KR100655049B1 - High color regenerative photoresist resin composition with good developing properties and color filter using the same - Google Patents

Abstract

Provided are a high color regenerative photosensitive resin composition which uses dipenta-erythritol hexaacrylate derivatives as monomer, maintains photopolymerization efficiency, changes its acid value and exhibits an excellent developing property. The photosensitive resin composition comprises pigments, binder resins, photopolymerization initiators, photopolymerizing monomers, and solvents, wherein at least one of the binder resins are carboxylate binder resins based on alkyl acryl having double bond. The carboxylate binder resins have structure of the formula(1). In the formula(1), R1 is hydrogen or methyl group, R2 is -CO-R5-COOH(R5 is an acid anhydride), R3 or R4 is R6COO-(R6 is an aryl group in R3, and an alkyl group in R4), 5<=m<=50, 1<=n<=20, 10<=o<=100.

Description

HIGH COLOR REGENERATIVE PHOTORESIST RESIN COMPOSITION WITH GOOD DEVELOPING PROPERTIES AND COLOR FILTER USING THE SAME}

The present invention relates to a high color reproducible photosensitive resin composition having excellent developability and a color filter using the same, and more particularly, using a pentaerythritol hexaacrylate derivative as a monomer to maintain photopolymerization efficiency while changing its acid value. To a high color reproducibility photosensitive resin composition having excellent developability for expressing excellent development process characteristics and a color filter using the same.

In general, color filters are used in liquid crystal displays, optical filters of cameras, and the like, and are manufactured by coating a fine region colored with three or more colors on a solid-state imaging device or a transparent substrate. Such colored thin films are generally formed by dyeing, printing, electrodeposition or pigment dispersion.

In the dyeing method, an image having a dye-based substrate such as a natural photosensitive resin such as gelatin, an amine-modified polyvinyl alcohol, an amine-modified acrylic resin, and the like is formed on the substrate, and then dyed with a dye such as a direct dye to form a colored thin film. In order to form a multi-colored thin film on the same substrate, it is necessary to perform flame retardant processing every time the color is changed. In addition, the clarity and dispersibility of the commonly used dyes and resins themselves are good, but there are disadvantages in that light resistance, moisture resistance and heat resistance, which are the most important characteristics, are poor. For example, the Republic of Korea Patent Publication No. 1991-4717 and the Republic of Korea Patent Publication No. 1994-7779 disclose the use of an azo compound and an azide compound as a dye, but as described above, the problem of poor heat resistance and durability compared to the pigment type There is this.

In the printing method, a colored thin film is formed by printing with ink in which pigment is dispersed in a thermosetting or photocurable resin, and then cured with heat or light, thereby reducing material costs compared to other methods, but highly precise and detailed. There is a problem that image formation is difficult and the thin film layer formed is not uniform. Korean Patent Laid-Open Publication No. 1995-703746 proposes a method of manufacturing a color filter using an inkjet method, but since the color resist composition sprayed from the nozzle is a dye type for printing fine and accurate pigments, durability and It has a disadvantage of poor heat resistance.

On the other hand, Korean Patent Publication No. 199-700858 and Korean Patent Publication No. 1996-29904 propose an electrodeposition method using an electroprecipitation method, the electrodeposition method can form a precise colored thin film, and because of the use of pigments, heat resistance and It has excellent light resistance, but when the pixel size is precise and the electrode pattern is fine, color unevenness due to electric resistance at both ends is appeared or the thickness of the color film is thick, which is why the manufacturing of color filters requiring high precision is required. There are limitations that are difficult to apply.

Pigment dispersion 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 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. For example, Korean Patent Publication Nos. 1992-702502, 1995-700359, Korean Patent Publication Nos. 194-5617, 1995-11163 and the like have proposed a method of manufacturing a color resist using pigment dispersion. The colored photosensitive resin composition used for manufacturing the color filter according to the pigment dispersion method is generally composed of a binder resin, a photopolymerizable monomer, a photopolymerization initiator, an epoxy resin, a solvent and other additives. For example, Japanese Patent Laid-Open Nos. 7-140654 and 10-254133 disclose the use of a carboxyl group-containing acrylic copolymer as the binder resin.

