KR20210046647A - Compound, colored resin composition, color filter and display device - Google Patents

Abstract

The present invention provides a compound having excellent heat resistance, a colored resin composition containing the same, a color filter, and a display device.

Description

Compound, colored resin composition, color filter and display device

The present invention relates to a compound.

A color filter used in a display device such as a liquid crystal display device, an electroluminescent display device, and a plasma display, or a solid-state imaging device such as a CCD or CMOS sensor is made of a colored resin composition. In such a colored resin composition, a pigment is used as a colorant. In addition, although it is not known that it is used in the resin composition, CI Pigment Blue 24, which is a compound represented by formula (i) as a pigment, is known (Non-Patent Document 1: Color Index International (British Dyeing and Dyeing Society, US Textile Chemistry Technology and Dyeing). Technology Association)).

However, C.I. Pigment Blue 24 had low heat resistance and was not suitable for a colored resin composition for forming a color filter. Therefore, the present invention provides a compound having excellent heat resistance.

The present invention includes the following inventions.

[1] A compound represented by a formula (IA), a formula (IB), a formula (IC), or a formula (ID).

[In formula (IA),

R ^A1 ~ R ^A10 each independently represent a hydrogen atom, a hydroxyl _{^{group, -CO 2 -, -SO 3 -}} , -O -, formula (a) may have a group, or a substituent represented by the great group of 1 to 20 carbon atoms represents a group of hydrocarbons, at least two of R ^A1 ~ ^A10 R _{^{is, -CO 2 -, -SO 3 -}} , -O - represents a group represented by, or a group represented by the formula (a).

(In formula (a),

R ^A11 represents a hydrogen atom or a hydrocarbon group having 1 to 20 carbon atoms which may have a substituent.

L ^A1 represents a divalent aromatic hydrocarbon group which may have a substituent.

Aa ^(-) represents -CO ₂ ^- or -SO ₃ ^- .

However, * in the formula means a bonded hand.)

T ^A1 represents an aromatic hydrocarbon group having 6 to 10 carbon atoms which may have a substituent. However, this aromatic hydrocarbon group _{does not have -SO 3} ^- as a substituent.

An is, -CO with a compound represented by the formula ^{_{(IA) 2 -, -SO 3}} -, and -O ^- it represents the sum of the number of.

Am represents an integer of 1 or more.

AX ^Ak(+) represents an Ak-valent metal cation.

Ak represents an integer of 2 or more.]

[In formula (IB),

R ^B1 ~ R ^B10 are each independently a hydrogen atom, a hydroxyl _{^{group, -CO 2 -, -SO 3 -}} , -O -, formula (b) may have a group, or a substituent represented by the great group of 1 to 20 carbon atoms represents a group of hydrocarbons, at least two of R ^B1 ~ ^B10 is _{^{R, -CO 2 -, -SO 3 -}} , -O - it represents a group represented by, or the formula (b).

(In formula (b),

R ^B11 represents a hydrogen atom or a hydrocarbon group having 1 to 20 carbon atoms which may have a substituent.

L ^B1 represents a divalent aromatic hydrocarbon group which may have a substituent.

Bb ^(-) represents -CO ₂ ^- or -SO ₃ ^- .

However, * in the formula means a bonded hand.)

Bn is, -CO with a compound represented by the formula ^{_{(IB) 2 -, -SO 3}} -, and -O ^- represents the sum of the number of.

T ^B1 represents a C6-C14 divalent aromatic hydrocarbon group which may have a substituent. However, this aromatic hydrocarbon group _{does not have -SO 3} ^- as a substituent.

L ^B0 represents a Bm-valent linking group.

Bm represents an integer of 2 or more.

BX ^Bk(+) represents a Bk-valent metal cation.

Bk represents an integer of 1 or more.]

[In formula (IC),

Each of R ^C1 to R ^C4 independently represents a hydrogen atom or a hydrocarbon group having 1 to 20 carbon atoms which may have a substituent.

Each of R ^C5 to R ^C12 independently represents a hydrogen atom or a hydrocarbon group having 1 to 8 carbon atoms.

T ^{C1 represents a C6-C14} trivalent aromatic hydrocarbon group which may have a substituent.

CX ^Ck(+) represents a Ck-valent metal cation.

Ck represents an integer of 1 or more.]

[In formula (ID),

R R ^D1 ~ ^D10 are, each independently, a hydrogen atom, a hydroxyl _{^{group, -CO 2 -, -SO 3 -}} , -O -, good expression of 1 to 20 carbon atoms which may have a group, or a substituent represented by (d) represents a group of hydrocarbons, at least two of R ^D1 ~ ^D10 are _{^{R, -CO 2 -, -SO 3 -}} , -O - it represents a group represented by, or a group represented by the formula (d).

(In formula (d),

R ^D11 represents a hydrogen atom or a hydrocarbon group having 1 to 20 carbon atoms which may have a substituent.

L ^D1 represents a divalent aromatic hydrocarbon group which may have a substituent.

Dd ^(-) represents -CO ₂ ^- or -SO ₃ ^- .

However, * in the formula means a bonded hand.)

T ^D1 represents a C6-C10 divalent aromatic hydrocarbon group which may have a substituent. However, this aromatic hydrocarbon group _{does not have -SO 3} ^- as a substituent.

R ^D21 represents a hydrogen atom or a hydrocarbon group having 1 to 20 carbon atoms which may have a substituent.

DX ⁽⁺⁾ represents a monovalent metal cation.]

[2] A colorant and a resin are included, and the colorant is a compound represented by formula (IA) described in [1], a compound represented by formula (IB), a compound represented by formula (IC), and a compound represented by formula (ID) A colored resin composition containing at least one selected from the group consisting of.

[3] A colored resin composition containing the colored resin composition according to [2], a polymerizable compound, and a polymerization initiator.

[4] A color filter formed from the colored resin composition according to [3].

[5] A display device including the color filter described in [4].

According to the present invention, a novel compound excellent in heat resistance is provided. Further, according to the compound of the present invention, a color filter excellent in heat resistance can be formed.

Best mode for carrying out the invention

<Compound>

The compound according to the present invention is a compound represented by formula (IA) (hereinafter, it may be referred to as compound (IA)), a compound represented by formula (IB) (hereinafter, may be referred to as compound (IB)), a formula It is a compound represented by (IC) (hereinafter, it may be referred to as compound (IC)) or a compound represented by formula (ID) (hereinafter, may be referred to as compound (ID)). Hereinafter, the present invention will be described in detail using formula (IA), formula (IB), formula (IC), or formula (ID), but compound (IA), compound (IB), compound (IC), or compound ( In ID), the tautomers of formula (IA), formula (IB), formula (IC), or formula (ID), formula (IA), formula (IB), formula (IC), or formula (ID) Compounds obtained by rotating each group around the bonding axis of a single carbon-carbon bond are also included.

<<Compound (IA)>>

A compound represented by formula (IA).

[In formula (IA),

R ^A1 ~ R ^A10 each independently represent a hydrogen atom, a hydroxyl _{^{group, -CO 2 -, -SO 3 -}} , -O -, formula (a) may have a group, or a substituent represented by the great group of 1 to 20 carbon atoms represents a group of hydrocarbons, at least two of R ^A1 ~ ^A10 R _{^{is, -CO 2 -, -SO 3 -}} , -O - represents a group represented by, or a group represented by the formula (a).

(In formula (a),

R ^A11 represents a hydrogen atom or a hydrocarbon group having 1 to 20 carbon atoms which may have a substituent.

L ^A1 represents a divalent aromatic hydrocarbon group which may have a substituent.

Aa ^(-) represents -CO ₂ ^- or -SO ₃ ^- .

However, * in the formula means a bonded hand.)

T ^A1 represents an aromatic hydrocarbon group having 6 to 10 carbon atoms which may have a substituent. However, this aromatic hydrocarbon group _{does not have -SO 3} ^- as a substituent.

An is, -CO with a compound represented by the formula ^{_{(IA) 2 -, -SO 3}} -, and -O ^- it represents the sum of the number of.

Am represents an integer of 1 or more.

AX ^Ak(+) represents an Ak-valent metal cation.

Ak represents an integer of 2 or more.]

Examples of the hydrocarbon group having 1 to 20 carbon atoms represented by R ^A1 to R ^A10 and R ^A11 include an aliphatic hydrocarbon group having 1 to 20 carbon atoms or an aromatic hydrocarbon group having 6 to 20 carbon atoms.

The aliphatic hydrocarbon group having 1 to 20 carbon atoms may be either saturated or unsaturated, and the aliphatic hydrocarbon group having 1 to 20 carbon atoms may be linear, branched or cyclic.

Examples of the linear or branched aliphatic hydrocarbon group having 1 to 20 carbon atoms include methyl, ethyl, propyl, butyl, pentyl, hexyl, heptyl, octyl, vinyl, 1-propenyl, and 2-pro. Linear aliphatic hydrocarbon groups such as phenyl group (allyl group); branched-chain aliphatic hydrocarbon groups such as isopropyl group, isobutyl group, isopentyl group, neopentyl group, and 2-ethylhexyl group.

The cyclic aliphatic hydrocarbon group may be monocyclic or polycyclic. Examples of the cyclic aliphatic hydrocarbon group include a cyclopropyl group, a cyclobutyl group, a cyclopentyl group, and a cyclohexyl group.

Examples of the aromatic hydrocarbon group having 6 to 20 carbon atoms include a phenyl group, a xylyl group, a trimethylphenyl group, a dipropylphenyl group, a di(2,2-dimethylpropyl)phenyl group, and a naphthyl group.

