TW583244B - Composition for color filter and color filter - Google Patents

Abstract

The present invention is characterized in that the composition for color filter having a color material, an adhesive resin and/or monomer comprises at least one of phthalocyanine pigment represented by the following formula (1) or (2) as the color materials. (wherein at least four of X1 to X16 are halogen atoms, and the others represent any substitute group comprising a hydrogen atom; M represents Ga-Z, Z represents any substitute group) (wherein at least four of X1 to X16 and at least four of X17 to X32 represent a hydrogen atom, respectively, and the others represent any substitute group comprising a hydrogen atom; M represents Ga).

Description

583244

583244

Among them, a method for producing a photosensitive resin using a pigment (pigment dispersion method) has become mainstream because of its productivity and excellent fine processability. In this method, a composition in which a pigment is dispersed in a photosensitive resin is coated on a transparent substrate such as glass to form a coating film, and then exposed to radiation through a photomask to expose, and the unexposed portion is removed by a development process to form a pattern. 、 Color liquid = display device is a transmissive color liquid crystal display device that is generally provided with a light source (backlight) on the back of the device and displays through its dental light transmission lines. The shape filters are red (R) and green. (G) and blue (B) additive primary color mixing type. In recent years, the use of color liquid crystal display devices has been rapidly expanded for use in monitors other than those used in previous notebook computers. For color and photochromic films, high brightness and high color purity have also been pursued. High brightness is required to CIE (International Commission on Illumination · c〇mmissi〇n

The Y value of the XYZ (Yxy) display system established by Internationale de I'Eclairage) should be as large as possible. In order to increase the γ value of the green daytime image of the color doping sheet, when the color dispersion and the light sheet are manufactured by the pigment dispersion method, the pigment particle size is appropriately adjusted and the blended yellow pigment is improved, but it has not been fully achieved. Its performance.

In addition, in order to increase the threshold value, it is effective to make the maximum wavelength of the transmission spectrum of the green pigment match the maximum visual sensitivity wavelength (55 5 nm) or the vibration wavelength of the backlight. The transmission spectrum moves to the long wavelength side. Currently, green pigments are mainly copper phthalocyanine pigments using pigment green 7, 3 6 (color index number). It is introduced into the benzene core of the phthalocyanine skeleton! | Atoms make the transmission spectrum longer wavelength. But Pigment Green 7, 3 6 are all possible substitution positions on the benzene nucleus, and chlorine is introduced.

\\ 326 \ 2d- \ 90-ll \ 90120242.ptd Page 6 583244 V. Description of the invention (3) '' 一 " ----- Atom or bromine atom, it is difficult to further increase the wavelength according to this method. ^ Π-Π2η8ν ^^ 1 57536 ^ '= 2: No. 138, JP-A Hei n — 1 72 1 3 No. 9, JP-A No. 2283 ~, JP-A No. 1 1-302284, JP-A No. 5 -34586 No. 1, Japanese Patent Application Laid-Open No. 5-78364, etc., has also been used for the purpose of phthalocyanine = ketone has been used as a color filter for phthalocyanine compounds. These phthalocyanine compounds are soluble in solvents. Sex two. (The material of wood is difficult to be called sufficient in terms of heat resistance and financial properties. In Japanese Patent Application Laid-Open No. 1-2822 65, it has been mentioned that the material is used as a color filter. However, these Yuejing: Insufficient movement on the long-wavelength side as the brightness of the green pigment; sufficient for this, the present invention is to provide a high-brightness color tear suitable for the manufacture of high-quality products and the use of this composition = two groups ~ 70 is for its purpose < Disclosure of the invention > In order to achieve the above purpose, the present inventors have discovered that the use of a substance having a maximum wavelength of the transmission spectrum longer than before, and which results in a longer material as a color material, can be improved. The value of γ and the longer wavelength of the europium pigment, that is, the first gist of the present invention is to make the color material containing the color material into the invention. The composition for a color filter or monomer contains ^ binder resin and / 1 (1) or less The phthalocyanine shown in the general formula (2); 'Yan J:::: J is a general sign. The horse color material is its special feature.

90120242.ptd 583244

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90120242.ptd Page 9 583244 V. Description of the invention (6) ____ In addition, in the present invention, I = Pigment Green 36 and 駄 cyanine-based pigment ^ = C. I. Pigment Green 7 The phthalocyanine-based resin and / or the monomer for the color filter are composed of a phthalocyanine resin and / or CI · Pigment Green 7 and CeI · Pigment Green 36 and a phthalocyanine pigment having a wavelength ratio in the composition For its characteristics. The maximum transmittance of the wavelengths. Furthermore, the fourth gist of the present invention relates to a color filter formed by using these color compositions as a characteristic. Use more, the fifth gist of the present invention is about the following general

(14) (where '乂 2, 乂 3, 乂 6, 乂 7, \ 〇, and 乂 11 are _ atoms, and 乂, 乂 x8, χ9, and χ12 are hydrogen atoms. In x13, L, χ15, and x16, any 1, 4 or 5 methylformyl, sulfonic or nitro groups, and the remaining three are hydrogen atoms. Μ is I, & ^ represents Ga-Z, i represents any substituent) < Best Mode > The present invention will be described in detail below.

583244 V. Description of the invention (7) The specific light of the present invention is such a specific 駄 I η-Z (Z is any type of ether solvent used and is usually below, it will be clear, but these are in the present One of the characteristics of the phthalocyanine of the color material of the invention is that a phthalocyanine-based green pigment compound having a longer wavelength than the maximum wavelength previously spectrumd is used. Specific examples include Ga ~ 2 and a color material.

(Italy) as the central metal phthalocyanine 0 Δ1 Z Phthalocyanine pigments are used in various solvents such as weather resistance, etc. 3 Solvents used in organic solvents such as those listed by Mao Ming: They are dispersed in the agent. The clams are non-bathable, and the specific aspects of the present invention are convenient and convenient, and the aspects can be repeated with each other. The color pigments for the color filter of the first aspect are classified into two types, and the system pigments for the color filter of the first aspect are the general formula (shown by 0. ′ & ⑽ is

(1) Xu's father 10: Y ~ χ neutrons bound to the benzene nuclei of the dicyanine skeleton. The halogen atoms are fluorine, chlorine, bromine, iodine, etc .: halogen halogen gas and bromine are preferred, especially chlorine and bromine: 'and fluorine and letter atoms must be 4 or more, and preferably 6 = skeleton 1 U on the combination. For example, having

583244 V. Description of the invention (8) Those with 6 to 10 halogen atoms are suitable for use. It is better to have 8 or more dipoles, depending on the type and position of substitution. · ,,,. In addition, the binding position of the halogen atom can also be combined in one molecule. As a result, it is based on ΐχ3 χ6 =, but it is better to measure by transmission spectrum. 2 3 6 people 7 ', xu, heart, and heart are any of the following :: I: A bonded substituent can be used, and an atom, any substituent (in this specification, the so-called "including hydrogen atom fly: Ren Si's "Substituent" means a hydrogen atom or any im) which can replace a hydrogen atom. Preferred are hydrogen atom, mesityl, amyl, amine, amidine: dialkyl, alkoxy, alkylthio, aryl, aryloxy: earth, squaryl, alkenyl, alkenyl, Burning oxo, burning oxo: carbonyloxy, alkylaminocarbonyl, fluorenylalkyl, fluoroalkyl, fluoroalkoxy, fluorenylthio, carboxyl, methylamino, sulfonic acid, alkylsulfonyl, Alkylamine yellow, methyl, phosphonium m, ureido, amido, aliphatic heterocyclic, and aromatic heterocyclic groups. As the amine group, for example, an alkylamine group having 10 carbon atoms, preferably an alkylamine group having 1 to 6 carbon atoms, may be used, such as methylamine group, ethylamine group, dimethylamine group, and diethylamine group. Carbonyl: using, for example, methyl, ethyl, n-propyl, isopropyl, n-butyl earth, first butyl, first butyl%, carbon number 1 ~ 10, preferably carbon number 1 ~ 4 Linear or branched alkyl. Further, a cycloalkyl group having 3 to 10 carbon atoms such as a cyclopropyl group and a cyclobutyl group may be used, and a cyclic alkyl group having 3 to 6 carbon atoms is preferred. Examples of the alkoxy group include carbon numbers of methoxy, ethoxy, n-propoxy, isopropoxy, n-butoxy, third butoxy, and second butoxy. 1

V. Description of the invention (9) Straight chain & discrete # 4 carbon atoms are preferred. Cyclopropoxy, cyclobutoxy and the like are used. Moreover, 3 to 6 cyclic alkoxy groups are also possible. For example, you may use methylthio, ethylthio, n-butylthio, tertiary butylthio, thio: thio, sulfur, preferably carbon number. 4 slaves looking straight] ~] 〇 Use a cyclopropane furnace, butane 4 or a branched alkylthio group. Moreover, also

q fithru / L cyclic sulphur alkane group having 3 to 10 carbon atoms, preferably 3 to 6 A stone ions. Nujia is a aryl group. For example, a carbon number group such as phenyl, naphthyl, and the like can be used. A carbonyl group such as phenoxy, naphthyloxy, etc. can be used. A number of aryloxy arylthio groups can be used, such as phenylthio. Carbon, aromatic naphthyl, etc. can be used, for example, benzyl, phenethyl, etc. Carbon number 7 to 14 aromatic alkenyl can be used, for example, vinyl, propyl: number 3 also; : The use = base. For example, cyclohexene alkenyloxy can be used, for example, acryloxy, 3 to 11 butyl carbons, preferably 2 pentene milk groups, etc. M groups can be used, for example, two or five propyl amidinyl straight chain = Slave number 2 to U, preferably 2 to 5 carbon number, straight or branched alkynyl group 583244 5. Description of the invention (ίο) Alkoxycarbonyl can be used, for example, isopropyloxycarbonyl, n-butylcarbonyl, etc. The carbon number is 2-11, and the number of oxygen is several. Examples of the alkoxyl group include a carbon number of 2 to 11 and a carbonyloxy group such as a radical, isopropylcarbonyloxy, n-butoxy, and the like. As the alkylamine carbonyl group, a carbon amine carbonyl group such as a methyl group, a monoethylamine green group, or the like can be used. As the alkoxyalkyl group, for example, an ethoxyethyl group having 2 to 11 carbon atoms can be used. As the fluoroalkyl group, for example, a carbon number of 1 to 10, and a preferable group can be used. As the alkoxy group, a linear or branched fluoroalkoxy group such as propoxy group, heptafluoroisopropoxy group, perfluoro second butoxy group, and the like can be used. As the alkoxy group, for example, propylthio group and heptafluoroisopropyl group can be used. Propylthio

90120242.ptd: gas carbonyl, ethoxycarbonyl, n-propoxycarbonyl 2 carbonyl, third butoxy carbonyl, and second butyl oxo are preferably straight or branched alkoxy groups, ethoxy groups having 2 to 5 carbon atoms , N-propylcarbonyloxycarboxy, third butoxycarbonyl, and second butoxycarbonyl are preferably straight or branched alkyl methylamine carbonyls having 2 to 5 carbon atoms, ethylamine carbonyl, and diamine carbonyl number 1 ~ 10, preferably carbon number 丨 ~ 6 alkyl methoxymethyl, methoxyethyl, 6-oxymethyl, solid carmine is preferably a linear or gas-separated methyl group with 2 ~ 5 carbon , Wuqi 7 its Liranyl ethyl, heptafluoron-propyl, i-difluoro f tributyl, perfluoro second butyl are linear or branched gas trifluorofluorenyl, The number of anesthesia of qi and quaternary biscuits is seven to tens of didioxy, and the number of perfluorinated tertiary oxybutadiene is 1-10. Λ u is 4 carbon atoms, difluorofluorenylthio, pentafluoro, perfluoro-n-T G ^, heptafluoro-n-butanyl, all-I-three-butylsulfanyl

Page 14 583244 V. Description of the invention (11) Straight-chain or branched fluorosulfanyl group of (11) group, perfluoro second butylthio group, etc. As the calcined stilbene group, for example, a fluorenyl group, an isopropyl group S block group, an n-butyl stilbene group, and the like having a carbon number of 1 to 10 may be used, which are more sulfonyl groups. Examples of the alkylaminesulfonyl group include 1 to 6 aminesulfonyl groups and diethylaminesulfonyl groups. For the amine burning acid test, for example, 1 to 6 amine sulfonic acid bases and diethyl amine sulfonic acid bases can be used to continue the acid testing. As the aliphatic heterocyclic group, for example, a group can be used. Examples of the aromatic heterocyclic group include a σ-fixed ring, a fluorene ring, a fluorene ring, a plow ring, a benzo-4 ring, and a benzoheterocyclic group. However, these substituents may also have the above-mentioned particularly preferred _ atoms vary according to the size of the luteinic acid group and the nitro group, the most preferred are hydrogen halogen atoms, and other sizes than hydrogen atoms, but for the sake of retention, and 4 or less are More preferably, 9 carbons have 1 to 10 carbons, preferably 1 to 4 carbons. Sulfuryl, ethylsulfenyl, n-propanesulfonyl, third butylsulfonyl, and second sulfonyl are preferably carbon. The number of carbon atoms is 1 to 10, and the number of carbon atoms is 1 to 10, and the number of carbon atoms is 1 to 10. Ethylamine, dimethyl, etc. 1 to 10 carbon atoms, preferably aliphatic heterocyclic rings such as morphine ring, piperidine ring, etc., such as pyrrole ring, furan ring, thiol ring, imimid The aromatic groups such as ring, trisialyl ring, sigma-sigma ring, triazole ring, benzimidazole ring and the like have the substituents listed above. The other substituents are a hydrogen atom, a fluorenyloxy group, and an atom. Although the number of the substituents of the earth is also based on the nature of the substituents as pigments, the number of the substituents is preferably 8 or less.

90120242.ptd Page 15 583244 V. Description of the invention (12) '--- ~~ The central part of the cyanine compound in the general formula ‘is‘ 2 of ^. By coordinating gallium to the center, it can be sharper than the shape of the transmission spectrum, and it can be used as an η, which has excellent color purity. Any base can be used, but it is usually a good Yankee. Binding to gallium is a hydroxyl or alkane species, and is preferably a tooth atom or a hydroxyl group. i atom 可 戈 方 _ 乳 基 任 — any one, and preferably fluorine, chlorine, bromine, for, lice, bromine, iodooxy group with a carbon number of 8 or less, preferably chlorine Bromine is better. In the case of burning an aryloxy group, it is particularly preferable that the number of aryl d bonded to oxygen is 4 or less. Phenyl, fluorenyl and the like are preferred. ^ Benzyl, naphthyl, pyridine

The phthalocyanine pigment of the color material for the color filter in the first aspect of the present invention can also be the general formula (2 ,,, and the product used as the central metal oxygen atom combined with two phthalates = two_ The permeation coordination shown to the month < ~ polymer.

^ 22 (2) X23 The phthalocyanine structural part in this dimer is a disc—vx16 ^ In addition, the substituents other than the halogen atom may be the same as those of the formula (1). However, the dicyanine moieties constituting the dimer may be the same or different.

583244 5. Description of the invention (13) Yes 〇 The composition for a color filter according to the first aspect of the present invention contains at least one of a phthalocyanine pigment represented by the general formula (1) or the general formula (2). That is, the phthalocyanine pigments represented by the general formula (1) or the general formula (2) may be used alone, or two or more kinds may be used in combination. Several types of phthalocyanine pigments used as a coloring material in the first aspect of the present invention are exemplified below.

