JP7664684B2 - Composition containing a colorant - Google Patents

Description

The present invention relates to a composition containing a colorant. The composition of the present invention is useful for producing a colored curable composition.

Colored curable compositions are used in the manufacture of color filters for use in displays such as liquid crystal displays, electroluminescent displays, and plasma displays, and various compositions have been developed. For example, Patent Document 1 describes a composition comprising a solvent, a reactive diluent, a photopolymerization initiator, a colorant, and a compound represented by the formula (1):

[The definitions of the symbols in formula (1) are as described in Patent Document 1.]
A resin composition for color filters containing a copolymer containing a structural unit represented by the following formula is described.

WO 2018/110097 A1

The present inventors have found that a colored curable composition containing a colorant (A), a resin (B), a polymerizable compound (C), a polymerization initiator (D) and a solvent (E) has a problem in that the viscosity of the composition increases during storage depending on the type of colorant (A) used. The present invention has been made in light of this situation, and its purpose is to suppress the increase in viscosity of a colored curable composition containing a specific colorant.

The present invention capable of achieving the above object is as follows.
[1] A composition comprising a colorant (A), a resin (B) and a solvent (E),
The colorant (A) is represented by the formula (1a):

[In formula (1a), R ^41a and R ^42a each independently represent a hydrogen atom, a saturated hydrocarbon group having 1 to 20 carbon atoms which may have a substituent, an aromatic hydrocarbon group having 6 to 14 carbon atoms which may have a substituent, or an aralkyl group having 7 to 30 carbon atoms which may have a substituent, or R ^41a and R ^42a bond together to form a 3-10-membered nitrogen-containing heterocycle together with the nitrogen atom to which they are bonded,
R ^43a and R ^44a each independently represent a hydrogen atom, a saturated hydrocarbon group having 1 to 20 carbon atoms which may have a substituent, an aromatic hydrocarbon group having 6 to 14 carbon atoms which may have a substituent, or an aralkyl group having 7 to 30 carbon atoms which may have a substituent, or R ^43a and R ^44a are bonded together to form a 3-10 membered nitrogen-containing heterocycle together with the nitrogen atom to which they are bonded;
R ^47a to R ^54a each independently represent a hydrogen atom, a halogen atom, a nitro group, a hydroxyl group, -SO ₃ ^- , -SO ₂ -N ^- -SO ₂ -R ^f , or an optionally substituted alkyl group having 1 to 8 carbon atoms;
^Rf represents a fluoroalkyl group having 1 to 12 carbon atoms;
Ring T ^1a represents an aromatic hydrocarbon ring having 6 to 14 carbon atoms which may have a substituent or an aromatic heterocycle having 5 to 10 members which may have a substituent;
the substituent that the saturated hydrocarbon group having 1 to 20 carbon atoms may have is at least one selected from the group consisting of a halogen atom, a hydroxyl group, a formyl group, and an amino group;
the substituent which the aromatic hydrocarbon group having 6 to 14 carbon atoms may have is at least one selected from the group consisting of a halogen atom, a nitro group, a hydroxy group, a formyl group, -SO ₃ ^- , -SO ₂ -N ^- -SO ₂ -R ^f , and an alkyl group having 1 to 8 carbon atoms which may have a substituent;
the substituent which the aralkyl group having 7 to 30 carbon atoms may have is at least one selected from the group consisting of a halogen atom, a nitro group, a hydroxy group, a formyl group, -SO ₃ ^- , -SO ₂ -N ^- -SO ₂ -R ^f , and an alkyl group having 1 to 8 carbon atoms which may have a substituent;
the substituent which the aromatic hydrocarbon ring having 6 to 14 carbon atoms may have is at least one selected from the group consisting of a halogen atom, a nitro group, a hydroxy group, a formyl group, -SO ₃ ^- , -SO ₂ -N ^- -SO ₂ -R ^f , and an alkyl group having 1 to 8 carbon atoms which may have a substituent;
the substituent which the 5- to 10-membered aromatic heterocycle may have is at least one selected from the group consisting of a halogen atom, a nitro group, a hydroxy group, a formyl group, -SO ₃ ^- , -SO ₂ -N ^- -SO ₂ -R ^f , and an alkyl group having 1 to 8 carbon atoms which may have a substituent;
the substituent that the alkyl group having 1 to 8 carbon atoms may have is at least one selected from the group consisting of a halogen atom, a hydroxyl group, a formyl group, and an amino group;
When the saturated hydrocarbon group having 1 to 20 carbon atoms is a saturated hydrocarbon group having 2 to 20 carbon atoms, —CH ₂ — contained in the saturated hydrocarbon group may be replaced by —O— or —CO—;
When the alkyl group having 1 to 8 carbon atoms is an alkyl group having 2 to 8 carbon atoms, —CH ₂ — contained in the alkyl group may be replaced by —O— or —CO—;
r represents an integer of 1 or more;
M ^r+ represents a hydrogen ion, a metal ion having a valence of r, or N ⁺ (R ^55a ) ₄ , in which the four R ^55a may be the same or different;
R ^55a represents a hydrogen atom, a saturated hydrocarbon group having 1 to 20 carbon atoms, or an aralkyl group having 7 to 10 carbon atoms;
k represents a group represented by formula (1a-A):

[In formula (1a-A), ring T ^1a , R ^41a to R ^44a , and R ^47a to R ^54a are each as defined above.]
represents the total number of —SO ₃ ^— and —SO ₂ —N ⁻ —SO ₂ —R ^f contained in the anion represented by the following formula:
When r is an integer of 2 or more, the multiple anions represented by formula (1a-A) may be the same or different, and when k-1 is an integer of 2 or more, the multiple M ^r+ may be the same or different.
A compound represented by the formula:
Formula (2a):

[In formula (2a), R ^41b and R ^42b each independently represent a hydrogen atom, a saturated hydrocarbon group having 1 to 20 carbon atoms which may have a substituent, an aromatic hydrocarbon group having 6 to 14 carbon atoms which may have a substituent, or an aralkyl group having 7 to 30 carbon atoms which may have a substituent, or R ^41b and R ^42b combine together to form a 3-10-membered nitrogen-containing heterocycle together with the nitrogen atom to which they are bonded,
R ^43b and R ^44b each independently represent a hydrogen atom, a saturated hydrocarbon group having 1 to 20 carbon atoms which may have a substituent, an aromatic hydrocarbon group having 6 to 14 carbon atoms which may have a substituent, or an aralkyl group having 7 to 30 carbon atoms which may have a substituent, or R ^43b and R ^44b combine together to form a 3-10 membered nitrogen-containing heterocycle together with the nitrogen atom to which they are bonded;
R ^47b to R ^54b each independently represent a hydrogen atom, a halogen atom, a nitro group, a hydroxyl group, or an alkyl group having 1 to 8 carbon atoms which may have a substituent;
Ring T ^1b represents an aromatic hydrocarbon ring having 6 to 14 carbon atoms which may have a substituent or an aromatic heterocycle having 5 to 10 members which may have a substituent,
the substituent that the saturated hydrocarbon group having 1 to 20 carbon atoms may have is at least one selected from the group consisting of a halogen atom, a hydroxyl group, a formyl group, and an amino group;
the substituent which the aromatic hydrocarbon group having 6 to 14 carbon atoms may have is at least one selected from the group consisting of a halogen atom, a nitro group, a hydroxyl group, a formyl group, and an alkyl group having 1 to 8 carbon atoms which may have a substituent;
the substituent which the aralkyl group having 7 to 30 carbon atoms may have is at least one selected from the group consisting of a halogen atom, a nitro group, a hydroxyl group, a formyl group, and an alkyl group having 1 to 8 carbon atoms which may have a substituent;
the substituent which the aromatic hydrocarbon ring having 6 to 14 carbon atoms may have is at least one selected from the group consisting of a halogen atom, a nitro group, a hydroxyl group, a formyl group, and an alkyl group having 1 to 8 carbon atoms which may have a substituent;
the substituent which the 5- to 10-membered aromatic heterocycle may have is at least one selected from the group consisting of a halogen atom, a nitro group, a hydroxyl group, a formyl group, and an alkyl group having 1 to 8 carbon atoms which may have a substituent;
the substituent that the alkyl group having 1 to 8 carbon atoms may have is at least one selected from the group consisting of a halogen atom, a hydroxyl group, a formyl group, and an amino group;
When the saturated hydrocarbon group having 1 to 20 carbon atoms is a saturated hydrocarbon group having 2 to 20 carbon atoms, —CH ₂ — contained in the saturated hydrocarbon group may be replaced by —O— or —CO—;
When the alkyl group having 1 to 8 carbon atoms is an alkyl group having 2 to 8 carbon atoms, —CH ₂ — contained in the alkyl group may be replaced by —O— or —CO—;
m represents an integer of 1 or more;
[Y] ^m- represents an m-valent anion, and when m is an integer of 2 or more, a compound represented by formula (2a-C):

[In formula (2a-C), ring T ^1b , R ^41b to R ^44b and R ^47b to R ^54b are each as defined above.]
The multiple cations represented by the formula may be the same or different.
and a compound represented by formula (3a):

[In formula (3a), R ¹ and R ² each independently represent a hydrogen atom, a saturated hydrocarbon group having 1 to 20 carbon atoms which may have a substituent, an aromatic hydrocarbon group having 6 to 10 carbon atoms which may have a substituent, or -R ¹² -Si(R ¹³ ) ₃ , or R ¹ and R ² combine together to form a 3-10-membered nitrogen-containing heterocycle together with the nitrogen atom to which they are bonded;
R ³ and R ⁴ each independently represent a hydrogen atom, a saturated hydrocarbon group having 1 to 20 carbon atoms which may have a substituent, an aromatic hydrocarbon group having 6 to 10 carbon atoms which may have a substituent, or a group represented by -R ¹² -Si(R ¹³ ) ₃ , or R ³ and R ⁴ combine together to form a 3-10 membered nitrogen-containing heterocycle together with the nitrogen atom to which they are bonded;
R ⁵ represents -OH, -SO ₃ ^- , -SO ₃ ^- Z ⁺ , -SO ₃ R ⁸ , -CO ₂ ^- Z ⁺ , -CO ₂ R ⁸ or -SO ₂ NR ⁹ R ¹⁰ ;
R ⁶ and R ⁷ each independently represent a hydrogen atom or an alkyl group having 1 to 6 carbon atoms;
p represents an integer of 0 to 5, and when p is an integer of 2 or more, multiple R ^5's may be the same or different;
q represents 0 or 1;
X represents a halogen atom;
Z ⁺ represents N ⁺ ( ^R11 ) ₄ , Na ⁺ or K ⁺ , and the four ^R11 may be the same or different;
R ⁸ represents a hydrogen atom or a saturated hydrocarbon group having 1 to 20 carbon atoms which may have a halogen atom;
R ⁹ and R ¹⁰ each independently represent a hydrogen atom or a saturated hydrocarbon group having 1 to 20 carbon atoms which may have a substituent, or R ⁹ and R ¹⁰ combine together to form a 3- to 10-membered nitrogen-containing heterocycle together with the nitrogen atom to which they are bonded;
R ¹¹ represents a hydrogen atom, a saturated hydrocarbon group having 1 to 20 carbon atoms, or an aralkyl group having 7 to 10 carbon atoms;
R ¹² represents an alkanediyl group having 1 to 10 carbon atoms;
R ¹³ represents a hydrogen atom, a hydroxyl group, an alkyl group having 1 to 4 carbon atoms, or an alkoxy group having 1 to 4 carbon atoms, and the three R ¹³ 's may be the same or different;
the substituent which the saturated hydrocarbon group having 1 to 20 carbon atoms represented by R ¹ to R ⁴ may have is at least one selected from the group consisting of an aromatic hydrocarbon group having 6 to 10 carbon atoms, a halogen atom, a hydroxy group, a formyl group, and a carboxy group;
the substituent which the aromatic hydrocarbon group having 6 to 10 carbon atoms represented by R ¹ to R ⁴ may have is at least one selected from the group consisting of a halogen atom, a hydroxy group, a formyl group, a saturated hydrocarbon group having 1 to 20 carbon atoms which may have a halogen atom, -OR ⁸ , -SO ₃ ^- , -SO ₃ ^- Z ⁺ , -SO ₃ R ⁸ , -CO ₂ ^- Z ⁺ , -CO ₂ R ⁸ and -SO ₂ NR ⁹ R ¹⁰ ;
When the saturated hydrocarbon group having 1 to 20 carbon atoms represented by R ¹ to R ⁴ is a saturated hydrocarbon group having 2 to 20 carbon atoms, —CH ₂ — contained in the saturated hydrocarbon group may be replaced by —O—, —CO— or —NR ¹¹ —;
The substituent that the saturated hydrocarbon group having 1 to 20 carbon atoms represented by R ⁹ and R ¹⁰ may have is at least one selected from the group consisting of a hydroxy group, a formyl group, and a halogen atom;
When the saturated hydrocarbon group having 1 to 20 carbon atoms represented by R ⁹ and R ¹⁰ is a saturated hydrocarbon group having 2 to 20 carbon atoms, —CH ₂ — contained in the saturated hydrocarbon group may be replaced by —O—, —CO— or —NR ⁸ —;
When the alkanediyl group having 1 to 10 carbon atoms of R ¹² is an alkanediyl group having 2 to 20 carbon atoms, -CH ₂ - contained in the alkanediyl group may be replaced by -O-, -CO- or -NR ⁸ -, and when an ionic form of -SO ₃ ^- is present in the compound represented by formula (3a), the number thereof is 1.]
The compound includes at least one selected from the group consisting of compounds represented by
The resin (B) is represented by the formula (1b):

[In formula (1b), R ^1B represents a hydrogen atom or a methyl group,
R ^2B to R ^4B each independently represent a hydrogen atom, an alkyl group having 1 to 6 carbon atoms, or an alkoxy group having 1 to 6 carbon atoms;
n represents an integer of 1 to 10, and * represents a bonding position;
However, at least one of R ^2B to R ^4B is an alkoxy group having 1 to 6 carbon atoms.]
and the content of the colorant (A) is 35 to 70 wt % based on the total amount of solids in the composition.
[2] The composition according to [1] above, wherein the content of the colorant (A) is 40 to 70% by weight based on the total amount of solids in the composition.

[3] Ring T ^1a in formula (1a) is represented by formula (1t):

[In formula (1t), R ^45a and R ^46a each independently represent a hydrogen atom, a saturated hydrocarbon group having 1 to 20 carbon atoms which may have a substituent, an aromatic hydrocarbon group having 6 to 14 carbon atoms which may have a substituent, or an aralkyl group having 7 to 30 carbon atoms which may have a substituent, or R ^45a and R ^46a bond together to form a 3-10-membered nitrogen-containing heterocycle together with the nitrogen atom to which they are bonded;
R ^56a represents a hydrogen atom, a saturated hydrocarbon group having 1 to 20 carbon atoms which may have a substituent, an aromatic hydrocarbon group having 6 to 14 carbon atoms which may have a substituent, or an aralkyl group having 7 to 30 carbon atoms which may have a substituent,
L ^1a represents a sulfur atom, an oxygen atom or -NR ^57a -;
R ^57a represents a hydrogen atom or an alkyl group having 1 to 10 carbon atoms;
the substituent that the saturated hydrocarbon group having 1 to 20 carbon atoms may have is at least one selected from the group consisting of a halogen atom, a hydroxyl group, a formyl group, and an amino group;
the substituent which the aromatic hydrocarbon group having 6 to 14 carbon atoms may have is at least one selected from the group consisting of a halogen atom, a nitro group, a hydroxy group, a formyl group, -SO ₃ ^- , -SO ₂ -N ^- -SO ₂ -R ^f , and an alkyl group having 1 to 8 carbon atoms which may have a substituent;
the substituent which the aralkyl group having 7 to 30 carbon atoms may have is at least one selected from the group consisting of a halogen atom, a nitro group, a hydroxy group, a formyl group, -SO ₃ ^- , -SO ₂ -N ^- -SO ₂ -R ^f , and an alkyl group having 1 to 8 carbon atoms which may have a substituent;
the substituent that the alkyl group having 1 to 8 carbon atoms may have is at least one selected from the group consisting of a halogen atom, a hydroxyl group, a formyl group, and an amino group;
^Rf represents a fluoroalkyl group having 1 to 12 carbon atoms, and * represents the bonding position with a carbocation.
The composition according to the above [1] or [2], wherein the ring is represented by the formula:

[4] The composition according to any one of the above [1] to [3], wherein in formula (1a), r is 2 and M ^r+ is a divalent metal ion.

[5] In formula (1a), R ^41a and R ^43a each independently represent a hydrogen atom or an alkyl group having 1 to 8 carbon atoms;
R ^42a and R ^44a each independently represent a phenyl group which may have at least one substituent selected from the group consisting of an alkyl group having 1 to 8 carbon atoms and -SO ₃ ^- ;
R ^47a to R ^54a each independently represent a hydrogen atom, an alkyl group having 1 to 8 carbon atoms, or -SO ₃ ^- ; and ring T ^1a represents a group of formula (1t):

In formula (1t), R ^45a represents a hydrogen atom or an alkyl group having 1 to 8 carbon atoms;
R ^46a is a phenyl group which may have at least one substituent selected from the group consisting of an alkyl group having 1 to 8 carbon atoms and -SO ₃ ^- ;
R ^56a is a phenyl group which may have at least one substituent selected from the group consisting of a halogen atom, an alkyl group having 1 to 8 carbon atoms, and -SO ₃ ^- ;
L ^1a is a sulfur atom, and * represents the bonding position with a carbocation.
A ring represented by
r is 2;
k represents the total number of —SO ₃ ^— groups contained in the anion represented by formula (1a-A) and is 2;
The composition according to the above [1] or [2], wherein the two anions represented by formula (1a-A) are the same, and M ^r+ is a barium ion.

