JPH0777607A - Production of color filter - Google Patents

Abstract

PURPOSE:To provide the color filter having colored patterns of high densities and accuracy with easy control of injection positions of dyeing liquids and extremely high affinity of dyes and with less oozing of color by curing a thin film of a photosensitive resin having specific dyeability, then injecting a dyestuff liquid to the prescribed positions of this hardened film layer. CONSTITUTION:The thin film of the photosensitive resin having the dyeability of <=5% in transmittance at the maximal absorption wavelength of dyestuff having a mol.wt. >=1000 when the thin film of the photosensitive resin having a film thickness of 0.6mu is immersed for 15 minutes at room temp. into an aq. 4% soln. of dyestuff described above or the thin film of the photosensitive resin having the dyeability of <=5% in transmittance at the maximal absorption wavelength of the dyestuff having a mol.wt. >=1000 when the thin film of the photosensitive resin having a film thickness of 0.6 is immersed for 10 minutes at 60 deg.C into the aq. 0.2% soln. of the dyestuff described above is formed on a substrate. The thin film is then cured by irradiating the film with energy rays and thereafter, the dyestuff liquid is injected to the prescribed positions of the hardened film layer by an ink jet system, by which the desired colored patterns are formed.

Description

Detailed Description of the Invention

[0001]

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a method for manufacturing a color filter used in a liquid crystal display device or a solid-state image pickup device.

[0002]

2. Description of the Related Art Conventionally, a method of combining three primary color filters of red, green, blue, or yellow, magenta, and cyan has been used for colorizing a liquid crystal display device or a solid-state image pickup device. Although there are several methods for forming these color filters, the most basic method is the so-called dyeing method. In this method, a transparent dyeable resin is formed in a mosaic pattern on a substrate and then immersed in a dye bath for dyeing,
After washing with water, fixing treatment is carried out to form a dye-proof film to complete the formation of one color. By repeating this three times, a color filter having a fine color pattern of three primary colors is formed.

[0003]

The dyeing method has a feature that an extremely fine color pattern can be freely formed. However, the photolithography step, the dyeing step, the washing / cleaning step can be performed as many times as the number of colors to be dyed. Since many manufacturing processes such as a fixing process and a dye-proofing process are complicated, there is a risk that the yield may be reduced due to dust adhesion during manufacturing. Further, since the coloring density is almost proportional to the film thickness of the dyed resin film, the fluctuation of the film thickness causes unevenness of color and deteriorates the quality of the product. Depending on the order of dyeing, color unevenness may occur due to contamination or desorption of other colors. Further, a liquid crystal display device manufacturer has strongly demanded a method of reducing the number of steps for manufacturing a color filter to improve the yield and make the cost lower.

[0004]