On the other hand, as the use of liquid crystal display devices is expanded for televisions and monitors, a method of improving color reproducibility has been developed to have better image quality and natural color. Color reproducibility represents the range of colors that can be expressed in contrast to the color coordinates of CRT color televisions using an electron gun, which is an American television color standard. Currently, a liquid crystal display device manufacturing process using color resists having a color reproducibility of 72% is used. Generalized.

In order for the color resist composition to have a color reproducibility of 80% or more, the content of the pigment must be increased. Accordingly, the process margin is higher despite the decrease in the content of binders, monomers, and initiators, which ensure fairness of the color filter manufacturing process. Should be secured. In addition, in order to improve the color reproducibility, the thickness of the color pattern must also be increased in the color filter process. Accordingly, there is a problem that the color filter processability such as developability is deteriorated.

The present invention has been made to solve the above problems, an object of the present invention is to use a double bond-containing acrylic carboxylate binder resin that can be photocured by a double bond while having a high pigment content, and is a general photopolymerizable monomer By using dipentaerythritol hexaacrylate and a carboxyl group-containing acrylic photopolymerizable monomer which is a carboxyl group-modified monomer thereof, it is excellent in developability. It is providing a color reproducible photosensitive resin composition.

Another object of the present invention is to provide a color filter which is produced by forming a pattern with the photosensitive resin composition of the present invention.

Other objects, specific advantages and novel features of the present invention will become more apparent from the following detailed description of the invention and the preferred embodiments.

One aspect of the present invention for achieving the above object is a photosensitive resin composition comprising a pigment, a binder resin, a photoinitiator, a photopolymerizable monomer and a solvent, wherein at least one of the binder resin is a double bond-containing alkyl acrylic carboxylate binder resin It relates to a high color reproducibility photosensitive resin composition which is characterized by being excellent in developability.

Another aspect of the present invention for achieving the above object relates to a color filter, which is produced by forming a pattern with the photosensitive resin composition of the present invention.

Another aspect of the present invention for achieving the above object relates to a display device equipped with the color filter of the present invention.

Hereinafter, the present invention will be described in more detail.

The photosensitive resin composition of the present invention uses a double bond-containing acrylate copolymer binder, and triazine type and aceto in the photosensitive resin composition for color filters using a carboxyl group-containing acrylic copolymer having good miscibility with a pigment dispersion as an acrylic photopolymerizable monomer. It is characterized by using an initiator such as a phenone-based, while having a low content, and having an excellent process margin of a liquid crystal display such as developability.

For example, the composition of the present invention

(1) 0.5 to 10% by weight of a carboxyl group-containing acrylic binder resin;

(2) 0.5 to 10% by weight of a double bond-containing alkyl acrylic carboxylate binder resin;

(3) 0.5 to 10% by weight of an acrylic photopolymerizable monomer;

(4) 0.5 to 10% by weight of a carboxyl group-containing acrylic photopolymerizable monomer;

(5) 0.01 to 5% by weight photopolymerization initiator;

(6) 1 to 15% by weight of pigment; And

(7) A solvent can be contained in residual quantity.

Hereinafter, the resin composition of this invention is demonstrated in detail for each composition component.

(One) Carboxyl group  Containing acrylic binder resin

As the carboxyl group-containing acrylic binder resin (1), a copolymer of at least one carboxyl group-containing ethylenic (vinyl) unsaturated monomer and other ethylenically unsaturated monomers copolymerizable therewith may be used. In this case, the weight ratio of the carboxyl group-containing ethylenically unsaturated monomer is 5 to 50% by weight, preferably 10 to 40% by weight based on the total copolymer.

As the carboxyl group-containing ethylenically unsaturated monomer, for example, acrylic acid, methacrylic acid, maleic acid, itaconic acid, fumaric acid alone or a mixture of two or more thereof may be selected and used, but the present invention is not limited thereto.

