JP2016126324A - Colored photosensitive resin composition - Google Patents

Abstract

PROBLEM TO BE SOLVED: To provide a colored photosensitive resin composition.SOLUTION: The colored photosensitive resin composition comprises a colorant (A), a binder resin (B), a photopolymerizable compound (C), a photopolymerization initiator (D), and a solvent (E), in which the colorant (A) comprises a compound represented by chemical formula 1 and at least one compound selected from pigments and dyes. The present invention also relates to a color filter produced by using the above resin composition, and an image display device including the color filter.SELECTED DRAWING: None

Description

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 same.

The color filter is widely used in various display devices such as an image sensor and a liquid crystal display device (LCD), and its application range is rapidly expanding. The color filter used in the image pickup device, the liquid crystal display device, or the like includes a coloring pattern of three colors of red (Red), green (Green), and blue (Blue), or yellow (Yellow) and magenta (Magenta). And a coloring pattern of three colors of cyan.

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

In recent years, various display devices including solid-state imaging devices such as digital cameras, and color filters for liquid crystal display devices (LCD) are required to have high luminance and fixed color properties in order to improve processability and quality. .

On the other hand, Patent Document 1 discloses C.I. I. Pigment green 7 and C.I. I. Although a resin composition using CI Pigment Yellow 185 is disclosed, there is a problem that high luminance and high colorability cannot be satisfied at the same time.

Korean Published Patent No. 2013-0134494

The present invention has been made to solve the above-described problems of the prior art, and an object of the present invention is to provide a colored photosensitive resin composition having excellent brightness and colorability and high sensitivity.

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

The present invention
Including a colorant (A), a binder resin (B), a photopolymerizable compound (C), a photopolymerization initiator (D), and a solvent (E);
The colorant (A) includes a compound represented by the following chemical formula 1, and at least one selected from pigments and dyes, and provides a colored photosensitive resin composition.

In Formula 1, A ^{1 to} A ¹⁶ are each independently Cl, Br, or H. Among A ^{1 to} A ¹⁶ , 1 to 6 are H, 0 to 5 are Cl, and 5 to 13 Is Br.

The present invention also provides:
Provided is a color filter including a pattern formed of the colored photosensitive resin composition.

Furthermore, the present invention provides
An image display device including the color filter is provided.

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

It is a graph which shows the transmission spectrum of A-1 or A-2; G58 or G7 which are respectively represented by Chemical formula 1.

The present invention
Including a colorant (A), a binder resin (B), a photopolymerizable compound (C), a photopolymerization initiator (D), and a solvent (E);
The colorant (A) includes a compound represented by the following chemical formula 1, and at least one selected from pigments and dyes, and provides a colored photosensitive resin composition.

In Formula 1, A ^{1 to} A ¹⁶ are each independently Cl, Br, or H. Among A ^{1 to} A ¹⁶ , 1 to 6 are H, 0 to 5 are Cl, and 5 to 13 Is Br.

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

(A) Colorant

The colorant (A) according to the present invention is a component capable of developing a hue such as red, green, or blue so that a pattern having a target hue can be produced.

Pigment (a1)
The colorant (A) contained in the colored photosensitive resin composition of the present invention is characterized by containing a compound represented by the following chemical formula 1 as the pigment (a1). The compound represented by the following chemical formula 1 has a structure of ZnPc (Zinc Phthalocyanine). When the colorant (A) of the present invention contains a compound represented by the following chemical formula 1, there is an advantage of high color reproduction.

In Formula 1, A ^{1 to} A ¹⁶ are each independently Cl, Br, or H. Among A ^{1 to} A ¹⁶ , 1 to 6 are H, 0 to 5 are Cl, and 5 to 13 Is Br;
More preferably, 1-6 are H, 0-5 are Cl, and 7-13 are Br;
More preferably, 2 to 5 may be H, 0 to 3 may be Cl, and 8 to 13 may be Br. In this case, it is preferable in that the effect of the present invention is further maximized.

C. I. Pigment Green 58 (G58) has the advantage of high brightness, but the pigment content increases in order to achieve high colorability. However, if the composition contains a large amount of pigment, developability is high. There is a risk that the pattern formed by the composition is peeled off and the sensitivity is lowered.

However, in the present invention, by using the pigment represented by the chemical formula 1 as a colorant, it is possible to design a resist with high color reproduction even when the pigment content is small.

On the other hand, C.I. I. When Pigment Green 7 (G7) is contained in a resin composition, it can exhibit high colorability even if the pigment content is low, and has an advantageous aspect in use, but has a problem of low brightness. there were. However, the compound represented by Formula 1 contained in the colored photosensitive resin composition of the present invention is C.I. I. While exhibiting a transmission spectrum and color coordinates similar to those of CI Pigment Green 7, it functions to exhibit excellent luminance by being contained in the colored photosensitive resin composition. As can be confirmed from FIG. 1, the compound represented by Chemical Formula 1 is C.I. I. Similar to Pigment Green 7, it has a transmission spectrum at a wavelength of 400 nm to 610 nm.

In this specification, Tmax means the wavelength at the point where the transmittance of the pigment is maximum, and T _50% means the wavelength at the point where the transmittance of the pigment is 50% or more of the maximum value.

As one embodiment of the present invention, the compound represented by Chemical Formula 1 may have a Tmax of 500 to 530 nm. In this case, it is preferable from the viewpoint of excellent colorability.

As another embodiment of the present invention, T _{50% of the} compound represented by Chemical Formula 1 may be 445 to 580 nm. In this case, it is preferable from the viewpoint of excellent colorability.

The compound represented by Chemical Formula 1 is preferably contained in an amount of 0.05 to 30% by weight, and 0.05 to 25% by weight, based on the total weight of the colored photosensitive resin composition of the present invention. More preferably, it is more preferably 0.05 to 20% by weight. When the compound represented by the chemical formula 1 is contained in the range of 0.05 to 30% by weight based on the above criteria, it is preferable because a high brightness resist can be expressed while being excellent in colorability.