[6] Ring T ^1b in formula (2a) is represented by formula (2t):

[In formula (2t), R ^45b and R ^46b each independently represent a hydrogen atom, a saturated hydrocarbon group having 1 to 20 carbon atoms which may have a substituent, an aromatic hydrocarbon group having 6 to 14 carbon atoms which may have a substituent, or an aralkyl group having 7 to 30 carbon atoms which may have a substituent, or R ^45b and R ^46b combine together to form a 3-10-membered nitrogen-containing heterocycle together with the nitrogen atom to which they are bonded;
R ^56b represents a hydrogen atom, a saturated hydrocarbon group having 1 to 20 carbon atoms which may have a substituent, an aromatic hydrocarbon group having 6 to 14 carbon atoms which may have a substituent, or an aralkyl group having 7 to 30 carbon atoms which may have a substituent,
L ^1b represents a sulfur atom, an oxygen atom or -NR ^57b -;
R ^57b represents a hydrogen atom or an alkyl group having 1 to 10 carbon atoms;
the substituent that the saturated hydrocarbon group having 1 to 20 carbon atoms may have is at least one selected from the group consisting of a halogen atom, a hydroxyl group, a formyl group, and an amino group;
the substituent which the aromatic hydrocarbon group having 6 to 14 carbon atoms may have is at least one selected from the group consisting of a halogen atom, a nitro group, a hydroxyl group, a formyl group, and an alkyl group having 1 to 8 carbon atoms which may have a substituent;
the substituent which the aralkyl group having 7 to 30 carbon atoms may have is at least one selected from the group consisting of a halogen atom, a nitro group, a hydroxyl group, a formyl group, and an alkyl group having 1 to 8 carbon atoms which may have a substituent;
The substituent that the alkyl group having 1 to 8 carbon atoms may have is at least one selected from the group consisting of a halogen atom, a hydroxyl group, a formyl group, and an amino group, and * indicates the bonding position with a carbocation.]
The composition according to any one of the above [1] to [5], wherein the ring is represented by the following formula:

[7] The composition according to any one of the above [1] to [6], wherein [Y] ^m- in formula (2a) is a polyoxyethylene anion containing a tungsten atom.
[8] [Y] ^m- in formula (2a) is [PW ₁₂ O ₄₀ ] ^3- , [P ₂ W ₁₈ O ₆₂ ] ^6- , [P ₂ W ₁₈ O ₆₂ ] ^6- , [SiW ₁₂ O ₄₀ ] ^4- , [SiW ₁₂ O ₄₀ ] ^4- , [SiW ₁₂ O ₄₀ ] ^4- , [P ₂ W ₁₇ O ₆₁ ] ^10- , [P ₂ W ₁₅ O ₅₆ ] ^12- , [H ₂ P ₂ W ₁₂ O ₄₈ ] ^12- , [NaP ₅ W ₃₀ O ₁₁₀ ] ^14- , [SiW ₉ O ₃₄ ] ^10- , [SiW ₁₀ O ₃₆ ] The composition according to ^{any one of the above [1] to [6], which is selected from the group consisting of [SiW 11 O 39 ] 8−} _{, [ SiW} ¹¹ _{O 39} ] ⁸⁻ , [W ₆ O ₁₉ ] ²⁻ , [W ₁₀ O 32 ] ⁴⁻ and [WO ₄ ] ²⁻ .

[9] In formula (2a), R ^41b , R ^43b and R ^47b to R ^54b each independently represent a hydrogen atom or an alkyl group having 1 to 8 carbon atoms;
R ^42b and R ^44b each independently represent a phenyl group which may have an alkyl group having 1 to 8 carbon atoms;
Ring T ^1b has the formula (2t):

[In formula (2t), R ^45b is a hydrogen atom or an alkyl group having 1 to 8 carbon atoms,
R ^46b is a phenyl group which may have an alkyl group having 1 to 8 carbon atoms;
R ^56b is a phenyl group which may have at least one substituent selected from the group consisting of halogen atoms and alkyl groups having 1 to 8 carbon atoms;
L ^1b is a sulfur atom, and * represents the bonding position with a carbocation.
A ring represented by
m is 3;
The composition according to any one of the above [1] to [5], wherein the three cations represented by the formula (2a-C) are the same, and [Y] ^m- is [PW ₁₂ O ₄₀ ] ^3- .

[10] In the formula (3a), R ¹ and R ³ are each independently a hydrogen atom; an alkyl group having 1 to 8 carbon atoms which may have a carboxy group; a phenyl group which may have at least one substituent selected from the group consisting of an alkyl group having 1 to 8 carbon atoms and -SO ₂ NR ⁹ R ¹⁰ ; or -R ¹² -Si(R ¹³ ) ₃ ;
R ² and R ⁴ are each independently an alkyl group having 1 to 8 carbon atoms which may have a carboxy group; a phenyl group which may have at least one substituent selected from the group consisting of an alkyl group having 1 to 8 carbon atoms and -SO ₂ NR ⁹ R ¹⁰ ; or -R ¹² -Si(R ¹³ ) ₃ ;
R ⁵ is —SO ₃ ^— ;
R ⁶ and R ⁷ are both hydrogen atoms;
R ⁹ and R ¹⁰ each independently represent a hydrogen atom or an alkyl group having 1 to 8 carbon atoms;
R ¹² is an alkanediyl group having 1 to 6 carbon atoms;
three R ¹³ 's each represent an alkoxy group having 1 to 4 carbon atoms;
The composition according to any one of the above [1] to [9], wherein p is 1 and q is 0.

[11] The composition according to any one of the above [1] to [10], wherein the total content of the compound represented by formula (1a), the compound represented by formula (2a), and the compound represented by formula (3a) is 50 to 100% by weight based on the total amount of the colorant (A).
[12] The composition according to any one of the above [1] to [5], wherein at least one selected from the group consisting of the compound represented by formula (1a), the compound represented by formula (2a), and the compound represented by formula (3a) is a compound represented by formula (1a), and the content of the compound represented by formula (1a) is 50 to 100% by weight based on the total amount of the colorant (A).
[13] The composition according to any one of the above [1], [2], and [6] to [9], wherein at least one selected from the group consisting of the compound represented by formula (1a), the compound represented by formula (2a), and the compound represented by formula (3a) is a compound represented by formula (2a), and the content of the compound represented by formula (2a) is 50 to 100% by weight based on the total amount of the colorant (A).

[14] The composition according to any one of the above items [1] to [13], wherein the resin (B1) is a copolymer containing the structural unit (b1-1), a structural unit (b1-2) derived from a polymerizable unsaturated compound having an acidic group, and another structural unit (b1-3), and the amount of the structural unit (b1-1) is 1 to 50 mol % when the total of all structural units in the copolymer is 100 mol %.
[15] The composition according to any one of the above [1] to [14], wherein the weight average molecular weight of the resin (B1) is 1,000 to 50,000.
[16] The composition according to any one of the above [1] to [15], wherein the content of the resin (B1) is 10 to 100 parts by weight per 100 parts by weight of the colorant (A).
[17] The composition according to any one of the above [1] to [15], wherein the content of the resin (B1) is 10 to 60 parts by weight based on 100 parts by weight of the colorant (A).

First, the composition of the present invention is prepared in advance, and then the colored curable composition is prepared using the composition of the present invention, thereby making it possible to suppress thickening of the colored curable composition.

The composition of the present invention includes a colorant (A), a resin (B) and a solvent (E). The composition of the present invention is characterized in that the colorant (A) includes at least one selected from the group consisting of a compound represented by formula (1a), a compound represented by formula (2a), and a compound represented by formula (3a), the resin (B) includes a resin (B1) including a structural unit (b1-1) represented by formula (1b), and the content of the colorant (A) is 35 to 70% by weight based on the total amount of solids in the composition. Here, the "total amount of solids in the composition" refers to the amount obtained by excluding the content of the solvent (H) from the total amount of the composition. The total amount of solids and the content of each component can be measured by known analytical means such as liquid chromatography or gas chromatography.

In this specification, "a compound represented by formula (1a)" may be abbreviated as "compound (1a)". Compounds, anions, and cations represented by other formulas may also be abbreviated in the same manner. Furthermore, each component of the composition of the present invention, each component of the colored curable composition, and raw materials for producing each component may be used alone or in combination of two or more types, unless otherwise specified.

The present invention is characterized by the use of a specific colorant (i.e., at least one selected from the group consisting of compound (1a), compound (2a) and compound (3a)). The present inventor has found that there is a problem in that the viscosity of a colored curable composition containing a specific colorant increases during storage. In order to solve this problem, the present inventor has conducted extensive research and found that it is possible to suppress the increase in viscosity of a colored curable composition by first mixing a colorant (A) containing a specific colorant, a resin (B) containing a resin (B1) containing a structural unit (b1-1) represented by formula (1b) and a solvent (E) to produce a composition, and then mixing the resulting composition with a polymerizable compound (C), a polymerization initiator (D) and, if necessary, other components to produce a colored curable composition. The present invention will be described below in order.

<Definition>
First, the definitions of groups used in the present specification will be explained. Unless otherwise specified, the groups have the following definitions.
In this specification, examples of the halogen atom include a fluorine atom, a chlorine atom, a bromine atom and an iodine atom.

In this specification, the saturated hydrocarbon group may be linear, branched, or cyclic. Examples of saturated hydrocarbon groups having 1 to 20 carbon atoms include alkyl groups having 1 to 20 carbon atoms, such as methyl, ethyl, propyl, butyl, pentyl, hexyl, heptyl, octyl, nonyl, decyl, dodecyl, hexadecyl, icosyl, isopropyl, isobutyl, isopentyl, neopentyl, and 2-ethylhexyl; and alicyclic saturated hydrocarbon groups having 3 to 20 carbon atoms, such as cyclopropyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, and tricyclodecyl.

In this specification, the alkyl group may be either linear or branched. Examples of alkyl groups having 1 to 10 carbon atoms include those having 1 to 10 carbon atoms among the above-mentioned examples of alkyl groups having 1 to 20 carbon atoms. The same applies to examples of alkyl groups having different carbon atoms. The same applies to examples of groups other than alkyl groups having different carbon atoms. For example, examples of saturated hydrocarbon groups having 2 to 20 carbon atoms include those having 2 to 20 carbon atoms among the above-mentioned examples of saturated hydrocarbon groups having 1 to 20 carbon atoms.

In this specification, the alkanediyl group may be either linear or branched. Examples of alkanediyl groups having 1 to 10 carbon atoms include methylene, ethylene, trimethylene, tetramethylene, pentamethylene, hexamethylene, isopropylene, isobutylene, 2-methyltrimethylene, isopentylene, isohexylene, isooctylene, and 2-ethylhexylene.

In this specification, the fluoroalkyl group may be either linear or branched. Examples of fluoroalkyl groups having 1 to 12 carbon atoms include monofluoromethyl, difluoromethyl, perfluoromethyl, monofluoroethyl, difluoroethyl, trifluoroethyl, tetrafluoroethyl, perfluoroethyl, monofluoropropyl, difluoropropyl, trifluoropropyl, tetrafluoropropyl, pentafluoropropyl, hexafluoropropyl, perfluoropropyl, monofluorobutyl, difluorobutyl, trifluorobutyl, tetrafluorobutyl, pentafluorobutyl, hexafluorobutyl, heptafluorobutyl, octafluorobutyl, and perfluorobutyl groups.

In this specification, the alkoxy group may be either linear or branched. Examples of alkoxy groups having 1 to 6 carbon atoms include methoxy, ethoxy, propoxy, butoxy, pentyloxy, hexyloxy, isopropoxy, isobutoxy, isopentyloxy, and neopentyloxy.

In this specification, examples of aromatic hydrocarbon groups having 6 to 14 carbon atoms include a phenyl group, a 1-naphthyl group, a 2-naphthyl group, a 1-anthryl group, a 2-anthryl group, and a 9-anthryl group.

In this specification, examples of aralkyl groups having 7 to 30 carbon atoms include benzyl groups, phenethyl groups, naphthylmethyl groups, and 3-phenylpropyl groups.

In this specification, the nitrogen-containing heterocycle may be either a single ring or a condensed ring. Examples of the 3- to 10-membered nitrogen-containing heterocycle include a pyrrolidine ring, a morpholine ring, a piperidine ring, and a piperazine ring.

In this specification, the aromatic hydrocarbon ring may be either a single ring or a condensed ring. The aromatic hydrocarbon ring having 6 to 14 carbon atoms may be any of a benzene ring, a naphthalene ring, a phenanthrene ring, and an anthracene ring.

In this specification, the aromatic heterocycle may be either a single ring or a condensed ring. Examples of 5- to 10-membered aromatic heterocycles include a pyrrole ring, an oxazole ring, a pyrazole ring, an imidazole ring, a thiazole ring, a furan ring, a thiophene ring, a pyridine ring, a pyrimidine ring, a pyridazine ring, a pyrazine ring, an indole ring, a benzimidazole ring, a benzothiazole ring, a quinoline ring, and a benzofuran ring.

<Colorant (A)>
The colorant (A) contains at least one selected from the group consisting of the compound (1a), the compound (2a) and the compound (3a).

First, the groups in formula (1a) will be explained in order.

R ^41a and R ^42a in formula (1a) each independently represent a hydrogen atom, a saturated hydrocarbon group having 1 to 20 carbon atoms which may have a substituent, an aromatic hydrocarbon group having 6 to 14 carbon atoms which may have a substituent, or an aralkyl group having 7 to 30 carbon atoms which may have a substituent, or R ^41a and R ^42a combine together to form a 3-10-membered nitrogen-containing heterocycle together with the nitrogen atom to which they are bonded.

The substituent that the saturated hydrocarbon group having 1 to 20 carbon atoms in formula (1a) may have is at least one selected from the group consisting of a halogen atom, a hydroxyl group, a formyl group, and an amino group.

When the saturated hydrocarbon group having 1 to 20 carbon atoms in formula (1a) is a saturated hydrocarbon group having 2 to 20 carbon atoms, -CH ₂ - contained in the saturated hydrocarbon group may be replaced with -O- or -CO-. Here, the -CH ₂ - does not include -CH ₂ - bonded to a nitrogen atom or -CH ₂ - in a methyl group that is the terminal of the saturated hydrocarbon group. In addition, -CH ₂ -CH ₂ - contained in the saturated hydrocarbon group is not replaced with -O-O- or -CO-CO-.

The substituent that the aromatic hydrocarbon group having 6 to 14 carbon atoms in formula (1a) may have is at least one selected from the group consisting of a halogen atom, a nitro group, a hydroxy group, a formyl group, -SO ₃ ^- , -SO ₂ -N ^- -SO ₂ -R ^f , and an alkyl group having 1 to 8 carbon atoms which may have a substituent.

The substituent that the aralkyl group having 7 to 30 carbon atoms in formula (1a) may have is at least one selected from the group consisting of a halogen atom, a nitro group, a hydroxy group, a formyl group, -SO ₃ ^- , -SO ₂ -N ^- -SO ₂ -R ^f , and an alkyl group having 1 to 8 carbon atoms which may have a substituent.
In the formula (1a), ^Rf represents a fluoroalkyl group having 1 to 12 carbon atoms.

The substituent that the alkyl group having 1 to 8 carbon atoms in formula (1a) may have is at least one selected from the group consisting of a halogen atom, a hydroxyl group, a formyl group, and an amino group.

When the alkyl group having 1 to 8 carbon atoms in formula (1a) is an alkyl group having 2 to 8 carbon atoms, -CH ₂ - contained in the alkyl group may be replaced with -O- or -CO-. Here, the -CH ₂ - does not include the -CH ₂ - in the methyl group which is the terminal of the alkyl group. In addition, the -CH ₂ -CH ₂ - contained in the alkyl group is not replaced with -O-O- or -CO-CO-.

R ^41a is preferably a hydrogen atom or an alkyl group having 1 to 8 carbon atoms, more preferably a hydrogen atom or an alkyl group having 1 to 4 carbon atoms, and even more preferably an alkyl group having 1 to 4 carbon atoms.
R ^42a is preferably a phenyl group which may have at least one substituent selected from the group consisting of an alkyl group having 1 to 8 carbon atoms and -SO ₃ ^- , more preferably a phenyl group which has one or two alkyl groups having 1 to 8 carbon atoms as substituents and which may have -SO ₃ ^- , and even more preferably a phenyl group which has one or two alkyl groups having 1 to 4 carbon atoms as substituents and which may have -SO ₃ ^- .

In formula (1a), R ^43a and R ^44a each independently represent a hydrogen atom, a saturated hydrocarbon group having 1 to 20 carbon atoms which may have a substituent, an aromatic hydrocarbon group having 6 to 14 carbon atoms which may have a substituent, or an aralkyl group having 7 to 30 carbon atoms which may have a substituent, or R ^43a and R ^44a combine together to form a 3-10-membered nitrogen-containing heterocycle together with the nitrogen atom to which they are bonded.

R ^43a is preferably a hydrogen atom or an alkyl group having 1 to 8 carbon atoms, more preferably a hydrogen atom or an alkyl group having 1 to 4 carbon atoms, and even more preferably an alkyl group having 1 to 4 carbon atoms.
R ^44a is preferably a phenyl group which may have at least one substituent selected from the group consisting of an alkyl group having 1 to 8 carbon atoms and -SO ₃ ^- , more preferably a phenyl group which has one or two alkyl groups having 1 to 8 carbon atoms as substituents and which may have -SO ₃ ^- , and even more preferably a phenyl group which has one or two alkyl groups having 1 to 4 carbon atoms as substituents and which may have -SO ₃ ^- .

In formula (1a), R ^47a to R ^54a each independently represent a hydrogen atom, a halogen atom, a nitro group, a hydroxy group, -SO ₃ ^- , -SO ₂ -N ^- -SO ₂ -R ^f or an optionally substituted alkyl group having 1 to 8 carbon atoms. R ^47a to R ^54a each independently represent preferably a hydrogen atom, an alkyl group having 1 to 8 carbon atoms or -SO ₃ ^- , more preferably a hydrogen atom or -SO ₃ ^- .

Ring T ^1a in formula (1a) represents an aromatic hydrocarbon ring having 6 to 14 carbon atoms which may have a substituent, or an aromatic heterocycle having 5 to 10 members which may have a substituent.

The substituent that the aromatic hydrocarbon ring having 6 to 14 carbon atoms in formula (1a) may have is at least one selected from the group consisting of a halogen atom, a nitro group, a hydroxy group, a formyl group, -SO ₃ ^- , -SO ₂ -N ^- -SO ₂ -R ^f , and an alkyl group having 1 to 8 carbon atoms which may have a substituent.

The substituent that the 5- to 10-membered aromatic heterocycle in formula (1a) may have is at least one selected from the group consisting of a halogen atom, a nitro group, a hydroxy group, a formyl group, -SO ₃ ^- , -SO ₂ -N ^- -SO ₂ -R ^f , and an alkyl group having 1 to 8 carbon atoms which may have a substituent.