The present inventors have completed the present invention as a result of various investigations for solving the above problems. That is, the present invention includes (1) forming a photosensitive resin thin film having the following dyeing properties (a) or (b) on a substrate, irradiating an energy ray to cure the thin film, and then curing the thin film. A method for manufacturing a color filter, which comprises forming a desired colored pattern by jetting a dye solution to a predetermined position on a film layer by an inkjet method, (a) a photosensitive resin thin film having a film thickness of 0.6 μ When immersed in a 4% aqueous solution of 1,000 or more dyes at room temperature for 15 minutes, the transmittance of the dye at the maximum absorption wavelength is 5
% Or less (b) a photosensitive resin thin film having a film thickness of 0.6 μ, in a 0.2% aqueous solution of a dye having a molecular weight of 1000 or more,
When immersed at 0 ° C. for 10 minutes, the transmittance of the dye at the maximum absorption wavelength is 5% or less. (2) The photosensitive resin thin film according to (1) above contains an anion dye dyeable polymer and a photosensitive compound. The method for producing a color filter according to the above (1), which is formed from a photosensitive resin composition containing (3) an anion dye dyeable polymer is tertiary nitrogen or 4
The method for producing a color filter according to the above (2), which is a polymer of a composition containing an anionic dye dyeable monomer having a graded nitrogen and a hydrophilic monomer other than the monomer, (4) the anionic dye dyeable polymer, Tertiary nitrogen or 4
(2) A polymer of a composition comprising 20 to 70% by weight of anionic dye dyeable monomer having a grade nitrogen, 10 to 60% by weight of a hydrophilic monomer other than the monomer, and 10 to 50% by weight of a hydrophobic monomer. (5) The method for producing a color filter according to (4), wherein the anionic dye dyeable monomer having tertiary nitrogen or quaternary nitrogen and the hydrophobic monomer are both (meth) acrylic monomers. (6) The anionic dye dyeable monomer is 3- (N, N-dimethylamino) propylacrylamide or 3- (N,
The method for producing a color filter according to the above (3) or (4), which is N-dimethylamino) propylmethacrylamide, (7) The anionic dye dyeable monomer is 3- (N, N-dimethylamino) propylacrylamide or 3- (N,
N-dimethylamino) propylmethacrylamidodimethylaminopropylacrylamide, the hydrophilic monomer other than the monomer is 2-hydroxyethylmethacrylate, vinylpyrrolidone or dimethylaminoacrylamide, and the hydrophobic monomer is methylmethacrylate or methylacrylate. (4) The method for producing a color filter, (8) The method for producing a color filter according to (2) above, wherein the water content in the resin liquid in which the photosensitive resin composition is dissolved is 1 w / w% or less, (9) Dye The method for producing a color filter according to the above (1), characterized in that a solution in which a single component dye is dissolved in a solvent is used as the solution.

To carry out the color filter manufacturing method of the present invention, for example, the following may be carried out. That is, a highly dyeable photosensitive resin is dissolved in a solvent such as methyl cellosolve, the substrate is coated with the photosensitive resin solution by a method such as a spin coating method, and the substrate is dried and then exposed to energy rays such as ultraviolet rays to expose it. Cure the photosensitive resin. When the photosensitive resin thin film is cured, a predetermined pattern may be exposed through a mask, the entire surface may be exposed without a pattern to be cured, or back exposure may be performed through a black matrix. . When the pattern is provided, partition walls may be formed as a black matrix in the gap between the patterns. The thickness of the resulting photo-cured film is usually about 0.3 to 2 μm, preferably about 0.3 to 1.5 μm, and more preferably 0.3.
It is preferably about 1 μm. When using a black dye, it is better to make the film thickness thicker. The photocured film thus obtained is heat-treated at a temperature of 100 ° C. to 160 ° C., if necessary. Although the heat treatment time is not particularly limited, it is usually sufficient to perform the heat treatment for about 15 to 50 minutes. The heat treatment may be performed by a known method using a hot plate or an oven. Then, a predetermined amount of the dye solution is deposited on a predetermined location of the heat-treated or non-heat-treated photosensitive resin thin film by an inkjet method at room temperature to 70 ° C., preferably at room temperature. The inkjet method is a method of ejecting a small droplet of ink from a nozzle to attach the ink to a thin film. Dyeing (coloring) by this method may be performed for each color or simultaneously for multiple colors. After dyeing, by heat-drying for 3 to 15 minutes on a hot plate or oven at 70 to 180 ° C.,
A color filter is obtained. After that, if necessary, in order to prevent the dye from being eluted, washing may be performed by fixing treatment in an aqueous solution of tannic acid and tartar, or further,
If necessary, a transparent protective layer may be coated on the entire surface of the dyed thin film for the purpose of protecting the color filter layer.

The substrate used in the present invention is not particularly limited as long as it is a colorless and transparent plate, and examples thereof include plates of glass, polyester, polycarbonate, polyacrylate, polyether sulfone and the like. Its thickness is 0.5
About 1.5 mm is preferable.

