JP2001214077A - Colored composition and color filter - Google Patents

Abstract

PROBLEM TO BE SOLVED: To increase a transmittance. SOLUTION: A colored composition in which a red, a green and a blue pigment each containing particles having the primary particle diameter of <=0.05 μm in an amount of >=90% are dispersed in a transparent resin.

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a color filter used for a liquid crystal color display, a video camera and the like, and a colored composition used for producing the same.

[0002]

2. Description of the Related Art As a color filter used in a liquid crystal color display or the like, a filter in which pigment particles having excellent light resistance are dispersed in a transparent resin has been used.

However, in a liquid crystal color display using such a color filter, light must leak or be transmitted when light must be blocked due to scattering of light by pigment particles or the like. There is a drawback that the transmitted light is sometimes attenuated and the contrast is reduced as a result.

[0004]

SUMMARY OF THE INVENTION The present invention has been made in view of the above facts, and has as its object to provide a color filter having a high transmittance and a coloring composition used for producing the same.

[0005]

The present invention is as follows. <1> 90% of particles having a primary particle diameter of 0.05 μm or less
A colored composition in which the red pigment contained above is dispersed in a transparent resin. <2> 90% of particles having a primary particle diameter of 0.05 μm or less
A coloring composition in which the green pigment contained above is dispersed in a transparent resin. <3> 90% of particles having a primary particle diameter of 0.05 μm or less
A coloring composition in which the blue pigment contained above is dispersed in a transparent resin. <4> The colored composition according to any one of <1> to <3>, wherein the average value of the aspect ratio of the primary particles of the pigment is 1.0 to 5.0. <5> 90% of particles having a primary particle diameter of 0.05 μm or less
A red pigment, a green pigment, and / or a blue pigment contained therein, a binder polymer having an acidic group, a polyfunctional monomer having two or more ethylenically unsaturated double bonds, and a photopolymerization initiator And a coloring composition containing: <6> A color filter using the coloring composition according to <1> for a red pixel. <7> Green pixel <2>
A color filter using the coloring composition described in the above. <8> A color filter using the coloring composition described in <3> for a blue pixel. <9> The thickness of the layer formed by the coloring composition is 1
The color filter according to any one of <6> to <8>, which has a thickness of from 3 μm to 3 μm.

[0006]

DESCRIPTION OF THE PREFERRED EMBODIMENTS The present invention will be described below in detail.

In the present invention, a red pigment, a green pigment and a blue pigment are used.

Examples of the red pigment include C.I. I.
Pigment Red 9, C.I. I. Pigment Red 97,
C. I. Pigment Red 122, C.I. I. Pigment Red 123, C.I. I. Pigment Red 149, C.I.
I. Pigment Red 168, C.I. I. Pigment Red 177, C.I. I. Pigment Red 180, C.I. I.
Pigment Red 192, C.I. I. Pigment Red 2
15, C.I. I. Pigment Red 216, C.I. I. Pigment Red 217, C.I. I. Pigment Red 22
0, C.I. I. Pigment Red 223, C.I. I. Pigment Red 224, C.I. I. Pigment Red 226,
C. I. Pigment Red 227, C.I. I. Pigment Red 228, C.I. I. Pigment Red 240, C.I.
I. Pigment Red 48: 1, C.I. I. Pigment Red 242, C.I. I. Pigment Red 209, C.I.
I. Pigment Red 146, C.I. I. Pigment Red 11, C.I. I. Pigment Red 81, C.I. I. Pigment Red 213, C.I. I. Pigment Red 27
2, C.I. I. Pigment Red 270, C.I. I. Pigment Red 255, C.I. I. Pigment Red 264,
C. I. Pigment Red 254, and the like.

As the green pigment, for example, C.I. I.
Pigment Green 7, C.I. I. Pigment Green 3
6, and the like.

As the blue pigment, for example, C.I. I.
Pigment Blue 15, C.I. I. Pigment Blue 1
5: 6, C.I. I. Pigment Blue 22, C, I.P. Pigment Blue 60, C.I. I. Pigment Blue 64, and the like.

In the present invention, in addition to these pigments, yellow pigments, orange pigments, violet pigments, brown pigments,
Black pigments can be used as needed.

