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WO2013176383A1 - Composé colorant bleu triarylméthane, composition de résine bleue pour filtre coloré le comprenant et filtre coloré utilisant celle-ci - Google Patents

Composé colorant bleu triarylméthane, composition de résine bleue pour filtre coloré le comprenant et filtre coloré utilisant celle-ci Download PDF

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Publication number
WO2013176383A1
WO2013176383A1 PCT/KR2013/002064 KR2013002064W WO2013176383A1 WO 2013176383 A1 WO2013176383 A1 WO 2013176383A1 KR 2013002064 W KR2013002064 W KR 2013002064W WO 2013176383 A1 WO2013176383 A1 WO 2013176383A1
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Prior art keywords
formula
blue
resin composition
color filter
dye compound
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Ceased
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PCT/KR2013/002064
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English (en)
Korean (ko)
Inventor
박순현
김정록
김정기
이민정
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Kyung In Synthetic Corp
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Kyung In Synthetic Corp
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    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B11/00—Diaryl- or thriarylmethane dyes
    • C09B11/04—Diaryl- or thriarylmethane dyes derived from triarylmethanes, i.e. central C-atom is substituted by amino, cyano, alkyl
    • G—PHYSICS
    • G02—OPTICS
    • G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
    • G02B5/00—Optical elements other than lenses
    • G02B5/20—Filters
    • G02B5/22—Absorbing filters
    • G02B5/223—Absorbing filters containing organic substances, e.g. dyes, inks or pigments
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B11/00—Diaryl- or thriarylmethane dyes
    • C09B11/04—Diaryl- or thriarylmethane dyes derived from triarylmethanes, i.e. central C-atom is substituted by amino, cyano, alkyl
    • C09B11/10—Amino derivatives of triarylmethanes
    • C09B11/12—Amino derivatives of triarylmethanes without any OH group bound to an aryl nucleus
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B67/00—Influencing the physical, e.g. the dyeing or printing properties of dyestuffs without chemical reactions, e.g. by treating with solvents grinding or grinding assistants, coating of pigments or dyes; Process features in the making of dyestuff preparations; Dyestuff preparations of a special physical nature, e.g. tablets, films
    • C09B67/0033—Blends of pigments; Mixtured crystals; Solid solutions
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B69/00—Dyes not provided for by a single group of this subclass
    • C09B69/10—Polymeric dyes; Reaction products of dyes with monomers or with macromolecular compounds
    • C09B69/103—Polymeric dyes; Reaction products of dyes with monomers or with macromolecular compounds containing a diaryl- or triarylmethane dye
    • G—PHYSICS
    • G02—OPTICS
    • G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
    • G02B5/00—Optical elements other than lenses
    • G02B5/20—Filters
    • G—PHYSICS
    • G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03F—PHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR
    • G03F7/00—Photomechanical, e.g. photolithographic, production of textured or patterned surfaces, e.g. printing surfaces; Materials therefor, e.g. comprising photoresists; Apparatus specially adapted therefor
    • G—PHYSICS
    • G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03F—PHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR
    • G03F7/00—Photomechanical, e.g. photolithographic, production of textured or patterned surfaces, e.g. printing surfaces; Materials therefor, e.g. comprising photoresists; Apparatus specially adapted therefor
    • G03F7/0005—Production of optical devices or components in so far as characterised by the lithographic processes or materials used therefor
    • G03F7/0007—Filters, e.g. additive colour filters; Components for display devices
    • G—PHYSICS
    • G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03F—PHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR
    • G03F7/00—Photomechanical, e.g. photolithographic, production of textured or patterned surfaces, e.g. printing surfaces; Materials therefor, e.g. comprising photoresists; Apparatus specially adapted therefor
    • G03F7/004—Photosensitive materials
    • G03F7/027—Non-macromolecular photopolymerisable compounds having carbon-to-carbon double bonds, e.g. ethylenic compounds
    • G—PHYSICS
    • G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03F—PHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR
    • G03F7/00—Photomechanical, e.g. photolithographic, production of textured or patterned surfaces, e.g. printing surfaces; Materials therefor, e.g. comprising photoresists; Apparatus specially adapted therefor
    • G03F7/004—Photosensitive materials
    • G03F7/09—Photosensitive materials characterised by structural details, e.g. supports, auxiliary layers
    • G03F7/105—Photosensitive materials characterised by structural details, e.g. supports, auxiliary layers having substances, e.g. indicators, for forming visible images

Definitions

  • the present invention relates to a blue dye compound for color filters, and more particularly, to a novel triarylmethane dye compound having improved solubility, high heat resistance and high luminance compared to conventional dyes, and a blue resin composition for color filters including the same. And a color filter using the same.
