TW202239877A - Compound and coloring composition - Google Patents

Abstract

The present invention addresses the problem of reducing the viscosity of a coloring composition containing a pigment. A coloring composition includes a compound represented by formula (I) and a pigment. [In formula (I), L1 represents a group represented by formula (ph1), and R1-R4 each independently represent a hydrogen atom, an optionally substituted hydrocarbon group, a heterocyclic group,-SO3N (R5) 4, a cyano group, or a halogen atom. In the formula, at least one of R1-R4 is a hydrocarbon group having one or more-SO3N (R5) 4 as a substituent, or-SO3N (R5) 4. R5 represents a hydrogen atom or a hydrocarbon group, and a plurality of R5 may be the same or different.].

Description

Compounds and Coloring Compositions

The present invention relates to a compound, a colored composition containing the compound, a color filter formed from the colored composition, and a display device including the color filter.

Display devices such as liquid crystal display devices, electroluminescence display devices, and plasma displays, or charge-coupled device (Charge Coupled Device, CCD) or complementary metal-oxide-semiconductor (Complementary Metal-Oxide-Semiconductor, CMOS) sensors, etc. Color filters used in solid-state imaging devices are made of colored compositions. Various pigments such as C.I. Pigment Orange 13 and C.I. Pigment Red 269 are known as colorants used in such coloring compositions (Non-Patent Document 1). [Prior art literature] [Non-patent literature]

[Non-Patent Document 1] "Colour Index International" (British Society of Dyeing and Dyestuff, American Fiber Chemical Technology-Dyeing Technology Association)

[Problem to be Solved by the Invention]

However, the coloring composition containing such a pigment may become high in viscosity. Therefore, an object of the present invention is to provide a compound capable of reducing the viscosity of a composition containing a pigment. [Means to solve the problem]

[式（I）中， L ¹表示式（ph1）所表示的基， R ¹～R ⁴分別獨立地表示氫原子、可具有取代基的烴基、雜環基、-SO ₃N(R ⁵) ₄、氰基、或鹵素原子，其中，R ¹～R ⁴的至少一個為具有一個以上的-SO ₃N(R ⁵) ₄作為取代基的烴基或-SO ₃N(R ⁵) ₄，R ⁵表示氫原子或烴基，多個R ⁵可相同亦可不同。] [化2]

[式（ph1）中，X ¹表示取代基或可具有取代基的烴基，所述烴基中所含的-CH ₂-可經取代為-O-、-CO-或-NH-，所述烴基中所含的-CH=可經取代為-N=，n表示0～4的整數，在n表示2以上的整數的情況下，多個X ¹可相同亦可不同，在n表示2以上的整數且多個X ¹分別與式（ph1）中的構成伸苯基的碳原子中鄰接的碳原子鍵結的情況下，與鄰接的碳原子鍵結的X ¹可相互鍵結而形成環，*表示鍵結鍵]。 [2] 如[1]所述的著色組成物，其中L ¹為式（ph2）所表示的基， [化3]

[式（ph2）中，X ²～X ⁵分別獨立地表示氫原子、碳數1～4的烷基、經取代或未經取代的胺基、N-醯基胺基、羧基、碳數1～4的烷氧基、碳數1～4的烷基巰基、氰基、或鹵素原子，X ²與X ³、X ⁴與X ⁵可相互鍵結而形成環，*表示鍵結鍵]。 [3] 如[1]或[2]所述的著色組成物，其中更包含溶劑。 [4] 如[1]至[3]中任一項所述的著色組成物，其中更包含樹脂。 [5] 如[1]至[4]中任一項所述的著色組成物，其中更包含聚合性化合物及聚合起始劑。 [6] 如[1]至[5]中任一項所述的著色組成物，其中所述顏料為偶氮顏料。 [7] 一種彩色濾光片，其是由如[1]至[6]中任一項所述的著色組成物形成。 [8] 一種顯示裝置，包括如[7]所述的彩色濾光片。 [9] 一種化合物，由式（I）表示， [化4]

[式（I）中， L ¹表示式（ph1）所表示的基， R ¹～R ⁴分別獨立地表示氫原子、可具有取代基的烴基、雜環基、-SO ₃N(R ⁵) ₄、氰基、或鹵素原子，其中，R ¹～R ⁴的至少一個為具有一個以上的-SO ₃N(R ⁵) ₄作為取代基的烴基或-SO ₃N(R ⁵) ₄，R ⁵表示氫原子或烴基，多個R ⁵可相同亦可不同，] [化5]

[式（ph1）中，X ¹表示取代基或可具有取代基的烴基，所述烴基中所含的-CH ₂-可經取代為-O-、-CO-或-NH-，所述烴基中所含的-CH=可經取代為-N=，n表示0～4的整數，在n表示2以上的整數的情況下，多個X ¹可相同亦可不同。在n表示2以上的整數且多個X ¹分別與式（ph1）中的構成伸苯基的碳原子中鄰接的碳原子鍵結的情況下，與鄰接的碳原子鍵結的X ¹可相互鍵結而形成環，*表示鍵結鍵]。 [10]如[9]所述的化合物，其中L ¹為式（ph2）所表示的基， [化6]

[式（ph2）中，X ²～X ⁵分別獨立地表示氫原子、碳數1～4的烷基、經取代或未經取代的胺基、N-醯基胺基、羧基、碳數1～4的烷氧基、碳數1～4的烷基巰基、氰基、或鹵素原子，X ²與X ³、X ⁴與X ⁵可相互鍵結而形成環，*表示鍵結鍵]。 [發明的效果] The gist of the present invention is as follows. [1] A coloring composition comprising a compound represented by formula (I) and a pigment, [Chem. 1]

[In formula (I), L ¹ represents a group represented by formula (ph1), and R ¹ to R ⁴ each independently represent a hydrogen atom, a hydrocarbon group that may have a substituent, a heterocyclic group, -SO ₃ N(R ⁵ ) _4. A cyano group or a halogen atom, wherein at least one of R ¹ to R ⁴ is a hydrocarbon group having one or more -SO ₃ N(R ⁵ ) ₄ as a substituent or -SO ₃ N(R ⁵ ) ₄ , R ⁵ represents a hydrogen atom or a hydrocarbon group, and multiple R ⁵ may be the same or different. ] [Chem 2]

[In the formula (ph1), X ¹ represents a substituent or a hydrocarbon group that may have a substituent, and the -CH ₂ - contained in the hydrocarbon group may be substituted with -O-, -CO- or -NH-, and the hydrocarbon group -CH= contained in can be replaced by -N=, n represents an integer of 0 to 4, when n represents an integer of 2 or more, a plurality of X ¹ can be the same or different, and n represents 2 or more When an integer and a plurality of X ¹ are respectively bonded to adjacent carbon atoms among the carbon atoms constituting the phenylene group in the formula (ph1), X ¹ bonded to adjacent carbon atoms may be bonded to each other to form a ring, * indicates a bonded key]. [2] The coloring composition as described in [1], wherein L ¹ is a group represented by the formula (ph2), [Chem.3]

[In the formula (ph2), X ² to X ⁵ independently represent a hydrogen atom, an alkyl group with 1 to 4 carbons, a substituted or unsubstituted amino group, an N-acylamino group, a carboxyl group, a carbon number 1 An alkoxy group with ∼4 carbon atoms, an alkylmercapto group with 1 to 4 carbon atoms, a cyano group, or a halogen atom, X ² and X ³ , X ⁴ and X ⁵ may be bonded to each other to form a ring, and * represents a bond]. [3] The coloring composition as described in [1] or [2], which further contains a solvent. [4] The coloring composition according to any one of [1] to [3], further comprising a resin. [5] The coloring composition according to any one of [1] to [4], further comprising a polymerizable compound and a polymerization initiator. [6] The colored composition as described in any one of [1] to [5], wherein the pigment is an azo pigment. [7] A color filter formed of the colored composition according to any one of [1] to [6]. [8] A display device including the color filter as described in [7]. [9] A compound represented by the formula (I), [Chem. 4]

[In formula (I), L ¹ represents a group represented by formula (ph1), and R ¹ to R ⁴ each independently represent a hydrogen atom, a hydrocarbon group that may have a substituent, a heterocyclic group, -SO ₃ N(R ⁵ ) _4. A cyano group or a halogen atom, wherein at least one of R ¹ to R ⁴ is a hydrocarbon group having one or more -SO ₃ N(R ⁵ ) ₄ as a substituent or -SO ₃ N(R ⁵ ) ₄ , R ⁵ represents a hydrogen atom or a hydrocarbon group, multiple R ⁵ may be the same or different,] [Chemical 5]

[In the formula (ph1), X ¹ represents a substituent or a hydrocarbon group that may have a substituent, and the -CH ₂ - contained in the hydrocarbon group may be substituted with -O-, -CO- or -NH-, and the hydrocarbon group -CH= contained in may be substituted with -N=, n represents an integer of 0 to 4, and when n represents an integer of 2 or more, a plurality of X ¹ may be the same or different. When n represents an integer of 2 or more and a plurality of X ¹ are respectively bonded to adjacent carbon atoms among the carbon atoms constituting the phenylene group in the formula (ph1), the X ¹ bonded to the adjacent carbon atoms may be mutually bonded to form a ring, * indicates a bonded bond]. [10] The compound as described in [9], wherein L ¹ is a group represented by formula (ph2), [Chem. 6]

[In the formula (ph2), X ² to X ⁵ independently represent a hydrogen atom, an alkyl group with 1 to 4 carbons, a substituted or unsubstituted amino group, an N-acylamino group, a carboxyl group, a carbon number 1 An alkoxy group with ∼4 carbon atoms, an alkylmercapto group with 1 to 4 carbon atoms, a cyano group, or a halogen atom, X ² and X ³ , X ⁴ and X ⁵ may be bonded to each other to form a ring, and * represents a bond]. [Effect of the invention]

According to the compound of this invention, it becomes possible to reduce the viscosity of the composition containing a pigment.

<Compound (I)> The compound of the present invention is a compound represented by formula (I) (hereinafter, may be referred to as compound (I)). By using the compound (I), the viscosity of the composition containing a pigment can be reduced.

[式（I）中， L ¹表示式（ph1）所表示的基， R ¹～R ⁴分別獨立地表示氫原子、可具有取代基的烴基、雜環基、-SO ₃N(R ⁵) ₄、氰基、或鹵素原子，其中，R ¹～R ⁴的至少一個為具有一個以上的-SO ₃N(R ⁵) ₄作為取代基的烴基或-SO ₃N(R ⁵) ₄，R ⁵表示氫原子或烴基，多個R ⁵可相同亦可不同，] [化8]

[式（ph1）中，X ¹表示取代基或可具有取代基的烴基，所述烴基中所含的-CH ₂-可經取代為-O-、-CO-或-NH-，所述烴基中所含的-CH=可經取代為-N=，n表示0～4的整數，在n表示2以上的整數的情況下，多個X ¹可相同亦可不同。在n表示2以上的整數且多個X ¹分別與式（ph1）中的構成伸苯基的碳原子中鄰接的碳原子鍵結的情況下，與鄰接的碳原子鍵結的X ¹可相互鍵結而形成環，*表示鍵結鍵]。 [chemical 7]

[In formula (I), L ¹ represents a group represented by formula (ph1), and R ¹ to R ⁴ each independently represent a hydrogen atom, a hydrocarbon group that may have a substituent, a heterocyclic group, -SO ₃ N(R ⁵ ) _4. A cyano group or a halogen atom, wherein at least one of R ¹ to R ⁴ is a hydrocarbon group having one or more -SO ₃ N(R ⁵ ) ₄ as a substituent or -SO ₃ N(R ⁵ ) ₄ , R ⁵ represents a hydrogen atom or a hydrocarbon group, multiple R ⁵ may be the same or different,] [Chemical 8]

[In the formula (ph1), X ¹ represents a substituent or a hydrocarbon group that may have a substituent, and the -CH ₂ - contained in the hydrocarbon group may be substituted with -O-, -CO- or -NH-, and the hydrocarbon group -CH= contained in may be substituted with -N=, n represents an integer of 0 to 4, and when n represents an integer of 2 or more, a plurality of X ¹ may be the same or different. When n represents an integer of 2 or more and a plurality of X ¹ are respectively bonded to adjacent carbon atoms among the carbon atoms constituting the phenylene group in the formula (ph1), the X ¹ bonded to the adjacent carbon atoms may be mutually bonded to form a ring, * indicates a bonded bond].

Hereinafter, the compound (I) will be described in detail, assuming that the compound (I) also includes the resonance structure of the formula (I), or the tautomer of the formula (I), and each group in the formula (I) is surrounded by A compound obtained by rotating the bond axis of a single bond. Examples of tautomers of formula (I) include compounds represented by the following formula (I′), and the like.

[式（I'）中，L ¹及R ¹～R ⁴與所述相同。] [chemical 9]

[In formula (I'), L ¹ and R ¹ to R ⁴ are the same as described above. ]

Examples ^of the substituent represented by X1 in formula (ph1) (hereinafter sometimes referred to as substituent A) include: substituted or unsubstituted amino groups, N-acylamino groups, carboxyl groups, carbon number 1 An alkoxy group with ∼4 carbon atoms, an alkylmercapto group with 1 to 4 carbon atoms, a cyano group, a halogen atom, etc.

The hydrocarbon group represented by X1 may be ^an aliphatic hydrocarbon group or an aromatic hydrocarbon group, and the aliphatic hydrocarbon group may be saturated or unsaturated, and may be chain or cyclic (alicyclic hydrocarbon group). In addition, the alicyclic hydrocarbon group may be monocyclic or polycyclic.

Examples of saturated chain hydrocarbon groups (hereinafter sometimes referred to as alkyl groups) include straight chain groups such as methyl, ethyl, propyl, butyl, pentyl, hexyl, heptyl, octyl, nonyl, and decyl. Alkyl; isopropyl, isobutyl, second butyl, third butyl, 1,3-dimethylbutyl, 2-ethylbutyl, and 2-ethylhexyl branched chain alkanes base.

Examples of unsaturated chain hydrocarbon groups include: vinyl, propenyl (such as 1-propenyl, 2-propenyl), and butenyl (such as 1-butenyl, 3-butenyl) and other alkenyl groups; Alkynyl groups such as ethynyl, propynyl (eg 1-propynyl, 2-propynyl), butynyl (eg 1-butynyl, 3-butynyl); etc.

The number of carbon atoms in the saturated or unsaturated chain hydrocarbon group is preferably 1-15, more preferably 1-10, still more preferably 1-6, particularly preferably 1-4.

Examples of the saturated alicyclic hydrocarbon group include cycloalkyl groups such as cyclopropyl, 1-methylcyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, and 2-methylcyclohexyl.

Examples of unsaturated alicyclic hydrocarbon groups include: cyclohexenyl (for example, cyclohex-1-en-1-yl, cyclohex-2-en-1-yl, cyclohex-3-en-1-yl ), cycloheptenyl and cyclooctenyl and other cycloalkenyl groups, etc.

Examples of the alicyclic hydrocarbon group include: polycyclic saturated alicyclic hydrocarbon groups such as norbornyl, adamantyl, and bicyclo[2.2.2]octyl; polycyclic unsaturated alicyclic hydrocarbon groups such as norbornenyl; Wait.

The number of carbon atoms in the alicyclic hydrocarbon group is preferably from 3-12, more preferably from 3-10, still more preferably from 3-8.

Examples of the aromatic hydrocarbon group include: phenyl, o-tolyl, m-tolyl, p-tolyl, 2,4-dimethylphenyl, 2,6-dimethylphenyl, 2,4,6-trimethylphenyl, Methylphenyl, 2,4-diisopropylphenyl, 2,6-diisopropylphenyl, 4-vinylphenyl, o-tert-butylphenyl, m-tert-butylphenyl group, p-tert-butylphenyl group, 3,5-bis(tert-butyl)phenyl group, 1-naphthyl group, 2-naphthyl group, a group obtained by removing one hydrogen atom from tetrahydronaphthalene, and the like.

The number of carbon atoms in the aromatic hydrocarbon group is preferably 6-18, more preferably 6-12, and still more preferably 6-10.

The hydrocarbon group represented by X1 may also be ^a combination of the above listed hydrocarbon groups, for example: an aralkyl group, an alkyl group bonded to an alicyclic hydrocarbon group; an aromatic hydrocarbon group formed by condensation of a cycloalkyl group ; An alkyl group bonded to an aromatic hydrocarbon group formed by condensation of a cycloalkyl group; etc.

As an aralkyl group, a benzyl group, (4-methylphenyl)methyl group, a phenethyl group etc. are mentioned, for example. The number of carbon atoms in the aralkyl group is preferably 7-18, more preferably 7-12, still more preferably 7-10.

As an alkyl group to which an alicyclic hydrocarbon group is bonded, a cyclopropylmethyl group, a cyclopropylethyl group, a cyclobutylmethyl group, a cyclohexylmethyl group, a cyclohexylethyl group, an adamantylmethyl group etc. are mentioned, for example. The number of carbon atoms in the alkyl group to which the alicyclic hydrocarbon group is bonded is preferably 4-20, more preferably 4-15, and still more preferably 4-10.

Examples of aromatic hydrocarbon groups obtained by condensation of cycloalkyl groups include groups obtained by removing one hydrogen atom from the benzene ring of indane (indan), and groups obtained by removing one hydrogen atom from the benzene ring of 1-methyl-indan The obtained group, the group obtained by removing one hydrogen atom from the benzene ring of 2-methyl-indane, and the like.

Examples of the alkyl group bonded to an aromatic hydrocarbon group formed by condensation of a cycloalkyl group include a group in which an alkyl group having 1 to 4 carbon atoms is bonded to the benzene ring of a dihydroindene, and an alkyl group having 1 to 4 carbon atoms. A group bonded to the benzene ring of 1-methyl-indane, a group in which an alkyl group having 1 to 4 carbon atoms is bonded to the benzene ring of 2-methyl-indane, and the like.

