JP5540649B2 - Red coloring composition for color filter, color filter substrate for liquid crystal display device, and liquid crystal display device - Google Patents

Description

The present invention is a color filter for red clothes color set is used in liquid crystal display Narubutsu, a color filter substrate for a liquid crystal display device, and a liquid crystal display device.

  In order to colorize a liquid crystal display, a color filter is used in which pixels of three colors R (red), G (green), and B (blue) are arranged in a line shape or a mosaic shape on a transparent substrate. In order to obtain an image with high display quality, that is, bright and high color purity, the pigment used in each pixel is selected to match the light transmission characteristics of the backlight, and two or more pigments are toned at a certain ratio. Often used. The R (red) pixel of the color filter is used by selecting two or more pigments of red, orange, and yellow and adjusting the color at a certain ratio. For example, in Patent Document 1, C.I. I. By combining two red pigments of pigment red (PR) 177 and PR254 and one yellow pigment, the color reproducibility is excellent, and a high transmittance and a high contrast ratio are realized. However, even with such a three-pigment system, there is a problem that the film becomes thicker in order to achieve high color purity. In Patent Document 2, white is adjusted by adding any one of blue, green, and black complementary pigments to two types of pigments, a red pigment and a yellow pigment, in order to adjust luminance. However, there is a problem that the color purity is lowered by adding the complementary color pigment. Therefore, a color filter substrate having red pixels that achieve both high color purity and high brightness has been desired.

JP 2006-307149 A JP 2005-181384 A

  The present invention is intended to provide a red coloring composition for a color filter that can form a color filter having high luminance and high color purity in a thin film, and a color filter using the same.

(1) A red coloring composition for a color filter containing at least a resin, a solvent, a red pigment and a yellow pigment, wherein C.I. I. A color filter comprising Pigment Red 254 and a perylene red pigment, an isoindoline yellow pigment as a yellow pigment, and a perylene red pigment content of 25 to 90% by mass relative to the total pigment Red coloring composition.
(2) The red coloring composition for a color filter according to (1), wherein the content of the isoindoline-based yellow pigment is 1 to 30% by mass with respect to all pigments.
(3) The perylene red pigment is C.I. I. The red coloring composition for color filters according to (1) or (2), which is CI Pigment Red 179.
(4) The isoindoline-based yellow pigment is C.I. I. Pigment yellow 139 or C.I. I. The red coloring composition for a color filter according to any one of (1) to (3), which is CI Pigment Yellow 185.
(5) In a color filter substrate for a liquid crystal display device having a pixel composed of a colored layer provided in a predetermined pattern shape for each color with an arbitrary number of colors on a transparent substrate, the colored layer is any of (1) to (4) A color filter substrate for a liquid crystal display device, wherein the color filter substrate is made of the red coloring composition for a color filter according to any one of the items.
(6) A liquid crystal display device comprising the color filter substrate for a liquid crystal display device according to (5).

The color filter and liquid crystal display device produced using the red coloring composition for color filter of the present invention have the effect of having high brightness and high color purity even in a thin film.

First, the red coloring composition for color filters of the present invention will be described.
The red coloring composition for a color filter of the present invention is a red coloring composition for a color filter containing at least a resin, a solvent, a red pigment, and a yellow pigment. I. Pigment Red 254 and a perylene-based red pigment are contained, an isoindoline-based yellow pigment is contained as a yellow pigment, and a dispersion aid, a photopolymerization initiator, a sensitizer, a leveling agent and the like are contained as necessary.

  Examples of the perylene red pigment of the present invention include C.I. I. Pigment Red (PR) 123, 149, 178, 179, 190, 224 and the like can be preferably used. Among these, it is more preferable to use PR179 in terms of high color purity. The content of the perylene red pigment with respect to the total pigment is preferably 25 to 90% by mass, more preferably 25 to 50% by mass. When the amount of the perylene red pigment used is more than 90% by mass, the luminance decreases and the display becomes dark. On the other hand, when the amount is less than 25% by mass, the color purity is lowered and the film is thickened.

