KR20170021627A - Colored photosensitive resin composition - Google Patents

Abstract

The present invention relates to a colored photosensitive resin composition, a color filter produced by using the same, and an image display device including the color filter. The colored photosensitive resin composition provides excellent flexibility and adhesiveness. To this end, the colored photosensitive resin composition contains: a coloring agent (A); an alkali-soluble resin (B); a photopolymerizable compound (C); a photopolymerization initiator (D); an epoxy additive (E) having a double bond and an epoxy group; and a solvent (F).

Description

COLORED PHOTOSENSITIVE RESIN COMPOSITION [0002]

The present invention relates to a colored photosensitive resin composition, a color filter manufactured using the same, and an image display device including the same.

BACKGROUND ART [0002] Color filters are widely used in various display devices such as an image pickup device and a liquid crystal display (LCD), and their application range is rapidly expanding. The color filter used in the image pickup device or the liquid crystal display device may be a color pattern of three colors of red, green and blue or a color pattern of three colors of yellow, magenta and cyan Cyan). In addition, in each pixel, a mixture of different colors is prevented or a black matrix is formed at a boundary portion between coloring layers of the respective colors. The black matrix BM is mainly formed of a black photosensitive resin composition.

The coloring pattern of each color filter is generally formed using a colored photosensitive resin composition comprising a coloring agent such as pigment or dye, a binder resin, a photopolymerizable compound, a photopolymerization initiator, and a solvent. The coloring pattern processing using the colored photosensitive resin composition is usually performed by a lithography process.

2. Description of the Related Art Recently, a plasma display panel (PDP), a liquid crystal display (LCD), an organic EL (Organic Light Emitting Diodes) OLED, and the like have been used as a display method in a conventional CRT (Cathode Ray Tube) In particular, development has been actively conducted to realize such a flat panel display as a flexible display. Therefore, development of a photosensitive resin composition capable of imparting excellent flexibility and bending adhesion properties to a pattern or the like contained in color filters for various display devices is required.

SUMMARY OF THE INVENTION The present invention has been made in order to solve the problems of the prior art,

And an object of the present invention is to provide a colored photosensitive resin composition having a high elastic recovery rate of a pattern and excellent adhesion to a substrate.

Another object of the present invention is to provide a color filter made of the colored photosensitive resin composition.

It is still another object of the present invention to provide an image display apparatus having the color filter of the present invention.

According to the present invention,

(A) a colorant, (B) an alkali-soluble resin, (C) a photopolymerizable compound, (D) a photopolymerization initiator, (E) an epoxy additive comprising a double bond and an epoxy group, and A photosensitive resin composition is provided.

In addition,

And a color filter manufactured using the colored photosensitive resin composition.

In addition,

And an image display device including the color filter.

The colored photosensitive resin composition of the present invention exhibits excellent elastic recovery rate by containing an additive containing a double bond and an epoxy group, and is capable of providing a property of easy folding and warping and excellent adhesion with a substrate.

According to the present invention,

(A) a colorant, (B) an alkali-soluble resin, (C) a photopolymerizable compound, (D) a photopolymerization initiator, (E) an epoxy additive comprising a double bond and an epoxy group, and A photosensitive resin composition is provided. By using the above composition, an elastic recovery rate of a pattern is excellent when forming a pattern, and an effect of improving adhesion with a substrate can be exhibited.

Hereinafter, the contents of the present invention will be described in detail for each constitution.

(A) Colorant

The colorant (A) contained in the colored photosensitive resin composition of the present invention may be selected from one or more kinds selected from the pigment (a1) and the dye (a2).

(a1) pigment

The pigment (a1) which can be used as the colorant (A) may be an organic pigment or an inorganic pigment generally used in the art.

The above-mentioned pigments can be used in various kinds of pigments used in printing ink, ink jet ink and the like. Specific examples thereof include water-soluble azo pigments, insoluble azo pigments, phthalocyanine pigments, quinacridone pigments, isoindolinone pigments, And an anthanthrone pigment, an anthanthrone pigment, a pravanthrone pigment, a pyranthrone pigment, an anthanthrone pigment, an anthanthrone pigment, an anthanthrone pigment, an anthanthrone pigment, an anthanthrone pigment, a pyranthrone pigment, pyranthrone pigments, diketopyrrolopyrrole pigments, and the like.

Specific examples of the inorganic pigments include metal compounds such as metal oxides and metal complex salts such as iron, cobalt, aluminum, cadmium, lead, copper, titanium, magnesium, chromium, zinc, antimony, titanium black, An oxide of a metal such as black or a composite metal oxide.

The carbon black among the inorganic pigments may be one coated with a resin as a black pigment. The coated carbon black may be more preferable because it has a lower conductivity than that of uncoated carbon black and can give good electrical insulation when forming a matrix or a column spacer.

In particular, as the above-mentioned pigment, a compound classified as pigment in the color index (The Society of Dyers and Colourists) may be used, more specifically, a pigment having a color index (CI) number as follows However, the present invention is not limited thereto.

Specific examples of the preferable pigment (a1) which can be used in the present invention include

C.I. Pigment Yellow 1, 3, 12, 13, 14, 15, 16, 17, 20, 24, 31, 63, 83, 86, 93, 94, 109, 110, 117, 125, 128, 137, 138, 139 , 147, 148, 150, 153, 154, 166, 173, 194 and 214;

C.I. Orange pigments such as Pigment Orange 13, 31, 38, 41, 42, 43, 51, 55, 59, 61, 64, 65, 71 and 73;

C.I. Red pigments such as Pigment Red 9, 97, 105, 122, 123, 144, 149, 166, 168, 176, 177, 179, 180, 192, 209, 215, 216, 224, 242, 254, 264 and 265 ;

C.I. Pigment Blue 15, 15: 3, 15: 4, 15: 6 and 60;

C.I. Violet pigments such as Pigment Violet 1, 19, 23, 29, 32, 36 and 38;

C.I. Green pigments such as Pigment Green 7, 36 and 58;

C.I. Brown pigments such as Pigment Brown 23 and 25;

C.I. Pigment Black 1 and Pigment Black 7, and the like, but the present invention is not limited thereto.

The black pigment is not particularly limited as long as it is shielding from visible light.

The above organic pigments and inorganic pigments may be used alone or in combination of two or more.

(a2) Dye

The dye (a2) may be used without limitation as long as it has solubility in an organic solvent. However, it is preferable to use a dye (a2) having solubility in an organic solvent and ensuring reliability such as heat resistance and solvent resistance. Such dyes include compounds classified as dyes in the color index (The Society of Dyers and Colourists), or known dyes described in the dyeing notes (color dyes).

Specific examples of the dye include trianti-methane-based dyes, xanthene-based dyes including rhodamine-based dyes, flaine dyes, aramine dyes, sapphanine dyes, flocine dyes and methylene blue dyes.