Ring T ^1a is preferably represented by the formula (1t):

It is a ring represented by:
In formula (1t), R ^45a and R ^46a each independently represent a hydrogen atom, a saturated hydrocarbon group having 1 to 20 carbon atoms which may have a substituent, an aromatic hydrocarbon group having 6 to 14 carbon atoms which may have a substituent, or an aralkyl group having 7 to 30 carbon atoms which may have a substituent, or R ^45a and R ^46a combine together to form a 3-10-membered nitrogen-containing heterocycle together with the nitrogen atom to which they are bonded.

The substituent that the saturated hydrocarbon group having 1 to 20 carbon atoms in formula (1t) may have is at least one selected from the group consisting of a halogen atom, a hydroxyl group, a formyl group, and an amino group.

The substituent that the aromatic hydrocarbon group having 6 to 14 carbon atoms in formula (1t) may have is at least one selected from the group consisting of a halogen atom, a nitro group, a hydroxy group, a formyl group, -SO ₃ ^- , -SO ₂ -N ^- -SO ₂ -R ^f , and an alkyl group having 1 to 8 carbon atoms which may have a substituent.

The substituent that the aralkyl group having 7 to 30 carbon atoms in formula (1t) may have is at least one selected from the group consisting of a halogen atom, a nitro group, a hydroxy group, a formyl group, -SO ₃ ^- , -SO ₂ -N ^- -SO ₂ -R ^f , and an alkyl group having 1 to 8 carbon atoms which may have a substituent.

The substituent that the alkyl group having 1 to 8 carbon atoms in formula (1t) may have is at least one selected from the group consisting of a halogen atom, a hydroxyl group, a formyl group, and an amino group.

R ^45a is preferably a hydrogen atom or an alkyl group having 1 to 8 carbon atoms, more preferably a hydrogen atom or an alkyl group having 1 to 4 carbon atoms, and even more preferably an alkyl group having 1 to 4 carbon atoms.
R ^46a is preferably a phenyl group which may have at least one substituent selected from the group consisting of an alkyl group having 1 to 8 carbon atoms and -SO ₃ ^- , more preferably a phenyl group which has one or two alkyl groups having 1 to 8 carbon atoms as substituents and which may have -SO ₃ ^- , and even more preferably a phenyl group which has one or two alkyl groups having 1 to 4 carbon atoms as substituents and which may have -SO ₃ ^- .

R ^56a in formula (1t) represents a hydrogen atom, a saturated hydrocarbon group having 1 to 20 carbon atoms which may have a substituent, an aromatic hydrocarbon group having 6 to 14 carbon atoms which may have a substituent, or an aralkyl group having 7 to 30 carbon atoms which may have a substituent.

R ^56a is preferably a phenyl group which may have at least one substituent selected from the group consisting of a halogen atom, an alkyl group having 1 to 8 carbon atoms, and -SO ₃ ^- , more preferably a phenyl group which has one or two halogen atoms as a substituent and which may have -SO ₃ ^- , and even more preferably a phenyl group which has one or two fluorine atoms as a substituent and which may have -SO ₃ ^- .

In formula (1t), L ^1a represents a sulfur atom, an oxygen atom or -NR ^57a -. R ^57a represents a hydrogen atom or an alkyl group having 1 to 10 carbon atoms. ^{L 1a} is preferably a sulfur atom.

The * in formula (1t) represents the bond position with the carbocation. In other words, the -* in formula (1t) represents a bond. The -* in other formulas also represents a bond.

In formula (1a), r represents an integer of 1 or more. r is preferably 2. When r is an integer of 2 or more, formula (1a-A):

[In formula (1a-A), ring T ^1a , R ^41a to R ^44a , and R ^47a to R ^54a are each as defined above.]
The multiple anions represented by the formula (1a-A) may be the same or different. The multiple anions (1a-A) are preferably the same.

In formula (1a), k represents the total number of —SO ₃ ^— and —SO ₂ —N ⁻ —SO ₂ —R ^f groups contained in the anion (1a-A), and is an integer of 2 or more.

In formula (1a), M ^r+ represents a hydrogen ion, a metal ion having a valence of r, or N ⁺ (R ^55a ) ₄ , and the four R ^55a may be the same or different. R ^55a represents a hydrogen atom, a saturated hydrocarbon group having 1 to 20 carbon atoms, or an aralkyl group having 7 to 10 carbon atoms. When k-1 in formula (1a) is an integer of 2 or greater, the multiple M ^r+ may be the same or different.

M ^r+ is preferably a metal ion having a valence of r. Examples of the metal ion having a valence of r include alkali metal ions such as lithium ion, sodium ion, and potassium ion; alkaline earth metal ions such as beryllium ion, magnesium ion, calcium ion, strontium ion, and barium ion; transition metal ions such as titanium ion, zirconium ion, chromium ion, manganese ion, iron ion, cobalt ion, nickel ion, and copper ion; and typical metal ions such as zinc ion, cadmium ion, aluminum ion, indium ion, tin ion, lead ion, and bismuth ion.

M ^r+ is more preferably a divalent metal ion, further preferably an alkaline earth metal ion, and particularly preferably a barium ion (Ba ²⁺ ).

Examples of compound (1a) include
R ^41a and R ^43a each independently represent a hydrogen atom or an alkyl group having 1 to 8 carbon atoms;
R ^42a and R ^44a each independently represent a phenyl group which may have at least one substituent selected from the group consisting of an alkyl group having 1 to 8 carbon atoms and -SO ₃ ^- ;
R ^47a to R ^54a each independently represent a hydrogen atom, an alkyl group having 1 to 8 carbon atoms, or -SO ₃ ^- ; ring T ^1a is a ring represented by formula (1t) [in formula (1t), R ^45a is a hydrogen atom or an alkyl group having 1 to 8 carbon atoms,
R ^46a is a phenyl group which may have at least one substituent selected from the group consisting of an alkyl group having 1 to 8 carbon atoms and -SO ₃ ^- ;
R ^56a is a phenyl group which may have at least one substituent selected from the group consisting of a halogen atom, an alkyl group having 1 to 8 carbon atoms, and -SO ₃ ^- ;
L ^1a is a sulfur atom, and * represents the bonding position with a carbocation.
r is 2;
k represents the total number of —SO ₃ ^— groups contained in the anion (1a-A) and is 2;
A compound in which the two anions (1a-A) are the same and M ^r+ is Ba ²⁺ (hereinafter, sometimes referred to as “compound (1a′)”)) is preferred.

In compound (1a'), R ^41a and R ^43a are more preferably a hydrogen atom or an alkyl group having 1 to 4 carbon atoms, still more preferably an alkyl group having 1 to 4 carbon atoms; R ^42a and R ^44a are each independently more preferably a phenyl group having one or two alkyl groups having 1 to 8 carbon atoms as a substituent and optionally having -SO ₃ ^- , still more preferably a phenyl group having one or two alkyl groups having 1 to 4 carbon atoms as a substituent and optionally having -SO ₃ ^- ; R ^47a to R ^54a are more preferably a hydrogen atom or -SO ₃ ^- ; R ^45a is more preferably a hydrogen atom or an alkyl group having 1 to 4 carbon atoms, still more preferably an alkyl group having 1 to 4 carbon atoms; R ^46a is more preferably a phenyl group having one or two alkyl groups having 1 to 8 carbon atoms as a substituent and optionally having -SO ₃ ^- , still more preferably a phenyl group having one or two alkyl groups having 1 to 4 carbon atoms as a substituent and optionally having -SO ₃ ^- ; and R ^56a is more preferably a phenyl group having one or two halogen atoms as a substituent and optionally having —SO ₃ ^— , and even more preferably a phenyl group having one or two fluorine atoms as a substituent and optionally having —SO ₃ ^— .

Among the compounds (1a), the compound represented by the following formula (1a-1) is particularly preferred. In the following formula (1a-1), the two "-SO ₃ ^- " groups mean that each anion has -SO ₃ ^- as a substituent, and the total number of -SO ₃ ^- groups in each anion is 2 (i.e., the total number of -SO ₃ ^- groups in the two anions is 4).

Compound (1a) can be produced according to known methods (e.g., the method described in Journal of Organic Chemistry, (1994), vol. 59, #11, pp. 3232-3236, and the method described in JP-A-2018-127596).

Next, the groups in formula (2a) will be explained in order.

In formula (2a), R ^41b and R ^42b each independently represent a hydrogen atom, a saturated hydrocarbon group having 1 to 20 carbon atoms which may have a substituent, an aromatic hydrocarbon group having 6 to 14 carbon atoms which may have a substituent, or an aralkyl group having 7 to 30 carbon atoms which may have a substituent, or R ^41b and R ^42b combine together to form a 3-10-membered nitrogen-containing heterocycle together with the nitrogen atom to which they are bonded.

The substituent that the saturated hydrocarbon group having 1 to 20 carbon atoms in formula (2a) may have is at least one selected from the group consisting of a halogen atom, a hydroxyl group, a formyl group, and an amino group.

When the saturated hydrocarbon group having 1 to 20 carbon atoms in formula (2a) is a saturated hydrocarbon group having 2 to 20 carbon atoms, -CH ₂ - contained in the saturated hydrocarbon group may be replaced with -O- or -CO-. Here, the -CH ₂ - does not include -CH ₂ - bonded to a nitrogen atom or -CH ₂ - in a methyl group that is the terminal of the saturated hydrocarbon group. In addition, -CH ₂ -CH ₂ - contained in the saturated hydrocarbon group is not replaced with -O-O- or -CO-CO-.

The substituent that the aromatic hydrocarbon group having 6 to 14 carbon atoms in formula (2a) may have is at least one selected from the group consisting of a halogen atom, a nitro group, a hydroxyl group, a formyl group, and an alkyl group having 1 to 8 carbon atoms which may have a substituent.

The substituent that the aralkyl group having 7 to 30 carbon atoms in formula (2a) may have is at least one selected from the group consisting of a halogen atom, a nitro group, a hydroxyl group, a formyl group, and an alkyl group having 1 to 8 carbon atoms that may have a substituent.

The substituent that the alkyl group having 1 to 8 carbon atoms in formula (2a) may have is at least one selected from the group consisting of a halogen atom, a hydroxyl group, a formyl group, and an amino group.

When the alkyl group having 1 to 8 carbon atoms in formula (2a) is an alkyl group having 2 to 8 carbon atoms, -CH ₂ - contained in the alkyl group may be replaced with -O- or -CO-. Here, the -CH ₂ - does not include the -CH ₂ - in the methyl group which is the terminal of the alkyl group. In addition, the -CH ₂ -CH ₂ - contained in the alkyl group is not replaced with -O-O- or -CO-CO-.

R ^41b is preferably a hydrogen atom or an alkyl group having 1 to 8 carbon atoms, more preferably a hydrogen atom or an alkyl group having 1 to 4 carbon atoms, and even more preferably an alkyl group having 1 to 4 carbon atoms.
R ^42b is preferably a phenyl group which may have an alkyl group having 1 to 8 carbon atoms, more preferably a phenyl group which may have an alkyl group having 1 to 4 carbon atoms, and even more preferably a phenyl group.

In formula (2a), R ^43b and R ^44b each independently represent a hydrogen atom, a saturated hydrocarbon group having 1 to 20 carbon atoms which may have a substituent, an aromatic hydrocarbon group having 6 to 14 carbon atoms which may have a substituent, or an aralkyl group having 7 to 30 carbon atoms which may have a substituent, or R ^43b and R ^44b combine together to form a 3-10-membered nitrogen-containing heterocycle together with the nitrogen atom to which they are bonded.

R ^43b is preferably a hydrogen atom or an alkyl group having 1 to 8 carbon atoms, more preferably a hydrogen atom or an alkyl group having 1 to 4 carbon atoms, and even more preferably an alkyl group having 1 to 4 carbon atoms.
R ^44b is preferably a phenyl group which may have an alkyl group having 1 to 8 carbon atoms, more preferably a phenyl group which may have an alkyl group having 1 to 4 carbon atoms, and even more preferably a phenyl group.

In formula (2a), R ^47b to R ^54b each independently represent a hydrogen atom, a halogen atom, a nitro group, a hydroxyl group, or an optionally substituted alkyl group having 1 to 8 carbon atoms.

R ^47b to R ^54b are each independently preferably a hydrogen atom or an alkyl group having 1 to 8 carbon atoms, more preferably a hydrogen atom or an alkyl group having 1 to 4 carbon atoms, and even more preferably a hydrogen atom.

Ring T ^1b in formula (2a) represents an aromatic hydrocarbon ring having 6 to 14 carbon atoms which may have a substituent, or an aromatic heterocycle having 5 to 10 members which may have a substituent.

The substituent that the aromatic hydrocarbon ring having 6 to 14 carbon atoms in formula (2a) may have is at least one selected from the group consisting of a halogen atom, a nitro group, a hydroxyl group, a formyl group, and an alkyl group having 1 to 8 carbon atoms which may have a substituent.

The substituent that the 5- to 10-membered aromatic heterocycle in formula (2a) may have is at least one selected from the group consisting of a halogen atom, a nitro group, a hydroxyl group, a formyl group, and an alkyl group having 1 to 8 carbon atoms that may have a substituent.

Ring T ^1b is preferably represented by formula (2t):

It is a ring represented by:
R ^45b and R ^46b in formula (2t) each independently represent a hydrogen atom, a saturated hydrocarbon group having 1 to 20 carbon atoms which may have a substituent, an aromatic hydrocarbon group having 6 to 14 carbon atoms which may have a substituent, or an aralkyl group having 7 to 30 carbon atoms which may have a substituent, or R ^45b and R ^46b combine together to form a 3-10-membered nitrogen-containing heterocycle together with the nitrogen atom to which they are bonded.

The substituent that the saturated hydrocarbon group having 1 to 20 carbon atoms in formula (2t) may have is at least one selected from the group consisting of a halogen atom, a hydroxyl group, a formyl group, and an amino group.

The substituent that the aromatic hydrocarbon group having 6 to 14 carbon atoms in formula (2t) may have is at least one selected from the group consisting of a halogen atom, a nitro group, a hydroxyl group, a formyl group, and an alkyl group having 1 to 8 carbon atoms that may have a substituent.

The substituent that the aralkyl group having 7 to 30 carbon atoms in formula (2t) may have is at least one selected from the group consisting of a halogen atom, a nitro group, a hydroxyl group, a formyl group, and an alkyl group having 1 to 8 carbon atoms that may have a substituent.

The substituent that the alkyl group having 1 to 8 carbon atoms in formula (2t) may have is at least one selected from the group consisting of a halogen atom, a hydroxyl group, a formyl group, and an amino group.

R ^45b is preferably a hydrogen atom or an alkyl group having 1 to 8 carbon atoms, more preferably a hydrogen atom or an alkyl group having 1 to 4 carbon atoms, and even more preferably an alkyl group having 1 to 4 carbon atoms.

R ^46b is preferably a phenyl group which may have an alkyl group having 1 to 8 carbon atoms, more preferably a phenyl group having one or two alkyl groups having 1 to 8 carbon atoms as a substituent, and even more preferably a phenyl group having one or two alkyl groups having 1 to 4 carbon atoms as a substituent.

R ^56b in formula (2t) represents a hydrogen atom, a saturated hydrocarbon group having 1 to 20 carbon atoms which may have a substituent, an aromatic hydrocarbon group having 6 to 14 carbon atoms which may have a substituent, or an aralkyl group having 7 to 30 carbon atoms which may have a substituent.

R ^56b is preferably a phenyl group which may have at least one substituent selected from the group consisting of a halogen atom and an alkyl group having 1 to 8 carbon atoms, more preferably a phenyl group which has one or two halogen atoms as a substituent, and even more preferably a phenyl group which has one or two fluorine atoms as a substituent.

In formula (2t), L ^1b represents a sulfur atom, an oxygen atom or -NR ^57b -. R ^57b represents a hydrogen atom or an alkyl group having 1 to 10 carbon atoms. L ^1b is preferably a sulfur atom.
In formula (2t), * represents the bonding position with a carbocation.

In formula (2a), m represents an integer of 1 or more. m is preferably an integer of 1 to 20, more preferably an integer of 2 to 14, even more preferably an integer of 2 to 8, and particularly preferably 3. When m is an integer of 2 or more, formula (2a-C):

[In formula (2a-C), ring T ^1b , R ^41b to R ^44b and R ^47b to R ^54b are each as defined above.]
The multiple cations represented by the formula (2a-C) may be the same or different. The multiple cations represented by the formula (2a-C) are preferably the same.

In formula (2a), [Y] ^m- represents an m-valent anion. [Y] ^m- is preferably a polyacid anion containing a tungsten atom, and more preferably [PW ₁₂ O ₄₀ ] ^3- , [P ₂ W ₁₈ O ₆₂ ] ^6- , [P ₂ W ₁₈ O ₆₂ ] ^6- , [SiW 12 O 40 ] ^4- , [SiW ₁₂ O ₄₀ ] ^4- , [SiW ₁₂ O ₄₀ ] ^4- , [P ₂ W ₁₇ O ₆₁ ] ^10- , [ _{P 2 W 15 O 56} ] ^12- , [H ₂ P ₂ W ₁₂ O ₄₈ ] ^12- , [NaP ₅ W ₃₀ O ₁₁₀ ] ^14- , [SiW ₉ O ₃₄ ] ^10- , [SiW ₁₀ O ₃₆ ] ⁸⁻ , [SiW ₁₁ O ₃₉ ] ⁸⁻ , [SiW ₁₁ O ₃₉ ] ⁸⁻ , [W ₆ O ₁₉ ] ²⁻ , [W ₁₀ O ₃₂ ] ⁴⁻ or [WO ₄ ] ²⁻ , and more preferably [PW ₁₂ O ₄₀ ] ³⁻ .

Examples of compound (2a) include
R ^41b , R ^43b and R ^47b to R ^54b each independently represent a hydrogen atom or an alkyl group having 1 to 8 carbon atoms;
R ^42b and R ^44b each independently represent a phenyl group which may have an alkyl group having 1 to 8 carbon atoms;
Ring T ^1b is a ring represented by formula (2t), wherein R ^45b is a hydrogen atom or an alkyl group having 1 to 8 carbon atoms;
R ^46b is a phenyl group which may have an alkyl group having 1 to 8 carbon atoms;
R ^56b is a phenyl group which may have at least one substituent selected from the group consisting of halogen atoms and alkyl groups having 1 to 8 carbon atoms;
L ^1b is a sulfur atom, and * represents the bonding position with a carbocation.
m is 3;
A compound in which the three cations (2a-C) are the same and [Y] ^m- is [PW ₁₂ O ₄₀ ] ^3- (hereinafter sometimes referred to as "compound (2a')")) is preferred.