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5. Description of the invention (17) Among these pigments, the novel phthalocyanine type pigments represented by the following general formula (14) are used for various compounds including color filters. To

In formula C, __8, X9 and X12 are hydrogen atoms. X13, X14, X] 5, any of xl6— ^, octa-5, sulfonic or nitro ’are the remaining three are hydrogen atoms β M is a

Ga-Z, Z is a halogen atom, a hydroxyl group, an alkoxy group, or an unsubstituted group. Any of these cyanine pigments may be phthalonitrile, phthalic acid, amidine: amine: di Iminoisodolin

The unsubstituted body or substitutes other than nannan must be used as the starting original poem with gallium gas and bromide b &# & ^ σ. The well-known method of heating the iridium compound, which is specifically designed by MG, is also combined with-any benzene core and moreover, Ou Yueqing

The above mixtures serve as cyanines with different substituents. Phthalic anhydride, phthalimide, imide

V. Description of the invention (18) Substitutes or unsubstituted bodies other than i-inches are used as starting materials, and after substitution or unsubstituted eucyanine other than dentin, it may be changed according to a known method. The gallium of the center is coordinated with a hydroxyl group, for example, phthalic acid may be hydrolyzed. In addition, the gallium in the center can be calcined by a known method. For example, a method in which chlorogallium phthalocyanine or hydroxygallium phthalocyanine is placed in the methanol at the = position can be subjected to a heat treatment. In this case, alkalis such as sodium alkoxide and sodium hydride are used as the alcohols. In addition, the center of gallium r _ is also used. If it is used, heat treatment may be performed in a solvent such as chlorogallium phthalocyanine or hydroxygallium phthalocyanine, ^ oxygen, for example, hydroxy-pure bio: Method for containing hydroxyl derivatives of aromatic compounds. In this case, use a base such as sodium alkoxide or sodium hydride. Dimers can also coexist. Dimers can be synthesized by, for example, synthesizing phthalocyanine chlorode, hydrolyzing into ugly cyano hydroxygallium, and then performing moxibustion according to known methods. Dehydration by heating in an organic solvent is preferable. Many phthalocyanines obtained through synthesis are unsuitable for use as color, color, and grain unevenness, as they are several crystalline substances. Therefore = use composition. In addition, dimers are also mixed and subjected to so-called pigmentation, and the phthalocyanine or λ obtained by the synthesis is desired. The method of pigmentation is to adjust the particle size and crystallinity of the acid, polyphosphoric acid and other strong acids or # 2 in concentrated hydrochloric acid, fuming sulfuric acid, and chlorosulfonic acid to produce fine pigments. Dissolve the pigments in the acid ^ σ Inject a large amount of loose pigment and inject a large amount of water. The method, or the same method as in strong acid, is the acid slurry method using ball milling or kneading μ fine pigment. In addition, it is to add 583244 to phthalocyanine or its dimer. V. Description of the invention (19) Emulsification of inorganic salts such as sodium, and solvent, and grinding to obtain fine pigments, such as salt milling. For x, and, it is also possible to use 11 in an organic solvent as a fine method. Heat treatment is performed for y τ to crystallize in the present invention, and those who are pigmented by any of the methods described above may be used by using the acid paste method, acid slurry method, solvent-treatment paste method, or acid slurry method In the case of pigmentation, it is preferable to neutralize it with alkali after the treatment, but at this time, it is necessary to pay attention to the change in the transmission spectrum due to the change in the alkalinity. Strong acid can use concentrated sulfuric acid. When pigmentation is performed by the acid paste method or the acid slurry method, a sulfo group is introduced into the cyanine skeleton. Furthermore, in the case where the central metal is A1 or A1, the halogen of z may be substituted by a hydroxyl group, sometimes form a dimer, and sometimes become a mixture of plural compounds. In addition, if the pigmentation is carried out in combination after the treatment with the acid paste method or the acid slurry method, the transmittance is observed to be improved, which is more preferable. Solvent The solvent to be used may be the same as the solvent for the color filter composition described later, and it is preferable to perform the heat treatment with the same solvent. In the composition for a color filter according to the second aspect of the present invention, the phthalocyanine pigment of the color material is represented by general formula (7). Solvent, in the case of long-term use. It is used in the treatment of acid with strong acid and sometimes with phthalic acid, In, etc.

⑺ X " Χι〇

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\\ 326 \ 2d- \ 90-] l \ 90120242.ptd page 24 583244 V. Description of the invention (21) Cycloalkyl groups having 3 to 6 carbon atoms can be used, for example, cyclopropyl, cyclobutyl and the like. As the alkoxy group having 1 to 4 carbon atoms, for example, alkoxy, ethoxy, n-propoxy, isopropoxy, n-butoxy, third butoxy, second butoxy, and the like can be used. Chain or branched alkoxy. Examples of the cyclic alkoxy group having 3 to 6 carbon atoms include a cyclopropoxy group and a cyclobutoxy group. The alkylthio group having 4 carbon atoms can be a straight bond such as sulfanylthio, ethylthio, n-propylthio, isopropylthio, n-butylthio, third butylthio, second butylthio, or the like. Burned branch sulfur. Examples of the cyclic alkylthio group having 3 to 6 carbon atoms include a cyclopropylthio group and a cyclobutylthio group. As the alkenyl group having 2 to 5 carbon atoms, a linear or branched alkenyl group such as a vinyl group, a propenyl group, a butenyl group, and a pentyl group can be used. Examples of the cyclic alkenyl group having 3 to 6 carbon atoms include cyclopentenyl, cyclohexenyl, and the like. As the dilute oxygen group having 2 to 5 carbon atoms, for example, a linear or branched alkenyloxy group such as propyleneoxy group, butenyloxy group, and pentenyloxy group can be used. As the alkylcarbonyl group having 2 to 5 carbon atoms, for example, a straight-chain or branched alkylcarbonyl group such as an ethylfluorenyl group, a propionyl group, a butylfluorenyl group, and an isobutylfluorenyl group can be used. k Ethoxycarbonyl third butoxycarbonyl 'Ethoxycarbonyl third butcarbonyloxy Alkoxycarbonyl group having 2 to 5 carbon atoms can use, for example, fluorenyloxycarbonyl, n-propoxycarbonyl, isopropoxycarbonyl, n-butoxycarbonyl , Straight, or branched alkoxycarbonyl groups such as,, and second butoxycarbonyl. As the alkcarbonyloxy group having 2 to 5 carbon atoms, for example, a methylcarbonyloxy group, n-propylcarbonyloxy group, isopropylcarbonyloxy group, n-butylcarbonyloxy group,

\\ 326 \ 2d- \ 90-ll \ 90120242.ptd Page 25 583244 V. Description of the invention Straight-chain or branched alkoxyl groups such as (22) group and second butoxycarbonyl group. As the alkylaminocarbonyl group having 6 carbon atoms, for example, amidinocarbonyl, ethylaminecarbonyl, diamidocarbonyl, diethylaminecarbonyl, and the like can be used. Examples of the fluoroalkyl group having 1 to 4 carbon atoms include trifluorofluorenyl, pentafluoroethyl, heptafluoro-n-propyl, hepta-isopropyl, per-II-n-butyl, perfluoro-third-butyl, and perfluoro-alkyl. Dibutyl or the like is a straight bond or a branched fluoroalkyl group. As the fluoroalkoxy group having 4 carbon atoms, for example, trifluoromethoxy, pentafluoroethoxy, heptafluoro-n-propoxy, hepta-II-isopropoxy, perfluoro-n-butoxy, perfluoro-third Linear or branched fluoroalkoxy groups such as butoxy, perfluorosecond butoxy, and the like. Examples of the fluoroalkylthio group having 1 to 4 carbon atoms include trifluoromethylthio group, pentafluoroethylthio group, heptafluoron-propylthio group, heptafluoroisopropylthio group, perfluoron-butylthio group, and perfluorothinyl group. Linear or branched fluoroalkylthio groups such as tributylthio, all I second butylthio, and the like. As the alkylsulfonyl group having 1 to 4 carbon atoms, for example, sulfanylsulfonyl, ethylsulfonyl, n-propylsulfonyl, isopropylsulfonyl, n-butylsulfonyl, third butylsulfonyl, Dibutylsulfonyl and the like are linear or branched alkylsulfonyl. As the alkylaminesulfonyl group having 1 to 6 carbon atoms, for example, amidinosulfonyl group, ethylaminesulfonyl group, dimethylaminesulfonyl group, diethylaminesulfonyl group, and the like can be used. As the alkylamine sulfonic acid base having 6 carbon atoms, for example, a methylamine sulfonic acid base, an ethylamine lutein acid test, a diammonium lutein acid test, a diethylamine lutein acid test, or the like can be used. Examples of the aliphatic heterocyclic group include a morpholine ring and a piperidine ring. The aromatic heterocyclic group can be, for example, a roaring ring, a furan ring, a thiol ring, a pyrimidine ring, an oxazole ring, a thiazole ring, an imidazole ring, a triazole ring, a thiadiazole ring, or a triazole ring.

90120242.ptd Page 26 II _ V. Description of the invention (23) Benzo, benzo% 2, benzoxazole ring, benzochrysene These substitutions j may also have the substitutions listed above, preamble " Two = hydrogen proton two but in order to keep it as the color;-the central part of the phthalocyanine compound in general formula (7) is usually ν ~ 2, ΐη-ζ: =: ζ combined with aluminum or indium It is an arbitrary group, but is usually a halogen atom or a hydroxyl group. The halogen atom may be fluorine, gas, bromine, or iodine, and fluorine, chlorine, and bromine are preferred, and gas and bromine are particularly preferred.俨 ^ Preferably, the number of carbons in the alkyl group is 8 or less, and particularly preferably 4 or less; when the oxygen group is 0, the aryl group bound to the oxygen is phenyl, naphthyl, azidinyl, fluorene 1 and the like good. In the case where the central metal of the phthalocyanine is A1 or In, the phthalocyanine pigment used as the color material in the composition for a color filter of the first aspect of the present invention may also be a general formula (8 A dimer of two phthalocyanines is bonded to an oxygen atom coordinated to the central metal as shown in).

\\ 326 \ 2d- \ 9〇.11 \ 90120242.ptd Page 27 583244 V. Description of the invention (24) The phthalocyanine structure part in this dimer is the same as the general formula (7). which is,

At least four of Xj to X16 and at least four of X17 to X32 are each a halogen atom, and the substituents other than the halogen atom may be the same as those of the general formula (7). In Xi to X16 and X17 to X32, the number of substituents other than halogen atoms and hydrogen atoms is preferably two or less. The phthalocyanine moieties constituting the dimer may be the same or different. The composition for a color filter according to a second aspect of the present invention contains at least one of a phthalocyanine pigment represented by the general formula (7) or the general formula (8). That is, the phthalocyanine pigment represented by the general formula (7) or the general formula (8) may be used alone, or two or more kinds may be used in combination. Several types of phthalocyanine-based pigments used as a coloring material in the second aspect of the present invention are exemplified below.

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clcl

cla

BrBr

BrBr cl clcl

α α

Bra clcl clcl clcl

clcl a a.

cla cl cl

H οϋ s

cla 90120242.ptd page 29 583244 5. Description of the invention (26)

90120242. ptd page 30 583244 V. Description of invention (27) a a

H3 c clcl

H3 a a

clcl cl clcl

clcl cl cl a a

clcl clr.l clnl clcl clcl clcl

clcl 90120242.ptd p. 31 583244

V. Description of the invention (28) These phthalocyanine pigments are, for example, phthalonitrile, phthalic acid, phthalic acid gf, fluorenimine, diiminoisozolinoline, and the like, and if necessary, others An unsubstituted form or a mixture of substitutes other than sulfonium is used as a starting material and the method can be synthesized by heating with a metal compound such as thallium chloride, thorium chloride, or indium chloride. In addition, if more than one kind of & is used as the starting material, phthalocyanines with different substituents can be combined in any benzene core. mouth '

In addition, phthalonitrile, phthalic anhydride, phthalimide, diimino isocyanate, etc. are used as starting materials, and substituted or unsubstituted cyanine other than halogen is used as the starting material. After that, the south is performed according to a known method.

The aluminum and indium of the center are coordinated by several groups. For example, if aluminum phthalocyanine or indium indium is hydrolyzed by a known method. In addition, the aluminum and steel of the center can be coordinated with dioxy groups. For example, chloroaluminous aluminum or phthalocyanine gas indium or dicyanine can be used. A method of performing force heat treatment in a similar solvent. At this time, in alcoholic solvents, there may be coexistence of sodium methoxide and sodium hydroxide. In addition, the central aluminum and indium are coordinated with an aryloxy group. For example, phthalocyanine aluminum chloride, phthalocyanine indium chloride, phosphonium cyanohydrin aluminum, or phthalocyanine hydroxyindium can be used in a radical derivative containing an aromatic compound. A method of performing a heat treatment in a solvent such as a solvent. In this case, a base such as sodium alkoxide and sodium hydride may be coexisted in a container containing a hydroxyl derivative of an aromatic compound or the like. For example, the dimer can be obtained by, for example, synthesizing aluminum phthalocyanine gas and indium phthalocyanine chloride, and then hydrolyzing it into quinocyanine by hydration, indium phthalocyanine, and heating and dehydrating in a solvent.

583244 V. Description of the invention (29) Still, many phthalates obtained through synthesis are unsuitable for use as A-Second-series pigments because of their uneven particle size, which is the original composition for several types of crystalline substance tablets. In addition, dimers are also mixed, and the so-called pigment pass is performed: for the phthalocyanine obtained by synthesis or the person who desires it. Pigmentation method ^ σ 刼, adjust its particle size and crystal form acid,? Strong acid or complex such as phosphoric acid: $ Acid in concentrated hydrochloric acid, oleum, chlorosulfuric acid to generate fine pigments: Dissolve pigments in ^ and inject a large amount of loose pigments into a large amount of water, ^^ method, or the same in strong acids The extra method is an acidic slurry method using fine pigments. In addition, a milling or kneading machine, etc., adding === and a solvent to the cyanine or its dimer, and then removing the inorganic salt and the solvent after grinding, and also a salt milling method. In the case where the particle diameter is too fine. + Used in organic solvents to heat-treat the crystal to grow. In the Ming Dynasty, any one of the methods described above can be used for pigmentation, but it is better to use an acidic paste; dehydration, acid slurry method or solvent treatment. In the case of pigmentation by the conventional paste method or the acidic slurry method, it is preferred to neutralize with alkali or the like after the second treatment, but at this time, it is necessary to pay attention to the change in the transmission spectrum due to the alkalinity. Strong acid can use concentrated sulfuric acid. In addition, in the case of pigmentation by the acid paste method or the acid slurry method, there is a case where a cyanine skeleton is introduced into a cyanine skeleton. Furthermore, the central metal is 1 ^, Al,

In this case, the halogen of Z is sometimes substituted by a hydroxyl group and sometimes a di-n or the like is formed, and sometimes it is a mixture of plural compounds. I 'is more preferable if the combination of solvent production and pigmentation after the acid paste method or the acid slurry method is performed, since the transmittance is observed to be improved. Solvent 1 = Reason

90120242.ptd 583244 V. Description of the invention (30) The solvent used may be the same as the solvent used in the composition for color filters described below, and it is preferable that the same solvent be used for heat treatment. In the composition for a color filter according to the third aspect of the present invention, pigment green 7 (hereinafter referred to as PG7) and / or pigment green 36 (hereinafter referred to as PG36) are used in combination, and the pigment is more effective than the pigment used. Long-wavelength maximum transmission "", phthalocyanine pigments. The central metals of such phthalocyanine pigments include Cu, Ni, co, and h.