Examples ^of substituents that the hydrocarbon group represented by X1 may have (hereinafter sometimes referred to as substituent B) include substituted or unsubstituted amino groups, N-acylamino groups, carboxyl groups, and carbon atoms having 1 to 4 carbon atoms. Alkoxyl groups, alkylmercapto groups with 1 to 4 carbon atoms, cyano groups, halogen atoms, hydroxyl groups, etc.

The amino group as the substituent A and the substituent B may be an unsubstituted amino group or a substituted amino group. The substituted amine group is preferably an amine group having one or two hydrocarbon groups. Examples of the hydrocarbon group include the same ones as the above-mentioned hydrocarbon group represented by X ¹ , preferably an alkyl group. The carbon number of the hydrocarbon group is preferably 1-10, more preferably 1-4. Examples of substituted amino groups include: N-methylamino group, N,N-dimethylamino group, N-ethylamino group, N,N-diethylamino group, N-propylamine group group, N,N-dipropylamino group, N-isopropylamino group, N,N-diisopropylamino group, N-phenylamino group, N,N-diphenylamino group, N, N-ethylmethylamino, etc.

The N-acylamino group as the substituent A and the substituent B refers to a group represented by -NHCOR ⁷ , and R ⁷ represents a hydrogen atom or a hydrocarbon group. Examples of the hydrocarbon group represented by R ⁷ include the same groups as the hydrocarbon group represented by X ¹ described above. The carbon number of the hydrocarbon group represented by R ⁷ is preferably 2-20, more preferably 2-10, and still more preferably 2-6. Examples of the N-acylamino group include: N-formylamino group, N-acetylamino group, N-propionylamino group, N-butyrylamino group, N-benzoylamino group Wait.

Examples of the alkoxy group as the substituent A and the substituent B include methoxy, ethoxy, propoxy, n-butoxy, tert-butoxy, and the like. The carbon number of the alkoxy group is preferably 1-4, more preferably 1 or 2.

Examples of the alkylmercapto group as the substituent A and substituent B include methylmercapto, ethylmercapto, propylmercapto, n-butylmercapto, and the like. The carbon number of the alkylmercapto group is preferably 1-4, more preferably 1 or 2.

Examples of the halogen atom as the substituent A and substituent B include a fluorine atom, a chlorine atom, a bromine atom and an iodine atom, among which a fluorine atom, a chlorine atom or a bromine atom is preferred, and a chlorine atom is more preferred.

X ¹ is preferably an alkyl group having 1 to 15 carbons, an alkoxy group having 1 to 4 carbons, a cyano group, or a halogen atom, more preferably an alkyl group having 1 to 4 carbons, or an alkyl group having 1 to 4 carbons. alkoxy, cyano, or halogen atoms.

As n, an integer of 0-2 is preferable.

In the formula (ph1), when n is an integer of 2 or more, a plurality of X ¹ may be the same or different.

When n is an integer of 2 or more and a plurality of X ¹ are respectively bonded to adjacent carbon atoms among the carbon atoms constituting the phenylene group in the formula (ph1), the X ¹ bonded to the adjacent carbon atoms may be mutually bonds to form a ring. Examples of the ring formed by bonding X ¹ bonded to adjacent carbon atoms include the following rings. In the formula, * represents a bond to an adjacent carbon atom on the phenylene group in the formula (ph1).

[chemical 10]

The positions of the two bonding bonds in the formula (ph1) are not particularly limited, but are preferably in a para positional relationship from the viewpoint of availability of raw materials.

L ¹ in formula (I) is preferably a group represented by formula (ph2).

[式（ph2）中，X ²～X ⁵分別獨立地表示氫原子、碳數1～4的烷基、經取代或未經取代的胺基、N-醯基胺基、羧基、碳數1～4的烷氧基、碳數1～4的烷基巰基、氰基、或鹵素原子。X ²與X ³、X ⁴與X ⁵可相互鍵結而形成環。*表示鍵結鍵。] [chemical 11]

[In the formula (ph2), X ² to X ⁵ independently represent a hydrogen atom, an alkyl group with 1 to 4 carbons, a substituted or unsubstituted amino group, an N-acylamino group, a carboxyl group, a carbon number 1 An alkoxy group with ∼4 carbon atoms, an alkylmercapto group with 1 to 4 carbon atoms, a cyano group, or a halogen atom. X ² and X ³ , and X ⁴ and X ⁵ may be bonded to each other to form a ring. * Indicates a bonded bond. ]

The alkyl group having 1 to 4 carbon atoms represented by X ² to X ⁵ is preferably a methyl group or an ethyl group.

Examples of the substituted or unsubstituted amino groups represented by X ² to X ⁵ include those described as the substituted or unsubstituted amino groups in the substituent A and the substituent B, and the preferred ranges thereof are Also the same.

Examples of the N-acylamino groups represented by X ² to X ⁵ include those described as the N-acylamino groups in the substituent A and the substituent B, and their preferred ranges are also the same.

Examples of the alkoxy groups represented by X ² to X ⁵ include those described as the alkoxy groups in the substituent A and the substituent B, and their preferred ranges are also the same.

Examples of the alkylmercapto group represented by X ² to X ⁵ include those described as the alkylmercapto group in the substituent A and the substituent B, and their preferred ranges are also the same.

Examples of the halogen atoms represented by X ² to X ⁵ include the atoms described as the halogen atoms in the substituent A and the substituent B, and their preferred ranges are also the same.

Examples of the ring formed by mutual bonding of X ² and X ³ , and X ⁴ and X ⁵ include those described above as the ring formed by mutual bonding of X ¹ .

Among the groups represented by the formula (ph2), it is preferably any one of the groups represented by the formula (ph2-1) to the formula (ph2-8), more preferably the group represented by the formula (ph2-1) to the formula (ph2-7 ) in any of the bases represented by . In the formula, * represents a bonding bond.

[chemical 12]

Examples of the hydrocarbon group represented by R ¹ to R ⁴ in formula (I) include those described as the hydrocarbon group represented by X ¹ above. Among them, preferably an alkyl group with 1 to 10 carbons, a cycloalkyl group with 3 to 10 carbons, an aromatic hydrocarbon group with 6 to 12 carbons, more preferably an alkyl group with 1 to 6 carbons, an alkyl group with 3 to 10 carbons, 8 cycloalkyl groups, aromatic hydrocarbon groups with 6 to 10 carbons.

Examples of substituents that the hydrocarbon groups represented by R ¹ to R ⁴ may have (hereinafter sometimes referred to as substituent C) include hydroxyl, alkoxy groups having 1 to 4 carbons, and alkylmercapto groups having 1 to 4 carbons. , carboxyl group, substituted or unsubstituted amino group, N-acylamino group, cyano group, halogen atom, -SO ₃ H, -SO ₃ N(R ⁵ ) ₄ , -SO ₃ M, -SO ₃ T _0.5 , -SO ₂ N(R ⁶ ) ₂ and so on. M represents an alkali metal atom, T represents an alkaline earth metal atom, and ^R5 and ^R6 each independently represent a hydrogen atom or a hydrocarbon group. The substituent C is preferably a hydroxyl group, an alkoxy group having 1 to 4 carbon atoms, a halogen atom, or -SO ₃ N(R ⁵ ) ₄ , more preferably a halogen atom or -SO ₃ N(R ⁵ ) ₄ .

As the alkoxy group as the substituent C, those described as the alkoxy group in the substituent A and the substituent B are mentioned, and the preferable range is also the same.

The alkylmercapto group as the substituent C includes those described as the alkylmercapto group in the substituent A and the substituent B, and the preferred range is also the same.

As the substituted or unsubstituted amino group as the substituent C, the groups described as the substituted or unsubstituted amino group in the substituent A and the substituent B can be cited, and the preferred range is also same.

The N-acylamino group as the substituent C includes those described as the N-acylamino group in the substituent A and the substituent B, and their preferred ranges are also the same.

The halogen atom as the substituent C includes the atoms described as the halogen atom in the substituent A and substituent B, preferably a chlorine atom, a bromine atom or a fluorine atom.

Examples of the alkali metal atom represented by M include sodium, potassium, and the like.

Examples of the alkaline earth metal atom represented by T include magnesium, calcium, barium, and the like. When any one of R ¹ to R ⁴ is a hydrocarbon group having one -SO ₃ T _0.5 , compound (I) takes the following structure.

[chemical 13]

[In the formula, L ¹ , R ¹ to R ⁴ , and T represent the same meanings as described above. -SO ₃ ^- is substituted for any one of the hydrogen atoms contained in the hydrocarbon groups represented by R ¹ to R ⁴ . ]

R ⁵ represents a hydrogen atom or a hydrocarbon group. Multiple R ⁵ may be the same or different. As the hydrocarbon group represented by R ⁵ , the group described as the hydrocarbon group represented by X ¹ can be mentioned, preferably an alkyl group having 1 to 15 carbons, a cycloalkyl group having 3 to 8 carbons, and a cycloalkyl group having 6 carbons. ~10 aromatic hydrocarbon groups. R ⁵ is each independently preferably a hydrogen atom, an alkyl group having 1 to 15 carbons, a cycloalkyl group having 3 to 8 carbons, or an aromatic hydrocarbon group having 6 to 10 carbons, more preferably a hydrogen atom or carbon Alkyl groups with numbers 1 to 12.

R ⁶ represents a hydrogen atom or a hydrocarbon group. Two R ⁶ may be the same or different, preferably one is a hydrogen atom and the other is a hydrocarbon group. As the hydrocarbon group represented by R ⁶ , the group described as the hydrocarbon group represented by X ¹ can be mentioned, preferably an alkyl group having 1 to 10 carbons, a cycloalkyl group having 3 to 10 carbons, a cycloalkyl group having 3 to 10 carbons, ~12 polycyclic saturated alicyclic hydrocarbon groups, and aromatic hydrocarbon groups with 6 to 18 carbon atoms.

Examples of the heterocyclic group represented by R ¹ to R ⁴ include thienyl, benzo[b]thienyl, thienthyl, furyl, pyryl, isobenzofuryl, benzopyranyl, Xanthenyl, pyrrolyl, imidazolyl, pyrazolyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, indolyl, indolyl, 1H-indazolyl, isoquinolyl, quinolinyl , Phthalazinyl, Carbazolyl, Acridyl, Benzodihydropyranyl, Pyrrolidinyl, Piperidinyl, Piperazinyl, Indolinyl, Isoindolinyl, Benzimidazolinyl Wait. Among them, benzo[b]thienyl, thienthyl, isobenzofuryl, benzopyranyl, xanthenyl, indolyl, 1H-indazolyl, isoquinolyl, quinoline are preferred. A heterocyclic group having a benzene ring such as a phthalazinyl group, a carbazolyl group, an acridinyl group, a chromanyl group, an indolinyl group, an isoindolinyl group, a benzimidazolinone group, or the like.

Examples of the halogen atoms represented by R ¹ to R ⁴ include those described as the halogen atoms in the substituent A and substituent B, among which chlorine atoms and fluorine atoms are preferred.

At least one of R ¹ to R ⁴ is a hydrocarbon group or -SO ₃ N(R ⁵ ) ₄ having one or more -SO ₃ N(R ⁵ ) ₄ as a substituent. Preferably any one to three of R ¹ to R ⁴ are hydrocarbon groups having one or more -SO ₃ N(R ⁵ ) ₄ as a substituent, more preferably any one to two of R ¹ to R ⁴ It is a hydrocarbon group having one or more -SO ₃ N(R ⁵ ) ₄ as a substituent, particularly preferably R ¹ and/or R ³ is a hydrocarbon group having one or more -SO ₃ N(R ⁵ ) ₄ as a substituent. The number of -SO ₃ N(R ⁵ ) ₄ in one hydrocarbon group is preferably 1-3, more preferably 1. The hydrocarbon group to which -SO ₃ N(R ⁵ ) ₄ is bonded is preferably an alkyl group or an aromatic hydrocarbon group, more preferably an aromatic hydrocarbon group having 6 to 10 carbon atoms.

R ¹ is preferably a hydrocarbon group having one or more -SO ₃ N(R ⁵ ) ₄ as a substituent, more preferably an aromatic hydrocarbon group having one or more -SO ₃ N(R ⁵ ) ₄ as a substituent, further preferably It is an aromatic hydrocarbon group having 6 to 10 carbon atoms having -SO ₃ N(R ⁵ ) ₄ as a substituent.

R ² is preferably an alkyl group which may have a substituent, more preferably an alkyl group which may have a halogen atom, and still more preferably an alkyl group having 1 to 4 carbon atoms which may have a halogen atom.

R ³ is preferably a hydrocarbon group which may have a substituent, more preferably an aromatic hydrocarbon group which may have a substituent, still more preferably an aromatic group having 6 to 10 carbon atoms which may have -SO ₃ N(R ⁵ ) ₄ as a substituent Hydrocarbyl.

R ⁴ is preferably an alkyl group which may have a substituent, more preferably an alkyl group which may have a halogen atom, and still more preferably an alkyl group having 1 to 4 carbon atoms which may have a halogen atom.

As compound (I), compound (I-1) - compound (I-98) shown in Tables 1-2 are mentioned, for example. Compound (I) is preferably compound (I-1) to compound (I-84), more preferably compound (I-1) to compound (I-14).

[Table 1] L ¹ R ¹ R ² R ³ R ⁴ L ¹ R ¹ R ² R ³ R ⁴ I-1 ph1-1 r1 Me r3 Me I-36 ph1-3 r2 Me r3 Me I-2 ph1-1 r1 Me r3 CF ₃ I-37 ph1-3 r2 Me r3 CF ₃ I-3 ph1-1 r1 CF ₃ r3 Me I-38 ph1-3 r2 CF ₃ r3 Me I-4 ph1-1 r1 CF ₃ r3 CF ₃ I-39 ph1-3 r2 CF ₃ r3 CF ₃ I-5 ph1-1 r1 Me r1 Me I-40 ph1-3 r2 Me r2 Me I-6 ph1-1 r1 Me r1 CF ₃ I-41 ph1-3 r2 CF ₃ r2 Me I-7 ph1-1 r1 CF ₃ r1 CF ₃ I-42 ph1-3 r2 CF ₃ r2 CF ₃ I-8 ph1-1 r2 Me r3 Me I-43 ph1-4 r1 Me r3 Me I-9 ph1-1 r2 Me r3 CF ₃ I-44 ph1-4 r1 Me r3 CF ₃ I-10 ph1-1 r2 CF ₃ r3 Me I-45 ph1-4 r1 CF ₃ r3 Me I-11 ph1-1 r2 CF ₃ r3 CF ₃ I-46 ph1-4 r1 CF ₃ r3 CF ₃ I-12 ph1-1 r2 Me r2 Me I-47 ph1-4 r1 Me r1 Me I-13 ph1-1 r2 CF ₃ r2 Me I-48 ph1-4 r1 Me r1 CF ₃ I-14 ph1-1 r2 CF ₃ r2 CF ₃ I-49 ph1-4 r1 CF ₃ r1 CF ₃ I-15 ph1-2 r1 Me r3 Me I-50 ph1-4 r2 Me r3 Me I-16 ph1-2 r1 Me r3 CF ₃ I-51 ph1-4 r2 Me r3 CF ₃ I-17 ph1-2 r1 CF ₃ r3 Me I-52 ph1-4 r2 CF ₃ r3 Me I-18 ph1-2 r1 CF ₃ r3 CF ₃ I-53 ph1-4 r2 CF ₃ r3 CF ₃ I-19 ph1-2 r1 Me r1 Me I-54 ph1-4 r2 Me r2 Me I-20 ph1-2 r1 Me r1 CF ₃ I-55 ph1-4 r2 CF ₃ r2 Me I-21 ph1-2 r1 CF ₃ r1 CF ₃ I-56 ph1-4 r2 CF ₃ r2 CF ₃ I-22 ph1-2 r2 Me r3 Me I-57 ph1-5 r1 Me r3 Me I-23 ph1-2 r2 Me r3 CF ₃ I-58 ph1-5 r1 Me r3 CF ₃ I-24 ph1-2 r2 CF ₃ r3 Me I-59 ph1-5 r1 CF ₃ r3 Me I-25 ph1-2 r2 CF ₃ r3 CF ₃ I-60 ph1-5 r1 CF ₃ r3 CF ₃ I-26 ph1-2 r2 Me r2 Me I-61 ph1-5 r1 Me r1 Me I-27 ph1-2 r2 CF ₃ r2 Me I-62 ph1-5 r1 Me r1 CF ₃ I-28 ph1-2 r2 CF ₃ r2 CF ₃ I-63 ph1-5 r1 CF ₃ r1 CF ₃ I-29 ph1-3 r1 Me r3 Me I-64 ph1-5 r2 Me r3 Me I-30 ph1-3 r1 Me r3 CF ₃ I-65 ph1-5 r2 Me r3 CF ₃ I-31 ph1-3 r1 CF ₃ r3 Me I-66 ph1-5 r2 CF ₃ r3 Me I-32 ph1-3 r1 CF ₃ r3 CF ₃ I-67 ph1-5 r2 CF ₃ r3 CF ₃ I-33 ph1-3 r1 Me r1 Me I-68 ph1-5 r2 Me r2 Me I-34 ph1-3 r1 Me r1 CF ₃ I-69 ph1-5 r2 CF ₃ r2 Me I-35 ph1-3 r1 CF ₃ r1 CF ₃ I-70 ph1-5 r2 CF ₃ r2 CF ₃

[Table 2] L ¹ R ¹ R ² R ³ R ⁴ L ¹ R ¹ R ² R ³ R ⁴ I-71 ph1-6 r1 Me r3 Me I-85 ph1-7 r1 Me r3 Me I-72 ph1-6 r1 Me r3 CF ₃ I-86 ph1-7 r1 Me r3 CF ₃ I-73 ph1-6 r1 CF ₃ r3 Me I-87 ph1-7 r1 CF ₃ r3 Me I-74 ph1-6 r1 CF ₃ r3 CF ₃ I-88 ph1-7 r1 CF ₃ r3 CF ₃ I-75 ph1-6 r1 Me r1 Me I-89 ph1-7 r1 Me r1 Me I-76 ph1-6 r1 Me r1 CF ₃ I-90 ph1-7 r1 Me r1 CF ₃ I-77 ph1-6 r1 CF ₃ r1 CF ₃ I-91 ph1-7 r1 CF ₃ r1 CF ₃ I-78 ph1-6 r2 Me r3 Me I-92 ph1-7 r2 Me r3 Me I-79 ph1-6 r2 Me r3 CF ₃ I-93 ph1-7 r2 Me r3 CF ₃ I-80 ph1-6 r2 CF ₃ r3 Me I-94 ph1-7 r2 CF ₃ r3 Me I-81 ph1-6 r2 CF ₃ r3 CF ₃ I-95 ph1-7 r2 CF ₃ r3 CF ₃ I-82 ph1-6 r2 Me r2 Me I-96 ph1-7 r2 Me r2 Me I-83 ph1-6 r2 CF ₃ r2 Me I-97 ph1-7 r2 CF ₃ r2 Me I-84 ph1-6 r2 CF ₃ r2 CF ₃ I-98 ph1-7 r2 CF ₃ r2 CF ₃

In Table 1 to Table 2, ph1-1 to ph1-7 represent groups represented by the following formula (ph-1) to formula (ph1-7), and r1 to r3 represent the following formula (r1) to formula (r3) The group represented by Me represents a methyl group, and CF ₃ represents a trifluoromethyl group.