In compound (2a'), R ^41b and R ^43b are each independently preferably a hydrogen atom or an alkyl group having 1 to 8 carbon atoms, more preferably a hydrogen atom or an alkyl group having 1 to 4 carbon atoms, even more preferably an alkyl group having 1 to 4 carbon atoms; R ^42b and R ^44b are each independently more preferably a phenyl group which may have an alkyl group having 1 to 4 carbon atoms, even more preferably a phenyl group; R ^47b to R ^54b are each independently more preferably a hydrogen atom or an alkyl group having 1 to 4 carbon atoms, even more preferably a hydrogen atom; R ^45b is more preferably a hydrogen atom or an alkyl group having 1 to 4 carbon atoms, even more preferably an alkyl group having 1 to 4 carbon atoms; R ^46b is more preferably a phenyl group having one or two alkyl groups having 1 to 8 carbon atoms as a substituent, even more preferably a phenyl group having one or two alkyl groups having 1 to 4 carbon atoms as a substituent; and R ^56b is more preferably a phenyl group having one or two halogen atoms as a substituent, and even more preferably a phenyl group having one or two fluorine atoms as a substituent.

Among the compounds (2a), the compound represented by the following formula (2a-1) is particularly preferred.

Compound (2a) can be produced according to known methods (e.g., the methods described in JP-A-2015-28121, JP-A-2015-38201, etc.).

Next, the groups in formula (3a) will be explained in order.

In formula (3a), R ¹ and R ² each independently represent a hydrogen atom, a saturated hydrocarbon group having 1 to 20 carbon atoms which may have a substituent, an aromatic hydrocarbon group having 6 to 10 carbon atoms which may have a substituent, or -R ¹² -Si(R ¹³ ) ₃ , or R ¹ and R ² combine together with the nitrogen atom to which they are bonded to form a 3-10-membered nitrogen-containing heterocycle.

In formula (3a), R ³ and R ⁴ each independently represent a hydrogen atom, a saturated hydrocarbon group having 1 to 20 carbon atoms which may have a substituent, an aromatic hydrocarbon group having 6 to 10 carbon atoms which may have a substituent, or a group represented by -R ¹² -Si(R ¹³ ) ₃ , or R ³ and R ⁴ combine together with the nitrogen atom to which they are bonded to form a 3-10-membered nitrogen-containing heterocycle.

The substituent that the saturated hydrocarbon group having 1 to 20 carbon atoms represented by R ¹ to R ⁴ may have is at least one selected from the group consisting of aromatic hydrocarbon groups having 6 to 10 carbon atoms, halogen atoms, hydroxy groups, formyl groups, and carboxy groups.

The substituent that the aromatic hydrocarbon group having 6 to 10 carbon atoms represented by R ¹ to R ⁴ may have is at least one selected from the group consisting of a halogen atom, a hydroxy group, a formyl group, a saturated hydrocarbon group having 1 to 20 carbon atoms which may have a halogen atom, -OR ⁸ , -SO ₃ ^- , -SO ₃ ^- Z ⁺ , -SO ₃ R ⁸ , -CO ₂ ^- Z ⁺ , -CO ₂ R ⁸ and -SO ₂ NR ⁹ R ¹⁰ .
When the compound (3a) contains an ionic form of --SO ₃ ^-- , the number of such ions is one.

When the saturated hydrocarbon group having 1 to 20 carbon atoms of R ¹ to R ⁴ is a saturated hydrocarbon group having 2 to 20 carbon atoms, -CH ₂ - contained in the saturated hydrocarbon group may be replaced with -O-, -CO- or -NR ¹¹ -. Here, the -CH ₂ - does not include -CH ₂ - bonded to a nitrogen atom or -CH ₂ - in a methyl group which is the terminal of the saturated hydrocarbon group. In addition, -CH ₂ -CH ₂ - contained in the saturated hydrocarbon group is not replaced with -O-O-, -CO-CO- or -NR ¹¹ -NR ¹¹ -.

R ¹ and R ³ are each independently preferably a hydrogen atom; an alkyl group having 1 to 8 carbon atoms which may have a carboxy group; a phenyl group which may have at least one substituent selected from the group consisting of an alkyl group having 1 to 8 carbon atoms and -SO ₂ NR ⁹ R ¹⁰ ; or -R ¹² -Si(R ¹³ ) ₃ , more preferably a hydrogen atom or an alkyl group having 1 to 4 carbon atoms which may have a carboxy group.

R ² and R ⁴ are each independently preferably an alkyl group having 1 to 8 carbon atoms which may have a carboxy group; a phenyl group which may have at least one substituent selected from the group consisting of an alkyl group having 1 to 8 carbon atoms and -SO ₂ NR ⁹ R ¹⁰ ; or -R ¹² -Si(R ¹³ ) ₃ , more preferably an alkyl group having 1 to 4 carbon atoms; a phenyl group which may have at least one substituent selected from the group consisting of an alkyl group having 1 to 4 carbon atoms and -SO ₂ NR ⁹ R ¹⁰ ; or -R ¹² -Si(R ¹³ ) ₃ .

In formula (3a), p represents an integer of 0 to 5. When p is an integer of 2 or more, multiple R ^5s may be the same or different. p is preferably 1.

In formula (3a), R ⁵ represents -OH, -SO ₃ ^- , -SO ₃ ^- Z ⁺ , -SO ₃ R ⁸ , -CO ₂ ^- Z ⁺ , -CO ₂ R ⁸ , or -SO ₂ NR ⁹ R ^10. Z ⁺ represents N ⁺ (R ¹¹ ) ₄ , Na ⁺ or K ⁺ . The four R ¹¹ may be the same or different. R ⁵ is preferably -SO ₃ ^- .

In formula (3a), R ⁶ and R ⁷ each independently represent a hydrogen atom or an alkyl group having 1 to 6 carbon atoms. R ⁶ and R ⁷ are preferably both hydrogen atoms.

In formula (3a), R ⁸ represents a hydrogen atom or a saturated hydrocarbon group having 1 to 20 carbon atoms which may have a halogen atom.

In formula (3a), R ⁹ and R ¹⁰ each independently represent a hydrogen atom or a saturated hydrocarbon group having 1 to 20 carbon atoms which may have a substituent, or R ⁹ and R ¹⁰ combine together to form a 3-10 membered nitrogen-containing heterocycle together with the nitrogen atom to which they are bonded.

The substituent that the saturated hydrocarbon group having 1 to 20 carbon atoms represented by R ⁹ and R ¹⁰ may have is at least one selected from the group consisting of a hydroxy group, a formyl group and a halogen atom.

When the saturated hydrocarbon group having 1 to 20 carbon atoms of R ⁹ and R ¹⁰ is a saturated hydrocarbon group having 2 to 20 carbon atoms, -CH ₂ - contained in the saturated hydrocarbon group may be replaced with -O-, -CO- or -NR ⁸ -. Here, the -CH ₂ - does not include -CH ₂ - bonded to a nitrogen atom or -CH ₂ - in a methyl group which is the terminal of the saturated hydrocarbon group. In addition, -CH ₂ -CH ₂ - contained in the saturated hydrocarbon group is not replaced with -O-O-, -CO-CO- or -NR ⁸ -NR ⁸ -.

R ⁹ and R ¹⁰ are each independently preferably a hydrogen atom or an alkyl group having 1 to 8 carbon atoms.

In formula (3a), R ¹¹ represents a hydrogen atom, a saturated hydrocarbon group having 1 to 20 carbon atoms, or an aralkyl group having 7 to 10 carbon atoms.

In formula (3a), R ¹² represents an alkanediyl group having 1 to 10 carbon atoms. When the alkanediyl group having 1 to 10 carbon atoms represented by R ¹² is an alkanediyl group having 2 to 20 carbon atoms, -CH ₂ - contained in the alkanediyl group may be replaced with -O-, -CO- or -NR ⁸ -. Here, the -CH ₂ - does not include -CH ₂ - bonded to a nitrogen atom and -CH ₂ - bonded to a silicon atom. In addition, the -CH ₂ -CH ₂ - contained in the alkanediyl group is not replaced with -O-O-, -CO-CO- or -NR ⁸ -NR ⁸ -.
R ¹² is preferably an alkanediyl group having 1 to 6 carbon atoms.

In formula (3a), R ¹³ represents a hydrogen atom, a hydroxyl group, an alkyl group having 1 to 4 carbon atoms, or an alkoxy group having 1 to 4 carbon atoms. The three R ¹³ may be the same or different. Preferably, all of the three R ¹³ are an alkoxy group having 1 to 4 carbon atoms.

In formula (3a), X represents a halogen atom.
In formula (3a), q represents 0 or 1. Here, q being 0 means that (X ⁻ ) _q does not exist. q is preferably 0.

Examples of compound (3a) include
R ¹ and R ³ are each independently a hydrogen atom; an alkyl group having 1 to 8 carbon atoms which may have a carboxy group; a phenyl group which may have at least one substituent selected from the group consisting of an alkyl group having 1 to 8 carbon atoms and -SO ₂ NR ⁹ R ¹⁰ ; or -R ¹² -Si(R ¹³ ) ₃ ;
R ² and R ⁴ are each independently an alkyl group having 1 to 8 carbon atoms which may have a carboxy group; a phenyl group which may have at least one substituent selected from the group consisting of an alkyl group having 1 to 8 carbon atoms and -SO ₂ NR ⁹ R ¹⁰ ; or -R ¹² -Si(R ¹³ ) ₃ ;
R ⁵ is —SO ₃ ^— ;
R ⁶ and R ⁷ are both hydrogen atoms;
R ⁹ and R ¹⁰ each independently represent a hydrogen atom or an alkyl group having 1 to 8 carbon atoms;
R ¹² is an alkanediyl group having 1 to 6 carbon atoms;
three R ¹³ 's each represent an alkoxy group having 1 to 4 carbon atoms;
A compound in which p is 1 and q is 0 (hereinafter sometimes referred to as “compound (3a′)”) is preferred.

In compound (3a'), R ¹ and R ³ are each more preferably independently a hydrogen atom or an alkyl group having 1 to 4 carbon atoms which may have a carboxy group, and R ² and R ⁴ are more preferably an alkyl group having 1 to 4 carbon atoms; a phenyl group which may have at least one substituent selected from the group consisting of an alkyl group having 1 to 4 carbon atoms and -SO ₂ NR ⁹ R ¹⁰ ; or -R ¹² -Si(R ¹³ ) ₃ .

Compound (3a) is particularly preferably at least one selected from the group consisting of a compound represented by the following formula (3a-1), a compound represented by the following formula (3a-2), a compound represented by the following formula (3a-3), a compound represented by the following formula (3a-4), a compound represented by the following formula (3a-5), a compound represented by the following formula (3a-6), and a compound represented by the following formula (3a-7).

In formula (3a-2) and formula (3a-3), R ¹⁴ represents —SO ₂ —NH(CH ₂ )—CH(CH ₂ CH ₃ )—CH ₂ CH ₂ CH ₂ CH ₃ .

Compound (3a) can be produced according to a known method (for example, the method described in JP 2010-32999 A).

In one embodiment of the present invention, at least one selected from the group consisting of compound (1a), compound (2a) and compound (3a) is preferably at least one selected from the group consisting of compound (1a) and compound (2a), more preferably compound (1a) or compound (2a), and even more preferably compound (1a).

In another embodiment of the present invention, at least one selected from the group consisting of compound (1a), compound (2a) and compound (3a) is preferably at least one selected from the group consisting of compound (1a'), compound (2a') and compound (3a'), more preferably at least one selected from the group consisting of compound (1a') and compound (2a'), even more preferably compound (1a') or compound (2a'), and particularly preferably compound (1a').

In another embodiment of the present invention, at least one selected from the group consisting of compound (1a), compound (2a) and compound (3a) is preferably at least one selected from the group consisting of compound (1a-1), compound (2a-1), compound (3a-1), compound (3a-2), compound (3a-3), compound (3a-4), compound (3a-5), compound (3a-6) and compound (3a-7), more preferably at least one selected from the group consisting of compound (1a-1) and compound (2a-1), even more preferably compound (1a-1) or compound (2a-1), and particularly preferably compound (1a-1).

The colorant (A) may contain a colorant other than compounds (1a), (2a) and (3a).

As another colorant, xanthene dyes can be used. Examples of xanthene dyes include C.I. Acid Red 51 (hereinafter, the description of C.I. Acid Red will be omitted and only the number will be described. The same applies to the others.), 52, 87, 92, 94, 289, 388, C.I. Acid Violet 9, 30, 102, C.I. Basic Red 1 (Rhodamine 6G), 2, 3, 4, 8, C.I. Basic Red 10, 11, C.I. Basic Violet 10 (Rhodamine B), 11, C.I. Solvent Red 218, C.I. Mordant Red 27, C.I. Reactive Red 36 (Rose Bengal B), and Sulforhodamine G.

As another colorant, coumarin dyes can be used. Examples of coumarin dyes include C.I. Acid Yellow 227, 250; C.I. Disperse Yellow 82, 184; C.I. Solvent Orange 112; C.I. Solvent Yellow 160, 172; and the coumarin dyes described in Japanese Patent Publication No. 1299948.

Examples of dyes other than those mentioned above include dyes listed in the Color Index (published by The Society of Dyers and Colourists) and dyes listed in Dyeing Notes (Shikisensha). In addition, examples of dyes include azo dyes, cyanine dyes, phthalocyanine dyes, anthraquinone dyes, naphthoquinone dyes, quinoneimine dyes, methine dyes, azomethine dyes, squarylium dyes, acridine dyes, styryl dyes, quinoline dyes, and nitro dyes.

Specific examples of dyes include the following:
(1) C.I. Solvent Dyes C.I. Solvent Yellow 4, 14, 15, 23, 24, 25, 38, 62, 63, 68, 79, 81, 82, 83, 89, 94, 98, 99, 162;
C.I. Solvent Orange 2, 7, 11, 15, 26, 41, 54, 56, 99;
C.I. Solvent Red 24, 49, 90, 91, 111, 118, 119, 122, 124, 125, 127, 130, 132, 143, 145, 146, 150, 151, 155, 160, 168, 169, 172, 175, 181, 207, 222, 227, 230, 245, 247;
C.I. Solvent Violet 11, 13, 14, 26, 31, 36, 37, 38, 45, 47, 48, 51, 59, 60;
C.I. Solvent Blue 14, 18, 35, 36, 45, 58, 59, 59:1, 63, 68, 69, 78, 79, 83, 94, 97, 98, 100, 101, 102, 104, 105, 111, 112, 122, 128, 132, 136, 139;
C.I. Solvent Green 1, 3, 5, 28, 29, 32, 33; etc.

(2) C.I. Acid Dyes C.I. Acid Yellow 1, 3, 7, 9, 11, 17, 23, 25, 29, 34, 36, 38, 40, 42, 54, 65, 72, 73, 76, 79, 98, 99, 111, 112, 113, 114, 116, 119, 123, 128, 134, 135, 138, 139, 140, 144, 150, 155, 1 57, 160, 161, 163, 168, 169, 172, 177, 178, 179, 184, 190, 193, 196, 197, 199, 202, 203, 204, 205, 207, 212, 214, 220, 221, 228, 230, 232, 235, 238, 240, 242, 243, 251;
C.I. Acid Orange 6, 7, 8, 10, 12, 26, 50, 51, 52, 56, 62, 63, 64, 74, 75, 94, 95, 107, 108, 149, 162, 169, 173;
C.I. Acid Red 73, 80, 91, 97, 138, 151, 211, 274;
C.I. Acid Green 3, 5, 9, 25, 27, 28, 41;
C.I. Acid Violet 34, 120;
C.I. Acid Blue 25, 27, 40, 45, 78, 80, 112;

(3) C.I. Basic Dyes C.I. Basic Green 1; etc.

(4) C.I. Reactive Dyes C.I. Reactive Yellow 2, 76, 116;
C.I. Reactive Orange 16; etc.

(5) C.I. Direct Dyes C.I. Direct Yellow 2, 4, 28, 33, 34, 35, 38, 39, 43, 44, 47, 50, 54, 58, 68, 69, 70, 71, 86, 93, 94, 95, 98, 102, 108, 109, 129, 132, 136, 138, 141;
C.I. Direct Orange 26, 34, 39, 41, 46, 50, 52, 56, 57, 61, 64, 65, 68, 70, 96, 97, 106, 107;
C.I. Direct Blue 40; etc.

(6) C.I. Disperse Dyes C.I. Disperse Yellow 51, 54, 76;
C.I. Disperse Violet 26, 27;
C.I. Disperse Blue 1, 14, 56, 60;

(7) C.I. Mordant Dyes C.I. Mordant Yellow 5, 8, 10, 16, 20, 26, 30, 31, 33, 42, 43, 45, 56, 61, 62, 65;
C. I. Mordant Orange 3, 4, 5, 8, 12, 13, 14, 20, 21, 23, 24, 28, 29, 32, 34, 35, 36, 37, 42, 43, 47, 48; etc.

(8) C.I. Vat dyes C.I. Vat Green 1, etc.

Other colorants that can be used include, for example, pigments listed in the Color Index (published by The Society of Dyers and Colourists).

Specific examples of pigments include:
Yellow pigments such as C.I. Pigment Yellow 1, 3, 12, 13, 14, 15, 16, 17, 20, 24, 31, 53, 83, 86, 93, 94, 109, 110, 117, 125, 128, 129, 137, 138, 139, 147, 148, 150, 153, 154, 166, 173, 194, 214;
Orange pigments such as C.I. Pigment Orange 13, 31, 36, 38, 40, 42, 43, 51, 55, 59, 61, 64, 65, 71, 73;
red pigments such as 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;
blue pigments such as C.I. Pigment Blue 15, 15:3, 15:4, 15:6, 60;
Violet pigments such as C.I. Pigment Violet 1, 19, 23, 29, 32, 36, 38;
green pigments such as C.I. Pigment Green 7, 36, 58;
Brown pigments such as C.I. Pigment Brown 23 and 25;
Black pigments such as C.I. Pigment Black 1 and 7.

The content of colorant (A) is 35 to 70% by weight, preferably 40 to 70% by weight, more preferably 40 to 65% by weight, and even more preferably 45 to 60% by weight, based on the total amount of solids in the composition of the present invention.

The total content of compound (1a), compound (2a) and compound (3a) is preferably 50 to 100% by weight, more preferably 55 to 100% by weight, even more preferably 60 to 100% by weight, particularly preferably 65 to 100% by weight, and most preferably 80 to 100% by weight, based on the total amount of colorant (A).

