KR102206495B1 - A colored photosensitive resin comopsition - Google Patents

Abstract

The present invention relates to a colored photosensitive resin composition, and more particularly, by including a phosphorus-based antioxidant that is liquid at room temperature (25°C), it is possible to implement a tapered profile at a low angle when formed into a photocurable pattern, and accordingly, It can reduce the light leakage of the display.

Description

Colored photosensitive resin composition TECHNICAL FIELD [A COLORED PHOTOSENSITIVE RESIN COMOPSITION}

The present invention relates to a colored photosensitive resin composition, and more particularly, to a colored photosensitive resin composition in which light leakage of a display is significantly reduced by using a specific phosphorus antioxidant.

Photosensitive resins are representative functional polymer materials that have been put to practical use in the production of various precision electronic and information industrial products, and are currently used in high-tech industries, particularly in the production of semiconductors and displays. In general, a photosensitive resin refers to a polymer compound in which a chemical change of a molecular structure occurs within a short time by light irradiation, resulting in a change in physical properties such as solubility in a specific solvent, coloring, and curing. Photosensitive resin enables micro-precision processing, greatly saves energy and raw materials compared to the thermal reaction process, and enables quick and accurate work in a small installation space, so high-tech printing fields, semiconductor production, and display production , Photo-curing surface coating materials, etc. are used in various fields of precision electronics and information industries.

Among them, in the display field, the photosensitive resin composition is used to form various photocurable patterns such as photoresist, insulating film, protective film, color filter, black matrix, and column spacer. Specifically, the photosensitive resin composition is selectively exposed and developed by a photolithography process to form a desired photocuring pattern.In this process, in order to improve the process yield and improve the physical properties of the application object, high sensitivity and excellent developability And a photosensitive resin composition having adhesion and the like is required.

As such a photosensitive resin composition, a composition containing a photopolymerizable compound and a photopolymerization initiator together with a binder resin has been widely used. In addition, a photosensitive resin composition containing a black pigment is used for formation in a black matrix, and an acrylic resin having a carboxyl group in the side chain is used as a resin having excellent light resistance and little color change in such a photosensitive composition.

When a pattern is formed with such a photosensitive resin composition, light leakage of the display may occur depending on the taper angle formed by the pattern. In particular, when applied to a display having a curved surface, this light leakage phenomenon is more emphasized, and the visibility of the image from the side. There was a problem of significantly lowering the value.

Korean Patent Publication No. 2008-0046560

An object of the present invention is to provide a colored photosensitive resin composition that is formed in a photocurable pattern to reduce light leakage from a display.

In addition, an object of the present invention is to provide a photocurable pattern formed of the colored photosensitive resin composition.

In addition, it is an object of the present invention to provide a color filter formed from the colored photosensitive resin composition.

1. A colored photosensitive resin composition containing a phosphorus antioxidant (F) which is liquid at normal temperature (25 degreeC).

2. In the above 1, wherein the liquid phosphorus antioxidant (F) is at least one selected from compounds represented by the following formulas 1 and 2, a colored photosensitive resin composition:

[Formula 1]

[Formula 2]

(In the formula, R ₁ is a hydrogen atom or a C 1 to C 10 linear or branched alkyl group,

R ₂ , R ₃ , R ₄ , R ₅ and R ₆ are each independently a linear or branched alkyl group having 1 to 15 carbon atoms,

R ₇ and R ₈ are each independently an alkyl group having 1 to 3 carbon atoms,

n is an integer from 0 to 3).

3. In the above 1, wherein the liquid phosphorus antioxidant (F) is contained in an amount of 1 to 10 parts by weight, based on a total of 100 parts by weight of the composition, based on the solid content, colored photosensitive resin composition.

4. The colored photosensitive resin composition according to the above 1, further comprising an alkali-soluble resin (A), a photopolymerizable compound (B), a photopolymerization initiator (C), a colorant (D) and a solvent (E).

5. A photocurable pattern formed of the colored photosensitive resin composition according to any one of 1 to 4 above.

6. In the above 5, the photocuring pattern is at least one selected from the group consisting of a photoresist pattern, an array planarization layer pattern, a protective layer pattern, an insulating layer pattern, a pixel color pattern, a black matrix pattern, and a column spacer pattern. pattern.

7. In the above 5, the pattern has a taper angle of 45° or less, a photo-curing pattern.

8. A color filter having the photocuring pattern according to the above 5.

9. An image display device having the color filter according to 8 above.

The colored photosensitive resin composition of the present invention can implement a relatively low angle taper profile of 45° or less when formed into a photocuring pattern by using a specific phosphorus antioxidant.

In addition, the colored photosensitive resin composition of the present invention may be formed in a photocurable pattern to reduce light leakage from the display.

The present invention relates to a colored photosensitive resin composition, and more particularly, by including a phosphorus-based antioxidant that is liquid at room temperature (25°C), it is possible to implement a tapered profile at a low angle when formed into a photocurable pattern, and accordingly, It can reduce the light leakage of the display.

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

<Colored photosensitive resin composition>

Phosphorus antioxidant (F) that is liquid at room temperature (25℃)

The colored photosensitive resin composition according to the present invention includes a phosphorus-based antioxidant (F) that is liquid at room temperature (25° C.), so that a low taper profile can be realized when formed into a photocurable pattern. Accordingly, it is possible to significantly reduce the occurrence of light leakage from the display, thereby realizing excellent front contrast ratio and side contrast ratio, and in particular, when applied to a display having a curved surface, excellent image quality can be realized.

The phosphorus antioxidant (F) according to the present invention is present in a liquid form at room temperature (25°C), and thus improves the flowability of the coating film without reducing sensitivity, thereby effectively reducing the taper angle of the pattern in the post-baking process.

The type of the phosphorus antioxidant (F) is not particularly limited as long as it has a liquid form at room temperature (25° C.), but examples include compounds represented by the following Chemical Formulas 1 and 2, and these are independently Or it may be used in combination of two or more.

[Formula 1]

[Formula 2]

(In the formula, R ₁ is a hydrogen atom or a C 1 to C 10 linear or branched alkyl group,

R ₂ , R ₃ , R ₄ , R ₅ and R ₆ are each independently a linear or branched alkyl group having 1 to 15 carbon atoms,

R ₇ and R ₈ are each independently an alkyl group having 1 to 3 carbon atoms,

n is an integer from 0 to 3).

Specific commercially available compounds of the phosphorus antioxidant (F) include ADK STAB 1178, ADK STAB TPP, ADK STAB 1500, ADK STAB 135A, ADK STAB 517 from Adeka, Sumilizer GP from Sumitomo Chemical, Irganox 1035 from BASF, etc. However, it is not limited thereto.

The content of the phosphorus antioxidant (F) is not particularly limited, but may be included in 1 to 10 parts by weight, preferably 1 to 5 parts by weight, based on the total 100 parts by weight of the composition based on solid content. . When included in the above content range, an improvement in the taper angle can be expected when forming a photocuring pattern, and when it is included in less than 1 part by weight, it is difficult to realize the above-described effect in a small amount, and when it exceeds 10 parts by weight, the sensitivity decreases. As a result, a short circuit of the pattern is likely to occur during the developing process.

In the present invention, the solid content in the colored photosensitive resin composition means the total content of the remaining components excluding the solvent from the colored photosensitive resin composition.