[chemical 14]

[chemical 15]

Compound (I) can be produced, for example, by producing compound (II) in which at least one of R ^1p to R ^4p is a hydrocarbon group having -SO ₃ H as a substituent or -SO ₃ H by the method described later, and then using The obtained compound (II) is reacted with an ammonium salt represented by N(R ⁵ ) ₄ Z (Z represents a halogen atom, carboxyl group or hydroxyl group).

Specifically, first, the diazotization of the amine represented by the formula (pt1) is performed to produce the diazonium salt represented by the formula (q1). The compound represented by the formula (q2) is produced by reacting the obtained diazonium salt represented by the formula (q1) with the compound represented by the formula (pt2). Next, reduction of the compound represented by the formula (q2) is performed to produce the amine represented by the formula (q3). Furthermore, after performing diazotization of the obtained amine to produce a diazonium salt represented by formula (q4), it reacts with a compound represented by formula (pt3), thereby producing a compound represented by formula (II) ( Compound (II)).

[式（pt1）～式（pt3）、式（q1）～式（q4）、及式（II）中， X ¹及n表示與所述相同的含義。 R ^1p～R ^4p分別獨立地表示氫原子、可具有取代基的烴基、雜環基、-SO ₃H、氰基、或鹵素原子。其中，R ^1p～R ^4p的至少一個為具有一個以上的-SO ₃H作為取代基的烴基或-SO ₃H。 Q ¹及Q ²分別獨立地表示無機陰離子或有機陰離子。] [chemical 16]

[In formula (pt1) to formula (pt3), formula (q1) to formula (q4), and formula (II), X ¹ and n represent the same meanings as described above. R ^1p to R ^4p each independently represent a hydrogen atom, a hydrocarbon group which may have a substituent, a heterocyclic group, -SO ₃ H, a cyano group, or a halogen atom. However, at least one of R ^1p to R ^4p is a hydrocarbon group or -SO ₃ H having one or more -SO ₃ H as a substituent. Q1 and ^Q2 each independently represent an inorganic ^anion or an organic anion. ]

The diazonium salt represented by formula (q1) can be obtained, for example, by diazotizing the amine represented by formula (pt1) with nitrous acid, nitrite, or nitrite ester. This diazotization is carried out by any known method.

As said inorganic anion, a fluoride ion, a chloride ion, a bromide ion, an iodide ion, a perchlorate ion, a hypochlorite ion etc. are mentioned, for example. As said organic _anion , _CH3COO- ^, _C6H5COO- etc. are mentioned ^, for example. As Q ¹ and Q ² , chloride ions, bromide ions, and CH ₃ COO ^- are preferable.

In order to make the reaction proceed smoothly during the diazotization reaction, an acidic catalyst may also be used. Mineral acids, such as sulfuric acid and hydrochloric acid, etc. are mentioned as an acidic catalyst.

The compound represented by the formula (q2) can be produced by diazo coupling the diazonium salt represented by the formula (q1) and the compound represented by the formula (pt2). The diazo coupling is carried out by any known method, and the reaction temperature is preferably -5°C to 60°C, more preferably 0°C to 30°C. The reaction time is preferably from 30 minutes to 12 hours, more preferably from 1 hour to 4 hours. The reaction is preferably carried out in the presence of an aqueous solvent, preferably water.

The compound represented by the formula (q3) can be produced by reducing the compound represented by the formula (q2). The reduction method is not particularly limited, and may be carried out by any known method, for example, reduction with a reducing agent such as sulfide can be utilized. The sulfide is not particularly limited, and examples thereof include sulfides such as sodium hydrogensulfide, potassium hydrogensulfide, and ammonium hydrogensulfide, and sodium sulfide, potassium sulfide, and ammonium sulfide. These may be anhydrous or may contain water of crystallization. The reduction reaction is preferably carried out in the presence of an aqueous solvent, and the aqueous solvent is preferably water.

The diazonium salt represented by formula (q4) can be obtained by diazotizing the amine represented by formula (q3). As a method for diazotization, the same method as that for diazotization of the compound represented by the above-mentioned formula (pt1) can be employed.

Compound (II) can be produced by diazo coupling a diazonium salt represented by formula (q4) and a compound represented by formula (pt3). As the method of diazonium coupling, the same method as the diazonium coupling of the above-mentioned diazonium salt represented by the formula (q1) and the compound represented by the formula (pt2) can be used.

-SO ³ H possessed by compound (II ₎ is converted into _{-SO 3} N(R ⁵ ) ₄ , and compound (I) can be produced. In this reaction, the reaction temperature is preferably -5°C to 60°C, more preferably 0°C to 30°C. The reaction time is preferably from 30 minutes to 12 hours, more preferably from 1 hour to 4 hours. The reaction is preferably carried out in the presence of water or a hydrophilic organic solvent. As a hydrophilic organic solvent, N,N-dimethylformamide, N,N-dimethylsulfoxide, N-formazide are preferred. Base-2-pyrrolidone, methanol, ethanol, propanol, isopropanol, etc.

Z is preferably a fluorine atom, chlorine atom, bromine atom, iodine atom, carboxyl group or hydroxyl group, more preferably a chlorine atom, carboxyl group or hydroxyl group. In particular, as the reaction, it is preferable to react the compound (II) with ammonia water. In this case, -SO ₃ H contained in the compound (II) is converted into -SO ₃ NH ₄ .

The reaction can be carried out simultaneously with the diazonium coupling reaction of the diazonium salt represented by the formula (q4) and the compound represented by the formula (pt3). In this case, by dropping a solution containing a diazonium salt represented by formula (q4) and an ammonium salt represented by N(R ⁵ ) ₄ Z to a solution containing a compound represented by formula (pt3) And make it react, the diazo coupling reaction and the conversion to -SO ₃ N(R ⁵ ) ₄ can be carried out at the same time. In this case, the reaction temperature is preferably -5°C to 60°C, more preferably 0°C to 30°C. The reaction time is preferably from 30 minutes to 12 hours, more preferably from 1 hour to 4 hours.

The method for obtaining the target compound (I) from the reaction mixture is not particularly limited, and various known methods can be employed. In addition, if necessary, it may be further purified by known methods such as recrystallization.

＜Coloring composition＞ The coloring composition of the present invention contains a compound (I) and a pigment (hereinafter, may be referred to as a pigment (A1)). The compound (I) and the pigment (A1) can be used as a colorant (hereinafter, may be referred to as a colorant (A)). The coloring composition of the present invention may contain a resin (hereinafter, sometimes referred to as resin (B)), a polymerizable compound (hereinafter, sometimes referred to as polymerizable compound (C)), a polymerization initiator (hereinafter, sometimes referred to as At least one of a polymerization initiator (D)), a solvent (hereinafter, sometimes referred to as a solvent (E)), and a leveling agent (hereinafter, sometimes referred to as a leveling agent (F)). Preferably, at least one selected from resin (B), polymerizable compound (C), polymerization initiator (D), and solvent (E) is included, more preferably, at least one selected from resin (B) and solvent (E) is included. at least one of . Moreover, when containing a polymeric compound (C), it is preferable to also contain a polymerization initiator (D). In addition, in this specification, unless otherwise specified, the compound illustrated as each component can be used individually or in combination of multiple types.

1. Colorant (A) The coloring agent (A) contains a compound (I) and a pigment (A1). When the colorant (A) contains the compound (I) together with the pigment, the viscosity of the coloring composition can be reduced. Thereby, the workability at the time of mixing or coating becomes favorable, and by using this coloring composition, the color filter excellent in each characteristic can be formed easily. In addition, when the colorant (A) contains the compound (I) together with the pigment, the viscosity of the coloring composition can be preferably reduced, and the long-term storage stability can be improved.

1-1. Compound (I) Compound (I) is a compound represented by the aforementioned formula (I), and its preferred form is also the same.

The content of the compound (I) is preferably at least 0.08% by mass, more preferably at least 0.8% by mass, still more preferably at least 2.4% by mass, and more preferably at most 50% by mass, based on the total amount of the colorant (A), More preferably, it is 40 mass % or less, More preferably, it is 35 mass % or less, More preferably, it is 25 mass % or less, Most preferably, it is 20 mass % or less.

The content of the compound (I) is preferably at least 0.001 part by mass, more preferably at least 0.01 part by mass, further preferably at least 0.03 part by mass, and preferably at most 1 part by mass, more preferably at most 1 part by mass, based on 1 part by mass of the pigment (A1). It is 0.8 mass part or less, More preferably, it is 0.5 mass part or less, More preferably, it is 0.3 mass part or less, Most preferably, it is 0.2 mass part or less. Moreover, content of compound (I) may be 0.2 mass part or more with respect to 1 mass part of pigment (A1), and may be 0.3 mass part or more.

1-2. Pigment (A1) The pigment (A1) is not particularly limited as long as it does not contain the compound (I), and known pigments can be used, for example, classified in the Dyers Index (published by The Society of Dyers and Colourists). Pigments for pigments. Examples of pigments include: C.I. Pigment Yellow 1, 3, 10, 12, 13, 14, 15, 16, 17, 20, 24, 31, 53, 74, 81, 83, 86, 93 , 94, 109, 110, 117, 125, 128, 129, 137, 138, 139, 147, 148, 150, 153, 154, 165, 166, 173, 185, 194, 214, 231, 233 and other yellow pigments; C.I. Pigment Orange (Pigment Orange) 13, 31, 36, 38, 40, 42, 43, 51, 55, 59, 61, 62, 64, 65, 71, 72, 73 and other orange pigments; C.I. Pigment Red 3, 9, 97, 105, 122, 123, 144, 149, 166, 168, 170, 176, 177, 179, 180, 190, 192, 202, 209, 215, 216, 224 , 242, 244, 254, 255, 264, 265, 266, 268, 269, 273, 291, 295, 296 and other red pigments; C.I. Pigment blue (Pigment blue) 15, 15:3, 15:4, 15:6, 60 and other blue pigments; C.I. Pigment violet (Pigment violet) 1, 19, 23, 29, 32, 36, 38 and other purple pigments; C.I. Pigment Green (Pigment Green) 7, 36, 58, 59, 62, 63 and other green pigments; C.I. Pigment brown (Pigment brown) 23, 25 and other brown pigments; C.I. Pigment black (Pigment black) 1, 7 and other black pigments, etc.

In addition, depending on the chemical structure, as the pigment (A1), preferably, an azo pigment other than the compound (I), a quinophthalone pigment, a diketopyrrolopyrrole pigment, a phthalocyanine pigment, a squarylium pigment, Perylene pigments, xanthene pigments, isoindoline pigments, quinacridone pigments, and the like are more preferably azo pigments or diketopyrrolopyrrole pigments.

The said azo pigment is a pigment other than compound (I) which has an azo group in a molecule|numerator. In addition, "the pigment which has an azo group in a molecule|numerator" also includes the pigment which becomes the pigment which has an azo group by tautomerization. The azo pigment is preferably a monoazo compound having one azo group in one molecule, or a disazo compound having two azo groups in one molecule, more preferably a disazo compound. Since the pigment (A1) is a disazo compound, the effect of reducing the viscosity of the colored composition by the compound (I) is more excellent, and it is preferable that the storage stability of the colored composition becomes better.

Specific examples of the monoazo compound include yellow pigments such as C.I. Pigment Yellow 3, 74, and 165; red pigments such as C.I. Pigment Red 3, 170, and 269; among them, C.I. Pigment Red 269 is preferred.

The disazo compound is preferably a compound represented by the formula (A1-1).

[式（A1-1）中， L ²為可具有取代基的伸苯基或伸聯苯基， A及B分別獨立地為由式（t1）～式（t5）表示的基中的任一者。 [化18]

[式（t1）～式（t5）中，R ¹¹～R ²⁶分別獨立地表示氫原子、可具有取代基的烴基、雜環基、氰基、或鹵素原子。*表示與L ²的鍵結鍵。]] [chemical 17]

[In formula (A1-1), L ² is a phenylene or biphenylene group that may have a substituent, and A and B are each independently any of the groups represented by formula (t1) to formula (t5) By. [chemical 18]

[In formula (t1) to formula (t5), R ¹¹ to R ²⁶ each independently represent a hydrogen atom, a hydrocarbon group which may have a substituent, a heterocyclic group, a cyano group, or a halogen atom. * ^Indicates bonded bond to L2. ]]

In the formula (A1-1), L ² is a phenylene group or a biphenylene group which may have a substituent, preferably a phenylene group which may have a substituent.

Examples of substituents that the phenylene and biphenylene groups in L2 may have ⁽ hereinafter, may be referred to as substituent D) include: C1-4 alkyl groups, substituted or unsubstituted amines group, N-acylamino group, carboxyl group, alkoxy group with 1 to 4 carbons, alkylmercapto group with 1 to 4 carbons, cyano group, halogen atom, etc.

The alkyl group having 1 to 4 carbon atoms in the substituent D is preferably a methyl group or an ethyl group, more preferably a methyl group.

In terms of substituted or unsubstituted amino groups, N-acylamino groups, alkoxy groups having 1 to 4 carbons, alkylmercapto groups having 1 to 4 carbons, and halogen atoms as the substituent D, Examples of substituents A include substituted or unsubstituted amino groups, N-acylamino groups, alkoxy groups having 1 to 4 carbon atoms, alkylmercapto groups having 1 to 4 carbon atoms, and halogen atoms. , the preferred ranges of these are also the same.

The substituent D is preferably an alkyl group having 1 to 4 carbons, an alkoxy group having 1 to 4 carbons, a cyano group, or a halogen atom, more preferably a methyl group, an ethyl group, a methoxy group, or an ethoxy group. , cyano group, chlorine atom, or fluorine atom.

The number of substituents D is preferably 1-4, more preferably 1 or 2. When having a plurality of substituents D, the plurality of substituents D may be the same or different, but are preferably the same.

The positions of the two bonding bonds in the phenylene group and the biphenylene group are not particularly limited, but in the case of the phenylene group, it is preferable to have a bond at the 1 and 4 positions from the viewpoint of the availability of raw materials. As for the bond, in the case of a biphenylene group, it is preferable to have a bond at the 4,4' position.

L ² is preferably any one of the groups represented by the formula (ph3-1) to the formula (ph3-12), more preferably a group represented by the formula (ph3-1) to the formula (ph3-7). any of the In the formula, * represents a bonding bond.

[chemical 19]

In formula (A1-1), A and B are each independently any of the groups represented by formula (t1) to formula (t5), more preferably the groups represented by formula (t1) to formula (t4) Any one of them is further preferably any one of the groups represented by the formula (t1) to the formula (t3), particularly preferably the group represented by the formula (t1). A and B may be the same or different, but are preferably the same.

Examples of the hydrocarbon group represented by R ¹¹ to R ²⁶ include those described above as the hydrocarbon group represented by X ¹ . Among them, preferably an alkyl group with 1 to 10 carbons, a cycloalkyl group with 3 to 10 carbons, an aromatic hydrocarbon group with 6 to 12 carbons, more preferably an alkyl group with 1 to 6 carbons, an alkyl group with 3 to 10 carbons, 8 cycloalkyl groups, aromatic hydrocarbon groups with 6 to 10 carbons.

Examples of substituents (hereinafter, sometimes referred to as substituent E) that the hydrocarbon groups represented by R ¹¹ to R ²⁶ may have include: hydroxyl group, alkoxy group having 1 to 4 carbon atoms, and alkyl group having 1 to 4 carbon atoms Mercapto group, carboxyl group, substituted or unsubstituted amino group, N-acylamino group, cyano group, halogen atom, -SO ₃ H, -SO ₃ M, -SO ₃ T _0.5 , -SO ₂ N(R ⁶ ) ₂ etc. As the substituent E, an alkoxy group having 1 to 4 carbon atoms, an alkylmercapto group having 1 to 4 carbon atoms, a substituted or unsubstituted amino group, an N-acylamino group, a halogen atom, -SO ₃ M , -SO ₃ T _0.5 , and -SO ₂ N(R ⁶ ) ₂ , the substituent C includes an alkoxy group having 1 to 4 carbon atoms, an alkylmercapto group having 1 to 4 carbon atoms, and a substituted Or unsubstituted amino group, N-acylamino group, halogen atom, -SO ₃ M, -SO ₃ T _0.5 , and -SO ₂ N(R ⁶ ) ₂ and those who are described, these preferred ranges are also same.

Examples of the heterocyclic group represented by R ¹¹ to R ²⁶ include those described above as the heterocyclic group represented by R ¹ to R ⁴ , and their preferred ranges are also the same.