Specific examples of the triarylmethane dyes include C. I. Basic violet 1 (methyl violet), C. I. basic violet 3 (crystal violet), and C. I. basic violet 14 (Magenta); C. I. basic blue 1 (basic cyanide 6G), C. I. basic blue 5 (basic cyanine EX), C. I. basic blue 7 (victoria pure blue BO), and C.I. Basic Blue 26 (Victoria Blue B conc.); C. I. Basic Green 1 (Brilliant Green GX) and C. I. Basic Green 4 (Malachite Green).

Examples of rhodamine dyes include C. I. Basic Red 1 (Rhodamine 6G, 6GCP) and C. I. Basic Red 8 (Rhodamine G); And C. I. Basic violet 10 (rhodamine B). As the flavin-based dye, for example, C. I. Basic Yellow 1 can be mentioned. Examples of the oraminic dyes include C. I. Basic Yellow 2 and C. I. Basic Yellow 3. As the sapphanine dye, for example, C. I. Basic Red 2 can be mentioned. As the floc naphtho dye, for example, C. I. Basic Red 12 can be mentioned. Examples of methylene blue dyes include CI Basic Blue 9 (methylene blue FZ, methylene blue B), CI Basic Blue 25 (Basic Blue GO), and CI Basic Blue 24 (N-methylene Blue NX) But is not limited thereto.

In the present invention, the content of the colorant (A) is not particularly limited, and it is possible to use the colorant (A) appropriately adjusted to meet required characteristics. But it is usually contained in an amount of preferably 20 to 55% by weight, more preferably 25 to 40% by weight based on the solid content in the colored photosensitive resin composition. When the content of the colorant (A) is within the above-mentioned range, it is preferable since the color density is sufficient when being made into a color filter and the coloring power can be most efficiently expressed.

(B) an alkali-soluble resin

The alkali-soluble resin (B) contained in the colored photosensitive resin composition of the present invention is a component that imparts solubility to the alkali developing solution used in the developing process. That is, the unexposed portion of the colored photosensitive resin layer formed using the colored photosensitive resin composition is rendered alkali-soluble, and serves as a dispersion medium for the pigment. In the present invention, the alkali-soluble resin is not particularly limited, but in order to dissolve in an alkaline developing solution, a carboxyl group is introduced into the resin to impart an acid value, but the present invention is not limited thereto.

The alkali-soluble resin can be produced by copolymerizing an ethylenically unsaturated monomer having a carboxyl group, or by reacting an acid anhydride with a resin copolymer having a hydroxyl group to give an acid value, but not limited thereto.

Specific examples of the ethylenically unsaturated monomer having a carboxyl group 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 of these dicarboxylic acids; (meth) acrylates of a polymer having a carboxyl group and a hydroxyl group at both terminals such as? -carboxypolycaprolactone mono (meth) acrylate, and acrylic acid and methacrylic acid are preferable.

As a method of reacting an acid anhydride with a resin copolymer having a hydroxyl group to give an acid value, there is a method of adding an acid anhydride to the hydroxy (meth) acrylate copolymer to give an acid value, but the method is not limited thereto .

Specific examples of the hydroxy (meth) acrylates include 2-hydroxyethyl (meth) acrylate, 2-hydroxypropyl (meth) acrylate, 4-hydroxybutyl -3-phenoxypropyl (meth) acrylate, N-hydroxyethylacrylamide, and the like, but are not limited thereto.

The alkali-soluble resin (B) can be produced by further copolymerizing a copolymerizable unsaturated monomer.

As specific examples of the copolymerizable unsaturated monomer,

Styrene, vinyltoluene,? -Methylstyrene, p-chlorostyrene, o-methoxystyrene, m-methoxystyrene, p-methoxystyrene, o-vinylbenzylmethylether, m-vinylbenzylmethylether, p-vinyl Aromatic vinyl compounds such as 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-based compounds such as methylphenyl maleimide, Np-methylphenyl maleimide, No-methoxyphenyl maleimide, Nm-methoxyphenyl maleimide and Np-methoxyphenyl maleimide;

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; (Meth) acrylate, cyclopentyl (meth) acrylate, cyclohexyl (meth) acrylate, 2-methylcyclohexyl (meth) acrylate, tricyclo [5.2.1.0 2,6] decan- Alicyclic (meth) acrylates such as dicyclopentanyloxyethyl (meth) acrylate, isobornyl (meth) acrylate and 3,4-epoxytricyclodecan-9-yl (meth) acrylate;

Aryl (meth) acrylates such as phenyl (meth) acrylate and benzyl (meth) acrylate;

3- (methacryloyloxymethyl) -2-trifluoromethyl oxetane, 3- (methacryloyloxymethyl) oxetane, 3- (methacryloyloxymethyl) 2- (methacryloyloxymethyl) oxetane, 2- (methacryloyloxymethyl) -4-trifluoromethyloxetane, and the like Unsaturated oxetane compounds, and the like. However, the present invention is not limited thereto, and at least one of them may be selected and used.

The alkali-soluble resin preferably has a weight average molecular weight in terms of polystyrene of 3,000 to 30,000, more preferably 5,000 to 20,000. When the alkali-soluble resin has a weight average molecular weight of less than 3,000, the resin has a too small molecular weight and a smooth surface. If the molecular weight exceeds 30,000, the development speed is slow.

The acid value of the alkali-soluble resin (B) is preferably 50 to 200 mgKOH / g based on the solid content. When the acid value is less than 50 mgKOH / g, it is difficult to secure a sufficient developing rate of the colored photosensitive resin composition. When the acid value is more than 200 mgKOH / g, the adhesion with the substrate is decreased, and the pattern is likely to be short-circuited. Further, there is a problem in compatibility with the coloring agent, so that the coloring agent in the colored photosensitive resin composition precipitates, the storage stability of the colored photosensitive resin composition is lowered, and the viscosity is increased, which is not preferable. That is, when the amount is within the above-mentioned range, the developing property against alkaline development is excellent, the occurrence of residue is suppressed, and the adhesion of the pattern is improved.

The alkali-soluble resin (B) is used in an amount of preferably 5 to 85% by weight, more preferably 5 to 70% by weight, and still more preferably 20 to 60% by weight, based on the solid content in the colored photosensitive resin composition of the present invention. . When the content of the alkali-soluble resin (B) is within the above-mentioned range, solubility in a developing solution is sufficient, so that the absence of the non-pixel portion is improved, So that the pattern formation is facilitated.

(C) Photopolymerization  compound

The photopolymerizable compound (C) contained in the colored photosensitive resin composition of the present invention is a compound which can be polymerized by an active radical or an acid generated from a photopolymerization initiator (D) described below by light irradiation, And is not particularly limited as long as it contains an unsaturated group and is photosensitive. Preferably, monofunctional monomers, bifunctional monomers or trifunctional or more polyfunctional monomers can be used, and at least one monomer selected therefrom can be used.

