TWI674479B - Colored photosensitive resin composition, color filter manufactured using thereof and image display device having the same - Google Patents

Abstract

The present invention provides a colored photosensitive resin composition containing a colorant (A), a binder resin (B), and a photopolymerizable compound, a color filter manufactured using the same, and an image display device. (C), a photopolymerization initiator (D), and a solvent (E), wherein the colorant (A) includes a compound represented by Chemical Formula 1 and one or more kinds selected from pigments and dyes.

Description

Colored photosensitive resin composition, color filter and image display device Field of invention

The present invention relates to a colored photosensitive resin composition, a colored pattern formed from the resin composition, a color filter including the colored pattern, and an image display device including the color filter.

Background of the invention

Since color filters are widely used in various display devices such as image pickup elements and liquid crystal display devices (LCDs), their application range has rapidly expanded. The aforementioned color filters used in various display devices such as image pickup elements, liquid crystal display devices (LCD), and the like are composed of colored patterns of three colors of red, green, and blue, or yellow ), Magenta and Cyan.

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

In recent years, various display devices including solid-state imaging elements such as digital cameras, and color filters for liquid crystal display devices (LCDs) have been required to have high brightness and strong colorability in order to improve workability and quality.

On the other hand, Korean Laid-Open Patent No. 2013-0134494 discloses a resin composition using C.I. Pigment Green 7 and C.I. Pigment Yellow 185, but there is a problem that it cannot satisfy both high brightness and strong colorability.

Patent literature

Patent Document 1: Korean Published Patent No. 2013-0134494

Summary of invention

The present invention has been made to solve the above-mentioned problems in the prior art, and an object thereof is to provide a coloring photosensitive resin composition that is excellent in brightness and colorability and has high sensitivity.

It is another object of the present invention to provide a color filter including the aforementioned colored photosensitive resin composition, and an image display device including the color filter.

The present invention provides a colored photosensitive resin composition comprising a colorant (A), a binder resin (B), a photopolymerizable compound (C), a photopolymerization initiator (D), and a solvent (E), which are characterized in that: The colorant (A) contains a compound represented by the following Chemical Formula 1 and one or more selected from pigments and dyes.

In the Chemical Formula ^1, A 1 ~ A ¹⁶ are each independently Cl, Br or H, A1 ~ A ¹⁶ 1 ~ 6 is H, 0 ~ 5 one is Cl, and 5 to 13 is Br.

The present invention also provides a color filter including a pattern formed from the colored photosensitive resin composition.

The present invention further provides an image display device including the color filter.

The colored photosensitive resin composition of the present invention exhibits excellent brightness and high sensitivity, and can provide an effect having excellent tinting power.

FIG. 1 is a diagram showing transmission spectra of A-1 or A-2 and G58 or G7, respectively, represented by Chemical Formula 1. FIG.

Detailed description of the preferred embodiment

The present invention provides a colored photosensitive resin composition comprising a colorant (A), a binder resin (B), a photopolymerizable compound (C), and a photopolymerization initiator. (D) and a solvent (E), wherein the colorant (A) contains a compound represented by the following Chemical Formula 1 and one or more selected from pigments and dyes.

In the aforementioned Chemical Formula 1, A ¹ to A ¹⁶ are independently Cl, Br, or H, 1 to 6 of A ¹ to A ¹⁶ are H, 0 to 5 are Cl, and 5 to 13 are Br.

Hereinafter, each component which comprises the colored resin composition of this invention is demonstrated. However, the present invention is not limited to these components.

(A) Colorant

The coloring agent (A) of the present invention is a component in which a hue such as red, green, or blue can be found, so that a pattern having a desired hue can be produced.

Pigment (a1)

The coloring agent (A) contained in the coloring photosensitive resin composition of the present invention is characterized in that it contains a compound represented by the following Chemical Formula 1 as a pigment (a1). The compound represented by the following Chemical Formula 1 has a structure of ZnPc (zinc phthalocyanine). When the coloring agent (A) of the present invention contains a compound represented by the following Chemical Formula 1, it has an advantage of high color reproduction.

In the aforementioned Chemical Formula 1, A ¹ to A ¹⁶ are independently Cl, Br, or H, 1 to 6 of A ¹ to A ¹⁶ are H, 0 to 5 are Cl, and 5 to 13 are Br.

More preferably, 1 to 6 are H, 0 to 5 are Cl, and 7 to 13 are Br.

More preferably, 2 to 5 are H, 0 to 3 are Cl, and 8 to 13 are Br. In this case, the effect of the present invention is further maximized and is preferred.

CI Pigment Green 58 (G58) has the advantage of high brightness, but in order to achieve high colorability, the content of the pigment is increased, and when a large amount of pigment is contained in the composition, the developability is deteriorated, and a pattern formed by the composition exists The risk of peeling causes a problem of reduced sensitivity.

However, according to the present invention, by using the pigment represented by the aforementioned Chemical Formula 1 as a colorant, even if the content of the pigment is small, a resist design with high color reproduction can be performed.

On the other hand, when C.I. Pigment Green 7 (G7) is contained in the resin composition, even if the pigment content is small, it can exhibit high colorability, which is advantageous in terms of use, but has a problem of low brightness. However, the chemical formula represented by the aforementioned Chemical Formula 1 contained in the colored photosensitive resin composition of the present invention The compound exhibited a transmission spectrum and color coordinates similar to C.I. Pigment Green 7 as a pigment, and contained a coloring photosensitive resin composition that exhibited a function of excellent brightness. It can be confirmed from FIG. 1 that the compound represented by the aforementioned compound 1 is similar to C.I. Pigment Green 7 and has a transmission spectrum at a wavelength of 400 nm to 610 nm.

In this specification, T _max refers to a wavelength at a point where the light transmittance of the pigment is maximum, and T _50% refers to a wavelength at a position where the light transmittance of the pigment is 50% or more of the maximum value.

As one embodiment of the present invention, the T _max of the compound represented by the aforementioned Chemical Formula 1 may be 500 nm to 530 nm. In this case, it is preferable because it is excellent in colorability.

In addition, as another embodiment of the present invention, the T _50% of the compound represented by the aforementioned Chemical Formula 1 may be 445 nm to 580 nm. In this case, it is preferable because it is excellent in colorability.

