TW201430080A - Paint and near infrared absorption filter - Google Patents

Abstract

This paint contains an infrared absorbing dye (A), a resin (B) and a solvent (C), with diacetone alcohol being an essential component of the solvent (C) component; this near infrared absorption filter is formed by using said paint. The infrared absorbing dye (A) is preferably a diimmonium compound, in particular a diimmonium compound represented by general formula (I). (In the formula, R11, R12, R13, R14, R15, R16, R17 and R18 represent a hydrogen atom or a C1-10 alkyl group optionally having a substituent, R19, R20, R21 and R22 represent a hydrogen atom, a halogen atom, a C1-10 alkyl group optionally having a substituent, or an amino group optionally having a substituent, wherein the methylene group in the alkyl group may be substituted by -O- or -CH=CH-, t represents a number 1-4, and Anq- represents an anion of valence q.)

Description

Coating and near infrared absorption filter

The present invention relates to a coating comprising an infrared absorbing dye, a resin, and diacetone alcohol as a solvent, and a near-infrared absorbing filter formed using the coating.

The near-infrared absorption filter has a high transmittance in the visible light region, can efficiently block infrared rays, and is used for a plasma display panel, a CRT (cathode-ray tube), a fluorescent display tube, and an electric field. a display panel such as a radiation display; a photodiode or a CCD (charge-coupled device) or a C-MOS (Complementary Metal Oxide Semiconductor) used in a light-receiving element or an image-capturing device such as a video camera or a video camera; Metal oxide semiconductors; heat-insulating filters such as optical lenses, automotive glass, glass for building materials, and solar cell modules; light-receiving elements or imaging elements of optical devices such as video cameras.

Patent Document 1 discloses a positive photosensitive resin composition containing diacetone alcohol as a solvent, and Patent Document 2 discloses a curable composition containing a colorant and a solvent containing a colorant, and diacetone alcohol is exemplified as a solvent. Patent Document 3 discloses a positive photosensitive resin composition containing diacetone alcohol as a solvent, and Patent Document 4 discloses an ink containing an acid dye and an alcohol-based organic solvent, and Patent Document 5 discloses the use of a diimmonium compound. The near infrared absorption filter is obtained.

However, in the above-mentioned Patent Documents 1 to 5, neither the description nor the suggestion is made that the light resistance of the film obtained by applying the coating material to the substrate by using diacetone alcohol as a solvent is improved.

Prior technical literature Patent literature

Patent Document 1: Japanese Patent Laid-Open No. Hei 10-123700

Patent Document 2: US2007049650A1

Patent Document 3: Japanese Patent Laid-Open Publication No. 2010-128065

Patent Document 4: Japanese Patent No. 4199580

Patent Document 5: Japanese Patent No. 4,043,473

Accordingly, an object of the present invention is to provide a near-infrared ray absorbing filter having high light resistance.

As a result of intensive research, the present inventors have found that a near-heat absorbing dye (A), a resin (B), and a solvent (C) are used, and a diacetone alcohol is used as a coating material of a solvent (C) component. The infrared absorbing filter has high light resistance, thereby completing the present invention.

The present invention provides a coating material comprising an infrared absorbing dye (A), a resin (B), and a solvent (C), and diacetone alcohol is an essential component of the solvent (C) component.

Further, the present invention provides a near-infrared absorption filter formed using the above coating material.

The near-infrared absorption filter of the present invention is excellent in terms of high light resistance.

Hereinafter, the coating material and the near-infrared ray absorbing filter of the present invention will be described based on preferred embodiments.

In the coating material of the present invention, as the infrared absorbing dye (A), it can be used for the infrared region to absorb the characteristic and previously used as the (near) infrared absorbing dye. For example, the former cyanine compound, the strontium sulphate compound, a porphyrin compound, a metal dithiol complex, a chromium, a cobalt metal salt compound, an anthracene, a phthalocyanine compound, a naphthalocyanine compound, a diimonium compound, an inorganic oxide particle, or the like, wherein the diimmonium compound The infrared absorbing ability is high and the transparency in the visible light region is high, so that it is preferable.

Among the above-described diimmonium compounds, those represented by the following formula (I) are preferred because they are excellent in heat and humidity resistance.