Examples of the isoindoline-based yellow pigment of the present invention include C.I. I. Pigment yellow (PY) 139, 185 and the like can be preferably used. Among them, it is more preferable to use PY185 in terms of high color purity. The content of the isoindoline-based yellow pigment with respect to all the pigments is preferably 1 to 30% by mass, more preferably 20 to 30% by mass.
When the amount of the isoindoline-based yellow pigment used is more than 30% by mass, the hue is excessively shifted to yellowish, the color purity is lowered and the film is thickened. On the other hand, when the content is less than 1% by mass, the color purity is lowered and the film is thickened.
In the present invention, C.I. I. It is essential to use Pigment Red (PR) 254. 9-74 mass% is preferable and, as for the content rate with respect to all the pigments of PR254, it is more preferable that it is 20-49 mass%. When the amount is less than 9% by mass, the luminance is lowered and the display becomes dark. When the amount is more than 74% by mass, the color purity is decreased, which is not preferable.

  The two kinds of pigments in the present invention may be refined by a refinement treatment. Brightness and contrast can be improved by subjecting the pigment to a finer treatment. A known technique can be used as the method for the miniaturization treatment. For example, a salt milling method is preferably used. The salt milling method will be specifically described. Add a small amount of water-soluble organic solvent (B) as a lubricant to the mixture of pigment and water-soluble inorganic salt (A) and knead it strongly with a kneader. To make a slurry. Next, the slurry is filtered, washed with water, and dried if necessary to obtain a finer pigment. Further, by using a resin (C) that is at least partially soluble in the organic solvent (B) at the time of salt milling, a treated pigment that is finer and has less aggregation of the pigment at the time of drying can be obtained. The inorganic salt (A) used here is not particularly limited as long as it is water-soluble, but sodium chloride (sodium chloride) is preferably used from the viewpoint of cost. As for the mixing ratio of the inorganic salt and the pigment, the larger the ratio of the inorganic salt to the pigment, the higher the refinement efficiency, but the smaller the processing amount of the pigment at one time. Therefore, it is necessary to determine the amount ratio from both the processing efficiency and the production efficiency, but it is preferable to use the inorganic salt in a weight ratio of 1 to 10 times with respect to the pigment.

  The organic solvent (B) is not particularly limited as long as it is water-soluble and does not dissolve the inorganic salt (A). However, the temperature rises during salt milling, and the solvent easily evaporates. To high boiling solvents are preferred. For example, 2-methoxyethanol, 2-butoxyethanol, 2- (isopentyloxy) ethanol, 2- (hexyloxy) ethanol, diethylene glycol, diethylene glycol monomethyl ether, diethylene glycol monoethyl glycol, diethylene glycol monobutyl ether, triethylene glycol, triethylene Glycol monomethyl ether, liquid polyethylene glycol, 1-methoxy-2-propanol, 1-ethoxy-2-propanol, dipropylene glycol, dipropylene glycol monomethyl ether, dipropylene glycol monoethyl ether, low molecular weight polypropylene glycol and the like are used.

Resin (C) is preferably solid at room temperature, water-insoluble, and must be at least part soluble in the water-soluble organic solvent (B) used in the lubricant at the time of salt milling, natural resins, modified Natural resins, synthetic resins, synthetic resins modified with natural resins, and the like are used. The natural resin is typically rosin, and the modified natural resin includes rosin derivatives, fiber derivatives, rubber derivatives, protein derivatives and oligomers thereof. Examples of the synthetic resin include an epoxy resin, an acrylic resin, a maleic acid resin, a butyral resin, a polyester resin, a melamine resin, a phenol resin, and a polyurethane resin. Examples of synthetic resins modified with natural resins include rosin-modified maleic acid resins and rosin-modified phenolic resins.

  In addition to the two pigments, the red coloring composition for a color filter of the present invention has a red color such as diketopyrrolopyrrole, quinacridone, anthraquinone, pyranthrone, and azo for adjusting chromaticity. Pigments and yellow pigments such as azo, quinophthalone, and anthraquinone can be added, and the above pigments are subjected to surface treatment such as rosin treatment, acid treatment, basic treatment, and pigment derivative treatment as necessary. You may use what is.

  The red coloring composition for a color filter of the present invention is obtained by dispersing a perylene red pigment, an isoindoline yellow pigment, and, if necessary, other pigments in a resin or a solvent. As a method for dispersing the pigment, a known technique can be used. For example, a method in which a resin and a pigment are mixed in a solvent and dispersed in a dispersing machine such as a ball mill or a bead mill can be preferably used. When the dispersion is performed using a bead mill, it is preferable that the beads to be used are smaller because the pigment is made finer and the dispersion is stabilized. As a specific kind of beads, the material is preferably zirconia, and the bead diameter is 0.3 mm or less, more preferably 0.1 mm or less, and still more preferably 0.05 mm or less.

