TW202342554A - Colored photosensitive resin composition, color filter manufactured from thereof and solid state pickup device or display device comprising the same - Google Patents

Abstract

A colored photosensitive resin composition, a color filter produced using the same, and a solid imaging element or display device containing the color filter, wherein the colored photosensitive resin composition contains (A) a pigment dispersion, (B) an alkali Soluble resin, (C) photopolymerizable compound, (D) photopolymerization initiator and (E) solvent, the above-mentioned (A) pigment dispersion contains a pigment with a volume average particle diameter of 15 nm to 60 nm. The colored photosensitive resin composition of the present invention has the advantage of being able to improve the straightness and surface roughness of a pattern while ensuring viscosity stability over time.

Description

Colored photosensitive resin composition, color filter produced using the same, and solid-state imaging element or display device containing the same

The present invention relates to a colored photosensitive resin composition, a color filter produced using the same, and a solid-state imaging element or display device containing the same.

Color filters are widely used in solid-state imaging components, liquid crystal display components, etc., and their application range is rapidly expanding.

Particularly in the case of solid-state imaging elements, as devices made with integrated circuit technology, optical images can be converted into electrical signals. In recent years, solid-state imaging devices have been used as one of the ICs used instead of imaging tubes. They have the advantages of miniaturization and weight reduction, low power consumption, and long life. Compared with imaging tubes, they can capture images even in dark places, so they are used. .

Nowadays, color filters used in solid-state imaging devices such as CCD and CMOS have become higher in pixels, so the pixels of solid-state imaging devices have also become smaller. Therefore, it is required to reduce the film thickness while maintaining the spectral characteristics. In order to satisfy such conditions, when forming a color filter using a colored photosensitive resin composition, it is necessary to increase the concentration of the pigment. However, in the case of a colored photosensitive resin composition, there are disadvantages that the average particle diameter of the blue and purple pigment dispersion composition is large to 60 nm or more and the pigment content is high, thereby reducing the straightness of the pattern, and there is a problem with the surface of the pattern. It also becomes rough and the light transmittance decreases when the light transmitted through the lens enters the photodiode from the color filter. If the volume average particle size of the pigment is reduced to less than 15 nm, the problem of decreasing linearity of the pattern and the surface roughness of the pattern can be improved, but the dispersion stability of the pigment dispersion will decrease and the viscosity stability will decrease, so there is a problem with the passage of time. Problems with sudden changes in viscosity. Therefore, in the present invention, it is intended to create a pigment dispersion with a volume average particle diameter in the range of 15 to 60 nm using blue and purple pigments, and use this to produce a colored photosensitive resin composition, thereby inventing an invention to improve the straightness of the pattern, A composition that improves surface roughness while ensuring viscosity stability.

In addition, Korean Patent Publication No. 10-2021-0063526 describes a pigment dispersion liquid and a colored photosensitive resin composition containing the same, and also describes a co-dispersion liquid containing an organic black pigment and an organic red pigment, and the above co-dispersion liquid Pigment dispersions with an average particle size of pigment particles less than 100 nm. However, the above-mentioned documents only describe examples in which the average particle diameter of pigment particles exceeds 70 nm. In fact, when this is applied to a photosensitive composition for forming a color filter, the volume average particle diameter is large. When forming a pattern, the straightness of the pattern is reduced, the surface roughness of the pattern is poor, and when light passes through the color filter in the solid-state imaging element, there is a problem that the light transmittance is reduced. In order to solve such a problem, if the volume average particle diameter of the pigment is significantly reduced to less than 15 nm, there is a problem that the viscosity stability decreases. Therefore, the present invention has been proposed to solve the above-mentioned problems.

[Existing technical documents]

＜Patent documents＞ Patent Document 1: Korean Patent Publication No. 10-2021-0063526

[To be solved Topic]

Therefore, an object of the present invention is to provide a colored photosensitive resin composition that can solve the problems of straightness and poor surface roughness of patterns produced with conventional colored photosensitive resin compositions and that has viscosity stability over time. Excellent.

Another object of the present invention is to provide a color filter produced using the above-mentioned colored photosensitive resin composition and a solid-state imaging element or a display device including the above-mentioned color filter.

[solve method of the subject]

The present invention provides a colored photosensitive resin composition containing (A) a pigment dispersion, (B) an alkali-soluble resin, (C) a photopolymerizable compound, (D) a photopolymerization initiator, and (E) a solvent, wherein the above (A) ) The pigment dispersion contains pigments with a volume average particle size of 15nm ~ 60nm.

Moreover, this invention provides the color filter produced using the said colored photosensitive resin composition.

In addition, the present invention provides a solid-state imaging device or a display device including the above-mentioned color filter.

[send bright Effect]

The present invention provides a colored photosensitive resin composition that penetrates a pigment dispersion containing a pigment with a volume average particle diameter of 15 nm to 60 nm, thereby infiltrating tiny pigments into the gaps after crosslinking of the composition to change the surface of the pattern. Roughness is improved.

In addition, when forming a pattern from the colored photosensitive resin composition of the present invention, it provides the effect of being able to form a pattern with excellent straightness.

In addition, by including a color filter produced from the colored photosensitive resin composition of the present invention, an effect that can be applied to a highly sensitive display device is provided.