Specific examples of the monofunctional monomer include nonylphenylcarbitol acrylate, 2-hydroxy-3-phenoxypropyl acrylate, 2-ethylhexylcarbitol acrylate, 2-hydroxyethyl acrylate or N- Examples of commercially available products include Aronix M-101 (Toagosei), KAYARAD TC-110S (Nippon Kayaku), and Viscot 158 (Osaka Yuki Kagaku Kogyo). It is not.

Specific examples of the bifunctional monomer include 1,4-butanediol di (meth) acrylate, 1,6-hexanediol di (meth) acrylate, ethylene glycol di (meth) acrylate, neopentyl glycol di (Acryloyloxyethyl) ether of bisphenol A, 3-methylpentanediol di (meth) acrylate, propylene glycol dimethacrylate, urethane (meth) acrylate, AH-600, AT-1, and K-KAARAD HDDA (Nippon Kayaku), Viscoat 260 (Osaka Yuki Kagaku Kogyo Co., Ltd.) 600 or UA-306H (manufactured by Kyoeisha Chemical Co., Ltd.), but the present invention is not limited thereto.

Specific examples of the trifunctional or higher functional polyfunctional monomer include trimethylolpropane tri (meth) acrylate, ethoxylated trimethylolpropane tri (meth) acrylate, propoxylated trimethylolpropane tri (meth) acrylate, penta (Meth) acrylate, pentaerythritol tetra (meth) acrylate, dipentaerythritol diacrylate, dipentaerythritol triacrylate, dipentaerythritol penta (meth) acrylate, ethoxylated (Meth) acrylate such as dipropylene glycol dimethacrylate, dipentaerythritol hexa (meth) acrylate, propoxylated dipentaerythritol hexa (meth) acrylate and dipentaerythritol hexa (meth) acrylate. Commercially available products include Aronix M-309 , TO-1382 (Toagosei), KAYARAD TMPTA, KAYARAD DPHA or KAYARAD DPHA-40H (Nippon Kayaku), but the present invention is not limited thereto .

Among the photopolymerizable compounds exemplified above, it is more preferable to use a multifunctional monomer having three or more functional groups. Since the (meth) acrylates and the urethane (meth) acrylates have excellent polymerizability and can improve the strength, desirable.

The photopolymerizable compound (C) is preferably contained in an amount of 1 to 20% by weight, more preferably 3 to 15% by weight based on the solid content in the colored photosensitive resin composition of the present invention. When the content of the photopolymerizable compound (C) is within the range of 1 to 20% by weight based on the above-mentioned criteria, the strength and smoothness of the pixel portion are preferable.

(D) Light curing Initiator

The photopolymerization initiator (D) contained in the colored photosensitive resin composition of the present invention initiates the polymerization of the photopolymerizable compound (C) by exposure to radiation such as visible light, ultraviolet light, far ultraviolet light, electron beam and X- Radicals and the like.

The photopolymerization initiator is not particularly limited so long as it can be polymerized with the alkali-soluble resin and the photopolymerizable compound, which is usually used in the art within the scope of not impairing the object of the present invention. Typical examples include oxime compounds, acetophenone compounds, benzoin compounds, benzophenone compounds, nonimidazole compounds, triazine compounds, thioxanthone compounds, and anthracene compounds. And it is possible to select at least one of them. Among them, when the polymerization characteristics, the initiation efficiency and the absorption wavelength are considered, it is more preferable to use an oxime compound.

Examples of the oxime compounds include o-ethoxycarbonyl- alpha -oximimino-1-phenylpropan-1-one, 1- [9-ethyl-6- (2-methylbenzoyl) -9H- (Z) -2 - ((benzoyloxy) imino) -1- (4- (phenylthio) phenyl) octan-1-one, (E) -1- (((1- (9-ethyl-6- (2-methylbenzoyl) -9H-carbazol- (((1- (6- (4 - ((2,2-dimethyl-1,3-dioxolan-4- yl) methoxy) -2-methylbenzoyl) -9- -Yl) ethyl) amino) oxy) ethanone, and commercially available products include, but are not limited to, OXE-01 and OXE-02 from BASF.

Examples of the acetophenone compound include diethoxyacetophenone, 2-hydroxy-2-methyl-1-phenylpropan-1-one, benzyldimethylketal, 2- (4-methylthioxy) phenyl] -2-methylpropan-1-one, 1-hydroxycyclohexyl phenyl ketone, 2- 2-methyl-1- [4- (1-methylvinyl) phenyl] propane-1-one, 1-one, and 2- (4-methylbenzyl) -2- (dimethylamino) -1- (4-morpholinophenyl) butan-1-one.

Examples of the benzoin compound include benzoin, benzoin methyl ether, benzoin ethyl ether, benzoin isopropyl ether, and benzoin isobutyl ether.

Examples of the benzophenone compound include benzophenone, methyl 0-benzoylbenzoate, 4-phenylbenzophenone, 4-benzoyl-4'-methyldiphenylsulfide, 3,3 ', 4,4'-tetra tert-butylperoxycarbonyl) benzophenone, 2,4,6-trimethylbenzophenone, and the like.

Examples of the non-imidazole compound include 2,2'-bis (2-chlorophenyl) -4,4 ', 5,5'-tetraphenylbiimidazole, 2,2'- 4,4 ', 5,5'-tetraphenylbiimidazole, 2,2'-bis (2-chlorophenyl) -4,4', 5,5'-tetra (alkoxyphenyl) (2-chlorophenyl) -4,4 ', 5,5'-tetra (trialkoxyphenyl) biimidazole, 2,2-bis (2,6-dichlorophenyl) -4,4'5,5'-tetraphenyl-1,2'-biimidazole or an imidazole compound in which the phenyl group at the 4,4 ', 5,5' position is substituted with a carboalkoxy group. Among them, 2,2'-bis (2-chlorophenyl) -4,4 ', 5,5'-tetraphenylbiimidazole, 2,2'-bis 4,4 ', 5,5'-tetraphenylbiimidazole or 2,2-bis (2,6-dichlorophenyl) -4,4'5,5'-tetraphenyl- And the like.

Examples of the triazine compound include 2,4-bis (trichloromethyl) -6- (4-methoxyphenyl) -1,3,5-triazine, 2,4-bis (trichloromethyl) (Trichloromethyl) -6-piperonyl-1,3,5-triazine, 2,4-bis (trichloromethyl) Bis (trichloromethyl) -6- [2- (5-methylfuran-2-yl) -Yl) ethenyl] -1,3,5-triazine, 2,4-bis (trichloromethyl) -6- [2- (furan- Azine, 2,4-bis (trichloromethyl) -6- [2- (4-diethylamino-2-methylphenyl) ethenyl] -1,3,5-triazine, 2,4- Methyl) -6- [2- (3,4-dimethoxyphenyl) ethenyl] -1,3,5-triazine.

Examples of the thioxanthone compound include 2-isopropylthioxanthone, 2,4-diethylthioxanthone, 2,4-dichlorothioxanthone, 1-chloro-4- .