The content of the compound represented by the aforementioned Chemical Formula 1 is preferably 0.05 to 30% by weight, more preferably 0.05 to 25% by weight, and still more preferably 0.05 to 20% by weight based on the total weight of the colored photosensitive resin composition of the present invention. When the content of the compound represented by the aforementioned Chemical Formula 1 is from 0.05 to 30% by weight based on the aforementioned standard, it is preferable that the coloring property is excellent and a high-brightness resist can be realized.

In order to be able to produce a pattern having a desired hue, the coloring agent (A) in the present invention is characterized in that, in addition to the compound represented by the aforementioned Chemical Formula 1, the colorant (A) further includes a compound from the art as a component capable of realizing a hue such as red, green, or blue. One or more selected from pigments and dyes generally used in the present invention can be produced by dispersing the binder.

The compound represented by the aforementioned Chemical Formula 1 is selected from pigments and dyes. One or more weight ratios are preferably 1: 0.050 to 1: 18.0, more preferably 1: 0.1 to 1: 9, and even more preferably 1: 0.2 to 1: 4. When the weight ratio is within the above range, it is preferable because it has the advantages of high colorability and high brightness, the process margin is improved, and the sensitivity is excellent.

At this time, the coloring agent containing the compound represented by Chemical Formula 1 of the present invention as a pigment may have a color coordinate of x = 0.1 to 0.35 when y = 0.6 or more in the XYZ color system.

The aforementioned pigment (a1) includes an organic pigment and an inorganic pigment, and these can be used alone or in combination of two or more. The use of an organic pigment is more preferred because of its excellent heat resistance and color rendering properties. The organic pigment may be a synthetic pigment or a natural pigment.

The aforementioned organic pigments can be subjected to resin treatment when necessary; surface treatment using pigment derivatives that introduce acidic or basic groups; graft treatment of pigment surfaces using polymer compounds; microparticles made by the sulfuric acid micronization method Chemical treatment; or washing treatment with an organic solvent or water to remove impurities.

Examples of the inorganic pigment include metal compounds such as metal oxides and metal complexes, and inorganic salts of barium sulfate (physical pigments). Specifically, examples of the metal compound include oxides of metal such as iron, cobalt, aluminum, cadmium, lead, copper, titanium, magnesium, chromium, zinc, antimony, and carbon black, or composite metal oxides.

More preferably, as a specific example of the aforementioned pigment (a1), compounds classified as pigments under the color rendering index (published by The society of Dyers and Colourists) can be listed, and more specifically, the following color development can be listed An index (C.I.) numbered pigment is not limited thereto, and a binder resin, a dispersant, or the like may be co-dispersed with one or more selected from the above to be used in accordance with a desired chromaticity.

Specific examples of CI Pigment Yellow include CI Pigment Yellow 1, 3, 12, 13, 14, 15, 16, 17, 20, 24, 31, 53, 83, 86, 93, 94, 109, 110, 117, 125, 128, 129, 137, 138, 139, 147, 148, 150, 153, 154, 166, 173, 180, 185, 194, and 214; specific examples of CI pigment orange include CI pigment orange 13, 31 , 38, 40, 42, 43, 51, 55, 59, 61, 64, 65, 71, and 73; specific examples of CI Pigment Red include CI Pigment Red 9, 97, 105, 122, 123, 144, 149, 166, 168, 176, 177, 180, 192, 215, 216, 224, 242, 254, 255, 264, and 265; specific examples of CI Pigment Blue include CI Pigment Blue 15: 3, 15: 4 , 15: 6, 16, 22, 28, 60, etc. Specific examples of CI Pigment Violet include CI Pigment Violet 14, 19, 23, 29, 32, 177, etc. Specific examples of CI Pigment Green include CI Pigment Green 7, 36 and 58 etc.

Among the pigments exemplified above, it is further preferable to include one or more selected from the group consisting of C.I. Pigment Yellow 138, C.I. Pigment Yellow 129, C.I. Pigment Yellow 150, and C.I. Pigment Yellow 185.

Dye (a2)

The dye (a2) contained in the coloring agent (A) of the present invention can be used without limitation as long as it is soluble or dispersible in an organic solvent. Preferably, it is preferably used to have solubility in organic solvents and can ensure the solubility in alkali Reliable dyes, such as the solubility, heat resistance, and solvent resistance of flexible developers. In the case of a dye having no solubility in an organic solvent, it can be used in a dispersed manner.

As the dye (a2), a dye selected from the group consisting of an acidic dye having an acidic group such as a sulfonic acid or a carboxylic acid, a salt of an acidic dye and a nitrogen-containing compound, a sulfonamide of an acidic dye, and the like, and a derivative thereof can be used. In addition, azo-based, xanthene-based, phthalocyanine-based acid dyes, and their derivatives can also be selected.

Preferably, the dye (a2) includes a compound classified as a dye in a color rendering index (published by The Society of Dyers and Colourists), or a known dye described in a dyeing note (Dyeing & Weaving Co., Ltd.).

Specific examples of the dyes include CI Solvent Yellow 2, CI Solvent Yellow 14, CI Solvent Yellow 16, CI Solvent Yellow 33, CI Solvent Yellow 34, CI Solvent Yellow 44 and CI Solvent Yellow. No. 56, CI Solvent Yellow 82, CI Solvent Yellow 93, CI Solvent Yellow 94, CI Solvent Yellow 98, CI Solvent Yellow 116, CI Solvent Yellow 135; CI Solvent Orange 1 and CI Solvent Orange 3 , CI Solvent Orange No. 7, CI Solvent Orange No. 63; CI Solvent Red No. 1, CI Solvent Red No. 2, CI Solvent Red No. 3, CI Solvent Red No. 8, CI Solvent Red No. 18, CI Solvent Red No. 23, CI Solvent Red No. 24, CI Solvent Red No. 27, CI Solvent Red No. 35, CI Solvent Red No. 43, CI Solvent Red No. 45, CI Solvent Red No. 48, CI Solvent Red No. 49, CI Solvent Red 91: No. 1, CI Solvent Red 119, CI Solvent Red 135, CI Solvent Red 140, CI Solvent Red 196, CI Solvent Red 197; CI Solvent Violet 8, CI Solvent Violet 9, CI Solvent Violet 13, CI Solvent Violet No. 26, CI Solvent Violet 28, CI Solvent Violet 31, CI Solvent Violet 59; CI Solvent Blue 4, CI Solvent Blue 5, CI Solvent Blue 25, CI Solvent Blue 35, CI Solvent Blue 36, CI Solvent Blue 38, CI Solvent Blue 70; CI Solvent Green 3 , CI Solvent Green No. 5, CI Solvent Green No. 7, and the like, but are not limited thereto.

