TW201700622A - Merocyanine compound - Google Patents

Abstract

The present invention provides a merocyanine compound with excellent light fastness and heat resistance, specifically, a merocyanine compound represented by general formula (I). Among said merocyanine compounds, compounds represented by general formula (II), particularly compounds represented by general formula (III) or (IV), are preferred in that synthesis is easy and heat resistance is high. Compounds represented by general formula (V), (VI), (VII) or (VIII) are even more preferable. The specific details of general formulas (I)-(VIII) are as described in the specification.

Description

Anthocyanin compound

The present invention relates to an anthocyanin compound having a specific structure.

Anthocyanin compounds are widely used as optical absorbers, photographic materials, dyes, coatings, inks, electrophotographic photoreceptors, etc., as light absorbers, sensitizers, dyes, etc., in displays or optical lenses. A coloring agent, a thermal recording paper, a transfer belt, an optical recording dye, a solar cell, a photoelectric conversion element, a semiconductor material, a clinical examination reagent, a pigment for laser treatment, dyeing, and the like.

Patent Document 1 discloses a silver halide photographic light-sensitive material containing a methine dye compound, and Patent Document 2 discloses a phthalocyanine compound, an optical filter using the same, and an optical recording material. Patent Document 3 A photoelectric conversion element containing a merocyanine compound is disclosed, and an acid portion anthocyanin dye is disclosed in Patent Document 4.

[Previous Technical Literature] [Patent Literature]

Patent Document 1: Japanese Patent Laid-Open Publication No. 2003-057777

Patent Document 2: Japanese Patent Laid-Open Publication No. 2008-222991

Patent Document 3: US2013/0087682

Patent Document 4: US2526632

An object of the present invention is to provide a merocyanine compound which is excellent in light resistance.

The inventors of the present invention have repeatedly conducted intensive studies, and as a result, have found that an anthocyanin compound having a specific structure can achieve the above object, thereby completing the present invention.

The present invention has been completed based on the above findings, and provides an aniline compound represented by the following formula (I).

(wherein R ¹ , R ² , R ³ , R ⁴ , R ⁶ , R ⁷ and R ⁸ each independently represent a hydrogen atom, a hydroxyl group, a nitro group, a cyano group, a halogen atom, a carboxyl group, a sulfonic acid group, or a carbon number; 1 to 20 alkyl groups, 6 to 30 carbon atoms, 7 to 30 aralkyl groups, 8 to 30 carbon atoms, and 2 to 30 carbon atoms Or a metallocene group, R ⁵ represents a hydrogen atom, an alkyl group having 1 to 20 carbon atoms, an aryl group having 6 to 30 carbon atoms, an aralkyl group having 7 to 30 carbon atoms, and 8 to 30 carbon atoms. An aralkenyl group or a heterocyclic group having 2 to 30 carbon atoms; R ⁹ represents a hydrogen atom, an alkyl group having 1 to 20 carbon atoms or a cyano group, and X represents >CR ¹⁰ R ¹¹ , an oxygen atom or a sulfur atom; R ¹⁰ and R ¹¹ each independently represent an alkyl group having 1 to 20 carbon atoms, an aryl group having 6 to 30 carbon atoms, an aralkyl group having 7 to 30 carbon atoms, and an alkenyl group having 8 to 30 carbon atoms. a heterocyclic group or a metallocene group having 2 to 30 carbon atoms, R ¹ , R ² , R ³ , R ⁴ , R ⁵ , R ⁶ , R ⁷ , R ⁸ , R ⁹ , R ¹⁰ and R ¹¹ It represents an alkyl group of carbon atoms, or R 1 ~ 20 of ^{1, R 2, R 3,} R 4, R 5, R 6, R 7, R 8, R 10 and the carbon atom by R ¹¹ represents The methylene group of 7 to 30 aralkyl groups or an aral alkenyl group having 8 to 30 carbon atoms is also substituted with -O-, -S-, -CO-, -COO under the condition that the oxygen atoms are not adjacent to each other. -, -OCO-, -COS-, -OCS-, -SO ₂ -, -NH-, -CONH-, -NHCO-, -SO ₂ -NH-, -NH-SO ₂ -, -N=CH- Or in the case of -CH=CH-, the alkyl moiety of the group represented by R ¹ , R ² , R ³ , R ⁴ , R ⁵ , R ⁶ , R ⁷ , R ⁸ , R ⁹ , R ¹⁰ and R ¹¹ In the case where there is a branched side chain, and there is also a case of a cyclic alkyl group, there are cases where a substituent is present, and R ¹ and R ² , R ² and R ³ , R ³ and R ⁴ , R ⁴ and R ⁵ , R ¹ and R ¹⁰ , R ⁶ and R ⁸ , R ⁸ and R ⁹ or R ¹⁰ and R ^{11 are} also respectively formed in the form of a ring, and the ring formed also has a substituent, and G represents an oxygen atom or a sulfur atom. Or a group selected from the group <Group 1> below. Regarding A, m=1 is not a bond bond, and m≧2 represents a single bond, a nitrogen atom, -NR ¹² -, an oxygen atom, a sulfur atom, -SO ₂ -, -SO-, phosphorus atom, -PR ¹³ -, E ^m+ (J ^- ) _m , (M ⁺ ) _m L ^m- or an organic group satisfying any of the following conditions (i) to (v), E Indicates the cation of m-value, and J represents the yin of one price. , M is a cation of a monovalent, L represents an anion of valency m, R ¹² and R ¹³ each independently represent a hydrogen atom, an alkyl group having a carbon number of 1 to 8 carbon atoms, an aryl group of 6 to 30 carbon atoms, 7 An aralkyl group of ~30 or an aralkenyl group having 8 to 30 carbon atoms, and an alkyl group, an aryl group, an arylalkyl group or an arylalkenyl group represented by R ¹² and R ¹³ may also be substituted by a halogen atom, a hydroxyl group or a nitro group. In the case where a substituent having a salt is also formed, the methylene group in the alkyl group, the aralkyl group or the aralkenyl group represented by R ¹² and R ¹³ is also substituted under the condition that the oxygen atoms are not adjacent to each other. -COO-, -O-, -OCO-, -NHCO-, -NH- or -CONH-, m is 1 to 6, when m≧2, A and R ¹ , R ² , R ³ , R ⁴ And one or more substituents of R ⁵ , R ⁶ , R ⁷ , R ⁸ and R ^{9 are} bonded to each other, and a plurality of R ¹ , R ² , R ³ , R ⁴ , R ⁵ , R ⁶ and R ^{7 are present} . R ⁸ , R ⁹ , n, X and G may be the same or different, and n is 0 or 1).

[Chemical 2]

(wherein R and R' each independently represent an alkyl group having 1 to 10 carbon atoms, an aryl group having 6 to 30 carbon atoms, an aralkyl group having 7 to 30 carbon atoms or an aromatic group having 8 to 30 carbon atoms. Alkenyl, * means that the * moiety is bonded to the adjacent group).

(i) m = 2, and A is represented by the following general formula (1).

[化3]*-Z ¹ -X ¹ -Z ² -* (1)

(wherein, X ¹ represents -NR ¹⁴ -, a divalent aliphatic hydrocarbon group having 1 to 35 carbon atoms, a divalent carbon atom group having 3 to 35 carbon atoms, and a divalent carbon atom number of 6 to 35 a hydrocarbon group containing an aromatic ring, a divalent carbon group having 2 to 35 carbon atoms or a group represented by any one of the following (1-A) to (1-C), Z ¹ and Z ² Respectively represent a direct bond, -O-, -S-, -SO ₂ -, -SO-, -NR ¹⁴ -, -PR ¹⁵ -, -CO- or a combination thereof, and R ¹⁴ and R ¹⁵ are independently represented a hydrogen atom, an alkyl group having 1 to 10 carbon atoms, an aryl group having 6 to 30 carbon atoms, an aralkyl group having 7 to 30 carbon atoms or an aralkenyl group having 8 to 30 carbon atoms, R ¹⁴ and R ¹⁵ The alkyl group, the aryl group, the arylalkyl group or the arylalkenyl group represented by the above is also substituted by a halogen atom, a hydroxyl group or a nitro group, and the alkyl group, the aralkyl group or the aral alkenyl group represented by R ¹⁴ and R ¹⁵ The methylene group is also substituted in the case where the oxygen atom is not adjacent to -COO-, -O-, -OCO-, -NHCO-, -NH- or -CONH-, * means Adjacent base bond; wherein the base group represented by the above formula (1) has a number of carbon atoms of from 1 to 35).

(wherein R ²¹ represents a phenyl group or a cycloalkyl group having 3 to 10 carbon atoms in the case where an alkyl group having 1 to 10 carbon atoms or an alkoxy group is substituted, and R ²² represents a carbon number of 1 to 10; An alkyl group, an alkoxy group having 1 to 10 carbon atoms, an alkenyl group having 2 to 10 carbon atoms or a halogen atom, and an alkyl group, an alkoxy group or an alkenyl group represented by R ²¹ and R ²² is substituted by a halogen atom or Unsubstituted, d is an integer from 0 to 4, * means that the * portion is bonded to the adjacent group).

(* in the formula means that the * part is bonded to the adjacent group).

(wherein R ²³ and R ²⁴ each independently represent an alkyl group having 1 to 10 carbon atoms, an aryl group having 6 to 30 carbon atoms, an aryloxy group having 6 to 30 carbon atoms, and a carbon number of 6 to 30; An arylthio group, an aralkyl group having 7 to 30 carbon atoms, an aralkenyl group having 8 to 30 carbon atoms, a heterocyclic group having 2 to 30 carbon atoms or a halogen atom, represented by R ²³ and R ²⁴ An alkyl group, an aryl group, an aryloxy group, an arylthio group, an aralkenyl group, an aralkyl group or a heterocyclic group-containing group substituted or unsubstituted with a halogen atom, an alkyl group or an aralkyl group represented by R ²³ and R ²⁴ The methylene group in the aryl group or the aralkenyl group is also substituted in the case where the oxygen atom is not adjacent to the unsaturated bond, -O- or -S-, and R ^{23 is} also present in the case where the adjacent R ²³ forms a ring with each other. , e means 0~4, f means 0~8, g means 0~4, h means 0~4, the total of g and h is 2~4, * means * Partially associated with the adjacent base).

(2ii) m = 3, and A is represented by the following general formula (2).

(wherein X ² represents a carbon atom substituted with R ²⁵ , an aliphatic hydrocarbon group having a trivalent carbon number of 1 to 35, an alicyclic hydrocarbon group having a trivalent carbon number of 3 to 35, and a trivalent carbon atom number a hydrocarbon group containing an aromatic ring of 6 to 35 or a heterocyclic group having a trivalent carbon number of 2 to 35, and R ²⁵ represents a hydrogen atom, an alkyl group having 1 to 8 carbon atoms, and a carbon number of 6 to 30. a arylalkyl group having 7 to 30 carbon atoms or an alkenyl group having 8 to 30 carbon atoms, and an aliphatic hydrocarbon group represented by X ² is also substituted with -COO-, under the condition that the oxygen atoms are not adjacent to each other. In the case of O-, -OCO-, -NHCO-, -NH-, -CONH-, -O-CONH- or -NHCO-O-, Z ¹ to Z ³ are independent, respectively, and in the above formula (1) The groups represented by Z ¹ and Z ² are the same, and * means that the * moiety is bonded to the adjacent group; wherein the base group represented by the above formula (2) is in the range of 1 to 35 carbon atoms).

(iii) m = 4, and A is represented by the following general formula (3).

[化8]

(wherein X ³ represents a carbon atom, an aliphatic hydrocarbon group having a tetravalent carbon number of 1 to 35, an alicyclic hydrocarbon group having a tetravalent carbon number of 3 to 35, and a tetravalent carbon atom number of 6 to 35) a hydrocarbon group of an aromatic ring or a tetravalent heterocyclic group having 2 to 35 carbon atoms, and an aliphatic hydrocarbon group represented by X ³ is also substituted with -COO-, -O-, under the condition that the oxygen atoms are not adjacent thereto. -OCO-, -NHCO-, -NH-, -CONH-, -O-CONH- or -NHCO-O-, Z ¹ ~ Z ⁴ are independent, respectively, and Z ¹ in the above formula (1) The group represented by Z ² is the same, and * means that the * moiety is bonded to the adjacent group; wherein the base group represented by the above formula (3) is in the range of 1 to 35 carbon atoms).

(iv) m = 5, and A is represented by the following formula (4).

(wherein X ⁴ represents a pentavalent aliphatic hydrocarbon group having 2 to 35 carbon atoms, a pentavalent alicyclic hydrocarbon group having 3 to 35 carbon atoms, and a pentavalent carbon atom having 6 to 35 carbon atoms; a hydrocarbon group or a pentavalent heterocyclic group having 2 to 35 carbon atoms, and an aliphatic hydrocarbon group represented by X ⁴ is also substituted with -COO-, -O-, -OCO- under the condition that the oxygen atoms are not adjacent thereto. In the case of -NHCO-, -NH-, -CONH-, -O-CONH- or -NHCO-O-, Z ¹ to Z ⁵ are independent, respectively, and Z ¹ and Z ² in the above formula (1) The base is the same, and * means that the * moiety is bonded to the adjacent group; wherein the base of the above formula (4) is in the range of 2 to 35 carbon atoms.

(v) m = 6, and A is represented by the following general formula (5).

(wherein, X ⁵ represents a hexavalent aliphatic hydrocarbon group having 2 to 35 carbon atoms, a hexavalent alicyclic hydrocarbon group having 3 to 35 carbon atoms, and a hexavalent carbon atom having 6 to 35 carbon atoms; a hydrocarbon group or a hexavalent heterocyclic group having 2 to 35 carbon atoms, and an aliphatic hydrocarbon group represented by X ⁵ is also substituted under the condition that the oxygen atoms are not adjacent to -COO-, -O-, -OCO- In the case of -NHCO-, -NH-, -CONH-, -O-CONH- or -NHCO-O-, Z ¹ to Z ⁶ are independent, respectively, and Z ¹ and Z ² in the above formula (1) The base is the same, and * means that the * moiety is bonded to the adjacent group; wherein the base group represented by the above formula (5) is in the range of 2 to 35 carbon atoms.

Moreover, the present invention provides a composition containing the above-described merocyanine compound, and an optical film and an optical filter obtained by using the composition.

According to the invention, it is possible to provide a merocyanine compound which is excellent in light resistance.

Hereinafter, the genus anthocyanin compound of the present invention will be described based on preferred embodiments.

The genus anthocyanin compound of the present invention has a structure represented by the above formula (I).