Zn, Pd, Mg, RU, Rh, Pt, Mn, n, Ca, ^, Sn, Ag, AU and other divalent metals; A, Z, In-Z, Ga ~ z belong to one, Ru-z Etc. L1-Z (but, I; is the trivalent metal z is a substituent of the table) trivalent substituted metal; gold " ζ (ίin'Z2 'Ti ~ Z2' Cr ~ Z2 'z -z2 ^ f ^ Z2 (ren, L is a tetravalent metal, z is a z which may be the same or different) as shown in the substituent-2 lTi =. etc. L3 = 0 containing oxygen; Substituting; belongs to the lanthanum type. L1 or L2-Z is described as the central metal, and the: the central metal with the compound becomes-dioxaloxy or aryloxy is preferred. Specifically, atoms, desert atoms, etc. Tooth atom; alkyl chain part of fluorenyloxy, oxy, etc. is straight chain, branched, alkoxy, preferably alkoxy; aryloxy part of phenoxy earth, fluorenyl oxy is 5 Member ring, including fluorine atom, ^ ethoxy, oxy, di- or cyclic carbon number 1 to 8 naphthyloxy, pyridyloxy 6-membered ring, 5-membered ring and / or noble. Ί:.: Substituents of ζΛ =, 1 90120242.ptd Page 34 583244

V. Description of the invention (31) Aryloxy group of 6-membered ring or tri-condensed ring. The center metal is more preferably Cu, Ni, Co, Fe, Zn, Pd, Mg, A1 to Z, In-Z, Ga-Z, Fe-Z, Si-Z2, Sn-Z2, Ti-Z2, V = 0 & n = 0, preferably Cu, Ni, Ga-Z, A1 ~ Z, In-Z, V = 0, particularly preferably Cu, Ni, Ga-Z, A1-Z, or V = 0 Among the phthalocyanine pigments, a compound other than (1 3) of the dimer of the following general formula (12) or (12) is also particularly preferred.

(In the formula, at least 4 of X to Xle are halogen atoms, and the remainder is an arbitrary substituent including a hydrogen atom. M is a divalent metal and l1 _ Z (However, L1 is a trivalent metal and Z is a Arbitrarily substituted) trivalent substituted metal, L2-& (However, L2 is a tetravalent metal, ζ is an arbitrary substituent, and two Z are the same or different.) Valence substituted metal, oxygen-containing metal shown by l3 = 〇, or lanthanum)

9〇〇〇242.ptd Page 35 583244

583244 V. Description of the invention (33) group, fluoroalkyl group, fluoroalkoxy group, fluoroalkylthio group, carboxyl group, formamyl group, sulfonate group, alkanesulfonyl group, alkaminosulfonyl group, alkylamine sulfonate Group, chlorosulfo group, urea group, sulfonamido group, aliphatic heterocyclic group, and aromatic heterocyclic group. As the alkylamine group, for example, an alkylamine group having 1 to 10 carbon atoms, preferably 6 carbon atoms, may be used, such as methylamino group, ethylamino group, diamidoamino group, and diethylamino group. Examples of firing applications: 10 carbon atoms, such as fluorenyl, ethyl, n-propyl, isopropyl, n-butyl, tertiary butadiene, Λ, dibutyl, etc. Chain or branched alkyl. Furthermore, a cyclic alkyl group having 3 to 10 carbon atoms, and preferably 3 to 6 carbon atoms may be used, such as cyclopropyl, cyclobutyl, and the like. As the oxy-oxygen group, for example, 7 groups of methyl group, n-butoxy group, n-butoxy group, third-butoxy group, isopropoxy group, and preferably straight or branched oxy group number of carbon number? The carbon number of cyclopropoxy, cyclobutoxy and the like is 3]. : 3 to 6 cyclic alkoxy groups. Examples of the use of Sumima alkylthio groups " thio, ethylthio, n-propylthio, butyl & group, second butylthio, second butylthio, preferably carbon number A straight or branched thio group. Furthermore, cyclic alkylthio groups having 3 to 10 carbon atoms such as cyclopropylthio group and cyclobutylthio group can also be used. It is known that 隹 is a slave number. As the f group, for example, a phenyl group, a naphthyl group, and the like having 碳 0 aryl groups can be used. As the alkoxy group, a carbon number of 6, for example, a benzyloxy group, a naphthyloxy group, and the like, and for an aryloxy group, for example, a benzyl group and an aryl group can be used. Supporting, carbon number of 1 group, naphthylthio group, etc. 6 to 10 aromatic sulfur

90120242.ptd Page 37 583244

As the aralkyl group, for example, phenyl fluorenyl, phenethyl, etc. can be used. The carbon number of 7 to 4 aralkyl groups can be used. For the aryl group, for example, vinyl, propenyl, butenyl, pentenyl, etc. can be used. A linear or branched alkenyl group of 2 to 1 1 and preferably 2 to 5 carbons. Further, a cyclopentenyl group, a cyclohexene group, and the like having a cyclic alkenyl group having 3 to 10 carbon atoms and 3 to 6 carbon atoms may be used. ... * For the alkenyloxy group, a straight or branched alkenyloxy group having 3 to 11 carbon atoms, preferably 2 to 5 carbon atoms, such as propyleneoxy, butenyloxy, and pentenyloxy, can be used.

For example, a straight or branched alkane group can be used, such as acetyl, propyl, τ, and isobutynyl. The number of slaves is 2 to 11, preferably 2 to 5 carbons. As the alkoxy group, for example, fluorenyl group, isopropyloxy group, n-butoxycarbonyl group, or the like having 2 to 11 carbon atoms can be used, and an oxycarbonyl group is preferred. As the burnt oxy group, for example, methyl carbon, isopropyloxy group, and n-butyloxy group have 2 to 11 carbon atoms, and a preferred carbonyloxy group is used. Carbonyl, ethoxycarbonyl, n-propoxycarbonyl, third butoxycarbonyl, and second butoxy are straight or branched alkoxy groups having 2 to 5 carbon atoms, ethoxycarbonyl, n-propoxycarbonyl, The third butanyloxy group and the second butanylcarbonyl group are linear or branched alkaneamine groups having 2 to 5 carbon atoms, and the dimethylaminocarbonyl group is preferably an alkyl group having 6 carbon atoms.

As the calcined amine carbonyl group, for example, amine carbonyl group having 1 to 6 carbon atoms such as methylamine chimeyl group and diethylamine carbonyl group can be used. As the oxyalkyl group, for example, methoxyethoxyethyl and the like having a carbon number of 2 to 1Hg], alkoxy, methoxyhexyl, ethoxymethyl, and x is preferably a straight chain or a carbon number of 2 to 5

583244

V. Description of the invention (35) Alkoxyalkyl. The fluoroalkyl group can be used, for example, ^. S ^ ^ > monomurine methyl, pentamethylene, heptafluoro n-propyl,: isopropyl, all-n-butyl, all-third The number of carbon atoms is 10, preferably 1 galaxy, and the number of carbon atoms is preferably one. The linear or branched fluoroalkyl group is 0, and the alkoxy group can be, for example, trifluoromethoxy, heptafluoro Number of carbons, such as ethoxy, heptafluoron-propoxy, heptafluoroisopropoxy, perfluoron-butoxy, perfluoro third butoxy, perfluoro second butoxy, etc., preferably carbon Number of four linear or branched fluoroalkoxy.

As the thiol group, for example, trifluoromethylthio group, pentafluoroethylthio group, seven-n-propylthio group, heptafluoroisopropylthio group, all-n-butylthio group, all I second butaninyl group, and perfluoro second group can be used. A butylthio group or the like has a carbon number of 1 to 10, preferably a linear or branched fluoroalkylthio group having 1 to 4 carbon numbers. As the sulfonyl group, for example, sulfonylsulfonyl, ethylsulfonyl, n-propylpyridinyl, isopropylsulfurinyl, n-butyrylsulfinyl, tert-butylsulfinyl, and the like can be used. 1 ~ 10, preferably straight or branched carbons with 1 to 4 carbons

As the calcined sulfamoyl group, for example, the carbon number of sulfamoylsulfonyl, ethylamine stilbene, monoaminesulfonyl, diethylaminesulfonyl, and the like can be 1 to 6 and more: 1 to 6 Alkyl sulfanyl. "、 The anti-burning amine sulfonic acid test can use, for example, carbon numbers of sulfamic acid base, diethylamine disulfonic acid monoamine sulfonic acid base, diethylamine sulfonic acid base, etc .; [0, preferably = Shanyi 1 to 6 alkyl amine sulfonate bases. ···· Therefore, aliphatic heterocyclic groups such as morpholine ring, piperidine ring, etc. can be used.

90120242.ptd Page 39 583244 V. Description of Invention (36). j 香 巧 基: Use for example. "Each ring ... Southern ring 疋 =,% azole mounting, thiazole ring, carbazole ring, triazole ring, fluorene mounting, benzopyrazole ring, benzopyrene ring, heterocyclic group. 1 h, benzimidazole, these Substituents can also be used for star replacement, fmf Γ "with the above-listed substitutions to produce the United States-'' Yifeng atom, Jingji, Shi Xiaoji, Ϊ; Ϊ: ί, thiol, dilute, alkenyl, benzene J: ;; oxy, carbamoyl, fluorenyl, fluorenyl #S di-I fluorenyl, acetic acid, sulfonyl, sulfonyl sulfonyl, hydrazine heterocyclic group; amine Basic and aliphatic are particularly preferred. Wen Jia and the wind atom, alkoxy group, big ΐ, ΐ: and the number of substituents other than the hydrogen atom although the number of small differences, but for τ /, a round to maintain the nature of the pigment, to Four or less are more preferred, and two or less is most preferred. In formula (12), M is Cu, Ni, Ga-Z, or A1-Z. ^, Z is an arbitrary substituent, but any one of the diatomic atoms is preferred. The halogen atom may be any one of the Atsuhara atom and the like, but it is preferable to use a zirconium, a carbon atom, a gas atom, or a bromine atom. The inverse alkane number is preferably 8 or less, and the best is 4 or less. #Aryl is an aromatic group such as a phenyl group, a naphthyl group, a pyridinyl group, a dicyanine structure in a dimer represented by the general formula (13), a thiol ring, a thiothiadiazole ring, and a tricyclic ring. . Amino group, cyano group, carbonyl group, alkoxycarbonyl group, fluoroalkanethiol, sulfanyl group, and aromatic sulfonate group and nitro group are preferably 8'-In-Z depending on the substituent, or When V =, hydroxy, alkoxy, gas atom, gas atom, and molybdenyloxy group are alkyl group, and aryloxy group is preferred, zolinyl and the like. General formula

P.40 583244 V. Description of Invention (37) (12) Same. That is, at least four of X and I and at least four of X17 to X32 are halogen atoms, and substituents other than halogen atoms include the same substituents as 5 (12). The phthalocyanine moieties constituting the dimer may be the same or different. Still, in the general formula (13), M is represented by the same meaning as-, 2)), and preferably can be listed as a whole ... and the best is \ = 1 best $ =, Τΐ_Z, more preferably Ga, A1, In, Particularly preferred is Ga. In the third aspect of the material, the pigments greener than the pigment green greenish greenish green 36 have a secondary color at a longer wavelength side. The aforementioned first and third-to-be-detailed Yankee Branch can be used-样 明 所The phthalocyanine pigments described by the general formulae (1), (2), [7] and (7) are not. C 7) Or in the third aspect of the present invention, the coloring material represented by #f (12) or general formula (13) represented by the phthalocyanine pigments of No. 1 can be used alone or: = 长 side The wavelength of the maximum transmittance relative to Pigment Green 7 and / or Dioxin, the blending amount of the ocher color material is usually! 〇. Take T, preferably, often weight ratio! Above, 2 is better, 2 is better, 5 is better, and 50 is lower. The lower limit is better. Regarding the use of the present invention as one of the color materials, it is more preferably 5 or more. Several types of cyan pigments are exemplified below. Phthalate shown in I2) or (13) Page 41 583244 5. Description of the invention (38)

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90120242. ptd page 45 583244 V. Description of the invention (42)

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90120242.ptd Page 47 583244 V. Description of Invention (44)

90120242.ptd Page 48 583244 V. Description of the invention (45) These cyanocyanines are made of imine, two unsubstituted and corresponding known methods. If any stupid nucleus is used, and the halogen It can be obtained by sulfonation, sulfonation other than halogen, and gallium if the dicyanine is hydrolyzed. A method in which an phthalate-based solvent can coexist with an alcohol and an aryloxy group can be used to contain an aromatic method. In the solvent, the dimer can also be hydrolyzed to form phthalic acid to obtain 0 series pigments. The imine group can be XOR, and the halide element can be gasified, and two or more kinds can be synthesized. It can be combined with different guesses, substitutions outside Europe, or no gas group. Chemical, indium, indium gas recording, dysprosium, and cyanide gas are heated or heated for heating and hydrogenation. For example, family compounds can coexist at this time via, for example, cyanohydroxygallium, such as via phthalonitrile, phthalic acid, and phthalic acid. Acid anhydrides, dihydrates such as dioxin, and other mixtures of substitutes other than them are used as starting materials, and metal halides such as metals, metal bromides, etc. Substitute phthalocyanine, nitro, etc. For the cyano-aluminum chloroaluminium core, the gallium cyanocyanine manager's Fang Na and other tests can be used based on sodium aryl alkoxide, synthetic phthalate, and then as the phthalocyanine. After the substitution of phthalocyanine imine, the center, phthalocyanine gas, Ming, indium gallium, etc. are used according to the reverse of chemical conversion. at this time . In addition, the organic solvent starting material after gallium cyanide gas such as aromatic compound sodium hydride gas derivative such as gadolinium cyanine gas derivative can be synthesized in Erya as a well-known application. Metal can be indium or the like, and oxygen can be burned in methanol. , Solvents of gallium or phthalate in alcohol center. 'According to the heating of the amine-based heterogeneous raw materials, the method is to perform hydroxyl derivatization with known square group coordination, ethanol-based solvent gallium, and aluminocyanine hydroxyl group for derivatization. Known methods for dehydration, indolinoline synthesis are carried out through halogen positions, and are given by example.' Among the alcohols, such as gallium, indium, etc., heating method is preferable.