The colorant (A) is preferably 5 to 70% by weight, and more preferably 10 to 50% by weight, with respect to the solid content of the colored photosensitive resin composition of the present invention. When the content of the colorant (A) is less than 5% by weight, the color separation ability of the formed pattern is reduced. When it exceeds 70% by weight, there is a problem that the lithographic performance is reduced, residue is left, and undeveloped.

In the present invention, the solid content in the colored photosensitive resin composition refers to the total content of the remaining components after the solvent is removed from the colored photosensitive resin composition.

(B) Adhesive resin

The binder resin (B) contained in the colored photosensitive resin composition of the present invention is a component that imparts solubility to an alkaline developing solution used in the developing step. In the present invention, the binder resin is not particularly limited, and a copolymer containing a carboxyl group-containing monomer and other monomers copolymerizable with the monomer is preferred.

The carboxyl group-containing monomer is not particularly limited, and specific examples include monocarboxylic acids such as acrylic acid, methacrylic acid, and crotonic acid; dicarboxylic acids such as fumaric acid, mesaconic acid, and itaconic acid; and ω-carboxy polycaproic acid. Mono (meth) propylene, such as a lactone mono (meth) acrylate, having a carboxyl group and a hydroxyl group at both ends Ester and the like are more preferably acrylic acid and methacrylic acid. They can choose more than one type to use.

The copolymerizable other monomer is not particularly limited as long as it is a monomer having a carbon-carbon unsaturated bond. Specific examples include aromatic vinyl compounds such as styrene, α-methylstyrene, and vinyl toluene; Methyl acrylate, methyl methacrylate, ethyl acrylate, ethyl methacrylate, butyl acrylate, butyl methacrylate, 2-hydroxyethyl acrylate, 2-hydroxyethyl methacrylate, benzyl acrylate Unsaturated carboxylic acid ester compounds such as esters and benzyl methacrylate; unsaturated carboxylic acid amino alkyl ester compounds such as amino ethyl acrylate; unsaturated carboxylic acid glycidyl ester compounds such as glycidyl methacrylate; vinyl acetate, Vinyl carboxylate compounds such as vinyl propionate; vinyl cyanide compounds such as acrylonitrile, methacrylonitrile, and α-chloroacrylonitrile; 3-methyl-3-propenyloxymethyloxetane, 3-methyl-3-methacryloxymethyloxetane, 3-ethyl-3-propenyloxymethyloxetane, 3-ethyl-3-methylpropene Methoxymethyloxetane, 3-methyl-3-propenyloxyethyloxetane, 3-methyl-3-methacryloxyethyloxetane, 3-ethyl-3-propenyloxyethyloxetane, 3-ethyl-3-methylpropene Unsaturated oxetane carboxylic acid ester compounds such as ethoxyethyloxetane and the like. These monomers can be used individually or in mixture of 2 or more types.

According to the present invention, the molecular weight distribution of the binder resin (B), that is, the ratio of the weight average molecular weight to the number average molecular weight (weight average molecular weight (Mw) / number average molecular weight (Mn)) is preferably 1.5 to 6.0, and more preferably 1.8 to 4.0 because it is good in terms of developability.

The acid value of the said binder resin (B) is 30-170KOHmg / g based on solid content, More preferably, it is 50-150KOHmg / g. When the acid value of the binder resin (B) is less than 30 KOHmg / g, it is difficult to ensure a sufficient development speed for the colored photosensitive resin composition. When the acid value exceeds 170 KOHmg / g, the adhesion to the substrate is reduced, and the pattern is prone to short circuit. The compatibility with the coloring agent causes problems due to the precipitation of the coloring agent in the colored photosensitive resin composition, and the storage stability of the colored photosensitive resin composition decreases and the viscosity increases, which is not preferred.

The binder resin (B) is preferably 5 to 85% by weight, and more preferably 10 to 70% by weight, with respect to the solid content of the colored photosensitive resin composition of the present invention. When the content of the binder resin (B) is 5 to 85% by weight, the solubility in the developing solution is sufficient, and residues are hardly generated on the substrate of the non-pixel portion, and the film of the pixel portion of the exposed portion is prevented during development. It is preferable because it is reduced, and the non-pixel portion tends to have good exfoliation properties.

(C) Photopolymerizable compound

The photopolymerizable compound (C) contained in the colored photosensitive resin composition of the present invention is a polymerizable compound such as a living radical and an acid generated by a photopolymerization initiator described later by light irradiation, as long as the photopolymerization is initiated The compound capable of polymerizing under the action of an agent is not particularly limited. Preferably, a monofunctional monomer, a difunctional monomer, a trifunctional or higher polyfunctional monomer, or the like may be used, and one or more monomers selected from them may be used.

Specific examples of the monofunctional monomer include nonylphenylcarbitol acrylate, 2-hydroxy-3-phenoxypropylacrylate, and 2-ethylhexylcarbitol. Ester acrylate, 2-hydroxyethyl acrylate, N-vinylpyrrolidone, and the like are commercially available as ARONIXM-101 (East Asia Synthesis), KAYARADTC-110S (Nippon Kayaku Co., Ltd.), and VISCOAT158 (Osaka Organic Chemical Industry ), Etc., but not limited to this.

Specific examples of the bifunctional monomer include 1,4-butanediol (meth) acrylate, 1,6-hexanediol di (meth) acrylate, and ethylene glycol di (meth) acrylate , Neopentyl glycol di (meth) acrylate, triethylene glycol di (meth) acrylate, bisphenol A (propylene ethoxyethyl) ether, 3-methyl-pentanediol di (methyl) ) Acrylate, propylene glycol dimethacrylate, polyurethane (meth) acrylate, etc. As the commercially available products, ARONIXM-210, M-1100, 1200 (East Asia Synthetic), KAYARADHDDA (Nippon Kayaku Co., Ltd.), 260VISCOAT (Osaka Organic Chemical Industry), AH-600, AT-600, or UA-306H (Kyoeisha Chemical Co., Ltd.), etc., but not limited thereto.

