JP2014038166A - Colored curable composition, color filter, method for manufacturing color filter and display device - Google Patents

Abstract

Disclosed is a colored curable composition which can form a cured product having high luminance and suppressing elution of a dye.
SOLUTION: (A) a specific dye, (B) a green pigment, (C) a structural unit (c1) having a carboxyl group in a side chain, and at least a part of the structural unit (c1) have the following general formula ( a structural unit (c2) formed by adding at least one compound selected from the compound represented by i) and the compound represented by the following general formula (ii); and (D) A colored curable composition containing a polymerizable compound and (E) a solvent.

[Selection figure] None

Description

  The present invention relates to a colored curable composition, a color filter, a method for producing a color filter, and a display device.

  In recent years, the enlargement of liquid crystal display devices (hereinafter referred to as LCDs) and organic EL display devices has progressed in applications such as display monitors for personal computers and televisions, and color reproducibility is emphasized in these display devices. For this reason, colorants for color filters are required to have higher image quality, that is, improved color purity, luminance, and contrast, in addition to the conventional luminance improvement.

  In response to the above requirements, an alkali-soluble resin, a polymerizable compound, a photopolymerization initiator, and other components are further added to the pigment composition having a finer particle diameter of the pigment to obtain a photocurable colored curable composition. A color filter in which a colored pattern of red, green, blue, etc. is formed on a transparent substrate such as glass by using a photolithographic method has been developed and put into practical use.

  On the other hand, in order to obtain higher luminance, a method using a dye as a coloring material has been proposed. As dyes, various structures such as dipyrromethene dyes, pyrimidine azo dyes, pyrazole azo dyes, xanthene dyes, triarylmethane dyes, and the like have been proposed (for example, see Patent Documents 1 to 4). .

  However, most of these dyes are colored in an association state of molecules or a size close to that in the film. Therefore, even after patterning the colored curable composition, the dye molecules can move freely in the film to some extent. This characteristic can be particularly problematic for color filters. That is, when a colored pattern comes into contact with a solvent (mostly through an ITO layer) in a color filter manufacturing process, a dye molecule is eluted and a failure that changes color is likely to occur. This difficulty in causing discoloration upon contact with a solvent is referred to as solvent resistance or chemical resistance, and is important as one of the performance indicators of colored curable compositions for use in color filters (see, for example, Non-Patent Document 1). .

  On the other hand, in Patent Document 5, for example, by using a binder having a double bond in the side chain in a colored curable composition having a dye, the curability of the colored pattern is enhanced and various characteristics of the color filter are improved. Technology is introduced.

JP 2008-292970 A JP 2007-039478 A Japanese Patent Laid-Open No. 06-230210 JP 2010-256598 A Japanese Patent No. 4090292

Revised version of color TFT LCD, Yamazaki et al., Kyoritsu Shuppan, 2005

Although it is possible to obtain a color filter exhibiting a certain performance even with the above-described prior art, further performance improvement is desired due to the recent increase in performance requirements for LCDs.
The present invention has been made in view of the above problems, and a colored curable composition that can form a cured product that has high brightness and suppresses elution of the dye by using a specific dye. It is a problem to obtain. It is another object of the present invention to provide a color filter, a color filter manufacturing method, and a display device using the colored curable composition.

Specific means for achieving the above object are as follows.
<1> (A) At least selected from the group consisting of a compound represented by the following general formula (I), a compound represented by the following general formula (II), and a compound represented by the following general formula (III) A kind of color material, (B) a green pigment, (C) a structural unit (c1) having a carboxyl group in the side chain, and at least a part of the structural unit (c1) are represented by the following general formula (i): And a structural unit (c2) obtained by adding at least one compound selected from the compounds represented by the following general formula (ii), an alkali-soluble resin, and (D) a polymerizable compound, (E) A colored curable composition containing a solvent.

(In the general formula (I), R ¹ , R ² , R ³ and R ⁴ are each independently a hydrogen atom, alkyl group, alkoxy group, alkoxycarbonyl group, carbamoyl group, sulfamoyl group, sulfonylamino group, carbonyl group. An amino group, a cyano group, an aryl group, or a heteroaryl group is represented, and two R ^{1 s} and R ^{2 s} that are present in the molecule may be the same as or different from each other.
In the general formula (II), R ⁴ , R ⁵ , R ⁶ , R ⁷ and R ⁸ are each independently a hydrogen atom, an alkyl group, an alkoxy group, an alkoxycarbonyl group, a carbamoyl group, a sulfamoyl group, a sulfonylamino group. , A carbonylamino group, a cyano group, an aryl group, or a heteroaryl group, and two R ^{5 s} present in the molecule may be the same or different. )

(In the general formula (III), R ¹⁷ and R ¹⁸ each independently represents a hydrogen atom or a monovalent substituent. R ¹⁹ represents a hydrogen atom, an aliphatic group, an aryl group, a heterocyclic group, or a carbamoyl group. Represents an alkoxycarbonyl group, an aryloxycarbonyl group, an acyl group, an alkylsulfonyl group, an arylsulfonyl group, or a sulfamoyl group, and Q represents a residue of a diazo component.)

(In general formula (i) and general formula (ii), Z represents a hydrogen atom or a methyl group.)

<2> The colored curable composition according to <1>, wherein the (C) alkali-soluble resin further includes a structural unit (c3) having a polycyclic alicyclic alkyl group in a side chain.

<3> The colored curable composition according to <2>, wherein the polycyclic alicyclic alkyl group is a tricyclodecanyl group or a dicyclopentadienyl group.

<4> The alkali-soluble resin (C) is described in any one of <1> to <3>, in which the content of the structural unit (c2) is 0.1% by mass or more and 70% by mass or less. Colored curable composition.

<5> A color filter in which a colored layer is formed using the colored curable composition according to any one of <1> to <4>.

<6> A colored layer forming step of forming the colored layer by applying the colored curable composition according to any one of <1> to <4> on a support;
An exposure step of exposing the formed colored layer in a pattern-like manner;
A developing step of forming a colored pattern by developing the colored layer after exposure;
The manufacturing method of the color filter which has this.

<7> A display device comprising the color filter according to <5> or the color filter obtained by the method for producing a color filter according to <6>.

  ADVANTAGE OF THE INVENTION According to this invention, the coloring curable composition which can form the hardened | cured material which has high brightness | luminance by using dye and suppresses elution of dye can be provided. Moreover, according to this invention, the color filter using the said colored curable composition, the manufacturing method of a color filter, and a display apparatus can be provided.

Hereinafter, the colored curable composition, the color filter, the method for producing the color filter, and the display device of the present invention will be described in detail.
The description of the constituent elements described below may be made based on typical embodiments of the present invention, but the present invention is not limited to such embodiments.

In the present specification, a numerical range represented by 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, the term “process” is not limited to an independent process, and is included in the term if the intended action of the process is achieved even when it cannot be clearly distinguished from other processes. .

In the present specification, “(meth) acrylate” represents acrylate and methacrylate, “(meth) acryl” represents acryl and methacryl, and “(meth) acryloyl” represents acryloyl and methacryloyl.
In the notation of group (atomic group) in this specification, the notation which does not describe substitution and unsubstituted includes the thing which has a substituent with the thing which does not have 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).
In this specification, the total solid content refers to the total mass of the components excluding the solvent from the total composition of the composition.

<Colored curable composition>
The colored curable composition of the present invention comprises (A) a compound represented by the following general formula (I), a compound represented by the following general formula (II), and a compound represented by the following general formula (III). At least one colorant selected from the group consisting of: (B) a green pigment; (C) the structural unit (c1) having a carboxyl group in the side chain; and at least a part of the structural unit (c1) A structural unit (c2) obtained by adding at least one compound selected from a compound represented by formula (i) and a compound represented by the following general formula (ii); D) A polymerizable compound and (E) a solvent are contained.

In general formula (I), R ¹ , R ² , R ³ , and R ⁴ are each independently a hydrogen atom, alkyl group, alkoxy group, alkoxycarbonyl group, carbamoyl group, sulfamoyl group, sulfonylamino group, carbonylamino group Represents a group, a cyano group, an aryl group, or a heteroaryl group, and ^two R ^{1 s} and R ^{2 s} that are present in the molecule may be the same as or different from each other.
In the general formula (II), R ⁴ , R ⁵ , R ⁶ , R ⁷ and R ⁸ are each independently a hydrogen atom, an alkyl group, an alkoxy group, an alkoxycarbonyl group, a carbamoyl group, a sulfamoyl group, a sulfonylamino group. , A carbonylamino group, a cyano group, an aryl group, or a heteroaryl group, and two R ^{5 s} present in the molecule may be the same or different.

In the general formula (III), R ¹⁷ and R ¹⁸ each independently represent a hydrogen atom or a monovalent substituent. R ¹⁹ represents a hydrogen atom, aliphatic group, aryl group, heterocyclic group, carbamoyl group, alkoxycarbonyl group, aryloxycarbonyl group, acyl group, alkylsulfonyl group, arylsulfonyl group or sulfamoyl group. Q represents a residue of a diazo component.

  In general formula (i) and general formula (ii), Z represents a hydrogen atom or a methyl group.

  The polymer having the specific structure (alkali-soluble resin) used in the colored curable composition of the present invention is at least one compound selected from the compounds represented by general formula (i) and general formula (ii) In the side chain, the alkali-soluble resin is polymerized by exposure and heat to form a cross-linked structure due to the carbon-carbon unsaturated bond group of the group. Since this cross-linked structure is formed, the diffusion coefficient of the coloring material in the film is lowered, and as a result, it is considered that the coloring material is prevented from swimming out.

  Below, each component which comprises the colored curable composition of this invention is demonstrated in detail.

[(A) Specific color material]
The colored curable composition of the present invention is selected from the group consisting of a compound represented by general formula (I), a compound represented by general formula (II), and a compound represented by general formula (III). Contains at least one kind of color material (hereinafter referred to as (A) specific color material).
First, the compound represented by the following general formula (I) and the compound represented by the following general formula (II) (yellow dye) will be described.

In general formula (I), R ¹ , R ² , R ³ , and R ⁴ are each independently a hydrogen atom, alkyl group, alkoxy group, alkoxycarbonyl group, carbamoyl group, sulfamoyl group, sulfonylamino group, carbonylamino group Represents a group, a cyano group, an aryl group, or a heteroaryl group, and ^two R ^{1 s} and R ^{2 s} that are present in the molecule may be the same as or different from each other.
In the general formula (II), R ⁴ , R ⁵ , R ⁶ , R ⁷ and R ⁸ are each independently a hydrogen atom, an alkyl group, an alkoxy group, an alkoxycarbonyl group, a carbamoyl group, a sulfamoyl group, a sulfonylamino group. , A carbonylamino group, a cyano group, an aryl group, or a heteroaryl group, and two R ^{5 s} present in the molecule may be the same or different.

The alkyl group represented by R ^{1 to} R ⁸ may further have a monovalent substituent, and may be linear, branched or cyclic. The total number of carbon atoms in the alkyl group is preferably 1-30, and more preferably 1-16. Specifically, for example, methyl group, ethyl group, butyl group, isopropyl group, t-butyl group, hydroxyethyl group, methoxyethyl group, cyanoethyl group, trifluoromethyl group, 3-sulfopropyl group, 4-sulfobutyl group And a cyclohexyl group.

The alkoxy group represented by R ^{1 to} R ⁸ is represented as —OR ^A (R ^A is an alkyl group), and R ^A is synonymous with the alkyl group represented by R ^{1 to} R ^8. It is the same.
The alkoxycarbonyl group represented by R ^{1 to} R ⁸ is represented as —COOR ^A (R ^A is an alkyl group), and R ^A is synonymous with the alkyl group represented by R ^{1 to} R ^8. Is the same.

The carbamoyl group represented by R ^{1 to} R ⁸ may further have a monovalent substituent, and the total carbon number of the carbamoyl group is preferably 1 to 30, and preferably 1 to 16. Further preferred. Specific examples include a methylcarbamoyl group, a dimethylcarbamoyl group, a phenylcarbamoyl group, and an N-methyl-N-phenylcarbamoyl group.

