KR100924009B1 - Photosensitive resin composition for color filter and color filter using same - Google Patents

Abstract

The present invention relates to a photosensitive resin composition for a color filter and a color filter using the same, wherein the composition comprises: A) an acrylic binder resin comprising a repeating unit having a structure of Chemical Formulas 1 to 3, B) a photopolymerization monomer, C) a photopolymerization initiator, D) pigments and E) solvents.

[Formula 1]

[Formula 2]

[Formula 3]

In Formulas 1 to 3, the definition of each substituent is as described in the specification.

The photosensitive resin composition according to the present invention has an improved spreadability without using a surfactant separately and can be usefully used for manufacturing color filters of an electronic display device such as a liquid crystal display device.

Color filter, photosensitive resin composition, surfactant, acrylic binder resin, spreadability.

Description

Photosensitive resin composition for color filters and color filter using same {PHOTOSENSITIVE RESIN COMPOSITION FOR COLOR FILTER AND COLOR FILTER USING SAME}

The present invention relates to a photosensitive resin composition for a color filter and a color filter using the same, and more particularly, to a photosensitive resin composition capable of exhibiting improved spreadability without using a surfactant separately.

The color filter is used in a liquid crystal display device, an optical filter of a camera, and the like, and is 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 usually formed by dyeing, printing, electrodeposition, pigment dispersion, or the like.

In the dyeing method, an image having a dye-based base material such as natural photosensitive resin such as gelatin, amine-modified polyvinyl alcohol, amine-modified acrylic resin, etc. is formed on a substrate in advance 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 flameproof processing every time the color is changed, so that the process is very complicated and the time is delayed. 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, although Korean Patent Publication No. 1991-4717 and Korean Patent Publication No. 1994-778 use azo compounds and azide compounds as dyes, they have disadvantages of low heat resistance and durability as compared to pigments.

In the printing method, printing is performed using the ink which disperse | distributed the pigment to thermosetting or photocurable resin, and a colored thin film is formed by hardening with heat or light. According to this method, the material cost can be reduced compared to other methods, but it is difficult to form highly precise and detailed images, and the thin film layer formed is not uniform. Republic of Korea Patent Publication No. 1995-9003746 and Republic of Korea Patent Publication No. 1996-11513 propose a method of manufacturing a color filter using an inkjet method, the color resist composition sprayed from the nozzle for the printing of a delicate and accurate pigment dye type As a result, the durability and heat resistance are inferior to the dyeing method.

In contrast, Korean Patent Publication No. 199-7000858 and Korean Patent Publication No. 1996-29904 propose an electrodeposition method using an electroprecipitation method, which is capable of forming a precise colored film and using a pigment and thus heat resistance. And excellent light resistance, but when the pixel size becomes precise and the electrode pattern becomes fine in the future, color unevenness due to electric resistance or thickness of the colored film becomes thick at both ends, and it is applied to color filter requiring high precision. It's hard to do.

On the other hand, 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-heat curing a photopolymerizable composition containing a colorant on a transparent substrate provided with a light shielding layer (black matrix). The pigment dispersion method has the advantage of improving heat resistance and durability, which are the most important properties of the color filter, and maintaining the thickness of the film uniformly. For example, Republic of Korea Patent Publication No. 1992-7002502, Republic of Korea Patent Publication 199-5617, Republic of Korea Patent Publication 1995-11163, Republic of Korea Patent Publication 1995-7000359 and the like proposed a method for producing a color resist using pigment dispersion have.

The colored photosensitive resin composition used for manufacturing the color filter by the pigment dispersion method generally consists of a binder resin, a photopolymerization monomer, a photoinitiator, an epoxy resin, a solvent, and other additives. As the binder resin, for example, Japanese Patent Laid-Open Nos. Hei 7-140654 and Hei 10-254133 use a carboxyl group-containing acrylic copolymer.

In particular, the recent color filter manufacturing process is being produced as a continuous process capable of mass production. In recent years, color filters have been manufactured using colored photosensitive resin compositions having a small pigment particle size according to high quality specifications. This resulted in a decrease in process yield as the stain on the fine pattern of the color filter is increased, which is why a color photoresist (Color PR) having excellent stain characteristics is required.