The number of carbon atoms represented by R ¹ , R ² , R ³ , R ⁴ , R ⁵ , R ⁶ , R ⁷ , R ⁸ , R ⁹ , R ¹⁰ and R ¹¹ in the above formula (I) is 1 to 20 The alkyl group may, for example, be methyl, ethyl, propyl, isopropyl, butyl, t-butyl, tert-butyl, isobutyl, pentyl, isopentyl, third pentyl or hexyl. , cyclohexyl, cyclohexylmethyl, cyclohexylethyl, heptyl, isoheptyl, third heptyl, n-octyl, isooctyl, trioctyl, 2-ethylhexyl, decyl, isoindole a group, a mercapto group, an undecyl group, a dodecyl group, a tridecyl group, a tetradecyl group or the like, as R ¹ , R ² , R ³ , R ⁴ , R ⁵ , R ⁶ , R ⁷ , R ⁸ Examples of the aryl group having 6 to 30 carbon atoms represented by R ¹⁰ and R ¹¹ include a monocyclic or condensed ring structure such as a phenyl group, a naphthyl group, a biphenyl group, a fluoren-1-yl group or a phenanthrene-1-yl group. The aromatic hydrocarbon ring (only a part of the ring structure; the same applies to the "aromatic hydrocarbon ring" hereinafter) or its linking structure, and R ¹ , R ² , R ³ , R ⁴ , R ⁵ , R ⁶ , R ^7, R ^8, represents the number of R ¹⁰ and R ¹¹ having 7 to 30 carbon atoms or aralkyl of 8 to 30 carbon atoms, alkenyl of aryl groups, include: a monocyclic or condensed aromatic system such as phenylethyl, phenylethyl, 2-phenylpropyl, 3-phenylpropyl, diphenylmethyl, triphenylmethyl, styryl or phenylallyl An alkyl or alkenyl group to which a hydrocarbon ring or a linking structure thereof is bonded.

R ¹ , R ² , R ³ , R ⁴ , R ⁵ , R ⁶ , R ⁷ , R ⁸ , R ¹⁰ and R ^{11 are} also represented by a heterocyclic group having 2 to 30 carbon atoms. In the heterocyclic group having 2 to 30 carbon atoms, the heterocyclic ring-containing group means a group containing at least one hetero ring, and the number of carbon atoms means the number of carbon atoms in the entire group. In the following description, in the case where the number of carbon atoms of the heterocyclic-containing group is specified, the number of carbon atoms in the entire group is referred to. Examples of the heterocyclic group having 2 to 30 carbon atoms include a pyridyl group, a pyrimidinyl group and an anthracene. Base Base, piperidinyl, pyranyl, pyrazolyl, tri , pyrrolidinyl, quinolyl, isoquinolyl, imidazolyl, benzimidazolyl, triazolyl, furyl, furanyl, benzofuranyl, thienyl, phenylthio Benzothiophenyl, thiadiazolyl, thiazolyl, benzothiazolyl, Azolyl, benzo Azolyl, isothiazolyl, iso Azolyl, fluorenyl, Pyridyl, morpholinyl, thiomorpholinyl, 2-pyrrolidone-1-yl, 2-piperidin-1-yl, 2,4-dioxyimidazol-3-yl, 2, 4-dioxy A heterocyclic ring having a monocyclic or condensed ring structure such as oxazol-3-yl group (only a part of a ring structure; the same applies to the "heterocyclic ring of a monocyclic or condensed ring structure") or a linking structure thereof.

As R ^1, R represented by the ^{2, R 3, R 4,} R 6, R 7 and R ⁸ metallocene group, include: ferrocenyl, ferrocene nickel-based, cobalt-based ferrocene, ferrocene dioxane Examples of the halogen atom represented by R ¹ , R ² , R ³ , R ⁴ , R ⁶ , R ⁷ , R ⁸ , R ¹⁰ and R ¹¹ include a fluorine atom, a chlorine atom and a bromine group. ,iodine.

R ¹ and R ² , R ² and R ³ , R ³ and R ⁴ , R ⁴ and R ⁵ , R ¹ and R ¹⁰ , R ⁶ and R ⁸ , R ⁸ and R ^{9 in the} above formula (I) Or a ring structure formed by linking R ¹⁰ and R ¹¹ , and examples thereof include a piperidine ring and a piperidine. Ring, pyrrolidine ring, Porphyrin ring, thio Chloride ring, pyridine ring, pyridyl Ring, pyrimidine ring, anthracene Ring, three Ring, quinoline ring, isoquinoline ring, imidazole ring, Oxazole ring, imidazolidinium ring, pyrazolidine ring, different Zyridinium ring Zolidine ring, isothiazolidine ring, rose ring, thio An oxazolidinone ring, a thioacetamidine ring, an indandione ring, a thioindole ring, a pyrazolone ring, a pyridone ring, a pyrazolidinedione ring, a rhodanine ring, a barbituric acid ring, Thiobarbituric acid ring, An oxazolinone ring, a carbendazim ring, a thioacetamidine ring, a butyl quinone ring, a maleimide ring, etc., and the rings are also condensed with other rings, and also exist And the number of carbon atoms represented by R ¹ , R ² , R ³ , R ⁴ , R ⁵ , R ⁶ , R ⁷ , R ⁸ , R ⁹ , R ¹⁰ and R ¹¹ in the above formula (I) is 1 to 20 The alkyl group or the like has the same substituent.

In the above formula (I), R ¹ , R ² , R ³ , R ⁴ , R ⁵ , R ⁶ , R ⁷ , R ⁸ , R ⁹ , R ¹⁰ and R ¹¹ represent a carbon number of 1 to 20 An alkyl group, an aryl group having 6 to 30 carbon atoms represented by R ¹ , R ² , R ³ , R ⁴ , R ⁵ , R ⁶ , R ⁷ , R ⁸ , R ¹⁰ and R ¹¹ , R ¹ and R ² And an aralkyl group having 7 to 30 carbon atoms or an alkenyl group having 8 to 30 carbon atoms represented by R ³ , R ⁴ , R ⁵ , R ⁶ , R ⁷ , R ⁸ , R ¹⁰ and R ¹¹ , and The heterocyclic group having 2 to 30 carbon atoms represented by R ¹ , R ² , R ³ , R ⁴ , R ⁵ , R ⁶ , R ⁷ , R ⁸ , R ¹⁰ and R ¹¹ may have a substituent. Examples of the substituent of the alkyl group having 1 to 20 carbon atoms include a substituent other than an alkyl group or an aralkyl group among the substituents exemplified below. The aryl group having 6 to 30 carbon atoms is preferably a monocyclic or condensed ring aromatic hydrocarbon ring or a substituent of the linking structure thereof, and examples of the substituents exemplified below include a substituent other than the aryl group. The aralkyl group having 7 to 30 carbon atoms or the aralkenyl group having 8 to 30 carbon atoms is preferably an aromatic hydrocarbon ring having a monocyclic or condensed ring structure or an alkyl group or alkene bonded thereto. The substituents exemplified below include the substituents exemplified below. In the substituents exemplified below, the alkyl group, the aralkyl group, and the aralkenyl group are substituted with an aromatic hydrocarbon ring having 7 to 30 carbon atoms or an aromatic hydrocarbon group having 8 to 30 carbon atoms. The heterocyclic group having 2 to 30 carbon atoms is preferably a heterocyclic ring having a monocyclic or condensed ring structure or a substituent of a linking structure thereof, and examples of the substituents exemplified below include a heterocyclic group. Substituent. Further, any one of R ¹ , R ² , R ³ , R ⁴ , R ⁵ , R ⁶ , R ⁷ , R ⁸ , R ⁹ , R ¹⁰ and R ¹¹ is the above-mentioned alkyl group having 1 to 20 carbon atoms. An aryl group having 6 to 30 carbon atoms, an aralkyl group having 7 to 30 carbon atoms, an aralkenyl group having 8 to 30 carbon atoms or a heterocyclic group having 2 to 30 carbon atoms, and these groups are When the substituent having a carbon atom is contained in the following substituent, the total number of carbon atoms including the substituent satisfies a predetermined range. That is, when the alkyl group having 1 to 20 carbon atoms has a substituent having a carbon atom, the number of carbon atoms is in the range of 1 to 20, and the aryl group having 6 to 30 carbon atoms is based on a substituent having a carbon atom. When the number of carbon atoms is in the range of 6 to 30, the number of carbon atoms in the case of having a substituent having a carbon atom is 7 to 30, and the number of carbon atoms is 8 to 30. When the arylalkenyl group has a substituent having a carbon atom, the number of carbon atoms is in the range of 8 to 30, and the number of carbon atoms in the case where the heterocyclic ring having 2 to 30 carbon atoms is based on a substituent having a carbon atom The range is 2~30.

Examples of the substituent include a methyl group, an ethyl group, a propyl group, an isopropyl group, a cyclopropyl group, a butyl group, a second butyl group, a tert-butyl group, an isobutyl group, a pentyl group, and an isopentyl group. Third amyl, cyclopentyl, hexyl, 2-hexyl, 2-ethylhexyl, 3-hexyl (or hex-3-yl), cyclohexyl, bicyclohexyl, 1-methylcyclohexyl, heptyl, 2-heptyl, 3-heptyl, isoheptyl, third heptyl, n-octyl, isooctyl, trioctyl, decyl, isodecyl, decyl, lauryl, etc. alkyl; methoxy Base, ethoxy, propoxy, isopropoxy, butoxy, second butoxy, tert-butoxy, isobutoxy, pentyloxy, isopentyloxy, third pentyloxy , hexyloxy, cyclohexyloxy, heptyloxy, isoheptyloxy, third heptyloxy, n-octyloxy, isooctyloxy, trioctyloxy, 2-ethylhexyloxy, hydrazine Alkoxy group such as oxy group, decyloxy group; methylthio group, ethylthio group, propylthio group, isopropylthio group, butylthio group, second butylthio group, tert-butylthio group, isobutylthio group, pentane Sulfur, isopentylthio, third pentylthio, hexylthio, cyclohexylthio, heptylthio, isoheptylthio, Alkylthio group such as triheptylthio, n-octylthio, isooctylthio, trioctylthio, 2-ethylhexylthio; vinyl, 1-methylvinyl, 2-methylvinyl, 2-propenyl, 1-methyl-3-propenyl (or 1-methyl-2-propenyl), 3-butenyl, 1-methyl-3-butenyl, isobutenyl, 3-pentyl Alkenyl, alkenyl, cyclohexenyl, bicyclohexenyl, heptenyl, octenyl, nonenyl, pentacenyl, behenyl, behenyl, etc. ; arylalkyl such as benzyl, phenethyl, diphenylmethyl, triphenylmethyl, styryl, phenylallyl; aryl such as phenyl, naphthyl; phenoxy, naphthyloxy, etc. Aryloxy; arylthio group such as phenylthio group, naphthylthio group; pyridyl group, pyrimidinyl group, anthracene Base, piperidinyl, pyranyl, pyrazolyl, tri , pyrrolyl, quinolyl, isoquinolyl, imidazolyl, benzimidazolyl, triazolyl, furyl, furanyl, benzofuranyl, thienyl, phenylthio, Benzothiophenyl, thiadiazolyl, thiazolyl, benzothiazolyl, Azolyl, benzo Azolyl, isothiazolyl, iso Azyl, fluorenyl, 2-pyrrolidone-1-yl, 2-piperidin-1-yl, 2,4-dioxyimidazol-3-yl, 2,4-dioxy a heterocyclic group such as oxazolidine-3-yl; a halogen atom such as fluorine, chlorine, bromine or iodine; an ethyl group, a 2-chloroethyl group, a propyl group, a decyl group, a phenylcarbonyl group (benzoyl group) , o-phthalic acid, 4-trifluoromethyl benzhydryl, trimethylethyl fluorenyl, o-hydroxybenzhydryl, oxalyl, stearyl, methoxycarbonyl, ethoxy a mercapto group such as a carbonyl group, a tert-butoxycarbonyl group, an n-octadecyloxycarbonyl group or an amine carbaryl group; a decyloxy group such as an ethoxy group or a benzyl group; an amine group; an ethylamine group and a dimethylamine group; , diethylamine, butylamino, cyclopentylamino, 2-ethylhexylamino, dodecylamino, anilino, chloroanilino, toluidine, methoxyanilide, N- Alkyl-anilino, diphenylamino, naphthylamino, 2-pyridylamino, methoxycarbonylamino, phenoxycarbonylamino, acetoguanyl, benzamidine, formamidine, Trimethylacetamido, laurylamine, amine carbamide, N,N-dimethylaminocarbonylamino, N,N-diethylaminocarbonylamino, Polinylcarbonylamino, methoxycarbonylamino, ethoxycarbonylamino, tert-butoxycarbonylamino, n-octadecyloxycarbonylamino, N-methyl-methoxycarbonylamino a substituted amine such as a phenoxycarbonylamino group, an amine sulfonamide group, an N,N-dimethylaminosulfonylamino group, a methylsulfonylamino group, a butylsulfonylamino group or a phenylsulfonylamino group. a sulfonylamino group, a sulfonyl group-containing group, a carboxylic acid group, a cyano group, a sulfonic acid group, a hydroxyl group, a nitro group, a decyl group, a fluorenylene group, an amine group, a phosphate group, etc., which may be used. Further substituted. Further, the acidic group such as the carboxyl group, the sulfo group or the phosphoric acid group may form a salt with various cations, and the substituted amine group may be formed into a salt with various anions after the quaternization. Examples of the cation include an alkali metal ion, an alkaline earth metal ion, a transition metal cation, an ammonium having 4 or more carbon atoms, a ruthenium, a phosphonium cation, and the like. Examples of the anion include, for example, a chloride ion. , bromide ion, iodide ion, fluoride ion and other halide ions; perchlorate ion, chlorate ion, thiocyanate ion, hexafluorophosphate ion, hexafluoroantimonate ion, tetrafluoroborate ion and other inorganic Anion; mesylate ion, dodecylsulfonate ion, benzenesulfonate ion, tosylate ion, triflate ion, pentafluorobenzenesulfonate ion, diphenylamine-4-sulfonate ion, 2 -Amino-4-methyl-5-chlorobenzenesulfonate ion, 2-amino-5-nitrobenzenesulfonate ion, phthalocyanine sulfonate ion, perfluoro-4-ethylcyclohexanesulfonate ion, Naphthalene monosulfonic acid, naphthalene disulfonic acid, naphthalene trisulfonic acid, naphthylamine monosulfonic acid, naphthylamine disulfonic acid, naphthylamine trisulfonic acid, naphthol monosulfonic acid, naphthol disulfonic acid, naphthol trisulfonic acid Organic sulfonic acid anion; thiocyanate ion, phosphotungstic molybdate , phosphotungstic acid ion, phosphomolybdate ion, tannic acid ion, tartrate ion, palmitate ion, stearate ion, oleate ion, linoleate ion, octyl phosphate ion, dodecyl phosphate Ion, octadecyl phosphate ion, phenyl phosphate ion, nonylphenyl phosphate ion, 2,2'-methylenebis(4,6-di-t-butylphenyl)phosphonate ion Organic phosphate anion; bis(trifluoromethanesulfonyl)imide ion, bis(perfluorobutylsulfonyl)imide ion, tetrakis(pentafluorophenyl)borate ion, tris(fluoroalkylsulfonate) Carbium anion, tetrakis(pentafluorophenyl)borate ion, and the like.