Examples of the substituents that may have a hydrocarbon group having 1 to 20 carbon atoms represented by R ^A1 to R ^A10 and R ^A11 include halogen atoms such as fluorine atom, chlorine atom and iodine; hydroxy group; carboxyl group; sulfamoyl group; nitro group; An alkoxy group having 1 to 10 carbon atoms such as a methoxy group and an ethoxy group; an alkoxycarbonyl group having 1 to 10 carbon atoms such as a methoxycarbonyl group and an ethoxycarbonyl group; and the like.

As the ^{divalent aromatic hydrocarbon group represented by L A1} , a divalent aromatic hydrocarbon group having 6 to 10 carbon atoms is preferable, and one of the hydrogen atoms contained in the monovalent aromatic hydrocarbon group in ^{R A1} to R ^{A10 and R A11 is bonded.} I can lift a flag by hand.

The substituent which the divalent aromatic hydrocarbon group represented by ^{L A1} may have is the same as the substituent which may have the hydrocarbon group having 1 to 20 carbon atoms represented by ^{R A1} to R ^A10 and R ^A11.

When the compound (IA) has a plurality of groups represented by the formula (a) and a plurality of R ^A11 , L ^A1 , and Aa ^(-) are present in the compound (IA), they may be the same or different.

Examples of the aromatic hydrocarbon group having 6 to 10 carbon atoms represented by T ^A1 include a phenyl group, a xylyl group, a trimethylphenyl group, and a naphthyl group.

Examples of the substituents that may have the aromatic hydrocarbon group having 6 to 10 carbon atoms represented by T ^A1 include halogen atoms such as fluorine atom, chlorine atom and iodine; hydroxy group; carboxyl group; sulfamoyl group; -NR ^x R ^y (R ^x and R ^y is each independently a hydrogen atom or a hydrocarbon group having 1 to 20 carbon atoms which may have a substituent); a nitro group; an alkoxy group having 1 to 10 carbon atoms such as a methoxy group and an ethoxy group; a methoxycarbonyl group, C1-C10 alkoxycarbonyl groups, such as an ethoxycarbonyl group; etc. are mentioned.

Specific examples of the hydrocarbon group having 1 to 20 carbon atoms represented by R ^x and R ^y , and the substituent that the hydrocarbon group may have are the same as those of ^{R A1} to R ^A10 and R ^A11.

Among the Ak-valent metal cations represented by AX ^Ak(+) , examples of a metal having an Ak value of 2 (ie, a divalent metal) include alkaline earth metals such as magnesium, calcium, strontium, and barium; zinc, copper, nickel, manganese, etc. Transition metals and the like are exemplified, and examples of the metal having Ak of 3 (ie, trivalent metal) include typical metals such as aluminum; transition metals such as cobalt and iron.

As the compound (IA), it is preferable that ^{R A1} to R ^A10 , T ^A1 , An, Am, and AX ^{Ak(+) are as follows.}

Of _{^{R A1 ~ R A10, -CO 2}} -, -SO 3 -, -O -, or a group represented by the formula (a), 2 ~ 6 individual is preferred, and more preferably 2-4 individual to, 2 It is more preferable that there are three to three. That is, as for An, it is preferable that it is 2-6, it is more preferable that it is 2-4, and it is still more preferable that it is 2-3. R ^A1 ~ ^A10 of the ^{_{R, -CO 2 -, -SO 3 -}} , -O -, or a group represented by the formula (a) if the group is two or more than, at least one of R ^A1 ~ ^A6 represented by R is -CO ₂ ^- , -SO ₃ ^- a, or a group represented by the formula (a) ^-, -O ^-, or a group represented by the formula (a) is a group, R ^A7 ~ R 1 -CO ₂ dogs over the ^A10 represented by ^-, -SO ₃ ^-, -O It is preferable that the group appears.

When compound (IA) has a substituent represented by formula (a), ^{at least two of R A1} to R ^A10 are preferably groups represented by formula (a), and two to four groups represented by formula (a) a, -CO ₂ ^-, -SO ₃ ^-, a group represented by is preferable, and two are each the formula (a) having no more than _{^{a, -CO 2 - -, -O,}} -SO 3 -, -O - having no It is more preferable. In addition, when compound (IA) has a plurality of groups represented by formula (a), the groups represented by a plurality of formulas (a) are preferably the same.

Formula (a) may have a group includes, L ^A1 is the substituent represented by the good-phenylene methylene, methyl-phenylene-methylene group, or a dimethyl-phenylene methylene group is preferred, phenylene methylene group L ^A1 does not have a substituent, It is a methylphenylene methylene group or a dimethylphenylene methylene group, R ^A11 is a hydrogen atom or a C1-C2 saturated hydrocarbon group which does not have a substituent, and Aa ^(-) is -SO ₃ ^-The group which is -SO 3-is more preferable.

Examples of the group represented by formula (a) include groups represented by the following formulas (a-1) to (a-8).

(* in the formula means a bonded hand.)

When compound (IA) does not have a substituent represented by formula (a), at least two of ^{R A1} to R ^A10 _{are more preferably -CO 2} ^- or -O ^- , and 2 to 4 are -CO ₂ ^-, or ^-O-dog preferred, and 2 than to a -CO ₂ ^-, and one is the ^-O-is more preferred that the.

R ~ ^A1 represented by _{^{R A10 -CO 2 -, -SO 3}} -, -O -, and the formula The group other than the group represented by (a), a hydrogen atom, or carbon atoms, and aliphatic hydrocarbons of 1 to 20 groups are preferred, hydrogen An atom or a C1-C10 linear or branched aliphatic hydrocarbon group is more preferable, a hydrogen atom or a C1-C5 linear aliphatic hydrocarbon group is more preferable, and it is even more preferable that it is a hydrogen atom or a methyl group Do.

In R ^A1 to R ^A10 , it is preferable that there are 4 to 8 hydrogen atoms, and more preferably 6 to 8 hydrogen atoms.

T ^A1 is preferably a phenyl group which may have a substituent, a halogen atom such as a fluorine atom, a chlorine atom, or iodine as the substituent, ^{more preferably a phenyl group having -NR x} R ^y, and a chlorine atom or -NR as a substituent It is more preferable that it is a phenyl group having ^x R ^y.

As the above -NR ^x R ^y , R ^x is a hydrogen atom, R ^y is preferably a hydrocarbon group having 1 to 10 carbon atoms which may have a substituent, and R ^y is an aromatic hydrocarbon group having 6 to 10 carbon atoms which may have a substituent. It is more preferable, and it is more preferable that R ^y is a C6-C10 aromatic hydrocarbon group which has a C1-C5 alkoxy group as a substituent.

Examples of T ^A1 include groups represented by the following formulas (aa-1) to (aa-8).

(* in the formula means a bonded hand.)

As for Am, 2-5 are preferable, 2-3 are more preferable, and 2 is still more preferable.

The ^{Ak-valent metal cation represented by AX Ak(+)} is preferably a cation of a metal having Ak 2 to 3 (ie, divalent to trivalent metal), and barium which is a metal having Ak 2 (ie divalent metal), It is more preferable that it is a cation of zinc or manganese.

Examples of the compound (IA) include compounds represented by formulas (A-1) to (A-27) shown in Table 1.

In Table 1, Me represents a methyl group, and a-6, aa-1, aa-2, and aa-6 are the formulas (a-6), (aa-1), (aa-2) and ( It means a group represented by aa-6).

<<Compound (IB)>>

A compound represented by formula (IB).

[In formula (IB),

R ^B1 ~ R ^B10 are each independently a hydrogen atom, a hydroxyl _{^{group, -CO 2 -, -SO 3 -}} , -O -, formula (b) may have a group, or a substituent represented by the great group of 1 to 20 carbon atoms represents a group of hydrocarbons, at least two of R ^B1 ~ ^B10 is _{^{R, -CO 2 -, -SO 3 -}} , -O - it represents a group represented by, or the formula (b).

(In formula (b),

R ^B11 represents a hydrogen atom or a hydrocarbon group having 1 to 20 carbon atoms which may have a substituent.

L ^B1 represents a divalent aromatic hydrocarbon group which may have a substituent.

Bb ^(-) represents -CO ₂ ^- or -SO ₃ ^- .

However, * in the formula means a bonded hand.)

Bn is, -CO with a compound represented by the formula ^{_{(IB) 2 -, -SO 3}} -, and -O ^- represents the sum of the number of.

T ^B1 represents a C6-C14 divalent aromatic hydrocarbon group which may have a substituent. However, this aromatic hydrocarbon group _{does not have -SO 3} ^- as a substituent.

L ^B0 represents a Bm-valent linking group.

Bm represents an integer of 2 or more.

BX ^Bk(+) represents a Bk-valent metal cation.

Bk represents an integer of 1 or more.]

Examples of the hydrocarbon group having 1 to 20 carbon atoms represented by R ^B1 to R ^B10 and R ^B11 include an aliphatic hydrocarbon group having 1 to 20 carbon atoms or an aromatic hydrocarbon group having 6 to 20 carbon atoms.

The aliphatic hydrocarbon group having 1 to 20 carbon atoms may be either saturated or unsaturated, and the aliphatic hydrocarbon group having 1 to 20 carbon atoms may be linear, branched or cyclic.

Examples of linear or branched aliphatic hydrocarbon groups having 1 to 20 carbon atoms include methyl, ethyl, propyl, butyl, pentyl, hexyl, heptyl, octyl, vinyl, 1-propenyl, and 2-propenyl groups. Linear aliphatic hydrocarbon groups such as (allyl group); branched-chain aliphatic hydrocarbon groups such as isopropyl group, isobutyl group, isopentyl group, neopentyl group, and 2-ethylhexyl group.