The colorant (A) according to the present invention is a component capable of developing a hue such as red, green, or blue so that a pattern having a target hue can be produced in addition to the compound represented by Formula 1. It contains at least one selected from pigments and dyes commonly used in the art, and can be manufactured in the form of a mill base.

The compound represented by Formula 1 and one or more selected from pigments and dyes are preferably 1: 0.050 to 1: 18.0, more preferably 1: 0.1 to 1: 9, More preferably, it is included in a weight ratio of 1: 0.2 to 1: 4. When contained in the above weight ratio, there are advantages of high colorability and high brightness, a process margin is improved, and sensitivity is excellent, which is preferable.

In this case, the colorant containing the compound represented by the chemical formula 1 according to the present invention as a pigment has a color coordinate of x = 0.1 to 0.35 when y = 0.6 or more in the XYZ color system. Can have.

The said pigment (a1) contains an organic pigment and an inorganic pigment, and these can be used individually or in mixture of 2 or more types. Use of an organic pigment may be more preferable in terms of excellent heat resistance and color developability. The organic pigment may be a synthetic dye or a natural dye.

The organic pigment is optionally treated with rosin; surface treatment using a pigment derivative having an acidic group or basic group introduced; graft treatment on the surface of the pigment using a polymer compound, etc .; Or a washing treatment with an organic solvent or water for removing impurities.

Examples of the inorganic pigment include metal compounds such as metal oxides and metal complex salts, inorganic salts of barium sulfate (extreme pigment), and more specifically, the metal compounds include iron, cobalt, aluminum, cadmium, Examples thereof include oxides of metals such as lead, copper, titanium, magnesium, chromium, zinc, antimony, and carbon black, and composite metal oxides.

More specifically, specific examples of the pigment (a1) include compounds classified as pigments in the Color Index (Publisher: The Society of Dyers and Colorists), and more specifically, Examples thereof include, but are not limited to, pigments exemplified by color index (CI) numbers, and at least one selected from the pigment index, binder resin, dispersion, and the like so as to match a desired chromaticity. It can be co-dispersed using an agent or the like.

C. I. Specific examples of pigment yellow include C.I. I. 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, etc .;
C. I. Specific examples of pigment orange include C.I. I. Pigment orange 13, 31, 38, 40, 42, 43, 51, 55, 59, 61, 64, 65, 71 and 73;
C. I. Specific examples of pigment red include C.I. I. Pigment red 9, 97, 105, 122, 123, 144, 149, 166, 168, 176, 177, 180, 192, 209, 215, 216, 224, 242, 254, 255, 264 and 265;
C. I. Specific examples of pigment blue include C.I. I. Pigment blue 15: 3, 15: 4, 15: 6, 16, 22, 28, 60, etc .;
C. I. Specific examples of pigment violet include C.I. I. Pigment violet 14, 19, 23, 29, 32, 177, etc.
C. I. Specific examples of pigment green include C.I. I. Pigment green 7, 36, 58, and the like.

Among the pigments exemplified above, C.I. I. Pigment yellow 138, C.I. I. Pigment yellow 129, C.I. I. Pigment yellow 150, C.I. I. It may be more preferable to include one or more selected from the group consisting of CI Pigment Yellow 185.

Dye (a2)
The dye (a2) contained in the colorant (A) of the present invention can be used without limitation as long as it has solubility in an organic solvent or can be dispersed. Preferably, a dye having solubility in an organic solvent and ensuring reliability such as solubility in an alkali developer, heat resistance and solvent resistance may be used. In the case of a dye that is not soluble in an organic solvent, it can be dispersed and used.

The dye (a2) includes at least one selected from acidic dyes having an acidic group such as sulfonic acid and carboxylic acid, salts of acidic dyes and nitrogen-containing compounds, sulfonamides of acidic dyes, and derivatives thereof. Can be used. In addition, an azo, xanthene, or phthalocyanine acid dye, or a derivative thereof may be selected.

The dye (a2) is preferably a compound classified as a dye in the color index (published by The Society of Dyer's and Colorists) or a known dye described in a dye note (color dye company). .

Specific examples of the dye (a2) include
C. I. Solvent Yellow (solvent yellow) No. 2, C.I. I. Solvent Yellow 14, C.I. I. Solvent Yellow No. 16, C.I. I. Solvent Yellow 33, C.I. I. Solvent Yellow 34, C.I. I. Solvent Yellow 44, C.I. I. Solvent Yellow 56, C.I. I. Solvent Yellow 82, C.I. I. Solvent Yellow 93, C.I. I. Solvent Yellow 94, C.I. I. Solvent Yellow 98, C.I. I. Solvent Yellow 116, C.I. I. Solvent Yellow 135;
C. I. Solvent Orange (solvent orange) No. 1, C.I. I. Solvent Orange No. 3, C.I. I. Solvent Orange No. 7, C.I. I. Solvent Orange 63;
C. I. Solvent Red (solvent red) No. 1, C.I. I. Solvent Red No. 2, C.I. I. Solvent Red No. 3, C.I. I. Solvent Red No. 8, C.I. I. Solvent Red 18, C.I. I. Solvent Red 23, C.I. I. Solvent Red 24, C.I. I. Solvent Red 27, C.I. I. Solvent Red 35, C.I. I. Solvent Red 43, C.I. I. Solvent Red 45, C.I. I. Solvent Red 48, C.I. I. Solvent Red 49, C.I. I. Solvent Red 91: 1, C.I. I. Solvent Red 119, C.I. I. Solvent Red 135, C.I. I. Solvent Red 140, C.I. I. Solvent Red 196, C.I. I. Solvent Red 197;
C. I. Solvent Violet No. 8, C.I. I. Solvent Violet No. 9, C.I. I. Solvent Violet No. 13, C.I. I. Solvent Violet 26, C.I. I. Solvent Violet 28, C.I. I. Solvent Violet 31, C.I. I. Solvent violet 59;
C. I. Solvent Blue (solvent blue) No. 4, C.I. I. Solvent Blue No. 5, C.I. I. Solvent Blue 25, C.I. I. Solvent Blue 35, C.I. I. Solvent Blue 36, C.I. I. Solvent Blue 38, C.I. I. Solvent Blue 70;
C. I. Solvent Green (solvent green) No. 3, C.I. I. Solvent Green No. 5, C.I. I. Solvent Green 7 etc. are mentioned, However, It is not limited to these.