Examples of the yellow pigment include C.I. I.
Pigment Yellow 20, C.I. I. Pigment Yellow 24, C.I. I. Pigment Yellow 12, C.I. Pigment Yellow 17, C.I. I. Pigment Yellow 83,
C. I. Pigment Yellow 86, C.I. I. Pigment Yellow 93, C.I. I. Pigment Yellow 109,
C. I. Pigment yellow 110, C.I. I. Pigment Yellow 117, C.I. I. Pigment Yellow 12
5, C.I. I. Pigment yellow 137, C.I. I. Pigment yellow 138, C.I. I. Pigment Yellow 1
39, C.I. I. Pigment yellow 147, C.I. I. Pigment yellow 148, C.I. I. Pigment Yellow 150, C.I. Pigment Yellow 153, C.I. I. Pigment yellow, C.I. I. Pigment Yellow 15
4, C.I. I. Pigment yellow 166, C.I. I. Pigment yellow 168, C.I. I. Pigment Yellow 1
85, and the like.

Examples of the orange pigment include C.I.
I. Pigment Orange 36, C.I. I. Pigment Orange 43, C.I. I. Pigment Orange 51, C.I. I.
Pigment Orange 55, C.I. I. Pigment Orange 59, C.I. I. Pigment Orange 61, C.I. I. Pigment Orange 71, and the like.

As the violet pigment, for example,
C. I. Pigment Violet 19, C.I. I. Pigment Violet 23, C.I. I. Pigment Violet 29, C.I. I. Pigment Violet 30, C.I.
I. Pigment Violet 37, C.I. I. Pigmented Violet 40, C.I. I. Pigment Violet 5
0, and the like.

Examples of the brown pigment include C.I.
I. Pigment Brown 23, C.I. I. Pigment Brown 25, C.I. I. Pigment Brown 26, and the like.

Examples of the black pigment include C.I. I.
Pigment Black 7, and the like.

These pigments may be used alone or in combination of two or more. In the present invention, among these, Pigment Yellow 138, Pigment Yellow 139, Pigment Yellow 185, Pigment Red 254, Pigment Green 36, Pigment Blue 15 and the like are preferable.

The red, green and blue pigments must contain at least 90% of particles having a primary particle diameter of 0.05 μm or less, and the other pigments have a primary particle diameter of 0.05 μm or less. It is preferable that 90% or more of the particles are contained. The primary particle diameter is more preferably 0.04 μm or less. From the viewpoint of transmittance and contrast ratio,
The smaller the primary particle size, the better, and the lower limit is not limited in principle of the present invention. However, it is technically difficult to reduce the particle size to less than 0.01 μm.
One having a thickness of 05 μm is used. Preferably 0.01 to
A red pigment, a green pigment, of which 0.04 μm is used,
As for the blue pigment, the average primary particle size is 0.02 to 0.1.
Preferably it is 05 μm.

The primary particle size of the pigment can be determined by a general method of directly measuring the primary particle size from an electron micrograph. Specifically, the short axis diameter and the long axis diameter of each primary particle were measured, and the average was defined as the particle diameter of the particle. In addition,
Fifty or more primary particles were randomly selected, and the ratio of particles having a primary particle size of more than 0.05 μm was defined as the ratio to the total number of particles having a primary particle size of more than 0.05 μm. In addition, the volume average particle diameter of 100 or more particles was determined and defined as the average primary particle diameter. The same result can be obtained by using a transmission type (TEM) or a scanning type (SEM) as an electron microscope.

The average value of the aspect ratio (major axis length / minor axis length) of the primary particles measured by an electron microscope is 1.0-5.
It is preferably 0, more preferably 1.0 to 3.0.

As means for making the primary particles of the pigment fine,
A method of mechanically pulverizing a pigment to reduce the particle size (referred to as a grinding method), a method of dissolving a pigment in a good solvent into a poor solvent to precipitate a pigment having a finer particle size (referred to as a precipitation method), And a method of producing fine particles having a small particle size during synthesis (referred to as a synthetic precipitation method). Depending on the synthesis method and chemical properties of the pigment to be used, an appropriate method can be selected for each pigment.