In order to have a better understanding of the above and other aspects of the present invention, examples are given below and are described in detail with reference to the accompanying drawings:

The present invention relates to a colored photosensitive resin composition, a color filter produced using the same, a solid-state imaging element and a display device including the color filter.

In the present invention, the pigment dispersion liquid that is a component of the colored photosensitive resin composition contains pigments with a volume average particle diameter of 15 nm to 60 nm. Therefore, it can solve the problem of straightness of the pattern and the problem of poor surface roughness, and has stable viscosity over time. It has excellent performance and can be applied to highly sensitive devices.

Hereinafter, the present invention will be described in detail.

＜ Colored photosensitive resin composition ＞

(A) Pigment dispersion

The above-mentioned (A) pigment dispersion liquid contains a pigment with a volume average particle diameter of 15 nm to 60 nm. When a pigment within the above volume average particle diameter range is included, the pigment will have a preferable size that can be sandwiched between the photopolymerizable compound and the alkali-soluble resin when they are cross-linked. Therefore, when the photopolymerizable compound and the colored photosensitive resin composition are cured through the exposure process, minute pigments penetrate into the gaps after crosslinking of the composition, and when the pattern is formed, the surface roughness of the pattern is improved. Effect. If the volume average particle diameter of the pigment is larger than 60 nm, the following problems may occur: it becomes difficult for the pigment to penetrate between the cured photopolymerizable compound and the colored photosensitive resin composition, and the surface roughness is lower than the particle diameter within the effective range. The improvement effect is reduced and the straightness of the pattern becomes poor. If the volume average particle diameter of the pigment is less than 15 nm, the surface area of the pigment particles becomes large, causing an aggregation phenomenon in which the pigment particles aggregate, causing problems with viscosity stability.

The above-mentioned pigment dispersion liquid may contain a blue pigment or a purple pigment.

The blue pigment that can be used in the present invention may be selected from the group consisting of blue pigments such as C.I. Pigment Blue 15, C.I. Pigment Blue 15:3, C.I. Pigment Blue 15:4, C.I. Pigment Blue 15:6, and C.I. Pigment Blue 60. One or more of them, preferably C.I. Pigment Blue 15:6.

The purple pigment of the present invention may be selected from the group consisting of C.I. Pigment Violet 1, C.I. Pigment Violet 19, C.I. Pigment Violet 23, C.I. Pigment Violet 29, C.I. Pigment Violet 32, C.I. Pigment Violet 36, and C.I. Pigment Violet 38. One or more of them, among which, C.I. Pigment Violet 23 is preferred.

In addition to the above-mentioned pigments, the present invention may additionally contain commonly used pigments if necessary.

The content of the above-mentioned pigment may be in the range of 1 to 30% by weight, preferably in the range of 1 to 10% by weight relative to the total weight of the colored photosensitive resin composition.

As the above-mentioned pigment, it is preferable to use a pigment dispersion in which the particle diameter is uniformly dispersed. An example of a method for uniformly dispersing the particle size of the pigment includes a method of adding a pigment dispersant (a2) and performing a dispersion treatment. According to this method, a pigment dispersion liquid in which the pigment is uniformly dispersed in the solution can be obtained.

Pigment dispersant (a2)

The above-mentioned pigment dispersant (a2) is added in order to maintain the deaggregation and stability of the pigment, and any pigment dispersant generally used in this technical field can be used without limitation. It is preferable to contain an acrylic dispersant (hereinafter referred to as an acrylic dispersant) containing butyl methacrylate (BMA) or N,N-dimethylaminoethyl methacrylate (DMAEMA). In this case, as the acrylic dispersant, a dispersant produced by an activity control method as disclosed in Korean Patent Publication No. 2004-0014311 is preferably used. As the acrylic dispersant produced by the activity control method, Examples of commercially available products include DISPER BYK-2000, DISPER BYK-2001, DISPER BYK-2070, DISPER BYK-2150, etc.

The acrylic dispersants exemplified above can be used individually or in combination of two or more. As the pigment dispersant (a2), other resin-type pigment dispersants other than the above-mentioned acrylic dispersant may be used. Examples of the other resin-type pigment dispersants include known resin-type pigment dispersants, particularly polyurethane, polycarboxylate represented by polyacrylate, unsaturated polyamide, polycarboxylic acid, and polycarboxylic acid. (Partial) amine salts, ammonium salts of polycarboxylic acids, alkylamine salts of polycarboxylic acids, polysiloxanes, long-chain polyaminoamide phosphates, esters of hydroxyl-containing polycarboxylic acids and their modifications Oily dispersants such as amides or their salts formed by the reaction of polyesters with free carboxyl groups and poly(lower alkylene imines); (meth)acrylic acid-styrene copolymers , (meth)acrylic acid-(meth)acrylate copolymer, styrene-maleic acid copolymer, water-soluble resin or water-soluble polymer compound such as polyvinyl alcohol or polyvinylpyrrolidone; polyester; modified poly Acrylates; addition products of ethylene oxide/propylene oxide; and phosphate esters, etc.