The colorant (A) may be contained in a weight fraction with respect to the solid content in the colored photosensitive resin composition of the present invention, preferably 5 to 70% by weight, more preferably 10 to 50% by weight. . If the content of the colorant (A) is less than 5% by weight, the color separation ability of the formed pattern may be deteriorated. If it exceeds 70% by weight, the lithography performance is deteriorated and a residue remains. Or undeveloped problems may occur.

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

(B) Binder resin

The binder resin (B) contained in the colored photosensitive resin composition of the present invention is a component that imparts solubility to the alkaline developer used in the development step. In the present invention, the binder resin is not particularly limited, but is preferably a copolymer of a monomer having a carboxyl group and another monomer copolymerizable therewith.

The monomer having a carboxyl group is not particularly limited, and specific examples thereof include monocarboxylic acids such as acrylic acid, methacrylic acid, and crotonic acid; dicarboxylic acids such as fumaric acid, mesaconic acid, and itaconic acid; Examples thereof include mono (meth) acrylates of a polymer having a carboxyl group and a hydroxyl group at both ends, such as caprolactone mono (meth) acrylate, and acrylic acid and methacrylic acid are more preferable. One or more of these can be selected and used.

The other copolymerizable 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, vinyltoluene, and the like. Unsaturated carboxylate compounds such as methyl acrylate, methyl methacrylate, ethyl acrylate, ethyl methacrylate, butyl acrylate, butyl methacrylate, 2-hydroxyethyl acrylate, 2-hydroxyethyl methacrylate, benzyl acrylate, benzyl methacrylate; Saturated aminoalkylcarboxylate compounds; unsaturated glycidyl carboxylate compounds such as glycidyl methacrylate; vinyl carboxylate compounds such as vinyl acetate and vinyl propionate; Vinylcyanide compounds such as acrylonitrile, methacrylonitrile, α-chloroacrylonitrile; 3-methyl-3-acryloxymethyloxetane, 3-methyl-3-methacryloxymethyloxetane, 3-ethyl-3-acryloxymethyloxetane, 3 -Ethyl-3-methacryloxymethyl oxetane, 3-methyl-3-acryloxyethyl oxetane, 3-methyl-3-methacryloxyethyl oxetane, 3-methyl-3-acryloxyethyl oxetane, 3-methyl-3-methacryl And unsaturated oxetane carboxylate compounds such as oxyethyl oxetane. These monomers can be used alone or in combination of two or more.

According to the present invention, the molecular weight distribution of the binder resin (B), that is, the weight average molecular weight relative to the number average molecular weight (weight average molecular weight (Mw) / number average molecular weight (Mn)) is preferably 1.5-6. 0.0, more preferably 1.8 to 4.0 may be the developability side.

The acid value of the binder resin (B) is preferably 30 to 170 mgKOH / g based on the solid content, and more preferably 50 to 150 mgKOH / g. When the acid value of the binder resin (B) is less than 30 mgKOH / g, it is difficult for the colored photosensitive resin composition to secure a sufficient development rate, and when the acid value exceeds 170 mgKOH / g, The adhesion of the resin is reduced and pattern short-circuiting is likely to occur, causing a problem in compatibility with the colorant, and the colorant in the colored photosensitive resin composition is precipitated, or the storage stability of the colored photosensitive resin composition is stable. This is not preferable because the viscosity may be increased due to a decrease in properties.

The binder resin (B) is preferably contained in an amount of 5 to 85% by weight, more preferably 10 to 70% by weight based on the solid content in the colored photosensitive resin composition of the present invention. good. If the content of the binder resin (B) is 5 to 85% by weight based on the above standard, the solubility in the developer is sufficient, and development residues are hardly generated on the non-pixel portion of the substrate, and exposure is performed during development. This is preferable because a reduction in the film thickness of the pixel portion of the portion is prevented and the lack of the non-pixel portion tends to be good.

(C) Photopolymerizable compound

The photopolymerizable compound (C) contained in the colored photosensitive resin composition of the present invention is a compound that can be polymerized by an active radical, an acid, etc. generated from a photopolymerization initiator (D) described later by light irradiation. Any compound that can be polymerized by the action of a photopolymerization initiator is not particularly limited. Preferably, a monofunctional monomer, a bifunctional monomer, or a trifunctional or higher polyfunctional monomer can be used, and one or more monomers selected from these can be used.

Specific examples of the monofunctional monomer include nonylphenyl carbitol acrylate, 2-hydroxy-3-phenoxypropyl acrylate, 2-ethylhexyl carbitol acrylate, 2-hydroxyethyl acrylate, or N-vinyl pyrrolidone. Examples of commercially available products include, but are not limited to, Aronix M-101 (Toagosei), KAYARAD TC-110S (Nippon Kayaku), and Biscoat 158 (Osaka Organic Chemical Industry).

Specific examples of the bifunctional monomer include 1,4-butanediol di (meth) acrylate, 1,6-hexanediol di (meth) acrylate, ethylene glycol di (meth) acrylate, and neopentyl glycol di (meth). ) Acrylate, triethylene glycol di (meth) acrylate, bis (acryloyloxyethyl) ether of bisphenol A, 3-methylpentanediol di (meth) acrylate, propylene glycol dimethacrylate, urethane (meth) acrylate, and the like. As products, Aronix M-210, M-1100, 1200 (Toa Gosei), KAYARAD HDDA (Nippon Kayaku), Biscote 260 (Osaka Organic Chemical Industry), AH-600, AT-600 or UA-306H (Kyoeisha Chemical) Company And the like, but not limited thereto.