R ¹ , R ² , R ³ , R ⁴ , R ⁵ , R ⁶ , R ⁷ , R ⁸ , R ⁹ , R ¹⁰ and R ¹¹ in the above formula (I) (R ¹²⁵ in the following group 2) And an alkyl group having 1 to 20 carbon atoms represented by R ¹²⁶ , R ³¹ in the formula (III) and the same as R ³⁵ in the formula (IV), preferably: unsubstituted, fluorine-containing a halogen atom such as chlorine or bromine; a substituted amine group; a sulfonylamino group, a sulfonyl group, a carboxyl group, a cyano group, a sulfo group, a hydroxyl group, a nitro group, a decyl group, a fluorenylene group, an amine group, a sulfonyl group In the case of a substituent such as a phosphate group, the methine chain in the alkyl group is substituted by SO ₂ NH, NHSO ₂ , O, NHCO, CONH, and the alkyl group (including an alkyl group having a substituent) forms a salt.

R ¹ , R ² , R ³ , R ⁴ , R ⁵ , R ⁶ , R ⁷ , R ⁸ , R ¹⁰ and R ¹¹ (in the following Group 2, R ¹²⁵ and R ¹²⁶ , in the formula (III) The aryl group having 6 to 30 carbon atoms represented by R ³¹ and the same as in R ³⁵ in the formula (IV) is preferably an unsubstituted group, the above alkyl group, an aralkyl group, fluorine, chlorine, or the like. a halogen atom such as bromine or iodine; a substituted amine group; a sulfonylamino group, a sulfonyl group, a carboxyl group, a cyano group, a sulfo group, a hydroxyl group, a nitro group, an indolyl group, an amine group, a sulfonyl group, A substituent such as a phosphate group, an alkyl group substituted by an aryl group, a methylene group in an aralkyl group or an aralkenyl group substituted by -SO ₂ -NH- or -NH-SO ₂ -, O, NHCO, CONH, A group (including an aryl group having a substituent) forms a salt.

R ¹ , R ² , R ³ , R ⁴ , R ⁵ , R ⁶ , R ⁷ , R ⁸ , R ¹⁰ and R ¹¹ (in the following Group 2, R ¹²⁵ and R ¹²⁶ , in the formula (III) An aralkyl group having 7 to 30 carbon atoms or an alkenyl group having 8 to 30 carbon atoms represented by R ³¹ and the same as those in R ³⁵ in the formula (IV) is preferably an unsubstituted one. The above alkyl group, alkoxy group; halogen atom such as fluorine, chlorine or bromine; substituted amine group; sulfonylamino group, sulfonyl group, carboxyl group, cyano group, sulfo group, hydroxyl group, nitro group, mercapto group, quinone imine group, a substituent such as an amine methyl sulfonyl group, a sulfonylamino group, a phosphoric acid group, or the like, wherein the methine chain in the aralkyl group is substituted with an oxygen atom, -SO ₂ -NH- or -NH-SO ₂ -, O, NHCO, CONH An alkyl group (containing an alkyl group having a substituent) forms a salt.

In the above formula (I), R ¹ , R ² , R ³ , R ⁴ , R ⁵ , R ⁶ , R ⁷ , R ⁸ , R ⁹ , R ¹⁰ and R ¹¹ represent a carbon number of 1 to 20 An alkyl group, an aryl group having 6 to 30 carbon atoms represented by R ¹ , R ² , R ³ , R ⁴ , R ⁵ , R ⁶ , R ⁷ , R ⁸ , R ¹⁰ and R ¹¹ and R ¹ and R ² And an aralkyl group having 7 to 30 carbon atoms or an alkenyl group having 8 to 30 carbon atoms represented by R ³ , R ⁴ , R ⁵ , R ⁶ , R ⁷ , R ⁸ , R ¹⁰ and R ¹¹ The methyl group at the terminal may have a substituent in which an acidic group such as a carboxyl group, a sulfo group or a phosphoric acid group forms a salt with various cations, or may have a substituent in which a substituted amine group is quaternized to form a salt with various anions.

Among the substituents forming such a salt, examples of the cation forming a salt with an acidic group include alkaline earth metal ions such as magnesium, calcium, barium, and strontium, and typical metal ions such as aluminum, and transitions such as zinc, nickel, cobalt, copper, and vanadium. A metal cation, an ammonium having 4 or more carbon atoms, or the like, and an anion which forms a salt with a substituted quaternary amine group, and examples thereof include chloride ions, bromide ions, iodide ions, fluoride ions, and the like. a halide ion; an inorganic anion such as a perchlorate ion, a hexafluorophosphate ion, a hexafluoroantimonate ion or a tetrafluoroborate ion; an organic sulfonic acid anion such as a mesylate ion or a dodecylsulfonate ion; Heteropolyacid ion such as phosphomolybdate ion, bis(trifluoromethanesulfonyl)imide ion, bis(perfluorobutylsulfonyl)imide ion, tetrakis(pentafluorophenyl)borate ion, tris(fluoride) Alkylsulfonyl)carbon anion, tetrakis(pentafluorophenyl)borate ion, and the like.

In the above formula (I), the substituent forming the salt can be obtained by using a precipitating agent for titrating an acid dye or a precipitating agent for decalating a basic dye. As the precipitating agent for the acidating of the acid dye, for example, cerium chloride, aluminum chloride, an alkaline earth metal salt, a manganese salt, a sodium salt or the like can be used, and as the precipitating agent for the above-mentioned basic dye, it can be used. : phosphotungstic acid, phosphotungstic acid, phosphomolybdic acid, lanthanum tungsten molybdate, lanthanum molybdate, tannic acid, tartaric acid, kaolin, smectite, higher fatty acids, etc., may be heated by an aqueous solution or an aqueous dispersion as needed, Obtained by filtration.

In the above formula (I), when m = 1, A is not a bonding bond. That is, when m=1, the above The general formula (I) is represented by the following general formula (I-1).

(wherein R ¹ , R ² , R ³ , R ⁴ , R ⁵ , R ⁶ , R ⁷ , R ⁸ , R ⁹ , n and G are the same as the above formula (I))

When the n is 1 in the case of n-anthocyanin compound represented by the above formula (I-1), the structure represented by the following formula may be adopted, and any structural formula may be used, and any structure may be used. The structural isomers represented by the formula are used singly or as a mixture of the above.

Further, in the following formula, the NR ⁵ group and the R ⁶ group are in a cis configuration (Z configuration) with respect to the double bond, but also include those of the reverse configuration (E configuration). Formula (I-1) is defined as the meaning including all geometric isomers resulting from the carbon-carbon double bonds.

^{(Wherein, R 1, R 2, R} 3, R 4, R 5, R 6, R 7, R 8, R 9 and G in the general formula (I-1) identical)

Examples of the formula (I) is represented by A in the -NR ¹² - R ¹² of the time, expressed as -PR ¹³ - when the number of R ^13, or R 1 and the group represented by R 'having 1 to 10 carbon atoms of the The alkyl group, the aryl group having 6 to 30 carbon atoms, the aralkyl group having 7 to 30 carbon atoms or the aralkenyl group having 8 to 30 carbon atoms may, for example, be an alkyl group exemplified in the description of the general formula (I). A group, an aryl group, an aralkyl group or an aralkenyl group which satisfies a specific number of carbon atoms or the like.

Called the general formula (I), A is represented as the _{^{E m + (J -) m}} , and more specifically, when in the case of m ≧ 2, the portion other than the system in formula (I) as A J becomes the m ^a one-valent anion which is bonded to a m-valent cation as E ^m+ (A). When represented by the following exemplified compounds, it corresponds to Compound No. 84, No. 85, and No. 87 to No. 90.

Examples of the cation having a valence of E include an alkaline earth metal ion such as magnesium, calcium, barium or strontium; a transition metal cation such as zinc, copper or nickel; and the trivalent cation: A typical metal ion such as aluminum; a transition metal cation such as cobalt or iron; and a cation having a tetravalent or higher value include a transition metal cation such as manganese.

In the above formula (I), A is represented by (M ⁺ ) _m L ^m- , and more specifically, in the case of m≧2, a part other than A in the formula (I) is m as M. ^a one-valent cation in which the cations are bonded to an m-valent anion of L ^m- (A). When represented by the following exemplified compounds, it corresponds to Compound No. 86 and No. 91 to No. 95.

Examples of the anion of the divalent valence of L include a chromate ion, and examples of the trivalent anion include a phosphomolybdate ion, a phosphotungstate ion, a phosphotungstic molybdate ion, and a vanadate. Examples of the tetravalent anion include a ruthenium tungstate ion and the like. Examples of the anion having a valence of 5 or more include a phosphorus vanadium molybdate ion and a molybdate ion.

In the above formulae (1) to (5), the alicyclic hydrocarbon group having 3 to 35 carbon atoms means a hydrocarbon group having at least one saturated monocyclic or polycyclic ring having 3 to 35 carbon atoms, and the so-called aromatic ring. The hydrocarbon group means a hydrocarbon group having 6 to 35 carbon atoms and containing at least one aromatic ring.

Examples of the divalent aliphatic hydrocarbon group having 1 to 35 carbon atoms represented by X ¹ in the above formula (1) include methane, ethane, propane, isopropane, butane, and second butane. Tributane, isobutane, hexane, 2-methylhexane, 3-methylhexane, heptane, 2-methylheptane, 3-methylheptane, isoheptane, third heptane , 1-methyloctane, isooctane, third octane, cyclopropane, cyclobutane, cyclopentane, cyclohexane, cycloheptane, 2,4-dimethylcyclobutane, 4-methyl a divalent group substituted with a group such as cyclohexane and Z ¹ and Z ² , which may be via -O-, -S-, -CO-, -COO-, -OCO-, -NH- or a combination thereof The alicyclic hydrocarbon group having a carbon number of 3 to 35 as a divalent group may, for example, be a cyclopentyl group, a cyclohexyl group, a cycloheptyl group, a cyclooctyl group, a cyclodecyl group, a 1-adamantyl group, or 2 -adamantyl, norantantyl, 2-methyladamantyl, descending Base Base, perhydronaphthyl, perhydroindolyl, bicyclo[1.1.0]butyl, bicyclo[1.1.1]pentyl, bicyclo[2.1.0]pentyl, bicyclo[3.1.0]hexyl , hydrazine [2.1.1] hexyl, bicyclo [2.2.0] hexyl, bicyclo [4.1.0] heptyl, bicyclo [3.2.0] heptyl, bicyclo [3, 1.1] heptyl, hydrazine Ring [2.2.1] heptyl, bicyclo [5.1.0] octyl, bicyclo [4.2.0] octyl, bicyclo [4.1.1] octyl, bicyclo [3.3.0] octyl, hydrazine Ring [3.2.1] octyl, bicyclo [2.2.2] octyl, spiro[4,4]decyl, spiro[4,5]decyl, decahydronaphthalene, tricyclodecyl, tetracyclic a divalent group in which an alkyl group, a cedaryl group, a cyclododecyl group is substituted by Z ¹ and Z ² , or the like, and a divalent carbon group having an aromatic ring having 6 to 35 carbon atoms, and examples thereof include a phenyl group. a divalent group in which a group such as a naphthyl group or a biphenyl group is substituted by Z ^{1 or} Z ² , or the like, and a divalent ring-containing group having 2 to 35 carbon atoms, and examples thereof include pyridine and pyridyl. Piperidine, piperazine Pyrimidine ,three Hexahydrogen a divalent group substituted with Z ¹ and Z ² such as furan, tetrahydrofuran, benzohydropyran, dibenzopyran, thiophene or thiolane.

These groups may be substituted by a halogen atom, a cyano group, a nitro group or an alkoxy group having 1 to 10 carbon atoms.

The alkyl group having 1 to 10 carbon atoms represented by R ¹⁴ and R ¹⁵ in the above formula (1), an aryl group having 6 to 30 carbon atoms, an aralkyl group having 7 to 30 carbon atoms or a carbon atom. The alkenyl group of 8 to 30 and the halogen atom which may substitute for these groups may, for example, be exemplified in the description of the above formula (I).

In the above formula (1-A), examples of the cycloalkyl group having 3 to 10 carbon atoms represented by R ²¹ include a cyclopropyl group, a cyclobutyl group, a cyclopentyl group, a cycloheptyl group and a cyclooctyl group. And a group in which the group is substituted with an alkyl group having 1 to 10 carbon atoms or an alkoxy group having 1 to 10 carbon atoms, and the like, and the alkyl group having 1 to 10 carbon atoms and the carbon atom represented by R ²² . Examples of the alkyl group having 1 to 10 alkyl groups include the groups exemplified in the description of the above formula (I), and examples of the alkoxy group represented by the above alkoxy group and R ²² and having 1 to 10 carbon atoms include: Oxy, ethoxy, propoxy, isopropoxy, butoxy, second butoxy, tert-butoxy, isobutoxy, pentyloxy, isopentyloxy, third pentoxide Base, hexyloxy, cyclohexyloxy, heptyloxy, isoheptyloxy, third heptyloxy, n-octyloxy, isooctyloxy, trioctyloxy, 2-ethylhexyloxy, Examples of the alkenyl group having 2 to 10 carbon atoms represented by R ²² such as a decyloxy group and a nonyloxy group include a vinyl group, an allyl group, a 1-propenyl group, an isopropenyl group, and a 2-butenyl group. 1,3-butadienyl, 2-pentenyl, 2-octenyl and the like, R ²² of the above-described alkyl group, alkoxy group Alkenyl group may be substituted with a halogen atom, and the substituent position is not limited.