The colored photosensitive resin composition of the present invention includes an alkali-soluble resin (A), a photopolymerizable compound (B), a photopolymerization initiator (C), a colorant (D), and a solvent (E) known in the art, except for a liquid phosphorus antioxidant. ) May be further included.

Alkali-soluble resin (A)

The alkali-soluble resin (A) used in the present invention is a component that imparts solubility to an alkali developer used in the development treatment step when forming a pattern, and is polymerized by containing an ethylenically unsaturated monomer having a carboxyl group.

The kind of the ethylenically unsaturated monomer having a carboxy group is not particularly limited, but examples thereof include monocarboxylic acids such as acrylic acid, methacrylic acid, and crotonic acid; Dicarboxylic acids such as fumaric acid, mesaconic acid, and itaconic acid, and anhydrides thereof; ω-carboxy polycaprolactone mono (meth) acrylate, and the like, mono (meth) acrylates of a polymer having a carboxyl group and a hydroxyl group at both ends, preferably acrylic acid and methacrylic acid. These can be used alone or in combination of two or more.

The alkali-soluble resin (A) according to the present invention may be polymerized by further including at least one other monomer copolymerizable with the monomer. For example, styrene, vinyltoluene, methylstyrene, p-chlorostyrene, o-methoxystyrene, m-methoxystyrene, p-methoxystyrene, o-vinylbenzylmethylether, m-vinylbenzylmethylether, p- Aromatic vinyl compounds such as vinyl benzyl methyl ether, o-vinyl benzyl glycidyl ether, m-vinyl benzyl glycidyl ether, and p-vinyl benzyl glycidyl ether; N-cyclohexylmaleimide, N-benzylmaleimide, N-phenylmaleimide, No-hydroxyphenylmaleimide, Nm-hydroxyphenylmaleimide, Np-hydroxyphenylmaleimide, No-methylphenylmaleimide, Nm -N-substituted maleimide compounds such as methylphenylmaleimide, Np-methylphenylmaleimide, No-methoxyphenylmaleimide, Nm-methoxyphenylmaleimide, and Np-methoxyphenylmaleimide; Methyl (meth) acrylate, ethyl (meth) acrylate, n-propyl (meth) acrylate, i-propyl (meth) acrylate, n-butyl (meth) acrylate, i-butyl (meth) acrylate, alkyl (meth)acrylates such as sec-butyl (meth)acrylate and t-butyl (meth)acrylate; Cyclopentyl (meth)acrylate, cyclohexyl (meth)acrylate, 2-methylcyclohexyl (meth)acrylate, tricyclo[5.2.1.0 2,6]decane-8-yl (meth)acrylate, 2- Alicyclic (meth)acrylates such as dicyclopentanyloxyethyl (meth)acrylate and isobornyl (meth)acrylate; Aryl (meth)acrylates such as phenyl (meth)acrylate and benzyl (meth)acrylate; 3-(methacryloyloxymethyl)oxetane, 3-(methacryloyloxymethyl)-3-ethyloxetane, 3-(methacryloyloxymethyl)-2-trifluoromethyloxetane, 3-(methacryloyloxymethyl)-2-phenyloxetane, 2-(methacryloyloxymethyl)oxetane, 2-(methacryloyloxymethyl)-4-trifluoromethyloxetane, etc. Unsaturated oxetane compounds; Unsaturated oxirane such as glycidyl (meth)acrylate, 3,4-epoxycyclohexyl (meth)acrylate, 3,4-epoxycyclohexylmethyl (meth)acrylate, and methylglycidyl (meth)acrylate compound; (Meth)acrylate substituted with a cycloalkane, dicycloalkane, or tricycloalkane ring having 4 to 16 carbon atoms; And the like. These can be used alone or in combination of two or more.

The alkali-soluble resin (A) may have an acid value of 20 to 200 (KOHmg/g), and preferably 30 to 150 (KOHmg/g). If the acid value is in the above range, the short circuit of the pattern does not easily occur due to excellent adhesion to the substrate while securing an appropriate development speed. In addition, it is judged that there is no problem of precipitation of dye or increase in viscosity.

The weight average molecular weight of the alkali-soluble resin (A) in terms of polystyrene is 3,000 to 50,000, preferably 5,000 to 30,000. When the weight average molecular weight of the alkali-soluble resin is in the above range, film reduction during development is prevented, and the omission property of the pattern portion becomes good, which is preferable.

The molecular weight distribution [weight average molecular weight (Mw)/number average molecular weight (Mn)] of the alkali-soluble resin (A) is preferably 1.5 to 6.0, more preferably 1.8 to 4.0. If the molecular weight distribution [weight average molecular weight (Mw)/number average molecular weight (Mn)] is within the above range, developability becomes excellent, which is preferable.

The content of the alkali-soluble resin (A) is not particularly limited, but may be included in, for example, 10 to 90 parts by weight, preferably 10 to 60 parts by weight, based on the solid content, based on the total 100 parts by weight of the colored photosensitive resin composition. . When it falls within the above range, it is preferable because it has sufficient solubility in a developer so that pattern formation is easy, and film reduction in the pixel portion of the exposed portion is prevented during development, thereby improving the omission of non-pixel portions.

Photopolymerization Compound (B)

The polymerizable compound (B) used in the colored photosensitive resin composition of the present invention is a component for enhancing the strength of the pattern, and a monofunctional monomer, a bifunctional monomer, or a polyfunctional monomer may be used, and preferably a bifunctional or higher monomer It is better to use.

Specific examples of monofunctional monomers include nonylphenylcarbitol acrylate, 2-hydroxy-3-phenoxypropyl acrylate, 2-ethylhexylcarbitol acrylate, 2-hydroxyethyl acrylate, and N-vinylpyrroly. Such as money. Specific examples of the bifunctional monomer include 1,6-hexanediol di (meth) acrylate, ethylene glycol di (meth) acrylate, neopentyl glycol di (meth) acrylate, triethylene glycol di (meth) acrylate, Bis(acryloyloxyethyl) ether of bisphenol A, 3-methylpentanediol di(meth)acrylate, etc. are mentioned. Specific examples of other polyfunctional monomers include trimethylolpropane tri(meth)acrylate, ethoxylated trimethylolpropane tri(meth)acrylate, propoxylated trimethylolpropane tri(meth)acrylate, pentaerythritol tri (Meth)acrylate, pentaerythritol tetra(meth)acrylate, dipentaerythritol penta(meth)acrylate, ethoxylated dipentaerythritol hexa(meth)acrylate, propoxylated dipentaerythritol Hexa(meth)acrylate, dipentaerythritol hexa(meth)acrylate, etc. are mentioned. Among these, a bifunctional or higher polyfunctional monomer is preferably used.

The content of the photopolymerizable compound (B) is not particularly limited, but, for example, 10 to 70 parts by weight, preferably 10 to 30 parts by weight based on the total 100 parts by weight of the alkali-soluble resin and the photopolymerizable compound based on solid content. It is used in the range of parts by weight. When the photopolymerizable compound (B) is included in the above content range, the strength and reliability of the pixel portion are improved, and the solvent resistance and aging stability of the composition can also be improved.

Light polymerization Initiator (C)

The photopolymerization initiator (C) according to the present invention may be used without particular limitation as long as it can polymerize the photopolymerizable compound (B). For example, an acetophenone compound, a benzophenone compound, a tria At least one compound selected from the group consisting of a true compound, a biimidazole compound, a thioxanthone compound, and an oxime ester compound may be used, and preferably an oxime ester compound is used.