Specific examples of the trifunctional or higher polyfunctional monomer include trimethylolpropane tri (meth) acrylate, ethoxylated trimethylolpropane tri (meth) acrylate, propoxylated trimethylolpropane tri (meth) acrylate, penta Erythritol tri (meth) acrylate, pentaerythritol tetra (meth) acrylate, dipentaerythritol diacrylate, dipentaerythritol triacrylate, dipentaerythritol penta (meth) acrylate, ethoxylated dipentaerythritol hexa (meth) acrylate, propoxylate Ted dipentaerythritol hexa (meth) acrylate, dipentaerythritol hexa (meth) acrylate, etc. Aronix M-309, TO-1382 (Toagosei), KAYARAD TMPTA, KAYARAD DPHA or KAYARAD DPHA-40H (manufactured by Nippon Kayaku) and the like, but is not limited thereto.

Of the photopolymerizable compounds exemplified above, it is more preferable to use a polyfunctional monomer having three or more functional groups, and (meth) acrylates and urethane (meth) acrylate have excellent polymerizability and improve strength. It is further preferable in that it can be performed.

The photopolymerizable compound (C) is contained in an amount of 5 to 45% by weight, preferably 10 to 35% by weight, based on the solid content in the colored photosensitive resin composition of the present invention. Is more preferable. When the photopolymerizable compound (C) is in the range of 5 to 45% by weight on the basis, it is preferable because the strength and smoothness of the pixel portion are improved.

(D) Photopolymerization initiator

The photopolymerization initiator (D) contained in the colored photosensitive resin composition of the present invention contains the photopolymerizable compound (C) described above by exposure to radiation such as visible light, ultraviolet light, far ultraviolet light, electron beam, and X-ray. ) Is a compound that generates a radical or the like capable of initiating polymerization.

If the said photoinitiator is a thing normally used in the said field within the range which does not impair the objective of this invention, and can polymerize the said binder resin and a photopolymerizable compound, the kind will be used. There is no particular restriction. Representative examples include, but are not limited to, oxime compounds, acetophenone compounds, benzoin compounds, benzophenone compounds, biimidazole compounds, triazine compounds, thioxanthone compounds, and anthracene compounds. One or more of these can be selected and used. Of these, it may be more preferable to use an oxime compound in consideration of polymerization characteristics, initiation efficiency, absorption wavelength, and the like.

Examples of the oxime compounds include o-ethoxycarbonyl-α-oxyimino-1-phenylpropan-1-one, (Z) -2-((benzoyloxy) imino) -1- (4- (phenylthio) phenyl. ) Octan-1-one, (E) -1-(((1- (9-ethyl-6- (2-methylbenzoyl) -9H-carbazol-3-yl) ethylidin) amino) oxy) ethanone, and ( E) -1-(((1- (6- (4-((2,2-dimethyl-1,3-dioxolan-4-yl) methoxy) -2-methylbenzoyl) -9-ethyl-9H-carbazole -3-yl) ethylidene) amino) oxy) ethanone and the like, and commercially available products include OXE-01, OXE-02, etc. of Basf, but are not limited thereto. No.

Examples of the acetophenone compound include diethoxyacetophenone, 2-hydroxy-2-methyl-1-phenylpropan-1-one, benzyldimethyl ketal, 2-hydroxy-1- [4- (2-hydroxyethoxy) phenyl. ] -2-Methylpropan-1-one, 1-hydroxycyclohexyl phenyl ketone, 2-methyl-1- (4-methylthiophenyl) -2-morpholinopropan-1-one, 2-benzyl-2-dimethylamino-1 -(4-morpholinophenyl) butan-1-one, 2-hydroxy-2-methyl-1- [4- (1-methylvinyl) phenyl] propan-1-one, 2- (4-methylbenzyl) -2 -(Dimethylamino) -1- (4-morpholinophenyl) butan-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 compounds include benzophenone, methyl 0-benzoylbenzoate, 4-phenylbenzophenone, 4-benzoyl-4′-methyldiphenyl sulfide, 3,3 ′, 4,4′-tetra (tert-butylperoxide). Oxycarbonyl) 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'-tetra (alkoxyphenyl) biimidazole, 2,2 ' -Bis (2-chlorophenyl) -4,4 ', 5,5'-tetra (trialkoxyphenyl) biimidazole, 2,2-bis (2,6-dichlorophenyl) -4,4', 5,5'- Examples thereof include tetraphenyl-1,2′-biimidazole, and an imidazole compound in which the phenyl group at the 4,4 ′, 5,5 ′ position is substituted with a carboalkoxy group. Of these, 2,2′-bis (2-chlorophenyl) -4,4 ′, 5,5′-tetraphenylbiimidazole, 2,2′-bis (2,3-dichlorophenyl) -4 is more preferable. , 4 ′, 5,5′-tetraphenylbiimidazole, 2,2-bis (2,6-dichlorophenyl) -4,4 ′, 5,5′-tetraphenyl-1,2′-biimidazole, etc. Can be mentioned.

Examples of the triazine compound include 2,4-bis (trichloromethyl) -6- (4-methoxyphenyl) -1,3,5-triazine, 2,4-bis (trichloromethyl) -6- (4 -Methoxynaphthyl) -1,3,5-triazine, 2,4-bis (trichloromethyl) -6-piperonyl-1,3,5-triazine, 2,4-bis (trichloromethyl) -6- (4- Methoxystyryl) -1,3,5-triazine, 2,4-bis (trichloromethyl) -6- [2- (5-methylfuran-2-yl) ethenyl] -1,3,5-triazine, 2, 4-bis (trichloromethyl) -6- [2- (furan-2-yl) ethenyl] -1,3,5-triazine, 2,4-bis (trichloromethyl) -6- [2- (4-diethylamino) -2-methylph Nyl) ethenyl] -1,3,5-triazine, 2,4-bis (trichloromethyl) -6- [2- (3,4-dimethoxyphenyl) ethenyl] -1,3,5-triazine and the like. .