The grinding method is a method in which a pigment is ground using a ball mill, a sand mill or a kneader with a grinding agent such as salt, and then the grinding agent is removed to make primary particles fine. Pigment particles are obtained.

The precipitation method is a method in which a pigment is dissolved in an appropriate good solvent and then mixed with a poor solvent to precipitate fine crystal particles. The primary method depends on the type and amount of the solvent, the deposition temperature, the deposition rate and the like. The size of the particles can be controlled. Generally, pigments are difficult to dissolve in solvents, so usable solvents are limited,
For example, strong acidic solvents such as concentrated sulfuric acid, polyphosphoric acid, and chlorosulfonic acid, or basic solvents such as liquid ammonia and sodium methylate in dimethylformamide are known.

A leuco method is a special deposition method. Vat dye pigments such as flavantron-based, perinone-based, perylene-based, and indanthrone-based pigments are reduced to alkaline hydrosulfite, and the quinone group becomes a hydroquinone sodium salt (leuco compound) and becomes water-soluble. By adding an appropriate oxidizing agent to the aqueous solution and oxidizing the same, a fine pigment insoluble in water can be precipitated.

The synthetic precipitation method is a method in which a pigment is synthesized and precipitated as fine crystal particles at the same time. However, when removing the generated fine pigment from the solvent, it is difficult to perform filtration, which is a general separation method, unless the pigment particles are aggregated into large secondary particles. It is applied to azo-based pigments synthesized in aqueous systems.

As a means for making the primary particles of the pigment fine, it is possible to make the primary particles fine simultaneously with the dispersion of the pigment by dispersing the pigment in a high-speed sand mill or the like for a long period of time. The necessity, and the fine pigment particles obtained by such a method are liable to cause weak agglomeration generally called flocculation, the dispersion tends to have high viscosity and thixotropic, and a uniform color filter. There is a problem that it is difficult to obtain a coating film. Therefore, it is preferable to carry out dispersion after making the primary particles fine.

The pigment used in the present invention may be any one of the above-mentioned methods for making finer. Among these methods, the grinding method in which the material is not relatively limited will be described in detail below. In this method, an organic pigment is mechanically kneaded with a water-soluble inorganic salt such as salt and a water-soluble organic solvent that does not dissolve the organic pigment (hereinafter, this step is referred to as salt milling). This is a method of obtaining fine pigment of primary particles by removing, washing and drying. However, since the pigment may be crystal-grown by the salt milling treatment, it is effective to add a solid resin or a pigment dispersant that is at least partially dissolved in the organic solvent during the treatment to prevent crystal growth.

As for the ratio of the pigment and the inorganic salt, the higher the ratio of the inorganic salt, the higher the efficiency of the finer pigment, but the lower the throughput of the pigment, the lower the productivity. Generally, 1 to 20 parts by weight, preferably 2 to 10 parts by weight, of the inorganic salt is used per 1 part by weight of the pigment. The wetting agent is added so that the pigment and the inorganic salt form a uniform mass. Depending on the mixing ratio of the pigment and the inorganic salt, the amount of the wetting agent is usually 50% to 300% by weight of the pigment. Used.

More specifically, the above salt milling is performed by adding a small amount of a water-soluble organic solvent as a wetting agent to a mixture of an organic pigment and a water-soluble inorganic salt, kneading the mixture vigorously with a kneader or the like. And stirred with a high-speed mixer or the like to form a slurry. Next, this slurry is filtered, washed with water, and dried, whereby a pigment having fine primary particles can be obtained.

The finely divided red obtained by the above method,
A colored composition can be obtained by dispersing the green and blue pigments together with a transparent resin, a solvent, and if necessary, a dispersant using a disperser such as a sand mill. At this time, the pigment and the dispersant may be mixed in advance, and the resulting mixture may be dispersed in an organic solvent (or vehicle), or the pigment and the dispersant may be separately dispersed in an organic solvent (or vehicle) in advance. Dissolve,
The obtained dispersion or solution may be mixed, or the pigment and the dispersant may be separately added and dispersed in an organic solvent (or vehicle). Here, the vehicle refers to a portion of a medium in which the pigment is dispersed when the paint is in a liquid state, and a component (binder) which is liquid and binds to the pigment to solidify the coating film, and dissolves the component. And a component to be diluted (the organic solvent).

