CN100432714C - Red staining composition for color filter, color filter and liquid crystal display device - Google Patents
Red staining composition for color filter, color filter and liquid crystal display device Download PDFInfo
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- CN100432714C CN100432714C CNB2006101463576A CN200610146357A CN100432714C CN 100432714 C CN100432714 C CN 100432714C CN B2006101463576 A CNB2006101463576 A CN B2006101463576A CN 200610146357 A CN200610146357 A CN 200610146357A CN 100432714 C CN100432714 C CN 100432714C
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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
- 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
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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
- 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
- C09B67/0034—Mixtures of two or more pigments or dyes of the same type
- C09B67/0038—Mixtures of anthraquinones
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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
- 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
- C09B67/0034—Mixtures of two or more pigments or dyes of the same type
- C09B67/0039—Mixtures of diketopyrrolopyrroles
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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
- 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
- C09B67/0041—Blends of pigments; Mixtured crystals; Solid solutions mixtures containing one azo dye
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- 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
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Abstract
Red staining composition for color filter, which has a colorant carrier composed of transparent resin, and its former or their compound and red colorant. The red colorant at least has three follow pigments, and the average once grain diameter of each pigments is 10-50 nm, said three pigments are dioxide-pyrrole and pyrrole red pigments, anthraquinones red pigments and azo pigments. The color filter has a red color filter section formed by the red staining composition using the color filter. In addition, the liquid crystal display device has the color filter.
Description
Technical field
The present invention relates to the color filter that in the formation of the filter section of the color filter that is configured for liquid crystal indicator and solid-state imager, uses with red colored composition, use color filter that this color filter obtains with red colored composition and liquid crystal indicator with this color filter.
Background technology
In recent years, liquid crystal indicator is owing to it saves space or light weight and power saving etc. for slim being be evaluated as, and the most proximad the TV purposes popularizes just in fast development.As the TV liquid crystal indicator, require further to improve performances such as brightness or contrast, in color filter, also expect further high brightnessization, high-contrastization etc. as the parts that constitute liquid crystal indicator.
In the past, the colouring matter as the red filter joint that constitutes color filter can use the C.I. paratonere 177 as anthraquinone class red pigment.This pigment can be easy to carry out miniaturization by mechanical treatment, and, owing to can be disperseed with comparalive ease by the pigment of miniaturization, so help improving contrast (for example, with reference to Japanese kokai publication hei 10-148712 communique).But the color filter that has used this pigment is because dichroism that this pigment had, thereby limited the raising of brightness.
Recently, use C.I. paratonere 254 to replace anthraquinone class red pigment as diketopyrrolopyrroles class red pigment morely.This pigment is compared with C.I. paratonere 177, because near the transmitted spectrum the 600nm is offset to short wavelength side, so the absorption of red open-wire line backlight becomes still less, thereby can make brightness improve (for example, opening the 2002-328217 communique) with reference to Japanese kokai publication hei 11-231516 communique, spy.But,,,, disperse the difficulty that becomes, thereby be not easy to improve contrast along with the miniaturization degree uprises because the cohesiveness of miniaturization pigment is strong though be easy to miniaturization by mechanical treatment.
On the other hand, proposed by two kinds of red pigments and yellow uitramarine are mixed, thereby improved the scheme (above-mentioned Japanese kokai publication hei 10-148712 communique) of color characteristics.But,, be inadequate for high-contrastization although the combination of these three kinds of pigment is effective to the color reproduction zone of expansion color filter.
Summary of the invention
Therefore, the purpose of this invention is to provide the color filter that can form the high red filter of brightness and contrast joint with red colored composition, possess color filter that the high red filter of brightness and contrast saves and liquid crystal indicator with this color filter.
According to an aspect of the present invention, the color filter red colored composition is provided, it contains colouring matter carrier and the red colored material of being made up of transparent resin, its precursor or their potpourri, it is characterized in that, above-mentioned red colored material contains following three kinds of pigment at least, and the average primary particle diameter of each pigment is 10-50nm, and described three kinds of pigment are diketopyrrolopyrroles class red pigment, anthraquinone class red pigment and azo class yellow uitramarine.
According to a second aspect of the invention, provide color filter, it is characterized in that, it possesses the red filter joint that uses color filter of the present invention to form with red colored composition.
In addition, according to a third aspect of the present invention, provide liquid crystal indicator, it is characterized in that, it possesses color filter of the present invention.
Use color filter of the present invention can form red colored film with red colored composition, for this red colored film, when using the colourity of F10 light source measurement XYZ chromatic diagram, x be 0.64 o'clock chromaticity y in the scope of 0.30-0.35 and brightness Y value be to be preferred more than 23.Preferred brightness Y value is high as far as possible, and is limited to about 28 in fact.
In addition, with in the red colored composition, preferably with respect to the general assembly (TW) of above-mentioned three kinds of pigment, above-mentioned diketopyrrolopyrroles class red pigment accounts for 30-75 weight % at color filter of the present invention, anthraquinone class red pigment accounts for 20-60 weight %, and azo class yellow uitramarine accounts for 5-30 weight %.
In addition, preferred above-mentioned diketopyrrolopyrroles class red pigment is a C.I. paratonere 254, and above-mentioned anthraquinone class red pigment is a C.I. paratonere 177, and above-mentioned azo class yellow uitramarine is a C.I. pigment yellow 150.
Color filter of the present invention can form the high red filter joint of brightness and contrast with red colored composition.
In addition, the color filter of the application of the invention, liquid crystal indicator can high brightnessization, high-contrastization.
Description of drawings
Fig. 1 is the sectional view of an example of schematically representing to possess the liquid crystal indicator of color filter of the present invention.
Embodiment
At first, color filter of the present invention is described with red colored composition.
Color filter of the present invention contains colouring matter carrier and the red colored material of being made up of transparent resin, its precursor or their potpourri with red colored composition, can contain dispersing aid, Photoepolymerizationinitiater initiater, sensitizer, organic solvent, levelling agent etc. as required.
Color filter of the present invention contains diketopyrrolopyrroles class red pigment, anthraquinone class red pigment and three kinds of pigment of azo class yellow uitramarine (below, these three kinds of pigment are called " three kinds of specific pigments ") at least with the red pigment that contains in the red colored composition.
With in the red colored composition,, mix three kinds of specific pigments at least at color filter of the present invention in order to have high brightness and high-contrast concurrently.That is, when only using the diketopyrrolopyrroles class red pigment that helps the brightness raising separately, owing to can not obtain sufficient contrast, so also with the anthraquinone class red pigment that helps high-contrastization.But, if mix anthraquinone class red pigment, then because the absorption of red open-wire line backlight becomes many, so brightness descends in order to obtain sufficient contrast.Therefore, in order to keep high brightness, also to be mixed with the azo class yellow uitramarine that is beneficial to high-contrastization.
Use in the red colored composition at color filter of the present invention, except three kinds of specific pigments, can also contain quinoline bifurcation ketone, perylene class, pyrrole anthracene-8, yellow uitramarines such as red pigment such as 16-diketone, azo class and isoindoline class, quinophthalone class, anthraquinone class are so that adjust colourity.
Color filter red colored composition of the present invention, consider from the viewpoint of equilbrium brightness and tone, preferred use color filter of the present invention forms red colored film with red colored composition, for this red colored film, modulate in such a way, that is: when using the colourity of F10 light source measurement XYZ chromatic diagram with box lunch, x be 0.64 o'clock chromaticity y in the scope of 0.30-0.35 and brightness Y value be more than 23.If chromaticity y is lower than 0.30, then transmissivity descends, thereby has reduced brightness.On the other hand, if chromaticity y surpasses 0.35, then be offset to yellow, so can not demonstrate high color reproduction owing to tone.In addition, when brightness Y value is lower than 23, owing to reduced the brightness of liquid crystal indicator, so not preferred.