In an embodiment in which at least one selected from the group consisting of compound (1a), compound (2a) and compound (3a) is compound (1a), the content of compound (1a) is preferably 50 to 100% by weight, more preferably 55 to 100% by weight, even more preferably 60 to 100% by weight, particularly preferably 65 to 100% by weight, and most preferably 80 to 100% by weight, based on the total amount of colorant (A).

In an embodiment in which at least one selected from the group consisting of compound (1a), compound (2a) and compound (3a) is compound (2a), the content of compound (2a) is preferably 50 to 100% by weight, more preferably 55 to 100% by weight, even more preferably 60 to 100% by weight, particularly preferably 65 to 100% by weight, and most preferably 80 to 100% by weight, based on the total amount of colorant (A).

<Resin (B)>
The resin (B) has the formula (1b):

[In formula (1b), R ^1B represents a hydrogen atom or a methyl group,
R ^2B to R ^4B each independently represent a hydrogen atom, an alkyl group having 1 to 6 carbon atoms, or an alkoxy group having 1 to 6 carbon atoms;
n represents an integer of 1 to 10, and * represents a bonding position;
However, at least one of R ^2B to R ^4B is an alkoxy group having 1 to 6 carbon atoms.]
The resin (B1) includes a structural unit (b1-1) (hereinafter, may be referred to as "structural unit (b1-1)") represented by the following formula: The resin (B1) may include only one type of structural unit (b1-1), or may include two or more types of structural unit (b1-1).

R ^2B to R ^4B are each independently preferably a methoxy group, an ethoxy group or a propoxy group, more preferably a methoxy group or an ethoxy group.
n is preferably an integer of 1 to 6, and more preferably an integer of 1 to 3.

The resin (B1) is preferably a copolymer containing the structural unit (b1-1), the structural unit (b1-2) (hereinafter sometimes referred to as "structural unit (b1-2)") derived from a polymerizable unsaturated compound having an acidic group, and another structural unit (b1-3) (hereinafter sometimes referred to as "structural unit (b1-3)"). Here, the other structural unit (b1-3) means a structural unit different from the structural unit (b1-1) and the structural unit (b1-2). The resin (B1), which is a copolymer, may contain only one type of structural unit (b1-1), the structural unit (b1-2), and the structural unit (b1-3), or may contain two or more types.

Examples of the acidic group contained in the structural unit (b1-2) include a carboxy group, a phosphate group (-O-P(=O)(OH) ₂ ), and a sulfo group (-S(=O) ₂ OH). Of these, the carboxy group is preferred.

When the sum of all the structural units in the copolymer is taken as 100 mol %, the amount of structural unit (b1-1) is preferably 1 to 50 mol %, more preferably 5 to 40 mol %, and even more preferably 10 to 30 mol %, from the viewpoint of the solvent resistance of the color filter and the like obtained from the colored curable composition.

When the total of all structural units in the copolymer is taken as 100 mol %, the amount of structural unit (b1-2) is preferably 10 to 50 mol %, more preferably 15 to 45 mol %, and even more preferably 20 to 40 mol %, from the viewpoint of the developability of the colored curable composition.

When the sum of all the structural units in the copolymer is taken as 100 mol %, the amount of structural unit (b1-3) is preferably 1 to 89 mol %, more preferably 15 to 80 mol %, and even more preferably 30 to 70 mol %, from the viewpoints of the developability of the colored curable composition and the solvent resistance of the color filter and the like obtained from the colored curable composition.

From the viewpoint of the developability of the colored curable composition, the weight average molecular weight (Mw) of the resin (B1) is 1,000 to 50,000, preferably 2,000 to 40,000, and more preferably 3,000 to 30,000. The weight average molecular weight (Mw) is a value calculated in terms of polystyrene using gel permeation chromatography (GPC).

From the viewpoints of thermal decomposition resistance, thermal yellowing resistance, and solvent resistance of color filters and the like obtained from the colored curable composition, the silyl group equivalent of resin (B1) is preferably 400 to 4,000, more preferably 450 to 3,000. If the silyl group equivalent of resin (B1) is 400 or more, it is effective in further improving the thermal decomposition resistance and thermal yellowing resistance of the colored pattern or colored coating film. The silyl group equivalent of resin (B1) is expressed by the following formula:
Silyl group equivalent = value calculated from weight average molecular weight of resin (B1) / average number of silyl groups per molecule. The silyl group equivalent can be calculated from the charged amount of monomers used in the production of resin (B1).

When resin (B1) is a copolymer containing structural unit (b1-2), the acid value of resin (B1) is preferably 20 to 300 mgKOH/g, more preferably 30 to 200 mgKOH/g, from the viewpoint of the developability of the colored curable composition. The acid value of resin (B1) is a value measured using a mixed indicator of bromothymol blue and phenol red in accordance with JIS K6901 5.3, and is a value calculated as the amount (mg) of potassium hydroxide required to neutralize 1 g of resin (B1), and can be determined, for example, by titration with an aqueous potassium hydroxide solution.

From the viewpoint of suppressing thickening of the colored curable composition, the content of resin (B1) is preferably 10 to 100 parts by weight, more preferably 10 to 60 parts by weight, even more preferably 10 to 55 parts by weight, particularly preferably 25 to 55 parts by weight, and most preferably 30 to 55 parts by weight, per 100 parts by weight of colorant (A).

Resin (B1) is reacted with the following formula (2b) in the presence of a solvent:

[The meanings of the symbols in formula (2b) are as defined above]
The compound (m1-1) represented by the formula (1-3) (hereinafter may be referred to as "compound (m1-1)") alone, or a monomer mixture containing compound (m1-1) and other compounds, can be produced by copolymerizing the compound (m1-1) represented by the formula (1-3) alone, or a monomer mixture containing compound (m1-1) and other compounds, according to a known radical polymerization method.

The copolymer resin (B1) can be produced, for example, by dissolving compound (m1-1) and, if necessary, other compounds in a solvent to prepare a solution, adding a polymerization initiator to the solution, and reacting at 50 to 130°C for 1 to 20 hours.

Resin (B1), which is a copolymer containing structural units (b1-1), (b1-2) and (b1-3), can be produced by copolymerizing a monomer mixture consisting of compound (m1-1), polymerizable unsaturated compound (m1-2) having an acidic group (hereinafter sometimes referred to as "compound (m1-2)"), and other polymerizable unsaturated compound (m1-3) (hereinafter sometimes referred to as "compound (m1-3)") in the presence of a solvent according to a known radical polymerization method. Here, other polymerizable unsaturated compound (m1-3) means a polymerizable unsaturated compound different from compound (m1-1) and compound (m1-2). In addition, structural unit (b1-1) is derived from compound (m1-1), structural unit (b1-2) is derived from compound (m1-2), and structural unit (b1-3) is derived from compound (m1-3).

The copolymer resin (B1) can be produced, for example, by dissolving compound (m1-1), compound (m1-2) and compound (m1-3) in a solvent to prepare a solution, adding a polymerization initiator to the solution and reacting at 50 to 130°C for 1 to 20 hours.

Examples of the compound (m1-1) include 3-(meth)acryloyloxypropylmethyldimethoxysilane, 3-(meth)acryloyloxypropylethyldimethoxysilane, 3-(meth)acryloyloxypropylmethyldiethoxysilane, 3-(meth)acryloyloxypropylethyldiethoxysilane, 3-(meth)acryloyloxypropyltrimethoxysilane, and 3-(meth)acryloyloxypropyltriethoxysilane. Among these, from the viewpoints of availability and reactivity, 3-(meth)acryloyloxypropyltrimethoxysilane and 3-(meth)acryloyloxypropyltriethoxysilane are preferred. Here, "3-(meth)acryloyloxypropylmethyldimethoxysilane" means at least one selected from 3-acryloyloxypropylmethyldimethoxysilane and 3-methacryloyloxypropylmethyldimethoxysilane. Other similar descriptions have the same meaning.

Examples of the acidic group contained in the compound (m1-2) include a carboxy group, a phosphate group (-O-P(=O)(OH) ₂ ), and a sulfo group (-S(=O) ₂ OH). Of these, the carboxy group is preferred.

Examples of compound (m1-2) include (meth)acrylic acid, crotonic acid, cinnamic acid, vinyl sulfonic acid, 2-(meth)acryloyloxyethyl succinic acid, 2-acryloyloxyethyl phthalic acid, 2-(meth)acryloyloxyethyl hexahydrophthalic acid, and 2-(meth)acryloyloxyethyl acid phosphate. Among these, (meth)acrylic acid is preferred from the viewpoints of availability and reactivity.

Examples of the compound (m1-3) include the following:
butadiene;
Methyl (meth)acrylate, ethyl (meth)acrylate, propyl (meth)acrylate, isopropyl (meth)acrylate, butyl (meth)acrylate, sec-butyl (meth)acrylate, isobutyl (meth)acrylate, tert-butyl (meth)acrylate, pentyl (meth)acrylate, neopentyl (meth)acrylate, benzyl (meth)acrylate, isoamyl (meth)acrylate, hexyl (meth)acrylate, 2-ethylhexyl (meth)acrylate, benzyl (meth)acrylate, lauryl (meth)acrylate, dodecyl (meth)acrylate, cyclopentyl (meth)acrylate, cyclohexyl (meth)acrylate, methylcyclohexyl (meth)acrylate ethylcyclohexyl (meth)acrylate, 1,4-cyclohexanedimethanol mono(meth)acrylate, rosin (meth)acrylate, norbornyl (meth)acrylate, 5-methylnorbornyl (meth)acrylate, 5-ethylnorbornyl (meth)acrylate, allyl (meth)acrylate, tetrahydrofurfuryl (meth)acrylate, 1,1,1-trifluoroethyl (meth)acrylate, perfluoroethyl (meth)acrylate, perfluoropropyl (meth)acrylate, perfluoroisopropyl (meth)acrylate, triphenylmethyl (meth)acrylate, cumyl (meth)acrylate, 3-(N,N-dimethylamino)propyl (meth)acrylate, glycerol Mono(meth)acrylate, butanetriol mono(meth)acrylate, pentanetriol mono(meth)acrylate, dicyclopentenyl (meth)acrylate, dicyclopentanyl (meth)acrylate, isobornyl (meth)acrylate, adamantyl (meth)acrylate, naphthalene (meth)acrylate, anthracene (meth)acrylate, 2-(2-vinyloxyethoxy)ethyl (meth)acrylate, glycidyl (meth)acrylate, 3,4-epoxycyclohexylmethyl (meth)acrylate, (3-ethyloxetan-3-yl)methyl (meth)acrylate, 2-isocyanatoethyl (meth)acrylate, 2-isocyanatopropyl (meth)acrylate, 3-isocyanatopropyl (meth)acrylate, (meth)acrylate, 2-isocyanato-1-methylethyl (meth)acrylate, 2-isocyanato-1,1-dimethylethyl (meth)acrylate, 4-isocyanatocyclohexyl (meth)acrylate, (meth)acrylates having a blocked isocyanato group obtained by blocking the isocyanato group of the (meth)acrylate having the isocyanato group (for example, 2-isocyanatoethyl (meth)acrylate) with a blocking agent, N,N-dimethylaminoethyl (meth)acrylate, N,N-diethylaminoethyl (meth)acrylate, N-tert-butylaminoethyl (meth)acrylate, tetramethylpiperidyl (meth)acrylate, hexamethylpiperidyl (meth)acrylate;
(meth)acrylic acid amide, (meth)acrylic acid N,N-dimethylamide, (meth)acrylic acid N,N-diethylamide, (meth)acrylic acid N,N-dipropylamide, (meth)acrylic acid N,N-diisopropylamide, (meth)acrylic acid anthracenylamide, N-isopropyl(meth)acrylamide, (meth)acrylic morpholine, diacetone(meth)acrylamide;
Norbornene (bicyclo[2.2.1]hept-2-ene), 5-methylbicyclo[2.2.1]hept-2-ene, 5-ethylbicyclo[2.2.1]hept-2-ene, tetracyclo[4.4.0.1 ^2,5 . ^{1 7,10} ]dodec-3-ene, 8-methyltetracyclo[4.4.0.1 ^2,5 . 1 ^7,10 ]dodec-3-ene, 8-ethyltetracyclo[4.4.0.1 ^2,5 . 1 ^7,10 ] dodec-3-ene, dicyclopentadiene, tricyclo[5.2.1.0 ^2,6 ] dec-8-ene, tricyclo[5.2.1.0 ^2,6 ] dec-3-ene, tricyclo[4.4.0.1 ^2,5 ] undec-3-ene, tricyclo[6.2.1.0 ^1,8 ] undec-9-ene, tricyclo[6.2.1.0 ^1,8 ] undec-4-ene, tetracyclo[4.4.0.1 ^2,5 . ^{1 7,10} . ^{0 1,6} ] dodec-3-ene, 8-methyltetracyclo[4.4.0.1 ^2,5 . ^{1 7,10} . ^{0 1,6} ] dodec-3-ene, 8-ethylidenetetracyclo[4.4.0.1 ^2,5 . 1 ^7,12 ] dodec-3-ene, 8-ethylidenetetracyclo[4.4.0.1 ^2,5 . ^{1 7,10} . 0 ^1,6 ] dodec-3-ene, pentacyclo[6.5.1.1 ^3,6 . 0 ^2,7 . 0 ^9,13 ] pentadec-4-ene, pentacyclo[7.4.0.1 ^2,5 . ^{1 9,12} . 0 ^8,13 ] pentadec-3-ene, 5-norbornene-2,3-dicarboxylic anhydride, (meth)acrylic acid anilide, (meth)acryloylnitrile, acrolein, vinyl chloride, vinylidene chloride, vinyl fluoride, vinylidene fluoride, vinylpyridine, vinyl acetate, vinyl toluene;
Styrene and its derivatives;
Diethyl citraconate, diethyl maleate, diethyl fumarate, diethyl itaconate;
Maleic anhydride, itaconic anhydride, citraconic anhydride.

From the viewpoint of availability and reactivity, the compound (m1-3) is preferably methyl (meth)acrylate, 2-ethylhexyl (meth)acrylate, benzyl (meth)acrylate, dicyclopentanyl (meth)acrylate, glycidyl (meth)acrylate, (3-ethyloxetan-3-yl)methyl (meth)acrylate, N,N-diethylaminoethyl (meth)acrylate, (meth)acrylic acid N,N-dimethylamide, (meth)acrylic morpholine, styrene, vinyltoluene, or norbornene, and more preferably methyl (meth)acrylate, benzyl (meth)acrylate, dicyclopentanyl (meth)acrylate, glycidyl (meth)acrylate, (3-ethyloxetan-3-yl)methyl (meth)acrylate, styrene, or vinyltoluene.

From the viewpoint of thermal decomposition resistance and thermal yellowing resistance, the compound (m1-3) is preferably an alkyl (meth)acrylate, and more preferably methyl (meth)acrylate, benzyl (meth)acrylate, or dicyclopentanyl (meth)acrylate.

From the viewpoint of the solvent resistance of the color filter obtained from the colored curable composition, the compound (m1-3) is preferably a polymerizable compound having a functional group that reacts with an acidic group (e.g., a glycidyl group, an oxetanyl group, an isocyanato group, a blocked isocyanato group), and more preferably glycidyl (meth)acrylate or (3-ethyloxetan-3-yl)methyl methacrylate.

Examples of blocking agents used for blocking the above-mentioned isocyanato groups include the following:
Lactam blocking agents such as ε-caprolactam, δ-valerolactam, γ-butyrolactam, and β-propiolactam;
Alcohol-based blocking agents, such as methanol, ethanol, propanol, butanol, ethylene glycol, methyl cellosolve, butyl cellosolve, methyl carbitol, benzyl alcohol, phenyl cellosolve, furfuryl alcohol, and cyclohexanol;
phenol-based blocking agents such as phenol, cresol, xylenol, ethylphenol, o-isopropylphenol, butylphenols such as p-tert-butylphenol, p-tert-octylphenol, nonylphenol, dinonylphenol, styrenated phenol, oxybenzoic acid esters, thymol, p-naphthol, p-nitrophenol, and p-chlorophenol;
Active methylene-based blocking agents such as dimethyl malonate, diethyl malonate, methyl acetoacetate, ethyl acetoacetate, and acetylacetone;
mercaptan-based blocking agents such as butyl mercaptan, thiophenol, and tert-dodecyl mercaptan;
Amine-based blocking agents such as diphenylamine, phenylnaphthylamine, aniline, and carbazole;
Acid amide blocking agents such as acetanilide, acetanisidide, acetate amide, and benzamide;
Acid imide-based blocking agents such as succinimide and maleimide;
Imidazole-based blocking agents such as imidazole, 2-methylimidazole, and 2-ethylimidazole;
urea-based blocking agents such as urea, thiourea, and ethyleneurea;
Carbamate-based blocking agents such as N-phenylcarbamate phenyl and 2-oxazolidone;
Imine-based blocking agents such as ethyleneimine and polyethyleneimine;
Oxime-based blocking agents such as formaldoxime, acetaldoxime, acetoxime, methyl ethyl ketoxime, methyl isobutyl ketoxime, and cyclohexanone oxime;
Bisulfite blocking agents such as sodium bisulfite and potassium bisulfite.

In order to control the weight molecular weight (Mw) and polydispersity (Mw/Mn) of the resin (B1) within a preferred range and to suppress gelation during polymerization, the solvent used in the polymerization preferably contains a hydroxyl group-containing solvent having 3 to 10 carbon atoms. Examples of the hydroxyl group-containing solvent having 3 to 10 carbon atoms include monoalcohols such as propyl alcohol, butyl alcohol, pentyl alcohol, hexyl alcohol, octyl alcohol, nonyl alcohol, decyl alcohol, and benzyl alcohol; and (poly)alkylene glycol monoalkyl ethers such as ethylene glycol monomethyl ether, ethylene glycol monoethyl ether, diethylene glycol monomethyl ether, diethylene glycol monoethyl ether, diethylene glycol monopropyl ether, diethylene glycol monobutyl ether, triethylene glycol monomethyl ether, triethylene glycol monoethyl ether, propylene glycol monomethyl ether, propylene glycol monoethyl ether, dipropylene glycol monomethyl ether, dipropylene glycol monoethyl ether, dipropylene glycol monopropyl ether, dipropylene glycol monobutyl ether, and tripropylene glycol monomethyl ether.

