KR100922842B1 - Photosensitive resin composition and color filter using the same - Google Patents

Abstract

The present invention relates to a photosensitive resin composition for a color filter and a color filter manufactured using the same, wherein the photosensitive resin composition for a color filter includes an aziridine group-containing acrylic binder resin, an acrylic polymerizable monomer, a polymerization initiator, a pigment, and a solvent. do.

Color filter, photosensitive resin, heat resistance, storage stability, binder, pigment

Description

Photosensitive resin composition for color filters and color filters manufactured using the same {{PHOTOSENSITIVE RESIN COMPOSITION AND COLOR FILTER USING THE SAME}

The present invention relates to a photosensitive resin composition for color filters and a color filter manufactured using the same, and more particularly, to a color filter photosensitive resin composition having excellent chemical resistance and sensitivity, and particularly excellent heat resistance, developability, and storage stability. And it relates to a color filter manufactured using the same.

Examples of electronic display devices used in office automation equipment, portable small televisions, and viewfinders of video cameras include liquid crystal displays (LCDs), plasma display panels (PDPs), and organic light emitting diodes. diodes (OLED) and the like, and technical researches related to these are being actively conducted.

The liquid crystal display device has advantages such as light weight, thinness, low cost, low power consumption, and excellent bonding with an integrated circuit, and thus the use range of the liquid crystal display device has been expanded for notebook computers, monitors, and TV images. The liquid crystal display device includes a lower substrate on which a black matrix, a color filter, and an ITO pixel electrode are formed, an active circuit unit consisting of a liquid crystal layer, a thin film transistor, and a capacitor capacitor layer, and an upper substrate on which an ITO pixel electrode is formed.

The color filter is manufactured by coating a fine region colored in three or more colors on a solid state image pickup device or a transparent substrate. Such colored thin films are usually formed by a dyeing method, an electrodeposition method, a pigment dispersion method, etc., but recently, a pigment dispersion method having excellent heat resistance and durability is used.

The pigment dispersion method is a method in which a colored thin film is formed by repeating a series of processes of coating-exposure-developing-thermosetting a photopolymerizable composition containing a colorant on a transparent substrate provided with a light shielding layer (black matrix). The pigment dispersion method can improve heat resistance and durability, which are the most important properties of the color filter, and can maintain the thickness of the film uniformly.

The colored photosensitive resin composition used for manufacturing the color filter according to the pigment dispersion method generally consists of a binder resin, a photopolymerizable monomer, a photopolymerization initiator, an epoxy resin, a solvent and other additives, and the like. As the binder resin, for example, Japanese Patent Laid-Open No. 7-140654 and Japanese Patent Laid-Open No. 10-254133 use a carboxyl group-containing acrylic copolymer.

However, the existing carboxyl group-containing acrylates had problems such as storage stability, pattern tearing, and chemical resistance of the binder for color filter formation, which caused defects in the LCD manufacturing process. Therefore, there is a demand for developing a binder that can be easily synthesized and easily supplied, while being able to express an equivalent level of characteristics.

The present invention is to provide a photosensitive resin composition for color filters that is excellent in chemical resistance and sensitivity, and particularly excellent in heat resistance, developability, and storage stability.

The present invention also provides a photosensitive resin composition for color filters of a high resolution image sensor made of the photosensitive resin composition.

However, technical problems to be achieved by the present invention are not limited to the above-mentioned problems, and other technical problems will be clearly understood by those skilled in the art from the following description.

In order to achieve the above object, according to one embodiment of the present invention, an aziridine group-containing acrylic binder resin, an acrylic polymerizable monomer, a polymerization initiator, a pigment, and a solvent.

Other specific details of embodiments of the present invention are included in the following detailed description.

The photosensitive resin composition for color filters according to the present invention is excellent in chemical resistance and sensitivity, and particularly excellent in heat resistance, developability, and storage stability, and thus, high quality color filters can be manufactured.

Hereinafter, embodiments of the present invention will be described in detail. However, this is presented as an example, whereby the present invention is not limited and the present invention is defined only by the scope of the claims to be described later.

The photosensitive resin composition for color filters according to the embodiment of the present invention includes an aziridine group-containing acrylic binder resin, an acrylic polymerizable monomer, a polymerization initiator, a pigment, and a solvent.