Examples of the anthracene compound include 9,10-dimethoxyanthracene, 2-ethyl-9,10-dimethoxyanthracene, 9,10-diethoxyanthracene, 2-ethyl-9,10-diethoxyanthracene, etc. .

The photopolymerization initiator (D) is preferably contained in an amount of 0.5 to 10% by weight, more preferably 0.5 to 5% by weight, based on the solid content in the colored photosensitive resin composition. When the content of the photopolymerization initiator is within the above-mentioned range, the colored photosensitive resin composition is highly sensitized and the exposure time is shortened, so productivity is improved and high resolution can be maintained. It is also preferable that the strength of the pixel portion formed using the colored photosensitive resin composition of the present invention and the smoothness on the surface of the pixel portion can be improved.

Meanwhile, according to one embodiment of the present invention, the photopolymerization initiator (D) may further include a photopolymerization initiator (d1) to improve the sensitivity of the colored photosensitive resin composition of the present invention. The colored photosensitive resin composition according to the present invention is preferable because it contains a photopolymerization initiation auxiliary agent to increase the sensitivity and improve the productivity.

As the photopolymerization initiation assistant (d1), for example, 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 preferably used.

As the amine compound, an aromatic amine compound is preferably used. Specific examples of the amine compound include aliphatic amine compounds such as triethanolamine, methyldiethanolamine and triisopropanolamine, methyl 4-dimethylaminobenzoate, ethyl 4-dimethylaminobenzoate, 4- Dimethylaminobenzoic acid, 2-ethylhexyl 4-dimethylaminobenzoate, 2-dimethylaminoethyl benzoate, N, N-dimethylparatoluidine, 4,4'-bis (dimethylamino) benzophenone ), 4,4'-bis (diethylamino) benzophenone, and the like.

The carboxylic acid compound is preferably an aromatic heteroacetic acid, and more specifically, it is preferably an aromatic heteroaromatic acid such as phenylthioacetic acid, methylphenylthioacetic acid, ethylphenylthioacetic acid, methylethylphenylthioacetic acid, dimethylphenylthioacetic acid, methoxyphenylthioacetic acid, dimethoxyphenylthio Acetic 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-mercaptobutyloxyethyl) 1,3,5-triazine-2,4,6 (1H, 3H, 5H) -thione, trimethylolpropane tris (3-mercaptopropionate), pentaerythritol tetrakis (3-mercaptopropionate), dipentaerythritol hexacis (3-mercaptopropionate), and tetraethylene glycol bis (3-mercaptopropionate) .

(E) Epoxy additive containing a double bond and an epoxy group

The epoxy additive (E) containing a double bond and an epoxy group contained in the colored photosensitive resin composition of the present invention contributes to increase the elastic recovery rate by giving flexibility to the composition and to exhibit more excellent effects in reliability.

Conventionally, the epoxy additive not including a double bond was able to impart slip to the composition, but it had a rigid tendency and thus had limitations in imparting flexibility. Further, when a benzene structure or the like is contained in such an additive, the rigidity becomes more rigid and it is difficult to apply the flexibile substrate in which folding and warping occurs.

The colored photosensitive resin composition of the present invention may have the property of flexibility derived from a double bond by including an epoxy additive containing a double bond. This improvement in flexibility can also contribute to the improvement of the adhesion with the substrate to which the resin composition is applied. This is because the resin layer formed of the colored photosensitive resin composition of the present invention functions to prevent defects such as lifting, separation, and rupture by bending the resin layer formed at the same level as that of the substrate.

The epoxy additive containing the double bond and the epoxy group can be used without particular limitation as long as it is an additive including both a double bond and an epoxy group. The epoxy additive containing a double bond and an epoxy group may also include other reactive groups such as a hydroxyl group (-OH), a carbonyl group (-C═O), and the like. Specific examples thereof include epoxide hydroxyl polybutadiene And the like, but the present invention is not limited thereto.

The weight average molecular weight of the epoxy additive containing the double bond and the epoxy group is preferably 1,200 to 9,000, more preferably 1,500 to 8,000, and still more preferably 2,000 to 5,000. If the weight average molecular weight is less than 1,200, the formed structure is small and the characteristics are not exhibited. When the weight average molecular weight is more than 9,000, the surface of the pattern may be roughened.

In the epoxy additive, it is preferable that the double bond and the epoxy group are contained in a ratio of 3: 1 to 1:25, more preferably a ratio of 1: 1.5 to 1:20 may be more advantageous.

The epoxy additive (E) containing the double bond and the epoxy group is preferably contained in an amount of 0.5 to 35% by weight, more preferably 1 to 30% by weight, based on the solid content in the colored photosensitive resin composition of the present invention , More preferably from 8 to 30% by weight. When the epoxy additive (E) containing the double bond and the epoxy group is contained in an amount within a range of 0.5 to 35% by weight based on the above-mentioned criteria, it is preferable because it is more advantageous in improving the modulus of elasticity and reliability.

(F) Solvent

The solvent (F) according to the present invention can be used without any particular limitation, as long as it is effective for dissolving the other components contained in the colored photosensitive resin composition. Specific examples of the solvent include, but are not limited to, ethers, acetates, aromatic hydrocarbons, ketones, alcohols, esters, amides and the like.

Specific examples of the ether solvents 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 dipropyl ether and diethylene glycol dibutyl ether; And the like.

Examples of the acetate solvents include alkylene glycol alkyl ether acetates such as methyl cellosolve acetate, ethyl cellosolve acetate, propylene glycol monomethyl ether acetate, propylene glycol monoethyl ether acetate and propylene glycol monopropyl ether acetate ;

Alkoxyalkyl acetates such as methoxybutyl acetate and methoxypentyl acetate; And the like.

Specific examples of the aromatic hydrocarbon solvent include benzene, toluene, xylene, and mesitylene.

Specific examples of the ketone solvent include methyl ethyl ketone, acetone, methyl amyl ketone, methyl isobutyl ketone, and cyclohexanone.

Specific examples of the alcohol solvents include ethanol, propanol, butanol, hexanol, cyclohexanol, ethylene glycol, and glycerin.

Specific examples of the ester solvents include cyclic esters such as? -Butyrolactone;

Ethyl 3-ethoxypropionate, methyl 3-methoxypropionate, ethyl 3-ethoxypropionate and the like.

Specific examples of the amide solvent include N, N-dimethylformamide, N, N-dimethylacetamide and N-methylpyrrolidone.

The solvent (F) is preferably an organic solvent having a boiling point of 100 ° C to 200 ° C in terms of coatability and dryness, more preferably alkylene glycol alkyl ether acetates; Ketones; Ethoxypropionate, ethyl 3-ethoxypropionate and methyl 3-methoxypropionate, and more preferred examples thereof include propylene glycol monomethyl ether acetate, propylene glycol monoethyl ether acetate, cyclohexanone, 3-ethoxypropionic acid Ethyl, 3-methoxypropionate, and the like. These solvents may be used alone or in combination of two or more.

