Composition containing a colorant

Abstract

By previously preparing a composition containing a compound represented by the following formula (1a) as a colorant (A), and a resin (B1) containing a structural unit (b1-1) represented by the following formula (1b) as a resin (B), wherein the content of the colorant (A) is 35 to 70% by weight relative to the total solid content of the composition, and then using the above composition to prepare a colored curable composition, it is possible to suppress the thickening of the colored curable composition (the definitions of the symbols in the following formula are as described in the specification).

Description

Technical Field

[0001] The present invention relates to a composition containing a colorant. The composition of the present invention is useful for producing a colored curable composition. Background Art

[0002] Colored curable compositions are used to manufacture color filters used in display devices such as liquid crystal displays, electroluminescent displays, and plasma displays, and various compositions have been developed. For example, Patent Document 1 describes a resin composition for a color filter comprising a solvent, a reactive diluent, a photopolymerization initiator, a colorant, and a copolymer containing a structural unit represented by formula (1).

[0003]

[0004] [The definitions of the symbols in formula (1) are as described in Patent Document 1.]

[0005] Prior art literature

[0006] Patent Literature

[0007] Patent Document 1: WO2018 / 110097A1 Summary of the Invention

[0008] The present inventors have discovered that colored curable compositions comprising a colorant (A), a resin (B), a polymerizable compound (C), a polymerization initiator (D), and a solvent (E) have the problem of increasing viscosity during storage depending on the type of colorant (A) used. The present invention has been made in light of this situation, and its object is to suppress the thickening of colored curable compositions containing a specific colorant.

[0009] The present invention which can achieve the above-mentioned object is as follows.

[0010] [1] A composition comprising a colorant (A), a resin (B) and a solvent (E),

[0011] The colorant (A) contains 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).

[0012]

[0013] [In formula (1a), R 41a and R 42a Each independently 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, or R 41a With R 42abonded together with the nitrogen atoms to which they are bonded to form a three- to ten-membered nitrogen-containing heterocyclic ring,

[0014] R 43a and R 44a Each independently 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, or R 43a With R 44a bonded together with the nitrogen atoms to which they are bonded to form a three- to ten-membered nitrogen-containing heterocyclic ring,

[0015] R 47a ~R 54a Each independently represents a hydrogen atom, a halogen atom, a nitro group, a hydroxyl group, -SO3 － , -SO2-N － -SO2-R f , or an alkyl group having 1 to 8 carbon atoms which may have a substituent,

[0016] R f represents a fluoroalkyl group having 1 to 12 carbon atoms,

[0017] Ring T 1a represents an aromatic hydrocarbon ring having 6 to 14 carbon atoms which may have a substituent or a 5- to 10-membered aromatic heterocyclic ring which may have a substituent,

[0018] 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.

[0019] The aromatic hydrocarbon group having 6 to 14 carbon atoms may have a substituent selected from halogen atoms, nitro groups, hydroxyl groups, formyl groups, -SO3 － , -SO2-N － -SO2-R f , and at least one of an alkyl group having 1 to 8 carbon atoms which may have a substituent,

[0020] The aralkyl group having 7 to 30 carbon atoms may have a substituent selected from halogen atoms, nitro groups, hydroxyl groups, formyl groups, -SO3 － , -SO2-N － -SO2-R f , and at least one of an alkyl group having 1 to 8 carbon atoms which may have a substituent,

[0021] The aromatic hydrocarbon ring having 6 to 14 carbon atoms may have a substituent selected from halogen atoms, nitro groups, hydroxyl groups, formyl groups, -SO3 － , -SO2-N － -SO2-Rf , and at least one of an alkyl group having 1 to 8 carbon atoms which may have a substituent,

[0022] The substituents that the five to ten membered aromatic heterocyclic ring may have are selected from halogen atoms, nitro groups, hydroxyl groups, formyl groups, -SO3 － , -SO2-N － -SO2-R f , and at least one of an alkyl group having 1 to 8 carbon atoms which may have a substituent,

[0023] 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.

[0024] When the saturated hydrocarbon group having 1 to 20 carbon atoms is a saturated hydrocarbon group having 2 to 20 carbon atoms, the -CH2- contained in the saturated hydrocarbon group may be substituted with -O- or -CO-.

[0025] When the alkyl group having 1 to 8 carbon atoms is an alkyl group having 2 to 8 carbon atoms, the -CH2- contained in the alkyl group may be substituted with -O- or -CO-.

[0026] r represents an integer greater than 1,

[0027] M r+ Represents hydrogen ion, r-valent metal ion or N + (R 55a 4. Four Rs 55a Can be the same or different,

[0028] 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,

[0029] k represents -SO3 of the anion represented by formula (1a-A) － and -SO2-N － -SO2-R f The total number of , which is an integer greater than 2,

[0030]

[0031] [In formula (1a-A), ring T 1a 、R 41a ~R 44a and R 47a ~R 54a They have the same meanings as above.]

[0032] When r is an integer of 2 or more, the multiple anions represented by formula (1a-A) may be the same or different, and

[0033] When k-1 is an integer greater than 2, multiple M r+ Can be the same or different.]

[0034]

[0035] [In formula (2a), R 41b and R 42b Each independently 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, or R 41b With R 42b bonded together with the nitrogen atoms to which they are bonded to form a three- to ten-membered nitrogen-containing heterocyclic ring,

[0036] R 43b and R 44b Each independently 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, or R 43b With R 44b bonded together with the nitrogen atoms to which they are bonded to form a three- to ten-membered nitrogen-containing heterocyclic ring,

[0037] R 47b ~R 54b each independently represents 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,

[0038] Ring T 1b represents an aromatic hydrocarbon ring having 6 to 14 carbon atoms which may have a substituent or a 5- to 10-membered aromatic heterocyclic ring which may have a substituent,

[0039] 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.

[0040] The substituent that 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 that may have a substituent.

[0041] The substituent that 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 that may have a substituent.

[0042] The substituent that 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 that may have a substituent.

[0043] The substituent that the five- to ten-membered aromatic heterocyclic ring 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.

[0044] 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.

[0045] When the saturated hydrocarbon group having 1 to 20 carbon atoms is a saturated hydrocarbon group having 2 to 20 carbon atoms, the -CH2- contained in the saturated hydrocarbon group may be substituted with -O- or -CO-.

[0046] When the alkyl group having 1 to 8 carbon atoms is an alkyl group having 2 to 8 carbon atoms, the -CH2- contained in the alkyl group may be substituted with -O- or -CO-.

[0047] m represents an integer greater than or equal to 1,

[0048] [Y] m－ represents an anion with a valence of m, and

[0049] When m is an integer of 2 or greater, the plurality of cations represented by formula (2a-C) may be the same or different.

[0050]

[0051] [In formula (2a-C), ring T 1b 、R 41b ~R 44b and R 47b ~R 54b They have the same meanings as above.

[0052]

[0053] [In formula (3a), R 1 and R 2 Each independently 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 10 carbon atoms which may have a substituent, or -R 12 -Si(R 13 )3, or R 1 With R 2 bonded together with the nitrogen atoms to which they are bonded to form a three- to ten-membered nitrogen-containing heterocyclic ring,

[0054] R 3 and R 4 Each independently 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 10 carbon atoms which may have a substituent, or -R12 -Si(R 13 )3 represented by the group, or R 3 With R 4 bonded together with the nitrogen atoms to which they are bonded to form a three- to ten-membered nitrogen-containing heterocyclic ring,

[0055] R 5 Indicates -OH, -SO3 － , -SO3 － Z + 、-SO3R 8 , -CO2 － Z + , -CO2R 8 , or -SO2NR 9 R 10 ,

[0056] R 6 and R 7 Each independently represents a hydrogen atom or an alkyl group having 1 to 6 carbon atoms,

[0057] p represents an integer from 0 to 5. When p is an integer greater than 2, multiple R 5 Can be the same or different,

[0058] q represents 0 or 1,

[0059] X represents a halogen atom,

[0060] Z + Indicates N + (R 11 )4. Na + or K + , the four Rs 11 Can be the same or different,

[0061] R 8 represents a hydrogen atom or a saturated hydrocarbon group having 1 to 20 carbon atoms which may have a halogen atom,

[0062] R 9 and R 10 Each independently represents a hydrogen atom or a saturated hydrocarbon group having 1 to 20 carbon atoms which may have a substituent, or R 9 With R 10 bonded together with the nitrogen atoms to which they are bonded to form a three- to ten-membered nitrogen-containing heterocyclic ring,

[0063] 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,

[0064] R 12 represents an alkanediyl group having 1 to 10 carbon atoms,

[0065] 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 three R 13 They can be the same or different.

[0066] R 1 ~R 4 The substituent that the saturated hydrocarbon group having 1 to 20 carbon atoms may have is at least one selected from an aromatic hydrocarbon group having 6 to 10 carbon atoms, a halogen atom, a hydroxyl group, a formyl group, and a carboxyl group,

[0067] R 1 ~R 4 The substituents that the aromatic hydrocarbon group having 6 to 10 carbon atoms may have are selected from halogen atoms, hydroxyl groups, formyl groups, saturated hydrocarbon groups having 1 to 20 carbon atoms that may have halogen atoms, -OR 8 , -SO3 － , -SO3 － Z + 、-SO3R 8 , -CO2 － Z + , -CO2R 8 and SO2NR 9 R 10 At least one of

[0068] R 1 ~R 4 When the saturated hydrocarbon group having 1 to 20 carbon atoms is a saturated hydrocarbon group having 2 to 20 carbon atoms, the -CH2- contained in the saturated hydrocarbon group may be substituted with -O-, -CO- or -NR 11 -,

[0069] R 9 and R 10 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 hydroxyl group, a formyl group and a halogen atom,

[0070] R 9 and R 10 When the saturated hydrocarbon group having 1 to 20 carbon atoms is a saturated hydrocarbon group having 2 to 20 carbon atoms, the -CH2- contained in the saturated hydrocarbon group may be substituted with -O-, -CO- or -NR 8 -,

[0071] R 12 When the above-mentioned alkanediyl group having 1 to 10 carbon atoms is an alkanediyl group having 2 to 20 carbon atoms, -CH2- contained in the above-mentioned alkanediyl group may be substituted with -O-, -CO- or -NR 8 -,as well as

[0072] The compound represented by formula (3a) contains -SO3 in the form of ions. － , the number is 1.]

[0073] The resin (B) includes a resin (B1) containing a structural unit (b1-1) represented by the formula (1b),

[0074]

[0075] [In formula (1b), R 1B represents a hydrogen atom or a methyl group,

[0076] R 2B ~R 4B Each independently represents a hydrogen atom, an alkyl group having 1 to 6 carbon atoms, or an alkoxy group having 1 to 6 carbon atoms,

[0077] n represents an integer from 1 to 10, and

[0078] * indicates the bonding site,

[0079] Among them, R 2B ~R 4B At least one of them is an alkoxy group having 1 to 6 carbon atoms.]

[0080] Furthermore, the content of the colorant (A) is 35 to 70% by weight based on the total amount of solid content of the composition.

[0081] [2] The composition according to [1] above, wherein the content of the colorant (A) is 40 to 70% by weight relative to the total solid content of the composition.

[0082] [3] The composition according to [1] or [2] above, wherein the ring T in formula (1a) 1a It is a ring represented by formula (1t).

[0083]

[0084] [In formula (1t), R 45a and R 46a Each independently 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, or R 45a With R 46a bonded together with the nitrogen atoms to which they are bonded to form a three- to ten-membered nitrogen-containing heterocyclic ring,

[0085] R 56arepresents 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,

[0086] L 1a represents a sulfur atom, an oxygen atom, or -NR 57a -,

[0087] R 57a represents a hydrogen atom or an alkyl group having 1 to 10 carbon atoms,

[0088] 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.

[0089] The aromatic hydrocarbon group having 6 to 14 carbon atoms may have a substituent selected from halogen atoms, nitro groups, hydroxyl groups, formyl groups, -SO3 － , -SO2-N － -SO2-R f , and at least one of an alkyl group having 1 to 8 carbon atoms which may have a substituent,

[0090] The aralkyl group having 7 to 30 carbon atoms may have a substituent selected from halogen atoms, nitro groups, hydroxyl groups, formyl groups, -SO3 － , -SO2-N － -SO2-R f , and at least one of an alkyl group having 1 to 8 carbon atoms which may have a substituent,

[0091] 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.

[0092] R f represents a fluoroalkyl group having 1 to 12 carbon atoms, and

[0093] *Indicates the bonding site to the carbocation.]

[0094] [4] The composition according to any one of [1] to [3] above, wherein in formula (1a), r is 2, and M r+ It is a divalent metal ion.

[0095] [5] The composition according to [1] or [2] above, wherein in formula (1a), R 41a and R 43a are each independently a hydrogen atom or an alkyl group having 1 to 8 carbon atoms,

[0096] R 42a and R 44aEach independently may have an alkyl group selected from a carbon number of 1 to 8 and -SO3 － at least one substituent of phenyl,

[0097] R 47a ~R 54a Each independently represents a hydrogen atom, an alkyl group having 1 to 8 carbon atoms, or -SO3 － ,

[0098] Ring T 1a is a ring represented by formula (1t),

[0099]

[0100] [In formula (1t), R 45a is a hydrogen atom or an alkyl group having 1 to 8 carbon atoms,

[0101] R 46a It may have an alkyl group selected from a group having 1 to 8 carbon atoms and -SO3 － at least one substituent of phenyl,

[0102] R 56a It may have a halogen atom, an alkyl group having 1 to 8 carbon atoms, and -SO3 － at least one substituent of phenyl,

[0103] L 1a is a sulfur atom, and

[0104] *Indicates the bonding site to the carbocation.]

[0105] r is 2,

[0106] k represents -SO3 of the anion represented by formula (1a-A) － The total number of , and is 2,

[0107] The two anions represented by formula (1a-A) are the same, and

[0108] M r+ For barium ions.