The sulfamoyl group represented by R ^{1 to} R ⁸ may further have a monovalent substituent, and the total carbon number of the sulfamoyl group is preferably 0 to 30, and preferably 0 to 16. Further preferred. Specific examples include a sulfamoyl group, a dimethylsulfamoyl group, and a di- (2-hydroxyethyl) sulfamoyl group.

The aryl group represented by R ^{1 to} R ⁸ may further have a monovalent substituent (excluding a heterocyclic group), and the total number of carbon atoms of the aryl group is preferably 6 to 30; More preferably, it is 6-16. Specifically, for example, phenyl group, 4-tolyl group, 4-methoxyphenyl group, 2-chlorophenyl group, 3- (3-sulfopropylamino) phenyl group, 4-sulfamoyl group, 4-ethoxyethylsulfamoyl Group, 3-dimethylcarbamoyl group and the like.

The heteroaryl group represented by R ^{1 to} R ⁸ has a structure in which a monovalent heterocyclic group is substituted for the above-described aryl group. The monovalent heterocyclic group that can be substituted with an aryl group may be saturated or unsaturated, and includes the following aromatic heterocyclic groups, such as a nitrogen atom, a sulfur atom, and an oxygen atom in the ring. Examples include those containing any of heteroatoms, which may further have a substituent, and preferably a heterocyclic group having 1 to 30 carbon atoms in total, and being a heterocyclic group having 1 to 15 carbon atoms. Further preferred. Specific examples include 2-pyridyl group, 2-thienyl group, 2-thiazolyl group, 2-benzothiazolyl group, 2-benzoxazolyl group, 2-furyl group and the like.

In the structure of the compound represented by the general formula (I) and the compound represented by the general formula (II), the monovalent substituent that R ^{1 to} R ⁸ may further contain is specifically Halogen atom, aliphatic group, aryl group, heterocyclic group, cyano group, carboxyl group, carbamoyl group, aliphatic oxycarbonyl group, aryloxycarbonyl group, acyl group, hydroxy group, aliphatic oxy group, aryloxy group, acyloxy Group, carbamoyloxy group, heterocyclic oxy group, amino group, aliphatic amino group, arylamino group, heterocyclic amino group, acylamino group, carbamoylamino group, sulfamoylamino group, aliphatic oxycarbonylamino group, aryloxy Carbonylamino group, aliphatic sulfonylamino group, arylsulfonylamino group, nitro group, aliphatic thio group An arylthio group, an aliphatic sulfonyl group, an arylsulfonyl group, a sulfamoyl group, a sulfo group, an imide group, or a heterocyclic thio group, preferably an aliphatic group, an aryl group, a heterocyclic group, a cyano group, a carbamoyl group, an aliphatic group Group oxycarbonyl group, aryloxycarbonyl group, acyl group, aliphatic oxy group, aryloxy group, aliphatic amino group, or arylamino group.

Substituents that are more preferable as the structures of the yellow dyes represented by formulas (I) and (II) will be described.
R ¹ in the general formula (I) and R ⁵ in the general formula (II) are preferably an alkyl group, an aryl group, or a cyano group, and the alkyl group and the aryl group may further have a substituent. Here, examples of the substituent that can be introduced into the alkyl group and the aryl group include an alkoxy group, a thioalkoxy group, a cyano group, and a halogen atom.
More preferably, R ¹ in the general formula (I) and R ⁵ in the general formula (II) include a t-butyl group, a phenyl group, or an o-methylphenyl group.
R ³ in general formula (I) is preferably a hydrogen atom, and R ⁴ in general formula (I) and general formula (II) is preferably a hydrogen atom or a methyl group, more preferably hydrogen. Is an atom.
R ² in the general formula (I) and R ⁷ and R ⁸ in the general formula (II) are each independently a hydrogen atom, an alkyl group, an alkoxy group, an alkoxycarbonyl group, a carbamoyl group, a sulfamoyl group, a sulfonylamino group. Any of a group, a carbonylamino group, a cyano group, an aryl group, and a heteroaryl group, the substituted alkyl group, PEO chain (polyethylene oxide chain), PPO chain (polypropylene oxide chain), ammonium in the structure It is preferably an alkoxycarbonyl group, carbamoyl group, sulfamoyl group, sulfonylamino group or carbonylamino group having a partial structure selected from a salt and a polymerizable group, more preferably a sulfonylamino having the partial structure. It is a group.
A plurality of R ¹ and R ² present in the molecule may be the same or different from each other, but are preferably the same in terms of synthesis suitability.

R ⁶ in the general formula (II) is preferably a hydrogen atom.

  Among the yellow dyes represented by the general formula (I) and the general formula (II), the compound represented by the general formula (I) is a compound represented by the following general formula (IV). In a more preferred embodiment, the compound represented by the formula (II) is a compound represented by the following general formula (V).

In the general formula ^(IV), R 1, ^{R 3,} and ^{R 4} are ^R 1, ^{R 3,} respectively, in formula (I), and the ^{R 4} synonymous, and preferred examples are also the same. R ⁹ and R ¹¹ each independently represent an alkyl group, an aryl group, or a heteroaryl group, and R ¹⁰ and R ¹² each independently represent a hydrogen atom, a methyl group, or an ethyl group.
R ¹⁰ and R ¹² are each preferably a hydrogen atom. R ⁹ and R ¹¹ are each a substituted or unsubstituted alkyl group, or a moiety selected from a PEO chain (polyethylene oxide chain), a PPO chain (polypropylene oxide chain), an ammonium salt, and a polymerizable group It is preferably an alkyl group having a structure, an aryl group, or a heteroaryl group, more preferably an alkyl group having 2 to 8 carbon atoms, or a substituted alkyl group having a methacrylic acid group on the alkyl chain.

In the general formula ^(V), R 4, ^{R 5,} and ^{R 6} is ^R 4, ^{R 5} in the general formula (II), respectively, and the ^{R 6} synonymous, and preferred examples are also the same. R ¹³ and R ¹⁵ each independently represents an alkyl group, an aryl group, or a heteroaryl group, and R ¹⁴ and R ¹⁶ each independently represent a hydrogen atom, a methyl group, or an ethyl group.
R ¹⁴ and R ¹⁶ are each preferably a hydrogen atom. R ¹³ and R ¹⁵ are substituted alkyl groups, or alkyl groups having a partial structure selected from a PEO chain (polyethylene oxide chain), a PPO chain (polypropylene oxide chain), an ammonium salt, and a polymerizable group, aryl It is preferably a group or a heteroaryl group, more preferably an alkyl group having 2 to 8 carbon atoms, or a substituted alkyl group having a methacrylic acid group on the alkyl chain.

Specific examples of yellow dyes represented by formulas (I) and (II) used in the present invention are shown below.
Examples of the yellow dye represented by the general formula (I) or the yellow dye represented by the general formula (IV) which is a preferred embodiment thereof include the following exemplary compounds (B-1) to (B-9) and ( B-17), and examples of the yellow dye represented by the general formula (II) or the yellow dye represented by the general formula (V) which is a preferred embodiment thereof include (B-10) to (B B-11) may be mentioned, but the present invention is not limited to these.

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

In the general formula (III), R ¹⁷ and R ¹⁸ each independently represent a hydrogen atom or a monovalent substituent. R ¹⁹ represents a hydrogen atom, an aliphatic group, an aryl group, a heterocyclic group, a carbamoyl group, an alkoxycarbonyl group, an aryloxycarbonyl group, an acyl group, an alkylsulfonyl group, an arylsulfonyl group, or a sulfamoyl group. Q represents a residue of a diazo component.

Specifically, the monovalent substituents represented by R ¹⁷ and R ¹⁸ are each independently a halogen atom, aliphatic group, aryl group, heterocyclic group, cyano group, carboxyl group, carbamoyl group, aliphatic group. Oxycarbonyl group, aryloxycarbonyl group, acyl group, hydroxy group, aliphatic oxy group, aryloxy group, acyloxy group, carbamoyloxy group, heterocyclic oxy group, amino group, aliphatic amino group, arylamino group, heterocyclic ring Amino group, acylamino group, carbamoylamino group, sulfamoylamino group, aliphatic oxycarbonylamino group, aryloxycarbonylamino group, aliphatic sulfonylamino group, arylsulfonylamino group, nitro group, aliphatic thio group, arylthio group , Aliphatic sulfonyl group, arylsulfonyl group, sulfamo Represents an alkyl group, a sulfo group, an imide group, or a heterocyclic thio group, an aliphatic group, an aryl group, a heterocyclic group, a cyano group, a carbamoyl group, an aliphatic oxycarbonyl group, an aryloxycarbonyl group, an acyl group, an aliphatic group An oxy group, an aryloxy group, an aliphatic amino group, and an arylamino group are preferred mainly from the viewpoint of imparting solubility. Each of these groups may be further substituted.

The aliphatic group represented by R ^{17 to} R ¹⁹ may have a substituent, may be saturated or unsaturated, and may be linear or branched. May also be annular. Specific examples include an alkyl group, a substituted alkyl group, an alkenyl group, a substituted alkenyl group, an alkynyl group, a substituted alkynyl group, an aralkyl group, and a substituted aralkyl group. The total number of carbon atoms in the aliphatic group is preferably 1-30, and more preferably 1-16. Specific examples of the aliphatic group include, for example, methyl group, ethyl group, butyl group, isopropyl group, t-butyl group, hydroxyethyl group, methoxyethyl group, cyanoethyl group, trifluoromethyl group, 3-sulfopropyl group, Examples include 4-sulfobutyl group, cyclohexyl group, benzyl group, 2-phenethyl group, vinyl group, and allyl group.

The aryl group represented by R ^{17 to} R ¹⁹ may have a substituent, and an aryl group having 6 to 30 carbon atoms is preferable, and an aryl group having 6 to 16 carbon atoms is more preferable. Specifically, for example, phenyl group, 4-tolyl group, 4-methoxyphenyl group, 2-chlorophenyl group, 3- (3-sulfopropylamino) phenyl group, 4-sulfamoyl group, 4-ethoxyethylsulfamoyl Group, 3-dimethylcarbamoyl group and the like.

The heterocyclic group represented by R ^{17 to} R ¹⁹ may be saturated or unsaturated, includes the following aromatic heterocyclic group, and includes a nitrogen atom, a sulfur atom, an oxygen atom, etc. in the ring. In which any one of the above heteroatoms is included, may further have a substituent, and is preferably a heterocyclic group having 1 to 30 carbon atoms in total, and a heterocyclic group having 1 to 15 carbon atoms in total. It is further preferable that Specific examples include a 2-pyridyl group, a 2-thienyl group, a 2-thiazolyl group, a 2-benzothiazolyl group, a 2-benzoxazolyl group, and a 2-furyl group.

The carbamoyl group represented by R ^{17 to} R ¹⁹ may have a substituent, preferably a carbamoyl group having 1 to 30 carbon atoms, and more preferably a carbamoyl group having 1 to 16 carbon atoms. . Specific examples include a methylcarbamoyl group, a dimethylcarbamoyl group, a phenylcarbamoyl group, and an N-methyl-N-phenylcarbamoyl group.

The aliphatic oxycarbonyl group represented by R ^{17 to} R ¹⁹ may have a substituent, may be saturated or unsaturated, and may be linear or branched. It may be cyclic or cyclic, and is preferably an aliphatic oxycarbonyl group having 2 to 30 carbon atoms, and more preferably an aliphatic oxycarbonyl group having 2 to 16 carbon atoms. Specific examples include a methoxycarbonyl group, an ethoxycarbonyl group, and a 2-methoxyethoxycarbonyl group.

The aryloxycarbonyl group represented by R ^{17 to} R ¹⁹ may have a substituent, preferably an aryloxycarbonyl group having 7 to 30 carbon atoms, and an aryloxycarbonyl group having 7 to 16 carbon atoms. Is more preferable. Specific examples include a phenoxycarbonyl group, a 4-methylphenoxycarbonyl group, and a 3-chlorophenoxycarbonyl group.