As commercial products of the above-mentioned resin-type dispersants, cationic resin dispersants include, for example, trade names of BYK Chemical Co., Ltd.: DISPER BYK-160, DISPER BYK-161, and DISPER BYK-162. , DISPER BYK-163, DISPER BYK-164, DISPER BYK-166, DISPER BYK-171, DISPER BYK-182, DISPER BYK-184; BASF’s trade names: EFKA-44, EFKA-46, EFKA- 47. EFKA-48, EFKA-4010, EFKA-4050, EFKA-4055, EFKA-4020, EFKA-4015, EFKA-4060, EFKA-4300, EFKA-4330, EFKA-4400, EFKA-4406, EFKA-4510, EFKA-4800; Lubirzol’s trade names: SOLSPERS-24000, SOLSPERS-32550, NBZ-4204/10; Chuanyan Refining Chemical Company’s trade names: HINOACT T-6000, HINOACT T-7000, HINOACT T -8000; Ajinomoto Co.’s trade names: AJISPUR PB-821, AJISPUR PB-822, AJISPUR PB-823; Kyoeisha Chemical Co., Ltd.’s trade names: FLORENE DOPA-17HF, FLORENE DOPA-15BHF, FLORENE DOPA-33, FLORENE DOPA-44 etc. Resin-type pigment dispersants other than the above-mentioned acrylic dispersants may be used alone or in combination of two or more types, or may be used in combination with an acrylic dispersant.

The usage amount of the above-mentioned pigment dispersant (a2) is 5 to 60 parts by weight relative to 100 parts by weight of the solid content of the pigment (a1) used, and more preferably is in the range of 15 to 50 parts by weight. When the content of the pigment dispersant (a2) satisfies the above range, it is advantageous in terms of viscosity and micronization of the pigment, and the possibility of problems such as gelation after dispersion can be reduced.

Dispersion aid (a3)

The dispersion aid (a3) refers to a preparation that can disperse the pigment into fine particles and prevent re-aggregation. The above-mentioned dispersion aid is effective in forming a colored layer with high contrast and excellent transmittance.

Examples of dispersion aids that can be used in the present invention include 1,8-diamino-4,5-dihydroxyanthraquinone and 1,5-bis{[2-(diethylamino)ethyl]amino} Anthracene-9,10-quinone, 1,8-bis(benzylamido)anthraquinone, 1,4-bis{[2-(4-hydroxyphenyl)ethyl]amino}anthracene-9,10-quinone , 1,4-bis{[2-(dimethylamino)ethyl]amino}-5,8-dihydroxyanthracene-9,10-quinone, 1,8-dihydroxy-4-[4-(2 -Hydroxyethyl)anilino]-5-nitroanthracene-9,10-quinone, 1,4-dihydroxyanthraquinone, 1,4-bis(4-butylanilino)-5,8-dihydroxy Anthraquinone, 4'-(4-hydroxy-1-anthraquinoneylamino)-acetylaniline, 1,4-bis[(2,6-diethyl-4-methylphenyl)amino]anthraquinone, 1,4-bis(butylamino)-9,10-anthracenedione, 1,4-bis(4-butylanilino)-5,8-dihydroxyanthraquinone, 1,5-bis[(3 -Methylphenyl)amino]-9,10-anthracenedione, 1,5-dicyclohexylaminoanthraquinone, 1,4-bis(isopropylamino)anthraquinone, 1,4-bis(methyl Amino)anthraquinone, 1,4-bis(2,6-diethyl-4-methylanilino)anthraquinone, 2,2'-(9,10-dioxanthracene-1,4-diyl Diimino)bis(5-methylsulfonate), 1-anilino-4-hydroxyanthraquinone, 1-hydroxy-4-[(4-methylphenyl)amino]-9,10-anthracenedi Ketone, 1,4-bis(p-tolylamino)anthraquinone, 1-amino-4-phenylaminoanthraquinone, N-[4-[(4-hydroxy-anthraquinone-1-yl)amino]phenyl ] Acetamide, 1-(methylamino)-4-(4-methylanilino)anthracene-9,10-dione and 1,4,5,8-tetrahydroxyanthraquinone, etc.

In addition to the above-mentioned dispersion aids, commercially available dispersion aids may be further included as necessary. Specific examples include Lubrizol's SOLSPERSE-5000, SOLSPERSE-12000, SOLSPERSE-22000, BYK's BYK-SYNERGIST 2100, BYK-SINERGIST 2105, BASF's EFKA-6745 or EFKA-6750, etc.

The content of the above-mentioned dispersing aid is 1 to 30 parts by weight relative to 100 parts by weight of the pigment in the colorant. When the content of the dispersion aid satisfies the above range, it is possible to reduce the possibility of a change in the inherent color of the pigment dispersion or discoloration caused by hard baking during the colored layer manufacturing process.

Dispersion solvent (a4)

The dispersion solvent (a4) is not particularly limited, and various organic solvents used in the art can be used.

Specific examples include: ethylene glycol monoalkyl ethers such as ethylene glycol monomethyl ether, ethylene glycol monoethyl ether, ethylene glycol monopropyl ether, and ethylene glycol monobutyl ether, diethylene glycol Dimethyl ether, diethylene glycol diethyl ether, diethylene glycol dipropyl ether, diethylene glycol dibutyl ether and other diethylene glycol dialkyl ethers, methyl cellosolve acetate , ethyl cellosolve acetate and other ethylene glycol alkyl ether acetates, propylene glycol monomethyl ether acetate, propylene glycol monoethyl ether acetate, propylene glycol monopropyl ether acetate, methoxy Alkylene glycol alkyl ether acetates such as butyl acetate and methoxypentyl acetate, aromatic hydrocarbons such as benzene, toluene, xylene and mesitylene, methyl ethyl ketone and acetone , methyl amyl ketone, methyl isobutyl ketone, cyclohexanone and other ketones, ethanol, propanol, butanol, hexanol, cyclohexanol, ethylene glycol, glycerol and other alcohols, 3-ethoxy Esters such as ethyl propionate and 3-methoxymethylpropionate, cyclic esters such as γ-butyrolactone, etc. Preferably, esters such as alkylene glycol alkyl ether acetates, ketones, ethyl 3-ethoxypropionate or methyl 3-methoxypropionate can be used, and more preferably, propylene glycol can be used. Monomethyl ether acetate, propylene glycol monoethyl ether acetate, cyclohexanone, ethyl 3-ethoxypropionate or methyl 3-methoxypropionate, etc.