[0109] [6] The composition according to any one of [1] to [5] above, wherein the ring T in formula (2a) 1b is a ring represented by formula (2t),

[0110]

[0111] [In formula (2t), R 45b and R 46bEach independently 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, or R 45b With R 46b bonded together with the nitrogen atoms to which they are bonded to form a three- to ten-membered nitrogen-containing heterocyclic ring,

[0112] 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,

[0113] L 1b represents a sulfur atom, an oxygen atom, or -NR 57b -,

[0114] R 57b represents a hydrogen atom or an alkyl group having 1 to 10 carbon atoms,

[0115] 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.

[0116] The substituent that 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 that may have a substituent.

[0117] The substituent that 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 that may have a substituent.

[0118] 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

[0119] *Indicates the bonding site to the carbocation.]

[0120] [7] The composition according to any one of [1] to [6] above, wherein [Y] in formula (2a) m－ It is a polyacid anion containing tungsten atoms.

[0121] [8] The composition according to any one of [1] to [6] above, wherein [Y] in formula (2a) m－ For [PW 12 O 40 ] 3－ 、[P2W 18 O 62 ] 6－、[P2W 18 O 62 ] 6－ 、[SiW 12 O 40 ] 4－ 、[SiW 12 O 40 ] 4－ 、[SiW 12 O 40 ] 4－ 、[P2W 17 O 61 ] 10－ 、[P2W 15 O 56 ] 12－ 、[H2P2W 12 O 48 ] 12－ 、[NaP5W 30 O 110 ] 14－ 、[SiW9O 34 ] 10－ 、[SiW 10 O 36 ] 8－ 、[SiW 11 O 39 ] 8－ 、[SiW 11 O 39 ] 8－ 、[W6O 19 ] 2－ 、[W 10 O 32 ] 4－ or [WO4] 2－ .

[0122] [9] The composition according to any one of [1] to [5] above, wherein in formula (2a), R 41b 、R 43b and R 47b ~R 54b are each independently a hydrogen atom or an alkyl group having 1 to 8 carbon atoms,

[0123] R 42b and R 44b are each independently a phenyl group which may have an alkyl group having 1 to 8 carbon atoms,

[0124] Ring T 1b is a ring represented by formula (2t),

[0125]

[0126] [In formula (2t), R 45bis a hydrogen atom or an alkyl group having 1 to 8 carbon atoms,

[0127] R 46b is a phenyl group which may have an alkyl group having 1 to 8 carbon atoms,

[0128] R 56b is a phenyl group which may have at least one substituent selected from a halogen atom and an alkyl group having 1 to 8 carbon atoms,

[0129] L 1b is a sulfur atom, and

[0130] *Indicates the bonding site to the carbocation.]

[0131] m is 3,

[0132] The three cations represented by formula (2a-C) are the same, and

[0133] [Y] m－ For [PW 12 O 40 ] 3－ .

[0134]

[10] The composition according to any one of [1] to [9] above, wherein in formula (3a), R 1 and R 3 Each independently represents a hydrogen atom, an alkyl group having 1 to 8 carbon atoms which may have a carboxyl group, an alkyl group having 1 to 8 carbon atoms which may have a group selected from -SO2NR 9 R 10 phenyl group, or -R 12 -Si(R 13 )3,

[0135] R 2 and R 4 Each independently represents an alkyl group having 1 to 8 carbon atoms which may have a carboxyl group, an alkyl group having 1 to 8 carbon atoms which may have a selected group, and -SO2NR 9 R 10 phenyl group, or -R 12 -Si(R 13 )3,

[0136] R 5 -SO3 － ,

[0137] R 6 and R 7 are all hydrogen atoms,

[0138] R 9 and R 10 are each independently a hydrogen atom or an alkyl group having 1 to 8 carbon atoms,

[0139] R 12 is an alkanediyl group having 1 to 6 carbon atoms,

[0140] Three R's 13 are all alkoxy groups having 1 to 4 carbon atoms,

[0141] p is 1, and

[0142] q is 0.

[0143]

[11] The composition according to any one of [1] to

[10] above, 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 relative to the total amount of the colorant (A).

[0144]

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

[0145]

[13] The composition according to any one of [1], [2], and [6] to [9] above, wherein at least one selected from 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 relative to the total amount of the colorant (A).

[0146]

[14] A composition according to any one of [1] to

[13] above, wherein the resin (B1) is a copolymer comprising a constituent unit (b1-1), a constituent unit (b1-2) derived from a polymerizable unsaturated compound having an acidic group, and other constituent units (b1-3), and the amount of the constituent unit (b1-1) is 1 to 50 mol% when the total of all the constituent units in the copolymer is set to 100 mol%.

[0147]

[15] The composition according to any one of [1] to

[14] above, wherein the weight average molecular weight of the resin (B1) is 1,000 to 50,000.

[0148]

[16] The composition according to any one of [1] to

[15] above, wherein the content of the resin (B1) is 10 to 100 parts by weight relative to 100 parts by weight of the colorant (A).

[0149]

[17] The composition according to any one of [1] to

[15] above, wherein the content of the resin (B1) is 10 to 60 parts by weight relative to 100 parts by weight of the colorant (A).

[0150] First, the composition of the present invention is prepared in advance, and then a colored curable composition is produced using the composition of the present invention. This can suppress the thickening of the colored curable composition. DETAILED DESCRIPTION

[0151] The composition of the present invention comprises a colorant (A), a resin (B), and a solvent (E). The composition of the present invention is characterized in that the colorant (A) comprises 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) comprises a resin (B1) containing a structural unit (b1-1) represented by formula (1b), and the content of the colorant (A) is 35 to 70% by weight relative to the total amount of the solid content of the composition. Here, the "total amount of the solid content of the composition" refers to the amount obtained by subtracting the content of the solvent (H) from the total amount of the composition. The total amount of the solid content and the content of each component can be measured, for example, using known analytical methods such as liquid chromatography or gas chromatography.

[0152] In this specification, the compound represented by formula (1a) may be abbreviated as "compound (1a)". Compounds represented by other structural formulae, anions, and cations may also be abbreviated similarly. Furthermore, unless otherwise specified, the components of the composition of the present invention, the components of the colored curable composition, and the raw materials used to produce the components may be used alone or in combination of two or more.

[0153] The present invention is characterized in that a specific colorant (i.e., at least one selected from compound (1a), compound (2a), and compound (3a)) is used. The present inventors have discovered that the viscosity of a colored curable composition containing a specific colorant increases during storage. To solve this problem, the present inventors have repeatedly conducted in-depth studies and have discovered that 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 obtained composition, a polymerizable compound (C), a polymerization initiator (D), and other components as needed to produce a colored curable composition, it is possible to suppress the thickening of the colored curable composition. The present invention will be described in order below.

[0154] <Definition>

[0155] First, the definitions of groups used in this specification are explained. Unless otherwise specified, groups have the following definitions.

[0156] In the present specification, examples of the halogen atom include a fluorine atom, a chlorine atom, a bromine atom, and an iodine atom.

[0157] In this specification, a 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, eicosyl, 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.

[0158] In this specification, an 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 examples of alkyl groups having 1 to 20 carbon atoms described above. The same applies to other alkyl groups having different carbon atoms. Furthermore, the same applies to 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 examples of saturated hydrocarbon groups having 1 to 20 carbon atoms described above.

[0159] In this specification, an 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.

[0160] In this specification, the fluoroalkyl group may be either linear or branched. Examples of the fluoroalkyl group 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.

[0161] In the present specification, an alkoxy group may be either linear or branched. Examples of the alkoxy group having 1 to 6 carbon atoms include methoxy, ethoxy, propoxy, butoxy, pentyloxy, hexyloxy, isopropoxy, isobutoxy, isopentyloxy, and neopentyloxy.

[0162] In the present specification, examples of the aromatic hydrocarbon group having 6 to 14 carbon atoms include phenyl, 1-naphthyl, 2-naphthyl, 1-anthryl, 2-anthryl, and 9-anthryl.

[0163] In the present specification, examples of the aralkyl group having 7 to 30 carbon atoms include benzyl, phenethyl, naphthylmethyl, and 3-phenylpropyl.

[0164] In the present specification, the nitrogen-containing heterocyclic ring may be a monocyclic ring or a condensed ring. Examples of the three- to ten-membered nitrogen-containing heterocyclic ring include a pyrrolidine ring, a morpholine ring, a piperidine ring, and a piperazine ring.

[0165] In the present specification, the aromatic hydrocarbon ring may be a monocyclic ring or a condensed ring. The aromatic hydrocarbon ring having 6 to 14 carbon atoms may be a benzene ring, a naphthalene ring, a phenanthrene ring, or an anthracene ring.

[0166] In this specification, the aromatic heterocycle may be a monocyclic ring or a condensed ring. Examples of the five- to ten-membered aromatic heterocycle include pyrrole ring, azole ring, pyrazole ring, imidazole ring, thiazole ring, furan ring, thiophene ring, pyridine ring, pyrimidine ring, pyridazine ring, pyrazine ring, indole ring, benzimidazole ring, benzothiazole ring, quinoline ring, benzofuran ring, etc.

[0167] Colorant (A)

[0168] The colorant (A) contains at least one selected from the group consisting of compound (1a), compound (2a) and compound (3a).

[0169] First, the groups and the like in the following formula (1a) will be described in order.

[0170]

[0171] R in formula (1a) 41a and R 42a Each independently 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, or R 41a With R 42a They bond together with the nitrogen atom to which they are bonded to form a three- to ten-membered nitrogen-containing heterocyclic ring.

[0172] 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.

[0173] 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, the -CH2- contained in the saturated hydrocarbon group may be substituted with -O- or -CO-. The -CH2- does not include a -CH2- bonded to a nitrogen atom or a -CH2- in a methyl group at the end of the saturated hydrocarbon group. Furthermore, the -CH2-CH2- contained in the saturated hydrocarbon group is not substituted with -O-O- or -CO-CO-.

[0174] The aromatic hydrocarbon group having 6 to 14 carbon atoms in formula (1a) may have a substituent selected from a halogen atom, a nitro group, a hydroxyl group, a formyl group, a -SO3 － , -SO2-N － -SO2-R f , and at least one of an alkyl group having 1 to 8 carbon atoms which may have a substituent.

[0175] The aralkyl group having 7 to 30 carbon atoms in formula (1a) may have a substituent selected from a halogen atom, a nitro group, a hydroxyl group, a formyl group, a -SO3 － , -SO2-N － -SO2-R f , and at least one of an alkyl group having 1 to 8 carbon atoms which may have a substituent.

[0176] R in formula (1a) f It represents a fluoroalkyl group having 1 to 12 carbon atoms.

[0177] 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.

[0178] When the alkyl group having 1 to 8 carbon atoms in formula (1a) is an alkyl group having 2 to 8 carbon atoms, the -CH2- contained in the alkyl group may be substituted with -O- or -CO-. The -CH2- does not include the -CH2- contained in the methyl group at the end of the alkyl group. Furthermore, the -CH2-CH2- contained in the alkyl group is not substituted with -O-O- or -CO-CO-.

[0179] R 41a It 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 still more preferably an alkyl group having 1 to 4 carbon atoms.

[0180] R 42a It is preferred that the alkyl group may have a carbon number of 1 to 8 and -SO3 － The phenyl group having at least one substituent, more preferably having one or two alkyl groups having 1 to 8 carbon atoms as substituents and optionally having -SO3 －The phenyl group is preferably substituted with one or two alkyl groups having 1 to 4 carbon atoms and may have -SO3 － of phenyl.

[0181] R in formula (1a) 43a and R 44a Each independently 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, or R 43a With R 44a They bond together with the nitrogen atom to which they are bonded to form a three- to ten-membered nitrogen-containing heterocyclic ring.

[0182] R 43a It 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 still more preferably an alkyl group having 1 to 4 carbon atoms.

[0183] R 44a It is preferred that the alkyl group may have a carbon number of 1 to 8 and -SO3 － The phenyl group having at least one substituent, more preferably having one or two alkyl groups having 1 to 8 carbon atoms as substituents and optionally having -SO3 － The phenyl group is preferably substituted with one or two alkyl groups having 1 to 4 carbon atoms and may have -SO3 － of phenyl.

[0184] R in formula (1a) 47a ~R 54a Each independently represents a hydrogen atom, a halogen atom, a nitro group, a hydroxyl group, -SO3 － , -SO2-N － -SO2-R f , or an alkyl group having 1 to 8 carbon atoms which may have a substituent. 47a ~R 54a Each is independently preferably a hydrogen atom, an alkyl group having 1 to 8 carbon atoms or -SO3 － , more preferably a hydrogen atom or -SO3 － .

[0185] Ring T in formula (1a) 1a It represents an aromatic hydrocarbon ring having 6 to 14 carbon atoms which may have a substituent, or a 5- to 10-membered aromatic heterocyclic ring which may have a substituent.

[0186] The aromatic hydrocarbon ring having 6 to 14 carbon atoms in formula (1a) may have a substituent selected from a halogen atom, a nitro group, a hydroxyl group, a formyl group, a -SO3 － , -SO2-N －-SO2-R f , and at least one of an alkyl group having 1 to 8 carbon atoms which may have a substituent.

[0187] The five- to ten-membered aromatic heterocyclic ring in formula (1a) may have a substituent selected from a halogen atom, a nitro group, a hydroxyl group, a formyl group, a -SO3 － , -SO2-N － -SO2-R f , and at least one of an alkyl group having 1 to 8 carbon atoms which may have a substituent.

[0188] Ring T 1a Preferred is a ring represented by formula (1t).

[0189]

[0190] R in formula (1t) 45a and R 46a Each independently 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, or R 45a With R 46a They bond together with the nitrogen atom to which they are bonded to form a three- to ten-membered nitrogen-containing heterocyclic ring.

[0191] 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.

