KR20140113092A - Colored photosensitive resin composition - Google Patents

Abstract

The present invention relates to a colored photosensitive resin composition. More particularly, the colored photosensitive resin composition comprises: coloring; alkali-soluble resin; a photopolymerizable compound; a photopolymerization initiator; and solvents, wherein the photopolymerization initiator contains a metallocene-based compound. Thus, the colored photosensitive resin composition is optimized for digital exposure, has a fast development rate by the digital exposure, and has excellent sensitivity and adhesion. Therefore, a color filter without detachment of patterns can be prepared in the development process.

Description

COLORED PHOTOSENSITIVE RESIN COMPOSITION [0002]

The present invention relates to a colored photosensitive resin composition.

BACKGROUND ART [0002] 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 for a color liquid crystal display device, an image pickup device, or the like is a device for uniformly applying a colored photosensitive resin composition containing a coloring agent corresponding to each color of red, green and blue on a substrate on which a black matrix is pattern- The coating film formed by heating and drying (hereinafter also referred to as preliminary firing) may be exposed and developed, and if necessary, further heat curing (hereinafter also referred to as post-firing) may be repeated for each color, Color pixels are formed.

In the conventional pattern forming method using a photomask, alignment is performed using a pattern and an alignment mark that are formed in advance. In this method, however, complete alignment can not be achieved. Particularly in the case of a color filter for liquid crystal, ), The green (G), and the blue (B) pixels. For this reason, the width of the black matrix inevitably increases, thereby lowering the brightness of the liquid crystal display panel. Particularly in recent years, bright displays are required in liquid crystal televisions and portable terminals, but there is a problem such as a large power consumption because the backlight is reinforced.

On the other hand, as a manufacturing method of a color filter, a laser light such as a semiconductor laser or a gas laser is directly scanned on a photosensitive composition based on digital data such as a pixel pattern without using a photomask in order to reduce the manufacturing cost, (Japanese Patent Application Laid-Open No. 2004-1244) has been proposed by a laser directing imaging system (hereinafter sometimes referred to as " LDI ").

However, this method is aimed at cost reduction by maskless, and there is no description about improvement of the performance of the color filter.

Therefore, development of a color filter having excellent performance such as sensitivity and adhesion by maskless laser exposure has been demanded.

Japanese Laid-Open Patent Application No. 2014-1244

It is an object of the present invention to provide a colored photosensitive resin composition which is optimized for digital exposure of a laser light source and is capable of producing a color filter having a high development speed by digital exposure and excellent sensitivity and adhesion so that no pattern peeling occurs during the development process The purpose.

1. A colorant, an alkali-soluble resin, a photopolymerizable compound, a photopolymerization initiator, and a solvent; Wherein the alkali-soluble resin comprises a repeating unit represented by the following formula (1); Wherein the photopolymerization initiator comprises a metallocene-based compound:

[Chemical Formula 1]

(Wherein R ₁ and R ₂ are independently of each other a hydrogen atom or a methyl group having 1 to 6 carbon atoms).

2. The colored photosensitive resin composition according to 1 above, wherein the repeating unit represented by the general formula (1) is contained in an alkali-soluble resin in an amount of 3 to 80% based on the total number of moles of monomers polymerized.

3. The alkali-soluble resin as described in 1 above, wherein the alkali-soluble resin is a copolymer obtained by reacting a copolymer of a monomer having an unsaturated bond and a glycidyl group with a compound having a carboxyl group and an unsaturated bond; Or a copolymer of a monomer having a carboxyl group and an unsaturated bond with a compound having an unsaturated bond and a glycidyl group.

4. The colored photosensitive resin composition according to 1 above, wherein the alkali-soluble resin has a molecular weight of 3,000 to 100,000.

5. The colored photosensitive resin composition according to 1 above, wherein the acid value of the alkali-soluble resin is 50 to 200 mgKOH / g.

6. The process of claim 1, wherein the metallocene compound is selected from the group consisting of (cumene) cyclopentadienyl-iron (II) -hexafluorophosphate, bis (eta 5-2,4-cyclopentadien- [2,6-difluoro-3- (1H-pyrrol-1-yl) phenyl] titanium or a mixture thereof.

7. The positive resist composition according to item 1, wherein at least one selected from the group consisting of an acetophenone compound, a benzophenone compound, a triazine compound, a biimidazole compound, a thioxanthone compound and a phosphine oxide compound And a photopolymerization initiator.

8. The colored photosensitive resin composition according to 1 above, wherein the amount of the coloring agent is 5 to 60% by weight, the amount of the alkali-soluble resin is 10 to 80% by weight, and the amount of the photopolymerizable compound is 5 to 45% by weight based on the solid content. The photopolymerization initiator comprises 0.1 to 40% by weight based on the total amount of the alkali-soluble resin and the photopolymerizable compound based on the solid content; Wherein the solvent comprises 60 to 90% by weight of the total weight of the colored photosensitive resin composition.

9. The colored photosensitive resin composition according to 1 above, wherein the compound represented by Formula 1 is contained in an amount of 10 to 100% by weight based on the total weight of the photopolymerization initiator.

10. The colored photosensitive resin composition according to 1 above, further comprising at least one photopolymerization initiation auxiliary selected from the group consisting of an amine compound, a carboxylic acid compound and an organic sulfur compound having a thiol group.

11. A color filter made of a colored photosensitive resin composition according to any one of items 1 to 10 above.

The colored photosensitive resin composition of the present invention can produce a color filter capable of suppressing peeling of the pattern during the development process because of its high development speed and excellent sensitivity and adhesion by digital exposure.

The present invention includes a colorant, an alkali-soluble resin, a photopolymerizable compound, a photopolymerization initiator, and a solvent; The alkali-soluble resin comprises the repeating unit represented by the formula (1); The photopolymerization initiator contains a metallocene compound, thereby being capable of producing a color filter which is optimized for digital exposure, has a high developing speed by digital exposure, is excellent in sensitivity and adhesion, ≪ / RTI >

Hereinafter, the present invention will be described in detail.

The colored photosensitive resin composition of the present invention includes a colorant, an alkali-soluble resin, a photopolymerizable compound, a photopolymerization initiator, and a solvent.

<Colorant>

The colorant may be a pigment, a dye or a mixture thereof.

The pigment may be an organic pigment, an inorganic pigment or a mixture thereof, which are commonly used in the art.

The organic pigment is not particularly limited and may be a pigment used for printing ink, inkjet ink, etc. Specific examples thereof include water-soluble azo pigments, insoluble azo pigments, phthalocyanine pigments, quinacridone pigments, isoindolinone pigments, Anthanthrone pigments, indanthrone pigments, pravanthrone pigments, anthraquinone pigments, anthraquinone pigments, anthanthrone pigments, anthanthrone pigments, indanthrone pigments, indanthrone pigments, Pyranthrone pigments, diketopyrrolopyrrole pigments, and the like. These may be used alone or in combination of two or more.

The inorganic pigment is not particularly limited and may be a metal compound such as a metal oxide or a metal complex salt and specifically includes a group consisting of iron, cobalt, aluminum, cadmium, lead, copper, titanium, magnesium, chromium, zinc, antimony and carbon black &Lt; / RTI &gt; These may be used alone or in combination of two or more.

Organic pigments and inorganic pigments are compounds classified as pigments in the color index (The Society of Dyers and Colourists), and specifically C.I. Pigment Yellow 13, 20, 24, 31, 53, 83, 86, 93, 94, 109, 110, 117, 125, 137, 138, 139, 147, 148, 150, 153, 154, 166, 173, 180 And 185; C.I. Pigment Orange 13, 31, 36, 38, 40, 42, 43, 51, 55, 59, 61, 64, 65, and 71; C.I. Pigment Red 9, 97, 105, 122, 123, 144, 149, 166, 168, 176, 177, 180, 192, 208, 215, 216, 224, 242, 254, 255 and 264; C.I. Pigment Green 7, 10, 15, 25, 36, 47 and 58; C.I. Pigment Brown 28, and the like, preferably C.I. Pigment Yellow 138, C.I. Pigment Yellow 139, C.I. Pigment Yellow 150, C.I. Pigment Yellow 185, C.I. Pigment Orange 38, C.I. Pigment Red 122, C.I. Pigment Red 166, C.I. Pigment Red 177, C.I. Pigment Red 208, C.I. Pigment Red 242, C.I. Pigment Red 254, C.I. Pigment Red 255, C.I. Pigment Green 7, C.I. Pigment Green 36 and C.I. Pigment Green 58, and the like. These may be used alone or in combination of two or more.

The dye is not particularly limited as long as it has solubility in an organic solvent and can ensure reliability such as solubility in an alkali developing solution, heat resistance, solvent resistance, etc., for example, an acid dye having an acid group such as a sulfonic acid or a carboxylic acid; Salts of acidic dyes and nitrogen-containing compounds; Sulfonamide forms of acidic dyes and derivatives thereof; Azo dyes, xanthan dyes, phthalocyanine dyes, and derivatives thereof.

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

The dye is not particularly limited, and for example, C.I. As solvent dyes, C.I. Yellow dyes such as Solvent Yellow 4, 14, 15, 16, 21, 23, 24, 38, 56, 62, 63, 68, 79, 82, 93, 94, 98, 99, 151, 162, 163; C.I. Red dyes such as Solvent Red 8, 45, 49, 89, 111, 122, 125, 130, 132, 146, 179; C.I. Orange dyes such as solvent orange 2, 7, 11, 15, 26, 41, 45, 56, 62; C.I. Green dyes such as Solvent Green 1, 3, 4, 5, 7, 28, 29, 32, 33, 34, 35 and the like. In view of excellent solubility in organic solvents, Solvent Yellow 14, 16, 21, 56, 151, 79, 93; C.I. Solvent Red 8, 49, 89, 111, 122, 132, 146, 179; C.I. Solvent Orange 41, 45, 62 is preferred, and C.I. Solvent Yellow 21, 79; C.I. Solvent Red 8, 122, 132; C.I. Solvent Orange 45, 62 or the like is more preferable.

Also, C.I. CI Acid Yellow 1, 3, 7, 9, 11, 17, 23, 25, 29, 34, 36, 38, 40, 42, 54, 65, 72, 73, 76, 79, 98, 99, 111, 112, 113, 114, 116, 119, 123, 128, 134, 135, 138, 139, 140, 144, 150, 155, 157, 160, 161, 163, 168, 169, 172, 177, 178, 179, 184, 190, 193, 196, 197, 199, 202, 203, 204, 205, 207, 212, 214, 220, 221, 228, 230, 232, 235, 238, 240, 242, Yellow dye; CI Acid Red 1, 4, 8, 14, 17, 18, 26, 27, 29, 31, 34, 35, 37, 42, 44, 50, 51, 52, 57, 66, 73, 80, 87, 88 , 91, 92, 94, 97, 103, 111, 114, 129, 133, 134, 138, 143, 145, 150, 151, 158, 176, 182, 183, 198, 206, 211, 215, 216, 217 , 227, 228, 249, 252, 257, 258, 260, 261, 266, 268, 270, 274, 277, 280, 281, 195, 308, 312, 315, 316, 339, 341, 345, 346, 349 Red dyes such as 382, 383, 394, 401, 412, 417, 418, 422, 426; Orange dyes such as C.I. Acid Orange 6, 7, 8, 10, 12, 26, 50, 51, 52, 56, 62, 63, 64, 74, 75, 94, 95, 107, 108, 169, 173; Green dyes such as CI Acid Green 1, 3, 5, 9, 16, 25, 27, 50, 58, 63, 65, 80, 104, 105, 106 and 109, Preferably CI Acid Yellow 42; C.I. Acid Red 92; C.I. Acid Green 27 is preferred.

As CI direct dyes, CI Direct Yellow 2, 33, 34, 35, 38, 39, 43, 47, 50, 54, 58, 68, 69, 70, 71, 86, 93, 94, 95, 98, 102 , 108, 109, 129, 136, 138, 141 and the like; CI Direct Red 79, 82, 83, 84, 91, 92, 96, 97, 98, 99, 105, 106, 107, 172, 173, 176, 177, 179, 181, 182, 184, 204, 207, 211 , 213, 218, 220, 221, 222, 232, 233, 234, 241, 243, 246, 250; Orange dyes such as C.I. Direct Orange 34, 39, 41, 46, 50, 52, 56, 57, 61, 64, 65, 68, 70, 96, 97, 106, 107; Green dyes such as C.I. Direct Green 25, 27, 31, 32, 34, 37, 63, 65, 66, 67, 68, 69, 72, 77, 79,

Also, C.I. Yellow dyes such as C.I. Modatto Yellow 5, 8, 10, 16, 20, 26, 30, 31, 33, 42, 43, 45, 56, 61, 62, 65 as modaneto dyes; CI Modal Red 1, 2, 3, 4, 9, 11, 12, 14, 17, 18, 19, 22, 23, 24, 25, 26, 30, 32, 33, 36, 37, Red dyes such as 41, 43, 45, 46, 48, 53, 56, 63, 71, 74, 85, 86, 88, 90, 94, 95; CI Modanato Orange 3, 4, 5, 8, 12, 13, 14, 20, 21, 23, 24, 28, 29, 32, 34, 35, 36, 37, 42, 43, dyes; Green dyes such as C.I. Modatto Green 1, 3, 4, 5, 10, 15, 19, 26, 29, 33, 34, 35, 41, 43,

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

The content of the dye is not particularly limited and may be, for example, 0.5 to 80% by weight, preferably 1 to 50% by weight, based on the solid content of the colorant. When the content of the dye is within the above range, it is possible to prevent the problem of lowering the reliability of dye elution by the organic solvent after pattern formation, and the sensitivity is excellent.

The content of the colorant is not particularly limited and may be in the range of 5 to 60% by weight, preferably in the range of 10 to 45% by weight, based on the solid content of the colored photosensitive resin composition. When the content of the colorant is within the above range, the color density of the pixel is sufficient and the non-curing portion of the non-cured portion is not deteriorated during development, so that the occurrence of the residue can be reduced.

The colorant is added to the composition in the form of a dispersion for uniform mixing in the composition. The dispersion may further comprise a dispersant and a solvent used in the composition in addition to the colorant.

The dispersant is added for maintaining deagglomeration and stability of the pigment, and any of those generally used in the art can be used without limitation. Preferably an acrylate-based dispersant comprising BMA (butyl methacrylate) or DMAEMA (N, N-dimethylaminoethyl methacrylate); Polycarboxylic acid esters; Unsaturated polyamides; Polycarboxylic acid; (Partial) amine salts of polycarboxylic acids; 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 modification products; An amide formed by the reaction of a polyester having a free carboxyl group with a poly (lower alkyleneimine) or a salt thereof; Soluble resin or water-soluble polymer compound such as (meth) acrylic acid-styrene copolymer, (meth) acrylic acid- (meth) acrylate ester copolymer, styrene-maleic acid copolymer, polyvinyl alcohol or polyvinylpyrrolidone; Polyester; Modified polyacrylates; Adducts of ethylene oxide / propylene oxide; Phosphate esters and the like. These may be used alone or in combination of two or more.

DISPER BYK-161, DISPER BYK-162, DISPER BYK-163, DISPER BYK-164, DISPER BYK-166, DISPER BYK-171, DISPER BYK- DISPER BYK-182, DISPER BYK-184, DISPER BYK-2000, DISPER BYK-2001, DISPER BYK-2070, DISPER BYK-2150 (BYK KEMISA); EFKA-44, EFKA-44, EFKA-47, EFKA-48, EFKA-4010, EFKA-4050, EFKA-4055, EFKA-4020, EFKA-4015, EFKA- 4400, EFKA-4406, EFKA-4510, EFKA-4800 (BASF); SOLSPERS-24000, SOLSPERS-32550, NBZ-4204/10 (Lubirzol); Hinoact T-6000, Hinoact T-7000, Hinoact T-8000 (Kawaken Fine Chemicals); AJISPUR PB-821, Ajisper PB-822, Ajisper PB-823 (Ajinomoto); FLORENE DOPA-17HF, Florene DOPA-15BHF, Florene DOPA-33 and Florene DOPA-44 (Kyoeisha Chemical Co., Ltd.). These may be used alone or in combination of two or more.

The content of the dispersing agent is not particularly limited and may be, for example, 5 to 60 parts by weight, preferably 15 to 50 parts by weight, based on 100 parts by weight of the pigment based on the solid content. When the content of the dispersing agent is within the above range, the pigment can be finely atomized and the coloring agent dispersion can have an appropriate viscosity.

<Alkali-soluble resin>

The alkali-soluble resin includes a repeating unit represented by the following formula (1)

[Chemical Formula 1]

(R ₁ and R ₂ are independently of each other a hydrogen atom or a methyl group having 1 to 6 carbon atoms).

When the recurring unit represented by the formula (1) is contained, the developing speed is fast and the sensitivity and adhesion are improved, and a fine pattern can be formed when exposed by a digital exposure method without using a photomask.

The alkali-soluble resin having a repeating unit represented by the general formula (1) can be produced by polymerization of various monomers, for example, by reacting a copolymer of a monomer having an unsaturated bond and a glycidyl group with a compound having a carboxyl group and an unsaturated bond And a copolymer obtained by reacting the resulting copolymer or a copolymer of a monomer having a carboxyl group and an unsaturated bond with a compound having an unsaturated bond and a glycidyl group.

The monomer having an unsaturated bond and a glycidyl group is not particularly limited, and examples thereof include glycidyl methacrylate, glycidyl acrylate, and aryl glycidyl ether. These may be used alone or in combination of two or more.

The monomer having a carboxyl group and an unsaturated bond is not particularly limited and includes, for example, acrylic acid; Methacrylic acid; Itaconic acid; Maleic acid; Maleic anhydride; Fumaric acid; Maleic acid such as monomethyl maleate, ethyl maleate, n-propyl maleate, isopropyl maleate, n-butyl maleate, n-hexyl maleate, n-octyl maleate, 2-ethylhexyl maleate, Alkyl esters and the like. These may be used alone or in combination of two or more.

The alkali-soluble resin according to the present invention may further comprise at least one other monomer copolymerizable with the monomer. Methylstyrene, o-methoxystyrene, m-methoxystyrene, p-methoxystyrene, o-vinylbenzyl methyl ether, m-vinylbenzyl methyl ether, p- Aromatic vinyl compounds such as vinyl benzyl methyl ether, o-vinyl benzyl glycidyl ether, m-vinyl benzyl glycidyl ether and p-vinyl benzyl glycidyl ether; N-cyclohexylmaleimide, N-benzylmaleimide, N-phenylmaleimide, No-hydroxyphenylmaleimide, Nm-hydroxyphenylmaleimide, Np-hydroxyphenylmaleimide, No-methylphenylmaleimide, Nm N-substituted maleimide-based compounds such as methylphenyl maleimide, Np-methylphenyl maleimide, No-methoxyphenyl maleimide, Nm-methoxyphenyl maleimide and Np-methoxyphenyl maleimide; Propyl (meth) acrylate, n-butyl (meth) acrylate, i-butyl (meth) acrylate, alkyl (meth) acrylates such as sec-butyl (meth) acrylate and t-butyl (meth) acrylate; (Meth) acrylate, cyclopentyl (meth) acrylate, cyclohexyl (meth) acrylate, 2-methylcyclohexyl (meth) acrylate, tricyclo [5.2.1.0 2,6] decan- Alicyclic (meth) acrylates such as dicyclopentanyloxyethyl (meth) acrylate and isobornyl (meth) acrylate; Aryl (meth) acrylates such as phenyl (meth) acrylate and benzyl (meth) acrylate; 3- (methacryloyloxymethyl) -2-trifluoromethyl oxetane, 3- (methacryloyloxymethyl) oxetane, 3- (methacryloyloxymethyl) 2- (methacryloyloxymethyl) oxetane, 2- (methacryloyloxymethyl) -4-trifluoromethyloxetane, and the like Unsaturated oxetane compounds, and the like. These may be used alone or in combination of two or more.

The molecular weight of the alkali-soluble resin is not particularly limited. For example, the weight average molecular weight in terms of polystyrene may be 3,000 to 100,000, preferably 5,000 to 50,000. When the molecular weight of the alkali-soluble resin is within the above range, it is possible to prevent film reduction during development and to suppress the missing portion of the pattern portion.

The acid value of the alkali-soluble resin is not particularly limited and may be, for example, 50 to 200 mgKOH / g, preferably 60 to 180 mgKOH / g, and more preferably 80 to 130 mgKOH / g. When the acid value of the alkali-soluble resin is within the above range, the solubility in a developing solution is improved and the residual film ratio can be improved.

The content of the alkali-soluble resin is 10 to 80% by weight, preferably 10 to 70% by weight, based on the solid content of the colored photosensitive resin composition. When the content of the alkali-soluble resin is within the above range, solubility in a developing solution is sufficient and pattern formation is easy, and reduction of the film of the pixel portion of the exposed portion is prevented during development, so that the missing property of the non-pixel portion is improved.

The content of the repeating unit represented by the general formula (1) is not particularly limited and may be 3 to 80%, preferably 5 to 70%, based on the total number of moles of the monomers to be polymerized in the alkali-soluble resin. When the proportion of the repeating unit represented by the general formula (1) is within the above range, it is excellent in sensitivity, adhesion, and solvent resistance, and peeling of the pattern during the development process can be suppressed.

One embodiment of the method for producing an alkali-soluble resin is as follows.

0.1 to 10% of a polymerization initiator is added to a 0.5 to 20-fold amount of the monomer, monomer, and monomers in the flask having the stirrer, the thermometer, the reflux condenser, the dropping funnel and the nitrogen- . Thereafter, the mixture is stirred at 40 to 140 DEG C for 1 to 10 hours.

As the solvent, those used in the conventional radical polymerization can be used. Specific examples of the solvent include tetrahydrofuran, dioxane, ethyleneglycol dimethylethyl, diethyleneglycol dimethylethyl, acetone, methylethylketone, methylisobutylketone, cyclohexanone Propanol, n-butanol, ethylene glycol monomethyl ether, propylene glycol monomethyl ether, toluene, xylene, ethylbenzene, methylene chloride, ethyl acetate, butyl acetate, propyleneglycol monomethyl ethyl acetate, 3-methoxybutyl acetate, Chloroform, dimethylsulfoxide, and the like, or a mixture thereof.

The polymerization initiator may be a polymerization initiator commonly used in the art and is not particularly limited. Specific examples thereof include diisopropylbenzene hydroperoxide, di-t-butyl peroxide, benzoyl peroxide, t-butyl peroxyisopropyl carbonate, t-amyl peroxy-2-ethylhexanoate, Organic peroxides such as 2-ethylhexanoate; Azo compounds such as 2,2'-azobis (isobutyronitrile), 2,2'-azobis (2,4-dimethylbarenonitrile) and dimethyl 2,2'-azobis (2-methylpropionate) Nitrogen compounds and the like. These may be used alone or in combination of two or more.

In the above process, an alpha -methylstyrene dimer or a mercapto compound may be used as a chain transfer agent to control the molecular weight. The? -methylstyrene dimer or the mercapto compound may be used in an amount of 0.005 to 5 parts by weight based on 100 parts by weight of the monomer. The above-mentioned polymerization conditions may be appropriately adjusted depending on the production equipment or the amount of heat generated by polymerization and the like.

< Photopolymerization  Compound &gt;

The photopolymerizable compound is a component for enhancing the strength of the pattern, and may include 1 to 6 functional monomers. For example, monofunctional compounds such as nonylphenylcarbitol acrylate, 2-hydroxy-3-phenoxypropyl acrylate, 2-ethylhexylcarbitol acrylate, 2-hydroxyethyl acrylate and N- Monomer; (Meth) acrylates such as 1,6-hexanediol di (meth) acrylate, ethylene glycol di (meth) acrylate, neopentyl glycol di (meth) acrylate, triethylene glycol di 3-methylpentanediol di (meth) acrylate, 3- (acryloyloxy) -2-hydroxypropyl methacrylate, 2-hydroxy-1,3-dimethacryloxypropane, Bifunctional monomers such as 2-hydroxy-1-acryloxy-3-methacryloxypropane; Trifunctional monomers such as trimethylolpropane tri (meth) acrylate and pentaerythritol tri (meth) acrylate; Tetrafunctional monomers such as pentaerythritol tetra (meth) acrylate; Pentafunctional monomers such as dipentaerythritol penta (meth) acrylate; And hexafunctional monomers such as dipentaerythritol hexa (meth) acrylate. These may be used alone or in combination of two or more.

The photopolymerizable compound may preferably be a bifunctional or higher functional monomer and, more preferably, a pentafunctional or higher functional monomer in view of enhancement of pattern strength and improvement in smoothness.

Examples of commercially available photopolymerizable compounds include 701 (NK ESTER), 701A (NK ESTER), ATMM-3L (NK ESTER) and KAYARAD DPHA (Nippon Kayaku).

The content of the photopolymerizable compound is not particularly limited and may be, for example, from 5 to 45% by weight, preferably from 7 to 45% by weight, based on the solid content of the total amount of the colored photosensitive resin composition. When the content of the photopolymerizable compound is within the above range, the strength and smoothness of the pixel portion can be good.

< Light curing Initiator >

The photopolymerization initiator includes a metallocene compound.

When a metallocene compound is included, sensitivity and adhesiveness are improved. Therefore, when used in combination with an alkali-soluble resin containing a repeating unit represented by the formula (1), the effect of improving the sensitivity and adhesion can be maximized.

The metallocene compound is not particularly limited and includes, for example, (cumene) cyclopentadienyl-iron (II) -hexafluorophosphate, bis (eta 5-2,4-cyclopentadien- [2,6-difluoro-3- (1H-pyrrol-1-yl) phenyl] titanium and the like. These may be used alone or in combination of two or more.

Commercially available usable metallocene compounds include Irgacure 261 and Irgacure 784 manufactured by BASF, and preferably Irgacure 784.

In addition to the metallocene compound, the colored photosensitive resin composition of the present invention may further include at least one photopolymerization initiator commonly used in the art within the scope of the present invention. For example, acetophenone, benzophenone, triazine, biimidazole, thioxanthone, and phosphine oxide compounds. These may be used alone or in combination of two or more.

The acetophenone compound is not particularly limited and includes, for example, diethoxyacetophenone, 2-hydroxy-2-methyl-1-phenylpropan-1-one, benzyldimethylketal, 2- (2-hydroxyethoxy) phenyl] -2-methylpropan-1-one, 1-hydroxycyclohexyl phenyl ketone, 2- 1-one, 2-benzyl-2-dimethylamino-1- (4-morpholinophenyl) butan- ] Propane-1-one, and 2- (4-methylbenzyl) -2- (dimethylamino) -1- (4-morpholinophenyl) butan-1-one.

The benzophenone compound is not particularly limited, and examples thereof include benzophenone, methyl 0-benzoylbenzoate, 4-phenylbenzophenone, 4-benzoyl-4'- methyldiphenylsulfide, 3,3 ' -Tetra (tert-butylperoxycarbonyl) benzophenone, 2,4,6-trimethylbenzophenone, and the like.

The triazine compound is not particularly limited, and examples thereof include 2,4-bis (trichloromethyl) -6- (4-methoxyphenyl) -1,3,5-triazine, 2,4- Methyl) -6- (4-methoxynaphthyl) -1,3,5-triazine, 2,4-bis (trichloromethyl) -6-piperonyl-1,3,5-triazine, 2 , 2,4-bis (trichloromethyl) -6- [2- (5-methylpiperazin-1-yl) Yl) ethenyl] -1,3,5-triazine, 2,4-bis (trichloromethyl) -6- [2- (furan- (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.

The imidazole-based compound is not particularly limited, and examples thereof include 2,2'-bis (2-chlorophenyl) -4,4 ', 5,5'-tetraphenylbiimidazole, 2,2'-bis (2,3-dichlorophenyl) -4,4 ', 5,5'-tetraphenylbiimidazole, 2,2'-bis (2-chlorophenyl) -4,4' Phenyl) imidazole, 2,2'-bis (2-chlorophenyl) -4,4 ', 5,5'-tetra (trialkoxyphenyl) biimidazole, 2,2- Phenyl) -4,4 ', 5,5'-tetraphenyl-1,2'-biimidazole or an imidazole compound in which the phenyl group at the 4,4', 5,5 'position is substituted with a carboalkoxy group , And preferably 2,2'-bis (2-chlorophenyl) -4,4 ', 5,5'-tetraphenylbiimidazole, 2,2'-bis (2,3-dichlorophenyl ) -4,4 ', 5,5'-tetraphenylbiimidazole, 2,2-bis (2,6-dichlorophenyl) -4,4,5,5'-tetraphenyl- Imidazole and the like.

The thioxanthone compound is not particularly limited and includes, for example, 2-isopropylthioxanthone, 2,4-diethylthioxanthone, 2,4-dichlorothioxanthone, 1- Oakstone, and the like.

The phosphine oxide-based compound is not particularly limited, and examples thereof include 2,4,6-trimethylbenzoyl-diphenyl-phosphine oxide and phenylbis (2,4,6-trimethylbenzoyl) phosphine oxide . Examples of commercially available phosphine oxide-based compounds include DAROCUR TPO and IRGACURE 819 available from BASF.

The content of the photopolymerization initiator is not particularly limited and may be, for example, from 0.1 to 40% by weight, preferably from 1 to 30% by weight, based on the total amount of the alkali-soluble resin and the photopolymerizable compound based on the solid content . When the content of the photopolymerization initiator is within the above range, the colored photosensitive resin composition becomes highly sensitive and the exposure time is shortened, so that productivity is improved and high resolution can be maintained, and the strength of the formed pixel portion and the smoothness on the surface of the pixel portion can be improved have.

The content of the metallocene compound in the photopolymerization initiator is not particularly limited and may be, for example, 10 to 100% by weight, preferably 20 to 100% by weight, of the total weight of the photopolymerization initiator. When the content of the metallocene compound is within the above range, it is possible to maximize the sensitivity improving effect and to suppress the occurrence of a short circuit of the pattern during the development process.

< Light curing  Initiation supplements>

The colored photosensitive resin composition of the present invention may further include a photopolymerization initiation auxiliary agent for improving the sensitivity.

The photopolymerization initiation auxiliary is not particularly limited, and examples thereof include an amine compound, a carboxylic acid compound, and an organic sulfur compound having a thiol group. These may be used alone or in combination of two or more.

The amine compound is not particularly limited, and examples thereof include aliphatic amine compounds such as triethanolamine, methyldiethanolamine and triisopropanolamine; 4-dimethylaminobenzoic acid ethyl, 4-dimethylaminobenzoic acid isoamyl, 4-dimethylaminobenzoic acid 2-ethylhexyl, benzoic acid 2-dimethylaminoethyl, N, N-dimethylparatoluidine, Aromatic amine compounds such as 4'-bis (dimethylamino) benzophenone and 4,4'-bis (diethylamino) benzophenone.

The carboxylic acid compound is not particularly limited, and examples thereof include phenylthioacetic acid, methylphenylthioacetic acid, ethylphenylthioacetic acid, methylethylphenylthioacetic acid, dimethylphenylthioacetic acid, methoxyphenylthioacetic acid, dimethoxyphenylthioacetic acid, And aromatic heteroacetic acids such as acetic acid, dichlorophenylthioacetic acid, N-phenylglycine, phenoxyacetic acid, naphthylthioacetic acid, N-naphthylglycine and naphthoxyacetic acid.

The organic sulfur compound having a thiol group is not particularly limited and examples thereof include 2-mercaptobenzothiazole, 1,4-bis (3-mercaptobutyryloxy) butane, 1,3,5-tris (1H, 3H, 5H) -triene, trimethylolpropane tris (3-mercaptopropionate), pentaerythritol tetrakis (3-mercaptopropionate), tetraethylene glycol bis (3-mercaptobutyrate), pentaerythritol tetrakis (3-mercaptopropionate), dipentaerythritol hexakis Phonate), and the like.

The content of the photopolymerization initiator is not particularly limited and may be, for example, from 0.1 to 40% by weight, preferably from 1 to 30% by weight, based on the total amount of the alkali-soluble resin and the photopolymerizable compound based on the solid content have. When the content of the photopolymerization initiator is within the above range, the sensitivity of the colored photosensitive resin composition is further improved, and productivity to be formed therefrom can be improved.

<Solvent>

The solvent is not particularly limited as long as it can dissolve the above components, and examples thereof include ethers, aromatic hydrocarbons, ketones, alcohols and esters. These may be used alone or in combination of two or more.

For example, ethylene glycol monoalkyl ethers such as ethylene glycol monomethyl ether, ethylene glycol monoethyl ether, ethylene glycol monopropyl ether and ethylene glycol monobutyl ether; Diethylene glycol dimethyl ether, diethylene glycol diethyl ether, diethylene glycol dipropyl ether, diethylene glycol dibutyl ether, propylene glycol monomethyl ether, methyl cellosolve acetate, ethyl cellosolve acetate, propylene glycol monomethyl ether Ethers such as 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; And esters such as ethyl 3-ethoxypropionate, methyl 3-methoxypropionate and? -Butyrolactone. Of these, propylene glycol monomethyl ether acetate, propylene glycol monoethyl ether acetate, cyclohexanone, Ethyl lactate, butalactate, ethyl 3-ethoxypropionate, methyl 3-methoxypropionate, and the like.

The solvent is preferably an organic solvent having a boiling point of 100 占 폚 to 200 占 폚 in view of coatability and dryness.

The content of the solvent is not particularly limited and includes, for example, a solvent contained in the colorant dispersion. The total content of the solvent may be 60 to 90% by weight of the total weight of the colored photosensitive resin composition, preferably 70 to 85% %. &Lt; / RTI &gt; When the content of the solvent is within the above range, the coating property may be good.

<Additives>

The colored photosensitive resin composition of the present invention may further include at least one additive selected from the group consisting of other polymer compounds, a curing agent, a surfactant, an adhesion promoter, an antioxidant, an ultraviolet absorber and an anti-

The other polymer compound is not particularly limited, and examples thereof include curable resins such as epoxy resin and maleimide resin, polyvinyl alcohol, polyacrylic acid, polyethylene glycol monoalkyl ether, polyfluoroalkyl acrylate, polyester, Thermoplastic resins and the like.

The curing agent is a component for increasing deep curing and mechanical strength, and the type thereof is not particularly limited, and examples thereof include epoxy compounds, polyfunctional isocyanate compounds, melamine compounds, and oxetane compounds.

The epoxy compound is not particularly limited and includes, for example, bisphenol A epoxy resin, hydrogenated bisphenol A epoxy resin, bisphenol F epoxy resin, hydrogenated bisphenol F epoxy resin, novolak epoxy resin, other aromatic epoxy resin, Epoxy resins, glycidyl ester resins, glycidyl amine resins, or brominated derivatives of such epoxy resins; Aliphatic, alicyclic or aromatic epoxy compounds other than epoxy resins and brominated derivatives thereof; Butadiene (co) polymeric epoxide; Isoprene (co) polymeric epoxide; Glycidyl (meth) acrylate (co) polymers; Triglycidyl isocyanurate and the like.

The oxetane compound is not particularly limited, and examples thereof include carbonate bisoxetane, xylene bisoxetane, adipate bisoxetane, terephthalate bisoxetane, and cyclohexanedicarboxylic acid bisoxetane.

The curing agent may be used together with a curing agent 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.

The curing auxiliary compound is not particularly limited, and examples thereof include polyvalent carboxylic acids, polyvalent carboxylic acid anhydrides, and acid generators. Commercially available polyvalent carboxylic acid anhydrides can be used as an epoxy resin curing agent.

The commercially available epoxy resin curing agent that can be used in the present invention is not particularly limited and includes, for example, a trade name (Adeka Hadona EH-700) (manufactured by Adeka Kogyo Co., Ltd.), a trade name (Rikashido HH) Ltd.) and a trade name (MH-700) (manufactured by Shin-Etsu Chemical Co., Ltd.).

The surfactant is a component for improving the film-forming property of the photosensitive resin composition, and the kind thereof is not particularly limited, and examples thereof include a fluorine surfactant, a silicone surfactant, or a mixture thereof.

The silicone surfactant is not particularly limited, and examples thereof include DC3PA, DC7PA, SH11PA, SH21PA, and SH8400 of Dow Corning Toray Silicone Co., Ltd.; TS F-4440, TSF-4300, TSF-4445, TSF-4446, TSF-4460 and TSF-4452 of GE Toshiba Silicones.

Examples of the fluorochemical surfactant include, but are not limited to, Megapis F-470, F-471, F-475, F-482 and F-489 commercially available from Dainippon Ink and Chemicals, Incorporated.

Examples of the adhesion promoter include, but are not limited to, vinyltrimethoxysilane, vinyltriethoxysilane, vinyltris (2-methoxyethoxy) silane, N- (2-aminoethyl) Aminopropyltrimethoxysilane, 3-aminopropyltriethoxysilane, 3-glycidoxypropyltrimethoxysilane, 3-glycidoxypropylmethyl (meth) acrylate, 3-chloropropylmethyldimethoxysilane, 3-chloropropyltrimethoxysilane, 3-methacryloxypropyltrimethoxysilane, 3-methacryloxypropyltrimethoxysilane, 3- methacryloxypropyltrimethoxysilane, 3-mercaptopropyltrimethoxysilane, 3-isocyanatepropyltrimethoxysilane, 3-isocyanatepropyltriethoxysilane, and the like. These may be used alone or in combination of two or more.

The content of the adhesion promoter is not particularly limited and may be, for example, 0.01 to 10% by weight, preferably 0.05 to 2% by weight based on the total weight of the colored photosensitive resin composition based on the solid content.

The kind of the antioxidant is not particularly limited and includes, for example, 2,2'-thiobis (4-methyl-6-t-butylphenol), 2,6- .

The type of ultraviolet absorber is not particularly limited, and examples thereof include 2- (3-tert-butyl-2-hydroxy-5-methylphenyl) -5-chlorobenzothiazole and alkoxybenzophenone.

The anti-aggregation agent is not particularly limited and may be, for example, sodium polyacrylate.

&Lt; Method for producing colored photosensitive resin composition >

Examples of the method for preparing the colored photosensitive resin composition of the present invention include a method in which a colorant and a dispersant are added to and dispersed in a solvent to prepare a colorant dispersion having a uniform particle diameter and then an alkali soluble resin dissolved in a solvent, A photopolymerization initiator and, if necessary, other additives, etc. are mixed and mixed with the dispersion of the colorant and, if necessary, the solvent is added again.

<Color filter>

The present invention also provides a color filter made of the colored photosensitive resin composition.

The color filter includes a substrate and a color layer formed on the substrate.

The substrate may be a substrate of the color filter itself, or may be a portion where the color filter is placed on a display device or the like, and is not particularly limited. The substrate may be glass, silicon (Si), silicon oxide (SiO _x ), or a polymer substrate. The polymer substrate may be polyethersulfone (PES) or polycarbonate (PC).

The color layer may be a layer containing the colored photosensitive resin composition of the present invention, and may be a layer formed by applying the colored photosensitive resin composition and exposing, developing, and thermosetting the colored photosensitive resin composition in a predetermined pattern.

As the exposure method, it is possible to carry out the exposure by the analog method and the exposure by the digital method without limitation, but a digital exposure method which does not use a photomask is more preferable for cost reduction and fine pattern formation.

The digital exposure is not particularly limited as long as it can be performed without using the photomask. The exposure can be appropriately selected in accordance with the purpose. For example, an exposure head having at least light irradiation means and light modulation means, It is preferable that light emitted from the light irradiation means is irradiated to the photosensitive layer from the exposure head while modulating the light according to the pattern information by the light modulation means.

The light source used in the digital exposure is not particularly limited as long as it is a light source emitting near infrared rays from ultraviolet rays and can be appropriately selected in accordance with the purpose. Examples of the light source include high-pressure mercury lamps, xenon lamps, carbon arc lamps, Or a known light source such as a laser beam is used. Among these, (sec) high-pressure mercury lamp and laser light are preferable, and laser light is more preferable.

The color filter including the substrate and the color layer as described above may further include a partition wall formed between each color pattern, and may further include a black matrix. Further, it may further comprise a protective film formed on the color layer of the color filter.

<Liquid Crystal Display Device>

The present invention also relates to a liquid crystal display device provided with the color filter.

The liquid crystal display device of the present invention may include a configuration known to those skilled in the art without the color filter, and is not particularly limited in the present invention.

It is to be understood that both the foregoing general description and the following detailed description of the present invention are exemplary and explanatory and are intended to be illustrative of the invention and are not intended to limit the scope of the claims. It will be apparent to those skilled in the art that such variations and modifications are within the scope of the appended claims.

Manufacturing example .

(1) Preparation of colorant dispersion

C.I. 12 parts by weight of Pigment Red 254, 4.0 parts by weight of DISPERBYK-2001 (manufactured by BYK) as a pigment dispersant, and 84 parts by weight of propylene glycol monomethyl ether acetate as a solvent were mixed and dispersed for 12 hours with a bead mill to prepare a colorant dispersion.

(2) Preparation of colorant dispersion

, 12 parts by weight of CI Pigment Green 36, 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 and dispersed with a bead mill for 12 hours to prepare a colorant dispersion.

Synthetic example . Synthesis of alkali-soluble resin

 (One) Synthetic example  One

A flask equipped with a stirrer, a thermometer reflux condenser, a dropping funnel and a nitrogen inlet tube was charged with 120 parts of propylene glycol monomethyl ether acetate, 80 parts of propylene glycol monomethyl ether, 2 parts of AIBN, 19.0 parts of acrylic acid, 10 parts of benzyl methacrylate, 51.0 parts of styrene and 3 parts of n-dodecylmercaptan were charged and replaced with nitrogen. Thereafter, the temperature was elevated to 110 DEG C with stirring, and the reaction was carried out for 6 hours. Subsequently, the temperature of the reaction solution was lowered to room temperature, and the air in the flask was again replaced with ordinary air. Then, 0.3 part of triethylamine and 20 parts of glycidyl methacrylate were added and reacted at 110 DEG C for 5 hours. The alkali-soluble resin thus synthesized had a solid dispersion value of 80 mgKOH / g and a weight average molecular weight Mw of about 22,000 as measured by GPC.

 (2) Synthetic example  2

A flask equipped with a stirrer, a thermometer reflux condenser, a dropping funnel and a nitrogen inlet tube was charged with 108 parts of propylene glycol monomethyl ether acetate, 72 parts of propylene glycol monomethyl ether, 2 parts of AIBN, 18 parts of acrylic acid, 22 parts of benzyl methacrylate, 40 parts, methyl methacrylate 10 parts, and n-dodecyl mercapto 3 parts were charged and replaced with nitrogen. Thereafter, the temperature of the reaction solution was elevated to 110 DEG C with stirring, and the reaction was carried out for 3 hours. The alkali-soluble resin thus synthesized had a solid dispersion value of 147 mgKOH / g and a weight average molecular weight Mw of about 21,200 as measured by GPC.

Example  One

43.8 parts of the colorant dispersion of Production Example (1), 9.8 parts of the resin of Synthesis Example (1), 4.0 parts of DPHA (Japanese Pharmacopoeia), 0.7 part of Irgacure 784 (BASF), 17.0 parts of propylene glycol monomethyl ether acetate, And 17.0 parts of glycol monomethyl ether were mixed to prepare a colored photosensitive resin composition.

Example  2

43.8 parts of the colorant dispersion of Production Example (2), 9.8 parts of the resin of Synthesis Example (1), 4.0 parts of DPHA (Japanese Pharmacopoeia), 0.7 part of Irgacure 784 (BASF), 17.0 parts of propylene glycol monomethyl ether acetate, And 17.0 parts of glycol monomethyl ether were mixed to prepare a colored photosensitive resin composition.

Comparative Example  One

43.8 parts of the colorant dispersion of Production Example (1), 9.8 parts of the resin of Synthesis Example (2), 4.0 parts of DPHA (Japanese Pharmacopoeia), 0.7 part of Irgacure 784 (BASF), 17.0 parts of propylene glycol monomethyl ether acetate, And 17.0 parts of glycol monomethyl ether were mixed to prepare a colored photosensitive resin composition.

Comparative Example  2

43.8 parts of the colorant dispersion of Production Example (1), 9.8 parts of the resin of Synthesis Example (1), 4.0 parts of DPHA (Japanese Pharmacopoeia), 0.7 parts of Irgacure 819 (BASF), 17.0 parts of propylene glycol monomethyl ether acetate, And 17.0 parts of propylene glycol monomethyl ether were mixed to prepare a colored photosensitive resin composition.

Comparative Example  3

43.8 parts of the colorant dispersion of Production Example (1), 9.8 parts of the resin of Synthesis Example (1), 4.0 parts of DPHA (Japanese Pharmacopoeia), 0.7 part of Irgacure OXE01 (BASF), 17.0 parts of propylene glycol monomethyl ether acetate, And 17.0 parts of glycol monomethyl ether were mixed to prepare a colored photosensitive resin composition.

Experimental Example

Each of the colored photosensitive resin compositions prepared in Examples and Comparative Examples was applied on a glass substrate (EAGLE XG, manufactured by Corning Incorporated) having a 2-inch square by spin coating, then placed on a heating plate and maintained at a temperature of 100 캜 for 3 minutes To form a thin film. Subsequently, exposure was performed by irradiating with a digital exposure apparatus of 550 nm laser light source at a light quantity of 30 mJ / cm 2. The exposed substrate was immersed in a KOH aqueous solution of pH 10.5 for 2 minutes to develop. 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. The film thickness of the manufactured color filter was 2.3 탆.

(1) Development speed measurement

The time taken for the unexposed area to completely dissolve in the developing solution at the time of development was measured and is shown in Table 1 below.

(2) Evaluation of adhesion

When the resulting pattern was evaluated by an optical microscope, the following pattern was evaluated on the basis of the degree of peeling, and the results are shown in Table 1 below.

○: No pattern peeling

△: 1 to 3 pattern peeling

X: Pattern peeling 4 or more

××: Pattern peeling 10 or more

(3) pattern of Line width  Measure

The line width of the generated pattern was observed with a scanning electron microscope and measured. When the line width of the pattern is measured to be not less than the line width of the photomask, the sensitivity of the colored photosensitive resin composition is sufficient and the line width is enlarged. Table 1 shows the enlarged line widths of the photomask.

division Development speed (sec) Pattern line width expansion (㎛) Adhesiveness Example 1 22 6.5 ○ Example 2 20 5.1 ○ Comparative Example 1 47 4.4 ○ Comparative Example 2 43 -1.2 X Comparative Example 3 44 -3.1 X X

Referring to Table 1, it can be seen that the composition of Examples 1 and 2 has a high development speed and a greatly enlarged line width of the generated pattern, which is excellent in sensitivity and excellent in pattern adhesion.

However, the compositions of Comparative Examples 1 to 3 were slow in development, particularly the compositions of Comparative Examples 2 and 3 were inferior in sensitivity and the pattern adhesion was greatly decreased.

Claims (11)

A colorant, an alkali-soluble resin, a photopolymerizable compound, a photopolymerization initiator, and a solvent;
Wherein the alkali-soluble resin comprises a repeating unit represented by the following formula (1);
Wherein the photopolymerization initiator comprises a metallocene-based compound:
[Chemical Formula 1]

(Wherein R ₁ and R ₂ are independently of each other a hydrogen atom or a methyl group having 1 to 6 carbon atoms).
The colored photosensitive resin composition according to claim 1, wherein the repeating unit represented by the formula (1) is contained in an alkali soluble resin in an amount of 3 to 80% based on the total number of moles of monomers to be polymerized.
[2] The method of claim 1, wherein the alkali-soluble resin is a copolymer obtained by reacting a copolymer of a monomer having an unsaturated bond and a glycidyl group with a compound having a carboxyl group and an unsaturated bond; Or a copolymer of a monomer having a carboxyl group and an unsaturated bond with a compound having an unsaturated bond and a glycidyl group.
The colored photosensitive resin composition according to claim 1, wherein the alkali-soluble resin has a molecular weight of 3,000 to 100,000.
The colored photosensitive resin composition according to claim 1, wherein the acid value of the alkali-soluble resin is 50 to 200 mgKOH / g.
4. The method of claim 1, wherein the metallocene compound is selected from the group consisting of (cumene) cyclopentadienyl-iron (II) -hexafluorophosphate, bis (eta 5-2,4-cyclopentadien- , 6-difluoro-3- (1H-pyrrol-1-yl) phenyl] titanium or a mixture thereof.
The photoresist composition according to claim 1, wherein at least one photopolymerization initiator selected from the group consisting of an acetophenone compound, a benzophenone compound, a triazine compound, a biimidazole compound, a thioxanthone compound, and a phosphine oxide compound Wherein the coloring photosensitive resin composition further comprises:
2. The colored photosensitive resin composition according to claim 1, wherein the total weight of the colored photosensitive resin composition
Wherein the colorant comprises 5 to 60% by weight,
The alkali-soluble resin preferably comprises 10 to 80% by weight,
Said photopolymerizable compound comprises from 5 to 45% by weight;
The photopolymerization initiator comprises 0.1 to 40% by weight based on the total amount of the alkali-soluble resin and the photopolymerizable compound based on the solid content;
Wherein the solvent comprises 60 to 90% by weight of the total weight of the colored photosensitive resin composition.
The colored photosensitive resin composition according to claim 1, wherein the compound represented by Formula 1 is contained in an amount of 10 to 100% by weight based on the total weight of the photopolymerization initiator.
The colored photosensitive resin composition according to claim 1, further comprising at least one photopolymerization initiation auxiliary selected from the group consisting of an amine compound, a carboxylic acid compound, and an organic sulfur compound having a thiol group.
A color filter made of the colored photosensitive resin composition according to any one of claims 1 to 10.