Examples of the halogen atoms represented by R ¹¹ to R ²⁶ include those described as the halogen atoms in the substituent A and substituent B, among which chlorine atoms and fluorine atoms are preferred.

R ¹¹ is preferably an optionally substituted aromatic hydrocarbon group, more preferably an optionally substituted aromatic hydrocarbon group having 6 to 12 carbon atoms, and still more preferably an optionally substituted phenyl group.

R ¹² is preferably an alkyl group which may have a substituent, more preferably an alkyl group which may have a halogen atom, and still more preferably an alkyl group having 1 to 4 carbon atoms which may have a halogen atom.

R ¹³ and R ¹⁴ are each independently preferably a hydrogen atom, an alkyl group, a cycloalkyl group, or an aromatic hydrocarbon group, more preferably a hydrogen atom, an alkyl group with 1 to 4 carbons, or a cycloalkyl group with 3 to 8 carbons , or phenyl. R ¹³ and R ¹⁴ are preferably the same.

R ¹⁵ is preferably an alkyl group which may have a substituent or a hydrogen atom, more preferably an alkyl group, and still more preferably an alkyl group having 1 to 4 carbon atoms.

R ¹⁶ is preferably an alkyl group or cyano group which may have a substituent, more preferably an alkyl group or cyano group which may have a halogen atom, and still more preferably an alkyl group or cyano group having 1 to 4 carbon atoms which may have a halogen atom.

R ¹⁷ is preferably an alkyl group which may have a substituent, more preferably an alkyl group which may have a halogen atom, and still more preferably an alkyl group having 1 to 4 carbon atoms which may have a halogen atom.

R ¹⁸ is preferably an alkyl group which may have a substituent, more preferably an alkyl group having 1 to 4 carbon atoms.

R ¹⁹ is preferably an alkyl group which may have a substituent or a hydrogen atom, more preferably an alkyl group having 1 to 4 carbon atoms or a hydrogen atom.

R is preferably an aromatic hydrocarbon group or a heterocyclic group that may have a substituent, ^more preferably a phenyl group that may have a substituent or a heterocyclic group with a benzene ring, and is further preferably a phenyl group that may have a halogen atom or a benzo imidazolinone group.

R ²¹ to R ²⁶ are each independently preferably an alkyl group which may have a substituent or a hydrogen atom, more preferably an alkyl group which may have a halogen atom or a hydrogen atom, further preferably a C 1-4 group which may have a halogen atom alkyl or hydrogen atom.

The quinophthalone pigment is a pigment having a quinophthalone structure in the molecule, and specifically, C.I. Pigment Yellow 138, 231, 233, etc. are mentioned.

The diketopyrrolopyrrole pigment is a pigment having a diketopyrrolopyrrole structure in the molecule, and is preferably a compound represented by formula (A1-3).

[式（A1-3）中， X ³¹及X ³²分別獨立地表示可具有取代基的烴基、鹵素原子、或氰基， n31及n32分別獨立地表示0～5的整數，在n31表示2以上的整數的情況下，多個X ³¹可相同亦可不同，在n32表示2以上的整數的情況下，多個X ³²可相同亦可不同。] [chemical 20]

[In formula (A1-3), X ³¹ and X ³² each independently represent a hydrocarbon group that may have a substituent, a halogen atom, or a cyano group, n31 and n32 each independently represent an integer of 0 to 5, and n31 represents 2 or more In the case of an integer of , a plurality of X ³¹ may be the same or different, and when n32 represents an integer of 2 or more, a plurality of X ³² may be the same or different. ]

Examples ^of the optionally substituted hydrocarbon group represented by ^X31 and ^X32 include the same groups as those described as the optionally substituted hydrocarbon group represented by X1. X ³¹ and X ³² are each independently preferably an alkyl group having 1 to 10 carbon atoms which may have a substituent, or an aromatic hydrocarbon group having 6 to 10 carbon atoms which may have a substituent, more preferably a substituent may have a substituent An alkyl group having 1 to 4 carbon atoms or a phenyl group that may have a substituent, more preferably an alkyl group having 1 to 4 carbon atoms that may have a halogen atom, or a phenyl group that may have a halogen atom, particularly preferably trifluoro methyl or phenyl.

Examples of the halogen atom represented by ^X31 and ^X32 include a fluorine atom, a chlorine atom, a bromine atom, and an iodine atom.

X ³¹ and X ³² are preferably the same group.

As n31 and n32, it is preferable that it is an integer of 1-3 each independently, and it is more preferable that it is 1. Especially when ⁿ³¹ and ⁿ³² are 1, the substitution positions of ^X31 and X32 are preferably para-position or meta ^- position, more preferably when X31 and X32 are hydrocarbon groups or halogen atoms which may have substituents In the case where X 31 and X 32 are cyano groups, the bonding is at the para position, and when X ³¹ and X ³² are cyano groups, the bonding is at the meta position.

As a diketopyrrolopyrrole pigment, C.I. Pigment Red 254, 255, 264, 272, C.I. Pigment Orange 71, 73 etc. are mentioned, for example.

The phthalocyanine pigment is a pigment having a phthalocyanine structure in the molecule, specifically, C.I. Pigment Green 7, 36, 58, 59, C.I. Pigment Blue 15, 15:3, 15:4, 15: 6 etc.

The squaraine pigment is a pigment having a squarylium structure in the molecule, preferably a compound represented by formula (A1-5).

[式（A1-5）中， R ⁵¹～R ⁵⁴分別獨立地表示氫原子或羥基， R ⁵⁵～R ⁵⁸分別獨立地表示可具有取代基的烴基，該烴基中所含的-CH ₂-可經取代為-O-、-CO-或-NH-。] [chem 21]

[In formula (A1-5), R ⁵¹ to R ⁵⁴ each independently represent a hydrogen atom or a hydroxyl group, R ⁵⁵ to R ⁵⁸ each independently represent a hydrocarbon group that may have a substituent, and -CH ₂ - contained in the hydrocarbon group may be Substituted with -O-, -CO- or -NH-. ]

R ⁵¹ to R ⁵⁴ are preferably all hydroxyl groups, or R ⁵¹ and R ⁵⁴ are hydroxyl groups, and R ⁵² and R ⁵³ are hydrogen atoms.

Examples of the optionally substituted hydrocarbon group represented by R ⁵⁵ to R ⁵⁸ include the same groups as those described as the optionally substituted hydrocarbon group represented by X ¹ . As R ⁵⁵ to R ⁵⁸ , each independently preferably is an alkyl group having 1 to 10 carbons which may have a substituent, or an aromatic hydrocarbon group having 6 to 12 carbons which may have a substituent, more preferably an alkyl group having 1 to 12 carbons which may have a substituent. 4 alkyl, or an aromatic hydrocarbon group having 6 to 10 carbons, more preferably methyl, ethyl, o-tolyl, m-tolyl, or p-tolyl. Particularly preferably, R ⁵⁵ to R ⁵⁸ are alkyl groups having 1 to 4 carbons, or R ⁵⁵ and R ⁵⁸ are aromatic hydrocarbon groups having 6 to 10 carbons and R ⁵⁶ and R ⁵⁷ are alkyl groups having 1 to 4 carbons.

The perylene pigment is a pigment having a perylene structure in the molecule, and specifically, C.I. Pigment Red 179, 190, 224, etc. are mentioned.

The xanthene pigment is a pigment having a xanthene structure in the molecule, preferably a compound represented by formula (A1-7).

[式（A1-7）中，R ⁷¹～R ⁷⁴分別獨立地表示氫原子或可具有取代基的烴基，該烴基中所含的-CH ₂-可經取代為-O-、-CO-或-NH-。] [chem 22]

[In the formula (A1-7), R ⁷¹ to R ⁷⁴ each independently represent a hydrogen atom or a hydrocarbon group that may have a substituent, and the -CH ₂ - contained in the hydrocarbon group may be substituted with -O-, -CO- or -NH-. ]

Examples of the optionally substituted hydrocarbon group represented by R ⁷¹ to R ⁷⁴ include the same groups as those described as the optionally substituted hydrocarbon group represented by X ¹ . R ⁷¹ to R ⁷⁴ are each independently preferably a hydrogen atom, an alkyl group having 1 to 10 carbons which may have a substituent, or an aromatic hydrocarbon group having 6 to 12 carbons which may have a substituent, more preferably hydrogen atom, an alkyl group with 1 to 4 carbons, or an aromatic hydrocarbon group with 6 to 10 carbons, preferably a hydrogen atom, methyl, ethyl, o-tolyl, 2,4-dimethylphenyl, 2, 6-dimethylphenyl, or 2,4,6-trimethylphenyl. Particularly preferably, R ⁷¹ and R ⁷⁴ are aromatic hydrocarbon groups with 6 to 10 carbons, and R ⁷² and R ⁷³ are hydrogen atoms.

The isoindoline pigment is a pigment having an isoindoline skeleton in the molecule, and specific examples thereof include C.I. Pigment Yellow 110, 139, 185, and the like.

The quinacridone pigment is a pigment having a quinacridone structure in the molecule, preferably a compound represented by formula (A1-8).

[式（A1-8）中， R ⁸¹及R ⁸²分別獨立地表示氫原子或可具有取代基的烴基，該烴基中所含的-CH ₂-可經取代為-O-、-CO-或-NH-。 X ⁸¹～X ⁸⁸分別獨立地表示氫原子、鹵素原子、或可具有取代基的烴基，該烴基中所含的-CH ₂-可經取代為-O-、-CO-、或-NH-。] [chem 23]

[In formula (A1-8), R ⁸¹ and R ⁸² independently represent a hydrogen atom or a hydrocarbon group that may have a substituent, and the -CH ₂ - contained in the hydrocarbon group may be substituted with -O-, -CO- or -NH-. X ⁸¹ to X ⁸⁸ each independently represent a hydrogen atom, a halogen atom, or a hydrocarbon group which may have a substituent, and -CH ₂ - contained in the hydrocarbon group may be substituted with -O-, -CO-, or -NH-. ]

Examples of the optionally substituted hydrocarbon group represented by R ⁸¹ to R ⁸² and X ⁸¹ to X ⁸⁸ include the same groups as those described as the optionally substituted hydrocarbon group represented by X ¹ . Examples of the halogen atoms represented by X ⁸¹ to X ⁸⁸ include fluorine atoms, chlorine atoms, bromine atoms, and iodine atoms, among which chlorine atoms are preferred.

R ⁸¹ and R ⁸² are each independently preferably a hydrogen atom or an alkyl group having 1 to 10 carbons which may have a substituent, more preferably a hydrogen atom or an alkyl group having 1 to 4 carbons which may have a substituent.

X ⁸¹ to X ⁸⁸ are each independently preferably a hydrogen atom, a halogen atom, or an alkyl group having 1 to 10 carbons that may have a substituent, more preferably a hydrogen atom, a halogen atom, or a carbon that may have a substituent. Alkyl groups with numbers 1 to 4. Particularly preferably, X ⁸¹ to X ⁸⁸ are all hydrogen atoms; X ⁸² and X ⁸⁶ are halogen atoms or alkyl groups having 1 to 4 carbon atoms which may have substituents, and X ⁸¹ , X ⁸³ to X ⁸⁵ , and X ⁸⁷ ~X ⁸⁸ is in the form of a hydrogen atom; X ⁸³ and X ⁸⁷ are halogen atoms or alkyl groups with 1 to 4 carbon atoms which may have substituents, and X ⁸¹ , X ⁸² , X ⁸⁴ to X ⁸⁶ , and X ⁸⁸ are hydrogen atoms or X ⁸¹ , X ⁸³ , X ⁸⁵ , X ⁸⁷ are halogen atoms or alkyl groups with 1 to 4 carbon atoms which may have substituents, and X ⁸² , X ⁸⁴ , X ⁸⁶ , X ⁸⁸ are hydrogen atoms. .

The total amount of the compound (I) and the pigment (A1) is preferably at least 80% by mass, more preferably at least 90% by mass, further preferably at least 95% by mass, particularly preferably at least 98% by mass, based on the total amount of the colorant (A). % or more by mass, or 100% by mass.

The compound (I) and the pigment (A1) may be subjected to rosin treatment, surface treatment using a pigment derivative introduced with an acidic or basic group, etc., grafting treatment of the pigment surface with a polymer compound, etc., or microparticles of sulfuric acid. Micronization treatment such as chemical method, cleaning treatment with organic solvent or water to remove impurities, treatment to remove ionic impurities by ion exchange method, etc. The compound (I) and the pigment (A1) preferably have uniform particle diameters. A colored composition in which the compound (I) and the pigment (A1) are uniformly dispersed in a solution can be obtained by containing a pigment dispersant and performing a dispersion treatment.

Examples of the pigment dispersant include cationic, anionic, nonionic, amphoteric, polyester, polyamine, and acrylic surfactants. These pigment dispersants may be used alone or in combination of two or more. Examples of pigment dispersants include KP (manufactured by Shin-Etsu Chemical Co., Ltd.), Flowlen (manufactured by Kyoeisha Chemical Co., Ltd.), Solsperse (manufactured by Zeneca ( Zeneca (manufactured by shares), EFKA (manufactured by Ciba (CIBA)), Ajisper (manufactured by Ajinomoto Fine-Techno) Disperbyk (manufactured by BYK-Chemie), etc. When using a pigment dispersant, the amount of the pigment dispersant is preferably at least 1% by mass and at most 100% by mass, more preferably at least 5% by mass, based on the total amount of compound (I) and pigment (A1). And 70% by mass or less. When the usage-amount of a pigment dispersant exists in the said range, there exists a tendency for the coloring composition of a uniform dispersion state to be obtained.

1-3. Dye (A2) The coloring agent (A) may contain a dye (hereinafter, may be referred to as a dye (A2)) in addition to the compound (I) and the pigment (A1). It does not specifically limit as dye (A2), A well-known dye can be used, For example, a solvent dye, an acid dye, a direct dye, a mordant dye, etc. are mentioned. Examples of dyes include compounds classified as those having a hue other than pigments in the Color Index (published by The Society of Dyers and Colourists), or dyeing notes (Sydye Co., Ltd. (Shikisensha)) known dyes. In addition, depending on the chemical structure, azo dyes other than compound (I), cyanine dyes (cyaninedye), triphenylmethane dyes, xanthene dyes, phthalocyanine dyes, anthraquinone dyes, naphthoquinone dyes, quinone dyes, etc. Amine dyes, methine dyes, azomethin dyes (azomethinedye), squarylium dyes (squarylium dyes), acridine dyes, styryl dyes, coumarin dyes, quinoline dyes and nitro dyes, etc. Among these, organic solvent-soluble dyes are preferable.