The acyl group represented by R ^{17 to} R ¹⁹ includes an aliphatic carbonyl group, an arylcarbonyl group, and a heterocyclic carbonyl group, and preferably has a total carbon number of 1 to 30, and has a total carbon number of 1 The aspect which is -16 is still more preferable. Specific examples include an acetyl group, a methoxyacetyl group, a thienoyl group, and a benzoyl group.

The aliphatic sulfonyl group represented by R ^{17 to} R ¹⁹ may have a substituent, may be saturated or unsaturated, and may be linear or branched. Alternatively, an embodiment having 1 to 30 total carbon atoms is preferable, and an embodiment having 1 to 16 total carbon atoms is more preferable. Specific examples include a methanesulfonyl group, a methoxymethanesulfonyl group, and an ethoxyethanesulfonyl group.

The arylsulfonyl group represented by R ^{17 to} R ¹⁹ may have a substituent, and an embodiment having a total carbon number of 6 to 30 is preferable, and an embodiment having a total carbon number of 6 to 18 is more preferable. Specific examples include a benzenesulfonyl group and a toluenesulfonyl group.

The sulfamoyl group represented by R ^{17 to} R ¹⁹ may have a substituent, and an embodiment having 0 to 30 total carbon atoms is preferable, and an embodiment having 0 to 16 total carbon atoms is more preferable. Specific examples include a sulfamoyl group, a dimethylsulfamoyl group, and a di- (2-hydroxyethyl) sulfamoyl group.

The imide group represented by R ^{17 to} R ¹⁹ may have a substituent, and a 5- to 6-membered imide group is preferable. Moreover, the aspect whose total carbon number of an imide group is 4-30 is preferable, and the aspect whose total carbon number is 4-20 is still more preferable. Specifically, a succinimide group, a phthalimide group, etc. are mentioned, for example.

The residue of the diazo component represented by Q means the residue of the diazo component “Q—NH ₂ ”. In particular, from the viewpoint of target color reproducibility, Q is preferably an aryl group or an aromatic heterocyclic group.
Here, the aromatic heterocyclic group is an aromatic ring containing any of hetero atoms such as a nitrogen atom, a sulfur atom, and an oxygen atom in the ring, and a 5- to 6-membered ring is preferable. The total number of carbon atoms in the aromatic heterocyclic group is preferably 1 to 25, and more preferably 1 to 15 carbon atoms. Specific examples of the aromatic heterocycle include pyrazole group, 1,2,4-triazole group, isothiazole group, benzoisothiazole group, thiazole group, benzothiazole group, oxazole group, 1,2,4 thiadiazole group. Etc.

In particular, the compound represented by the general formula (III) preferably has the following mode.
That is, R ¹⁷ is a cyano group, an aliphatic oxycarbonyl group or a carbamoyl group, R ¹⁸ is an aliphatic group, and R ¹⁹ is an aliphatic group, an acyl group, an aryl group, an aliphatic carbonyl group, an aliphatic sulfonyl group. Or an arylsulfonyl group, and Q is an aryl group.

  Hereinafter, examples of the yellow dye represented by the general formula (III) include the following exemplary compounds (B-12) to (B-16) and (B-18). The present invention is not limited to these.

(A) The usage-amount of a specific color material should just be a range which does not impair the performance as a colored curable composition, 5-70 mass% is preferable with respect to the total solid content in a colored curable composition, 10 More preferably, it is -60 mass%.
(A) The specific color material is at least selected from the group consisting of a compound represented by general formula (I), a compound represented by general formula (II), and a compound represented by general formula (III). A kind of coloring material needs to be used, but the combination is not particularly limited. For example, when one type of color material is used as the specific color material (A), the compound represented by the general formula (I), the compound represented by the general formula (II), or the general formula (III) The compounds represented are used. (A) When two kinds of color materials are used as the specific color material, the combination of the compound represented by the general formula (I) and the compound represented by the general formula (II), Or a combination of a compound represented by the general formula (III), a compound represented by the general formula (II), and a compound represented by the general formula (III). The compound represented by two types of general formula (I), the compound represented by two types of general formula (II), or the compound represented by two types of general formula (III) may be sufficient.
When (A) another color material is used in combination with the specific color material, it is desirable that the amount used of (A) the specific color material and all the color materials including the following (B) green pigment is in the above range.
If the ratio of the color material to the total solid content in the colored curable composition is 70% by mass or less, the use of components other than the color material is not limited, and desired performance can be exhibited. If the ratio of the coloring material to the total solid content in the colored curable composition is 5% by mass or more, sufficient coloring can be obtained.
In addition, the ratio of (A) specific color material to all the color materials is determined according to the target color of the colored cured film formed by the colored curable composition of the present invention.

[(B) Green pigment]
The colored curable composition of the present invention is characterized by containing (B) a green pigment for toning in addition to (A) the specific color material. Examples of the (B) green pigment include Pigment Green 7, Pigment Green 36, Pigment Green 37, Pigment Green 58, and the like. Among these, Pigment Green 58 is preferable in that the brightness of the colored cured film to be formed is good.

  (B) The green pigment is preferably used as a pigment dispersion if necessary. In this case, a dispersion can be prepared by mixing the pigment with a solvent, a dispersant, a pigment derivative, and the like and dispersing by a known method. In order to obtain higher brightness and contrast, it is also preferable to atomize the pigment in advance. About the preparation method of a pigment dispersion, it can manufacture according to the method as described in the books, such as the latest "pigment dispersion" business know-how and example collection, technical information association, (2005), for example.

  In addition, the ratio of the (B) green pigment which occupies for all the color materials is determined according to the target color of the colored cured film formed with the colored curable composition of this invention.

[Other color materials]
If necessary, the colored curable composition of the present invention may further include (A) a specific color material and other color material having a hue or structure different from that of the above-described (B) green pigment for the purpose of adjusting the hue. You may contain. Such a color material may be selected from known dye compounds, pigment compounds, and dispersions thereof, and a plurality of color materials can be used in combination as long as the target hue is not adversely affected. .

  Examples of the dye compound that can be used in the present invention include an anthraquinone type (for example, an anthraquinone compound described in JP-A No. 2001-10881), a phthalocyanine type (for example, a phthalocyanine compound described in US 2008 / 0076044A1), and a xanthene type. (For example, C.I. Acid Red 289), triarylmethane series (for example, C.I. Acid Blue 7), C.I. Acid Blue 83 (C.I. Acid Blue 83), C.I. Acid Blue 90 (C.I. Acid Blue 90), C.I. Solvent Blue 38 (C.I. Solvent Blue 38), C.I. Acid Blue 17 (C.I.A ci acid Violet 17), C.I. Acid Violet 49, C.I. Acid Green 3 (C.I. Acid Green 3), methine dyes, and the like.

Examples of pigment compounds that can be used in the present invention include perylene, perinone, quinacridone, quinacridonequinone, anthraquinone, anthanthrone, benzimidazolone, disazo condensation, disazo, azo, indanthrone, phthalocyanine, triarylcarbonium, dioxazine, amino Anthraquinone, diketopyrrolopyrrole, indigo, thioindigo, isoindoline, isoindolinone, pyranthrone, quinophthalone, or isoviolanthrone.
More specifically, for example, perylene compound pigments such as Pigment Red 190, Pigment Red 224, and Pigment Violet 29, perinone compound pigments such as Pigment Orange 43, and Pigment Red 194, Pigment Violet 19, and Pigment Violet. 42, Pigment Red 122, Pigment Red 192, Pigment Red 202, Pigment Red 207, Pigment Red 209, or other quinacridone compound pigments, Pigment Red 206, Pigment Orange 48, Pigment Orange 49, or the like Quinacridone quinone compound pigments, anthraquinone compound pigments such as Pigment Yellow 147, anthanthrone compound pigments such as Pigment Red 168, pigments Benzimidazolone compound pigments such as Pigment Brown 25, Pigment Violet 32, Pigment Orange 36, Pigment Yellow 120, Pigment Yellow 180, Pigment Yellow 181, Pigment Orange 62, or Pigment Red 185; Yellow 93, Pigment Yellow 94, Pigment Yellow 95, Pigment Yellow 128, Pigment Yellow 166, Pigment Orange 34, Pigment Orange 13, Pigment Orange 31, Pigment Red 144, Pigment Red 166, Pigment Red Red 220, Pigment Red 221, Pigment Red 242, Pigment Red 248, Pigment Red 262, or Pigment Disazo condensation compound pigments such as Brown 23,

  Pigment Yellow 13, Pigment Yellow 83, or Pigment Yellow 188 disazo compound pigments, Pigment Red 187, Pigment Red 170, Pigment Yellow 74, Pigment Yellow 150, Pigment Red 48, Pigment Red 53 Pigment Orange 64, Pigment Red 247 and other azo compound pigments, Pigment Blue 60 and other Indantron compound pigments, Pigment Blue 16, Pigment Blue 75 and Pigment Blue 15 and other phthalocyanine compound pigments, Pigment -Triarylcarbonium compound pigments such as Blue 56 or Pigment Blue 61, Pigment Violet 23, Pigment Violet 37, etc. Oxazine compound pigments, aminoanthraquinone compound pigments such as Pigment Red 177, diketopyrrolo such as Pigment Red 254, Pigment Red 255, Pigment Red 264, Pigment Red 272, Pigment Orange 71, or Pigment Orange 73 Pyrrole compound pigments, thioindigo compound pigments such as pigment red 88, isoindoline compound pigments such as pigment yellow 139 and pigment orange 66, isoindolinone compound pigments such as pigment yellow 109 or pigment orange 61, pigment Pyrantron compound pigments such as Orange 40 or Pigment Red 216, quinophthalone compound pigments such as Pigment Yellow 138, or Pigment Isoviolanthrone compound pigments Oretto 31, and the like.

  The other colorant used in the present invention is preferably a red or yellow hue from the viewpoint of being suitable for color filter applications. Specifically, for example, Pigment Red 254, Pigment Yellow 138, Pigment Yellow 150 Etc.

[(C) Specific resin]
The colored curable composition of the present invention includes a structural unit (c1) having a carboxyl group in a side chain, a compound represented by the following general formula (i) and at least a part of the structural unit (c1) and the following general formula: An alkali-soluble resin (hereinafter sometimes referred to as (C) specific resin) comprising a structural unit (c2) formed by adding at least one compound selected from the compounds represented by (ii). It is characterized by comprising.

  In general formula (i) and general formula (ii), Z represents a hydrogen atom or a methyl group.

  The above-mentioned (C) specific resin is hardly colored by heat treatment. Therefore, the colored curable composition of this invention is used suitably for preparation of a color filter. For example, when a color filter pixel is formed by heating and curing the colored curable composition of the present invention, a color filter having high luminance can be obtained.

  Below, the detail of (C) specific resin is demonstrated.

[Structural unit (c1)]
The structural unit (c1) having a carboxyl group in the side chain is a structural unit having a structural unit having a carboxyl group (including a carboxylic acid anhydride residue) in the side chain, and is included in (C) the specific resin.
Examples of the structural unit (c1) are derived from monocarboxylic acids such as acrylic acid, methacrylic acid, and crotonic acid; and unsaturated carboxylic acids such as dicarboxylic acids such as maleic acid, fumaric acid, citraconic acid, mesaconic acid, and itaconic acid The structural unit to be mentioned can be mentioned as a preferable thing.
Moreover, as a structural unit which has a carboxylic anhydride residue, the structural unit derived from maleic anhydride, itaconic anhydride, etc. can be mentioned as a preferable thing, for example. These structural units are made into a copolymer and then hydrolyzed, so that the obtained copolymer becomes a copolymer having carboxyl in the side chain.

  Among these, structural units derived from acrylic acid and methacrylic acid are more preferable. The structural unit which has these carboxyl groups can be used individually by 1 type or in combination of 2 or more types.

[Structural unit (c2)]
At least one compound selected from the compound represented by the following general formula (i) and the compound represented by the following general formula (ii) is added to the carboxyl group of the structural unit (c1) in the side chain. The structural unit (c2) is configured.