In addition, the F10 light source is the representational fluorescent light of JIS regulation, and has the beam split distribution that approaches three kinds of luminous shape fluorescent lights of wavelength region may using in common liquid crystal indicator backlight.
As diketopyrrolopyrroles class red pigment, can enumerate for example C.I. pigment orange 71, C.I. paratonere 254,255,264 etc.Wherein, C.I. paratonere 254 is owing to excellent photostability, thermotolerance, the transparency, colouring power, so also suitable especially the use.
As anthraquinone class red pigment, can enumerate for example C.I. paratonere 177, owing to its excellent photostability, thermotolerance, the transparency, colouring power, so suitable the use.
As azo class yellow uitramarine, can enumerate for example C.I. pigment yellow 1,3,10,12,13,14,17,55,81,83,93,94,95,97,150,154,166,167,180 etc.Wherein, C.I. pigment yellow 150 is owing to excellent photostability, thermotolerance and the transparency, colouring power, so suitable especially the use.
In addition, use in the red colored composition at color filter of the present invention, azo class yellow uitramarine is used for toning, but generally in the color filter purposes, great majority use quinophthalone class pigment such as C.I. pigment yellow 13 9 pigment such as class such as isoindoline such as grade, C.I. pigment yellow 13 8 etc.But, when only using these pigment,, be unfavorable for high-contrastization owing to show the depolarization (de-polarization) that shape of particle or molecular structure because of pigment cause.
Color filter of the present invention is with in the red colored composition, preferably with respect to above-mentioned three kinds of specific pigment general assembly (TW)s, diketopyrrolopyrroles class red pigment accounts for 30-75 weight %, anthraquinone class red pigment accounts for 20-60 weight %, azo class yellow uitramarine accounts for 5-30 weight %, and in addition, more preferably diketopyrrolopyrroles class red pigment accounts for 35-65 weight %, anthraquinone class red pigment accounts for 30-50 weight %, and azo class yellow uitramarine accounts for 5-25 weight %.When the ratio of diketopyrrolopyrroles class red pigment is lower than 30 weight %, enough brightness can not be obtained, and when surpassing 75 weight %, enough contrasts can not be obtained.In addition, when the ratio of anthraquinone class red pigment is lower than 20 weight %, enough contrasts can not be obtained, and when surpassing 60 weight %, enough brightness can not be obtained.In addition, when the ratio of azo class yellow uitramarine is lower than 5 weight %, can not shows sufficient brightness and improve effect, and when surpassing 30 weight %, because tone exceedingly is partial to yellow, so the color reproduction variation.
As mentioned above, as red pigment of the present invention,, can also comprise other pigment except three kinds of specific pigments.Three kinds of specific pigments preferably account for the 80%-100% of red colored material general assembly (TW).
Color filter of the present invention must be in the scope of 10-50nm, so that realize high brightnessization, the high-contrastization of color filter with the average primary particle diameter of three kinds of specific pigments that contain in the red colored composition.The average primary particle diameter of pigment can be observed with transmission electron microscope and measure.The average primary particle diameter of three kinds of specific pigments is during greater than 50nm, and the brightness and contrast of color filter descends, and during less than 10nm, pigment dispersing is difficulty very, is difficult to guarantee the flowability as coloured composition.Consequently, the brightness and contrast of color filter is worsened.
Self-evident, except three kinds of specific pigments, when containing other pigment, also preferred other pigment has the average primary particle diameter of 10-50nm to color filter of the present invention with the red pigment that contains in the red colored composition.
As the means of the primary particle size that dwindles pigment, method (being called deposition method) that the pigment that has the method (being called polishing) of mechanical crushing pigment, the pigment that will be dissolved in good solvent to put into to make required primary particle size behind the poor solvent is separated out and the method (being called synthetic deposition method) of when pigment is synthetic, making pigment etc. with required primary particle size.Can select proper method to carry out to each pigment according to the synthetic method of used pigment, chemical property etc.Below each method is described.
Polishing be to use bowl mill, sand mill or kneader etc. with pigment with lapping compound such as water-soluble inorganic salts such as sodium chloride and after not dissolving the water-miscible organic solvent mechanically milling (following this operation is called salt mill (salt milling)) of lapping compound, lapping compound and water-organic solvent eccysis are gone, carry out drying, obtain the method for the pigment of required specific surface area thus.But, to handle by the salt mill, pigment is crystal growth sometimes, therefore adds the solid resin or the dispersing aid described later of at least a portion dissolving when handling in above-mentioned water-miscible organic solvent, can effectively prevent crystal growth.
For the ratio of pigment and lapping compound (water-soluble inorganic salt), the ratio of lapping compound is many, and then the miniaturization efficient of pigment uprises, but owing to the treatment capacity of pigment tails off, so throughput rate reduces.As a rule, can use the lapping compound of 1～30 weight portion, preferably use the lapping compound of 2～20 weight portions with respect to the pigment of 1 weight portion.
In addition, water-miscible organic solvent is to make pigment and lapping compound (water-soluble inorganic salt) become uniform piece and the material that adds, though also depend on the proportioning of pigment and lapping compound, uses with the amount of 50～300 weight % that are equivalent to pigment usually.
Further salt mill method is described in detail, in the potpourri of pigment and lapping compound (water-soluble inorganic salt), add the small amounts of water soluble organic solvent as wetting agent, utilize kneader etc. powerful mixing after, this potpourri is dropped in water, use high-speed mixer etc. stirs, and makes slurry.Then, filter this slurry, the washing back is dry, can obtain the pigment of required primary particle size thus.
Deposition method is that pigment dissolved is being mixed with poor solvent behind suitable good solvent, and the method that the pigment of required primary particle size is separated out can be by solvent types or amount, separate out the size of control primary particle sizes such as temperature, speed of separating out.In general, because pigment is difficult to be dissolved in the solvent, therefore spendable solvent limits to some extent, highly acid solvents such as the known for example concentrated sulphuric acid, polyphosphoric acid, chlorosulfonic acid, or the basic solvents such as dimethyl formamide solution of liquefied ammonia, sodium methoxide etc.
As the typical example of deposition method, the solution that will be dissolved with pigment in acid flux material is injected in other solvent, separates out and (acid pasting) method is stuck with paste in the acid that obtains minuteness particle again.Industrial, from the viewpoint of cost, be generally sulfuric acid solution is injected into method in the water.Sulfuric acid concentration is not particularly limited, but is preferably 95～100 weight %.Sulfuric acid is not particularly limited with respect to the consumption of pigment, but the amount of sulfuric acid more after a little while, solution viscosity height, the property handled variation.On the contrary, when the amount of sulfuric acid was too much, the treatment effeciency of pigment reduced.Therefore preferably use the sulfuric acid of 3～10 weight portions with respect to 1 part of pigment.In addition, pigment there is no need to dissolve fully.Temperature during pigment dissolved is preferably 0～50 ℃, and when the temperature that is lower than 0 ℃, sulfuric acid may freeze, and solubleness also reduces.When the temperature during pigment dissolved is too high, easily cause subsidiary reaction.The temperature of injecting the water of sulfuric acid is preferably 1～60 ℃, if begin to inject under above 60 ℃ of temperature, then the heat of solution owing to sulfuric acid seethes with excitement, operational hazards.In addition, solution can freeze under 1 ℃ the temperature being lower than.Injecting the used time is 0.1～30 minute with respect to 1 part of pigment preferably.
Can be by selecting the method for polishings such as deposition method such as composite acid paste method and salt mill method, when considering the whole grain degree of pigment, the primary particle size of control pigment, and can also guarantee the flowability of the pigment that obtains, therefore more preferred.