The coloring composition can be used as it is, but the coloring composition can be used to further form an ink or a resist agent (photosensitive coloring composition). As the dispersant, a compound generally called a pigment dispersant, for example, a surfactant, a pigment derivative, a resin-type dispersant, or the like can be used.

The finely divided pigment is dispersed in the transparent resin in the form of secondary particles in which a plurality of primary particles are collected. As the dispersion proceeds, the dispersed particle size becomes smaller, the transparency increases, and the contrast ratio increases. Therefore, the smaller the dispersion particle size is, the better, and a good contrast ratio can be obtained from about 0.3 μm. On the other hand, as the dispersion progresses and the dispersion particle size decreases, the viscosity of the dispersion increases, and the thixotropic properties tend to increase. A coloring composition for a color filter needs to be low in viscosity and Newtonian flow since it can be applied thinly and the coating film surface needs to be smooth. For this reason, in consideration of the viscosity and thixotropic property preferable for ordinary use, it is preferable to suppress the dispersion particle size to about 0.08 μm. Thus, the average particle size of the dispersed particles is set to 0.0
8 μm to 0.3 μm, preferably 0.08 μm
By controlling the degree of dispersion so as to fall within the range of m to 0.2 μm, a rise in viscosity and thixotropic property can be minimized, and a colored composition having a very high contrast ratio can be obtained.

In the present invention, as the transparent resin, a resin having a transmittance of 80% or more, preferably 95% or more in the entire wavelength region of 400 to 700 nm in the visible light region is used. Examples of such a transparent resin include a thermosetting resin, a thermoplastic resin, and an electron beam curing resin, and these can be used alone or in combination of two or more.

Examples of the thermosetting resin and thermoplastic resin include butyral resin, styrene-maleic acid copolymer, chlorinated polyethylene, chlorinated polypropylene, polyvinyl chloride, vinyl chloride-vinyl acetate copolymer, and polyacetic acid. Vinyl, polyurethane resin, phenol resin, polyester resin, acrylic resin, alkyd resin, styrene resin, polyamide resin, rubber resin, cyclized rubber, epoxy resin, celluloses, polybutadiene, polyimide resin, benzoguanamine resin, melamine resin, Urea resins and the like can be mentioned.

The electron beam curable resin is preferably a photopolymerizable resin, and the monomer forming the resin is preferably a polyfunctional monomer having two or more ethylenically unsaturated double bonds. Such polyfunctional monomers include, for example, known (meth) acrylic acid esters as described in JP-A-60-258538,
Examples thereof include urethane (meth) acrylate, (meth) acrylamide, allyl compounds, and vinyl esters.

These may be used alone or may be used alone.
More than one species may be used in combination. Among these, (meth) acrylates are preferred.

To cure the monomer, a photopolymerization initiator or the like is used. As a photopolymerization initiator, a wavelength of about 3
It is preferred to use at least one compound having a molecular extinction coefficient at 00 to 500 nm of at least about 50,
Examples of such a compound include, for example, JP-A-2-486.
No. 64, JP-A-1-152449 and JP-A-2-153353, for example, aromatic ketones, lophine dimers, benzoin, benzoin ethers, polyhalogens and the like. Can be

These may be used alone, or
Two or more kinds may be used in combination. Among these, 4, 4 '
-Bis (diethylamino) benzophenone and 2- (o-
(Chlorophenyl) -4,5-diphenylimidazole 2
Preferred is a combination of monomers and 4- [pN, N-di (ethoxycarbonylmethyl) -2,6-di (trichloromethyl) -s-triazine].

The proportion of the pigment in the transparent resin as described above is 5
The content is preferably from 200 to 200% by weight, more preferably from 10 to 150% by weight.

The coloring composition of the present invention may contain a binder polymer. When using an electron beam curable resin, an alkaline aqueous solution that has little effect on the environment is often used as a developer during development, so both properties of alkali developability and pigment dispersion stability are imparted. A binder polymer having an acidic group, which can be used, is preferably used. Examples of the binder polymer having an acidic group include a copolymer of (meth) acrylic acid and a (meth) acrylate, a styrene / maleic anhydride copolymer, and a styrene / maleic anhydride copolymer and an alcohol. And the like.