The colored photosensitive resin composition of the present invention preferably contains 60 to 90% by weight, more preferably 70 to 85% by weight, of the solvent (F) based on the total weight of the colored photosensitive resin composition. When the above-mentioned solvent (F) is contained in the above-mentioned range, when the solvent (F) is applied by a coating device such as a roll coater, a spin coater, a slit and spin coater, a slit coater Effect can be provided.

(G) Additive

The colored photosensitive resin composition of the present invention may further contain other additives (G) according to the needs of those skilled in the art, as long as the objects of the present invention are not impaired, in addition to the above components. Here, the additive refers to other additive components other than the above-described epoxy additive (E).

Specific examples of the additive (G) include, but are not limited to, a silane coupling agent, a pigment dispersant, a surfactant, an antioxidant and an anti-aggregation agent.

The silane coupling agent may be a silane coupling agent having at least one reactive substituent selected from a carboxyl group, a methacryloyl group, an isocyanate group and an epoxy group to improve adhesion to a substrate. Specific examples of the silane coupling agent include trimethoxysilylbenzoic acid,? -Methacryloxypropyltrimethoxysilane, vinyltriacetoxysilane, vinyltrimethoxysilane,? -Isocyanatepropyltriethoxysilane, r-glycidoxine, (3,4-epoxycyclohexyl) ethyltrimethoxysilane, and the like, and at least one of them can be selected and used.

The pigment dispersant is a component that can be added for deaggregation and stability of the pigment (a1). As an example of a method for uniformly dispersing the particle diameter of the pigment (a1), there is a method of adding a pigment dispersant to disperse the pigment dispersion. Thus, a pigment dispersion in which the pigment is uniformly dispersed in a solution can be obtained.

The pigment dispersant may be any of those generally used in the art. An acrylate-based dispersant (hereinafter also referred to as an " acrylic dispersant ") containing butyl methacrylate (BMA) or N, N-dimethylaminoethyl methacrylate (DMAEMA) may be used. Examples of commercially available acrylate dispersants include DISPER BYK-163, DISPER BYK-2000, DISPER BYK-2001, DISPER BYK-2070, DISPER BYK-2150 and DISPER BYK LPN-6919. The acrylic dispersants exemplified above may be used alone or in combination of two or more.

As the pigment dispersant, other resin type pigment dispersants other than the acrylate dispersant may be used. The other resin type pigment dispersing agent may be a known resin type pigment dispersing agent, especially a polycarboxylic acid ester such as polyurethane, polyacrylate, unsaturated polyamide, polycarboxylic acid, polycarboxylic acid (partial) An amine salt of a polycarboxylic acid, an alkylamine salt of a polycarboxylic acid, a polysiloxane, a long chain polyaminoamide phosphate salt, an ester of a hydroxyl group-containing polycarboxylic acid and a modified product thereof, Oil-based pigment dispersants such as amides formed by reaction of a polyester having a carboxyl group with poly (lower alkyleneimine) or salts thereof; Soluble resin or water-soluble polymer compound such as (meth) acrylic acid-styrene copolymer, (meth) acrylic acid- (meth) acrylate ester copolymer, styrene-maleic acid copolymer, polyvinyl alcohol or polyvinylpyrrolidone; Polyester; Modified polyacrylates; Adducts of ethylene oxide / propylene oxide, and phosphate esters.

DISPER BYK-161, DISPER BYK-162, DISPER BYK-163, DISPER BYK-164, DISPER BYK-160, DISPER BYK- 166, DISPER BYK-171, DISPER BYK-182, DISPER BYK-184; EFKA-4060, EFKA-4060, EFKA-4055, EFKA-4055, EFKA-4055, EFKA-4020, EFKA-4015, EFKA-4060, EFKA- 4330, EFKA-4400, EFKA-4406, EFKA-4510, EFKA-4800; SOLSPERS-5000, SOLSPERS-24000, SOLSPERS-32550, NBZ-4204/10 from Lubirzol; Hinoact T-6000, Hinoact T-7000, Hinoact T-8000; available from Kawaken Fine Chemicals; AJISPUR PB-821, Ajisper PB-822, Ajisper PB-823 manufactured by Ajinomoto; FLORENE DOPA-17HF, fluorene DOPA-15BHF, fluorene DOPA-33, and fluorene DOPA-44 are trade names of Kyoeisha Chemical Co.,

The pigment dispersant is preferably contained in an amount of 0.35 to 5 parts by weight, more preferably 0.45 to 1 part by weight, based on 100 parts by weight of the solid content of the colorant (A). If the content of the pigment dispersant is less than 0.35 part by weight, it may be difficult to atomize the pigment or gelation after dispersion. When the amount of the pigment dispersant is more than 5 parts by weight, the viscosity may be increased, which is not preferable .

The surface active agent has a function of improving the coating property. Specific examples of the surfactant include BM-1000, BM-1100 (BM Chemie), Proride FC-135 / FC-170C / FC-430 (Sumitomo 3M) 28PA / -190 / SZ-6032 (Doresilicon Co., Ltd.), and the like, but the present invention is not limited thereto.

Specific examples of the antioxidant include 2-tert-butyl-6- (3- tert -butyl-2-hydroxy-5-methylbenzyl) -4-methylphenyl acrylate, 2- [1- -3,5-di-tert-butylphenyl) ethyl] -4,6-di-tert-pentylphenyl acrylate, 6- [3- (3- 3-tert-butyldibenz [d, f] [1,3,2] dioxaphosphepin, 3,9-bis [2- {3- -Butyl-4-hydroxy-5-methylphenyl) propionyloxy} -1,1-dimethylethyl] -2,4,8,10-tetraoxaspiro [5.5] undecane, 2,2'-methylenebis 6-tert-butyl-4-methylphenol), 4,4'-butylidenebis (6-tert- Methylphenol), 2,2'-thiobis (6-tert-butyl-4-methylphenol), dilauryl 3,3'-thiodipropionate, dimyristyl 3,3'-thiodipropionate , Distearyl 3,3'-thiodipropionate, pentaerythrityl tetrakis (3-laurylthiopropionate), 1,3,5-tris (3,5 (3H, 3H, 5H) -triene, 3,3 ', 3 ", 5,5-dihydroxybenzyl) -1,3,5-triazine- 5 ', 5' '- hexa-tert-butyl-a, a', a '' - (mesitylene-2,4,6-triyl) tri-p-cresol, pentaerythritol tetrakis [3- Butyl-4-hydroxyphenyl) propionate], 2,6-di-tert-butyl-4-methylphenol and 2,2'- butylphenol), 2,6-di-t-butyl-4-methylphenol and the like, but are not limited thereto.

Specific examples of the anti-aggregation agent include, but are not limited to, sodium polyacrylate.