The cyclic aliphatic hydrocarbon group may be monocyclic or polycyclic, or may be an aliphatic hydrocarbon group containing two or more aliphatic hydrocarbon rings. Examples of the cyclic aliphatic hydrocarbon group include a group in which one hydrogen atom of a cyclopropyl group, a cyclobutyl group, a cyclopentyl group, a cyclohexyl group, a methylcyclohexyl group, an ethylcyclohexyl group, and dimethylnorbornane became a bond, and a di A group in which one hydrogen atom of ethyl norbornane becomes a bond hand, a group in which one hydrogen atom of dimethyladamantane becomes a bond hand, a group in which one hydrogen atom of diethyl adamantane becomes a bond hand, di (methylcyclo A group in which one hydrogen atom of hexyl)methane becomes a bonding hand, a group in which one hydrogen atom of di(ethylcyclohexyl)methane becomes a bonding hand, a group in which one hydrogen atom of di(dimethylcyclohexyl)methane becomes a bonding hand, The group from which one hydrogen atom of di(diethylcyclohexyl)methane becomes the bonding hand, the group where one hydrogen atom of di(trimethylcyclohexyl)methane becomes the bonding hand, and one hydrogen atom of di(triethylcyclohexyl)methane A group that becomes a bond hand, a group in which one hydrogen atom of di(methylcyclohexyl)dimethylmethane becomes a bond hand, a group in which one hydrogen atom of di(ethylcyclohexyl)dimethylmethane becomes a bond hand, etc. are mentioned.

Examples of the aromatic hydrocarbon group having 6 to 20 carbon atoms include a phenyl group, a xylyl group, a trimethylphenyl group, a dipropylphenyl group, a di(2,2-dimethylpropyl)phenyl group, and a naphthyl group.

Examples of the substituents that may have a hydrocarbon group having 1 to 20 carbon atoms represented by R ^B1 to R ^B10 and R ^B11 include halogen atoms such as fluorine atom, chlorine atom and iodine; hydroxy group; carboxyl group; sulfamoyl group; nitro group; An alkoxy group having 1 to 10 carbon atoms such as a methoxy group and an ethoxy group; an alkoxycarbonyl group having 1 to 10 carbon atoms such as a methoxycarbonyl group and an ethoxycarbonyl group; and the like.

As the ^{divalent aromatic hydrocarbon group represented by L B1} , a divalent aromatic hydrocarbon group having 6 to 10 carbon atoms is preferable, and the monovalent aromatic hydrocarbon group in R ^B1 to R ^B10 and R ^B11 (however, those having 11 to 20 carbon atoms are The group in which one of the hydrogen atoms contained in) is used as a bond hand is mentioned.

The substituent which the divalent aromatic hydrocarbon group represented by ^{L B1} may have is the same as the substituent which may have the hydrocarbon group having 1 to 20 carbon atoms represented by ^{R B1} to R ^B10 and R ^B11.

When the compound (IB) has a plurality of groups represented by the formula (b), and a plurality of R ^B11 , L ^B1 , and Bb ^(-) are present in the compound (IB), they may be the same or different.

As ^{the C6-C14 divalent aromatic hydrocarbon group represented by T B1} , hydrogen contained in the monovalent aromatic hydrocarbon group in R ^B1 to R ^B10 and R ^B11 (however, those having 15 to 20 carbon atoms are not included). A group in which one of the atoms is a bonding hand is mentioned.

The specific example of the substituent which may have a C6-C14 divalent aromatic hydrocarbon group represented by T ^{B1 is the same as the substituent which may have a C1-C20 hydrocarbon group represented by R B1} to R ^B10 and R ^B11 .

The ^{Bm-valent linking group represented by L B0} is a divalent to pentavalent hydrocarbon group having 1 to 20 carbon atoms, and _{a part of -CH 2} -contained in the hydrocarbon group may be substituted with an oxygen atom or a sulfur atom, and is included in the hydrocarbon group. It is preferable that a part of >CH- is a group which may be substituted with a nitrogen atom; As a divalent to pentavalent hydrocarbon group having 1 to 20 carbon _{atoms, a part of -CH 2} -contained in the hydrocarbon group is an oxygen atom or a sulfur atom It is more preferable that a part of >CH- which is substituted or contained in the hydrocarbon group is substituted with a nitrogen atom, and that at least one of the oxygen atom, sulfur atom, and nitrogen atom is a group having all the bonding hands of the linking group. desirable. As the Bm-valent linking group, it is a group obtained by using (Bm-1) hydrogen atoms contained in the monovalent hydrocarbon group in ^{R B1} to R ^B10 and R ^B11 _{as a bonding hand, and -CH 2} -contained in the hydrocarbon group. A group may be substituted with an oxygen atom or a sulfur atom, and a part of &gt;CH- contained in the hydrocarbon group may be substituted with a nitrogen atom.

Among the Bk-valent metal cations represented by BX ^Bk(+) , examples of the metal in which Bk is 1 (i.e., monovalent metal) include alkali metals such as lithium, sodium, potassium, and cesium, and Bk is 2 Examples of the metal (that is, a divalent metal) include alkaline earth metals such as magnesium, calcium, strontium, and barium; transition metals such as zinc, copper, nickel, and manganese, and the like, and a metal having a Bk of 3 (that is, 3 Examples of the valent metal) include typical metals such as aluminum; transition metals such as cobalt and iron.

As the compound (IB), it is preferable that ^{R B1} to R ^B10 , Bn, T ^B1 , L ^B0 , Bm, and BX ^{Bk(+) are as follows.}

Of _{^{R B1 ~ R B10, -CO 2}} -, -SO 3 -, -O -, or a group represented by the formula (b) groups represented by, 2-6 individual is preferable, more preferably 2-4 individual, 2 Personal is more preferable. That is, as for Bn, 2-6 are preferable, 2-4 are more preferable, and it is still more preferable that it is 2. _{^{R B1 ~ R B10, -CO 2}} -, -SO 3 -, -O -, or a group represented by the formula (b), if the group is two or more than, at least one of R ^B1 ~ R ^B6 is represented by -CO ₂ ^-, -SO ₃ ^-, -O ^-, a group represented by, or the formula (b), at least one of R ~ R ^{B7 B10} -CO ₂ ^- represented by, or the formula ^{_{(b) -, -SO 3 -}} , -O It is preferable that it is a group.

When compound (IB) has a substituent represented by formula (b), ^{at least two of R B1} to R ^B10 are preferably groups represented by formula (b), and two to four groups represented by formula (b) a, -CO ₂ ^-, -SO ₃ ^-, a group represented by is preferable, and two are each the formula (b) having no more than _{^{a, -CO 2 - -, -O,}} -SO 3 -, -O - having no It is more preferable. In addition, when the compound (IB) has a plurality of groups represented by the formula (b), the groups represented by the plurality of formulas (b) are preferably the same.

As the group represented by the formula (b), L ^B1 is may have a substituent phenylene methylene group, a phenyl alkylene methylene group, or a dimethyl-phenylene-methylene group is preferred, and a phenylene methylene group, phenyl L ^B1 is no substituent It is a ethylene methylene group or a dimethylphenylene methylene group, R ^B11 is a hydrogen atom or a C1-C2 saturated hydrocarbon group which does not have a substituent, and Bb ^(-) is a -SO ₃ ^- group more preferable.

Examples of the group represented by formula (b) include groups represented by the following formulas (b-1) to (b-8).

(* in the formula means a bonded hand.)

-CO ₂ R represented by _{^{B1 ~ R B10 -, -SO 3}} -, -O -, and the equation (b), each independently as the group other than the group represented by, aliphatic hydrocarbons, hydrogen atoms, or 1 to 20 carbon atoms Preferably, a hydrogen atom or a C1-C10 linear or branched aliphatic hydrocarbon group is more preferable, a hydrogen atom or a C1-C5 linear aliphatic hydrocarbon group is more preferable, and a hydrogen atom or a methyl group It is even more preferable.

Among R ^B1 to R ^B10 , it is preferable that there are 4 to 8 hydrogen atoms, and more preferably 6 to 8 hydrogen atoms.

It is preferable that T ^B1 is a phenylene group which may have a substituent or a naphthylene group, and a phenylene group which does not have a substituent, or a naphthylene group is more preferable.

L ^B0 is preferably a C 1 to C 20 divalent hydrocarbon group, more preferably a C 1 to C 20 divalent saturated cyclic aliphatic hydrocarbon group, and a group in which a carbon atom contained in the saturated cyclic aliphatic hydrocarbon group is substituted with a nitrogen atom It is more preferable, and it is even more preferable that the carbon atom substituted by the said nitrogen atom is a carbon atom ^{connected with T B1.}

As L ^B0 , a linking group represented by the following formulas (LB-1) to (LB-8) is mentioned, for example.

(* in the formula means a bonded hand.)

As for Bm, 2-5 are preferable, 2-3 are more preferable, and 2 is the most preferable.

The ^{Bk-valent metal cation represented by BX Bk(+)} is preferably a cation of a metal having Bk of 1 to 3 (i.e., a monovalent to trivalent metal), and barium, which is a metal having Bk of 2 (i.e., a divalent metal), It is more preferable that it is a cation of zinc or manganese.

Examples of the compound (IB) include compounds represented by formulas (B-1) to (B-48) shown in Table 2, and the like.

In Table 2, Me represents a methyl group, phe represents a phenylene group, and naph represents a naphthylene group, and b-6, b-7, LB-3 and LB-4 represent the formulas (b-6) and (b- It means a group represented by 7), (LB-3), and (LB-4).

<<Compound (IC)>>

A compound represented by formula (IC).

[In formula (IC),

Each of R ^C1 to R ^C4 independently represents a hydrogen atom or a hydrocarbon group having 1 to 20 carbon atoms which may have a substituent.

Each of R ^C5 to R ^C12 independently represents a hydrogen atom or a hydrocarbon group having 1 to 8 carbon atoms.

T ^{C1 represents a C6-C14} trivalent aromatic hydrocarbon group which may have a substituent.

CX ^Ck(+) represents a Ck-valent metal cation.