Specific examples of the trifunctional or higher polyfunctional monomer include trimethylolpropane tri (meth) acrylate, ethoxylated trimethylolpropane tri (meth) acrylate, and propoxylation. Trimethylolpropane tri (meth) acrylate, pentaerythritol tri (meth) acrylate, pentaerythritol tetra (meth) acrylate, dipentaerythritol diacrylate, dipentaerythritol triacrylate, dipentaerythritol penta (methyl) ) Acrylate, ethoxylated dipentaerythritol hexa (meth) acrylate, propoxylated dipentaerythritol hexa (meth) acrylate, or dipentaerythritol hexa (meth) acrylate, etc., are commercially available as commercially available products. Examples include, but are not limited to, ARONIXM-309, TO-1382 (East Asia Synthesis), KAYARADTMPTA, KAYARADDPHA, or KAYARADDPHA-40H (Nippon Kayaku Co., Ltd.).

Among the photopolymerizable compounds exemplified above, trifunctional or higher polyfunctional monomers are more preferred, and (meth) acrylates and urethane (meth) acrylates are more preferable because they have excellent polymerizability and can improve strength.

The photopolymerizable compound (C) is preferably 5 to 45% by weight, and more preferably 10 to 35% by weight, with respect to the solid content in the colored photosensitive resin composition of the present invention. When the photopolymerizable compound (C) is in a range of 5 to 45% by weight based on the aforementioned standard, the strength and smoothness of the pixel portion are good, which is preferable.

(D) Photopolymerization initiator

The photopolymerization initiator (D) contained in the colored photosensitive resin composition of the present invention is capable of causing the polymerization of the photopolymerizable compound (C) to be initiated by exposure to radiation such as visible light, ultraviolet rays, extreme ultraviolet rays, electron rays, and X-rays. Compounds.

The photopolymerization initiator may be a photopolymerization initiator commonly used in the field as long as the object of the present invention is not impaired, and as long as it is a photopolymerization initiator that polymerizes the binder resin and the photopolymerizable compound, the type is not particularly limited. . Representative examples include oxime-based compounds, acetophenone-based compounds, benzoin-based compounds, benzophenone-based compounds, biimidazole-based compounds, triazine-based compounds, thioxanthone-based compounds, and anthracene-based compounds. It is limited to this, and one or more types can be selected for use. Among them, it is more preferable to use an oxime-based compound from the viewpoints of polymerization characteristics, initiation efficiency, and absorption wavelength.

Examples of the oxime-based compound include o-ethoxycarbonyl-α-oxyimino-1-phenylpropane-1-one, (Z) -2-((benzyloxy) imino) -1- ( 4- (phenylthio) phenyl) octane-1-one, (E) -1-(((1- (9-ethyl-6- (2-methylbenzyl ) -9H-carbazol-3-yl) ethylidene) amino) oxy) ethanone, (E) -1-(((1- (6- (4-((2,2-dimethyl -1,3-dioxolane-4-yl) methoxy) -2-methylbenzyl) -9-ethyl-9H-carbazol-3-yl) ethylidene) amino) oxy) Ethyl ketone and the like are exemplified by commercially available products, but are not limited thereto.

Examples of the acetophenone-based compound include diethoxyacetophenone, 2-hydroxy-2-methyl-1-phenylpropane-1-one, benzophenone dimethyl ketal, and 2-hydroxy -1- [4- (2-hydroxyethoxy) phenyl] -2-methylpropane-1-one, 1-hydroxycyclohexylphenyl ketone, 2-methyl-1- (4-methylsulfide Phenyl) -2-morpholinylpropane-1-one, 2-benzyl-2-dimethylamino-1- (4-morpholinophenyl) butane-1-one, 2-hydroxy-2 -Methyl-1- [4- (1-methylvinyl) phenyl] propane-1-one, 2- (4-methylbenzyl) -2- (dimethylamino) -1- (4 -Morpholinophenyl) butane-1-one and the like.

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

Examples of the benzophenone-based compound include benzophenone, o-benzoyl benzoate, 4-phenylbenzophenone, and 4-benzyl-4'-methyldiphenylsulfide. Ether, 3,3 ', 4,4'-tetra (t-butylperoxycarbonyl) benzophenone, 2,4,6-trimethylbenzophenone and the like.

Examples of the biimidazole compound include 2,2'-bis (2-chlorophenyl) -4,4 ', 5,5'-tetraphenylbiimidazole and 2,2'-bis (2,3- Dichlorophenyl) -4,4 ', 5,5'-tetraphenylbiimidazole, 2,2'-bis (2-chlorophenyl) -4,4', 5,5'-tetrakis (alkoxy) Phenyl) biimidazole, 2,2'-bis (2-chlorophenyl) -4,4 ', 5,5'-tetrakis (trialkoxyphenyl) biimidazole, 2,2-bis (2 , 6-dichlorophenyl) -4,4 ', 5,5'-tetraphenyl-1,2'-biimidazole or the 4,4', 5,5 'position of the phenyl group is replaced by an alkoxycarbonyl group Mic Azole compounds and the like. Among these, 2,2'-bis (2-chlorophenyl) -4,4 ', 5,5'-tetraphenylbiimidazole, 2,2'-bis (2,3) are more preferable. -Dichlorophenyl) -4,4 ', 5,5'-tetraphenylbiimidazole, 2,2-bis (2,6-dichlorophenyl) -4,4', 5,5'-tetra Phenyl-1,2'-biimidazole and the like.

Examples of the triazine-based compound include 2,4-bis (trichloromethyl) -6- (4-methoxyphenyl) -1,3,5-triazine, 2,4-bis (tri (Chloromethyl) -6- (4-methoxynaphthyl) -1,3,5-triazine, 2,4-bis (trichloromethyl) -6-piperyl-1,3,5-tri Azine, 2,4-bis (trichloromethyl) -6- (4-methoxystyryl) -1,3,5-triazine, 2,4-bis (trichloromethyl) -6- [2- (5-methylfuran-2-yl) vinyl] -1,3,5-triazine, 2,4-bis (trichloromethyl) -6- [2- (furan-2-yl ) Vinyl] -1,3,5-triazine, 2,4-bis (trichloromethyl) -6- [2- (4-diethylamino-2-methylphenyl) vinyl]- 1,3,5-triazine, 2,4-bis (trichloromethyl) -6- [2- (3,4-dimethoxyphenyl) vinyl] -1,3,5-triazine Wait.

Examples of the thioxanthone-based compound include 2-isopropylthioxanthone, 2,4-diethylthioxanthone, 2,4-dichlorothioxanthone, and 1-chloro-4-propoxy Thioxanthone and so on.

Examples of the anthracene-based compound include 9,10-dimethoxyanthracene, 2-ethyl-9,10-dimethoxyanthracene, 9,10-diethoxyanthracene, and 2-ethyl-9, 10-diethoxyanthracene and the like.