Specific examples of the acetophenone-based compound include diethoxyacetophenone, 2-hydroxy-2-methyl-1-phenylpropan-1-one, benzyldimethylketal, 2-hydroxy-1-[4-(2) -Hydroxyethoxy)phenyl]-2-methylpropan-1-one, 1-hydroxycyclohexylphenylketone, 2-methyl-1-(4-methylthiophenyl)-2-morpholinopropane-1- One, 2-benzyl-2-dimethylamino-1-(4-morpholinophenyl)butan-1-one, 2-hydroxy-2-methyl-1-[4-(1-methylvinyl)phenyl]propane 1-one, 2-(4-methylbenzyl)-2-(dimethylamino)-1-(4-morpholinophenyl)butan-1-one, and the like.

Specific examples of the benzophenone-based compound include benzophenone, methyl o-benzoylbenzoate, 4-phenylbenzophenone, 4-benzoyl-4'-methyldiphenylsulfide, 3,3',4,4'-tetra (tert-butylperoxycarbonyl)benzophenone, 2,4,6-trimethylbenzophenone, etc. are mentioned.

Specific examples of the triazine-based compound include 2,4-bis(trichloromethyl)-6-(4-methoxyphenyl)-1,3,5-triazine, 2,4-bis(trichloromethyl) -6-(4-methoxynaphthyl)-1,3,5-triazine, 2,4-bis(trichloromethyl)-6-piperonyl-1,3,5-triazine, 2,4 -Bis(trichloromethyl)-6-(4-methoxystyryl)-1,3,5-triazine, 2,4-bis(trichloromethyl)-6-[2-(5-methylfuran- 2-yl)ethenyl]-1,3,5-triazine, 2,4-bis(trichloromethyl)-6-[2-(furan-2-yl)ethenyl]-1,3,5- Triazine, 2,4-bis(trichloromethyl)-6-[2-(4-diethylamino-2-methylphenyl)ethenyl]-1,3,5-triazine, 2,4-bis(trichloro Romethyl)-6-[2-(3,4-dimethoxyphenyl)ethenyl]-1,3,5-triazine, and the like.

Specific examples of the biimidazole-based compound include 2,2'-bis(2-chlorophenyl)-4,4',5,5'-tetraphenylbiimidazole, 2,2'-bis(2, 3-dichlorophenyl)-4,4',5,5'-tetraphenylbiimidazole, 2,2'-bis(2-chlorophenyl)-4,4',5,5'-tetra(alkoxyphenyl) Biimidazole, 2,2'-bis(2-chlorophenyl)-4,4',5,5'-tetra(trialkoxyphenyl)biimidazole, 2,2-bis(2,6-dichlorophenyl) -4,4'5,5'-tetraphenyl-1,2'-biimidazole or imidazole compounds in which the phenyl group at the 4,4',5,5' position is substituted by a carboalkoxy group. And, preferably 2,2'-bis(2-chlorophenyl)-4,4',5,5'-tetraphenylbiimidazole, 2,2'-bis(2,3-dichlorophenyl)-4 ,4',5,5'-tetraphenylbiimidazole, 2,2-bis(2,6-dichlorophenyl)-4,4'5,5'-tetraphenyl-1,2'-biimidazole, etc. Can be mentioned.

Specific examples of the thioxanthone compound, 2-isopropyl thioxanthone, 2,4-diethyl thioxanthone, 2,4-dichloro thioxanthone, 1-chloro-4-propoxy thioxanthone And the like.

Specific examples of the oxime ester-based compound include o-ethoxycarbonyl-α-oxyimino-1-phenylpropan-1-one, 1,2-octadione,-1-(4-phenylthio)phenyl, -2-(o-benzoyloxime), ethanol, -1-(9-ethyl)-6-(2-methylbenzoyl-3-yl)-,1-(o-acetyloxime), and the like. Commercially available products are CGI-124 (Shibagai), CGI-224 (Shibagai), Irgacure OXE-01 (BASF), Irgacure OXE-02 (BASF), N-1919 (Adeka), NCI-831 ( Adekasa) and so on.

In addition, the photopolymerization initiator (C) may further include a photopolymerization initiation aid in order to improve the sensitivity of the colored photosensitive resin composition of the present invention. The colored photosensitive resin composition according to the present invention contains a photopolymerization initiation aid, so that the sensitivity is further increased and the productivity can be improved.

As the photopolymerization initiation aid, at least one compound selected from the group consisting of an amine compound, a carboxylic acid compound, and an organic sulfur compound having a thiol group can be mentioned.

Specific examples of the amine compound include aliphatic amine compounds such as triethanolamine, methyldiethanolamine, and triisopropanolamine, methyl 4-dimethylaminobenzoate, ethyl 4-dimethylaminobenzoate, isoamyl 4-dimethylaminobenzoate, 4 -Dimethylaminobenzoic acid 2-ethylhexyl, benzoic acid 2-dimethylaminoethyl, N,N-dimethylparatoluidine, 4,4'-bis(dimethylamino)benzophenone (common name: Michler's ketone), 4,4'-bis (Diethylamino)benzophenone etc. are mentioned, It is preferable to use an aromatic amine compound.

Specific examples of the carboxylic acid compound are preferably aromatic heteroacetic acids, for example. Phenylthioacetic acid, methylphenylthioacetic acid, ethylphenylthioacetic acid, methylethylphenylthioacetic acid, dimethylphenylthioacetic acid, methoxyphenylthioacetic acid, dimethoxyphenylthioacetic acid, chlorophenylthioacetic acid, dichlorophenylthioacetic acid, N-phenylglycine , Phenoxyacetic acid, naphthylthioacetic acid, N-naphthylglycine, naphthoxyacetic acid, and the like.

Specific examples of the organic sulfur compound having a thiol group include 2-mercaptobenzothiazole, 1,4-bis(3-mercaptobutyryloxy)butane, 1,3,5-tris(3-mercaptobutyloxy) Ethyl)-1,3,5-triazine-2,4,6(1H,3H,5H)-trione, trimethylolpropanetris(3-mercaptopropionate), pentaerythritol tetrakis(3-mer) Captobutylate), pentaerythritol tetrakis (3-mercaptopropionate), dipentaerythritol hexakis (3-mercaptopropionate), tetraethylene glycol bis (3-mercaptopropionate), etc. I can.

The content of the photopolymerization initiator (C) is not particularly limited, but may be included in an amount of 0.1 to 20 parts by weight, preferably 1 to 10 parts by weight, based on the solid content, based on the total 100 parts by weight of the colored photosensitive resin composition. Can be included. If the above range is satisfied, the colored photosensitive resin composition is highly sensitive and the exposure time is shortened, so that productivity is improved and high resolution can be maintained, and the strength of the formed pixel portion and smoothness on the surface of the pixel portion can be improved. Good in

Colorant (D)

The colorant (D) used in the present invention may be one containing at least one pigment (a1) and/or at least one dye (a2).