In the above formula (1-C), the alkyl group having 1 to 10 carbon atoms represented by R ²³ and R ²⁴ , the aryl group having 6 to 30 carbon atoms, and the aralkyl group having 7 to 30 carbon atoms. And the arylalkenyl group and the halogen atom having 8 to 30 carbon atoms, and the exemplified group in the description of the above formula (I), and the aryloxy group having 6 to 30 carbon atoms represented by R ²³ and R ²⁴ , Mention may be made of phenoxy, naphthyloxy, 2-methylphenoxy, 3-methylphenoxy, 4-methylphenoxy, 4-vinylphenoxy, 3-isopropylphenoxy Base, 4-isopropylphenoxy, 4-butylphenoxy, 4-tert-butylphenoxy, 4-hexylphenoxy, 4-cyclohexylphenoxy, 4-octylphenoxy , 4-(2-ethylhexyl)phenoxy, 2,3-dimethylphenoxy, 2,4-dimethylphenoxy, 2,5-dimethylphenoxy, 2, 6-Dimethylphenoxy, 3,4-dimethylphenoxy, 3,5-dimethylphenoxy, 2,4-di-t-butylphenoxy, 2,5-di -T-butylphenoxy, 2,6-di-t-butylphenoxy, 2,4-di-third-pentylphenoxy, 2,5-tripentylphenoxy, 4 a group such as cyclohexylphenoxy, 2,4,5-trimethylphenoxy, ferroceneoxy, and the like The atom-substituted group, as the arylthio group having 6 to 30 carbon atoms, may be a group in which the oxygen atom of the above-mentioned aryloxy group having 6 to 30 carbon atoms is substituted with a sulfur atom, and the number of carbon atoms is 8 to 30. Examples of the aralkenyl group include the above-mentioned oxygen atom of an aryloxy group having 6 to 30 carbon atoms via a vinyl group, an allyl group, a 1-propenyl group, an isopropenyl group, a 2-butenyl group, and a 1,3-butyl group. A group substituted with an alkenyl group such as a dienyl group, a 2-pentenyl group or a 2-octenyl group, and the like, and a heterocyclic group having 2 to 30 carbon atoms is exemplified by pyridine or pyridyl. Piperidine, piperazine Pyrimidine ,three Hexahydrogen a group such as furan, tetrahydrofuran, benzodihydropyran, dibenzopyran, thiophene or thiofuran, and a group substituted by a halogen atom.

The aliphatic hydrocarbon group having a trivalent carbon number of 1 to 35 represented by X ^{2 in} the above formula (2) may, for example, be an aliphatic hydrocarbon group exemplified in the description of X ¹ in the above formula (1) via Z ¹ a trivalent group substituted by Z ² and Z ³ , which may be via -O-, -S-, -CO-, -CO-O-, -O-CO-, -SO ₂ -, -NH- Or a combination of these groups, as a trivalent carbon atom having 3 to 35 carbon atoms, the alicyclic hydrocarbon group exemplified in the description of X ¹ in the above formula (1) may be Z ¹ or Z. ² and a trivalent group substituted by Z ³ , and a hydrocarbon group containing an aromatic ring having a trivalent carbon number of 6 to 35, and an aromatic ring-containing hydrocarbon group exemplified in the description of X ¹ in the above formula (1) The trivalent group substituted by Z ¹ , Z ² and Z ³ , and the trivalent carbon group having 2 to 35 carbon atoms, may be exemplified in the description of X ¹ in the above formula (1). A trivalent group substituted with a heterocyclic group via Z ¹ , Z ² and Z ³ .

Examples of the alkyl group having 1 to 8 carbon atoms represented by R ²⁵ , an aryl group having 6 to 30 carbon atoms, an aralkyl group having 7 to 30 carbon atoms or an aralkenyl group having 8 to 30 carbon atoms are exemplified. The alkyl group, the aryl group, the aralkyl group having 7 to 30 carbon atoms or the aralkenyl group having 8 to 30 carbon atoms exemplified in the description of the above formula (I) satisfy the specific number of carbon atoms.

The aliphatic hydrocarbon group having a tetravalent carbon number of 1 to 35 represented by X ³ in the above formula (3) may, for example, be an aliphatic hydrocarbon group exemplified in the description of X ¹ in the above formula (1). ^a tetravalent group substituted by Z ² , Z ³ and Z ⁴ may be interrupted by -O-, -S-, -CO-, -COO-, -OCO-, -NH- or a combination thereof. The tetracyclic carbon group having 3 to 35 carbon atoms is exemplified by the alicyclic hydrocarbon group exemplified in the description of X ¹ in the above formula (1), which is substituted by Z ¹ , Z ² , Z ³ and Z ^{4 .} The tetravalent group, the hydrocarbon group containing an aromatic ring having a tetravalent carbon number of 6 to 35, may be exemplified by the aromatic ring-containing hydrocarbon group exemplified in the description of X ¹ in the above formula (1) via Z ¹ , Z. ² , a tetravalent group substituted by Z ³ and Z ⁴ , and a heterocyclic group having a tetravalent carbon number of 2 to 35, and the inclusion of the impurity exemplified in the description of X ¹ in the above formula (1) A tetravalent group substituted by a group of Z ¹ , Z ² , Z ³ and Z ⁴ .

The aliphatic hydrocarbon group having a pentavalent carbon number of 2 to 35 represented by X ⁴ in the above formula (4) may, for example, be an aliphatic hydrocarbon group exemplified in the description of X ¹ in the above formula (1). ^1. The five-valent group substituted by Z ² , Z ³ , Z ⁴ and Z ⁵ may be via -O-, -S-, -CO-, -CO-O-, -O-CO-, -SO ₂ - And -NH- or a combination of such a group is interrupted, and as the pentavalent alicyclic hydrocarbon group having 3 to 35 carbon atoms, the alicyclic hydrocarbon group exemplified in the description of X ¹ in the above formula (1) can be cited. The pentavalent group substituted by Z ¹ , Z ² , Z ³ , Z ⁴ and Z ⁵ , and the aromatic group-containing hydrocarbon group having a pentavalent carbon number of 6 to 35, and X ¹ in the above formula (3) The pentavalent group substituted with Z ¹ , Z ² , Z ³ , Z ⁴ and Z ^{5 in the} aromatic ring-containing hydrocarbon group exemplified in the description is used as a pentavalent heterocyclic group having 2 to 35 carbon atoms. The pentavalent group in which the hetero ring-containing group exemplified in the description of X ¹ in the above formula (1) is substituted with Z ¹ , Z ² , Z ³ , Z ⁴ and Z ^{5 is} exemplified.

The aliphatic hydrocarbon group having a hexavalent carbon number of 2 to 35 represented by X ⁵ in the above formula (5), and the aliphatic hydrocarbon group exemplified in the description of X ¹ in the above formula (1), may be mentioned. ^a hexavalent group substituted by Z ² , Z ³ , Z ⁴ , Z ⁵ and Z ⁶ , which may be through -O-, -S-, -CO-, -COO-, -OCO-, -SO ₂ -, -NH- or a combination of these groups, as a hexavalent alicyclic hydrocarbon group having 3 to 35 carbon atoms, the alicyclic hydrocarbon group exemplified in the description of X ¹ in the above formula (1) ^{1. A} hexavalent group substituted with Z ² , Z ³ , Z ⁴ , Z ⁵ and Z ⁶ , and a hydrocarbon group containing an aromatic ring having a hexavalent number of carbon atoms of 6 to 35, which is exemplified in the above formula (1) a hexavalent group in which the aromatic ring-containing hydrocarbon group exemplified in X ¹ is substituted by Z ¹ , Z ² , Z ³ , Z ⁴ , Z ⁵ and Z ⁶ as a hexavalent carbon atom having 2 to 35 The group of the ring may be a hexavalent group substituted with a heterocyclic group exemplified in the description of X ¹ in the above formula (1) via Z ¹ , Z ² , Z ³ , Z ⁴ , Z ⁵ and Z ⁶ . .

In the compound represented by the above formula (I), the ring formed as R ⁸ and R ⁹ is selected from the group 2 below; when m is 2, X ¹ is a group selected from the group 3 below; When m is 3, X ² is a group selected from the group 4 below; when m is 4, X ³ is a group selected from the group 5; when m is 5, X ⁴ is selected from the group 6 below. In the case where m is 6, X ⁵ is a group selected from the group 7 below, and is preferable because it is easy to obtain or manufacture a raw material and has high heat resistance.

(wherein R ¹²⁵ represents a hydrogen atom, an alkyl group having 1 to 20 carbon atoms, an aryl group having 6 to 30 carbon atoms, an aralkyl group having 7 to 30 carbon atoms or an arylene having 8 to 30 carbon atoms; a heterocyclic group or a metallocene group having 2 to 30 carbon atoms, and an alkyl group, an aryl group, an arylalkyl group or an arylalkenyl group represented by R ¹²⁵ may also exist through a halogen atom, a hydroxyl group, a carboxyl group or a sulfonic acid group. In the case of a nitro substitution, the carboxyl group and the sulfonic acid group are also present in the form of a salt, and the methylene group in the alkyl group, the aralkyl group and the aralkenyl group represented by R ¹²⁵ is also substituted with -COO-, - In the case of O-, -OCO-, -NHCO-, -NH-, -CONH-, -SO ₂ -NH- or -NH-SO ₂ -, R ¹²⁶ represents a hydrogen atom, a hydroxyl group, a nitro group, a cyano group, or a halogen. An atom, a carboxyl group, a sulfonic acid group, an alkyl group having 1 to 20 carbon atoms, an aryl group having 6 to 30 carbon atoms, an aralkyl group having 7 to 30 carbon atoms or an aralkenyl group having 8 to 30 carbon atoms; a heterocyclic group or a metallocene group having 2 to 30 carbon atoms, and an alkyl group, an aryl group, an arylalkyl group and an aralkenyl group represented by R ¹²⁶ are also substituted by a halogen atom, a hydroxyl group, a carboxyl group, a sulfonic acid group or a nitro group. In the case where the carboxyl group and the sulfonic acid group also form a salt, R ¹²⁶ The methylene groups in the alkyl and aralkyl groups represented by the present invention are also present under the condition that the oxygen atoms are not adjacent by -COO-, -O-, -OCO-, -NHCO-, -NH-, -CONH- In the case of a -SO ₂ -NH- or -NH-SO ₂ -substituted group, * means that the * moiety is bonded to the adjacent group).

In the above group 2, an alkyl group having 1 to 20 carbon atoms represented by R ¹²⁵ or R ¹²⁶ , an aryl group having 6 to 30 carbon atoms, an aralkyl group having 7 to 30 carbon atoms, and 8 to 30 carbon atoms. The aralkenyl group of 30, the heterocyclic group having 2 to 30 carbon atoms or the metallocene group may, for example, be an alkyl group, an aryl group, an arylalkyl group, an aralkenyl group or a heterocyclic ring exemplified in the description of the above formula (I). Base or metallocene base.

[化12]

(wherein R ²⁷ represents a hydrogen atom, an alkyl group having 1 to 10 carbon atoms, an aryl group having 6 to 30 carbon atoms, an aralkyl group having 7 to 30 carbon atoms or an arylene having 8 to 30 carbon atoms; The alkyl group, the aryl group, the arylalkyl group and the aralkenyl group represented by R ²⁷ are also substituted by a halogen atom, a hydroxyl group or a nitro group, and the alkyl group, the aralkyl group and the aral alkenyl group represented by R ²⁷ The methylene group is also substituted in the case where the oxygen atoms are not adjacent to -COO-, -O-, -OCO-, -NHCO-, -NH- or -CONH-, and p represents an integer of 1 to 3 , q represents an integer from 0 to 3, r represents an integer from 1 to 19, and * means that the * portion is bonded to the adjacent base).

In the above group 3, an alkyl group having 1 to 10 carbon atoms, an aryl group having 6 to 30 carbon atoms, an aralkyl group having 7 to 30 carbon atoms, and an aromatic group having 8 to 30 carbon atoms represented by R ²⁷ . The alkenyl group may, for example, be an alkyl group, an aryl group, an arylalkyl group or an aralkenyl group exemplified in the description of the above formula (I), which satisfies a specific number of carbon atoms.

Specific examples of the genus anthocyanin compound represented by the above formula (I) of the present invention include the following compounds No. 1 to No. 107.

[化18]

[Chemistry 19]

[Chemistry 20]

[Chem. 21]

[化22]

[化23]

[Chem. 24]

[化25]

[Chem. 26]

[化28]

[化29]

[化29A-1]

[化29A-2]

In the genus anthocyanin compound of the present invention, a compound represented by the following formula (II) is preferred.

(wherein, ring D represents a five-membered ring or a six-membered ring; the five-membered ring or six-membered ring represented by ring D also has a condensation with other rings, and there are also cases of substitution, R ¹ , R ² , R ³ , R ⁴ , R ⁵ , R ⁶ , R ⁷ , X, G, A and m are the same as the above formula (I), and when m ≧ 2, there are a plurality of R ¹ , R ² , R ³ , R ⁴ R ⁵ , R ⁶ , R ⁷ , X, D and G may be the same or different).

In the above formula (II), as the five-membered ring represented by the ring D, pyrazolone, rosein, thio As the six-membered ring represented by the ring D, oxazolidinone, thioacetamidine, etc., may be exemplified by barbituric acid, thiobarbituric acid, 3-cyano-1-alkyl-6-hydroxy- 4-methyl-2-pyridone and the like. Ring D also has a carbon represented by R ¹ , R ² , R ³ , R ⁴ , R ⁵ , R ⁶ , R ⁷ , R ⁸ , R ⁹ , R ¹⁰ and R ¹¹ in the above formula (I). The same substituents such as an alkyl group having 1 to 20 atoms.

Further, A in the above formula (II) is the same as the above formula (I), and when m=1, A is not a bond. That is, when m=1, the above formula (II) is represented by the following formula (II-1).

(wherein R ¹ , R ² , R ³ , R ⁴ , R ⁵ , R ⁶ , R ⁷ and G are the same as those of the above formula (I), and ring D is the same as the above formula (II)).

Among the compounds represented by the above formula (II), those represented by the following formula (III) or (IV) are preferred because they are easy to synthesize and have high heat resistance.

(wherein X ¹¹ , X ¹² and X ¹³ independently represent -O-, -S-, -C(=O)-, -C(=S)-, -N(R ³¹ )-, -N= Or -C(R ³² )=, the bond between X ¹¹ and X ¹² or X ¹² and X ¹³ is a single bond, a double bond or a conjugated double bond, and R ³¹ represents a hydrogen atom and an alkyl group having 1 to 20 carbon atoms. a group, an aryl group having 6 to 30 carbon atoms, an aralkyl group having 7 to 30 carbon atoms, an aralkenyl group having 8 to 30 carbon atoms or a heterocyclic group having 2 to 30 carbon atoms, R ³¹ The alkyl group, the aryl group, the arylalkyl group or the aral alkenyl group is also substituted by a halogen atom, a hydroxyl group, a carboxyl group, a sulfonic acid group or a nitro group, and the carboxyl group and the sulfonic acid group are also present in the form of a salt, R ³¹ The methylene group in the alkyl group, the aralkyl group or the aralkenyl group is also substituted under the condition that the oxygen atoms are not adjacent to -COO-, -O-, -OCO-, -NHCO-, -NH- In the case of -CONH-, -SO ₂ -NH- or -NH-SO ₂ -, R ³² represents an alkyl group having 1 to 20 carbon atoms, an aryl group having 6 to 30 carbon atoms, and 7 to 30 carbon atoms. An aralkyl group or an aralkenyl group having 8 to 30 carbon atoms, and R ¹ , R ² , R ³ , R ⁴ , R ⁵ , R ⁶ , R ⁷ , X, A and m are the same as the above formula (I) when, m ≧ 2, the presence of a plurality of R ^1, R ^{2 R 3, R 4, R 5} , R 6, R 7, X 11, X 12 and X ¹³ may be the same or different).