(wherein R ¹¹ , R ¹² , R ¹³ , R ¹⁴ , R ¹⁵ , R ¹⁶ , R ¹⁷ and R ¹⁸ each independently represent a hydrogen atom or an alkyl group having 1 to 10 carbon atoms which may have a substituent, R ¹⁹ , R ²⁰ , R ²¹ and R ²² each independently represent a hydrogen atom, a halogen atom, an alkyl group having 1 to 10 carbon atoms which may have a substituent or an amine group which may have a substituent, and a methylene group in the above alkyl group The group may also be substituted by -O- or -CH=CH-, t represents a number from 1 to 4, An ^q- represents a q-valent anion, q represents 1 or 2, and p represents a coefficient which maintains a charge neutral.

R ¹¹ , R ¹² , R ¹³ , R ¹⁴ , R ¹⁵ , R ¹⁶ , R ¹⁷ , R ¹⁸ , R ¹⁹ , R ²⁰ , R ²¹ and R ²² in the above formula (I) may have a substitution Examples of the alkyl group having 1 to 10 carbon atoms include methyl group, ethyl group, propyl group, isopropyl group, butyl group, second butyl group, tert-butyl group, isobutyl group, pentyl group and isoprene. Base, third amyl, hexyl, cyclohexyl, cyclohexylmethyl, cyclohexylethyl, heptyl, isoheptyl, third heptyl, n-octyl, isooctyl, third octyl, 2-B Hexyl, trifluoromethyl, trichloromethyl, tribromomethyl, 1,2-dichloroethyl, 3,3,3-trifluoropropyl, prop-1-en-1-yl, etc. Examples of the halogen atom represented by R ¹⁹ , R ²⁰ , R ²¹ and R ²² include a fluorine atom, a chlorine atom, a bromine atom, and an iodine atom, and may be represented by R ¹⁹ , R ²⁰ , R ²¹ and R ²² . The amine group of the substituent may, for example, be an amine group, an ethylamino group, a dimethylamino group, a diethylamino group, a butylamino group, a cyclopentylamino group, a 2-ethylhexylamino group, or twelve. Alkylamino, anilino, chlorophenylamino, toluidine, methoxyaniline, N-methyl-aniline , diphenylamino, naphthylamino, 2-pyridylamino, methoxycarbonylamino, phenoxycarbonylamino, ethylamino, benzhydrylamine, formamylamine , trimethylethenylamine, laurylamine, amine carbylamino, N,N-dimethylaminocarbonylamino, N,N-diethylaminocarbonylamino, Polinylcarbonylamino, methoxycarbonylamino, ethoxycarbonylamino, tert-butoxycarbonylamino, n-octadecyloxycarbonylamino, N-methyl-methoxycarbonylamino , phenoxycarbonylamino, aminesulfonylamino, N,N-dimethylaminosulfonylamino, methylsulfonylamino, butylsulfonylamino, phenylsulfonyl Amine and the like.

As the q-valent anion represented by pAn ^q- in the above formula (I), except for the methanesulfonic acid anion, the dodecylsulfonate anion, the benzenesulfonic acid anion, the toluenesulfonic acid anion, the trifluoromethanesulfonate anion, Naphthalenesulfonate anion, diphenylamine-4-sulfonate anion, 2-amino-4-methyl-5-chlorobenzenesulfonate anion, 2-amino-5-nitrobenzenesulfonate anion, Japanese patent Japanese Laid-Open Patent Publication No. Hei. No. Hei. No. Hei. No. Hei. No. Hei. No. Hei. No. Hei. No. Hei. No. Hei. No. Hei. No. Hei. No. Hei. JP-A-2001-209969, JP-A-2001-322354, JP-A-2006-248180, JP-A-2006-297907, JP-A-8-253705, and JP-A In addition to the organic sulfonic acid anion such as a sulfonic acid anion described in the above-mentioned Japanese Patent Publication No. Hei. No. 2005-336150, and the like, the chloride ion and the bromide ion, Iodide ion, fluoride ion, chlorine Ion, thiocyanate ion, perchlorate ion, hexafluorophosphate ion, hexafluoroantimonate ion, tetrafluoroborate 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, tetrakis(pentafluorophenyl)borate ion, with excitation a quenching anion of a function in which a living molecule is excited (quenched) or a ferrocene or a ferrocene having an anionic group such as a carboxyl group or a phosphonic acid group or a sulfonic acid group on the cyclopentadienyl ring. Metal compound anion and the like.

