TWI796403B - Yellow compound, coloring composition containing the compound, coloring agent for color filter and color filter - Google Patents

Abstract

The present invention provides a yellow compound having excellent solubility in organic solvents (such as propylene glycol monomethyl ether (PGME) and heat resistance during film formation), a coloring composition containing the compound, and a color filter containing the coloring composition. A colorant for an optical sheet, and a color filter using the colorant for a color filter. The present invention provides a compound represented by the following general formula (1).

Description

Yellow compound, coloring composition containing same, colorant for color filter, and color filter

The present invention relates to a yellow compound, a coloring composition containing the compound, a colorant for color filters containing the coloring composition, and a color filter containing the coloring composition.

A large number of pigments have been developed so far, such as quinophthalone pigments, azo pigments, diketopyrrolopyrrole pigments, etc. (for example, refer to Patent Documents 1 to 4). These pigments are used, for example, to color liquid crystals or color filters used in electroluminescence (EL, Electroluminescence) display devices. Color filters are manufactured by laminating colored layers on a translucent substrate such as glass by dyeing, pigment dispersion, printing, electrodeposition, etc. The above-mentioned quinophthalone-based pigments are yellow compounds synthesized by the condensation of quinoline and phthalic anhydride, and can be used as coloring agents for color filters in terms of their clarity (Patent Document 1, Non-Patent Document 1 Literature 1). However, with the high image quality of the display, the performance required for the color filter is improved, and the tinting strength, brightness and contrast must be further improved.

Pigments are generally insoluble in solvents, so they exist in the form of fine particles in color filters containing resins and the like. Therefore, with regard to color filters using pigments, it is known that the transmitted light is reflected and scattered on the surface of the pigment particles in the filter, which affects transparency or color purity, and also has depolarization caused by reflection, so The contrast ratio of the color liquid crystal display device decreases.

In order to improve the problem of lowering the contrast ratio, a method of using only a dye as a colorant, a method of using a dye and a pigment in combination, and the like have been proposed. Dyes are soluble in solvents, so color filters using dyes can suppress depolarization and have excellent spectroscopic characteristics compared to the case of using only pigments as colorants, and are expected to improve contrast or brightness. [Prior Art Literature] [Patent Document]

[Patent Document 1] Japanese Patent Application Publication No. 47-3476 [Patent Document 2] Japanese Patent Laid-Open No. 2012-193318 [Patent Document 3] Japanese Patent Laid-Open No. 2012-12498 [Patent Document 4] Japanese Patent Laid-Open No. 2001-220520 [Non-patent literature]

[Non-Patent Document 1] Edited by Kunihiro Ichimura, "Technology and Chemistry of the Most Advanced Color Filters", published by CMC Co., Ltd., 2006, p.80

[Problem to be solved by the invention]

The present invention was made to solve the above-mentioned problems, and an object of the present invention is to provide a coloring composition, a colorant for a color filter containing the coloring composition, and a color filter using the coloring agent, wherein the coloring composition is Improves the solubility of yellow compounds in organic solvents (propylene glycol monomethyl ether (PGME), etc.), contains this compound, and has excellent color characteristics such as tinting strength, clarity, and hue.

The present invention is the result of diligent research to achieve the above-mentioned object, and has the following contents as its gist.

1. A compound represented by the following general formula (1):

[chemical 1]

[In the formula, R ¹ to R ⁶ independently represent a hydrogen atom, a hydroxyl group, a halogen atom, a cyano group, a nitro group, -SO ₃ H, -SO ₃ M, and the number of carbon atoms that may have substituents is 9 to 25. Indandione group preferably having 9 to 20 carbon atoms, preferably sulfonyl group having 1 to 25 carbon atoms, preferably 1 to 20 carbon atoms, preferably 1 to 25 carbon atoms, preferably 1-20 straight-chain or branched-chain alkyl, 5-25 carbon atoms which may have a substituent, preferably 5-20 cycloalkyl, 2-25 carbon atoms which may have a substituent, A straight-chain or branched alkenyl group with preferably 2 to 20, a straight-chain or branched alkoxy group with 1 to 25 carbon atoms which may have a substituent, preferably 1 to 20, may be Cycloalkoxy group having 5 to 25 carbon atoms, preferably 5 to 20 carbon atoms which may have a substituent, acyl group which may have 1 to 25 carbon atoms, preferably 1 to 20 carbon atoms, which may have a substituent An aromatic hydrocarbon group having 6 to 25 carbon atoms, preferably 6 to 20 carbon atoms, a heterocyclic group having 5 to 25, preferably 5 to 20 ring atoms which may have a substituent, or a ring forming group which may have a substituent For aryloxy groups with 5-25 atoms, preferably 5-20, R ¹ to R ⁶ can form a ring by bonding adjacent groups to each other; M represents an alkali metal atom; any n of R ¹ to R ⁶ Substituted by -NR ⁷ R ⁸ , R ⁷ and R ⁸ each independently represent a hydrogen atom, a straight-chain or branched-chain alkyl group with 1 to 25 carbon atoms, preferably 1 to 20 carbon atoms, which may have a substituent , a cycloalkyl group that may have a substituent having 5 to 25 carbon atoms, preferably 5 to 20, a linear or branched group that may have a substituent having 2 to 25 carbon atoms, preferably 2 to 20 carbon atoms Alkenyl group, cycloalkoxy group having 5 to 25 carbon atoms, preferably 5 to 20 carbon atoms which may have a substituent, aromatic hydrocarbon group having 6 to 25 carbon atoms, preferably 6 to 20 carbon atoms which may have a substituent , or a heterocyclic group with 5 to 25 ring atoms, preferably 5 to 20 ring atoms, which may have a substituent, and R ⁷ and R ⁸ may also be bonded to each other to form a ring; n represents an integer of 1 to 3; Z represents a price base].

2. A compound, wherein in the above general formula (1), Z is a valence group represented by the following general formula (2):

[Chem 2]

[In the formula, R ⁹ to R ¹² independently represent a hydrogen atom, a hydroxyl group, a halogen atom, a cyano group, a nitro group, -SO ₃ H, -SO ₃ M, and the number of carbon atoms that may have substituents is 9 to 25. Indandione group preferably having 9 to 20 carbon atoms, preferably sulfonyl group having 1 to 25 carbon atoms, preferably 1 to 20 carbon atoms, preferably 1 to 25 carbon atoms, preferably 1-20 straight-chain or branched-chain alkyl, 5-25 carbon atoms which may have a substituent, preferably 5-20 cycloalkyl, 2-25 carbon atoms which may have a substituent, A straight-chain or branched alkenyl group with preferably 2 to 20, a straight-chain or branched alkoxy group with 1 to 25 carbon atoms which may have a substituent, preferably 1 to 20, may be Cycloalkoxy group having 5 to 25 carbon atoms, preferably 5 to 20 carbon atoms which may have a substituent, acyl group which may have 1 to 25 carbon atoms, preferably 1 to 20 carbon atoms, which may have a substituent An aromatic hydrocarbon group having 6 to 25 carbon atoms, preferably 6 to 20 carbon atoms, a heterocyclic group having 5 to 25, preferably 5 to 20 ring atoms which may have a substituent, or a ring forming group which may have a substituent For an aryloxy group with 5-25 atoms, preferably 5-20 atoms, R ⁹ -R ¹² can form a ring by bonding adjacent groups to each other; M represents an alkali metal atom].