The present invention is to solve the problems of the prior art as described above, by using a binder resin that can act as a surfactant to provide a photosensitive resin composition for color filters that can exhibit improved spreadability without the addition of a separate surfactant. I would like to.

The present invention also provides a color filter manufactured using 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 invention A) acrylic binder resin comprising a repeating unit having a structure of the following formula 1 to 3, B) acrylic photopolymerization monomer, C) photopolymerization initiator, D) It provides the photosensitive resin composition for color filters containing a pigment and E) solvent.

[Formula 1]

[Formula 2]

[Formula 3]

(In Chemical Formulas 1 to 3,

R ₁ , R ₂ and R ₄ are each independently hydrogen or a methyl group,

R ₃ is an alkyl group; Cycloalkyl group; An alkyl group including a hydroxy group, an amide group, or both functional groups; And a cycloalkyl group including a hydroxy group, an amide group, or both functional groups,

R ₅ is an alkyl group or an aryl group,

R and R 'are hydrogen or an alkyl group, p is an integer from 1 to 4,

1≤l≤10 and 1≤m≤3, 1≤n≤10.)

According to another embodiment of the present invention provides a color filter manufactured using the photosensitive resin composition.

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

The photosensitive resin composition according to the present invention has an improved spreadability without using a surfactant separately and can be usefully used for manufacturing color filters of an electronic display device such as a liquid crystal display device.

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

Unless otherwise specified herein, an "alkyl group" means an alkyl group having 1 to 20 carbon atoms, an "aryl group" means an aryl group having 6 to 30 carbon atoms, and a "cycloalkyl group" means a cycloalkyl group having 3 to 20 carbon atoms. .

Photosensitive resin composition for a color filter according to an embodiment of the present invention is A) acrylic binder resin comprising a repeating unit having a structure of the following formula 1 to 3, B) acrylic photopolymerization monomer, C) photopolymerization initiator, D) pigment and E) Contains a solvent.

[Formula 1]

[Formula 2]

[Formula 3]

(In Chemical Formulas 1 to 3,

R ₁ , R ₂ and R ₄ are each independently hydrogen or a methyl group,

R ₃ is an alkyl group; Cycloalkyl group; An alkyl group including a hydroxy group, an amide group, or both functional groups; And a cycloalkyl group including a hydroxy group, an amide group, or both functional groups,

R ₅ is an alkyl group or an aryl group,

R and R 'are hydrogen or an alkyl group, p is an integer from 1 to 4,

1≤l≤10 and 1≤m≤3, 1≤n≤10.)

More preferably, the photosensitive resin composition may include A) 0.5 to 10% by weight of an acrylic binder resin including a repeating unit having the structure of Formulas 1 to 3; B) 0.5 to 10% by weight acrylic photopolymer monomer; C) 0.01 to 5 wt% photopolymerization initiator; D) 0.1 to 40% by weight of pigment; And E) remaining solvent.

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

A) acrylic binder resin

As the acrylic binder resin of the present invention, it is preferable to use an acrylic binder resin including a repeating unit represented by the following Chemical Formulas 1 to 3 below. The acrylic binder resin may include a carboxyl group and a urethane group to play a role of a surfactant together with a conventional binder resin.

[Formula 1]

[Formula 2]

[Formula 3]

(In Chemical Formulas 1 to 3,

R ₁ , R ₂ and R ₄ are each independently hydrogen or a methyl group,

R ₃ is an alkyl group; Cycloalkyl group; An alkyl group including a hydroxy group, an amide group, or both functional groups; And a cycloalkyl group including a hydroxy group, an amide group, or both functional groups,

R ₅ is an alkyl group or an aryl group,

R and R 'are hydrogen or an alkyl group, p is an integer from 1 to 4,

l, m, and n represent the mole fractions of the repeating units derived from the respective monomers forming the acrylic binder resin, where 1 ≦ l ≦ 10, 1 ≦ m ≦ 3, and 1 ≦ n ≦ 10.)