Specifically, C.I. Solvent yellow (Solvent yellow) 4 (The description of C.I. Solvent yellow will be omitted below, and only the number will be described.), 14, 15, 23, 24, 38, 62, 63, 68, 82, 94, 98 , 99, 117, 162, 163, 167, 189; C.I. solvent red (solvent red) 45, 49, 111, 125, 130, 143, 145, 146, 150, 151, 155, 168, 169, 172, 175, 181, 207, 218, 222, 227, 230, 245 , 247; C.I. Solvent Orange 2, 7, 11, 15, 26, 56, 77, 86; C.I. solvent violet (solvent violet) 11, 13, 14, 26, 31, 36, 37, 38, 45, 47, 48, 51, 59, 60; C.I. solvent blue (solvent blue) 4, 5, 14, 18, 35, 36, 37, 45, 58, 59, 59: 1, 63, 67, 68, 69, 70, 78, 79, 83, 90, 94 , 97, 98, 100, 101, 102, 104, 105, 111, 112, 122, 128, 132, 136, 139; C.I. solvent green (solvent green) 1, 3, 4, 5, 7, 28, 29, 32, 33, 34, 35; etc. C.I. solvent dyes, C.I. acid yellow 1, 3, 7, 9, 11, 17, 23, 25, 29, 34, 36, 38, 40, 42, 54, 65, 72, 73, 76, 79, 98, 99 ,111,112,113,114,116,119,123,128,134,135,138,139,140,144,150,155,157,160,161,163,168,169,172,177,178 ,179,184,190,193,196,197,199,202,203,204,205,207,212,214,220,221,228,230,232,235,238,240,242,243,251 ; C.I. Acid Red 1, 4, 8, 14, 17, 18, 26, 27, 29, 31, 33, 34, 35, 37, 40, 42, 44, 50, 51, 52, 57, 66, 73, 76 ,80,87,88,91,92,94,95,97,98,103,106,111,114,129,133,134,138,143,145,150,151,155,158,160,172 ,176,182,183,195,198,206,211,215,216,217,227,228,249,252,257,258,260,261,266,268,270,274,277,280,281 , 289, 308, 312, 315, 316, 339, 341, 345, 346, 349, 382, 383, 388, 394, 401, 412, 417, 418, 422, 426; C.I. acid orange (acid orange) 6, 7, 8, 10, 12, 26, 50, 51, 52, 56, 62, 63, 64, 74, 75, 94, 95, 107, 108, 169, 173; C.I. acid violet (acid violet) 6B, 7, 9, 15, 16, 17, 19, 21, 23, 24, 25, 30, 34, 38, 49, 72, 102; C.I. acid blue 1, 3, 5, 7, 9, 11, 13, 15, 17, 18, 22, 23, 24, 25, 26, 27, 29, 34, 38, 40, 41, 42 , 43, 45, 48, 51, 54, 59, 60, 62, 70, 72, 74, 75, 78, 80, 82, 83, 86, 87, 88, 90, 90: 1, 91, 92, 93 ,93:1,96,99,100,102,103,104,108,109,110,112,113,117,119,120,123,126,127,129,130,131,138,140,142 ,143,147,150,151,154,158,161,166,167,168,170,171,175,182,183,184,187,192,199,203,204,205,210,213,229 , 234, 236, 242, 243, 256, 259, 267, 269, 278, 280, 285, 290, 296, 315, 324: 1, 335, 340; C.I. acid green 1, 3, 5, 6, 7, 8, 9, 11, 13, 14, 15, 16, 22, 25, 27, 28, 41, 50, 50: 1, 58, 63 , 65, 80, 104, 105, 106, 109; etc. C.I. acid dyes, C.I. direct yellow (direct yellow) 2, 33, 34, 35, 38, 39, 43, 47, 50, 54, 58, 68, 69, 70, 71, 86, 93, 94, 95, 98, 102, 108 , 109, 129, 136, 138, 141; C.I. direct red (direct red) 79, 82, 83, 84, 91, 92, 96, 97, 98, 99, 105, 106, 107, 172, 173, 176, 177, 179, 181, 182, 184, 204 , 207, 211, 213, 218, 220, 221, 222, 232, 233, 234, 241, 243, 246, 250; C.I. direct orange (direct orange) 26, 34, 39, 41, 46, 50, 52, 56, 57, 61, 64, 65, 68, 70, 96, 97, 106, 107; C.I. direct violet (direct violet) 47, 52, 54, 59, 60, 65, 66, 79, 80, 81, 82, 84, 89, 90, 93, 95, 96, 103, 104; C.I. direct blue (direct blue) 1, 2, 3, 6, 8, 15, 22, 25, 28, 29, 40, 41, 42, 47, 52, 55, 57, 71, 76, 77, 78, 80 ,81,84,85,86,90,93,94,95,97,98,99,100,101,106,107,108,109,113,114,115,117,119,120,137,149 ,150,153,155,156,158,159,160,161,162,163,164,165,166,167,168,170,171,172,173,188,189,190,192,193,194 ,195,196,198,199,200,201,202,203,207,209,210,212,213,214,222,225,226,228,229,236,237,238,242,243,244 , 245, 246, 247, 248, 249, 250, 251, 252, 256, 257, 259, 260, 268, 274, 275, 293; C.I. direct green (direct green) 25, 27, 31, 32, 34, 37, 63, 65, 66, 67, 68, 69, 72, 77, 79, 82; etc. C.I. direct dyes, C.I. Disperse Yellow 51, 54, 76; C.I. disperse violet (disperse violet) 26, 27; C.I. disperse blue (disperse blue) 1, 14, 56, 60; etc. C.I. disperse dyes, C.I. basic red (basic red) 1, 10; C.I. basic blue (basic blue) 1, 3, 5, 7, 9, 19, 21, 22, 24, 25, 26, 28, 29, 40, 41, 45, 47, 54, 58, 59, 60, 64, 65, 66, 67, 68, 81, 83, 88, 89; C.I. basic violet (basic violet) 2; C.I. basic red (basic red) 9; C.I. basic green (basic green) 1; etc. C.I. basic dyes, C.I. reactive yellow 2, 76, 116; C.I. reactive orange 16; C.I. reactive red (reactive red) 36; etc. C.I. reactive dyes, C.I. Mordant yellow (mordant yellow) 5, 8, 10, 16, 20, 26, 30, 31, 33, 42, 43, 45, 56, 61, 62, 65; C.I. Mordant Red 1, 2, 3, 4, 9, 11, 12, 14, 17, 18, 19, 22, 23, 24, 25, 26, 27, 29, 30, 32, 33, 36, 37, 38 , 39, 41, 42, 43, 45, 46, 48, 52, 53, 56, 62, 63, 71, 74, 76, 78, 85, 86, 88, 90, 94, 95; C.I. Mordant orange 3, 4, 5, 8, 12, 13, 14, 20, 21, 23, 24, 28, 29, 32, 34, 35, 36, 37, 42, 43, 47, 48 ; C.I. Mordant violet 1, 1:1, 2, 3, 4, 5, 6, 7, 8, 10, 11, 14, 15, 16, 17, 18, 19, 21, 22, 23, 24 , 27, 28, 30, 31, 32, 33, 36, 37, 39, 40, 41, 44, 45, 47, 48, 49, 53, 58; C.I. Mordant blue 1, 2, 3, 7, 8, 9, 12, 13, 15, 16, 19, 20, 21, 22, 23, 24, 26, 30, 31, 32, 39, 40 , 41, 43, 44, 48, 49, 53, 61, 74, 77, 83, 84; C.I. Mordant green (mordant green) 1, 3, 4, 5, 10, 13, 15, 19, 21, 23, 26, 29, 31, 33, 34, 35, 41, 43, 53; etc. C.I. Mordant dyes, C.I. Vat green (vat green) 1, etc. C.I. Vat dyes, etc.

The content of the dye (A2) is preferably at most 10% by mass, more preferably at most 5% by mass, still more preferably at most 2% by mass, particularly preferably at most 1% by mass, with respect to the total amount of the colorant (A). It is 0% by mass.

The content of the colorant (A) is preferably at least 0.1% by mass and at most 70% by mass, more preferably at least 5% by mass and at most 60% by mass, further preferably at least 10% by mass and at most 50% by mass, based on the total amount of solid content. %the following. If the content of the coloring agent (A) is within the above-mentioned range, the color density when used as a color filter is sufficient, and a necessary amount of resin (B) or polymerizable compound (C) can be contained in the composition. Therefore, A pattern with sufficient mechanical strength can be formed.

Here, the "total amount of solid content" in this specification refers to the amount obtained by subtracting the content of the solvent from the total amount of the coloring composition. The total amount of solid content and the content of each component relative thereto can be measured by known analytical means such as liquid chromatography or gas chromatography, for example.

2. Resin (B) The resin (B) is preferably an alkali-soluble resin. As resin (B), the following resin [K1] - resin [K6] etc. are mentioned. Resin [K1]: having monomer (a) derived from at least one selected from the group consisting of unsaturated carboxylic acid and unsaturated carboxylic acid anhydride (hereinafter, sometimes referred to as "(a)") Structural unit, copolymer with a structural unit derived from a monomer (b) (hereinafter, sometimes referred to as "(b)") having a cyclic ether structure having 2 to 4 carbon atoms and an ethylenically unsaturated bond ; Resin [K2]: has a structural unit derived from (a) and a structural unit derived from (b), and a monomer derived from (c) that can be copolymerized with (a) (wherein, with (a) and (b) ) different) (hereinafter, there are cases referred to as "(c)") copolymers of structural units; Resin [K3]: a copolymer having a structural unit derived from (a) and a structural unit derived from (c); Resin [K4]: a copolymer having a structural unit derived from (b) added to a structural unit derived from (a) and a structural unit derived from (c); Resin [K5]: a copolymer having a structural unit derived from (a) added to a structural unit derived from (b) and a structural unit derived from (c); Resin [K6]: a copolymer having a structural unit derived from (b) and a structural unit derived from (c) by adding (a) to a structural unit derived from (b) and further adding carboxylic anhydride.

Examples of (a) specifically include unsaturated monocarboxylic acids such as acrylic acid, methacrylic acid, crotonic acid, o-vinylbenzoic acid, m-vinylbenzoic acid, and p-vinylbenzoic acid; 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, 1,4-cyclohexene dicarboxylic acid and other unsaturated dicarboxylic acids; 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-carboxy-5-methylbicyclo[2.2.1]hept-2-ene, 5-carboxy-5-ethylbicyclo[2.2.1]hept-2-ene, 5-carboxy-6-methylbicyclo[ 2.2.1] Hept-2-ene, 5-carboxy-6-ethylbicyclo[2.2.1]hept-2-ene and other carboxyl-containing bicyclic unsaturated compounds; 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, 5,6-dicarboxybicyclo[2.2.1]hept-2-ene anhydride and other unsaturated dicarboxylic Acid anhydrides; Mono-[2-(meth)acryloxyethyl] succinate, mono-[2-(meth)acryloxyethyl] phthalate, and other dibasic or higher polycarboxylic acids Unsaturated mono[(meth)acryloxyalkyl]esters; Unsaturated acrylates such as α-(hydroxymethyl)acrylic acid containing a hydroxyl group and a carboxyl group in the same molecule, etc. Among these, acrylic acid, methacrylic acid, maleic anhydride, and the like are preferable from the viewpoint of copolymerization reactivity or the solubility of the obtained resin in an alkaline aqueous solution.

In addition, in this specification, "(meth)acrylic acid" means at least 1 sort(s) chosen from the group which consists of acrylic acid and methacrylic acid. Expressions such as "(meth)acryl" and "(meth)acrylate" also have the same meaning.

(b) means, for example, a cyclic ether structure having 2 to 4 carbon atoms (for example, at least one selected from the group consisting of an oxirane ring, an oxetane ring, and a tetrahydrofuran ring) and ethylenic A polymeric compound with an unsaturated bond. (b) Preferably, it is a single monomer of a cyclic ether having 2 to 4 carbon atoms and a (meth)acryloxy group.

Examples of (b) include a monomer (b1) having an oxetanyl group and an ethylenically unsaturated bond (hereinafter, sometimes referred to as "(b1)"), a monomer having an oxetanyl group and an ethylene Monomer (b2) having a sexually unsaturated bond (hereinafter, sometimes referred to as "(b2)"), and monomer (b3) having a tetrahydrofuryl group and an ethylenically unsaturated bond (hereinafter, sometimes referred to as "( b3)", etc.

Examples of (b1) include monomers (b1-1) having a structure obtained by epoxidizing a straight-chain or branched aliphatic unsaturated hydrocarbon (hereinafter referred to as "(b1-1) "), monomer (b1-2) having a structure obtained by epoxidizing an alicyclic unsaturated hydrocarbon (hereinafter, sometimes referred to as "(b1-2)")

Examples of (b1-1) include: glycidyl (meth)acrylate, β-methylglycidyl (meth)acrylate, β-ethylglycidyl (meth)acrylate, glycidyl vinyl Ether, o-vinylbenzyl glycidyl ether, m-vinylbenzyl glycidyl ether, p-vinylbenzyl glycidyl ether, α-methyl-o-vinylbenzyl glycidyl ether, α-methyl-methylene Benzyl benzyl glycidyl ether, α-methyl-p-vinylbenzyl glycidyl ether, 2,3-bis(glycidyloxymethyl)styrene, 2,4-bis(glycidyloxymethyl) base) styrene, 2,5-bis(glycidyloxymethyl)styrene, 2,6-bis(glycidyloxymethyl)styrene, 2,3,4-tris(glycidyl oxymethyl)styrene, 2,3,5-tris(glycidyloxymethyl)styrene, 2,3,6-tris(glycidyloxymethyl)styrene, 3,4, 5-tris(glycidyloxymethyl)styrene, 2,4,6-tris(glycidyloxymethyl)styrene and the like.

Examples of (b1-2) include: vinylcyclohexene monooxide, 1,2-epoxy-4-vinylcyclohexane (for example, Celloxide 2000; Daicel (manufactured by Daicel), 3,4-epoxycyclohexylmethyl (meth)acrylate (eg, Cyclomer A400; manufactured by Daicel), (meth)acrylic acid 3,4 - Epoxycyclohexyl methyl ester (for example, Cyclomer M100; manufactured by Daicel Co., Ltd.), a compound represented by formula (R1), a compound represented by formula (R2), and the like.

[chem 24]

[In formula (R1) and formula (R2), R ^ra and R ^rb represent a hydrogen atom, or an alkyl group with 1 to 4 carbon atoms, and the hydrogen atom contained in the alkyl group can be substituted by a hydroxyl group; X ^ra and X ^rb Represents a single bond, *-R ^rc -, *-R ^rc -O-, *-R ^rc -S- or *-R ^rc -NH-; R ^rc represents an alkanediyl group with 1 to 6 carbons; * represents an alkanediyl group with Bonding key of O]

Examples of the alkyl group having 1 to 4 carbon atoms include methyl group, ethyl group, n-propyl group, isopropyl group, n-butyl group, sec-butyl group, and tert-butyl group. Examples of the alkyl group in which a hydrogen atom is substituted with a hydroxyl group include: hydroxymethyl, 1-hydroxyethyl, 2-hydroxyethyl, 1-hydroxypropyl, 2-hydroxypropyl, 3-hydroxypropyl, 1 -Hydroxy-1-methylethyl, 2-hydroxy-1-methylethyl, 1-hydroxybutyl, 2-hydroxybutyl, 3-hydroxybutyl, 4-hydroxybutyl and the like. R ^ra and R ^rb preferably include a hydrogen atom, methyl, hydroxymethyl, 1-hydroxyethyl, and 2-hydroxyethyl, and more preferably include a hydrogen atom and a methyl group.

Examples of the alkanediyl group include methylene, ethylidene, propane-1,2-diyl, propane-1,3-diyl, butane-1,4-diyl, pentane-1,5 -diyl, hexane-1,6-diyl, etc. As X ^ra and X ^rb , preferably a single bond, methylene, ethylidene, *-CH ₂ -O- and *-CH ₂ CH ₂ -O-, more preferably a single bond, * -CH ₂ CH ₂ -O- (* indicates a bonding bond with O).

Examples of the compound represented by formula (R1) include compounds represented by any one of formula (R1-1) to formula (R1-15), and the like. Among them, formula (R1-1), formula (R1-3), formula (R1-5), formula (R1-7), formula (R1-9) or formula (R1-11) ~ formula (R1 The compound represented by -15) is more preferably a compound represented by formula (R1-1), formula (R1-7), formula (R1-9) or formula (R1-15).

[chem 25]

[chem 26]

Examples of the compound represented by formula (R2) include compounds represented by any one of formula (R2-1) to formula (R2-15), and the like. Among them, formula (R2-1), formula (R2-3), formula (R2-5), formula (R2-7), formula (R2-9) or formula (R2-11) ~ formula (R2 The compound represented by -15) is more preferably a compound represented by formula (R2-1), formula (R2-7), formula (R2-9) or formula (R2-15).

[chem 27]

[chem 28]

The compound represented by formula (R1) and the compound represented by formula (R2) may be used alone or in combination of two or more. When the compound represented by formula (R1) and the compound represented by formula (R2) are used in combination, the content ratio [compound represented by formula (R1): compound represented by formula (R2)] is in moles The benchmark is preferably 5:95 to 95:5, more preferably 20:80 to 80:20.

(b2) is more preferably a monomer having an oxetanyl group and a (meth)acryloxy group. Examples of (b2) include: 3-methyl-3-methacryloxymethyloxetane, 3-methyl-3-acryloxymethyloxetane, 3-Ethyl-3-methacryloxymethyloxetane, 3-ethyl-3-acryloxymethyloxetane, 3-methyl-3-methyl Acryloxyethyl oxetane, 3-methyl-3-acryloxyethyl oxetane, 3-ethyl-3-methacryloxyethyl Oxetane, 3-ethyl-3-acryloyloxyethyl oxetane and the like.

(b3) is more preferably a monomer having a tetrahydrofuryl group and a (meth)acryloxy group. Specific examples of (b3) include tetrahydrofurfuryl acrylate (for example, Biscoat V#150, manufactured by Osaka Organic Chemical Industry Co., Ltd.), tetrahydrofurfuryl methacrylate, and the like.

As (b), (b1) is preferable from the viewpoint of further improving reliability such as heat resistance and chemical resistance of the obtained color filter. Furthermore, (b1-2) is more preferable at the point which is excellent in the storage stability of a coloring composition.

Examples of (c) include methyl (meth)acrylate, ethyl (meth)acrylate, n-butyl (meth)acrylate, second-butyl (meth)acrylate, second-butyl (meth)acrylate, Tributyl, 2-ethylhexyl (meth)acrylate, lauryl (meth)acrylate, stearyl (meth)acrylate, (meth)acrylic acid Cyclopentyl ester, cyclohexyl (meth)acrylate, 2-methylcyclohexyl (meth)acrylate, tricyclo[5.2.1.0 ^2,6 ]decane-8-yl (meth)acrylate (the In the technical field, it is called "dicyclopentyl (meth)acrylate" as a common name. In addition, there are cases called "tricyclodecanyl (meth)acrylate"), tricyclodecanyl (meth)acrylate Cyclo[5.2.1.0 ^2,6 ]decen-8-yl ester (in this technical field, it is called "dicyclopentenyl (meth)acrylate" as a common name), bicyclo(meth)acrylate Pentyloxyethyl ester, Isobornyl (meth)acrylate, Adamantyl (meth)acrylate, Allyl (meth)acrylate, Propargyl (meth)acrylate, (Meth)acrylic acid (meth)acrylates such as phenyl ester, naphthyl (meth)acrylate, benzyl (meth)acrylate; 2-hydroxyethyl (meth)acrylate, 2-hydroxypropyl (meth)acrylate Hydroxyl-containing (meth)acrylates such as esters; dicarboxylic acid diesters such as diethyl maleate, diethyl fumarate, and diethyl itaconate; bicyclo[2.2.1] Hept-2-ene, 5-methylbicyclo[2.2.1]hept-2-ene, 5-ethylbicyclo[2.2.1]hept-2-ene, 5-hydroxybicyclo[2.2.1]hept-2 -ene, 5-hydroxymethylbicyclo[2.2.1]hept-2-ene, 5-(2'-hydroxyethyl)bicyclo[2.2.1]hept-2-ene, 5-methoxybicyclo[2.2 .1]hept-2-ene, 5-ethoxybicyclo[2.2.1]hept-2-ene, 5,6-dihydroxybicyclo[2.2.1]hept-2-ene, 5,6-di( Hydroxymethyl)bicyclo[2.2.1]hept-2-ene, 5,6-bis(2'-hydroxyethyl)bicyclo[2.2.1]hept-2-ene, 5,6-dimethoxybicyclo [2.2.1]hept-2-ene, 5,6-diethoxybicyclo[2.2.1]hept-2-ene, 5-hydroxy-5-methylbicyclo[2.2.1]hept-2-ene , 5-hydroxy-5-ethylbicyclo[2.2.1]hept-2-ene, 5-hydroxymethyl-5-methylbicyclo[2.2.1]hept-2-ene, 5-tert-butoxy Carbonylbicyclo[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(tertiary butoxycarbonyl)bicyclo[2.2.1]hept-2-ene, 5,6-bis(cyclohexyloxycarbonyl)bicyclo[2.2.1]hept-2-ene and other bicyclo Unsaturated compounds; N-phenylmaleimide, N-cyclohexylcis Butenedimide, N-Benzylmaleimide, N-Succinimidyl-3-maleimide Benzoate, N-Succinimidyl-4 -Maleimide butyrate, N-succinimidyl-6-maleimide hexanoate, N-succinimidyl-3-maleimide Propionate, N-(9-acridyl)maleimide and other dicarbonyl imide derivatives; Styrene, α-methylstyrene, m-methylstyrene, p-methylbenzene Ethylene, vinyltoluene, p-methoxystyrene, acrylonitrile, methacrylonitrile, vinyl chloride, vinylidene chloride, acrylamide, methacrylamide, vinyl acetate, 1,3-butadiene , isoprene, 2,3-dimethyl-1,3-butadiene, etc. Among these, in terms of copolymerization reactivity and heat resistance, styrene, vinyltoluene, N-phenylmaleimide, N-cyclohexylmaleimide, N-benzylmaleimide, bicyclo[2.2.1]hept-2-ene, 2-hydroxyethyl (meth)acrylate, etc.