583244 V. Description of the invention (46) Still, the compound / samples obtained through synthesis are not suitable for use as private pigments because the particle size is not uniform, and it is originally several crystalline substances. therefore. In addition, the polymer is also mixed, and the so-called pigment will be added: the obtained phthalocyanine or the desired one. The method of pigmentation η, ', Xiqu adjust its particle size and crystal form to adjust the strong acid or complex of acid, polyphosphoric acid, etc .: in concentrated hydrochloric acid, fuming sulfuric acid, gas sulfonic water, to generate fine pigments: acid materials and inject a large amount To disperse the pigment and inject it into a large amount of water, the * j μ method or the same method as in the strong acid is the ball milling or kneading pulp method. It is also possible to obtain fine pigments in the salt mill 41 and the solvent ', and it is also possible to use a case where it is too fine in an organic solvent. In the present invention, in the present invention, in the case of using the above-mentioned method, but using an acid paste method, acidic flow; in the case of the second: pigment paste method or acid flow polymerization method to be pigmented , = Better than strong = After treatment, neutralize with alkali, etc., but at this time, due to the change of the two-transmission spectrum in making alkaline, you must pay attention. Strong acid can use concentrated sulfuric acid. In addition, in the case of pigmentation by the two acid paste method or the acid slurry method, a sulfo group is introduced into the cyanine skeleton. In addition, the central metal may be a compound such as Y, Ai, etc., and may sometimes be a mixture of plural compounds. In addition, it is more preferable to increase the transmittance when pigmentation is performed in combination with a solvent treatment after the acid paste method or the acid slurry method. In the case of solvent treatment, the functional element of Z is sometimes replaced by a hydroxyl group and sometimes costs & putting people L A, · " __ 关

90120242.ptd 583244 V. Description of the invention (47) The solvent used may be the same as the solvent used in the composition for a color filter described later, and it is preferable that the same solvent be used for heat treatment. Shang 'includes several aspects of the first to third aspects described above, and one aspect of the invention. ", And π are the following, and explain the common parts in the first to third aspects. The specific phthalocyanine pigments used in the first to third aspects are usually at a wavelength of 51 7ηη or more. It has the maximum transmittance wavelength. Lishi fruit can obtain a better threshold. In addition, in reality, the maximum transmission rate cannot be achieved in the long & long side, and sometimes the characteristics are deteriorated, so the maximum The transmittance wavelength is usually 58 nm or less, preferably 560 nm or less, and more preferably 5504 or less. The composition for a color filter of the present invention includes a binder resin and / or a monomer. The binder resin and The monomer can be appropriately selected in consideration of the manufacturing process of the color filter. (A) Adhesive resin When the adhesive resin is used alone, in order to consider the formation and performance of the intended day image, the manufacturing method to be used, etc., the appropriate resin is appropriately selected. When the binder resin is used in combination with the monomers described below, the binder resin is added in order to modify the composition for a color filter and improve the physical properties after light curing. Therefore, at this time, it is based on phase > graininess, film formation, Developability Adhesive resin is selected appropriately for the purpose of improving properties, etc. ° Common adhesive resins used include, for example, (fluorenyl) acrylic acid, (fluorenyl) acrylate, (fluorenyl) acrylamide, maleic acid, (fluorenyl) Acrylonitrile, styrene, vinyl acetate, vinylidene chloride, maleimide, etc. alone or copolymerized \\ 326 \ 2d- \ 90-11 \ 90120242.ptd Page 51 583244 V. Description of the invention (48) , Polyoxoethylene, Polyvinylpyrrolidone, Polyamidamine, Polyurethane & Poly, Polyether, Polyethylene Terephthalate, Acetyl Cellulose, Novolac Resin, Soluble Phenolic resin, polyvinyl phenol, polyvinyl acetal, etc. ~ Of these, it is preferable that the resin contains a carboxyl group or a phenolic warp group in the side slope or main chain. If a resin having these functional groups is used, , Can be awarded in an alkaline solution. Among them, a resin having a carboxyl group having high alkali developability, such as acrylic acid (co) polymer, styrene / maleic anhydride resin, novolac epoxy acrylic acid, etc. is preferable. Ester-modified anhydride resins, etc. Particularly preferred are those containing (meth) propylene Or a (co) polymer of (fluorenyl) acrylamide with a carboxyl group (referred to as an acrylic resin in this specification). This tree has excellent developability and transparency, and various monomers can be selected to obtain various /, Polymer, it is easy to control the performance and production method. Examples of the acrylic resin include (fluorenyl) acrylic acid, and / or succinate (meth) acrylic acid oxyethyl) ester, adipic acid (2_ Acrylic acid oxyethyl) =, Phthalic acid (2- (fluorenyl) acrylic acid oxyethyl) ester, Hexahydrophthalic acid (2 ((di)) acrylic acid oxyethyl) ester, Maleic acid (2 __ ( (Methenyl) propenyloxyethyl) =, (2- (meth) propenyloxypropyl) succinate, adipic acid (2- (methylJ) propenyloxypropyl) vinegar, hexahydrophthalic acid ( 2_ (meth) acrylic acid oxypropyl) θphthalic acid (2_ (fluorenyl) acrylic acid oxypropyl) ester, maleic acid (2- (methyl) = allyloxypropyl) ester, succinic acid ( 2_ (Meth) acrylic acid oxybutyl) vinegar, adipic acid (2- (meth) acrylic acid oxybutyl) ester, hexahydrophthalic acid (2_ (a certain) = stuffed oxybutyl) 6 purposes , Rancidity (2- (fluorenyl) acrylic Oxybutyl), Tomatha, 2- (methyl) propane, oxybutyl) vinegar, etc.

583244 V. Description of the invention (49) " 1 ----- Intentional addition of axanoic acid (anhydride), osmic acid (anhydride) 'maleic acid (Xuan compound as an essential component, if necessary, benzene Stupid vinyl monomers such as ethylene, oxene, vinyltoluene, etc .; Cinnamon / basic ethyl — unsaturated group containing maleic acid, maleic anhydride, itaconic acid, etc.) Acrylic acid acrylate, (fluorenyl) Ethyl acrylate, (methacrylic acid, (brown, (fluorenyl) allyl acrylate), (meth) acrylic acid) = 2-ethylhexyl enoate, hydroxyethyl (meth) acrylate, (These are called propyl acrylate, (meth) acrylic acid, methacrylic acid (meth) acrylic acid, etc.) Addition of ε-caprolactone, p-propiolactone, r_butyrolactone, and A :) propyl = _1 compounds; ㈣Κmethyl) propyl "Yuan'an = J propyl: amine, N ' Ν-: methacrylam, [metholine, Ν, Ν-dimethylaminoethyl (meth) acrylic acid vinegar, nitro, methacryl, etc. acrylamide; vinyl acetate Alkane carboxylate propionate ethyl ene vinegar, meat Resin obtained by copolymerizing various monomers with acids such as vinyl acid vinegar, vinyl pivalate, etc. It is specifically designed to improve the strength of the coating film by mixing styrene, α-ethylene, (methyl) Acrylic narrow vinegar, methacrylic acid (meth) acrylic acid, methoxybenzyl acrylate, hydroxyphenyl (meth) acrylamide, hydroxyl J), propylenesulfonamide, and other monomers having a phenyl group are 10 to 10 98 Motuy is 20 to 80 mol%, more preferably 30 to 70 mol%, and (fluorenyl) acrylic acid, or, (2- (fluorenyl) propenyloxyethyl) succinate, hexane Diacid (2- (methyl) oxyethyl) ester, phthalic acid (2- (fluorenyl) acrylic acid oxyethyl) ester, hexaacid (2- (meth) acrylic acid oxyethyl) ester, maleic acid (2-((methyl) propyl)

90120242.ptd Page 53 583244 V. Description of the invention At least one monomer is selected from the group consisting of (50) oxyethyl) esters and the like (fluorenyl) acrylates having a carboxyl group, preferably 2 to 90 mole%, more preferably Acrylic resins copolymerized at a ratio of 20 to 80 mol%, more preferably 3,070 mol% are also preferred. In this case, for example, "(meth) acrylic acid" means "acrylic or methacrylic acid", and (meth) acrylate, (fluorenyl) acrylfluorenyl, and the like have the same meaning. These resins preferably have an ethylenic double bond in the side chain. By using an adhesive resin having a double bond in the side chain, the light-curing property of the composition for a color filter of the present invention can be improved, and therefore the resolution and adhesion can be further improved. Means for introducing an ethylene-based double bond into the adhesive resin include the methods described in, for example, Japanese Patent No. 50-34443 and Japanese Patent No. 50-34444. That is, the resin has a carboxyl group and has both a glycidyl group and an epoxy ring. A method of reacting a hexyl group with a (fluorenyl) propanyl group, and a method of reacting a hydroxyl group possessed by a resin with propionic acid chloride or the like. For example, glycidyl (fluorenyl) acrylate, allyl glycidyl ether, α-ethyl glycidyl acrylate, butene glycidyl ether, (meth) glycidyl ether, (meth) acrylic acid (3,4 —epoxycyclohexyl) methyl vinegar, (fluorenyl) acrylic acid vapor, (fluorenyl) allyl gas, etc. can be obtained by reacting with a resin having a carboxyl group and a hydroxyl group. Adhesive resin with vinylic double bond group. Particularly, it is preferable to use alicyclic epoxy compounds such as 4-epoxycyclohexyl) methyl (meth) acrylate as the resin. In this way, when introducing a ethylenic bond into a resin having a sulfonic acid group or a hydroxyl group in advance, the resin will have 2 to 50 mole%, preferably 5 to 40 mole% of the base and the base of the resin.

90120242.ptd Page 54 583244

It is preferred that the ear% bind to a compound having an ethylenic double bond. The range of these acrylic resins measured by GPC is 1,000 to 100,000. Weight average Badan "It is difficult to obtain a uniform coating film in the best range of the knife. Moreover, if the ultra-knife f is less than 1000, it tends to be low. Also, the better the carboxyl amount of the carboxyl group, the lower the visibility. If it is 5 or less, the alkaline developing solution will change to t ',' ..., meaning 5 to 200. The acid value will decrease. If it is more than 200, it will be felt that these adhesive resins are in the present invention. It is preferably 2. Second and heavy ^^ (b) The violation in monomer ®. The low-molecular compound of the composition for the color filter of the present invention can be used, and the early body is a special polymer if it is polymerizable. Additive polymerizable two compounds of the double bond ") are preferred. When the so-called ethylenic ethylenicity is irradiated with active light, the character 'is added to the composition of the present invention for addition polymerization, hardening, and has the function of 糸 丨 soil (described later). Corresponds to one of all the monomers that also contains the narrow sense. ¥: The concept of the negative of the knife and the meaning. Examples of polymers such as polymers, trimers, and oligomers include unsaturated metaboic acid, which is combined with monobasic groups, etc. ^ = esters of hydroxy compounds and unsaturated carboxylic acids, aromatic ^ And; saturated; esters, polyacids obtained from esterification reactions of several acids, unsaturated acids, and polyvalent hydroxyls A Ϊ Γ water hydroxyl compounds, aromatic polyhydroxy compounds deaf ^ σ Isocyanate > f |

583244 V. Description of the invention (52) Ethylene compounds having an amine sulfonate skeleton, etc., which are reacted with a compound containing a (meth) acryl fluorenyl group via a radical compound.

Examples of the esters of aliphatic polyhydroxy compounds and unsaturated meta-acid include ethylene glycol diacrylate, triethylene glycol dipropionate, trimethyl tripropylene triacrylate, trimethyl tripropionate Ethyl Burnt®, Monopropionate, Pentaerythritol_, Pentaerythritol Triacrylate, Pentaerythritol Tetraacrylate, Dipentaerythritol Tetraacrylate, Pentaerythritol * Pentaerythritol, Hexapropane Acrylates such as pentaerythritol esters and glyceryl acrylate. In addition, the acrylic part of these acrylates, the fluorenyl acrylate substituted with a fluorenyl acrylic part, the itaconic acid ester substituted with an itaconic acid part, and the butenoic acid substituted with a butenoic acid part are mentioned. Esters, or maleic acid esters substituted with a maleic acid moiety. Examples of the aromatic polyhydroxy compound and unsaturated carboxylic acid esters include hydroquinone diacrylate, hydroquinone dimethacrylate, m-phenylene diacrylate, resorcinyl dimethacrylate, and Pyrogallol acrylate and the like.

The esters obtained through the esterification reaction of unsaturated diene acids with polyvalent meta-acids and polyvalent base compounds may be single substances, or they may be mixtures. Typical examples include acrylic acid, phthalic acid and ethylene glycol condensation products, acrylic acid, maleic acid and diethylene glycol condensation products, methacrylic acid, terephthalic acid and pentaerythritol condensation products, acrylic acid, adipic acid, butane Condensates of diols and glycerol. Ethylene compounds having a urethane skeleton in which a polyisocyanate compound reacts with a hydroxy compound containing a (meth) acrylfluorenyl group, and examples include diisocyanate adipate and triisopropyl adipate. And other aliphatic diisohelates; cycloaliphatic diisocyanates, isophorone diisocyanates, etc.

90120242.ptd 583244 V. Description of the invention (53) Diisocyanates; aromatic diisocyanates such as diphenyl isocyanate, diphenyl diisocyanate, etc., and 2-hydroxyethyl acrylate, 2-hydroxyethyl methacrylate, 3-hydroxy (1,1,1-tripropenyloxyfluorenyl) propane, 3-mer (1,1,1-trimethacryloxyfluorenyl) propane, etc. A reactant of a (meth) acrylfluorenyl-containing hydroxy compound. Alternative examples of the ethylenic compounds used in the present invention may also be acrylamides such as ethacrylamide; allyl esters such as diallyl phthalate; ethylene containing divinyl diene and the like Based compounds and the like. The blending ratio of these ethylenic compounds is 10 to 80% by weight, and preferably 20 to 70% by weight, of the total solids of the composition of the present invention. (c) Photopolymerization initiation system The color filter composition of the present invention contains an ethylenic compound as the (b) monomer, and contains' directly absorbs light, or is sensitized by light and causes decomposition reaction or hydrogen extraction. A photopolymerization initiating system having a reaction and a function of generating a living radical is preferred. The photopolymerization initiator used in the present invention is composed of a system in which an addition agent such as an accelerator is used in combination with the polymerization initiator. Examples of the polymerization initiator include a metallocene compound containing a titanocene compound described in JP-A No. 59-1 52396, JP-A No. 61_1 51 197, and JP-A No. 10-39503. N-aryl-α-amino acids, ν-aryl-α-containing hexaaryl bis-mimiwa derivatives, halomethyl-5-Misarai derivatives, n-phenylglycine, etc. Free radical active agents such as amino acid salts, N-aryl-α-amino acid esters and the like. As the accelerator, N, N-dialkylaminobenzoic acid alkyl esters such as N, N-dimethylaminobenzoic acid ethyl ester, 2-hydrothiobenzothiazole, and 2-hydrothiobenzoimidazole can be used. 2-hydrogen sulfur