In order to stabilize the dispersion of the pigment, a polymer dispersant can be added as a dispersant. By adding a polymer dispersant, further improvement in dispersion stability can be expected. The addition of polymeric dispersants are particularly effective when the red adhesive color sets formed of the present invention is an acrylic resin. As the polymer dispersant that can be used, those having a basic group in the structure thereof are preferable. Examples of commercially available products include “Solsperse” (Avicia), “EFKA” (Efka), “Ajisper”. (Ajinomoto Fine Techno Co., Ltd.), “BYK” (Bic Chemie Co., Ltd.) and the like can be preferably used. “Solsper” 24000, “EFKA” 4300, 4330, 4340, “Ajisper” PB821, PB822, “BYK” 161-163, 2000, 2001 are preferred because the dispersion stabilization effect is high, especially block structure “BYK” 2000, 2001, which is an acrylic dispersant having a high molecular weight, is preferable because it has an excellent adsorption function to the pigment.

The addition amount of the polymer dispersant is not particularly limited, but is preferably 2 to 100 parts by weight, more preferably 10 to 50 parts by weight with respect to 100 parts by weight of the pigment. If the addition amount of the polymer dispersant is less than 2 parts by weight, good pigment dispersion stability cannot be obtained, and if it is more than 100 parts by weight, the developability may be poor.
Examples of red clothes color sets forming material resin used in the present invention is not particularly limited, resin used in the color filter, i.e. acrylic, epoxy, or preferably be used resins such as polyamic acid it can. Depending on the resin used, it can be non-photosensitive or photosensitive, and can be appropriately selected according to the color filter manufacturing process.

Examples of the resin used in the photosensitive red clothes color sets forming material, described acrylic resin. The acrylic resin generally contains at least an acrylic polymer, a polyfunctional monomer or oligomer, and a photopolymerization initiator in order to provide photosensitivity.
The acrylic polymer that can be used is not particularly limited, but a copolymer of an unsaturated carboxylic acid and an ethylenically unsaturated compound can be preferably used. Examples of the unsaturated carboxylic acid include acrylic acid, methacrylic acid, itaconic acid, crotonic acid, maleic acid, fumaric acid, vinyl acetic acid, and acid anhydrides.

  These may be used alone or in combination with other copolymerizable ethylenically unsaturated compounds. Specific examples of the copolymerizable ethylenically unsaturated compound include methyl acrylate, methyl methacrylate, ethyl acrylate, ethyl methacrylate, n-propyl acrylate, isopropyl acrylate, n-propyl methacrylate, and methacrylic acid. Isopropyl, n-butyl acrylate, n-butyl methacrylate, sec-butyl acrylate, sec-butyl methacrylate, iso-butyl acrylate, iso-butyl methacrylate, tert-butyl acrylate, tert-butyl methacrylate, N-pentyl acrylate, n-pentyl methacrylate, 2-hydroxyethyl acrylate, 2-hydroxyethyl methacrylate, benzyl acrylate, benzyl methacrylate, and other unsaturated carboxylic acid alkyl esters, styrene, p-methyls Rene, aromatic vinyl compounds such as o-methylstyrene, m-methylstyrene and α-methylstyrene, unsaturated carboxylic acid aminoalkyl esters such as aminoethyl acrylate, unsaturated carboxylic acid glycidyl esters such as glycidyl acrylate and glycidyl methacrylate, Carboxylic acid vinyl esters such as vinyl acetate and vinyl propionate, vinyl cyanide compounds such as acrylonitrile, methacrylonitrile, and α-chloroacrylonitrile, aliphatic conjugated dienes such as 1,3-butadiene and isoprene, acryloyl groups at the terminals, Alternatively, macromonomers such as polystyrene, polymethyl acrylate, polymethyl methacrylate, polybutyl acrylate, polybutyl methacrylate, and polysilicone having a methacryloyl group And the like, but is not limited to these.

  In addition, it is preferable to use an acrylic polymer having an ethylenically unsaturated group added to the side chain, since the sensitivity during processing is improved. Examples of the ethylenically unsaturated group include a vinyl group, an allyl group, an acrylic group, and a methacryl group. As a method of adding such a side chain to an acrylic copolymer, when the acrylic copolymer has a carboxyl group or a hydroxyl group, an ethylenically unsaturated compound having a glycidyl group, acrylic acid or methacrylic acid is used. A method of addition reaction of chloride is common. In addition, a compound having an ethylenically unsaturated group can be added using isocyanate. Examples of the ethylenically unsaturated compound having glycidyl group and acrylic acid or methacrylic acid chloride include glycidyl acrylate, glycidyl methacrylate, glycidyl α-ethyl acrylate, crotonyl glycidyl ether, glycidyl crotonic acid, and glycidyl isocrotonate. Examples include ether, acrylic acid chloride, and methacrylic acid chloride.