Other specific examples include 2,4,6-trimethylbenzylidene diphenylphosphine oxide, 10-butyl-2-chloroacridone, 2-ethylanthraquinone, and 9,10-phenanthrenequinone. , Camphorquinone, methyl phenylacetate, titanocene compounds, etc.

The content of the photopolymerization initiator (D) is not particularly limited, and it is higher than the solid content of the binder resin (B) and the photopolymerizable compound (C). The total weight of the components is preferably 0.1 to 40% by weight, and more preferably 1 to 30% by weight. When the content of the photopolymerization initiator is within the aforementioned range, the colored photosensitive resin composition is highly sensitive, the exposure time is shortened, the productivity is improved, and a high resolution can be maintained, which is preferable. In addition, the strength of the pixel portion formed using the colored photosensitive resin composition of the present invention and the smoothness of the surface of the pixel portion are improved.

On the other hand, according to one embodiment of the present invention, in order to increase the sensitivity of the colored photosensitive resin composition of the present invention, the photopolymerization initiator (D) may further include a photopolymerization initiation aid (d1). By including the photopolymerization initiation aid (d1), the colored photosensitive resin composition of the present invention can increase sensitivity and improve productivity.

The photopolymerization initiation aid (d1) is preferably, for example, one or more compounds selected from the group consisting of an amine compound, a carboxylic acid compound, and an organic sulfur compound having a thiol group.

As the amine compound, an aromatic amine compound is preferably used, and specifically, an aliphatic amine compound such as triethanolamine, methyldiethanolamine, and triisopropanolamine, methyl 4-dimethylaminobenzoate, and 4-diamine can be used. Ethyl methylaminobenzoate, isoamyl 4-dimethylaminobenzoate, 2-ethylhexyl 4-dimethylaminobenzoate, 2-dimethylaminoethyl benzoate, N, N- Dimethyl-p-toluidine, 4,4'-bis (dimethylamino) benzophenone (commonly known as: mignonone), 4,4'-bis (diethylamino) benzophenone, and the like.

The carboxylic acid compound is preferably an aromatic heteroacetic acid. Specific examples include phenylthioacetic acid, methylphenylthioacetic acid, ethylphenylthioacetic acid, methylethylphenylthioacetic acid, and dimethyl Phenylthiothioacetate, methoxyphenylthio Acetic acid, dimethoxyphenylthioacetic acid, chlorophenylthioacetic acid, dichlorophenylthioacetic acid, N-phenylglycine, phenoxyacetic acid, naphthylthioacetic acid, N-naphthylglycine, naphthyloxyacetic acid, and the like.

Specific examples of the organic sulfur compound having a thiol group include 2-mercaptobenzothiazole, 1,4-bis (3-mercaptobutyryloxy) butane, and 1,3,5-tris ( 3-mercaptobutoxyethyl) -1,3,5-triazine-2,4,6 (1H, 3H, 5H) -trione, trimethylolpropane tris (3-mercaptopropionate), Pentaerythritol tetra (3-mercaptobutyrate), pentaerythritol tetra (3-mercaptopropionate), dipentaerythritol hexa (3-mercaptopropionate), tetraethylene glycol bis (3-mercaptopropionate), and the like.

(E) Solvent

As long as the solvent (E) of the present invention effectively dissolves other components contained in the colored photosensitive resin composition, a solvent commonly used in this field can be used without particular limitation. Specific examples of the solvent can be selected from one or more of ethers, acetates, aromatic hydrocarbons, ketones, alcohols, esters, and amidines, but are not limited thereto.

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 Diethylene glycol dialkyl ethers such as dimethyl ether, diethylene glycol diethyl ether, diethylene glycol dipropyl ether, and diethylene glycol dibutyl ether.

Specific examples of the acetate-based solvents include methyl cellosolve acetate, ethyl cellosolve acetate, propylene glycol monomethyl ether acetate, propylene glycol monoethyl ether acetate, and propylene glycol monopropyl ether acetate. And other alkylene glycol alkyl ether acetates; alkoxyacetic acid alkyl esters and the like.

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

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

Specific examples of the alcohol-based solvent include ethanol, propanol, butanol, hexanol, cyclohexanol, ethylene glycol, and glycerol.

Specific examples of the ester-based solvent include cyclic esters such as γ-butyrolactone; ethyl 3-ethoxypropionate and methyl 3-methoxypropionate.

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

In view of coatability and drying property, the solvent (E) is preferably an organic solvent having a boiling point of 100 ° C to 200 ° C. More preferably, the solvent (E) includes alkylene glycol alkyl ether acetates, ketones, and 3-ethyl Esters such as ethyl oxypropionate and methyl 3-methoxypropionate, etc., more preferably, propylene glycol monomethyl ether acetate, propylene glycol monoethyl ether acetate, cyclohexanone, 3 -Ethyl ethoxypropionate, methyl 3-methoxypropionate and the like. These solvents can be used individually or in mixture of 2 or more types.

The content of the solvent (E) in the coloring photosensitive resin composition of the present invention is preferably 60 to 90% by weight, and preferably 70 to 85% by weight with respect to the total weight of the coloring photosensitive resin composition of the present invention. As long as the content of the solvent (E) is within the above range, a roll coater, a spin coater, a slit spin coater, a slit coater (sometimes referred to as a tank film coater), and an inkjet type are used. When applied by a coating device such as this, it is possible to provide an effect that the coatability tends to be improved.

(F) Additives

In addition to the above components, the colored photosensitive resin composition of the present invention may further include other polymer compounds, curing agents, surfactants, and adhesion promoters as required by those skilled in the art as long as the objects of the present invention are not hindered. , Antioxidants, anti-flocculants, pigment dispersants and other additives (F).

Specific examples of the other polymer compounds include curable resins such as epoxy resin and maleimide resin, polyvinyl alcohol, polyacrylic acid, polyethylene glycol monoalkyl ether, polyfluoroalkyl acrylate, Thermoplastic resins such as polyester and polyurethane are not limited thereto.

The curing agent is used in order to improve deep curing and mechanical strength. Specific examples include, but are not limited to, epoxy compounds, polyfunctional isocyanate compounds, melamine compounds, and oxetane compounds.

