KR102280402B1 - Colored photosensitive resin composition for green pixel - Google Patents

Abstract

The present invention relates to a colored photosensitive resin composition for a green pixel, a color filter manufactured using the same, and a liquid crystal display including the same.

Description

Colored photosensitive resin composition for green pixels {COLORED PHOTOSENSITIVE RESIN COMPOSITION FOR GREEN PIXEL}

The present invention relates to a colored photosensitive resin composition for a green pixel, a color filter manufactured using the same, and a liquid crystal display including the same.

Color filters are widely used in imaging devices, liquid crystal display devices, and the like, and their application range is rapidly expanding. A color filter used in a color liquid crystal display device, an image pickup device, etc. is a color photosensitive resin composition for green pixels containing a colorant corresponding to each color of red, green and blue on a substrate on which a black matrix is patterned, by spin coating. After uniform application, the coating film formed by heat drying (hereinafter, sometimes referred to as pre-firing) is exposed and developed, and, if necessary, further heat-curing (hereinafter, referred to as “post-firing”) for each color. It is manufactured by repeatedly forming pixels of each color. In recent years, color filters for liquid crystal displays (LCDs) require high color reproduction, and change of color coordinates is also required by changing backlights. For this purpose, there is a demand for a colored photosensitive resin composition for a green pixel that has good color reproducibility and can easily change color coordinates when a backlight is changed.

In a color liquid crystal display, the color reproduction range is a range represented by a triangle connecting each chromaticity coordinate of red, green, and blue in the XYZ color system, and is expressed as an area ratio with respect to the NTSC (National Television System Committee) standard. The color gamut of CRT is about 70% of NTSC standard ratio. The color reproducibility is wider than the EBU (European Broadcasting Union) standard, and there is the above-mentioned NTSC standard as a preferable standard, and the chromaticity coordinates (x, y) in the XYZ color system of red, green, blue and each color are red (0.670, 0.330, respectively). ), green (0.210, 0.710), and blue (0.140, 0.080). In the case of a conventional liquid crystal display device of NTSC 72% (EBU standard) or less, the green pixel of the color filter is C.I. Pigment Green 36 or C.I. Pigment Green 58 was used and C.I. Pigment Yellow 150 or C.I. A green pixel was formed by combining Pigment Yellow 138 and the like. In the Digital Cinema Initiatives (DCI) required by the ITU-R BT.2020 broadcasting standard (chromaticity coordinates (x, y) are red (0.708, 0.292), green (0.170, 0.797), blue (0.131, 0.046), respectively) The chromaticity coordinates (x, y) in Adobe are red (0.680, 0.320), green (0.265, 0.690), and blue (0.150, 0.060), respectively, and the chromaticity coordinates (x, y) in Adobe are red (0.640, 0.330), respectively. , green (0.210, 0.710), and blue (0.150, 0.060).

Accordingly, in Korean Patent Application Laid-Open No. 10-2010-0121551, CI with high transmittance and contrast ratio as a color material for green pixels. Pigment Green 58 is used, but in the case of CI Pigment Green 58, colorability is low, so it is difficult to implement pixels in a high color reproduction area.

In addition, when using an existing color material to form a green pixel of a color filter having such a wide color reproducibility in the liquid crystal display device, there is a method of increasing the concentration of the pigment or forming a thick coating film of the pattern. However, this method has a problem in that the development speed is slowed down and thus the degree of curing is insufficient, thereby reducing sensitivity and reliability.

Korean Patent Publication No. 2004-0026095

An object of the present invention is to provide a colored photosensitive resin composition capable of forming a thin film, realizing wide color reproducibility, and having excellent pattern adhesion and resolution.

An object of the present invention is to provide a color filter prepared from the above colored photosensitive resin composition for green pixels. Another object of the present invention is to provide a liquid crystal display having a color filter of the present invention.

The present invention includes a colorant (A), an alkali-soluble resin (B), a photopolymerizable compound (C), a photoinitiator (D) and a solvent (E), wherein the colorant (A) is a compound represented by the following formula (1) and wherein the photoinitiator (D) provides a colored photosensitive resin composition for a green pixel comprising at least one photoinitiator generating phenyl radicals.

[Formula 1]

In Formula 1, R1 to R13 are each independently a hydrogen atom, a halogen atom, an alkyl group which may have a substituent, an alkoxyl group which may have a substituent, an aryl group which may have a substituent, -SO ₃ H, -COOH, -SO ₃ M, -COOM, a phthalimidomethyl group which may have a substituent, or a sulfamoyl group which may have a substituent, wherein M is a monovalent to trivalent metal or alkylammonium, and adjacent groups of R1 to R4 are integrated An aromatic ring which may have a substituent can be formed, and R10 to R13 can form an aromatic ring which may have a substituent by combining adjacent groups.

The present invention provides a color filter including a color layer formed by forming the colored photosensitive resin composition for a green pixel in a predetermined pattern, and then exposing and developing it. In addition, an image pickup device and a liquid crystal display device including the color filter of the present invention are provided.

The colored photosensitive resin composition for a green pixel of the present invention can be patterned with a thin film thickness. In addition, it has excellent pattern adhesion and high resolution, enabling fine pattern development.

In addition to this, by having excellent solvent resistance, it has an advantage suitable for manufacturing a high-quality color filter.

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

In the conventional liquid crystal display device, the method of forming a green pixel of a color filter having wide color reproducibility has a problem in that the development speed is slowed down, and thus the degree of curing is insufficient, thereby reducing sensitivity and reliability.

In order to solve this problem, the present inventors have found that the above problems can be solved and completed the present invention by including a specific compound and a specific photopolymerization initiator in the colored photosensitive composition.

That is, the present invention includes a colorant (A), an alkali-soluble resin (B), a photopolymerizable compound (C), a photoinitiator (D), and a solvent (E), wherein the colorant (A) is represented by the following formula (1) The photopolymerization initiator (D) provides a colored photosensitive resin composition for a green pixel comprising at least one photopolymerization initiator generating phenyl radicals.