  • the liquid crystal display displays an image by using optical and electrical properties of the liquid crystal material.
  • the liquid crystal display device has advantages such as light weight, low power, low driving voltage, and the like compared to a CRT, a plasma display panel, and the like.
  • the liquid crystal display device includes a liquid crystal layer positioned between glass substrates. Light generated from the light source passes through the liquid crystal layer, and the liquid crystal layer controls light transmittance. The light passing through the liquid crystal passes through the color filter layer and implements a full color screen by additive mixing using light passing through the color filter layer.
  • dyeing, printing, electrodeposition, and pigment dispersing methods are known as color filter manufacturing methods for liquid crystal display devices.
  • methods of using dyes have been studied.
  • heat resistance, light resistance, It is difficult to apply because of low chemical resistance, etc., compared to pigments, and the pigment dispersion method is generally applied at present because there is no economical efficiency due to a complicated process in the dyeing method.
  • Pigments are less transparent than dyes but have been overcome by advances in pigment miniaturization and dispersion techniques. Since the color filter manufactured by the pigment dispersion method uses pigments, it is stable against light, heat, solvents, etc., and when patterned by photolithography, it is easy to manufacture color filters for large screens and high-precision color displays. have.
  • Pigments used in the pigment-disperse color resists include red, green, and blue pigments, respectively, when forming an RGB color filter, and in general, yellow pigments, purple pigments, and the like may be further included in order to express colors more effectively.
  • a color resist solution is first applied onto a substrate by a spin coater and dried to form a coating film. Subsequently, a color pixel is obtained by pattern exposure and development of a coating film, it heat-processes at high temperature, the pattern of a 1st color is obtained, and this operation is repeated according to the number of colors, and a color filter is produced.
  • the most important factors influencing the performance of the color resist are the properties of the pigment used as the colorant, its dispersibility, and the dispersion state. Recently, with the increase in size and high definition of LCDs, the demand characteristics of color filters such as high transmittance of color layer, high contrast ratio, narrow black matrix width and high reliability are increasing every year. As a means for satisfying these requirements, color pigments such as brightness and contrast ratio have been satisfied by miniaturizing the pigment as far as possible.
  • the pigment powder obtained by synthesis cannot be used as it is, in order to facilitate stable dispersion and miniaturization, and a pigmentation process such as salt milling is required, and such a post-treatment process is undesirable in terms of environmental protection.
  • a pigmentation process such as salt milling is required, and such a post-treatment process is undesirable in terms of environmental protection.
  • many additives such as dispersants and pigment derivatives are required to stabilize the dispersion state, and production is possible only after a very difficult and cumbersome manufacturing process.
  • pigment dispersions require difficult storage and transportation conditions in order to maintain optimum quality.
  • the pigment is present in the form of particles, which not only scatters the light but also causes the pigment surface area to increase rapidly due to the miniaturization of the pigment, thereby producing color resists due to the generation of uneven pigment particles due to deterioration of dispersion stability. There is a difficulty.
  • triarylmethane dyes have a high transmittance at 420-450 nm of the color filter, but the solubility of the solvent used in the color composition for the color filter is inferior, and heat resistance is poor.
  • PGMEA propylene glycol monomethyl ether acetate
  • PGME propylene glycol monomethyl ether
  • cyclohexanone cyclohexanone
  • solubility in cyclohexanone is easy to secure, but solubility in PGMEA or PGME has a low problem.
  • cyclohexanone is prohibited from being used as an environmentally harmful substance, which requires a dye having high solubility in PGMEA or PGME.