[0192] The aromatic hydrocarbon group having 6 to 14 carbon atoms in formula (1t) may have a substituent selected from a halogen atom, a nitro group, a hydroxyl group, a formyl group, a -SO3 － , -SO2-N － -SO2-R f , and at least one of an alkyl group having 1 to 8 carbon atoms which may have a substituent.

[0193] The aralkyl group having 7 to 30 carbon atoms in formula (1t) may have a substituent selected from the group consisting of a halogen atom, a nitro group, a hydroxyl group, a formyl group, a -SO3 － , -SO2-N － -SO2-R f , and at least one of an alkyl group having 1 to 8 carbon atoms which may have a substituent.

[0194] 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.

[0195] R 45aIt 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 still more preferably an alkyl group having 1 to 4 carbon atoms.

[0196] R 46a It is preferred that the alkyl group may have a carbon number of 1 to 8 and -SO3 － The phenyl group having at least one substituent, more preferably having one or two alkyl groups having 1 to 8 carbon atoms as substituents and optionally having -SO3 － The phenyl group is preferably substituted with one or two alkyl groups having 1 to 4 carbon atoms and may have -SO3 － of phenyl.

[0197] R in formula (1t) 56a It 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.

[0198] R 56a It may preferably have a group selected from a halogen atom, an alkyl group having 1 to 8 carbon atoms, and -SO3 － The phenyl group having at least one substituent, more preferably having 1 or 2 halogen atoms as substituents and optionally having -SO3 － The phenyl group is preferably substituted with 1 or 2 fluorine atoms and may have -SO3 － of phenyl.

[0199] L in formula (1t) 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. 1a A sulfur atom is preferred.

[0200] In formula (1t), * represents a bonding site with a carbocation. In other words, -* in formula (1t) represents a bond. -* in other structural formulas also represents a bond.

[0201] In formula (1a), r represents an integer greater than or equal to 1. Preferably, r is 2. When r is an integer greater than or equal to 2, the multiple anions represented by formula (1a-A) may be the same or different. The multiple anions (1a-A) are preferably the same.

[0202]

[0203] [In formula (1a-A), ring T 1a 、R 41a ~R 44a and R 47a~R 54a They have the same meanings as above.]

[0204] In formula (1a), k represents the -SO3 of the anion (1a-A). － and -SO2-N － -SO2-R f The total number of is an integer greater than 2. k is preferably 2.

[0205] M in formula (1a) r+ Represents hydrogen ion, r-valent metal ion or N + (R 55a 4. Four Rs 55a Can be the same or different. 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 greater than 2, multiple M r+ Can be the same or different.

[0206] M r+ R-valent metal ions are preferred. Examples of r-valent metal ions include alkali metal ions such as lithium, sodium, and potassium; alkaline earth metal ions such as beryllium, magnesium, calcium, strontium, and barium; transition metal ions such as titanium, zirconium, chromium, manganese, iron, cobalt, nickel, and copper; and typical metal ions such as zinc, cadmium, aluminum, indium, tin, lead, and bismuth.

[0207] M r+ More preferably, it is a divalent metal ion, further preferably an alkaline earth metal ion, and particularly preferably a barium ion (Ba 2 + ).

[0208] As compound (1a), the following compound (hereinafter sometimes referred to as "compound (1a')") is preferred:

[0209] R 41a and R 43a are each independently a hydrogen atom or an alkyl group having 1 to 8 carbon atoms,

[0210] R 42a and R 44a Each independently may have an alkyl group selected from a carbon number of 1 to 8 and -SO3 － at least one substituent of phenyl,

[0211] R 47a ~R 54a Each independently represents a hydrogen atom, an alkyl group having 1 to 8 carbon atoms, or -SO3 － ,

[0212] 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,

[0213] R 46a It may have an alkyl group selected from a group having 1 to 8 carbon atoms and -SO3 － at least one substituent of phenyl,

[0214] R 56a It may have a halogen atom, an alkyl group having 1 to 8 carbon atoms, and -SO3 － at least one substituent of phenyl,

[0215] L 1a is a sulfur atom, and

[0216] * indicates the bonding site with the carbocation. ],

[0217] r is 2,

[0218] k represents the -SO3 of the anion (1a-A) － The total number of is 2, the two anions (1a-A) are the same, and

[0219] M r+ For Ba 2+ .

[0220] In compound (1a'), R 41a and R 43a More preferably, it is a hydrogen atom or an alkyl group having 1 to 4 carbon atoms, and even more preferably, it is an alkyl group having 1 to 4 carbon atoms. 42a and R 44a Each independently has one or two alkyl groups with 1 to 8 carbon atoms as substituents and may have -SO3 － The phenyl group is preferably substituted with one or two alkyl groups having 1 to 4 carbon atoms and may have -SO3 － Phenyl, R 47a ~R 54a More preferably, it is a hydrogen atom or -SO3 － , R 45a More preferably, it is a hydrogen atom or an alkyl group having 1 to 4 carbon atoms, and even more preferably, it is an alkyl group having 1 to 4 carbon atoms. 46a More preferably, it has one or two alkyl groups with 1 to 8 carbon atoms as substituents and may have -SO3 － The phenyl group is preferably substituted with one or two alkyl groups having 1 to 4 carbon atoms and may have -SO3 － Phenyl, and R 56aMore preferably, it has 1 or 2 halogen atoms as substituents and may have -SO3 － The phenyl group is preferably substituted with 1 or 2 fluorine atoms and may have -SO3 － of phenyl.

[0221] Among the compounds (1a), the compounds represented by the following formula (1a-1) are particularly preferred. In the following formula (1a-1), the two "-SO3 － " means that each anion has -SO3 － As a substituent, and the -SO3 in each anion － The total number of anions is 2 (i.e., -SO3 in the two anions － The total number of is 4).

[0222]

[0223] Compound (1a) can be produced according to a known method (for example, the method described in Journal of Organic Chemistry, (1994), vol. 59, #11, pp. 3232-3236, and the method described in Japanese Patent Application Laid-Open No. 2018-127596).

[0224] Next, the groups and the like in the following formula (2a) will be described in order.

[0225]

[0226] R in formula (2a) 41b and R 42b Each independently 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, or R 41b With R 42b They bond together with the nitrogen atom to which they are bonded to form a three- to ten-membered nitrogen-containing heterocyclic ring.

[0227] 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.

[0228] 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, the -CH2- contained in the saturated hydrocarbon group may be substituted with -O- or -CO-. The -CH2- does not include -CH2- bonded to a nitrogen atom or -CH2- in a methyl group at the end of the saturated hydrocarbon group. Furthermore, the -CH2-CH2- contained in the saturated hydrocarbon group is not substituted with -O-O- or -CO-CO-.

[0229] The substituent that the aromatic hydrocarbon group having 6 to 14 carbon atoms in formula (2a) may have is at least one selected from a halogen atom, a nitro group, a hydroxyl group, a formyl group, and an optionally substituted alkyl group having 1 to 8 carbon atoms.

[0230] The substituent that the aralkyl group having 7 to 30 carbon atoms in formula (2a) may have is at least one selected from 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.

[0231] 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.

[0232] When the alkyl group having 1 to 8 carbon atoms in formula (2a) is an alkyl group having 2 to 8 carbon atoms, the -CH2- contained in the alkyl group may be substituted with -O- or -CO-. The -CH2- does not include the -CH2- contained in the methyl group at the end of the alkyl group. Furthermore, the -CH2-CH2- contained in the alkyl group is not substituted with -O-O- or -CO-CO-.

[0233] R 41b It 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 still more preferably an alkyl group having 1 to 4 carbon atoms.

[0234] R 42b A phenyl group which may have an alkyl group having 1 to 8 carbon atoms is preferred, a phenyl group which may have an alkyl group having 1 to 4 carbon atoms is more preferred, and a phenyl group is further preferred.

[0235] R in formula (2a) 43b and R 44b Each independently 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, or R 43b With R 44b They bond together with the nitrogen atom to which they are bonded to form a three- to ten-membered nitrogen-containing heterocyclic ring.

[0236] R 43bIt 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 still more preferably an alkyl group having 1 to 4 carbon atoms.

[0237] R 44b A phenyl group which may have an alkyl group having 1 to 8 carbon atoms is preferred, a phenyl group which may have an alkyl group having 1 to 4 carbon atoms is more preferred, and a phenyl group is further preferred.

[0238] R in formula (2a) 47b ~R 54b Each independently represents a hydrogen atom, a halogen atom, a nitro group, a hydroxyl group, or an optionally substituted alkyl group having 1 to 8 carbon atoms.

[0239] R 47b ~R 54b Each independently 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 still more preferably a hydrogen atom.

[0240] Ring T in formula (2a) 1b It represents an aromatic hydrocarbon ring having 6 to 14 carbon atoms which may have a substituent, or a 5- to 10-membered aromatic heterocyclic ring which may have a substituent.

[0241] The substituent that the aromatic hydrocarbon ring having 6 to 14 carbon atoms in formula (2a) may have is at least one selected from a halogen atom, a nitro group, a hydroxyl group, a formyl group, and an optionally substituted alkyl group having 1 to 8 carbon atoms.

[0242] The substituent that the 5- to 10-membered aromatic heterocyclic ring in formula (2a) may have is at least one selected from a halogen atom, a nitro group, a hydroxyl group, a formyl group, and an optionally substituted alkyl group having 1 to 8 carbon atoms.

[0243] Ring T 1b Preferred is a ring represented by formula (2t).

[0244]

[0245] R in formula (2t) 45b and R 46b Each independently 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, or R 45b With R 46b They bond together with the nitrogen atom to which they are bonded to form a three- to ten-membered nitrogen-containing heterocyclic ring.

[0246] 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.

[0247] The substituent that the aromatic hydrocarbon group having 6 to 14 carbon atoms in formula (2t) may have is at least one selected from a halogen atom, a nitro group, a hydroxyl group, a formyl group, and an optionally substituted alkyl group having 1 to 8 carbon atoms.

[0248] 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.

[0249] 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.

[0250] R 45b It 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 still more preferably an alkyl group having 1 to 4 carbon atoms.

[0251] R 46b The phenyl group optionally having an alkyl group having 1 to 8 carbon atoms is preferred, the phenyl group having one or two alkyl groups having 1 to 8 carbon atoms as substituents is more preferred, and the phenyl group having one or two alkyl groups having 1 to 4 carbon atoms as substituents is further preferred.

[0252] R in formula (2t) 56b It 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.

[0253] R 56b The phenyl group is preferably a phenyl group which may have at least one substituent selected from a halogen atom and an alkyl group having 1 to 8 carbon atoms, more preferably a phenyl group having one or two halogen atoms as a substituent, and still more preferably a phenyl group having one or two fluorine atoms as a substituent.

[0254] L in formula (2t) 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. 1b A sulfur atom is preferred.

[0255] * in formula (2t) represents a bonding site with a carbocation.

[0256] In formula (2a), m represents an integer of 1 or greater. m is preferably an integer of 1 to 20, more preferably an integer of 2 to 14, further preferably an integer of 2 to 8, and particularly preferably 3. When m is an integer of 2 or greater, the multiple cations represented by formula (2a-C) may be the same or different. The multiple cations (2a-C) are preferably the same.

[0257]

[0258] [In formula (2a-C), ring T 1b 、R 41b ~R 44b and R 47b ~R 54b They have the same meanings as above.]

[0259] [Y] in formula (2a) m－ Indicates an anion with a valence of m. [Y] m－ Preferably, it is a polyacid anion containing a tungsten atom, more preferably [PW 12 O 40 ] 3－ 、[P2W 18 O 62 ] 6－ 、[P2W 18 O 62 ] 6－ 、[SiW 12 O 40 ] 4－ 、[SiW 12 O 40 ] 4－ 、[SiW 12 O 40 ] 4－ 、[P2W 17 O 61 ] 10－ 、[P2W 15 O 56 ] 12－ 、[H2P2W 12 O 48 ] 12－ 、[NaP5W 30 O 110 ] 14－ 、[SiW9O 34 ] 10－ 、[SiW 10 O 36 ] 8－ 、[SiW 11 O 39 ] 8－ 、[SiW 11 O 39 ] 8－、[W6O 19 ] 2－ 、[W 10 O 32 ] 4－ or [WO4] 2－ , further preferably [PW 12 O 40 ] 3－ .

[0260] As compound (2a), the following compound (hereinafter sometimes referred to as "compound (2a')") is preferred:

[0261] R 41b 、R 43b and R 47b ~R 54b are each independently a hydrogen atom or an alkyl group having 1 to 8 carbon atoms, R 42b and R 44b are each independently a phenyl group which may have an alkyl group having 1 to 8 carbon atoms,

[0262] Ring T 1b is a ring represented by formula (2t) [in formula (2t), R 45b is a hydrogen atom or an alkyl group having 1 to 8 carbon atoms,

[0263] R 46b is a phenyl group which may have an alkyl group having 1 to 8 carbon atoms,

[0264] R 56b is a phenyl group which may have at least one substituent selected from a halogen atom and an alkyl group having 1 to 8 carbon atoms,

[0265] L 1b is a sulfur atom, and

[0266] * indicates the bonding site with the carbocation],

[0267] m is 3,

[0268] The three cations (2a-C) are identical, and

[0269] [Y] m－ For [PW 12 O 40 ] 3－ .

[0270] In compound (2a'), R 41b and R 43b Each independently 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 still more preferably an alkyl group having 1 to 4 carbon atoms, R 42b and R 44bEach independently is more preferably a phenyl group which may have an alkyl group having 1 to 4 carbon atoms, and further preferably a phenyl group, R 47b ~R 54b Each independently represents more preferably a hydrogen atom or an alkyl group having 1 to 4 carbon atoms, further preferably a hydrogen atom, R 45b More preferably, it is a hydrogen atom or an alkyl group having 1 to 4 carbon atoms, and even more preferably, it is an alkyl group having 1 to 4 carbon atoms. 46b More preferably, it is a phenyl group having one or two alkyl groups having 1 to 8 carbon atoms as a substituent, and further preferably, it is a phenyl group having one or two alkyl groups having 1 to 4 carbon atoms as a substituent, and R 56b More preferred is a phenyl group having one or two halogen atoms as a substituent, and even more preferred is a phenyl group having one or two fluorine atoms as a substituent.