3. A compound, wherein in the above general formula (1), Z is a valence group represented by the following general formula (3):

[Chem 3]

[In the formula, R ¹³ to R ¹⁸ independently represent a hydrogen atom, a hydroxyl group, a halogen atom, a cyano group, a nitro group, -SO ₃ H, -SO ₃ M, and the number of carbon atoms that may have substituents is 9 to 25. Indandione group preferably having 9 to 20 carbon atoms, preferably sulfonyl group having 1 to 25 carbon atoms, preferably 1 to 20 carbon atoms, preferably 1 to 25 carbon atoms, preferably 1-20 straight-chain or branched-chain alkyl, 5-25 carbon atoms which may have a substituent, preferably 5-20 cycloalkyl, 2-25 carbon atoms which may have a substituent, A straight-chain or branched alkenyl group with preferably 2 to 20, a straight-chain or branched alkoxy group with 1 to 25 carbon atoms which may have a substituent, preferably 1 to 20, may be Cycloalkoxy group having 5 to 25 carbon atoms, preferably 5 to 20 carbon atoms which may have a substituent, acyl group which may have 1 to 25 carbon atoms, preferably 1 to 20 carbon atoms, which may have a substituent An aromatic hydrocarbon group having 6 to 25 carbon atoms, preferably 6 to 20 carbon atoms, a heterocyclic group having 5 to 25, preferably 5 to 20 ring atoms which may have a substituent, or a ring forming group which may have a substituent The aryloxy groups R ⁹ to R ¹² with 5-25 atoms, preferably 5-20 atoms, can form a ring by bonding adjacent groups to each other; M represents an alkali metal atom].

4. A compound wherein, in the above general formula (1), n is 1 or 2, and R ² , R ⁴ or R ⁶ is -NR ⁷ R ⁸ .

5. A compound, wherein in the above general formula (1), R ⁷ and R ⁸ are linear or branched alkyl groups with 2 to 25 carbon atoms, preferably 2 to 20 carbon atoms, which may have substituents .

6. A compound wherein the solubility of the above-mentioned compound in propylene glycol monomethyl ether (PGME) at 25°C±2°C is 0.1% by weight or more.

7. A compound, wherein the above-mentioned compound has a maximum absorption wavelength in the range of 350-700 nm in the range of 370-430 nm in solution.

8. A coloring composition comprising the above compound.

9. A colorant for color filters comprising the above-mentioned coloring composition.

10. A color filter using the above-mentioned colorant for color filters. [Effect of Invention]

Compared with the previous yellow compounds, the compound of the present invention has excellent solubility in organic solvents such as PGME, and has excellent heat resistance during film formation, so the coloring composition containing the compound of the present invention is used as a color filter Colorants are more useful.

Hereinafter, embodiments of the present invention will be described in detail. In addition, this invention is not limited to the following embodiment, Various changes can be implemented within the range of the summary. First, the compound represented by the above general formula (1) will be described.

In the general formula (1), the moiety represented by the following general formula (1-a) can be expressed as "(-NR ⁷ R ⁸ ) _n ". Also, in the general formula (1), "-NR ⁷ R ⁸ " means that it can be bonded to any position of R ¹ to R ⁶ , the number of "-NR ⁷ R ⁸ " is n, and n means 1 to Integer of 3. When n is 2 or more, R ⁷ and R ⁸ that exist in plural may be the same as or different from each other.

[chemical 4]

Examples of the "halogen atom" represented by R ¹ to R ⁶ in the general formula (1), R ⁹ to R ¹² in the general formula (2), or R ¹³ to R ¹⁸ in the general formula (3) include : Fluorine atom, chlorine atom, bromine atom, iodine atom, etc. The "halogen atom" is preferably a fluorine atom or a chlorine atom.

In the general formula (1), the "indandione group having 9 to 25 carbon atoms, preferably 9 to 20 carbon atoms which may have a substituent" represented by R ¹ to R ⁶ "in the range of 9 to 20 carbon atoms" 25. "Indandione group preferably 9-20" means a group having the same structure as the group represented by the above general formula (2). However, the "substituent" in the "indandione group having 9 to 25 carbon atoms, preferably 9 to 20 carbon atoms which may have a substituent" represented by R ¹ to R ⁶ in the general formula (1), The groups represented by R ⁹ to R ¹² in the general formula (2) may be the same as or different from each other. Furthermore, when the "substituent" contains carbon atoms, the carbon atoms are not included in the above-mentioned "9-25 carbon atoms, preferably 9-20".

In the general formula (1), the "sulfonyl group having 1 to 25 carbon atoms, preferably 1 to 20 carbon atoms which may have a substituent" represented by R ¹ to R ⁶ "has 1 to 25 carbon atoms, "Sulfonyl group preferably having 1-20 carbon atoms" means a group represented by "-SO ₃ -R", R means "sulfonyl group having 1-25 carbon atoms which may have substituents, preferably 1-20 carbon atoms The "substituent" in "group".

In the general formula (1), among the "straight-chain or branched alkyl groups having 1 to 25 carbon atoms, preferably 1 to 20 carbon atoms which may have substituents" represented by R ¹ to R ⁶ "A straight-chain or branched-chain alkyl group having 1 to 25 carbon atoms, preferably 1 to 20 carbon atoms" specifically includes methyl, ethyl, propyl, butyl, pentyl, and hexyl , heptyl, octyl, nonyl, decyl and other linear alkyl groups; isopropyl, isobutyl, second butyl, third butyl, isooctyl, 2-ethylhexyl and other branched chains shape of the alkyl.

In the general formula (1), as "a cycloalkyl group having 5 to 25 carbon atoms, preferably 5 to 20 carbon atoms which may have a substituent" represented by R ¹ to R ⁶ , preferably a cycloalkyl group of 5 to 20", specifically, cycloalkyl groups such as cyclopropyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, cyclononyl, cyclodecyl, etc. .