Pigment( a1 )

As the pigment, organic or inorganic pigments generally used in the art may be used. The pigment may be a variety of pigments used in printing ink, inkjet ink, etc., specifically water-soluble azo pigment, insoluble azo pigment, phthalocyanine pigment, quinacridone pigment, isoindolinone pigment, isoindolin Pigments, ferriene pigments, perinone pigments, dioxazine pigments, anthraquinone pigments, dianthraquinonyl pigments, anthrapyrimidine pigments, anthanthrone pigments, indanthrone pigments, flavantron pigments, pyrantrone (pyranthrone) pigment, diketopyrropyrrole pigment, etc. are mentioned. Examples of the inorganic pigments include metal compounds such as metal oxides and metal complex salts. Specifically, oxides of metals such as iron, cobalt, aluminum, cadmium, lead, copper, titanium, magnesium, chromium, zinc, antimony, and carbon black Or a composite metal oxide, etc. are mentioned. In particular, the organic pigments and inorganic pigments include compounds classified as pigments in the color index (published by The Society of Dyers and Colorists), and more specifically, the color index (CI) number as follows. Although pigments are mentioned, they are not necessarily limited to these, and these may be used individually or in combination of 2 or more types, respectively.

C.I. Pigment Yellow 13, 20, 24, 31, 53, 83, 86, 93, 94, 109, 110, 117, 125, 137, 138, 139, 147, 148, 150, 153, 154, 166, 173, 180 And 185

C.I. Pigment Orange 13, 31, 36, 38, 40, 42, 43, 51, 55, 59, 61, 64, 65, and 71

C.I. Pigment Red 9, 97, 105, 122, 123, 144, 149, 166, 168, 176, 177, 180, 192, 208, 215, 216, 224, 242, 254, 255 and 264

C.I. Pigment Violet 14, 19, 23, 29, 32, 33, 36, 37 and 38

C.I. Pigment Blue 15 (15:3, 15:4, 15:6, etc.), 21, 28, 60, 64 and 76

C.I. Pigment Green 7, 10, 15, 25, 36, 47 and 58

C.I Pigment Brown 28

C.I Pigment Black 1 and 7 etc.

As the pigments, organic or inorganic pigments generally used in the art may be used, and these may be used alone or in combination of two or more.

C.I. Among the pigment pigments, C.I. Pigment Yellow 138, C.I. Pigment Yellow 139, C.I. Pigment Yellow 150, C.I. Pigment Yellow 185, C.I. Pigment Orange 38, C.I. Pigment Red 122, C.I. Pigment Red 166, C.I. Pigment Red 177, C.I. Pigment Red 208, C.I. Pigment Red 242, C.I. Pigment Red 254, C.I. Pigment Red 255, C.I. Pigment Violet 23, C.I. Pigment Blue 15:3, Pigment Blue 15:6, C.I. Pigment Green 7, C.I. Pigment Green 36, C.I. Pigments selected from Pigment Green 58 can be preferably used.

As for the pigment, it is preferable to use a pigment dispersion in which the particle diameter is uniformly dispersed. An example of a method for uniformly dispersing the particle diameter of the pigment may include a method of dispersing by containing a pigment dispersant (a3), and according to this method, a pigment dispersion in which the pigment is uniformly dispersed in a solution can be obtained. have.

Specific examples of the above pigment dispersants include surfactants such as cationic, anionic, nonionic, amphoteric, polyester, and polyamine, and these may be used alone or in combination of two or more. .

Pigment dispersant ( a3 )

The pigment dispersant (a2) is added for deagglomeration and stability maintenance of the pigment, and generally used in the art may be used without limitation. It is preferable to contain an acrylate-based dispersant (hereinafter referred to as an acrylic dispersant) including BMA (butyl methacrylate) or DMAEMA (N,N-dimethylaminoethyl methacrylate). At this time, it is preferable to apply the acrylic dispersant prepared by the living control method as presented in Korean Patent Application No. 2004-0014311. As a commercial product of the acrylate-based dispersant manufactured through the living control method, DISPER BYK- 2000, DISPER BYK-2001, DISPER BYK-2070, DISPER BYK-2150, etc.

Each of the acrylic dispersants exemplified above may be used alone or in combination of two or more.

As the dispersant (a3), a pigment dispersant of another resin type may be used in addition to the acrylic dispersant. The other resin type pigment dispersants include known resin type pigment dispersants, especially polyurethanes, polycarboxylic acid esters typified by polyacrylates, unsaturated polyamides, polycarboxylic acids, (partially) of polycarboxylic acids. Amine salts, ammonium salts of polycarboxylic acids, alkylamine salts of polycarboxylic acids, polysiloxanes, long chain polyaminoamide phosphate salts, esters of hydroxyl group-containing polycarboxylic acids and modified products thereof, or free ) An oily dispersant such as an amide formed by the reaction of a polyester having a carboxyl group with a poly(lower alkyleneimine) or a salt thereof; Water-soluble resins or water-soluble polymer compounds such as (meth)acrylic acid-styrene copolymer, (meth)acrylic acid-(meth)acrylate ester copolymer, styrene-maleic acid copolymer, polyvinyl alcohol or polyvinyl pyrrolidone; Polyester; Modified polyacrylate; And phosphate esters and adducts of ethylene oxide/propylene oxide. Commercially available products of the above resin-type dispersants include cationic resin dispersants, for example, BYK (Big) Chemie's brand names: DISPER BYK-160, DISPER BYK-161, DISPER BYK-162, DISPER BYK-163, DISPER BYK- 164, DISPER BYK-166, DISPER BYK-171, DISPER BYK-182, DISPER BYK-184; BASF's brand names: EFKA-44, EFKA-46, EFKA-47, EFKA-48, EFKA-4010, EFKA-4050, EFKA-4055, EFKA-4020, EFKA-4015, EFKA-4060, EFKA-4300, EFKA- 4330, EFKA-4400, EFKA-4406, EFKA-4510, EFKA-4800; Trade names of Lubirzol: SOLSPERS-24000, SOLSPERS-32550, NBZ-4204/10; Kawaken Fine Chemical's trade names: Hinoact T-6000, Hinoact T-7000, Hinoact T-8000; Ajinomoto's brand names: AJISPUR PB-821, Ajisper PB-822, Ajisper PB-823; Kyoeisha Chemical Co., Ltd. trade names: FLORENE DOPA-17HF, Florene DOPA-15BHF, Floren DOPA-33, Florene DOPA-44, and the like. In addition to the above acrylic dispersants, other resin type pigment dispersants may be used alone or in combination of two or more, or may be used in combination with acrylic dispersion.

The amount of the dispersant (a3) used is in the range of 5 to 60 parts by mass, more preferably 15 to 50 parts by mass based on 100 parts by mass of the solid content of the pigment (a1) to be used. When the content of the dispersant (a3) exceeds 60 parts by mass based on the above, the viscosity may increase, and when the content is less than 5 parts by mass, it may be difficult to atomize the pigment or cause problems such as gelation after dispersion.

dyes( a2 )

The dye may be used without limitation as long as it has solubility in an organic solvent. Preferably, it is preferable to use a dye that has solubility in an organic solvent and can secure reliability such as solubility in an alkaline developer, solvent resistance, and stability over time.

As the dye, one selected from acidic dyes having an acidic group such as sulfonic acid or carboxylic acid, salts of acidic dyes and nitrogen-containing compounds, sulfonamide compounds of acidic dyes, and derivatives thereof. Acid dyes of the system and derivatives thereof can also be selected.

Preferably, the dye is a compound classified as a dye in the color index (published by The Society of Dyers and Colorists), or a known dye described in the dye note (color dyeing company).