Specific examples of the cation of the diimmonium compound represented by the above formula (I) of the present invention include the following compounds No. 1 to 8.

[Chemical 2]

The above infrared absorbing dye (A) may be used singly or in combination of plural kinds.

In the infrared absorbing dye (A), the content of the compound represented by the above formula (I) is preferably from 50 to 100% by mass, more preferably from 70 to 100% by mass. When the content of the compound represented by the above formula (I) is less than 50% by mass, the solubility in a solvent may be lowered or the heat resistance may be lowered.

The maximum absorption wavelength (λmax) of the coating film of the infrared absorbing dye (A) is preferably 700 nm or more, and more preferably 780 to 850 nm. If the maximum absorption wavelength (λmax) of the coating film is less than 700 nm, the light of the target wavelength is not absorbed, which is not preferable.

In the coating material of the present invention, the content of the infrared absorbing pigment (A) is preferably from 0.01 to 50% by mass, more preferably from 0.1 to 10% by mass, based on the coating material of the invention. When the content of the infrared absorbing dye (A) is less than 0.01% by mass, the target wavelength is not absorbed in the near-infrared absorption filter formed by using the coating material of the present invention, and if it is more than 50% by mass, it is present in the coating material. The case where the infrared absorbing dye (A) is precipitated is produced.

In the coating material of the present invention, the resin (B) is not particularly limited as long as the infrared absorbing dye (A) can be uniformly dispersed, and a polyester-based, polyacrylic-based, polyamidiamine-based or poly-polymer can be preferably used. A resin such as a urethane type, a polyolefin type or a polycarbonate type, or a resin obtained by crosslinking these resins with an organic peroxide, a crosslinking agent, a photocrosslinking initiator or the like. Further, the glass transition temperature of the resin and the glass transition temperature of the cured film (near-infrared absorbing filter) obtained by applying the coating containing the resin to the substrate are preferably equal to or higher than the use-guaranteed temperature of the machine to be used.

Among the above-mentioned resins (B), the polyacrylic resin is preferably compatible with the infrared absorbing dye (A), and further preferably has a polymerizable property of an ethylenically unsaturated bond alone or in plural kinds. The compound is polymerized.