In the general formula (1), among the "straight-chain or branched alkenyl groups having 2 to 25 carbon atoms, preferably 2 to 20 carbon atoms which may have substituents" represented by R ¹ to R ⁶ "A linear or branched alkenyl group having 2 to 25 carbon atoms, preferably 2 to 20 carbon atoms" specifically includes vinyl, 1-propenyl, allyl, and 1-butene alkenyl, 2-butenyl, 1-pentenyl, 1-hexenyl, isopropenyl, isobutenyl and other alkenyl groups, or linear or branched chains formed by multiple bonds of these alkenyl groups Alkenyl.

In the general formula (1), in the "straight-chain or branched alkoxy group having 1 to 25 carbon atoms, preferably 1 to 20 carbon atoms which may have a substituent" represented by R ¹ to R ⁶ The "straight-chain or branched alkoxy group having 1 to 25 carbon atoms, preferably 1 to 20 carbon atoms" specifically includes methoxy, ethoxy, propoxy, and butoxy straight-chain alkoxy groups such as pentyloxy, hexyloxy, heptyloxy, octyloxy, nonyloxy, decyloxy; isopropoxy, isobutoxy, second butoxy, Branched alkoxy groups such as tert-butoxy and isooctyloxy.

In the general formula (1), as "a cycloalkoxy group having 5 to 25 carbon atoms, preferably 5 to 20 carbon atoms which may have a substituent" represented by R ¹ to R ⁶ "with 5 to 20 carbon atoms" 25. A cycloalkoxy group preferably of 5 to 20", specifically, cycloalkyl groups such as cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, cyclononyl, cyclodecyl, etc.; 1 -adamantyl, 2-adamantyl and the like.

In the general formula (1), as "acyl group having 1 to 25 carbon atoms, preferably 1 to 20 carbon atoms which may have a substituent" represented by R ¹ to R ⁶ , the "acyl group having 1 to 25 carbon atoms, Preferably, it is an acyl group of 1 to 20", specifically, acyl groups having 1 to 19 carbon atoms such as formyl, acetyl, propionyl, acryl, and benzoyl, etc. can be mentioned.

In general formula (1), as "aromatic hydrocarbon group having 6 to 25 carbon atoms, preferably 6 to 20 carbon atoms which may have substituents" represented by R ¹ to R ⁶ , "6 to 25 carbon atoms, less Preferably an aromatic hydrocarbon group of 6 to 20", specifically, phenyl, biphenyl, terphenyl, naphthyl, anthryl, phenanthrenyl, fenyl, indenyl, pyrenyl , perylene, allenyl, terphenyl and other aromatic hydrocarbon groups (the so-called "aromatic hydrocarbon group" in the present invention also includes aryl or condensed polycyclic aromatic groups).

基、咪唑基、吡唑基、三唑基、噻吩基、呋喃基(furanyl)、吡咯基、喹啉基、異喹啉基、萘啶基、吲哚基、吖啶基、啡啉基、苯并呋喃基、苯并噻吩基、吲哚基、咔唑基、

唑基、苯并

唑基、噻唑基、苯并噻唑基、喹

啉基、苯并咪唑基、吡唑基、二苯并呋喃基、二苯并噻吩基、咔啉基等雜環基(或雜芳香族烴基)。In the general formula (1), the "heterocyclic group having 5 to 25 ring atoms, preferably 5 to 20 ring atoms" represented by R ¹ to R ⁶ as "5 to 20 ring atoms" ～25, preferably 5～20 heterocyclic groups”, specifically, include: pyridyl, pyrimidinyl, tri

Base, imidazolyl, pyrazolyl, triazolyl, thienyl, furanyl (furanyl), pyrrolyl, quinolinyl, isoquinolyl, naphthyridyl, indolyl, acridinyl, phenanthrinyl, Benzofuryl, Benzothienyl, Indolyl, Carbazolyl,

Azolyl, benzo

Azolyl, thiazolyl, benzothiazolyl, quinine

Linyl, benzimidazolyl, pyrazolyl, dibenzofuryl, dibenzothienyl, carbolinyl and other heterocyclic groups (or heteroaromatic hydrocarbon groups).

In the general formula (1), as "aryloxy group having 5 to 25 ring atoms, preferably 5 to 20 ring atoms which may have substituents" represented by R ¹ to R ⁶ ～25, preferably 5～20 aryloxy groups”, specifically, aryloxy groups such as phenoxy, biphenoxy, naphthyloxy, anthracenyloxy, phenanthrenyloxy, etc. can be mentioned.

In the general formula (1), as represented by R ¹ to R ⁶ "a linear or branched alkyl group having a substituent having 1 to 25 carbon atoms, preferably 1 to 20 carbon atoms" or "having The "substituent" in the substituent has 2 to 25 carbon atoms, preferably 2 to 20 straight-chain or branched alkenyl groups, specifically, deuterium atom, hydroxyl group, -SO ₃ ^- , cyano group, nitro group; halogen atoms such as fluorine atom, chlorine atom, bromine atom, iodine atom; cycloalkyl group with 3 to 19 carbon atoms; linear or branched chain alkane with 1 to 19 carbon atoms Oxygen; cycloalkoxy or 1-adamantyloxy, 2-adamantyloxy with 3 to 19 carbon atoms; aromatic hydrocarbon group or condensed polycyclic aromatic group with 6 to 19 carbon atoms; number of carbon atoms Heterocyclic group with 2 to 19 carbon atoms; aryloxy group with 6 to 19 carbon atoms; unsubstituted amino group; monosubstituted or disubstituted amino group with 1 to 19 carbon atoms; Acyl group, etc. Furthermore, when the "substituent" contains carbon atoms, the carbon atoms are not included in the above-mentioned "9 to 25 carbon atoms, preferably 9 to 20", "1 to 25 carbon atoms, preferably 1 ~20", "5-25 carbon atoms, preferably 5-20", "2-25 carbon atoms, preferably 2-20", "6-25 carbon atoms, preferably 6-20 ". These "substituents" may contain only one or plural, and when plural are contained, they may be the same as or different from each other. Moreover, these "substituents" may further have the substituents exemplified above. In addition, these substituents may be bonded to each other via a single bond, a substituted or unsubstituted methylene group, an oxygen atom or a sulfur atom to form a ring.