  Examples of polyfunctional monomers that can be used include bisphenol A diglycidyl ether (meth) acrylate, poly (meth) acrylate carbamate, modified bisphenol A epoxy (meth) acrylate, adipic acid 1,6-hexanediol (meth) acrylic acid ester , Phthalic anhydride propylene oxide (meth) acrylic acid ester, trimellitic acid diethylene glycol (meth) acrylic acid ester, rosin modified epoxy di (meth) acrylate, alkyd modified (meth) acrylate, tripropylene glycol di (meth) acrylate, 1, 6-hexanediol di (meth) acrylate, bisphenol A diglycidyl ether di (meth) acrylate, trimethylolpropane tri (meth) acrylate, pentaeryth Torutori (meth) acrylate, triacrylformal, pentaerythritol tetra (meth) acrylate, dipentaerythritol hexa (meth) acrylate, dipentaerythritol penta (meth) acrylate. These can be used alone or in combination. Also, ethyl (meth) acrylate, 2-ethylhexyl (meth) acrylate, hydroxyethyl (meth) acrylate, n-butyl methacrylate, glycidyl methacrylate, lauryl (meth) acrylate, stearyl (meth) acrylate, isobornyl (meth) acrylate, etc. A monofunctional monomer can also be used in combination, and a mixture of two or more of these or a mixture with other compounds is used. By selecting and combining these polyfunctional and monofunctional monomers and oligomers comprising these monomers, it is possible to control the sensitivity and processability characteristics of the paste. In particular, in order to increase the hardness, it is preferable to use a methacrylate compound rather than an acrylate compound, and in order to increase sensitivity, it is preferable to use a compound having three or more functional groups. Melamines, guanamines and the like can also be preferably used.

The mixing ratio of the acrylic polymer and the polyfunctional monomer in the photosensitive red clothes color sets composition as the present invention in a weight ratio, preferably 70: in the range of 70: 30-30. When the content of the acrylic polymer is less than 30% by mass, the solubility in the developing solution is lowered, and there may be a problem in the patterning performance. In some cases, the required exposure amount becomes too large due to the lowering, resulting in tact over.
There are no particular limitations on the photopolymerization initiator, and known ones can be used, such as benzophenone, N, N′-tetraethyl-4,4′-diaminobenzophenone, 4-methoxy-4′-dimethylaminobenzophenone, 2 , 2-diethoxyacetophenone, benzoin, benzoin methyl ether, benzoin isobutyl ether, benzyldimethyl ketal, α-hydroxyisobutylphenone, thioxanthone, 2-chlorothioxanthone, 1-hydroxycyclohexyl phenyl ketone, 2-methyl-1- [4- (Methylthio) phenyl] -2-morpholino-1-propane, t-butylanthraquinone, 1-chloroanthraquinone, 2,3-dichloroanthraquinone, 3-chloro-2-methylanthraquinone, 2-ethylanthraquinone, 1,4- Naphthoquinone, 9,10-phenanthraquinone, 1,2-benzoanthraquinone, 1,4-dimethylanthraquinone, 2-phenylanthraquinone, 2- (o-chlorophenyl) -4,5-diphenylimidazole dimer, etc. It is done. Further, inorganic photopolymerization initiators such as other acetophenone compounds, imidazole compounds, benzophenone compounds, thioxanthone compounds, phosphorus compounds, triazine compounds, and titanates can also be preferably used. Further, it is preferable to add a sensitizing aid such as p-dimethylaminobenzoic acid ester because the sensitivity can be further improved. Moreover, these photoinitiators can also be used in combination of 2 or more types.

  The addition amount of the photopolymerization initiator is not particularly limited, but is preferably 1 to 30% by mass, more preferably 5 to 25% by mass, and still more preferably based on the total solid content of the red coloring composition for color filter. 10 to 20% by mass.

In red clothes color sets composition as the present invention, coatability, from the viewpoint of drying properties, the pigment and resin solids concentration of the combined is 2 to 30 mass%, preferably from 3 to 25 wt%, more preferably It is used in the range of 5 to 20% by mass.