The above-mentioned dispersion solvents can be used individually or in mixture of two or more types.

Relative to the total weight of the pigment dispersion, the content of the above-mentioned dispersion solvent may be 60 to 90% by weight, preferably 70 to 85% by weight. When the content of the dispersion solvent satisfies the above range, the possibility that the storage stability of the pigment dispersion liquid becomes poor can be reduced.

dispersion resin (a5)

The above-mentioned dispersion resin (a5) can be used as a dispersion medium for the pigment dispersion liquid (A) and can be optionally added. Compared with the use of the dispersant (a2) alone, when the dispersion resin (a5) is mixed with the dispersion resin (a5), a more excellent pigment dispersion can be produced. liquid. As the dispersion resin, any dispersion resin can be used without limitation as long as it can be dispersed in the medium. However, considering the developability of the colored photosensitive resin composition produced from the pigment dispersion liquid, it is preferable to have an acid value so as to have solubility in an alkali developer.

Here, the acid value is a value measured as the amount of potassium hydroxide (mg) required to neutralize 1 g of acrylic polymer, and can usually be determined by titration using a potassium hydroxide aqueous solution. In the case of a dispersion resin having an acid value, it can be produced by copolymerizing a compound (b1) having a carboxyl group and an unsaturated bond, and a compound (b2) having an unsaturated bond copolymerizable with the compound (b1).

Specific examples of the compound (b1) having a carboxylic acid group and an unsaturated bond include monocarboxylic acids such as acrylic acid, methacrylic acid, and crotonic acid; dicarboxylic acids such as fumaric acid, mesaconic acid, and itaconic acid; As well as anhydrides of the above-mentioned dicarboxylic acids; mono(meth)acrylates of polymers having carboxyl and hydroxyl groups at both ends such as ω-carboxy polycaprolactone mono(meth)acrylate, etc., preferably acrylic acid, methane Acrylic. In the present invention, (meth)acrylate refers to acrylate, methacrylate, or both.

The compounds exemplified as the above compound (b1) can be used individually or in combination of two or more types. Examples of the compound (b2) having an unsaturated bond copolymerizable with the compound (b1) include styrene, vinyltoluene, α-methylstyrene, p-chlorostyrene, o-methoxystyrene, m- Methoxystyrene, p-methoxystyrene, o-vinyl benzyl methyl ether, m-vinyl benzyl methyl ether, p-vinyl benzyl methyl ether, o-vinyl benzyl glycidyl ether, m- Aromatic vinyl compounds such as vinyl benzyl glycidyl ether or p-vinyl benzyl glycidyl ether; methyl (meth)acrylate, ethyl (meth)acrylate, n-propyl (meth)acrylate, (meth)acrylate (meth)acrylic acid alkyl groups such as isopropyl acrylate, n-butyl (meth)acrylate, isobutyl (meth)acrylate, sec-butyl (meth)acrylate or tert-butyl (meth)acrylate Esters; cyclopentyl (meth)acrylate, cyclohexyl (meth)acrylate, 2-methylcyclohexyl (meth)acrylate, tricyclo[5.2.1.0 2,6]decan-8-yl Alicyclic (meth)acrylates such as (meth)acrylate, 2-dicyclopentoxyethyl (meth)acrylate or isobornyl (meth)acrylate; phenyl (meth)acrylate or (Meth)acrylic acid aryl esters such as benzyl (meth)acrylate; (meth)acrylic acid hydroxyalkyl esters such as 2-hydroxyethyl (meth)acrylate or 2-hydroxypropyl (meth)acrylate ;N-cyclohexylmaleimide, N-benzylmaleimide, N-phenylmaleimide, N-o-hydroxyphenylmaleimide, N-m-hydroxyphenylmaline Leimide, N-p-hydroxyphenylmaleimide, N-o-methylphenylmaleimide, N-m-methylphenylmaleimide, N-p-methylphenyl N- Substituted maleimide compounds; unsaturated amide compounds such as (meth)acrylamide, N,N-dimethyl(meth)acrylamide; 3-(methacryloxymethyl)oxy Hetetane, 3-(methacryloyloxymethyl)-3-ethyloxetane, 3-(methacryloyloxymethyl)-2-trifluoromethyloxetane , 3-(methacryloxymethyl)-2-phenyloxetane, 2-(methacryloxymethyl)oxetane or 2-(methacryloxymethyl) )-4-Trifluoromethyloxetane and other unsaturated oxetane compounds, but are not limited thereto.

The compounds exemplified as the above compound (b2) can be used individually or in combination of two or more types.