Examples of the epoxy compound include bisphenol A type epoxy resin, hydrogenated bisphenol A type epoxy resin, bisphenol F type epoxy resin, hydrogenated bisphenol F type epoxy resin, novolac type epoxy resin, and other aromatic compounds. Family epoxy resins, cycloaliphatic epoxy resins, glycidyl ester resins, glycidyl amine resins, or aliphatic esters other than such epoxy resin brominated derivatives, epoxy resins and brominated derivatives thereof Cyclic or aromatic epoxy compounds, epoxides of butadiene (co) polymers, epoxides of isoprene (co) polymers, glycidyl (meth) acrylate (co) polymers, Triglycidyl isocyanurate and the like are not limited thereto.

Examples of the oxetane compound include carbonate dioxetane, xylene dioxetane, adipic acid dioxetane, terephthalic acid dioxetane, Cyclohexanedicarboxylic acid di-oxetane etc., but Not limited to this.

The curing agent may be used in combination with a curing auxiliary compound that rings-opens and polymerizes an epoxy group of an epoxy compound and an oxetane skeleton of an oxetane compound. Specific examples of the curing auxiliary compound include polycarboxylic acids, polycarboxylic anhydrides, acid generators, and the like. The said carboxylic acid anhydride can use a commercial item as an epoxy resin hardening | curing agent. Specific examples of the aforementioned epoxy resin curing agent include a trade name ( EH-700) (manufactured by Asahi Denki), trade name ( HH) (manufactured by Nippon Chemical Co., Ltd.), trade name (MH-700) (manufactured by Nippon Chemical Co., Ltd.), etc.

The aforementioned curing agents and curing auxiliary compounds may be used alone or in combination of two or more.

The surfactant can be used to further improve the film-forming property of the colored photosensitive resin composition. Specific examples of the surfactant include a fluorine-based surfactant and a silicone-based surfactant.

The fluorine-based surfactant is, for example, a commercially available product of Dainippon Ink Chemical Industry Co., Ltd. F-470, F-471, F-475, F-482, F-489, etc.

The aforementioned silicone-based surfactants include, for example, DC3PA, DC7PA, SH11PA, SH21PA, SH8400, etc. of Toray Dow Corning Silicone Co., Ltd., and TSF-4440, TSF-4300, TSF-4445 of GE Toshiba Silicone Co., Ltd. , TSF-4446, TSF-4460, TSF-4452, etc.

The aforementioned surfactants can be used individually or in combination of two or more kinds.

Specific examples of the adhesion promoter include vinyltrimethoxysilicon. Alkane, vinyltriethoxysilane, vinyltri (2-methoxyethoxy) silane, N- (2-aminoethyl) -3-aminopropylmethyldimethoxysilane, N- (2-aminoethyl) -3-aminopropyltrimethoxysilane, 3-aminopropyltriethoxysilane, 3-glycidoxypropyltrimethoxysilane, 3-glycidoxypropyl Methylmethyldimethoxysilane, 2- (3,4-epoxycyclohexyl) ethyltrimethoxysilane, 3-chloropropylmethyldimethoxysilane, 3-chloropropyltrimethoxysilane , 3-methacryl methoxypropyltrimethoxysilane, 3-mercaptopropyltrimethoxysilane, 3-isocyanatepropyltrimethoxysilane, and 3-isocyanatepropyltriethoxysilane More than one.

The said adhesion promoter is 0.01-10 weight% with respect to the solid content in the coloring photosensitive resin composition of this invention, Preferably it is 0.05-2 weight%.

Specific examples of the antioxidant include 2-tert-butyl-6- (3-tert-butyl-2-hydroxy-5-methylbenzyl) -4-methylphenylacrylate, 2- [1- (2 -Hydroxy-3,5-di-tert-pentylphenyl) ethyl] -4,6-di-tert-pentylphenyl acrylate, 6- [3- (3-tert-butyl-4-hydroxy-5-methyl Phenyl) propoxy] -2,4,8,10-tetra-tert-butyldibenzo [d, f] [1,3,2] dioxphosphatene, 3,9-bis [2 -{3- (3-tert-butyl-4-hydroxy-5-methylphenyl) propanyloxy} -1,1-dimethylethyl] -2,4,8,10-tetraoxa Spiro [5.5] undecane, 2,2'-methylenebis (6-tert-butyl-4-methylphenol), 4,4'-butylenebis (6-tert-butyl-3-methyl) Phenol), 4,4'-thiobis (2-tert-butyl-5-methylphenol), 2,2'-thiobis (6-tert-butyl 4-methylphenol), 3,3 ' -Didodecyl thiodipropionate, ditetradecyl 3,3'-thiodipropionate, octadecyl thiodipropionate, pentaerythritol tetra ( 3-dodecylthiopropionate), 1,3,5-tris (3,5-di-tert-butyl-4-hydroxybenzyl) -1,3,5-tripyridine -2,4,6 (1H, 3H, 5H) -trione, 3,3 ', 3 ", 5,5', 5" -hexat-butyl-a, a ', a "-(trimethyl Benzene-2,4,6-triyl) tri-p-cresol, pentaerythritol tetrakis [3- (3,5-di-tert-butyl-4-hydroxyphenyl) propionate], 2,6-di-tert-butyl 4-methylphenol and 2,2'-thiobis (4-methyl-6-tert-butylphenol) and the like are not limited thereto.

Specific examples of the aforementioned antiflocculant include, but are not limited to, sodium polyacrylate.

The pigment dispersant is a component added to maintain deflocculation and stability of the pigment (a1). An example of a method for uniformly dispersing the particle diameter of the pigment (a1) is a method of adding a pigment dispersant and performing a dispersion treatment, whereby a pigment dispersion liquid in which a pigment is uniformly dispersed in a solution can be obtained.

As the aforementioned pigment dispersant, a dispersant commonly used in this field can be used without limitation. Preferably, an acrylic dispersant (hereinafter, referred to as an acrylic dispersant) including butyl methacrylate (BMA) or -N, N-dimethylaminoethyl methacrylate (DMAEMA) can be used. Examples of the commercially available acrylate-based dispersant include DISPER BYK-2000, DISPER BYK-2001, DISPER BYK-2070, DISPER BYK-2150, and DISPER BYK LPN-6919. The aforementioned acrylic dispersants can be used alone or in combination of two or more kinds.