[0271] Among the compounds (2a), the compounds represented by the following formula (2a-1) are particularly preferred.

[0272]

[0273] Compound (2a) can be produced according to a known method (for example, the method described in JP-A-2015-28121 and JP-A-2015-38201).

[0274] Next, the groups and the like in the following formula (3a) will be described in order.

[0275]

[0276] In formula (3a), R 1 and R 2 Each independently 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 10 carbon atoms which may have a substituent, or -R 12 -Si(R 13 )3, or R 1 With R 2 They bond together with the nitrogen atom to which they are bonded to form a three- to ten-membered nitrogen-containing heterocyclic ring.

[0277] In formula (3a), R 3 and R 4 Each independently 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 10 carbon atoms which may have a substituent, or -R 12 -Si(R 13 )3 represented by the group, or R 3 With R 4 They bond together with the nitrogen atom to which they are bonded to form a three- to ten-membered nitrogen-containing heterocyclic ring.

[0278] R 1 ~R 4 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 an aromatic hydrocarbon group having 6 to 10 carbon atoms, a halogen atom, a hydroxyl group, a formyl group, and a carboxyl group.

[0279] R 1 ~R 4 The substituents that the aromatic hydrocarbon group having 6 to 10 carbon atoms may have are selected from halogen atoms, hydroxyl groups, formyl groups, saturated hydrocarbon groups having 1 to 20 carbon atoms that may have halogen atoms, -OR 8 , -SO3 － , -SO3 － Z + 、-SO3R 8 , -CO2 － Z + , -CO2R 8 and SO2NR 9 R 10 At least one of .

[0280] It should be noted that compound (3a) contains -SO3 in the form of ions. － , the number is 1.

[0281] R 1 ~R 4 When the saturated hydrocarbon group having 1 to 20 carbon atoms is a saturated hydrocarbon group having 2 to 20 carbon atoms, the -CH2- contained in the saturated hydrocarbon group may be substituted with -O-, -CO- or -NR 11 -. Here, the -CH2- mentioned above does not include -CH2- bonded to a nitrogen atom and -CH2- in a methyl group at the end of the saturated hydrocarbon group. In addition, the -CH2-CH2- included in the saturated hydrocarbon group is not substituted with -O-O-, -CO-CO- or -NR 11 -NR 11 -.

[0282] R 1 and R 3 Each independently preferably is a hydrogen atom; an alkyl group having 1 to 8 carbon atoms which may have a carboxyl group; an alkyl group having 1 to 8 carbon atoms and -SO2NR 9 R 10 phenyl having at least one substituent; 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 carboxyl group.

[0283] R 2 and R4 Each is independently preferably an alkyl group having 1 to 8 carbon atoms which may have a carboxyl group; an alkyl group having 1 to 8 carbon atoms and -SO2NR 9 R 10 phenyl having at least one substituent; or -R 12 -Si(R 13 )3, more preferably an alkyl group having 1 to 4 carbon atoms; may have an alkyl group selected from a group consisting of alkyl groups having 1 to 4 carbon atoms and -SO2NR 9 R 10 phenyl having at least one substituent; or -R 12 -Si(R 13 )3.

[0284] In formula (3a), p represents an integer of 0 to 5. When p is an integer of 2 or more, a plurality of R 5 They may be the same or different. Preferably, p is 1.

[0285] In formula (3a), R 5 Indicates -OH, -SO3 － , -SO3 － Z + 、-SO3R 8 , -CO2 － Z + , -CO2R 8 , or -SO2NR 9 R 10 . Z + Indicates N + (R 11 )4. Na + or K + The Four Rs 11 Can be the same or different. 5 Preferably -SO3 － .

[0286] In formula (3a), R 6 and R 7 Each independently represents a hydrogen atom or an alkyl group having 1 to 6 carbon atoms. 6 and R 7 Preferably, they are all hydrogen atoms.

[0287] 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.

[0288] In formula (3a), R 9 and R 10 Each independently represents a hydrogen atom or a saturated hydrocarbon group having 1 to 20 carbon atoms which may have a substituent, or R 9 With R10 They bond together with the nitrogen atom to which they are bonded to form a three- to ten-membered nitrogen-containing heterocyclic ring.

[0289] R 9 and R 10 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 hydroxyl group, a formyl group, and a halogen atom.

[0290] R 9 and R 10 When the saturated hydrocarbon group having 1 to 20 carbon atoms is a saturated hydrocarbon group having 2 to 20 carbon atoms, the -CH2- contained in the saturated hydrocarbon group may be substituted with -O-, -CO- or -NR 8 -. Here, the -CH2- mentioned above does not include -CH2- bonded to a nitrogen atom and -CH2- in a methyl group at the end of the saturated hydrocarbon group. In addition, the -CH2-CH2- included in the saturated hydrocarbon group is not substituted with -O-O-, -CO-CO- or -NR 8 -NR 8 -.

[0291] R 9 and R 10 Each independently is preferably a hydrogen atom or an alkyl group having 1 to 8 carbon atoms.

[0292] In formula (3a), R 11 It represents a hydrogen atom, a saturated hydrocarbon group having 1 to 20 carbon atoms, or an aralkyl group having 7 to 10 carbon atoms.

[0293] In formula (3a), R 12 represents an alkanediyl group having 1 to 10 carbon atoms. 12 When the above-mentioned alkanediyl group having 1 to 10 carbon atoms is an alkanediyl group having 2 to 20 carbon atoms, -CH2- contained in the above-mentioned alkanediyl group may be substituted with -O-, -CO- or -NR 8 -. Here, the above-mentioned -CH2- does not include -CH2- bonded to a nitrogen atom and -CH2- bonded to a silicon atom. In addition, the -CH2-CH2- contained in the above-mentioned alkanediyl group is not substituted with -O-O-, -CO-CO- or -NR 8 -NR 8 -.

[0294] R 12 An alkanediyl group having 1 to 6 carbon atoms is preferred.

[0295] 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. And three R 13 They can be the same or different. 13Preferably, they are all alkoxy groups having 1 to 4 carbon atoms.

[0296] In formula (3a), X represents a halogen atom.

[0297] In formula (3a), q represents 0 or 1. Here, q being 0 means that there is no (X － ) q . q is preferably 0.

[0298] As compound (3a), the following compound (hereinafter sometimes referred to as "compound (3a')") is preferred:

[0299] R 1 and R 3 Each independently is a hydrogen atom; an alkyl group having 1 to 8 carbon atoms which may have a carboxyl group; an alkyl group having 1 to 8 carbon atoms and -SO2NR 9 R 10 phenyl having at least one substituent; or -R 12 -Si(R 13 )3,

[0300] R 2 and R 4 Each independently represents an alkyl group having 1 to 8 carbon atoms which may have a carboxyl group; may have an alkyl group selected from the group consisting of an alkyl group having 1 to 8 carbon atoms and -SO2NR 9 R 10 phenyl having at least one substituent; or -R 12 -Si(R 13 )3,

[0301] R 5 -SO3 － ,

[0302] R 6 and R 7 are all hydrogen atoms,

[0303] R 9 and R 10 are each independently a hydrogen atom or an alkyl group having 1 to 8 carbon atoms,

[0304] R 12 is an alkanediyl group having 1 to 6 carbon atoms,

[0305] Three R's 13 are all alkoxy groups having 1 to 4 carbon atoms,

[0306] p is 1, and

[0307] q is 0.

[0308] In compound (3a'), R 1 and R 3More preferably, each independently represents a hydrogen atom or an alkyl group having 1 to 4 carbon atoms which may have a carboxyl group, and R 2 and R 4 More preferably, it is an alkyl group having 1 to 4 carbon atoms, and may have an alkyl group selected from the group consisting of an alkyl group having 1 to 4 carbon atoms and -SO2NR 9 R 10 phenyl group, or -R 12 -Si(R 13 )3.

[0309] 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).

[0310]

[0311] In formula (3a-2) and formula (3a-3), R 14 Represents -SO2-NH(CH2)-CH(CH2CH3)-CH2CH2CH2CH3.

[0312] Compound (3a) can be produced according to a known method (for example, the method described in JP-A-2010-32999).

[0313] In one embodiment of the present invention, at least one selected from compound (1a), compound (2a), and compound (3a) is preferably at least one selected from compound (1a) and compound (2a), more preferably compound (1a) or compound (2a), and even more preferably compound (1a).

[0314] In another embodiment of the present invention, at least one selected from compound (1a), compound (2a) and compound (3a) is preferably at least one selected from compound (1a'), compound (2a') and compound (3a'), more preferably at least one selected from compound (1a') and compound (2a'), further preferably compound (1a') or compound (2a'), and particularly preferably compound (1a').

[0315] In another embodiment of the present invention, at least one selected from compound (1a), compound (2a), and compound (3a) is preferably at least one selected from 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 compound (1a-1) and compound (2a-1), further preferably compound (1a-1) or compound (2a-1), and particularly preferably compound (1a-1).

[0316] The colorant (A) may contain other colorants different from the compound (1a), the compound (2a) and the compound (3a).

[0317] As other colorants, xanthene dyes can be used. Examples of xanthene dyes include CI Acid Red 51 (hereinafter, CI Acid Red is omitted and only the number is described. The same applies to other colors), 52, 87, 92, 94, 289, 388, CI Acid Violet 9, 30, 102, CI Basic Red 1 (Rhodamine 6G), 2, 3, 4, 8, CI Basic Red 10, 11, CI Basic Violet 10 (Rhodamine B), 11, CI Solvent Red 218, CI Mordant Red 27, CI Reactive Red 36 (Rose Bengal B), and Sulforhodamine G.

[0318] As other colorants, coumarin dyes can be used. Examples of coumarin dyes include CI Acid Yellow 227 and 250, CI Disperse Yellow 82 and 184, CI Solvent Orange 112, CI Solvent Yellow 160 and 172, and coumarin dyes described in Japanese Patent No. 1299948.

[0319] As dyes other than those mentioned above, for example, dyes described in the Color Index (published by The Society of Dyers and Colourists) and dyes described in the Dyeing Guide (Color Dyeing Company) can be enumerated. In addition, as dyes, for example, 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 can be enumerated.

[0320] Specific examples of the dye include the following.

[0321] (1) CI solvent dyes

[0322] CI Solvent Yellow 4, 14, 15, 23, 24, 25, 38, 62, 63, 68, 79, 81, 82, 83, 89, 94, 98, 99, 162;

[0323] CI Solvent Orange 2, 7, 11, 15, 26, 41, 54, 56, 99;

[0324] CI 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;

[0325] CI Solvent Violet 11, 13, 14, 26, 31, 36, 37, 38, 45, 47, 48, 51, 59, 60;

[0326] CI 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;

[0327] CI Solvent Green 1, 3, 5, 28, 29, 32, 33; etc.

[0328] (2) CI acid dyes

[0329] CI 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, 156 7, 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;

[0330] CI 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;

[0331] CI Acid Red 73, 80, 91, 97, 138, 151, 211, 274;

[0332] CI Acid Green 3, 5, 9, 25, 27, 28, 41;

[0333] CI Acid Violet 34, 120;

[0334] CI Acid Blue 25, 27, 40, 45, 78, 80, 112; etc.

[0335] (3) CI basic dyes

[0336] CI Basic Green 1; etc.

[0337] (4) CI reactive dyes

[0338] CI Reactive Yellow 2, 76, 116;

[0339] CI Reactive Orange 16; etc.

[0340] (5) CI direct dyes

[0341] CI 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;

[0342] CI Direct Orange 26, 34, 39, 41, 46, 50, 52, 56, 57, 61, 64, 65, 68, 70, 96, 97, 106, 107;

[0343] CI Direct Blue 40; etc.

[0344] (6) CI disperse dyes

[0345] CI Disperse Yellow 51, 54, 76;

[0346] CI Disperse Violet 26, 27;

[0347] CI Disperse Blue 1, 14, 56, 60; etc.

[0348] (7) CI mordant dyes

[0349] CI Mordant Yellow 5, 8, 10, 16, 20, 26, 30, 31, 33, 42, 43, 45, 56, 61, 62, 65;

[0350] CI 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.

[0351] (8) CI vat dyes

[0352] CI Vat Green 1, etc.

[0353] In addition, as other colorants, for example, pigments described in the Color Index (published by The Society of Dyers and Colourists) can be used.

[0354] Specific examples of the pigment include the following.

[0355] CI 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 and other yellow pigments;

[0356] CI Pigment Orange 13, 31, 36, 38, 40, 42, 43, 51, 55, 59, 61, 64, 65, 71, 73 and other orange pigments;

[0357] CI Pigment Red 9, 97, 105, 122, 123, 144, 149, 166, 168, 176, 177, 180, 192, 209, 215, 216, 224, 242, 254, 255, 264, 265 and other red pigments;

[0358] CI Pigment Blue 15, 15:3, 15:4, 15:6, 60 and other blue pigments;

[0359] CI Pigment Violet 1, 19, 23, 29, 32, 36, 38 and other purple pigments;

[0360] CI Pigment Green 7, 36, 58 and other green pigments;

[0361] Brown pigments such as CI Pigment Brown 23 and 25;

[0362] Black pigments such as CI Pigment Black 1 and 7, etc.

[0363] The content of the 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 solid content of the composition of the present invention.

[0364] 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, further 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 the colorant (A).

[0365] In the embodiment in which at least one selected from 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, further 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 the colorant (A).