Ck represents an integer of 1 or more.]

Examples of the hydrocarbon group having 1 to 20 carbon atoms represented by R ^C1 to R ^C4 include an aliphatic hydrocarbon group having 1 to 20 carbon atoms or an aromatic hydrocarbon group having 6 to 20 carbon atoms.

The aliphatic hydrocarbon group having 1 to 20 carbon atoms may be either saturated or unsaturated, and the aliphatic hydrocarbon group having 1 to 20 carbon atoms may be linear, branched or cyclic.

Examples of linear or branched aliphatic hydrocarbon groups having 1 to 20 carbon atoms include methyl, ethyl, propyl, butyl, pentyl, hexyl, heptyl, octyl, vinyl, 1-propenyl, and 2-propenyl groups. Linear aliphatic hydrocarbon groups such as (allyl group); branched-chain aliphatic hydrocarbon groups such as isopropyl group, isobutyl group, isopentyl group, neopentyl group, and 2-ethylhexyl group.

The cyclic aliphatic hydrocarbon group may be monocyclic or polycyclic. Examples of the cyclic aliphatic hydrocarbon group include a cyclopropyl group, a cyclobutyl group, a cyclopentyl group, and a cyclohexyl group.

Examples of the aromatic hydrocarbon group having 6 to 20 carbon atoms include a phenyl group, a xylyl group, a trimethylphenyl group, a dipropylphenyl group, a di(2,2-dimethylpropyl)phenyl group, and a naphthyl group.

Examples of substituents that may have a hydrocarbon group having 1 to 20 carbon atoms represented by R ^C1 to R ^C4 include halogen atoms such as fluorine atom, chlorine atom and iodine; hydroxyl group; carboxyl group; sulfamoyl group; nitro group; methoxy group, ethoxy A C1-C10 alkoxy group, such as a period; A C1-C10 alkoxycarbonyl group, such as a methoxycarbonyl group and an ethoxycarbonyl group; etc. are mentioned.

Specific examples of the hydrocarbon group having 1 to 8 carbon atoms represented by R ^C5 to R ^C12 , and the substituents that the hydrocarbon group may have are the same as those of ^{R C1} to R ^{C4 except that those having 9 to 20 carbon atoms are not included.}

As ^{the C6-C14} trivalent aromatic hydrocarbon group represented by ^{T C1, two hydrogen atoms contained in the monovalent aromatic hydrocarbon group in R C1} to R ^C4 (however, those having 15 to 20 carbon atoms are not included) A group made by a bonded hand is mentioned.

The specific example of the substituent which may have a C6- ^C14 trivalent aromatic hydrocarbon group represented by T ^{C1 is the same as the substituent which may have a C1} -C20 hydrocarbon group represented by R C1 to R ^C4.

Among the Ck-valent metal cations represented by CX ^Ck(+) , examples of the metal having Ck of 1 (i.e., monovalent metal) include alkali metals such as lithium, sodium, potassium, and cesium, and Ck of 2 Examples of the metal (that is, a divalent metal) include alkaline earth metals such as magnesium, calcium, strontium, and barium; transition metals such as zinc, copper, nickel, and manganese, and the like, and a metal having a Ck of 3 (that is, 3 Examples of the valent metal) include typical metals such as aluminum; transition metals such as cobalt and iron.

As the compound (IC), it is preferable that ^{R C1} to R ^C12 , T ^C1 and CX ^{Ck(+) are as follows.}

R ^C1 to R ^C4 are each independently a hydrogen atom or an aliphatic hydrocarbon group having 1 to 10 carbon atoms, more preferably a saturated chain aliphatic hydrocarbon group having 1 to 8 carbon atoms, and a saturated linear chain having 1 to 5 carbon atoms It is more preferable that it is an aliphatic hydrocarbon group, and it is even more preferable that it is a methyl group or an ethyl group.

As for R ^C1 to R ^C4 , ^{it is preferable that R C1} and R ^C3 and R ^C2 and R ^C4 are the same group, and it is more preferable that all of ^{R C1} to R ^{C4 are the same group.}

R ^C5 to R ^C12 are each independently a hydrogen atom or a saturated linear aliphatic hydrocarbon group having 1 to 5 carbon atoms, and more preferably a hydrogen atom.

T ^C1 is preferably a trivalent aromatic hydrocarbon group having 6 to 10 carbon atoms which may have a substituent, and a trivalent aromatic hydrocarbon group having 6 to 10 carbon atoms without a substituent or 3 having 6 to 10 carbon atoms having a hydroxy group as a substituent. A valent aromatic hydrocarbon group is more preferable.

As a group in which two -SO ₃ ^{- are bonded to T C1} , groups represented by the following formulas (cc-1) to (cc-22) are exemplified.

(* in the formula means a bonded hand.)

The ^{Ck-valent metal cation represented by CX Ck(+)} is preferably a cation of a metal having 1 to 3 Ck (i.e., a monovalent to trivalent metal), and barium, which is a metal having Ck 2 (ie, a divalent metal), It is more preferable that it is a cation of zinc or manganese.

Examples of the compound (IC) include compounds represented by formulas (C-1) to (C-18) shown in Table 3, and the like.

In Table 3, Me represents a methyl group, Et represents an ethyl group, and cc-3, cc-8, and cc-20 represent the above formulas (cc-3), (cc-8), and (cc-20), respectively. Means qi.

<<Compound (ID)>>

A compound represented by formula (ID).

[In formula (ID),

R R ^D1 ~ ^D10 are, each independently, a hydrogen atom, a hydroxyl _{^{group, -CO 2 -, -SO 3 -}} , -O -, good expression of 1 to 20 carbon atoms which may have a group, or a substituent represented by (d) represents a group of hydrocarbons, at least two of R ^D1 ~ ^D10 are _{^{R, -CO 2 -, -SO 3 -}} , -O - it represents a group represented by, or a group represented by the formula (d).

(In formula (d),

R ^D11 represents a hydrogen atom or a hydrocarbon group having 1 to 20 carbon atoms which may have a substituent.

L ^D1 represents a divalent aromatic hydrocarbon group which may have a substituent.

Dd ^(-) represents -CO ₂ ^- or -SO ₃ ^- .

However, * in the formula means a bonded hand.)

T ^D1 represents a C6-C10 divalent aromatic hydrocarbon group which may have a substituent. However, this aromatic hydrocarbon group _{does not have -SO 3} ^- as a substituent.

R ^D21 represents a hydrogen atom or a hydrocarbon group having 1 to 20 carbon atoms which may have a substituent.

DX ⁽⁺⁾ represents a monovalent metal cation.]

Examples of the hydrocarbon group having 1 to 20 carbon atoms represented by R ^D1 to R ^D10 , R ^D11 , and R ^D21 include an aliphatic hydrocarbon group having 1 to 20 carbon atoms or an aromatic hydrocarbon group having 6 to 20 carbon atoms.

The aliphatic hydrocarbon group having 1 to 20 carbon atoms may be either saturated or unsaturated, and the aliphatic hydrocarbon group having 1 to 20 carbon atoms may be linear, branched or cyclic.

Examples of linear or branched aliphatic hydrocarbon groups having 1 to 20 carbon atoms include methyl, ethyl, propyl, butyl, pentyl, hexyl, heptyl, octyl, vinyl, 1-propenyl, and 2-propenyl groups. Linear aliphatic hydrocarbon groups such as (allyl group); branched-chain aliphatic hydrocarbon groups such as isopropyl group, isobutyl group, isopentyl group, neopentyl group, and 2-ethylhexyl group.

The cyclic aliphatic hydrocarbon group may be monocyclic or polycyclic. Examples of the cyclic aliphatic hydrocarbon group include a cyclopropyl group, a cyclobutyl group, a cyclopentyl group, and a cyclohexyl group.

Examples of the aromatic hydrocarbon group having 6 to 20 carbon atoms include a phenyl group, a xylyl group, a trimethylphenyl group, a dipropylphenyl group, a di(2,2-dimethylpropyl)phenyl group, and a naphthyl group.

Examples of the substituents that may have a hydrocarbon group having 1 to 20 carbon atoms represented by R ^D1 to R ^D10 , R ^D11 , and R ^D21 include halogen atoms such as fluorine atom, chlorine atom and iodine; hydroxy group; carboxyl group; sulfamoyl group; A nitro group; an alkoxy group having 1 to 10 carbon atoms such as a methoxy group and an ethoxy group; an alkoxycarbonyl group having 1 to 10 carbon atoms such as a methoxycarbonyl group and an ethoxycarbonyl group; and the like.

As the ^{divalent aromatic hydrocarbon group represented by L D1} , a divalent aromatic hydrocarbon group having 6 to 10 carbon atoms is preferable, and one of the hydrogen atoms contained in the monovalent aromatic hydrocarbon group in ^{R D1} to R ^D10 , R ^D11 , and R ^D21 There is a group of dogs with a bonded hand.

The substituent which the divalent aromatic hydrocarbon group represented by ^{L D1} may have is the same as the substituent which may have a hydrocarbon group having 1 to 20 carbon atoms represented by ^{R D1} to R ^D10 , R ^D11 , and R ^D21.

When the compound (ID) has a plurality of groups represented by the formula (d) and a plurality of R ^D11 , L ^D1 , and Dd ^(-) are present in the compound (ID), they may be the same or different.

As the C6-C10 divalent aromatic hydrocarbon group represented by ^{T D1 , the monovalent aromatic hydrocarbon group in R D1} -R ^D10 , R ^D11 , and R ^D21 (but does not include those having 11 to 20 carbon atoms). A group in which one of the contained hydrogen atoms is used as a bonding hand is mentioned.

The substituent which may have a C6-C10 divalent aromatic hydrocarbon group represented by ^{T D1} is the same as the substituent which may have a C1-C20 hydrocarbon group represented by ^{R D1} to R ^D10 , R ^D11 , and R ^D21.