The repeating unit having the structure of Formula 1 is derived from an ethylenically unsaturated compound having one or more carboxyl groups, for example, in the group consisting of acrylic acid, methacrylic acid, maleic acid, itaconic acid, fumaric acid, and mixtures thereof. Although what is selected can be used, it is not limited to these.

The repeating unit content having the structure of Chemical Formula 1 is preferably contained in 5 to 50% by weight of the acrylic binder resin, more preferably included in 10 to 40% by weight. When included in the content range as described above, the acrylic binder resin has a suitable acid value, which is preferable because the developability for the alkaline developer can be improved and the pigment dispersion can be stabilized.

The repeating unit having the structure of Formula 2 is to allow the acrylic binder resin to act as a surfactant, and includes a urethane group produced by the reaction of the compound having an isocyanate group with the ethylenically unsaturated compound having a hydroxy group.

In Formula 2, R ₃ is a residue derived from a compound having an isocyanate group. For example, in the case of a residue in which R ₃ has both a hydroxy group and an amide group, the polyol and the diisocyanate compound may be produced by the addition reaction of a compound obtained by condensation of 1: 1 with an ethylenically unsaturated compound having a hydroxyl group. .

The polyol may be an acid having two carboxyl groups such as oxalic acid, malonic acid, succinic acid, glutaric acid, adipic acid, maleic acid, fumaric acid, phthalic acid, terephthalic acid, and glycol having two hydroxyl groups, such as ethylene glycol, propylene glycol, butylene glycol , Prepared by esterification condensation reaction such as neopentyl glycol, hexamethyl glycol, and the like, and the diisocyanate may be isopron diisocyanate, 4,4-dicyclohexyl methane diisocyanate, 1,6-hexamethylene Diisocyanate, trimethylhexamethylenediisocylate, 2,4,4-trimethyl-1,6-hexamethylene diisocyanate, octadecylene diisocyanate, 1,4, -cyclohexylene diisocyanate, 2,4- Toluene diisocyanate, 2, 6-toluene diisocyanate, oligomers of these compounds, etc. can be used, The e containing a hydroxyl group is mentioned. As the lenionic unsaturated compounds, those selected from the group consisting of 2-hydroxyethyl acrylate, 2-hydroxyethyl methacrylate, 2-hydroxybutyl acrylate, 2-hydroxybutyl methacrylate, and mixtures thereof can be used. It may be, but is not limited to these.

The repeating unit content having the structure of Formula 2 may be included in 1 to 10% by weight, preferably 1 to 5% by weight of the acrylic binder resin. When used in the above content range it can be obtained an excellent surfactant effect.

The repeating unit having the structure of Formula 3 is derived from an ethylenically unsaturated compound except for a carboxyl group-containing ethylenically unsaturated compound. For example, styrene, α-methylstyrene, vinyltoluene, vinylbenzylmethylether, methylacrylate, Methyl methacrylate, ethyl acrylate, ethyl methacrylate, butyl acrylate, butyl methacrylate, 2-hydroxyethyl acrylate, 2-hydroxyethyl methacrylate, 2-hydroxybutyl acrylate, 2- Unsaturated carboxylic acid esters including hydroxybutyl methacrylate, benzyl acrylate, benzyl methacrylate, cyclohexyl acrylate, cyclohexyl methacrylate, phenyl acrylate and phenyl methacrylate; Unsaturated carboxylic acid amino alkyl esters including 2-aminoethyl acrylate, 2-aminoethyl methacrylate, 2-dimethylaminoethyl acrylate, 2-dimethylaminoethyl methacrylate; Carboxylic acid vinyl esters containing vinyl acetate and vinyl benzoate; Unsaturated carboxylic acid glycidyl esters containing glycidyl acrylate and glycidyl methacrylate; Vinyl cyanide compounds including acrylonitrile and methacrylonitrile; Unsaturated amides, such as acrylamide and methacrylamide, can be used.

The repeating unit content having the structure of Formula 3 may be included as the remainder in the acrylic binder resin, preferably from 60 to 90% by weight.