<Color filter>

The present invention provides a color filter comprising a coloring pattern made of the colored photosensitive resin composition. That is, the present invention includes a color filter manufactured using the colored photosensitive resin composition. The color filter of the present invention comprises a substrate and a coloring pattern made of the colored photosensitive resin composition of the present invention on the substrate. The substrate may be made of a transparent material having sufficient strength and supporting force for the stability of the color filter. Preferably, a glass having excellent chemical stability and high strength can be used.

The color filter may be manufactured by a conventional method well known in the art.

<Image Display Device>

The present invention also provides an image display device including the color filter. Specific examples of the image display device include a liquid crystal display (LCD), an organic EL display (organic EL display), a liquid crystal projector, a display device for a game machine, a display device for a portable terminal such as a mobile phone, A display device such as a display device for car navigation, and the like, but is not limited thereto.

The image display device of the present invention may be manufactured by a method commonly known in the technical field of the present invention, except that the color filter is provided.

Hereinafter, the present invention will be described in more detail with reference to Examples and Comparative Examples. However, it should be understood that the following examples are illustrative of the present invention, and the present invention is not limited by the following examples, and various modifications and changes may be made without departing from the scope of the present invention. The scope of the present invention will be determined by the technical idea of the following claims.

< Synthetic example >

Synthetic example  1. Synthesis of alkali-soluble resin

(Meth) acrylate and 3,4-epoxytricyclodecan-9-yl (meth) acrylate in a molar ratio of 50:50, 50 parts by weight of methyl methacrylate, 40 parts by weight of acrylic acid, 70 parts by weight of toluene, 4 parts by weight of t-butylperoxy-2-ethylhexanoate, and 40 parts by weight of propylene glycol monomethyl ether acetate (PGMEA) were added and stirred. As a chain transfer agent dropping tank, 6 parts by weight of n-dodecanethiol and 24 parts by weight of PGMEA were added to prepare stirring. Then, 395 parts by weight of PGMEA was added to the flask, and the atmosphere in the flask was replaced with nitrogen in air, and the temperature of the flask was raised to 90 DEG C with stirring. The monomer and the chain transfer agent were then started to be added dropwise from the dropping funnel. The mixture was allowed to stand at 90 DEG C for 2 hours, elevated to 110 DEG C after 1 hour, and maintained for 5 hours to obtain a resin having a solid acid value of 100 mgKOH / g.

The weight average molecular weight (Mw) and number average molecular weight (Mn) of the alkali-soluble resin were measured by the GPC method under the following conditions.

HLC-8120GPC (manufactured by TOSOH CORPORATION) apparatus was used. TSK-GELG4000HXL and TSK-GELG2000HXL columns were connected in series and the temperature of the column was set at 40 ° C. Tetrahydrofuran was used as mobile phase solvent and flow rate was measured at 1.0 mL / min flow rate. The concentration of the measurement sample was 0.6% by weight, and the injection amount was 50 μL, and analyzed using an RI detector. As the standard materials for calibration, TSK STANDARD POLYSTYRENE F-40, F-4, F-1, A-2500 and A-500 (manufactured by TOSOH CORPORATION) The average molecular weight was measured.

The weight average molecular weight of a polystyrene conversion measured by GPC was 17,000 respectively, and the molecular weight distribution (M _w / M _n) was 2.3.

Synthetic example  2. Synthesis of epoxy additive

The molecular weight of the produced epoxy additive can be controlled by controlling the weight ratio of maleic anhydride and polybutadiene (Poly bd R-20LM manufactured by Cray Valley) into which a hydroxyl group (-OH) is introduced.

Maleic anhydride and polybutadiene having a hydroxyl group (-OH) introduced therein were mixed at a weight ratio of 1: 1, and the mixture was stirred at 80 ° C for 24 hours using a magnetic stirrer. During the stirring, nitrogen gas was supplied to proceed only the desired reaction, so that the side reaction did not proceed. This reaction proceeded to obtain a compound in which the terminal hydroxyl group was substituted with a carboxyl group (-COOH). At this time, a desired degree of carboxyl group could be confirmed by color change using a phenolphthalein solution while titrating a sodium hydroxide methanolic solvent (0.1 M) to the stirred compound. Triphenylphosphine having a molar concentration of 0.2% was added to the carboxyl-substituted polybutadiene under nitrogen atmosphere at the same weight ratio and stirred. Bisphenol A diglycidyl ether having an epoxy group at a weight ratio of 1: 1 with triphenylphosphine was added thereto, followed by stirring in an oil bath at 80 ° C for 24 hours. Using a 3-neck flask stirrer And reacted under nitrogen to prevent side reaction.

As a result, an epoxy additive E-1 containing a double bond and an epoxy group in a ratio of 1: 15 was obtained, and its molecular weight was 3,000.

Synthetic example  3. Synthesis of epoxy additive

Polybutadiene (Poly bd R-45HTLO, manufactured by Cray Valley) having maleic anhydride and hydroxyl group (OH) introduced therein was mixed at a weight ratio of 1: 1.2, and the mixture was stirred at 80 ° C for 24 hours using a magnetic stirrer ). During the stirring, nitrogen gas was supplied to proceed only the desired reaction, so that the side reaction did not proceed. This reaction proceeded to obtain a compound in which the terminal hydroxyl group was substituted with a carboxyl group (-COOH). At this time, a desired degree of carboxyl group could be confirmed by color change using a phenolphthalein solution while titrating a sodium hydroxide methanolic solvent (0.1 M) to the stirred compound. Triphenylphosphine having a molar concentration of 0.2% was added to the carboxyl-substituted polybutadiene under nitrogen atmosphere at the same weight ratio and stirred. Bisphenol A diglycidyl ether having an epoxy group at a weight ratio of triphenylphosphine and 1: 1.2 was added thereto. The mixture was stirred in an oil bath at 80 ° C for 24 hours, and a 3-neck flask stirring apparatus was used And reacted under nitrogen to prevent side reaction.

As a result, an epoxy additive E-2 containing a double bond and an epoxy group in a ratio of 1: 16 was obtained, and its molecular weight was 9,000.

Synthetic example  4. Synthesis of epoxy additive

Polybutadiene (Poly bd R-20LM, manufactured by Cray Valley) having maleic anhydride and hydroxyl group (OH) introduced therein was mixed at a weight ratio of 1: 0.8, and the mixture was stirred at 80 ° C for 24 hours using a magnetic stirrer ). During the stirring, nitrogen gas was supplied to proceed only the desired reaction, so that the side reaction did not proceed. This reaction proceeded to obtain a compound in which the terminal hydroxyl group was substituted with a carboxyl group (-COOH). At this time, a desired degree of carboxyl group could be confirmed by color change using a phenolphthalein solution while titrating a sodium hydroxide methanolic solvent (0.1 M) to the stirred compound. Triphenylphosphine having a molar concentration of 0.2% was added to the carboxyl-substituted polybutadiene under nitrogen atmosphere at the same weight ratio and stirred. Bisphenol A diglycidyl ether having an epoxy group at a weight ratio of 1: 0.9 with triphenylphosphine was added thereto. The mixture was stirred in an oil bath at 75 ° C for 24 hours, and a 3-neck flask stirring device was used And reacted under nitrogen to prevent side reaction.