These may be used alone, or
Two or more kinds may be used in combination. Among these, excellent pigment dispersibility, polyfunctional monomer, excellent compatibility with the photopolymerization initiator, alkali developer solubility, organic solvent solubility, strength,
Those having an appropriate softening temperature and the like are preferable, and specifically, a copolymer of (meth) acrylic acid and (meth) acrylate is preferable.

The weight average molecular weight of the binder polymer having an acidic group is preferably 5,000 to 200,000. If the weight average molecular weight is less than 5,000, it may be difficult to form a coating film,
If it exceeds 0, the viscosity of the colored photosensitive composition may increase.

The coloring composition of the present invention comprises a pigment, a binder polymer having an acidic group and two ethylenically unsaturated double bonds.
In the case of containing a multifunctional monomer having at least one and a photopolymerization initiator, the content of the pigment in the coloring composition can be appropriately changed depending on a desired chromaticity, but is preferably 5 to 50% by weight. When the content is less than 5% by weight, it is difficult to control the film thickness.

In the above case, the content of the binder polymer having an acidic group in the colored photosensitive composition is about 20 to 80% by weight based on the total solid content. If the content is less than 20% by weight, it may be difficult to form a coating film, and if the content is more than 80% by weight, it may be difficult for other materials to exert their abilities.

Further, in the above case, the content of the polyfunctional monomer having an ethylenically unsaturated double bond in the colored photosensitive composition is preferably 10 to 10% based on the total solid content.
60% by weight is preferred. If the content is less than 10% by weight, the curing power at the time of exposure may be insufficient, and if it is more than 60% by weight, the performance of other materials may be difficult to exert.

In the above case, the content of the photopolymerization initiator in the colored photosensitive composition is preferably 0.2 to 10% by weight based on the total solid content. If the content is less than 0.2% by weight, the exposure sensitivity may be low, and if it exceeds 10% by weight, the exposure sensitivity may be too high (control may be difficult).

The organic solvent that can be used in the present invention is not particularly limited and can be appropriately selected from known ones. For example, ethylene glycol monomethyl ether, ethylene glycol monoethyl ether,
(Poly) alkylene glycol monoalkyl ethers such as propylene glycol monomethyl ether, propylene glycol monoethyl ether, diethylene glycol monomethyl ether, and ethylene glycol monoethyl ether, and acetates thereof; ethyl acetate, n-propyl acetate, i-propyl acetate; N-butyl acetate,
Acetates such as i-butyl acetate; aromatic hydrocarbons such as benzene, toluene and xylene; ketones such as methyl ethyl ketone, acetone, methyl isobutyl ketone and cyclohexanone; ethanol, propanol, butanol, hexanol, cyclohexanol and ethylene glycol And alcohols such as diethylene glycol and glycerin.

These may be used alone, or
Two or more kinds may be used in combination. Among these, alkylene glycol monoalkyl ethers and their acetates, acetates, methyl ethyl ketone, and the like are preferable.

The disperser used for the dispersion is not particularly limited, and examples thereof include a kneader, a roll mill, an attritor,
Known dispersing machines such as a super mill, a dissolver, a homomixer, and a sand mill are exemplified.

The formation of a colored image using the coloring composition can be basically performed by the following steps (1) and (2).

(1) The coloring composition obtained as described above is coated on a substrate and dried, or a layer formed by coating and drying on a temporary support is transferred to a substrate. Step of forming a layer of the coloring composition (2) exposing the layer of the coloring composition formed on the substrate,
Developing and forming a pattern The production of color filters used for liquid crystal displays
The above steps can be repeated to combine the second and subsequent patterns. A method of manufacturing a color filter by a transfer method is described in, for example,
No. 08940, JP-A-5-72724, JP-A-5-80503, JP-A-5-173320 and the like.