Hereinafter, each component of the photosensitive resin composition for color filters according to the embodiment of the present invention will be described in detail.

(A) Aziridine-group containing acrylic binder resin

The aziridine group-containing acrylic binder resin is a copolymer of a1) unsaturated carboxylic acid, unsaturated carboxylic anhydride or a mixture thereof, and a2) aziridine-containing unsaturated compound represented by the formula (1).

As the a1) unsaturated carboxylic acid and unsaturated carboxylic anhydride, acrylic acid, methacrylic acid, maleic acid, itaconic acid, fumaric acid, or a mixture thereof may be used.

The aziridine-containing unsaturated compound represented by Formula a2) is as follows.

[Formula 1]

In Chemical Formula 1,

R ₁ is hydrogen, C ₁ To C _{20 It} may be selected from the group consisting of a substituted or unsubstituted alkyl group, and a substituted or unsubstituted alkoxy group, preferably a C ₁ to C ₁₀ substituted or unsubstituted alkyl group, or C ₁ To C ₁₀ may be substituted or unsubstituted alkoxy group.

Unless stated otherwise in the present specification, "substituted" means that the hydrogen atom in the compound is substituted with one selected from the group consisting of halogen, alkyl group, cycloalkyl group, alkoxy group, aryl group, and alkenyl group.

Unless stated otherwise in the specification, an "alkyl group" means an alkyl group of C ₁ to C ₃₀ , preferably an alkyl group of C ₁ to C ₁₀ , and a "cycloalkyl group" for C ₃ To C ₃₀ cycloalkyl group, preferably C ₃ to C ₁₀ cycloalkyl group, “alkoxy group” means C ₁ To C ₃₀ alkoxy group, preferably C ₁ An alkoxy group of C to C ₁₀ is an "aryl group", a C ₆ to C ₃₀ aryl group, preferably a C ₆ to C ₁₂ aryl group, an "alkenyl group" is an C ₁ to C ₃₀ alkenyl group, preferably Means an alkenyl group of C ₁ to C ₁₀ .

The aziridine group-containing acrylic binder resin is a1) a component derived from 30 to 80% by weight of a structural unit derived from unsaturated carboxylic acid, unsaturated carboxylic anhydride or a mixture thereof, and a2) aziridine-containing unsaturated compound represented by the formula (1) It is preferable to include 5 to 70% by weight of the unit. It is preferable in the said range because it is excellent in chemical resistance and has the effect of high heat resistance.

In addition, the aziridine group-containing acrylic binder resin may be polymerized by further including a3) an olefinically unsaturated compound. In this case, the aziridine group-containing acrylic binder resin preferably contains 10 to 60% by weight of structural units derived from a3) olefinically unsaturated compounds.

As the a3) olefinically unsaturated compound, benzyl methacrylate, styrene, α-methyl styrene, vinyl toluene, vinyl benzyl methyl ether, methyl acrylate, methyl methacrylate, ethyl acrylate, ethyl methacrylate, butyl acrylate Unsaturated carboxylates such as butyl methacrylate, 2-hydroxyethyl acrylate, 2-hydroxymethyl acrylate, 2-aminoethyl methacrylate, 2-dimethylaminoethyl acrylate and 2-dimethylaminoethyl methacrylate Main amino acid alkyl esters; Carboxylic acid vinyl esters such as vinyl acetate and vinyl benzoate; Unsaturated carboxylic acid glycidyl esters such as glycidyl acrylate and glycidyl methacrylate; Vinyl cyanide compounds such as acrylonitrile and methacrylonitrile; Unsaturated amides, such as acrylamide and methacrylamide, or mixtures thereof, etc. can be used.

Further, the aziridine group-containing acrylic binder resin preferably has a weight average molecular weight (Mw) of 3,000 to 150,000, more preferably a weight average molecular weight of 3,000 to 90,000, and preferably has a weight average molecular weight of 5,000 to 50,000. Even more preferred are those having a weight average molecular weight of 10,000 to 45,000.

Moreover, the acid value of the said aziridine group containing acrylic binder resin exists in the range of 50-100 mgKOH / g. When the molecular weight and acid value of the aziridine group-containing acrylic binder resin are in the above ranges, excellent pixel resolution can be obtained.