(wherein X ¹⁴ , X ¹⁵ , X ¹⁶ and X ¹⁷ independently represent -O-, -S-, -C(=O)-, -C(=S)-, -N(R ³⁵ )-, -C(R ³⁶ )(R ³⁷ )-, -N= or -C(R ³⁸ )=, the bond between X ¹⁴ and X ¹⁵ , X ¹⁵ and X ¹⁶ or X ¹⁶ and X ¹⁷ is a single bond, double a bond or a conjugated double bond, and R ³⁵ independently represents a hydrogen atom, an alkyl group having 1 to 20 carbon atoms, an aryl group having 6 to 30 carbon atoms, an aralkyl group having 7 to 30 carbon atoms, and 8 carbon atoms. An alkenyl group of ~30 or a heterocyclic group having 2 to 30 carbon atoms, and an alkyl group, an aryl group, an arylalkyl group or an arylalkenyl group represented by R ³⁵ is also present through a halogen atom, a hydroxyl group, a carboxyl group, or a sulfonic acid group. In the case of a nitro group or a nitro group, the carboxyl group and the sulfonic acid group are also present in the form of a salt, and the methylene group in the alkyl group, the aralkyl group or the aralkenyl group represented by R ³⁵ is also present in the condition that the oxygen atom is not adjacent. In the case of being substituted with -COO-, -O-, -OCO-, -NHCO-, -NH-, -CONH-, -SO ₂ -NH- or -NH-SO ₂ -, R ³⁶ , R ³⁷ and R ³⁸ independently represents a hydrogen atom, an alkyl group having 1 to 20 carbon atoms, an aryl group having 6 to 30 carbon atoms, an aralkyl group having 7 to 30 carbon atoms or an aralkenyl group having 8 to 30 carbon atoms. ^{R 1, R 2, R 3} , R 4, R 5 ^{R 6, R 7, X,} A and m in the general formula (I) the same).

In the above formula (III), the alkyl group having 1 to 20 carbon atoms represented by R ³¹ , an aryl group having 6 to 30 carbon atoms, an aralkyl group having 7 to 30 carbon atoms, and an aryl alkenyl group; a heterocyclic group having 2 to 30 carbon atoms, an alkyl group having 1 to 20 carbon atoms represented by R ³² , an aryl group having 6 to 30 carbon atoms, an aralkyl group having 7 to 30 carbon atoms, and carbon Examples of the aralkenyl group having 8 to 30 atomic atoms include an alkyl group, an aryl group, an aralkyl group, an aralkenyl group, a heterocyclic group-containing group and the like exemplified in the description of the above formula (I).

Further, A in the above formula (III) is the same as the above formula (I), and when m=1, A is not a bond. That is, when m=1, the above formula (III) is represented by the following formula (III-1).

(wherein R ¹ , R ² , R ³ , R ⁴ , R ⁵ , R ⁶ , R ⁷ and X are the same as the above formula (I), and X ¹¹ , X ¹² and X ¹³ and the above formula (III) the same)

The genus anthocyanin compound represented by the above formula (III-1) may have a structure represented by the following formula, and may be any structural formula, and the structural isomers represented by any of the structural formulas may be isolated. Used, or as a mixture of such.

Further, in the following formula, the NR ⁵ group and the R ⁶ group are in a cis configuration (Z configuration) with respect to the double bond, but also include those of the reverse configuration (E configuration). Formula (III-1) is defined as the meaning including all geometric isomers resulting from the carbon-carbon double bonds.

(wherein R ¹ , R ² , R ³ , R ⁴ , R ⁵ , R ⁶ , R ⁷ , X, X ¹¹ , X ¹² and X ^{13 are the} same as the above formula (III-1))

Further, in the above formula (IV), the alkyl group having 1 to 20 carbon atoms represented by R ³⁵ , the aryl group having 6 to 30 carbon atoms, the aralkyl group having 7 to 30 carbon atoms, and the number of carbon atoms 8 to 30 arylalkenes and a heterocyclic group having 2 to 30 carbon atoms; and an alkyl group having 1 to 20 carbon atoms represented by R ³⁶ , R ³⁷ and R ³⁸ and having a carbon number of 6 to 30 The arylalkyl group having 7 to 30 carbon atoms or the aralkenyl group having 8 to 30 carbon atoms may, for example, be an alkyl group, an aryl group, an aralkyl group or an aralkenyl group exemplified in the description of the above formula (I). a heterocyclic group or the like.

Further, A in the above formula (IV) is the same as the above formula (I), and when m=1, A is not a bond. That is, when m=1, the above formula (IV) is represented by the following formula (IV-1).

(wherein R ¹ , R ² , R ³ , R ⁴ , R ⁵ , R ⁶ , R ⁷ and X are the same as the above formula (I), and X ¹⁴ , X ¹⁵ , X ¹⁶ and X ^{17 are the} same as the above formula (IV) the same)

The genus anthocyanin compound represented by the above formula (IV-1) may have a structure represented by the following formula, may be any structural formula, and may be isolated from any structural isomer represented by any structural formula. Used, or as a mixture of such.

Further, in the following formula, the NR ⁵ group and the R ⁶ group are in a cis configuration (Z configuration) with respect to the double bond, but also include those of the reverse configuration (E configuration). Formula (IV-1) is defined to include the meaning of all geometric isomers resulting from the carbon-carbon double bonds.

[化31B-1]

(wherein R ¹ , R ² , R ³ , R ⁴ , R ⁵ , R ⁶ , R ⁷ , X, X ¹⁴ , X ¹⁵ , X ¹⁶ and X ^{17 are the} same as the above formula (IV-1))

Among the compounds represented by the above formula (III), the compound represented by the following formula (V) is preferred as the compound of m≧2 in terms of light resistance.

(wherein R ¹ , R ² , R ³ , R ⁴ , R ⁶ , R ⁷ and X are the same as the above formula (I), and X ¹¹ , X ¹² and X ¹³ are the same as the above formula (III), X ¹ , Z ¹ and Z ² are the same as the above formula (I)

The genus anthocyanin compound represented by the above formula (V) may have a structure represented by the following formula, may be any structural formula, and may be used by separating the structural isomers represented by any of the structural formulas. Or as a mixture of such.

Further, in the following figure (the following formula), the NR ⁵ base and the R ⁶ base are cis-configured (Z configuration) with respect to the double bond, but also include those of the reverse configuration (E configuration). Formula (III) is defined to include the meaning of all geometric isomers resulting from such carbon-carbon double bonds.

[化31C-1]

(wherein R ¹ , R ² , R ³ , R ⁴ , R ⁶ , R ⁷ , X, X ¹¹ , X ¹² , X ¹³ , X ¹ , Z ¹ and Z ² are the same as the above formula (V))

Further, among the compounds represented by the above formula (III), the compound represented by the following formula (VII) is preferable as the compound having m = 1 in terms of solubility.

(wherein R ¹ , R ² , R ³ , R ⁴ , R ⁵ , R ⁶ , R ⁷ and X are the same as the above formula (I), X ¹¹ is the same as the above formula (III), and R ^{31 is} as defined above. In the case where X ¹³ in the formula (III) is represented by -N(R ³¹ )-, R ^{31 is the} same, and any one or more of R ¹ , R ² , R ³ , R ⁴ , R ⁵ and R ³¹ are selected from In the following group: a nitro group; an alkyl group having 1 to 20 carbon atoms which is substituted or unsubstituted by a hydroxyl group, a carboxyl group, a sulfonic acid group or a halogen atom; a methylene group in an alkyl group having 1 to 20 carbon atoms is substituted a group of -SO ₂ -NH- or -NH-SO ₂ -; an aryl group having 6 to 30 carbon atoms substituted by a hydroxyl group, a carboxyl group or a sulfonic acid group; and a number of carbon atoms substituted by a hydroxyl group, a carboxyl group or a sulfonic acid group Aralkyl group of 7 to 30; an alkenyl group having 8 to 30 carbon atoms substituted by a hydroxyl group, a carboxyl group or a sulfonic acid group; an alkyl group having 1 to 20 carbon atoms; an aryl group having 6 to 30 carbon atoms; carbon An aralkenyl group having 8 to 30 atoms or an aralkyl group having 7 to 30 carbon atoms has a substituent forming a salt).

The genus anthocyanin compound represented by the above formula (VII) may have a structure represented by the following formula, and may be any structural formula, and may be used by separating the structural isomers represented by any of the structural formulas. Or as a mixture of such.

Further, it may be a geometric isomer other than the following formula, and the formula (VII) is defined as including all geometric isomers resulting from the carbon-carbon double bonds.

^{(Wherein, R 1, R 2, R} 3, R 4, R 5, R 6, R 7, X, X 11 and R ³¹ in the general formula (VII) the same.

Among the compounds represented by the above formula (IV), the compound represented by the following formula (VI) is preferred as the compound of m≧2 in terms of light resistance.

(wherein R ¹ , R ² , R ³ , R ⁴ , R ⁶ , R ⁷ and X are the same as the above formula (I), and X ¹⁴ , X ¹⁵ , X ¹⁶ and X ^{17 are the} same as the above formula (IV) Similarly, X ¹ , Z ¹ and Z ² are the same as the above formula (I))

The anthocyanin compound represented by the above formula (VI) may have a structure represented by the following formula, and may be any structural formula, and may be used by separating the structural isomers represented by any of the structural formulas. Or as a mixture of such.

Further, it may be a geometric isomer other than the following figure (the following formula), and the formula (VI) is defined as including all geometric isomers resulting from the carbon-carbon double bonds.

(wherein R ¹ , R ² , R ³ , R ⁴ , R ⁶ , R ⁷ , X, X ¹⁴ , X ¹⁵ , X ¹⁶ , X ¹⁷ , X ¹ , Z ¹ and Z ² and the above formula (VI) )the same)

Further, among the compounds represented by the above formula (IV), the compound represented by the following formula (VIII) is preferable as the compound having m = 1 in terms of solubility.

[化31F]

(wherein R ¹ , R ² , R ³ , R ⁴ , R ⁵ , R ⁶ , R ⁷ and X are the same as the above formula (I), and R ³⁵ and X ¹⁵ and X in the above formula (IV) ^{In the case where 17} is -N(R ³⁵ )-, R ^{35 is the} same, and a plurality of R ^{35 are the} same or different, and any one of R ¹ , R ² , R ³ , R ⁴ , R ⁵ and R ³⁵ is one or more. It is selected from the group consisting of a nitro group; an alkyl group having 1 to 20 carbon atoms which is substituted or unsubstituted by a hydroxyl group, a carboxyl group, a sulfonic acid group or a halogen atom; and a methylene group in an alkyl group having 1 to 20 carbon atoms. a group substituted with -SO ₂ -NH- or -NH-SO ₂ -; an aryl group having 6 to 30 carbon atoms substituted with a hydroxyl group, a carboxyl group or a sulfonic acid group; a carbon substituted with a hydroxyl group, a carboxyl group or a sulfonic acid group An aralkyl group having an atomic number of 7 to 30; an alkenyl group having 8 to 30 carbon atoms substituted by a hydroxyl group, a carboxyl group or a sulfonic acid group; an alkyl group having 1 to 20 carbon atoms; and an aryl group having 6 to 30 carbon atoms An aralkenyl group having 8 to 30 carbon atoms or an aralkyl group having 7 to 30 carbon atoms has a substituent forming a salt).

In the above formula (VII) or (VIII), an alkyl group having 1 to 20 carbon atoms, an aryl group having 6 to 30 carbon atoms, an aralkyl group having 7 to 30 carbon atoms or a carbon number of 8 to 30. The substituent of the aralkenyl group forming salt means that the alkyl group at the terminal of the alkyl group, the aryl group, the arylalkyl group or the aralkenyl group has an acidic group such as a carboxyl group, a sulfo group or a phosphoric acid group and various cations as described above. a substituent of a salt or a substituent having a salt formed by quaternizing a substituted amine with various anions.

Among the substituents forming the salt, preferred examples of the removal of the alkyl group, the aryl group, the arylalkyl group or the aralkenyl group include a carboxyl group or a sulfo group and a transition metal cation such as zinc, copper or nickel; a cation such as an alkaline earth metal to form a salt, and a quaternary group of a substituted amine group such as a dialkylamine group having 1 to 20 carbon atoms, a phosphomolybdate ion, a phosphotungstate ion, a phosphotungstic molybdate ion, and a vanadate An anion such as an ion forms a salt.

The method for producing the compound represented by the above formula (I) is not particularly limited. It can be obtained by a method which is known to be a usual reaction. When the compound is, for example, G is an oxygen atom, and n=1 and m=1, the reaction product of the pseudo-sulfonium quaternary salt and the hydrazine compound can be reacted with a compound having an active methylene group by the following reaction formula 1. The method of synthesis.

(wherein R ⁴¹ , R ⁴² and R ⁴³ represent an alkyl group having 1 to 10 carbon atoms, an aryl group having 6 to 30 carbon atoms, an aralkyl group having 7 to 30 carbon atoms or 8 to 30 carbon atoms; Aromatic alkenyl group, An ^q- represents an anion of q valence, q is 1 or 2, and p represents a coefficient for maintaining a charge neutral, R ¹ , R ² , R ³ , R ⁴ , R ⁵ , R ⁶ , R ⁷ , R ⁸ , R ⁹ and X are the same as the above formula (I)).

Further, in the above formula (I), when G is an oxygen atom, m=1 and n=1, and R ⁸ and R ^{9 are} bonded to each other to form a ring D, the following formula 2 can be used, The reaction product of the quaternary salt and the hydrazine compound is synthesized by a method of reacting a compound having an active methylene group.

[化33]

(wherein R ¹ , R ² , R ³ , R ⁴ , R ⁵ , R ⁶ , R ⁷ , R ⁸ , R ⁹ and X are the same as those of the above formula (I), and R ⁴¹ , R ⁴² and R ⁴³ , An ^q- , q and p are the same as the above reaction formula 1, and ring D is the same as the above formula (II))

Further, when G is an oxygen atom, m=2 and n=1, and A is a linking group represented by the above formula (I), an alkyl dihalide and a 2 equivalent of a pseudoquinone can be obtained as in the following reaction formula 3 The hydrazine compound is reacted, followed by synthesis in the same manner as in the above Reaction Formula 1. The anthocyanin compound represented by n=3 or more can also be synthesized according to the route shown by the following reaction formula 3.

(wherein R ¹ , R ² , R ³ , R ⁴ , R ⁵ , R ⁶ , R ⁷ , R ⁸ , R ⁹ and X are the same as those of the above formula (I), and R ⁴¹ , R ⁴² and R ⁴³ , An ^q- , q and p are the same as the above reaction formula 1, and X ^* is a halogen atom)

The phthalocyanine compound of the present invention can be used as a light absorbing agent, a sensitizer, a dye, or the like, and a resin (for film formation) according to the use can be prepared as a composition, and the composition can be preferably used to produce an optical film. Optical filter.