Examples of the metal of the monovalent metal cation represented by DX ⁽⁺⁾ include alkali metals such as lithium, sodium, potassium, and cesium.

As the compound (ID), it is preferable that ^{R D1} to R ^D10 , T ^D1 , R ^D21 and DX ^{(+) are as follows.}

Of _{^{R D1 ~ R D10, -CO 2}} -, -SO 3 -, -O -, or a group represented by the formula (d), 2 ~ 6 gae individual is preferable, more preferably 2-4 individual, 2 Personal is more preferable. R ^D1 ~ ^D10 of the ^{_{R, -CO 2 -, -SO 3 -}} , -O -, or a group represented by the formula (d) if the group is two or more than, at least one of R ^D1 ~ ^D6 represented by R is -CO ₂ ^- , -SO ₃ ^- a, or a group represented by the formula (d) ^-, -O ^-, or a group represented by the formula (d) group, at least one of R ~ R ^{D7 D10} -CO ₂ represented by ^-, -SO ₃ ^-, -O It is preferable that the group appears.

When compound (ID) has a substituent represented by formula (d), ^{at least two of R D1} to R ^D10 are preferably groups represented by formula (d), and two to four groups represented by formula (d) a, -CO ₂ ^-, -SO ₃ ^-, a group represented by is preferable, and the two are formula (d) than with _{^{no, -CO 2 - -, -O,}} -SO 3 -, -O - having no It is more preferable. In addition, when the compound (ID) has a plurality of groups represented by formula (d), the groups represented by a plurality of formulas (d) are preferably the same.

Formula The group represented by (d), L ^D1 a may have a substituent a benzyl group, a methylbenzyl group, or a dimethyl benzyl group is preferable and, L ^D1 is no substituent a benzyl group, a methylbenzyl group, or a dimethyl-phenylene group And R ^D11 is a hydrogen atom or a saturated hydrocarbon group having 1 to 2 carbon atoms which does not have a substituent, and a group in which Dd ^(-) is -SO ₃ ^- is more preferable.

Examples of the group represented by formula (d) include groups represented by the following formulas (d-1) to (d-8).

(* in the formula means a bonded hand.)

R ~ -CO ^D1 represented by _{^{R D10 2 -, -SO 3 -}} , -O -, and expression as a group other than groups shown by (d), the hydrogen atom or preferably an aliphatic hydrocarbon group of 1 to 20 carbon atoms, and hydrogen An atom or a C1-C10 linear or branched aliphatic hydrocarbon group is more preferable, a hydrogen atom or a C1-C5 linear aliphatic hydrocarbon group is more preferable, and it is even more preferable that it is a hydrogen atom or a methyl group Do.

Among R ^D1 to R ^D10 , the number of hydrogen atoms is preferably 4 to 8, and more preferably 6 to 8.

It is preferable that T ^D1 is a phenylene group which may have a substituent, and it is more preferable that it is a phenylene group which does not have a substituent.

It is preferable that R ^D21 is a phenylene group which may have a substituent, and it is more preferable that it is a phenylene group which has a C1-C5 alkoxy group as a substituent.

Examples of R ^D21 include groups represented by the following formulas (dd-1) to (dd-8).

(* in the formula means a bonded hand.)

The ^{monovalent metal cation represented by DX (+)} is preferably an alkali metal cation, and more preferably a cesium cation.

Examples of the compound (ID) include compounds represented in Table 4 and represented by formulas (D-1) to (D-8).

In Table 4, Me represents a methyl group, phe represents a phenylene group, and d-6, d-7, dd-1, and dd-4 represent the above formulas (d-6), (d-7), and (dd It means a group represented by -1) and (dd-4).

The compound (IA), the compound (IB), the compound (IC), and the compound (ID) can be produced according to a known method. For example, a known dye ^{can be produced by reacting an r-valent metal ion M r+ with} an acetate, carbonate, phosphate, sulfate, silicate, cyanide or halide (preferably chloride). In addition, International Publication No. 2018/003708 may be appropriately referred to as a method for producing the connecting portion of the compound (IB).

<Colored resin composition>

The colored resin composition of the present invention contains a colorant (hereinafter sometimes referred to as ``colorant (A)'') and a resin (hereinafter, may be referred to as ``resin (B)''), and the colorant (A) is , At least one selected from the group consisting of a compound (IA), a compound (IB), a compound (IC), and a compound (ID).

The colored resin composition of the present invention further contains a polymerizable compound (hereinafter sometimes referred to as ``polymerizable compound (C)'') and a polymerization initiator (hereinafter referred to as ``polymerization initiator (D)''). It is preferable to include.

The colored resin composition of the present invention further comprises a polymerization initiation aid (hereinafter, sometimes referred to as ``polymerization initiation aid (D1)''), a solvent (hereinafter, sometimes referred to as ``solvent (E)''), a leveling agent (Hereinafter, it may be referred to as "leveling agent (F)").

In the present specification, the compounds exemplified as each component can be used alone or in combination of multiple types unless otherwise noted.

<Coloring agent (A)>

The colored resin composition of the present invention contains at least one selected from the group consisting of a compound (IA), a compound (IB), a compound (IC), and a compound (ID) as the colorant (A). The content of the compound (IA), compound (IB), compound (IC), and/or compound (ID) is preferably 0.1 to 150 parts by mass, and 0.5 to 100 parts by mass based on 100 parts by mass of the resin (B). It is more preferable that it is, and it is still more preferable that it is 1 to 80 mass parts.

The content rate of the compound (IA), compound (IB), compound (IC), and/or compound (ID) is preferably 50% by mass or more, more preferably 80% by mass or more, in the total amount of the colorant (A). It is more preferable that it is 90 mass% or more.

Even if the colored resin composition of the present invention contains a dye (A1) and a pigment (A2) in addition to the compound (IA), the compound (IB), the compound (IC), and/or the compound (ID) as the colorant (A). good.

The dye (A1) is not particularly limited, and known dyes can be used, and examples thereof include solvent dyes, acid dyes, direct dyes, mordant dyes, and the like. Examples of dyes include compounds classified as having colors other than pigments by the color index (The 　Society 　of 　Dyers 　and 　Colourists publication), and known dyes described in the dye notes (color dyes). In addition, according to the chemical structure, an azo dye, a cyanine dye, a triphenylmethane dye (however, except for the compound (IA), the compound (IB), the compound (IC), and the compound (ID)), xanthene dye, phthalocyanine dye , Anthraquinone dye, naphthoquinone dye, quinoneimine dye, methine dye, azomethine dye, scarylium dye, acridine dye, styryl dye, coumarin dye, quinoline dye, and nitro dye. Among these, organic solvent-soluble dyes are preferred.

The pigment (A2) is not particularly limited, and a known pigment can be used, and examples thereof include pigments classified as pigments by the color index (The 　Society　of　Dyers　and　Colourists publication).

As a pigment, for example, CI Pigment Yellow 1, 3, 12, 13, 14, 15, 16, 17, 20, 24, 31, 53, 83, 86, 93, 94, 109, 110, 117, 125 , 128, 137, 138, 139, 147, 148, 150, 153, 154, 166, 173, 194, 214 and other yellow pigments;

C.I. Orange pigments such as Pigment Orange 13, 31, 36, 38, 40, 42, 43, 51, 55, 59, 61, 64, 65, 71, 73;

C.I. Pigment Red 9, 97, 105, 122, 123, 144, 149, 166, 168, 176, 177, 180, 192, 209, 215, 216, 224, 242, 254, 255, 264, 265 and other red pigments ；

C.I. Blue pigments such as Pigment Blue 15, 15:3, 15:4, 15:6, 60;

C.I. Violet pigments, such as pigment violet 1, 19, 23, 29, 32, 36, 38;

C.I. Green pigments such as Pigment Green 7, 36, and 58;

C.I. Brown pigments such as Pigment Brown 23 and 25;

C.I. Black pigments, such as pigment black 1 and 7, etc. are mentioned.

The content rate of the colorant (A) is preferably 0.1 to 70% by mass, more preferably 0.5 to 60% by mass, and still more preferably 1 to 50% by mass, with respect to the total amount of the solid content of the colored resin composition.

Here, the "total amount of solid content" in this specification means the amount excluding the content of the solvent from the total amount of the colored resin composition or the colored curable resin composition. The total amount of solid content and the content of each component thereto can be measured by known analysis means such as liquid chromatography or gas chromatography.

<Resin (B)>

The resin (B) is not particularly limited, but it is preferably an alkali-soluble resin, and at least one (a) selected from the group consisting of unsaturated carboxylic acids and unsaturated carboxylic anhydrides (hereinafter referred to as ``(a)'' may be A resin having a structural unit derived from) is more preferable. Resin (B) is a structural unit derived from a monomer (b) having an ethylenically unsaturated bond and a cyclic ether structure having 2 to 4 carbon atoms (hereinafter sometimes referred to as ``(b)''), (a), and A structural unit derived from a copolymerizable monomer (c) (however, (a) and (b) are different) (hereinafter sometimes referred to as ``(c)''), and having an ethylenically unsaturated bond in the side chain It is preferable to have at least one structural unit selected from the group consisting of structural units.

As (a), specifically, for example, acrylic acid, methacrylic acid, maleic anhydride, itaconic anhydride, 3,4,5,6-tetrahydrophthalic anhydride, succinic acid mono [2-(meth)acrylo Monooxyethyl] and the like, preferably acrylic acid, methacrylic acid, and maleic anhydride.

(b) is a monomer having a cyclic ether structure having 2 to 4 carbon atoms (for example, at least one selected from the group consisting of an oxirane ring, an oxetane ring, and a tetrahydrofuran ring) and a (meth)acryloyloxy group Is preferred.