As a result, an epoxy additive E-3 containing a double bond and an epoxy group in a ratio of 1: 13 was obtained, and its molecular weight was 1,200.

Synthetic example  5. Synthesis of epoxy additive

Polybutadiene (Poly bd R-45HTLO, manufactured by Cray Valley) having maleic anhydride and hydroxyl group (OH) introduced therein was mixed at a weight ratio of 1: 0.3 and the mixture was stirred at 80 ° C for 24 hours using a magnetic stirrer ). During the stirring, nitrogen gas was supplied to proceed only the desired reaction, so that the side reaction did not proceed. This reaction proceeded to obtain a compound in which the terminal hydroxyl group was substituted with a carboxyl group (-COOH). At this time, a desired degree of carboxyl group could be confirmed by color change using a phenolphthalein solution while titrating a sodium hydroxide methanolic solvent (0.1 M) to the stirred compound. Triphenylphosphine having a molar concentration of 0.2% was added to the carboxyl-substituted polybutadiene under nitrogen atmosphere at the same weight ratio and stirred. Bisphenol A diglycidyl ether having an epoxy group at a weight ratio of triphenylphosphine and 1: 0.2 was added thereto, followed by stirring in an oil bath at 60 ° C for 24 hours. Using a 3-neck flask stirrer And reacted under nitrogen to prevent side reaction.

As a result, an epoxy additive E-4 containing a double bond and an epoxy group in a ratio of 1: 0.7 was obtained, and the molecular weight thereof was 3,200.

Synthetic example  6. Synthesis of epoxy additive

Polybutadiene (Poly bd R-45HTLO, manufactured by Cray Valley) having maleic anhydride and hydroxyl group (OH) introduced therein was mixed at a weight ratio of 1: 3 and the mixture was stirred at 80 ° C for 24 hours using a magnetic stirrer ). During the stirring, nitrogen gas was supplied to proceed only the desired reaction, so that the side reaction did not proceed. This reaction proceeded to obtain a compound in which the terminal hydroxyl group was substituted with a carboxyl group (-COOH). At this time, a desired degree of carboxyl group could be confirmed by color change using a phenolphthalein solution while titrating a sodium hydroxide methanolic solvent (0.1 M) to the stirred compound. Triphenylphosphine having a molar concentration of 0.2% was added to the carboxyl-substituted polybutadiene under nitrogen atmosphere at the same weight ratio and stirred. Bisphenol A diglycidyl ether having an epoxy group at a weight ratio of triphenylphosphine and 1: 3 was added thereto, followed by stirring in an oil bath at 60 ° C for 24 hours. Using a 3-neck flask stirrer And reacted under nitrogen to prevent side reaction.

As a result, an epoxy additive E-5 containing a double bond and an epoxy group in a ratio of 1:22 was obtained, and its molecular weight was 3,500.

Synthetic example  7. Synthesis of epoxy additive

Polybutadiene (Krasol LBH 2000, manufactured by Cray Valley) having maleic anhydride and hydroxyl group (OH) introduced therein was mixed at a weight ratio of 1: 0.01, and the mixture was stirred at 80 ° C. for 24 hours using a magnetic stirrer . During the stirring, nitrogen gas was supplied to proceed only the desired reaction, so that the side reaction did not proceed. This reaction proceeded to obtain a compound in which the terminal hydroxyl group was substituted with a carboxyl group (-COOH). At this time, a desired degree of carboxyl group could be confirmed by color change using a phenolphthalein solution while titrating a sodium hydroxide methanolic solvent (0.1 M) to the stirred compound. Triphenylphosphine having a molar concentration of 0.2% was added to the carboxyl-substituted polybutadiene under nitrogen atmosphere at the same weight ratio and stirred. Bisphenol A diglycidyl ether having an epoxy group at a weight ratio of triphenylphosphine and 1: 0.01 was added thereto. The mixture was stirred in an oil bath at 60 ° C for 24 hours. A 3-neck flask stirring device was used And reacted under nitrogen to prevent side reaction.

As a result, an epoxy additive E-6 containing a double bond and an epoxy group in a ratio of 1: 0.1 was obtained, and its molecular weight was 3,000.

Synthetic example  8. Synthesis of epoxy additive

Polybutadiene (Krasol LBH 2000, manufactured by Cray Valley) having maleic anhydride and hydroxyl group (OH) introduced therein was mixed at a weight ratio of 1: 5, and the mixture was stirred at 80 ° C for 24 hours using a magnetic stirrer . During the stirring, nitrogen gas was supplied to proceed only the desired reaction, so that the side reaction did not proceed. This reaction proceeded to obtain a compound in which the terminal hydroxyl group was substituted with a carboxyl group (-COOH). At this time, a desired degree of carboxyl group could be confirmed by color change using a phenolphthalein solution while titrating a sodium hydroxide methanolic solvent (0.1 M) to the stirred compound. Triphenylphosphine having a molar concentration of 0.2% was added to the carboxyl-substituted polybutadiene under nitrogen atmosphere at the same weight ratio and stirred. Bisphenol A diglycidyl ether having an epoxy group at a weight ratio of triphenylphosphine and 1: 5 was added thereto, followed by stirring in an oil bath at 60 ° C for 24 hours. Using a 3-neck flask stirrer And reacted under nitrogen to prevent side reaction.

As a result, an epoxy additive E-7 containing a double bond and an epoxy group at a ratio of 1:30 was obtained, and the molecular weight thereof was 3,000.

Preparation of colored photosensitive resin composition

A colored photosensitive resin composition having the composition and content shown in Table 1 below was prepared.

