JPH01165679A - Pigment composition - Google Patents

Abstract

PURPOSE:To obtain a pigment composition which does not suffer deterioration through oxidation or decay, has excellent stability, and in which a pigment has, e.g., an excellent modified surface and excellent dispersibility in a dispersion medium, by mixing a pigment with a dispersing agent comprising a specified ester compound. CONSTITUTION:This pigment composition comprises a pigment and a dispersing agent comprising an ester compound of formula I or II (wherein R1 is a monovalent or polyvalent functional group containing a group comprising two or more benzene rings, 8C or higher aromatic rings or heterocyclic rings linked to one another; R2 is a 4-30C polyvalent saturated or unsaturated hydrocarbon group; X is H, OH, COOH or a residue of ester thereof). This dispersing agent suffers neither deterioration nor decay, unlike a conventionally used lecithin, provides excellent stability, and has an excellent effect, e.g., of modifying the surface of a pigment and dispersing a pigment in a dispersing medium. Therefore, this pigment composition is useful as a coloring material for, e.g., a paint, printing ink, and a coloring agent for synthetic resin.

Description

DETAILED DESCRIPTION OF THE INVENTION (Field of Application of JT Industries) The present invention relates to a novel pigment composition. The object of the present invention is to provide a pigment composition which contains an ester compound as a dispersant or flushing agent for pigments and is useful as a coloring material for paints, printing inks, synthetic resin colorants, etc.

(Conventional Technique vR) Conventionally, in the production of paints and printing inks, dispersants have been used to disperse pigments in paint vehicles and printing ink varnishes, and to flash pigments from aqueous filter cakes into oil vehicles and oil-based varnishes. Or as a flushing agent,
For example, the phospholipid lecithin has been used.

(Problem to be solved by the invention) However, since lecithin is a natural phospholipid, it is susceptible to oxidation and rancidity, and is therefore more stable than other lecithins. There is a need for a dispersant or flushing agent with superior properties.

In view of the above-mentioned deficiencies of conventional dispersants or flushing agents, the present inventors have developed various compounds in order to develop compounds that have affinity for various vehicles and varnishes, and also have affinity for paint pigments. As a result of research, it was discovered that ester compounds containing linked benzene rings, aromatic rings with a high carbon number, or heterocyclic groups exhibit excellent properties and effects as pigment dispersants, and the present invention was completed. It is something.

(Means for Solving the Problems) That is, the present invention is characterized in that, in a pigment composition containing a pigment and a dispersant, the dispersant is an ester compound represented by the following general formula. It is a pigment composition.

R1-0-CO-R2-X or R1-C0-0-R2-X However, R3 in the formula contains two or more connected benzene rings, or an aromatic ring or heterocyclic group having 8 or more carbon atoms. is a monovalent or polyvalent functional group, R2 is a polyvalent saturated or unsaturated hydrocarbon group having an IA prime number of 4 to 30, X is hydrogen,
It is a hydroxyl group, a carboxyl group, or an ester residue thereof.

(Preferred Embodiments) The present invention will be described in detail by citing the following preferred embodiments.

The dispersant used in the present invention and which primarily characterizes the present invention is a specific ester compound as defined above.

In the present invention, the two or more linked benzene rings, aromatic rings or heterocyclic groups having 8 or more carbon atoms contained in the above-mentioned specific ester compound include all conventionally known groups. Examples are groups derived from diphenylmethane, diphenylethane, diphenylpropane, diphenyl ether, diphenylmethyl ether, diphenylsulfone, styrylbenzene, biphenyl, naphthalene, fluorene, anthracene, acenaphthene, coumarin, quinoline or carbazole.

In order to introduce the above-mentioned linked benzene ring or aromatic ring or heterocyclic group having 8 or more carbon atoms into the ester compound, mono- or polyalcohols, mono- or polyphenols, mono- or mono- Alternatively, esters may be produced using polycarboxylic acids, their acid chlorides, acid anhydrides, etc., or compounds having two or more of these groups. As these high carbon number compounds, any of the conventionally known compounds belonging to the above definition can be used, but preferred ones include, for example, the following compounds.