When carrying out salt when mill or acid and sticking with paste, in order to prevent to control primary particle size with the aggegation of pigment, can also and with dispersion auxiliary agents such as pigment derivative described later, resin type spreading agent, surfactants.In addition, by carrying out the control of primary particle size, even if the pigment of difficulties in dispersion also can be processed as stable dispersion under independent situation with the form of two or more pigment coexistences.
The method that synthetic deposition method is separated out for the pigment that makes required primary particle size in synthetic dyestuff.But, when from solvent, the micro pigment that generates being taken out, if pigment particles aggegation does not take place and becomes big offspring, then be difficult to carry out as the filtration of separation method usually, so this method is applicable to synthetic pigment such as azo class in the water system that the secondary aggegation easily takes place usually.
In addition, as the means of the primary particle size of controlling pigment, also can pass through to use long-time dispersed colors (dry type is pulverized pigment, so-called dry grinding method) such as high speed sand mill, thereby can when dwindling the pigment primary particle size, disperse.
Color filter of the present invention is the material that makes the red pigment dispersion that contains three kinds of specific pigments with the colouring matter carrier that contains in the red colored composition, and is made of transparent resin, its precursor or their potpourri.Transparent resin is more than 80%, is preferably the resin more than 95% for the transmissivity in the long zone of all-wave of 400～700nm of visible region.As transparent resin, comprise thermoplastic resin, thermoset resin and active energy ray-curable resin, as its precursor, comprise by the active energy ray irradiation and solidify monomer or the oligomer that generates transparent resin that these can use or mix two or more uses separately.
The content of colouring matter carrier is, is the 30-700 weight portion with respect to the red colored material total amount of 100 weight portions in the coloured composition, is preferably the 60-450 weight portion.In addition, when the potpourri of transparent resin and its precursor was used as the colouring matter carrier, the content of transparent resin can be, is the 20-400 weight portion with respect to the red colored material total amount of 100 weight portions in the coloured composition, is preferably the 50-250 weight portion.In addition, the content of the precursor of transparent resin can be, is the 10-300 weight portion with respect to the red colored material total amount of 100 weight portions in the coloured composition, is preferably the 10-200 weight portion.
As thermoplastic resin, for example can list butyral resin, styrene-maleic acid copolymer, haloflex, chlorinated polypropylene, Polyvinylchloride, vinyl chloride-vinyl acetate copolymer, polyvinyl acetate (PVA), polyurethanes resin, vibrin, acrylic resin, alkyd resin, polystyrene, polyamide, rubber resin, thermoprene resinoid, cellulose family, tygon, polybutadiene, polyimide resin etc.In addition, as thermoset resin, for example can list epoxy resin, benzo guanamine resin, Abietyl modified maleic acid resin, Abietyl modified fumaric resin, melamine resin, urea resin, phenolics etc.
As the active energy ray-curable resin, can use have hydroxyl, carboxyl, the substituent wire macromolecule of amino isoreactivity with have isocyanate group, aldehyde radical, epoxy radicals isoreactivity substituent (methyl) thus acyclic compound or cinnamic acid react photocrosslinking reaction groups such as (methyl) acryloyl group, styryl are directed into the high molecular resin of this wire.In addition, can also use the wire macromolecule that (methyl) acyclic compound that has a hydroxyl by (methyl) acrylic acid hydroxyalkyl acrylate etc. will contain acid anhydrides such as styrene-maleic anhydride copolymer, alpha-olefin-copolymer-maleic anhydride to carry out the material that half esterization obtains.
As monomer and oligomer by active energy ray irradiation solidifying and generate transparent resin, can list (methyl) methyl acrylate, (methyl) ethyl acrylate, (methyl) acrylic acid 2-hydroxy methacrylate, (methyl) acrylic acid 2-hydroxy propyl ester, (methyl) cyclohexyl acrylate, β-carboxyethyl (methyl) acrylate, diethylene glycol two (methyl) acrylate, 1,6-hexanediol two (methyl) acrylate, triethylene glycol two (methyl) acrylate, tripropylene glycol two (methyl) acrylate, trimethylolpropane tris (methyl) acrylate, pentaerythrite three (methyl) acrylate, 1,6-hexanediol diglycidyl ether two (methyl) acrylate, bisphenol A diglycidyl ether two (methyl) acrylate, neopentylglycol diglycidyl ether two (methyl) acrylate, dipentaerythritol six (methyl) acrylate, (methyl) acrylic acid three ring esters in the last of the ten Heavenly stems, (methyl) acrylate of methylolation melamine, (methyl) acrylic acid epoxy ester, various acrylate and methacrylates such as acrylic acid urethane ester, (methyl) acrylic acid, styrene, vinyl acetate, the hydroxyethyl vinyl ether, the ethylene glycol bisthioglycolate vinyl ether, the pentaerythrite trivinyl ether, (methyl) acrylamide, N-methylol (methyl) acrylamide, the N-vinyl formamide, vinyl cyanide etc.These materials can use separately, also can mix two or more uses.
With in the red colored composition, when said composition is cured by the ultraviolet ray irradiation, can add Photoepolymerizationinitiater initiater etc. at color filter of the present invention.
As Photoepolymerizationinitiater initiater; can use 4-phenoxy group dichloroacetophenone; the 4-tert-butyl group-dichloroacetophenone; diethoxy acetophenone; 1-(4-isopropyl phenyl)-2-hydroxy-2-methyl propane-1-ketone; the 1-hydroxycyclohexylphenylketone; 2-benzyl-2-dimethylamino-1-(4-morpholinyl phenyl)-butane-acetophenone compounds such as 1-ketone; benzoin; benzoin methyl ether; the benzoin ethylether; the benzoin isopropyl ether; benzoin compounds such as benzoin dimethyl ketal; benzophenone; the benzoyl benzoic acid; benzoyl benzoic acid methyl esters; the 4-phenyl benzophenone; dihydroxy benaophenonel; the acrylated benzophenone; 4-benzoyl-4 '-methyldiphenyl base sulphite; 3; 3 '; 4; benzophenone compounds such as 4 '-four (tert-butyl hydroperoxide carbonyl) benzophenone; thioxanthone; the 2-chlorothiaxanthenone; 2-methyl thioxanthone; isopropyl thioxanthone; 2; 4-diisopropyl thioxanthone; 2; thioxanthone compounds such as 4-diethyl thioxanthone; 2; 4; 6-three chloro-s-triazines; 2-phenyl-4; two (the trichloromethyl)-s-triazines of 6-; 2-(p-methoxyphenyl)-4; two (the trichloromethyl)-s-triazines of 6-; 2-(right-tolyl)-4; two (the trichloromethyl)-s-triazines of 6-; 2-piperonyl-4; two (the trichloromethyl)-s-triazines of 6-; 2; two (the trichloromethyl)-6-styryls of 4--s-triazine; 2-(naphtho--1-yl)-4; two (the trichloromethyl)-s-triazines of 6-; 2-(4-methoxyl-naphtho--1-yl)-4; two (the trichloromethyl)-s-triazines of 6-; 2; 4-trichloromethyl-(piperonyl)-6-triazine; 2; 4-trichloromethyl-compound in triazine class such as (4 '-methoxyl-styrene)-6-triazine; 1; the 2-acetyl caproyl; 1-[4-(thio-phenyl)-2-(O-benzoyl oxime)]; oxime ester compounds such as O-(acetyl group)-N-(1-phenyl-2-oxygen-2-(4 '-methoxyl-naphthyl) ethylidene) azanol; two (2; 4; the 6-trimethylbenzoyl) phenylphosphine oxide; 2; 4; phosphine compounds such as 6-trimethylbenzoyl diphenyl phosphine oxide; 9; the 10-phenanthrenequione; camphorquinone; quinoness such as EAQ; boric acid ester compound; carbazole compound; glyoxaline compound, two luxuriant titanium compounds etc.These Photoepolymerizationinitiater initiaters can use a kind or mix two or more uses.The content of Photoepolymerizationinitiater initiater is 5～200 weight portions with respect to the red pigment total amount of 100 weight portions, is preferably 10～150 weight portions.