90120242.ptd Page 57 583244

V. Description of the invention (54) A t% ^ Λ ^ hydrogen-sulfur compound having a heterocyclic ring or an aliphatic polyfunctional hydrogen-sulfur compound: A polymer initiator and an addition agent may also be used in combination. The β η / ii i I-based compounding ratio is in the total solid content of the composition of the present invention. Li / °, preferably 0.5 to 20% by weight, more preferably 0.7 to 10% by weight I. A significant decrease in the right soil causes a decrease in sensitivity. If the opposite significantly increases ζ5 ^ "Part of the solubility of the imaging solution is reduced, and it is easy to cause significant; in the composition of s, if necessary, for the purpose of improving the sensitivity of the sensor" ϋ. Sensitizing pigments corresponding to the wavelength of the light source for daytime image exposure. Examples of such sensitizing pigments include JP-A 4-22 1 958, the same as 4 2 1 9756, the Kou-Ton pigment described in the publication, and KK 3-23. Coumarin pigment with heterocyclic ring described in 97〇3, same as 5_289335, Japanese Unexamined Patent Application No. 3-23970, 3_ketocoumarin compound described in Japanese Unexamined Patent Application No. 5-289335, Japanese Unexamined Patent Application No. 6- 1 9240 Pycnogenol pigments described in the Gazette, others, JP 47-2528, JP 54-155292, JP 45-37377, JP 48-84 1 83, JP 52- 1 1 268 1 , Same as 58-1 5503, same as 60-88 0 0 5, same as 59-56403, kaikai 2 69, kaikai 57-1 68088, kaikai 5- 1 07 76 No. 1, No. 5-2 1 0240, No. 4-2888 1 No. 8, pigments having a dialkylaminobenzene skeleton, etc. Among these sensitizing pigments, those having an amine group are preferred. Sensitive pigments, more preferably compounds having an amine group and a benzyl group in the same molecule. Particularly preferred are 4,4'-diamidinobenzophenone, 4,4, -diethylaminobenzophenone , 2-Aminobenzophenone, 4-Aminobenzophenone, 4, 4, ~ Diaminobenzophenone, 3, 3, _Diaminobenzophenone, 3, 4-Diaminobenzophenone Ketones and other benzophenone-based compounds; 583244 V. Description of the invention (55) ___ 2- (p-dimethylaminephenyl) benzazole, 2 ~ (p-diazole, 2- (p-dimethylaminebenzene) ) Benzo [4,5] benzo ^ ethylaminephenyl) benzo, aminephenyl) benzo [6,7] benzo4azole, 2,5_pyrene " azole, 2- (p._ Dimethyl M, 3,4-g, 2_ (p-dimethylaminebenzyl ^ ethylaminephenethylaminephenyl) benzoxazole, 2_ (p-diamine benzophenone, 2- (p 1,2 2- (p-diethylaminephenyl) benzimidazole, 2,5-pyrebenzimidazole, 3,4-thiadiazole, (p-dimethylaminephenyl) pyridine diethylamine benzene M, pyridine, (p-dimethylamine Phenyl) pyridinium, (p-di, -ethylaminephenyl) fluorenediamine phenyl) pyrimidine, (p-diethylamine ^ \ benzyl) phospholine, (p-monoalkylaminephenyl compounds, etc.). The best of them contains p-dione. The compounding ratio of 4'4'-dialkylamino diphenyl sensitizing pigment is 0-20% by weight, preferably 0.2-15% by weight according to the present invention. (D) The other color materials in the% Wanggu component are more preferably 0.5 to 10% by weight in the composition for a color filter of the present invention. In addition to the cyanine pigment, it may contain, in addition to the aforementioned specific phthalate = dye, a day image and a dye to be formed in combination. Is this also the scope? shell. The present invention ... high brightness of pigment characteristics; 70% by weight of the total solids content of the color ratio of the entire color material in the composition, preferably ^ the composition of the invention is, for example, in the first aspect of the present invention , ... %% of Fanyuan. In addition to the Geng Jing pigment shown in (2), it can also be a general ^ (1) or a general formula metal, and the cyanine series with any substituents has a center of G ... Bu 9090242.ptd 583244 V. Description of the invention (56) '1 --- Che is a substituent having the aforementioned phthalocyanine pigment which can be represented by the general formula (1) or (2), and the central metal includes Cu, ni, co, Fe, zn, pd,

Mg Ru, Rh, Pt, Mn, Ti, Be, Ca, Ba, Cd, Hg, Pb,

Sn, Ag, Au and other divalent metals; a, x, in-X, n-X, Mn-X,

Fe X, Ru-X and other substituted trivalent metals; Ge-X2, Sn-X2

Tl—X2, Cr-X2, Zr-X2, Mn-X2, etc., substituted trivalent metals; v〇,

Oxygen-containing metals such as MnO and Ti0; lanthanides and the like. Here, χ represents a halogen atom, a vinyl group, an alkoxy group, an aryloxy group, and the like. Better examples include Cu, Ni, Co, Fe, Zn, Pd, Mg, A1_χ,

In —X, Fe * ~ X, Si-X2, Sn-X2, Tb X2, V0, Ti0, and even more preferably Cu, Abx, In-X, V0. These phthalocyanine pigments may contain two or more kinds. In addition, the pigment usable in the composition for a color filter of the present invention is an inorganic pigment, and examples thereof include barium sulfate, lead sulfate, titanium oxide, yellow tint, red iron oxide, chromium oxide, and carbon black. As the organic pigment, for example, a yellow pigment can be used: c. I. Pigment Yellow 1, 3, 4, 5, 6, 12, 13, 14, 16, 17, 18, 20, 24, 55, 65, 73, 74, 81, 83, 86, 87, 93, 94, 95, 97, 98, 100, 101, 108, 109, 110, 113, 116, 117, 120, 123, 125, 128, 129, 133, 137, 138, 139, 147, 148, 150, 151, 153, 154, 155, 156, 166, 158, 169, 170, 171, 172, 173, 175; Orange pigments: C · I · Pigment Orange 1, 2, 5, 13, 15 , 16, 17, 18, 19, 31, 34, 3 6, 38, 40, 42, 43, 51, 52, 5 5, 5 9, 6 0, 6 1, 62; Red pigment: CI Pigment Red 2, 3, 4, 5, 6, 7, 8, 9, 10, 12, 14, 15, 17, 18, 22, 23, 31, 37, 38, 41, 42,48: 1,48: 2,48: 3, 49, 5 0, 52, 53, 54, 57, 58, 60, 63,

\\ 326 \ 2d- \ 90-ll \ 90120242.ptd Page 60 583244 V. Description of the invention (57) 64, 68, 81, 88, 90, 97, 112, 114, 115, 122, 123, 133, 139 , 144, 146, 147, 149, 150, 151, 166, 168, 170, 171, 175, 176, 177, 178, 179, 180, 185, 187, 188, 190, 192, 194, 202, 207, 208 , 209, 214, 215, 216, 217, 220, 221, 223, 224, 226, 227, 228, 24 0, 242, 243, 24 5, 24 6, 247, 2 54; Purple pigment: C. I. Pigment Violet 1, 2, 3, 5, 1 9, 23, 29, 3 0, 3 1, 32, 33, 3 6, 37, 38, 3 9, 40, 43, 50; Blue pigment: CI Pigment Blue 1, 15, 15: 1, 15: 4, 15: 6, 16, 1 7, 1 9, 2 2, 5 6, 6 0, 6 1, 6 4; green pigments · C · I · pigment green 2, 7, 8 , 10, 36; brown pigment CI pigment brown 5, 23, 25, 26, 32; black pigment: C · I · pigment black 7 and so on. (Still, the above numbers refer to the color index (c · 丨 ·) numbers). Examples of the dye include azo-based dyes, onion quinone-based dyes, phthalocyanine-based dyes, amine-based dyes, perylene-based dyes, nitro-based dyes, Wei-based dyes, and hypofluorenyl-based dyes. Examples of azo dyes include C. I. Acid Yellow 11, C .; [• Acid Dial 7, C. I. Acid Red 3 7, C. I. Acid Red 1 8 0, C. I. Acid Blue 2 9, c ϊ direct red 2 8 'C · I · direct red 8 3' C · I · direct yellow 1 2, c I direct · check 2 6, C · I · direct green 2 8 'C · I · direct green 5 9 'C · I · Active Yellow 2, c ϊ Active Red 17, C. I · Active Red 120, C · I · Active Black 5, C · I · Active; C. I · Disperse Red 58, C · I · disperse blue 165, C · I · basic blue 41, c ·! Basic red 18, C · I · mordant red 7, C. I · mordant yellow 5, C · I · mordant black 7, etc. Examples include C.I. enamel blue 4, C.I. acid blue 40, C.I. acid green 25, C.I. active blue 19, C.I. active blue 49, and c 1 active red 60. , C.I. Disperse Blue 56, C.I. Disperse Blue 60, and the like. · ^

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583244

In addition, examples of phthalocyanine dyes include c · 丨 · filler blue 5, and examples of quinone sub dyes include C · I · basic blue 3, c · 丨 · basic blue 9, and quin dyes include C.I. Solvent Yellow 33, c · 丨 · Acid Yellow 3, c · 丨 · Tiller, Yellow 64, etc. Examples of nitro dyes include c · 丨 · Acid Yellow! , C I. ς Orange 3, C · I · Scattered Yellow 42 and so on. In consideration of properties such as light resistance, the color material to be mixed in the phthalocyanine pigment of the present invention is preferably a pigment. (e) Other components The color filter composition of the present invention may further include other additives such as a thermal polymerization inhibitor, a plasticizer, a storage stabilizer, a surface protective agent, a smoothing agent, a coating auxiliary agent, and the like, as necessary. As the thermal polymerization inhibitor, for example, hydroquinone, p-methoxyphenol, pyrogallol, catechol, 2, 6-tert-butyl-p-phenol, meso-naphthol, and the like can be used. The blending amount of the thermal polymerization inhibitor is preferably in the range of 0 to 3% by weight based on the total solid content of the composition. As the plasticizer, for example, dioctyl phthalate, bis (dodecane) phthalate, dioctyl alcohol, diethylene glycol g, uric acid ^ monomethyl ^ monobasic alcohol, dibenzoyl gadolinium glycol Purpose, dioctyl adipate, dibutyl fumarate, triethylfluorinated glycerol and the like. The compounding amount of the plasticizer is preferably in a range of not more than 0% by weight relative to the total solid content of the composition. In addition, the composition for a color filter of the present invention may include, in addition to the aforementioned constituent components, an adhesion improving agent, a coating property improving agent, an image improving agent, and the like as appropriate. … The composition for a color filter of the present invention

II1BSI

583244

90120242.ptd Page 63 583244 V. Description of the invention (60) Glycol dimethyl ether, ethylene glycol acetate, ethyl carbitol, butyl carbitol, ethylene glycol monobutyl ether, propylene glycol-third butyl glycol Ether, 3-fluorenyl-3-methoxybutanol, tripropylene glycol methyl ether, 3-fluorenyl-3-fluorenyl butyl acetate, and the like. These solvents may be used in combination of two or more. (f) Composition for color filters and production of color filters An example of the composition for color filters of the present invention and a method for producing a color filter using the composition will be described. (f-1) Production of composition for color filter First, the color material is dispersed and adjusted to the ink state. The dispersing treatment can be performed using a paint conditioner, sand mill, ball mill, roll mill, stone mill, jet mill, homogenizer, and the like. The color material that has undergone the dispersion treatment is micronized, so that it is possible to improve the transmittance of the penetrating light and improve the coating characteristics. The dispersing treatment is preferably carried out with an adhesive resin suitable for the “Potassium A”, “active agent ;: soil :; bath agent with a dispersing function. It is especially good if high = agent mesh / powder auxiliary: agent ㈣ is good qualitative, so it is better Θ η is because of the dispersion of%. For example, glass beads or dioxide beads with a diameter of 2.7 millimeters are used to perform the dispersion treatment. t # + is better. The temperature pass time during the dispersion treatment is based on the composition of the ink 2 color = chamber = ~ t80 ° c. Still, the size of the dispersion makes the appropriate time not (cereal, dispersant) and Secondly, the installation of the sand mill must be adjusted appropriately in the above-mentioned dispersing treatments. 1. In the color inks such as grease, monomer, and photopolymerization initiation system, etc., the homogeneous solution is prepared in each process of mixing and processing the glue tree. Shang, Yu dispersed because of the fine dust, so through 遽 mmi page 64 \\ 326 \ 2d- \ 90-ll \ 90120242.ptd 583244

The obtained solution is preferably filtered by paper or the like. (f _ 2) Processing of color filter The color filter of the present invention is a transparent substrate on which a black matrix of red, green, and blue is usually formed. ^ < Pixel day image can be manufactured. The material of the transparent substrate is not limited to μ-phase-^ -ethyl formate-p. The materials can include, for example, polyparaphenylene terephthalate, polypropylene, polyethylene, and other polyolefin furnaces, taking carbonates, polymethacrylate slightly similar ^ K 邱 / 工 ΛΚ 土 J 那 α 夂 methyl ester, poly Shi Feng's thermoplastic plastics, resins, unsaturated polyester resins, resins, breast milk, poly (meth) acrylic resins, etc., plasticized sheets, or various glass 4 ..., _ , Au li jing and board special. Among them, from the aspect of heat resistance, glass plates and heat-resistant plastics are preferred. For transparent substrates, in order to improve the surface adhesion and other physical properties, corona discharge treatment, ozone treatment, silane coupling agents, and various polymer film treatments of polyurethane polymers can also be performed. The black matrix is formed on a transparent substrate using a metal thin film or a pigment dispersion for a black matrix. The black matrix using a metal thin film is formed of, for example, a single layer of chromium or two layers of chromium and chromium oxide. At this time, these metal or metal-metal oxide thin films are first formed on a transparent substrate by a deposition method or a sputtering method. After further forming a photosensitive film thereon, a photoresist image is formed by exposing and developing the photosensitive film using a photomask having a pattern of stripes, Masek, and triangles to repeat the pattern. Thereafter, this thin film was subjected to an etching treatment to form a black matrix. When using a pigment dispersion for a black matrix, a photosensitive resin composition containing a black color material is used to form a black matrix. For example, using carbon black, bone black, black lead, iron black, aniline black, cyanine black, chimney, etc. alone or in plural

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583244 V. Description of the invention (62) " ~ " --- Photosensitivity of black color material, or black color material containing red, green, blue, etc., which is appropriately selected from inorganic or organic pigments and dyes The two-component resin is processed in the same manner as described below to form a red, green, and blue pixel image to form a black matrix. On a transparent substrate provided with a black matrix, a color filter composition containing red, green, and blue / one-color coloring materials is coated and dried, and then a photomask is placed on the composition, and the light is transmitted therethrough. The mask performs daylight image exposure, development, and thermal hardening or light hardening as needed to form a daytime portrait and form a coloring layer. This operation is performed separately for red, green (that is, the composition for a color filter of the present invention) and blue, and a color calender image is formed. The application of the composition for a color filter can be performed through a coating device such as a spinner, a wire rod, a flow coating device, a branch coating device, a roll coating device, or a spray. After the cloth, drying can be performed using a hot plate, an IR furnace, a convection furnace, and the like. The higher the drying temperature i, the more the adhesion to the transparent substrate is improved, but = the high-incidence system decomposes, induces thermal polymerization and easily causes poor imaging, so the range of 50 ~ 200 C, preferably soy 50 ° The time is in the range of 10 seconds to U minutes, and preferably 30 seconds to 5 minutes. It is known that the film thickness of the composition for a filter after drying = 0.5 is in the range of 2 m. Bu & Shang ': The composition for 2 Mingzhi color filters is a combination of adhesive resin and acetone. $ &Amp;# & material_ is the composition of acrylic resin with ethylenic double bond and carboxyl group in the side chain. For very high sensitivity and high resolution, it is not necessary to set the resistance of polyvinyl alcohol etc. & BS 丨 and the door resolution 11 and the lice layer is exposed, developed and formed

90120242.ptd Page 66 583244 V. Description of the invention (63) The day image is better. The exposure light source to which the composition for a color filter of the present invention is applied is not particularly limited. For example, gas lamps, prime lamps, tungsten lamps, high-pressure mercury lamps, ultra-high pressure mercury lamps, metal halogen lamps, medium-pressure mercury lamps, and low-pressure mercury lamps can be used. , Carbon arc lamps, fluorescent lamps and other lamp light sources and argon ion laser, YAG laser, excimer laser, nitrogen laser, helium laser, semiconductor laser and other laser light sources. In the case where only a specific wavelength is used, an optical filter can also be used.