Specifically, it can be used as an anti-reflection film, a retardation film, a polarizing film, an alignment film, a protective film, a viewing angle lifting film, a brightness enhancement film, a light shielding film, an electromagnetic wave shielding film, or the like, a low pass filter or a color filter. The optical elements are used for optical filters and the like used in displays or optical lenses.

Moreover, the anthocyanin compound of the present invention can also be used for photographic materials, dyes, Coatings, inks, electrophotographic photoreceptors, toners, thermal recording papers, transfer belts, optical recording pigments, solar cells, photoelectric conversion elements, semiconductor materials, clinical examination reagents, pigments for laser treatment, dyeing, and the like.

Next, an optical filter which is one of the embodiments of the genus anthocyanin compound of the present invention will be described.

The optical filter of the present invention is produced using the composition of the present invention containing the phthalocyanine compound of the present invention. Adhesive resins are typically formulated in the compositions of the present invention. Examples of the binder resin include natural polymer materials such as gelatin, casein, starch, cellulose derivatives, and alginic acid, or polymethyl methacrylate, polyvinyl butyral, polyvinylpyrrolidone, and poly Vinyl alcohol, polyvinyl chloride, styrene-butadiene copolymer, polystyrene, polyester, polyether, polycarbonate, polyamine, polyimine, polyurethane, melamine resin, ring A synthetic polymer material such as an olefin resin or an adhesive.

As the above-mentioned adhesive, for example, an adhesive such as a fluorene-based, urethane-based or acrylic-based adhesive, a polyvinyl butyral-based adhesive, a polyvinyl ether-based adhesive, an ethylene-vinyl acetate-based adhesive, or the like can be used. An olefin-based adhesive, a SBR (Styrene-Butadiene Rubber) adhesive, a rubber-based adhesive, and the like, and a transparent adhesive for laminated glass, and an acrylic adhesive, particularly acidic. Acrylic adhesive.

The acrylic pressure-sensitive adhesive is not particularly limited, and a homopolymer or a combination of a monomer having a reactive functional group such as a carboxyl group, a hydroxyl group, a guanamine group, an amine group or an epoxy group, and an ethylenically unsaturated double bond can be used. a plurality of copolymers, or a monomer having the above reactive functional group and an ethylenically unsaturated double bond, and a monomer having an ethylenically unsaturated double bond such as a (meth)acrylic monomer or a vinyl monomer The copolymer may be a metal chelate compound, an isocyanate compound, a melamine compound, an epoxy compound, an amine compound or an aziridine compound, as needed, in order to increase the cohesive force of the adhesive. A crosslinking agent such as an oxazoline compound is used as a curing agent.

As the acrylic pressure-sensitive adhesive, a commercially available one can be used, and examples thereof include DB bond 5541 (manufactured by Diabond Co., Ltd.), SK-DYNE AS-1925, KP-2230, and SK-1811L (manufactured by Soken Chemical Co., Ltd.), and DX2-PDP. -19 (manufactured by Nippon Shokubai Co., Ltd.), AT-3001 (manufactured by Saiden Chemical Co., Ltd.), Oribain BPS5896 (manufactured by Toyo Ink Co., Ltd.), CS-9611 (manufactured by Nitto Denko Corporation), and the like.

The composition of the present invention may further contain a necessary amount of the following organic solvent, a light absorber other than the achiline compound of the present invention, an optional component such as various stabilizers, and the like.

In the production of an optical filter, when the composition of the present invention is applied by coating, the composition of the present invention contains an organic solvent to prepare a composition of the present invention as a coating liquid. The concentration (solid content) of the coating liquid containing the phthalocyanine compound of the present invention, the organic solvent, the light absorbing agent other than the phthalocyanine compound of the present invention, and various components such as various stabilizers is preferably 0.1~ 5% by mass, particularly preferably 1 to 3% by mass.

In the composition of the present invention, the amount of the anthocyanin compound of the present invention and the above-mentioned binder resin or the like is not limited, and it is usually used in the following manner. For example, in the case of producing the optical filter of the present invention having the adhesive layer of the composition of the present invention, the part of the present invention is 100 parts by mass relative to the solid content of the adhesive as the adhesive resin. The anthocyanin compound is prepared in an amount of 0.0001 to 50 parts by mass, preferably 0.001 to 5.0 parts by mass, and the solvent such as methyl ethyl ketone is 0.1 to 1000 parts by mass, preferably 1.0 to 500 parts by mass. The adhesive solution is applied onto a transparent support such as a PET (polyethylene terephthalate) film which is easily adhered, and then dried to obtain a thickness of 2 to 400 μm, preferably 5 An optical filter of the present invention having an adhesive layer of ~40 μm. Further, in the case where the composition of the present invention contains an optional component such as a light absorber or various stabilizers other than the anthocyanin compound of the present invention, the blending ratio of each component may be in accordance with the above blending ratio.

In the manufacture of the optical filter of the present invention having the above adhesive layer, the anthocyanin compound and the binder resin of the present invention or the anthocyanin compound of the present invention are used. When the optional component such as a light absorber or various stabilizers is contained in a method selected from the group consisting of a transparent support and an adhesive layer between any adjacent one of the respective layers, the present invention is used for the present invention. After the composition of the present invention is prepared by using an element or the like in an adhesive, the composition can be used as an adhesive, and the transparent support and the adjacent ones of any of the layers can be followed. Further, a known separator such as a polyethylene terephthalate film which is easily adhered to the surface of the adhesive layer may be provided.

The optical filter of the present invention, which uses the composition of the present invention, has a layer comprising the composition. The layer comprising the composition can be any of the layers described below. In the optical filter of the present invention, in particular, the optical filter for image display, the amount of the anthocyanin compound of the present invention is used in an amount of from 1 to 1000 mg/m ² per unit area of the optical filter. Preferably, it is in the range of 5 to 100 mg/m ² . When the amount is less than 1 mg/m ² , the light absorbing effect cannot be sufficiently exhibited. When the amount is more than 1000 mg/m ² , the color tone of the filter is too strong, and the display quality is lowered. There is also a drop in brightness. Further, in the case where the anthocyanin compound of the present invention is a mixture of plural kinds, the amount of the anthocyanin compound used in the present invention is the total amount thereof.

The optical filter of the present invention is typically placed in front of the display. For example, the optical filter of the present invention can be directly attached to the surface of the display, and can be attached to the front side (outer side) or the inner side (display side) of the front panel when the front panel is disposed in front of the display. .

As a typical configuration of the optical filter of the present invention, each layer such as an undercoat layer, an antireflection layer, a hard coat layer, a lubricant layer, and an adhesive layer may be provided on the transparent support as needed. For example, the anthocyanin compound of the present invention may be contained in an undercoat layer, an antireflection layer, a hard coat layer, a lubricating layer, an adhesive layer, or the like, or may additionally have the use of the present invention in addition to the layers. The composition of the color correction layer formed by the composition. In the configuration of the optical filter of the present invention, it is preferred that the phthalocyanine compound of the present invention is contained in the adhesive layer, and the manufacturing process can be reduced, and the laminated optical filter can be produced inexpensively.

Examples of the material of the transparent support include inorganic materials such as glass; diacetyl cellulose, triethyl cellulose (TAC), propyl cellulose, butyl cellulose, and ethyl propyl fluorenyl. Cellulose esters such as cellulose and nitrocellulose; polydecylamine; polycarbonate; polyethylene terephthalate, polyethylene naphthalate, polybutylene terephthalate, polyterephthalic acid -1,4-cyclohexanedimethyl ester, poly-1,2-diphenoxyethane-4,4'-dicarboxylate, polyester such as polybutylene terephthalate; polystyrene Polyolefins such as polyethylene, polypropylene, polymethylpentene; acrylic resins such as polymethyl methacrylate; polycarbonate; polyfluorene; polyether oxime; polyether ketone; polyether quinone imine; Ethylene, drop A polymer material such as a olefin resin. The transmittance of the transparent support is preferably 80% or more, more preferably 86% or more. The haze is preferably 2% or less, more preferably 1% or less. The refractive index is preferably from 1.45 to 1.70.

An optical absorber other than the anthocyanin compound of the present invention, an infrared ray absorbing agent, an ultraviolet absorbing agent, a fluorescent quencher, an antioxidant such as a phenol system, a phosphorus system or a sulfur system may be added to the transparent support. Fuel, lubricant, antistatic agent, inorganic fine particles, light resistance imparting agent, aromatic nitroso compound, ammonium compound, imine compound, transition metal chelate compound, clay mineral, etc. The body is subjected to various surface treatments.

Other light absorbers other than the phthalocyanine compound of the present invention, for example, when the optical filter is used for an image display device, may be a light absorbing agent for color tone adjustment and used for preventing external light absorption. In the case where the image display device is a plasma display, the light absorber that reflects or reflects the light may be a light absorber for preventing the infrared remote control device from malfunctioning.

As the light absorbing agent for adjusting the color tone, as the orange light for removing the wavelength of 450 to 620 nm, a trimethyl sulfonium compound or a trimethyl benzo benzoate may be mentioned. Trimethylmethyl cyanine derivative such as oxazolidine compound, trimethyl benzothiazole oxime compound; pentamethyl group Pentamethine cyanine derivative such as oxazolidine compound, pentamethylene thiazolium compound; strontium squarate pigment derivative; methine azo pigment derivative; dibenzopyran pigment derivative; azo pigment derivative Oxime pigment derivative; benzylidene pigment derivative; pyrrolemethylene pigment derivative; azo metal complex derivative; rhodamine pigment derivative; phthalocyanine derivative; porphyrin derivative; A dipyrromethene metal chelate compound or the like.

As the light absorbing agent (corresponding to a wavelength of 480 to 500 nm) for preventing reflection or reflection of external light, a trimethyl sulfonium compound or a trimethyl group may be mentioned. a cyanohydrazide compound, a trimethyl thiazolium compound, a benzylidene trimethyl thiazolium compound, a tertiary methyl cyanine derivative, a phthalocyanine derivative, a naphthol phthalocyanine derivative, a porphyrin derivative, and a dipyrrole a base metal chelate compound or the like.

Examples of the light absorbing agent (corresponding to a wavelength of 750 to 1100 nm) for preventing malfunction of the infrared remote control device include a diimmonium compound, a pentamethylbenzoindole compound, and pentamethylbenzene. Pentamethine cyanine derivative such as oxazolium compound, pentamethylbenzothiazolium compound; heptamethylguanidine compound, heptamethylbenzhydrazide compound, heptamethyl Azolium compound, heptamethylbenzene A ninth methyl cyanine derivative such as an oxazolidine compound, a heptamethylthiazole compound, a heptamethylbenzothiazole compound, a bismuth succinate derivative, a bis(stilbene dithiolate) compound, and a double Nickel complex such as (phenyldithiol) nickel compound, bis(camphor dithiol) nickel compound; strontium sulphate derivative; azo pigment derivative; phthalocyanine derivative; porphyrin derivative; dipyrromethene a base metal chelate compound or the like.

Moreover, examples of the inorganic fine particles that can be added to the transparent support include cerium oxide, titanium oxide, barium sulfate, calcium carbonate, talc, and kaolin.

Examples of the various surface treatments which can be carried out on the transparent support include chemical treatment, mechanical treatment, corona discharge treatment, flame treatment, ultraviolet irradiation treatment, high-frequency treatment, glow discharge treatment, active plasma treatment, and the like. Laser treatment, mixed acid treatment, ozone oxidation treatment, etc.

When a filter layer containing a light absorber is additionally provided in addition to any of the layers, the above-mentioned undercoat layer which can be provided on the optical filter of the present invention is used for a transparent support The layer between the layer and the filter layer. The undercoat layer is used as a layer containing a polymer having a glass transition temperature of -60 to 60 ° C, a surface having a surface on the side of the filter layer, or a polymerization having affinity with a polymer of the filter layer. Formed by layers of matter. Moreover, the undercoat layer may be disposed on the surface of the transparent support on which the filter layer is not disposed, and is provided to improve the adhesion of the transparent support to the layer (for example, the anti-reflection layer, the hard coat layer) disposed thereon. It may also be provided to improve the affinity for the adhesive and the optical filter for the optical filter and the image display device. The thickness of the undercoat layer is preferably from 2 nm to 20 μm, more preferably from 5 nm to 5 μm, further preferably from 20 nm to 2 μm, further preferably from 50 nm to 1 μm, and most preferably from 80 nm to 300 nm. The coating under the polymer containing a glass transition temperature of -60 to 60 ° C is followed by the adhesion of the polymer followed by the transparent support and the filter layer. The polymer having a glass transition temperature of -60 to 60 ° C can be, for example, vinyl chloride, vinylidene chloride, vinyl acetate, butadiene, neoprene, styrene, chloroprene, acrylate, methacrylic acid. The polymerization of an ester, acrylonitrile or methyl vinyl ether or the copolymerization of these is obtained. The glass transition temperature is preferably 50 ° C or lower, more preferably 40 ° C or lower, further preferably 30 ° C or lower, more preferably 25 ° C or lower, and most preferably 20 ° C or lower. The elastic modulus at 25 ° C of the undercoat layer is preferably from 1 to 1,000 MPa, more preferably from 5 to 800 MPa, most preferably from 10 to 500 MPa. The surface of the filter layer is a rough undercoat layer by the formation of a filter layer on the rough surface followed by a transparent support and a filter layer. The surface of the filter layer is a rough undercoat layer which can be easily formed by coating of a polymer latex. The average particle diameter of the latex is preferably 0.02 to 3 μm, more preferably 0.05 to 1 μm. Examples of the polymer having affinity with the binder polymer of the filter layer include acrylic resin, cellulose derivative, alginic acid, gelatin, casein, starch, polyvinyl alcohol, polyvinyl butyral, and poly Vinyl pyrrolidone, soluble nylon and polymer latex. Further, the optical filter of the present invention may be provided with two or more undercoat layers. A solvent, a matting agent, a surfactant, an antistatic agent, a coating aid, a hardener, and the like which swell the transparent support may be added to the undercoat layer.

The above anti-reflection layer which can be provided on the optical filter of the present invention must be a low refractive index layer. The refractive index of the low refractive index layer is lower than the refractive index of the transparent support described above. The refractive index of the low refractive index layer is preferably from 1.20 to 1.55, more preferably from 1.30 to 1.50. The thickness of the low refractive index layer is preferably from 50 to 400 nm, more preferably from 50 to 200 nm. The low refractive index layer can be used as a layer containing a fluorine-containing polymer having a lower refractive index (Japanese Patent Laid-Open No. Sho 57-34526, Japanese Patent Laid-Open No. Hei No. Hei No. Hei No. Hei No. Hei No. Hei No. Hei No. Hei No. Hei No. Hei. Japanese Patent Laid-Open No. Hei 5-208811, Japanese Patent Laid-Open No. Hei No. Hei 6-299091, Japan Japanese Patent Laid-Open No. Hei 60-59250, Japanese Patent Laid-Open No. Hei 5-13021, Japanese Patent Laid-Open No. Hei 6-56478, and Japanese Patent Laid-Open No. Hei. It is formed by the publication of each of the Japanese Patent Publication No. Hei 9-288201. In the layer containing fine particles, voids may be formed in the low refractive index layer as micropores in the interparticles or in the fine particles. The layer containing fine particles preferably has a void ratio of 3 to 50% by volume, and more preferably has a void ratio of 5 to 35% by volume.