The aziridine group-containing acrylic binder resin may be included in an amount of 0.1 to 40% by weight, and preferably 0.5 to 20% by weight, based on the total amount of the photosensitive resin composition. When the content of the aziridine group-containing acrylic binder resin is less than 0.1% by weight, there is a problem in that it is not developed in an alkaline developer, which is not preferable, and when it exceeds 40% by weight, there is a problem in that surface roughness is increased due to insufficient crosslinkability. Not desirable

(B) acrylic polymerizable monomer

The acrylic polymerizable monomer is a monomer generally used in the photosensitive resin composition for color filters, for example, dipentaerythritol hexaacrylate, ethylene glycol diacrylate, triethylene glycol diacrylate, 1,4-butanediol Diacrylate, 1,6-hexanediol diacrylate, neopentyl glycol diacrylate, pentaerythritol diacrylate, pentaerythritol triacrylate, dipentaerythritol diacrylate, dipentaerythritol triacrylic Latex, dipentaerythritol pentaacrylate, pentaerythritol hexaacrylate, bisphenol A diacrylate, trimethylolpropane triacrylate, novolac epoxy acrylate, ethylene glycol dimethacrylate, diethylene glycol dimethacrylate Triethylene Glycol Dimethacrylate, Propylene Glycol Dimethacryl Byte, which may be propylene glycol diacrylate, 1,4-butanediol dimethacrylate, 1,6-hexanediol dimethacrylate, and selected from the group consisting of.

The acrylic polymerizable monomer is preferably included in 0.1 to 20% by weight based on the total amount of the photosensitive resin composition. If the content of the acrylic photopolymerizable monomer is less than 0.1% by weight, a problem occurs that the edges of the pattern are not formed cleanly, whereas if the content of the acrylic photopolymerizable monomer exceeds 20% by weight, the developer is not developed in the alkaline developer.

(C) polymerization initiator

The polymerization initiator used in the present invention is a photopolymerization initiator generally used in the photosensitive resin composition, for example, triazine compounds, acetophenone compounds, benzophenone compounds, thioxanthone compounds, benzoin compounds, oxime compounds Etc. can be used.

Examples of the triazine compounds include 2,4,6-trichloro-s-triazine, 2-phenyl-4,6-bis (trichloromethyl) -s-triazine, and 2- (3 ', 4'-dimeth Methoxy styryl) -4,6-bis (trichloromethyl) -s-triazine, 2- (4'-methoxy naphthyl) -4,6-bis (trichloromethyl) -s-triazine, 2 -(p-methoxy phenyl) -4,6-bis (trichloromethyl) -s-triazine, 2- (p-tolyl) -4,6-bis (trichloromethyl) -s-triazine, 2 -Piphenyl-4,6-bis (trichloromethyl) -s-triazine, bis (trichlorobetayl) -6-styryl-s-triazine, 2- (naphtho 1-yl) -4,6 -Bis (trichloro methyl) -s-triazine, 2- (4-methoxy naphtho 1-yl) -4,6-bis (trichloro methyl) -s-triazine, 2,4-trichloro methyl (Piperonyl) -6-triazine, 2,4-trichloro methyl (4'-methoxy styryl) -6-triazine and the like.

Specific examples of the acetophenone-based compound include 2,2'-diethoxyacetophenone, 2,2'-dibutoxyacetophenone, 2-hydroxy-2-methylpropiophenone, and pt-butyltrichloroacetophenone , pt-butyldichloroacetophenone, 4-chloroacetophenone, 2,2'-dichloro-phenoxyacetophenone, 2-methyl-1- (4- (methylthio) phenyl) -2-morpholinopropane-1 -One, 2-benzyl-2-dimethylamino-1- (4-morpholinophenyl) -butan-1-one, etc. are mentioned.

Examples of the benzophenone compounds include benzophenone, benzoyl benzoic acid, benzoyl benzoic acid methyl, 4-phenyl benzophenone, hydroxy benzophenone, acrylated benzophenone, 4,4'-bis (dimethyl amino) benzophenone, and 4,4'- Bis (diethyl amino) benzophenone, 4,4'-dimethylaminobenzophenone, 4,4'-dichlorobenzophenone, 3,3'-dimethyl-2-methoxybenzophenone and the like.