Above-mentioned Photoepolymerizationinitiater initiater can use separately or mix more than two kinds and use, perhaps also can and use sensitizer, as sensitizer, can list triethanolamine, methyldiethanolamine, triisopropanolamine, 4-dimethylamino benzoic acid methyl esters, 4-dimethylamino ethyl benzoate, 4-dimethylamino benzoic acid isopentyl ester, benzoic acid 2-dimethylamino ethyl ester, 4-dimethylamino benzoic acid 2-Octyl Nitrite, N, the N-dimethyl-p-toluidine, 4,4 ' two (dimethylamino) benzophenone, 4,4 '-two (diethylamino) benzophenone, amine compounds such as 4,4 '-two (ethylmethylamino) benzophenone.These sensitizers can use a kind or mix two or more uses.The content of sensitizer can be 0.1～60 weight portion with respect to the Photoepolymerizationinitiater initiater of 100 weight portions.
Can also further contain the multi-functional thiol who plays the chain-transferring agent effect at color filter of the present invention in red colored composition.The multi-functional thiol is so long as have the compound of 2 or more a plurality of mercaptos and get final product, for example can list ethanthiol, the last of the ten Heavenly stems two mercaptan, 1, the two thiopropionates of 4-butylene glycol, 1, the two thioglycolic acid esters of 4-butylene glycol, ethylene glycol bis thioglycolic acid ester, the ethylene glycol bis thiopropionate, trimethylolpropane tris thioglycolic acid ester, the trimethylolpropane tris thiopropionate, trimethylolpropane tris (3-sulfydryl butyric ester), pentaerythrite tetrathio ethyl glycolate, pentaerythrite tetrathio propionic ester, tri-thiol propionic acid three (2-hydroxyethyl) isocyanuric acid ester, 1,4-dimethyl sulfydryl benzene, 2,4,6-tri-thiol-s-triazine, 2-(N, the N-dibutylamino)-4,6-dimercapto-s-triazine etc.These multi-functional thiols can use a kind, also can mix two or more uses.Multi-functional thiol's content can be 0.05～100 weight portion with respect to the red colored material total amount of 100 weight portions, is preferably 0.1～60 weight portion.
, be well dispersed in the colouring matter carrier in order to make red colored material (various pigment), and on glass substrate, be coated with in the red colored composition at color filter of the present invention, can also contain solvent so that dry film thickness reaches 0.2～5 μ m.As solvent, can list for example cyclohexanone, ethyl cellosolve acetate, butyl cellosolve acetate, 1-methoxyl-2-propyl-acetic acid ester, diethylene glycol dimethyl ether, ethylbenzene, ethylene glycol bisthioglycolate ethylether, dimethylbenzene, ethyl cellosolve, methyl-positive pentanone, propylene glycol monomethyl ether toluene, methyl ethyl ketone, ethyl acetate, methyl alcohol, ethanol, isopropyl alcohol, butanols, isobutyl ketone, oil series solvent etc.These solvents can be used alone or as a mixture.The content of solvent can be 800～4000 weight portions with respect to the red colored material total amount of 100 weight portions, is preferably 1000～2500 weight portions.
Color filter can followingly be made with red colored composition: use triple-roller mill, two roller mill, sand mill, kneader, masher various dispersion means such as (Attriter), red colored material (various pigment) is scattered in the colouring matter carrier imperceptibly.In addition, for disperse red chromatic colorant material well, can suitably contain pigment derivative, resin type pigment dispersing agent, surfactant etc. and disperse auxiliary agent.Dispersing aid has excellent pigment-dispersing, the effect of the aggegation again of the pigment after preventing to disperse is big, therefore use and utilize dispersing aid and pigment dispersing in colouring matter carrier and solvent and during the coloured composition that forms, can be accessed the excellent color filter of the transparency.The content of dispersing aid can be the 0.1-40 weight portion with respect to the red colored material total amount of 100 weight portions, is preferably the 0.1-30 weight portion.
Pigment derivative also has the crystal growth of the pigment in the suppression filter joint or the effect of aggegation except as the dispersing aid.So-called pigment derivative is meant to have imported substituent compound in organic pigment.As organic pigment, can list for example diketopyrrolopyrroles class, azo classes such as azo, bisdiazo, polyazo, phthalocyanines, anthraquinone class, quinoline a word used for translation ketone; dioxazines, perylene ketone, perylene class, thioindigo class, isoindoline class, isoindoline ketone, quinophthalone class, pigments such as intellectual circle's class, metal complex class.In constituting the organic pigment of pigment derivative, also comprise faint yellow compounds such as the naphthalene class that generally is not called as pigment, triazines.
As the substituting group that is fed to organic pigment, can list the substituting group shown in following general formula (1)～(4).
General formula (1)
General formula (2)
General formula (3)
General formula (4)
In general formula (1)～(4),
X represents-SO
2-,-CO-,-CH
2NHCOCH
2-,-CH
2-or singly-bound,
N represents 1～10 integer.
R
1And R
2Represent independently of one another carbon number be 1-36 can substituted alkyl, carbon number be 2-36 can substituted alkenyl or can substituted phenyl, perhaps R
1And R
2Mutually combine and form and further contain nitrogen, oxygen or sulphur atom and can substituted heterocycle residue.
R
3The expression carbon number be 1-36 can substituted alkyl, carbon number be 2-36 can substituted alkenyl or can substituted phenyl,
R
4, R
5, R
6And R
7Represent independently of one another hydrogen atom, carbon number be 1-36 can substituted alkyl, carbon number be 2-36 can substituted alkenyl or can substituted phenyl,
Y represents-NR
8-Z-NR
9-or singly-bound,
R
8And R
9Represent independently of one another hydrogen atom, carbon number be 1-36 can substituted alkyl, carbon number be 2-36 can substituted alkenyl or can substituted phenyl,
Z represent carbon number be 1-36 can substituted alkylidene, carbon number be 2-36 can substituted alkylene group or can substituted phenylene,
R represents with the substituting group shown in the following formula (5) or with the substituting group shown in the following formula (6),
Q represents hydroxyl, alkoxy, with the substituting group shown in the following formula (5) or with the substituting group shown in the following formula (6).In addition, in following formula (5) or formula (6), X, R
1-R
7, and n as above define.
General formula (5)
General formula (6)
These pigment derivatives can use separately, also can mix two or more uses.The content of pigment derivative is 5～40 weight portions with respect to the red pigment total amount of 100 weight portions preferably, more preferably the 10-30 weight portion.If be lower than this lower limit, then might suppress the crystal growth of pigment or the effect of aggegation and diminish, and if, then might be able to not keep the flowability of resulting red colored composition above this upper limit.
As the resin type pigment dispersing agent, can use the condensation product of ricinoleic acid and 12-hydroxy stearic acid, alkaline macromolecular compound, the multipolymer that contains acidic group, fatty acid ester, aliphatic polyamine/polyester graft polymer, polyethylene/polypropylene addition polymer etc.
As surfactant, can list the anionic surfactant such as monoethanolamine, polyoxyethylene alkyl ether phosphate of alkali salt, sodium alkyl naphthalene sulfonate, alkyl diphenyl base ether sodium disulfonate, lauryl sulfate monoethanolamine, triethanolamine lauryl sulfate, Texapon Special, stearic acid monoethanolamine, odium stearate, NaLS, the styrene-propene acid copolymer of polyoxyethylene alkyl ether sulfate salt, neopelex, styrene-propene acid copolymer; Nonionic surfactants such as polyoxyl 10 oleyl ether, polyoxyethylene lauryl ether, polyoxyethylene nonylplenyl ether, polyoxyethylene alkyl ether phosphate, Tween-60, diethylene glycol list lauryl; Alkyl quaternary ammonium salts and their cationic surfactants such as oxygen ethene addition product; Amphoteric surfactantes such as alkyl betaine, alkyl imidazoline such as alkyl dimethyl aminoacetic acid betaine, these surfactants can use separately, or mix two or more uses.