Among all the structural units constituting the resin [K1], the ratio of the structural units derived from each in the resin [K1] is preferably Structural unit derived from (a): 2 mol% to 60 mol% Structural unit derived from (b): 40 mol% to 98 mol%, better to Structural unit derived from (a): 10 mol% to 50 mol% Structural unit derived from (b): 50 mol% to 90 mol%. When the ratio of the structural units of the resin [K1] is within the above range, the storage stability of the colored composition, the developability when forming a colored pattern, and the solvent resistance of the obtained color filter tend to be excellent.

For the resin [K1], for example, the method and Manufactured by citing references recorded in this document.

Specifically, a predetermined amount of (a) and (b), a polymerization initiator, a solvent, etc. are placed in a reaction vessel, and oxygen is replaced with nitrogen gas to create a deoxygenated environment, while stirring The method of heating and keeping warm at the same time. In addition, the polymerization initiator, solvent, etc. used here are not specifically limited, Those commonly used in this field can be used. For example, examples of polymerization initiators include azo compounds (2,2'-azobisisobutyronitrile, 2,2'-azobis(2,4-dimethylvaleronitrile), etc.) and organic peroxides. Oxides (benzoyl peroxide, etc.) may be used as solvents as long as they dissolve the respective monomers, and examples thereof include solvents described later as the solvent (E) of the coloring composition of the present invention.

In addition, the obtained copolymer may be used as it is after the reaction, may be used as a concentrated or diluted solution, or may be taken out as a solid (powder) by reprecipitation or the like. In particular, by using the solvent contained in the coloring composition of the present invention as a solvent during the polymerization, the solution after the reaction can be directly used for the preparation of the coloring composition of the present invention, so that the coloring composition of the present invention can be made The manufacturing steps of the object are simplified.

Among all the structural units constituting the resin [K2], the ratio of the structural units derived from each in the resin [K2] is preferably Structural unit derived from (a): 2 mol% to 45 mol% Structural unit derived from (b): 2 mol% to 95 mol% Structural unit derived from (c): 1 mol% to 75 mol% better to Structural unit derived from (a): 5 mol% to 40 mol% Structural unit derived from (b): 5 mol% to 80 mol% Structural unit derived from (c): 5 mol% to 70 mol% If the ratio of the structural unit of the resin [K2] is within the above range, the storage stability of the colored composition, the developability when forming a colored pattern, and the solvent resistance, heat resistance and Tendency to be excellent in mechanical strength.

Resin [K2] can be produced, for example, in the same manner as the method described as the production method of resin [K1].

Among all the structural units constituting the resin [K3], the ratio of the structural units derived from each in the resin [K3] is preferably Structural unit derived from (a): 2 mol% to 60 mol% Structural unit derived from (c): 40 mol% to 98 mol%, better to Structural unit derived from (a): 10 mol% to 50 mol% Structural unit derived from (c): 50 mol% to 90 mol%, Resin [K3] can be produced, for example, in the same manner as the method described as the production method of resin [K1].

Resin [K4] can be produced by obtaining a copolymer of (a) and (c), and adding a cyclic ether having 2 to 4 carbon atoms in (b) to a carboxylic acid in (a) and/or carboxylic anhydrides. First, the copolymer of (a) and (c) was produced in the same manner as the method described as the production method of resin [K1]. In this case, the ratio of the structural units derived from each is preferably the same ratio as the ratio listed for resin [K3].

Next, the cyclic ether having 2 to 4 carbon atoms contained in (b) is reacted with a part of the carboxylic acid and/or carboxylic anhydride derived from (a) in the copolymer. Following the production of the copolymer of (a) and (c), the atmosphere in the flask was replaced from nitrogen to air, and (b), a reaction catalyst of carboxylic acid or carboxylic acid anhydride and cyclic ether (for example, tris(dimethyl Aminomethyl) phenol, etc.) and polymerization inhibitors (such as hydroquinone, etc.) are put into a flask, and reacted at 60°C to 130°C for 1 hour to 10 hours, thereby producing a resin [ K4]. The usage-amount of (b) is preferably 5 mol to 80 mol, more preferably 10 mol to 75 mol, based on 100 mol of (a). By setting it as this range, there exists a tendency for the balance of the storage stability of a coloring composition, the developability at the time of pattern formation, and the solvent resistance of the obtained pattern, heat resistance, mechanical strength, and sensitivity to become favorable. (b1) is preferable as (b1) used for resin [K4], and (b1-1) is more preferable at the point that the reactivity of a cyclic ether is high and unreacted (b) is hard to remain|survive. The amount of the reaction catalyst used is preferably 0.001 to 5 parts by mass relative to 100 parts by mass of the total amount of (a), (b) and (c). The amount of the polymerization inhibitor used is preferably 0.001 parts by mass to 5 parts by mass relative to 100 parts by mass of the total amount of (a), (b) and (c). Reaction conditions, such as an addition method, reaction temperature, and time, can be adjusted suitably in consideration of the manufacturing facility, the calorific value by superposition|polymerization, etc. In addition, like the polymerization conditions, the addition method and the reaction temperature can be appropriately adjusted in consideration of production facilities, heat generation due to polymerization, and the like.

Regarding the resin [K5], as a first stage, a copolymer of (b) and (c) was obtained in the same manner as the method for producing the resin [K1]. In the same manner as above, the obtained copolymer may be used as a solution after the reaction, may be used as a concentrated or diluted solution, or may be taken out as a solid (powder) by reprecipitation or the like. The ratios of the structural units derived from (b) and (c) to the total molar number of all structural units constituting the copolymer are preferably Structural unit derived from (b): 5 mol% to 95 mol% Structural unit derived from (c): 5 mol% to 95 mol%, better to Structural unit derived from (b): 10 mol% to 90 mol% Structural unit derived from (c): 10 mol% to 90 mol%.

Furthermore, the carboxylic acid or carboxylic acid anhydride contained in (a) and the cyclic ether derived from (b) contained in the copolymer of (b) and (c) are prepared under the same conditions as the production method of resin [K4]. Reaction, whereby the resin [K5] can be obtained. The amount of (a) used to react with the copolymer is preferably 5 mol to 80 mol relative to 100 mol of (b). (b1) is preferable as (b1) used for resin [K5], and (b1-1) is more preferable at the point that the reactivity of a cyclic ether is high and unreacted (b) is hard to remain|survive.

Resin [K6] is resin obtained by further reacting carboxylic anhydride and resin [K5]. The carboxylic anhydride is reacted with a hydroxyl group generated by the reaction of a cyclic ether with a carboxylic acid or carboxylic anhydride. Examples of carboxylic anhydrides include maleic anhydride, citraconic anhydride, itaconic anhydride, 3-vinylphthalic anhydride, 4-vinylphthalic anhydride, 3,4,5,6-tetra Hydrogenphthalic anhydride, 1,2,3,6-tetrahydrophthalic anhydride, dimethyltetrahydrophthalic anhydride, 5,6-dicarboxybicyclo[2.2.1]hept-2- Alkenic anhydride, etc. The usage-amount of carboxylic anhydride is preferably 0.5-1 mole with respect to 1 mole of the usage-amount of (a).

As the resin (B), specifically, 3,4-epoxycyclohexylmethyl (meth)acrylate/(meth)acrylic acid copolymer, 3,4-epoxytricyclo[5.2.1.0 ^2,6 ] Resins such as decyl ester/(meth)acrylic acid copolymer [K1]; glycidyl (meth)acrylate/benzyl (meth)acrylate/(meth)acrylic acid copolymer, (meth) Glycidyl acrylate/styrene/(meth)acrylic acid copolymer, 3,4-epoxytricyclo[5.2.1.0 ^2,6 ]decyl acrylate/(meth)acrylic acid/N-cyclohexylmaleic acid Imide copolymer, 3,4-epoxytricyclo[5.2.1.0 ^2,6 ]decyl acrylate/(meth)acrylic acid/N-cyclohexylmaleimide/(meth)acrylic acid 2 -Hydroxyethyl ester copolymer, 3-methyl-3-(meth)acryloxymethyloxetane/(meth)acrylic acid/styrene copolymer and other resins [K2]; (methyl ) benzyl acrylate/(meth)acrylic acid copolymer, styrene/(meth)acrylic acid copolymer and other resins [K3]; addition of benzyl (meth)acrylate/(meth)acrylic acid copolymer ( Resin made of glycidyl methacrylate, resin made by adding glycidyl (meth)acrylate to tricyclodecanyl (meth)acrylate/styrene/(meth)acrylic acid copolymer, Resins such as tricyclodecanyl acrylate/benzyl (meth)acrylate/(meth)acrylic acid copolymers added with glycidyl (meth)acrylate [K4]; (meth)acrylic acid Resin made by reacting tricyclodecanyl (meth)acrylate/glycidyl (meth)acrylate copolymer, (meth)acrylic acid and tricyclodecanyl (meth)acrylate/styrene/( Resins such as resins [K5] obtained by reacting copolymers of glycidyl methacrylate; copolymers of (meth)acrylic acid and tricyclodecanyl (meth)acrylate/glycidyl (meth)acrylate Resin [K6] and the like such as a resin obtained by further reacting tetrahydrophthalic anhydride. Among them, as the resin (B), resin [K1] and resin [K2] are preferable, and resin [K1] is particularly preferable.

The polystyrene-equivalent weight average molecular weight of the resin (B) is preferably from 3,000 to 100,000, more preferably from 5,000 to 50,000, still more preferably from 5,000 to 30,000. When the molecular weight is within the above range, the hardness of the color filter increases, the remaining film rate increases, the solubility of the unexposed portion to the developing solution becomes favorable, and the resolution of the colored pattern tends to improve.

The degree of dispersion of the resin (B) [weight average molecular weight (Mw)/number average molecular weight (Mn)] is preferably from 1.1 to 6, more preferably from 1.2 to 4.

In terms of solid content, the acid value of the resin (B) is preferably not less than 50 mg-KOH/g and not more than 170 mg-KOH/g, more preferably not less than 60 mg-KOH/g and not more than 150 mg-KOH/g , and more preferably not less than 70 mg-KOH/g and not more than 135 mg-KOH/g. Here, the acid value is a value measured as the amount (mg) of potassium hydroxide required to neutralize 1 g of the resin (B), and can be determined, for example, by titration using an aqueous potassium hydroxide solution.

The content of the resin (B) is preferably from 7% by mass to 85% by mass, more preferably from 13% by mass to 80% by mass, still more preferably from 15% by mass to 70% by mass, based on the total amount of solid content. Mass% or less. When the content of the resin (B) is within the above range, a colored pattern can be formed, and the resolution and remaining film ratio of the colored pattern tend to increase.

3. Polymeric compound (C) The polymerizable compound (C) is a compound that can be polymerized by active radicals and/or acids generated from the polymerization initiator (D), for example, compounds having polymerizable ethylenically unsaturated bonds, etc., preferably It is a (meth)acrylate compound.

Among them, the polymerizable compound (C) is preferably a polymerizable compound having three or more ethylenically unsaturated bonds. Examples of such polymerizable compounds include trimethylolpropane tri(meth)acrylate, pentaerythritol tri(meth)acrylate, pentaerythritol tetra(meth)acrylate, and dipentaerythritol penta(meth)acrylate. Dipentaerythritol hexa(meth)acrylate, tripentaerythritol octa(meth)acrylate, tripentaerythritol hepta(meth)acrylate, tetrapentaerythritol deca(meth)acrylate, tetrapentaerythritol nona(meth)acrylate Esters, Tris(2-(Meth)acryloxyethyl)isocyanurate, Ethylene glycol modified pentaerythritol tetra(meth)acrylate, Ethylene glycol modified dipentaerythritol hexa(methyl) Acrylate, propylene glycol modified pentaerythritol tetra(meth)acrylate, propylene glycol modified dipentaerythritol hexa(meth)acrylate, caprolactone modified pentaerythritol tetra(meth)acrylate, caprolactone modified dipentaerythritol hexa(meth)acrylate (meth)acrylate, etc. Among them, at least one selected from the group consisting of dipentaerythritol penta(meth)acrylate and dipentaerythritol hexa(meth)acrylate is preferable.

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

The content of the polymerizable compound (C) is preferably not less than 5% by mass and not more than 75% by mass, more preferably not less than 70% by mass and not more than 70% by mass, and still more preferably not less than 15% by mass, based on the total amount of solid content. And 70% by mass or less. When the content of the polymerizable compound (C) is within the above-mentioned range, the residual film rate during the formation of the colored pattern and the chemical resistance of the color filter tend to be improved.

4. Polymerization initiator (D) The polymerization initiator (D) is not particularly limited as long as it is a compound capable of generating active radicals, acids, etc. by the action of light or heat to initiate polymerization, and known polymerization initiators can be used. Examples of polymerization initiators that generate active radicals include phenylalkyl ketone compounds, triazine compounds, acyl phosphine oxide compounds, O-acyl oxime compounds, and biimidazole compounds.

The O-acyl oxime compound is a compound having a partial structure represented by formula (d1). Hereinafter, * represents a bonding key.

[chem 29]

As the O-acyl oxime compound, for example, N-benzoyloxy-1-(4-phenylthiophenyl)butan-1-one-2-imine, N-benzyl Acyloxy-1-(4-phenylthiophenyl)octan-1-one-2-imine, N-benzoyloxy-1-(4-phenylthiophenyl)-3 -Cyclopentylpropane-1-one-2-imine, N-acetyloxy-1-[9-ethyl-6-(2-methylbenzoyl)-9H-carbazole-3- Base] ethane-1-imine, N-acetyloxy-1-[9-ethyl-6-{2-methyl-4-(3,3-dimethyl-2,4-dioxo Heterocyclopentylmethyloxy)benzoyl}-9H-carbazol-3-yl]ethane-1-imine, N-acetyloxy-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-acetyloxy-1-(4 -phenylthiophenyl)-3-cyclohexylpropan-1-one-2-imine, etc. You can also use Irgacure OXE01, OXE02 (above, manufactured by BASF), N-1919 (manufactured by ADEKA), PBG-327 (manufactured by Changzhou Qiangli Electronic New Materials Co., Ltd. ) and other commercially available products. Among them, the O-acyl oxime compound is preferably selected from N-benzoyloxy-1-(4-phenylthiophenyl)butan-1-one-2-imine, N-benzoyl Oxy-1-(4-phenylthiophenyl)octan-1-one-2-imine, N-acetyloxy-1-(4-phenylthiophenyl)-3-cyclohexyl Propan-1-one-2-imine and N-benzoyloxy-1-(4-phenylthiophenyl)-3-cyclopentylpropan-1-one-2-imine At least one of the group, more preferably N-benzoyloxy-1-(4-phenylthiophenyl)octan-1-one-2-imine and N-acetyloxy-1 -(4-Phenylthiophenyl)-3-cyclohexylpropan-1-one-2-imine. These O-acyl oxime compounds tend to provide a high-brightness color filter.

The phenylalkyl ketone compound is a compound having a partial structure represented by formula (d2) or a partial structure represented by formula (d3). In these partial structures, the benzene ring may have a substituent.

[chem 30]

As a compound having a partial structure represented by the formula (d2), for example, 2-methyl-2-morpholinyl-1-(4-methylthiophenyl)propan-1-one, 2-dimethyl Amino-1-(4-morpholinylphenyl)-2-benzylbutan-1-one, 2-(dimethylamino)-2-[(4-methylphenyl)methyl ]-1-[4-(4-morpholinyl)phenyl]butan-1-one, etc. Commercially available products such as Irgacure 369, 907, and 379 (above, manufactured by BASF) may also be used. As a compound having a partial structure represented by formula (d3), for example, 2-hydroxy-2-methyl-1-phenylpropane-1-one, 2-hydroxy-2-methyl-1-[4 -(2-Hydroxyethoxy)phenyl]propan-1-one, 1-hydroxycyclohexylphenylketone, 2-hydroxy-2-methyl-1-(4-isopropenylphenyl)propane-1 - Ketone oligomers, α,α-diethoxyacetophenone, benzoyl dimethyl ketal, etc. From the viewpoint of sensitivity, as the phenylalkyl ketone compound, a compound having a partial structure represented by the formula (d2) is preferable.

As the triazine compound, for example, 2,4-bis(trichloromethyl)-6-(4-methoxyphenyl)-1,3,5-triazine, 2,4-bis( Trichloromethyl)-6-(4-methoxynaphthyl)-1,3,5-triazine, 2,4-bis(trichloromethyl)-6-piperonyl-1,3,5- Triazine, 2,4-bis(trichloromethyl)-6-(4-methoxystyryl)-1,3,5-triazine, 2,4-bis(trichloromethyl)-6 -[2-(5-methylfuran-2-yl)vinyl]-1,3,5-triazine, 2,4-bis(trichloromethyl)-6-[2-(furan-2- Base) vinyl]-1,3,5-triazine, 2,4-bis(trichloromethyl)-6-[2-(4-diethylamino-2-methylphenyl)ethenyl ]-1,3,5-triazine, 2,4-bis(trichloromethyl)-6-[2-(3,4-dimethoxyphenyl)ethenyl]-1,3,5- Triazine etc.