diphenylmethanecarboxylic acid, 4.4'-dihydroxydiphenylmethane, 4.4'-
Dihydroxydiphenylpropane, 4,4'-dioxydiphenylsulfone and reaction products of these phenols with 1 molar equivalent or more of epoxy compounds such as ethylene oxide, propylene oxide, epichlorohydrin, etc., diphenylcarboxylic acid, diphenyldicarboxylic acid, Oxybiphenyl and its reaction products with 1 molar equivalent or more of epoxy compounds such as ethylene oxide, propylene oxide, epichlorohydrin, naphthol, dihydroxynaphthalene, methyl 2-hydroxynaphthoate, and 1 molar equivalent [17 reaction products with epoxy compounds such as ethylene oxide, brobylene oxide, epichlorohydrin, 'naphthalene carboxylic acid, naphthalene dicarboxylic acid, 3-oxy-anthracene-2-carboxylic acid, anthracene carboxylic acid, anthraquinone carboxylic acid, Anthraquinonedicarboxylic acid, fluorene alcohol, fluorenecarboxylic acid, phenanthrenecarboxylic acid, acenaphthenecarboxylic acid, coumaroncarboxylic acid, quinolinecarboxylic acid, quinolinedicarboxylic acid, 2-oxydibenzofuran-3-carboxylic acid, 2-oxycarbazole-3- Examples include carboxylic acids.

The ester compound used as a dispersant in the present invention includes aliphatic, alicyclic and aromatic hydroxycarboxylic acid components, carboxylic acid components, which are used to form conventionally known esters in the above-mentioned components as required. Obtained by esterification using an alcohol component.

Preferred hydroxycarboxylic acids include, for example, lysyllic acid, 12-hydroxystearic acid, mustard oil fatty acid, hydrogenated castor oil fatty acid, delta-hydroxyvaleric acid, ε-hydroxycaproic acid, p-hydroxyethyloxybenzoic acid, and the like. Can be mentioned.

Preferred carboxylic acids include, for example, valeric acid, caproic acid, caprylic acid, capric acid, lauric acid, myristic acid, palmitic acid, stearic acid, arachidic acid,
Behenic acid, lignocerin, acid, undecylenic acid, oleic acid, lionolic acid, liluic acid 1, behenic acid, dehydrated castor oil fatty acid, isostearic acid, isooctanoic acid,
Monocarboxylic acids such as abietic acid: and adipic acid, azelaic acid, sebacic acid, hexahydrophthalic anhydride,
Tetrahydrophthalic anhydride, 3,6-endomethylene-tetrahydrophthalic anhydride (nadic anhydride), methyl-3,6-endomethylene-tetrahydrophthalic anhydride (methylnadic anhydride), hexachlorendomethylenetetrahydrophthalic anhydride Phthalic acid (hectonic anhydride), dodecenyl succinic anhydride, phthalic anhydride, tetrachlorophthalic anhydride, isophthalic acid, terephthalic acid, trimellitic anhydride, pyromellitic anhydride, polymerized rosin, rosin
Examples include polycarboxylic acids such as maleic anhydride adducts and unsaturated fatty acid-maleic anhydride adducts.

The alcohols used include butyl alcohol, hexyl alcohol, octyl alcohol, decyl alcohol, dodecyl alcohol, tetradecyl alcohol, hexadecyl alcohol, octadecyl alcohol, tetradecyl alcohol, hexadecyl alcohol,
Monoalcohols such as octadecenyl alcohol, cyclohexyl alcohol, benzyl alcohol; 1,3-butylene gelicol, tetramethylene glycol, neopentyl glycol, hexamethylene glycol, diethylene glycol, dipropylene glycol, triethylene glycol, hydrogenated bisphenol A , polyhydric alcohols such as l-limethylolpropane and tris(hydroxyethyl)isocyanurate; glycol derivatives such as butyl glycol and butyl diglycol; polyoxyethylene alkyl ether, polyoxyethylene alkyl phenyl ether, polyethylene glycol fatty acid ester, etc. Examples include nonionic surfactants.

Furthermore, if the terminal carboxyl group or hydroxyl group of the resulting ester remains, these groups may be converted to monoalcohol or monocarboxylic acid as necessary.

can be esterified with phosphoric acid.

For example, monoalcohols include methyl alcohol,
Monoalcohols such as ethyl alcohol, propyl alcohol, butyl alcohol, hexyl alcohol, octyl alcohol, dodecyl alcohol, hexadecyl alcohol, octadecyl alcohol, tetracosyl alcohol, hexacosyl alcohol, octadecenyl alcohol, cyclohexyl alcohol, benzyl alcohol, etc. Examples of monocarboxylic acids include acetic acid, propionic acid, butyric acid, caproic acid, lauric acid, palmitic acid, stearic acid, oleic acid, linoleic acid, liluic acid, behenic acid, and tricyclodecanecarboxylic acid. Examples include monocarboxylic acids such as acid, benzoic acid, rosin, and hydrogenated rosin.