[0366] In the embodiment in which at least one selected from 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, further preferably 60 to 100% by weight, particularly preferably 65 to 100% by weight, and most preferably 80 to 100% by weight, relative to the total amount of the colorant (A).

[0367] Resin (B)

[0368] The present resin (B) comprises a resin (B1) containing a structural unit (b1-1) represented by formula (1b) (hereinafter sometimes referred to as "structural unit (b1-1)"). In the resin (B1), the structural unit (b1-1) may be comprised of only one type or two or more types.

[0369]

[0370] [In formula (1b), R 1B represents a hydrogen atom or a methyl group,

[0371] R 2B ~R 4B Each independently represents a hydrogen atom, an alkyl group having 1 to 6 carbon atoms, or an alkoxy group having 1 to 6 carbon atoms,

[0372] n represents an integer from 1 to 10, and

[0373] * indicates the bonding site,

[0374] Among them, R 2B ~R 4B At least one of them is an alkoxy group having 1 to 6 carbon atoms.]

[0375] R 2B ~R4B Each independently is preferably a methoxy group, an ethoxy group or a propoxy group, more preferably a methoxy group or an ethoxy group.

[0376] n is preferably an integer of 1-6, more preferably an integer of 1-3.

[0377] The resin (B1) is preferably a copolymer comprising a structural unit (b1-1), a structural unit (b1-2) derived from a polymerizable unsaturated compound having an acidic group (hereinafter sometimes referred to as "structural unit (b1-2)"), and another structural unit (b1-3) (hereinafter sometimes referred to as "structural unit (b1-3)"). Here, the other structural unit (b1-3) refers to a structural unit different from the structural unit (b1-1) and the structural unit (b1-2). In the copolymer resin (B1), each of the structural unit (b1-1), the structural unit (b1-2), and the structural unit (b1-3) may contain only one type, or may contain two or more types.

[0378] Examples of the acidic group contained in the structural unit (b1-2) include a carboxyl group, a phosphoric acid group (—O—P(═O)(OH) 2 ), and a sulfonic acid group (—S(═O) 2 OH). Among these, a carboxyl group is preferred.

[0379] From the viewpoint of solvent resistance of a color filter or the like obtained from the colored curable composition, the amount of the structural unit (b1-1) when the total of all structural units in the copolymer is taken as 100 mol% is preferably 1 to 50 mol%, more preferably 5 to 40 mol%, and even more preferably 10 to 30 mol%.

[0380] From the viewpoint of the developability of the colored curable composition, the amount of the structural unit (b1-2) when the total of all structural units in the copolymer is 100 mol% is preferably 10 to 50 mol%, more preferably 15 to 45 mol%, and even more preferably 20 to 40 mol%.

[0381] From the viewpoint of the developability of the colored curable composition and the solvent resistance of a color filter or the like obtained from the colored curable composition, the amount of the structural unit (b1-3) when the total of all the structural units in the copolymer is taken as 100 mol% is preferably 1 to 89 mol%, more preferably 15 to 80 mol%, and even more preferably 30 to 70 mol%.

[0382] 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).

[0383] From the perspectives of thermal decomposition resistance, thermal yellowing resistance, and solvent resistance of a color filter obtained from the colored curable composition, the silyl equivalent of resin (B1) is preferably 400 to 4000, more preferably 450 to 3000. A silyl equivalent of 400 or greater in resin (B1) is effective in further improving the thermal decomposition resistance and thermal yellowing resistance of the colored pattern or colored coating film. The silyl equivalent of resin (B1) is a value calculated from the following formula.

[0384] Silyl equivalent = weight average molecular weight of resin (B1) / average number of silyl groups per molecule

[0385] The silyl group equivalent can be calculated from the charge amount of the monomers used in the production of the resin (B1).

[0386] When the resin (B1) is a copolymer containing the structural unit (b1-2), the acid value of the resin (B1) is preferably 20 to 300 mgKOH / g, and more preferably 30 to 200 mgKOH / g, from the viewpoint of the developability of the colored curable composition. The acid value of the resin (B1) is a value measured in accordance with JIS K6901 5.3 using a mixed indicator of bromothymol blue and phenol red. It is calculated as the amount (mg) of potassium hydroxide required to neutralize 1 g of the resin (B1) and can be determined, for example, by titration using an aqueous potassium hydroxide solution.

[0387] From the viewpoint of suppressing the thickening of the colored curable composition, the content of the resin (B1) is preferably 10 to 100 parts by weight, more preferably 10 to 60 parts by weight, further preferably 10 to 55 parts by weight, particularly preferably 25 to 55 parts by weight, and most preferably 30 to 55 parts by weight, based on 100 parts by weight of the colorant (A).

[0388] Resin (B1) can be produced by copolymerizing only the compound (m1-1) represented by the following formula (2b) (hereinafter sometimes referred to as "compound (m1-1)") or a monomer mixture containing compound (m1-1) and other compounds in the presence of a solvent according to a known radical polymerization method.

[0389]

[0390] [The meanings of the symbols in formula (2b) are as described above]

[0391] The copolymer resin (B1) can be produced by, for example, dissolving the 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.

[0392] Resin (B1), which is a copolymer containing constituent units (b1-1), constituent units (b1-2), and constituent units (b1-3), can be produced by copolymerizing a monomer mixture composed of compound (m1-1), a polymerizable unsaturated compound (m1-2) having an acidic group (hereinafter sometimes referred to as "compound (m1-2)"), and another polymerizable unsaturated compound (m1-3) (hereinafter sometimes referred to as "compound (m1-3)") in the presence of a solvent according to a known free radical polymerization method. Here, the other polymerizable unsaturated compound (m1-3) refers to a polymerizable unsaturated compound different from compound (m1-1) and compound (m1-2). Furthermore, constituent unit (b1-1) is derived from compound (m1-1), constituent unit (b1-2) is derived from compound (m1-2), and constituent unit (b1-3) is derived from compound (m1-3).

[0393] The copolymer resin (B1) can be produced by, for example, dissolving the compound (m1-1), the compound (m1-2), and the 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.

[0394] Examples of compound (m1-1) include 3-(meth)acryloxypropylmethyldimethoxysilane, 3-(meth)acryloxypropylethyldimethoxysilane, 3-(meth)acryloxypropylmethyldiethoxysilane, 3-(meth)acryloxypropylethyldiethoxysilane, 3-(meth)acryloxypropyltrimethoxysilane, and 3-(meth)acryloxypropyltriethoxysilane. Among these, 3-(meth)acryloxypropyltrimethoxysilane and 3-(meth)acryloxypropyltriethoxysilane are preferred from the perspectives of availability and reactivity. Here, "3-(meth)acryloxypropylmethyldimethoxysilane" refers to at least one selected from 3-acryloxypropylmethyldimethoxysilane and 3-methacryloxypropylmethyldimethoxysilane. Other similar descriptions have the same meaning.

[0395] Examples of the acidic group contained in compound (m1-2) include a carboxyl group, a phosphoric acid group (—O—P(═O)(OH) 2 ), and a sulfonic acid group (—S(═O) 2 OH). Among these, a carboxyl group is preferred.

[0396] Examples of the compound (m1-2) include (meth)acrylic acid, crotonic acid, cinnamic acid, vinylsulfonic acid, 2-(meth)acryloyloxyethylsuccinic acid, 2-acryloyloxyethylphthalic acid, 2-(meth)acryloyloxyethylhexahydrophthalic acid, and 2-(meth)acryloyloxyethyl acid phosphate. Among these, (meth)acrylic acid is preferred from the viewpoint of availability and reactivity.

[0397] Examples of compound (m1-3) include the following:

[0398] Butadiene;

[0399] 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, isopentyl (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, Ethyl cyclohexyl (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(methacrylate), butanetriol Mono(meth)acrylate, pentatriol mono(meth)acrylate, dicyclopentenyl(meth)acrylate, dicyclopentanyl(meth)acrylate, isobornyl(meth)acrylate, adamantyl(meth)acrylate, naphthyl(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-isocyanateethyl(meth)acrylate, 2-isocyanatepropyl(meth)acrylate, 3-isocyanatepropyl(meth)acrylate , 2-isocyanato-1-methylethyl (meth)acrylate, 2-isocyanato-1,1-dimethylethyl (meth)acrylate, 4-isocyanatocyclohexyl (meth)acrylate, (meth)acrylates having blocked isocyanate groups obtained by blocking the isocyanate groups of the above-mentioned (meth)acrylates having isocyanate groups (e.g., 2-isocyanatoethyl (meth)acrylate) using a blocking agent, N,N-dimethylaminoethyl (meth)acrylate, N,N-diethylaminoethyl (meth)acrylate, N-tert-butylaminoethyl (meth)acrylate, tetramethylpiperidinyl (meth)acrylate, and hexamethylpiperidinyl (meth)acrylate;

[0400] (Meth)acrylamide, (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 anthracenamide, N-isopropyl (meth)acrylamide, (meth)acryloylmorpholine, diacetone (meth)acrylamide;

[0401] 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 ]Deca-8-ene, tricyclic [5.2.1.0 2,6 ]De-3-ene, tricyclo[4.4.0.1 2,5 ]Undec-3-ene, tricyclo[6.2.1.0 1,8 ]Undec-9-ene, tricyclic [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-ethylenetetracyclo[4.4.0.1 2,5 .1 7,12 ]Dodec-3-ene, 8-ethylenetetracyclo[4.4.0.1 2,5 .1 7,10 .0 1,6 ] Dodec-3-ene, pentacyclic [6.5.1.1 3,6 .0 2,7 .0 9,13 ]pentadeca-4-ene, pentacyclic [7.4.0.1 2,5 .1 9,12 .0 8,13 Pentadec-3-ene, 5-norbornene-2,3-dicarboxylic anhydride, (meth)acrylic aniline, (meth)acrylonitrile, acrolein, vinyl chloride, vinylidene chloride, vinyl fluoride, vinylidene fluoride, vinylpyridine, vinyl acetate, vinyltoluene;

[0402] Styrene and its derivatives;

[0403] Diethyl citrate, diethyl maleate, diethyl fumarate, diethyl itaconate;

[0404] Maleic anhydride, itaconic anhydride, citraconic anhydride.

[0405] From the viewpoint of availability and reactivity, preferred compounds (m1-3) include 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, N,N-dimethylamide (meth)acrylate, morpholine (meth)acrylate, styrene, vinyltoluene, and norbornene; and more preferred compounds are methyl (meth)acrylate, benzyl (meth)acrylate, dicyclopentanyl (meth)acrylate, glycidyl (meth)acrylate, (3-ethyloxetan-3-yl)methyl (meth)acrylate, styrene, and vinyltoluene.

[0406] 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 dicyclopentyl (meth)acrylate.

[0407] From the viewpoint of solvent resistance of a color filter or the like obtained from the colored curable composition, the compound (m1-3) is preferably a polymerizable compound having a functional group reactive with an acidic group (e.g., a glycidyl group, an oxetanyl group, an isocyanate group, or a blocked isocyanate group), with glycidyl (meth)acrylate and (3-ethyloxetan-3-yl)methyl methacrylate being more preferred.

[0408] As the blocking agent used for blocking the above-mentioned isocyanate group, for example, the following can be mentioned:

[0409] Lactam-based end-capping agents such as ε-caprolactam, δ-valerolactam, γ-butyrolactam, and β-propiolactam;

[0410] Alcohol-based capping agents such as methanol, ethanol, propanol, butanol, ethylene glycol, methyl cellosolve, butyl cellosolve, methyl carbitol, benzyl alcohol, phenyl cellosolve, furfuryl alcohol, and cyclohexanol;

[0411] Phenol-based end-capping agents such as phenol, cresol, xylenol, ethylphenol, o-isopropylphenol, butylphenols such as p-tert-butylphenol, p-tert-octylphenol, nonylphenol, dinonylphenol, styrenated phenol, hydroxybenzoates, thymol, p-naphthol, p-nitrophenol, and p-chlorophenol;

[0412] Active methylene-based capping agents such as dimethyl malonate, diethyl malonate, methyl acetoacetate, ethyl acetoacetate, and acetylacetone;

[0413] Butyl mercaptan, thiophenol, tert-dodecyl mercaptan and other mercaptan-based capping agents;

[0414] Amine-based capping agents such as diphenylamine, phenylnaphthylamine, aniline, and carbazole;

[0415] Acetanilide, methoxyacetanilide, acetamide, benzamide and other amide-based blocking agents;

[0416] Imide-based capping agents such as succinimide and maleimide;

[0417] Imidazole-based capping agents such as imidazole, 2-methylimidazole, and 2-ethylimidazole;

[0418] Urea-based capping agents such as urea, thiourea, and ethylene urea;

[0419] N-phenylcarbamate, phenyl 2- Carbamate-based blocking agents such as oxazolidinone;

[0420] Imine-based capping agents such as ethyleneimine and polyethyleneimine;

[0421] Oxime-based blocking agents such as formaldehyde oxime, acetaldehyde oxime, acetone oxime, methyl ethyl ketone oxime, methyl isobutyl ketone oxime, and cyclohexanone oxime;

[0422] Bisulfite-based capping agents such as sodium bisulfite and potassium bisulfite.

[0423] In order to control the molecular weight (Mw) and polydispersity (Mw / Mn) of the resin (B1) within the desired 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 monohydric alcohols such as propyl alcohol, butyl alcohol, amyl alcohol, hexyl alcohol, octanol, nonanol, decanol, 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.

[0424] The solvent used in the polymerization may contain solvents other than the solvent containing a hydroxyl group 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-ethoxypropionate, ethyl ethoxyacetate, ethyl hydroxyacetate, 3-methyl- Esters such as 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.

[0425] From the viewpoint of controlling the weight molecular weight and polydispersity (Mw / Mn) of the resin (B1), the content of the solvent having 3 to 10 carbon atoms and containing a hydroxyl group is preferably 10 to 100 wt %, more preferably 20 to 100 wt %, relative to the total amount of the solvent used in the above-mentioned polymerization.