The content of the dispersion resin is 5 to 70 parts by weight, preferably 10 to 60 parts by weight, relative to 100 parts by weight of the pigment solid content in the colorant. When the content of the dispersion resin satisfies the above range, it is possible to reduce the possibility that the viscosity of the dispersion resin will increase or that a finely divided pigment dispersion liquid will be formed.

dye (a6)

(A) The pigment dispersion may optionally contain a dye, and the dye may be used without any restriction as long as it has solubility in an organic solvent. It is preferable to use a dye that has solubility in an organic solvent and can ensure reliability such as solubility in an alkali developer, heat resistance, and solvent resistance. As the above-mentioned dyes, dyes selected from the group consisting of acid dyes having an acidic group such as sulfonic acid or carboxylic acid, salts of acid dyes and nitrogen-containing compounds, sulfonamides of acid dyes, and their derivatives can be used. , you can also choose azo, xanthene, phthalocyanine acid dyes and their derivatives.

Preferably, the dyes include compounds classified as dyes in the Color Index (published by The Society of Dyers and Colourists) or well-known dyes described in dyeing manuals (Dyeing Handbook).

As specific examples of the above dyes,

For C.I. solvent dyes, examples include:

C.I. Solvent Yellow 4, 14, 15, 21, 23, 24, 38, 62, 63, 68, 82, 94, 98, 99, 177, 162, 163, 167 and 189;

C.I. Solvent Red 8, 45, 49, 111, 122, 125, 130, 143, 145, 146, 150, 151, 155, 168, 169, 172, 175, 181, 207, 222, 227, 230, 245 and 247 ;

C.I. Solvent Orange 2, 7, 11, 15, 26, 56, 77 and 86;

C.I. Solvent Violet 11, 13, 14, 26, 31, 36, 37, 38, 45, 47, 48, 51, 59 and 60;

C.I. Solvent Blue 35, 37, 59 and 67;

C.I. Solvent Green 1, 3, 4, 5, 7, 28, 29, 32, 33, 34 and 35 dyes.

In addition, C.I. acid dyes include:

C.I. 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, 243 and 251;

C.I. Acid red 1, 4, 8, 14, 17, 18, 26, 27, 29, 31, 33, 34, 35, 37, 40, 42, 44, 50, 51, 52, 57, 66, 73, 76 ,80,87,88,91,92,94,97,103,106,111,114,129,133,134,138,143,145,150,151,158,160,172,176,182,183 ,195,198,206,211,215,216,217,227,228,249,252,257,258,260,261,266,268,270,274,277,280,281,195,308,312 , 315, 316, 339, 341, 345, 346, 349, 382, 383, 394, 401, 412, 417, 418, 422 and 426;

C.I. Sour Orange 6, 7, 8, 10, 12, 26, 50, 51, 52, 56, 62, 63, 64, 74, 75, 94, 95, 107, 108, 169 and 173;

C.I. Acid Blue 1, 7, 9, 15, 18, 23, 25, 27, 29, 40, 42, 45, 51, 62, 70, 74, 80, 83, 86, 87, 90, 92, 96, 103 ,112,113,120,129,138,147,150,158,171,182,192,210,242,243,256,259,267,278,280,285,290,296,315,324:1 , 335 and 340;

C.I. Acid Violet 6B, 7, 9, 17, 19 and 34;

C.I. dyes such as acid green 1, 3, 5, 9, 16, 25, 27, 50, 58, 63, 65, 80, 104, 105, 106 and 109.

In addition, C.I. direct dyes include:

C.I. 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 and 141;

C.I. 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 and 250;

C.I. Direct Orange 26, 34, 39, 41, 46, 50, 52, 56, 57, 61, 64, 65, 68, 70, 96, 97, 106 and 107;

C.I. Direct Blue 38, 44, 57, 70, 77, 80, 81, 84, 85, 86, 90, 93, 94, 95, 97, 98, 99, 100, 101, 106, 107, 108, 109, 113 ,114,115,117,119,137,149,150,153,155,156,158,159,160,161,162,163,164,166,167,170,171,172,173,188,189 ,190,192,193,194,196,198,199,200,207,209,210,212,213,214,222,228,229,237,238,242,243,244,245,247,248 , 250, 251, 252, 256, 257, 259, 260, 268, 274, 275 and 293;

C.I. Direct Purple 47, 52, 54, 59, 60, 65, 66, 79, 80, 81, 82, 84, 89, 90, 93, 95, 96, 103 and 104;

C.I. Direct Green 25, 27, 31, 32, 34, 37, 63, 65, 66, 67, 68, 69, 72, 77, 79 and 82 dyes.

In addition, C.I. mordant dyes include:

C.I. Medium Yellow 5, 8, 10, 16, 20, 26, 30, 31, 33, 42, 43, 45, 56, 61, 62 and 65;

C.I. Medium Red 1, 2, 3, 4, 9, 11, 12, 14, 17, 18, 19, 22, 23, 24, 25, 26, 30, 32, 33, 36, 37, 38, 39, 41 , 43, 45, 46, 48, 53, 56, 63, 71, 74, 85, 86, 88, 90, 94 and 95;

C.I. Medium Orange 3, 4, 5, 8, 12, 13, 14, 20, 21, 23, 24, 28, 29, 32, 34, 35, 36, 37, 42, 43, 47 and 48;

C.I. Medium Blue 1, 2, 3, 7, 8, 9, 12, 13, 15, 16, 19, 20, 21, 22, 23, 24, 26, 30, 31, 32, 39, 40, 41, 43 , 44, 48, 49, 53, 61, 74, 77, 83 and 84;

C.I. Medium Violet 1, 2, 4, 5, 7, 14, 22, 24, 30, 31, 32, 37, 40, 41, 44, 45, 47, 48, 53 and 58;

C.I. Medium Green 1, 3, 4, 5, 10, 15, 19, 26, 29, 33, 34, 35, 41, 43 and 53 dyes.