Other ethylenically unsaturated monomers copolymerizable with the carboxyl group-containing ethylenically unsaturated monomers include styrene, α-methyl styrene, vinyl toluene, vinyl benzyl methyl ether, methyl acrylate, methyl methacrylate, ethyl acrylate, ethyl methacrylate, Butyl acrylate, butyl methacrylate, 2-hydroxyethyl acrylate, 2-hydroxyethyl methacrylate, 2-hydroxybutyl acrylate, 2-hydroxybutyl methacrylate, benzyl acrylate, benzyl methacrylate Unsaturated carboxylic acid esters such as latex, cyclohexyl acrylate, cyclohexyl methacrylate, phenyl acrylate and phenyl methacrylate; Unsaturated carboxylic acid aminoalkyl esters such as 2-aminoethyl acrylate, 2-aminoethyl methacrylate, 2-dimethylaminoethyl acrylate and 2-dimethylaminoethyl methacrylate; 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; Although unsaturated amides, such as acrylamide and methacrylamide, may be selected and used from the group which consists of two or more mixtures of these, It is not limited to this invention.

Specific examples of the carboxyl group-containing acrylic binder resin composed of the aforementioned monomers are methacrylic acid / benzyl methacrylate copolymer, methacrylic acid / benzyl methacrylate / styrene copolymer, methacrylic acid / benzyl methacrylate / 2- Hydroxyethyl methacrylate copolymer, methacrylic acid / benzyl methacrylate / styrene / 2-hydroxyethyl methacrylate copolymer, and the like, but the present invention is not limited thereto.

It is preferable that the content with respect to the whole composition of said (1) carboxyl group-containing acrylic binder resin is 0.5 to 10 weight%. In the case of using the carboxyl group-containing acrylic binder resin in less than 0.5% by weight, it may not be well developed by the alkaline developer, when used in excess of 10% by weight, the surface roughness due to the lack of crosslinkability There may be an increasing problem.

The molecular weight (Mw) of the carboxyl group-containing acrylic binder resin is 3,000 to 150,000, preferably 5,000 to 50,000, and the acid value is preferably 20 to 130 mgKOH / g. If the molecular weight is less than 3,000 there is a problem that the chemical resistance is deteriorated, if it exceeds 150,000 there may be a problem that developability deteriorates. In addition, if the acid value is less than 20 mgKOH / g there may be a problem that the development is poor, if the acid value exceeds 130 mgKOH / g there may be a problem that the pattern may be damaged by the developer.

(2) containing double bonds Alkyl  Acrylic system Carboxylate  Suzy

As the double bond-containing alkyl acrylic carboxylate resin (2), a double bond-containing acrylic carboxylate resin of the following [Formula 1] may be used, and this resin may be fixed by adding a radical induced by a photoinitiator during light irradiation. Can cause a degree of crosslinking;

In said formula, R <1> is hydrogen or a methyl group,

R2 is -CO-R5-COOH, where R5 is an acid anhydride group,

R3 or R4 is R6COO-, where R6 is an aryl group in R3 and an alkyl group in R4

5≤m≤50, 1≤n≤20, and 10≤o≤100.

The double bond located at the side chain terminal of Chemical Formula 1 is a structure similar to the photoreaction functional group included in the photopolymerizable monomer described later, and radicals derived from the photopolymerization initiator described later may be added to cause crosslinking in the resin by photopolymerization reaction. have. Since the degree of crosslinking by the (2) double bond-containing alkyl acrylic carboxylate resin can be determined according to the composition ratio of the photopolymerizable monomer and the photopolymerization initiator described later, by adjusting the composition ratio of the photopolymerizable monomer and the photopolymerization initiator accordingly The degree of crosslinking can be controlled.

The content of the entire composition of the (2) double bond-containing alkyl acrylic carboxylate binder resin is preferably 0.5 to 10% by weight. When the resin is used at less than 0.5% by weight, there may be a problem in that the development by the alkaline developer is not performed well or the film thickness is rapidly reduced after development. There may be a problem that the roughness is increased.

The molecular weight of the double bond-containing alkyl acrylic carboxylate resin is 3,000 to 150,000, preferably 5,000 to 50,000, and the acid value is preferably 20 to 120 mgKOH / g. If the molecular weight is less than 3,000 there is a problem that the chemical resistance or deterioration of the degree of crosslinking due to the lack of double bond equivalents, if there is more than 150,000 may have a problem that the developability deteriorates. In addition, if the acid value is less than 20 mgKOH / g there may be a problem that the development is poor, if the acid value exceeds 130 mgKOH / g there may be a problem that the pattern may be damaged by the developer.