[0426] The amount of the solvent used in the polymerization is not particularly limited, but is preferably 30 to 1000 parts by weight, more preferably 50 to 800 parts by weight, based on 100 parts by weight of the total amount of compound (m1-1), compound (m1-2), and compound (m1-3).

[0427] The polymerization initiator that can be used in the polymerization is not particularly limited, and examples thereof include 2,2'-azobis(isobutyronitrile), 2,2'-azobis(2,4-dimethylvaleronitrile), 2,2'-azobis(isobutyric acid)dimethyl ester, benzoyl peroxide, and tert-butyl peroxy(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 compound (m1-1), compound (m1-2), and compound (m1-3).

[0428] Resin (B) may contain a resin (B2) different from resin (B1). Resin (B2) is preferably an alkali-soluble resin and is preferably a polymer comprising a structural unit derived from at least one monomer selected from unsaturated carboxylic acids and unsaturated carboxylic anhydrides (hereinafter sometimes referred to as "monomer (m2-1)"). In such a polymer, the structural unit may be comprised of only one type or two or more types.

[0429] Resin (B2) is more preferably a copolymer comprising a constituent unit derived from a monomer (m2-1) and a constituent unit derived from a monomer having a cyclic ether structure having 2 to 4 carbon atoms and an ethylenically unsaturated bond (hereinafter sometimes referred to as "monomer (m2-2)"). The above-mentioned copolymer may also contain other constituent units. Examples of the other constituent units include constituent units derived from a monomer different from monomer (m2-1) and monomer (m2-2) (hereinafter sometimes referred to as "monomer (m2-3)"), constituent units having an ethylenically unsaturated bond, and the like. In the copolymer, the above-mentioned constituent units may be contained alone or in combination of two or more.

[0430] Examples of the monomer (m2-1) include the following:

[0431] Unsaturated monocarboxylic acids such as acrylic acid, methacrylic acid, crotonic acid, and o-, m-, and p-vinylbenzoic acid;

[0432] 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;

[0433] Bicyclic unsaturated compounds containing a carboxyl 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;

[0434] Carboxylic acid anhydrides such as anhydrides of the above-mentioned unsaturated dicarboxylic acids except fumaric acid and mesaconic acid;

[0435] Unsaturated mono(meth)acryloyloxyalkyl) esters of polycarboxylic acids having a valence of 2 or more, such as mono(2-(meth)acryloyloxyethyl)succinate and mono(2-(meth)acryloyloxyethyl)phthalate;

[0436] Unsaturated acrylic acid esters containing a hydroxyl group and a carboxyl group in the same molecule, such as α-(hydroxymethyl) acrylate.

[0437] As the monomer (m2-1), acrylic acid, methacrylic acid, and maleic anhydride are preferred from the viewpoint of reactivity and solubility of the obtained resin in an aqueous alkaline solution.

[0438] Monomer (m2-2) refers to a polymerizable compound having a cyclic ether structure having 2 to 4 carbon atoms and an ethylenically unsaturated bond. Monomer (m2-2) is preferably a monomer having a cyclic ether structure having 2 to 4 carbon atoms and a (meth)acryloyloxy group. Examples of the cyclic ether structure having 2 to 4 carbon atoms include an oxirane ring, an oxetane ring, and a tetrahydrofuran ring.

[0439] Examples of the monomer (m2-2) include a monomer having an oxetane group and an ethylenically unsaturated bond (hereinafter sometimes referred to as “monomer (m2-2-1)”), a monomer having an oxetane group and an ethylenically unsaturated bond (hereinafter sometimes referred to as “monomer (m2-2-2)”), and a monomer having a tetrahydrofuranyl group and an ethylenically unsaturated bond (hereinafter sometimes referred to as “monomer (m2-2-3)”).

[0440] Examples of the monomer (m2-2-1) include monomers having a structure in which a linear or branched aliphatic unsaturated hydrocarbon is epoxidized (hereinafter sometimes referred to as "monomer (m2-2-1a)") and monomers having a structure in which an alicyclic unsaturated hydrocarbon is epoxidized (hereinafter sometimes referred to as "(monomer m2-2-1b)").

[0441] Monomer (m2-2-1a) preferably includes a glycidyl group and an ethylenically unsaturated bond. Examples of 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-methylvinylbenzyl 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.

[0442] Examples of the monomer (m2-2-1b) include vinylcyclohexene monoxide, 1,2-epoxy-4-vinylcyclohexane (e.g., Celloxide (registered trademark) 2000; manufactured by Daicel), 3,4-epoxycyclohexylmethyl (meth)acrylate (e.g., Cyclomer (registered trademark) A400; manufactured by Daicel), 3,4-epoxycyclohexylmethyl (meth)acrylate (e.g., Cyclomer (registered trademark) M100; manufactured by Daicel), compounds represented by formula (BI), and compounds represented by formula (BII).

[0443]

[0444] [In formula (BI) and formula (BII), R a and R b each independently represents a hydrogen atom or an alkyl group having 1 to 4 carbon atoms which may have a hydroxyl group,

[0445] X a and X b Each independently represents a single bond, *-R c -, *-R c -O-, *-R c -S- or *-R c -NH-,

[0446] R c represents an alkanediyl group having 1 to 6 carbon atoms, and

[0447] *Indicates the bonding site with O.]

[0448] Examples of the compound represented by formula (BI) include compounds represented by any one of formulas (I-1) to (I-15). Among them, compounds represented by any one 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 one of formulas (I-1), (I-7), (I-9), and (I-15) are more preferred.

[0449]

[0450] Examples of the compound represented by formula (BII) include compounds represented by any one of formulas (II-1) to (II-15). Among them, compounds represented by any one 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 one of formulas (II-1), (II-7), (II-9), and (II-15) are more preferred.

[0451]

[0452] In addition, the compound represented by formula (BI) and the compound represented by formula (BII) can be used alone or in combination. When used in combination, the molar ratio of the compound represented by formula (BI) to 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 further preferably 20:80 to 80:20.

[0453] Examples of the monomer (m2-3) include the following:

[0454] 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 ester, (meth) acrylic acid tricyclo[5.2.1.0 2,6 ]Decan-9-yl ester, (meth) acrylic acid tricyclo[5.2.1.0 2；6 ]Decen-8-yl ester, (meth) acrylic acid tricyclic [5.2.1.0 2,6 (Meth)acrylates such as decen-9-yl (meth)acrylate, dicyclopentyloxyethyl (meth)acrylate, isobornyl (meth)acrylate, adamantyl (meth)acrylate, allyl (meth)acrylate, propargyl (meth)acrylate, phenyl (meth)acrylate, naphthyl (meth)acrylate, and benzyl (meth)acrylate;

[0455] (Meth)acrylates containing a hydroxyl group, such as 2-hydroxyethyl (meth)acrylate and 2-hydroxypropyl (meth)acrylate;

[0456] dicarboxylic acid diesters such as diethyl maleate, diethyl fumarate, and diethyl itaconate;

[0457] 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, 5-ethoxybicyclo[2.2.1]hept-2-ene, 5,6-dihydroxybicyclo[2.2.1]hept-2-ene, 5,6-bis(hydroxymethyl)bicyclo[2.2.1]hept-2-ene, 5,6-bis(2'-hydroxyethyl)bicyclo[2.2.1]hept-2-ene, 5,6-dimethoxy Bicyclic unsaturated compounds such as 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, 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;

[0458] Dicarbonyl imide derivatives such as N-phenylmaleimide, N-cyclohexylmaleimide, N-benzylmaleimide, N-succinimidyl-3-maleimidobenzoate, N-succinimidyl-4-maleimidobutyrate, N-succinimidyl-6-maleimidohexanoate, N-succinimidyl-3-maleimidopropionate and N-(9-acridinyl)maleimide;

[0459] Aromatic compounds containing vinyl groups, such as styrene, α-methylstyrene, vinyltoluene and p-methoxystyrene;

[0460] (Meth) acrylonitrile and other vinyl-containing nitriles;

[0461] Halogenated hydrocarbons such as vinyl chloride and vinylidene chloride;

[0462] (Meth)acrylamide and other vinyl-containing amides;

[0463] esters such as vinyl acetate;

[0464] Dienes such as 1,3-butadiene, isoprene and 2,3-dimethyl-1,3-butadiene.

[0465] From the viewpoint of reactivity and heat resistance, the monomer (m2-3) is preferably styrene, vinyltoluene, tricyclo(meth)acrylate [5.2.1.0 2,6 ]Decan-8-yl ester, (meth) acrylic acid tricyclo[5.2.1.0 2,6 ]Decan-9-yl ester, (meth) acrylic acid tricyclo[5.2.1.0 2,6 ]Decen-8-yl ester, (meth) acrylic acid tricyclic [5.2.1.0 2,6 ]decen-9-yl ester, N-phenylmaleimide, N-cyclohexylmaleimide, N-benzylmaleimide, bicyclo[2.2.1]hept-2-ene and benzyl (meth)acrylate.

[0466] 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 a group reactive with the group possessed by the structural unit (m2-1) and the structural unit (m2-2) to a polymer comprising the structural unit derived from the monomer (m2-1) and the structural unit derived from the monomer (m2-2) and having an ethylenically unsaturated bond.

[0467] Examples of the structural unit having an ethylenically unsaturated bond include a structural unit obtained by adding glycidyl (meth)acrylate to a (meth)acrylic acid unit, a structural unit obtained by adding 2-hydroxyethyl (meth)acrylate to a maleic anhydride unit, a structural unit obtained by adding (meth)acrylic acid to a glycidyl (meth)acrylate unit, and a structural unit obtained by adding carboxylic anhydride to a structural unit having a hydroxyl group.

[0468] A polymer containing a constituent unit derived from a monomer (m2-1) can be produced, for example, by polymerizing monomers constituting the constituent 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 polymerization initiators and solvents commonly used in this field can be used. Examples of polymerization initiators 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 is a solvent that dissolves each monomer, and examples include the solvent (H) described later. It should be noted that the obtained polymer may be a solution after the reaction, a concentrated or diluted solution, or a substance extracted in the form of a solid (powder) by a method such as reprecipitation.

[0469] In the production of a polymer containing a structural unit derived from monomer (m2-1), a carboxylic anhydride having an ethylenically unsaturated bond can be used as a monomer. Examples of such carboxylic anhydrides 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.

[0470] 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 ester / (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 ester / (meth) acrylic acid / N-cyclohexyl maleimide copolymer, (meth) acrylic acid 3,4-epoxy tricyclo[5.2.1.0 2,6 ] decyl ester / (meth) acrylic acid / N-cyclohexyl maleimide / 2-hydroxyethyl (meth) acrylate copolymer, 3,4-epoxytricyclo[5.2.1.0 2,6 ] decyl ester / (meth) acrylic acid / vinyl toluene copolymer, (meth) acrylic acid 3,4-epoxy tricyclic [5.2.1.0 2,6 ] decyl ester / (meth) acrylic acid / 2-ethylhexyl (meth) acrylate copolymer, 3,4-epoxytricyclo[5.2.1.0 2,6 ]Decanyl ester / (meth)acrylate tricyclic [5.2.1.0 2,6 ]Decenyl ester / (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 Japanese Patent Application Laid-Open No. 9-106071, Japanese Patent Application Laid-Open No. 2004-29518, and Japanese Patent Application Laid-Open No. 2004-361455.

[0471] When a combination of two or more resins (B2) is used, the combination preferably includes a (meth)acrylate 3,4-epoxytricyclo[5.2.1.0 2,6 ] decyl ester / (meth) acrylic acid copolymer, (meth) acrylic acid 3,4-epoxy tricyclo[5.2.1.0 2,6] decyl ester / (meth) acrylic acid / N-cyclohexyl maleimide / 2-hydroxyethyl (meth) acrylate copolymer, 3,4-epoxytricyclo[5.2.1.0 2,6 ] decyl ester / (meth) acrylic acid / vinyl toluene copolymer, and (meth) acrylic acid 3,4-epoxytricyclo[5.2.1.0 2,6 ] at least one of a decyl ester / (meth)acrylic acid / 2-ethylhexyl (meth)acrylate copolymer.

[0472] 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, more preferably 1.2 to 4. 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).

[0473] The acid value (solids content conversion) 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, even 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 using an aqueous potassium hydroxide solution.

[0474] When the resin (B2) is used, the content thereof is preferably 10 to 40 parts by weight, more preferably 10 to 30 parts by weight, relative to 100 parts by weight of the colorant (A), from the viewpoint of storage stability of the colored curable composition and heat resistance of a color filter or the like obtained from the colored curable composition.

[0475] Solvent (E)

[0476] The solvent (E) is not particularly limited, and any 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 -O- in the molecule), ether solvents (solvents containing -O- and not -COO- in the molecule), ether ester solvents (solvents containing -COO- and -O- in the molecule), ketone solvents (solvents containing -CO- and not -COO- in the molecule), alcohol solvents (solvents containing OH and not -O-, -CO-, and -COO- in the molecule), aromatic hydrocarbon solvents, amide solvents, and dimethyl sulfoxide. The concept of "-O-" does not include the "-O-" in "-COO-," and the concept of "-CO-" does not include the "-CO-" in "-COO-."

[0477] Examples of the ester solvent include methyl lactate, ethyl lactate, butyl lactate, methyl 2-hydroxyisobutanoate, ethyl acetate, n-butyl acetate, isobutyl acetate, amyl formate, isoamyl acetate, butyl propionate, isopropyl butyrate, ethyl butyrate, butyl butyrate, methyl pyruvate, ethyl pyruvate, propyl pyruvate, methyl acetoacetate, ethyl acetoacetate, cyclohexanol acetate, and γ-butyrolactone.

[0478] Examples of the ether solvent 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-dimethoxybutanol ... Alkane, diethylene glycol dimethyl ether, diethylene glycol diethyl ether, diethylene glycol methyl ethyl ether, diethylene glycol dipropyl ether, diethylene glycol dibutyl ether, anisole, phenethyl ether and methyl anisole, etc.