You can also cite:

C.I. Disperse Yellow 51, 54, 76;

C.I. Disperse violet 26, 27 and other disperse dyes,

C.I. reactive yellow 2, 76, 116;

C.I. reactive orange 16, etc. C.I. reactive dyes, etc.

(B) alkali soluble resin

The above-mentioned (B) alkali-soluble resin needs to be soluble in the solvent of the present invention and reactive to the action of light or heat. In addition, as long as it is an acrylic copolymer that can bind the resin to the colorant and is soluble in an alkaline developer, its type can be used without particular limitation.

The above-mentioned alkali-soluble resin may be a copolymer of a carboxyl group-containing monomer and other monomers copolymerizable with the above-mentioned monomer. Examples of the carboxyl group-containing monomer include unsaturated carboxylic acids such as unsaturated polycarboxylic acids having one or more carboxyl groups in the molecule, such as unsaturated monocarboxylic acids, unsaturated dicarboxylic acids, unsaturated tricarboxylic acids, and the like. Examples of the unsaturated monocarboxylic acid include acrylic acid, methacrylic acid, crotonic acid, α-chloroacrylic acid, and silicic acid. Examples of the unsaturated dicarboxylic acid include maleic acid, fumaric acid, itaconic acid, citraconic acid, mesaconic acid, and the like. The unsaturated polycarboxylic acid may be an acid anhydride, and specific examples thereof include maleic anhydride, itaconic anhydride, citraconic anhydride, and the like. In addition, the above-mentioned unsaturated polycarboxylic acid may be its mono(2-methacryloxyalkyl) ester, for example, it may be succinic acid mono(2-acryloxyethyl) ester, succinic acid mono(2-methacryloxyalkyl) ester. - Methacryloxyethyl) ester, mono(2-acryloxyethyl) phthalate and mono(2-methacryloxyethyl) phthalate, etc. In addition, the above-mentioned unsaturated polycarboxylic acid may also be a mono(meth)acrylate of a polymer of dicarboxyl groups at both terminals. For example, it may be ω-carboxy polycaprolactone monoacrylate and ω-carboxy polycaprolactone monoacrylate. Methacrylate, etc. The above-mentioned carboxyl group-containing monomers can be used individually or in mixture of two or more types. Specific examples of other monomers copolymerizable with the carboxyl group-containing monomer include styrene, α-methylstyrene, o-vinyltoluene, m-vinyltoluene, p-vinyltoluene, and p-chlorostyrene. o-methoxystyrene, m-methoxystyrene, p-methoxystyrene, o-vinyl benzyl methyl ether, m-vinyl benzyl methyl ether, p-vinyl benzyl methyl ether, o-ethylene benzyl glycidyl ether, m-vinyl benzyl glycidyl ether, p-vinyl benzyl glycidyl ether and indene and other aromatic vinyl compounds; methyl acrylate, methyl methacrylate, ethyl acrylate, Ethyl methacrylate, n-propyl acrylate, n-propyl methacrylate, isopropyl acrylate, isopropyl methacrylate, n-butyl acrylate, n-butyl methacrylate, isobutyl acrylate, methacrylic acid Isobutyl ester, sec-butyl acrylate, sec-butyl methacrylate, tert-butyl acrylate, tert-butyl methacrylate, 2-hydroxyethyl acrylate, 2-hydroxyethyl methacrylate, 2-hydroxyethyl acrylate Hydroxypropyl ester, 2-hydroxypropyl methacrylate, 3-hydroxypropyl acrylate, 3-hydroxypropyl methacrylate, 2-hydroxybutyl acrylate, 2-hydroxybutyl methacrylate, 3-hydroxybutyl acrylate, 3-hydroxybutyl methacrylate, 4-hydroxybutyl acrylate, 4-hydroxybutyl methacrylate, allyl acrylate, allyl methacrylate, benzyl acrylate Ester, benzyl methacrylate, cyclohexyl acrylate, cyclohexyl methacrylate, phenyl acrylate, phenyl methacrylate, 2-methoxyethyl acrylate, 2-methoxyethyl methacrylate Ester, 2-phenoxyethyl acrylate, 2-phenoxyethyl methacrylate, methoxydiethylene glycol acrylate, methoxydiethylene glycol methacrylate, methoxytris Ethylene glycol acrylate, methoxytriethylene glycol methacrylate, methoxypropylene glycol acrylate, methoxypropylene glycol methacrylate, methoxydipropylene glycol acrylate, methoxydipropylene glycol methacrylate Ester, isobornyl acrylate, isobornyl methacrylate, dicyclopentadienyl acrylate, dicyclopentadienyl methacrylate, 2-hydroxy-3-phenoxypropyl acrylate, methacrylic acid- Unsaturated carboxylic acid esters such as 2-hydroxy-3-phenoxypropyl ester, glycerol monoacrylate and glyceryl monomethacrylate; 2-aminoethyl acrylate, 2-aminoethyl methacrylate, acrylic acid -2-Dimethylaminoethyl ester, 2-dimethylaminoethyl methacrylate, 2-aminopropyl acrylate, 2-aminopropyl methacrylate, 2-dimethylaminopropyl acrylate Ester, 2-dimethylaminopropyl methacrylate, 3-aminopropyl acrylate, 3-aminopropyl methacrylate, 3-dimethylaminopropyl acrylate and 3-aminopropyl methacrylate Unsaturated carboxylic acid aminoalkyl esters such as dimethylaminopropyl ester; unsaturated carboxylic acid glycidyl esters such as glycidyl acrylate and glycidyl methacrylate; vinyl acetate, vinyl propionate, vinyl butyrate Carboxylic acid vinyl esters such as esters and vinyl benzoate; unsaturated ethers such as vinyl methyl ether, vinyl ethyl ether and allyl glycidyl ether; acrylonitrile, methacrylonitrile, α-chlorine Vinyl cyanide compounds such as acrylonitrile and vinylidene cyanide; acrylamide, methacrylamide, α-chloroacrylamide, N-2-hydroxyethylacrylamide and N-2-hydroxyethylmethyl Unsaturated amide imines such as acrylamide; unsaturated amide imines such as maleimide, N-phenyl maleimide and N-cyclohexyl maleimide; 1,3-butanediamine Aliphatic conjugated dienes such as olefin, isoprene and chloroprene; polystyrene, polymethyl acrylate, polymethyl methacrylate, poly-n-butyl acrylate, poly-n-butyl methacrylate, Polysiloxane is a macromonomer having a monoacrylyl group or a monomethacrylyl group at the end of the polymer molecular chain. The above-mentioned monomers can be used individually by 1 type or in mixture of 2 or more types.