  In general formula (i) and general formula (ii), Z represents a hydrogen atom or a methyl group.

The specific resin (C) in the present invention includes, from at least a part of the structural unit (c1) having a carboxyl group in the side chain, a compound represented by the general formula (i) and a compound represented by the general formula (ii). It is synthesized by adding at least one selected compound. The carboxyl group of the structural unit (c1) reacts with the epoxy ring of at least one compound selected from the compound represented by the general formula (i) and the compound represented by the general formula (ii), At least one compound selected from the compound represented by formula (i) and the compound represented by formula (ii) is added.
Since the colored curable composition of this invention can improve a curing sensitivity by including a structural unit (c2) in (C) specific resin, pattern formation property improves.

  Z in general formula (i) and general formula (ii) is preferably a methyl group. Moreover, it is especially preferable to add the compound represented by general formula (i) among the compound represented by general formula (i) and the compound represented by general formula (ii).

The structural unit (c1) in the specific resin (C) is constituted by adding at least one compound selected from the compound represented by the general formula (i) and the compound represented by the general formula (ii). The unit (c2) is in a state where at least one compound selected from the compound represented by the general formula (i) and the compound represented by the general formula (ii) is not added, that is, an unreacted state. (With a carboxyl group) (C) may be contained in the specific resin, and (C) the specific resin preferably contains the structural unit (c1) itself.
By including the structural unit (c1) itself, the (C) specific resin can exhibit alkali solubility, and a latent image obtained by exposure is formed as a colored pattern by development in contact with a developer such as an alkaline aqueous solution. be able to.

(C) As content of structural unit (c2) in specific resin, 0.1 to 70 mass% is preferable, 10 to 40 mass% is more preferable, 15 to 40 mass% is more preferable. The following are particularly preferred:
If content of the structural unit (c2) in specific resin is 0.1 mass% or more, sufficient photocurability can be ensured. When the content of the structural unit (c2) in the specific resin is 70% by mass or less, the alkali solubility is insufficient due to the shortage of the structural unit (c1), or the structural unit (c4) described later used as necessary. Insufficient solubility in the solvent due to the shortage is not caused.

((C) Other structural units contained in specific resin)
(C) The specific resin has a structure different from that of the structural unit (c1) and the structural unit (c2) as long as the effects of the present invention are not hindered (hereinafter referred to as “other structural unit” as appropriate). .) Is preferably contained.

[Structural unit (c3)]
The copolymerizable monomer used to form other structural units is preferably a polymerizable monomer having an alicyclic alkyl group, and is a polymerizable monomer having a polycyclic alicyclic alkyl group. More preferably. The structural unit derived from the polymerizable monomer having an alicyclic alkyl group is hereinafter referred to as “structural unit (c3)”.
When the (C) specific resin of the present invention contains the structural unit (c3), the pattern formability is improved.

  Among polymerizable monomers having an alicyclic alkyl group, examples of the polymerizable monomer having a monocyclic alicyclic alkyl group include cyclohexyl (meth) acrylate, 2-methylcyclohexyl (meth) acrylate, (meth) Cyclopentyl acrylate, 2-methylcyclopentyl (meth) acrylate, methylcyclohexyl (meth) acrylate, cycloheptyl (meth) acrylate, cyclooctyl (meth) acrylate, menthyl (meth) acrylate, cyclopentenyl (meth) acrylate, cyclohexenyl (Meth) acrylate, cycloheptenyl (meth) acrylate, cyclooctenyl (meth) acrylate, mentadienyl (meth) acrylate and the like can be mentioned.

  Examples of the polymerizable monomer having a polycyclic alicyclic alkyl group include dicyclopentanyl (meth) acrylate, dicyclopentenyl (meth) acrylate, dicyclopentanyloxyethyl (meth) acrylate, and dicyclopentayl. Pentenyloxyethyl (meth) acrylate, cyclopentyl (meth) acrylate, dicyclohexanyl (meth) acrylate, dicyclohexenyl (meth) acrylate, dicyclohexanyloxyethyl (meth) acrylate, dicyclohexenyloxyethyl (meth) Acrylate, isobornyl (meth) acrylate, pinanyl (meth) acrylate, adamantyl (meth) acrylate, norbornenyl (meth) acrylate, pinenyl (meth) acrylate, tricyclodecanyl (meth) acrylate, tricyclo 5.2.1.02,6] decan-8-yl (meth) acrylate, tricyclo [5.2.1.0 2,6] decane-8-yl oxy ethyl (meth) acrylate.

  Of these polymerizable monomers having an alicyclic alkyl group, a polymerizable monomer having a polycyclic alicyclic alkyl group is more preferable, and a tricyclodecanyl group or dicyclopentadienyl is more preferable. A polymerizable monomer having a group is preferred.

[Structural unit (c4)]
Furthermore, the (C) specific resin in the present invention is a structural unit derived from a polymerizable monomer having a different structure from the structural units (c1) to (c3) such as alkyl (meth) acrylate, aryl (meth) acrylate, and vinyl compound. Hereinafter, it is preferable to appropriately include “structural unit (c4)”.
The (C) specific resin of the present invention contains the structural unit (c4), so that the solubility of the organic solvent when preparing a colored curable composition is improved, and pattern formation of the obtained color filter is facilitated. can do.

The structural unit (c4) is not particularly limited as long as the solubility of the (C) specific resin in the organic solvent is improved.
Examples of the polymerizable monomer used to form the structural unit (c4) include alkyl (meth) acrylates in which hydrogen atoms of alkyl groups and aryl groups may be substituted with substituents, and aryl (meth) Acrylate, CH ₂ ═C (R ¹¹ ) (COOR ¹³ ) [wherein R ¹¹ represents a hydrogen atom or an alkyl group having 1 to 5 carbon atoms, and R ¹³ represents an alkyl group having 1 to 8 carbon atoms or An aralkyl group having 6 to 12 carbon atoms is represented. ] May also be used. Specifically, methyl (meth) acrylate, ethyl (meth) acrylate, propyl (meth) acrylate, butyl (meth) acrylate, isobutyl (meth) acrylate, pentyl (meth) acrylate, hexyl (meth) acrylate, octyl (meth) ) Acrylate, phenyl (meth) acrylate, benzyl (meth) acrylate, tolyl (meth) acrylate, naphthyl (meth) acrylate, cyclohexyl (meth) acrylate, hydroxyalkyl (meth) acrylate (alkyl is an alkyl group having 1 to 8 carbon atoms) ), Hydroxyglycidyl methacrylate, tetrahydrofurfuryl methacrylate and the like.

As these polymerizable monomers, polymerizable monomers via a polyalkylene oxide chain can also be used. The polyalkylene oxide chain may be a polyethylene oxide chain, a polypropylene oxide chain, a polytetramethylene glycol chain, or a combination thereof.
1-20 are preferable and, as for the number of repeating units of a polyethylene oxide chain and a polypropylene oxide chain, 2-12 are more preferable. Acrylic copolymers having a polyalkylene oxide chain in these side chains are, for example, 2-hydroxyethyl (meth) acrylate, hydroxypropyl (meth) acrylate, polyethylene glycol mono (meth) acrylate, polypropylene glycol mono (meth) acrylate , Poly (ethylene glycol-propylene glycol) mono (meth) acrylate and the like, and compounds in which these terminal OH groups are alkyl-blocked, such as methoxypolyethylene glycol mono (meth) acrylate, ethoxypolypropylene glycol mono (meth) acrylate, methoxypoly (ethylene glycol) -Propylene glycol) mono (meth) acrylate and the like are also preferred.

  Examples of vinyl compounds include aromatic vinyl compounds such as styrene, α-methylstyrene and vinyltoluene, nitrile vinyl compounds such as (meth) acrylonitrile and α-chloroacrylonitrile, N-cyclohexylmaleimide, and N-benzylmaleimide. And maleimide compounds such as N-phenylmaleimide.

Among the above polymerizable monomers that form the structural unit (c4), methyl (meth) acrylate, ethyl (meth) acrylate, benzyl (meth) acrylate, styrene, glycerol monomethacrylate, allyl methacrylate, glycidyl methacrylate, Methacrylic acid.
(C) The polymerizable monomer forming the structural unit (c4) contained in the specific resin may be one type or two or more types.

  (C) As a preferable combination of the structural units (c1) to (c4) in the specific resin, the structural unit (c1) is methacrylic acid or acrylic acid, and the structural unit (c2) is 3,4-epoxycyclohexyl methacrylate. And a combination in which the structural unit (c3) is dicyclopentanyl methacrylate and the structural unit (c4) is benzyl methacrylate.

  (C) As a preferable composition ratio of the structural unit (c1): the structural unit (c2): the structural unit (c3): the structural unit (c4) in the specific resin, 10 to 40 when the whole is 100 in terms of mass. : 10 to 40: 0 to 30: 0 to 70 is preferable, and 25 to 40: 15 to 40: 0 to 30: 0 to 60 is more preferable. The effect of this invention can be show | played by setting it as this range.

  The weight average molecular weight (Mw) of the (C) specific resin in the present invention is preferably 5000 to 50000, more preferably 5000 to 40000, and further preferably 8000 to 30000. In addition, it is preferable that the weight average molecular weight in this invention is a polystyrene conversion weight average molecular weight by gel permeation chromatography (GPC).

  Specifically, the weight average molecular weight was measured using high-speed GPC (gel permeation chromatography) HLC-8220GPC (manufactured by Tosoh Corporation), and as columns, TSKgeL Super HZM-H, TSKgeL Super HZ4000, TSKgeL Super HZ2000 (Tosoh ( It is measured at 25 ° C. using 3 (4.6 mm ID × 15 cm), and THF (tetrahydrofuran) as an eluent.

  (C) specific resin of this invention copolymerizes each polymerizable monomer which forms structural unit (c1), and (c3)-(c4), and the general formula ( It is obtained by reacting at least one compound selected from the compound represented by i) and the compound represented by the general formula (ii), and adding these to at least a part of the structural unit (c1). As a synthesis method, for example, JP-A-2006-124664 can be referred to.

  (C) Although the preferable specific example of specific resin is shown below, this invention is not restrict | limited to these examples. In the following specific examples, m, n, p, q, and r represent mass%.

m: n: p: q = 30: 10: 35: 25 Mw: 9000

m: n: p: q = 30: 10: 25: 35, Mw: 9000

m: n: p: q: r = 25: 10: 25: 30: 10, Mw: 10000

Structural units formed by adding methacrylic acid / benzyl methacrylate / 3,4-epoxycyclohexyl methacrylate to methacrylic acid (composition ratio = 25/60/15, Mw: 9000)
A structural unit formed by adding methacrylic acid / allyl methacrylate / 3,4-epoxycyclohexyl methacrylate to methacrylic acid (composition ratio = 30/40/30, Mw: 8000)
A structural unit formed by adding acrylic acid / benzyl methacrylate / 3,4-epoxycyclohexyl methacrylate to acrylic acid (composition ratio = 25/60/15, Mw: 9000)
A structural unit formed by adding acrylic acid / allyl methacrylate / 3,4-epoxycyclohexyl methacrylate to acrylic acid (composition ratio = 30/40/30, Mw: 8000)

  The content of the (C) specific resin with respect to the total solid content of the colored curable composition is preferably 1 to 70% by mass and more preferably 5 to 60% by mass in terms of mass. By setting it as this range, the effect of this invention can be show | played, Furthermore, alkali solubility can be maintained, a brightness fall can be suppressed and pattern formation property can be improved.

[Other resins]
Moreover, the colored curable composition of this invention can also contain other resin other than (C) specific resin according to the objective of the improvement of a film | membrane characteristic, and development performance improvement. Here, as the polymer compound having a structure different from that of the specific resin (C), a polymer compound such as an alkali-soluble resin, a thermosetting resin, a pigment coating resin, and a polymer dispersant is shown. The alkali-soluble resin and thermosetting resin in these polymer compounds will be described in detail below.