The esterification reaction using these various components, the reaction of introducing an aromatic ring or heterocyclic group, and the esterification reaction with the above monoalcohol or monocarboxylic acid can be carried out according to conventionally known methods, for example, without a solvent. system or solvent solution,
The reaction is carried out by selecting preferred reaction conditions, such as in a non-catalytic system or using a catalyst, in a reduced pressure system or a normal pressure system, in air or under a nitrogen atmosphere.

The ester compound used in the present invention has significantly increased hydrophobicity and lipophilicity by containing in the molecule two or more benzene rings, an aromatic ring having a high number of carbon atoms, or a heterocyclic group. It is characterized by a markedly improved affinity with pigments, especially organic pigments.

Therefore, when a pigment is treated with these ester compounds, the ester compound has an affinity for the pigment,
In order to make the surface of the pigment significantly hydrophobic or lipophilic,
The treated pigment also has a high affinity for oily media. Furthermore, an ester compound obtained by using a hydroxy derivative obtained by reacting a compound having a connected benzene ring, a high carbon number aromatic ring, or a heterocycle with an epoxy compound as described above is used as a pigment treatment agent. This showed an even better effect.

The pigments used in the present invention are conventionally known organic pigments,
Any pigment such as an inorganic pigment or an extender pigment may be used.

For example, organic pigments include phthalocyanine, azo, condensed azo, anthraquinone, perinone/perylene, indigo/thioindigo, isoindolinone,
Azomethine azo series, dioxazine series, quinacridone series,
These include aniline black, triphenylmethane, and carbon black, and inorganic pigments include titanium oxide, iron oxide, iron hydroxide, chromium oxide, spinel fired pigments, lead chromate, and chromic acid. Vermilion series,
Extender pigments include navy blue pigments, aluminum powder, bronze powder, etc., and extender pigments include calcium carbonate pigments, barium sulfate pigments, silicon oxide pigments, aluminum hydroxide pigments, and the like.

In the present invention, these pigments are used not only in the form of a dry fine powder but also in the form of an aqueous filter cake or an aqueous suspension.

The pigment composition of the present invention can be obtained by blending the above ester compound in an amount of about 1 to 300 parts by weight, preferably about 3 to about 150 parts by weight, per 100 parts by weight of the above pigment.

Of course, when mixing these two components, conventionally known suitable organic solvents, binder resins such as oil-based paint vehicles, oil-based printing ink varnishes, oil-based coding agent vehicles, thermoplastic resins, thermosetting resins, etc. A resin, a plasticizer, a crosslinking agent, a catalyst, etc. can be added at the same time, and the composition can be used directly as a paint, printing ink, etc.

The method of mixing these essential components and optional components to obtain the pigment composition of the present invention may be any conventionally known method, such as a ball mill, a sand mill, an attritor, a horizontal continuous media disperser, a two-roll mill, A typical method is mixing, kneading, and grinding using a conventionally known dispersing machine such as a three-roll mill, a pressure kneader, a panburi mixer, or an extruder.

In particular, when using a pigment in the form of an aqueous filter cake or an aqueous suspension, the dispersant used in the present invention is preferably added to a solution in a hydrophobic organic solvent (these organic solvents are The pigment composition of the present invention can be obtained by transferring the pigment from the aqueous phase to the organic solvent phase by adding it to the pigment as a binder for printing ink or paint (which may contain a binder for printing ink or paint) and mixing it (flushing). .

The pigment composition of the present invention includes the following embodiments.

(1) A composition containing a pigment at a high concentration and useful as a coloring agent for printing inks, paints, coating agents, synthetic resins, etc.

In this embodiment, the concentration of the pigment is between 20 and 95%, and the concentration of the dispersant of the invention is between 1 and 300% by weight of the pigment.

(2) A composition useful as a paint, etc., which also contains a paint, a dispersant, a solvent necessary as a coating agent, a binder resin, etc. In these compositions, the pigment concentration ranges from 0.1 to 20% by weight and the dispersant concentration ranges from 1 to 300% by weight of the pigment.