(3) acrylic Photopolymerizable  Monomer

Said (3) acryl-type photopolymerizable monomer is a monomer generally used for the photosensitive resin composition for color filters, For example, ethylene glycol diacrylate, triethylene glycol diacrylate, 1, 4- butanediol diacrylate, 1 , 6-hexanediol diacrylate, neopentyl glycol diacrylate, pentaerythritol diacrylate, pentaerythritol triacrylate, dipentaerythritol diacrylate, dipentaerythritol triacrylate, dipentaerythritol Pentaacrylate, pentaerythritol hexaacrylate, bisphenol A diacrylate, trimethylolpropane triacrylate, novolac epoxy acrylate, ethylene glycol dimethacrylate, dimethylene glycol dimethacrylate, triethylene glycol dimetha Acrylate, propylene glycol dimethacrylate, 1,4-butanediol dimethacryl Sites, 1,6-hexanediol dimethacrylate alone or may be used by selecting from the group consisting of a mixture of two or more thereof, but the invention is not limited to this.

It is preferable that the total content with respect to the total composition of the said (2) double bond containing alkyl acrylic carboxylate binder resin and the photopolymerizable monomer of said (3) is 0.5 to 10 weight%. When the total content of the (2) double bond-containing alkyl acrylic carboxylate resin and the photopolymerizable monomer of (3) is less than 0.5% by weight, the corners of the pattern may not be formed cleanly. Problems may occur that are not developed by the alkaline developer.

(4) Carboxyl group  Contains acrylic Photopolymerizable  Monomer

The component (4) carboxyl group-containing acrylic photopolymerizable monomer used for the purpose of improving the development process characteristics of the pattern together with component (2) in the present invention is part of the chemical structure of dipentaerythritol hexaacrylate, which is component (3) acrylic photopolymerizable monomer. Is a monomer having a structure represented by the following formula (2) modified with a carboxy group, excellent in curing performance, and soluble in an alkaline developer;

이고,(In the above formula,

ego,

R 'is an alkyl or aryl group, where 1≤n≤10

It is preferable that the total content with respect to the whole composition of the said components (3) and (4) is 3-20 weight%. If the total content of the components (3) and (4) is less than 3% by weight, the corners of the pattern may not be formed cleanly, and when the amount exceeds 20% by weight, there is a problem in that the developer is not developed in the alkaline developer. It is preferable that the acid value of the said component (4) is 10-100 mgKOH / g. If the acid value is less than 10 mgKOH / g, there is a problem in that developability is worse as in the case of using only the component (3), and if it exceeds 100 mgKOH / g, there may be a problem in that photocuring is weakened due to insufficient double bond equivalents.

(5) Photopolymerization Initiator

The photopolymerization initiator (5) is a photopolymerization initiator generally used in the photosensitive resin composition, for example, an acetophenone compound, a benzophenone compound, a thioxanthone compound, a benzoin compound, a triazine compound, etc. may be used. However, the present invention is not limited thereto.

Acetophenone compounds used as the photopolymerization initiator include 2,2'-diethoxyacetophenone, 2,2'-dibutoxyacetophenone, (2-hydroxy-2-methylethyl) phenyl ketone, and pt-butyltrichloro Loacetophenone, pt-butyldichloroacetophenone, 4-chloroacetophenone, 2,2'-dichloro-4-phenoxyacetophenone, 2-methyl-1- (4-methylthio) phenyl) -2-morphopoly Nopropane-1-one, 2-benzyl-2-dimethylamino-1- (4-morpholinophenyl) -butan-1-one, and the like, but the present invention is not limited thereto.

Examples of the benzophenone compounds include benzophenone, benzoyl benzoic acid, methyl benzoyl benzoate, 4-phenyl benzophenone, hydroxy benzophenone, acrylated benzophenone, 4,4'-dimethylaminobenzophenone, 4,4'-dichlorobenzophenone, 3,3′-dimethyl-2-methoxybenzophenone, 4,4′-bis (dimethylamino) benzophenone, 4,4′-bis (diethylamino) benzophenone, and the like. It is not limited.