At color filter of the present invention with in the red colored composition, for make composition through the time viscosity stabilization, can contain the storage-stable agent, in addition,, can also contain driving fit improving agents such as silane coupling agent in order to improve the adaptation with transparency carrier.As the storage-stable agent, for example can list quaternary ammonium chlorides such as benzyl trimethyl chloride, diethyl hydramine, organic acid and methyl ethers thereof such as lactic acid, oxalic acid, tert-butyl catechol, tetraethyl phosphine, tetraphenyl phosphine etc. are organic sees, phosphite etc.
As silane coupling agent, for example can list vinyl three ('beta '-methoxy ethoxy) silane, the vinyl Ethoxysilane, vinyl silanes classes such as vinyltrimethoxy silane, γ-methacryloxypropyl trimethoxy silane etc. (methyl) silicon Acrylote alkanes, β-(3,4-epoxy radicals cyclohexyl) ethyl trimethoxy silane, β-(3,4-epoxy radicals cyclohexyl) methyltrimethoxy silane, β-(3,4-epoxy radicals cyclohexyl) ethyl triethoxysilane, β-(3,4-epoxy radicals cyclohexyl) methyl triethoxysilane, γ-glycidoxypropyltrime,hoxysilane, γ-epoxy silane classes such as glycidoxy propyl-triethoxysilicane, N-β-(aminoethyl)-γ-An Bingjisanjiayangjiguiwan, N-β-(aminoethyl)-gamma-aminopropyl-triethoxy-silane, N-β-(aminoethyl)-γ-aminopropyl methyldiethoxysilane, gamma-aminopropyl-triethoxy-silane, γ-An Bingjisanjiayangjiguiwan, N-phenyl-γ-An Bingjisanjiayangjiguiwan, amino silane classes such as N-phenyl-gamma-aminopropyl-triethoxy-silane, γ-Qiu Jibingjisanjiayangjiguiwan, Thiosilicane classes such as γ-sulfydryl propyl-triethoxysilicane etc.
Red colored composition can be prepared with the form of photogravure offset printing with printing-ink, anhydrous hectographic printing printing ink, silk screenink, solvent develop type or the painted resist of alkali-developable.Painted resist is for disperseing above-mentioned three kinds of materials that pigment forms in the composition that contains thermoplastic resin, thermoset resin or active energy ray-curable resin, monomer, Photoepolymerizationinitiater initiater and solvent.It is benchmark (100 weight %) that three kinds of specific pigments become component with the total solid of red composition, and preferably the ratio of counting 5～70 weight % with total amount contains.More preferably the ratio with 20～50 weight % contains, and in fact the resinite bonding agent that is provided by the colouring matter carrier is provided its remainder.
Red colored composition, preferably by means such as centrifuging, sintering filter, membrane filters, with the oversize grain more than the 5 μ m, be preferably oversize grain more than the 1 μ m, more preferably the oversize grain more than the 0.5 μ m, more preferably the particle more than the 0.2 μ m and the dust of sneaking into are removed.
Color filter of the present invention has the red filter joint that uses color filter of the present invention to form with red colored composition on transparency carrier.Color filter of the present invention also has green filter joint and the blue electric-wave filter joint that uses known coloured composition and form usually.
As transparency carrier, can use glass plates such as soda-lime glass, low alkali pyrex, alkali-free aluminium pyrex, resin plates such as polycarbonate, polymethylmethacrylate, polyethylene terephthalate.In addition, for the liquid crystal drive after the liquid crystal panelization, also can on the surface of glass plate or resin plate, form the transparency electrode that constitutes by indium oxide, tin oxide etc.
The formation of filter section of all kinds can be carried out with for example print process, photoetching process etc.
Utilize the formation of the filter section of all kinds that print process carries out, because only printing and the drying by the coloured composition that repeats to prepare as above-mentioned various printing-inks can form pattern, therefore as the autofrettage of color filter, its cost is low, and the property produced in batches excellence.And,, can have the printing of the fine pattern of high dimensional accuracy and smoothness along with the development of printing technology.In order to print, be preferably formed printing ink on the galley or composition moist on the blanket, that do not solidify.In addition, the control of the flowability of the printing ink on printing machine is also very important, can utilize the adjustment of the ink viscosity of spreading agent or extender pigment.
When utilizing photoetching process to form filter section of all kinds, the coloured composition that utilizes coating processes such as spraying coating or rotary coating, slot coated, roller coat to prepare as above-mentioned solvent develop type or the painted resist of alkali-developable on transparency carrier is coated with, so that dry film thickness reaches 0.2～10 μ m.During drying coating film, can also use drying under reduced pressure machine, countercurrent drier, IR dryer, heating plate etc.As required, to the film of drying by to contact with this film or the mask with predetermined pattern of contactless state setting carries out ultraviolet exposure.Thereafter, be immersed in solvent or the alkaline-based developer or by sprayer etc. with the developer solution spraying, uncured portion removed and form required pattern, repeat identical operations for other color afterwards, can make color filter.And then, in order to promote the polymerization of painted resist, also can implement heating as required.Utilize photoetching process, can make than the higher color filter of above-mentioned print process precision.
When coloured composition develops, use aqueous solution such as sodium carbonate, NaOH as alkaline-based developer, can also use organic bases such as dimethyl benzylamine, triethanolamine.In addition, can also in developer solution, add defoamer or surfactant.As the method for development treatment, can use shower development method, spray development method, immersion (dipping) development method, Puddle development method etc.In addition, in order to improve the ultraviolet exposure sensitivity, can also be behind the dry above-mentioned painted resist of coating, the dry water-soluble or alkaline water soluble resin of coating, for example polyvinyl alcohol (PVA) or water soluble acrylic resin etc. form after the film of the polymerization obstacle of preventing that block causes, carry out ultraviolet exposure.
Color filter of the present invention can also be made by electrodeposition process, transfer printing etc. except said method.In addition, electrodeposition process is to utilize the nesa coating that forms on transparency carrier, and by the electrophoresis of colloidal particle, electro-deposition forms filter section of all kinds on nesa coating, makes the method for color filter thus.
In addition, transfer printing is after being pre-formed filter section on the surface of fissility transfer printing base sheet or transfer article, and this filter section is transferred to method on the required transparency carrier.
Before forming filter section of all kinds on transparency carrier or the reflection substrate,, then can further improve the contrast of display panels if be pre-formed black matrix".As black matrix", also can use the inoranic membrane such as multilayer film, titanium nitride of chromium and chromium/chromium oxide and the resin molding that has disperseed opacifier.In addition, also can on above-mentioned transparency carrier or reflection substrate, be pre-formed thin film transistor (TFT) (TFT), form filter section then.By on the TFT substrate, forming filter section, can improve the aperture opening ratio of display panels, improve brightness.
On wave filter of the present invention, can form outer coating film or column liner, nesa coating, liquid crystal orientation film etc. as required.
Below, the liquid crystal indicator with color filter of the present invention is described.
Fig. 1 is the summary section that possesses the liquid crystal indicator of color filter of the present invention.Device 10 shown in Figure 1 is the typical case of laptop with the TFT electric field type liquid crystal display device, and it possesses separately a pair of transparency carrier 11 and 21 of configuration in opposite directions, is sealed with liquid crystal (LC) between them.Liquid crystal (LC) limit is orientated according to TN (twisted-nematic), STN (supertwist is to row), IPS (transverse electric field effect), VA (vertical orientated), OCB drive patterns such as (optical compensation curved arrangements).