Paints include all paints that use conventionally known pigments, such as automobile paints, architectural paints, wood paints, vehicle and equipment paints, household paints, plastic paints, and pre-coated metals. paint for cans, paint for cans,
Marine paint, anti-corrosion paint, light curing paint, electron beam curing paint,
These include electrostatic powder paints and vinyl sol paints.

The printing ink includes all conventionally known printing inks, such as letterpress ink, lithographic ink, intaglio gravure ink, screen ink, newspaper ink, flexo ink, and the like.

The pigment compositions in the various embodiments described above may be either solid or liquid. In the case of liquid, the medium used is water, a water-hydrophilic organic solvent mixture, or an organic solvent. family-based, alicyclic-based, aromatic hydrocarbon-based, halogenated hydrocarbon-based, ester-based, ketone-based,
Glycol ether type, alcohol type, etc. are used, and there are no particular limitations.

Furthermore, as paint vehicles, printing ink varnishes, coating agent vehicles, etc., conventionally known oil-based or water-based binder materials are used depending on the purpose. For example, alkyd resins with long oil length, medium oil length, and short oil length, modified alkyd resins such as phenol-modified and styrenated alkyds, amino alkyd resins, oil-free alkyd resins, acrylic resins for baking, acrylic lacquer resins, acrylic polyol resins, Polyester resin, epoxy resin, butylated melamine resin, methylated melamine resin, urea-melamine resin, phenolic resin, rosin-modified phenol resin, rosin-modified maleic resin, phenol-modified maleic resin, polyurethane resin, styrene resin, styrene acrylic resin , styrene-diene copolymer, vinyl chloride copolymer, vinyl acetate resin, vinyl acetate copolymer, ethylene vinyl acetate resin, butyral resin, petroleum resin, rosin ester, maleated rosin ester and other modified resins, drying properties oil, boiled oil, etc.

Examples of the thermoplastic resin include polyvinyl chloride resin, styrene resin, acrylonitrile-styrene resin, acrylic resin, methacryl-styrene resin, and ester resin.

1iTffi agents include phthalic acid esters, adipic acid esters, sebacic acid esters, ester plasticizers, epoxidized soybean oil, and the like.

If necessary, conventionally known pigment dispersants or flushing agents, such as higher aliphatic primary, secondary, and tertiary monoamines, higher aliphatic quaternary ammonium, higher aliphatic propylene diamine, or The combined use of these acetates, higher aliphatic salts, etc. does not hinder the achievement of the present invention.

(Action/Effect) The ester compound into which two or more linked benzene rings, aromatic rings or heterocyclic groups having a high carbon number, which are used as a dispersant in the present invention, is used as a paint, printing ink, or plastic coloring agent. In the field of coloring materials such as pigments, there is no fear of deterioration or spoilage due to oxidation or acid modification, as was the case with lecithin, a natural phospholipid conventionally used as a dispersant for pigments. It has excellent effects on quality and dispersion of pigments into media.

The ester compound used as a dispersant in the present invention, into which two or more benzene rings or an aromatic ring or a heterocyclic group with a high carbon number are introduced, is a hydrophobic compound and has an ester bond. Therefore, due to the charge-absorbing property of the ester bond, the connected benzene ring, the aromatic ring or heterocycle with a high carbon number, and the lipophilic property of the hydrocarbon 8n, it is adsorbed to the surface of the pigment and becomes a pigment. It improves the wettability of the pigment into the medium, and improves the dispersibility and fluidity of the pigment in the medium.It also works as a flushing agent when flushing an aqueous filter cake of the pigment, etc. It makes the pigment oily or hydrophobic and allows the pigment to be flushed easily and efficiently.

Next, the present invention will be further specifically explained with reference to reference examples and examples. In the text, parts or percentages are based on weight unless otherwise specified.

Reference Example 1 A fourth glass reactor and oil bath having a stirrer, a thermometer, a backflow condenser with a moisture meter, and an inlet were prepared. 101.1 parts of 2-naphthoxyacetic acid (0,
5 moles), 133.2 parts (0.5 moles) of oleyl alcohol, and 35 parts of toluene were charged and stirred. After dissolving,
3. Raise the temperature and use P-toluenesulfonic acid as a condensation catalyst.
5 parts were added. The esterification reaction of the reaction solution was allowed to proceed at 120°C. The progress of the reaction was checked by the distilled water profile and the infrared absorption spectrum of the reaction product, and after 7 hours, the solvent toluene was distilled off under reduced pressure and the reaction was completed by cooling.