  • the problem to be solved by the present invention is to solve the above problems, to ensure the brightness and contrast ratio, etc. superior to the pigment and to solve the problems such as heat resistance of the existing triaryl methane dyes having a level of heat resistance equivalent to the pigment It is to provide a blue dye compound.
  • the present invention also provides a blue resin composition for a color filter comprising the blue dye compound and a color filter using the same.
  • the present invention to solve the above problems,
  • X - is trifluoromethanesulfonic acid or bistrifluorotansulfonimide anion
  • R 1 , R 2 , R 3 and R 4 are each independently hydrogen, a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms, a substituted or unsubstituted aromatic hydrocarbon having 6 to 10 carbon atoms, and represented by the following [formula 1]: Is any one selected from R 5 ,
  • At least one of R 1 , R 2 , R 3, and R 4 includes R 5 ,
  • N is an integer of 1 to 10
  • R 5 is represented by the following [formula 1].
  • M is an integer of 1 to 10, and R 6 is hydrogen or methyl.
  • the present invention provides a triarylmethane blue dye compound represented by the following [Formula 2] to solve the above problems.
  • X - is trifluoromethanesulfonic acid or bistrifluoromethanesulfonimide anion
  • R 7 , R 8 , R 9 and R 10 are each independently hydrogen, a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms, a substituted or unsubstituted aromatic hydrocarbon having 6 to 10 carbon atoms, and as [Formula 2] Is any one selected from R 11 displayed,
  • At least one of R 7 , R 8 , R 9 and R 10 includes R 11 ,
  • N is an integer of 1 to 10
  • R 11 is represented by the following [Formula 2].
  • M is an integer of 0 to 10
  • R 12 is hydrogen or methyl
  • Blue dye compounds Binder resins; Reactive unsaturated compounds; Polymerization initiator; Organic solvents; And additives;
  • the blue dye compound provides a blue resin composition for a color filter, characterized in that the compound represented by the above [Formula 1] or [Formula 2].
  • the blue dye compound may further include at least one selected from xanthene dye, cyanine dye, and azapopyrine dye together with the compound of [Formula 1] or [Formula 2]. Can be.
  • the blue dye compound may be 0.01% by weight to 50% by weight relative to the total weight of the blue resin composition.
  • the blue resin composition for a color filter according to the present invention may further include a blue pigment as necessary, and the blue pigment may be a copper phthalocyanine-based blue pigment.
  • the reactive unsaturated compound is a thermosetting monomer or oligomer; Photocurable monomers and oligomers; And it may be selected from the group consisting of a combination thereof.
  • the polymerization initiator may be selected from the group consisting of a thermosetting initiator, a photocuring initiator and a combination thereof.
  • the triarylmethane blue dye compound according to the present invention has excellent solubility, high heat resistance and high brightness property to propylene glycol monomethyl ether acetate (PGMEA). Therefore, when using the triarylmethane blue dye compound according to the present invention, it is possible to produce a color filter of high brightness, high contrast ratio compared to the color filter using a conventional pigment.
  • PMEA propylene glycol monomethyl ether acetate
  • the blue dye compound according to the present invention is excellent in solubility, heat resistance, high brightness and the like, and is suitable as a blue composition for color filters.
  • the blue dye compound according to the present invention may be a blue dye compound represented by the following [Formula 1].
  • X - is trifluoromethanesulfonic acid or bistrifluoromethanesulfonimide anion
  • R 1 , R 2 , R 3 and R 4 are each independently hydrogen, a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms, a substituted or unsubstituted aromatic hydrocarbon having 6 to 10 carbon atoms, and represented by the following [formula 1]: Is any one selected from R 5 ,
  • At least one of R 1 , R 2 , R 3, and R 4 includes R 5 ,
  • N is an integer of 1 to 10
  • R 5 is represented by the following [formula 1].
  • M is an integer of 1 to 10, and R 6 is hydrogen or methyl.
  • the blue dye compound according to the present invention may be a blue dye compound represented by the following [Formula 2].