Examples of the acylphosphine oxide compound include 2,4,6-trimethylbenzoyldiphenylphosphine oxide and the like. Commercially available items such as Irgacure (registered trademark) 819 (manufactured by BASF Corporation) can also be used.

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 (for example, refer to Japanese Patent Laid-Open No. 6-75372, Japanese Patent Laid-Open No. 6-75373, etc.), 2 ,2'-bis(2-chlorophenyl)-4,4',5,5'-tetraphenylbiimidazole, 2,2'-bis(2-chlorophenyl)-4,4',5, 5'-tetrakis(alkoxyphenyl)biimidazole, 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, refer to Japanese Patent Publication No. 48-38403, Japan Japanese Patent Laid-Open No. 62-174204, etc.), imidazole compounds in which the 4,4', 5,5'-position phenyl is substituted with an alkoxycarbonyl group (for example, refer to Japanese Patent Laid-Open No. 7-10913, etc.), etc. .

Furthermore, examples of the polymerization initiator (D) include: benzoin compounds such as benzoin, benzoin methyl ether, benzoin ethyl ether, benzoin isopropyl ether, and benzoin isobutyl ether; benzophenone, methyl o-benzoylbenzoate , 4-phenylbenzophenone, 4-benzoyl-4'-methyl diphenyl sulfide, 3,3',4,4'-tetra(tert-butyl carbonyl peroxide) diphenyl Benzophenone compounds such as ketone and 2,4,6-trimethylbenzophenone; quinone compounds such as 9,10-phenanthrenequinone, 2-ethylanthraquinone, and camphorquinone; 10-butyl-2- Chloracridone, benzoyl, methyl phenylglyoxylate, titanocene compound, etc. These are preferably used in combination with a polymerization initiation aid (D1) (especially amines) described later.

Examples of acid generators include: 4-hydroxyphenyldimethylpercite p-toluenesulfonate, 4-hydroxyphenyldimethylpercite hexafluoroantimonate, 4-acetyloxyphenyldimethyl Percited p-toluenesulfonate, 4-acetyloxyphenyl-methyl-benzyl percited hexafluoroantimonate, triphenylcuredium p-toluenesulfonate, triphenyl percited hexafluoroantimonate, diphenyl Onium salts such as baseiodonium p-toluenesulfonate and diphenyliodonium hexafluoroantimonate, or nitrobenzyltoluenesulfonate, benzoin toluenesulfonate, etc.

As the polymerization initiator (D), it is preferable to contain at least one selected from the group consisting of phenalkone compounds, triazine compounds, acyl phosphine oxide compounds, O-acyl oxime compounds and biimidazole compounds. A polymerization initiator, more preferably a polymerization initiator comprising an O-acyl oxime compound.

The content of the polymerization initiator (D) is preferably at least 0.1 parts by mass and at most 30 parts by mass, more preferably at least 1 part by mass and at most 100 parts by mass of the total amount of the resin (B) and the polymerizable compound (C). 20 parts by mass or less. When content of a polymerization initiator (D) exists in the said range, since there exists a tendency for sensitivity to become high and exposure time to shorten, the productivity of a color filter will improve.

5. Polymerization initiation aid (D1) The polymerization initiation aid (D1) is a compound or a sensitizer for accelerating the polymerization of a polymerizable compound whose polymerization is started by a polymerization initiator. In the case of containing the polymerization initiation aid (D1), it is usually used in combination with the polymerization initiator (D). As a polymerization start aid (D1), an amine compound, an alkoxy anthracene compound, a thioxanthone compound, a carboxylic acid compound, etc. are mentioned.

Examples of the amine compound include: triethanolamine, methyldiethanolamine, triisopropanolamine, methyl 4-dimethylaminobenzoate, ethyl 4-dimethylaminobenzoate, 4-dimethylaminobenzoate, Isoamyl methylaminobenzoate, 2-dimethylaminoethyl benzoate, 2-ethylhexyl 4-dimethylaminobenzoate, N,N-dimethyl-p-toluidine, 4 ,4'-bis(dimethylamino)benzophenone (commonly known as Michler's ketone), 4,4'-bis(diethylamino)benzophenone, 4,4' - Bis(ethylmethylamino)benzophenone and the like, among which 4,4'-bis(diethylamino)benzophenone is preferred. Commercially available products such as EAB-F (manufactured by Hodogaya Chemical Co., Ltd.) can also be used.

Examples of the alkoxyanthracene compound include: 9,10-dimethoxyanthracene, 2-ethyl-9,10-dimethoxyanthracene, 9,10-diethoxyanthracene, 2-ethyl-9,10-dimethoxyanthracene, Base-9,10-diethoxyanthracene, 9,10-dibutoxyanthracene, 2-ethyl-9,10-dibutoxyanthracene, etc.

Examples of the thioxanthone compound include: 2-isopropylthioxanthone, 4-isopropylthioxanthone, 2,4-diethylthioxanthone, 2,4-dichlorothioxanthone, 1-Chloro-4-propoxythioxanthone, etc.

Examples of the carboxylic acid compound include: phenylthioacetic acid, methylphenylthioacetic acid, ethylphenylthioacetic acid, methylethylphenylthioacetic acid, dimethylphenylthioacetic acid, methoxybenzene Thioacetic acid, dimethoxyphenylthioacetic acid, chlorophenylthioacetic acid, dichlorophenylthioacetic acid, N-phenylglycine, phenoxyacetic acid, naphthylthioacetic acid, N-naphthylglycine acid, naphthyloxyacetic acid, etc.

When these polymerization initiation aids (D1) are used, the content thereof is preferably 0.1 parts by mass or more and 30 parts by mass or less with respect to 100 parts by mass of the total amount of the resin (B) and the polymerizable compound (C). , More preferably at least 1 part by mass and at most 20 parts by mass. When the amount of the polymerization initiation assistant (D1) is within this range, a colored pattern can be formed with high sensitivity, and the productivity of the color filter tends to improve.

6. Solvent (E) The solvent (E) is not particularly limited, and solvents generally used in this field can be used. For example, ester solvents (solvents containing -COO- and not containing -O- in the molecule), ether solvents (solvents containing -O- and not containing -COO- in the molecule), ether ester solvents (solvents containing -O- in the molecule) Solvents containing -COO- and -O-), ketone solvents (solvents containing -CO- and not containing -COO- in the molecule), alcohol solvents (containing OH in the molecule and not containing -O-, -CO - and -COO- solvents), aromatic hydrocarbon solvents, amide solvents, dimethyl sulfide, etc.

Examples of ester solvents include methyl lactate, ethyl lactate, butyl lactate, methyl 2-hydroxyisobutyrate, ethyl acetate, n-butyl acetate, isobutyl acetate, amyl formate, and isoamyl acetate. , Butyl propionate, Isopropyl butyrate, Ethyl butyrate, Butyl butyrate, Methyl pyruvate, Ethyl pyruvate, Propyl pyruvate, Methyl acetylacetate, Ethyl acetylacetate, Cyclo Hexanol acetate, γ-butyrolactone, etc., preferably ethyl lactate.

Examples of ether solvents include ethylene glycol monomethyl ether, ethylene glycol monoethyl ether, ethylene glycol monopropyl ether, ethylene glycol monobutyl ether, diethylene glycol monomethyl ether, diethylene glycol monoethyl ether, Ethylene glycol monobutyl ether, propylene glycol monomethyl ether, propylene glycol monoethyl ether, propylene glycol monopropyl ether, propylene glycol monobutyl ether, 3-methoxy-1-butanol, 3-methoxy-3-methylbutanol, Tetrahydrofuran, tetrahydropyran, 1,4-dioxane, diethylene glycol dimethyl ether, diethylene glycol diethyl ether, diethylene glycol methyl ether, diethylene glycol dipropyl ether, diethylene glycol Dibutyl ether, anisole, phenetole, methyl anisole, etc., preferably propylene glycol monomethyl ether, ethylene glycol monomethyl ether, diethylene glycol monomethyl ether, diethylene glycol monoethyl ether.

Examples of ether ester solvents include: methyl methoxyacetate, ethyl methoxyacetate, butyl methoxyacetate, methyl ethoxyacetate, ethyl ethoxyacetate, and 3-methoxypropionic acid Methyl ester, ethyl 3-methoxypropionate, methyl 3-ethoxypropionate, ethyl 3-ethoxypropionate, methyl 2-methoxypropionate, 2-methoxypropionate Ethyl ester, propyl 2-methoxypropionate, methyl 2-ethoxypropionate, ethyl 2-ethoxypropionate, methyl 2-methoxy-2-methylpropionate, 2- Ethoxy-2-methyl propionate, 3-methoxybutyl acetate, 3-methyl-3-methoxybutyl acetate, propylene glycol monomethyl ether acetate, propylene glycol mono Diethyl ether acetate, propylene glycol monopropyl ether acetate, ethylene glycol monomethyl ether acetate, ethylene glycol monoethyl ether acetate, diethylene glycol monoethyl ether acetate and diethylene glycol monobutyl ether acetate acid ester, etc., preferably propylene glycol monomethyl ether acetate, 3-ethoxy ethyl propionate, particularly preferably propylene glycol monomethyl ether acetate.

Examples of ketone solvents include: 4-hydroxy-4-methyl-2-pentanone (diacetone alcohol), acetone, 2-butanone, 2-heptanone, 3-heptanone, 4-heptanone, 4- Methyl-2-pentanone, cyclopentanone, cyclohexanone, isophorone, etc., preferably 4-hydroxy-4-methyl-2-pentanone.

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

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

As the amide solvent, N,N-dimethylformamide, N,N-dimethylacetamide and N-methylpyrrolidone can be listed, preferably N,N-dimethylformamide amine.

The solvent (E) is more preferably an ester solvent, an ether solvent, an ether ester solvent, a ketone solvent, and an amide solvent, further preferably an ether ester solvent, a ketone solvent, especially an ether ester solvent, or an ether ester solvent and a ketone solvent The combination. In the case of combining an ether ester solvent and a ketone solvent, the volume ratio (ether ester solvent/ketone solvent) is, for example, 50/50 to 99/1, preferably 60/40 to 98/2, more preferably 70/ 30~97/3.

In addition, the solvent is preferably selected from solvents having a boiling point at 1 atm of 120° C. to 180° C. in terms of applicability and drying properties. As a solvent satisfying the conditions of the boiling point, for example, propylene glycol monomethyl ether acetate, ethyl lactate, propylene glycol monomethyl ether, 3-ethoxy ethyl propionate, ethylene glycol monomethyl ether, diethyl Glycol monomethyl ether, diethylene glycol monoethyl ether, 4-hydroxy-4-methyl-2-pentanone and N,N-dimethylformamide, more preferably: propylene glycol monomethyl ether acetate, Propylene glycol monomethyl ether, ethyl lactate, ethyl 3-ethoxypropionate, and 4-hydroxy-4-methyl-2-pentanone, etc.

The content of the solvent (E) is preferably not less than 55% by mass and not more than 95% by mass, more preferably not less than 60% by mass and not more than 92% by mass, based on the total amount of the coloring composition of the present invention. In other words, the total solid content of the coloring composition is preferably from 5% by mass to 45% by mass, more preferably from 8% by mass to 40% by mass. When the content of the solvent (E) is within the above-mentioned range, the flatness at the time of application tends to be good, and the display characteristics tend to be good without lack of color density when forming a color filter.

7. Leveling agent (F) Examples of the leveling agent (F) include silicone-based surfactants, fluorine-based surfactants, silicone-based surfactants having fluorine atoms, and the like. These may have a polymeric group in a side chain.

Examples of the silicone-based surfactant include those having a siloxane bond in the molecule, and the like. Specifically, Toray silicone DC3PA, Toray silicone SH7PA, Toray silicone DC11PA, Toray silicone SH21PA, Toray silicone Ketone (Toray silicone) SH28PA, Toray silicone (Toray silicone) SH29PA, Toray silicone (Toray silicone) SH30PA, Toray silicone (Toray silicone) SH8400 (trade name, Toray Dow Corning (Toray Dow Corning) (share ) manufacturing), KP321, KP322, KP323, KP324, KP326, KP340, KP341 (Shin-Etsu Chemical Industry Co., Ltd. (Momentive Performance Materials Japan) Co., Ltd.) etc.

Examples of the fluorine-based surfactant include those having a fluorocarbon chain in the molecule, and the like. Specifically, examples include: Fluorad (registered trademark) FC430, Fluorad (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, Megafac RS-718-K (manufactured by DIC), Eftop (registered trademark) EF301, Eftop EF303, Eftop EF351, Eftop ) EF352 (manufactured by Mitsubishi Materials Corporation), Surflon (registered trademark) S381, Surflon S382, Surflon SC101, Surflon SC105 (AGC (stock) Manufacturing) and E5844 ((stock) Daikin Fine Chemical (Daikin Fine Chemical) Research Institute manufacturing), etc.

Examples of the silicone-based surfactant having a fluorine atom include a surfactant having a siloxane bond and a fluorocarbon chain in the molecule, and the like. Specifically, Megafac (registered trademark) R08, Megafac BL20, Megafac F475, Megafac F477 and Megafac F443 (DIC) (Share) manufacturing), etc.

The content of the leveling agent (F) is preferably from 0.001% by mass to 0.2% by mass, more preferably from 0.002% by mass to 0.1% by mass, and still more preferably 0.01% by mass, based on the total amount of the coloring composition. Above and below 0.05% by mass. In addition, the content rate of the said pigment dispersant is not included in this content rate. When the content rate of a leveling agent (F) exists in the said range, the flatness of a color filter can be made favorable.

8. Other ingredients The coloring composition of the present invention may contain additives known in the technical field such as fillers, other polymer compounds, adhesion promoters, antioxidants, light stabilizers, and chain transfer agents as needed.

＜Manufacturing method of coloring composition＞ The coloring composition of the present invention can be prepared, for example, by mixing compound (I), pigment (A1), and optionally dye (A2), resin (B), polymerizable compound (C), polymerization initiator Mix agent (D), solvent (E), leveling agent (F) and other ingredients. Mixing can be performed by known or customary devices or conditions.

In particular, when the colored composition of the present invention is a colored composition containing components other than compound (I) and pigment (A1), it is preferable that compound (I) and pigment (A1) Premixed. Hereinafter, such a pre-prepared product is called a coloring composition (2) (which does not contain a polymerizable compound (C) and a polymerization initiator (D)).

The coloring composition (2) is preferably in a dispersed state using a bead mill, a solvent (E), or the like. The diameter of the beads is preferably not less than 0.05 mm and not more than 0.5 mm, and the material of the beads includes glass, ceramics, metal, and the like. In the coloring composition (2), a part or all of at least one selected from the group consisting of the dispersant, the resin (B), and the solvent (E) may be compounded as necessary. The solid content of the coloring composition (2) is preferably from 5% by mass to 45% by mass, more preferably from 9% by mass to 30% by mass, particularly preferably from 10% by mass to 25% by mass. %the following. In addition, the total content of the compound (I) and the pigment (A1) is preferably not less than 3% by mass and not more than 25% by mass relative to the total amount of the coloring composition (2). Furthermore, the total content of the dispersant and the resin (B) is preferably not less than 0% by mass and not more than 25% by mass relative to the total amount of the colored composition (2). In the coloring composition (2) obtained in this way, if necessary, the remaining components are mixed so as to have a predetermined concentration, whereby a target coloring composition can be prepared. Furthermore, it can be seen that the coloring composition (2) is also included in the coloring composition of the present invention because the coloring composition (2) contains the compound (I) and the pigment (A1).

Regarding the coloring composition of the present invention, the viscosity (initial viscosity) measured with an E-type viscometer at a temperature of 23°C and a rotation speed of 100 rpm is preferably 17 mPa·s or less, more preferably 15 mPa·s or less. Preferably it is 2 mPa·s or more, more preferably 3 mPa·s or more. In particular, the viscosity of the coloring composition (2) is preferably within the above range.

The coloring composition of the present invention is preferably excellent in storage stability. In at least one of the colored composition stored at 5°C for 7 days and the colored composition stored at 23°C for 7 days, measured with an E-type viscometer at a temperature of 23°C and a rotation speed of 100 rpm The viscosity is preferably at most 20 mPa·s, more preferably at most 15 mPa·s, more preferably at least 2 mPa·s, more preferably at least 3 mPa·s. In particular, the viscosity of the coloring composition (2) is preferably within the above range.

＜Manufacturing method of color filter＞ As a method of producing a colored pattern of a color filter from the colored composition of the present invention, a photolithography method, an inkjet method, a printing method, and the like are exemplified. Among them, photolithography is preferred. Photolithography is a method in which the coloring composition is coated on a substrate, dried to form a composition layer, and the composition layer is exposed and developed through a photomask to form a coloring pattern. In photolithography, by not using a photomask and/or not performing development during exposure, a colored coating film that is a cured product of the composition layer can be formed. The colored pattern or colored coating film thus formed is the color filter of the present invention.

The film thickness of the color filter is not particularly limited, and can be appropriately adjusted according to the purpose or application, for example, it is 0.1 μm or more and 30 μm or less, preferably 0.1 μm or more and 20 μm or less, more preferably 0.5 μm or more and 6 μm or less. μm or less.

As the substrate, glass plates such as quartz glass, borosilicate glass, alumina silicate glass, and soda lime glass whose surface is coated with silica; or polycarbonate, polymethyl methacrylate, poly Resin plates such as ethylene terephthalate; silicon; aluminum, silver, silver/copper/palladium alloy thin films, etc. formed on the above-mentioned substrates. Other color filter layers, resin layers, transistors, circuits, etc. can also be formed on these substrates. In addition, a substrate processed by Hexamethyldisilazane (HMDS) on a silicon substrate may also be used.