The solvent used in the polymerization may contain a solvent other than the hydroxyl group-containing solvent having 3 to 10 carbon atoms. Examples of the solvent include (poly)alkylene glycol monoalkyl ether acetates such as ethylene glycol monomethyl ether acetate, ethylene glycol monoethyl ether acetate, propylene glycol monomethyl ether acetate, and propylene glycol monoethyl ether acetate; ethers such as diethylene glycol dimethyl ether, diethylene glycol methyl ethyl ether, diethylene glycol diethyl ether, and tetrahydrofuran; ketones such as methyl ethyl ketone, cyclohexanone, 2-heptanone, and 3-heptanone; methyl 3-methoxypropionate, ethyl 3-methoxypropionate, methyl 3-ethoxypropionate, ethyl 3-ethoxy ... Examples of suitable esters include ethyl cypropionate, ethyl ethoxyacetate, ethyl hydroxyacetate, 3-methyl-3-methoxybutyl acetate, 3-methyl-3-methoxybutyl propionate, ethyl acetate, butyl acetate, propyl acetate, isopropyl acetate, butyl acetate, isobutyl acetate, amyl acetate, isoamyl acetate, butyl propionate, ethyl butyrate, propyl butyrate, isopropyl butyrate, butyl butyrate, methyl pyruvate, ethyl pyruvate, propyl pyruvate, methyl acetoacetate, ethyl acetoacetate, and ethyl 2-oxobutyrate; aromatic hydrocarbons such as toluene and xylene; and carboxylic acid amides such as N-methylpyrrolidone, N,N-dimethylformamide, and N,N-dimethylacetamide. Among these, (poly)alkylene glycol monoalkyl ether acetates are preferred from the viewpoint of reactivity.

The content of the hydroxyl group-containing solvent having 3 to 10 carbon atoms relative to the total amount of solvent used in the polymerization is preferably 10 to 100% by weight, more preferably 20 to 100% by weight, from the viewpoint of controlling the weight molecular weight and polydispersity (Mw/Mn) of resin (B1).

The amount of the solvent used in the polymerization is not particularly limited, but is preferably 30 to 1,000 parts by weight, more preferably 50 to 800 parts by weight, per 100 parts by weight of the total amount of the compounds (m1-1), (m1-2) and (m1-3) used.

The polymerization initiator that can be used in the polymerization is not particularly limited, but examples thereof include 2,2'-azobis(isobutyronitrile), 2,2'-azobis(2,4-dimethylvaleronitrile), 2,2'-azobis(isobutyrate)dimethyl, benzoyl peroxide, and tert-butylperoxy-2-ethylhexanoate. The amount of the polymerization initiator used is not particularly limited, but is preferably 0.5 to 20 parts by weight, and more preferably 1.0 to 10 parts by weight, relative to 100 parts by weight of the total amount of the compounds (m1-1), (m1-2), and (m1-3).

Resin (B) may contain resin (B2) different from resin (B1). Resin (B2) is preferably an alkali-soluble resin, and is preferably a polymer containing a structural unit derived from at least one monomer (hereinafter sometimes referred to as "monomer (m2-1)") selected from the group consisting of unsaturated carboxylic acids and unsaturated carboxylic anhydrides. The polymer may contain only one type of structural unit, or may contain two or more types.

Resin (B2) is more preferably a copolymer containing a structural unit derived from monomer (m2-1) and a structural unit derived from a monomer having a cyclic ether structure with 2 to 4 carbon atoms and an ethylenically unsaturated bond (hereinafter sometimes referred to as "monomer (m2-2)"). The copolymer may contain other structural units. Examples of the other structural units include a structural unit derived from a monomer different from monomer (m2-1) and monomer (m2-2) (hereinafter sometimes referred to as "monomer (m2-3)"), a structural unit having an ethylenically unsaturated bond, and the like. The copolymer may contain only one type of the structural units, or two or more types.

Examples of the monomer (m2-1) include the following:
Unsaturated monocarboxylic acids such as acrylic acid, methacrylic acid, crotonic acid, and o-, m-, and p-vinylbenzoic acid;
Unsaturated dicarboxylic acids such as maleic acid, fumaric acid, citraconic acid, mesaconic acid, itaconic acid, 3-vinylphthalic acid, 4-vinylphthalic acid, 3,4,5,6-tetrahydrophthalic acid, 1,2,3,6-tetrahydrophthalic acid, dimethyltetrahydrophthalic acid, and 1,4-cyclohexenedicarboxylic acid;
Bicyclounsaturated compounds containing a carboxy group, such as methyl-5-norbornene-2,3-dicarboxylic acid, 5-carboxybicyclo[2.2.1]hept-2-ene, 5,6-dicarboxybicyclo[2.2.1]hept-2-ene, 5-carboxymethylbicyclo[2.2.1]hept-2-ene and 5-carboxyethylbicyclo[2.2.1]hept-2-ene;
carboxylic acid anhydrides such as the anhydrides of the above unsaturated dicarboxylic acids except fumaric acid and mesaconic acid;
Unsaturated mono[(meth)acryloyloxyalkyl] esters of divalent or higher polyvalent carboxylic acids, such as mono[2-(meth)acryloyloxyethyl] succinate and mono[2-(meth)acryloyloxyethyl] phthalate;
Unsaturated acrylates containing hydroxy and carboxy groups in the same molecule, such as α-(hydroxymethyl)acrylic acid.

As the monomer (m2-1), acrylic acid, methacrylic acid and maleic anhydride are preferred in terms of reactivity and the solubility of the resulting resin in an alkaline aqueous solution.

Monomer (m2-2) refers to a polymerizable compound having a cyclic ether structure with 2 to 4 carbon atoms and an ethylenically unsaturated bond. Monomer (m2-2) is preferably a monomer having a cyclic ether structure with 2 to 4 carbon atoms and a (meth)acryloyloxy group. Examples of cyclic ether structures with 2 to 4 carbon atoms include an oxirane ring, an oxetane ring, and a tetrahydrofuran ring.

Examples of monomer (m2-2) include a monomer having an oxiranyl group and an ethylenically unsaturated bond (hereinafter sometimes referred to as "monomer (m2-2-1)"), a monomer having an oxetanyl group and an ethylenically unsaturated bond (hereinafter sometimes referred to as "monomer (m2-2-2)"), and a monomer having a tetrahydrofuryl group and an ethylenically unsaturated bond (hereinafter sometimes referred to as "monomer (m2-2-3)").

Examples of monomer (m2-2-1) include a monomer having a structure in which a linear or branched aliphatic unsaturated hydrocarbon is epoxidized (hereinafter, sometimes referred to as "monomer (m2-2-1a)") and a monomer having a structure in which an alicyclic unsaturated hydrocarbon is epoxidized (hereinafter, sometimes referred to as "monomer m2-2-1b)".

As the monomer (m2-2-1a), a monomer having a glycidyl group and an ethylenically unsaturated bond is preferred. Examples of the monomer (m2-2-1a) include glycidyl (meth)acrylate, β-methyl glycidyl (meth)acrylate, β-ethyl glycidyl (meth)acrylate, glycidyl vinyl ether, vinylbenzyl glycidyl ether, α-methyl vinylbenzyl glycidyl ether, 2,3-bis(glycidyloxymethyl)styrene, 2,4-bis(glycidyloxymethyl)styrene, 2,5-bis(glycidyloxymethyl)styrene, 2,6-bis(glycidyloxymethyl)styrene, 2,3,4-tris(glycidyloxymethyl)styrene, 2,3,5-tris(glycidyloxymethyl)styrene, 2,3,6-tris(glycidyloxymethyl)styrene, 3,4,5-tris(glycidyloxymethyl)styrene, and 2,4,6-tris(glycidyloxymethyl)styrene.

Examples of the monomer (m2-2-1b) include vinylcyclohexene monoxide, 1,2-epoxy-4-vinylcyclohexane (e.g., Celloxide (registered trademark) 2000; manufactured by Daicel Corporation), 3,4-epoxycyclohexylmethyl (meth)acrylate (e.g., Cyclomer (registered trademark) A400; manufactured by Daicel Corporation), 3,4-epoxycyclohexylmethyl (meth)acrylate (e.g., Cyclomer (registered trademark) M100; manufactured by Daicel Corporation), compounds represented by formula (BI) and compounds represented by formula (BII).

[In formula (BI) and formula (BII), R ^a and R ^b each independently represent a hydrogen atom or an alkyl group having 1 to 4 carbon atoms which may have a hydroxyl group;
^Xa and ^Xb each independently represent a single bond, * ^-Rc- , * ^-Rc- O-, * ^-Rc- S- or *-Rc ^- NH-;
R ^c represents an alkanediyl group having 1 to 6 carbon atoms, and * represents the bonding position to O.

Examples of compounds represented by formula (BI) include compounds represented by any of formulas (I-1) to (I-15). Among them, compounds represented by any of formulas (I-1), (I-3), (I-5), (I-7), (I-9), and (I-11) to (I-15) are preferred, and compounds represented by any of formulas (I-1), (I-7), (I-9), and (I-15) are more preferred.

Examples of compounds represented by formula (BII) include compounds represented by any of formulas (II-1) to (II-15). Among them, compounds represented by any of formulas (II-1), (II-3), (II-5), (II-7), (II-9), and (II-11) to (II-15) are preferred, and compounds represented by any of formulas (II-1), (II-7), (II-9), and (II-15) are more preferred.

The compound represented by formula (BI) and the compound represented by formula (BII) may be used alone, or the compound represented by formula (BII) may be used in combination. When these are used in combination, the molar ratio of the compound represented by formula (BI) and the compound represented by formula (BII) (compound represented by formula (BI) : compound represented by formula (BII)) is preferably 5:95 to 95:5, more preferably 10:90 to 90:10, and even more preferably 20:80 to 80:20.

Examples of the monomer (m2-3) include the following:
Methyl (meth)acrylate, ethyl (meth)acrylate, n-butyl (meth)acrylate, sec-butyl (meth)acrylate, tert-butyl (meth)acrylate, 2-ethylhexyl (meth)acrylate, dodecyl (meth)acrylate, lauryl (meth)acrylate, stearyl (meth)acrylate, cyclopentyl (meth)acrylate, tricyclo[5.2.1.0 ^2,6 ] decan-8-yl (meth)acrylate, tricyclo[5.2.1.0 ^2,6 ] decan-9-yl (meth)acrylate, tricyclo[5.2.1.0 ^2,6 ] decene-8-yl (meth)acrylate, tricyclo[5.2.1.0 ^2,6 ](meth)acrylates such as decene-9-yl (meth)acrylate, dicyclopentanyloxyethyl (meth)acrylate, isobornyl (meth)acrylate, adamantyl (meth)acrylate, allyl (meth)acrylate, propargyl (meth)acrylate, phenyl (meth)acrylate, naphthyl (meth)acrylate, and benzyl (meth)acrylate;
hydroxy group-containing (meth)acrylates such as 2-hydroxyethyl (meth)acrylate and 2-hydroxypropyl (meth)acrylate;
dicarboxylic acid diesters such as diethyl maleate, diethyl fumarate, and diethyl itaconate;
Bicyclo[2.2.1]hept-2-ene, 5-methylbicyclo[2.2.1]hept-2-ene, 5-ethylbicyclo[2.2.1]hept-2-ene, 5-hydroxybicyclo[2.2.1]hept-2-ene, 5-hydroxymethylbicyclo[2.2.1]hept-2-ene, 5-(2'-hydroxyethyl)bicyclo[2.2.1]hept-2-ene, 5-methoxybicyclo[2.2.1]hept-2-ene chloro[2.2.1]hept-2-ene, 5-ethoxybicyclo[2.2.1]hept-2-ene, 5,6-dihydroxybicyclo[2.2.1]hept-2-ene, 5,6-di(hydroxymethyl)bicyclo[2.2.1]hept-2-ene, 5,6-di(2'-hydroxyethyl)bicyclo[2.2.1]hept-2-ene, 5,6-dimethoxybicyclo[2.2.1]hept -2-ene, 5,6-diethoxybicyclo[2.2.1]hept-2-ene, 5-hydroxy-5-methylbicyclo[2.2.1]hept-2-ene, 5-hydroxy-5-ethylbicyclo[2.2.1]hept-2-ene, 5-hydroxymethyl-5-methylbicyclo[2.2.1]hept-2-ene, 5-tert-butoxycarbonylbicyclo[2.2.1]hept-2-ene bicyclounsaturated compounds such as ene, 5-cyclohexyloxycarbonylbicyclo[2.2.1]hept-2-ene, 5-phenoxycarbonylbicyclo[2.2.1]hept-2-ene, 5,6-bis(tert-butoxycarbonyl)bicyclo[2.2.1]hept-2-ene and 5,6-bis(cyclohexyloxycarbonyl)bicyclo[2.2.1]hept-2-ene;
dicarbonyl imide derivatives such as N-phenylmaleimide, N-cyclohexylmaleimide, N-benzylmaleimide, N-succinimidyl-3-maleimidobenzoate, N-succinimidyl-4-maleimidobutyrate, N-succinimidyl-6-maleimidocaproate, N-succinimidyl-3-maleimidopropionate, and N-(9-acridinyl)maleimide;
Vinyl group-containing aromatic compounds such as styrene, α-methylstyrene, vinyltoluene, and p-methoxystyrene;
Vinyl group-containing nitriles such as (meth)acrylonitrile;
Halogenated hydrocarbons such as vinyl chloride and vinylidene chloride;
Vinyl group-containing amides such as (meth)acrylamide;
Esters such as vinyl acetate;
Dienes such as 1,3-butadiene, isoprene and 2,3-dimethyl-1,3-butadiene.

From the viewpoints of reactivity and heat resistance, the monomer (m2-3) is preferably styrene, vinyltoluene, tricyclo[5.2.1.0 ^2,6 ]decan-8-yl(meth)acrylate, tricyclo[5.2.1.0 ^2,6 ]decan-9-yl(meth)acrylate, tricyclo[5.2.1.0 ^2,6 ]decen-8-yl(meth)acrylate, tricyclo[5.2.1.0 ^2,6 ]decen-9-yl(meth)acrylate, N-phenylmaleimide, N-cyclohexylmaleimide, N-benzylmaleimide, bicyclo[2.2.1]hept-2-ene, or benzyl(meth)acrylate.

The structural unit having an ethylenically unsaturated bond is preferably a structural unit having a (meth)acryloyl group. Resin (B2) having such a structural unit can be obtained by adding a monomer having an ethylenically unsaturated bond and a group capable of reacting with a group possessed by the structural unit to a polymer containing a structural unit derived from monomer (m2-1) and a structural unit derived from monomer (m2-2).

Examples of structural units having an ethylenically unsaturated bond include structural units obtained by adding glycidyl (meth)acrylate to a (meth)acrylic acid unit, structural units obtained by adding 2-hydroxyethyl (meth)acrylate to a maleic anhydride unit, structural units obtained by adding (meth)acrylic acid to a glycidyl (meth)acrylate unit, structural units obtained by adding a carboxylic acid anhydride to a structural unit having a hydroxy group, etc.

A polymer containing a structural unit derived from the monomer (m2-1) can be produced, for example, by polymerizing the monomers constituting the structural units of the polymer in a solvent in the presence of a polymerization initiator. The polymerization initiator and the solvent are not particularly limited, and those commonly used in the field can be used. Examples of the polymerization initiator include azo compounds (2,2'-azobisisobutyronitrile, 2,2'-azobis(2,4-dimethylvaleronitrile), etc.) and organic peroxides (benzoyl peroxide, etc.). The solvent is not particularly limited as long as it dissolves each monomer, and examples of the solvent include the solvent (H) described below. The obtained polymer may be used as it is after the reaction, or may be a concentrated or diluted solution, or may be extracted as a solid (powder) by a method such as reprecipitation.

In the production of a polymer containing a structural unit derived from the monomer (m2-1), a carboxylic acid anhydride having an ethylenically unsaturated bond may be used as the monomer. Examples of the carboxylic acid anhydride include maleic anhydride, citraconic anhydride, itaconic anhydride, 3-vinylphthalic anhydride, 4-vinylphthalic anhydride, 3,4,5,6-tetrahydrophthalic anhydride, 1,2,3,6-tetrahydrophthalic anhydride, dimethyltetrahydrophthalic anhydride, and 5,6-dicarboxybicyclo[2.2.1]hept-2-ene anhydride.

Examples of the resin (B2) include 3,4-epoxycyclohexylmethyl (meth)acrylate/(meth)acrylic acid copolymer, 3,4-epoxytricyclo[5.2.1.0 ^2,6 ] decyl (meth)acrylate/(meth)acrylic acid copolymer, glycidyl (meth)acrylate/benzyl (meth)acrylate/(meth)acrylic acid copolymer, glycidyl (meth)acrylate/styrene/(meth)acrylic acid copolymer, 3,4-epoxytricyclo[5.2.1.0 ^2,6 ] decyl (meth)acrylate/(meth)acrylic acid/N-cyclohexylmaleimide copolymer, 3,4-epoxytricyclo[5.2.1.0 ^2,6 ] decyl (meth)acrylate/(meth)acrylic acid/N-cyclohexylmaleimide/2-hydroxyethyl (meth)acrylate copolymer, 3,4-epoxytricyclo[5.2.1.0 ^2,6 ] Decyl (meth)acrylate / (meth)acrylic acid / vinyl toluene copolymer, 3,4-epoxy tricyclo[5.2.1.0 ^2,6 ] Decyl (meth)acrylate / (meth)acrylic acid / 2-ethylhexyl (meth)acrylate copolymer, 3,4-epoxy tricyclo[5.2.1.0 ^2,6 ] Decyl (meth)acrylate / tricyclo[5.2.1.0 ^2,6 ] decenyl (meth)acrylate / (meth) acrylic acid / N-cyclohexylmaleimide copolymer, 3-methyl-3- (meth) acryloyloxymethyloxetane / (meth) acrylic acid / styrene copolymer, benzyl (meth) acrylate / (meth) acrylic acid copolymer, styrene / (meth) acrylic acid copolymer, and resins described in JP-A-9-106071, JP-A-2004-29518, and JP-A-2004-361455, and the like.