  Another alkali-soluble resin that can be used in the colored curable composition of the present invention is a linear organic high-molecular polymer having a molecule (preferably an acrylic copolymer or a styrene copolymer as the main chain). And an alkali-soluble resin having at least one group that promotes alkali solubility (for example, a carboxyl group, a phosphate group, a sulfonate group, etc.) in the molecule. Of these, more preferred are those which are soluble in an organic solvent and can be developed with a weak alkaline aqueous solution.

  For production of the alkali-soluble resin, for example, a known radical polymerization method can be applied. Polymerization conditions such as temperature, pressure, type of radical initiator, amount thereof, type of solvent, etc. when producing an alkali-soluble resin by radical polymerization can be easily set by those skilled in the art, and the conditions are determined experimentally. It can also be determined.

  As said linear organic high molecular polymer, the polymer which has carboxylic acid in a side chain is preferable. For example, JP-A-59-44615, JP-B-54-34327, JP-B-58-12777, JP-B-54-25957, JP-A-59-53836, JP-A-59-71048 As described, methacrylic acid copolymer, acrylic acid copolymer, itaconic acid copolymer, crotonic acid copolymer, maleic acid copolymer, partially esterified maleic acid copolymer, etc., and side chain Also preferred are acidic cellulose derivatives having a carboxylic acid, polymers obtained by adding an acid anhydride to a polymer having a hydroxyl group, and a polymer having a reactive functional group such as a (meth) acryloyl group in the side chain. As mentioned.

  Of these, benzyl (meth) acrylate / (meth) acrylic acid copolymers and multi-component copolymers composed of benzyl (meth) acrylate / (meth) acrylic acid / other monomers are particularly suitable.

  In addition, those obtained by copolymerizing 2-hydroxyethyl methacrylate are also useful. The polymer can be used by mixing in an arbitrary amount.

  In addition to the above, 2-hydroxypropyl (meth) acrylate / polystyrene macromonomer / benzyl methacrylate / methacrylic acid copolymer, 2-hydroxy-3-phenoxypropyl acrylate / polymethyl methacrylate described in JP-A-7-140654 Macromonomer / benzyl methacrylate / methacrylic acid copolymer, 2-hydroxyethyl methacrylate / polystyrene macromonomer / methyl methacrylate / methacrylic acid copolymer, 2-hydroxyethyl methacrylate / polystyrene macromonomer / benzyl methacrylate / methacrylic acid copolymer, etc. Is mentioned.

  As a specific structural unit of the alkali-soluble resin, a copolymer of (meth) acrylic acid and another monomer copolymerizable therewith is particularly suitable.

  Examples of other monomers copolymerizable with the (meth) acrylic acid include alkyl (meth) acrylates, aryl (meth) acrylates, and vinyl compounds. Here, the hydrogen atom of the alkyl group and the aryl group may be substituted with a substituent.

  Specific examples of the alkyl (meth) acrylate and aryl (meth) acrylate include methyl (meth) acrylate, ethyl (meth) acrylate, propyl (meth) acrylate, butyl (meth) acrylate, isobutyl (meth) acrylate, pentyl ( Examples include meth) acrylate, hexyl (meth) acrylate, octyl (meth) acrylate, phenyl (meth) acrylate, benzyl acrylate, tolyl acrylate, naphthyl acrylate, and cyclohexyl acrylate.

Examples of the vinyl compound include styrene, α-methylstyrene, vinyl toluene, glycidyl methacrylate, acrylonitrile, vinyl acetate, N-vinyl pyrrolidone, tetrahydrofurfuryl methacrylate, polystyrene macromonomer, polymethyl methacrylate macromonomer, CH _2. = CR ¹ R ² , CH ₂ = C (R ¹ ) (COOR ³ ) [wherein R ¹ represents a hydrogen atom or an alkyl group having 1 to 5 carbon atoms, and R ² represents an aromatic group having 6 to 10 carbon atoms. Represents a hydrocarbon ring, and R ³ represents an alkyl group having 1 to 8 carbon atoms or an aralkyl group having 6 to 12 carbon atoms. And the like.

These other copolymerizable monomers can be used singly or in combination of two or more. Preferred other copolymerizable monomers are selected from CH ₂ ═CR ¹ R ² , CH ₂ ═C (R ¹ ) (COOR ³ ), phenyl (meth) acrylate, benzyl (meth) acrylate, and styrene. And particularly preferably CH ₂ ═CR ¹ R ² and / or CH ₂ ═C (R ¹ ) (COOR ³ ).

  In addition, a linear polymer having a substituent capable of reacting with this reactive functional group is reacted with a (meth) acrylic compound having a reactive functional group, cinnamic acid, etc. Examples thereof include resins introduced into linear polymers. Examples of the reactive functional group include a hydroxyl group, a carboxyl group, and an amino group, and examples of the substituent capable of reacting with the reactive functional group include an isocyanate group, an aldehyde group, and an epoxy group.

  As content in the colored curable composition of alkali-soluble resin or heat-crosslinkable resin, 1 mass%-50 mass% are preferable with respect to the total solid of this composition. These resins are desirably used in a range that does not impair the effects of the (C) specific resin of the present invention. In this respect, the amount of these resins used is preferably equal to or less than the amount of the (C) specific resin used. is there.

  It is also preferable to add a thermosetting resin when preparing the colored curable composition. By using the thermosetting resin in combination, it is possible to further increase the crosslink density of the formed colored layer, and to easily achieve the object of the present invention.

  An epoxy resin is suitable as the thermosetting resin, and examples of the epoxy resin include compounds having two or more epoxy rings in the molecule such as bisphenol A type, cresol novolac type, biphenyl type, and alicyclic epoxy compound. .

  For example, as bisphenol A type, Epototo YD-115, YD-118T, YD-127, YD-128, YD-134, YD-8125, YD-7011R, ZX-1059, YDF-8170, YDF-170 and the like ( As described above, manufactured by Toto Kasei Co., Ltd.), Denacol EX-1101, EX-1102, EX-1103, etc. Daicel Chemical Industries, Ltd.) and the like, and bisphenol F type and bisphenol S type epoxy resins similar to these can also be used.

  Epoxy acrylates such as Ebecryl 3700, 3701, and 600 (manufactured by Daicel Cytec Co., Ltd.) can also be used.

  Examples of the cresol novolak type include Epototo YDPN-638, YDPN-701, YDPN-702, YDPN-703, YDPN-704, etc. (above, manufactured by Toto Kasei Co., Ltd.), Denacol EM-125, etc. (above, manufactured by Nagase ChemteX) ), 3,5,3 ′, 5′-tetramethyl-4,4′-diglycidylbiphenyl as the biphenyl type, and as the alicyclic epoxy compound, Celoxide 2021, 2081, 2083, 2085, Epolide GT- 301, GT-302, GT-401, GT-403, EHPE-3150 (manufactured by Daicel Chemical Industries, Ltd.), Santo Tote ST-3000, ST-4000, ST-5080, ST-5100, etc. (Made by Kasei Co., Ltd.), Epilon 430, 673, 695, 8 0S, the 4032 (manufactured by DIC (Ltd.)), and the like.

  1,1,2,2-tetrakis (p-glycidyloxyphenyl) ethane, tris (p-glycidyloxyphenyl) methane, triglycidyltris (hydroxyethyl) isocyanurate, o-phthalic acid diglycidyl ester, terephthalic acid Diglycidyl ester, amine type epoxy resins such as Epototo YH-434 and YH-434L, and glycidyl ester obtained by modifying dimer acid in the skeleton of bisphenol A type epoxy resin can also be used.

Among these, “molecular weight / number of epoxy rings” is preferably 100 or more, and more preferably 130 to 500. If the “molecular weight / number of epoxy rings” is small, the curability is high, the shrinkage at the time of curing is large, and if it is too large, the curability is insufficient, the reliability is poor, and the flatness is deteriorated.
Specific preferred compounds satisfying this condition include Epototo YD-115, 118T, 127, YDF-170, YDPN-638, YDPN-701, Plaxel GL-61, GL-62, 3, 5, 3 ′, 5 Examples include '-tetramethyl-4,4' diglycidyl biphenyl, ceroxide 2021, 2081, epolide GT-302, GT-403, and EHPE-3150.

  The amount of addition when using the thermosetting resin is preferably in the range of 0.1% by mass to 30% by mass, and 0.5% by mass to 20% by mass in the total solid content of the colored curable composition. Is more preferable, and 0.5% by mass to 10% by mass is most preferable. When the amount is within this range, sufficient exposure sensitivity can be obtained without impairing photopolymerizability, and high heat resistance and chemical resistance can be imparted because it also has thermal polymerizability. The storage stability of the composition can also be maintained.

[(D) Polymerizable compound]
The colored curable composition of the present invention contains a polymerizable compound. Examples of the polymerizable compound include addition polymerizable compounds having at least one ethylenically unsaturated double bond.

  The polymerizable compound having at least one ethylenically unsaturated double bond can be selected from known components, specifically, paragraph numbers [0010] to [0010] of JP-A-2006-23696. And the components described in paragraph numbers [0027] to [0053] of JP-A-2006-64921.

  About the polymerizable compound, the details of the structure, usage method such as single use or combination, addition amount and the like can be arbitrarily set in accordance with the final performance design of the colored curable composition. For example, from the viewpoint of sensitivity, a structure having a high unsaturated group content per molecule is preferable, and in many cases, a bifunctional or higher functionality is preferable. Also, from the viewpoint of increasing the strength of the colored cured film, those having three or more functionalities are preferable, and those having different functional numbers and different polymerizable groups (for example, acrylic acid esters, methacrylic acid esters, styrene compounds, vinyl ether compounds). It is also effective to adjust both sensitivity and intensity by using together. In addition, the selection of the polymerizable compound is also possible with respect to the compatibility and dispersibility with other components (for example, photopolymerization initiator, colorant (pigment), binder polymer, etc.) contained in the colored curable composition. The method of use is an important factor. For example, compatibility may be improved by using a low-purity compound or using two or more kinds in combination. In addition, a specific structure may be selected from the viewpoint of improving adhesion to a hard surface such as a substrate.

  As the polymerizable compound, a urethane addition polymerizable compound produced by using an addition reaction of an isocyanate and a hydroxyl group is also suitable. JP-A-51-37193, JP-B-2-32293, JP-B-2-16765 Urethane acrylates such as those described in Japanese Patent Publication No. 58-49860, Japanese Patent Publication No. 56-17654, Japanese Patent Publication No. 62-39417, and Japanese Patent Publication No. 62-39418. Urethane compounds having a skeleton are also suitable.

  Other examples include polyester acrylates, epoxy resins and (meth) described in JP-A-48-64183, JP-B-49-43191 and JP-B-52-30490. Mention may be made of polyfunctional acrylates and methacrylates such as epoxy acrylates obtained by reacting with 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 include pentaerythritol tri (meth) acrylate, pentaerythritol tetra (meth) acrylate, dipentaerythritol penta (meth) acrylate, dipentaerythritol hexa (meth) acrylate, tri ((meth) acryloyloxyethyl) isocyanurate. , Pentaerythritol tetra (meth) acrylate EO modified product, dipentaerythritol hexa (meth) acrylate EO modified product, etc., and commercially available products include NK ester A-TMMT, NK ester A-TMM-3, NK oligo UA -32P, NK Oligo UA-7200 (above, Shin-Nakamura Chemical Co., Ltd.), Aronix M-305, Aronix M-306, Aronix M-309, Aronix M-450, Aronix M -402, TO-1382, TO-2349 (above, manufactured by Toagosei Co., Ltd.), V # 802 (manufactured by Osaka Organic Chemical Industry Co., Ltd.), Kayarad D-330, Kayarad D-320, Kayarad D-310, Kayalad DPHA (manufactured by Nippon Kayaku Co., Ltd.) and the like can be mentioned as preferred examples.
Here, EO represents ethylene oxide.

  Also, from the viewpoint of curing exposure sensitivity and developability adjustment, dipentaerythritol hexaacrylate is combined with EO-modified products such as pentaerythritol tetra (meth) acrylate EO-modified products and dipentaerythritol hexa (meth) acrylate EO-modified products. Is also preferable.