Specific examples of the dye include C.I. As a solvent dye,

C.I. Yellow dyes, such as solvent yellow 4, 14, 15, 16, 21, 23, 24, 38, 56, 62, 63, 68, 79, 82, 93, 94, 98, 99, 151, 162, 163;

C.I. Red dyes such as Solvent Red 8, 45, 49, 89, 111, 122, 125, 130, 132, 146, 179;

C.I. Orange dyes such as solvent orange 2, 7, 11, 15, 26, 41, 45, 56, 62;

C.I. Blue dyes such as Solvent Blue 5, 35, 36, 37, 44, 59, 67, 70;

C.I. Violet dyes such as solvent violet 8, 9, 13, 14, 36, 37, 47, 49;

C.I. Green dyes, such as solvent green 1, 3, 4, 5, 7, 28, 29, 32, 33, 34, 35, etc. are mentioned.

C.I. C.I. excellent solubility in organic solvents among solvent dyes. Solvent Yellow 14, 16, 21, 56, 151, 79, 93; C.I. Solvent Red 8, 49, 89, 111, 122, 132, 146, 179; C.I. Solvent orange 41, 45, 62; C.I. Solvent Blue 35, 36, 44, 45, 70; C.I. Solvent violet 13 is preferred and double C.I. Solvent Yellow 21, 79; C.I. Solvent Red 8, 122, 132; C.I. Is more preferable.

Also, C.I. As an acid dye

CI Acid Yellow 1, 3, 7, 9, 11, 17, 23, 25, 29, 34, 36, 38, 40, 42, 54, 65, 72, 73, 76, 79, 98, 99, 111, 112 , 113, 114, 116, 119, 123, 128, 134, 135, 138, 139, 140, 144, 150, 155, 157, 160, 161, 163, 168, 169, 172, 177, 178, 179, 184 , 190, 193, 196, 197, 199, 202, 203, 204, 205, 207, 212, 214, 220, 221, 228, 230, 232, 235, 238, 240, 242, 243, 251, etc. ;

CI Acid Red 1, 4, 8, 14, 17, 18, 26, 27, 29, 31, 34, 35, 37, 42, 44, 50, 51, 52, 57, 66, 73, 80, 87, 88 , 91, 92, 94, 97, 103, 111, 114, 129, 133, 134, 138, 143, 145, 150, 151, 158, 176, 182, 183, 198, 206, 211, 215, 216, 217 , 227, 228, 249, 252, 257, 258, 260, 261, 266, 268, 270, 274, 277, 280, 281, 195, 308, 312, 315, 316, 339, 341, 345, 346, 349 , Red dyes such as 382, 383, 394, 401, 412, 417, 418, 422, 426;

Orange dyes such as C.I. Acid Orange 6, 7, 8, 10, 12, 26, 50, 51, 52, 56, 62, 63, 64, 74, 75, 94, 95, 107, 108, 169, 173;

CI Acid Blue 1, 7, 9, 15, 18, 23, 25, 27, 29, 40, 42, 45, 51, 62, 70, 74, 80, 83, 86, 87, 90, 92, 96, 103 , 112, 113, 120, 129, 138, 147, 150, 158, 171, 182, 192, 210, 242, 243, 256, 259, 267, 278, 280, 285, 290, 296, 315, 324:1 Blue dyes such as, 335 and 340;

Violet dyes such as C.I. acid violet 6B, 7, 9, 17, 19, 66;

Green dyes, such as C.I. acid green 1, 3, 5, 9, 16, 25, 27, 50, 58, 63, 65, 80, 104, 105, 106, 109, etc. are mentioned.

C.I. Acid Yellow 42, which has excellent solubility in an organic solvent among acid dyes; C.I. Acid Red 92; C.I. Acid Blue 80, 90; C.I. acid violet 66; C.I. Acid Green 27 is preferred.

Also as a C.I. direct dye,

CI Direct Yellow 2, 33, 34, 35, 38, 39, 43, 47, 50, 54, 58, 68, 69, 70, 71, 86, 93, 94, 95, 98, 102, 108, 109, 129 Yellow dyes such as 136, 138, and 141;

CI Direct Red 79, 82, 83, 84, 91, 92, 96, 97, 98, 99, 105, 106, 107, 172, 173, 176, 177, 179, 181, 182, 184, 204, 207, 211 Red dyes such as, 213, 218, 220, 221, 222, 232, 233, 234, 241, 243, 246, 250;

Orange dyes such as C.I. Direct Orange 34, 39, 41, 46, 50, 52, 56, 57, 61, 64, 65, 68, 70, 96, 97, 106, 107;

CI Direct Blue 38, 44, 57, 70, 77, 80, 81, 84, 85, 86, 90, 93, 94, 95, 97, 98, 99, 100, 101, 106, 107, 108, 109, 113 , 114, 115, 117, 119, 137, 149, 150, 153, 155, 156, 158, 159, 160, 161, 162, 163, 164, 166, 167, 170, 171, 172, 173, 188, 189 , 190, 192, 193, 194, 196, 198, 199, 200, 207, 209, 210, 212, 213, 214, 222, 228, 229, 237, 238, 242, 243, 244, 245, 247, 248 Blue dyes such as, 250, 251, 252, 256, 257, 259, 260, 268, 274, 275, 293;

Violet dyes such as C.I. direct violet 47, 52, 54, 59, 60, 65, 66, 79, 80, 81, 82, 84, 89, 90, 93, 95, 96, 103, 104;

Green dyes, such as C.I. direct green 25, 27, 31, 32, 34, 37, 63, 65, 66, 67, 68, 69, 72, 77, 79, 82, etc. are mentioned.

Also, C.I. As a modanto dye

Yellow dyes such as C.I. modanto yellow 5, 8, 10, 16, 20, 26, 30, 31, 33, 42, 43, 45, 56, 61, 62, 65;

CI Moderno Red 1, 2, 3, 4, 9, 11, 12, 14, 17, 18, 19, 22, 23, 24, 25, 26, 30, 32, 33, 36, 37, 38, 39, Red dyes such as 41, 43, 45, 46, 48, 53, 56, 63, 71, 74, 85, 86, 88, 90, 94, 95;

CI Moderno Orange 3, 4, 5, 8, 12, 13, 14, 20, 21, 23, 24, 28, 29, 32, 34, 35, 36, 37, 42, 43, 47, 48, etc. dyes;

CI Moderno Blue 1, 2, 3, 7, 8, 9, 12, 13, 15, 16, 19, 20, 21, 22, 23, 24, 26, 30, 31, 32, 39, 40, 41, Blue dyes such as 43, 44, 48, 49, 53, 61, 74, 77, 83, 84;

Violet dyes such as C.I. modanto violet 1, 2, 4, 5, 7, 14, 22, 24, 30, 31, 32, 37, 40, 41, 44, 45, 47, 48, 53, 58;

Green dyes, such as C.I. modanto green 1, 3, 4, 5, 10, 15, 19, 26, 29, 33, 34, 35, 41, 43, 53, etc. are mentioned.

Each of these dyes may be used alone or in combination of two or more.

The content of the colorant is not particularly limited, but is preferably included in an amount of 10 to 50 parts by weight, preferably 15 to 40 parts by weight, based on the solid content, based on the total 100 parts by weight of the colored photosensitive resin composition. When included in the above content range, even if a thin film is formed, the color density of the pixel is sufficient and the omission property of the non-pixel portion is not lowered during development, and thus residue is difficult to occur.

Solvent (E)

The solvent (E) may be used without limitation, as long as it is commonly used in the art.