The pigment dispersant may use other resin-based pigment dispersants in addition to the acrylate-based dispersant. The other resin-based pigment dispersants include well-known resin-based pigment dispersants, and in particular, polycarboxylates represented by polyurethanes, polyacrylates, unsaturated polyamines, polycarboxylic acids, and (partial) amines of polycarboxylic acids. Salts, ammonium salts of polycarboxylic acids, alkylamine salts of polycarboxylic acids, polysiloxanes, long-chain polyaminophosphonium phosphates, esters of hydroxyl-containing polycarboxylic acids, and these Quality modified products, or amidines formed by the reaction of polyesters with free carboxyl groups and poly (lower alkyleneimines) or oily pigment dispersants of these materials; such as (a Based) acrylic acid-styrene copolymer, (meth) acrylic acid- (meth) acrylate copolymer, styrene-maleic acid copolymer, polyvinyl alcohol or polyvinylpyrrolidone water-soluble resin or water-soluble polymer Compounds; polyesters; modified polyacrylates; ethylene oxide / propylene oxide addition products; and phosphate esters.

Commercial products of the resin-based pigment dispersant include, for example, the trade names of BYK Chemicals: 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 trade 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; Lubrirzol's trade name: SOLSPERS- 24000, SOLSPERS-32550, NBZ-4204 / 10; Trade names of fine chemical companies: HINOACTT-6000, HINOACTT-7000, HINOACTT-8000; Trade names of Ajinomoto: AJISPERPB-821, AJISPERPB-822, AJISPERPB-823 ; Trade names of Kyoeisha Chemical Company: FLORENEDOPA-17HF, FLORENEDOPA-15BHF, FLORENEDOPA-33, FLORENEDOPA-44, etc., but are not limited thereto.

Solid content of the pigment dispersant with respect to the pigment (a1) used 100 parts by weight is preferably 5 to 60 parts by weight, and more preferably 10 to 50 parts by weight. When the content of the pigment dispersant is less than 5 parts by weight based on the foregoing standards, problems such as difficulty in micronization of the pigment and gelation after dispersion are caused. When it exceeds 60 parts by weight, the viscosity becomes high, which is not preferable.

The manufacturing method of the coloring photosensitive resin composition of this invention is illustrated as follows, as an example.

First, the pigment (a1) in the colorant (A) is mixed with a solvent (E), and dispersed using a bead mill or the like until the average particle diameter of the pigment is about 0.2 μm or less. In this case, if necessary, a part or all of the pigment dispersant, the binder resin (B), or the dye (a2) may be mixed with the solvent (E) and dissolved or dispersed.

To the mixed dispersion liquid, a dye (a2), the remainder of the binder resin (B), a photopolymerizable compound (C) and a photopolymerization initiator (D), and an additive (F) and a solvent (if necessary) are further added. E) The colored photosensitive resin composition of the present invention can be produced at a predetermined concentration.

The present invention also includes a colored pattern produced from the aforementioned colored photosensitive resin composition. The colored pattern can be produced by coating the colored photosensitive resin composition of the present invention on a substrate, photocuring, and developing. The thickness of the colored pattern is not particularly limited, and may be, for example, 1 to 6 μm.

The colored pattern can be formed by, for example, the following method.

First, the colored photosensitive resin composition is coated on a substrate or a layer formed of a solid component of the photosensitive resin composition, and the solvent and other volatilities are removed from the coated photosensitive resin composition layer by pre-baking. Ingredients to obtain a smooth coating film.

The aforementioned coating method can be implemented by, for example, a spin coating method, a cast coating method, a roll coating method, a slit spin coating method, a slit coating method, or the like.

After the coating, a volatile component such as a solvent is volatilized by pre-baking (heat-drying) or drying under reduced pressure to form a colored photosensitive resin composition layer. Here, the heating temperature is usually 70 to 200 ° C, and preferably 80 to 130 ° C.

In order to obtain a target pattern, the coating film thus obtained is irradiated with ultraviolet rays through a mask. At this time, the entire exposure portion is irradiated with parallel light, and it is preferable to use a device such as a mask aligner or a stepper to accurately align the mask and the substrate.

Thereafter, the cured coating film is brought into contact with an alkaline developing solution to dissolve and develop the non-exposed portion, thereby obtaining a target pattern shape. The aforementioned developing method may be a liquid addition method, a dipping method, a spray method, or the like. In addition, the substrate can be tilted at any angle during development.

The aforementioned developing solution for development after patterned exposure is usually an aqueous solution containing a basic compound and a surfactant. The aforementioned basic compound may be any of inorganic and / or organic basic compounds.

Specific examples of the inorganic basic compound include sodium hydroxide, potassium hydroxide, disodium hydrogen phosphate, sodium dihydrogen phosphate, diammonium hydrogen phosphate, ammonium dihydrogen phosphate, potassium dihydrogen phosphate, sodium silicate, and silicic acid. Potassium, sodium carbonate, potassium carbonate, sodium bicarbonate, potassium bicarbonate, sodium borate, potassium borate, ammonium borate, etc.

Specific examples of the organic basic compound include tetramethylammonium hydroxide, 2-hydroxyethyltrimethylammonium hydroxide, monomethylamine, dimethylamine, trimethylamine, monoethylamine, diethylamine, and trimethylamine. Ethylamine, monoisopropylamine, diisopropylamine, ethanolamine, etc.

These inorganic and organic basic compounds can be used individually or in combination of 2 or more types.

A preferable concentration of the basic compound in the alkaline developing solution is 0.01 to 10% by weight, and more preferably 0.03 to 5% by weight.

As the surfactant in the alkaline developing solution, any one selected from the group consisting of a nonionic surfactant, an anionic surfactant, or a cationic surfactant can be used.

Specific examples of the non-ionic surfactant include polyoxyethylene alkyl ethers, polyoxyethylene aryl ethers, polyoxyethylene alkylaryl ethers, other polyoxyethylene derivatives, and oxyethylene / oxypropylene copolymers. Block copolymers, sorbitan fatty acid esters, polyoxyethylene sorbitan fatty acid esters, polyoxyethylene sorbitol fatty acid esters, glycerol fatty acid esters, polyoxyethylene fatty acid esters, polyoxyethylene Alkyl amines and the like.

Specific examples of the anionic surfactant include higher alcohol sulfate salts such as sodium lauryl sulfate and sodium oleate sulfate, alkyl sulfates such as sodium lauryl sulfate and ammonium lauryl sulfate, and twelve Alkyl aryl sulfonates such as sodium alkylbenzenesulfonate and sodium dodecylnaphthalenesulfonate.

Specific examples of the cationic surfactant include amine salts such as octadecylamine hydrochloride and lauryltrimethylammonium chloride, or quaternary ammonium salts.

These surfactants can be used alone or in combination of two or more kinds.