Therefore, the above-mentioned alkali-soluble resin may be, for example, (meth)acrylic acid/(meth)methyl acrylate copolymer, (meth)acrylic acid/(meth)benzyl acrylate copolymer, (meth)acrylic acid/(meth)acrylic acid )-2-Hydroxyethyl acrylate/(meth)acrylic acid benzyl ester copolymer, (meth)acrylic acid/(meth)methyl acrylate/polystyrene macromonomer copolymer, (meth)acrylic acid/(meth)acrylic acid (Basic) methyl acrylate/poly(meth)acrylic acid macromonomer copolymer, (meth)acrylic acid/(meth)acrylic acid benzyl ester/polystyrene macromonomer copolymer, (meth)acrylic acid/( Benzyl methacrylate/polymethyl(meth)acrylate macromonomer copolymer, (meth)acrylic acid/2-hydroxyethyl (meth)acrylate/benzyl (meth)acrylate/polystyrene Macromonomer copolymer, (meth)acrylic acid/2-hydroxyethyl (meth)acrylate/benzyl (meth)acrylate/poly(meth)acrylate macromonomer copolymer, (meth) Acrylic acid/styrene/(meth)benzyl acrylate/N-phenylmaleimide copolymer, (meth)acrylic acid/succinic acid mono(2-acryloxy)ester/styrene/(meth) )Benzyl acrylate/N-phenylmaleimide copolymer, (meth)acrylic acid/mono(2-propenyloxyethyl)succinate/styrene/allyl (meth)acrylate/ N-phenylmaleimide copolymer and (meth)acrylic acid/benzyl (meth)acrylate/N-phenylmaleimide/styrene/glycerol mono(meth)acrylate copolymer, etc. . The above-mentioned (meth)acrylate means acrylate or methacrylate.

Among the above-mentioned alkali-soluble resins, (meth)acrylic acid/benzyl (meth)acrylate copolymer, (meth)acrylic acid/benzyl (meth)acrylate/styrene copolymer, (meth)acrylic acid /methyl(meth)acrylate copolymer and (meth)acrylic acid/methyl(meth)acrylate/styrene copolymer.

In addition, the polystyrene-converted weight average molecular weight of the alkali-soluble resin measured by gel permeation chromatography (GPC) using tetrahydrofuran as an elution solvent should be 5,000 to 50,000, preferably 8,000 to 40,000, and more preferably 10,000 ~ 30,000. If the weight average molecular weight of the above-mentioned alkali-soluble resin falls within the range of 5,000 to 50,000, the hardness of the coating film can be improved, excellent film retention can be exhibited, and good solubility of the non-exposed portion in the developer and improved resolution can be obtained Spend. In addition, the acid value is 50 to 150 (mgKOH/g), preferably 60 to 140, and further preferably 80 to 130. Within the acid value range mentioned above, the solubility of the alkali-soluble resin in the developer can be improved and the non-exposed portion can be easily dissolved, and high sensitivity can be achieved. During development, the pattern of the exposed portion remains and the film retention rate can be improved.

The content of the alkali-soluble resin may be 0.05 to 30% by weight, preferably 1 to 10% by weight, relative to the total weight of the colored photosensitive resin composition. When the above range is satisfied, the possibility of problems such as a decrease in film retention rate and a decrease in reliability is reduced, and the pattern can be easily formed.

(C) photopolymerizable compound

The above-mentioned (C) photopolymerizable compound is a compound that can be polymerized by transmitting active radicals, acids, etc. generated by the photopolymerization initiator due to irradiation of light, and may be monofunctional or bifunctional or more polymerizable depending on the number of functional groups. compound.