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

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

Other specific examples include 2,4,6-trimethylbenzoyldiphenylphosphine oxide, 10-butyl-2-chloroacridone, 2-ethylanthraquinone, 9,10-phenanthrenequinone, camphorquinone, methyl phenylglyoxylate, titanocene compound Etc.

Although content of the said photoinitiator (D) is not specifically limited, 0.1-40 weight with respect to the total weight of solid content in the said binder resin (B) and the said photopolymerizable compound (C). %, Preferably 1 to 30% by weight. When the content of the photopolymerization initiator is within the above range, the colored photosensitive resin composition is highly sensitive and the exposure time is shortened, so that productivity is improved and high resolution can be maintained, which is preferable. Moreover, since the intensity | strength of the pixel part formed using the coloring photosensitive resin composition of this invention and the smoothness in the surface of the said pixel part become favorable, it is preferable.

Meanwhile, according to an embodiment of the present invention, the photopolymerization initiator (D) further includes a photopolymerization initiation auxiliary agent (d1) in order to improve the sensitivity of the colored photosensitive resin composition of the present invention. be able to. When the colored photosensitive resin composition according to the present invention contains a photopolymerization initiation auxiliary agent, the sensitivity becomes higher and the productivity can be improved.

As the photopolymerization initiation auxiliary (d1), 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 can be preferably used.

As the amine compound, an aromatic amine compound is preferably used. Specifically, aliphatic amine compounds such as triethanolamine, methyldiethanolamine, triisopropanolamine, methyl 4-dimethylaminobenzoate, 4-dimethylamino are used. Ethyl benzoate, isoamyl 4-dimethylaminobenzoate, 2-ethylhexyl 4-dimethylaminobenzoate, 2-dimethylaminoethyl benzoate, N, N-dimethylparatoluidine, 4,4′-bis (dimethylamino) benzophenone ( Common names: Michler's ketone), 4,4′-bis (diethylamino) benzophenone, and the like can be used.

The carboxylic acid compound is preferably an aromatic heteroacetic acid, specifically, phenylthioacetic acid, methylphenylthioacetic acid, ethylphenylthioacetic acid, methylethylphenylthioacetic acid, dimethylphenylthioacetic acid, methoxyphenylthioacetic acid. , Dimethoxyphenylthioacetic acid, chlorophenylthioacetic acid, dichlorophenylthioacetic acid, N-phenylglycine, phenoxyacetic acid, naphthylthioacetic acid, N-naphthylglycine, naphthoxyacetic acid and the like.

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

(E) Solvent

If the solvent (E) by this invention is effective in dissolving the other component contained in a coloring photosensitive resin composition, the solvent normally used in the said field | area can be especially used without a restriction | limiting. Specific examples of the solvent may include one or more selected from ethers, acetates, aromatic hydrocarbons, ketones, alcohols, esters and amides, but are not limited thereto. Not what you want.

Specific examples of the ether solvent include ethylene glycol monoalkyl ethers such as ethylene glycol monomethyl ether, ethylene glycol monoethyl ether, ethylene glycol monopropyl ether, and ethylene glycol monobutyl ether;
And diethylene glycol dialkyl ethers such as diethylene glycol dimethyl ether, diethylene glycol diethyl ether, diethylene glycol dipropyl ether, and diethylene glycol dibutyl ether.

Specific examples of the acetate solvent include alkylene glycol alkyl ether acetates such as methyl cellosolve acetate, ethyl cellosolve acetate, propylene glycol monomethyl ether acetate, propylene glycol monoethyl ether acetate, propylene glycol monopropyl ether acetate;
And alkoxyalkyl acetates such as methoxybutyl acetate and methoxypentyl acetate;

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

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

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

Specifically, the ester solvent is a cyclic ester such as γ-butyrolactone;
Examples include ethyl 3-ethoxypropionate, methyl 3-methoxypropionate, and ethyl 3-ethoxypropionate.

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

The solvent (E) is preferably an organic solvent having a boiling point of 100 to 200 ° C., more preferably alkylene glycol alkyl ether acetates; ketones; ethyl 3-ethoxypropionate, from the viewpoints of coating properties and drying properties. -Esters such as methyl methoxypropionate; more preferably, propylene glycol monomethyl ether acetate, propylene glycol monoethyl ether acetate, cyclohexanone, ethyl 3-ethoxypropionate, methyl 3-methoxypropionate, etc. . These solvents can be used alone or in combination of two or more.

The content of the solvent (E) contained in the colored photosensitive resin composition of the present invention is preferably 60 to 90% by weight, more preferably based on the total weight of the colored photosensitive resin composition of the present invention. May be from 70 to 85% by weight. When the solvent (E) is included in the above range, the coatability is good when coated with a coating apparatus such as a roll coater, spin coater, slit and spin coater, slit coater (sometimes referred to as a die coater), or an ink jet. The effect of becoming good can be provided.

(F) Additive

The colored photosensitive resin composition of the present invention, in addition to the above components, other polymer compounds, curing agents, surfactants, adhesion promoters as required by those skilled in the art within a range not impairing the object of the present invention, An additive (F) such as an antioxidant, an anti-aggregation agent, and a pigment dispersant can be additionally included.

Specific examples of the other polymer compounds include curable resins such as epoxy resins and maleimide resins, and thermoplastic resins such as polyvinyl alcohol, polyacrylic acid, polyethylene glycol monoalkyl ether, polyfluoroalkyl acrylate, polyester, and polyurethane. Although it is mentioned, it is not limited to these.

The curing agent is used for increasing the depth curing and mechanical strength, and specific examples include, but are not limited to, epoxy compounds, polyfunctional isocyanate compounds, melamine compounds, oxetane compounds and the like.

Specific 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, other aromatic epoxy resins, fat Cyclic epoxy resins, glycidyl ester resins, glycidyl amine resins, brominated derivatives of the epoxy resins, aliphatic, alicyclic or aromatic epoxy compounds other than epoxy resins and brominated derivatives thereof, butadiene (co) Examples include, but are not limited to, polymer epoxidized products, isoprene (co) polymer epoxidized products, glycidyl (meth) acrylate (co) polymers, and triglycidyl isocyanurate.