  • X - is trifluoromethanesulfonic acid or bistrifluoromethanesulfonimide anion
  • R 7 , R 8 , R 9 and R 10 are each independently hydrogen, a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms, a substituted or unsubstituted aromatic hydrocarbon having 6 to 10 carbon atoms, and as [Formula 2] Is any one selected from R 11 displayed,
  • At least one of R 7 , R 8 , R 9 and R 10 includes R 11 ,
  • N is an integer of 1 to 10
  • R 11 is represented by the following [Formula 2].
  • M is an integer of 0 to 10
  • R 12 is hydrogen or methyl
  • the blue resin composition for a color filter according to the embodiment of the present invention may include the blue dye compound, a binder resin, a reactive unsaturated compound, a polymerization initiator, an organic solvent, and an additive, and may further include a blue pigment, if necessary. have.
  • the blue dye compound may optionally further include one or more other dyes together with the compound according to [Formula 1] or [Formula 2], and other dyes to be additionally included are generally used in color filter blue resin compositions. Aciden dyes, cyanine dyes, azapophyrin dyes and the like.
  • the blue dye compound optionally comprising at least one other dye together with the compound according to [Formula 1] or [Formula 2] may be included in 0.01% to 50% by weight relative to the total weight of the blue resin composition, the blue dye compound When it is contained in the above range, it is excellent in solubility in solvents, has high brightness, and is excellent in heat resistance.
  • the blue pigment may be used by selecting one or more of the blue pigments generally used in the conventional colored resin composition for color filters, and may include a copper phthalocyanine-based blue pigment.
  • the copper phthalocyanine-based blue pigments include compounds classified as pigments in the Color Index (Published by The Society of Dyers and Colourists). Specific examples include C.I. Color Index Pigment Blue 1, 15, 15: 1, 15: 2, 15: 3, 15: 4, 15: 6, 16, 60 and the like.
  • the blue resin composition for a color filter may express high luminance by having excellent transmittance at 420 nm to 450 nm by using the compound dye of [Formula 1] or [Formula 2] according to the present invention.
  • the binder resin is not particularly limited as long as it is a resin capable of exhibiting binding force, and a known film-forming resin is particularly useful.
  • cellulose resins in particular carboxymethylhydroxyethyl cellulose and hydroxyethyl cellulose, acrylic acid resins, alkyd resins, melamine resins, epoxy resins, polyvinyl alcohols, polyvinyl pyrrolidones, polyamides, polyamide-imines, Binders, such as polyimide, are useful.
  • Useful binders also include resins having photopolymerizable unsaturated bonds, for example acrylic resins.
  • resins having photopolymerizable unsaturated bonds for example acrylic resins.
  • homopolymers and copolymers of polymerizable monomers such as methyl methacrylate, ethyl methacrylate, propyl methacrylate, butyl methacrylate, styrene and styrene derivatives, methacrylic acid, itaconic acid, maleic acid, male Copolymers between anhydrides, polymerizable monomers containing carboxylic groups such as monoalkyl maleates, and polymerizable monomers such as methacrylic acid, styrene and styrene derivatives are useful.
  • Examples include compounds containing an oxirane ring and an ethylenically unsaturated compound, for example, glycidyl (meth) acrylate, acryloyl glycidyl ether and monoalkylglycidyl itaconate and the like carboxyl- Reaction products of the containing polymerized compounds, and compounds containing hydroxyl groups and ethylenically unsaturated compounds (unsaturated alcohols), respectively (e.g.
  • the equivalent amount of unsaturation of the binder (molecular weight of binder per unsaturated compound) is generally in the range of 200 to 3,000, in particular in the range of 230 to 1,000, in order to provide not only suitable photopolymerization but also film hardness.
  • the acid value is generally 20 to 300, in particular 40 to 200, to provide sufficient alkali developability after film exposure.
  • the average molecular weight of the binder is preferably 1,500 to 200,000, particularly 10,000 to 50,000 g / mol.
  • the reactive unsaturated compound may be selected from the group consisting of a thermosetting monomer or oligomer, a photocurable monomer or oligomer, and a combination thereof, preferably the photocurable monomer, at least one reactive double bond and further reactive in the molecule May contain groups.