  The content of the polymerizable compound in the total solid content of the colored curable composition (total content in the case of 2 or more types) is not particularly limited, and is 10 from the viewpoint of more effectively obtaining the effects of the present invention. % By mass to 80% by mass is preferable, 15% by mass to 75% by mass is more preferable, and 20% by mass to 60% by mass is particularly preferable.

[(E) Solvent]
The colored curable composition of the present invention contains a solvent. Various solvents such as water or aqueous solvents and organic solvents can be used as the solvent. However, since the dye is a compound containing a heterocyclic ring, an organic solvent is preferably used. The organic solvent used in the present invention is preferably an organic solvent having a boiling point of 110 ° C. or higher and 200 ° C. or lower from the viewpoints of coating properties, suppression of clogging during coating, and solvent removability when preparing a colored layer.

  Examples of the organic solvent that can be used in the present invention include esters such as ethyl acetate, n-butyl acetate, isobutyl acetate, amyl formate, isoamyl acetate, cyclohexyl acetate, butyl propionate, isopropyl butyrate, ethyl butyrate, butyl butyrate, and alkyl. Esters such as methyl lactate, ethyl lactate, methyl oxyacetate, ethyl oxyacetate, butyl oxyacetate, methyl methoxyacetate, ethyl methoxyacetate, butyl methoxyacetate, methyl ethoxyacetate, ethyl ethoxyacetate, and methyl 3-oxypropionate Alkyl 3-esters such as ethyl 3-oxypropionate (eg, methyl 3-methoxypropionate, ethyl 3-methoxypropionate, methyl 3-ethoxypropionate, ethyl 3-ethoxypropionate, etc.) 2-oxypropionic acid alkyl esters such as methyl 2-oxypropionate, ethyl 2-oxypropionate, propyl 2-oxypropionate (for example, methyl 2-methoxypropionate, ethyl 2-methoxypropionate, 2- Propyl methoxypropionate, methyl 2-ethoxypropionate, ethyl 2-ethoxypropionate, methyl 2-oxy-2-methylpropionate, ethyl 2-oxy-2-methylpropionate, 2-methoxy-2-methylpropionic acid Methyl, ethyl 2-ethoxy-2-methylpropionate), and methyl pyruvate, ethyl pyruvate, propyl pyruvate, methyl acetoacetate, ethyl acetoacetate, methyl 2-oxobutanoate, ethyl 2-oxobutanoate, 1 , 3-Butanediol di Seteto and the like;

  Ethers such as diethylene glycol dimethyl ether, tetrahydrofuran, ethylene glycol monomethyl ether, ethylene glycol monoethyl ether, diethylene glycol monomethyl ether, diethylene glycol monoethyl ether, diethylene glycol monobutyl ether, propylene glycol methyl ether acetate, propylene glycol ethyl ether acetate, propylene glycol propyl ether Acetate, diethylene glycol diethyl ether, diethylene glycol monoethyl ether acetate, diethylene glycol monobutyl ether, diethylene glycol monobutyl ether acetate, propylene glycol n-propyl ether acetate, propylene glycol di Cetate, propylene glycol n-butyl ether acetate, propylene glycol phenyl ether, propylene glycol phenyl ether acetate, dipropylene glycol monomethyl ether acetate, dipropylene glycol n-propyl ether acetate, dipropylene glycol n-butyl ether acetate, tripropylene glycol mono n- Butyl ether, tripropylene glycol methyl ether acetate, ethyl carbitol acetate, butyl carbitol acetate, etc .;

  Ketones such as acetone, methyl ethyl ketone, cyclohexanone, 2-heptanone, 3-heptanone;

  Alcohols such as ethanol, isopropyl alcohol, propylene glycol methyl ether, propylene glycol mono n-propyl ether, propylene glycol mono n-butyl ether;

  Aromatic hydrocarbons such as toluene and xylene are exemplified.

  Of these, methyl 3-ethoxypropionate, ethyl 3-ethoxypropionate, ethyl lactate, diethylene glycol dimethyl ether, butyl acetate (acetate-n-butyl, isobutyl acetate), cyclohexyl acetate, methyl 3-methoxypropionate, 2-heptanone Cyclohexanone, ethyl carbitol acetate, butyl carbitol acetate, propylene glycol methyl ether, propylene glycol methyl ether acetate, propylene glycol ethyl ether acetate and the like are suitable.

  Two or more organic solvents may be used in combination, in addition to being used alone.

  The content of the organic solvent in the colored photosensitive composition of the present invention is appropriately selected according to the purpose. From the viewpoint of applicability, the total solid concentration of the colored photosensitive composition is 10% by mass to 30% by mass. % Is preferable.

[Other ingredients]
The colored curable composition of the present invention further comprises a photopolymerization initiator, a crosslinking agent, a surfactant, an adhesion improver, a filler, a development accelerator, an antioxidant, an ultraviolet absorber, and a polymerization inhibitor, as necessary. In addition, various additives such as an aggregation inhibitor, a sensitizer, a light stabilizer and the like may be contained. Many of these can be known to those skilled in the art.

-Photopolymerization initiator-
The photopolymerization initiator that may be used in the colored curable composition of the present invention is not particularly limited as long as it can polymerize the (C) specific resin and (D) polymerizable compound, and characteristics and initiation efficiency. It is preferably selected from the viewpoints of absorption wavelength, availability, cost, and the like.
The photopolymerization initiator is a compound that is sensitized by exposure light and initiates and accelerates polymerization of a photopolymerizable monomer or the like. A compound that responds to actinic rays having a wavelength of 300 nm or longer and initiates and accelerates polymerization of a polymerizable compound or the like is preferable. In addition, a photopolymerization initiator that does not directly respond to actinic rays having a wavelength of 300 nm or longer can also be preferably used in combination with a sensitizer.

  Examples of the photopolymerization initiator include at least one active halogen compound selected from a halomethyl oxadiazole compound and a halomethyl-s-triazine compound, a 3-aryl-substituted coumarin compound, a lophine dimer, a benzophenone compound, and an acetophenone compound. And derivatives thereof, cyclopentadiene-benzene-iron complexes and salts thereof, oxime compounds, and the like. Specific examples of the photopolymerization initiator include those described in paragraphs [0070] to [0077] of JP-A No. 2004-295116. Of these, hexaarylbiimidazole compounds, oxime compounds, and the like are preferable, and oxime compounds are preferable from the viewpoint of rapid polymerization reaction.

The oxime-based compound (hereinafter also referred to as “oxime-based photopolymerization initiator”) is not particularly limited. For example, JP-A-2000-80068, WO02 / 100903A1, JP-A-2001-233842, etc. The described oxime compounds are mentioned.
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, -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) -1 -[9-ethyl-6- (2-methylbenzoyl) -9H-carbazol-3-yl] -1-butanone and the like. However, it is not limited to these.

  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'-tetraphenyl Imidazole, 2,2′-bis (o-nitrophenyl) -4,4 ′, 5,5′-tetraphenylbiimidazole, 2,2′-bis (o-methylphenyl) -4,4 ′, 5 Examples include 5′-tetraphenylbiimidazole, 2,2′-bis (o-trifluorophenyl) -4,4 ′, 5,5′-tetraphenylbiimidazole, and the like.

  Examples of the benzophenone photopolymerization initiator include benzophenone, 4,4 ′-(bisdimethylamino) benzophenone, 4,4 ′-(bisdiethylamino) benzophenone, 4,4′-dichlorobenzophenone, 1-hydroxy-cyclohexyl- Phenyl-ketone, 2-benzyl-2-dimethylamino-1- (4-morpholinophenyl) -butanone-1, 2-tolyl-2-dimethylamino-1- (4-morpholinophenyl) -butanone-1, Preferable examples include 2-methyl-1- [4- (methylthio) phenyl] -2-morpholinopropanone-1.

  Examples of the acetophenone photopolymerization initiator include 2,2-diethoxyacetophenone, p-dimethylaminoacetophenone, 2-hydroxy-2-methyl-1-phenyl-propan-1-one, p-dimethylaminoacetophenone, 4 Preferred examples include '-isopropyl-2-hydroxy-2-methyl-propiophenone.

  Moreover, you may use the well-known photoinitiator of the paragraph number [0079] of Unexamined-Japanese-Patent No. 2004-295116 in the colored curable composition of this invention.

A photoinitiator can be contained individually by 1 type or in combination of 2 or more types.
The content (in the case of two or more types) of the photopolymerization initiator in the total solid content of the colored curable composition is 0.5 to 30 masses from the viewpoint of more effectively obtaining the effects of the present invention. %, Preferably 3% to 20% by weight, more preferably 4% to 19% by weight, and particularly preferably 5% to 18% by weight.

-Sensitizer-
A sensitizer may be added to the colored curable composition of the present invention.
Typical sensitizers used in the present invention include those disclosed in Crivello [JVCrivello, Adv. In Polymer Sci, 62, 1 (1984)], specifically pyrene, perylene, acridine. Thioxanthone, 2-chlorothioxanthone, benzoflavine, N-vinylcarbazole, 9,10-dibutoxyanthracene, anthraquinone, benzophenone, coumarin, ketocoumarin, phenanthrene, camphorquinone, phenothiazine derivatives and the like.

The sensitizer is preferably added at a ratio of 50 to 200 parts by mass with respect to 100 parts by mass of the photopolymerization initiator.

-Chain transfer agent-
A chain transfer agent may be used in the colored curable composition of the present invention.
Examples of the chain transfer agent used in the present invention include N, N-dialkylaminobenzoic acid alkyl esters such as N, N-dimethylaminobenzoic acid ethyl ester, 2-mercaptobenzothiazole, 2-mercaptobenzoxazole, and 2-mercapto. Such as benzimidazole, N-phenylmercaptobenzimidazole, 1,3,5-tris (3-mercaptobutyloxyethyl) -1,3,5-triazine-2,4,6 (1H, 3H, 5H) -trione, etc. Examples include mercapto compounds having a heterocyclic ring, and aliphatic polyfunctional mercapto compounds such as pentaerythritol tetrakis (3-mercaptobutyrate) and 1,4-bis (3-mercaptobutyryloxy) butane.

A chain transfer agent may be used individually by 1 type, and may use 2 or more types together.
The addition amount of the chain transfer agent is preferably in the range of 0.01 to 15% by mass with respect to the total solid content of the colored curable composition of the present invention, from the viewpoint of reducing sensitivity variation. 1-10 mass% is more preferable, and 0.5-5 mass% is especially preferable.

-Polymerization inhibitor-
The colored curable composition of the present invention may contain a polymerization inhibitor.
The polymerization inhibitor means hydrogen donation (or hydrogen donation), energy donation (or energy donation), electron donation (or electron donation) to polymerization initiation species such as radicals generated in the colored curable composition by light or heat. , Electron donation) and the like to deactivate the polymerization initiating species and to prevent unintentional initiation of polymerization. The polymerization inhibitors described in paragraphs 0154 to 0173 of JP 2007-334322 A can be used.

  Among these, p-methoxyphenol is preferably exemplified as the polymerization inhibitor.

  The content of the polymerization inhibitor in the colored curable composition of the present invention is preferably 0.0001 to 5% by mass, more preferably 0.001 to 5% by mass with respect to the total mass of the polymerizable compound. 001 to 1% by mass is particularly preferable.

-Crosslinking agent-
The colored curable 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 curable 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, (c) a methylol group, an alkoxymethyl group, and an acyloxymethyl group, which is substituted with one substituent , A phenol compound, a naphthol compound, or a hydroxyanthracene compound. Of these, polyfunctional epoxy resins are preferred.

  For details such as specific examples of the crosslinking agent, reference can be made to the descriptions in paragraph numbers 0134 to 0147 of JP-A No. 2004-295116.

-Surfactant-
The colored curable 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.