Examples of the thioxanthone compound include thioxanthone, 2-chloro thioxanthone, 2-methyl thioxanthone, isopropyl thioxanthone, 2,4-diethyl thioxanthone, and 2,4-diisopropyl tea. Orcanthone, 2-chloro thioxanthone and the like.

The benzoin-based compound includes benzoin, benzoin methyl ether, benzoin ethyl ether, benzoin isopropyl ether, benzoin isobutyl ether, benzyldimethyl ketal and the like.

Examples of the oxime compound include 2- (o-benzoyloxime) -1- [4- (phenylthio) phenyl] -1,2-octanedione and 1- (O-acetyloxime) -1- [9-ethyl- 6- (2-methylbenzoyl) -9H-carbazol-3-yl] ethanone and the like.

In addition to the polymerization initiator, carbazole compounds, diketone compounds, sulfonium borate compounds, diazo compounds, biimidazole compounds, and the like can also be used as polymerization initiators.

It is preferable that the said polymerization initiator is 0.1 to 10 weight% with respect to the total amount of the photosensitive resin composition. If the content of the polymerization initiator is less than 0.1% by weight, photopolymerization does not occur sufficiently during exposure in the pattern forming process, whereas if it exceeds 10% by weight, the unreacted initiator remaining after the photopolymerization may cause a problem of decreasing transmittance.

(D) pigment

As the pigment, a pigment having a color of red, green, blue, yellow, violet may be used. In addition to organic pigments such as anthraquinone pigments, conylene-based condensed polycyclic pigments, phthalocyanine pigments, and azo pigments, inorganic pigments such as carbon black may be used, and any one of these may be used alone or two or more thereof may be used. It can be mixed and used.

The pigment may be included in the photosensitive resin composition as a dispersion, wherein the pigment dispersion solvent is ethylene glycol acetate, ethyl cellosolve, propylene glycol methyl ether acetate, ethyl lactate, polyethylene glycol, cyclohexanone, propylene glycol methyl Ether and the like can be used, of which propylene glycol methyl ether acetate is most preferred.

In addition, a dispersant may be used as necessary to uniformly disperse the pigment component in the dispersion, and for this purpose, a nonionic, anionic or cationic dispersant may be used, for example, polyalkylene glycol and esters thereof, poly Oxyalkylene, polyhydric alcohol ester alkylene oxide adducts, alcohol alkylene oxide adducts, sulfonic acid esters, sulfonates, carboxylic acid esters, carboxylates, alkylamide alkylene oxide adducts, alkylamines and the like can be used. These dispersants can be used individually by 1 type or in combination of 2 or more types as appropriate.

In addition, by using an acrylic resin containing a carboxy group in addition to the dispersant, not only can the stability of the pigment dispersion be improved, but also the pattern of the pixel can be improved.

It is preferable that the primary particle diameter of the said pigment is 10-70 nm. When the primary particle size is in the particle size range, the dispersion is excellent in stability in the dispersion and there is no fear of lowering the resolution of the pixel.

The secondary particle diameter of the pigment dispersed in the dispersion is not particularly limited, but is preferably 200 nm or less, more preferably 70 to 100 nm in view of the resolution of the pixel.

The pigment is preferably contained in 0.1 to 10% by weight based on the total amount of the photosensitive resin composition for color filters. In the said range, since the outstanding coloring effect and developability can be exhibited, it is preferable.