  • Useful photocurable monomers in this connection are in particular reactive solvents or reactive diluents, for example mono-, di-, tri- and polyfunctional acrylates and methacrylates, vinyl ethers, glycidyl ethers and the like. Additional reactive groups include aryl, hydroxyl, phosphate, urethane, secondary amines, N-alkoxymethyl groups and the like.
  • Monomers of this kind are known in the art and are described, for example, in Roempp, Lexikon, Lacke und Druckmaschine, Dr. Ulrich Zorll, Thimem Verlag Stuttgart-New York, 1998, p 491/492.
  • the choice of monomer depends in particular on the type and intensity of irradiation used, the desired reaction by the photoinitiator and the film properties.
  • These photocurable monomers can also be used individually or in combination of monomers.
  • the polymerization initiator may be a thermosetting initiator, a photocuring initiator or a combination thereof, preferably a photocuring initiator, and such photocuring initiator may be a result of absorption of visible or ultraviolet light, for example, the monomer and / or A compound that forms a reaction intermediate capable of inducing a polymerization reaction of a binder.
  • Photoinitiators or are known in the art and are described, for example, in Roempp, Lexikon, Lacke und Druckmaschine, Dr. Ulrich Zorll, Thimem Verlag Stuttgart-New York, 1998, p 445/446.
  • Such organic solvents are, for example, ketones, alkylene glycol ethers, alcohols and aromatic compounds.
  • the ketone group includes acetone, methyl ethyl ketone, cyclohexanone, and the like
  • the alkylene glycol ether group includes methyl cellosolve (ethylene glycol monomethyl ether), butyl cellosolve (ethylene glycol monobutyl ether), and methyl solosorbe acetate.
  • the aromatic solvent group includes benzene, toluene, xylene, N-methyl-2-pyrrolidone, ethyl N-hydroxymethylpyrrolidone-2 acetate and the like. Further other solvents include 1,2-propanediol diacetate, 3-methyl-3-methyl-3methoxybutyl acetate, ethyl acetate, tetrahydrofuran and the like. These solvents can be used alone or in mixtures.
  • Such additional additives may be used without limitation as long as they meet the respective purpose.
  • fatty acids, fatty amines, alcohols, bean oils, waxes, rosins, resins, benzotriazole derivatives, and the like may be used to improve surface texture. More preferably, as the fatty acid, Stearic acid or Behenic acid may be used, and as the fatty amine, Stearylamine may be used.
  • the blue dye compound has a high solubility of 10% or more in PGMEA in Synthesis Examples 2 and 4, and in Synthesis Examples 1 and 3, it is confirmed that the solubility of 3% or more in PGMEA It became. It was confirmed that the compound of the comparative example showed relatively low solubility as compared with the compound of the example. Therefore, the blue dye compound according to the present invention has excellent solubility in organic solvents.
  • the photosensitive blue resin composition was manufactured with the following composition.
  • a photosensitive blue resin composition was prepared in the same manner as in Example 1, except that 2.3 g of a compound of Synthesis Example 2 was used as a blue dye compound.
  • a photosensitive blue resin composition was prepared in the same manner as in Example 1, except that 2.3 g of the compound of Synthesis Example 3 was used as a blue dye compound.
  • a photosensitive blue resin composition was prepared in the same manner as in Example 1, except that 2.3 g of the compound of Synthesis Example 4 was used as a blue dye compound.
  • a photosensitive blue resin composition was prepared in the same manner as in Example 1, except that C.I. Blue pigment 15: 6 1.65 g, C.I. Purple pigment 23 was prepared using 0.65 g.
  • a photosensitive blue resin composition was prepared in the same manner as in Example 1, but prepared by adding 2.3 g of the compound of [Compound] of the comparative example instead of the blue dye compound.
  • a blue resin composition for color filters prepared in Examples 1 to 4 and Comparative Examples 1 and 2 was spin-coated to a thickness of 2 ⁇ m on a glass substrate of 10 cm ⁇ 10 cm, respectively, at a temperature of 90 ° C. Pre-bake was performed for 3 minutes at and then cooled at room temperature for 1 minute. This was exposed at an exposure amount (365 nm standard) of 100 mJ / cm 2 using an exposure machine.