  Examples of nonionic surfactants include polyoxyethylene higher alkyl ethers, polyoxyethylene higher alkyl phenyl ethers, higher fatty acid diesters of polyoxyethylene glycol, silicone-based and fluorine-based surfactants. . In addition, the following trade names are KP (manufactured by Shin-Etsu Chemical Co., Ltd.), Polyflow (manufactured by Kyoeisha Chemical Co., Ltd.), F-Top (manufactured by JEMCO), MegaFac (manufactured by DIC Corporation), Florard (Sumitomo 3M) (Manufactured by Co., Ltd.), Asahi Guard, Surflon (manufactured by Asahi Glass Co., Ltd.), PolyFox (manufactured by OMNOVA), and the like.

-Adhesion improver-
The colored curable composition of the present invention may contain an adhesion improving agent.
The adhesion improver is a compound that improves the adhesion between a cured film and an inorganic substance serving as a substrate, for example, a silicon compound such as glass, silicon, silicon oxide, or silicon nitride, gold, copper, aluminum, or the like. 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, a silane coupling agent described in paragraph 0048 of JP-A-2009-98616 is preferable, and among them, γ-glycidoxypropyltrialkoxysilane and γ-methacryloxypropyltrialkoxysilane are more preferable. These can be used alone or in combination of two or more.

  The content of the adhesion improving agent in the colored curable composition of the present invention is preferably 0.1 to 10% by mass and more preferably 0.2 to 5% by mass with respect to the total solid content of the colored curable composition. .

-Development accelerator-
A development accelerator can be added in order to promote alkali solubility in the non-exposed area and further improve the developability of the colored curable composition. The development accelerator is preferably a low molecular weight organic carboxylic acid compound having a molecular weight of 1000 or less and 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, 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, citraconic acid; Aliphatic tricarboxylic acids such as tricarballylic acid, aconitic acid, camphoric acid; aromatic monocarboxylic acids such as benzoic acid, toluic acid, cumic acid, hemelitic acid, mesitylene acid; phthalic acid, isophthalic acid, terephthalic acid, trimellitic acid, Aromatic polycarboxylic acids such as trimesic acid, melophanoic acid, pyromellitic acid; phenylacetic acid Hydratropic acid, hydrocinnamic acid, mandelic acid, phenyl succinic acid, atropic acid, cinnamic acid, methyl cinnamate, benzyl cinnamate, cinnamylidene acetic acid, coumaric acid, and umbellic acid.

-Other additives-
If necessary, the colored curable composition of the present invention may contain other various additives, for example, a filler, a polymer compound other than those described above, an ultraviolet absorber, an antioxidant, and the like. Examples of these additives include those described in paragraphs [0155] to [0156] of JP-A No. 2004-295116.

  The colored curable composition of the present invention can contain the light stabilizer described in paragraph [0078] of JP-A No. 2004-295116 and the thermal polymerization inhibitor described in paragraph [0081] of the same publication. .

<Preparation of colored curable composition>
Although it does not restrict | limit especially about the preparation aspect of the colored curable composition of this invention, For example, (A) specific color material, (B) green pigment, (C) specific resin, (D) polymeric compound, and (E) It can be prepared by mixing a solvent, a photopolymerization initiator used in combination as required, (C) a resin having a structure different from that of the specific resin, various additives, and the like.

  The colored curable composition of the present invention can be applied to various uses such as a color filter for a solid-state imaging device, a liquid crystal display, and a color filter for an image display device such as an organic EL.

<Color filter and manufacturing method thereof>
The color filter of the present invention has a colored layer formed using the colored curable composition of the present invention.
The color filter of the present invention includes a colored layer forming step of forming the colored layer by applying the colored curable composition of the present invention on a support, and an exposure step of exposing the formed colored layer in a pattern manner. And a development step of developing a colored pattern by developing the colored layer after exposure, and the color filter manufactured by the method for manufacturing a color filter of the present invention.
Specifically, the colored curable composition of the present invention is directly applied to a substrate such as glass or another layer, for example, by spin coating, slit coating, casting coating, roll coating, ink jet coating, or the like. By applying and drying, forming a colored layer, exposing the formed colored layer by a method such as exposing through a predetermined mask pattern, and developing and removing the uncured portion with a developer after exposure A colored cured film is formed. Further, heat treatment is performed to increase the degree of curing of the colored cured film. Pattern exposure may be performed by scanning exposure in addition to exposure through a mask pattern.
The resulting patterned colored cured film is useful as a pixel of a color filter, for example.

The color filter of the present invention can be most preferably produced by forming a colored cured film (for example, colored pixels) of each color (for example, 3 or 4 colors) by the above-described color filter manufacturing method. .
Thereby, a color filter used for a liquid crystal display device, an organic EL display device, a solid-state imaging device, or the like can be manufactured with high quality and low cost with little process difficulty. Further, it can be produced by a known method (Japanese Patent Application Laid-Open No. 2011-164564).

<Display device (liquid crystal display device, organic EL display device)>
The color filter of the present invention is particularly suitable as a color filter for a display device represented by a liquid crystal display device, an organic EL display device and the like. The liquid crystal display device and organic EL display device provided with the color filter of the present invention can display high-quality images.

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

  EXAMPLES Hereinafter, although an Example demonstrates this invention further more concretely, it is not limited to a following example. Unless otherwise specified, “part” and “%” are based on mass.

[Preparation of colored curable composition]
<Example 1-1>
The following components were mixed to prepare a colored curable composition 1-1.
Propylene glycol monomethyl ether acetate 29 parts. Ethyl 3-ethoxypropionate 25 parts. (C) Specific resin: 7 parts of resin 1 listed in Table 1. Alkali-soluble binder: allyl methacrylate / methacrylic acid copolymer = molar ratio 70 / 30 (weight average molecular weight 26800) 6 parts Polymerizable compound 1: Nippon Kayaku Co., Ltd., KAYARAD DPHA 8 parts Polymerizable compound 2: Toa Gosei Co., Ltd., Aronix TO-2349 4 parts Polymerization prohibited Agent: p-methoxyphenol 0.003 part Photopolymerization initiator: (benzoyloxyimino) -1- [4 ′-(phenylthio) phenyl] -1-octanone (manufactured by BASF; IRGACURE OXE 01) 0.3 part -Fluorosurfactant: DIC's MegaFuck F-554 (0.2% propylene glycol) Monomethyl ether acetate solution) 5 parts green dispersion composition 104 parts yellow colored composition: 5% of propylene glycol monomethyl ether acetate solution 104 parts of the general formula (I) compounds Example B-1

  The green dispersion composition is C.I. I. 15.0 parts of Pigment Green 58 and 7.5 parts of Hinoact T8000E (manufactured by Kawaken Fine Chemical Co., Ltd.) are mixed with 77.5 parts of propylene glycol monomethyl ether acetate, and the pigment is sufficiently dispersed using a bead mill. Made.

<Example 1-2> to <Example 1-4>
In Example 1, colored curable compositions 1-2 to 1-4 were produced in the same manner except that the dyes used for the yellow colored composition were changed as shown in Table 2.

<Example 1-5> to <Example 1-15>
Colored curable compositions 1-5 to 1-15 were produced in the same manner as in Example 1, except that (C) the specific resin was changed as shown in Table 2. In addition, the composition of (C) specific resin used was described in Table 1.

<Comparative Example 1-a>
The following components were mixed to prepare a colored curable composition 1-a.
・ Propylene glycol monomethyl ether acetate 29 parts ・ Ethyl 3-ethoxypropionate 25 parts ・ Resin A: benzyl methacrylate / methacrylic acid copolymer = molar ratio 70/30 7 parts ・ Alkali-soluble binder: allyl methacrylate / methacrylic acid copolymer = Molar ratio 70/30 (weight average molecular weight 26800) 6 parts-polymerizable compound 1: Nippon Kayaku Co., Ltd., KAYARAD DPHA 8 parts-polymerizable compound 2: Toa Gosei Co., Ltd., Aronix TO-2349 4 Part / polymerization inhibitor: p-methoxyphenol 0.003 part / photopolymerization initiator: (benzoyloxyimino) -1- [4 ′-(phenylthio) phenyl] -1-octanone (manufactured by BASF; IRGACURE OXE 01) 0.3 parts Fluorosurfactant: DIC Corporation Mega Fat F-554 (0.2% propylene glycol monomethyl ether acetate solution) 5 parts green dispersion composition 104 parts yellow coloring composition: 5% propylene glycol monomethyl of compound example B-1 represented by formula (I) 104 parts of ether acetate solution

  In addition, the benzyl methacrylate / methacrylic acid copolymer which is resin is not (C) specific resin of this invention.

<Comparative Example 1-b> to <Comparative Example 1-d>
In Example 1, colored curable compositions 1-b to 1-d were prepared in the same manner except that the dyes used for the yellow colored composition were changed as shown in Table 2, respectively.

  In addition, the structures of the structural units (c1) to (c3) of the specific resin used in this example are as follows. Moreover, the ratio of the structural units (c1) to (c4) is based on mass.

<Evaluation of colored curable composition>
The produced colored curable composition was spin-coated on a glass substrate (# 1737 manufactured by Corning) and prebaked for 2 minutes on an 80 ° C. hot plate. Next, after exposure with a high-pressure mercury lamp (i-line exposure 45 mJ / cm ² ) and curing the film, post-baking in a clean oven at 230 ° C. for 20 minutes yields a colored cured film with a thickness of 2.2 microns. Obtained.

<Chromaticity evaluation>
About each of the produced colored cured film, chromaticity was measured with the following method.
Using a halogen lamp as the light source, the transmission spectrum of the colored cured film was measured using a microspectrophotometer OSP-SP200 manufactured by Olympus Corporation. From the measurement data, the chromaticity x, y and luminance Y when using the C light source were calculated and evaluated. The target chromaticity is x = 0.290 and y = 0.590, and the higher Y at this time, the better the performance as a liquid crystal display.

<Contrast evaluation>
About each of the produced colored cured film, chromaticity was measured with the following method.
The obtained colored cured film is sandwiched between two polarizing films, and the luminance value when the polarizing axes of the two polarizing films are parallel and vertical is measured by a color luminance meter (manufactured by Topcon Corporation, model number). : BM-5A), the luminance when the polarization axes of the two polarizing films were parallel was divided by the luminance when vertical, and the obtained value was obtained as contrast (in Table 3). , Described as CR). The higher the contrast, the better the performance as a color filter for a liquid crystal display.

<Solvent resistance evaluation>
About each of the produced colored cured film, solvent resistance was evaluated by the following method.
An ITO protective film was formed on the colored cured film by sputtering. The sputtering temperature was 250 ° C. and an argon / oxygen mixed gas atmosphere. Thereafter, the entire substrate was immersed in N-methylpyrrolidone at 25 ° C. for 5 minutes. Next, the substrate was rinsed thoroughly with pure water to remove the solvent, and then dried in a clean oven at 240 ° C. The chromaticity before and after the solvent immersion was measured in the same manner as in the chromaticity evaluation, and the chromaticity difference was evaluated as ΔEab.

<Evaluation of voltage holding ratio>
With respect to each of the produced colored cured films, the voltage holding ratio was evaluated by the following method.
The colored cured film was scraped off to obtain a flaky sample. To 1 part of this sample, 40 parts of liquid crystal (Merk MJ971189) manufactured by Merck was added, stirred well and sealed, and then heated in a clean oven at 120 ° C. for 1 hour to boil out the contamination source into the liquid crystal. After boiling, the liquid crystal was taken out and sealed in a glass cell with ITO electrodes, and the voltage holding ratio (holding ratio after 16.7 milliseconds at an applied voltage of 5 V) was measured using a liquid crystal property evaluation machine (6254, manufactured by Toyo Technica). did.

The results of the above four evaluations are shown in Table 3.

  As shown in Table 3, the colored composition using the specific resin (C) of the present invention showed excellent solvent resistance. In Examples except Example 1-14, ΔEab is 3.0 or less, which is a value within a color difference that can be identified by humans.

  Surprisingly, it was shown that the colored composition using the specific resin (C) of the present invention is also excellent in voltage holding ratio. The reason for this is not yet completely clear, but (C) the specific resin of the present invention and the dye have some interaction, so that the elution of the dye into the liquid crystal is suppressed, and the elution is suppressed by the crosslinked structure. This is considered to be the cause.