The polymerizable compound having an ethylenically unsaturated bond is not particularly limited, and those known in the art can be used, and examples thereof include ethylene, propylene, butylene, isobutylene, vinyl chloride, vinylidene chloride, vinylidene fluoride, and tetra. Unsaturated aliphatic hydrocarbon such as vinyl fluoride; (meth)acrylic acid, α-chloroacrylic acid, methylene succinic acid, maleic acid, methyl maleic acid, fumaric acid, bicycloheptene Dicarboxylic acid, crotonic acid, methacrylic acid, vinyl acetic acid, allyl acetic acid, cinnamic acid, hexadienoic acid, mesaconic acid, succinic acid mono [2-(methyl) propylene methoxyethyl] ester, phthalic acid Monomethyl [2-(methyl) propylene methoxyethyl] carboxylic acid ester, ω-carboxy polycaprolactone mono (meth) acrylate equivalent to mono (meth) acrylate of a polymer having a carboxyl group and a hydroxyl group at both terminals , hydroxyethyl (meth) acrylate-maleate, hydroxypropyl (meth) acrylate-maleate, dicyclopentadiene-maleate or one carboxyl group Unsaturated polybasic acid such as polyfunctional (meth) acrylate with two or more (meth) acrylonitrile groups; 2-hydroxyl (meth) acrylate Ester, 2-hydroxypropyl (meth)acrylate, glycidyl (meth)acrylate, the following compounds No. A1 to No. A4, methyl (meth)acrylate, butyl (meth)acrylate, Isobutyl (meth)acrylate, tert-butyl (meth)acrylate, cyclohexyl (meth)acrylate, n-octyl (meth)acrylate, isooctyl (meth)acrylate, (methyl) Isodecyl acrylate, stearyl (meth) acrylate, lauryl (meth) acrylate, methoxyethyl (meth) acrylate, dimethylaminomethyl (meth) acrylate, (methyl) Dimethylaminoethyl acrylate, aminopropyl (meth) acrylate, dimethylaminopropyl (meth) acrylate, ethoxyethyl (meth) acrylate, (meth) acrylate poly ( Ethoxy)ethyl ester, butoxyethoxyethyl (meth)acrylate, ethylhexyl (meth)acrylate, phenoxyethyl (meth)acrylate, tetrahydrofurfuryl (meth)acrylate, Vinyl (meth)acrylate, allyl (meth)acrylate, benzyl (meth)acrylate, ethylene glycol di(meth)acrylate, diethylene glycol di(meth)acrylate, triethyl Diol di(meth)acrylate, Polyethylene glycol di(meth)acrylate, propylene glycol di(meth)acrylate, 1,4-butanediol di(meth)acrylate, 1,6-hexanediol di(meth)acrylate , trimethylolethane tri(meth)acrylate, trimethylolpropane tri(meth)acrylate, dipentaerythritol penta(meth)acrylate, dipentaerythritol hexa(meth)acrylate, pentaerythritol IV (meth) acrylate, pentaerythritol tri(meth) acrylate, tricyclodecane dimethylol di(meth) acrylate, tris[(methyl) propylene decyl ethyl] isocyanurate, An unsaturated monobasic acid such as a polyester (meth) acrylate oligomer and an ester of a polyhydric or polyphenol; a metal salt of an unsaturated polybasic acid such as zinc (meth) acrylate or magnesium (meth) acrylate; Diacid anhydride, methylene succinic anhydride, methyl maleic anhydride, methyl tetrahydrophthalic anhydride, tetrahydrophthalic anhydride, trialkyltetrahydrophthalic anhydride, 5-( 2,5-di-side oxytetrahydrofuranyl-3-methyl-3-cyclohexene-1,2-dicarboxylic anhydride, trialkyltetrahydrophthalic anhydride-maleic anhydride adduct, Dodecenyl succinic anhydride, methyl An acid anhydride of an unsaturated polybasic acid such as cycloheptene dicarboxylic anhydride; (meth) acrylamide, methylene bis-(meth) acrylamide, di-ethyltriamine tri(methyl) acrylamide, Unsaturated monobasic acid such as benzodimethyl bis(methyl) acrylamide, α-chloropropenylamine, N-2-hydroxyethyl (meth) acrylamide, and decylamine of polyamine; acrolein, etc. Saturated aldehyde; unsaturated nitrile such as (meth)acrylonitrile, α-chloroacrylonitrile, dicyanylene, cyanyl allyl; styrene, 4-methylstyrene, 4-ethylstyrene, 4- Methoxystyrene, 4-hydroxystyrene, 4-chlorostyrene, divinylbenzene, vinyl toluene, vinyl benzoic acid, vinyl phenol, vinyl sulfonic acid, 4-vinyl benzene sulfonic acid, ethylene Unsaturated aromatic compound such as benzylbenzyl ether or vinylbenzyl glycidyl ether; unsaturated ketone such as methyl vinyl ketone; vinylamine, allylamine, N-vinylpyrrolidone, vinylpiper An unsaturated amine compound such as pyridine; vinyl alcohol such as allyl alcohol or crotyl alcohol; vinyl methyl ether, vinyl ethyl ether, n-butyl vinyl ether, isobutyl vinyl ether, allyl shrinkage Vinyl ether such as oleyl ether; unsaturated quinone imine such as maleimide, N-phenyl maleimide, N-cyclohexylmethyleneimine; hydrazine, 1- Anthracene such as methyl hydrazine; aliphatic conjugated diene such as 1,3-butadiene, isoprene or chlorobutene; polystyrene, poly(methyl) methacrylate, poly(methyl) N-butyl acrylate and polyoxymethane are equal to macromonomers having a mono(meth)acrylonitrile group at the end of the polymer molecular chain; vinyl chloride, vinylidene chloride, divinyl succinate, phthalic acid Allyl ester, triallyl phosphate, triallyl isocyanurate, vinyl thioether, vinyl imidazole, vinyl Oxazoline, vinyl carbazole, vinyl pyrrolidone, vinyl pyridine, hydroxyl group-containing vinyl monomer and vinyl urethane compound of polyisocyanate compound, hydroxyl group-containing vinyl monomer and polyepoxy a reaction product of a hydroxyl group-containing polyfunctional acrylate such as a vinyl epoxy compound, pentaerythritol triacrylate or dipentaerythritol pentaacrylate, a polyfunctional isocyanate such as toluene diisocyanate or hexamethylene diisocyanate, or pentaerythritol triacrylate, a polyfunctional acrylate having an acid value of a reactant of a hydroxyl group-containing polyfunctional acrylate such as dipentaerythritol pentaacrylate or a dibasic acid anhydride such as succinic anhydride, phthalic anhydride or tetrahydrophthalic anhydride; a reaction product of a hydroxyl group-containing acrylate and a diisocyanate compound, such as 2-hydroxyethyl acrylate, 2-hydroxypropyl (meth) acrylate, or glycidyl (meth) acrylate, which is an ethylenically unsaturated single A urethane acrylate obtained by reacting an isocyanate with a polyol or a polyphenol; reacting an acrylic polyol with a diisocyanate compound Amino acrylate; an unsaturated monobasic acid acting on phenol and/or cresol novolac epoxy resin; a phenolic epoxy resin having a biphenyl skeleton, a naphthral bone, a bisphenol A phenolic epoxy compound, a phenolic epoxy compound such as a dicyclopentadiene phenolic epoxy compound, a polyphenylmethane epoxy resin having a polyfunctional epoxy group, or an epoxy group such as a bisphenol A epoxy resin, and further An epoxy acrylate obtained by the action of an acid anhydride on the epoxy group; an ester of an unsaturated polybasic acid anhydride with a polyhydric alcohol or a polyphenol.