(E) solvent

Examples of the solvent include alkylene glycol acetates such as ethylene glycol acetate; Alkylene glycol ether acetates such as propylene glycol methyl ether acetate and the like; Cellosolves such as ethyl cellosolve and the like; Propionates such as ethyl ethoxy propionate and the like; Alkyl esters such as ethyl lactate and the like; Polyalkylene glycols such as polyethylene glycol and the like; Ketones such as cyclohexanone; Alkylene glycols such as propylene glycol methyl ether and the like; Ethylene glycols such as ethylene glycol and diethylene glycol; Glycol ethers such as ethylene glycol monomethyl ether, diethylene glycol monomethyl ether, ethylene glycol diethyl ether and diethylene glycol dimethyl ether; Glycol ether acetates such as ethylene glycol monoethyl ether acetate, diethylene glycol monoethyl ether acetate and diethylene glycol monobutyl ether acetate; Propylene glycols such as propylene glycol; Propylene glycols such as propylene glycol monomethyl ether, propylene glycol monoethyl ether, propylene glycol monopropyl ether, propylene monobutyl ether, propylene glycol dimethyl ether, dipropylene glycol dimethyl ether, propylene glycol diethyl ether and dipropylene glycol diethyl ether Ethers; Propylene glycol ether acetates such as propylene glycol monomethyl ether acetate and dipropylene glycol monoethyl ether acetate; Amides such as N-methylpyrrolidone, dimethylformamide, and dimethylacetamide; Ketones such as methyl ethyl ketone (MEK), methyl isobutyl ketone (MIBK) and cyclohexanone; Petroleum such as toluene, xylene and solvent naphtha; Ester, such as ethyl acetate, butyl acetate, and ethyl lactate, etc. can be used, Any one of these can be used individually, or can mix and use 2 or more types. In the above, 'alkylene' means alkylene of C ₂ to C ₂₀ , and 'alkyl' means alkyl of C ₁ to C ₁₀ .

The solvent may be included in the remainder in the photosensitive resin composition for color filters, preferably 20 to 90% by weight based on the total amount of the photosensitive resin composition. When the content of the solvent is within the above range, the coating property of the photosensitive resin composition is excellent, and even in a film having a thickness of 1 µm or more, flatness is preferable.

(F) other additives

The photosensitive resin composition for color filters may further include a surfactant as other additives such that in addition to the components of A) to E), D) the pigment component is uniformly dispersed in the solvent E) and excellent in leveling property.

As the surfactant, a fluorine-based surfactant; Although silicone type surfactant etc. can be used, It is preferable to use a fluorine type surfactant.

The fluorine-based surfactants show a large difference in leveling performance according to fluorine content, and have excellent staining properties at high speed coating and low bubble generation due to small bubble defects, so that the slit coating is a high speed coating method. It gives a very good characteristic to (slit coating).

The fluorine-based surfactant may be made of polyether co-modified silicone, and specific examples thereof include FC-430, F-475, etc. of 3M, but are not particularly limited thereto. These may be used alone, but may be used by mixing two or more kinds. The most commonly used fluorine-based leveling agent is F-475 and has a molecular weight ranging from 30,000 to 35,000.

As said silicone type surfactant, what was chosen from the brand names TSF400, TSF401, TSF410, TSF4440, etc. made by GE TOSHIBA SILICON CO., LTD. Can be used.

In addition to the above-mentioned surfactants, polyalkylene glycol and ester compounds thereof, polyoxyalkylenes, polyhydric alcohol ester alylene oxide adducts, alcohol alkylene oxide adducts, sulfonic acid esters, sulfonates, carboxylic acid esters, carboxylates, alkyls One or more types of amide alkylene oxide adducts or alkylamines can be used.

The surfactant is preferably 0.01 to 5% by weight based on the total weight of the photosensitive resin composition, when using a surfactant of 0.01% by weight or less, it is not easy to ensure coating uniformity, stains may occur, and more than 5% by weight When used, there is a problem in that the coating is not performed due to the deterioration of the wetting property on the glass substrate.

The photosensitive resin composition for color filters may further include a dispersant as described above so that the pigment component is uniformly dispersed in the solvent in addition to the components of A) to E).

In addition, malonic acid to prevent stains or spots during coating, leveling properties, or the generation of residues due to undeveloped; 3-amino-1,2-propanediol; Other additives such as a silane coupling agent having a vinyl group or a (meth) acryloxy group, or a leveling agent may be further included. The amount of these additives to be used can be easily adjusted according to the desired physical properties.

In addition, the photosensitive resin composition of the present invention may further include an epoxy compound as needed for the improvement of adhesion and other properties. The epoxy compound is selected from the group consisting of epoxy novolac acrylic carboxylate resin, ortho cresol novolac epoxy resin, phenol novolac epoxy resin, tetramethyl bi-phenyl epoxy resin, bisphenol A type epoxy resin, alicyclic epoxy resin 1 or more types can be used. The content of the epoxy compound is preferably 0.01 to 5 parts by weight based on 100 parts by weight of the photosensitive resin composition. When the content of the epoxy compound is included in the range of 0.01 to 5 parts by weight, it is preferable because the adhesion and other properties can be improved in storage and economically.