Specific examples of the solvent include ethylene glycol monoalkyl ethers such as ethylene glycol monomethyl ether, ethylene glycol monoethyl ether, ethylene glycol monopropyl ether, and ethylene glycol monobutyl ether; Diethylene glycol dialkyl ethers such as diethylene glycol dimethyl ether, diethylene glycol diethyl ether, diethylene glycol ethyl methyl ether, diethylene glycol dipropyl ether, and diethylene glycol dibutyl ether; Ethylene glycol alkyl ether acetates such as methyl cellosolve acetate, ethyl cellosolve acetate, ethylene glycol monobutyl ether acetate, and ethylene glycol monoethyl ether acetate; Alkylene glycol alkyl ether acetates such as propylene glycol monomethyl ether acetate, propylene glycol monoethyl ether acetate, propylene glycol monopropyl ether acetate, methoxybutyl acetate, and methoxypentyl acetate; Propylene glycol monoalkyl ethers such as propylene glycol monomethyl ether, propylene glycol monoethyl ether, propylene glycol monopropyl ether, and propylene glycol monobutyl ether; Propylene glycol dialkyl ethers such as propylene glycol dimethyl ether, propylene glycol diethyl ether, propylene glycol ethyl methyl ether, propylene glycol dipropyl ether propylene glycol propyl methyl ether, and propylene glycol ethyl propyl ether; Propylene glycol alkyl ether propionates such as propylene glycol methyl ether propionate, propylene glycol ethyl ether propionate, propylene glycol propyl ether propionate, and propylene glycol butyl ether propionate; Butyldiol monoalkyl ethers such as methoxybutyl alcohol, ethoxybutyl alcohol, propoxybutyl alcohol, and butoxybutyl alcohol; Butanediol monoalkyl ether acetates such as methoxybutyl acetate, ethoxybutyl acetate, propoxybutyl acetate, and butoxybutyl acetate; Butanediol monoalkyl ether propionates such as methoxybutyl propionate, ethoxybutyl propionate, propoxybutyl propionate, and butoxybutyl propionate; Dipropylene glycol dialkyl ethers such as dipropylene glycol dimethyl ether, dipropylene glycol diethyl ether, and dipropylene glycol methyl ethyl ether; Aromatic hydrocarbons such as benzene, toluene, xylene, and mesitylene; Ketones such as methyl ethyl ketone, acetone, methyl amyl ketone, methyl isobutyl ketone, and cyclohexanone; Alcohols such as ethanol, propanol, butanol, hexanol, cyclohexanol, ethylene glycol, and glycerin; Methyl acetate, ethyl acetate, propyl acetate, butyl acetate, ethyl 2-hydroxypropionate, methyl 2-hydroxy-2-methylpropionate, 2-hydroxy-2-methyl ethylpropionate, methyl hydroxyacetate, ethyl hydroxyacetate , Hydroxy butyl acetate, methyl lactate, ethyl lactate, propyl lactate, butyl lactate, methyl 3-hydroxypropionate, ethyl 3-hydroxypropionate, propyl 3-hydroxypropionate, butyl 3-hydroxypropionate, 2-hydroxy 3-methylbutanoate, methyl methoxyacetate, ethyl methoxyacetate, propyl methoxyacetate, butyl methoxyacetate, methyl ethoxyacetate, ethyl ethoxyacetate, propyl ethoxyacetate, ethoxybutylacetate, propoxy Methyl acetate, ethyl propoxyacetate, propyl propoxyacetate, butyl propoxyacetate, methyl butoxyacetate, ethyl butoxyacetate, propyl butoxyacetate, butyl butoxyacetate, methyl 2-methoxypropionate, 2-methoxypropionic acid Ethyl, 2-methoxypropionate propyl, 2-methoxypropionate butyl, 2-ethoxypropionate methyl, 2-ethoxypropionate ethyl, 2-ethoxypropionate propyl, 2-ethoxypropionate butyl, 2-butoxypropionate methyl , Ethyl 2-butoxypropionate, propyl 2-butoxypropionate, butyl 2-butoxypropionate, methyl 3-methoxypropionate, ethyl 3-methoxypropionate, propyl 3-methoxypropionate, butyl 3-methoxypropionate, 3-ethoxy methyl propionate, 3-ethoxy ethyl propionate, 3-ethoxy propyl propionate, 3-ethoxy butyl propionate, 3-propoxy methyl propionate, 3-propoxy propionate ethyl, 3-propoxy propionate propyl, 3 -Esters such as butyl propoxypropionate, methyl 3-butoxypropionate, ethyl 3-butoxypropionate, propyl 3-butoxypropionate, and butyl 3-butoxypropionate; Cyclic ethers such as tetrahydrofuran and pyran; and cyclic esters such as γ-butyrolactone. The solvents exemplified herein may be used alone or in combination of two or more.

The solvents are esters such as alkylene glycol alkyl ether acetates, ketones, butanediol alkyl ether acetates, butanediol monoalkyl ethers, ethyl 3-ethoxypropionate, methyl 3-methoxypropionate in consideration of coating properties and drying properties. May be preferably used, more preferably propylene glycol monomethyl ether acetate, propylene glycol monoethyl ether acetate, cyclohexanone, methoxybutyl acetate, methoxybutanol, ethyl 3-ethoxypropionate, 3-methoxypropionic acid Methyl and the like can be used.

The content of the solvent (D) is not particularly limited, but, for example, may be included in an amount of 30 to 95 parts by weight, preferably 45 to 85 parts by weight, based on 100 parts by weight of the total colored photosensitive resin composition. When the above range is satisfied, it is preferable because the coatability becomes good when applied with a coating device such as a spin coater, a slit & spin coater, a slit coater (also called a die coater or curtain flow coater), or an ink jet.

Additional additives

If necessary, additives may be further included, and as specific examples, at least one selected from a dispersant, a wetting agent, a silane coupling agent, and an anti-aggregation agent may be used.

A commercially available surfactant may be used as the dispersant, and examples of the surfactant include a silicone-based surfactant, a fluorine-based surfactant, a silicone-based surfactant having a fluorine atom, and a mixture thereof. Examples of the silicone-based surfactant include a surfactant having a siloxane bond. Commercially available products include Toray Silicon DC3PA, Toray Silicon SH7PA, Toray Silicon DC11PA, Toray Silicon SH21PA, Toray Silicon SH28PA, Toray Silicon 29SHPA, Toray Silicon SH30PA, polyether modified silicone oil SH8400 (manufactured by Toray Silicon Corporation), KP321. , KP322, KP323, KP324, KP326, KP340, KP341 (manufactured by Shin-Etsu Silicon), TSF400, TSF401, TSF410, TSF4300, TSF4440, TSF4445, TSF-4446, TSF4452, TSF4460 (manufactured by GE Toshiba Silicon Corporation), etc. Can be lifted. Examples of the fluorine-based surfactant include surfactants having a fluorocarbon chain. Specifically, Prolinate (brand name) FC430, Prolinate FC431 (manufactured by Sumitomo 3M Co., Ltd.), Megapack (brand name) F142D, Megapack F171, Megapack F172, Megapack F173, Megapack F177, Megapack F183, Megapack R30 (manufactured by Dainiphone Ink Kagakukogyo Co., Ltd.), Ftop (brand name) EF301, Ftop EF303, Ftop EF351, Ftop EF352 (manufactured by Shin-Akitakasei Co., Ltd.), Seo Fron (brand name) S381, Suffron S382, Suffron SC101, Suffron SC105 (manufactured by Asahigaras Co., Ltd.), E5844 (manufactured by Daikin Fine Chemicals Co., Ltd.), BM-1000, BM-1100 (product Name: manufactured by BMChemie) and the like may be mentioned. Examples of the silicone-based surfactant having a fluorine atom include a surfactant having a siloxane bond and a fluorocarbon chain. Specifically, Megapack (brand name) R08, Megapack BL20, Megapack F475, Megapack F477, Megapack F443 (manufactured by Dainiphone Ink Chemical Co., Ltd.), and the like can be exemplified.