In order to prevent reflection in a wide wavelength region, it is preferable that a layer having a high refractive index (medium and high refractive index layer) is laminated in addition to the low refractive index layer. The refractive index of the high refractive index layer is preferably from 1.65 to 2.40, more preferably from 1.70 to 2.20. The refractive index of the medium refractive index layer is adjusted to be the intermediate value between the refractive index of the low refractive index layer and the refractive index of the high refractive index layer. The refractive index of the medium refractive index layer is preferably from 1.50 to 1.90, more preferably from 1.55 to 1.70. The thickness of the medium-high refractive index layer is preferably 5 nm to 100 μm, more preferably 10 nm to 10 μm, and most preferably 30 nm to 1 μm. The haze of the medium-high refractive index layer is preferably 5% or less, more preferably 3% or less, and most preferably 1% or less. The medium and high refractive index layers can be formed using a polymer binder having a relatively high refractive index. Examples of the polymer having a higher refractive index include polystyrene, styrene copolymer, styrene-butadiene copolymer, polyvinyl chloride, polycarbonate, polyamide, melamine resin, phenol resin, and epoxy. A resin, a polyurethane obtained by a reaction of a cyclic (alicyclic or aromatic) isocyanate with a polyhydric alcohol, or the like. Other polymers having a cyclic (aromatic, heterocyclic, alicyclic) group or a halogen atom other than fluorine The refractive index of the polymer of the substituent is also higher. It is also possible to use a polymer formed by polymerization of a monomer which is capable of radical hardening by introducing a double bond.

In order to obtain a higher refractive index, inorganic fine particles may be dispersed in the above polymer binder. The refractive index of the inorganic fine particles is preferably from 1.80 to 2.80. The inorganic fine particles are preferably formed of an oxide or sulfide of a metal. Examples of the oxide or sulfide of the metal include titanium oxide (for example, rutile, mixed crystal of rutile/anatase, anatase, amorphous structure), tin oxide, indium oxide, zinc oxide, and zirconium oxide. Zinc sulfide, etc. Among these, titanium oxide, tin oxide, and indium oxide are particularly preferred. The inorganic fine particles may contain an oxide or a sulfide of the metal as a main component, and further contain other elements. The main component means a component having the largest content (% by mass) of the components constituting the particles. Examples of other elements include Ti, Zr, Sn, Sb, Cu, Fe, Mn, Pb, Cd, As, Cr, Hg, Zn, Al, Mg, Si, P, and S. It is also possible to use an inorganic material which is dispersible in a solvent due to film formability or which is liquid in itself, such as an alkoxide of various elements, a salt of an organic acid, a coordination compound bonded to a coordinating compound (for example, a chelate compound) The compound) and the active inorganic polymer form a medium-high refractive index layer.

An anti-glare function can be imparted to the surface of the anti-reflection layer (the function of preventing incident light from scattering on the surface to cause the scenery around the film to move to the surface of the film). For example, fine irregularities may be formed on the surface of the transparent film to form an antireflection layer on the surface thereof, or an antireflection layer may be formed, and then an uneven surface may be formed on the surface by an embossing roll, thereby obtaining an antireflection function having an antiglare function. Floor. The anti-reflective layer having an anti-glare function usually has a haze of 3 to 30%.

The above hard coat layer which can be provided on the optical filter of the present invention has a hardness higher than that of the above transparent support. The hard coat layer preferably contains a crosslinked polymer. The hard coat layer can be formed using an acrylic, urethane-based, epoxy-based polymer, oligomer or monomer (for example, an ultraviolet curable resin). A hard coat layer may also be formed from a cerium oxide-based material.

The surface of the antireflection layer (low refractive index layer) may form a lubricating layer. The lubricating layer has a function of imparting lubricity to the surface of the low refractive index layer and improving the damage resistance. Lubricating layer can use poly An organic siloxane (for example, eucalyptus oil), a natural wax, a petroleum wax, a higher fatty acid metal salt, a fluorine-based lubricant or a derivative thereof is formed. The thickness of the lubricating layer is preferably 2 to 20 nm.

When the above-mentioned polymer binder is used, an organic solvent may be used in combination, and the organic solvent is not particularly limited, and various known solvents can be suitably used, and examples thereof include alcohols such as isopropyl alcohol; methyl cellosolve; Ether group such as ethyl cellosolve, butyl cellosolve or diethylene glycol butyl ether; ketones such as acetone, methyl ethyl ketone, methyl isobutyl ketone, cyclohexanone and diacetone; ethyl acetate, Esters such as butyl acetate and methoxyethyl acetate; acrylates such as ethyl acrylate and butyl acrylate; fluorinated alcohols such as 2,2,3,3-tetrafluoropropanol; hexane, benzene and toluene Hydrocarbons such as xylene; chlorinated hydrocarbons such as dichloromethane, dichloroethane and chloroform. These organic solvents may be used singly or in combination.

Further, the undercoat layer, the antireflection layer, the hard coat layer, the lubricating layer, the filter layer and the like can be formed by a usual coating method. Examples of the coating method include a dip coating method, an air knife coating method, a curtain coating method, a roll coating method, a bar coating method, a gravure coating method, and a squeeze coating method using a hopper. (documented in the specification of U.S. Patent No. 2,681,294) and the like. Two or more layers can be formed by simultaneous coating. Regarding the simultaneous coating method, the specifications of U.S. Patent No. 2,761,791, U.S. Patent No. 2,941,898, U.S. Patent No. 3,508,947, U.S. Patent No. 3,526,528, and the "Coating Engineering" of Nozaki, 253 pages (Ashura, 1973) It is recorded in the bookstore release).

[Examples]

Hereinafter, the present invention will be described in detail by way of examples and comparative examples, but the invention is not limited to the examples and the like.

[Examples 1-1 to 1-54] Manufacture of Compound Nos. 1 to 7, 17 to 21, 30 to 38, 40, 42, 43, 46, 47, 55 to 72, and No. 96 to 107

The pseudomolecule intermediate was mixed with 0.01 mol and pyridine or acetonitrile (16 g), and 0.012 mol of acetic anhydride was added dropwise thereto, and the mixture was stirred at room temperature to 50 ° C for 1 hour. Add active methylene compound 0.01 mol and triethylamine 0.02 mol, and stir at room temperature ~ 50 ° C for 1-3 hours. Reflux from methanol The solid was refined, and the solid was dried at 120 ° C to obtain a target.

The analysis results are shown in [Table 1-1]~[Table 1-3], [Table 2-1]~[Table 2-4].

[Example 1-55] Production of Compound No. 84

0.2 g of the compound No. 31 and 20 g of ion-exchanged water were mixed, and an aqueous sodium hydroxide solution was added dropwise to homogenize the solution. An aqueous solution of 0.062 g of cesium chloride dihydrate was added thereto and stirred for 30 minutes. The obtained solid was filtered, washed with water and dried to give the title compound (yield: 82.5%).

[Example 1-56] Production of Compound No. 85

The target substance was obtained in the same manner as in Example 1-43 except that copper sulfate pentahydrate was used instead of cesium chloride dihydrate (yield 33.3%).

[Example 1-57] Production of Compound No. 86

In addition to the use of compound 38 instead of compound 31, the use of phosphotungstic acid instead of cesium chloride dihydrate Further, in the same manner as in Example 1-43, a target compound (yield: 60.0%) was obtained.

[Examples 2-1 to 2-6 and Comparative Example 2-1]

Mixed compound No. 1, No. 30, No. 31, No. 34, No. 40, No. 46, and Comparative Compound No. 1 of 0.5 wt% acetone solution 0.4 g and polymethyl methacrylate (hereinafter also referred to as 3.0 g of a 25 wt% toluene solution of PMMA) was subjected to ultrasonic irradiation for 15 minutes to prepare a coating liquid.

The coating liquid obtained above was applied onto a 188 μm thick polyethylene terephthalate film which was easily adhered by a bar coater #30, and dried at 70 ° C for 15 minutes to prepare an optical filter. Light sheet (film thickness 7~8μm).

[Evaluation Examples 2-1 to 2-6 and Comparative Evaluation Example 2-1]

Optical filtering of the present invention or comparative examples obtained in Examples 2-1 to 2-6 and Comparative Example 2-1 by a Xenon Light Resistance Tester (Table Sun TS-2 manufactured by Suga Test Machine Co., Ltd.) The sheet was irradiated with light for 48 hours, and the light resistance was evaluated. In the evaluation, the absorbance at the maximum absorption wavelength of each optical filter before and after the light irradiation was measured, and the initial value (before light irradiation) was taken as 100, and the relative value (absorbance retention ratio) after the light irradiation was calculated to compare the light resistance. The results are shown in [Table 3].

According to [Table 3], it was confirmed that the optical filters of Comparative Evaluation Example 1-1 were inferior in light resistance, and the optical filters of Comparative Examples 1-1 to 1-6 were excellent in light resistance.

Claims (11)