On the inner face of the 1st transparency carrier 11, be formed with TFT (thin film transistor (TFT)) array 12, be formed with the transparent electrode layer 13 that for example constitutes on it by ITO.Transparent electrode layer 13 is provided with oriented layer 14.In addition, be formed with polaroid 15 in the outside of transparency carrier 11.
On the other hand, the inner face at the 2nd transparency carrier 21 is formed with color filter 22 of the present invention.The redness, green and the blue filter section that constitute color filter 22 separate by black matrix" (not shown).Cover color filter 22, form transparent protective film (not shown) as required, and form the transparent electrode layer 23 that for example constitutes thereon, covering transparent electrode layer 23 and be provided with oriented layer 24 by ITO.In addition, be formed with polaroid 25 in the outside of transparency carrier 21.In addition, below polaroid 15, be provided with the back light unit 30 that possesses three-wavelength lamp 31.
Embodiment
Below by enumerating embodiment and comparative example more specifically describes the present invention, but the present invention is not subjected to the qualification of following examples.In addition, " part " among the embodiment and " % " represent " weight portion " and " weight % " respectively.In addition, the symbolic representation chromaticity index of pigment, for example, " PR254 " expression " C.I. paratonere 254 ", " PY150 " expression " C.I. pigment yellow 150 ".
In addition, in following example, measure various rerum naturas by the following method.
The determination method of＜various rerum naturas 〉
[average primary particle diameter of pigment]
Use transmission electron microscope (NEC company produces " JEM-1200EX "), measure the primary particle size of all pigment particles in the observation sample under 50,000 times, with its mean value as average primary particle diameter.In addition, when not being spherical, measure major diameter and minor axis in shape of particle, the value of obtaining by (major diameter+minor axis)/2 as particle diameter.
[colourity and contrast]
In order to make the colourity x after red colored composition solidifies is 0.64 (F10 light source), applies on glass substrate with spin-coating method, after under 70 ℃ dry 20 minutes, uses ultrahigh pressure mercury lamp exposure ultraviolet ray.Then, this substrate 230 ℃ of following thermal treatments 1 hour, is obtained red colored film.To this red colored film, and the colourity under use microspectrophotometer (Olympus Optical Co., Ltd produces " OSP-SP100 ") the measurement F10 light source (Y, x, y).In addition, be formed with overlapping polaroid on the substrate two sides of red colored film, ratio, the Lp/Lc of the brightness (Lc) of the brightness (Lp) polaroid when parallel when vertical are calculated as contrast.Use chroma-luminance meter (ト プ コ Application company produces " BM-5A "), under the condition in 2 ° of visuals field, measure brightness.
In addition, show the pigment derivative D-1～D-3 that uses in the following Production Example below.
The manufacturing of miniaturization pigment
Production Example 1
In 1 gallon the kneader (aboveground making is made) with 100 parts of diketopyrrolopyrroles class red pigment PR254 (" IRGAPHOR RED B-CF " that Ciba SpecialtyChemicals company produces), 10 parts of pigment derivatives (D-1), 1000 parts in the sodium chloride of pulverizing and 120 parts of stainless steels of packing into of diethylene glycol, descended mixing 10 hours at 60 ℃.This potpourri put in 2000 parts the warm water, be heated to about 80 ℃, used the high-speed mixer stir about simultaneously 1 hour, form pulp-like, filter repeatedly, wash and after removing sodium chloride and solvent, descended dry 24 hours, obtain miniaturization pigment (R-1) at 80 ℃.The mean grain size of the pigment that obtains is 25nm.
Production Example 2
In 1 gallon the kneader (aboveground making is made) with 100 parts of anthraquinone class red pigment PR 177 (Ciba Specialty Chemicals company produces " CROMOPHTAL RED A2B "), 8 parts of pigment derivatives (D-2), 700 parts in the sodium chloride of pulverizing and 180 parts of stainless steels of packing into of diethylene glycol, descended mixing 4 hours at 70 ℃.In the warm water with 4000 parts of this potpourri inputs, be heated to about 80 ℃, used the high-speed mixer stir about simultaneously 1 hour, form pulp-like, filter repeatedly, wash and after removing sodium chloride and solvent, descended dry 24 hours, obtain miniaturization pigment (R-2) at 80 ℃.The mean grain size of the pigment that obtains is 30nm.
Production Example 3
In 1 gallon the kneader (aboveground making is made) with 100 parts of perylene class red pigment PR179 (バ ィ ェ Le company produce " パ リ ォ ゲ Application マ Le one Application L-3920), 8 parts of pigment derivatives (D-2), 1000 parts in the sodium chloride of pulverizing and 120 parts of stainless steels of packing into of diethylene glycol, 60 ℃ mixing 8 hours down.This potpourri put in 2000 parts the warm water, be heated to about 80 ℃, used the high-speed mixer stir about simultaneously 1 hour, form pulp-like, filter repeatedly, wash and after removing sodium chloride and solvent, descended dry 24 hours, thereby obtain miniaturization pigment (R-3) at 80 ℃.The mean grain size of the pigment that obtains is 35nm.
Production Example 4
In 1 gallon the kneader (aboveground making is made) with 100 parts of quinophthalone class yellow uitramarine PY138 (BASF AG produces " PALIOTOLYELLOW K0961HD "), 5 parts of pigment derivatives (D-3), 750 parts in the sodium chloride of pulverizing and 180 parts of stainless steels of packing into of diethylene glycol, descended mixing 6 hours at 60 ℃.In the warm water with 3000 parts of this potpourri inputs, be heated to about 80 ℃, used the high-speed mixer stir about simultaneously 1 hour, form pulp-like, filter repeatedly, wash and after removing sodium chloride and solvent, descended dry 24 hours, obtain miniaturization pigment (Y-1) at 80 ℃.The mean grain size of the pigment that obtains is 40nm.
The manufacturing of＜acrylic resin soln 〉
In reaction vessel, add 370 parts of cyclohexanone, nitrogen injection is heated to 80 ℃ on one side in container on one side, under uniform temp, dripped following substances and carry out polyreaction: 15.0 parts of 20.0 parts of methacrylic acids, 10.0 parts of methyl methacrylates, 55.0 parts of n-BMAs, methacrylic acid 2-hydroxyl ethyl ester and 2, the potpourri that 2 '-azoisobutyronitrile is 4.0 parts with 1 hour.After dripping end, further reacted 3 hours down, be added on the solution that is dissolved with 1.0 parts of azoisobutyronitriles in 50 parts of cyclohexanone afterwards, continue down to react 1 hour at 80 ℃ again, thereby obtain acrylic resin soln at 80 ℃.The weight-average molecular weight of acryl resin is about 40000.After being cooled to room temperature, the about 2g of sample tree lipoprotein solution was 180 ℃ of following heat dryings 20 minutes, measure nonvolatile component, based on this measurement result, add cyclohexanone so that nonvolatile component reaches 20 weight % in synthetic before resin solution, thus the preparation acrylic resin soln.
The manufacturing of＜pigment dispersion 〉
After the potpourri of forming shown in the table 1 evenly mixed, use the zirconia microballon of diameter as 1mm, disperseed 3 hours with sand mill (ァ ィ ガ one ミ Le) (ァ ィ ガ one ジ ャ パ Application company produces " ミ ニ モ デ Le M-250MKII "), use the membrane filtration of 5 μ m afterwards, obtain various pigment dispersions.Also put down in writing the content of pigment in each pigment dispersion in the table 1 simultaneously.