As a thioxanthone type compound, thioxanthone, 2-chloro thioxanthone, 2-methyl thioxanthone, isopropyl thioxanthone, 2, 4- diethyl thioxanthone, 2, 4- diisopropyl thioxide Santone, 2-chloro thioxanthone, etc. are mentioned, but this invention is not limited to this.

Examples of benzoin compounds include benzoin, benzoin methyl ether, benzoin ethyl ether, benzoin isopropyl ether, benzoin isobutyl ether, benzyl dimethyl ketal, and the like, but the present invention is not limited thereto.

Triazine compounds include 2,4,6-trichloro-s-triazine, 2-phenyl-4,6-bis (trichloromethyl) -s-triazine, 2- (3 ', 4'-dimethoxy Styryl) -4,6-bis (trichloromethyl) -s-triazine, 2- (4'-methoxynaphthyl) -4,6-bis (trichloromethyl) -s-triazine, 2- (p-methoxyphenyl) -4,6-bis (trichloromethyl) -s-triazine, 2- (p-tril) -4,6-bis (trichloromethyl) -s-triazine, 2- Fiphenyl-4,6-bis (trichloromethyl) -s-triazine, bis (trichloromethyl) -6-styryl-s-triazine, 2- (naphtho-1-yl) -4,6 -Bis (trichloromethyl) -s-triazine, 2- (4-methoxynaphtho-1-yl) -4,6-bis (trichloromethyl) -s-triazine, 2,4-trichloro Methyl (piperonyl) -6-triazine, 2,4-trichloromethyl (4′-methoxystyryl) -6-triazine, and the like, but the present invention is not limited thereto.

In addition, carbazole compounds, diketone compounds, sulfonium borate compounds, diazo compounds, diimidazole compounds, and the like can also be used.

It is preferable that the content with respect to the whole composition of the said photoinitiator is 0.01 to 5 weight%. If the content of the photopolymerization initiator is less than 0.01% by weight, the photopolymerization may not occur sufficiently during exposure in the pattern forming process. If the photopolymerization initiator is more than 5% by weight, the unreacted initiator remaining after the photopolymerization may have a problem of decreasing transmittance.

(6) pigment

As said (6) pigment, inorganic pigments, such as carbon black, can also be used besides organic pigments, such as condensed polycyclic pigments, such as anthraquinone pigment and a perylene pigment, a phthalocyanine pigment, and an azo pigment, and any one of these is used independently. It can be used or it can mix and use 2 or more types.

It is preferable that the content with respect to the whole composition of the said pigment is 1-15 weight%. When the pigment is less than 1% by weight, the coloring effect is insignificant, and a predetermined color reproduction cannot be obtained. When the pigment is more than 15% by weight, there may be a problem in that adhesion and development performance are sharply lowered.

(7) solvent

The solvent (7) usable in the present invention includes ethylene glycol acetate, ethyl cellosolve, propylene glycol methyl ether acetate, ethyl lactate, polyethylene glycol, cyclohexanone, propylene glycol methyl ether alone or a mixture of two or more thereof. It can be used to select from.

The solvent may be used in the remaining amount after using the above components in the whole composition, preferably in the range of 20 to 90% by weight.

(8) surfactant

In addition, in the present invention, a surfactant may be used as necessary so that the pigment component is uniformly dispersed in the solvent, and both nonionic, anionic or cationic dispersants may be used for this purpose. For example, the surfactants used as the dispersant include polyalkylene glycols and esters thereof, polyoxyalkylenes, polyhydric alcohol ester alkylene oxide adducts, alcohol alkylene oxide adducts, sulfonic acid esters, sulfonates, carboxylic acids. It can be used selecting from the group consisting of ester, carboxylate, alkylamide alkylene oxide adduct, alkylamine alone or a mixture of two or more thereof.

The amount of the surfactant used as the dispersant is preferably 0.01 to 5% by weight based on the total composition. When the amount of the surfactant is less than 0.01% by weight, the dispersion of the pigment may not be sufficient, and when the amount of the surfactant exceeds 5% by weight, there is a problem in that the coloring effect of the pigment is reduced.

Another aspect of the present invention relates to a color filter, which is produced by forming a pattern with the photosensitive resin composition.