As the substrate, a transparent material such as a glass plate or a transparent plastic plate is generally used. In order to improve the adhesion between the substrate and the coloring composition, various commercially available silane coupling agents or the like may be added to the coloring composition, or the substrate may be subjected to a coupling treatment in advance.

The application of the coating composition of the coloring composition to the substrate can be performed by using a known coating means such as a spin coater, a roll coater, a bar coater, and a curtain coater.

The thickness of the coloring composition layer is generally 1 to 3 μm.
It is.

As a method of transferring the layer of the coloring composition formed on the temporary support onto the substrate, a method using a heat roll laminator under normal pressure or reduced pressure is preferable.

Examples of the developer used in the development include hydroxides or carbonates of alkali metals or alkaline earth metals, hydrogencarbonates, aqueous solution of asimonia water, and quaternary ammonium salts. . These may be used alone or in combination of two or more. Among these, an aqueous solution of sodium carbonate is particularly preferred.

The coloring composition of the present invention is disclosed in
By using as a "colored organic film" described in JP-A-206888, it can be used also when a color filter is formed on a substrate such as a TFT active matrix substrate. In this case, for example, a layer of the coloring composition formed on the temporary support is laminated on a TFT (active matrix) substrate, pattern-exposed, developed, and post-exposure and post-baking are performed as necessary. By performing the process for each color, a color filter can be formed.

[0058]

EXAMPLES Examples of the present invention will be described below, but the present invention is not limited to these examples.

The method for measuring the primary particle size of the pigment is as follows.

5 g of the dispersion prepared below was mixed with a methacrylic acid-benzyl methacrylate copolymer (at a molar ratio of 28: 7).
2, 45 g of a 27% solution of 1-methoxy-2-propyl acetate having a weight-average molecular weight of 30,000) was mixed, and these were dispersed by ultrasonic waves for 10 minutes. Apply so that it becomes thick,
Dry and release the coating from the base. Fifty pigment particles were randomly selected from the pigment particles dispersed in the coating film, the minor axis length and major axis length of each particle were determined from a TEM micrograph, and the average was defined as the primary particle diameter of each particle. The proportion of the primary particles having a primary particle diameter of more than 0.05 μm among the 50 selected particles was defined as the proportion of the primary particles having a primary particle diameter of more than 0.05 μm among the pigment particles contained in the coating film. Further, the volume average particle size was determined, and this was defined as the average primary particle size. (Example 1) 100 g of a blue pigment (manufactured by BASF, trade name: Liogen Blue L-6700F = PB-15; 6), 300 g of sodium chloride, 20 g of hydrogenated rosin ester (manufactured by Arakawa Chemical Co., trade name: ester gum HP) And 40 g of polyethylene glycol were kneaded in an oven kneader (trade name: S1-1, manufactured by Moriyama Seisakusho) for 5 hours. The kneaded material was put into 2 liters of warm water and vigorously stirred at about 70 ° C. for 2 hours with a dissolver. Thereafter, the obtained dispersion was filtered, the residue on the filter was washed with water, sodium chloride,
The polyethylene glycol was removed and dried in a dry oven at about 40 ° C. for 2 days.

Pigment 6.8 obtained by the above salt milling
g, 1-methoxy-2-propyl acetate 56 g, E
0.3 g of FKA-745 (manufactured by EFKA), 0.43 g of Dispalon DA-725 (manufactured by Kusumoto Chemicals), and methacrylic acid-benzyl methacrylate copolymer (molar ratio: 2)
8:72, 1-methoxy-2- having a weight average molecular weight of 30,000)
17 g of a 40% solution of propyl acetate in Motor Mill M
Using zirconia beads having a diameter of 0.65 mm at -50 (manufactured by Eiger), dispersion was performed at a peripheral speed of 9 m / s for 4 hours to obtain a blue dispersion. When the average primary particle diameter of the pigment particles of this dispersion was measured by the above method, it was 0.042 μm,
The proportion of particles exceeding 0.05 μm was 2%. The aspect ratio was in the range of 1.3 to 2.8.