The modulation of＜red colored composition 〉
Embodiment 1
Evenly mix 21.2 parts of pigment dispersions (RP-1), 20.1 parts of pigment dispersions (RP-2), 9.7 parts of pigment dispersions (YP-2), 1.0 parts of acrylic resin solns, 4.0 parts of trimethylolpropane triacrylates (Xin Zhong village chemical company produces " NK ester ATMPT "), 3.4 parts of Photoepolymerizationinitiater initiaters (Ciba Specialty Chemicals company produces " ィ Le ガ キ ェ ァ 907 "), 40.2 parts of 0.4 part of sensitizer (protecting native ケ paddy chemical company's production " EAB-F ") and cyclohexanone, use the membrane filtration of 1 μ m afterwards, obtain 100 parts of red colored compositions (RR-1).The mixture ratio of the various pigment in the red colored composition that obtains is shown in Table 2.In addition, the red colored composition that obtains is coated on the glass substrate and the results are shown in the table 3 of the colourity of the red colored film made, contrast.
Embodiment 2
Evenly mix 25.2 parts of pigment dispersions (RP-1), 21.0 parts of pigment dispersions (RP-2), 4.8 parts of pigment dispersions (YP-2), 1.0 parts of acrylic resin solns, 4.0 parts of trimethylolpropane triacrylates (Xin Zhong village chemical company produces " NK ester ATMPT "), 3.4 parts of Photoepolymerizationinitiater initiaters (Ciba Specialty Chemicals company produces " ィ Le ガ キ ェ ァ 907 "), 40.2 parts of 0.4 part of sensitizer (protecting native ケ paddy chemical company's production " EAB-F ") and cyclohexanone, use the membrane filtration of 1 μ m afterwards, obtain 100 parts of red colored compositions (RR-2).The mixture ratio of the various pigment in the red colored composition that obtains is shown in Table 2.In addition, the red colored composition that obtains is coated on the glass substrate and the results are shown in the table 3 of the colourity of the red colored film made, contrast.
Embodiment 3
Evenly mix 21.2 parts of pigment dispersions (RP-1), 26.0 parts of pigment dispersions (RP-2), 3.8 parts of pigment dispersions (YP-2), 1.0 parts of acrylic resin solns, 4.0 parts of trimethylolpropane triacrylates (Xin Zhong village chemical company produces " NK ester ATMPT "), 3.4 parts of Photoepolymerizationinitiater initiaters (Ciba Specialty Chemicals company produces " ィ Le ガ キ ェ ァ 907 "), 40.2 parts of 0.4 part of sensitizer (protecting native ケ paddy chemical company's production " EAB-F ") and cyclohexanone, use the membrane filtration of 1 μ m afterwards, obtain 100 parts of red colored compositions (RR-3).The mixture ratio of the various pigment in the red colored composition that obtains is shown in Table 2.In addition, the red colored composition that obtains is coated on the glass substrate and the results are shown in the table 3 of the colourity of the red colored film made, contrast.
Comparative example 1
Evenly mix 20.2 parts of pigment dispersion pigment dispersions (RP-2), 21.0 parts of pigment dispersions (RP-3), 9.8 parts of pigment dispersions (YP-2), 1.0 parts of acrylic resin solns, 4.0 parts of trimethylolpropane triacrylates (Xin Zhong village chemical company produces " NK ester ATMPT "), 3.4 parts of Photoepolymerizationinitiater initiaters (Ciba Specialty Chemicals company produces " ィ Le ガ キ ェ ァ 907 "), 40.2 parts of 0.4 part of sensitizer (protecting native ケ paddy chemical company's production " EAB-F ") and cyclohexanone, use the membrane filtration of 1 μ m afterwards, obtain 100 parts of red colored compositions (RR-4).The mixture ratio of various pigment in the red colored composition that obtains is shown in Table 2.In addition, the red colored composition that obtains is coated on the glass substrate and the results are shown in the table 3 of the colourity of the red colored film made, contrast.
Comparative example 2
Evenly mix 24.0 parts of pigment dispersions (RP-4), 22.0 parts of pigment dispersions (RP-2), 5.0 parts of pigment dispersions (YP-2), 1.0 parts of acrylic resin solns, 4.0 parts of trimethylolpropane triacrylates (Xin Zhong village chemical company produces " NK ester ATMPT "), 3.4 parts of Photoepolymerizationinitiater initiaters (Ciba Specialty Chemicals company produces " ィ Le ガ キ ェ ァ 907 "), 40.2 parts of 0.4 part of sensitizer (protecting native ケ paddy chemical company's production " EAB-F ") and cyclohexanone, use the membrane filtration of 1 μ m afterwards, obtain 100 parts of red colored compositions (RR-5).The mixture ratio of the various pigment in the red colored composition that obtains is shown in Table 2.In addition, the red colored composition that obtains is coated on the glass substrate and the results are shown in the table 3 of the colourity of the red colored film made, contrast.
Comparative example 3
Evenly mix 25.9 parts of pigment dispersions (RP-1), 20.2 parts of pigment dispersions (RP-5), 4.9 parts of pigment dispersions (YP-2), 1.0 parts of acrylic resin solns, 4.0 parts of trimethylolpropane triacrylates (Xin Zhong village chemical company produces " NK ester ATMPT "), 3.4 parts of Photoepolymerizationinitiater initiaters (Ciba Specialty Chemicals company produces " ィ Le ガ キ ェ ァ 907 "), 40.2 parts of 0.4 part of sensitizer (protecting native ケ paddy chemical company's production " EAB-F ") and cyclohexanone, use the membrane filtration of 1 μ m afterwards, obtain 100 parts of red colored compositions (RR-6).The mixture ratio of the various pigment in the red colored composition that obtains is shown in Table 2.In addition, the red colored composition that obtains is coated on the glass substrate and the results are shown in the table 3 of the colourity of the red colored film made, contrast.
Comparative example 4
Evenly mix 25.2 parts of pigment dispersions (RP-1), 20.8 parts of pigment dispersions (RP-2), 5.0 parts of pigment dispersions (YP-1), 1.0 parts of acrylic resin solns, 4.0 parts of trimethylolpropane triacrylates (Xin Zhong village chemical company produces " NK ester ATMPT "), 3.4 parts of Photoepolymerizationinitiater initiaters (Ciba Specialty Chemicals company produces " ィ Le ガ キ ェ ァ 907 "), 40.2 parts of 0.4 part of sensitizer (protecting native ケ paddy chemical company's production " EAB-F ") and cyclohexanone, use the membrane filtration of 1 μ m afterwards, obtain 100 parts of red colored compositions (RR-7).The mixture ratio of the various pigment in the red colored composition that obtains is shown in Table 2.In addition, the red colored composition that obtains is coated on the glass substrate and the results are shown in the table 3 of the colourity of the red colored film made, contrast.
Table 3
As shown in table 3, use in the red colored film that the coloured composition of embodiments of the invention 1-3 forms, x be 0.64 o'clock chromaticity y in the scope of 0.30-0.35, and brightness Y value is more than 23.In addition, contrast has also reached higher value.
On the other hand, in the red colored film that the coloured composition of use comparative example 1 forms, brightness Y value is lower than 23 widely.It is believed that it is because use is compared with PR254, near the PR179 of the transmitted spectrum deflection long wavelength side the 600nm replaces PR254, and red open-wire line backlight absorbs and becomes greatly.In addition, in the red colored film of comparative example 2-4, contrast is lower value.It is believed that it is owing in comparative example 2 and 3, use average primary particle diameter to surpass the red pigment of the higher limit (50nm) of specialized range of the present invention, and in comparative example 4, use PY138 as yellow uitramarine, so depolarization becomes obviously separately, contrast becomes lower value.
Claims (6)
1. color filter red colored composition, it contains by transparent resin, colouring matter carrier and red colored material that its precursor or their potpourri are formed, it is characterized in that, described red colored material contains following three kinds of pigment at least, and the average primary particle diameter of each pigment is 10-50nm, described three kinds of pigment are diketopyrrolopyrroles class red pigment, anthraquinone class red pigment and azo class yellow uitramarine, general assembly (TW) with respect to described three kinds of pigment, described diketopyrrolopyrroles class red pigment accounts for 30-75 weight %, anthraquinone class red pigment accounts for 20-60 weight %, and azo class yellow uitramarine accounts for 5-30 weight %.