[Production of color filters and liquid crystal display devices]
A color filter was manufactured by the following method, a liquid crystal display device using the color filter was manufactured, and display characteristics were evaluated.

<Preparation of red colored photosensitive composition R>
The following red pigment dispersion composition was mixed and stirred using a homogenizer at 3,000 rpm for 3 hours. The mixed solution thus obtained was further subjected to a dispersion treatment for 12 hours using a bead disperser disperse mat (manufactured by GETZMANN) using 0.3 mmφ zirconia beads. (Nippon BEE Co., Ltd.) was used, and the dispersion process was performed at a flow rate of 500 g / min under a pressure of 2000 kg / cm ³ . This dispersion treatment was repeated 10 times to obtain a pigment dispersion composition.

[Red pigment dispersion composition]
・ C. I. Pigment Red 254 75 parts C.I. I. Pigment Red 177 50 parts benzyl methacrylate / methacrylic acid copolymer 70 parts (copolymerization composition ratio 70/30 weight average molecular weight 30000, acid value 40)
・ Propylene glycol monomethyl ether acetate 800 parts

  Components of the following composition were further added to the obtained pigment dispersion composition to prepare a red photosensitive composition R.

[Red photosensitive composition R composition]
・ 100 parts of the above red pigment dispersion ・ Propylene glycol monomethyl ether acetate solution of benzyl methacrylate / methacrylic acid (= 70/30 [molar ratio]) copolymer (Mw: 30,000) (solid content 50%) 12 parts Polymerizable compound 1: Nippon Kayaku Co., Ltd., KAYARAD DPHA 12.1 parts Photopolymerization initiator: 2- (o-chlorophenyl) -4,5-diphenylimidazolyl dimer 3.1 parts sensitizing dye : 4,4'-bis (diethylamino) benzophenone 4.2 parts, hydrogen donating compound: 2-mercaptobenzothiazole 2.1 parts, polymerization inhibitor: p-methoxyphenol 0.001 part, fluorine-based surfactant ( Product name: Megafac R08 manufactured by DIC Corporation) 0.5 parts ・ Propylene glycol monomethyl ether acetate 60 parts

<Preparation of blue photosensitive composition B>
In preparation of the red colored photosensitive composition R, C.I. I. Pigment Red 254 instead of C.I. I. Pigment Blue 15: 6, 100 parts, C.I. I. Pigment Red 177 instead of C.I. I. A blue photosensitive composition B was prepared in the same manner except that 23 parts of Pigment Violet 23 was used.

<Preparation of black photosensitive composition K>
A pigment dispersion composition having the following composition was prepared, and a black pigment dispersion was prepared by performing a dispersion treatment in the same manner as in the preparation of the red pigment dispersion.
[Black pigment dispersion composition]
Carbon black (trade name: Nippon 35, manufactured by Degussa Japan Co., Ltd.) 13.1 parts Polymer (benzyl methacrylate / methacrylic acid = 72/28 molar ratio random copolymer, molecular weight 37,000) 6.7 parts Propylene glycol monomethyl ether acetate 79.1 partsDispersant (the following compound) 0.65 parts

Using the obtained black pigment dispersion, a black photosensitive composition K was prepared with the following composition.
[Black photosensitive composition K composition]
-Black pigment dispersion 25 parts-Propylene glycol monomethyl ether acetate 8.5 parts-Methyl ethyl ketone 53 parts-Binder: benzyl methacrylate / methacrylic acid = 78/22 molar ratio random copolymer (molecular weight 38,000) 27 parts And a mixture of propylene glycol monomethyl ether acetate 73 parts) 9.1 parts hydroquinone monomethyl ether 0.002 parts Polymerizable compound: DPHA (manufactured by Nippon Kayaku Co., Ltd.) 12 parts Polymerization initiator: 2,4-bis (trichloro Ethyl) -6- [4 ′ (N, N-bisethoxycarbonylmethyl) amino-3′-bromophenyl] -s-triazine 0.16 parts. Surfactant (the following compound) 30% methyl ethyl ketone solution 0.042 Part

<Color filter shape>
<Black matrix shape>
The alkali-free glass substrate was cleaned with a UV cleaning apparatus, then brush-cleaned with a cleaning agent, and further ultrasonically cleaned with ultrapure water. The substrate was heat treated at 120 ° C. for 3 minutes to stabilize the surface state, and then the substrate was cooled and adjusted to 23 ° C.
The black photosensitive composition K was applied with a glass substrate coater (manufactured by FAS Asia Co., Ltd., trade name: MH-1600) having a slit-like nozzle on the substrate. Subsequently, a part of the solvent was dried by VCD (vacuum drying apparatus; manufactured by Tokyo Ohka Kogyo Co., Ltd.) for 30 seconds to eliminate the fluidity of the coating layer, and then pre-baked at 120 ° C. for 3 minutes to obtain a film thickness of A 4 μm black photosensitive composition layer was obtained.
In a proximity type exposure machine (manufactured by Hitachi High-Tech Electronics Engineering Co., Ltd.) having an ultra-high pressure mercury lamp, with the substrate and mask (quartz exposure mask having an image pattern) standing vertically, the exposure mask surface and the photosensitive film The distance from the composition layer was set to 200 μm, and pattern exposure was performed at an exposure amount of 300 mJ / cm ² .

  Next, pure water is sprayed with a shower nozzle to uniformly wet the surface of the black photosensitive composition layer, and then a KOH-based developer (KOH, containing a nonionic surfactant, trade name: CDK-1, (Fujifilm Electronics Materials Co., Ltd.) was subjected to shower development at 23 ° C. for 80 seconds and a flat nozzle pressure of 0.04 MPa to obtain a patterning image. Subsequently, ultrapure water was sprayed at a pressure of 9.8 MPa with an ultrahigh pressure washing nozzle to remove residues. Finally, heat treatment was performed at 220 ° C. for 30 minutes to form a black matrix.

<Formation of RGB pixels>
On the glass substrate on which the black matrix is formed, the red photosensitive composition R, the blue photosensitive composition B, and the colored curable composition (green photosensitive composition) prepared in Example 1-1 are sequentially added to the black matrix. Lamination and patterning were performed in the same process as at the time of formation to obtain a color filter of RGB three-color pixels. At this time, the thickness of the colored portion of each color of RGB was 1.6 μm.

<Formation of ITO electrode>
The glass substrate on which the color filter was formed was placed in a sputtering apparatus, and 1300 mm thick ITO was vacuum-deposited at 100 ° C., and then annealed at 240 ° C. for 90 minutes to crystallize the ITO to form an ITO transparent electrode.

<Spacer formation>
A spacer was formed on the ITO transparent electrode prepared above by the same method as the spacer forming method described in [Example 1] of JP-A-2004-240335.

<Formation of projection for controlling liquid crystal alignment>
A liquid crystal alignment control protrusion was formed on the ITO transparent electrode on which the spacer was formed, using the following positive photosensitive resin layer coating solution.
However, the following methods were used for exposure, development, and baking.
A proximity exposure machine (manufactured by Hitachi High-Tech Electronics Engineering Co., Ltd.) is arranged so that the predetermined photomask is at a distance of 100 μm from the surface of the photosensitive resin layer, and the irradiation energy is 150 mJ / Proximity exposure was performed at cm ² .
Subsequently, a 2.38% tetramethylammonium hydroxide aqueous solution was developed by spraying it on a substrate at 33 ° C. for 30 seconds in a shower type developing device. In this way, by removing the unnecessary portion (exposed portion) of the photosensitive resin layer by developing and removing the liquid crystal, the liquid crystal alignment control protrusions made of the photosensitive resin layer patterned into a desired shape are formed on the color filter side substrate. A display device substrate was obtained.
Next, the liquid crystal alignment control projection on which the liquid crystal alignment control protrusion was formed was baked at 230 ° C. for 30 minutes to form a cured liquid crystal alignment control protrusion on the liquid crystal display substrate.

[Coating liquid formulation for positive photosensitive resin layer]
・ Positive resist solution (FH-2413F manufactured by Fujifilm Electronics Materials Co., Ltd.) 53.0 parts ・ Methyl ethyl ketone 46.5 parts ・ Megafac F-780F (manufactured by DIC Corporation) 0.05 parts

<Production of liquid crystal display device>
An alignment film made of polyimide was further provided on the liquid crystal display device substrate obtained above. After that, an epoxy resin sealant is printed at a position corresponding to a black matrix outer frame provided around the pixel group of the color filter, and MVA mode liquid crystal is dropped and bonded to the counter substrate. The bonded substrate was heat treated to cure the sealant.
A polarizing plate HLC2-2518 manufactured by Sanritsu Co., Ltd. was attached to both surfaces of the liquid crystal cell thus obtained. Next, an LED light source (a liquid crystal television manufactured by SONY, a backlight light source of KDL-40ZX1) is disposed as a light source on the side of the liquid crystal cell provided with the polarizing plate, and a liquid crystal display device (LCD) 2-1 did.
A liquid crystal display device (LCD) 2-2 was also produced in the same manner except that the green photosensitive composition produced in Example 1-3 was used when producing the G pixel.
The liquid crystal display device manufactured as described above has high contrast and brightness, and is suitable as a display device.

Claims (7)

(A) At least one color selected from the group consisting of a compound represented by the following general formula (I), a compound represented by the following general formula (II), and a compound represented by the following general formula (III) A compound represented by the following general formula (i) in at least a part of the material, (B) a green pigment, (C) a structural unit (c1) having a carboxyl group in a side chain, and the structural unit (c1) A structural unit (c2) formed by adding at least one compound selected from the compounds represented by the following general formula (ii), an alkali-soluble resin, (D) a polymerizable compound, and (E) A colored curable composition containing a solvent.

(In the general formula (I), R ¹ , R ² , R ³ and R ⁴ are each independently a hydrogen atom, alkyl group, alkoxy group, alkoxycarbonyl group, carbamoyl group, sulfamoyl group, sulfonylamino group, carbonyl group. An amino group, a cyano group, an aryl group, or a heteroaryl group is represented, and two R ^{1 s} and R ^{2 s} that are present in the molecule may be the same as or different from each other.
In the general formula (II), R ⁴ , R ⁵ , R ⁶ , R ⁷ and R ⁸ are each independently a hydrogen atom, an alkyl group, an alkoxy group, an alkoxycarbonyl group, a carbamoyl group, a sulfamoyl group, a sulfonylamino group. , A carbonylamino group, a cyano group, an aryl group, or a heteroaryl group, and two R ^{5 s} present in the molecule may be the same or different. )

(In the general formula (III), R ¹⁷ and R ¹⁸ each independently represents a hydrogen atom or a monovalent substituent. R ¹⁹ represents a hydrogen atom, an aliphatic group, an aryl group, a heterocyclic group, or a carbamoyl group. Represents an alkoxycarbonyl group, an aryloxycarbonyl group, an acyl group, an alkylsulfonyl group, an arylsulfonyl group, or a sulfamoyl group, and Q represents a residue of a diazo component.)

(In general formula (i) and general formula (ii), Z represents a hydrogen atom or a methyl group.)   The colored curable composition according to claim 1, wherein the (C) alkali-soluble resin is a resin further comprising a structural unit (c3) having a polycyclic alicyclic alkyl group in a side chain.   The colored curable composition according to claim 2, wherein the polycyclic alicyclic alkyl group is a tricyclodecanyl group or a dicyclopentadienyl group.   The colored curable composition according to any one of claims 1 to 3, wherein the content of the structural unit (c2) in the (C) alkali-soluble resin is 0.1% by mass or more and 70% by mass or less. Composition.   The color filter in which the colored layer was formed using the colored curable composition of any one of Claims 1-4. A colored layer forming step of forming the colored layer by applying the colored curable composition according to any one of claims 1 to 4 on a support,
An exposure step of exposing the formed colored layer in a pattern-like manner;
A developing step of forming a colored pattern by developing the colored layer after exposure;
The manufacturing method of the color filter which has this.   A display device comprising the color filter according to claim 5 or a color filter obtained by the method for producing a color filter according to claim 6.