The resin composition according to the present invention is applied onto a glass substrate for color filters using a suitable method such as spin coating, roller coating, spray coating, and the like, and the coating thickness is preferably 0.5 to 10 µm. If it is 0.5 µm or less, the target color reproducibility cannot be achieved, and if it is 10 µm or more, development may not be achieved by an aqueous alkali solution. After application, the active line is irradiated to form a pattern required for the color filter. As a light source of active rays used for irradiation, for example, ultraviolet rays having a wavelength of 190 to 450 nm, preferably 200 to 400 nm are irradiated, and electron beams and X-ray irradiation are also possible.

After irradiating an actinic ray (light), when a coating layer is processed with alkaline developing solution, the unirradiated part of a coating layer will melt | dissolve and the pattern required for a color filter will be formed. By repeating this process in accordance with the required number of colors, a color filter having a desired pattern can be obtained. In addition, crack resistance, solvent resistance, and the like can be further improved by heating the image pattern obtained by development in the above process or by curing by active ray irradiation or the like.

Hereinafter, the configuration and effects of the present invention will be described in more detail with reference to specific examples and comparative examples, but these examples are only intended to more clearly understand the present invention and are not intended to limit the scope of the present invention.

Example  One

A resin composition was prepared as described below using the components shown in Table 1 below.

First, the photopolymerization initiator is dissolved in a solvent and stirred at room temperature for 2 hours, and then a carboxyl group-containing acrylic binder resin, a double bond-containing alkyl acrylic carboxylate resin, an acrylic photopolymerizable monomer and its carboxyl group variant are added and further added at room temperature for 2 hours. Stirred. The pigment was then added and stirred at room temperature for 1 hour, then the surfactant was added and further stirred at room temperature for 1 hour. Finally, three filtrations were performed to remove impurities.

Comparative Example 1

Component (2) As a double bond-containing alkyl acrylic carboxylate binder resin, the same procedure as in Example 1 was carried out except that a double bond-containing noblock (aryl group) acrylic carboxylate (molecular weight 7,000, acid value 65 mgKOH / g) was used. A resin composition was prepared.

Comparative Example 2

Using the component (3) acrylic photopolymerizable monomer instead of the component (4) carboxyl group-containing acrylic photopolymerizable monomer, the same procedure as in Example 1 was carried out except that only the component (3) acrylic photopolymerizable monomer was used as the monomer component.

Comparative Example 3

The component (2) double bond-containing acrylic carboxylate binder resin was used in the same manner as in Example 1 except that the component (1) carboxyl group-containing acrylic binder resin was used as the binder resin using the component (1) carboxyl group-containing acrylic binder resin. The same was done.

 ingredient  Embodiment Usage (g)  (1) Carboxyl group-containing acrylic binder resin  Methacrylic acid / benzyl methacrylate = 30/70 (w / w), molecular weight = 35,000 5.8  (2) Double bond-containing alkyl acrylic carboxylate resin  Molecular weight = 15,000, acid value = 100 mgKOH / g 0.7  (3) acrylic photopolymerizable monomer  Dipentaerythritol hexaacrylate 1.7  (4) Carboxyl group-containing acrylic photopolymerizable monomer  Acid value 20-60 mgKOH / g 1.5  (5) photopolymerization initiator  TPP (manufactured by Panchim) 0.1  Igacure 907 (Shiba-Gaigi Corporation) 0.5  4,4'-bis (diethylamino) benzophenone (product of Hodogaya Corporation) 0.1  (6) pigment  Phthalocyanine copper 10.3  (7) solvent  Propylene Glycol Monomethyl Ether Acetate 79.2  (8) surfactant  Silane-based surfactants (SH8400, manufactured by Toray Corporation) 0.1

* Physical property evaluation of resin composition

Developing and chemical resistance evaluation was carried out using the resin compositions obtained in Examples 1 to 3 and Comparative Examples 1 to 3 as shown in Table 2 below.