The obtained reaction product was a reddish-brown liquid, and was confirmed to be an ester compound (dispersant 1) by an infrared absorption spectrum and an analysis chart of Gelbermeus Simin 1 chromatography.

The reaction was carried out in the same manner as in Reference Example 1 above to obtain the following dispersant.

Ikebosu side: An esterification reaction product of naphthyl-1-acetic acid and tetraoxyethylene nonylphenyl ether (molar ratio 1:1).

Stitching agent 1: An esterification reaction product of tetraethylene glycol-2-naphthyl ether and oleic acid (molar ratio 1:1).

Incubation agent A: Tetraethylene glycol-2-naphthyl ether and 1
Esterification reaction product with 2-hydroxystearic acid (molar ratio 1:1).

Agent 1: Esterification reaction product of pentaethylene glycol-2-naphthyl ether with silicic acid (molar ratio 1:1).

Splitting agent 1: naphthyl-1=esterification reaction product of acetic acid and 1,6-hexanediol (molar ratio 1:1).

Ikemata Agent I: An esterification reaction product of pentaethylene glycol-2-naphthyl ether and mustard oil fatty acid (molar ratio 1:1).

Cleaning agent: Pentaethylene glycol-2-naphthyl ether and 3
．． Esterification reaction product with 6-ninthomethylene-tetrahydrophthalic anhydride (molar ratio 1:1).

Separation: An esterification reaction product of pentaethylene glycol-2-naphthyl ether and phthalic acid monooleyl ester (molar ratio 1:1).

2. Esterification reaction product of 2-bis(hydroxypropoxyphenyl)propane and ricinoleic acid (molar ratio 1:2).

Example 1 Aqueous filter cake of copper phthalocyanine blue pigment (C,1, Pigment Blue 15-4) (pigment content 42%) 2
38 parts were placed in a flasher, 40 parts of dispersant 1 dissolved in 38.5 parts of petroleum ink solvent were added, kneaded according to a conventional method, and flushed. During this flushing, the water in the cake was easily liberated, and the copper phthalocyanine blue pigment was transferred to the oily dispersant phase.

Furthermore, water was completely removed to obtain a flashed color containing a copper cap cyanine blue pigment. An offset lithographic printing ink was prepared using the flashed color containing the copper phthalocyanine blue pigment obtained above.

Flush color of the copper phthalocyanine blue pigment obtained above (56% excluding pigment) 34.8 parts Mixed face for offset lithographic ink 63oO parts 5% Cobalt dryer 0.2 parts 8% Manganese dryer 1.0 parts In the above, offset The formulated varnish for lithographic ink has the following composition.

Rosin modified phenolic resin 35 parts drying oil
25 parts drying oil-modified isophthalic acid alkyd 10 parts ink solvent vent
29.5 parts aluminum chelate 0.
5 copies, total 100 copies The ink obtained above was printed on a single-layer paper using an offset printing machine to obtain a clear indigo-colored printed matter.

Moreover, instead of the aqueous filter cake of the copper phthalocyanine blue pigment, an aqueous filter cake of disazo yellow pigment (c, 1. Pigment Yellow 12) (pigment content 27%) was used.
), aqueous filter cake of Brilliant Cardin 6B pigment (C,1, Pigment Red 57-1) (pigment content 25
%) to prepare flashed colors in the same manner as above, and then yellow and red offset lithographic inks were prepared respectively.

In the same manner, a flashed color was prepared from an aqueous filter cake of Lake Red C pigment (C, 1, Pigment Red 53-1) to obtain a full red ink for offset lithography. Further, a flashed color was obtained from an aqueous filter cake of copper phthalocyanine green pigment (C, 1, Pigment Green 7), and a grass ink for offset lithography was obtained.

In each case, water is easily separated during flushing, the pigment shows excellent transfer to the oil phase, the ink is easy to prepare, and offset lithographic printing using these inks produces clear and excellent prints. It was done.

In addition, Dispersant 2 to Dispersant 10 were used in place of Dispersant 1 used in Section L, and the same excellent effects as above were obtained.

Example 2 Carbon black pigment 20 parts dispersant 1
10th part
-varnish 65゜total
Carbon black pigment was kneaded and dispersed using three rolls at a blending rate of 95 parts. The Car Pump Black pigment dispersed very well in the varnish.