         (Parts by weight) Configuration Comparative Example 1 Comparative Example 2 Example 1 Example 2 Example 3 Example 4 Example 5 Example 6 Example 7 Example 8 Example 9 Example 10 coloring agent Pigment 1 5.13 5.13 5.13 5.13 5.13 5.13 5.13 5.13 5.13 5.13 5.13 5.13 Pigment 2 1.72 1.72 1.72 1.72 1.72 1.72 1.72 1.72 1.72 1.72 1.72 1.72 Pigment 3 0.86 0.86 0.86 0.86 0.86 0.86 0.86 0.86 0.86 0.86 0.86 0.86 alkali
Soluble resin: B-1 11.29 11.12 11.12 9.62 6.28 5.45 9.62 9.62 9.62 9.62 9.62 9.62 Photopolymerizable compound: C-1 2.33 2.29 2.29 1.91 1.08 0.87 1.91 1.91 1.91 1.91 1.91 1.91 Light curing
Initiator: D-1 0.64 0.63 0.63 0.53 0.30 0.24 0.53 0.53 0.53 0.53 0.53 0.53 Epoxy
Additive: E-1 - - 0.22 2.20 6.60 7.70 - - Epoxy
Additives: E-2 2.20 Epoxy
Additives: E-3 2.20 Epoxy
Additives: E-4 2.20 Epoxy
Additive: E-5 2.20 Epoxy
Additives: E-6 2.20 Epoxy
Additives: E-7 2.20 Epoxy
Additive: e-1 - 2.20 - - - - Additive: G-1 0.02 0.02 0.02 0.02 0.02 0.02 0.02 0.02 0.02 0.02 0.02 0.02 Additive: G-2 0.02 0.02 0.02 0.02 0.02 0.02 0.02 0.02 0.02 0.02 0.02 0.02 Solvent: F-1 78 78 78 78 78 78 78 78 78 78 78 78

week)

Pigment 1: C.I. Pigment Red 179 (DIC)

Pigment 2: C.I. Pigment Blue 15: 6 (DIC)

Pigment 3: CB (MA-8, Mitsubishi)

Alkali-soluble resin (B-1): The resin of Synthesis Example 1

Photopolymerizable compound (C-1): dipentaerythritol hexaacrylate (Kayarad DPHA: Nippon Kayaku Co., Ltd.)

Photopolymerization initiator (D-1): 1- [9-Ethyl-6- (2-methylbenzoyl) -9H-carbazol-3-yl] -ethanone- 1- (O- acetyloxime) (Irgacure OXE-02 : Ciba Inc.)

Epoxy Additives (E-1 to E-7): The compounds of Synthesis Examples 2 to 8

Epoxy additive (e-1): HP-4700 (DIC)

Additive (G-1): DiperBYK-163 (BYK)

Additive (G-2): Solsperse 5000 (Lubrisol)

Solvent (F-1): Propylene glycol monomethyl ether acetate (PGMEA)

< Manufacturing example > Fabrication of colored substrate

A colored substrate was prepared using the colored photosensitive resin compositions prepared in Examples 1 to 10 and Comparative Examples 1 and 2.

A 15 cm x 20 cm polyimide film (Maltec) was dried using a solvent to remove impurities on the surface. Each of the colored photosensitive resin compositions prepared in Examples 1 to 10 and Comparative Examples 1 and 2 was coated on a substrate to a final film thickness of 3.0 占 퐉 and was preliminarily baked at 80 to 120 占 폚 to provide 1 to 2 The solvent was removed by drying for a minute. Thereafter, exposure was performed at an exposure dose of 40 to 100 mJ / cm ² to form a pattern, and an unexposed area was removed using an aqueous alkali solution. Followed by post-baking at 200 to 250 ° C for 10 to 30 minutes to prepare a colored substrate including a pattern.

< Experimental Example >

Experimental Example  One. Bending  evaluation

The bending evaluation was carried out using the colored substrate of the above-mentioned production example manufactured by using the above-mentioned Examples 1 to 10 and Comparative Examples 1 and 2. The bending properties of the obtained patterns were evaluated using a cyclic bending test (Kobo technology), and the degree of elastic recovery was determined by bending characteristics. The measurement was based on a measurement of 100,000 times, and the number of patterns having no abnormality with respect to 100 patterns was judged as the following bending evaluation standard. The evaluation results are shown in Table 2 below.

<Bending Evaluation Standard>

◎: Maintain more than 95 patterns

?: Maintains 90 to 94 patterns

DELTA: Maintain 60 to 89 patterns

X: Maintain 0 to 59 patterns

Experimental Example  2. Adhesion Evaluation

After the bending of 100,000 times using the bending measuring machine as in the case of Experimental Example 1, the adhesion measurement of the bent portions was carried out. The measurement was carried out in accordance with JIS K5600. The sheath was cut with a cross cutter so that a square of 10 x 10 ea was formed on the surface. Then, a Nichiban CT-24 tape of Japan was affixed to the surface of 10 x 10 ea and then peeled off. The number of squares remaining on the peeled surface was observed, and the adhesion result was confirmed and shown in Table 2 below.

<Adhesion Evaluation Standard>

◎: Maintains more than 90 patterns

?: Maintains 80 to 89 patterns

DELTA: Maintains 60 to 79 patterns

X: Maintain 0 to 59 patterns

Item Comparative Example 1 Comparative Example 2 Example 1 Example 2 Example 3 Example 4 Example 5 Example 6 Example 7 Example 8 Example 9 Example 10 Bending
evaluation X X ○ ◎ ◎ △ ○ ○ ◎ ◎ △ △ Adhesiveness
evaluation X △ ○ ◎ ○ ○ ○ ○ ◎ ◎ △ ○

As can be seen from the results of Table 2, Examples 1 to 10 including epoxy additive containing double bonds and epoxy groups showed excellent results in the bending evaluation. However, when the content of the epoxy additive exceeds 30%, it is confirmed that the effect is somewhat reduced, but it is at a suitable level for commercialization.

As a result of the evaluation of the adhesion with the substrate, it was confirmed that the difference in results was apparent depending on whether or not an epoxy additive including a double bond and an epoxy group was included, similarly to the bending evaluation result.

That is, it was confirmed that the colored photosensitive resin composition of the present invention has excellent flexibility and bending adhesion, and can improve the pattern elastic modulus.

Claims (9)

A colorant (A), an alkali-soluble resin (B), a photopolymerizable compound (C), a photopolymerization initiator (D), an epoxy additive (E) containing a double bond and an epoxy group, and a solvent Sensitive resin composition. The method according to claim 1,
Based on the solid content in the colored photosensitive resin composition,
And 0.5 to 35% by weight of an epoxy additive (E) containing the double bond and an epoxy group. The method according to claim 1,
Wherein the epoxy additive has a weight average molecular weight of 1,200 to 9,000. The method according to claim 1,
Wherein the ratio of the double bond and the epoxy group in the epoxy additive containing the double bond and the epoxy group is from 3: 1 to 1:25. The method according to claim 1,
A silane coupling agent, a silane coupling agent, a silane coupling agent, a pigment dispersant, a surfactant, an antioxidant and an anti-aggregation agent. The method according to claim 1,
Based on the solid content in the colored photosensitive resin composition,
20 to 55% by weight of the colorant (A)
5 to 85% by weight of the alkali-soluble resin (B)
1 to 20% by weight of photopolymerizable compound (C) and
0.5 to 10% by weight of a photopolymerization initiator (D);
Based on the total weight of the colored photosensitive resin composition,
And 60 to 90% by weight of a solvent (F). The method of claim 5,
Wherein the pigment dispersant is contained in an amount of 0.35 to 5 parts by weight based on 100 parts by weight of the solid content of the colorant (A). A color filter produced by using the colored photosensitive resin composition of any one of claims 1 to 7. An image display device comprising the color filter of claim 8.