When the epoxy compound is further included, a radical polymerization initiator such as a peroxide initiator or an azobis-based initiator may be further included.

According to another embodiment of the present invention, it is possible to provide a color filter manufactured using the photosensitive resin composition having the above configuration, and preferably to provide a color filter of the liquid crystal display device.

The method for producing a color filter using the photosensitive resin composition of the present invention, the photosensitive resin composition of the present invention to a thickness of 0.5 to 10㎛ using a suitable method such as spin coating, roller coating, spray coating on a glass substrate The color filter having a pattern required for the color filter by applying and irradiating active lines to form a pattern required for the color filter with respect to the applied photosensitive resin composition layer, treating the coating layer with a developer and dissolving the unexposed portion of the coating layer Forming a step.

By repeating the above process according to the number of colors required, a color filter having a desired pattern can be obtained. In addition, in the manufacturing process as described above, by heating the image pattern obtained by the development or curing by active ray irradiation or the like, heat resistance, light resistance, adhesion, crack resistance, chemical resistance, high strength, high pattern gradient, storage stability, etc. This excellent pattern can be manufactured.

Hereinafter, the present invention will be described in more detail with reference to Examples, but the following Examples are only preferred examples of the present invention, and the present invention is not limited to the following Examples.

< Example  1>: Preparation of photosensitive resin composition

(A) Aziridine-group containing acrylic binder resin

(a1) (a2) (a3) = 30/15/55 (w / w / w), molecular weight (Mw) = 30,000 14.3 g

(a1): methacrylic acid

(a2): N-phenylaziridinyl methacrylate

(a3): benzyl methacrylate

(B) acrylic polymerizable monomer

       2 g of dipentaerythritol hexaacrylate

(C) polymerization initiator

TAZ-110 (made by Midori Kagaku Corporation) 0.6 g

Igacure 907 (Shiba-Kaiisa Co., Ltd.) 0.2g

4,4'-bis (diethylamino) benzophenone (manufactured by Hodogaya Corporation) 0.6 g

(D) pigment

Zinc phthalocyanine green pigment and colorant C.I. Pigment Yellow No. 138 5g

(E) solvent

77 g of propylene glycol monomethyl ether

(F) other additives

Fluorinated Surfactant (FC-430, 3M) 0.1g

0.2 g of methacryloxy silane coupling agent (made by Chisso)

Using the above components, a photosensitive resin composition was prepared by the following method: TAZ-110, Igacure 907, 4,4'-bis (diethylamino) benzophenone) was dissolved in a propylene glycol monomethyl ether solvent. , And stirred at room temperature for 2 hours. Subsequently, the aziridine group-containing acrylic binder resin and dipentaerythritol hexaacrylate were added and stirred at room temperature for 2 hours. Zinc phthalocyanine green pigment and C.I. Pigment Yellow A mixed pigment of No. 138 was added, followed by stirring at room temperature for 1 hour. Then fluorine-based surfactant and methacryloxy silane coupling agent was added and stirred at room temperature for 1 hour. The solution was filtered three times to remove impurities.

< Example  2>: Preparation of Photosensitive Resin Composition

The photosensitive resin composition was manufactured like Example 1 except having changed the preparation amount of the aziridine group containing acrylic binder resin into 12.8g, and the preparation amount of dipentaerythritol hexaacrylate to 3.5g.

< Example  3>: manufacture of photosensitive resin composition

A photosensitive resin composition was prepared in the same manner as in Example 1 except that the amount of the aziridine group-containing acrylic binder resin was changed to 3.3 g and the amount of dipentaerythritol hexaacrylate was changed to 13 g.

< Comparative example  1>: Preparation of photosensitive resin composition

A photosensitive resin composition was prepared in the same manner as in Example 1, except that 14.3 g of an acrylic binder resin of methacrylic acid / benzyl methacrylate (30/70) (w / w) was used instead of the aziridine group-containing acrylic binder resin. It was.