After the composition for a color filter of the present invention is subjected to image exposure with a light source, if an aqueous solution containing an organic solvent or a surfactant and an alkaline agent is used for development, a day image can be formed on the substrate. The aqueous solution may further contain an organic solvent, a buffer, a dye or a pigment. There is no particular limitation on the development processing method, but usually at a development temperature of 丨 〇 ~ 50, preferably 15 ~ 45r, and immersion development, spray development, brush development, and ultrasonic development. Like the method. Examples of the alkaline agent include inorganic bases such as sodium silicate, potassium silicate, sodium hydroxide, potassium hydroxide, hydrogen, lithium sulfide, sodium third phosphate, sodium second phosphate, sodium carbonate, potassium carbonate, and sodium anaesthesia. Sex agent, or triamine, diethylamine, isopropylamine,

, Monoethanolamine, diethanolamine, triethanolamine, tetraalkyl hydroxide 氢氧 化 = organic amines, and they can be used alone or in combination. For surface-type agents, for example, polyoxyethylene alkane ethers, polyoxyethylene alkane alkene foxyethylene alkyl esters, sorbitan alkyl esters, monoglycerides, etc. can be used. ≫ Non μ 2 @ Non-ionic tritium surfactants; anionic interfacial activity of alkyl benzoate, alkyl sulfonate, alkyl sulfate, alkyl sulfonate, and sulfosuccinic acid Agents; alkyl betaines, amino acids

583244 V. Description of the invention (64) Amphoteric surfactants. For example, a phenyl cellosolve can be used, and an organic solvent can be used alone or in combination with an aqueous solution. Isopropyl alcohol, benzyl alcohol, ethyl cellosolve, butyl cellosolve, propylene glycol, dipropylene g, and the like can be used. = In addition to the above method, the color filter of the present invention can also be coated with a polyimide resin composition containing a phthalocyanine pigment as described above, and a method of forming a pixel image by an etching method can be manufactured. . In addition, the resin composition containing the aforementioned phthalocyanine pigment can be used as a '3 2 brush to form a pixel portrait oil on a transparent substrate; the electrode deposition composed of the resin composition of the aforementioned cyanine pigment is used for deposition. The method of making ^ in the liquid and precipitating a colored film on the i T 0 electrode with a specified pattern can be used to make shellfish. 5 Also, a method of coating a resin film containing a resin group containing the above-mentioned ugly cyanine pigment, opening and peeling the transparent substrate, exposing it to exposure, developing it, and forming a daytime portrait, and using the method An inkjet printer of the aforementioned phthalocyanine-based pigment ink can also be manufactured by a method of forming a daytime day image. The manufacturing method is an appropriate $ k method based on the composition of the composition for a color filter. < Examples > Next, the present invention will be described more specifically based on examples, but the present invention is not limited to the following examples as long as the gist is not exceeded. In the examples described below, "parts" means parts by weight. The 'Y value and the chromaticity were measured using a spectrophotometer u-3500 (light source: C light source) manufactured by Yuri Seisakusho. Manufacturing example 1

m »1

90120242.ptd No. 68 buy 583244 V. Description of the invention (65) In a 500 ml four-necked flask, 25.0 g of 4,5-dichlorophthalic anhydride, 24.2 g of urea, 0.14 g of ammonium molybdate tetrahydrate, And 50 ml of methyl naphthalene, and 50 ml of a methyl naphthalene solution containing 5.17 g of gallium trioxide was added thereto. It was heated at 190 ~ 2 0 ° C for 5 hours under a nitrogen atmosphere. The precipitate was collected by filtration, washed with methanol, N-methylpyrrolidone, and methanol in this order, and dried to obtain Formula (15)

ci CI

The target compound ClCl-octagasphthalocyanine 20.8 g (yield 80.7%) shown by Cl CI. This compound was dispersed in 285 times the amount of 95% concentrated sulfuric acid and stirred for 6 hours. Then, the compound was added to 10 times the amount of concentrated sulfuric acid in ice water. The precipitated crystals were collected by filtration, washed with water, dried, and pigmented (acid slurry deal with). Production Example 2 In a 500-ml four-necked flask, 6.5 g of 4,5-digas phthalic anhydride, 2.9 g of tetrachlorouric anhydride, 24.2 g of urea, 0.05 g of ammonium phosphonate tetrahydrate,

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5. Description of the invention (66) and 10¾ liters of fluorenylnaphthalene, and 26 ml of a methylnaphthalene solution containing 18 g of gallium trichloride was added thereto.

(16) Heating at 190 ~ 200 ° C for 6 hours under nitrogen atmosphere. The precipitate was filtered off, washed in the order of methanol, N-fluorenylpyrrolidone, and methanol, dried, and the phthalocyanine system with GaCl-decachlorophthalocyanine as the main product shown in (16) was combined into &Quot; 6. 75 grams. This compound was dispersed in 285 times the amount of 9 5% concentrated sulfuric acid and "6 hours later" was added to 10 times the amount of concentrated sulfuric acid in ice water, and the precipitated front was filtered. Crystal, washed with water, dried, and pigmented. 1

Plate preparation example 3 In a 200-ml four-necked flask, 5.9 g of 4,5-digas phthalonitrile, 1.6 g of 3-monomethoxyphthalonitrile, and 10 ml of methylnaphthalene were added. 30 g of a solution of 1.8 g of stilbene in two gasification. Under nitrogen atmosphere, heat at 190 ~ 200 ° C for 6 hours. The precipitate was collected by filtration and treated with methanol and N-field.

90120242.ptd Page 70 583244 V. Description of the invention (67) The order of rolidone and methanol is washed and dried to obtain the formula (1 7)

Cl CI

5. 37 克。 CI CI (17) t shown GaCl-hexachloromethoxyphthalocyanine-containing phthalocyanine-based compound 5. 37 克. After dispersing this compound in 28.5 times the amount of 95% concentrated sulfuric acid and stirring for 6 hours, it was added to 10 times the amount of concentrated sulfuric acid in ice water. The precipitated crystals were filtered, washed with water, dried, and pigmented. . The structure of the produced phthalocyanine compound was confirmed by IR spectrum and mass spectrum. The IR spectrum was measured using FT-IR FT-21 0 manufactured by Excavation. Mass spectra were measured by the DCI method (+) and (1) (using apparatus: J MOL-7 0 0 by JEOL (Japan Electronics)). The results are shown in Figures 1, 2 and 3. Production Example 4 In a 200-ml four-necked flask, 5.9 g of 4,5-digasphthalonitrile, 1.7 g of 3-nitrophthalonitrile, and 10 ml of naphthylnaphthalene were charged.

90120242.ptd Page 71 583244 V. Description of Invention (68)

Cl CI

^ ° 2 N, n々N

(18) To this, 30 ml of a fluorenylnaphthalene solution containing 1.8 g of gallium trichloride was added. Under nitrogen atmosphere, heat at 190 ~ 200 ° C for 6 hours. The precipitate was collected by filtration, washed, dried in the order of methanol, N-fluorenyl pyrone, and methanol to obtain a phthalocyanine compound containing GaCl-hexagas-nitrophthalocyanine represented by formula (18). 4. 86 grams. This compound was dispersed in 285 times the amount of 95% concentrated sulfuric acid and stirred for 6 hours. Then, the compound was added to 10 times the amount of concentrated sulfuric acid in ice water. The precipitated crystals were collected by filtration, washed with water, dried, and pigmented. The structure of the produced phthalocyanine compound was confirmed by IR spectrum and mass spectrum. The IR spectrum was measured using FT_IR FT-210 manufactured by Horiba. The measurement was performed using DCI methods (+) and (~) (using a device: JMS-700 manufactured by JEOL (Japan Electronics)). The results are shown in Figures 4, 5 and 6. Production Example 5 In a 500-ml four-necked flask, 65 g of 4,5-digas phthalic anhydride, 2.6 g of 4-monosulfophthalic acid, 8.41 g of urea, and ammonium molybdate tetrahydrate were charged.

583244 V. Description of the invention (69) ------- methyl ί1,0mmol t, and added to it is a base containing 8 g of gallium trichloride L 8 g of Chai 'He' night 26 liters of nitrogen atmosphere Then heat at 1 90 ~ 20 0 ° C for 5 hours. The precipitate was collected by filtration, washed in the order of methanol, N-fluorenylsalrolidone, and methanol, and dried. ^ 'GaC 1 -hexachlorosulfophthalocyanine containing formula shown in Formula (1 9) was obtained. 5.56 g of cyanocyanine compound. This compound was dispersed in 285 times the amount of 95% concentrated sulfuric acid and stirred for 6 hours, then added to 10 times the amount of concentrated sulfuric acid in ice water, and the precipitated crystals were collected by filtration, washed with water, dried, and pigmented.

(19) The structure of the produced phthalocyanine compound was confirmed by the R spectrum and mass spectrum. The IR spectrum was measured using Horiba Ltd. FT_IR FT_210. The mass spectrum was measured by the MALDI-TOF-MS method (-) (using a device: Voyager Elite manufactured by AppHed Biosystems). The results are shown in Figs. 7, 8 and 9. Production Example 6 Dispersion of 10.0 g of GaCl-octaphthalocyanine produced in Production Example 1 in 0 to 5 was dispersed in a 30-fold amount of 95% concentrated sulfuric acid. And after stirring for j hours, pour into the concentrated sulfuric acid

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583244 V. Description of the invention (71) Company)). When the transmittance and chromaticity were measured with a spectrophotometer, the maximum transmittance wavelength was 522 nm, Υ = 68 · 8, χ = 〇 25, and 乂 -0 · 37. · Reference Example 2 Except that 5 · 5 parts of the phthalocyanine-based compound synthesized and pigmented in Production Example 2 were used as green pigments, the samples were prepared in the same manner as in Reference Example 1. 52〇ηη, Υ = 72 · 2, x = 0.26, y = 0.35. Reference Example 3 Except that 0.5 to 5 parts of the cyanine-based compound synthesized and pigmented in Production Example 3 were used as green pigments, samples were prepared and evaluated in Reference Example 1 when the maximum transmission wavelength was 529 nm, Y = 70.6, x = 0.27, y = 0.37. Reference Example 4 Except that 0 · 5 parts of the cyanine-based compound synthesized and pigmented in Production Example 4 were used as green pigments, when the sample was prepared and evaluated in Reference Example 1, the maximum transmittance wavelength was 518 nm, Y = 65.1, X = 0.25, y = 0.34. Reference Example 5 Except that 0.5 parts of the phthalocyanine compound synthesized and pigmented in Production Example 5 was used as a green pigment, samples were prepared and evaluated in Reference Example 1 when the maximum transmittance wavelength was 521 nm. = 69.2, x = 0.26, y = 0.37. ’Reference Example 6

\\ 326 \ 2d- \ 90-ll \ 90120242.ptd page 75 583244, invention description (72) In addition to using to make you 丨 β-human 丄, _ J 6 for synthesis, pigmentation, servants 4 0.5 copies were used as green pigments to make samples from the moon, and the samples were prepared from the same test case. The wavelength of the transmittance was 52〇11111, ya = 68.〇, 乂 == 〇24, 乂 0.36. υ · Z4 y — Comparative reference example] Except for using pigment green 36 (with acid slurry treatment) and 05 parts as green pigments, the sample was prepared and evaluated in the same manner as in Reference Example 1. The maximum transmission wavelength was 516 nm. , Υ = 64 · 3, x = 0.25, and y = 0.43, which are shorter than the maximum transmittance wavelength of Reference Examples 1 to 6, and the γ value is low. ^ Manufacture example 7 (Adhesive pepper), styrene-acrylic acid tree with an acid value of 200, a weight average molecular weight of 5,000, and 20-points of p-methoxybenzene age, chlorinated 0.2 parts of dodecyltrimethylammonium and 40 parts of propylene glycol monomethyl ether acetate were charged into a flask, and 7.6 parts of acrylic acid (3,4-epoxycyclohexyl) methyl ester was added dropwise, And reacted at a temperature of 100 t: 30 hours. The reaction solution was reprecipitated in water and dried to obtain a resin. When the neutralization titration was performed with Κ Ο Η, the acid value of the resin was 800 mg g KO H / g. IManufacture __ Example 8 (Preparation of green color material dispersing ink) In 8.0 parts of the phthalocyanine compound synthesized and pigmented in Production Example 1, BYK-16UBYK Chemi Corporation polymer dispersant was added 8. 0 parts, 0.4 parts of S-5000 (polymer dispersion adjuvant manufactured by Zenica), and 17.52 parts of propylene glycol monomethyl ether acetate were prepared to prepare a dispersion liquid. This dispersion was thoroughly stirred with a stirrer and pre-mixed. Next, the paint shaker was used for a dispersion treatment at a temperature range of 25 to 45 ° C for 6 hours. 0.5mm 0 zirconia beads were added to the same weight as the dispersion. After the dispersion is finished, filter

583244 V. Description of Invention (73)

The beads were removed to obtain a dispersed ink. Example 1 The components other than the adhesive resin synthesized in Production Example 7 and the color material dispersion ink prepared in Production Example 8 were blended in the following ratios, and the resin was dissolved and stirred into a uniform solution using a stirrer to prepare a green color filter. Composition for light film. Adhesive resin dipentaerythritol hexaacrylate photopolymerization initiation system 2.7 parts 0.8 parts • 2- (2chlorophenyl) -4,5-diphenylimidazolium di-2-hydrothiobenzyl 4, 4'-bis (diethylamino) benzophenone green pigment ink; ink solvent produced in Production Example 8: propylene glycol monomethyl ether acetate surfactant; FC-430 (manufactured by Sumitomo 3M) Composition for color filters is spin-coated 0.06 parts 0.02 parts 0.04 parts 2.8 parts

8.4 parts 〇. 003 0 parts were coated on a glass substrate (AN6 35, manufactured by Asahi Glass Co., Ltd.) to a dry film thickness of 丨 to form a sample. When the transmittance and chromaticity were measured with a spectrophotometer, the maximum transmittance wavelength was 520 nm, Y = 70. 1, X = 0.26, and y = 0.36. Comparative Example 1 Except that Pigment Green 36 was used as a green pigment, when the sample was prepared and evaluated in the same manner as in Example j, the maximum transmittance wavelength was 512 nm, γ = 67 · 6, x = 0.25, and y = 0.40. The maximum transmission wave of Example 1

90120242.ptd Page 77 583244 V. The description of the invention (74) is short and the Y value is low. Production Example 9 In a 500 ml four-necked flask, 24.0 g of tetrachlorophthalic anhydride, 3.37 g of trichloride, 17.5 g of urea, 0.1 g of ammonium tetrahydrate tetrahydrate, 0.1 g, nitrate 75 ml of benzene and heated at 180 ~ 190 ° C for 7 hours. The precipitate was collected by filtration, washed and dried in the order of ethanol, hot water, 1% aqueous hydrochloric acid solution, 1% sodium hydroxide aqueous solution, N-methyl orbitalone, and methanol. The formula (2 1) was obtained.