In addition, in this specification, "(meth)acrylic acid" represents at least 1 type selected from the group consisting of acrylic acid and methacrylic acid. Notations such as "(meth)acryloyl" and "(meth)acrylate" also have the same meaning.

As (b), for example, glycidyl (meth)acrylate, vinylbenzyl glycidyl ether, 3,4-epoxytricyclo[5.2.1.0 ^2,6 ]decyl (meth)acrylate, 3-ethyl -3-(meth)acryloyloxymethyloxetane, tetrahydrofurfuryl (meth)acrylate, etc. are mentioned, Preferably, glycidyl (meth)acrylate, 3,4-epoxytricyclo[ 5.2.1.0 ^2,6 ] Decyl (meth)acrylate, 3-ethyl-3-(meth)acryloyloxymethyloxetane.

As (c), for example, methyl (meth)acrylate, butyl (meth)acrylate cyclohexyl (meth)acrylate, 2-methylcyclohexyl (meth)acrylate, tricyclo[5.2.1.0 ^2,6] ] Decane-8-yl (meth)acrylate, tricyclo[5.2.1.0 ^2,6 ] Decane-9-yl (meth)acrylate, benzyl (meth)acrylate, 2-hydroxyethyl (meth)acrylate , N-phenyl maleimide, N-cyclohexyl maleimide, N-benzyl maleimide, styrene, vinyl toluene, and the like. Styrene, vinyl toluene, 2-hydroxyethyl (meth)acrylate, N-phenyl maleimide Mid, N-cyclohexylmaleimide, N-benzylmaleimide, tricyclo[5.2.1.0 ^2,6 ] decane-8-yl (meth)acrylate, tricyclo[5.2.1.0 ^2,6 ] decane-9- One (meth)acrylate and the like are preferred.

Resin having a structural unit having an ethylenically unsaturated bond in the side chain is to add (b) to the copolymer of (a) and (c), or add (a) to the copolymer of (b) and (c) It can be manufactured by making it. The resin may be a resin in which (a) is added to the copolymer of (b) and (c) and further reacted with carboxylic anhydride.

The weight average molecular weight of the resin (B) in terms of polystyrene is preferably 3,000 to 100,000, more preferably 5,000 to 50,000, and still more preferably 5,000 to 30,000.

The dispersion degree [weight average molecular weight (Mw)/number average molecular weight (Mn)] of resin (B) becomes like this. Preferably it is 1.1-6, More preferably, it is 1.2-4.

The acid value of the resin (B) in terms of solid content is preferably 20 to 170 mg-KOH/g, more preferably 30 to 150 mg-KOH/g, and still more preferably 40 to 135 mg-KOH/g. Here, the acid value is a value measured as the amount (mg) of potassium hydroxide required to neutralize 1 g of resin (B), and can be obtained by titration using, for example, an aqueous potassium hydroxide solution.

The content rate of the resin (B) is preferably 5 to 65% by mass, more preferably 15 to 60% by mass, and still more preferably 20 to 55% by mass, with respect to the total amount of the solid content of the colored resin composition.

<Polymerizable compound (C)>

The polymerizable compound (C) is a compound that can be polymerized by an active radical and/or an acid generated from the polymerization initiator (D), and examples thereof include a compound having a polymerizable ethylenically unsaturated bond, and the like, preferably It is a (meth)acrylic acid ester compound.

Among them, the polymerizable compound (C) is preferably a polymerizable compound having three or more ethylenically unsaturated bonds. Examples of such polymerizable compounds include trimethylolpropane tri(meth)acrylate, pentaerythritol tri(meth)acrylate, pentaerythritol tetra(meth)acrylate, and dipentaerythritol penta(meth)acrylate. , Dipentaerythritol hexa(meth)acrylate, etc. are mentioned.

The weight average molecular weight of the polymerizable compound (C) is preferably 150 or more and 2,900 or less, and more preferably 250 or more and 1,500 or less.

When the polymerizable compound (C) is included, the content rate of the polymerizable compound (C) is preferably 5 to 65% by mass, more preferably 15 to 60% by mass, further preferably based on the total amount of the solid content. It is 20 to 55% by mass.

<Polymerization initiator (D)>

The polymerization initiator (D) is not particularly limited as long as it is a compound capable of generating an active radical, an acid, etc. by the action of light or heat and initiating polymerization, and a known polymerization initiator can be used. As a polymerization initiator that generates an active radical, for example, N-benzoyloxy-1-(4-phenylsulfanylphenyl)butane-1-one-2-imine, N-benzoyloxy-1-(4-phenylsulphate) Panylphenyl)octane-1-one-2-imine, N-benzoyloxy-1-(4-phenylsulfanylphenyl)-3-cyclopentylpropane-1-one-2-imine, N-acetyloxy-1-imine (4-phenylsulfanylphenyl)-3-cyclohexylpropane-1-one-2-imine, 2-methyl-2-morpholino-1-(4-methylsulfanylphenyl)propane-1-one, 2 -Dimethylamino-1 -(4-morpholinophenyl)-2-benzylbutane-1-one, 1-hydroxycyclohexylphenylketone, 2,4-bis(trichloromethyl)-6-piperonyl- 1,3,5-triazine, 2,4,6-trimethylbenzoyldiphenylphosphine oxide, 2,2'-bis(2-chlorophenyl)-4,4',5,5'-tetraphenylbiimi Dazole, etc. are mentioned.

When the polymerization initiator (D) is included, the content of the polymerization initiator (D) is preferably 0.1 to 30 parts by mass, more preferably based on 100 parts by mass of the total amount of the resin (B) and the polymerizable compound (C). Hagi is 1 to 20 parts by mass. When the content of the polymerization initiator (D) is within the above range, since there is a tendency that the sensitivity is increased and the exposure time is shortened, the productivity of the color filter is improved.

<Polymerization initiation aid (D1)>

The polymerization initiation aid (D1) is a compound or a sensitizer used to accelerate polymerization of a polymerizable compound in which polymerization has been initiated by a polymerization initiator. When a polymerization initiator (D1) is included, it is usually used in combination with a polymerization initiator (D).

As the polymerization initiation aid (D1), 4,4'-bis(dimethylamino)benzophenone (commonly known as Mihiraz ketone), 4,4'-bis(diethylamino)benzophenone, 9,10-dimethoxyanthracene, 2,4-diethyl thioxanthone, N-phenylglycine, etc. are mentioned.

When using these polymerization initiation aids (D1), the content is preferably 0.1 to 30 parts by mass, more preferably 1 to 20 parts by mass, based on 100 parts by mass of the total amount of the resin (B) and the polymerizable compound (C). It is a mass part. When the amount of the polymerization initiation aid (D1) is within this range, a colored pattern can be formed with higher sensitivity, and the productivity of the color filter tends to improve.

<Solvent (E)>

The solvent (E) is not particularly limited, and a solvent commonly used in the field can be used. For example, ester solvents (solvents that contain -COO- in the molecule and do not contain -O-), ether solvents (solvents that contain -O- in the molecule and do not contain -COO-), ether esters Solvent (solvent containing -COO- and -O- in the molecule), ketone solvent (solvent containing -CO- in the molecule and not containing -COO-), alcohol solvent (solvent containing OH in the molecule,- Solvents that do not contain O-, -CO- and -COO-), aromatic hydrocarbon solvents, amide solvents, dimethyl sulfoxide, and the like.

As a solvent (E),

Ethyl lactate, butyl lactate, 2-hydroxyisobutanoate methyl, n-butyl acetate, ethyl butyrate, butyl butyrate, ethyl pyruvate, methyl acetoacetate, cyclohexanol acetate, and ester solvents such as γ-butyrolactone (in the molecule- Solvent including COO- and not including -O-);

Ether solvents such as ethylene glycol monobutyl ether, diethylene glycol monomethyl ether, propylene glycol monomethyl ether, 3-methoxy-1-butanol, diethylene glycol dimethyl ether, and diethylene glycol methyl ethyl ether (in the molecule -O- Solvent including, and does not contain -COO-);

Ether ester solvents such as 3-methylpropionate, 3-ethoxy ethylpropionate, 3-methoxybutyl acetate, propylene glycol monomethyl ether acetate, ethylene glycol monoethyl ether acetate, diethylene glycol monoethyl ether acetate, etc. Solvent containing -COO- and -O-);

Ketone solvents such as 4-hydroxy-4-methyl-2-pentanone (diacetone alcohol), heptanone, 4-methyl-2-pentanone, and cyclohexanone (including -CO- in the molecule, -COO Solvent not including -);

Alcohol solvents such as butanol, cyclohexanol, and propylene glycol (solvent containing OH in the molecule and not containing -O-, -CO-, and -COO-);

Amide solvents such as N,N-dimethylformamide, N,N-dimethylacetamide and N-methylpyrrolidone; and the like.

As the solvent (E), propylene glycol monomethyl ether acetate, propylene glycol monomethyl ether, N-methylpyrrolidone, 4-hydroxy-4-methyl-2-pentanone (diacetone alcohol), ethyl lactate, and 3- Ethyl ethoxypropionate is more preferred.

When the solvent (E) is included, the content rate of the solvent (E) is preferably 60 to 97 mass%, and more preferably 65 to 95 mass% with respect to the total amount of the colored resin composition of the present invention. In other words, the total amount of the solid content of the colored resin composition is preferably 3 to 40% by mass, more preferably 5 to 35% by mass. When the content of the solvent (E) is within the above range, the flatness at the time of application is improved, and the color density is not insufficient when the color filter is formed, so that the display characteristics tend to be improved.

<Leveling agent (F)>

As the leveling agent (F), a silicone-based surfactant, a fluorine-based surfactant, and a silicone-based surfactant having a fluorine atom may be mentioned. These may have a polymerizable group in the side chain.