The solvent used for the red adhesive color sets formed of the present invention can be preferably used those which dissolve the resin used. For example, amide polar solvents such as N-methyl-2-pyrrolidone, N, N-dimethylacetamide, N, N-dimethylformamide, β-propiolactone, γ-butyrolactone, γ-valerolactone, δ-valerolactone, γ -Lactones such as caprolactone and ε-caprolactone, ethylene glycol or propylene glycol derivatives such as methyl cellosolve, ethyl cellosolve, methyl carbitol, ethyl carbitol, propylene glycol monoethyl ether, or propylene glycol monoethyl ether acetate, acetoacetic acid Aliphatic esters such as ethyl, methyl-3-methoxypropionate and 3-methyl-3-methoxybutyl acetate, or fats such as ethanol and 3-methyl-3-methoxybutanol Family alcohols, cyclopentanone, ketones such as cyclohexanone.

Further, as the solvent used for the red adhesive color sets formed of the present invention may be administered alone may be, or two or more kinds of solvents may be used appropriately in combination mixed solvent. In the case of a mixed solvent, it is possible to use a poor solvent for the resin to be used as a secondary solvent.

Red clothes color sets formed of the present invention can be for the purpose of improving the drying of the coating property, the colored coating, also adding a surfactant. The addition amount of the surfactant is usually in the range of 0.001 to 10% by mass, preferably 0.01 to 1% by mass of the pigment. If the addition amount is too small, the effect of improving the coatability and the drying property of the colored coating film is small, and if too much, the reliability of the coating film may be poor. Specific examples of the surfactant include anionic surfactants such as ammonium lauryl sulfate and polyoxyethylene alkyl ether sulfate triethanolamine, cationic surfactants such as stearylamine acetate and lauryltrimethylammonium chloride, lauryldimethylamine oxide, Amphoteric surfactants such as lauryl carboxymethyl hydroxyethyl imidazolium betaine, nonionic surfactants such as polyoxyethylene lauryl ether, polyoxyethylene stearyl ether, sorbitan monostearate, and silicones based on polydimethylsiloxane Surfactant etc. are mentioned. In the present invention, the surfactant is not limited to these, and one or more surfactants can be used. In addition to the surfactant, an adhesion improver, a curing accelerator, and the like can be added.

Next, a method for manufacturing a color filter using the red adhesive color sets formed of the present invention.
The color filter usually has a structure in which pixels of three colors of red, green, and blue are formed on a transparent substrate on which a black matrix (BM) is formed.

In the color filter of the present invention, it is necessary to form a red pixel with a red adhesive color sets formed product. Incidentally, the green pixel, the green adhesive color sets composition as to form a blue pixel, is not particularly limited as blue clothes color sets Narubutsu, for example, like the red adhesive color sets forming product of the present invention described above It is prepared by toning with a pigment system comprising a main pigment and a sub-pigment in a resin and a solvent.

  As the BM, a known material, that is, Cr, Cr oxynitride, or a resin BM in which a light shielding material such as carbon black or titanium black is dispersed in a resin can be preferably used.

The red adhesive color sets Narubutsu As a method for applying on a substrate, a spin coater, a bar coater, a blade coater, roll coater, die coater, inkjet printing method, a method of coating a substrate by screen printing method, a solution in the substrate Various methods such as a method of immersing in a solution and spraying a solution onto a substrate can be used. As the substrate, a transparent substrate such as soda glass, non-alkali glass, borosilicate glass, or quartz glass, or a semiconductor substrate such as silicon or gallium arsenide is usually used, but is not particularly limited thereto. In the case of applying the red adhesive color sets composition as the pigment on the substrate, a silane coupling agent, aluminum chelating agent, the previously treated surface of the substrate with adhesion promoter, such as titanium chelate agent, coloring coating and the substrate Adhesion can be improved and performed as needed.

After the red adhesive color sets Narubutsu coated on a transparent substrate by a method as described above, air drying, heat drying, vacuum drying, to form a coating film of the red clothes color sets Narubutsu. In the case of heat-drying, it is preferable to use an oven, a hot plate, etc., and carry out at 50-180 degreeC for 1 minute-3 hours. Then when the red adhesive color sets forming substance is non-photosensitive, a photoresist is applied on the coated film to form a photoresist film. In the case of photosensitivity, a photoresist is not necessary, but an oxygen blocking film may be formed if necessary. Subsequently, a mask is placed on the coating and irradiated with ultraviolet rays using an exposure apparatus. Next, the color paste coating film is etched with an alkali developer. When there is a photoresist film or an oxygen barrier film, the development or etching of these is performed at the same time, and then these are removed with a stripping solution.