[Formula 1]

In Formula 1, R1 to R13 are each independently a hydrogen atom, a halogen atom, an alkyl group which may have a substituent, an alkoxyl group which may have a substituent, an aryl group which may have a substituent, -SO ₃ H, -COOH, -SO ₃ M, -COOM, a phthalimidomethyl group which may have a substituent, or a sulfamoyl group which may have a substituent,

Wherein M is a monovalent to trivalent metal or alkylammonium, adjacent groups of R1 to R4 may be integrated to form an aromatic ring which may have a substituent, and R10 to R13 may have a substituent as adjacent groups are integrated An aromatic ring can be formed.

Hereinafter, the colored photosensitive resin composition for a green pixel of the present invention will be described in detail for each component.

Colorant (A)

pigment ( a1 )

Among the colorants of the present invention, the pigment (a1) includes a compound represented by the following formula (1) as an essential component.

First, the compound represented by the following formula (1) will be described.

The compound represented by the following formula (1) is an essential component for the pigment.

[Formula 1]

In Formula 1, R1 to R13 are each independently a hydrogen atom, a halogen atom, an alkyl group which may have a substituent, an alkoxyl group which may have a substituent, an aryl group which may have a substituent, -SO ₃ H, -COOH, -SO ₃ M, -COOM, a phthalimidomethyl group which may have a substituent, or a sulfamoyl group which may have a substituent,

Wherein M is a monovalent to trivalent metal or alkylammonium, adjacent groups of R1 to R4 may be integrated to form an aromatic ring which may have a substituent, and R10 to R13 may have a substituent as adjacent groups are integrated An aromatic ring can be formed.

As an aromatic ring here, a hydrocarbon aromatic ring and a heteroaromatic ring are mentioned. Examples of the hydrocarbon aromatic ring include a benzene ring, a naphthalene ring, an anthracene ring and/or a phenanthrene ring. Moreover, as said heteroaromatic ring, a pyridine ring, a pyrazine ring, a pyrrole ring, a quinoline ring, a quinoxaline ring, a furan ring, a benzofuran ring, a thiophene ring, a benzothiophene ring, an oxazole ring, a thiazole ring, an imidazole ring , a pyrazole ring, an indole ring and/or a carbazole ring, and the like.

Specifically, the compound represented by Formula 1 is also referred to as a quinophthalone pigment. And with respect to R1 to R13 in the formula (1), examples of the halogen atom include fluorine, chlorine, bromine, and iodine. In addition, the alkyl group which may have a substituent is methyl group, ethyl group, propyl group, isopropyl group, butyl group, isobutyl group, tert-butyl group, neopentyl group, n-hexyl group, n-octyl group, stearyl group and /or a straight-chain or branched alkyl group such as 2-ethylhexyl group; In addition, trichloromethyl group, trifluoromethyl group, 2,2,2-trifluoroethyl group, 2,2-dibromoethyl group, 2,2,3,3-tetrafluoropropyl group, 2-ethoxyethyl group , 2-butoxyethyl group, 2-nitropropyl group, benzyl group, 4-methylbenzyl group, 4-tert-butylbenzyl group, 4-methoxybenzyl group, 4-nitrobenzyl group and/or 2,4-dichloro Alkyl group which has substituents, such as a benzyl group; is mentioned. In addition, the alkoxyl group which may have a substituent is methoxy group, ethoxy group, propoxy group, isopropoxy group, n-butoxy group, isobutyloxy group, tert-butyloxy group, neopentyloxy group, 2,3 straight-chain or branched alkoxyl groups such as dimethyl-3-pentoxy, n-hexyloxy group, n-octyloxy group, stearyloxy group, and/or 2-ethylhexyloxy group; In addition, trichloromethoxy group, trifluoromethoxy group, 2,2,2-trifluoroethoxy group, 2,2,3,3-tetrafluoropropyloxy group, 2,2-ditrifluoromethyl an alkoxyl group having a substituent such as a propoxy group, a 2-ethoxyethoxy group, a 2-butoxyethoxy group, a 2-nitropropoxy group and/or a benzyloxy group; In addition, the aryl group which may have a substituent is an aryl group such as a phenyl group, a naphthyl group and/or an anthranyl group; In addition, p-methylphenyl group, p-bromophenyl group, p-nitrophenyl group, p-methoxyphenyl group, 2,4-dichlorophenyl group, pentafluorophenyl group, 2-aminophenyl group, 2-methyl-4-chlorophenyl group, Having a substituent such as 4-hydroxy-1-naphthyl group, 6-methyl-2-naphthyl group, 4,5,8-trichloro-2-naphthyl group, anthraquinonyl group and/or 2-aminoanthraquinonyl group an aryl group; Examples of the acidic group include -SO3H and -COOH, and examples of the monovalent to trivalent metal salts of these acidic groups include sodium salts, potassium salts, magnesium salts, calcium salts, iron salts and/or aluminum salts. Moreover, as an alkylammonium salt of an acidic group, Ammonium salt of long-chain monoalkylamines, such as octylamine, laurylamine, and/or stearylamine; quaternary alkylammonium salts such as palmityltrimethylammonium, dilauryldimethylammonium, and distearyldimethylammonium salt; As a substituent in the phthalimidomethyl group which may have a substituent (C ₆ H ₄ (CO) ₂ N-CH ₂ -) and the sulfamoyl group which may have a substituent (H ₂ NSO ₂ -), the halogen atom , the alkyl group which may have a substituent, the alkoxyl group which may have a substituent, and/or the aryl group which may have a substituent, etc. are mentioned.

The compound represented by Formula 1 may be included in an amount of 5 to 70% by weight, preferably 10 to 70% by weight, more preferably 20 to 60% by weight based on the total weight of the solid content in the colorant (A). there is. If the compound represented by Formula 1 among the colorant (A) is in the above range based on the above criteria, the content of the colorant decreases, thereby preventing the problem of reliability degradation in which the colorant is eluted by the organic solvent, and the sensitivity is excellent.

And it may further include a pigment generally used in the art.

The pigment may be used by adding an organic pigment or an inorganic pigment. As the pigment, various pigments used in printing inks, inkjet inks, and the like may be used. Specifically, the organic pigment is the water-soluble azo pigment, insoluble azo pigment, phthalocyanine pigment, quinacridone pigment, isoindolinone pigment, isoindoline pigment, perylene pigment, perinone pigment, dioxazine pigment, anthraquinone pigment, dianthane and traquinonyl pigments, anthrapyrimidine pigments, anthanthrone pigments, indanthrone pigments, pravanthrone pigments, pyranthrone pigments and/or diketopyrroropyrrole pigments. Examples of the inorganic pigment include metal compounds such as metal oxides and metal complex salts. Specifically, metals such as iron, cobalt, aluminum, cadmium, lead, copper, titanium, magnesium, chromium, zinc, antimony and/or carbon black oxides or composite metal oxides. Each can be used individually or in combination of 2 or more types.

In addition, the pigment may include various types of pigments used in printing inks, inkjet inks, and the like. In particular, organic pigments and inorganic pigments include compounds classified as pigments in the color index (published by The Society of Dyers and Colorists), and more specifically, pigments having the following color index (CI) numbers. can be mentioned, but is not necessarily limited thereto.

According to a preferred embodiment of the present invention, the colorant is C.I. Pigment Yellow 129, C.I. Pigment Yellow 138, Pigment Yellow 139, Pigment Yellow 150, C.I. At least one selected from Pigment Yellow 185 may be additionally used.

And the content of the pigment (a1) is in the range of 10 to 80% by weight, preferably 20 to 50% by weight, based on the total weight of the solid content in the colorant (A).

As the pigment, it is preferable to use a pigment dispersion in which the particle size is uniformly dispersed. As an example of a method for uniformly dispersing the particle size of the pigment, a method of dispersing the pigment dispersant (a3) is included. According to this method, a pigment dispersion in a state in which the pigment is uniformly dispersed in a solution can be obtained. there is.

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

pigment dispersant ( a3 )

The pigment dispersant (a3) is added to deagglomerate and maintain stability of the pigment, and those generally used in the art may be used without limitation. Preferably, it is good to contain an acrylate-based dispersant (hereinafter referred to as an acrylic dispersant) containing BMA (butyl methacrylate) or DMAEMA (N,N-dimethylaminoethyl methacrylate). At this time, it is preferable to apply the acrylic dispersant prepared by the living control method as suggested in Korean Patent Publication No. 2004-0014311. As a commercial product of the acrylate-based dispersant manufactured through the living control method, DISPER BYK- 2000, DISPER BYK-2001, DISPER BYK-2070, DISPER BYK-2150, and the like.

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

As the dispersant (a3), other resin type pigment dispersants may be used in addition to the acrylic dispersant. The pigment dispersants of the other resin types include known resin type pigment dispersants, in particular polyurethane, polycarboxylic acid esters typified by polyacrylates, unsaturated polyamides, polycarboxylic acids, polycarboxylic acids (partially) amine salts, ammonium salts of polycarboxylic acids, alkylamine salts of polycarboxylic acids, polysiloxanes, long-chain polyaminoamide phosphate salts, esters of hydroxyl-containing polycarboxylic acids and modified products thereof, or free ) oily dispersants such as amides or salts thereof formed by the reaction of a polyester having a carboxyl group with a poly(lower alkyleneimine); water-soluble resins or water-soluble polymer compounds such as (meth)acrylic acid-styrene copolymer, (meth)acrylic acid-(meth)acrylate ester copolymer, styrene-maleic acid copolymer, polyvinyl alcohol or polyvinyl pyrrolidone; Polyester; modified polyacrylates; adducts of ethylene oxide/propylene oxide and phosphate esters; and the like. As a commercially available product of the above-mentioned resin type dispersant, as a cationic resin dispersant, for example, BYK (Big) Chemi Corporation's trade names: DISPER BYK-160, DISPER BYK-161, DISPER BYK-162, DISPER BYK-163, DISPER BYK- 164, DISPER BYK-166, DISPER BYK-171, DISPER BYK-182, DISPER BYK-184; BASF 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; Trade names from Lubirzol: SOLSPERS-24000, SOLSPERS-32550, NBZ-4204/10; Kawaken Fine Chemicals' trade names: HINOACT T-6000, HINOACT T-7000, HINOACT T-8000; Trade names of Ajinomoto Corporation: AJISPUR PB-821, AJISPUR PB-822, AJISPUR PB-823; Trade names of Kyoeisha Chemical Corporation: FLORENE DOPA-17HF, fluorene DOPA-15BHF, fluorene DOPA-33, fluorene DOPA-44, etc. are mentioned. In addition to the acrylic dispersant, other resin type pigment dispersants may be used alone or in combination of two or more, or may be used in combination with the acrylic dispersant.

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

dyes( a2 )

The present invention may further comprise a dye (a2) generally used in the art.

The dye may be used without limitation as long as it has solubility in organic solvents or is dispersible. Preferably, it is desirable to use a dye that has solubility in organic solvents and can secure reliability such as solubility in alkali developer, heat resistance, and solvent resistance. In the case of dyes that are not soluble in organic solvents, they can be dispersed and used. there is. As the dye, an acid dye having an acid group such as sulfonic acid or carboxylic acid, a salt of an acid dye and a nitrogen-containing compound, a sulfonamide compound of an acid dye, and derivatives thereof may be used. In addition, azo-based, xanthene-based, and phthalocyanine dyes may be used. Acid dyes and derivatives thereof can also be selected.

Preferably, the dye is a compound classified as a dye in the Color Index (published by The Society of Dyers and Colorists), or a known dye described in a dyeing note (color dye). These dyes can be used individually or in combination of 2 or more types, respectively.

The content of the colorant (A) is preferably 5 to 60% by weight, preferably 10 to 50% by weight based on the total weight of the solid content in the colored photosensitive resin composition.

When the colorant (A) is contained in an amount of 5 to 60% by weight based on the above criteria, the color concentration of the pixel is sufficient even when a thin film is formed, and the omission property of the non-pixel portion is not reduced during development, so it is difficult to generate a residue. do.

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

Alkali-soluble resin (B)

The alkali-soluble resin is a component that imparts solubility to the alkali developer used in the developing process, and can be used without limitation as long as it is soluble in the alkali developer.

In order to dissolve in an alkaline developer, it is a general method to introduce an acid value by introducing a carboxyl group into the resin. do. It can be prepared by copolymerizing an ethylenically unsaturated monomer (b1) having a carboxyl group or by reacting an acid anhydride with a resin copolymer (b2) having a hydroxyl group to give an acid value. At this time, as for the acid value of alkali-soluble resin (B), 30-200 mgKOH/g is preferable. When the acid value of the alkali-soluble resin (B) is less than 30 mgKOH/g, it is difficult for the colored photosensitive resin composition to secure a sufficient development speed. There is a problem with compatibility with the colored photosensitive resin composition, and the colorant in the colored photosensitive resin composition is precipitated or the storage stability of the colored photosensitive resin composition is lowered, so that the viscosity tends to increase.

Specific examples of the ethylenically unsaturated monomer (b1) having a carboxyl group include monocarboxylic acids such as acrylic acid, methacrylic acid, and crotonic acid; dicarboxylic acids such as fumaric acid, mesaconic acid, and itaconic acid; and anhydrides of these dicarboxylic acids; Polymer mono(meth)acrylates having a carboxyl group and a hydroxyl group at both terminals, such as ω-carboxypolycaprolactone mono(meth)acrylate, etc. are mentioned, and acrylic acid and methacrylic acid are preferable.

As a method of imparting an acid value by reacting an acid anhydride to the resin copolymer (b2) having a hydroxyl group, there is a method in which an acid value is given by additionally reacting an acid anhydride with a hydroxyacrylate copolymer, but is not limited thereto .

The hydroxy acrylates are typically as follows.

2-hydroxyethyl (meth) acrylate, 2-hydroxypropyl (meth) acrylate, 4-hydroxybutyl (meth) acrylate, 2-hydroxy-3-phenoxypropyl (meth) acrylate, N -hydroxyethyl (meth)acrylates such as hydroxyethyl acrylamide;

The unsaturated monomers (b3) copolymerizable in the preparation of the alkali-soluble resin (B) are exemplified below, but are not necessarily limited thereto.

Specific examples of the copolymerizable unsaturated polymerization monomer (b3) include styrene, vinyltoluene, α-methylstyrene, p-chlorostyrene, o-methoxystyrene, m-methoxystyrene, p-methoxystyrene, o-vinyl aromatic vinyl compounds such as benzyl methyl ether, m-vinyl benzyl methyl ether, p-vinyl benzyl methyl ether, o-vinyl benzyl glycidyl ether, m-vinyl benzyl glycidyl ether, and p-vinyl benzyl glycidyl ether;

N-cyclohexylmaleimide, N-benzylmaleimide, N-phenylmaleimide, No-hydroxyphenylmaleimide, Nm-hydroxyphenylmaleimide, Np-hydroxyphenylmaleimide, No-methylphenylmaleimide, Nm -N-substituted maleimide compounds, such as methylphenylmaleimide, Np-methylphenylmaleimide, No-methoxyphenylmaleimide, Nm-methoxyphenylmaleimide, and Np-methoxyphenylmaleimide;

Methyl (meth) acrylate, ethyl (meth) acrylate, n-propyl (meth) acrylate, i-propyl (meth) acrylate, n-butyl (meth) acrylate, i-butyl (meth) acrylate, alkyl (meth)acrylates such as sec-butyl (meth)acrylate and t-butyl (meth)acrylate; Cyclopentyl (meth) acrylate, cyclohexyl (meth) acrylate, 2-methylcyclohexyl (meth) acrylate, tricyclo [5.2.1.0 2,6 ] decan-8-yl (meth) acrylate, 2- alicyclic (meth)acrylates such as dicyclopentanyloxyethyl (meth)acrylate and isobornyl (meth)acrylate;

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

3-(methacryloyloxymethyl)oxetane, 3-(methacryloyloxymethyl)-3-ethyloxetane, 3-(methacryloyloxymethyl)-2-trifluoromethyloxetane; 3-(methacryloyloxymethyl)-2-phenyloxetane, 2-(methacryloyloxymethyl)oxetane, 2-(methacryloyloxymethyl)-4-trifluoromethyloxetane, etc. unsaturated oxetane compounds.

The monomers exemplified as the copolymerizable unsaturated monomers (b3) may be used alone or in combination of two or more.

Content of the said alkali-soluble resin (B) is 10-80 weight% in weight fraction with respect to solid content in the photosensitive resin composition, Preferably it is the range of 10-70 weight%. If the content of the alkali-soluble resin (B) is 10 to 80% by weight based on the above criteria, the solubility in the developer is sufficient, so that the pattern formation is easy. Since the omission property becomes favorable, it is preferable.

photopolymerization Compound (C)

The photopolymerizable compound (C) is a compound that can be polymerized by the action of the following photopolymerization initiator (D), and may use a monofunctional monomer, a bifunctional monomer or a polyfunctional monomer, preferably a polyfunctional monomer having a difunctional or higher function. Can be used.

Specific examples of the monofunctional monomer include nonylphenylcarbitol acrylate, 2-hydroxy-3-phenoxypropyl acrylate, 2-ethylhexylcarbitol acrylate, 2-hydroxyethyl acrylate or N-vinylpi Rollidone, and the like, but is not limited thereto.

Specific examples of the bifunctional monomer include 1,6-hexanediol di (meth) acrylate, ethylene glycol di (meth) acrylate, neopentyl glycol di (meth) acrylate, and triethylene glycol di (meth) acrylate. , bis(acryloyloxyethyl)ether of bisphenol A, or 3-methylpentanediol di(meth)acrylate, but is not limited thereto.

Specific examples of the polyfunctional monomer include trimethylol propane tri (meth) acrylate, ethoxylated trimethylol propane tri (meth) acrylate, propoxylated trimethylol propane tri (meth) acrylate, pentaerythritol tri (meth)acrylate, pentaerythritol tetra (meth) acrylate, dipentaerythritol penta (meth) acrylate, ethoxylated dipentaerythritol hexa (meth) acrylate, propoxylated dipentaerythritol hexa (meth) ) acrylate or dipentaerythritol hexa (meth)acrylate, but is not limited thereto.

The photopolymerizable compound (C) is preferably contained in an amount of 5 to 45% by weight, and particularly preferably in an amount of 7 to 45% by weight, based on the solid content in the colored photosensitive resin composition. When the photopolymerizable compound (C) is contained in an amount of 5 to 45% by weight based on the above-mentioned basis, it is preferable because the strength and smoothness of the pixel portion are improved.

light curing initiator (D)

The photopolymerization initiator (D) in the present invention generates a radical capable of initiating polymerization of the photopolymerizable compound (C) by exposure to radiation such as visible light, ultraviolet light, far ultraviolet light, electron beam and/or X-ray. is a compound that

In the present invention, the photopolymerization initiator includes at least one photopolymerization initiator generating phenyl radicals as an essential component. In the case of the photopolymerization initiator that generates phenyl radicals, photocuring can be efficiently performed even with a small amount, and there is no short circuit in the pattern in the developing process due to excellent pattern adhesion, and high-resolution coloring that facilitates the formation of fine patterns due to small line width expansion A photosensitive resin composition can be provided.

As the photopolymerization initiator in which the phenyl radical is generated, any one or more selected from PBG-305 of Tronni and OXE-01 of BASF may be used.

On the other hand, in the prior art, by including only a generally used photopolymerization initiator, the adhesion of the pattern was deteriorated and the formation of the fine pattern was not easy.

However, in the present invention, by including the photopolymerization initiator as described above, not only the pattern adhesion of the pattern is improved, but also the formation of a fine pattern is easy. In addition, the color filter prepared using the colored photosensitive composition of the present invention exhibits excellent resolution.

According to a preferred embodiment of the present invention, the at least one photopolymerization initiator for generating phenyl radicals may include 10 to 100% by weight based on a weight fraction of the total weight of the photopolymerization initiator, and preferably 30 to 80% by weight. % may be included. If it is less than 10% by weight, the above range is preferable because there is a problem of lowering adhesion due to the low sensitivity of the resist.

Meanwhile, according to a preferred embodiment of the present invention, the photopolymerization initiator is an acetophenone-based compound, a benzophenone-based compound, a biimidazole-based compound, a triazine-based compound, an oxime ester-based compound, and a thioxanthone-based compound. It may further include one or more selected from, preferably an oxime ester-based compound.

Specific examples of the acetophenone-based compound include diethoxyacetophenone, 2-hydroxy-2-methyl-1-phenylpropan-1-one, benzyldimethyl ketal, 2-hydroxy-1-[4-(2-hydroxyl) oxyethoxy)phenyl]-2-methylpropan-1-one, 1-hydroxycyclohexylphenylketone, 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]propane-1 -one, 2-(4-methylbenzyl)-2-(dimethylamino)-1-(4-morpholinophenyl)butan-1-one, etc. are mentioned.

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

Specific examples of the biimidazole compound include 2,2'-bis(2-chlorophenyl)-4,4',5,5'-tetraphenylbiimidazole, 2,2'-bis(2,3-dichloro Phenyl)-4,4',5,5'-tetraphenylbiimidazole, 2,2'-bis(2-chlorophenyl)-4,4',5,5'-tetra(alkoxyphenyl)biimidazole , 2,2'-bis(2-chlorophenyl)-4,4',5,5'-tetra(trialkoxyphenyl)biimidazole, 2,2-bis(2,6-dichlorophenyl)-4, 4'5,5'-tetraphenyl-1,2'-biimidazole or the imidazole compound in which the phenyl group at the 4,4',5,5'-position is substituted by the carboalkoxy group, etc. are mentioned. Among them, 2,2'-bis(2-chlorophenyl)-4,4',5,5'-tetraphenylbiimidazole, 2,2'-bis(2,3-dichlorophenyl)-4,4' ,5,5'-tetraphenylbiimidazole and 2,2-bis(2,6-dichlorophenyl)-4,4'5,5'-tetraphenyl-1,2'-biimidazole are preferably used do.

Specific examples of the triazine-based compound include 2,4-bis(trichloromethyl)-6-(4-methoxyphenyl)-1,3,5-triazine, 2,4-bis(trichloromethyl)-6 -(4-Methoxynaphthyl)-1,3,5-triazine, 2,4-bis(trichloromethyl)-6-piperonyl-1,3,5-triazine, 2,4-bis (trichloromethyl)-6-(4-methoxystyryl)-1,3,5-triazine, 2,4-bis(trichloromethyl)-6-[2-(5-methylfuran-2- yl)ethenyl]-1,3,5-triazine, 2,4-bis(trichloromethyl)-6-[2-(furan-2-yl)ethenyl]-1,3,5-triazine , 2,4-bis(trichloromethyl)-6-[2-(4-diethylamino-2-methylphenyl)ethenyl]-1,3,5-triazine, 2,4-bis(trichloromethyl )-6-[2-(3,4-dimethoxyphenyl)ethenyl]-1,3,5-triazine etc. are mentioned.

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

The photopolymerization initiator (D) may further include a photopolymerization initiator auxiliary (d1) in order to improve the sensitivity of the colored photosensitive resin composition of the present invention. When the colored photosensitive resin composition according to the present invention contains the photopolymerization initiation auxiliary (d1), the sensitivity is further increased and productivity can be improved.

The photopolymerization initiation adjuvant (d1) may be, for example, at least one compound selected from the group consisting of an amine compound, a carboxylic acid compound, and an organic sulfur compound having a thiol group.

It is preferable to use an aromatic amine compound as the amine compound, and specifically, an aliphatic amine compound such as triethanolamine, methyldiethanolamine, and triisopropanolamine, methyl 4-dimethylaminobenzoate, ethyl 4-dimethylaminobenzoate, 4- Dimethylaminobenzoic acid isoamyl, 4-dimethylaminobenzoic acid 2-ethylhexyl, benzoic acid 2-dimethylaminoethyl, N,N-dimethylparatoluidine, 4,4'-bis(dimethylamino)benzophenone (common name: Michler ketone) ), 4,4'-bis(diethylamino)benzophenone, and the like can be used.

The carboxylic acid compound is preferably aromatic heteroacetic acid, specifically phenylthioacetic acid, methylphenylthioacetic acid, ethylphenylthioacetic acid, methylethylphenylthioacetic acid, dimethylphenylthioacetic acid, methoxyphenylthioacetic acid, dimethoxyphenylthio Acetic acid, chlorophenylthioacetic acid, dichlorophenylthioacetic acid, N-phenylglycine, phenoxyacetic acid, naphthylthioacetic acid, N-naphthylglycine, naphthoxyacetic acid, etc. are mentioned.

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, trimethylolpropanetris(3-mercaptopropionate), pentaerythritoltetrakis(3-mercaptobutyl rate), pentaerythritol tetrakis (3-mercaptopropionate), dipentaerythritol hexakis (3-mercaptopropionate), tetraethylene glycol bis (3-mercaptopropionate), and the like. can

The photopolymerization initiator (D) is 0.1 to 40% by weight relative to the content of the alkali-soluble resin (B) and the photopolymerizable compound (C) in weight fraction based on the total solid weight of the colored photosensitive resin composition of the present invention, preferably For example, 1 to 30% by weight may be included. When the photopolymerization initiator (D) is in the range of 0.1 to 40% by weight described above, 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. In addition, the strength and smoothness of the surface of the pixel portion formed by using the composition of the above-described conditions may be improved.

In addition, in the case of the photopolymerization initiation auxiliary agent (d1), 10 to 100% by weight, preferably 20 to 100% by weight, should be included as a weight fraction of the total photopolymerization initiator. When the proportion of (d1) in the total photopolymerization initiator is less than 10% by weight, the decrease in sensitivity due to the dye cannot be overcome, and a short circuit of the pattern tends to occur during the developing process.

In addition, when the photopolymerization initiation adjuvant (d1) is further used, the photopolymerization initiation adjuvant (d1) is the alkali-soluble resin (B) and the photopolymerizable compound (B) based on the total solids weight of the colored photosensitive resin composition of the present invention ( C) may be included in an amount of 0.1 to 40% by weight, preferably 1 to 30% by weight relative to the content of C). When the amount of the photopolymerization initiation adjuvant (d1) is within the range of 0.1 to 40% by weight described above, the sensitivity of the colored photosensitive resin composition is higher, and the productivity of a color filter formed using the composition is improved.

Solvent (E)

As long as the solvent (E) is effective in dissolving other components included in the colored photosensitive resin composition, the solvent used in the conventional colored photosensitive resin composition may be used without particular limitation, and in particular, ethers, aromatic hydrocarbons, ketones, Alcohols, esters or amides are preferable.

The solvent (E) is specifically ethylene glycol monoalkyl ethers such as ethylene glycol monomethyl ether, ethylene glycol monoethyl ether, ethylene glycol monopropyl ether, ethylene glycol monobutyl ether,

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

Ethylene glycol alkyl ether acetates such as methyl cellosolve acetate and ethyl cellosolve acetate;

alkylene glycol alkyl ether acetates such as propylene glycol monomethyl ether acetate, propylene glycol monoethyl ether acetate, propylene glycol monopropyl ether acetate, methoxybutyl acetate, and methoxypentyl acetate;

aromatic hydrocarbons such as benzene, toluene, xylene, and mesitylene;

ketones such as methyl ethyl ketone, acetone, methyl amyl ketone, methyl isobutyl ketone, and cyclohexanone;

alcohols such as ethanol, propanol, butanol, hexanol, cyclohexanol, ethylene glycol, and glycerin;

Esters, such as 3-ethoxy ethyl propionate and 3-methoxymethyl propionate, Cyclic esters, such as (gamma)-butyrolactone, etc. are mentioned.

The solvent (E) is preferably an organic solvent having a boiling point of 100° C. to 200° C. in terms of coatability and dryness, and more preferably propylene glycol monomethyl ether acetate, propylene glycol monoethyl ether acetate, cyclohexanone, and ethyl lactate. , butalactate, ethyl 3-ethoxypropionate, methyl 3-methoxypropionate, etc. can be used.

The solvent (E) may be used alone or in combination of two or more. And 60 to 90% by weight, preferably 70 to 85% by weight based on the total weight of the colored photosensitive resin composition of the present invention may be included. When the solvent (F) is in the range of 60 to 90% by weight described above, it is applied when applied with an application device such as a roll coater, a spin coater, a slit and spin coater, a slit coater (sometimes referred to as a die coater), or an inkjet. It provides the effect of improving the performance.

Additive (F)

The photosensitive resin composition for a green pixel of the present invention contains additives such as fillers, other high molecular compounds, curing agents, adhesion promoters, ultraviolet absorbers, and anti-aggregation agents according to the needs of those skilled in the art in the range that does not impair the purpose of the present invention in addition to the above components (F) It is also possible to use together.

Specifically, the filler may be used, such as glass, silica, alumina, but is not limited thereto.

Specific examples of the other high molecular 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. However, the present invention is not limited thereto.

The curing agent is used for deep curing and increasing mechanical strength, and specifically, an epoxy compound, a polyfunctional isocyanate compound, a melamine compound, an oxetane compound, and the like may be used, but the present invention is not limited thereto. Specifically, the epoxy compound is a bisphenol A-based epoxy resin, a hydrogenated bisphenol A-based epoxy resin, a bisphenol F-based epoxy resin, a hydrogenated bisphenol F-based epoxy resin, a novolak-type epoxy resin, other aromatic epoxy resins, cycloaliphatic epoxy resins, gly Cidyl ester-based resins, glycidylamine-based resins, or brominated derivatives of these epoxy resins, aliphatic, alicyclic or aromatic epoxy compounds other than epoxy resins and brominated derivatives thereof, butadiene (co)polymer epoxide, isoprene (co) Polymer epoxide, glycidyl (meth) acrylate (co) polymer, triglycidyl isocyanurate, etc. may be used, but is not limited thereto. Specifically, the oxetane compound may include carbonate bisoxetane, xylenebisoxetane, adipate bisoxetane, terephthalate bisoxetane, cyclohexanedicarboxylic acid bisoxetane, and the like, but is limited thereto. it is not

The curing agent may be used in combination with a curing auxiliary compound capable of ring-opening polymerization of the epoxy group of the epoxy compound and the oxetane skeleton of the oxetane compound together with the curing agent. Specifically, as the curing aid compound, polyhydric carboxylic acids, polyhydric carboxylic acid anhydrides, acid generators, and the like may be used. As the carboxylic acid anhydride, a commercially available epoxy resin curing agent may be used. Examples of the commercially available epoxy resin curing agent include a trade name (Adecahadona EH-700) (manufactured by Adeka Industrial Co., Ltd.), a trade name (Rikasiddo HH) (manufactured by Shin-Nippon Ewha Co., Ltd.), trade name (MH-700) (manufactured by Nippon Ewha Co., Ltd.);

The curing agent and curing auxiliary compound exemplified above may be used alone or in combination of two or more.

The adhesion promoter is specifically, vinyltrimethoxysilane, vinyltriethoxysilane, vinyl tris(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-mercaptopropyltri One or a mixture thereof selected from the group consisting of methoxysilane, 3-isocyanatepropyltrimethoxysilane and 3-isocyanatepropyltriethoxysilane may be used.

The adhesion promoter may be included in an amount of 0.01 to 10 parts by weight, preferably 0.05 to 2 parts by weight, based on 100 parts by weight of the solid content of the composition.

Specifically, the UV absorber may include, but is not limited to, 2-(3-tert-butyl-2-hydroxy-5-methylphenyl)-5-chlorobenzotyrazole, alkoxybenzophenone, and the like.

The aggregation inhibitor may be specifically sodium polyacrylate, but is not limited thereto.

A method for producing the colored photosensitive resin composition of the present invention will be described by way of example.

First, the pigment (a1) of the colorant (A) is mixed with the solvent (F) and dispersed using a bead mill or the like until the average particle diameter of the pigment is about 0.2 µm or less. At this time, if necessary, the pigment dispersant (a3), part or all of the alkali-soluble resin (B), or (a2) the dye may be mixed with the (E) solvent to be dissolved or dispersed.

The dye (a2), the remainder of the alkali-soluble resin (B), the photopolymerizable compound (C), the photopolymerization initiator (D) and, if necessary, the solvent (E) are further added to the mixed dispersion to a predetermined concentration, and the present invention According to the color photosensitive resin composition can be prepared.

The present invention provides a color filter comprising a color layer formed by forming the colored photosensitive resin composition of the present invention in a predetermined pattern, and then exposing and developing it. In addition, an image pickup device and a liquid crystal display device including the color filter of the present invention are provided.

The color filter, image pickup device, and liquid crystal display device of the present invention may be manufactured by a known method.

Another aspect of the present invention comprises the steps of applying the colored photosensitive resin composition of the present invention; selectively exposing a partial region of the colored photosensitive resin composition; and removing the exposed region or the non-exposed region of the colored photosensitive resin composition.

Hereinafter, the present invention will be described in more detail based on Examples, but the embodiments of the present invention disclosed below are merely illustrative, and the scope of the present invention is not limited to these embodiments. The scope of the present invention is indicated in the claims, and furthermore, it embraces all modifications within the meaning and scope equivalent to those recorded in the claims. In addition, in the following examples and comparative examples, "%" and "part" indicating the content are by weight unless otherwise specified.

Preparation of pigment dispersion composition

<Pigment dispersion composition M1>

As a pigment, C.I. Pigment Green 7 12.0 parts by weight, 4.0 parts by weight of DISPERBYK-2001 (manufactured by BYK) as a pigment dispersant, and 84 parts by weight of propylene glycol methyl ether acetate as a solvent were mixed/dispersed for 12 hours by a bead mill to prepare a pigment dispersion M1. .

<Pigment dispersion composition M2>

12.0 parts by weight of a pigment, which is a compound represented by the following formula (2), 4.0 parts by weight of DISPERBYK-2001 (manufactured by BYK) as a pigment dispersant, and 84 parts by weight of propylene glycol methyl ether acetate as a solvent. Dispersion M2 was prepared.

[Formula 2]

<Pigment dispersion composition M3>

As ryangbu, pigment dispersant of CI Pigment Yellow 138 12.0 as a pigment DISPERBYK-2001 (BYK Co., Ltd.) 4.0 parts by weight, and propylene glycol methyl ether acetate 84 parts by weight of a mixed / dispersed for 12 hours by a bead mill as a solvent, the pigment dispersion M3 was prepared.

<Pigment dispersion composition M4>

12.0 parts by weight of CI Pigment Yellow 150 as a pigment, 4.0 parts by weight of DISPERBYK-2001 (manufactured by BYK) as a pigment dispersant, and 84 parts by weight of propylene glycol methyl ether acetate as a solvent were mixed/dispersed for 12 hours by a bead mill, followed by a pigment dispersion M4 was prepared.

Synthesis of alkali-soluble resin

<Synthesis Example 1>

120 parts of propylene glycol monomethyl ether acetate, 80 parts of propylene glycol monomethyl ether, 2 parts of AIBN, 13.0 parts of acrylic acid, 10 parts of benzyl methacrylate, 57.0 parts of styrene, 20 parts of methyl methacrylate, 3 parts of n-dodecyl mercapto were injected|thrown-in, and nitrogen substitution was carried out. Thereafter, the temperature of the reaction solution was raised to 110° C. with stirring, followed by reaction for 6 hours. The alkali-soluble resin thus synthesized had a solid content acid value of 100.2 mgKOH/g and a weight average molecular weight Mw measured by GPC of about 15110.

Preparation of colored photosensitive resin composition

<Example 1>

17.71 parts of <pigment dispersion composition M1>, 19.42 parts of <pigment dispersion composition M2>, 12.37 parts of the resin of <Synthesis Example 1>, 4.12 parts of KAYARAD DPHA (manufactured by Nippon Kayaku), 0.82 parts of PBG-305 (manufactured by Tronny) , and 45.56 parts of propylene glycol monomethyl ether acetate were mixed to prepare a colored photosensitive resin composition.

<Example 2>

17.65 parts of <pigment dispersion composition M1>, 15.79 parts of <pigment dispersion composition M2>, 8.36 parts of <pigment dispersion composition M3>, 11.35 parts of the resin of <Synthesis Example 1>, 3.78 parts of KAYARAD DPHA (manufactured by Nippon Kayaku), PBG -305 (manufactured by Tronney) 0.76 parts and 42.31 parts of propylene glycol monomethyl ether acetate were mixed to prepare a colored photosensitive resin composition.

<Example 3>

17.71 parts of <pigment dispersion composition M1>, 19.42 parts of <pigment dispersion composition M2>, 12.37 parts of the resin of <Synthesis Example 1>, 4.12 parts of KAYARAD DPHA (manufactured by Nippon Kayaku), 0.82 parts of OXE-01 (manufactured by BASF) , and 45.56 parts of propylene glycol monomethyl ether acetate were mixed to prepare a colored photosensitive resin composition.