The polyacrylic resin can be obtained by polymerizing two or more of these polymerizable compounds alone or in combination.

[化2C]

The organic peroxide used to obtain the above-mentioned resin may be one which easily generates peroxy radicals in the presence of a thermal or redox-based compound, and examples thereof include 1,1-bis(t-butylperoxy peroxide)- 3,5,5-trimethylcyclohexane, 2,5-dimethylhexane-2,5-dihydroxy peroxide, di-tert-butyl peroxide, tert-butyl cumene Base peroxide, dicumyl peroxide, α,α'-bis(tributylbutyl peroxide)-p-diisopropylbenzene, 2,5-dimethyl-2,5-di ( Tributyl peroxy) hexane, 2,5-dimethyl-2,5-di(t-butylperoxy)hexyne-3, benzhydryl peroxide, tert-butyl peroxide Benzene, 2,5-dimethyl-2,5-di(benzylidene peroxide)hexane, tert-butylperoxy maleic acid, isopropyl tributylperoxyacetate Etc., by adopting a cross-linking form in which a radical is generated in a polymer main chain by a radical generated from a peroxide in a dehydrogenation reaction of a polymer main chain, and the polymer main chain is integrally incorporated into the cross-linking. Constructed to evenly crosslink.

Examples of the crosslinking agent for obtaining the above resin include a polyfunctional epoxy compound, a polyfunctional isocyanate, a dianhydride, an acetophenone, a benzophenone, an anthracene, and a trisole. , aziridine, melamine compounds, metal salts, metal chelating compounds, etc.; polyfunctional acrylates, olefinic unsaturated compounds, copolymeric benzophenone and other ultraviolet crosslinking agents; hydroxyketones, benzyl dimethyl condensate Ketones, aminoketones, mercaptophosphine oxides, benzophenones, trichloromethyl-containing a derivative, a polyfunctional benzophenone, an oligomer obtained by polymerizing an acrylized benzophenone, and 1-[4-(2-hydroxyethoxy)phenyl]-2-hydroxy-2- Oligomer of 2-hydroxy-2-methyl-[4-(1-A) polymerized from the reaction of a 1-hydroxyl group of methyl-1-propan-1-one with ethyl 2-isocyanate ethyl methacrylate After the vinyl group) phenyl] propanol oligomer or the like, a photocrosslinking agent or the like is added.