As the highly dyeable photosensitive resin used in the present invention, (a) a photosensitive resin thin film having a film thickness of 0.6 μ,
15% at room temperature in a 4% aqueous solution of dye having a molecular weight of 1000 or more.
When soaked for a minute, a photosensitive resin having a dyeing property in which the transmittance of the dye at the maximum absorption wavelength is 5% or less, or (b) a photosensitive resin thin film having a film thickness of 0.6 μ is added with a molecular weight of 10
When immersed in a 0.2% aqueous solution of a dye of 00 or more at 60 ° C. for 10 minutes, a photosensitive resin having dyeability, which has a transmittance of 5% or less at the maximum absorption wavelength of the dye, is preferable.
As the dye having a molecular weight of 1000 or more, for example, PC Green
Examples include FOP (manufactured by Nippon Kayaku Co., Ltd.) and the like.

As the highly dyeable photosensitive resin satisfying the above conditions (a) or (b), for example, an anionic dye-dyeable polymer and a photosensitive compound are essential components.
The anion dye dyeable polymer contains an anion dye dyeable monomer and a hydrophilic monomer other than the anion dye dyeable monomer (hereinafter simply referred to as “hydrophilic monomer”) as an essential component. This anion dye dyeable polymer can be prepared by using a conventionally known solution polymerization method.

The anionic dye dyeable monomer is a monomer having, for example, tertiary nitrogen or quaternary nitrogen in its molecule, and has a property of imparting the dyeing ability of anionic dye to the polymer. Specifically, for example, (N, N
-Dimethylamino) ethyl acrylate, (N, N-dimethylamino) ethyl methacrylate, (N, N-diethylamino) ethyl acrylate, (N, N-diethylamino) ethyl methacrylate, 3- (N, N-dimethylamino) propyl acrylate , (N, N-di (C ₁ -C ₄ ) alkylamino) (C ₁ -C ₄ ) alkyl (meth) acrylates such as 3- (N, N-dimethylamino) propyl methacrylate, 3- (N, N) (N, N-di (C ₁ -C ₄ ) alkylamino) (C ₁ -C ₄ ) alkyl (meth) acrylamide such as -dimethylamino) propylacrylamide and 3- (N, N-dimethylamino) propylmethacrylamide , (N, N-diethylamino) ethyl vinyl ether, 4-vinylpyridine, diarylamine, 2-hi Roxy-3-methacryloyloxypropyltrimethylammonium chloride and methacryloyloxyethyltrimethylammonium chloride are mentioned, but (meth) acrylamide-based monomers are preferable from the viewpoint of stability and the like. -(N, N-dimethylamino)
Most preferred are propyl acrylamide and 3- (N, N-dimethylamino) propyl methacrylamide. These anionic dye dyeable monomers are used alone or in combination of two or more.

Examples of the hydrophilic monomer include hydroxy (C ₁ -C ₄ ) alkyl (meth), such as hydroxyethyl acrylate and hydroxyethyl methacrylate.
Examples thereof include (meth) acrylamide which may have one or two (C ₁ -C ₄ ) alkyl groups bonded thereto such as acrylate, acrylamide, methacrylamide, dimethylaminoacrylamide, and methylaminoacrylamide, and vinylpyrrolidone. These hydrophilic monomers may be used alone or in combination of two or more.

The blending ratio of these anionic dye dyeable monomer and hydrophilic monomer is 25 to 85% by weight, preferably 30 to 80% by weight, and 15 to 75% by weight, preferably 15 to 75% by weight, of the anionic dye dyeable monomer. Is 20-70
Weight percent is preferred.

Examples of the photosensitive compound include diazidochalcone, 4,4'-diazidostilbene-2,2'-disulfonic acid and 4,4'-diazidostilbene-2,2 '.
-Sodium disulfonate, 4,4'-diazidostilbene-2,2'-disulfonic acid (bis (methoxyethyl)) amide, 4,4'-diazidostilbene-2,
4,4′-diazidostilbene-2,2′-disulfonic acid (mono or bis ((C ₁ -C ₄ ) alkoxy (C) such as 2′-disulfonic acid (bis (ethoxyethyl)) amide)
₁ -C ₄₎ alkyl)) azide compounds such as amides, conventionally known acryl compound having two or more functional groups. These photosensitive compounds may be used alone or in admixture of two or more. When an azide compound is used as the photosensitive compound, it is preferably used in an amount of about 2 to 15% by weight, particularly preferably 3 to
It is preferable to use about 8% by weight.