Developability  And chemical resistance measurement results

Each of the photosensitive resin compositions prepared in Examples 1 to 3 and Comparative Example 1 was applied to a thickness of 1 to 2 ㎛ on a glass substrate of 1 mm thickness degreasing washed, and on a hot plate for about 2 minutes, It dried at 80 degreeC, and obtained the coating film. The development time was measured based on the time point at which the development was completed, the exposure was carried out using a high pressure mercury lamp having a wavelength of 365 nm with a photomask on the obtained coating film, and then subjected to an atmospheric pressure of 30 ° C. using an aqueous 1% potassium hydroxide solution. For 60 seconds, development proceeded. After development, the pattern was obtained by drying at 220 ° C. for 40 minutes in a hot air circulation drying furnace. Developability and chemical resistance were evaluated for the obtained pattern, and the results are shown in Table 1 below.

(1) developability

With respect to the obtained pattern, the presence or absence of a residue was visually observed under a halogen light, and developability was evaluated by the following reference method along with the development time.

◎: excellent developability-development time 15 to 25 seconds, no residue on the pattern

○: Good developability-Development time 26 to 35 seconds, no residue on the pattern

X: Poor developability-Development time 36 seconds or more, residue remained on a pattern

(2) chemical resistance

The obtained pattern was immersed in 5% aqueous hydrochloric acid solution, 5 molar sodium hydroxide solution, N-methyl pyrrolidone (NMP), xylene, and isopropyl alcohol for 30 minutes. After drying, the change of the pattern was observed with an optical microscope.

In addition, using a colorimeter, the color difference before and after the experiment was measured by delΔ (E *), and the results are shown by the following reference method.

◎: excellent processability-no change in pattern, Δ (E *) is less than 3.0

(Circle): Good fairness-There exists a little change of a pattern, and (E *) is 3.0 or more and less than 5.0

X: poor processability-there was a change in pattern, and Δ (E *) was 5.0 or more

Developability Chemical resistance Example 1 ◎ ◎ Example 2 ◎ ○ Example 3 ○ ○ Comparative Example 1 ◎ ×

Referring to Table 1, the pattern made of the photosensitive resin composition for color filters of Example 1 showed excellent development and chemical resistance. In addition, in the case of Examples 2 and 3, the developability and the chemical resistance were generally good, but in Comparative Example 1, the chemical resistance was remarkably decreased, indicating that the defects appeared.

As mentioned above, although the present invention has been described in detail with reference to preferred embodiments, the present invention is not limited to the above embodiments, and various modifications may be made by those skilled in the art within the scope of the technical idea of the present invention. It is possible.

Claims (7)

Photosensitive resin composition containing an aziridine group containing acrylic binder resin, an acrylic polymerizable monomer, a polymerization initiator, a pigment, and a solvent. The method of claim 1, The photosensitive resin composition, (A) 0.1-40 weight% of aziridine group containing acrylic binder resin. (B) 0.1 to 20% by weight of an acrylic polymerizable monomer, (C) 0.1 to 10% by weight of polymerization initiator (D) the pigment is 0.1 to 10% by weight, and (E) remainder of solvent Photosensitive resin composition for color filters comprising a. The method of claim 1, The aziridine group-containing acrylic binder resin is a copolymer comprising a1) a structural unit derived from an unsaturated carboxylic acid, an unsaturated carboxylic anhydride or a mixture thereof, and a2) a structural unit derived from an aziridine-containing unsaturated compound represented by the formula (1). The photosensitive resin composition which is a chain. [Formula 1]

(In Formula 1, R ₁ is selected from the group consisting of hydrogen, a C ₁ to C ₂₀ substituted or unsubstituted alkyl group, and a substituted or unsubstituted alkoxy group.) The method of claim 3, The aziridine group-containing acrylic binder resin is a1) 30 to 80% by weight of a structural unit derived from unsaturated carboxylic acid, unsaturated carboxylic anhydride or a mixture thereof, and a2) derived from an aziridine-containing unsaturated compound represented by the formula (1) A photosensitive resin composition comprising 5 to 70% by weight of the constituent units. The method of claim 3, The aziridine group-containing acrylic binder resin further comprises 10 to 60% by weight of the structural unit derived from a3) an olefinically unsaturated compound. The method of claim 1, The aziridine group-containing acrylic binder resin is a photosensitive resin composition having a weight average molecular weight of 3,000 to 150,000. The color filter manufactured using the photosensitive resin composition of any one of Claims 1-6.