Specific examples of the oxetane compound include, but are not limited to, carbonate bisoxetane, xylene bisoxetane, adipate bisoxetane, terephthalate bisoxetane, and cyclohexanedicarboxylate bisoxetane.

The curing agent can be used in combination with a curing auxiliary compound that enables ring-opening polymerization of the epoxy group of the epoxy compound and the oxetane skeleton of the oxetane compound. Specifically, polyhydric carboxylic acids, polyhydric carboxylic acid anhydrides, acid generators, and the like can be used as the curing auxiliary compound. As the carboxylic acid anhydrides, commercially available epoxy resin curing agents can be used. Examples of the commercially available epoxy resin curing agent include trade name ADEKA HARDNER EH-700 (manufactured by ADEKA INDUSTRY CO., LTD.), Trade name RIKACID HH (manufactured by Shin Nippon Rika Co., Ltd.), trade name MH-700 (Shin Nihon). Rika Co., Ltd.).

The exemplified curing agents and curing auxiliary compounds can be used alone or in admixture of two or more.

The surfactant can be used to further improve the film-forming property of the photosensitive resin composition. As a specific example of the surfactant, a fluorine-based surfactant or a silicon-based surfactant is preferably used. it can.

Examples of the fluorosurfactant include Megapis F-470, F-471, F-475, F-482, and F-489 manufactured by Dainippon Ink and Chemicals, Inc. as commercially available products.

Examples of commercially available silicon surfactants include DC3PA, DC7PA, SH11PA, SH21PA, SH8400 manufactured by Dow Corning Toray Silicone Co., Ltd. -4446, TSF-4460, TSF-4442, and the like.

Each of the exemplified surfactants can be used alone or in admixture of two or more.

Specific examples of the adhesion promoter include vinyltrimethoxysilane, vinyltriethoxysilane, vinyltris (2-methoxyethoxy) silane, N- (2-aminoethyl) -3-aminopropylmethyldimethoxysilane, N- (2- Aminoethyl) -3-aminopropyltrimethoxysilane, 3-aminopropyltriethoxysilane, 3-glycidoxypropyltrimethoxysilane, 3-glycidoxypropylmethyldimethoxysilane, 2- (3,4-epoxycyclohexyl) Ethyltrimethoxysilane, 3-chloropropylmethyldimethoxysilane, 3-chloropropyltrimethoxysilane, 3-methacryloxypropyltrimethoxysilane, 3-mercaptopropyltrimethoxysilane, 3-isocyanatopropyltrimethoxysilane And it is possible to use at least one selected from 3-isocyanate propyl triethoxysilane.

The adhesion promoter may be contained in an amount of 0.01 to 10% by weight, more preferably 0.05 to 2% by weight based on the solid content in the colored photosensitive resin composition of the present invention. .

Specific examples of the antioxidant include 2-tert-butyl-6- (3-tert-butyl-2-hydroxy-5-methylbenzyl) -4-methylphenyl acrylate, 2- [1- (2-hydroxy- 3,5-di-tert-pentylphenyl) ethyl] -4,6-di-tert-pentylphenyl acrylate, 6- [3- (3-tert-butyl-4-hydroxy-5-methylphenyl) propoxy]- 2,4,8,10-tetra-tert-butyldibenz [d, f] [1,3,2] dioxaphosphine, 3,9-bis [2- {3- (3-tert-butyl-4 -Hydroxy-5-methylphenyl) propionyloxy} -1,1-dimethylethyl] -2,4,8,10-tetraoxaspiro [5.5] undecane, 2,2′-methyle Bis (6-tert-butyl-4-methylphenol), 4,4′-butylidenebis (6-tert-butyl-3-methylphenol), 4,4′-thiobis (2-tert-butyl-5-methylphenol) ), 2,2′-thiobis (6-tert-butyl-4-methylphenol), dilauryl 3,3′-thiodipropionate, dimyristyl 3,3′-thiodipropionate, distearyl 3,3′- Thiodipropionate, pentaerythrityltetrakis (3-laurylthiopropionate), 1,3,5-tris (3,5-di-tert-butyl-4-hydroxybenzyl) -1,3,5-triazine -2,4,6 (1H, 3H, 5H) -trione, 3,3 ', 3 ", 5,5', 5" -hexa-tert-butyl-a, a ', ''-(Mesitylene-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, 2,2'-thiobis (4-methyl-6-t-butylphenol), 2,6-di-t-butyl-4-methylphenol, and the like. It is not limited to.

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

The pigment dispersant is a component that can be added to deagglomerate and maintain 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 in which a pigment dispersant is added and a dispersion treatment is performed, whereby a pigment dispersion in a state where the pigment is uniformly dispersed in the solution is obtained. Can be obtained.

As the pigment dispersant, those generally used in the art can be used without limitation. Preferably, an acrylate-based dispersant containing butyl methacrylate (BMA) or N, N-dimethylaminoethyl methacrylate (DMAEMA) (hereinafter also referred to as “acrylic dispersant”) can be used. Examples of commercially available acrylate dispersants include DISPER BYK-2000, DISPER BYK-2001, DISPER BYK-2070, DISPER BYK-2150, and DISPER BYK LPN-6919. The acrylic dispersants exemplified above can be used alone or in combination of two or more.

In addition to the acrylate-based dispersant, other resin-type pigment dispersants may be used as the pigment dispersant. Examples of the other resin-type pigment dispersants include known resin-type pigment dispersants, particularly polyurethanes, polycarboxylic acid esters typified by polyacrylates, unsaturated polyamides, polycarboxylic acids, and polycarboxylic acid (partial). ) Amine salts, ammonium salts of polycarboxylic acids, alkylamine salts of polycarboxylic acids, polysiloxanes, long chain polyaminoamide phosphate salts, esters of hydroxyl group-containing polycarboxylic acids and their modified products, or free ) Oily pigment dispersants such as amides or their salts formed by the reaction of polyesters with carboxyl groups and poly (lower alkyleneimines); (meth) acrylic acid-styrene copolymers, (meth) acrylic acid- (Meth) acrylate ester copolymer, styrene - maleic acid copolymer, polyvinyl alcohol or water-soluble resin or a water-soluble polymeric compounds such as polyvinyl pyrrolidone; polyesters; modified polyacrylate; and ethylene oxide / propylene oxide addition product and phosphate esters.