  The alkaline substance used in the alkaline developer is not particularly limited. For example, inorganic alkalis such as sodium hydroxide, potassium hydroxide, sodium carbonate, potassium carbonate, sodium silicate, sodium metasilicate, and aqueous ammonia, ethylamine, n -Primary amines such as propylamine, secondary amines such as diethylamine and di-n-propylamine, tertiary amines such as triethylamine and methyldiethylamine, tetraalkylammonium hydroxy such as tetramethylammonium hydroxide (TMAH) Quaternary ammonium salts such as choline, triethanolamine, diethanolamine, monoethanolamine, dimethylaminoethanol, diethylaminoethanol, pyrrole, piperidine, 1,8-dia Bicyclo [5,4,0] -7-undecene, 1,5-diazabicyclo [4,3,0] -5-nonane, organic alkalis such as cyclic amines such as morpholine. Depending on development conditions and coating film conditions, the inorganic alkali is preferably potassium hydroxide or sodium carbonate, and the organic alkali is a hydroxyl-containing organic amine such as a tetraalkylammonium hydroxide or an alcoholamine. More specifically, diethylaminoethanol, dimethylaminoethanol, and TMAH are particularly preferable because of excellent permeability to the etching film. Further, a water-soluble organic solvent such as ethanol, γ-butyrolactone, dimethylformamide, N-methyl-2-pyrrolidone may be appropriately added to the above alkaline developer.

  The obtained coating film pattern is then heat-treated to form a color filter in which red pixels are patterned. The heat treatment is usually performed in air, in a nitrogen atmosphere, or in a vacuum at a temperature of 150 to 350 ° C., preferably 180 to 300 ° C., for 0.5 to 5 hours continuously or stepwise. Done. By this heating step, the photosensitive acrylic resin is cured.

When the patterning process as described above is sequentially performed for each color such as red, green, and blue, a color filter for a liquid crystal display device can be manufactured. Here, the patterning order of each color is not limited. In the present invention, the red pixel of a color filter, by forming with the red adhesive color sets formed containing a perylene red pigment and isoindoline-based yellow pigment, high luminance, a color filter of high color purity in the thin film Can be obtained.

In the color filter of the present invention, the film thickness at x = 0.650 of chromaticity coordinates (x, y) is preferably 1.75 μm or less, more preferably 1.6 μm or less. By setting the film thickness at x = 0.650 to 1.6 μm or less, it is possible to obtain a color filter having a very high color purity with a thin film.
Furthermore, in the color filter of the present invention, the luminance Y at chromaticity coordinates (x, y) at x = 0.650 is preferably 16 or more, more preferably 17 or more. By setting the luminance Y at x = 0.650 to 16 or more, a color filter having a high color purity and high luminance can be obtained with a thin film.

Next, an example of a liquid crystal display device manufactured using this color filter will be described.
A liquid crystal alignment film subjected to a rubbing process for liquid crystal alignment is formed on a driving element substrate including a thin film diode (TFD) element, a scanning line, a signal line, and a transparent electrode, and a counter substrate is manufactured. The color filter side substrate is also rubbed for liquid crystal alignment. The transflective counter substrate and the color filter substrate are opposed to each other and are bonded together using a sealing material. Next, after injecting liquid crystal from the injection port provided in the seal portion, the injection port is sealed. Next, a liquid crystal display device can be obtained by mounting an IC driver or the like.

Hereinafter, although this invention is demonstrated in more detail using a preferable embodiment, the efficacy of this invention is not restrict | limited at all by the embodiment used.
Red clothes color sets composition as in Examples, and evaluation of the color filter was performed by the following method.

<Measurement method>
(Chromaticity of the color filter formed from the deposited color set Narubutsu)
The chromaticity coordinates (x, y) and luminance (Y) in the C light source XYZ color system of the colored film were measured using a microspectrophotometer “MCPD-2000” manufactured by Otsuka Electronics Co., Ltd.
The red coloring composition for color filters was applied onto a transparent glass substrate using a spinner, and then heat-treated in a hot air oven at 90 ° C. for 10 minutes to obtain a red coloring composition coating film for color filters. In addition, application | coating of the red coloring composition for color filters was made so that chromaticity of a pattern might be set to x = 0.650 with a C light source by adjusting a spinner rotation speed. Next, a predetermined area is exposed through a negative mask, and “Emulgen” A-60 (HLB12.8, polyoxyethylene derivative) manufactured by Kao Corporation is used as a nonionic surfactant in a 0.04 mass% aqueous potassium hydroxide solution. The patterning substrate was obtained by immersing and developing for 90 seconds with an alkali developer added at 0.1% by mass with respect to the total amount, followed by washing with pure water. The obtained patterned substrate was held in a hot air oven at 220 ° C. for 30 minutes to cure the acrylic resin. A colored film was produced as described above.