In the general formula (1), the "indandione group having a substituent having 9 to 25 carbon atoms, preferably 9 to 20 carbon atoms", "the carbon atom having a substituent" represented by R ¹ to R ⁶ Cycloalkyl with the number of 5 to 25, preferably 5 to 20", "straight-chain or branched alkoxy with substituents having 1 to 25 carbon atoms, preferably 1 to 20", " A cycloalkoxy group having a substituent having 5 to 25 carbon atoms, preferably 5 to 20 carbon atoms", "an acyl group having a substituent having 1 to 25 carbon atoms, preferably 1 to 20 carbon atoms", "a substituent Aromatic hydrocarbon group having 6 to 25 carbon atoms, preferably 6 to 20 carbon atoms in the group", "heterocyclic group having 5 to 25, preferably 5 to 20 ring-forming atoms having a substituent", "having a substituent The "substituent" in "aryloxy group having 5 to 25, preferably 5 to 20 ring atoms" or "amino group having 0 to 25 carbon atoms, preferably 0 to 20 carbon atoms having a substituent", Specifically, examples include: deuterium atom, hydroxyl group, -SO ₃ ^- , cyano group, nitro group; halogen atoms such as fluorine atom, chlorine atom, bromine atom, iodine atom; Chain alkyl; cycloalkyl with 3 to 19 carbon atoms; linear or branched alkenyl with 2 to 19 carbon atoms; linear or branched chain with 1 to 19 carbon atoms Alkoxy; cycloalkoxy or 1-adamantyloxy, 2-adamantyloxy with 3 to 19 carbon atoms; acyl group with 1 to 19 carbon atoms; aromatic hydrocarbon group with 6 to 19 carbon atoms Or condensed polycyclic aromatic group; heterocyclic group with 2 to 19 carbon atoms; aryloxy group with 6 to 19 carbon atoms; unsubstituted amino group; monosubstituted or disubstituted with 1 to 19 carbon atoms Amino groups etc. Furthermore, when the "substituent" contains carbon atoms, the carbon atoms are not included in the above-mentioned "9 to 25 carbon atoms, preferably 9 to 20", "5 to 25 carbon atoms, preferably 5 ~20", "1-25 carbon atoms, preferably 1-20", "6-25 carbon atoms, preferably 6-20", "0-25 carbon atoms, preferably 0-20 ". These "substituents" may contain only one or plural, and when plural are contained, they may be the same as or different from each other. Moreover, these "substituents" may further have the substituents exemplified above. In addition, these substituents may be bonded to each other via a single bond, a substituted or unsubstituted methylene group, an oxygen atom or a sulfur atom to form a ring.

基、噻吩基、呋喃基(furanyl)、吡咯基、咪唑基、吡唑基、三唑基、喹啉基、異喹啉基、萘啶基、吖啶基、啡啉基、苯并呋喃基、苯并噻吩基、

唑基、吲哚基、咔唑基、苯并

唑基、噻唑基、苯并噻唑基、喹

啉基、苯并咪唑基、吡唑基、二苯并呋喃基、二苯并噻吩基、咔啉基等碳原子數2～19之雜環基； 苯氧基、甲苯氧基、聯苯氧基、萘氧基、蒽氧基、菲氧基等碳原子數6～19之芳氧基； 甲基胺基、二甲基胺基、二乙基胺基、乙基甲基胺基、甲基丙基胺基、二第三丁基胺基、二苯基胺基等具有碳原子數1～19之直鏈狀或支鏈狀之烷基、或碳原子數6～19之芳香族烴基的經單取代或二取代之胺基等。Furthermore, in the general formula (1), the "straight chain having 1 to 19 carbon atoms" listed as the "substituent" among the various "groups" having "substituents" represented by R ¹ to R ⁶ Alkyl or branched chain", "Cycloalkyl with 3 to 19 carbon atoms", "Linear or branched alkenyl with 2 to 19 carbon atoms", "Cycloalkyl with 1 to 19 carbon atoms straight-chain or branched alkoxy group", "cycloalkoxy group with 3 to 19 carbon atoms", "acyl group with 1 to 19 carbon atoms", "aromatic group with 6 to 19 carbon atoms Hydrocarbon group or condensed polycyclic aromatic group", "Heterocyclic group with 2 to 19 carbon atoms", "Aryloxy group with 6 to 19 carbon atoms", "Monosubstituted or disubstituted group with 1 to 19 carbon atoms Amino group" or "acyl group having 1 to 19 carbon atoms", specifically, methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, second butyl Straight chains with 1 to 19 carbon atoms such as butyl, tert-butyl, n-pentyl, isopentyl, n-hexyl, 2-ethylhexyl, heptyl, octyl, isooctyl, nonyl, decyl, etc. or branched alkyl; cyclopropyl, cyclopentyl, cyclohexyl, cyclooctyl, cyclononyl, cyclodecyl and other cycloalkyl groups with 3 to 19 carbon atoms; vinyl, 1-propenyl, Allyl, 1-butenyl, 2-butenyl, 1-pentenyl, 1-hexenyl, isopropenyl, isobutenyl, or the number of carbon atoms formed by multiple bonds of these alkenyl groups 2-19 linear or branched alkenyl; methoxy, ethoxy, propoxy, butoxy, pentyloxy, hexyloxy, heptyloxy, octyloxy, nonyloxy , decyloxy, isopropoxy, isobutoxy, second butoxy, third butoxy, isooctyloxy and other linear or branched alkoxy groups with 1 to 19 carbon atoms ; Cyclopropoxy, cyclobutoxy, cyclopentyloxy, cyclohexyloxy, cyclononyloxy, cyclodecyloxy and other cycloalkoxy groups with 3 to 19 carbon atoms; formyl, acetyl , propionyl, acryl, benzoyl and other acyl groups with 1 to 19 carbon atoms; phenyl, biphenyl, terphenyl, naphthyl, anthryl, phenanthrenyl, and fenyl , indenyl, pyrenyl, perylene, allenyl, terphenyl and other aromatic hydrocarbon groups or condensed polycyclic aromatic groups with 6 to 19 carbon atoms; pyridyl, pyrimidyl, triphenyl

Base, thienyl, furanyl (furanyl), pyrrolyl, imidazolyl, pyrazolyl, triazolyl, quinolinyl, isoquinolyl, naphthyridinyl, acridinyl, phenanthrinyl, benzofuryl , benzothienyl,

Azolyl, indolyl, carbazolyl, benzo

Azolyl, thiazolyl, benzothiazolyl, quinine

Linyl, benzimidazolyl, pyrazolyl, dibenzofuryl, dibenzothienyl, carbolinyl and other heterocyclic groups with 2 to 19 carbon atoms; phenoxy, tolyloxy, biphenyloxy Aryloxy groups with 6 to 19 carbon atoms such as naphthyloxy, anthracenyloxy, phenanthoxyl; methylamino, dimethylamino, diethylamino, ethylmethylamino, methylamine Straight-chain or branched alkyl groups with 1 to 19 carbon atoms, or aromatic hydrocarbon groups with 6 to 19 carbon atoms Monosubstituted or disubstituted amino groups, etc.

In the general formula (1), R ¹ to R ⁶ may also form a ring by bonding adjacent groups to each other via a single bond, a substituted or unsubstituted methylene group, an oxygen atom or a sulfur atom.