It should be noted that a compound having a (meth) acryloyl group other than the anionic dye dyeable monomer and the hydrophilic monomer is contained in an amount of 0.1 to 10 parts by weight, and particularly 0 to 100 parts by weight of the anionic dye dyeable polymer. Addition of about 5 to 6 parts by weight is preferable because the curing rate is increased. Examples of the compound having a (meth) acryloyl group include spiroglycol diacrylate [3,9-bis (2-acryloyloxy-1,1-dimethyl) 2,4,8,10-tetraoxaspiro [5,5]. Undecane] Cyclohexane dimethylol diacrylate, ethylene glycol diacrylate, diethylene glycol diacrylate, triethylene glycol diacrylate, polyethylene glycol diacrylate, polypropylene glycol diacrylate, butylene glycol diacrylate, neopentyl glycol diacrylate, 1,4-butanediol Diacrylate, 1,6-hexanediol diacrylate, pentaerythritol diacrylate,
Pentaerythritol triacrylate, trimethylolpropane triacrylate, novolac epoxy acrylate, bisphenol A epoxy acrylate, alkylene glycol diepoxy acrylate, glycidyl ester acrylate, polyester diacrylate, bisphenol A diacrylate, urethane diacrylate, methylenebis Acrylamide, ethylene glycol dimethacrylate, diethylene glycol dimethacrylate, triethylene glycol dimethacrylate, polyethylene glycol dimethacrylate, propylene glycol dimethacrylate, butylene glycol dimethacrylate, neopentyl glycol dimethacrylate, 1,4-butanediol dimethacrylate, 1,6 -Heki Down diol dimethacrylate,
Examples include trimethylolpropane trimethacrylate.

When an acrylic compound having two or more functional groups, which is publicly known, is used as a photosensitive compound, it is preferably used in an amount of about 10 to 40% by weight, more preferably about 15 to 35, based on the anion dye dyeable polymer. It is preferable to use about wt%. In this case, a photosensitizer may be used together.

When the strength of the photo-cured product of the anionic dye-dyeable polymer comprising a copolymer of an anionic dye-dyeable monomer and a hydrophilic monomer is insufficient, a hydrophobic monomer may be used together as a monomer constituting the polymer. You can increase its strength. Examples of the hydrophobic monomer include alkyl acrylates of (meth) acrylic acid such as methyl acrylate, methyl methacrylate, ethyl acrylate, butyl acrylate, butyl methacrylate, 2-ethylhexyl acrylate and 2-ethylhexyl methacrylate, styrene and p-methylstyrene. Can be mentioned. The compounding ratio of the anionic dye dyeable monomer, the hydrophilic monomer and the hydrophobic monomer is 20 to 70% by weight, preferably 25 to 60% by weight, and the hydrophilic monomer is 10 to 60% by weight, preferably the anionic dye dyeable monomer. 20-50
% By weight, 10 to 50% by weight of hydrophobic monomer, preferably 2
It is preferably 0 to 40% by weight. Further, the molecular weight of the anionic dye-dyeable polymer thus prepared is
It is preferably 5,000 to 200,000, more preferably about 10,000 to 100,000.

The photosensitive resin composition having the above composition is
Usually, it is diluted with an organic solvent or the like before use. Examples of the organic solvent include methyl cellosolve, ethyl cellosolve, isopropoxy cellosolve, ethylene glycol monoethyl ether acetate, diethylene glycol dimethyl ether, diethylene glycol diethyl ether, methyl ethyl ketone, methoxyisopropyl glycol, and the like. Cellosolve and diethylene glycol dimethyl ether are preferred. These may be used alone or in combination of two or more. The proportion of the organic solvent in the photosensitive resin liquid varies depending on the composition in the resin liquid and cannot be unconditionally specified, but it is preferable that the resin liquid has a viscosity that can be applied to the surface of the substrate. When an azide compound is used as the photosensitive compound, the water content in the photosensitive resin liquid is 1 w / w in order to avoid its decomposition and side reactions.
% Or less is preferable. As the photosensitive resin liquid, for example, CF
Examples include R633DHP and CFR633L1 (both manufactured by Nippon Kayaku Co., Ltd.).