(Thickness of the color filter, which is formed from wearing color set Narubutsu)
The film thickness of the colored film was measured using a surface step meter “Surfcom 1400D” manufactured by Tokyo Seimitsu Co., Ltd.

<Evaluation method of color purity>
The color purity of the red pixel of the color filter of the present invention can be evaluated from the relationship between x and film thickness of chromaticity coordinates (x, y) in the C light source XYZ display system. The red pixel of the color filter usually has a higher color purity as the pixel film thickness increases. However, due to problems such as a decrease in the flatness of the color filter, a decrease in pattern processability, and a decrease in reliability, a practical film Since the upper limit of the thickness is 2.5 μm, a higher color purity is required with a thinner film. In the case of a red pixel, the color purity can be evaluated from the film thickness at which x is constant, or from x at which the film thickness is constant. The smaller the film thickness at which x is constant, the more x The larger the value is, the thinner the film is and the higher the color purity.

<Brightness evaluation method>
The luminance Y of the red pixel of the color filter of the present invention can be evaluated by the luminance Y value when x of the chromaticity coordinates (x, y) in the C light source XYZ display system is constant. The higher the brightness, the higher the brightness.

Example 1
1. Preparation of Pigment Dispersion PR179 (Clariant Japan “HOSTAPERM” RED P2GL-WD) 25% by mass, PY185 (BASF “Pariol” Yellow D1155) 1.0% by mass, PR254 (Ciba Specialty Chemicals) “IRGAPHOR” RED BK-CF) 50.0 g of a total pigment having a pigment composition of 74.0% by mass and 43.5 g of a 46% by mass propylene glycol monomethyl ether acetate (PGMEA) solution of “BYK” 2001 manufactured by BYK Chemie as a dispersant. As an acrylic polymer, 33.3 g of “Cyclomer” ACA250 (45% by mass solution) manufactured by Daicel Chemical Industries, Ltd. and 587.5 g of PGMEA were mixed and stirred with a homodisper to prepare a slurry. The beaker containing the slurry was connected to a circulating bead mill disperser ("Dynomill" KDL-A manufactured by Willy et Bacofen) with a tube, and dispersed using a zirconia bead with a diameter of 0.3 mm for 3200 rpm for 3 hours. Treatment was performed to obtain a pigment dispersion.

2. Preparation of red coloring composition for photosensitive color filter Acrylic polymer “Cyclomer” ACA250 (45 mass% solution) 28.2 g manufactured by Daicel Chemical Industries, Ltd. Multifunctional monomer “Kayarad” DPHA 24.9g, Ciba Specialty Chemicals “Irgacure” 907 6.0g, Nippon Kayaku Sensitizer “Kayacure” DETX-S 3.0g diluted with PGMEA 156.5g 218.6 g in total, and a surfactant “BYK” 333 from Bicchemie was added to a total solid content of 2000 ppm, and a red coloring composition for a photosensitive color filter using an acrylic resin. I got a thing.

3. Preparation of color filter The above-mentioned red coloring composition for a color filter is applied on a transparent glass substrate using a spinner, and then heated at 90 ° C. for 10 minutes in a hot air oven to thereby form a red coloring composition coating film for a color filter. Got. In addition, application | coating of the red coloring composition for color filters was made so that chromaticity of a pattern might be set to x = 0.650 with a C light source by adjusting a spinner rotation speed. Next, a predetermined area is exposed through a negative mask, and “Emulgen” A-60 (HLB12.8, polyoxyethylene derivative) manufactured by Kao Corporation is used as a nonionic surfactant in a 0.04 mass% aqueous potassium hydroxide solution. The patterning substrate was obtained by immersing and developing for 90 seconds with an alkali developer added at 0.1% by mass with respect to the total amount, followed by washing with pure water. The obtained patterned substrate was held in a hot air oven at 220 ° C. for 30 minutes to cure the acrylic resin. A red color filter was produced as described above.