When a combination of two or more resins (B2) is used, the combination preferably includes at least one selected from the group consisting of 3,4-epoxytricyclo[5.2.1.0 ^2,6 ]decyl (meth)acrylate/(meth)acrylic acid copolymer, 3,4-epoxytricyclo[5.2.1.0 ^2,6 ]decyl (meth)acrylate/(meth)acrylic acid/N-cyclohexylmaleimide/2-hydroxyethyl (meth)acrylate copolymer, 3,4-epoxytricyclo[5.2.1.0 ^2,6 ]decyl (meth)acrylate/(meth)acrylic acid/vinyl toluene copolymer, and 3,4-epoxytricyclo[5.2.1.0 ^2,6 ]decyl (meth)acrylate/(meth)acrylic acid/2-ethylhexyl (meth)acrylate copolymer.

The weight average molecular weight (Mw) of resin (B2) is preferably 3,000 to 100,000, more preferably 5,000 to 50,000, and even more preferably 5,000 to 30,000. The polydispersity (Mw/Mn) of resin (B2) (i.e., the ratio of weight average molecular weight (Mw) to number average molecular weight (Mn)) is preferably 1.1 to 6, and more preferably 1.2 to 4. Here, the weight average molecular weight (Mw) and number average molecular weight (Mn) of resin (B2) are values calculated in terms of polystyrene using gel permeation chromatography (GPC).

The acid value (solid content equivalent value) of resin (B2) is preferably 10 to 300 mgKOH/g, more preferably 20 to 250 mgKOH/g, even more preferably 20 to 200 mgKOH/g, even more preferably 20 to 170 mgKOH/g, even more preferably 30 to 170 mgKOH/g, particularly preferably 50 to 150 mgKOH/g, especially more preferably 60 to 140 mgKOH/g, and most preferably 60 to 135 mgKOH/g. The acid value of resin (B2) is a value calculated as the amount (mg) of potassium hydroxide required to neutralize 1 g of resin (B2), and can be determined, for example, by titration with an aqueous potassium hydroxide solution.

When resin (B2) is used, its content relative to 100 parts by weight of colorant (A) is preferably 10 to 40 parts by weight, more preferably 10 to 30 parts by weight, from the viewpoints of the storage stability of the colored curable composition and the heat resistance of the color filter obtained from the colored curable composition.

<Solvent (E)>
The solvent (E) is not particularly limited, and a solvent known in the field of colored curable compositions can be used. Examples of the solvent (E) include ester solvents (solvents containing -COO- and not containing -O- in the molecule), ether solvents (solvents containing -O- and not containing -COO- in the molecule), ether ester solvents (solvents containing -COO- and -O- in the molecule), ketone solvents (solvents containing -CO- and not containing -COO- in the molecule), alcohol solvents (solvents containing OH in the molecule and not containing -O-, -CO- and -COO-), aromatic hydrocarbon solvents, amide solvents, dimethyl sulfoxide, and the like. The concept of "-O-" does not include "-O-" in "-COO-", and the concept of "-CO-" does not include "-CO-" in "-COO-".

Examples of ester solvents include methyl lactate, ethyl lactate, butyl lactate, methyl 2-hydroxyisobutanoate, ethyl acetate, n-butyl acetate, isobutyl acetate, pentyl formate, isopentyl acetate, butyl propionate, isopropyl butyrate, ethyl butyrate, butyl butyrate, methyl pyruvate, ethyl pyruvate, propyl pyruvate, methyl acetoacetate, ethyl acetoacetate, cyclohexanol acetate, and γ-butyrolactone.

Examples of ether solvents include ethylene glycol monomethyl ether, ethylene glycol monoethyl ether, ethylene glycol monopropyl ether, ethylene glycol monobutyl ether, diethylene glycol monomethyl ether, diethylene glycol monoethyl ether, diethylene glycol monobutyl ether, propylene glycol monomethyl ether, propylene glycol monoethyl ether, propylene glycol monopropyl ether, propylene glycol monobutyl ether, 3-methoxybutanol, 3-methoxy-3-methylbutanol, tetrahydrofuran, tetrahydropyran, 1,4-dioxane, diethylene glycol dimethyl ether, diethylene glycol diethyl ether, diethylene glycol methyl ethyl ether, diethylene glycol dipropyl ether, diethylene glycol dibutyl ether, anisole, phenetole, and methylanisole.

Examples of ether ester solvents include methyl methoxyacetate, ethyl methoxyacetate, butyl methoxyacetate, methyl ethoxyacetate, ethyl ethoxyacetate, methyl 3-methoxypropionate, ethyl 3-methoxypropionate, methyl 3-ethoxypropionate, ethyl 3-ethoxypropionate, methyl 2-methoxypropionate, ethyl 2-methoxypropionate, propyl 2-methoxypropionate, methyl 2-ethoxypropionate, ethyl 2-ethoxypropionate, methyl 2-methoxy-2-methylpropionate, methyl 2-ethoxypropionate, ethyl 2-ethoxypropionate, methyl 2-methoxy-2-methylpropionate, 2-ethoxy-2-methylpropionate, Examples of the ethyl acetate include ethyl ether acetate, 3-methoxybutyl acetate, 3-methyl-3-methoxybutyl acetate, propylene glycol monomethyl ether acetate, propylene glycol monoethyl ether acetate, propylene glycol monopropyl ether acetate, ethylene glycol monomethyl ether acetate, ethylene glycol monoethyl ether acetate, diethylene glycol monoethyl ether acetate, diethylene glycol monobutyl ether acetate, and dipropylene glycol methyl ether acetate.

Examples of ketone solvents include 4-hydroxy-4-methyl-2-pentanone, acetone, 2-butanone, 2-heptanone, 3-heptanone, 4-heptanone, 4-methyl-2-pentanone, diacetone alcohol, cyclopentanone, cyclohexanone, and isophorone.

Examples of alcohol solvents include methanol, ethanol, propanol, butanol, hexanol, cyclohexanol, ethylene glycol, propylene glycol, and glycerin.

Aromatic hydrocarbon solvents include, for example, benzene, toluene, xylene, and mesitylene.

Examples of amide solvents include N,N-dimethylformamide, N,N-dimethylacetamide, and N-methylpyrrolidone.

The solvent (E) is preferably at least one selected from the group consisting of 3-methoxybutanol, propylene glycol monomethyl ether acetate, ethyl lactate, propylene glycol monomethyl ether, ethyl 3-ethoxypropionate, ethylene glycol monomethyl ether, diethylene glycol monomethyl ether, diethylene glycol monoethyl ether, diacetone alcohol, 4-hydroxy-4-methyl-2-pentanone and N,N-dimethylformamide, more preferably at least one selected from the group consisting of 3-methoxybutanol, propylene glycol monomethyl ether acetate, propylene glycol monomethyl ether, ethyl lactate, diacetone alcohol and ethyl 3-ethoxypropionate, and even more preferably at least one selected from the group consisting of 3-methoxybutanol, propylene glycol monomethyl ether acetate and diacetone alcohol.

From the viewpoint of dispersibility, the content of the solvent (E) is preferably 70 to 95% by weight, more preferably 75 to 90% by weight, and even more preferably 80 to 90% by weight, based on the total amount of the composition of the present invention.

<Other components of the composition>
The composition of the present invention may contain other components different from the above-mentioned components, as long as the effects of the present invention are not impaired. Examples of other components include additives known in the field of colored curable compositions.

As another component, a dispersant may be used. Examples of dispersants include surfactants. The surfactant may be any of cationic surfactants, anionic surfactants, nonionic surfactants, and amphoteric surfactants. Examples of surfactants include polyester surfactants, polyamine surfactants, and acrylic surfactants. Commercially available dispersants include KP (manufactured by Shin-Etsu Chemical Co., Ltd.), FLORENE (manufactured by Kyoeisha Chemical Co., Ltd.), Solsperse (registered trademark) (manufactured by Zeneca), EFKA (manufactured by BASF), AJISPER (registered trademark) (manufactured by Ajinomoto Fine-Techno Co., Ltd.), DISPERBYK (registered trademark) (manufactured by BYK Japan), and BYKLPN (manufactured by BYK Japan).

When a dispersant is used, its content is preferably 35 to 100 parts by weight, more preferably 35 to 65 parts by weight, even more preferably 40 to 65 parts by weight, and particularly preferably 40 to 60 parts by weight, per 100 parts by weight of colorant (A).

<Production method of composition>
The composition of the present invention can be produced, for example, by mixing a colorant (A) containing at least one selected from the group consisting of compound (1a), compound (2a), and compound (3a), a resin (B) containing a resin (B1), a solvent (E), and, if necessary, other components (for example, a dispersant).

There are no particular limitations on the equipment used to mix the components, and any equipment known in the field of colored curable compositions can be used. When using a component (e.g., a pigment) that is insoluble in the solvent (E), it is preferable to thoroughly stir the mixture of components using a bead mill, paint conditioner, etc.

<Colored curable composition>
A colored curable composition can be produced by mixing the composition of the present invention obtained as described above with a polymerizable compound (C) and a polymerization initiator (D).

In producing the colored curable composition, a component other than the composition of the present invention, the polymerizable compound (C), and the polymerization initiator (D) may be used. For example, a solvent (E) may be further added. Examples of the solvent (E) that can be used in producing the colored curable composition include those described as the solvent (E) of the composition of the present invention.

The content of the solvent (E) is preferably 70 to 90% by weight, more preferably 75 to 90% by weight, and even more preferably 80 to 90% by weight, based on the total amount of the colored curable composition.

The viscosity (=initial viscosity) of the colored curable composition immediately after production is preferably 3 to 15 mPa·s, more preferably 3 to 13 mPa·s, and even more preferably 3 to 10 mPa·s. This initial viscosity is a value measured using a cone-plate type (E-type) viscometer under conditions of a rotation speed of 100 rpm and a measurement temperature of 23°C.

<Polymerizable compound (C)>
The polymerizable compound (C) is a compound that can be polymerized by the active radical and/or acid generated from the polymerization initiator (D). The polymerizable compound (C) is preferably a radical polymerizable compound. Examples of the radical polymerizable compound include compounds having a polymerizable ethylenically unsaturated bond. The radical polymerizable compound is preferably a (meth)acrylate.

Examples of the polymerizable compound (C) include the following:
Compounds having one ethylenically unsaturated bond, such as nonylphenylcarbitol acrylate, 2-hydroxy-3-phenoxypropyl acrylate, 2-ethylhexylcarbitol acrylate, 2-hydroxyethyl acrylate, and N-vinylpyrrolidone;
Compounds having two ethylenically unsaturated bonds, such as 1,6-hexanediol di(meth)acrylate, ethylene glycol di(meth)acrylate, neopentyl glycol di(meth)acrylate, triethylene glycol di(meth)acrylate, bis(acryloyloxyethyl)ether of bisphenol A, and 3-methylpentanediol di(meth)acrylate;
Compounds having three ethylenically unsaturated bonds, such as trimethylolpropane tri(meth)acrylate, pentaerythritol tri(meth)acrylate, and tris(2-(meth)acryloyloxyethyl)isocyanurate;
Compounds having four ethylenically unsaturated bonds, such as pentaerythritol tetra(meth)acrylate, ethylene glycol modified pentaerythritol tetra(meth)acrylate, propylene glycol modified pentaerythritol tetra(meth)acrylate, and caprolactone modified pentaerythritol tetra(meth)acrylate;
Compounds having five ethylenically unsaturated bonds, such as dipentaerythritol penta(meth)acrylate;
Compounds having six ethylenically unsaturated bonds, such as dipentaerythritol hexa(meth)acrylate, ethylene glycol-modified dipentaerythritol hexa(meth)acrylate, propylene glycol-modified dipentaerythritol hexa(meth)acrylate, and caprolactone-modified dipentaerythritol hexa(meth)acrylate;
Compounds having seven or more ethylenically unsaturated bonds, such as tripentaerythritol hepta(meth)acrylate, tripentaerythritol octa(meth)acrylate, tetrapentaerythritol nona(meth)acrylate, and tetrapentaerythritol deca(meth)acrylate.

The polymerizable compound (C) is preferably a polymerizable compound having three or more ethylenically unsaturated bonds, and more preferably a polymerizable compound having five or six ethylenically unsaturated bonds. Specifically, dipentaerythritol penta(meth)acrylate and dipentaerythritol hexa(meth)acrylate are preferred. Commercially available examples of the polymerizable compound (C) include KAYARAD (registered trademark) DPHA (Nippon Kayaku Co., Ltd.), A-TMM-3LM-N (Shin-Nakamura Chemical Co., Ltd.), and A9550 (Shin-Nakamura Chemical Co., Ltd.).

The molecular weight of the polymerizable compound (C) is preferably 150 or more and 2,900 or less, more preferably 250 or more and 1,500 or less. The molecular weight of the polymerizable compound (C) of 1,000 or more is the weight average molecular weight (Mw) calculated in terms of polystyrene using gel permeation chromatography (GPC).

The content of the polymerizable compound (C) is preferably 7 to 65% by weight, more preferably 13 to 60% by weight, and even more preferably 17 to 55% by weight, based on the total amount of solids in the colored curable composition. When the content of the polymerizable compound (C) is within the above range, the residual film rate during colored pattern formation and the chemical resistance of the color filter tend to be improved.

<Polymerization initiator (D)>
The polymerization initiator (D) is not particularly limited as long as it is a compound that generates active radicals, acids, etc. by the action of light or heat and can initiate polymerization of the polymerizable compound (C), and a known polymerization initiator can be used. The polymerization initiator (D) is preferably a photoradical polymerization initiator. It is more preferable that the polymerizable compound (C) is a radical polymerizable compound and the polymerization initiator (D) is a photoradical polymerization initiator (i.e., the curable composition is a photocurable composition).

The photoradical polymerization initiator is preferably at least one selected from the group consisting of O-acyloxime compounds, alkylphenone compounds, triazine compounds, acylphosphine oxide compounds, and biimidazole compounds, and more preferably O-acyloxime compounds.

An O-acyloxime compound is a compound having a partial structure represented by formula (d1) (in the formula below, * indicates the bond position).

Examples of O-acyloxime compounds include N-benzoyloxy-1-(4-phenylsulfanylphenyl)butan-1-one-2-imine, N-benzoyloxy-1-(4-phenylsulfanylphenyl)octan-1-one-2-imine, N-benzoyloxy-1-(4-phenylsulfanylphenyl)-3-cyclopentylpropan-1-one-2-imine, N-acetoxy-1-[9-ethyl-6-(2-methylbenzoyl)-9H-carbazol-3-yl]ethane-1-imine, N-acetoxy-1-[9-ethyl-6-{2-methyl-4-(3,3-dimethyl- 2,4-dioxacyclopentanylmethyloxy)benzoyl}-9H-carbazol-3-yl]ethane-1-imine, N-acetoxy-1-[9-ethyl-6-(2-methylbenzoyl)-9H-carbazol-3-yl]-3-cyclopentylpropan-1-imine, N-benzoyloxy-1-[9-ethyl-6-(2-methylbenzoyl)-9H-carbazol-3-yl]-3-cyclopentylpropan-1-one-2-imine, N-acetyloxy-1-[4-(2-hydroxyethyloxy)phenylsulfanylphenyl]propan-1-one-2-imine, and the like. Commercially available products such as TR-PBG327 (manufactured by Changzhou Strong Electronic New Materials Co., Ltd.), Irgacure (registered trademark) OXE01, Irgacure (registered trademark) OXE02, Irgacure (registered trademark) OXE03, Irgacure (registered trademark) OXE04 (all manufactured by BASF), and N-1919 (manufactured by ADEKA) may also be used.

The alkylphenone compound is a compound having a partial structure represented by formula (d2) or a partial structure represented by formula (d3) (in the following formulas, * indicates a bonding position). In these partial structures, the benzene ring may have a substituent.

Examples of compounds having the partial structure represented by formula (d2) include 2-methyl-2-morpholino-1-(4-methylsulfanylphenyl)propan-1-one, 2-dimethylamino-1-(4-morpholinophenyl)-2-benzylbutan-1-one, and 2-(dimethylamino)-2-[(4-methylphenyl)methyl]-1-[4-(4-morpholinyl)phenyl]butan-1-one. Commercially available products such as Irgacure (registered trademark) 369, Irgacure (registered trademark) 907, and Irgacure (registered trademark) 379 (all manufactured by BASF) may also be used.

Examples of compounds having the partial structure represented by formula (d3) include 2-hydroxy-2-methyl-1-phenylpropan-1-one, 2-hydroxy-2-methyl-1-[4-(2-hydroxyethoxy)phenyl]propan-1-one, 1-hydroxycyclohexyl phenyl ketone, oligomers of 2-hydroxy-2-methyl-1-(4-isopropenylphenyl)propan-1-one, α,α-diethoxyacetophenone, and benzyl dimethyl ketal.

From the viewpoint of sensitivity, the alkylphenone compound is preferably a compound having a partial structure represented by formula (d2).

Examples of triazine compounds include 2,4-bis(trichloromethyl)-6-(4-methoxyphenyl)-1,3,5-triazine, 2,4-bis(trichloromethyl)-6-(4-methoxynaphthyl)-1,3,5-triazine, 2,4-bis(trichloromethyl)-6-piperonyl-1,3,5-triazine, 2,4-bis(trichloromethyl)-6-(4-methoxystyryl)-1,3,5-triazine, and 2,4-bis(trichloromethyl)-6-[2 -(5-methylfuran-2-yl)ethenyl]-1,3,5-triazine, 2,4-bis(trichloromethyl)-6-[2-(furan-2-yl)ethenyl]-1,3,5-triazine, 2,4-bis(trichloromethyl)-6-[2-(4-diethylamino-2-methylphenyl)ethenyl]-1,3,5-triazine, 2,4-bis(trichloromethyl)-6-[2-(3,4-dimethoxyphenyl)ethenyl]-1,3,5-triazine, etc.

Examples of acylphosphine oxide compounds include 2,4,6-trimethylbenzoyldiphenylphosphine oxide. Commercially available products such as Irgacure (registered trademark) 819 (manufactured by BASF) may also be used.

Examples of biimidazole compounds include 2,2'-bis(2-chlorophenyl)-4,4',5,5'-tetraphenylbiimidazole, 2,2'-bis(2,3-dichlorophenyl)-4,4',5,5'-tetraphenylbiimidazole (see, for example, JP-A-6-75372 and JP-A-6-75373), 2,2'-bis(2-chlorophenyl)-4,4',5,5'-tetra(alkoxyphenyl)biimidazole, 2,2'-bis(2-chlorophenyl)-4,4',5,5'-tetra(alkoxyphenyl)biimidazole, 2,2'-bis(2-chlorophenyl)-4,4',5,5'-tetra(dialkoxyphenyl)biimidazole, 2,2'-bis(2-chlorophenyl)-4,4',5,5'-tetra(trialkoxyphenyl)biimidazole (see, for example, JP-B-48-38403 and JP-A-62-174204), and biimidazole compounds in which the phenyl groups at the 4,4',5,5'-positions are substituted with carboalkoxy groups (see, for example, JP-A-7-10913).