The target VO-h hexagasyanine 13.2 g (55.7% yield) is shown. This compound was dissolved in a 140-fold amount of 95% concentrated sulfuric acid and stirred for 4 hours. Then, the compound was poured into ice water at 10 times the concentrated sulfuric acid, and the precipitated crystals were collected by filtration, washed with water, and dried to perform pigmentation. Production Example 10 In a 200-ml four-necked flask, 5.0 g of 4,5-dichlorotrinitrile, 1.2 g of vanadium trichloride, and 20 ml of 1,2,4-trifluorobenzene were charged in a nitrogen atmosphere.

\\ 326 \ 2d- \ 90-ll \ 90120242.ptd Page 78 583244 V. Description of the invention (75) N- 曱 base ° ratio 1 9 0 ~ 2 0 0 ° C plus 埶 7 + 拄, accounting for 〖〗, Time. The precipitate was collected by filtration, and the mixture of pyrrolidone and methanol was cleaned and dried in the order of methyl ester, and the formula (2 2) was obtained.

The target object V0-octachlorophthalocyanine was 291 g (53 6% yield). After dissolving this compound in 140 times the amount of 95% concentrated sulfuric acid, it was added to 10 times the amount of concentrated sulfuric acid in ice water and the precipitated crystals were collected by filtration, washed with water, and dried, and then pigmented. Preparation Example 11

A 500 ml four-necked flask was charged with 240 g of tetrachlorophthalic acid liver, 2.85 g of vaporized aluminum, 17.5 g of urea, ammonium molybdate tetrazolium: 325 = ', and 19. It is said that the 7 small daggers were heated and washed in the order of acetone, hot water, 1% hydrochloric acid aqueous solution, and NN-field, and dried to obtain the formula (i)) :; methylformamide, methanol chloride, 3.57 g (yield 15.1%). AK Bu XVI

90120242.ptd

583244

(23) f This compound is dissolved in 430 times the amount of 9 5% concentrated sulfuric acid and stirred for 1 hour for two hours, to 5 times the amount of concentrated sulfuric acid in ice water, and the precipitated crystals are filtered, washed with water, dried, and pigmented. . Refer to you. 7 Into 7.5 parts of propylene glycol monomethyl ether acetate, add 0.5 parts of the cyanine-based compound that was prepared in Example 9 to make the pigment ^, and adjust the solid content to 8 stomach weight. Amount of dispersion. This dispersion was thoroughly stirred with a stirrer and pre-mixed into a lamp. Next, the paint shaker was subjected to a bulk treatment at a temperature range of 25 to 45 for 5 hours. As the beads, 20 parts of 0.5 mm 0 hafnium oxide beads were used. After the dispersion was completed, the beads were removed by filtration to obtain a dispersed ink. The obtained dispersion ink was applied on a glass substrate (AN635, manufactured by Asahi Glass Co., Ltd.) using a spin coater to form a sample. When measuring the transmittance and chromaticity with a spectrophotometer, the maximum transmittance wavelength is 54 6ηπι, γ = 691, χ = 〇 · 29, y = 0 · 38 〇 Reference

583244 V. Description of the invention (77) Except that 0.5 parts of the phthalocyanine compound synthesized and pigmented in Manufacturing Example 10 was used as a green pigment, the sample was prepared and evaluated in the same manner as in Reference Example 7. The specific wavelength is 54 inm, γ = 66 · 5, χ = 0.26, and y = 0.38. Reference Example g Except that 0.5 parts of the phthalocyanine compound synthesized and pigmented in Production Example 11 was used as a green pigment, a sample was prepared and evaluated in Reference Example 1 and the maximum transmission wavelength was 524 nm. Y = 65.5, X = 〇27, y = 0.36. · Color and color material dispersing ink is prepared by synthesizing and pigmenting the phthalocyanine-based compound 8 in Production Example 9 and adding 0, t, BYK-161 (high-molecular dispersant manufactured by BYK Chemi Co., Ltd.) 8. 0, S-5 0 00 (Polymer dispersing adjuvant manufactured by Zeneca) 0.4 parts, and 1.72 parts of propyl, alcohol monofluoric scale acetate, to prepare a dispersion. This dispersion was thoroughly stirred with a stirrer and pre-mixed. Next, the paint shaker was subjected to a dispersion treatment at a temperature range of 25 to 4 C for 6 hours. 0.5 mm beryllium dioxide beads were added to the same weight as the dispersion. After the dispersion was completed, the beads were filtered off to obtain a dispersed ink. Example 2 The components other than the adhesive resin synthesized in Manufacturing Example 7 and the color material knife ink prepared in Manufacturing Example 2 were blended in the following proportions, and then the resin was dissolved and stirred into a homogeneous solution using a stirrer, and then prepared. Composition for green color filter. M means " purpose 2. 7 copies

\\ 326 \ 2d- \ 90-ll \ 90120242.ptd Page 81 583244 V. Description of the invention (78) Dipentaerythritol hexaacrylic acid 0.8 parts of photopolymerization initiation system 2-(2 y gas phenyl) -4 04 份 green pigment ink ， 5 _ diphenylimidazole dimer 0.06 parts • 2-Hydrothiothiobenzothiazole 0.02 parts 4, 4, -bis (diethylamino) benzophenone 0.04 parts 2.8 parts of the ink produced in Manufacturing Example 5: propylene glycol monomethyl ether acetate 8.4 parts of surfactant FC-430 (manufactured by Sumitomo 3M Co.) 0.0003 parts of the obtained color filter composition The applicator was applied on a glass substrate (AN6 35, manufactured by Asahi Glass Co., Ltd.) to a dry film thickness of 1 to form a sample. When measuring transmittance and chromaticity with a spectrophotometer, the maximum transmittance wavelength is 544 nm, Υ = 70.4, χ = 0.29, y = 0.37. Manufacture Example 1 3 In a 500 ml four-necked flask, put 4 25.0 g of 5-digas phthalic anhydride, 24.2 g of urea, 0.14 g of ammonium molybdate tetrahydrate, and 50 ml of methyl naphthalene, and added thereto 5.17 containing gallium trigas 50 ml of fluorenylnaphthalene solution. It was heated at 190 ~ 2 0 ° C for 5 hours under a nitrogen atmosphere. The precipitate was collected by filtration, washed and dried in the order of methanol, N-fluorenylsalrolidone, and methanol to obtain Formula (24)

90120242.ptd Page 82 ^ 5JZ44 V. Description of the Invention (79) ^ 5JZ44

Cl Cl (24) Reference Example] (1 In 5.75 parts of propylene glycol monomethyl ester synthesis and pigmented acid vinegar, 0.5 parts of 8 and 8% by weight of the cyanide compound in Preparation Example 13 were added and a solid component was prepared. Concentrated pre- and post-secondary solution. Stir this dispersion with a blender, and read as: Ding. Worry is made with 20 parts of u.Dmm less dysprosium dioxide beads ",,,. After the end of the knife, the beads were filtered to remove the dispersed oil black. Eight = The obtained dispersion ink was applied on a glass substrate (an635, manufactured by Ikuko △) with a spin coater to form a sample. The penetration was measured by a spectrophotometer. The maximum transmittance wavelength is 513nm. ， Case 2 is divided into two; The coating vibrator is used for 5 hours at a temperature range of M ~ 45 t. Use 0.5 · 5 Li 0-except When pigment green 3 6 (no acid slurry treatment) was used as the green pigment, 0.5 parts were prepared and evaluated in the same manner as in Reference Example 10. When the sample was prepared and evaluated, the "largest" transmission wavelength was 512 nm, which was lower than that of Reference Example 10. The maximum transmission wavelength is short ''

583244 5. Description of the invention (80) Manufacturing Example 1 4 (Modulation of green color material dispersion ink 1) Pigment green 36 9 · 0 parts, Manufacturing Example 1 3 GaC 1 -octachlorophthalocyanine 1.0 part, high Trade name of molecular dispersant BYK161C. 34.0 parts of a 30% by weight propylene glycol monomethyl ether acetate (PGMEA) solution made by BYK Chemi, and PGMEA 33.3 parts were used as a solvent to prepare a dispersion. 0.5 mm 0 zirconium dioxide beads having the same volume as the preparation solution were used for dispersion treatment with a paint conditioner for 8 hours, and then the beads were filtered to remove the green color material dispersion ink 1. Production Example 15 (Green fancy mandarin oil 羃 2 羃 f) The GaC 1-octachlorophthalocyanine obtained in Production Example 13 was dispersed in 28.5 times the amount of 95% concentrated sulfuric acid and stirred for 6 hours before adding. Ice water to a concentration equal to 0 times that of concentrated sulfuric acid, and the precipitated crystals were filtered, washed with water, and dried (acid slurry treatment). In the same way as in Reference Example 10, a dispersion ink containing only the processed pigment as a material was prepared, and after coating and forming a sample on a glass substrate, the maximum transmittance was measured with an eight-photometer. The wavelength is 522nm. Except that the above-mentioned acid paste was used to treat iGaC1-octachlorophthalocyanine and replace the GaCl-octagasphthalocyanine obtained in Example 13, the same treatment as in Manufacturing Example 14 was performed to obtain a green color material dispersion ink 2. The production example 16 例 -green I color material dispersion oil black 3 m was treated in the same manner as in Production Example 9 to produce a phthalocyanine pigment VOPcCl16 (yield 55.7%) shown in the following structural formula.

Page 84 583244

V. Description of Invention (81)

In the same manner as in Reference Example 10, a dispersion ink containing only VOPcCl16 as a pigment was prepared and applied to a glass substrate to form a sample. When the transmittance was measured spectrophotometrically, the maximum transmittance wavelength was 546 nm. A green color material dispersion ink 3 was obtained in the same manner as in Production Example 14 except that the above-mentioned VOPcCl16 was used instead of the GaCl-octadecanthine obtained in Production Example 13. King Production Example 17 (Preparation of Green Color Material Distillate Oil Black 4) Except using tetrachlorophthalic anhydride instead of 4,5-dichlorophthalic anhydride and using gasified nickel instead of gallium trichloride, the same as Production Example 1 3 The phthalocyanine pigment NiPcCl16 (yield 41.3%) produced by the following structural formula was processed. & Works

Cl CI

CI CI C! CI

\\ 326 \ 2d- \ 90-ll \ 90120242.ptd 583244 5. Description of the invention (82) Shang, same as in Manufacturing Example 16 The maximum transmittance wavelength of a sample containing only N i PcC1! 6 as a pigment is 517nm . Except that the NiPcClie was used in place of the GaCl-octachlorophthalocyanine obtained in Production Example 13, the same treatment as in Production Example 14 was performed to obtain a green color material dispersion ink 4. Manufacturing Example 18 (Comparative green color material dispersing ink 1), except that only pigment green 3 6 1 0 · 0 parts were used as a pigment, the same processing as in Manufacturing Example 14 was performed to obtain a comparative green color material dispersing ink 1 Example 3 The 40 wt% PGMEA solution of the adhesive resin synthesized in Manufacturing Example 7, the color material dispersion ink prepared in Manufacturing Example 14, and other ingredients were formulated in the following proportions: ^ The resin was dissolved and stirred with a blender to form Until the solution is homogeneous, a composition for ^ color filters is obtained. 7 · 2 parts 2 · 0 6 parts 0 · 21 parts 0.06 parts 0. 0 2 parts 0 · 04 parts 5. · 41 parts 0 · 0 0 0 3 parts of the color material dispersion ink obtained in Production Example 1 i Adhesive resin solution Dipentaerythritol hexaacrylate photopolymerization initiation system • 2- (2-Phenyl) -4,5-diphenylimide. Sitting • 2-Rat Thiobenzo 11 Sesa • 4, 4 '-bis (diethylamino) benzophenone solvent (propylene glycol monomethyl ether acetate) Surfactant (FC-430 (manufactured by Sumitomo 3M)) Will be known Coated with a composition for fur-colored matte sheet on spin glass (manufactured by AN63 5 Asahi Glass Co., Ltd.) on a glass substrate & Dry film thickness of 1, the maximum wear like to produce a green pigment Jie square of sample 1. This penetration rate of eight teeth wavelength (nm) is shown in Table

\\ 326 \ 2d- \ 90-ll \ 90l20242.ptd P.86 583244 V. Description of the invention (83)-1 〇 Example 4 ~ 6, ratio H Example 2 In addition to using the color materials obtained in manufacturing examples 15 ~ 18, Inks 2 to 4 and Comparative Example 'The same procedure as in Example 3 was performed except that the green dispersing ink 1 was used as the color material dispersing ink: Samples 2 to 5 of the green painting system were prepared. The maximum transmittance wavelength of this sample is shown in Table 1-10. Table-1 Sample color material maximum penetration ridge oil fixture Tnm ") Example 3 1 PG36 GaClPcCl8 ---- CL ^ ^ / CL TC v 11 111) 522 Example 4 2 PG36 GaClPcCl8 氺 518 Example 5 3 PG36 VoPcC 116 515 Example 6 4 PG36 NiPcCllfi 1 ---- X \ J ___52 0 Comparative Example 2 5 1 PG36 — 512 * As shown in the table for acid paste treatment As explained in -1, Examples 3 to 6 all shifted the maximum transmittance wavelength to the long wavelength side compared to Comparative Example 3 (when Pigment Green 36 was used alone). Manufacture Example 19 Add 8.0 parts of pigment yellow 1 38, BΥK-182 (high molecular dispersant manufactured by BΥK Chemi Corporation) 8. 0 parts, and propylene glycol monomethyl ether acetate 5 5 5 parts to prepare a dispersion. This dispersion was stirred thoroughly with a stirrer and pre-mixed. Next, a paint shaker was used for a period of 6 hours at a temperature range of 25 to 45 ° C. As the beads, 0.5 fflm of bismuth dioxide was added as the dispersion. After the dispersion was completed, the beads were removed by filtration to obtain a dispersed ink. Example 7

90120242.ptd Page 87 583244 V. Description of the invention (84) The green color material dispersing ink prepared in Example 8 and the page color material dispersing ink adjusted in Example 1 1 of Manufacturing Example 9 were spin-coated on the glass substrate. (AN635, 汜, Zi Mo Yi Yi) coating to form samples. The spectrophotometer was used to measure the penetration light of the obtained sample port. From the measurement results of each transmission spectrum, a CCM calculation was performed using a CCM system AUCOLOL-T2 manufactured by Kurabo Industries Co., Ltd., and the results were Y-56 · 94, χ = 0.309, and y = 0.08 . Comparative Example 3 A CCM calculation was performed in the same manner as in Example 7 except that the green color material dispersion ink prepared by the comparative manufacturing example was used. The results were γ = 56 29, χ = 〇3〇9, and y = 0. 6 〇8. The γ value of Example 7 was low. Although the present invention has been described with reference to detailed or specific embodiments, it should be understood that various changes and modifications can be made without departing from the spirit and scope of the present invention. This application is based on Japanese Patent Application No. 2000-247275, filed on August 17, 2000, Japanese Patent Application No. 2000-247275, and September 5, 2000, filed on August 17, 2000. Japanese patents filed on the following day ^ Surname No. 2000-267937, Japanese patents filed on September 5, 2000 =

No. 2000-267938, Japanese patent application filed on September 12, 2000 2000-275822, Japanese patent filed on October 25, 2000: May 5. No. 2000_324893, the contents of which are incorporated herein by reference. Kiss < Industrial availability > '' The color filter and the composition for a color filter of the present invention, your specific i-phthalocyanine-based compound, can provide a high-brightness color filter 0 w 583244 BRIEF DESCRIPTION OF THE DRAWINGS FIG. 1 is an IR spectrum of a phthalocyanine compound obtained in Production Example 3. FIG. 2 is a mass spectrum [DC I (—)] of a phthalocyanine compound obtained in Production Example 3. FIG. 3 is a mass spectrum [DC I (+)] of a phthalocyanine compound obtained in Production Example 3. FIG. FIG. 4 is an IR spectrum of a phthalocyanine compound obtained in Production Example 4. FIG. 5 is a mass spectrum [DC K —) of a phthalocyanine compound obtained in Production Example 4. FIG. 6 is a mass spectrum [DC I (+)] of a phthalocyanine compound obtained in Production Example 4. FIG. FIG. 7 is an IR spectrum of a phthalocyanine compound obtained in Production Example 5. FIG. Fig. 8 is a mass spectrum [MALDI (-)] of the phthalocyanine compound obtained in Production Example 5. FIG. 9 is an enlarged view of FIG. 8.