a merocyanine compound represented by the following formula (I); (wherein R ¹ , R ² , R ³ , R ⁴ , R ⁶ , R ⁷ and R ⁸ each independently represent a hydrogen atom, a hydroxyl group, a nitro group, a cyano group, a halogen atom, a carboxyl group, a sulfonic acid group, or a carbon number; 1 to 20 alkyl groups, 6 to 30 carbon atoms, 7 to 30 aralkyl groups, 8 to 30 carbon atoms, and 2 to 30 carbon atoms Or a metallocene group, R ⁵ represents a hydrogen atom, an alkyl group having 1 to 20 carbon atoms, an aryl group having 6 to 30 carbon atoms, an aralkyl group having 7 to 30 carbon atoms, and 8 to 30 carbon atoms. An aralkenyl group or a heterocyclic group having 2 to 30 carbon atoms; R ⁹ represents a hydrogen atom, an alkyl group having 1 to 20 carbon atoms or a cyano group, and X represents >CR ¹⁰ R ¹¹ , an oxygen atom or a sulfur atom; R ¹⁰ and R ¹¹ each independently represent an alkyl group having 1 to 20 carbon atoms, an aryl group having 6 to 30 carbon atoms, an aralkyl group having 7 to 30 carbon atoms, and an alkenyl group having 8 to 30 carbon atoms. a heterocyclic group or a metallocene group having 2 to 30 carbon atoms, R ¹ , R ² , R ³ , R ⁴ , R ⁵ , R ⁶ , R ⁷ , R ⁸ , R ⁹ , R ¹⁰ and R ¹¹ It represents an alkyl group of carbon atoms, or R 1 ~ 20 of ^{1, R 2, R 3,} R 4, R 5, R 6, R 7, R 8, R 10 and the carbon atom by R ¹¹ represents The methylene group of 7 to 30 aralkyl groups or an aral alkenyl group having 8 to 30 carbon atoms is also substituted with -O-, -S-, -CO-, -COO under the condition that the oxygen atoms are not adjacent to each other. -, -OCO-, -COS-, -OCS-, -SO ₂ -, -NH-, -CONH-, -NHCO-, -SO ₂ -NH-, -NH-SO ₂ -, -N=CH- Or in the case of -CH=CH-, the alkyl moiety of the group represented by R ¹ , R ² , R ³ , R ⁴ , R ⁵ , R ⁶ , R ⁷ , R ⁸ , R ⁹ , R ¹⁰ and R ¹¹ In the case where there is a branched side chain, and there is also a case of a cyclic alkyl group, there are cases where a substituent is present, and R ¹ and R ² , R ² and R ³ , R ³ and R ⁴ , R ⁴ and R ⁵ , R ¹ and R ¹⁰ , R ⁶ and R ⁸ , R ⁸ and R ⁹ or R ¹⁰ and R ^{11 are} also respectively formed in the form of a ring, and the ring formed also has a substituent, and G represents an oxygen atom or a sulfur atom. Or a group selected from the group <Group 1> below. Regarding A, m=1 is not a bond bond, and m≧2 represents a single bond, a nitrogen atom, -NR ¹² -, an oxygen atom, a sulfur atom, -SO ₂ -, -SO-, phosphorus atom, -PR ¹³ -, E ^m+ (J ^- ) _m , (M ⁺ ) _m L ^m- or an organic group satisfying any of the following conditions (i) to (v), E Indicates the cation of m-value, and J represents the yin of one price. M, M represents a monovalent cation, L represents an m-valent anion, and R ¹² and R ¹³ each independently represent a hydrogen atom, an alkyl group having 1 to 8 carbon atoms, an aryl group having 6 to 30 carbon atoms, and a carbon number. 7 to 30 aralkyl groups or 8 to 30 arylalkenyl groups having an alkyl group, an alkyl group, an aryl group, an arylalkyl group or an arylalkenyl group represented by R ¹² and R ¹³ may also exist through a halogen atom, a hydroxyl group or a nitro group. In the case of substitution, there are also cases in which a substituent forming a salt is present, and a methylene group in an alkyl group, an aralkyl group or an arylalkenyl group represented by R ¹² and R ¹³ is also substituted under the condition that the oxygen atoms are not adjacent to each other. In the case of -COO-, -O-, -OCO-, -NHCO-, -NH- or -CONH-, m is 1 to 6, and when m≧2, A and R ¹ , R ² , R ³ , R ⁴ , one or more substituents of R ⁵ , R ⁶ , R ⁷ , R ⁸ and R ^{9 are} bonded to each other, and a plurality of R ¹ , R ² , R ³ , R ⁴ , R ⁵ , R ⁶ , R ^{7 are present.} , R ⁸ , R ⁹ , n, X and G may be the same or different, n is 0 or 1) (wherein R and R' each independently represent an alkyl group having 1 to 10 carbon atoms, an aralkyl group having 7 to 30 carbon atoms or an aralkenyl group having 8 to 30 carbon atoms, * means Adjacent base bond) (i) m=2, A is represented by the following general formula (1); *-Z ¹ -X ¹ -Z ² -* (1) (wherein X ¹ represents - NR ¹⁴ - an aliphatic hydrocarbon group having a divalent carbon atom number of 1 to 35, an alicyclic hydrocarbon group having a divalent carbon number of 3 to 35, a hydrocarbon group having a divalent carbon atom number of 6 to 35 and an aromatic ring, a group having a heterocyclic group of 2 to 35 carbon atoms or a group represented by any one of the following (1-A) to (1-C), and Z ¹ and Z ² each independently represent a direct bond, -O -, -S-, -SO ₂ -, -SO-, -NR ¹⁴ -, -PR ¹⁵ -, -CO- or a combination thereof, and R ¹⁴ and R ¹⁵ each independently represent a hydrogen atom and a carbon number of 1~ An alkyl group of 10, an aryl group having 6 to 30 carbon atoms, an aralkyl group having 7 to 30 carbon atoms or an aralkenyl group having 8 to 30 carbon atoms, an alkyl group or an aryl group represented by R ¹⁴ and R ¹⁵ The aralkyl group or the arylalkenyl group is also substituted by a halogen atom, a hydroxyl group or a nitro group, and the methylene group in the alkyl group, the aralkyl group or the aralkenyl group represented by R ¹⁴ and R ¹⁵ is also present in the oxygen atom. Non-contiguous strip In the case of being substituted with -COO-, -O-, -OCO-, -NHCO-, -NH- or -CONH-, * means bonding with the adjacent moiety in the * moiety; wherein, the above formula ( 1) The number of base carbon atoms represented is in the range of 1 to 35) (wherein R ²¹ represents a phenyl group or a cycloalkyl group having 3 to 10 carbon atoms in the case where an alkyl group having 1 to 10 carbon atoms or an alkoxy group is substituted, and R ²² represents a carbon number of 1 to 10; An alkyl group, an alkoxy group having 1 to 10 carbon atoms, an alkenyl group having 2 to 10 carbon atoms or a halogen atom, and an alkyl group, an alkoxy group or an alkenyl group represented by R ²¹ and R ²² is substituted by a halogen atom or Unsubstituted, d is an integer from 0 to 4, * means that the * part is bonded to the adjacent base) (* in the formula means that the * part is bonded to the adjacent base) (wherein R ²³ and R ²⁴ each independently represent an alkyl group having 1 to 10 carbon atoms, an aryl group having 6 to 30 carbon atoms, an aryloxy group having 6 to 30 carbon atoms, and a carbon number of 6 to 30; An arylthio group, an aralkenyl group having 6 to 30 carbon atoms, an aralkyl group having 7 to 30 carbon atoms, an aralkenyl group having 8 to 30 carbon atoms, a heterocyclic group having 2 to 30 carbon atoms or A halogen atom, an alkyl group, an aryl group, an aryloxy group, an arylthio group, an aralkenyl group, an arylalkyl group or a heterocyclic group represented by R ²³ and R ²⁴ is substituted or unsubstituted with a halogen atom, R ²³ And the methylene group in the alkyl group, the aralkyl group or the aralkenyl group represented by R ²⁴ is also substituted in the case where the oxygen atom is not adjacent to the unsaturated bond, -O- or -S-, R ²³ There is also a case where adjacent R ²³ forms a loop with each other, e represents the number of 0~4, f represents the number of 0~8, g represents the number of 0~4, h represents the number of 0~4, the number of g and h The total is 2~4, * means that the * part is bonded to the adjacent group) (ii) m=3, and A is represented by the following general formula (2); (wherein X ² represents a carbon atom substituted with R ²⁵ , an aliphatic hydrocarbon group having a trivalent carbon number of 1 to 35, an alicyclic hydrocarbon group having a trivalent carbon number of 3 to 35, and a trivalent carbon atom number a hydrocarbon group containing an aromatic ring of 6 to 35 or a heterocyclic group having a trivalent carbon number of 2 to 35, and R ²⁵ represents a hydrogen atom, an alkyl group having 1 to 8 carbon atoms, and a carbon number of 6 to 30. a arylalkyl group having 7 to 30 carbon atoms or an alkenyl group having 8 to 30 carbon atoms, and an aliphatic hydrocarbon group represented by X ² is also substituted with -COO-, under the condition that the oxygen atoms are not adjacent to each other. In the case of O-, -OCO-, -NHCO-, -NH-, -CONH-, -O-CONH- or -NHCO-O-, Z ¹ to Z ³ are independent, respectively, and in the above formula (1) Z ¹ and Z ² have the same group, and * means that the * moiety is bonded to the adjacent group; wherein the base group represented by the above formula (2) is in the range of 1 to 35 (iii) m=4, and A is represented by the following general formula (3); (wherein X ³ represents a carbon atom, a tetravalent aliphatic hydrocarbon group having 1 to 35 carbon atoms, a tetravalent alicyclic hydrocarbon group having 3 to 35 carbon atoms, and a tetravalent carbon atom number of 6 to 35) a hydrocarbon group of an aromatic ring or a tetravalent heterocyclic group having 2 to 35 carbon atoms, and an aliphatic hydrocarbon group represented by X ³ is also substituted with -COO-, -O-, under the condition that the oxygen atoms are not adjacent thereto. -OCO-, -NHCO-, -NH-, -CONH-, -O-CONH- or -NHCO-O-, Z ¹ ~ Z ⁴ are independent, respectively, and Z ¹ in the above formula (1) The group represented by Z ² is the same, and * means that the * moiety is bonded to the adjacent group; wherein the base group represented by the above formula (3) has a carbon number of 1 to 35) (iv) m = 5, A is represented by the following general formula (4); (wherein X ⁴ represents a pentavalent aliphatic hydrocarbon group having 2 to 35 carbon atoms, a pentavalent alicyclic hydrocarbon group having 3 to 35 carbon atoms, and a pentavalent carbon atom having 6 to 35 carbon atoms; a hydrocarbon group or a pentavalent heterocyclic group having 2 to 35 carbon atoms, and an aliphatic hydrocarbon group represented by X ⁴ is also substituted with -COO-, -O-, -OCO- under the condition that the oxygen atoms are not adjacent thereto. In the case of -NHCO-, -NH-, -CONH-, -O-CONH- or -NHCO-O-, Z ¹ to Z ⁵ are independent, respectively, and Z ¹ and Z ² in the above formula (1) The base is the same, * means that the * moiety is bonded to the adjacent group; wherein, the base of the formula (4) represents a range of 2 to 35 carbon atoms) (v) m = 6, A It is represented by the following general formula (5); (wherein, X ⁵ represents a hexavalent aliphatic hydrocarbon group having 2 to 35 carbon atoms, a hexavalent alicyclic hydrocarbon group having 3 to 35 carbon atoms, and a hexavalent carbon atom having 6 to 35 carbon atoms; a hydrocarbon group or a hexavalent heterocyclic group having 2 to 35 carbon atoms, and an aliphatic hydrocarbon group represented by X ⁵ is also substituted under the condition that the oxygen atoms are not adjacent to -COO-, -O-, -OCO- In the case of -NHCO-, -NH-, -CONH-, -O-CONH- or -NHCO-O-, Z ¹ to Z ⁶ are independent, respectively, and Z ¹ and Z ² in the above formula (1) The base is the same, and * means that the * moiety is bonded to the adjacent group; wherein the base group represented by the above formula (5) is in the range of 2 to 35 carbon atoms. An anthocyanin compound according to claim 1, which is an anthocyanin compound represented by the following formula (II); (wherein, ring D represents a five-membered ring or a six-membered ring; the five-membered or six-membered ring represented by ring D is condensed with other rings, and there is also a substitution, R ¹ , R ² , R ³ And R ⁴ , R ⁵ , R ⁶ , R ⁷ , X, G, A and m are the same as the above formula (I), and when m ≧ 2, a plurality of R ¹ , R ² , R ³ and R ^{4 are present} . R ⁵ , R ⁶ , R ⁷ , X, D and G may be the same or different). An anthocyanin compound according to claim 1 or 2, which is an phylopillin compound represented by the following formula (III); (wherein X ¹¹ , X ¹² and X ¹³ independently represent -O-, -S-, -C(=O)-, -C(=S)-, -N(R ³¹ )-, -N= Or -C(R ³² )=, the bond between X ¹¹ and X ¹² or X ¹² and X ¹³ is a single bond, a double bond or a conjugated double bond, and R ³¹ represents a hydrogen atom and an alkyl group having 1 to 20 carbon atoms. a group, an aryl group having 6 to 30 carbon atoms, an aralkyl group having 7 to 30 carbon atoms, an aralkenyl group having 8 to 30 carbon atoms or a heterocyclic group having 2 to 30 carbon atoms, R ³¹ The alkyl, aryl, aralkyl or aralkenyl group is also represented by a halogen atom, a hydroxyl group, a carboxyl group, a sulfonic acid group, a nitro group, a sulfonylamino group or a sulfonamide group bonded to an N group. In the case of substitution, the carboxyl group and the sulfonic acid group are also present in the form of a salt, and the methylene group in the alkyl group, the aralkyl group or the aralkenyl group represented by R ³¹ is also substituted under the condition that the oxygen atom is not adjacent to -COO-, -O-, -OCO-, -NHCO-, -NH-, -CONH-, -SO ₂ -NH- or -NH-SO ₂ -, R ³² represents a carbon number of 1 to 20 An alkyl group, an aryl group having 6 to 30 carbon atoms, an aralkyl group having 7 to 30 carbon atoms or an aralkenyl group having 8 to 30 carbon atoms, R ¹ , R ² , R ³ , R ⁴ and R ⁵ , ^{R 6, R 7, X,} A and m are the through (I) the same, m ≧ 2, there are a plurality of ^{R 1, R 2, R 3} , R 4, R 5, R 6, R 7, X 11, X 12 and X ¹³ may be the same or different). An anthocyanin compound according to claim 1 or 2 which is an anterior anthocyanin compound represented by the following formula (IV); (wherein X ¹⁴ , X ¹⁵ , X ¹⁶ and X ¹⁷ independently represent -O-, -S-, -C(=O)-, -C(=S)-, -N(R ³⁵ )-, -C(R ³⁶ )(R ³⁷ )-, -N= or -C(R ³⁸ )=, X ¹⁴ and X ¹⁵ , X ¹⁵ and X ¹⁶ or a bond between X ¹⁶ and X ¹⁷ a bond or a conjugated double bond, and R ³⁵ independently represents a hydrogen atom, an alkyl group having 1 to 20 carbon atoms, an aryl group having 6 to 30 carbon atoms, an aralkyl group having 7 to 30 carbon atoms, and 8 carbon atoms. An alkenyl group of ~30 or a heterocyclic group having 2 to 30 carbon atoms, and an alkyl group, an aryl group, an arylalkyl group or an arylalkenyl group represented by R ³⁵ is also present through a halogen atom, a hydroxyl group, a carboxyl group, or a sulfonic acid group. In the case of a nitro group or a nitro group, the carboxyl group and the sulfonic acid group are also present in the form of a salt, and the methylene group in the alkyl group, the aralkyl group or the aralkenyl group represented by R ³⁵ is also present in the condition that the oxygen atom is not adjacent. In the case of being substituted with -COO-, -O-, -OCO-, -NHCO-, -NH-, -CONH-, -SO ₂ -NH- or -NH-SO ₂ -, R ³⁶ , R ³⁷ and R ³⁸ independently represents a hydrogen atom, an alkyl group having 1 to 20 carbon atoms, an aryl group having 6 to 30 carbon atoms, an aralkyl group having 7 to 30 carbon atoms or an aralkenyl group having 8 to 30 carbon atoms. ^{R 1, R 2, R 3} , R 4, R 5 ^{R 6, R 7, X,} A and m in the general formula (I) the same). An anthocyanin compound according to claim 1 or 2, which is an procyanidin compound represented by the following formula (V); (wherein R ¹ , R ² , R ³ , R ⁴ , R ⁶ , R ⁷ and X are the same as the above formula (I), and X ¹¹ , X ¹² and X ¹³ are the same as the above formula (III), X ¹ , Z ¹ and Z ² are the same as the above formula (1)). An anthocyanin compound according to claim 1 or 2, which is an procyanidin compound represented by the following formula (VI); (wherein R ¹ , R ² , R ³ , R ⁴ , R ⁶ , R ⁷ and X are the same as the above formula (I), and X ¹⁴ , X ¹⁵ , X ¹⁶ and X ^{17 are the} same as the above formula (IV) Similarly, X ¹ , Z ¹ and Z ² are the same as in the above formula (1). An anthocyanin compound according to claim 1 or 2, which is an procyanidin compound represented by the following formula (VII); (wherein R ¹ , R ² , R ³ , R ⁴ , R ⁵ , R ⁶ , R ⁷ and X are the same as the above formula (I), X ¹¹ is the same as the above formula (III), and R ^{31 is} as defined above. In the case where X ¹³ in the formula (III) is represented by -N(R ³¹ )-, R ^{31 is the} same, and any one or more of R ¹ , R ² , R ³ , R ⁴ , R ⁵ and R ³¹ are selected from In the following group: a nitro group; an alkyl group having 1 to 20 carbon atoms which is substituted or unsubstituted by a hydroxyl group, a carboxyl group, a sulfonic acid group or a halogen atom; a methylene group in an alkyl group having 1 to 20 carbon atoms is substituted a group of -SO ₂ -NH- or -NH-SO ₂ -; an aryl group having 6 to 30 carbon atoms substituted by a hydroxyl group, a carboxyl group or a sulfonic acid group; and a number of carbon atoms substituted by a hydroxyl group, a carboxyl group or a sulfonic acid group 7 to 30 aralkyl groups or 8 to 30 arylalkenyl groups; alkyl groups having 1 to 20 carbon atoms; aryl groups having 6 to 30 carbon atoms; aralkyl groups having 8 to 30 carbon atoms; An aralkyl group having 7 to 30 carbon atoms or an aralkenyl group having 8 to 30 carbon atoms has a substituent forming a salt). An anthocyanin compound according to claim 1 or 2, which is an procyanidin compound represented by the following formula (VIII); (wherein R ¹ , R ² , R ³ , R ⁴ , R ⁵ , R ⁶ , R ⁷ and X are the same as the above formula (I), and R ³⁵ and X ¹⁵ and X in the above formula (IV) ^{In the case where 17} is -N(R ³⁵ )-, R ^{35 is the} same, and a plurality of R ^{35 are the} same or different, and any one of R ¹ , R ² , R ³ , R ⁴ , R ⁵ and R ³⁵ is one or more. It is selected from the group consisting of a nitro group; an alkyl group having 1 to 20 carbon atoms which is substituted or unsubstituted by a hydroxyl group, a carboxyl group, a sulfonic acid group or a halogen atom; and a methylene group in an alkyl group having 1 to 20 carbon atoms. a group substituted with -SO ₂ -NH- or -NH-SO ₂ -; an aryl group having 6 to 30 carbon atoms substituted with a hydroxyl group, a carboxyl group or a sulfonic acid group; a carbon substituted with a hydroxyl group, a carboxyl group or a sulfonic acid group An aralkyl group having an atomic number of 7 to 30; an alkenyl group having 8 to 30 carbon atoms substituted by a hydroxyl group, a carboxyl group or a sulfonic acid group; an alkyl group having 1 to 20 carbon atoms; and an aryl group having 6 to 30 carbon atoms An aralkyl group having 7 to 30 carbon atoms or an aralkenyl group having 8 to 30 carbon atoms having a substituent forming a salt). A composition comprising the anthocyanin compound according to any one of claims 1 to 8. An optical film using the composition of claim 9. An optical filter using the composition of claim 9.