[0479] Examples of the ether ester solvent 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, ethyl 2-ethoxy-2-methylpropionate, 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.

[0480] Examples of the ketone solvent 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.

[0481] Examples of the alcohol solvent include methanol, ethanol, propanol, butanol, hexanol, cyclohexanol, ethylene glycol, propylene glycol, and glycerin.

[0482] Examples of the aromatic hydrocarbon solvent include benzene, toluene, xylene, and mesitylene.

[0483] Examples of the amide solvent include N,N-dimethylformamide, N,N-dimethylacetamide, and N-methylpyrrolidone.

[0484] The solvent (E) is preferably at least one selected from 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 3-methoxybutanol, propylene glycol monomethyl ether acetate, propylene glycol monomethyl ether, ethyl lactate, diacetone alcohol, and ethyl 3-ethoxypropionate; further preferably at least one selected from 3-methoxybutanol, propylene glycol monomethyl ether acetate, and diacetone alcohol.

[0485] 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 weight of the composition of the present invention.

[0486] <Other components of the composition>

[0487] The composition of the present invention may contain other components other than the above components within a range that does not inhibit the effects of the present invention. Examples of other components include additives known in the field of colored curable compositions.

[0488] As other components, a dispersant can be used. As a dispersant, for example, a surfactant can be mentioned. The surfactant can be any one of a cationic surfactant, an anionic surfactant, a nonionic surfactant and an amphoteric surfactant. As a surfactant, for example, a polyester surfactant, a polyamine surfactant, an acrylic surfactant, etc. can be mentioned. Commercially available products of dispersants include KP (manufactured by Shin-Etsu Chemical Co., Ltd.), FLOWLEN (manufactured by Kyoeisha Chemical Co., Ltd.), Solsperse (registered trademark) (manufactured by Zeneca), EFKA (manufactured by BASF), AJISPER (registered trademark) (manufactured by Ajinomoto Fine Chemicals Co., Ltd.), DISPERBYK (registered trademark) (manufactured by BYK-Chemie Japan Co., Ltd.), BYKLPN (manufactured by BYK-Chemie Japan Co., Ltd.), etc.

[0489] When a dispersant is used, its content is preferably 35 to 100 parts by weight, more preferably 35 to 65 parts by weight, further preferably 40 to 65 parts by weight, particularly preferably 40 to 60 parts by weight, based on 100 parts by weight of the colorant (A).

[0490] <Method for producing composition>

[0491] The composition of the present invention can be produced, for example, by mixing a colorant (A) containing at least one selected from compound (1a), compound (2a) and compound (3a), a resin (B) containing resin (B1), a solvent (E), and, if necessary, other components (e.g., a dispersant).

[0492] The equipment for mixing the components is not particularly limited, and equipment known in the field of colored curable compositions can be used. When using a component insoluble in the solvent (E) (e.g., a pigment), it is preferred to thoroughly stir the mixture of the components using a bead mill, a paint conditioner, or the like.

[0493] <Colored curable composition>

[0494] A colored curable composition can be produced by mixing the composition of the present invention obtained as described above, the polymerizable compound (C), and the polymerization initiator (D).

[0495] In the production of the colored curable composition, components different from 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 the production of the colored curable composition include those described above for the solvent (E) of the composition of the present invention.

[0496] 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.

[0497] The viscosity of the colored curable composition immediately after production (=initial viscosity) 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 (E-type) viscometer at a rotational speed of 100 rpm and a measurement temperature of 23°C.

[0498] <Polymerizable compound (C)>

[0499] The polymerizable compound (C) is a compound that can be polymerized using active free radicals and / or acids generated by the polymerization initiator (D). The polymerizable compound (C) is preferably a free radical polymerizable compound. Examples of free radical polymerizable compounds include compounds having polymerizable ethylenically unsaturated bonds. The free radical polymerizable compound is preferably a (meth)acrylate.

[0500] Examples of the polymerizable compound (C) include the following:

[0501] Compounds having one ethylenically unsaturated bond, such as nonylphenyl carbitol acrylate, 2-hydroxy-3-phenoxypropyl acrylate, 2-ethylhexyl carbitol acrylate, 2-hydroxyethyl acrylate, and N-vinyl pyrrolidone;

[0502] Compounds having two ethylenically unsaturated bonds, such as 1,6-cyclohexanediol 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;

[0503] Compounds having three ethylenically unsaturated bonds, such as trimethylolpropane tri(meth)acrylate, pentaerythritol tri(meth)acrylate, and tris(2-(meth)acryloyloxyethyl)isocyanurate;

[0504] 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;

[0505] Compounds having five ethylenically unsaturated bonds, such as dipentaerythritol penta(meth)acrylate;

[0506] 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;

[0507] Compounds having 7 or more ethylenically unsaturated bonds, such as tripentaerythritol hepta(meth)acrylate, tripentaerythritol octa(meth)acrylate, pentaerythritol nona(meth)acrylate, and pentaerythritol deca(meth)acrylate.

[0508] 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 products of the polymerizable compound (C) include, for example, KAYARAD (registered trademark) DPHA (Nippon Kayaku Co., Ltd.), A-TMM-3LM-N (Shin-Nakamura Chemical Industry Co., Ltd.), and A9550 (Shin-Nakamura Chemical Industry Co., Ltd.).

[0509] The molecular weight of the polymerizable compound (C) is preferably 150 to 2900, more preferably 250 to 1500. The molecular weight of the polymerizable compound (C) of 1000 or more is a weight average molecular weight (Mw) calculated in terms of polystyrene using gel permeation chromatography (GPC).

[0510] 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 relative to the total solid content of the colored curable composition. When the content of the polymerizable compound (C) is within this range, the residual film rate during colored pattern formation and the chemical resistance of the color filter tend to improve.

[0511] <Polymerization initiator (D)>

[0512] The polymerization initiator (D) is not particularly limited as long as it is a compound that can generate active free radicals, an acid, etc. under the action of light or heat and initiate polymerization of the polymerizable compound (C), and known polymerization initiators can be used. The polymerization initiator (D) is preferably a photoradical polymerization initiator. More preferably, 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).

[0513] The photoradical polymerization initiator is preferably at least one selected from the group consisting of O-acyl oxime compounds, alkylphenone compounds, triazine compounds, acylphosphine oxide compounds, and biimidazole compounds, and is more preferably an O-acyl oxime compound.

[0514] The O-acyloxime compound is a compound having a partial structure represented by formula (d1) (in the following formula, * represents a bonding site).

[0515]

[0516] Examples of the O-acyl oxime compound include N-benzoyloxy-1-(4-phenylthiophenyl)butane-1-one-2-imine, N-benzoyloxy-1-(4-phenylthiophenyl)octane-1-one-2-imine, N-benzoyloxy-1-(4-phenylthiophenyl)-3-cyclopentylpropane-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-dioxolanylmethyloxy)benzoyl}-9H-carbazol-3-yl]ethane-1-imine, N-acetoxy-1-[9-ethyl-6-(2-methylbenzoyl)-9H-carbazol-3-yl]-3-cyclopentylpropane-1-imine, N-benzoyloxy-1-[9-ethyl-6-(2-methylbenzoyl)-9H-carbazol-3-yl]-3-cyclopentylpropane-1-one-2-imine, N-acetoxy-1-[4-(2-hydroxyethyloxy)phenylthiophenyl]propane-1-one-2-imine, etc. Commercially available products such as TR-PBG327 (manufactured by Changzhou Qiangli 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) can also be used.

[0517] 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 formula, * represents a bonding site). In these partial structures, the benzene ring may have a substituent.

[0518]

[0519] Examples of the compound having a partial structure represented by formula (d2) include 2-methyl-2-morpholino-1-(4-methylthiophenyl)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) can also be used.

[0520] Examples of the compound having a partial structure represented by formula (d3) include 2-hydroxy-2-methyl-1-phenylpropane-1-one, 2-hydroxy-2-methyl-1-[4-(2-hydroxyethoxy)phenyl]propane-1-one, 1-hydroxycyclohexylphenyl ketone, oligomers of 2-hydroxy-2-methyl-1-(4-isopropenylphenyl)propane-1-one, α,α-diethoxyacetophenone, and benzyl dimethyl ketal.

[0521] From the viewpoint of sensitivity, the alkylphenone compound is preferably a compound having a partial structure represented by formula (d2).

[0522] Examples of the triazine compound 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-methoxyphenyl)-1,3,5-triazine, and 2,4-bis(trichloromethyl)-6-[ 2-(5-methylfuran-2-yl)vinyl]-1,3,5-triazine, 2,4-bis(trichloromethyl)-6-[2-(furan-2-yl)vinyl]-1,3,5-triazine, 2,4-bis(trichloromethyl)-6-[2-(4-diethylamino-2-methylphenyl)vinyl]-1,3,5-triazine, 2,4-bis(trichloromethyl)-6-[2-(3,4-dimethoxyphenyl)vinyl]-1,3,5-triazine, etc.

[0523] Examples of the acylphosphine oxide compound include 2,4,6-trimethylbenzoyldiphenylphosphine oxide, etc. Commercially available products such as Irgacure (registered trademark) 819 (manufactured by BASF) can also be used.

[0524] Examples of the biimidazole compound 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, Japanese Patent Application Laid-Open Nos. 6-75372 and 6-75373), 2,2'-bis(2-chlorophenyl)-4,4',5,5'-tetra(alkoxyphenyl)biimidazole, and 2,2'-bis( 2-chlorophenyl)-4,4',5,5'-tetrakis(dialkoxyphenyl)biimidazole, 2,2'-bis(2-chlorophenyl)-4,4',5,5'-tetrakis(trialkoxyphenyl)biimidazole (for example, see Japanese Patent Publication No. 48-38403, Japanese Patent Application Laid-Open No. 62-174204, etc.), biimidazole compounds in which the phenyl groups at the 4,4',5,5'-positions are substituted with carboalkoxy groups (for example, see Japanese Patent Application Laid-Open No. 7-10913, etc.), and the like.

[0525] Examples of other polymerization initiators (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, methyl o-benzoylbenzoate, 4-phenylbenzophenone, 4-benzoyl-4'-methyldiphenyl sulfide, 3,3',4,4'-tetrakis(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 benzoylformate, and titanocene compounds.

[0526] Examples of the acid generator include onium salts such as 4-hydroxyphenyldimethylsulfonium p-toluenesulfonate, 4-hydroxyphenyldimethylsulfonium hexafluoroantimonate, 4-acetoxyphenyldimethylsulfonium p-toluenesulfonate, 4-acetoxyphenyl / methyl / benzylsulfonium hexafluoroantimonate, triphenylsulfonium p-toluenesulfonate, triphenylsulfonium hexafluoroantimonate, diphenyliodonium p-toluenesulfonate, and diphenyliodonium hexafluoroantimonate; nitrobenzyl toluenesulfonates; and benzoin toluenesulfonates.

[0527] The content of the polymerization initiator (D) is preferably 0.1 to 30 parts by weight, more preferably 1 to 20 parts by weight, based on 100 parts by weight of the total of the resin (B) and the polymerizable compound (C).

[0528] <Other components of the colored curable composition>

[0529] The colored curable composition may contain other components different from the above components. Examples of other components include additives known in the field of colored curable compositions.

[0530] As other components, a leveling agent may be used. Examples of the leveling agent include silicone-based surfactants and fluorine-based surfactants.

[0531] Examples of the silicone-based surfactant include surfactants having a siloxane bond in the molecule. Examples of commercially available products include Toray Silicone DC3PA, Toray Silicone SH7PA, Toray Silicone DC11PA, Toray Silicone SH21PA, Toray Silicone SH28PA, Toray Silicone SH29PA, Toray Silicone SH30PA, and Toray Silicone SH8400 (manufactured by Dow Corning Toray Co., Ltd.), KP321, KP322, KP323, KP324, KP326, KP340, and KP341 (manufactured by Shin-Etsu Chemical Co., Ltd.), and TSF400, TSF401, TSF410, TSF4300, TSF4440, TSF4445, TSF4446, TSF4452, and TSF4460 (manufactured by Momentive Performance Materials Japan Co., Ltd.).

[0532] The silicone surfactant may have a fluorine atom. Examples of the silicone surfactant having a fluorine atom include MEGAFAC (registered trademark) R08, MEGAFAC BL20, MEGAFAC F475, MEGAFAC F477, and MEGAFAC F443 (manufactured by DIC Corporation).

[0533] Examples of fluorine-based surfactants include surfactants having a fluorine carbon chain in the molecule. Examples of commercially available products include FLUORAD (registered trademark) FC430 and FLUORAD FC431 (manufactured by Sumitomo 3M Co., Ltd.), MEGAFAC (registered trademark) F142D, MEGAFAC F171, MEGAFAC F172, MEGAFAC F173, MEGAFAC F177, MEGAFAC F183, MEGAFAC F554, MEGAFAC R30, and MEGAFAC RS-718-K (manufactured by DIC Corporation), F-top (registered trademark) EF301, F-top EF303, F-top EF351, and F-top EF352 (manufactured by Mitsubishi Materials Electronic Chemicals Co., Ltd.), and Surflon (registered trademark) S381, Surflon S382, Surflon SC101 and Surflon SC105 (produced by Asahi Glass Co., Ltd.) and E5844 (produced by Daikin Fine Chemicals Laboratories, Ltd.), etc.

[0534] When a leveling agent is used, its content is preferably 0.001 to 0.2 weight percent, more preferably 0.002 to 0.1 weight percent, and even more preferably 0.01 to 0.05 weight percent relative to the total weight of the colored curable composition. When the content of the leveling agent is within this range, the flatness of the color filter obtained from the colored curable composition can be improved.