90120242.ptd Page 89

Claims (1)

c: \ Master file of patent cases \ 90 \ 90120242 \ 90] 20242 (replacement) -l.ptc Page 90 583244 In the modified formula, 'at least 4 of X ~~ and at least 4 of X17 ~ X32 are respectively i atoms', and the remaining are arbitrary substituents containing hydrogen atoms, and M represents Ga) ° The composition for a color filter according to the first item, wherein the substituents other than the halogen atom in X1 to Xu in the formula (1) are selected from the following groups: (hydrogen atom, hydroxyl group, nitrooxy group) , Alkylthio, aryl, alkyl, alkenyloxy, alkylcarbonyl, amine, alkylamino, cyano, alkyl, alkaryloxy, arylthio, aralkyl, alkenyl, alkoxycarbonyl, alkyl Carbonyloxy, alkylaminocarbonyl, alkoxy = fluoro, fluoroalkyl, fluorooxy, fluorothio, thio, alkoxy, acid, alkylsulfonyl, alkylsulfonyl, alkylamine Sulfonate, chlorosulfo, urea, sulfamidino, aliphatic heterocyclic, and aromatic heterocyclic). 3. The composition for a color filter according to item 1 of the scope of patent application, wherein in X1 to X32 in the general formula (2), the substituents other than the halogen atom are selected from the following, (Λ atom, warp group , Nitro, amine, amine, alkyl, alkynyl, alkyl, thio, aryl, aryloxy, arylthio, aryl, alkenyl, alkenyl, alkylcarbonyl, Alkoxycarbonyl, alkanoyl, lactoyl, succinyloxy, gasothio, diene, methyl, acid, xanthyl ^, yellow fermenting group, marrying stone and even JL. Ν 廿 Κ: Shen Yuen Nuo Li, Lithium, Alkyl Sulfonate, Pyridoxanyl, Urea,% Ammonium, Aliphatic | ^ ^ *, Finely Mixed Methyl, and Aromatic Heterocyclic Groups) . 4. A composition for a color filter ', characterized in that it contains a color material, and C: \ General file of patent cases \ 9〇 \ 9〇2〇242 \ 9〇12〇242 (replacing H.ptc, page 91, 583244, case No. 90120242, dated amendment 6, application patent scope, adhesive resin and / or single The composition for a color filter of a body contains an ugly cyanine pigment represented by the following general formula (3) as the color material Xs Χ6 ⑶ Xu Χίο (In the formula, at least 4 of Xi ~ X16 are halogen atoms, and the remainder is any of hydrogen atom, fluorenyloxy group, acid group or nitro group, where M is Ga-Z and Z is Halogen, hydroxy, alkoxy, or aryloxy). 5. A composition for a color filter, characterized in that the composition for a color filter containing a coloring material and an adhesive resin and / or a monomer contains one of the following general formula (4) Cyan pigment as color material XX Χβ Χ7 Xu Xi ⑷ c: \ General file of patent cases \ 90 \ 90120242 \ 90120242 (replacement) -l.ptc Page 92 583244 _ Case No. 90120242 _ year month month amendment _ 6, the scope of patent application (where Xi ~ X16 respectively represent halogen atoms Or a hydrogen atom, and at least four are halogen atoms, M is Ga-Z, and Z is a halogen atom or a hydroxyl group). 6. A composition for a color filter, characterized in that a composition for a color filter containing a color material and an adhesive resin and / or a monomer contains one of the following general formula (5) Cyan pigment as color material 5 C '6 7 XX 0 (wherein 6 to 10 of them are halogen atoms, and the remainder is any of a hydrogen atom, a fluorenyloxy group, a continuous acid group or a nitro group, where M is Ga-Z and Z is Represents a halogen atom). 7. A composition for a color filter, characterized in that a composition for a color filter containing a color material and an adhesive resin and / or a monomer contains a phthalate represented by the following general formula (6) Cyan pigment as color material Φ c: \ Master File of Patent Cases \ 90 \ 90120242 \ 90120242 (Replacement)-]. Ptc Page 93 583244 Six mm. 90120242__ Amendment of patent application scope γ (where Xi ~ X32 respectively represent halogen atom or hydrogen Atoms, χ ^ χ, and 1 less of X17 ~ X32:: is: original +, M is Ga). 8 · —A kind of color filter for forming, which is characterized in that the color filter composition containing a color material, an adhesive resin, and / or a monomer is contained to +-one of the following-general formulas: Or the following-general dicyanine pigment shown in general formula ^ is at least 4 of the color material Χβ ⑺ _ (wherein '8 1 to 8 16 T ---, ... v 罔 / small j 1 multiplier, any substituent, M is v 0, ai / Gong Yue Le 7 V uphill, original Shows any substituent) or 1n_z 'z is a table C: \ Total file of patent cases \ 90 \ 90] 20242 \ 90120242 (replacement)-]. Ptc Page 94 583244 Case No. 90120242 Amendment 6 、 Scope of patent application (where, at least 4 of Xj ~ X16 And at least four of X17 to X32 are each a halogen atom, the remaining are arbitrary substituents including a hydrogen atom, and M is A 1 or I η). 9. The composition for a color filter according to item 8 of the scope of patent application, wherein the substituents other than the halogen atom and the hydrogen atom in X! To X16 of the general formula (7) are 2 or less. 10. The composition for a color filter according to item 8 of the scope of patent application, wherein Xi ~ X16 & X17 ~ X32 in the general formula (8) has 2 or less substituents other than a halogen atom and a hydrogen atom, respectively. . 11. A composition for a color filter, wherein the composition for a color filter containing a coloring material, an adhesive resin, and / or a monomer contains a cyanine represented by the following general formula (9) Pigments Χβ χ7 参 See Xu χ〇 (where, Xi ~ X16 represent halogen or hydrogen atoms, respectively, and at least 4 are halogen atoms, M is VO, A1-Z, or In-Z, Z is a function atom Or Jingji). C: \ General file of patent cases \ 90 \ 90120242 \ 90120242 (replacement) -l.ptc Page 95 583244 Case No. 90120242 _ year month month amendment _ 6, the scope of patent application 1 2.-species. Composition for color filters It is characterized in that the color filter composition containing a color material, and a binder resin and / or a monomer contains a cyanine pigment represented by the following general formula (1 0) as the color material X1X1 HI / _ \ 2 3 X2X2 6 X2 X27 (wherein, at least 4 of halogen atoms or hydrogen atoms, respectively, and at least 4 of X17 to X32 are halogen atoms, and M is A 1 or In) . 1 3. A composition for a color filter, characterized in that a composition for a color filter containing a color material, an adhesive resin and / or a monomer contains the following general formula (1 1) Cyanine pigment as color material X ”Χίο # (wherein 8 to 16 of Xj to X16 are halogen atoms, and the remaining substituents are hydrogen C: \ Master File of Patent Cases \ 90 \ 90120242 \ 90120242 (Replacement)-]. Ptc Page 96 June Amendment ^ S ^ _9〇12 ^ 2 The scope of patent application original: 'Μ means v0, or ^ ~ — 1 4 · A color filter 2 represents a halogen atom). Material green 7 and / or c · 丨 ^ composition 'characterized by reducing the color containing c. I. pigment or monomer ^ w 6 as a color material, and containing an adhesive resin and / or a right a # Γ sheet In the composition, Dan 3 has a longer wavelength than that of the composition. C · 丨 · Pigment Green 7 and C. I · Pigment Green 36 1 5 pigment. The composition for color filters of medium ratio CI Pigment Green 7 and \, whose transmission wavelength of phthalocyanine quaternary pigment green 36 has a longer wavelength of the largest penetrating trivalent metal, 7Λ is a bivalent metal, and L1-z (However, L] is epigenetic; the trivalent substituted gold shown by L2-z2 (but ,: not an arbitrary substituent) is the same or different): tetravalent gold ^, Z is an arbitrary substituent '2 Z can be made of lanthanum or lanthanum, which is the fourth or second metal, the oxygen-containing metal shown by L3 = 0, is the central gold :, and is a compound 'or has L1 M2_z as a slave and the L or The dagger 2 is a dimer that combines with the central metal of other phthalocyanine-based compounds through an oxygen atom. 1 6 · As for the composition for color filters according to item 4 of the scope of the patent application, which, $ c · I · Pigment Green 7 and (: .1. Pigment Green 36 have a longer wavelength, the maximum wavelength The cyanine-based pigment is a phthalocyanine-based pigment represented by the following general formula (丨 2) or (丨 3) M3244 " " " ^ 7-^ L_9〇] J〇242 ___ Month / Day__Amendment / 、、 Scope of patent application '--- 工 Τ' χ ~ \ 6 At least 4 of them are halogen atoms, The remainder is a substituent containing a hydrogen atom of gold ^ μ, M is a divalent metal, L1-Z (However, L1 is a trivalent 2 (Ren'L2 is a tetravalent metal, Z is an arbitrary substituent, 2 ζ May: same or different) tetravalent substituted metal shown, oxygen-containing metal shown by L3 = 0, or lanthanum) = _ 属 ’Z is a trivalent substituted metal shown as an arbitrary substituent), (In the formula, 'at least 4 of X-Xu and at least 4 of X17-X32 are white atoms and the remaining substituents are nitrogen-containing arbitrary substituents.' M is represented by or L2-Z '(but, u, L2 and ζ are synonymous with general formula (12))). 17 · The composition for a color filter according to item 16 of the patent application scope, wherein μ in the general formula (12) is Cu, Ni, Ga-Z, A, Z, In-Z, or v = 0 〇 1 8 If the composition for a color filter according to item 7 of the application for a patent, wherein 乂 ^ 一般 in the general formula (12) is, the substituents other than halogen atoms are selected from the following groups, (hydrogen Atom, hydroxyl, nitro, amine, alkylamino, cyano, alkyl, alkoxy, alkylthio, aryl, aryloxy, arylthio, aralkyl, olefin 583244 Case No. 90120242 Amendment VI. Patent application scope, alkenyloxy, alkoxycarbonyl, alkoxycarbonyl, alkoxycarbonyl, alkaminocarbonyl, alkoxyalkyl, fluoroalkyl, fluoroalkoxy, fluorine Alkylthio, carboxyl, sulfonyl, sulfonyl, sulfanylsulfanyl, alkaminosulfanyl, alkylsulfamate, gassulfonyl, urea, sulfanilino, aliphatic heterocyclic, And aromatic heterocyclic groups). 19 · The composition for a color filter according to item 18 of the scope of patent application, wherein X in the general formula (12) to X16t, and the substituents other than the halogen atom are a hydrogen atom, an oxy group, and an acid group. Or any of Zorky. 2 0. The composition for a color filter according to item 16 of the patent application, wherein M in the general formula (13) is Ga, Al, or In. 2 1 · The composition for a color filter according to item 16 of the scope of patent application, wherein in the general formula (13), a substituent other than a halogen atom is selected from the following group: (hydrogen atom, hydroxyl group, nitrate Base, amino, alkylamino, cyano, alkyl, alkoxy, alkylthio, aryl, aryloxy, arylthio, aralkyl, alkenyl, dilute oxy, alkyl Oxycarbonyl, alkoxy, amine, carbonyl, oxyalkyl, fluoroalkyl, fluoroalkoxy, fluoroalkylthio, carboxyl, methylamino, sulfonic acid, alkylsulfonyl, alkylsulfonyl Group, alkylsulfamate group, gasketyl group, ureido group, sulfonamido group, aliphatic heterocyclic group, and aromatic heterocyclic group). 2 2 · If the composition for a color filter according to item 20 of the patent application scope, wherein X to X32 in the general formula (1 3), the substituents other than the halogen atom are selected from the following groups, ( Hydrogen atom, hydroxyl, nitro, amine, alkylamino, cyano, alkyl, alkoxy, alkylthio, aryl, aryloxy, arylthio, aralkyl, alkenyl, 90120242 (replacement) _l_ptc Page 99 583244 ---- Case No. 90120242_Year a Amendment VI. Patent Application Range Diluted Oxygen, Ammonium Carbonyl, Burned Oxycarbonyl, Burned Carbonyloxy, Alkylaminocarbonyl, Alkoxyalkyl , Sulfanyl, fluoranyl, thiol, carboxyl, fluorenyl, sulfo ~ fluorenyl, fluorenyl, amine, sulfonyl, chlorinated acid, chlorinated, ▼ Urea group, sulfonamido group, aliphatic heterocyclic group, and aromatic heterocyclic group). 23. For example, in the composition for color filter No. 21 or 22 of the scope of application for patent, wherein in the general formula (1 3), \ ~ Xu, the substituents other than the halogen atom are a hydrogen atom, an alkoxy group, and a sulfonic acid. Either radical or nitro. 24. The composition for a color filter according to any one of items i to 22 of the scope of application for a patent, wherein the composition for a color filter contains a monomer, and the monomer 2 has at least one ethylenic property in the molecule Additive polymerization of a double bond group 2 ^ The composition for a color filter, such as the scope of application for patent No. 24, is a δ photopolymerization initiation system. Group I6 :: The application of any one of the items 1 to 22 in the patent scope of the patent application is for the composition of the sage color filter for human cedar hearts. The composition for the color filter contains an adhesive resin. Has a carboxyl or phenolic hydroxyl group. Λ7: The composition for a color filter for a color-crossing filter according to any one of φΛ patent scopes is a composition containing an adhesive resin, and the adhesive. Shuyue is an acrylic resin. 28. If the scope of application for patents Nos. 1 to 22, Fu Zhi ~ Lizhan adhesive resin is 二 i / ii ^ S, and the product is containing a binder resin, and the decorative 细 w fine has a vinyl double bond in the side chain nice. 29 · —A kind of color filter, which has the characteristics of ° ° 1 to 22, 24, 25 in 28. "There is a composition for the use of color filters such as patent application ~ 90120242 (Replaces M.ptc Page 100 583244 _ Case No. 90120242_ year, month, day, day 6 amendments, day image formed by the scope of the patent application. 3 0. —A kind of ugly cyanine system as shown by the following general formula (1 4) Compound C: \ Patent Archives \ 9〇 \ 9〇] 2〇242 \ 9〇12〇242 (replace hl.ptc page 101