The concentration of the surfactant in the alkaline developer is usually 0.01 to 10% by weight, preferably 0.05 to 8% by weight, and more preferably 0.1 to 5% by weight.

After development, wash with water, and post-bake at 150-230 ° C for 10-60 minutes if needed.

Color filter

Moreover, this invention provides the color filter of the coloring pattern manufactured from the said coloring photosensitive resin composition. The color filter of the present invention includes a substrate and a coloring pattern made of the coloring photosensitive resin composition of the present invention on the substrate. As the transparent substrate, a material having sufficient strength and supporting force for the stability of the color filter can be used as the transparent material. Preferably, glass having excellent chemical stability and high strength can be used. The aforementioned method of manufacturing the color filter may use a common method well known in the art.

Image display device

In addition, the present invention provides an image display device including the aforementioned color filter. Specific examples of the image display device include a liquid crystal display (liquid crystal display device; LCD), an organic EL display (organic EL display device), a liquid crystal projector, a display device for a game machine, a portable display device such as a mobile phone, and a digital display. Display devices such as display devices for cameras and display devices for navigation are particularly suitable for color display devices.

The aforementioned image display device includes, in addition to the aforementioned color filter, a structure known to those skilled in the art in the technical field of the invention, that is, the invention includes an image display device to which the color filter of the invention can be applied .

Hereinafter, the present invention will be described in more detail using examples and comparative examples. However, the following embodiments are merely used to illustrate the present invention, and the present invention is not limited to the following embodiments, and various modifications and changes can be made within the scope of the present invention. this invention The scope is determined by the technical idea of the aforementioned patent application scope.

In addition, in the following manufacturing examples, examples, and comparative examples, “%” and “parts” indicating content are based on weight unless otherwise specifically mentioned.

Production of colored photosensitive resin composition

A colored photosensitive resin composition having the composition and content described in Table 1 below was produced.

Manufacturing example: manufacturing of color filters

A color filter was produced using the colored photosensitive resin composition produced in the foregoing Examples 1 to 5 and Comparative Examples 1 to 2.

After each of the colored photosensitive resin compositions described above was applied to a glass substrate by a spin coating method, the colored photosensitive resin composition was placed on a hot plate and held at a temperature of 100 ° C. for 3 minutes to form a thin film. Next, a test photomask having a pattern having a step change in light transmittance within a range of 1 to 100% and a line width / space pattern of 1 μm to 50 μm was placed on the film, and the interval between the test photomask and the test photomask It was set to 100 μm and irradiated with ultraviolet rays. At this time, the ultraviolet light source was irradiated with an illumination intensity of 100 mJ / cm ² using a 1 KW high-pressure mercury lamp including all g, h, and i rays, and no special filter was used. The film irradiated with the aforementioned ultraviolet rays was immersed in a KOH aqueous solution developing solution at pH 10.5 for 2 minutes to develop. The glass plate coated with the film was washed with distilled water, dried by blowing nitrogen gas, and heated in a heating furnace at 200 ° C. for 1 hour to produce a color filter. The thickness of the manufactured color filter was 2.0 μm.

Test example: Evaluation of colored photosensitive resin composition

Experimental example 1: Measurement of brightness

The brightness was measured using a micro-spectrometer OSP-SP2000. The results are shown in Table 2 below.

Brightness evaluation standard

O: Above 47.0, suitable

X: less than 47.0, not suitable

Experimental example 2: Measurement of chromaticity (color coordinates)

The color coordinates of the colored layer were measured using a microspectroscope OSP-SP2000. The results are shown in Table 2 below.

Experimental example 3: Measurement of sensitivity

Except for using a pattern mask whose light transmittance changes stepwise in the range of 1 to 100%, the brightness was measured in the same manner as in Experimental Example 1 described above. (Film thickness before development / Film after development Thick) × 100% The minimum exposure of 90% is expressed as sensitivity, and the results based on the following evaluation criteria are shown in Table 2.

evaluation standard

When the pattern remains when the sensitivity is less than 60 (mJ / cm ² ): O

When the pattern remains when the sensitivity is 60 (mJ / cm ² ) or more: X

From the results in Table 2, it can be seen that the color filters manufactured from the colored photosensitive resin composition of Examples 1 to 5 belonging to the scope of the present invention can confirm that they exhibit excellent brightness and sensitivity based on the same color coordinates.

On the other hand, in the cases of Comparative Examples 1 and 2 that did not include the compound represented by Chemical Formula 1, it was confirmed that the characteristics of high brightness and high sensitivity cannot be achieved at the same time.

Claims (10)

A colored photosensitive resin composition comprising a colorant (A), a binder resin (B), a photopolymerizable compound (C), a photopolymerization initiator (D), and a solvent (E), characterized in that the coloring The agent (A) contains a compound represented by the following Chemical Formula 1 and one or more selected from pigments and dyes, In the chemical formula 1, A ¹ to A ¹⁶ are independently Cl, Br, or H, 2 to 5 of A ¹ to A ¹⁶ are H, 0 to 3 are Cl, and 8 to 13 are Br. The colored photosensitive resin composition according to claim 1, wherein the content of the compound represented by the chemical formula 1 is 0.05 to 30% by weight based on the total weight of the colored photosensitive resin composition. The coloring photosensitive resin composition according to claim 1, wherein the coloring photosensitive resin composition contains 5 to 70% by weight of the coloring with respect to the solid content of the coloring photosensitive resin composition. Agent (A). The coloring photosensitive resin composition according to claim 1, wherein Therefore, the weight ratio of the compound represented by the chemical formula 1 to one or more selected from pigments and dyes is 1: 0.050 to 1: 18.0. The colored photosensitive resin composition according to claim 1, wherein the colored photosensitive resin composition further comprises other polymer compounds, curing agents, surfactants, adhesion promoters, antioxidants, and anti-flocculation. One or more additives selected from the group consisting of a dispersant and a pigment dispersant. The coloring photosensitive resin composition according to claim 1, wherein a T _max of the compound represented by the chemical formula 1 is 500 nm to 530 nm. The coloring photosensitive resin composition according to claim 1, wherein the T _50% of the compound represented by the chemical formula 1 is 445 nm to 580 nm. The coloring photosensitive resin composition according to claim 1, wherein in the XYZ color system, when y = 0.6 or more, it has color coordinates of x = 0.1 to 0.35. A color filter comprising a coloring pattern produced using the coloring photosensitive resin composition according to any one of claims 1 to 8. An image display device, wherein the image display device includes the color filter according to claim 9.