As a silicone surfactant, surfactant etc. which have a siloxane bond in a molecule|numerator are mentioned. Specifically, Toray Silicon DC3PA, copper SH7PA, copper DC11PA, copper SH21PA, copper SH28PA, copper SH29PA, copper SH30PA, copper SH8400 (trade name: Toray Dow Corning Co., Ltd.), KP321, KP322, KP323, KP324, KP326, KP340, KP341 (manufactured by Shin-Etsu Chemical Industries, Ltd.), TSF400, TSF401, TSF410, TSF4300, TSF4440, TSF4445, TSF4446, TSF4452 and TSF4460 (made by Momentive Performance Materials Japan joint company), etc. have.

As said fluorine-type surfactant, surfactant etc. which have a fluorocarbon chain in a molecule|numerator are mentioned. Specifically, Florade (registered trademark) FC430, copper FC431 (manufactured by Sumitomo 3M Co., Ltd.), Megapack (registered trademark) F142D, wing F171, wing F172, wing F173, wing F177, wing F183, wing F554, wing R30, copper RS-718-K (manufactured by DIC Corporation), FTOP (registered trademark) EF301, copper EF303, copper EF351, copper EF352 (made by Mitsubishi Material Electronics Chemical Co., Ltd.), Surfron (registered trademark) S381 , Copper S382, copper SC101, copper SC105 (manufactured by Asahi Glass Co., Ltd.) and E5844 (manufactured by Daikin Fine Chemicals Research Institute, Ltd.), and the like.

Examples of the silicone-based surfactant having a fluorine atom include surfactants having a siloxane bond and a fluorocarbon chain in the molecule. Specifically, Megapack (registered trademark) R08, copper BL20, copper F475, copper F477 and copper F443 (manufactured by DIC Corporation), and the like can be mentioned.

When the leveling agent (F) is included, the content of the leveling agent (F) is preferably 0.001 to 0.2 mass%, and more preferably 0.002 to 0.1 mass% with respect to the total amount of the colored resin composition. In addition, the content of the pigment dispersant is not included in this content. When the content of the leveling agent (F) is within the above range, the flatness of the color filter can be improved.

<Other ingredients>

The colored resin composition of the present invention may contain additives known in the art, such as fillers, other polymer compounds, adhesion promoters, antioxidants, light stabilizers, chain transfer agents, and the like, if necessary.

<Production method of colored resin composition>

The colored resin composition of the present invention includes a coloring agent (A) and a resin (B), and a polymerizable compound (C) used as needed, a polymerization initiator (D), a polymerization initiator aid (D1), a solvent (E), and leveling. It can be prepared by mixing the agent (F) and other ingredients.

<Production method of color filter>

As a method of producing a colored pattern with the colored resin composition of the present invention, a photolithography method, an inkjet method, a printing method, and the like can be mentioned. Among them, the photolithography method is preferred.

When the colored resin composition contains the compound (IA), compound (IB), compound (IC), and/or compound (ID) excellent in heat resistance, a color filter excellent in heat resistance can be produced. This color filter is useful as a color filter used in a display device (eg, a liquid crystal display device, an organic EL device, electronic paper, etc.) and a solid-state image sensor.

Mode for carrying out the invention

Hereinafter, the present invention will be described in more detail with reference to examples, but the present invention is not limited by these examples. In the examples, "%" and "parts" indicating content or amount of use are based on mass unless otherwise noted.

In the following examples, the structure of the compound was confirmed by mass spectrometry (LC; Agilent 1200 type, MASS; Agilent LC/MSD type).

[Example 1]

The following reaction was performed in a nitrogen atmosphere. To a flask equipped with a cooling tube and a stirring device, 2.5 parts of CI Acid Blue 90 (manufactured by Tokyo Chemical Industry Co., Ltd.), 1.2 parts of manganese chloride tetrahydrate (manufactured by Fujifilm Wako Pure Chemical Co., Ltd.), and 15 parts of ion-exchanged water were added. It stirred at 50 degreeC for 2 hours. The obtained reaction suspension was filtered after standing to cool, and the filtered solid was washed with 2.5 parts of ion-exchanged water, and dried under reduced pressure at 60°C to obtain 2.3 parts of a compound represented by formula (A-16).

Identification of the compound represented by formula (A-16)

Mass spectrometry, ionization mode ESI+m/z　　: 832.8

Exact Mass[(M-Mn)/2+2H] ⁺ : 832.3

[Example 2]

The following reaction was performed in a nitrogen atmosphere. To a flask equipped with a cooling tube and a stirring device, 2.5 parts of CI Acid Blue 83 (manufactured by Tokyo Chemical Industry Co., Ltd.), 1.0 part of cesium chloride (manufactured by Fujifilm Wako Pure Chemical Co., Ltd.), and 20 parts of ion-exchanged water were added to 50°C. It stirred at for 2 hours. The obtained reaction suspension was filtered after standing to cool, and the filtered solid was washed with 10 parts of ion-exchanged water, and dried under reduced pressure at 60°C to obtain 2.1 parts of a compound represented by formula (D-2).

Identification of the compound represented by formula (D-2)

Mass spectrometry, ionization mode ESI+m/z: 804.5

Exact Mass[M-Cs+2H] ⁺ : 804.3

[Example 3]

The following reaction was performed in a nitrogen atmosphere. To a flask equipped with a cooling tube and a stirring device, 2.5 parts of CI Acid Blue 90 (manufactured by Tokyo Chemical Industry Co., Ltd.), 0.8 parts of zinc chloride (manufactured by Fujifilm Wako Pure Chemical Co., Ltd.), and 20 parts of ion-exchanged water were added to 50°C. It stirred at for 2 hours. After standing to cool, the obtained reaction suspension was filtered, and the filtered solid was washed with 2.5 parts of ion-exchanged water, and dried under reduced pressure at 60°C to obtain 1.9 parts of a compound represented by formula (A-18).

Identification of the compound represented by formula (A-18)

Mass spectrometry, ionization mode ESI+m/z　　　: 832.8

Exact Mass[(M-Zn)/2+2H] ⁺ : 832.3

[Example 4]

The following reaction was performed in a nitrogen atmosphere. To a flask equipped with a cooling tube and a stirring device, 2.5 parts of CI Acid Green 9 (manufactured by Tokyo Chemical Industry Co., Ltd.), 1.9 parts of barium chloride dihydrate (manufactured by Fuji Film Wako Pure Chemical Co., Ltd.), and 30 parts of ion-exchanged water were added. It stirred at 50 degreeC for 2 hours. After standing to cool, the obtained reaction suspension was filtered, and the filtered solid was washed with 2.5 parts of ion-exchanged water, and dried under reduced pressure at 60°C to obtain 1.3 parts of a compound represented by formula (A-2).

Identification of the compound represented by formula (A-2)

Mass spectrometry, ionization mode ESI+m/z　　　: 703.5

Exact Mass[(M-Ba)/2+2H] ⁺ : 703.2

[Example 5]

The following reaction was performed in a nitrogen atmosphere. To a flask equipped with a cooling tube and a stirring device, 2.5 parts of CI Modern Blue 1 (manufactured by Tokyo Chemical Industry Co., Ltd.), 2.4 parts of barium chloride dihydrate (manufactured by Fujifilm Wako Pure Chemical Co., Ltd.), and 30 parts of ion-exchanged water were added. , It stirred at 50 degreeC for 2 hours. After standing to cool, the obtained reaction suspension was filtered, and the filtered solid was washed with 2.5 parts of ion-exchanged water, and dried under reduced pressure at 60°C to obtain 2.9 parts of a compound represented by formula (A-23).

Identification of the compound represented by formula (A-23)

Mass spectrometry, ionization mode ESI+m/z: 459.5

Exact Mass [M-Ba+3H] ⁺ : 459.0

[Example 6]

The following reaction was performed in a nitrogen atmosphere. To a flask equipped with a cooling tube and a stirring device, 2.5 parts of CI Acid Blue 1 (manufactured by Tokyo Chemical Industry Co., Ltd.), 2.2 parts of barium chloride dihydrate (manufactured by Fujifilm Wako Pure Chemical Co., Ltd.), and 30 parts of ion-exchanged water were added. It stirred at 50 degreeC for 2 hours. After standing to cool, the obtained reaction suspension was filtered, and the filtered solid was washed with 2.5 parts of ion-exchanged water, and dried under reduced pressure at 60°C to obtain 1.7 parts of a compound represented by formula (C-11).

Identification of the compound represented by formula (C-11)

Mass spectrometry, ionization mode ESI+m/z　　　: 545.5

Exact Mass[(M-Ba)/2+2H] ⁺ ：545.2

[Example 7]

The following reaction was performed in a nitrogen atmosphere. To a flask equipped with a cooling tube and a stirring device, 2.5 parts of CI Acid Green 50 (manufactured by Tokyo Chemical Industry Co., Ltd.), 2.1 parts of barium chloride dihydrate (manufactured by Fuji Film Wako Pure Chemical Co., Ltd.), and 30 parts of ion-exchanged water were added. It stirred at 50 degreeC for 2 hours. After standing to cool, the obtained reaction suspension was filtered, and the filtered solid was washed with 2.5 parts of ion-exchanged water, and dried under reduced pressure at 60°C to obtain 2.2 parts of a compound represented by formula (C-8).

Identification of the compound represented by formula (C-8)

Mass spectrometry, ionization mode ESI+m/z　　　：555.5

Exact Mass[(M-Ba)/2+2H] ⁺ ：555.1

[Example 8]

The following reaction was performed in a nitrogen atmosphere. To a flask equipped with a cooling tube and a stirring device, 2.5 parts of Acid Green A (manufactured by Tokyo Chemical Industry Co., Ltd.), 2.2 parts of barium chloride dihydrate (manufactured by Fuji Film Wako Pure Chemical Co., Ltd.), and 30 parts of ion-exchanged water were added. It stirred at °C for 2 hours. After standing to cool, the obtained reaction suspension was filtered, and the filtered solid was washed with 2.5 parts of ion-exchanged water, and dried under reduced pressure at 60°C to obtain 0.9 parts of a compound represented by formula (C-14).