Commercially available products of the resin type pigment dispersant include, for example, trade names of BYK-Chemie: 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; trade names of BASF: 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; Product names of ubirzol: SOLPERS-24000, SOLSPERS-32550, NBZ-4204 / 10; Trade names of Kawaken Fine Chemicals: Hinoact T-6000, Hinoact T-7000, Hinoact T-8000; Ajinomoto Co. Name: AJISPUR PB-821, Azisper PB-822, Azisper PB-823; Kyoeisha Chemical Co., Ltd. Product names: FLORENE DOPA-17HF, FLOREN DOPA-15BHF, FLOREN DOPA-33, FLOREN DOPA-44, etc. Is mentioned.

The pigment dispersant is preferably contained in an amount of 5 to 60 parts by weight, more preferably 10 to 50 parts by weight, based on 100 parts by weight of the solid content of the pigment (a1) used. When the content of the pigment dispersant is less than 5 parts by weight based on the above criteria, it may be difficult to atomize the pigment or cause problems such as gelation after dispersion. It can be expensive and is not preferable.

The method for producing the colored photosensitive resin composition of the present invention will be described as follows.

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

In the mixed dispersion, the dye (a2), the remainder of the binder resin (B), the photopolymerizable compound (C), and the photopolymerization initiator (D), and, if necessary, the additive (F) Further, the colored photosensitive resin composition according to the present invention can be produced by further adding the solvent (E) to a predetermined concentration.

Moreover, this invention contains the coloring pattern manufactured with the said colored photosensitive resin composition. The colored pattern can be produced by applying 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 1 to 6 μm, for example.

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

First, the colored photosensitive resin composition is applied onto a substrate or a layer made of a solid content of a previously formed photosensitive resin composition, and then prebaked from the applied photosensitive resin composition layer, whereby a solvent or the like is applied. Volatile components are removed to obtain a smooth coating film.

Examples of the coating method include spin coating, casting coating, roll coating, slit and spin coating, and slit coating.

After the application, a colored photosensitive resin composition layer is formed by pre-baking (heat drying) or heating after reduced pressure drying to volatilize volatile components such as a solvent. Here, heating temperature is 70-200 degreeC normally, Preferably it is 80-130 degreeC.

The coating film thus obtained is irradiated with ultraviolet rays through a mask for forming a target pattern. At this time, it is preferable to use an apparatus such as a mask aligner or a stepper so that parallel light rays are uniformly irradiated on the entire exposure unit and accurate alignment between the mask and the substrate is performed.

Thereafter, the cured coating film is brought into contact with an alkali developer to dissolve and develop the non-exposed portion, whereby the desired pattern shape can be obtained. As the development method, a liquid addition method, a dipping method, a spray method, or the like can be performed, and the substrate can be inclined at an arbitrary angle during development.

The developer used for development after patterning exposure is usually an aqueous solution containing an alkaline compound and a surfactant. The alkaline compound may be an inorganic and / or organic alkaline compound.

Specific examples of the inorganic alkaline compound include sodium hydroxide, potassium hydroxide, disodium hydrogen phosphate, sodium dihydrogen phosphate, diammonium hydrogen phosphate, ammonium dihydrogen phosphate, potassium dihydrogen phosphate, silicic acid. Examples include sodium, potassium silicate, sodium carbonate, potassium carbonate, sodium hydrogen carbonate, potassium hydrogen carbonate, sodium borate, potassium borate, and ammonia.

Specific examples of the organic alkaline compound include tetramethylammonium hydroxide, 2-hydroxyethyltrimethylammonium hydroxide, monomethylamine, dimethylamine, trimethylamine, monoethylamine, diethylamine, triethylamine, monoisopropylamine, diisopropylamine, and ethanolamine. Is mentioned.

These inorganic and organic alkaline compounds may be used alone or in combination of two or more.

The density | concentration of the alkaline compound in the said alkali developing solution is 0.01 to 10 weight%, for example, More preferably, it is 0.03 to 5 weight%.

The surfactant in the alkaline developer may be any of a nonionic surfactant, an anionic surfactant, or a cationic surfactant.

Specific examples of the nonionic surfactant include polyoxyethylene alkyl ether, polyoxyethylene aryl ether, polyoxyethylene alkyl aryl ether, other polyoxyethylene derivatives, oxyethylene / oxypropylene block copolymers, and sorbitan fatty acid esters. , Polyoxyethylene sorbitan fatty acid ester, polyoxyethylene sorbitol fatty acid ester, glycerin fatty acid ester, polyoxyethylene fatty acid ester, polyoxyethylene alkylamine and the like.

Specific examples of the anionic surfactant include higher alcohol sulfates such as sodium lauryl alcohol sulfate and sodium oleyl alcohol sulfate; alkyl sulfates such as sodium lauryl sulfate and ammonium lauryl sulfate; dodecylbenzenesulfonic acid. And alkylaryl sulfonates such as sodium and sodium dodecylnaphthalene sulfonate; and the like.

Specific examples of the cationic surfactant include amine salts such as stearylamine hydrochloride and lauryltrimethylammonium chloride; quaternary ammonium salts.

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

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

After the development, it is washed with water, and if necessary, post-baking may be performed at 150 to 230 ° C. for 10 to 60 minutes.