In the general formula (1), R ¹ to R ⁶ are preferably a hydrogen atom, a hydroxyl group, a halogen atom, a nitro group, an optionally substituted indandione group having 9 to 20 carbon atoms, and an optionally substituted A straight-chain or branched-chain alkyl group having 1 to 20 carbon atoms as a group, a straight-chain or branched-chain alkenyl group having 2 to 20 carbon atoms that may have a substituent, and a carbon atom that may have a substituent An aromatic hydrocarbon group of 6 to 20, or -NR ⁷ R ⁸ , more preferably a hydrogen atom or -NR ⁷ R ⁸ .

In general formula (1), n represents the integer of 1-3, Preferably it is 1 or 2. Also, in the general formula (1), preferably R ² , R ⁴ or R ⁶ is -NR ⁷ R ⁸ .

In the general formula (1), as R ⁷ or R ⁸ represented by "a linear or branched alkyl group having 1 to 25 carbon atoms, preferably 1 to 20 carbon atoms which may have a substituent", " A cycloalkyl group which may have 5 to 25 carbon atoms, preferably 5 to 20 carbon atoms which may have a substituent", "a linear or branched chain which may have 2 to 25 carbon atoms, preferably 2 to 20 carbon atoms which may have a substituent alkenyl group", "cycloalkoxy group with 5 to 25 carbon atoms, preferably 5 to 20 carbon atoms that may have substituents", "cycloalkoxy group with 6 to 25 carbon atoms that may have substituents, preferably 6 to 20 carbon atoms 20 aromatic hydrocarbon group", or "heterocyclic group with 5 to 25, preferably 5 to 20, ring-forming atoms which may have a substituent", and the various "groups" in the general formula (1) can be listed as R ¹ to R ⁶ are identically represented by the same "base". Also, the "substituents" that these "groups" represented by R ⁷ or R ⁸ may have include the same ones as the "substituents" in R ¹ to R ⁶ .

R ⁷ and R ⁸ in the general formula (1) are preferably a hydrogen atom, a linear or branched alkyl group having 1 to 20 carbon atoms which may have a substituent, or a carbon atom which may have a substituent Aromatic hydrocarbon group with number 6-20.

In the general formula (1), Z represents a monovalent group, preferably a valent group represented by the above-mentioned general formula (2) or (3).

In the general formula (1), "-NR ⁷ R ⁸ " means that it can be bonded to any position of R ¹ to R ⁶ , but Z in the general formula (1) is the above general formula (2) or ( 3) In the case of one of the valence groups represented, "-NR ⁷ R ⁸ " can also be bonded to any position among R ¹ ~ R ⁶ , R ⁹ ~ R ¹² or R ¹³ ~ R ¹⁸ , even in the In this case, the number of "-NR ⁷ R ⁸ " is also n, and n represents an integer of 1-3. When n is 2 or more, R ⁷ and R ⁸ that exist in plural may be the same as or different from each other.

As "an indandione group having ⁹ to 20 carbon atoms which may have a substituent" represented by R 9 to R ¹² in the general formula (2), or R ¹³ to R ¹⁸ in the general formula (3), "A sulfonyl group that may have a substituent having 1 to 25 carbon atoms, preferably 1 to 20 carbon atoms", "a linear or branched group that may have a substituent having 1 to 25 carbon atoms, preferably 1 to 20 carbon atoms chain alkyl", "a cycloalkyl group with 5 to 25 carbon atoms, preferably 5 to 20 carbon atoms that may have a substituent", "a cycloalkyl group that may have a substituent with 2 to 25 carbon atoms, preferably 2 to 20 20 straight-chain or branched-chain alkenyl", "may have a substituent with 1-25 carbon atoms, preferably 1-20 straight-chain or branched-chain alkoxy", "may have A cycloalkoxy group having 5 to 25 carbon atoms, preferably 5 to 20 carbon atoms in the substituent", "acyl group having 1 to 25 carbon atoms in the substituent, preferably 1 to 20 carbon atoms", "may have A substituent having 6 to 25 carbon atoms, preferably 6 to 20 aromatic hydrocarbon groups", "a heterocyclic group optionally having a substituent having 5 to 25, preferably 5 to 20 ring atoms", or " Various "groups" in the "aryloxy group" which may have a substituent and have 5 to 25 ring atoms, preferably 5 to 20, include the same representations as R ¹ to R ⁶ in the general formula (1). The "base" is the same. Moreover, about the "substituent" which these "groups" in general formula (2) or (3) may have, the thing similar to the "substituent" in general formula (1) is mentioned.

In the general formulas (2) and (3), R ⁹ to R ¹² and R ¹³ to R ¹⁸ can also be adjacent to each other through a single bond, substituted or unsubstituted methylene, oxygen atom or sulfur atom are bonded to each other to form a ring.

In the general formulas (2) and (3), R ⁹ to R ¹² and R ¹³ to R ¹⁸ are preferably hydrogen atoms, hydroxyl groups, halogen atoms, nitro groups, and optionally substituents with 9 to 20 carbon atoms. The indandione group, the straight-chain or branched-chain alkyl group with 1 to 20 carbon atoms that may have substituents, the straight-chain or branched-chain alkyl group with 2 to 20 carbon atoms that may have substituents Alkenyl, an optionally substituted aromatic hydrocarbon group having 6 to 20 carbon atoms, or -NR ⁷ R ⁸ .

In the general formula (1), (2) or (3), "M" represents an alkali metal atom, preferably a lithium atom, a sodium atom or a potassium atom, more preferably a lithium atom or a sodium atom, especially preferably a sodium atom .

In the present invention, preferred specific examples of the compound represented by the general formula (1) are shown below, but are not limited to these compounds. In addition, in the following structural formula, some hydrogen atoms are omitted. Moreover, even when a stereoisomer exists, the planar structural formula is also described.

[chemical 5]

[chemical 6]

[chemical 7]

[chemical 8]

[chemical 9]

[chemical 10]

[chemical 11]

[chemical 12]

[chemical 13]

[chemical 14]

[chemical 15]

[chemical 16]

[chemical 17]

[chemical 18]

[chemical 19]

[chemical 20]

The compound of the present invention represented by the general formula (1) can be synthesized by a known method (for example, Patent Document 1). Hereinafter, in the general formula (1), n=1, R ² =-NR ⁷ R ⁸ , and a synthesis example in the case where Z is an indandione group represented by the general formula (2) are shown. 4-Chloro-2-methylquinoline derivatives with corresponding substituents and amines such as H-NR ⁷ R ⁸ with corresponding substituents are cross-coupled with appropriate solvents and temperatures to obtain 2-Methylquinoline derivatives having -NR ⁷ R ⁸ as substituents. Furthermore, the obtained 2-methylquinoline derivative and phthalic anhydride having corresponding substituents are subjected to a dehydration condensation reaction with an appropriate solvent and temperature, whereby the compound represented by the general formula (1) can be obtained. compounds of the present invention.