Specific examples of the acrylic binder resin described above include copolymers of methacrylic acid / benzyl methacrylate / urethane groups, copolymers of methacrylic acid / benzyl methacrylate / styrene / urethane groups, and methacrylic acid / Copolymers of benzyl methacrylate / 2-hydroxy ethyl methacrylate / urethane groups, copolymers of methacrylic acid / benzyl methacrylate / styrene / 2-hydroxy ethyl methacrylate / urethane groups, and the like It may be mentioned, but the present invention is not limited thereto.

It is preferable that the said acrylic binder resin has a weight average molecular weight (Mw) of 3,000-150,000, and it is more preferable to have a weight average molecular weight of 5,000-50,000. When it has the above acid value range, it is preferable because it is excellent in developability by an alkaline developing solution and can stabilize a pigment dispersion liquid.

In addition, the acrylic binder resin preferably has an acid value of 20 to 60 mg / KOH. When it has a molecular weight range as described above, the developability of the alkaline developer is excellent, so that the pattern formation of the color filter is easier.

The acrylic binder resin as described above is preferably included in 0.5 to 10% by weight based on the total weight of the photosensitive resin composition. If the content of the acrylic binder resin is less than 0.5% by weight, there is a fear that development does not occur in the alkaline developer, and if it exceeds 10% by weight, crosslinkability may be insufficient and surface roughness may increase.

B) photopolymerization monomer

The photopolymerization monomer is an acrylic photopolymerization monomer generally used in the photosensitive resin composition, for example ethylene glycol diacrylate, triethylene glycol diacrylate, 1,4-butanediol diacrylate, 1,6-hexanediol diacryl Latene, neopentyl glycol diacrylate, pentaerythritol diacrylate, pentaerythritol triacrylate, dipentaerythritol diacrylate, dipentaerythritol triacrylate, dipentaerythritol pentaacrylate, pentaerythritol Hexaacrylate, bisphenol A diacrylate, trimethylolpropanetriacrylate, novolac epoxy acrylate, ethylene glycol dimethacrylate, diethylene glycol dimethacrylate, triethylene glycol dimethacrylate, propylene glycol dimetha Acrylate, 1,4-butanedioldimethacrylate, 1, 6-hexanediol dimethacrylate, etc. can be used.

The photopolymerization monomer is preferably included in 0.5 to 20% by weight based on the total weight of the photosensitive resin composition. If the content of the photopolymerization monomer is less than 0.01% by weight, the photopolymerization does not occur sufficiently during exposure in the pattern forming process, whereas if it exceeds 5% by weight may cause a problem that the unreacted initiator remaining after the photopolymerization lowers the transmittance.

C) photopolymerization initiator

As a photoinitiator, the photoinitiator generally used for the photosensitive resin composition can use a triazine type compound, an acetophenone type compound, a benzophenone type compound, a thioxanthone type compound, a benzoin type compound, an oxime type compound etc., for example. .

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- Fiphenyl-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-4-phenoxycetophenone, 2-methyl-1- (4- (methylthio) phenyl) -2-morpholinopropane -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 is preferred as the photopolymerization initiator.

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

It is preferable that the photoinitiator of said C) is 0.01-5 weight% with respect to the total amount of the photosensitive resin composition. In addition, when the triazine-based compound is used as the photopolymerization initiator, it is preferable that the triazine compound is used in an amount of 15% by weight or less based on the total amount of the photopolymerization initiator. If the content of the photopolymerization initiator is less than 0.01% by weight, the photopolymerization does not occur sufficiently during exposure in the pattern forming process, whereas if it exceeds 5% by weight, the unreacted initiator remaining after the photopolymerization may cause a decrease in transmittance.

D) Pigment

As the pigment, a pigment having a color of red, green, blue, yellow, violet may be used. Specific examples include organic pigments such as condensed polycyclic pigments such as anthraquinone pigments and perylenes, phthalocyanine pigments and azo pigments; Alternatively, inorganic pigments such as carbon black may be used, and these pigments may be used alone, but two or more kinds may be mixed to adjust the maximum absorption wavelength, the cross point, and the cross talk. It is desirable to.