Examples of the wetting agent include glycerin, diethylene glycol, and ethylene glycol, and may include at least one selected from among them.

Examples of the silane coupling agent include aminopropyltriethoxysilane, γ-mercaptopropyltrimethoxysilane, and γ-methacryloxypropyltrimethoxysilane, and commercially available products include SH6062, SZ6030 (Toray-Dow Corning Silicon co., Ltd.), KBE903, KBM803 (manufactured by Shin-Etsu silicone co., Ltd.), etc.

Examples of the anti-aggregation agent include sodium polyacrylate.

<Photocuring pattern and color filter>

In addition, the present invention relates to a photocurable pattern made of the colored photosensitive resin composition and a color filter having the same.

The photocuring pattern according to the present invention may have a taper angle of 45° or less, and preferably 40° or less. The lower limit of the taper angle is not particularly limited as long as it can function as a pattern, and may be, for example, 15°.

In the case of having a tapered profile in the above range, the front contrast ratio and the side contrast ratio are improved, thereby suppressing light leakage, and thus, when applied to a display having a curved surface, excellent image quality can be realized.

The photocuring pattern may be a photoresist pattern, an array planarization layer pattern, a protective layer pattern, an insulating layer pattern, a black matrix pattern, a pixel color pattern, a column spacer pattern, etc., but is not limited thereto.

The photocurable pattern according to an embodiment of the present invention includes a colored layer formed by applying the colored photosensitive resin composition of the present invention on a substrate and exposing, developing, and thermosetting in a predetermined pattern.

Hereinafter, a method for forming a pattern using the colored photosensitive resin composition of the present invention will be described in detail.

The method of forming a pattern by using the colored photosensitive resin composition of the present invention may use a method known in the art, and may include a conventional coating step; Exposure step; And a removing step. By applying the colored photosensitive resin composition of the present invention on a substrate, photocuring and developing to form a pattern, it can be used as a black matrix or a colored pixel (colored image).

The coating step is a smooth coating film by applying the colored photosensitive resin composition of the present invention on a substrate (but not limited to, usually a glass or a silicon wafer) or a previously formed colored photosensitive resin composition layer and pre-drying to remove volatile components such as solvents. This is the step of getting. In this case, the thickness of the coating film is preferably 1 to 3 µm.

The exposure step is a step of curing by irradiating ultraviolet rays to a specific area through a mask to obtain a desired pattern on the coating film. At this time, it is preferable to use a device such as a mask aligner or a stepper so that parallel light rays are uniformly irradiated to the entire exposed portion and the mask and the substrate are accurately aligned.

The removing step is a step of obtaining a desired pattern by dissolving and developing the non-exposed area by contacting the cured coating film with an aqueous alkali solution by irradiation with ultraviolet rays. After development, if necessary, drying may be performed at 150 to 230° C. for about 10 to 60 minutes.

The developer used for the above development may be used without limitation, known in the art, but preferably an aqueous solution containing an alkaline compound and a surfactant may be used.

The alkaline compound may be an inorganic or organic alkaline compound. Specific examples of the inorganic alkaline compound include sodium hydroxide, potassium hydroxide, disodium hydrogen phosphate, sodium dihydrogen phosphate, diammonium hydrogen phosphate, ammonium dihydrogen phosphate, potassium dihydrogen phosphate, sodium silicate, potassium silicate, sodium carbonate, potassium carbonate, Sodium hydrogen carbonate, potassium hydrogen carbonate, sodium borate, potassium borate, ammonia, and the like. Specific examples of the organic alkaline compound include tetramethylammonium hydroxide, 2-hydroxyethyltrimethylammonium hydroxide, monomethylamine, dimethylamine, trimethylamine, monoethylamine, diethylamine, triethylamine, mono Isopropylamine, diisopropylamine, ethanolamine, etc. are mentioned. These inorganic and organic alkaline compounds may be used alone or in combination of two or more. The alkaline compound may be included in an amount of 0.01 to 10 parts by weight, preferably 0.03 to 5 parts by weight, based on the developer.

As the surfactant, one or a mixture thereof selected from the group consisting of nonionic surfactants, anionic surfactants, and cationic surfactants may be used. Specific examples of the nonionic surfactants include polyoxyethylene alkyl ether, polyoxyethylene aryl ether, polyoxyethylene alkyl aryl ether, other polyoxyethylene derivatives, oxyethylene/oxypropylene block copolymers, and sorbitan fatty acids. Ester, polyoxyethylene sorbitan fatty acid ester, polyoxyethylene sorbitol fatty acid ester, glycerin fatty acid ester, polyoxyethylene fatty acid ester, polyoxyethylene alkylamine, and the like. Specific examples of the anionic surfactant include higher alcohol sulfate ester salts such as sodium lauryl alcohol sulfate or sodium oleyl alcohol sulfate ester, alkyl sulfates such as sodium lauryl sulfate or ammonium lauryl sulfate, and dodecylbenzenesulfonic acid. Alkyl aryl sulfonates, such as sodium and sodium dodecyl naphthalene sulfonate, etc. are mentioned. Specific examples of the cationic surfactant include amine salts such as stearylamine hydrochloride or lauryltrimethylammonium chloride, or quaternary ammonium salts. These surfactants may be used alone or in combination of two or more. The surfactant may be included in an amount of 0.01 to 10 parts by weight, preferably 0.05 to 8 parts by weight, and even more preferably 0.1 to 5 parts by weight, based on the developer.

As described above, a pixel or black matrix corresponding to the color of the colored material in the photosensitive resin composition is obtained through the operations of coating, drying, patterning exposure, and development of the colored photosensitive resin composition, and such an operation is required for the color filter. A color filter can be obtained by repeating the number of colors to be.

<Image display device>

Further, the present invention relates to an image display device including the color filter.

The image display device of the present invention may include a configuration known to those skilled in the art, except for the color filter, and is not particularly limited in the present invention.

That is, all image display devices to which the color filter of the present invention can be applied are included in the present invention. As an example, a transmissive liquid crystal display device in which a thin film transistor (TFT device), a pixel electrode, and a counter electrode substrate having an alignment layer face each other at predetermined intervals, and a liquid crystal material is injected into the gap to form a liquid crystal layer. I can. Further, there is also a reflective liquid crystal display device in which a reflective layer is provided between a substrate of a color filter and a colored layer. As another example, there is an image display device including a thin film transistor (TFT) substrate combined on a transparent electrode of a color filter and a backlight fixed at a position where the TFT substrate overlaps the color filter.

Hereinafter, preferred embodiments are presented to aid the understanding of the present invention, but these examples are only illustrative of the present invention and do not limit the scope of the appended claims, and examples within the scope and spirit of the present invention It is obvious to those skilled in the art that various changes and modifications are possible, and it is natural that such modifications and modifications fall within the scope of the appended claims.