Other examples of the polymerization initiator (D) include benzoin compounds such as benzoin, benzoin methyl ether, benzoin ethyl ether, benzoin isopropyl ether, and benzoin isobutyl ether; benzophenone compounds such as benzophenone, o-benzoyl methyl benzoate, 4-phenylbenzophenone, 4-benzoyl-4'-methyldiphenyl sulfide, 3,3',4,4'-tetra(tert-butylperoxycarbonyl)benzophenone, and 2,4,6-trimethylbenzophenone; quinone compounds such as 9,10-phenanthrenequinone, 2-ethylanthraquinone, and camphorquinone; 10-butyl-2-chloroacridone, benzyl, methyl phenylglyoxylate, and titanocene compounds.

Examples of acid generators include onium salts such as 4-hydroxyphenyl dimethylsulfonium p-toluenesulfonate, 4-hydroxyphenyl dimethylsulfonium hexafluoroantimonate, 4-acetoxyphenyl dimethylsulfonium p-toluenesulfonate, 4-acetoxyphenyl methyl benzylsulfonium hexafluoroantimonate, triphenylsulfonium p-toluenesulfonate, triphenylsulfonium hexafluoroantimonate, diphenyliodonium p-toluenesulfonate, and diphenyliodonium hexafluoroantimonate, as well as nitrobenzyl tosylates and benzoin tosylates.

The content of the polymerization initiator (D) is preferably 0.1 to 30 parts by weight, and more preferably 1 to 20 parts by weight, per 100 parts by weight of the total of the resin (B) and the polymerizable compound (C).

<Other Components of Colored Curable Composition>
The colored curable composition may contain other components different from the above-mentioned components. Examples of the other components include additives known in the field of colored curable compositions.

As another component, a leveling agent may be used. Examples of leveling agents include silicone-based surfactants and fluorine-based surfactants.

Examples of silicone surfactants include surfactants having a siloxane bond in the molecule. Commercially available products include, for example, Toray Silicone DC3PA, SH7PA, DC11PA, SH21PA, SH28PA, SH29PA, SH30PA, and SH8400 (manufactured by Dow Corning Toray Co., Ltd.), KP321, KP322, KP323, KP324, KP326, KP340, and KP341 (manufactured by Shin-Etsu Chemical Co., Ltd.), TSF400, TSF401, TSF410, TSF4300, TSF4440, TSF4445, TSF4446, TSF4452, and TSF4460 (manufactured by Momentive Performance Materials Japan, LLC).

The silicone surfactant may contain fluorine atoms. Examples of silicone surfactants containing fluorine atoms include Megafac (registered trademark) R08, BL20, F475, F477, and F443 (manufactured by DIC Corporation).

Examples of fluorine-based surfactants include surfactants having a fluorocarbon chain in the molecule. Commercially available products include, for example, Fluorad (registered trademark) FC430 and FC431 (manufactured by Sumitomo 3M), Megafac (registered trademark) F142D, F171, F172, F173, F177, F183, F554, R30, and RS-718-K (manufactured by DIC Corporation), EF-TOP (registered trademark) EF301, EF303, EF351, and EF352 (manufactured by Mitsubishi Materials Electronic Chemicals Co., Ltd.), Surflon (registered trademark) S381, S382, SC101, and SC105 (manufactured by Asahi Glass Co., Ltd.), and E5844 (manufactured by Daikin Fine Chemicals Research Institute, Ltd.).

When a leveling agent is used, its content is preferably 0.001 to 0.2% by weight, more preferably 0.002 to 0.1% by weight, and even more preferably 0.01 to 0.05% by weight, based on the total amount of the colored curable composition. When the content of the leveling agent is within the above range, the flatness of the color filter obtained from the colored curable composition can be improved.

The present invention will be explained in more detail below with reference to examples, but the present invention is not limited to the following examples, and can be practiced with appropriate modifications within the scope of the above and below aims, all of which are within the technical scope of the present invention. In addition, "parts" in the following examples means "parts by weight," and "%" means "% by weight" except for the viscosity increase rate (%) described below.

Production Example 1: Production of Resin (B1-1) 750.0 parts of 3-methoxybutanol was placed in a flask equipped with a stirrer, dropping funnel, condenser, thermometer and gas inlet tube, and stirred while replacing with nitrogen, and heated to 80 ° C. Next, a monomer mixture consisting of 25.6 parts of methacrylic acid, 146.4 parts of 3-methacryloyloxypropyltrimethoxysilane and 49.2 parts of methyl methacrylate was added with 28.8 parts of 2,2'-azobis (2,4-dimethylvaleronitrile) (polymerization initiator), and the mixture was dropped into the flask from the dropping funnel. After the dropwise addition, the mixture was stirred at 80 ° C. for 5 hours to carry out a copolymerization reaction, and a copolymer (hereinafter referred to as "resin (B1-1)") solution (solid content 20%) was obtained. The acid value (solid content equivalent) of resin (B1-1) was 82 mgKOH/g, its weight average molecular weight (Mw) was 5,500, and its silyl group equivalent was 500.

Production Example 2: Production of Resin (B2-1) A flask equipped with a reflux condenser, a dropping funnel and a stirrer was placed in a nitrogen atmosphere, and 280 parts of propylene glycol monomethyl ether acetate was placed in the flask and heated to 80°C while stirring. Next, a solution of 38 parts of acrylic acid, 289 parts of a mixture of 3,4-epoxytricyclo[5.2.1.0 ^2,6 ]decan-8-yl acrylate and 3,4-epoxytricyclo[5.2.1.0 ^2,6 ]decan-9-yl acrylate (content ratio: 50:50 by molar ratio) dissolved in 125 parts of propylene glycol monomethyl ether acetate was dropped into the flask over about 5 hours using a dropping pump. Meanwhile, a solution of 33 parts of the polymerization initiator 2,2-azobis(2,4-dimethylvaleronitrile) dissolved in 235 parts of propylene glycol monomethyl ether acetate was dropped into the flask over about 6 hours using another dropping pump. After the dropwise addition of the polymerization initiator was completed, the mixture was kept at 80° C. for about 4 hours and then cooled to room temperature to obtain a copolymer (hereinafter referred to as “resin (B2-1)”) solution (solid content 35.1%). The acid value (solid content equivalent value) of resin (B2-1) was 77 mgKOH/g, its weight average molecular weight (Mw) was 9,200, and its polydispersity (Mw/Mn) was 2.08.

Production Example 3: Production of Resin (B2-2) The atmosphere in a 1L flask equipped with a reflux condenser, a dropping funnel and a stirrer was replaced with nitrogen, 141 parts of ethyl lactate and 178 parts of propylene glycol monomethyl ether acetate were added, and the mixture was heated to 85°C while stirring. Next, a mixed solution of 38 parts of acrylic acid, 25 parts of a mixture of 3,4-epoxytricyclo[5.2.1.0 ^2,6 ]decan-8-yl acrylate and 3,4-epoxytricyclo[5.2.1.0 ^2,6 ]decan-9-yl acrylate, 137 parts of N-cyclohexylmaleimide, 50 parts of 2-hydroxyethyl methacrylate, and 338 parts of propylene glycol monomethyl ether acetate was added dropwise over 5 hours. Meanwhile, a solution of 5 parts of 2,2-azobisisobutyronitrile dissolved in 88 parts of propylene glycol monomethyl ether acetate was added dropwise over 6 hours. After the dropwise addition was completed, the mixture was kept at 85°C for 4 hours and then cooled to room temperature to obtain a copolymer (hereinafter referred to as "resin (B2-2)") solution (solid content 25.6%). The viscosity of the resin (B2-2) solution at 23°C measured with a Brookfield viscometer was 23 mPa·s. The acid value (solid content equivalent) of resin (B2-2) was 111 mgKOH/g, its weight average molecular weight (Mw) was 8,000, and its polydispersity (Mw/Mn) was 2.1.

The weight average molecular weight (Mw) and number average molecular weight (Mn) of the resin were measured by GPC under the following conditions.
Apparatus: K2479 (manufactured by Shimadzu Corporation)
Column: SHIMADZU Shim-pack GPC-80M
Column temperature: 40°C
Solvent: THF (tetrahydrofuran)
Test solution concentration: 25 mg/mL (solvent: THF)
Flow rate: 1.0mL/min
Detector: RI
Calibration standard material; TSK STANDARD POLYSTYRENE F-40, F-4, F-288, A-2500, A-500 (manufactured by Tosoh Corporation)

Production Example 4: Production of compound represented by formula (1a-1) In the same manner as described in Example 7 of JP2018-127596A, a compound represented by the following formula (1a-1) was produced as colorant (A).

Production Example 5: Production of compound represented by formula (2a-1) In the same manner as in Synthesis Example 19 of JP2015-38201A, a compound represented by the following formula (2a-1) was produced as colorant (A).

Example 1: Production of composition (1) 7 parts of compound (1a-1), 3 parts of dispersant (DISPERBYK (registered trademark)-2050 (manufactured by BYK Japan)), 3 parts of resin (B1-1) (solid content equivalent), 81 parts of propylene glycol monomethyl ether acetate, 6 parts of diacetone alcohol, and 300 parts of 0.2 mm zirconia beads were mixed, and the resulting mixture was shaken for 3 hours using a paint conditioner (manufactured by LAU). Thereafter, the zirconia beads were removed by filtration to obtain composition (1).
The content of colorant (A) (compound (1a-1)) in the composition (1) was 53.8% based on the total amount of solids.
The content of the solvent (E) in the composition (1) was 87% based on the total amount of the composition.

Example 2: Production of composition (2) 7 parts of compound (1a-1), 3 parts of dispersant (DISPERBYK (registered trademark)-2050 (manufactured by BYK Japan)), 1 part of resin (B1-1) (solid content equivalent), 2 parts of resin (B2-1) (solid content equivalent), 81 parts of propylene glycol monomethyl ether acetate, 6 parts of diacetone alcohol, and 300 parts of 0.2 mm zirconia beads were mixed, and the resulting mixture was shaken for 3 hours using a paint conditioner (manufactured by LAU). Thereafter, the zirconia beads were removed by filtration to obtain composition (2).
The content of colorant (A) (compound (1a-1)) in the composition (2) was 53.8% based on the total amount of solids.
The content of the solvent (E) in the composition (2) was 87% based on the total amount of the composition.

Comparative Example 1: Production of Composition (3) 7 parts of compound (1a-1), 3 parts of dispersant (DISPERBYK (registered trademark)-2050 (manufactured by BYK Japan)), 3 parts of resin (B2-1) (solid content equivalent), 81 parts of propylene glycol monomethyl ether acetate, 6 parts of diacetone alcohol, and 300 parts of 0.2 mm zirconia beads were mixed and shaken for 3 hours using a paint conditioner (manufactured by LAU). Thereafter, the zirconia beads were removed by filtration to obtain composition (3).
The content of colorant (A) (compound (1a-1)) in the solid content of composition (3) was 53.8% based on the total amount of solid content.
The content of the solvent (E) in the composition (3) was 87% based on the total amount of the composition.

Example 3: Production of composition (4) 5 parts of compound (2a-1), 4 parts of dispersant (BYKLPN-21324 (manufactured by BYK Japan)), 4 parts of resin (B1-1) (solid content equivalent), 87 parts of propylene glycol monomethyl ether acetate, and 300 parts of 0.2 mm zirconia beads were mixed, and the resulting mixture was shaken for 3 hours using a paint conditioner (manufactured by LAU). Thereafter, the zirconia beads were removed by filtration to obtain composition (4).
The content of colorant (A) (compound (2a-1)) in the composition (4) was 38.5% based on the total amount of solids.
The content of the solvent (E) in the composition (4) was 87% based on the total amount of the composition.

Comparative Example 2: Production of Composition (5) 5 parts of compound (2a-1), 4 parts of dispersant (BYKLPN-21324 (manufactured by BYK Japan)), 4 parts of resin (B2-1) (solid content equivalent), 87 parts of propylene glycol monomethyl ether acetate, and 300 parts of 0.2 mm zirconia beads were mixed and shaken for 3 hours using a paint conditioner (manufactured by LAU). Thereafter, the zirconia beads were removed by filtration to obtain composition (5).
The content of colorant (A) (compound (2a-1)) in the composition (5) was 38.5% based on the total amount of solids.
The content of the solvent (E) in the composition (5) was 87% based on the total amount of the composition.

<Evaluation of Compositions (1) to (5)>
Colored curable compositions (1) to (6) were produced using the compositions (1) to (5) obtained in Examples 1 to 3 and Comparative Examples 1 and 2 as described below, and the viscosity increase rates of the obtained colored curable compositions were measured.

(1-1) Production of Colored Curable Compositions (1) to (3) 281 parts of any of the compositions (1) to (3), 50 parts of resin (B2-2) (solid content equivalent), 50 parts of dipentaerythritol hexaacrylate (manufactured by Nippon Kayaku Co., Ltd., polymerizable compound (C)), 50 parts of N-benzoyloxy-1-(4-phenylsulfanylphenyl)octan-1-one-2-imine (manufactured by BASF Corporation, "Irgacure (registered trademark) OXE01", polymerization initiator (D)), 3 parts of propylene glycol monomethyl ether acetate (solvent (E)), and 0.1 parts of polyether-modified silicone oil (manufactured by Dow Corning Toray Co., Ltd., "Toray Silicone SH8400", leveling agent) were mixed to obtain colored curable compositions (1) to (3).

(1-2) Production of Colored Curable Compositions (4) and (5) Either 424 parts of the composition (4) or (5), 50 parts of resin (B2-2) (solid content equivalent), 50 parts of dipentaerythritol hexaacrylate (manufactured by Nippon Kayaku Co., Ltd., polymerizable compound (C)), 3 parts of N-benzoyloxy-1-(4-phenylsulfanylphenyl)octan-1-one-2-imine (manufactured by BASF Corporation, "Irgacure (registered trademark) OXE01", polymerization initiator (D)), 430 parts of propylene glycol monomethyl ether acetate (solvent (E)), and 0.1 parts of polyether-modified silicone oil (manufactured by Toray Dow Corning Co., Ltd., "Toray Silicone SH8400", leveling agent) were mixed to obtain colored curable compositions (4) and (5).

(1-3) Production of Colored Curable Composition (6) 424 parts of the composition (5), 50 parts of resin (B2-2) (solid content equivalent), 50 parts of dipentaerythritol hexaacrylate (manufactured by Nippon Kayaku Co., Ltd., polymerizable compound (C)), 50 parts of N-benzoyloxy-1-(4-phenylsulfanylphenyl)octan-1-one-2-imine (manufactured by BASF Corporation, "Irgacure (registered trademark) OXE01", polymerization initiator (D)), 3 parts of propylene glycol monomethyl ether acetate (solvent (E)), 70 parts of 3-methoxybutanol (solvent (E)), and 0.1 parts of polyether-modified silicone oil (manufactured by Toray Dow Corning Co., Ltd., "Toray Silicone SH8400", leveling agent) were mixed to obtain a colored curable composition (6).

(2) Measurement of Viscosity Increase Rate The viscosity (=initial viscosity) of the colored curable compositions (1) to (6) immediately after production was measured using a cone-plate type (E-type) viscometer ("Viscometer TV-25" manufactured by Toki Sangyo Co., Ltd.) at a rotation speed of 100 rpm and a measurement temperature of 23° C. The results are shown in Table 1.

The viscosity of each of the colored curable compositions (1) to (6) after storage at 40° C. for 7 days (=viscosity after storage) was measured in the same manner as above, and the viscosity was calculated based on the following formula:
Viscosity increase rate (%) = 100 × viscosity after storage (mPa·s) / initial viscosity (mPa·s)
The viscosity increase rate was calculated by the following formula: The results are shown in Table 1.

As shown in Table 1, in the colored curable compositions (1) to (3) obtained using the compound (1a-1) as the colorant (A), the viscosity increase rate (101% and 102%) of the colored curable compositions (1) and (2) obtained from the compositions (1) and (2) (Examples 1 and 2) containing the resin (B-1) was lower than the viscosity increase rate (111%) of the colored curable composition (3) obtained from the composition (3) (Comparative Example 1) not containing the resin (B-1).

In addition, as shown in Table 1, in the colored curable compositions (4) to (6) obtained using the compound (2a-1) as the colorant (A), the viscosity increase rate (100%) of the colored curable composition (4) obtained from the composition (4) (Example 3) containing the resin (B-1) was lower than the viscosity increase rates (104% and 103%) of the colored curable compositions (5) and (6) obtained from the composition (5) (Comparative Example 2) not containing the resin (B-1).

By preparing the composition of the present invention in advance and then preparing a colored curable composition using the composition of the present invention, it is possible to suppress thickening of the colored curable composition. Such a colored curable composition is useful, for example, for producing color filters, etc.

Claims (6)

A composition comprising a colorant (A), a resin (B) and a solvent (E), but not containing a polymerizable compound (C) and a polymerization initiator (D),
The colorant (A) is represented by formula (1a -1 ):

The compound includes a compound represented by
The resin (B) is represented by the formula (1b):

[In formula (1b), R ^1B represents a methyl group,
R ^2B to R ^4B each represent a methoxy group ;
n represents 3 , and * represents the bond position.
a structural unit (b1-1) represented by the formula: Figure US08123633-20120323-C00002, a structural unit (b1-2) derived from acrylic acid, and a structural unit (b1-3) derived from methyl methacrylate , wherein the amount of the structural unit (b1-1) is 1 to 50 mol % when the total of all structural units in the copolymer is taken as 100 mol % , and the content of colorant (A) is 35 to 70 wt % relative to the total amount of solids in the composition. The composition according to claim 1, wherein the content of colorant (A) is 40 to 70% by weight based on the total amount of solids in the composition. 3. The composition according to claim 1, wherein the resin (B1) has a weight average molecular weight of 1,000 to 50,000. 4. The composition according to claim 1 , wherein the content of the resin (B1) is 10 to 100 parts by weight based on 100 parts by weight of the colorant (A). 4. The composition according to claim 1 , wherein the content of the resin (B1) is 10 to 60 parts by weight based on 100 parts by weight of the colorant (A). A method for producing a colored curable composition, comprising mixing the composition according to any one of claims 1 to 5 with a polymerizable compound (C) and a polymerization initiator (D).