The dye used in the dye liquid for ink jet is preferably an anionic dye. Examples of anionic dyes include acid dyes, direct dyes and reactive dyes. Specifically, as the yellow pigment, for example, CI Acid Yellow
3, ibid 17, ibid 38, ibid 40: 1, ibid 42, ibid 44:
1, the same 49, the same 61, the same 65, the same 67, the same 72, the same 7
9, 110, 114, 116, 117, 11
9, the same 121, the same 127, the same 129, the same 135, the same 14
1, 1, 143, 155, 158, 161, 19
4, the same 204, the same 207, the same 220, the same 232, the same 23
5, 241, CIDirect Yellow 12, 86, 8
7, 130, 142, CIReactive Yellow 84,
102, etc., and a color filter dye PC Yellow 42P manufactured by Nippon Kayaku Co., Ltd. and the like. Examples of orange dyes include CIOrange 10, 19, 33,
50, 56, 67, 80, 108, 12
2, 142, 166, 130, CIDirect Orang
e 26, the same 39, CI Reactive Orange 1, the same 4 and the like.

As the red dye, for example, CI Acid Red
1, the same 6, the same 9, the same 14, the same 18, the same 35, the same 37, the same 42, the same 50, the same 52, the same 57, the same 73, the same 87, the same 8
8, same 89, same 92, same 97, same 106, same 111, same 114, same 118, same 128, same 134, same 138, same 143, same 143: 1, same 145, same 158, same 18
3, Same 186, Same 211, Same 214, Same 215, Same 21
7, ibid 219, ibid 225, ibid 226, ibid 249, ibid 25
4, the same 256, the same 257, the same 259, the same 260, the same 26
1, 263, 266, 274, 276, 27
8, ibid 289, ibid 299, ibid 301, ibid 303, ibid 30
7, ibid 315, ibid 316, ibid 317, ibid 336, ibid 33
7, ibid 341, ibid 355, ibid 357, ibid 359, ibid 36
2, ibid 366, ibid 383, ibid 399, ibid 405, ibid 40
7, 414, 416, 426, CIDirect Red
2, 23, 24, 31, 31, 39, 54, 7
9, ibid 83: 1, ibid 89, ibid 224, ibid 225, ibid 22
6, 227, 242, 243, CIReactive Red
5, 8 and 43, etc., and dyes for color filters PC Red21P, PC Red136P, P manufactured by Nippon Kayaku Co., Ltd.
C Red 137P, PC Magenta 10P, and the like. Examples of purple pigments include CI Acid Violet 21 and 4
2, the same 43, the same 47, the same 48, the same 49, the same 54, the same 9
7 and 102 and the like.

As the blue dye, for example, CI Acid Blue
7, the same 9, the same 15, the same 22, the same 23, the same 25, the same 40,
Ibid 45, ibid 47, ibid 59, ibid 61: 1, ibid 62, ibid 7
8, the same 80, the same 83, the same 90, the same 104, the same 109, the same 112, the same 127, the same 127: 1, the same 129, the same 13
8, same 140, same 203, same 204, same 207, same 22
7, the same 228, the same 232, the same 247, the same 260, the same 26
4, 277, 278, 280, 283, 29
0, 333, 343, CIDirect Blue 106, 108, etc., and a color filter dye PC Blue 43P, PC Cyan 2P, etc. manufactured by Nippon Kayaku Co., Ltd.
Examples of green dyes include CI Acid Green 3, 5, 22, 22, 25, 27, 28, 41 and the like, and PC GreenFO for color filters manufactured by Nippon Kayaku Co., Ltd.
P, PC Green 100P and the like.