Identification of the compound represented by formula (C-14)

Mass spectrometry, ionization mode ESI+m/z　　　：573.5

Exact Mass[(M-Ba)/2+2H] ⁺ : 573.2

<heat resistance evaluation>

Using a thermogravimetric/differential heat measuring device (TG/DTA6200; manufactured by Seiko Instruments Co., Ltd.), about 3000 μg of each compound was heated at a rate of 5°C/min at 45°C, and raised to 550°C. For each compound, the temperature T (°C) at which a weight reduction of 5% from the initial weight was observed after 170°C was measured. Table 5 shows the results.

In addition, C.I. Pigment Blue 24 was used as a comparative example.

[Resin Synthesis Example 1]

An appropriate amount of nitrogen was flowed into a flask equipped with a reflux condenser, a dropping lot, and a stirrer, substituted with a nitrogen atmosphere, 141 parts of ethyl lactate and 178 parts of propylene glycol monomethyl ether acetate were added, and heated to 85°C while stirring. Subsequently, 38 parts of acrylic acid, 3,4-epoxytricyclo [5.2.1.0 ^2,6 ] decane-8-ylacrylate and 3,4-epoxytricyclo [5.2.1.0 ^2,6 ] decane-9-ylacrylic A mixed solution of 25 parts of a mixture of rates (content: 1:1), 137 parts of cyclohexylmaleimide, 50 parts of 2-hydroxyethyl methacrylate, and 338 parts of propylene glycol monomethyl ether acetate was added dropwise over 5 hours. On the other hand, a mixed solution in which 5 parts of 2,2-azobisisobutyronitrile was dissolved in 88 parts of propylene glycol monomethyl ether acetate was added dropwise over 6 hours. After completion of the dropwise addition, after preservation and maintenance at the same temperature for 4 hours, it was cooled to room temperature, and a copolymer (resin (B-X)) solution having a solid content of 25.6% was obtained. The weight average molecular weight Mw of the produced copolymer was 8000, the dispersion degree was 2.1, and the acid value in terms of solid content was 111 mg-KOH/g. Resin (B-X) had the following structural unit.

The measurement of the weight average molecular weight (Mw) and number average molecular weight (Mn) in terms of polystyrene of the resin was performed under the following conditions by the GPC method.

Equipment　　　　　　; HLC-8120 GPC (manufactured by Tosoh Corporation)

Column　　　　　；TSK-GELG2000HXL

Column temperature　　　; 40℃

Solvent　　　　　　； THF

Flow velocity　　　　　　; 1.0mL/min

Test solution solid content concentration; 0.001 to 0.01 mass%

Injection volume　　　　　；50μL

Detector　　　　　；RI

Standard substances for calibration　；TSK　STANDARD　POLYSTYRENE

F-40, F-4, F-288, A-2500, A-500

(Made by Tosoh Corporation)

The ratio (Mw/Mn) of the weight average molecular weight and number average molecular weight in terms of polystyrene obtained above was taken as the dispersibility.

<Preparation of colored resin composition>

Colorant (A)　　　: Compound (A-16)　　0.5 parts (solid content conversion)

Resin (B)　　　　: Resin (B-X)　　　　2.1 parts (solid content conversion)

Polymerizable compound (C): Dipentaerythritol hexaacrylate (KAYARAD (registered trademark) 　DPHA; Japan Explosives Co., Ltd.)　　2.1 parts　 (solid content conversion)

Polymerization initiator (D) 　: N-benzoyloxy-1-(4-phenylsulfanylphenyl)octane-1-one-2-imine (Irgacure (registered trademark) OXE-01; BASF Corporation; O-acyloxime) Compound) 　　　　　0.3 parts

Solvent (E)　　　　: Propylene glycol monomethyl ether acetate 　16.1 parts

Ethyl lactate　　　　　　1.2 parts

N-methylpyrrolidone 　 24.5 parts

Leveling agent (F): Polyether modified silicone oil (Toray silicone SH8400, manufactured by Toray Dow Corning Co., Ltd.)　　　　　0.005 parts　 (solid content conversion)

Was mixed to obtain a colored resin composition. Moreover, after dissolving compound (A-16) in 24.5 parts of N-methylpyrrolidone, it mixed.

<Production of color filter (color coating)>

On a 5 cm-cornered glass substrate (Eagle 2000; manufactured by Corning), the colored curable resin composition was applied by spin coating so that the film thickness after post-baking became 2 μm, and then prebaked at 100° C. for 3 minutes. After standing to cool, post-baking is performed at 230°C for 20 minutes in an oven to obtain a color filter. This color filter exhibits high heat resistance.

The present invention provides a compound having excellent heat resistance, a colored resin composition containing the same, a color filter, and a display device.

Claims (5)

A compound represented by a formula (IA), a formula (IB), a formula (IC), or a formula (ID).

[In formula (IA),
R ^A1 ~ R ^A10 each independently represent a hydrogen atom, a hydroxyl _{^{group, -CO 2 -, -SO 3 -}} , -O -, formula (a) may have a group, or a substituent represented by the great group of 1 to 20 carbon atoms represents a group of hydrocarbons, at least two of R ^A1 ~ ^A10 R _{^{is, -CO 2 -, -SO 3 -}} , -O - represents a group represented by, or a group represented by the formula (a).

(In formula (a),
R ^A11 represents a hydrogen atom or a hydrocarbon group having 1 to 20 carbon atoms which may have a substituent.
L ^A1 represents a divalent aromatic hydrocarbon group which may have a substituent.
Aa ^(-) represents -CO ₂ ^- or -SO ₃ ^- .
However, * in the formula means a bonded hand.)
T ^A1 represents an aromatic hydrocarbon group having 6 to 10 carbon atoms which may have a substituent. However, this aromatic hydrocarbon group _{does not have -SO 3} ^- as a substituent.
An is, -CO with a compound represented by the formula _{^{(IA) 2 -, -SO 3}} -, and -O ^- it represents the sum of the number of.
Am represents an integer of 1 or more.
AX ^Ak(+) represents an Ak-valent metal cation.
Ak represents an integer of 2 or more.]

[In formula (IB),
R ^B1 ~ R ^B10 are each independently a hydrogen atom, a hydroxyl _{^{group, -CO 2 -, -SO 3 -}} , -O -, formula (b) may have a group, or a substituent represented by the great group of 1 to 20 carbon atoms represents a group of hydrocarbons, at least two of R ^B1 ~ ^B10 is _{^{R, -CO 2 -, -SO 3 -}} , -O - it represents a group represented by, or the formula (b).

(In formula (b),
R ^B11 represents a hydrogen atom or a hydrocarbon group having 1 to 20 carbon atoms which may have a substituent.
L ^B1 represents a divalent aromatic hydrocarbon group which may have a substituent.
Bb ^(-) represents -CO ₂ ^- or -SO ₃ ^- .
However, * in the formula means a bonded hand.)
Bn is, -CO with a compound represented by the formula _{^{(IB) 2 -, -SO 3}} -, and -O ^- represents the sum of the number of.
T ^B1 represents a C6-C14 divalent aromatic hydrocarbon group which may have a substituent. However, this aromatic hydrocarbon group _{does not have -SO 3} ^- as a substituent.
L ^B0 represents a Bm-valent linking group.
Bm represents an integer of 2 or more.
BX ^Bk(+) represents a Bk-valent metal cation.
Bk represents an integer of 1 or more.]

[In formula (IC),
Each of R ^C1 to R ^C4 independently represents a hydrogen atom or a hydrocarbon group having 1 to 20 carbon atoms which may have a substituent.
Each of R ^C5 to R ^C12 independently represents a hydrogen atom or a hydrocarbon group having 1 to 8 carbon atoms.
T ^{C1 represents a C6-C14} trivalent aromatic hydrocarbon group which may have a substituent.
CX ^Ck(+) represents a Ck-valent metal cation.
Ck represents an integer of 1 or more.]

[In formula (ID),
R R ^D1 ~ ^D10 are, each independently, a hydrogen atom, a hydroxyl _{^{group, -CO 2 -, -SO 3 -}} , -O -, good expression of 1 to 20 carbon atoms which may have a group, or a substituent represented by (d) represents a group of hydrocarbons, at least two of R ^D1 ~ ^D10 are _{^{R, -CO 2 -, -SO 3 -}} , -O - it represents a group represented by, or a group represented by the formula (d).

(In formula (d),
R ^D11 represents a hydrogen atom or a hydrocarbon group having 1 to 20 carbon atoms which may have a substituent.
L ^D1 represents a divalent aromatic hydrocarbon group which may have a substituent.
Dd ^(-) represents -CO ₂ ^- or -SO ₃ ^- .
However, * in the formula means a bonded hand.)
T ^D1 represents a C6-C10 divalent aromatic hydrocarbon group which may have a substituent. However, this aromatic hydrocarbon group _{does not have -SO 3} ^- as a substituent.
R ^D21 represents a hydrogen atom or a hydrocarbon group having 1 to 20 carbon atoms which may have a substituent.
DX ⁽⁺⁾ represents a monovalent metal cation.] A colorant and a resin are included, and the colorant is from the group consisting of a compound represented by formula (IA) according to claim 1, a compound represented by formula (IB), a compound represented by formula (IC), and a compound represented by formula (ID). A colored resin composition containing at least one selected. A colored resin composition comprising the colored resin composition according to claim 2, a polymerizable compound, and a polymerization initiator. A color filter formed from the colored resin composition according to claim 3. A display device comprising the color filter according to claim 4.