As the photocrosslinking initiator for obtaining the above resin, 2-methyl-1[4-(methylthio)phenyl]-2-morpholinylpropan-1-one or 2-benzyl group can be mentioned. Α-amino ketone, such as -2-dimethylamino-1-(4-morpholinylphenyl)-butanone-1, 1-hydroxy-cyclohexyl-phenyl-one or 2-hydroxy-2 Benzyl dimethyl condensate such as α-hydroxyketone or 2,2-dimethoxy-1,2-diphenylethane-1-one such as methyl-1-phenyl-acetone-1-one Ketone system.

In the coating material of the present invention, the content of the above resin (B) is preferably from 30 to 99% by mass, particularly preferably from 60 to 95% by mass, based on the solid content of the coating material of the present invention. When the content of the resin (B) is less than 30% by mass, the adhesion between the near-infrared absorption filter applied to the substrate and the substrate may be lowered, and if it is more than 99% by mass, the near-infrared absorption filter may be used. The strength of the device is reduced.

In the coating material of the present invention, diacetone alcohol is used as an essential component as the solvent (C), and it is usually mixed with a solvent which can dissolve or disperse the above components (the infrared absorbing dye (A) of the present invention, etc.) as needed. And use. Examples of the other solvent include methyl ethyl ketone, methyl amyl ketone, diethyl ketone, acetone, methyl isopropyl ketone, methyl isobutyl ketone, cyclohexanone, and 2-heptanone. Ketones; ether, two An ether solvent such as an alkane, tetrahydrofuran, 1,2-dimethoxyethane, 1,2-diethoxyethane or dipropylene glycol dimethyl ether; methyl acetate, ethyl acetate, n-propyl acetate, acetic acid Isopropyl ester, n-butyl acetate, cyclohexyl acetate, ethyl lactate, dimethyl succinate, TEXANOL (2,2,4-trimethyl-1,3-pentanediol monoisobutyrate), etc. An ester solvent; a cellulosic solvent such as ethylene glycol monomethyl ether or ethylene glycol monoethyl ether; an alcohol solvent such as methanol, ethanol, isopropanol or n-propanol, isobutanol or n-butanol or pentanol; Ethylene glycol monoacetate, ethylene glycol monoethyl acetate, propylene glycol-1-monomethyl ether-2-acetate (PGMEA), dipropylene glycol monomethyl ether acetate, 3-methoxybutyl acetate , an ether ester solvent such as ethoxyethyl propionate; BTX (benzene, toluene, xylene, benzene, toluene, xylene) solvent such as benzene, toluene or xylene; hexane, heptane, octane, cyclohexane An aliphatic hydrocarbon solvent such as an alkane; a terpene hydrocarbon oil such as turpentine, D-limonene or decene; a paraffinic solvent such as mineral oil, Swazol #310 (Cosmo pine oil), Solvesso #100 (Exxon Chemical); Carbon chloride, a halogenated aliphatic hydrocarbon solvent such as chloroform, trichloroethylene, dichloromethane or 1,2-dichloroethane; a halogenated aromatic hydrocarbon solvent such as chlorobenzene; a carbitol solvent, aniline, triethylamine, pyridine, Acetic acid, acetonitrile, carbon disulfide, N,N-dimethylformamide, N,N-dimethylacetamide, N-methylpyrrolidone, dimethylhydrazine, water, etc., these solvents can be used One type or a mixture of two or more types is used. Among these, ketones, ether ester solvents, and the like, in particular, propylene glycol-1-monomethyl ether-2-acetate, dimethylacetamide, cyclohexanone, etc., are used in the coating of the present invention, and infrared rays. It is preferred that the absorbing dye (A) or the resin (B) has good compatibility.

In the coating material of the present invention, diacetone alcohol is preferably 30 to 100% by mass, particularly 50 to 95% by mass, based on the total amount of the solvent (C), and liquid stability is good.