As the black pigment, for example, CI Acid Black
1, 26, 31, 31, 48, 50, 52, 5
2: 1, 58, 60, 63: 2, 64, 10
7, Same 109, Same 110, Same 112, Same 113, Same 11
8, same 140, same 155, same 170, same 172, same 17
7, ibid 187, ibid 188, ibid 194, ibid 207, ibid 22
2, CIDirect Black17, the same 19, the same 22, the same 51,
62, 91, 112, 117, 118, 1
22, the same 132, the same 146, the same 154, the same 159, the same 1
69, 173, etc.

Of these pigments, acid dyes and pigments for color filters are preferable. In addition, these dyes are used alone or as a mixture to form an ink, and when color unevenness is likely to occur in the mixture, it is preferable to use a single component dye alone. As an ink solvent, water or an organic solvent aqueous solution that can be mixed with water is used. As the organic solvent, methyl alcohol, ethyl alcohol, butyl alcohol, methyl cellosolve, ethyl cellosolve,
Examples thereof include ethylene glycol, diethylene glycol, diethylene glycol monomethyl ether, diethylene glycol monoethyl ether, dimethylformamide, dimethylacetamide, and N-methylpyrrolidone. The dye concentration in the ink is preferably 0.5 to 20%, and particularly preferably 3 to 10%. If necessary, the dye solution may be filtered through a membrane filter or the like before use.

The present invention will be specifically described below with reference to examples and examples. Reference Example Preparation of dyeable photosensitive resin liquid used in the present invention 3- (N, N-dimethylamino) propylacrylamide 38 parts 2-hydroxyethylmethacrylate 15 parts Dimethylaminoacrylamide 10 parts Vinylpyrrolidone 7 parts Methylmethacrylate 8 parts Methyl Acrylate 22 parts The monomer of the above formulation is polymerized by a known solution polymerization method, and the polymer is precipitated by pouring it into a large amount of isopropyl ether, and then the polymer (average molecular weight 90000) is taken out to a water content of 1 w / w% or less. Dry until complete. To 100 parts of this dry polymer, 4,4'-diazidochalcone 2 parts, 4,4'-diazidostilbene-2,2'-disulfonic acid (bis (ethoxyethyl)) amide 6 parts, silane coupler KBM603 (Shin-Etsu Chemical Co., Ltd.) Industrial Co., Ltd. 2nd section,
450 parts of isopropoxy cellosolve and 450 parts of diethylene glycol dimethyl ether are mixed and dissolved to obtain a dyeable photosensitive resin liquid having a water content of 1 w / w% or less.

Example 1 Dyeable photosensitive resin composition type in which an anionic dye dyeable polymer obtained by copolymerizing an anionic dye dyeable monomer, a hydrophilic monomer and a hydrophobic monomer and an azide compound are dissolved in a solvent Resin solution CFR633DHP (manufactured by Nippon Kayaku Co., Ltd.) 100 parts and silane coupling agent KB
0.05 part of M603 (produced by Shin-Etsu Chemical Co., Ltd.) is mixed. This is coated on a glass plate by a spin coating method, dried at 110 ° C. for 3 minutes, passed through a belt conveyor type UV irradiator, and exposed at the entire surface with an exposure amount of about 150 mJ / cm ² to be cured. The cured film has a thickness of 0.6 μm, and when dyed by the method (a) using PC Green FOP, which is a pigment having a molecular weight of 1000 or more, the maximum absorption wavelength (6
The transmittance at 60 nm) is 0.2% or less. The glass substrate having the thin film to be dyed thus formed is accurately positioned by an optical treatment method and set in an inkjet printer. PC Blue 43P (Nippon Kayaku Co., Ltd.)
Made of 0.2% of 4% aqueous solution)
m is passed through a membrane filter to be jetted as an dyeing solution by an ink jet to be attached to a portion of the thin film to be dyed which is to be colored blue. Next, on this dyed thin film, PC GreenF
A 4% aqueous solution of OP (manufactured by Nippon Kayaku Co., Ltd., a dye for a color filter) is jetted by an ink jet as a dyeing solution through a 0.2 μm membrane filter to adhere to a portion of the dyed thin film to be colored green. Finally, to this dyed thin film, 0.2% 4% methyl cellosolve aqueous solution of PC Red21P (manufactured by Nippon Kayaku Co., Ltd., color filter dye) was used.
The solution is made into a dyeing solution through a μm membrane filter and jetted with an ink jet to adhere it to the portion of the dyed thin film to be colored red. This is dried by heating on a hot plate heated to 150 ° C. for 10 minutes. Next, as dye fixing treatment, 3 g of tannin, 1 g of tartar and 3 g of acetic acid were added to 1 liter of water.
The dyed glass substrate is immersed in a solution containing g,
After being treated at ℃ for 7 minutes, washed with water and dried at 130 ℃ for 10 minutes to obtain R, G, B three color filters. This R
The color filters of three colors G and B each have a substantially square pattern of about 150 μm, and have the same performance as a color filter formed by a conventional so-called dip dyeing method.