32.94 parts by weight of the above dispersion, benzyl methacrylate-methacrylic acid copolymer (molar ratio 78: 2)
2.Molecular weight 30,000) 2.18 parts by weight, 3.95 parts by weight of dipentaerythritol hexaacrylate, 2-trichloromethyl-5- (p-styrylstyryl) -1,3,4
-0.20 parts by weight of oxadiazole, 7.84 parts by weight of propylene glycol monomethyl ether acetate, 52.50 parts by weight of methyl ethyl ketone, Megafac F1
76 (manufactured by Dainippon Ink and Chemicals, Inc.) 0.12 parts by weight, phenothiazine 0.02 parts by weight, and 2,4,6-
A blue photosensitive pigment composition was prepared by dispersing 0.25 parts by weight of tris [2,4-bis (methoxycarbonyloxy) phenyl] -1,3,5 triazine, and the composition was coated on a soda lime glass substrate. It was applied at 180 rpm using a spin coater 1H-DX (manufactured by Mikasa), dried, placed in an oven, and heated at 100 ° C. for 2 minutes to obtain a color filter. The film thickness was 2 μm.

The chromaticity of the obtained color filter was measured using a measuring device (OSP-SP100, manufactured by Olympus Corporation). Further, this color filter was placed between two polarizing plates, the amount of transmitted light was measured when the polarization axis was parallel and when the polarization axis was perpendicular, and the ratio was defined as the contrast (“19”).
1990 7th Color Optics Conference, 512 color display 1
0.4 "size color filter for TFT-LCD, Ueki, Koseki, Fukunaga, Yamanaka"). (Comparative Example 1) A blue dispersion was prepared in the same manner as in Example 1 except that the salt milling treatment was not performed, and the average primary particle diameter of the pigment particles in this dispersion was measured by the above method. 0.07 μm, and the ratio of particles exceeding 0.05 μm was 30%. The aspect ratio was in the range of 1.9 to 5.2. Further, a color filter was prepared using this dispersion in the same manner as in Example 1, and the chromaticity was measured. Further, the contrast was determined in the same manner as in Example 1 using this color filter. (Example 2) Instead of the blue pigment of Example 1, a green pigment (Monastral Green 6YCL, manufactured by ZENECA)
Except for using PG-36 (trade name), a fine powder and a dispersion were prepared in the same manner as in Example 1. When the average primary particle diameter of the pigment particles in this dispersion was measured by the above method, it was found that the average primary particle diameter was 0.1%.
045 μm, and the proportion of particles exceeding 0.05 μm was 2.5%. The aspect ratio is 1.3 to 3.
3 range.

33.6 parts by weight of the above dispersion, C.I. I. PY
138 (trade name: YT-, manufactured by Fuji Film Orin Co., Ltd.)
123) 11.07 parts by weight, benzyl methacrylate-
Methacrylic acid copolymer (molar ratio 72:28, molecular weight 3
10,000) 3.26 parts by weight, 4.01 parts by weight of dipentaerythritol hexaacrylate, 2-trichloromethyl-5
-(P-styrylstyryl) -1,3,4-oxadiazole 0.19 parts by weight, propylene glycol monomethyl ether acetate 12.61 parts by weight, methyl ethyl ketone 51.60 parts by weight, Megafac F176 (Dainippon Ink & Chemicals, Inc.) 0.13 parts by weight, phenothiazine 0.004 parts by weight, and 7- [2- {4- (3-
(Hydroxymethylpiperidino) -6-diethylamino}
1.26 parts by weight of triazylamino] -3-phenyl were dispersed to prepare a green photosensitive pigment composition, and this composition was applied on a soda lime glass substrate by a spin coater 1H-DX.
(Mikasa) at 180 rpm and dried, then put in an oven and heated at 100 ° C for 2 minutes,
A color filter was obtained. The film thickness was 2 μm. The chromaticity of this color filter was measured in the same manner as in Example 1.
Also, the contrast was determined in the same manner as in Example 1 using this color filter. (Comparative Example 2) A dispersion was prepared in the same manner as in Example 2 except that the salt milling treatment was not performed, and the average primary particle diameter of the pigment particles in the dispersion was measured by the above method. 055 μm, and the proportion of particles exceeding 0.05 μm was 60%. The aspect ratio is 1.
The range was 5 to 6.4. In addition, a color filter was prepared using this dispersion in the same manner as in Example 2, and the chromaticity was measured. Further, the contrast was determined in the same manner as in Example 1 using this color filter. Example 3 Instead of the blue pigment of Example 1, a red pigment (trade name Irgafero Red B-CF = PR-25)
4, manufactured by CIBA Special Chemicals Co., Ltd.), except that fine powders and dispersions were prepared in the same manner as in Example 1. At the time of dispersion, FEKA-7450.3 g was excluded. When the average primary particle diameter of the pigment particles of this dispersion was measured by the above method, it was 0.041 μm, and 0.05 μm
The percentage of particles exceeding 2% was 2%. The aspect ratio was in the range of 1.3 to 2.4.