In the coating material of the present invention, the solvent (C) is preferably used in an amount of 5 to 30% by mass based on the composition other than the solvent (C), and when it is less than 5% by mass, it is difficult to increase the film thickness. In the case where the wavelength of the light is not sufficiently absorbed, it is not preferable. When the content exceeds 30% by mass, the preservability of the composition is lowered or the viscosity is improved due to precipitation of the composition, so that the handleability is lowered, which is not preferable.

The coating of the present invention may further contain an inorganic compound. Examples of the inorganic compound include metal oxides such as nickel oxide, iron oxide, cerium oxide, titanium oxide, zinc oxide, magnesium oxide, calcium oxide, potassium oxide, cerium oxide, and aluminum oxide; layered clay minerals and Milo Lilan, calcium carbonate, magnesium carbonate, cobalt, manganese, glass powder, mica, talc, kaolin, ferrocyanide, various metal sulfates, sulfides, selenides, aluminum citrate, calcium citrate, hydroxide Aluminum, platinum, gold, silver, copper, etc., among these, preferably titanium oxide, oxidation 矽, layered clay minerals, silver, etc. In the coating material of the present invention, the content of the inorganic compound is preferably 0.1 to 50 parts by mass, more preferably 0.5 to 20 parts by mass, based on 100 parts by mass of the acrylic resin, and one or two or more kinds of these inorganic compounds may be used.

These inorganic compounds are used, for example, in the form of a filler, an antireflective agent, a conductive agent, a stabilizer, a flame retardant, a mechanical strength enhancer, a special wavelength absorber, an ink repellent, and the like.

Further, in the coating material of the present invention, the following conventional additives may be added as needed: a pigment other than the infrared absorbing dye of the present invention; p-anisole, hydroquinone, catechol, and tert-butyl phthalate Thermal polymerization inhibitors such as phenol and phenothiazine; thermal polymerization initiator; photopolymerization initiator; plasticizer; subsequent accelerator; filler; defoamer; leveling agent; surface conditioner; antioxidant; Absorbent; dispersing aid; anti-agglomerating agent; catalyst; effect promoter; cross-linking agent; tackifier; surfactant; decane coupling agent; melamine.

In the coating material of the present invention, the content of any component other than the infrared absorbing dye (A) and the resin (B) (excluding the solvent (C)) is appropriately selected depending on the purpose of use, and is not particularly limited, but is preferably The total amount is 100 parts by mass or less based on 100 parts by mass of the above resin (B).

Next, the near-infrared absorption filter of the present invention will be described.

The near-infrared absorbing filter of the present invention is obtained by applying the coating of the present invention onto a substrate.

The substrate is not particularly limited, and preferred examples thereof include a glass plate, a polyethylene terephthalate plate, a polycarbonate plate, a polyimide plate, a polyamide plate, and a polymethyl methacrylate. Ester board, polystyrene board, polyvinyl chloride board, polyolefin board, cycloolefin polymer board, polytetrafluoroethylene board, triacetyl cellulose board, drop Ethene plate, polyvinyl alcohol plate, cellulose acetate plate, polyarylate plate, polyfluorene plate, polyether plate, silicon wafer, reflector, calcite plate, quartz plate, glass plate, paper, wood, metal plate, etc. .

The substrate can also be subjected to corona discharge treatment, flame treatment, plasma treatment, and hui Surface treatment of a previously known method such as photodischarge treatment, roughening treatment, chemical treatment, or coating of a tackifying coating agent or primer.

As a method of coating on the above substrate, a known method can be used, and for example, a curtain coating method, an extrusion coating method, a roll coating method, a spin coating method, a dip coating method, or a rod can be used. Coating method, spray coating method, slant plate coating method, blade coating method, gravure coating method, printing coating method, and the like.

The near-infrared absorption filter of the present invention has a transmittance of 10% or less in the (near) infrared region of 800 to 1100 nm, preferably exhibiting a transmittance of 8% or less.