Example 2 Anionic dye dyeable polymer obtained by copolymerizing anionic dye dyeable monomer, hydrophilic monomer and hydrophobic monomer, azide compound and anionic dye dyeable monomer other than hydrophilic monomer , 100 parts of CFR633L1 (manufactured by Nippon Kayaku Co., Ltd.) which is a resin liquid of a dyeing photosensitive resin composition type obtained by dissolving a compound having a (meth) acryloyl group in a solvent, and a silane coupling agent KBM60.
3 (manufactured by Shin-Etsu Chemical Co., Ltd.) is mixed with 0.05 part. This was coated on a glass substrate having a black stripe made of a pigment-dispersed resist by spin coating,
After drying at ℃ for 3 minutes, the entire glass surface is exposed and cured.
Then, it is immersed in a 2% aqueous solution of tetramethyl hydroxide for development, washed with water, dried at 150 ° C. for 20 minutes,
A highly dyeable resin film having a black stripe is obtained on a substrate. This cured film has a thickness of 0.6 μm and a molecular weight of 100.
When dyed by the method (b) using PC Green FOP, which is a dye of 0 or more, the maximum absorption wavelength (660
nm) has a transmittance of 0.4% or less. This glass substrate is set in an inkjet printer. PC
A 2% aqueous solution of Magenta 41P (manufactured by Nippon Kayaku Co., Ltd., a color filter dye) is jetted with an ink jet as a dyeing solution through a 0.2 μm membrane filter to a portion to be colored magenta of the thin film to be dyed. Attach it.
Next, a 2% aqueous solution of PC Yellow 42P (manufactured by Nippon Kayaku Co., Ltd., a dye for color filter) is passed through a 0.2 μm membrane filter and jetted as an inkjet dye to the dyed thin film to jet the dyed thin film. Adhere to the part to be colored yellow. Finally, on this dyed thin film, PC C
A 2% aqueous solution of yan 2P (manufactured by Nippon Kayaku Co., Ltd., a color filter dye) is passed through a 0.2 μm membrane filter to form a dyeing solution, which is then jetted by an inkjet to be attached to a portion to be colored cyan. After that, heat drying and dye fixing treatment were performed in the same manner as in Example 1 to obtain Y, M, and C color filters.

Example 3 100 parts of CFR633L1 (manufactured by Nippon Kayaku Co., Ltd.) and a silane coupling agent KBM603 (Shin-Etsu Chemical Co., Ltd.)
(Manufactured) 0.05 parts. This was spin-coated on a glass substrate with a spinner to a film thickness of 1.5 μm, and
After drying at 0 ° C. for 20 minutes, it is exposed by using a mask and developed to form a stripe pattern having a line width of 20 μm and a line interval of 120 μm. The substrate having the stripe pattern thus obtained is precisely positioned and set in the inkjet printer. PC Black181P (Nippon Kayaku Co., Ltd.)
4% ethyl cellosolve aqueous solution (made of a color filter) manufactured as a dye is used as a dyeing solution through a 0.2 μm membrane filter and jetted by an inkjet to dye the stripe pattern black. This is dried at 150 ° C. for 10 minutes, then immersed in a solution containing 3 g of tannin, 1 g of tartar, and 3 g of acetic acid in 1 liter of water to fix and dry it. Then, CFR633L is formed on the substrate having the black stripe.
1 is applied and the same operation as in Example 2 is performed to obtain a color filter.