30.6 parts by weight of the above dispersion was mixed with a benzyl methacrylate-methacrylic acid copolymer (mole ratio 72: 2).
8, molecular weight 30,000) 1.34 parts by weight, dipentaerythritol hexaacrylate 3.75 parts by weight, 2-trichloromethyl-5- (p-styrylstyryl) -1,3,4
-0.31 parts by weight of oxadiazole, 35.53 parts by weight of propylene glycol monomethyl ether acetate,
35.00 parts by weight of methyl ethyl ketone, Megafac F
176 (manufactured by Dainippon Ink and Chemicals, Inc.) 0.05 parts by weight, phenothiazine 0.08 parts by weight, 2,4,6-tris [2,4-bis (methoxycarbonyloxy) phenyl] -1,3,3 0.38 parts by weight of 5-triazine, and 7-
[2- {4- (3-hydroxymethylpiperidino) -6]
-Diethylamino {triazylamino] -3-phenyl in an amount of 1.50 parts by weight to prepare a red photosensitive pigment composition, and spin-coater 1H-DX (manufactured by Mikasa) on a soda-lime glass substrate. After coating at 180 rpm and drying, it was placed in an oven and heated at 100 ° C. for 2 minutes to obtain a color filter. The thickness was 1.9 μm. The chromaticity of this color filter was measured in the same manner as in Example 1. Also, the contrast was determined in the same manner as in Example 1 using this color filter.

Table 1 shows the results.

[0067]

[Table 1]

From Table 1, it can be seen that the color filter of this example has higher contrast than that of the comparative example.

[0069]

According to the present invention, a color filter having a high transmittance and a coloring composition used for producing the same are provided.

──────────────────────────────────────────────────続 き Continued on the front page (51) Int.Cl. ⁷ Identification symbol FI Theme coat ゛ (Reference) G02F 1/1335 505 G02F 1/1335 505 G03F 7/004 505 G03F 7/004 505 F-term (Reference) 2H025 AA04 AB13 AC01 AD01 BC13 BC42 CA00 CB42 CC12 2H048 BA02 BA45 BA47 BA48 BB02 BB15 BB42 2H091 FA02Y FB02 FB03 FB13 FC10 LA30 4J002 AA00W BG01X BH01X EH076 EP016 FA007 FA087 FD097 FD34X GP00

Claims (9)

[Claims] 1. A colored composition in which a red pigment containing 90% or more of particles having a primary particle size of 0.05 μm or less is dispersed in a transparent resin. 2. A colored composition in which a green pigment containing 90% or more of particles having a primary particle size of 0.05 μm or less is dispersed in a transparent resin. 3. A colored composition in which a blue pigment containing 90% or more of particles having a primary particle size of 0.05 μm or less is dispersed in a transparent resin. 4. The coloring composition according to claim 1, wherein an average value of an aspect ratio of primary particles of the pigment is 1.0 to 5.0. 5. A pigment having at least one of a red pigment, a green pigment and a blue pigment containing 90% or more of particles having a primary particle diameter of 0.05 μm or less, a binder polymer having an acidic group, A colored composition comprising a polyfunctional monomer having two or more saturated double bonds and a photopolymerization initiator. 6. A color filter using the coloring composition according to claim 1 for a red pixel. 7. A color filter using the coloring composition according to claim 2 for a green pixel. 8. A color filter using the coloring composition according to claim 3 for a blue pixel. 9. The color filter according to claim 6, wherein the layer formed of the coloring composition has a thickness of 1 to 3 μm.