[0535] Example

[0536] The present invention will be described in more detail below with reference to Examples, etc. However, the present invention is not limited to the following Examples, etc., and can be implemented with appropriate modifications within the scope of the above and below-described principles, and such modifications are encompassed by the technical scope of the present invention. In the following Examples, etc., "parts" represent "parts by weight," and "%" other than the thickening rate (%) described below represents "% by weight."

[0537] Production Example 1: Production of Resin (B1-1)

[0538] A flask equipped with a stirrer, dropping funnel, condenser, thermometer, and gas tube was charged with 750.0 parts of 3-methoxybutanol and stirred while nitrogen substitution was performed. The temperature was then raised to 80°C. Next, a mixture consisting of 25.6 parts of methacrylic acid, 146.4 parts of 3-methacryloyloxypropyltrimethoxysilane, and 49.2 parts of methyl methacrylate, to which 28.8 parts of 2,2'-azobis(2,4-dimethylvaleronitrile) (polymerization initiator) was added dropwise from the dropping funnel to the flask. After the addition, the mixture was stirred at 80°C for 5 hours to allow copolymerization to proceed, yielding a copolymer solution (20% solids content) (hereinafter referred to as "resin (B1-1)"). Resin (B1-1) had an acid value (based on solids content) of 82 mgKOH / g, a weight-average molecular weight (Mw) of 5500, and a silyl equivalent weight of 500.

[0539] Production Example 2: Production of Resin (B2-1)

[0540] The atmosphere in a flask equipped with a reflux condenser, a dropping funnel, and a stirrer was replaced with nitrogen, 280 parts of propylene glycol monomethyl ether acetate was added, and the mixture was heated to 80°C while stirring. Next, 38 parts of acrylic acid and 3,4-epoxytricyclo[5.2.1.0 2,6 ]Decan-8-yl ester and 3,4-epoxytricyclic acrylate [5.2.1.0 2,6 A solution of 289 parts of a mixture of 9-decane esters (containing a molar ratio of 50:50) was added dropwise to the flask over approximately 5 hours. Separately, a solution of 33 parts of a polymerization initiator, 2,2-azobis(2,4-dimethylvaleronitrile), dissolved in 235 parts of propylene glycol monomethyl ether acetate, was added dropwise to the flask over approximately 6 hours using another dropping pump. After the addition of the polymerization initiator, the mixture was maintained at 80°C for approximately 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 conversion value) of resin (B2-1) was 77 mgKOH / g, its weight average molecular weight (Mw) was 9200, and its polydispersity (Mw / Mn) was 2.08.

[0541] Production Example 3: Production of Resin (B2-2)

[0542] 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 placed, and heated to 85°C while stirring. Subsequently, 38 parts of acrylic acid and 3,4-epoxytricyclo[5.2.1.0 2,6]Decan-8-yl ester and 3,4-epoxytricyclic acrylate [5.2.1.0 2,6 ] A mixed solution of 25 parts of a mixture of 9-decane esters, 137 parts of N-cyclohexylmaleimide, 50 parts of 2-hydroxyethyl methacrylate, and 338 parts of propylene glycol monomethyl ether acetate was added dropwise over 6 hours. On the other hand, a solution of 5 parts of 2,2-azobisisobutyronitrile dissolved in 88 parts of propylene glycol monomethyl ether acetate was added dropwise. After the addition was completed, the mixture was maintained 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 by a Brookfield viscometer was 23 mPa·s. In addition, the acid value (solid content conversion value) of the resin (B2-2) was 111 mgKOH / g, its weight average molecular weight (Mw) was 8000, and its polydispersity (Mw / Mn) was 2.1.

[0543] The weight average molecular weight (Mw) and number average molecular weight (Mn) of the resin were measured by GPC under the following conditions.

[0544] Device: K2479 (manufactured by Shimadzu Corporation)

[0545] Column: SHIMADZU Shim-pack GPC-80M

[0546] Column temperature: 40°C

[0547] Solvent: THF (tetrahydrofuran)

[0548] Detection solution concentration: 25 mg / mL (solvent; THF)

[0549] Flow rate: 1.0 mL / min

[0550] Detector: RI

[0551] Calibration standard substances: TSK STANDARD POLYSTYRENE F-40, F-4, F-288, A-2500, A-500 (manufactured by Tosoh Corporation)

[0552] Preparation Example 4: Preparation of the compound represented by formula (1a-1)

[0553] A compound represented by the following formula (1a-1) was produced as a colorant (A) in the same manner as the method described in Example 7 of JP-A-2018-127596.

[0554]

[0555] Preparation Example 5: Preparation of the compound represented by formula (2a-1)

[0556] A compound represented by the following formula (2a-1) was produced as a colorant (A) in the same manner as the method described in Synthesis Example 19 of JP-A-2015-38201.

[0557]

[0558] Example 1: Preparation of composition (1)

[0559] 7 parts of compound (1a-1), 3 parts of a dispersant (DISPERBYK (registered trademark)-2050 (manufactured by BYK-Chemie Japan Co., Ltd.)), 3 parts of resin (B1-1) (based on solid content), 81 parts of propylene glycol monomethyl ether acetate, 6 parts of diacetone alcohol, and 300 parts of 0.2 mm zirconia beads were mixed. The resulting mixture was shaken for 3 hours using a paint conditioner (manufactured by LAU Co., Ltd.). The zirconia beads were then removed by filtration to obtain composition (1).

[0560] The content of the colorant (A) (compound (1a-1)) in the composition (1) was 53.8% based on the total amount of the solid content.

[0561] The content of the solvent (E) in the composition (1) was 87% based on the total amount of the composition.

[0562] Example 2: Preparation of composition (2)

[0563] 7 parts of compound (1a-1), 3 parts of a dispersant (DISPERBYK (registered trademark)-2050 (manufactured by BYK-Chemie Japan Co., Ltd.), 1 part of resin (B1-1) (based on solid content), 2 parts of resin (B2-1) (based on solid content), 81 parts of propylene glycol monomethyl ether acetate, 6 parts of diacetone alcohol, and 300 parts of 0.2 mm zirconia beads were mixed. The resulting mixture was shaken for 3 hours using a paint conditioner (manufactured by LAU Co., Ltd.). The zirconia beads were then removed by filtration to obtain composition (2).

[0564] The content of the colorant (A) (compound (1a-1)) in the composition (2) was 53.8% based on the total amount of the solid content.

[0565] The content of the solvent (E) in the composition (2) was 87% based on the total amount of the composition.

[0566] Comparative Example 1: Preparation of Composition (3)

[0567] 7 parts of compound (1a-1), 3 parts of a dispersant (DISPERBYK (registered trademark)-2050 (manufactured by BYK-Chemie Japan Co., Ltd.)), 3 parts of resin (B2-1) (based on solid content), 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 Co., Ltd.). The zirconia beads were then removed by filtration to obtain composition (3).

[0568] The content of the colorant (A) (compound (1a-1)) in the solid content of the composition (3) was 53.8% relative to the total amount of the solid content.

[0569] The content of the solvent (E) in the composition (3) was 87% based on the total amount of the composition.

[0570] Example 3: Preparation of composition (4)

[0571] A mixture of 5 parts of compound (2a-1), 4 parts of a dispersant (BYKLPN-21324 (manufactured by BYK-Chemie Japan)), 4 parts of resin (B1-1) (based on solid content), 87 parts of propylene glycol monomethyl ether acetate, and 300 parts of 0.2 mm zirconia beads was shaken for 3 hours using a paint conditioner (manufactured by LAU). The zirconia beads were then removed by filtration to obtain composition (4).

[0572] The content of the colorant (A) (compound (2a-1)) in the composition (4) was 38.5% based on the total amount of the solid content.

[0573] The content of the solvent (E) in the composition (4) was 87% based on the total amount of the composition.

[0574] Comparative Example 2: Preparation of Composition (5)

[0575] 5 parts of compound (2a-1), 4 parts of a dispersant (BYKLPN-21324 (manufactured by BYK-Chemie Japan)), 4 parts of resin (B2-1) (based on solid content), 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). The zirconia beads were then removed by filtration to obtain composition (5).

[0576] The content of the colorant (A) (compound (2a-1)) in the composition (5) was 38.5% based on the total amount of the solid content.

[0577] The content of the solvent (E) in the composition (5) was 87% based on the total amount of the composition.

[0578] <Evaluation of compositions (1) to (5)>

[0579] Colored curable compositions (1) to (6) were produced using compositions (1) to (5) obtained in Examples 1 to 3 and Comparative Examples 1 and 2 as follows, and the thickening rates of the obtained colored curable compositions were measured.

[0580] (1-1) Production of colored curable compositions (1) to (3)

[0581] 281 parts of any one of compositions (1) to (3), 50 parts of resin (B2-2) (solid content conversion), 50 parts of dipentaerythritol hexaacrylate (manufactured by Nippon Kayaku Co., Ltd., polymerizable compound (C)), 3 parts of N-benzoyloxy-1-(4-phenylthiophenyl)octan-1-one-2-imine ("Irgacure (registered trademark) OXE01" manufactured by BASF, polymerization initiator (D)), 500 parts of propylene glycol monomethyl ether acetate (solvent (E)) and 0.1 part of polyether-modified silicone oil ("Toray Silicone SH8400" manufactured by Dow Corning Toray Co., Ltd., leveling agent) were mixed to obtain colored curable compositions (1) to (3).

[0582] (1-2) Production of Colored Curable Compositions (4) and (5)

[0583] 424 parts of either composition (4) or (5), 50 parts of resin (B2-2) (solid content conversion), 50 parts of dipentaerythritol hexaacrylate (manufactured by Nippon Kayaku Co., Ltd., polymerizable compound (C)), 3 parts of N-benzoyloxy-1-(4-phenylthiophenyl)octan-1-one-2-imine ("Irgacure (registered trademark) OXE01" manufactured by BASF, polymerization initiator (D)), 430 parts of propylene glycol monomethyl ether acetate (solvent (E)) and 0.1 part of polyether-modified silicone oil ("Toray Silicone SH8400" manufactured by Dow Corning Toray Co., Ltd., leveling agent) were mixed to obtain colored curable compositions (4) and (5).

[0584] (1-3) Production of colored curable composition (6)

[0585] 424 parts of the composition (5), 50 parts of the resin (B2-2) (solid content conversion), 50 parts of dipentaerythritol hexaacrylate (manufactured by Nippon Kayaku Co., Ltd., polymerizable compound (C)), 3 parts of N-benzoyloxy-1-(4-phenylthiophenyl)octan-1-one-2-imine ("Irgacure (registered trademark) OXE01" manufactured by BASF, polymerization initiator (D)), 360 parts of propylene glycol monomethyl ether acetate (solvent (E)), 70 parts of 3-methoxybutanol (solvent (E)) and 0.1 parts of a polyether-modified silicone oil ("Toray Silicone SH8400" manufactured by Dow Corning Toray Co., Ltd., leveling agent) were mixed to obtain a colored curable composition (6).

[0586] (2) Determination of thickening rate

[0587] The viscosity (=initial viscosity) of the immediately prepared colored curable compositions (1) to (6) was measured using a cone-plate (E-type) viscometer ("Viscometer TV-25" manufactured by Toki Kogyo Co., Ltd.) at a rotation speed of 100 rpm and a measurement temperature of 23° C. The results are shown in Table 1.

[0588] The viscosity 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 thickening rate was calculated from the following formula.

[0589] Thickening rate (%) = 100 × viscosity after storage (mPa·s) / initial viscosity (mPa·s)

[0590] [Table 1]

[0591]

[0592] As shown in Table 1, for the colored curable compositions (1) to (3) obtained using the compound (1a-1) as the colorant (A), the thickening rates (101% and 102%) of the colored curable compositions (1) and (2) obtained from the compositions (1) and (2) containing the resin (B-1) (Examples 1 and 2) were further suppressed compared to the thickening rate (111%) of the colored curable composition (3) obtained from the composition (3) not containing the resin (B-1) (Comparative Example 1).

[0593] Furthermore, as can be seen from Table 1, for the colored curable compositions (4) to (6) obtained using the compound (2a-1) as the colorant (A), the thickening rate (100%) of the colored curable composition (4) obtained from the composition (4) containing the resin (B-1) (Example 3) was further suppressed compared to the thickening rates (104% and 103%) of the colored curable compositions (5) and (6) obtained from the composition (5) not containing the resin (B-1) (Comparative Example 2).

[0594] Industrial applicability

[0595] By preparing the composition of the present invention in advance and then using the composition of the present invention to prepare a colored curable composition, the thickening of the colored curable composition can be suppressed. Such a colored curable composition is useful for producing, for example, color filters and the like.

Claims

1. A composition comprising a colorant (A), a resin (B) and a solvent (E), and excluding a polymerizable compound (C) and a polymerization initiator (D). The colorant (A) contains a compound represented by formula (1a-1), The resin (B) is a copolymer comprising a structural unit (b1-1) represented by formula (1b), 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 amount of all the structural units in the copolymer is 100 mol%, and The content of the colorant (A) is 35 to 70% by weight relative to the total solid content of the composition; In formula (1b), R 1B represents a methyl group, R 2B ~R 4B represents a methoxy group, n represents 3, and * indicates the bonding site.

2. The composition according to claim 1, wherein The content of the colorant (A) is 40 to 70% by weight based on the total amount of the solid content of the composition.

3. The composition according to claim 1 or 2, wherein The weight average molecular weight of the resin (B) is 1,000 to 50,000.

4. The composition according to claim 1 or 2, wherein The content of the resin (B) is 10 to 100 parts by weight based on 100 parts by weight of the colorant (A).

5. The composition according to claim 1 or 2, wherein The content of the resin (B) is 10 to 60 parts by weight based on 100 parts by weight of the colorant (A). 6 . A method for producing a colored curable composition, comprising mixing the composition according to claim 1 , a polymerizable compound (C), and a polymerization initiator (D) to produce a colored curable composition.

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