[0026]

EFFECTS OF THE INVENTION According to the present invention, it is not necessary to carry out the patterning and dye fixing treatment such as conventional dyeing three times, and the process is remarkably simplified. In addition, the decrease in yield due to dust adhesion in the conventional developing process and dyeing process is very small. Further, the control of the jetting position of the dye solution by the inkjet method is easy, and the accuracy can sufficiently meet the user's needs. In the highly dyeable photosensitive resin thin film used in the present invention, the affinity of the dye is extremely high and the color bleeding is very small. Therefore, it is possible to obtain a color filter having a colored pattern with high density and high accuracy.
Further, according to the method of the present invention, a color filter having excellent heat resistance, chemical resistance, light resistance and color characteristics can be obtained.

Claims (9)

[Claims] 1. A photosensitive resin thin film having the following dyeing properties (a) or (b) is formed on a substrate, the thin film is irradiated with an energy ray to cure the thin film, and then the ink is applied to the cured film layer. A method for producing a color filter, which comprises ejecting a dye solution to a predetermined position by a method to form a desired colored pattern. (A) A photosensitive resin thin film having a film thickness of 0.6 μ was prepared with a molecular weight of 10
When immersed in a 4% aqueous solution of 00 or more dye at room temperature for 15 minutes, the transmittance of the dye at the maximum absorption wavelength is 5% or less. (B) A photosensitive resin thin film having a film thickness of 0.6 μ was prepared with a molecular weight of 10
When immersed in a 0.2% aqueous solution of 00 or more dye at 60 ° C. for 10 minutes, the transmittance of the dye at the maximum absorption wavelength is 5% or less. 2. The method for producing a color filter according to claim 1, wherein the photosensitive resin thin film according to claim 1 is formed from a photosensitive resin composition containing an anion dye dyeable polymer and a photosensitive compound. 3. The anionic dye dyeable polymer is a polymer of a composition containing an anionic dye dyeable monomer having a tertiary nitrogen or a quaternary nitrogen, and a hydrophilic monomer other than the monomer. Color filter manufacturing method. 4. An anionic dye dyeable polymer having an anionic dye dyeable monomer having a tertiary nitrogen or a quaternary nitrogen.
The method for producing a color filter according to claim 2, which is a polymer having a composition comprising 70% by weight, 10 to 60% by weight of a hydrophilic monomer other than the monomer, and 10 to 50% by weight of a hydrophobic monomer. 5. An anionic dye dyeable monomer having a tertiary nitrogen or a quaternary nitrogen and a hydrophobic monomer are both (meth).
The method for producing a color filter according to claim 4, wherein the color filter is an acrylic monomer. 6. Anion dye dyeable monomer is 3- (N,
N-dimethylamino) propylacrylamide or 3-
The method for producing a color filter according to claim 3, which is (N, N-dimethylamino) propylmethacrylamide. 7. Anion dye dyeable monomer is 3- (N,
N-dimethylamino) propylacrylamide or 3-
(N, N-dimethylamino) propylmethacrylamide, the hydrophilic monomer other than the monomer is 2-hydroxyethylmethacrylate, vinylpyrrolidone or dimethylaminoacrylamide, and the hydrophobic monomer is methylmethacrylate or methylacrylate. 4. The manufacturing method of the color filter of 4. 8. The method for producing a color filter according to claim 2, wherein the water content of the resin liquid in which the photosensitive resin composition is dissolved is 1 w / w% or less. 9. The method for producing a color filter according to claim 1, wherein a liquid in which a single component dye is dissolved in a solvent is used as the dye liquid.