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 Ethers 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. For this purpose, a nonionic, anionic or cationic dispersant may be used, for example, polyalkylene glycol and esters thereof, poly Oxyalkylenes, 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 falls within the above particle size range, stability in the dispersion is excellent, 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 included in 0.1 to 30% by weight based on the total weight of the photosensitive resin composition. When the content of the pigment is less than 0.1% by weight, the coloring effect is insignificant, whereas when the content of the pigment is more than 30% by weight, there is a disadvantage in that the developing performance is sharply reduced.

E) solvent

As said solvent, Ethylene glycol, 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; Esters such as ethyl acetate, butyl acetate and ethyl lactate; And those selected from the group consisting of mixtures.

The solvent is included in the remainder in the photosensitive resin composition, preferably 20 to 90% by weight based on the total weight of the photosensitive resin composition. The content of the solvent is preferred because it is excellent in applicability of the photosensitive resin composition and can maintain flatness in a film having a thickness of 3 µm or more.

F) other additives

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).

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 provides a color filter manufactured using the photosensitive resin composition having the above configuration.

The color filter is applied by applying a photosensitive resin composition having the above structure to a glass substrate for color filters using a suitable method such as spin coating, roller coating, slit coating, or the like, for example, at a thickness of 1.5 to 2.0 mu m. Active lines (light) are irradiated to the formed photosensitive resin composition layer so as to form a pattern necessary for the color filter. At this time, as a light source used for irradiation, UV light of 190-450 nm, Preferably 200-400 nm area | region is irradiated, and electron beam and X-ray irradiation are also suitable. After irradiating light, the coating layer may be treated with an alkali developer to dissolve the non-exposed portion, thereby forming a color filter having a pattern required for the color filter.

By repeating the above process according to the required number of R, G, and B colors, a color filter having a desired pattern can be obtained. Further, in the manufacturing process, crack resistance, solvent resistance and the like can be further improved by heating the image pattern obtained by development again or curing by active ray irradiation or the like.

Hereinafter, the present invention will be described in more detail with reference to Examples and Comparative Examples, but the following Examples are provided for the purpose of explanation and are not intended to limit the present invention.

Example 1

Using the following components, a photosensitive resin composition was prepared as follows.

That is, after dissolving the photopolymerization initiator in the solvent, it was stirred at room temperature for 2 hours. Subsequently, the carboxyl group-containing acrylic binder resin and the acrylic photopolymerization monomer were added and stirred at room temperature for 2 hours. After adding the pigment thereto, the mixture was stirred at room temperature for 1 hour. The solution was filtered three times to remove impurities.

A) 7.0g of carboxyl group-containing acrylic binder resin

(i) / (ii) / (iii) = 30/60/10 (w / w / w), molecular weight (Mw) = 28,000,

                                 Acid Value (mg / KOH) = 45

(i): methacrylic acid

(ii): benzyl methacrylate

(iii): a compound of formula

[Formula 4]

B) Acrylic Photopolymerization Monomer

5.0 g of dipentaerythritol hexaacrylate

C) photopolymerization initiator 2.0 g

OX 124 (product of Shiba Corporation)

Igacure 907 (product made by Shiba Corporation)

EAB-F (product made by Hodo Corporation)

D) Pigment

Copper Phthalocyanine Blue 5.0g

E) solvent

Propylene Glycol Monomethyl Ether Acetate 80.0g

Comparative Example 1

A) 5.0g of carboxyl group-containing acrylic binder resin

(i ') / (ii') = 30/70 (w / w), molecular weight (Mw) = 28,000

(i '): methacrylic acid

(ii '): benzyl methacrylate

B) Acrylic Photopolymerization Monomer

5.0 g of dipentaerythritol hexaacrylate

C) photopolymerization initiator 2.0 g

OX 124 (product of Shiba Corporation)

Igacure 907 (product made by Shiba Corporation)

EAB-F (product made by Hodo Corporation)

D) Pigment

Copper Phthalocyanine Blue 5.0g

E) solvent

Propylene Glycol Monomethyl Ether Acetate 80.0g

F) surfactant

0.5 g of F-475 (product made by DIC Corporation)

Comparative Example 2

A photosensitive resin composition was prepared in the same manner as in Comparative Example 1 except that no surfactant was used.