Manufacturing example 1: Preparation of pigment dispersion ( M1 )

12 parts by weight of CI Pigment Red 254 as a pigment, 4 parts by weight of DISPERBYK-2001 (BYK) as a pigment dispersant, 84 parts by weight of propylene glycol monomethyl ether acetate as a solvent were mixed/dispersed with a bead mill for 12 hours to obtain a pigment dispersion ( M1) was prepared.

Synthesis example 1: Synthesis of alkali-soluble resin (A)

In a flask equipped with a stirrer, a thermometer reflux condenser, a dropping tote, and a nitrogen introduction tube, 120 parts by weight of propylene glycol monomethyl ether acetate, 80 parts by weight of propylene glycol monomethyl ether, 2 parts by weight of AIBN, 13 parts by weight of acrylic acid, benzyl meta 10 parts by weight of acrylate, 57 parts by weight of styrene, 20 parts by weight of methyl methacrylate, and 3 parts by weight of n-dodecylmercapto were added, followed by nitrogen substitution. Then, while stirring, the temperature of the reaction solution was raised to 110° C., and the reaction was performed for 6 hours. The acid value of the solid content of the thus synthesized alkali-soluble resin (A) was 100.2 mgKOH/g, and the weight average molecular weight (Mw) measured by GPC was about 15,110.

Example And Comparative example

A colored photosensitive resin composition was prepared with the components and contents shown in Table 1 below.

Classification (part by weight) Example Comparative example One 2 3 4 5 6 7 One 2 3 Alkali-soluble resin A 11.85 11.85 11.85 11.85 11.85 11.85 11.85 11.85 11.85 11.85 Photopolymerizable compound B 3.95 3.95 3.95 3.95 3.95 3.95 3.95 3.95 3.95 3.95 Photopolymerization initiator C 0.79 0.79 0.79 0.79 0.79 0.79 0.79 0.79 0.79 0.79 coloring agent M1 37.5 37.5 37.5 37.5 37.5 37.5 37.5 37.5 37.5 37.5 menstruum E 45.59 45.59 45.59 45.59 45.59 47.56 49.85 45.91 45.59 47.56 Antioxidant F-1 0.32 - - - 1.37 2.29 4.58 - - - F-2 - 0.32 - - - - - - - - F-3 - - 0.32 - - - - - - - F-4 - - - 0.32 - - - - - - F-5 - - - - - - - - 0.32 - F-6 - - - - - - - - - 2.29 Alkali-soluble resin A: Resin prepared according to Synthesis Example 1 (A)
Polymerizable compound B: KAYADA DPHA (manufactured by Nippon Kayaku)
Photopolymerization initiator C: Igacure OXE01 (manufactured by BASF)
Colorant M1: Pigment dispersion (M1) prepared according to Preparation Example 1
Solvent E: Propylene glycol monomethyl ether acetate
Antioxidant F:
F-1: ADK STAB TPP (manufactured by Adeka Corporation)
F-2: ADK STAB 135A (manufactured by Adeka Corporation)
F-3: Sumilizer GP (manufactured by Sumitomo Chemical)
F-4: Irganox 1035 (manufactured by BASF)
F-5: ADK STAB PEP-36 (manufactured by Adeka, a solid compound at room temperature)
F-6: BBM-S (manufactured by Sumitomo Chemical)

Test Methods

A color filter having a photocuring pattern was prepared by using the colored photosensitive resin composition prepared in the above Examples and Comparative Examples.

Specifically, each of the above colored photosensitive resin compositions is coated on a 2-inch-angled glass substrate (manufactured by Corning, 「EAGLE XG」) by spin coating, and then placed on a heating plate and held at 100°C for 3 minutes to form a thin film Made it. Subsequently, a test photomask having a line/space pattern of 100 µm was placed on the thin film, and ultraviolet rays were irradiated with a distance of 300 µm from the test photomask. At this time, the ultraviolet light source was irradiated with an illuminance of 40mJ/cm2 using a 1KW high-pressure mercury lamp containing all g, h, and i lines, and no special optical filter was used. The UV-irradiated thin film was developed by immersing it in a developing solution of a KOH solution having a pH of 10.5 for 80 seconds. The glass plate on which the thin film was applied was washed with distilled water, dried by blowing nitrogen gas, and heated in a heating oven at 230° C. for 25 minutes to prepare a color filter.

(One) Taper Angle

The taper angle of the 100 μm pattern of the color filters manufactured according to Examples and Comparative Examples was measured using SEM, and the results are shown in Table 2 according to the following evaluation criteria.

<Evaluation criteria>

◎: 15° or more to 30° or less

○: More than 30° and less than 45°

△: more than 45° and less than 60°

Ⅹ: more than 60°

(2) Light leak Prevention

Black luminance of the color filters manufactured according to Examples and Comparative Examples was measured with SR3A of TOPCON, Japan, and the occurrence of light leakage was evaluated according to the following evaluation criteria, and the results are shown in Table 2.

<Evaluation criteria>

○: 0 to 0.3 Cd/cm ²

△: 0.3 to 0.8 Cd/cm ²

X: 0.8 to 1.1 Cd/cm ²

division Taper angle Prevention of light leakage Example 1 ○ ○ Example 2 ○ ○ Example 3 ○ ○ Example 4 ○ ○ Example 5 ◎ ○ Example 6 ◎ ○ Comparative Example 1 Ⅹ Ⅹ Comparative Example 2 Ⅹ △ Comparative Example 3 Ⅹ Ⅹ

Referring to Table 2, it was confirmed that all of the photocuring patterns using the colored photosensitive resin composition of the present invention had a relatively low taper angle, so that no light leakage occurred.

On the other hand, in the case of the comparative examples not using the phosphorus antioxidant of the present invention, it was confirmed that light leakage occurred due to a large taper angle. In the case of Comparative Example 2 using a phenolic oxidizing agent, the taper angle was 70°, which is an unsuitable level for a curved display.

Claims (9)

An alkali-soluble resin (A), a photopolymerizable compound (B), a photoinitiator (C), a colorant (D), a solvent (E), and a phosphorus antioxidant (F) in a liquid state at room temperature (25°C),
The liquid phosphorus antioxidant (F) is included in an amount of 1 to 10 parts by weight, based on a total of 100 parts by weight of the composition,
The liquid phosphorus antioxidant (F) is a colored photosensitive resin composition comprising at least one selected from compounds represented by the following formulas 1 and 2:
[Formula 1]

[Formula 2]

(In the formula, R ₁ is a hydrogen atom or a C 1 to C 10 linear or branched alkyl group,
R ₂ , R ₃ , R ₄ , R ₅ and R ₆ are each independently a linear or branched alkyl group having 1 to 15 carbon atoms,
R ₇ and R ₈ are each independently an alkyl group having 1 to 3 carbon atoms,
n is an integer from 0 to 2).
delete delete delete A photocurable pattern formed of the colored photosensitive resin composition according to claim 1.
The photo-curing pattern according to claim 5, wherein the photo-curing pattern is at least one selected from the group consisting of a photoresist pattern, an array planarization layer pattern, a protective layer pattern, an insulating layer pattern, a pixel color pattern, a black matrix pattern, and a column spacer pattern.
The photocuring pattern according to claim 5, wherein the pattern has a taper angle of 45° or less.
A color filter provided with the photocuring pattern according to claim 5.
An image display device comprising the color filter according to claim 8.