Methods for purifying the product during the synthesis of the compound of the present invention include: purification by column chromatography; adsorption purification by silica gel, activated carbon, activated clay, etc.; recrystallization or crystallization by solvent, etc. known methods. Also, in the identification and analysis of these compounds, nuclear magnetic resonance analysis (NMR, Nuclear Magnetic Resonance), absorbance measurement using a spectrophotometer or ultraviolet-visible absorption spectrum (UV-Vis) measurement, thermogravimetric measurement- Differential Thermal Analysis (TG-DTA, Thermogravimetric/Differential Thermal Analysis), etc. Moreover, these methods can also be used for the solubility, color evaluation, or heat resistance evaluation of the obtained compound.

The solubility of the compounds of the present invention is expressed by solubility, which means the ratio of the maximum amount of a substance that can be dissolved in a specific solvent, for example, expressed in units such as "wt% (solvent name, temperature)". Solubility is obtained, for example, by mixing a sample in a specific solvent, stirring the solvent at a certain temperature for a certain period of time, and measuring the concentration of the prepared saturated solution. It can also be obtained by using liquid chromatography ( LC, Liquid Chromatography) or absorbance measurement and other concentration measurement.

By performing thermogravimetric measurement-differential thermal analysis (TG-DTA) of the compound of the present invention, the thermal decomposition temperature can be analyzed and can be used as an indicator of heat resistance. In the coloring composition, the thermal decomposition temperature of the compound of the pigment portion is preferably 250° C. or higher. When applied to color filters, the higher the thermal decomposition temperature, the better.

A coating film can be produced by mixing the compound of the present invention with various resin solutions and coating it on a glass substrate. For the obtained coating film, color evaluation can be carried out by using a spectrophotometer to measure color and obtain the color value of the coating film. Color values are usually obtained using the CIE L ^* a ^* b ^* color system, etc. Specifically, the color values L ^* , a ^* , and b ^* of the film sample can be measured, and the heat resistance can be judged according to the color difference (ΔE ^* _ab ) of the color values before and after heating at an appropriate temperature. When applied to a color filter, the color difference at a temperature around 230°C can be used as an index of heat resistance. Regarding ΔE ^* _ab , the smaller the value, the smaller the color change due to thermal decomposition, so it is preferably 3 or less.

The coloring composition contained in the colorant for color filters must dissolve or disperse the pigment compound well in resin or organic solvent, so the compounds contained in these coloring compositions are preferably soluble in organic solvents higher. As the organic solvent, specifically, esters such as ethyl acetate and n-butyl acetate; ethers such as diethyl ether and propylene glycol monomethyl ether (PGME); ether esters such as propylene glycol monomethyl ether acetate (PGMEA) ketones such as acetone and cyclohexanone; alcohols such as methanol and ethanol; diacetone alcohol (DAA), etc.; aromatic hydrocarbons such as benzene, toluene and xylene; N,N-dimethylformamide (DMF ), N-methylpyrrolidone (NMP) and other amides; dimethylsulfoxide (DMSO), etc. These solvents may be used alone or in combination of two or more. Among them, the compound of the present invention has excellent solubility in PGME or PGMEA, for example, the solubility (weight %) in PGME at 25±2°C (solvent PGME, 25±2°C) is preferably 0.1% by weight or more , more preferably at least 1% by weight, especially preferably at least 2% by weight. In other words, at any temperature between 23°C and 27°C, the solubility (% by weight) of the compound of the present invention in PGME (solvent PGME, 25±2°C) is preferably 0.1% by weight or more, more preferably 1 % by weight or more, preferably 2% by weight or more.

The compound represented by the general formula (1) preferably has a maximum absorption wavelength in a solution in the visible light region, for example, in the range of 350 to 700 nm, in the range of 370 to 430 nm.

The coloring composition of the present invention contains the compound of the present invention represented by the general formula (1), and may contain compounds of one structure, or may contain compounds of two or more structures. In the present invention, the structure of the compound is preferably one.

Regarding the coloring composition of the present invention, in order to improve the performance as a colorant for color filters, surfactants, dispersants, defoamers, leveling agents, and others may be added during the production of colorants for color filters Organic compounds such as additives mixed as components other than compounds. However, the content of these additives in the coloring composition is preferably an appropriate amount, preferably not reducing or increasing the solubility in the solvent of the coloring composition of the present invention to an unnecessary level, and not affecting the color filter. The content rate within the range of the effect of other additives of the same kind used in tablet production. These additives can be added in arbitrary timing of the preparation of the coloring composition.

The coloring agent for color filters of this invention contains the coloring composition containing the compound represented by General formula (1), and the component normally used for manufacturing a color filter. Common color filters, for example, in the case of using photolithography steps, are made by combining pigments such as dyes or pigments with resin components (including monomers, oligomers, binder components, and resist components). Or the liquid prepared by mixing solvents is coated on glass or resin substrates, and photopolymerized with a photomask to make a coloring pattern of a pigment-resin composite film soluble/insoluble in solvents, which is obtained by heating after cleaning. The compound of the present invention has excellent solubility, so it has excellent dispersibility with the materials used in the production of these color filters, so it can be mixed with other materials if necessary, to form a film, and to evaluate heat resistance or light absorption characteristics . Moreover, in the electrodeposition method or the printing method, it is also possible to produce a coloring pattern using what mixed the pigment, resin, or other components. Therefore, specific components in the colorant for color filters of the present invention include compounds represented by general formula (1), pigments such as other dyes or pigments, resin components, organic solvents, and photopolymerization initiators. agents and other additives. Moreover, it is also possible to select and select from these components, or to add other components as needed.

系、二

系、萘酚AS系、苯并咪唑酮系、吡唑酮系、苝系、芘系、喹吖啶酮系、異吲哚酮系、𠮿

系、吡咯并吡咯二酮系等之染料或顏料等。When the coloring composition of the present invention is used as a colorant for color filters, it can be used as a color filter for yellow color, but it can also be mixed with color filters for other colors such as red and green. . In addition, the coloring composition of the present invention may be used alone, or may be mixed with known colorants such as other dyes or pigments in order to adjust the color tone. For example, basic dyes; acid dyes; disperse dyes; spiro dyes; azo, disazo, quinoline, stilbene, (poly)methine, cyanine, indigo, Cyanine series, anthraquinone series, acridine series, triarylmethane series, indanthrene series,

department, two

series, naphthol AS series, benzimidazolone series, pyrazolone series, perylene series, pyrene series, quinacridone series, isoindolinone series, 𠮿

dyes or pigments such as diketopyrrolopyrrole series, etc.