Examples 2-8 and Comparative Examples 1-3
A red color filter was obtained in the same manner as in Example 1 except that the total pigment was changed to 50 g and the pigment composition was changed as shown in Table 1. PY139 used was “HOSTAPERM” YELLOW P-M3R manufactured by Clariant Japan.
Table 1 shows various evaluation results of the color filters obtained from the red colored compositions for color filters obtained in Examples 1 to 8 and Comparative Examples 1 to 3.

  As shown in Table 1, the content of PR179 in all the pigments was 25 to 90% by mass, the film thickness was 1.75 μm or less, and high color purity was achieved. Further, the content of PY185 in the total pigment was 1 to 30% by mass, and the effect of high color purity was remarkable.

Example 9
Green clothes color sets formed of manufacturing steps pigment composition the pigment green (PG) 7 (manufactured by Clariant Japan "HOSTAPERM" GREEN GNX) 40.0 wt%, PY150 (Bayer E4GN-GT) of 60.0 wt% A green colored composition was prepared in the same manner as in Example 1 except that 60.0 g of the total pigment composed of the pigment composition was used.

Blue clothes color sets formed product manufacturing process pigment Pigment Blue composition (PB) 15: 6 (Toyo Ink Co., Ltd. "LIONOL" Blue 7602) 90.0% by mass, Pigment Violet (PV) 23 (manufactured by Clariant Japan "HOSTAPERM "VIOLET RL-NF), except that the total pigment 40.0g consisting 10.0% by weight of the pigment composition was produced blue clothes color sets Narubutsu in the same manner as in example 1.

Color filter manufacturing process the red clothes color sets to produce a black matrix on a glass substrate which was produced in Example 5 Narubutsu composition was applied by a spinner so that the 2 [mu] m, 10 minutes coating film at 90 ° C. in an oven Dried. Next, a predetermined area is exposed through a negative mask, and “Emulgen” A-60 (HLB12.8, polyoxyethylene derivative) manufactured by Kao Corporation is used as a nonionic surfactant in a 0.04 mass% aqueous potassium hydroxide solution. The patterning substrate was obtained by immersing and developing for 90 seconds with an alkali developer added at 0.1% by mass with respect to the total amount, followed by washing with pure water. The obtained patterned substrate was held at 220 ° C. for 30 minutes in a hot air oven to cure the acrylic resin. A red color filter was produced as described above.
Similarly with the green adhesive color sets formed product arrangement blue clothes color sets forming material, to produce a green pattern and a blue pattern. A transparent electrode was produced on this substrate by a sputtering method, and a spacer for holding the substrate was arranged to obtain a liquid crystal display color filter.

Liquid crystal display device creation process A liquid crystal alignment film subjected to a rubbing process for liquid crystal alignment was formed on a driving element substrate composed of a thin film diode (TFD) element, a scanning line, a signal line, and a transparent electrode, thereby manufacturing a counter substrate. . The color filter side substrate was also rubbed for liquid crystal alignment. The counter substrate and the color filter substrate were opposed to each other and bonded together using a sealing material. Next, after injecting liquid crystal from the injection port provided in the seal portion, the injection port was sealed. Next, a liquid crystal display device was completed by mounting an IC driver or the like.
The obtained liquid crystal display device had a wide color reproduction range and had excellent display performance.

Claims (4)

A red coloring composition for a color filter containing at least a resin, a solvent, a red pigment and a yellow pigment, wherein C.I. I. Pigment red 254 and C.I. I. Pigment Red 179 and C.I. I. Pigment red yellow 139 or C.I. I. An isoindoline-based yellow pigment containing CI Pigment Yellow 185; I. Pigment Red 254 has a content of 9 to 74% by mass based on the total pigment, and the C.I. I. A red coloring composition for a color filter, wherein the content ratio of Pigment Red 179 to all pigments is 25 to 90% by mass. 2. The red coloring composition for a color filter according to claim 1, wherein the content of the isoindoline-based yellow pigment with respect to all the pigments is 1 to 30% by mass. 3. The color filter substrate for a liquid crystal display device having a pixel comprising a colored layer provided in a predetermined pattern shape for each color with an arbitrary number of colors on a transparent substrate, wherein the colored layer is for a color filter according to claim 1 or 2 . A color filter substrate for a liquid crystal display device, wherein the color filter substrate is made of a red coloring composition. A liquid crystal display device comprising the color filter substrate for a liquid crystal display device according to claim 3 .