2. according to the color filter red colored composition of claim 1 record, it is characterized in that, use described color filter to form red colored film with red colored composition, when using the F10 light source to come the colourity of measured X YZ chromatic diagram to this red colored film, x be 0.64 o'clock chromaticity y in the scope of 0.30-0.35 and brightness Y value be more than 23.
3. according to the color filter red colored composition of claim 1 record, it is characterized in that, described diketopyrrolopyrroles class red pigment is a C.I. paratonere 254, and described anthraquinone class red pigment is a C.I. paratonere 177, and described azo class yellow uitramarine is a C.I. pigment yellow 150.
4. according to the color filter red colored composition of claim 1 record, it is characterized in that,, contain described colouring matter carrier with the ratio of 30-700 weight portion with respect to the total amount of the described red colored material of 100 weight portions.
5. color filter is characterized in that, the red filter joint that it color filter that possesses any one record of use claim 1-4 forms with red colored composition.
6. liquid crystal indicator is characterized in that, it possesses the color filter of claim 5 record.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP325860/2005 | 2005-11-10 | ||
| JP2005325860A JP2007133131A (en) | 2005-11-10 | 2005-11-10 | Red colored composition for color filter, color filter and liquid crystal display device |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN1963572A CN1963572A (en) | 2007-05-16 |
| CN100432714C true CN100432714C (en) | 2008-11-12 |
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| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CNB2006101463576A Active CN100432714C (en) | 2005-11-10 | 2006-11-10 | Red staining composition for color filter, color filter and liquid crystal display device |
Country Status (4)
| Country | Link |
|---|---|
| JP (1) | JP2007133131A (en) |
| KR (1) | KR20070050366A (en) |
| CN (1) | CN100432714C (en) |
| TW (1) | TWI325879B (en) |
Families Citing this family (17)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP5497991B2 (en) * | 2008-03-13 | 2014-05-21 | 富士フイルム株式会社 | Method for producing pigment fine particles |
| JP5402158B2 (en) * | 2008-06-06 | 2014-01-29 | Ｊｓｒ株式会社 | Color composition for forming red pixel, color filter, and color liquid crystal display element |
| JP5348522B2 (en) * | 2008-06-27 | 2013-11-20 | 大日本印刷株式会社 | Coloring composition and color filter |
| JP2010026290A (en) * | 2008-07-22 | 2010-02-04 | Toppan Printing Co Ltd | Color filter and liquid crystal display device equipped with the same |
| JP2010026423A (en) * | 2008-07-24 | 2010-02-04 | Toppan Printing Co Ltd | Color filter and liquid crystal display device equipped with the same |
| JP5018691B2 (en) * | 2008-08-13 | 2012-09-05 | 三菱化学株式会社 | Pigment dispersion, coloring composition for color filter, color filter, liquid crystal display device, and organic EL display |
| KR100976460B1 (en) | 2008-08-29 | 2010-08-17 | 제일모직주식회사 | Photosensitive resin composition for color filter and color filter using same |
| TWI477854B (en) * | 2012-02-09 | 2015-03-21 | Chi Mei Corp | Color liquid crystal device |
| TWI476273B (en) | 2012-12-04 | 2015-03-11 | Dainippon Ink & Chemicals | Liquid crystal display device |
| KR101531549B1 (en) | 2013-02-21 | 2015-06-25 | 디아이씨 가부시끼가이샤 | Liquid crystal display device |
| US9410084B2 (en) | 2013-06-18 | 2016-08-09 | Dic Corporation | Liquid crystal display device |
| WO2015079561A1 (en) | 2013-11-29 | 2015-06-04 | Dic株式会社 | Lcd device |
| JP5666037B1 (en) | 2014-03-13 | 2015-02-04 | 株式会社Ｄｎｐファインケミカル | Method for producing pigment dispersion, pigment dispersion and colored resin composition for color filter |
| TWI518384B (en) * | 2014-05-30 | 2016-01-21 | 友達光電股份有限公司 | Color filter |
| JP2018025612A (en) * | 2016-08-08 | 2018-02-15 | 株式会社Ｄｎｐファインケミカル | Colored composition for color filter, color filter and display device |
| KR102613881B1 (en) | 2017-12-22 | 2023-12-15 | 토요잉크Sc홀딩스주식회사 | Coloring composition for color filter, and color filter |
| CN110511593B (en) | 2018-05-21 | 2022-07-08 | 东洋油墨Sc控股株式会社 | Azo pigment, color filter, colorant and coloring composition for the same, and display device and image pickup element comprising the same |
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| JPH10148712A (en) * | 1996-11-20 | 1998-06-02 | Toyo Ink Mfg Co Ltd | Coloring composition for color filter, and color filter |
| JPH11231516A (en) * | 1998-02-19 | 1999-08-27 | Fuji Photo Film Co Ltd | Photosensitive coloring composition for color filter |
| JP2002328217A (en) * | 1996-12-09 | 2002-11-15 | Mitsubishi Chemicals Corp | Colored picture forming material for color filter and color filter |
| WO2005037931A1 (en) * | 2003-10-22 | 2005-04-28 | Mitsubishi Chemical Corporation | Pigment dispersion liquid, process for producing the same, colored resin composition, color filter and liquid crystal display |
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| JP3786748B2 (en) * | 1996-11-01 | 2006-06-14 | 東洋インキ製造株式会社 | Coloring composition for color filter and color filter |
| JP2001228322A (en) * | 1999-12-09 | 2001-08-24 | Toray Ind Inc | Color filter and liquid crystal display device |
| JP2001214077A (en) * | 2000-01-31 | 2001-08-07 | Fuji Photo Film Co Ltd | Colored composition and color filter |
| JP4258180B2 (en) * | 2001-10-11 | 2009-04-30 | 東レ株式会社 | Color filter and liquid crystal display device |
| JP2003185825A (en) * | 2001-12-19 | 2003-07-03 | Dainippon Ink & Chem Inc | Pigment composition, pigment dispersion resist and color filter |
| JP4821316B2 (en) * | 2005-03-30 | 2011-11-24 | 東レ株式会社 | Red colorant composition and color filter |
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2005
- 2005-11-10 JP JP2005325860A patent/JP2007133131A/en active Pending
-
2006
- 2006-11-06 TW TW95140917A patent/TWI325879B/en active
- 2006-11-08 KR KR20060109916A patent/KR20070050366A/en not_active Application Discontinuation
- 2006-11-10 CN CNB2006101463576A patent/CN100432714C/en active Active
Patent Citations (4)
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|---|---|---|---|---|
| JPH10148712A (en) * | 1996-11-20 | 1998-06-02 | Toyo Ink Mfg Co Ltd | Coloring composition for color filter, and color filter |
| JP2002328217A (en) * | 1996-12-09 | 2002-11-15 | Mitsubishi Chemicals Corp | Colored picture forming material for color filter and color filter |
| JPH11231516A (en) * | 1998-02-19 | 1999-08-27 | Fuji Photo Film Co Ltd | Photosensitive coloring composition for color filter |
| WO2005037931A1 (en) * | 2003-10-22 | 2005-04-28 | Mitsubishi Chemical Corporation | Pigment dispersion liquid, process for producing the same, colored resin composition, color filter and liquid crystal display |
Also Published As
| Publication number | Publication date |
|---|---|
| KR20070050366A (en) | 2007-05-15 |
| TWI325879B (en) | 2010-06-11 |
| TW200728411A (en) | 2007-08-01 |
| CN1963572A (en) | 2007-05-16 |
| JP2007133131A (en) | 2007-05-31 |
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