The mixing ratio of other pigments in the coloring composition and the colorant for color filters of the present invention is preferably 5 to 2000% by weight, more preferably 10 to 1000% by weight, based on the compound represented by the general formula (1). The mixing ratio of pigment components such as dyes in the liquid colorant for color filters is preferably from 0.5 to 70% by weight, more preferably from 1 to 50% by weight, based on the entire colorant.

As the resin component in the coloring composition and the colorant for color filters of the present invention, known ones can be used as long as they have properties required for the production method or use of the color filter resin film formed by using them. . Examples include acrylic resins, olefin resins, styrene resins, polyimide resins, urethane resins, polyester resins, epoxy resins, vinyl ether resins, phenol (novolak) resins, and other transparent resins. , a photocurable resin, a thermosetting resin, an adhesive resin, and a photoresist resin can be used in combination as appropriate. Moreover, the copolymer of these resins can also be used in combination. The content of the resin in these colorants for color filters is preferably from 5 to 95% by weight, more preferably from 10 to 50% by weight, in the case of a liquid colorant.

Examples of other additives in the coloring composition and the colorant for color filters of the present invention include: components required for polymerization or hardening of resins such as photopolymerization initiators and crosslinking agents; Surfactants or dispersants required to stabilize the properties of components in liquid color filter colorants. Those known for color filter production can be used without any particular limitation. The mixing ratio of the total amount of these additives in the solid content of the colorant for color filters is preferably from 5 to 60% by weight, more preferably from 10 to 40% by weight. [Example]

Hereinafter, embodiments of the present invention will be specifically described by way of examples, but the present invention is not limited only to the following examples. Furthermore, the identification of the compounds obtained in the synthesis examples was carried out by ¹ H-NMR (hydrogen-1 NMR, one-dimensional nuclear magnetic resonance spectrum) analysis (NMR apparatus manufactured by Japan Electronics Co., Ltd., JNM-ECA- 600) and proceed.

[Synthesis Example 1] Synthesis of Compound (A-1) 3.0 g of 4-chloro-2-methylquinoline, 4.4 g of dibutylamine, and 0.96 g of p-toluenesulfonic acid monohydrate were placed in a reaction vessel, and stirred at 130° C. for 5 hours. Toluene and water were added to the reaction liquid to perform toluene extraction. The extract was concentrated under reduced pressure and purified by column chromatography (carrier: silica gel, solvent: dichloromethane) to obtain 4-dibutylamino-2-methylquinoline (3.1 g, yield 68 %). Then, 3.1 g of 4-dibutylamino-2-methylquinoline, 2.6 g of phthalic anhydride, 2.1 g of benzoic acid, and 1,2,4-trichlorobenzene were added to the reaction vessel. 16 mL, stirred at 170°C for 6 hours. After cooling to 25°C, it was purified by column chromatography (carrier: silica gel, solvent: dichloromethane) to obtain a yellow powder (3.1 g, yield 68%).

NMR measurement of the obtained yellow powder was performed, the following 27 hydrogen signals were detected, and it was identified as the structure of the compound represented by the following formula (A-1).

¹ H-NMR (600 MHz, CDCl ₃ ): δ(ppm)=8.07(1 H), 7.86(1 H), 7.60-7.66(3 H), 7.50-7.55(3 H), 7.34(1 H) , 3.50(4H), 1.70(4H), 1.35(4H), 0.95(6H).

[chem 21]

[Synthesis Example 2] Synthesis of Compound (A-8) Add 3.0 g of 4-dibutylamino-2-methylquinoline, 3.3 g of 1,8-naphthalene dicarboxylic anhydride, and 2.1 g of benzoic acid obtained by the same method as in Synthesis Example 1 above into the reaction vessel , 1,2,4-trichlorobenzene 15 mL, stirred at 170°C for 8 hours. After cooling to 25°C, it was purified by column chromatography (carrier: silica gel, solvent: dichloromethane) to obtain a yellow powder (2.2 g, yield 50%).

The NMR measurement of the obtained yellow powder was carried out, the following 29 hydrogen signals were detected, and it was identified as the structure of the compound represented by the following formula (A-8).

¹ H-NMR (600 MHz, CDCl ₃ ): δ(ppm)=9.31(1 H), 8.67(2 H), 8.10(2 H), 7.98(1 H), 7.80(1 H), 7.65-7.78 (3H), 7.43(1H), 3.60(4H), 1.80(4H), 1.39(4H), 0.95(6H).

[chem 22]

[Synthesis Example 3] Synthesis of Compound (A-16) In the reaction vessel, 13.4 g of 4-dibutylamino-2-methylquinoline, 9.0 g of trimellitic anhydride, 6.0 g of benzoic acid, 1, 67 mL of 2,4-trichlorobenzene was stirred at 200°C for 48 hours. After cooling to 25° C., toluene and ethanol were added and filtered to obtain a yellow powder (A-16) (14.6 g, yield 66%).

The NMR measurement of the obtained yellow pigment was performed, and the following 27 hydrogen signals were detected, and it was identified as the structure of the compound represented by the following formula (A-16).

¹ H-NMR (600 MHz, DMSO-d ₆ ): δ(ppm)=13.20(1 H), 8.15(1 H), 8.00-7.84(4 H), 7.75(1 H), 7.62(1 H) , 7.47(1H), 3.54(4H), 1.72(4H), 1.35(4H), 0.92(6H).

[chem 23]

[Example 1] For the compound (A-1) obtained in Synthesis Example 1, the solubility (% by weight) in the PGME solvent at room temperature was measured (solvent PGME, 25±2° C.). In addition, solubility was evaluated according to the following 4 grades based on the measured solubility value. The results are shown in Table 1. "◎": Solubility is 2% by weight or more "○": 1 to 2% by weight "△": 0.1 to 1% by weight "×": less than 0.1% by weight

5.0 g of a 2% by weight DMF solution of a copolymer of methacrylic acid and acrylate and 20 mg of the compound (A-1) obtained in Synthesis Example 1 were put into a sample bottle, and stirred and mixed for 30 minutes. The obtained colored resin solution was applied on a glass substrate, and heated at 100° C. for 2 minutes to form a film. For the obtained film, the color value was measured using a spectrophotometer (manufactured by Konica Minolta Co., Ltd., CM-5). Then, it heated at 230 degreeC for 20 minutes, and measured the color value similarly. The color difference (ΔE ^* _ab ) of the color value before and after heating at 230°C is used as an index of heat resistance, and the results of evaluation in the following three ranks are shown in Table 1 together. "○": ΔE ^* _ab <3.0 "△": ΔE ^* _ab = 3.0～10.0 "×": ΔE ^* _ab >10.0

[Example 2 and Example 3] As the compound, instead of (A-1), the compound (A-8) and compound (A-16) obtained in Synthesis Example 2 and Synthesis Example 3 were used, except that , using the same method as in Example 1 to measure the solubility (weight %) in the PGME solvent at room temperature (solvent PGME, 25 ± 2°C), and for the film of the prepared film, measure before and after heating at 230°C The color difference (ΔE ^* _ab ) of the color value is evaluated. The results are summarized in Table 1.