The formation of pixels of each color by photolithography can be carried out under known or commonly used devices or conditions. For example, it can be produced as follows. First, a coloring composition is applied on a substrate, and then dried by heat drying (pre-baking) and/or reduced-pressure drying to remove volatile components such as solvents to obtain a smooth composition layer. As a coating method, a spin coating method, a slit coating method, a slit and spin coating method, etc. are mentioned. The temperature at the time of heating and drying is preferably from 30°C to 120°C, more preferably from 50°C to 110°C. In addition, the heating time is preferably from 10 seconds to 60 minutes, more preferably from 30 seconds to 30 minutes. When performing reduced-pressure drying, it is preferable to carry out at the temperature range of 20-25 degreeC under the pressure of 50 Pa-150 Pa. The film thickness of the composition layer is not particularly limited, and may be appropriately selected according to the film thickness of the intended color filter.

Next, the composition layer is exposed through a photomask for forming a target colored pattern. The pattern on this photomask is not specifically limited, The pattern corresponding to the intended use is used. As a light source used for exposure, the light source which emits the light of the wavelength of 250 nm - 450 nm is preferable. For example, for light less than 350 nm, use a filter that cuts off this wavelength range, or for light around 436 nm, around 408 nm, or around 365 nm, use a bandpass filter that extracts these wavelength ranges for selection Sexual take out. Specifically, a mercury lamp, a light emitting diode, a metal halide lamp, a halogen lamp, etc. are mentioned. In order to uniformly irradiate the entire exposure surface with parallel light rays or to perform accurate alignment between the mask and the substrate, it is preferable to use a reduction projection exposure device such as a mask aligner or a stepper or Proximity exposure device.

The exposed composition layer is developed by contacting a developer to form a colored pattern on the substrate. By developing, the unexposed portion of the composition layer is dissolved in a developing solution and removed. As a developing solution, for example, an aqueous solution of a basic compound such as potassium hydroxide, sodium bicarbonate, sodium carbonate, tetramethylammonium hydroxide, or the like is preferable. The concentration of these basic compounds in the aqueous solution is preferably not less than 0.01% by mass and not more than 10% by mass, more preferably not less than 0.03% by mass and not more than 5% by mass. Furthermore, the developer may also contain a surfactant. The developing method may be any one of a liquid covering method, a dipping method, a spraying method, and the like. Furthermore, the board|substrate can also be inclined at arbitrary angles at the time of image development. After image development, it is preferable to perform water washing.

Furthermore, it is preferable to post-bak the obtained colored pattern. The post-baking temperature is preferably not less than 80°C and not more than 250°C, more preferably not less than 100°C and not more than 245°C. The post-baking time is preferably from 1 minute to 120 minutes, more preferably from 2 minutes to 30 minutes.

The colored patterns and colored coating films thus obtained are useful as color filters for display devices (for example, liquid crystal display devices, organic electroluminescence (electroluminescence, EL) devices, etc.), electronic paper, solid-state imaging devices, etc. Useful for color filters used in devices, etc. [Example]

Hereinafter, the present invention will be described in more detail with reference to examples, but the present invention is not limited by these examples. In Examples and Comparative Examples, % and parts indicating content or usage-amount are based on mass unless otherwise specified. In the following examples, the structures of the compounds were confirmed by a 400 MHz superconducting Fourier transform nuclear magnetic resonance apparatus (Varian 400-MR; manufactured by Agilent).

〔Compound synthesis example〕 ＜Synthesis of compound (I-1)＞

56 parts of water, 22 parts of acetic acid, 45 parts of methanol, and 78 parts of 98% sulfuric acid were added to 22 parts of 2,5-dichloro-4-nitroaniline, and stirred. Under ice cooling, an aqueous solution obtained by dissolving 15 parts of sodium nitrite in 22 parts of water was added to the reaction solution, and stirred for 2 hours to obtain a suspension containing a diazonium salt. On the other hand, after adding 67 parts of methanol to 17 parts of 3-methyl-1-phenyl-5-pyrazolone, 234 parts of 25% sodium hydroxide aqueous solutions were added and stirred under ice cooling. A suspension containing the diazonium salt was added dropwise thereto. After completion of the dropwise addition, the mixture was further stirred at room temperature for 1 hour to obtain an orange suspension. The obtained orange solid was dried and filtered at 60° C. under reduced pressure to obtain a compound represented by formula (1).

[chem 31]

Next, 129 parts of water, 16 parts of sodium bicarbonate, and 47 parts of sodium sulfide nonahydrate were added to 38 parts of the compound represented by the formula (1), and stirred at 85° C. for 2 hours. After cooling the reaction solution to room temperature, the reaction solution was neutralized to pH 6 with 35% hydrochloric acid, and the precipitated solid was collected by filtration. The obtained solid was washed with water and the red solid obtained by filtration was dried under reduced pressure at 60° C. to obtain the compound represented by formula (2).

[chem 32]

Next, 4.1 parts of N-methyl-2-pyrrolidone, 1.5 parts of acetic acid, and 20 parts of 80% sulfuric acid were added to 1.0 parts of the compound represented by formula (2), and stirred. Under ice-cooling, an aqueous solution obtained by dissolving 0.2 parts of sodium nitrite in 0.4 parts of water was added to the reaction solution, and after stirring for 2 hours, 0.1 parts of sulfamic acid was dissolved in 0.5 parts of water and 5.1 parts of acetic acid. The resulting aqueous solution was added to the reaction solution and stirred to obtain a suspension containing the diazonium salt. On the other hand, 15 parts of N-methyl-2-pyrrolidone and 41 parts of water were added to 0.7 parts of 3-methyl-1-(4-sulfophenyl)-2-pyrazolin-5-one and Stir for 30 minutes. Here, the suspension containing the diazonium salt and 23 parts of 25% ammonia water were added dropwise under ice cooling, and then stirred at room temperature for 1 hour to obtain a red suspension. The red solid obtained by filtration was dispersed and washed with water and methanol for 30 minutes, filtered, and dried at 60°C under reduced pressure to obtain the azo compound represented by formula (I-1) (hereinafter referred to as compound (I -1)) 0.5 parts (27% yield). ¹ H-NMR(DMSO-d ₆ ):δ2.34(s,3H),δ2.35(s,3H),δ6.94-7.32(br,4H),δ7.23(t,1H),δ7 .46(t,2H),δ7.69(d,2H),δ7.86(d,2H),δ7.88(m,2H),δ7.99(s,1H),δ8.00(s, 1H),δ13.50(br,2H)

[chem 33]

[Pigment Synthesis Example 1] According to the content described in "Dyes and Pigments (Dyes and Pigments)" 80 (2009) 245-253, the compound represented by formula (a-1) (hereinafter referred to as compound (a-1)) was synthesized.

[chem 34]

[Resin Synthesis Example 1] An appropriate amount of nitrogen gas was passed through a flask including a reflux cooler, a dropping funnel, and a stirrer to replace it with a nitrogen atmosphere, and 280 parts of propylene glycol monomethyl ether acetate was put in, and heated to 80° C. while stirring. Next, 38 parts of acrylic acid, 3,4-epoxytricyclo[5.2.1.0 ^2,6 ]decane-8-yl acrylate and 3,4-epoxytricyclo[5.2.1.0 ^2,6 ] A mixture of 289 parts of a mixture of decane-9-yl ester (the molar ratio is 1:1) and 125 parts of propylene glycol monomethyl ether acetate. On the other hand, a solution obtained by dissolving 33 parts of 2,2-azobis(2,4-dimethylvaleronitrile) in 235 parts of propylene glycol monomethyl ether acetate was added dropwise over 6 hours. After the dropwise addition, it was kept at 80°C for 4 hours, and then cooled to room temperature to obtain a copolymer with a solid content of 35.1% and a viscosity of 125 mPa·s measured with a B-type viscometer (23°C) (resin B-2 ) solution. The weight average molecular weight Mw of the produced copolymer was 9.2×10 ³ , the degree of dispersion was 2.08, and the acid value in terms of solid content was 77 mg-KOH/g. Resin B-2 has the following structural units.

[chem 35]

The measurement of the polystyrene-equivalent weight average molecular weight (Mw) and the number average molecular weight (Mn) of the resin was carried out under the following conditions by gel permeation chromatography (Gel Permeation Chromatography, GPC). Device: HLC-8120GPC (manufactured by Tosoh Co., Ltd.) Column: TSK-GELG2000HXL Column temperature: 40°C Vehicle: THF (tetrahydrofuran, tetrahydrofuran) Flow rate: 1.0 mL/min Solid component concentration of the liquid to be tested: 0.001% by mass to 0.01% by mass Injection volume: 50 μL Detector: RI Standard material for calibration: TSK standard polystyrene (STANDARD POLYSTYRENE) F-40, F-4, F-288, A-2500, A-500 (manufactured by Tosoh Co., Ltd.) The ratio (Mw/Mn) of the obtained polystyrene-equivalent weight average molecular weight to the number average molecular weight was defined as the degree of dispersion.

Example 1 4.5 parts of compound (a-1), 0.5 parts of compound (I-1), dispersant (BYKLPN-6919 manufactured by BYK) (solid content conversion) 3.5 parts, resin (B-2) (solid Component conversion) 3.5 parts, propylene glycol monomethyl ether acetate (hereinafter sometimes referred to as PGMEA (propylene glycol monomethyl ether acetate)) 83 parts, diacetone alcohol (hereinafter sometimes referred to as DAA (diacetone alcohol)) 5.0 parts mixed, 300 parts of 0.2 mm zirconia beads were put and shaken, and the zirconia beads were removed by filtration to obtain a coloring composition 1 .

Embodiment 2 to Embodiment 4 Coloring compositions 2 to 4 were obtained in the same manner as in Example 1 except that the compound (a-1) in Example 1 was changed to the following compound. Example 2: Coloring composition 2: C.I. Pigment Orange 13 (hereinafter sometimes referred to as PO13) Example 3: Coloring composition 3: C.I. Pigment Red 269 (hereinafter sometimes referred to as PR269) Example 4: Coloring composition 4: C.I. Pigment Orange 71 (hereinafter, sometimes referred to as PO71)

Example 5 3.8 parts of compound (a-1), 1.3 parts of compound (I-1), dispersant (BYKLPN-6919 manufactured by BYK) (solid content conversion) 3.5 parts, resin (B-2) (solid Component conversion) 3.5 parts, PGMEA 83 parts, and DAA 5.0 parts were mixed, 300 parts of 0.2 mm zirconia beads were put in and shaken, and the zirconia beads were removed by filtration to obtain coloring composition 5.

Example 6 3.0 parts of compound (a-1), 2.0 parts of compound (I-1), dispersant (BYKLPN-6919 manufactured by BYK) (solid content conversion) 3.5 parts, resin (B-2) (solid Component conversion) 3.5 parts, PGMEA 83 parts, and DAA 5.0 parts were mixed, 300 parts of 0.2 mm zirconia beads were put and shaken, and the zirconia beads were removed by filtration to obtain coloring composition 6.

Comparative example 1 Compound (a-1) 5.0 parts, dispersant (BYKLPN-6919 manufactured by BYK) (solid content conversion) 3.5 parts, resin (B-2) (solid content conversion) 3.5 parts, propylene glycol monomethyl 83 parts of ether acetate and 5.0 parts of diacetone alcohol were mixed, 300 parts of 0.2 mm zirconia beads were put and shaken, and the zirconia beads were removed by filtration to obtain coloring composition 7 .

Comparative example 2 to comparative example 4 Coloring composition 8 - Coloring composition 10 were obtained by the method similar to the comparative example 1 except having changed the compound (a-1) in the comparative example 1 into the following compound. Comparative Example 2: Coloring Composition 8: C.I. Pigment Orange 13 Comparative Example 3: Coloring Composition 9: C.I. Pigment Red 269 Comparative Example 4: Coloring Composition 10: C.I. Pigment Orange 71

[table 3] (unit is part) Example comparative example 1 2 3 4 5 6 1 2 3 4 composition Pigment (A) Compound (a-1) 4.5 3.8 3.0 5.0 PO13 4.5 5.0 PR269 4.5 5.0 PO71 4.5 5.0 Compound (I) Compound (I-1) 0.5 0.5 0.5 0.5 1.3 2.0 Dispersant 3.5 3.5 3.5 3.5 3.5 3.5 3.5 3.5 3.5 3.5 Resin (B-2) 3.5 3.5 3.5 3.5 3.5 3.5 3.5 3.5 3.5 3.5 solvent PGMEA 83 83 83 83 83 83 83 83 83 83 DAA 5.0 5.0 5.0 5.0 5.0 5.0 5.0 5.0 5.0 5.0

＜Evaluation of viscosity＞ The coloring composition immediately after production was measured using a cone-plate type (E-type) viscometer ("Viscometer (Viscometer) TV-25" manufactured by Toki Sangyo Co., Ltd.) under the conditions of a rotation speed of 100 rpm and a measurement temperature of 23°C. Viscosity (= initial viscosity). The results are shown in Table 4. In Table 4, × indicates that the viscosity is too high to be measured. From the following results, it can be seen that the compound (I) contributes to lowering the viscosity of the pigment-containing composition.

[Table 4]

＜Time-dependent stability evaluation of viscosity＞ The viscosity of the colored composition stored at 5° C. for 7 days and the viscosity of the colored composition stored at 23° C. for 7 days were measured according to the method described above. The colored compositions of Examples 1 to 2 and Examples 4 to 6 had low viscosity and good storage stability even after being stored for 7 days.

[產業上之可利用性] [table 5]

[Industrial availability]

According to the compound of the present invention, since the viscosity of the coloring composition can be reduced, the workability at the time of mixing or coating is good, and by using the coloring composition, a color filter excellent in various characteristics can be easily formed.

none

none

Claims (10)

A coloring composition, comprising a compound represented by formula (I) and a pigment,

In formula (I), L ¹ represents a group represented by formula (ph1), and R ¹ to R ⁴ each independently represent a hydrogen atom, a hydrocarbon group that may have a substituent, a heterocyclic group, -SO ₃ N(R ⁵ ) ₄ , a cyano group, or a halogen atom, wherein at least one of R ¹ to R ⁴ is a hydrocarbon group having one or more -SO ₃ N(R ⁵ ) ₄ as a substituent or -SO ₃ N(R ⁵ ) ₄ , R ⁵ Represents a hydrogen atom or a hydrocarbon group, multiple R ⁵ can be the same or different,

In the formula (ph1), X ¹ represents a substituent or a hydrocarbon group that may have a substituent, and the -CH ₂ - contained in the hydrocarbon group may be substituted with -O-, -CO- or -NH-, and the hydrocarbon group is The contained -CH= may be replaced by -N=, n represents an integer of 0 to 4, and when n represents an integer of 2 or more, a plurality of X ¹ may be the same or different, and n represents an integer of 2 or more And when a plurality of X ¹ are respectively bonded to adjacent carbon atoms among the carbon atoms constituting the phenylene group in the formula (ph1), X ¹ bonded to adjacent carbon atoms may be bonded to each other to form a ring, * Indicates a bonded key. The colored composition as claimed in item 1, wherein L ¹ is a group represented by formula (ph2),

In the formula (ph2), X ² to X ⁵ independently represent a hydrogen atom, an alkyl group with 1 to 4 carbons, a substituted or unsubstituted amino group, an N-acylamino group, a carboxyl group, or an alkyl group with 1 to 4 carbons. 4 alkoxy, 1-4 carbon alkylmercapto, cyano, or halogen atoms, X ² and X ³ , X ⁴ and X ⁵ may be bonded to each other to form a ring, and * represents a bond. The coloring composition according to Claim 1 or Claim 2, further comprising a solvent. The coloring composition according to any one of claim 1 to claim 3, further comprising a resin. The coloring composition according to any one of claim 1 to claim 4, further comprising a polymerizable compound and a polymerization initiator. The coloring composition according to any one of claim 1 to claim 5, wherein the pigment is an azo pigment. A color filter formed of the colored composition according to any one of claim 1 to claim 6. A display device, comprising the color filter as described in Claim 7. A compound represented by formula (I),

In formula (I), L ¹ represents a group represented by formula (ph1), and R ¹ to R ⁴ each independently represent a hydrogen atom, a hydrocarbon group that may have a substituent, a heterocyclic group, -SO ₃ N(R ⁵ ) ₄ , a cyano group, or a halogen atom, wherein at least one of R ¹ to R ⁴ is a hydrocarbon group having one or more -SO ₃ N(R ⁵ ) ₄ as a substituent or -SO ₃ N(R ⁵ ) ₄ , R ⁵ Represents a hydrogen atom or a hydrocarbon group, multiple R ⁵ can be the same or different,

In the formula (ph1), X ¹ represents a substituent or a hydrocarbon group that may have a substituent, and the -CH ₂ - contained in the hydrocarbon group may be substituted with -O-, -CO- or -NH-, and the hydrocarbon group is The contained -CH= may be replaced by -N=, n represents an integer of 0 to 4, and when n represents an integer of 2 or more, a plurality of X ¹ may be the same or different, and n represents an integer of 2 or more And when a plurality of X ¹ are respectively bonded to adjacent carbon atoms among the carbon atoms constituting the phenylene group in the formula (ph1), X ¹ bonded to adjacent carbon atoms may be bonded to each other to form a ring, * Indicates a bonded key. The compound as claimed in item 9, wherein L is ^a group represented by formula (ph2),

In the formula (ph2), X ² to X ⁵ independently represent a hydrogen atom, an alkyl group with 1 to 4 carbons, a substituted or unsubstituted amino group, an N-acylamino group, a carboxyl group, or an alkyl group with 1 to 4 carbons. 4 alkoxy, 1-4 carbon alkylmercapto, cyano, or halogen atoms, X ² and X ³ , X ⁴ and X ⁵ may be bonded to each other to form a ring, and * represents a bond.