Varnish dispersion of carbon black pigment obtained above 95 parts 5% cobalt dryer 0.2 parts 8% manganese dryer 1.0 parts Tsurben
3. aa total 10
By sufficiently uniformly mixing and kneading at 0 parts, a carphone black ink was obtained. This was used to print on an offset printing machine, producing black ink prints of 11? Ta.

In addition, dispersant 2 was used instead of dispersant 1 used in Section 2.
The same excellent effects as above were obtained using dispersants 10 to 10.

In addition, the black ink obtained above was added to the yellow ink, red ink, and blue ink obtained in the examples to obtain four colors as process Buddha ink, process red ink, process blue ink, and process black ink for offset lithography. Process printing was performed and clear and beautiful multicolor printed matter was obtained.

Example 3 Flushto color of the copper phthalocyanine blue pigment obtained in Example 1 (56% excluding pigment) 9.6 parts Rutile type titanium 2.0 parts Quick-drying styrenated alkyd resin 72.6 parts Kijirol
6.6 parts mineral spirits
8.8 parts 6% cobalt naphthenate 0.3 parts t
-li IL I
0.1i'! total
A formulation of 100 parts was sufficiently uniformly mixed and dispersed to obtain a blue quick-drying enamel that dries at room temperature for metal materials such as machines and vehicles. When applied, the paint was clear and beautiful. In addition, the dispersant 1 used above
Dispersant 2 to Dispersant 10 were used in place of Dispersant 2 to Dispersant 10, and excellent effects were obtained in the same manner as above.

Next, in place of the copper phthalocyanine blue pigment of Example 1, disazo yellow (C,1, Pigment Yellow 14
), fast yellow pigment made by diazotizing 4-aminophthalimide and coupling it with acetoacedoanilite, Watching Red (C,1, Pigment Red 48), Chikaramin FB (C,1, Pigment Red 3)
Flushing was carried out in the same manner as in Example 1 using the aqueous filter cake of each pigment to obtain flushed colors of each pigment.

These were used in place of the copper phthalocyanine pigment in the composition of the above paint, and paints of various colors were obtained, and clear and beautiful coated plates were obtained.

Example 4 Copper phthalocyanine blue pigment (C, I.

Pigment Blue 15-4) dry crushed pigment 10 parts dispersion 1
5th part pheasant roll
11 parts butanol
411 total 3
A dispersion of copper phthalocyanine blue pigment in a mixed solvent of quidylol-butanol was obtained by dispersing at 0 parts using a continuous horizontal media disperser.

Next, a paint was prepared using the following formulation: A.

Solvent dispersion containing copper phthalocyanine blue obtained above and dispersant 1 3 parts Rutile titanium white 14 parts Thermoplastic acrylic resin 70 parts Doluol
6.8 parts Kijirol 3.2 parts Butanol 2.2 parts Cellosolve
0.811 total
100 parts of this was applied as an acrylic lacquer enamel for automobiles, and a clear and beautiful coating was obtained.

Furthermore, dispersants 2 to 10 were used in place of dispersant 1 used above, and coatings with similar quality to those described above were obtained.

Applicant: Dainichiseika Industrial Co., Ltd. Agent: Patent Attorney Yoshi 1) Hiroshi Katsuki

Claims (3)

[Claims] (1) In a pigment composition containing a pigment and a dispersant,
A pigment composition characterized in that the dispersant is an ester compound represented by the following general formula. R_1-O-CO-R_2-X or R_1-CO-O-R_2-X (However, R_1 in the formula contains two or more benzene rings, or an aromatic ring or heterocyclic group having 8 or more carbon atoms. is a monovalent or polyvalent functional group, and R_2 has 4 to 3 carbon atoms.
0 polyvalent saturated or unsaturated hydrocarbon group, and X is hydrogen, a hydroxyl group, a carboxyl group, or an ester residue thereof. ) (2) Two or more benzene rings or aromatic rings or heterocyclic groups having 8 or more carbon atoms are diphenylmethane, diphenylethane, diphenylpropane, diphenyl ether, diphenylmethyl ether, diphenylsulfone, styrylbenzene, biphenyl, naphthalene. , fluorene, anthracene, acenaphthene, coumarin, quinoline, or carbazole. (3) Two or more benzene rings or aromatic rings or heterocycles having 8 or more carbon atoms connected together are mono- or polyalcohols, mono- or polyphenols, mono- or polycarboxylic acids, or groups of two or more thereof. The pigment composition according to claim 1, wherein the pigment composition is introduced by a compound having: