metal complex compound: Exemplified compound P-7 4.7 parts Pigment dispersion: (S-1) 42.1 parts The following compound (5) 2.3 parts

Polymerizable compound: (T-1) ... 103.4 parts Binder resin: (U-1) ... 212.2 parts (solid content conversion value: 84.9 parts)
Photopolymerization initiator (V-2) 21.2 parts Photosensitizer: (W-1) 3.5 parts Organic solvent: (X-1) 71.9 Parts · Organic solvent: (X-2) ··· 3.6 parts · Surfactant: (Y-1) ··· 0.06 parts

Example 30
In the preparation of the coloring composition 27 of Example 29, the color filter 28 was prepared in the same manner as in Example 29 except that the coloring composition 28 was prepared by replacing the example compound P-7 with the example compound P-26. Obtained.
Evaluation was performed in the same manner as in Example 3 using the coloring composition 28 and the color filter 28. The results are shown in Table 2.

Comparative Examples 1 to 4
In the preparation of the coloring composition 1 of Example 3, Exemplified Compound P-1 was replaced with each of the Comparative Compounds shown in Table 2, and the ratio of the Comparative Compound to the Pigment Dispersion Liquid (S-1) was adjusted so that the chromaticity matched. Color filters C1 to C4 were obtained in the same manner as in Example 3 except that the comparative coloring compositions C1 to C4 were prepared.
Evaluation was performed in the same manner as in Example 3 using the coloring compositions C1 to C4 and the color filters C1 to C4. The results are shown in Table 2.

Details of Comparative Compounds 1 and 2 shown in Table 2 are as follows.
The solvent solubility of Comparative Compounds 1 and 2 evaluated in the same manner as the specific metal complex compound such as Exemplified Compound P-1 was “B” for Comparative Compound 1 and “C” for Comparative Compound 2. .

Comparative Example 5
In the preparation of the coloring composition 23 of Example 25, the exemplified compound P-1 was converted to C.I. I. A color filter C5 was obtained in the same manner as in Example 25 except that the colored composition C5 was prepared in place of Acid Violet 17.
Evaluation was performed in the same manner as in Example 3 using the coloring composition C5 and the color filter C5. The results are shown in Table 2.

Comparative Example 6
In the preparation of the coloring composition 27 of Example 29, Exemplified Compound P-7 was converted to C.I. I. A color filter C6 was obtained in the same manner as in Example 29 except that the colored composition C6 was prepared in place of the Acid Violet 49.
Evaluation was performed in the same manner as in Example 3 using the coloring composition C6 and the color filter C6. The results are shown in Table 2.

As shown in Table 2, the color filter of each Example using a specific metal complex compound has a very high luminance as compared with the color filters of Comparative Examples 1-2, 5-6 using a conventionally known compound. (Y value). Further, it is clear that each example using a specific metal complex compound is superior in surface unevenness and development residue improvement as compared with Comparative Examples 3 and 4 using a conventionally known dipyrromethene metal complex compound. became.
Therefore, by providing the color filter of the present embodiment, it is expected that an image display device and a solid-state image sensor that display images with vivid coloring and high contrast are obtained.

Based on the above results, the color filter produced using the colored composition containing the specific metal complex compound has fastness (light resistance) and good hue, and excellent performance in improving surface unevenness and development residue. Therefore, it can be said that the specific metal complex compound is a highly versatile dye compound.

The disclosure of Japanese Patent Application No. 2012-234915 is incorporated herein by reference in its entirety.
All documents, patent applications, and technical standards mentioned in this specification are to the same extent as if each individual document, patent application, and technical standard were specifically and individually described to be incorporated by reference, Incorporated herein by reference.

Claims

A coloring composition containing at least one compound selected from the group consisting of a compound represented by the following general formula (1) and tautomers thereof.

In general formula (I), R 1 to R 8 each independently represents a hydrogen atom or a monovalent substituent. R 9 represents a hydrogen atom, a halogen atom, an alkyl group, an aryl group, or a heterocyclic group. R 10 and R 11 each independently represent a hydrogen atom, a halogen atom, an alkyl group, or an alkoxy group. Ma represents a metal or a metal compound. X represents a group capable of binding to Ma. n1 and n2 each independently represents an integer of 1 to 8.
The colored composition according to claim 1, wherein, in the general formula (I), Ma represents Fe, Zn, Co, V═O, or Cu.
Furthermore, the coloring composition of Claim 1 or Claim 2 containing a polymeric compound and a photoinitiator.
The colored composition according to any one of claims 1 to 3, further comprising a pigment or an anthraquinone compound, or containing both a pigment and an anthraquinone compound.
The colored composition according to claim 4, wherein the anthraquinone compound is a compound represented by the following general formula (II).

In general formula (II), R 11a and R 12a each independently represent a hydrogen atom, an alkyl group, an aryl group, or a heterocyclic group. However, R 11a and R 12a do not represent a hydrogen atom at the same time. n11 represents an integer of 1 to 4.
In the general formula (I), R 1 and R 4 each independently represent an alkoxycarbonyl group, an aryloxycarbonyl group, a carbamoyl group, a cyano group, an imide group, or a carbamoylsulfonyl group, and R 2 and R 3 are Each independently represents an alkyl group or an aryl group, and R 5 and R 6 each independently represent an alkyl group, an aryl group, an alkoxy group, an aryloxy group, an alkylthio group, or an arylthio group, and R 7 , R The colored composition according to any one of claims 1 to 5, wherein 8 , R 9 , R 10 , and R 11 represent a hydrogen atom.
A color filter formed using the colored composition according to any one of claims 1 to 6.
A step of applying the colored composition according to any one of claims 1 to 6 on a support to form a colored composition layer, and exposing the formed colored composition layer to a pattern. And a step of developing to form a colored region.
An image display device comprising the color filter according to claim 7 or the color filter produced by the method for producing a color filter according to claim 8.
A solid-state imaging device comprising the color filter according to claim 7 or the color filter produced by the method for producing a color filter according to claim 8.
A compound represented by the following general formula (I) or a tautomer thereof.

In general formula (I), R 1 to R 8 each independently represents a hydrogen atom or a monovalent substituent. R 9 represents a hydrogen atom, a halogen atom, an alkyl group, an aryl group, or a heterocyclic group. R 10 and R 11 each independently represent a hydrogen atom, a halogen atom, an alkyl group, or an alkoxy group. Ma represents a metal or a metal compound. X represents a group capable of binding to Ma. n1 and n2 each independently represents an integer of 1 to 8.
In the general formula (I), R 1 and R 4 each independently represent an alkoxycarbonyl group, an aryloxycarbonyl group, a carbamoyl group, a cyano group, an imide group, or a carbamoylsulfonyl group, and R 2 and R 3 are Each independently represents an alkyl group or an aryl group, and R 5 and R 6 each independently represent an alkyl group, an aryl group, an alkoxy group, an aryloxy group, an alkylthio group, or an arylthio group, and R 7 , R The compound according to claim 11 , wherein R 8 , R 9 , R 10 , and R 11 represent a hydrogen atom or a tautomer thereof.