The near-infrared absorption filter of the present invention can be used for various purposes such as a display panel such as a plasma display panel, a CRT, a fluorescent display tube, or an electric field radiation type display; and a light receiving element or an imaging element of an optical device such as a video camera or a video camera. Photodiode or CCD, C-MOS; optical lens, automotive glass, building material glass, solar cell module, etc.; light-receiving component or imaging component of optical device such as video camera; infrared absorption ink The use of the coloring agent; the infrared absorbing material can be used for the following various purposes: a safety light filter for infrared sensitive photosensitive materials, a photosensitive material for use as a light source such as semiconductor laser light in an infrared region, a recording material for a optical disc, etc.; Anti-counterfeiting use such as ID (identity); dimming material for absorbing infrared rays contained in sunlight; agricultural materials for controlling plant cultivation; visual protective medical materials such as goggles, etc., but the use thereof is not particularly limited.

Example

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

[Example 1] Preparation of Coating No. 1

0.05 g of the bis(trifluoromethanesulfonyl) sulfinium salt of the compound No. 1 as the component (A) and 2.75 g of diacetone alcohol as the component (C) were added, and the mixture was stirred and dissolved. Then, 5 g of SPC-2000 (manufactured by Showa Denko Co., Ltd.) as a component (B) was mixed and stirred until not The solution disappeared and the coating No. 1 was obtained.

[Examples 2 to 6 and Comparative Examples 1 and 2] Preparation of Coating No. 2 to No. 6 and Comparative Coating No. 1 to No. 2

In the same manner as in Example 1, the components were mixed in accordance with the components shown in [Table 1] to obtain Coating Nos. 2 to No. 6 and Comparative Coating Nos. 1 to No. 2.

[Examples 7 to 12 and Comparative Examples 3 to 4] Manufacturing of near-infrared absorption filters No. 1 to No. 6 and comparative near-infrared absorption filters No. 1 to No. 2

Coating Nos. 1 to No. 6 and Comparative Example 1 obtained in Examples 1 to 6 were added dropwise to 2.5 mm of a PET (polyethylene terephthalate) film manufactured by Toray Corporation, that is, LUMIRROR U98. Comparative coating No. 1 to No. 2 obtained in ~2 were coated using a #14 bar coater. Thereafter, the film was dried at 100 ° C for 15 minutes to produce near-infrared absorption filters No. 1 to No. 6 and comparative near-infrared absorption filters No. 1 to No. 2.

[Evaluation Examples 1 to 6 and Comparative Evaluation Examples 1 to 2] Light resistance tests of near-infrared absorption filters No. 1 to No. 6 and comparative near-infrared absorption filters No. 1 to No. 2

The near-infrared absorption filters No. 1 to No. 2 obtained in the near infrared absorption filters No. 1 to No. 6 and Comparative Examples 1 and 2 obtained in Examples 1 to 6 were used. Table Sun XT-1500L, a light resistance tester manufactured by Suga Test Machine Co., Ltd., was subjected to a light resistance test for 25 hours, and the absorbance residual ratio at 1000 nm was evaluated. The absorbance residual ratio was calculated as the ratio of the absorbance after the test to the absorbance before the test. The evaluation results are shown in [Table 2].

From the results of the above [Table 2], it is clear that the near-infrared absorption filter of the present invention has high light resistance.

Claims (4)

A coating material comprising an infrared absorbing dye (A), a resin (B), and a solvent (C), and diacetone alcohol is an essential component of the solvent (C) component. The coating material of claim 1, wherein the infrared absorbing pigment (A) is a diimmonium compound. The coating material of claim 2, wherein the diimonium compound is a diimmonium compound represented by the following formula (I), (wherein R ¹¹ , R ¹² , R ¹³ , R ¹⁴ , R ¹⁵ , R ¹⁶ , R ¹⁷ and R ¹⁸ each independently represent a hydrogen atom or an alkyl group having 1 to 10 carbon atoms which may have a substituent, R ¹⁹ , R ²⁰ , R ²¹ and R ²² each independently represent a hydrogen atom, a halogen atom, an alkyl group having 1 to 10 carbon atoms which may have a substituent or an amine group which may have a substituent, and a methylene group in the above alkyl group The group may also be substituted by -O- or -CH=CH-, t represents a number from 1 to 4, An ^q- represents a q-valent anion, q represents 1 or 2, and p represents a coefficient which maintains a charge neutral. A near-infrared absorbing filter formed using the coating material of claim 1.