<Example 4>

The <pigment dispersion composition M1> 17.65 parts, <pigment dispersion composition M2> 15.79 parts, <pigment dispersion composition M3> 8.36 parts, the resin of <Synthesis Example 1> 11.35 parts, KAYARAD DPHA (manufactured by Nippon Kayaku) 3.78 parts, OXE -01 (manufactured by BASF) 0.76 parts;

<Comparative Example 1>

The <pigment dispersion composition M1> 17.71 parts, <pigment dispersion composition M2> 19.42 parts, the resin of <Synthesis Example 1> 12.37 parts, KAYARAD DPHA (manufactured by Nippon Kayaku) 4.12 parts, IRGACURE(R) 369 (manufactured by BASF) 0.82 Parts and 45.56 parts of propylene glycol monomethyl ether acetate were mixed to prepare a colored photosensitive resin composition.

<Comparative Example 2>

19.59 parts of <pigment dispersion composition M1>, 23.28 parts of <pigment dispersion composition M4>, 11.11 parts of the resin of <Synthesis Example 1>, 3.7 parts of KAYARAD DPHA (manufactured by Nippon Kayaku), 0.74 parts of PBG-305 (manufactured by Tronni) , 41.58 parts of propylene glycol monomethyl ether acetate were mixed to prepare a colored photosensitive resin composition

<Comparative Example 3>

19.59 parts of <pigment dispersion composition M1>, 23.28 parts of <pigment dispersion composition M4>, 11.11 parts of the resin of <Synthesis Example 1>, 3.7 parts of KAYARAD DPHA (manufactured by Nippon Kayaku), 0.74 parts of IRGACURE(R) 369 (manufactured by BASF) Parts, 41.58 parts of propylene glycol monomethyl ether acetate were mixed to prepare a colored photosensitive resin composition

Experimental preparation example 1: Manufacture of color filter

Using the colored photosensitive resin compositions prepared in Examples 1 to 4 and Comparative Examples 1 to 3, color filters were prepared so that chromaticity was x=0.250 and y=0.640 in the C light source.

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

Experimental example One

(1) Measurement of transmittance

The transmittance of the 100 μm pattern of the substrate prepared in Experimental Preparation Example 1 was measured with a colorimeter (manufactured by Olympus, OSP-200), and the results are shown in Table 1.

(2) Measurement of pattern adhesion and resolution

When the pattern generated in Experimental Preparation Example 2 was evaluated through an optical microscope, the degree of tearing on the pattern as follows was evaluated and shown in Table 1 below.

<Evaluation criteria>

○: No tearing of patterns over 30㎛ size

△: 1-3 pieces of tear in the pattern of 30㎛ or larger size

X: Tear 4 or more in a pattern with a size of 30 μm or more

(3) resolution evaluation

The pattern produced in Experimental Preparation Example 2 was measured through an optical microscope, and resolution was determined according to the following criteria, and is shown in Table 1 below.

<Evaluation criteria>

○: An independent pattern of 10 μm or less is formed

△: When the line width of a pattern of 10 μm or less is excessively enlarged and connected to a neighboring pattern

Ⅹ: pattern loss of 10 μm or less

(4) Evaluation of solvent resistance

The chromaticity and transmittance of the substrate prepared in Experimental Preparation Example 2 were measured with a colorimeter (OSP-200, manufactured by Olympus), and the color coordinates of the substrate were measured, and the substrate on which the color coordinate measurement was completed was immersed in N-methylpyrrolidone for 30 minutes. did. After taking out the substrate, it was washed with distilled water to measure the chromaticity again, and the color difference before and after immersion in N-methylpyrrolidone was calculated by the following Equation 1 (ΔE*ab) and determined according to the following criteria.

[Equation 1]

In the L ^* a ^* b ^* coordinate system, after immersion color coordinates (L ₂ ^* , a ₂ ^* , b ₂ ^* ), before immersion color coordinates (L ₁ ^* a ₁ ^* , b ₁ ^* ),

< Evaluation Criteria>

○: ΔE*ab 3.0 or less

△: more than ΔE*ab 3.0 and less than 5.0

X: greater than ΔE*ab 5.0

pattern adhesion resolution transmittance solvent resistance Example 1 ○ ○ 47.3 ○ Example 2 ○ ○ 47.2 ○ Example 3 ○ ○ 47.1 ○ Example 4 ○ ○ 47.4 ○ Comparative Example 1 △ Ⅹ 47.0 Ⅹ Comparative Example 2 △ ○ 41.2 △ Comparative Example 3 △ △ 41.1 Ⅹ

The proportions and contents of the pigment dispersions M1 to M5 were adjusted so that the colored photosensitive resin compositions of Examples and Comparative Examples exhibit the same color coordinates. And the content of the alkali-soluble resin, the photoinitiator and the photopolymerizable compound of <Synthesis Example 1> was also adjusted to prepare a colored photosensitive resin composition to have the same film thickness.

As can be seen from Table 1, the pattern adhesion of the color filter manufactured using the example is superior to that of the color filter manufactured using the comparative example. In addition to this, the color filters of Examples are superior to those of Comparative Examples in terms of resolution, transmittance and/or solvent resistance.

Claims (7)

a colorant (A), an alkali-soluble resin (B), a photopolymerizable compound (C), a photoinitiator (D), and a solvent (E);
The colorant (A) includes a compound represented by the following formula (2),
The photoinitiator (D) is a colored photosensitive resin composition for a green pixel comprising at least one photoinitiator generating phenyl radicals;
[Formula 2]

The method according to claim 1,
The colorant (A) is a colored photosensitive resin composition for a green pixel, characterized in that it further comprises at least one selected from the group consisting of CI Pigment Yellow 129, 138, 139, 150 and 185. The method according to claim 1,
The colored photosensitive resin composition for a green pixel, characterized in that the colorant (A) is contained in an amount of 5 to 60% by weight based on the total weight of the solid content in the colored photosensitive resin composition for a green pixel. The method according to claim 1,
The photopolymerization initiator (D) further comprises at least one selected from the group consisting of an acetophenone-based compound, a benzophenone-based compound, a biimidazole-based compound, a triazine-based compound, and a thioxanthone-based compound. The colored photosensitive resin composition for green pixels. A color filter comprising a color layer formed by forming the colored photosensitive resin composition for a green pixel of claim 1 in a predetermined pattern, followed by exposure and development. An image pickup device comprising the color filter of claim 5 . A liquid crystal display device comprising the color filter of claim 5 .