[Property evaluation]

Spreadability Assessment

The spreadability formed on the surface was evaluated using the photosensitive colored resin composition prepared in Example 1 and Comparative Examples 1 and 2.

The photosensitive resin composition was coated on a glass substrate having a thickness of 1 mm by degreasing, and then dried at a constant temperature (80 ° C.) for a predetermined time (2 minutes) on a hot plate to obtain a coating film. . Subsequently, a photomask was placed on the coating film and exposed using a high pressure mercury lamp having a wavelength of 365 nm, followed by development for 30 seconds at 30 ° C. and atmospheric pressure using a 1% potassium hydroxide aqueous solution. The final results were evaluated by the three-point standard method as well as development time.

[Evaluation standard]

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

(Triangle | delta): Good developability-Developing time 26-35 second, no residue on a pattern

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

The results according to the above measurement method are shown in Table 1 below.

result Example 1 ○ Comparative Example 1 △ Comparative Example 2 ×

As shown in Table 1, Example 1 using the acrylic binder resin containing a carboxyl group and a urethane group that can act as a surfactant is superior to the photosensitive resin composition of Comparative Examples 1 and 2 without the use of additional surfactant Spreadability was shown.

The present invention is not limited to the above embodiments, but may be manufactured in various forms, and a person skilled in the art to which the present invention pertains has another specific form without changing the technical spirit or essential features of the present invention. It will be appreciated that the present invention may be practiced as. Therefore, it should be understood that the embodiments described above are exemplary in all respects and not restrictive.

Claims (7)

A) an acrylic binder resin comprising a repeating unit having a structure of Formulas 1 to 3 below; B) photopolymerization monomers; C) photopolymerization initiator; D) pigments; And E) solvent Photosensitive resin composition for color filters comprising a. [Formula 1]

[Formula 2]

[Formula 3]

(In Chemical Formulas 1 to 3, R ₁ , R ₂ and R ₄ are each independently hydrogen or a methyl group, R ₃ is an alkyl group; Cycloalkyl group; An alkyl group including a hydroxy group, an amide group, or both functional groups; And a cycloalkyl group including a hydroxy group, an amide group, or both functional groups, R ₅ is an alkyl group or an aryl group, R and R 'are hydrogen or an alkyl group, p is an integer from 1 to 4, 1≤l≤10 and 1≤m≤3, 1≤n≤10.) The method of claim 1, The composition is A) 0.5 to 10% by weight of the acrylic binder resin; B) 0.5 to 10% by weight acrylic photopolymer monomer; C) 0.01 to 5 wt% photopolymerization initiator; D) 0.1 to 40% by weight of pigment; And E) Photosensitive resin composition for color filters containing remainder of solvent. The method of claim 1, The acrylic binder resin is a photosensitive resin composition for color filters having a weight average molecular weight of 3,000 to 150,000. The method of claim 1, The acrylic binder resin is a photosensitive resin composition for a color filter having an acid value of 20 to 60 mg / KOH. The method of claim 1, The photopolymerization monomers are 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, diethylene glycol dimethacrylate, triethylene glycol dimethacrylate, propylene glycol dimethacrylate, 1,4-butanediol dimethacrylate, 1,6 Hexanediol dimethacrylate and color fill selected from the group consisting of The photosensitive resin composition. The method of claim 1, The photopolymerization initiator is a triazine compound, acetophenone compound, benzophenone compound, thioxanthone compound, benzoin compound, oxime compound, carbazole compound, diketone compound, sulfonium borate compound, diazo, non- Photosensitive resin composition for color filters selected from the group which consists of an imidazole compound and mixtures thereof. The color filter manufactured by forming a pattern from the photosensitive resin composition of any one of Claims 1-6.