(One) Chemical resistance

The color photosensitive resin composition was applied to a uniform thickness on a transparent bar glass using a spin coater, and then softbaked at 80 ° C. for 150 seconds using a hot plate. baking) was performed. Subsequently, after exposing at 250 mJ of power using an exposure machine, it developed using the developing machine on condition of the developing time of 60 second, the washing time of 60 second, and spin dry for 25 second. In this case, development was carried out at 25 ° C. using a 1% potassium hydroxide series developer. Then, hard-baking was performed for 40 minutes in an oven at 220 ° C. Hard-baked specimens were immersed in N-methylpyrrolidone, gamma-butyrolactone, sodium hydroxide aqueous solution, tetramethylammonium hydroxide aqueous solution for 30 to 40 minutes, and color change was measured using a colorimeter. Was evaluated, and the results were classified as follows.

Color change after chemical treatment: Excellent

Color change after chemical treatment: Inadequate

Color change steel after chemical treatment: Poor

(2) Developability

The color photosensitive resin composition was applied to a uniform thickness on a glass substrate on which a black matrix was formed using chromium (Cr) using a spin coater. Subsequently, soft baking was performed at 80 ° C. for 150 seconds using a hot plate, and then the initial thickness of the sample subjected to soft baking was measured using a profiler. Subsequently, after exposing at the output of 250mJ using an exposure machine, it implemented on the conditions of the developing time 60 second, the washing time 60 second, and spin drying 25 second using the developing machine. At this time, the developing conditions were developed at 25 ℃ using a concentration of 1% potassium hydroxide-based developer. Thereafter, hard baking was performed in a 220 ° C. oven for 40 minutes. The non-exposed areas were observed by visual and optical microscopy, and the developability of the color resist was classified as follows according to the residue.

No residue left over all unexposed areas: Excellent

Residual residue in non-exposed areas: insufficient

Checking all residues of non-exposed areas: Poor

division Chemical resistance Developability Example 1 Great Great Comparative Example 1 Great Inadequate Comparative Example 2 Great Bad Comparative Example 3 Bad Bad

In the case of the photosensitive resin composition according to the present invention, the alkaline aqueous solution is developed while exhibiting excellent chemical and chemical resistance by including a double bond-containing acrylic carboxylate resin and a photopolymerizable monomer as part of the photopolymerizable monomer as a binder. A type photosensitive resin composition can be obtained, and the color filter having a high color reproducibility obtained by forming a pattern with the photosensitive resin composition can be used for a liquid crystal display device, an optical filter of a camera, and the like.

Claims (7)

A photosensitive resin composition comprising a pigment, a binder resin, a photoinitiator, a photopolymerizable monomer and a solvent, wherein at least one of the binder resins is a double bond-containing alkyl acrylic carboxylate binder resin, and has high color reproducibility. Photosensitive resin composition. The high color reproducibility photosensitive resin composition according to claim 1, wherein the double bond-containing alkyl acrylic carboxylate binder resin has a structure of Formula 1 below. [Formula 1]

In said formula, R <1> is hydrogen or a methyl group, R2 is -CO-R5-COOH, where R5 is an acid anhydride group, R3 or R4 is R6COO-, where R6 is an aryl group in R3, an alkyl group in R4, 5≤m≤50, 1≤n≤20, 10≤o≤100      The composition of claim 1, wherein said composition is (1) 0.5 to 10% by weight of a carboxyl group-containing acrylic binder resin, (2) 0.5 to 10% by weight of a double bond-containing alkyl acrylic carboxylate binder resin, (3) 0.5 to 10% by weight of an acrylic photopolymerizable monomer, (4) 0.5 to 10% by weight of a carboxyl group-containing acrylic photopolymerizable monomer, (5) 0.01 to 5 wt% of a photopolymerization initiator, (6) 1 to 15 wt% of a pigment; And A high color reproducibility photosensitive resin composition excellent in the developability characterized by including the solvent. The high color reproducibility photosensitive resin composition according to claim 1, wherein the double bond-containing alkyl acrylic carboxylate binder resin has a molecular weight of 3,000 to 150,000 and an acid value of 20 to 120 mgKOH / g. The high color reproducibility photosensitive resin composition having excellent developability according to claim 1, wherein the photosensitive resin composition further comprises 0.01 to 5% by weight of a surfactant based on the total composition. The color filter manufactured by forming a pattern with the photosensitive resin composition of any one of Claims 1-5. Display device equipped with the color filter of claim 6.