<Color filter>
Moreover, this invention provides the color filter containing the coloring pattern manufactured with the said colored photosensitive resin composition. The color filter of the present invention includes a substrate and a colored pattern produced on the substrate with the colored photosensitive resin composition of the present invention. The substrate may be made of a transparent material having sufficient strength and support for the stability of the color filter. Preferably, a glass having excellent chemical stability and high strength can be used. As the method for manufacturing the color filter, a common method well known in the art can be used.

<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 (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 display device for a portable terminal such as a mobile phone, a digital display. Examples thereof include display devices such as camera display devices and car navigation display devices, and color display devices are particularly suitable.

The image display device includes a configuration known to those skilled in the art of the present invention except that the image display device includes the color filter. That is, the image display device can display the image display to which the color filter of the present invention can be applied. Including equipment.

Hereinafter, the present invention will be described in more detail with reference to Examples and Comparative Examples. However, the following examples are for illustrating the present invention, and the present invention is not limited to the following examples, and various modifications and changes can be made within the scope of the present invention. The scope of the present invention is defined by the technical idea of the claims which will be described later.

In the following production examples, examples and comparative examples, “%” and “parts” indicating the content are based on weight unless otherwise specified.

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

<Production example> Production of color filter A color filter was produced using the colored photosensitive resin compositions produced in Examples 1 to 5 and Comparative Examples 1 and 2.

Each of the colored photosensitive resin compositions was applied onto a glass substrate by a spin coating method, then placed on a heating plate and maintained at a temperature of 100 ° C. for 3 minutes to form a thin film. Next, a test photomask having a pattern in which the transmittance is changed stepwise in the range of 1 to 100% and a line / space pattern of 1 μm to 50 μm is placed on the thin film, and the distance from the test photomask is set. The film was irradiated with ultraviolet rays at 100 μm. At this time, the ultraviolet light source was irradiated with an illuminance of 100 mJ / cm ² using a 1 KW high-pressure mercury lamp including all of g, h, and i rays, and no special optical filter was used. The thin film irradiated with ultraviolet rays was developed by immersing in a KOH aqueous solution developing solution having a pH of 10.5 for 2 minutes. The glass plate covered with this thin film was washed with distilled water, dried by blowing nitrogen gas, and heated in a heating oven at 220 ° C. for 1 hour to produce a color filter. The film thickness of the manufactured color filter was 2.0 μm.

<Experimental example> Evaluation of colored photosensitive resin composition

Experimental Example 1 Measurement of luminance The luminance was measured using a microscopic spectrometer OSP-SP2000, and the results are shown in Table 2 below.

<Brightness evaluation criteria>
○: Conformity at 47.0 or more X: Nonconformity at less than 47.0

Experimental Example 2. Measurement of chromaticity (color coordinates) The color coordinates of the colored layer were measured using a microscopic spectrometer OSP-SP2000, and the results are shown in Table 2 below.

Experimental Example 3. Sensitivity measurement Except for using a pattern mask that changes the transmittance stepwise in the range of 1 to 100%, the same procedure as in the luminance measurement method of Experimental Example 1 was performed, The film thickness before development / film thickness after development) × 100%) ≧ 90% is displayed as sensitivity, and the results based on the following evaluation criteria are shown in Table 2.

<Evaluation criteria>
When the pattern remains with a sensitivity of less than 60 (mJ / cm ² ): ○
When the pattern remains with a sensitivity of 60 (mJ / cm ² ) or more: X

As can be seen from the results in Table 2, the color filters formed with the colored photosensitive resin compositions of Examples 1 to 5 belonging to the scope of the present invention have excellent luminance and sensitivity based on the same color coordinates. Can be confirmed.

On the other hand, in the case of Comparative Examples 1 and 2 not including the compound represented by Chemical Formula 1, it was confirmed that high luminance and high sensitivity characteristics could not be realized at the same time.

Claims (12)

Including a colorant (A), a binder resin (B), a photopolymerizable compound (C), a photopolymerization initiator (D), and a solvent (E);
The colored photosensitive resin composition, wherein the colorant (A) contains at least one selected from a compound represented by the following chemical formula 1 and a pigment and a dye.

(In Formula 1, A ^{1 to} A ¹⁶ are each independently Cl, Br, or H, and among A ^{1 to} A ¹⁶ , 1 to 6 are H, 0 to 5 are Cl, and 5 to 13 Is Br.) 2. The colored photosensitive resin composition according to claim 1, wherein the compound represented by Chemical Formula 1 is included in an amount of 0.05 to 30 wt% with respect to the total weight of the colored photosensitive resin composition. . By weight fraction with respect to the solid content in the colored photosensitive resin composition,
The colored photosensitive resin composition according to claim 1, comprising 5 to 70% by weight of the colorant (A). The compound represented by Formula 1 and one or more selected from pigments and dyes are included in a weight ratio of 1: 0.050 to 1: 18.0. The colored photosensitive resin composition described in 1. 2. The colored photosensitivity according to claim 1, wherein in Chemical Formula 1, 1 to 6 of H ^{1 to} A ¹⁶ are H, 0 to 5 are Cl, and 7 to 13 are Br. Resin composition. 2. The colored photosensitivity according to claim 1, wherein, in Formula 1, 2 to 5 of A ^{1 to} A ¹⁶ are H, 0 to 3 are Cl, and 8 to 13 are Br. Resin composition. 2. The composition according to claim 1, further comprising at least one additive selected from other polymer compounds, curing agents, surfactants, adhesion promoters, antioxidants, anti-aggregation agents, and pigment dispersants. The colored photosensitive resin composition described in 1. 2. The colored photosensitive resin composition according to claim 1, wherein Tmax of the compound represented by Chemical Formula 1 is 500 to 530 nm. 2. The colored photosensitive resin composition according to claim 1, wherein T _{50% of the} compound represented by Formula 1 is 445 to 580 nm. 2. The colored photosensitive resin composition according to claim 1, which has a color coordinate of x = 0.1 to 0.35 when y = 0.6 or more in the XYZ color system. The color filter containing the coloring pattern manufactured with the coloring photosensitive resin composition of any one of Claims 1-10. An image display device comprising the color filter according to claim 11.

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