[Comparative Example 1] As a compound, instead of (A-1), CI Solvent Yellow 33, a previous pigment compound represented by the following formula (B-1) that does not belong to the present invention, was used. 1 In the same way, measure the solubility (weight %) in PGME solvent at room temperature (solvent PGME, 25±2°C), and measure the color value of the film before and after heating at 230°C for the film produced Color difference (ΔE ^* _ab ) was evaluated. The results are summarized in Table 1.

[chem 24]

[Table 1]

As shown in Table 1, the compounds of the examples of the present invention show high solubility in PGME and high heat resistance during film formation, and the coloring compositions containing the compounds of the present invention are used as coloring materials for color filters. The agent has no practical problems. In addition, it can be seen that the solubility of the compound of Example 1 in PGME is more than twice that of the compound of Comparative Example 1, and that it has higher heat resistance than that of Comparative Example 1 when forming a film, and can be used as a colorant for color filters. more useful. [Industrial availability]

The coloring composition containing the compound (yellow compound) of the present invention has excellent solubility in organic solvents (PGME, etc.) and has excellent heat resistance during film formation, so it is useful as a colorant for color filters.

Claims (7)

A compound represented by the following general formula (1):

[In the formula, R ¹ , R ³ ~ R ⁶ independently represent a hydrogen atom, a hydroxyl group, a halogen atom, a cyano group, a nitro group, -SO ₃ H, -SO ₃ M, and the number of carbon atoms that may have substituents is 9 ~ 25 indandione group, a sulfonyl group with 1 to 25 carbon atoms that may have a substituent, a straight-chain or branched alkyl group with 1 to 25 carbon atoms that may have a substituent, and a substituent A cycloalkyl group with 5 to 25 carbon atoms in the base, a linear or branched alkenyl group with 2 to 25 carbon atoms that may have a substituent, a straight chain with 1 to 25 carbon atoms that may have a substituent Shaped or branched alkoxy group, cycloalkoxy group with 5 to 25 carbon atoms that may have substituents, acyl group with 1 to 25 carbon atoms that may have substituents, carbon number of carbon atoms that may have substituents 6~25 aromatic hydrocarbon groups, heterocyclic groups with 5~25 ring atoms that may have substituents, or aryloxy groups with 5~25 ring atoms that may have substituents, R ³ ~R ⁶ can also be represented by Adjacent groups are bonded to each other to form a ring; M represents an alkali metal atom; R ² is represented by -NR ⁷ R ⁸ ; R ⁷ and R ⁸ independently represent a hydrogen atom, and the number of carbon atoms that may have a substituent is 1 Straight-chain or branched-chain alkyl groups of ~25, cycloalkyl groups with 5-25 carbon atoms that may have substituents, straight-chain or branched-chain alkyl groups with 2-25 carbon atoms that may have substituents Alkenyl, a cycloalkoxy group with 5 to 25 carbon atoms that may have a substituent, an aromatic hydrocarbon group with 6 to 25 carbon atoms that may have a substituent, or a cycloalkoxy group with 5 to 25 ring atoms that may have a substituent Heterocyclyl, R ⁷ and R ⁸ can also be bonded to each other to form a ring; n represents 1; Z represents a valence group represented by the following general formula (2) or the following general formula (3)],

[In the formula, R ⁹ to R ¹² independently represent a hydrogen atom, a hydroxyl group, a halogen atom, a cyano group, a nitro group, -SO ₃ H, -SO ₃ M, and an indene with a carbon number of 9 to 25 that may have a substituent Diketone group, a sulfonyl group with 1 to 25 carbon atoms that may have a substituent, a linear or branched alkyl group with 1 to 25 carbon atoms that may have a substituent, carbon that may have a substituent Cycloalkyl groups with 5 to 25 atoms, straight chain or branched alkenyl groups with 2 to 25 carbon atoms that may have substituents, straight chain or branched chains with 1 to 25 carbon atoms that may have substituents Chain alkoxy group, cycloalkoxy group with 5 to 25 carbon atoms that may have a substituent, acyl group with 1 to 25 carbon atoms that may have a substituent, and acyl group with 6 to 25 carbon atoms that may have a substituent An aromatic hydrocarbon group, a heterocyclic group with 5 to 25 ring atoms that may have substituents, or an aryloxy group with 5 to 25 ring atoms that may have substituents, R ⁹ to R ¹² may be determined by adjacent groups are bonded to each other to form a ring; M represents an alkali metal atom],

[wherein, R ¹³ to R ¹⁸ independently represent a hydrogen atom, a hydroxyl group, a halogen atom, a cyano group, a nitro group, -SO ₃ H, -SO ₃ M, and an indene with a carbon number of 9 to 25 that may have a substituent Diketone group, a sulfonyl group with 1 to 25 carbon atoms that may have a substituent, a linear or branched alkyl group with 1 to 25 carbon atoms that may have a substituent, carbon that may have a substituent Cycloalkyl groups with 5 to 25 atoms, straight chain or branched alkenyl groups with 2 to 25 carbon atoms that may have substituents, straight chain or branched chains with 1 to 25 carbon atoms that may have substituents Chain alkoxy group, cycloalkoxy group with 5 to 25 carbon atoms that may have a substituent, acyl group with 1 to 25 carbon atoms that may have a substituent, and acyl group with 6 to 25 carbon atoms that may have a substituent An aromatic hydrocarbon group, a heterocyclic group with 5 to 25 ring atoms that may have substituents, or an aryloxy group with 5 to 25 ring atoms that may have substituents, R ⁹ to R ¹² may be determined by adjacent groups are bonded to each other to form a ring; M represents an alkali metal atom]. The compound according to claim 1, wherein in the above general formula (1), R ⁷ and R ⁸ are straight-chain or branched-chain alkyl groups with 2 to 25 carbon atoms that may have substituents. The compound according to claim 1, wherein the solubility of the compound in propylene glycol monomethyl ether (PGME) at 25°C±2°C is above 0.1% by weight. The compound as claimed in item 1, wherein the maximum absorption wavelength in the range of 350-700 nm in the solution of the above-mentioned compound is in the range of 370-430 nm. A coloring composition containing the compound according to any one of claims 1 to 4. A coloring agent for color filters, which contains the coloring composition according to claim 5. A color filter using the colorant for color filters according to claim 6.