  • luminance was measured using a spectrophotometer MCPD3700 of Otsuka electronic, and using CT-1 of Tsubosaka Co., Ltd. Contrast ratio was measured.
  • the transmission spectrum is shown in FIG. 1, and the results of luminance and contrast measurement are shown in the following [Table 2].
  • Comparative Example 2 the luminance was lowest because of the low transmittance at 420-450 nm, and in Examples 1 to 4, the luminance was higher than that of Comparative Example 1 using the pigment. In particular, in the case of Example 4, it can be seen that the luminance is 18% or more higher than that of Comparative Example 1 using the pigment.
  • the blue resin compositions for color filters prepared in Examples and Comparative Examples were spin-coated to a thickness of 2 ⁇ m on a 10 cm ⁇ 10 cm glass substrate, respectively, and prebaked for 3 minutes on a 90 ° C. hot plate. -bake) and then cooled at room temperature for 1 minute. This was exposed at an exposure amount (365 nm standard) of 100 mJ / cm 2 using an exposure machine.
  • the triarylmethane blue dye compound according to the present invention has excellent solubility, high heat resistance, and high brightness in propylene glycol monomethyl ether acetate (PGMEA), it is possible to produce a color filter having higher brightness and higher contrast ratio than a color filter using a conventional pigment. It is possible.
  • PMEA propylene glycol monomethyl ether acetate

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  • General Physics & Mathematics (AREA)
  • Chemical & Material Sciences (AREA)
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  • Optics & Photonics (AREA)
  • Engineering & Computer Science (AREA)
  • Architecture (AREA)
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PCT/KR2013/002064 2012-05-23 2013-03-14 Composé colorant bleu triarylméthane, composition de résine bleue pour filtre coloré le comprenant et filtre coloré utilisant celle-ci Ceased WO2013176383A1 (fr)

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KR10-2012-0054670 2012-05-23
KR1020120054670A KR101380942B1 (ko) 2012-05-23 2012-05-23 트리아릴메탄 청색 염료 화합물, 이를 포함하는 컬러필터용 청색 수지 조성물 및 이를 이용한 컬러필터

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Cited By (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2015098999A1 (fr) * 2013-12-27 2015-07-02 和光純薬工業株式会社 Composition colorante à base de triarylméthane
JP2016006136A (ja) * 2014-06-20 2016-01-14 東友ファインケム株式会社Ｄｏｎｇｗｏｏ Ｆｉｎｅ−Ｃｈｅｍ Ｃｏ．， Ｌｔｄ． 化合物及び着色硬化性樹脂組成物
WO2016111923A1 (fr) 2015-01-05 2016-07-14 Basf Se Photo-initiateurs à faible migration durcissable par des del
KR20160103277A (ko) 2015-02-24 2016-09-01 동우 화인켐 주식회사 착색 감광성 수지 조성물, 이로부터 제조된 컬러필터 및 이를 구비한 액정표시장치
EP3150643A4 (fr) * 2014-05-30 2017-06-07 Wako Pure Chemical Industries, Ltd. Composition colorée à base de triphenylméthane
CN108473423A (zh) * 2016-02-11 2018-08-31 株式会社Lg化学 化合物、包含其的着色材料组合物和包含其的树脂组合物
US10875950B2 (en) 2015-08-13 2020-12-29 Fujifilm Corporation Coloring composition, cured film, color filter, method for manufacturing color filter, solid-state imaging device, image display device, and polymer

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US10875950B2 (en) 2015-08-13 2020-12-29 Fujifilm Corporation Coloring composition, cured film, color filter, method for manufacturing color filter, solid-state imaging device, image display device, and polymer
CN108473423B (zh) * 2016-02-11 2021-07-23 株式会社Lg化学 化合物、包含其的着色材料组合物和包含其的树脂组合物
CN108473423A (zh) * 2016-02-11 2018-08-31 株式会社Lg化学 化合物、包含其的着色材料组合物和包含其的树脂组合物

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