Specific examples of the monofunctional monomer include nonylphenyl carbitol acrylate, 2-hydroxy-3-phenoxypropyl acrylate, 2-ethylhexyl carbitol acrylate, and 2-hydroxyethyl acrylate. esters, N-vinylpyrrolidone, etc., but are not limited thereto.

Specific examples of the above-mentioned bifunctional or higher monomer include 1,6-hexanediol di(meth)acrylate, ethylene glycol di(meth)acrylate, and neopentyl glycol di(meth)acrylate. , triethylene glycol di(meth)acrylate, bis(acryloyloxyethyl) ether of bisphenol A, 3-methylpentanediol di(meth)acrylate, butylene glycol dimethacrylate Ester, hexylene glycol di(meth)acrylate, diethylene glycol di(meth)acrylate, triethylene glycol di(meth)acrylate, tetraethylene glycol di(meth)acrylate, poly Ethylene glycol di(meth)acrylate, dipropylene glycol diacrylate, tripropylene glycol diacrylate, ethoxylated neopentyl glycol diacrylate or propoxylated neopentyl glycol diacrylate, etc., as three Monomers with higher functionalities include trimethylolpropane tri(meth)acrylate, pentaerythritol tri(meth)acrylate, ethoxylated trimethylolpropane tri(meth)acrylate, and propoxylated tri(meth)acrylate. Methylpropane tri(meth)acrylate, glycerin propoxylated triacrylate, isocyanurate triacrylate, etc., but are not limited thereto.

In particular, the photopolymerizable compound of the present invention preferably contains 1 to 3 ethylene oxide groups. This is because if four or more ethylene oxide groups are included, the developability becomes greater and the degree of film abrasion increases, which may result in poor expression of surface roughness. If the ethylene oxide group is not included, the developability is drastically reduced and residues are generated during pattern formation. On the other hand, when 1 to 3 oxirane groups are included, the surface area of the hydrophilic group can be optimally formed, so residue problems and film reduction due to the developer do not occur. Compared with the case where four or more ethylene oxide groups are included, the surface roughness can be greatly reduced and the surface roughness can be improved.

Specifically, it is preferable to use a compound having a structure represented by the following Chemical Formula 1. In particular, a structure containing 1 to 3 oxirane groups in the core structure of the following Chemical Formula 1 is most preferred.

[Chemical formula 1]

In addition, the content of the above-mentioned photopolymerizable compound is 1 to 30% by weight, and more preferably 1 to 10% by weight relative to the total weight of the colored photosensitive resin composition. When the content of the photopolymerizable compound is within the above range, the strength or smoothness of the graphic element portion can be improved.

(D) Photopolymerization initiator

The (D) photopolymerization initiator in the present invention generates free radicals capable of initiating the polymerization of the polyfunctional monomer of the above-mentioned photopolymerizable compound through exposure to radiation such as visible rays, ultraviolet rays, far ultraviolet rays, electron rays, and X-rays. compound of. Typical examples of such photopolymerization initiators include acetophenone compounds, benzophenone compounds, biimidazole compounds, triazine compounds, oxime ester compounds, thioxanthone compounds, and the like. In the present invention, the photopolymerization initiator can be used alone or in mixture of two or more types. It is preferred to use one or more oxime ester-based or triazine-based compounds. Especially in the case of a photoresist for solid-state imaging, it is necessary to realize a pattern with a taper angle close to 90 degrees. Therefore, the curing degree of the lower part and the upper part should be similar. In order to obtain such an effect, it is preferable to include a surface selected from One or more photopolymerization initiators of the triazine type or the oxime ester type with excellent curing ability.

Specific examples of the acetophenone compound include diethoxyacetophenone, 2-hydroxy-2-methyl-1-phenylpropan-1-one, benzildimethyl ketal, 2-Hydroxy-1-[4-(2-hydroxyethoxy)phenyl]-2-methylpropan-1-one, 1-hydroxycyclohexylphenyl ketone, 2-methyl-1-(4- Methylphenylthio)-2-morpholinopropan-1-one, 2-benzyl-2-dimethylamino-1-(4-morpholinophenyl)butan-1-one, 2- Hydroxy-2-methyl-1-[4-(1-methylvinyl)phenyl]propan-1-one, 2-(4-methylbenzyl)-2-(dimethylamino)-1 -(4-morpholinophenyl)butan-1-one, etc.

Examples of the benzophenone compound include benzophenone, methyl o-benzoate, 4-phenylbenzophenone, 4-benzoyl-4'-methyldiphenyl sulfide, 3,3',4,4'-tetrakis(tert-butylperoxycarbonyl)benzophenone, 2,4,6-trimethylbenzophenone, etc.

Specific examples of the biimidazole compound 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',5,5'-tetrakis (Alkoxyphenyl)biimidazole, 2,2'-bis(2-chlorophenyl)-4,4',5,5'-tetrakis(trialkoxyphenyl)biimidazole, 2,2- Bis(2,6-dichlorophenyl)-4,4'5,5'-tetraphenyl-1,2'-biimidazole or the phenyl group at the 4,4',5,5' position is replaced by an alkoxycarbonyl group Substituted biimidazole compounds, etc. Among them, 2,2'-bis(2-chlorophenyl)-4,4', 5,5'-tetraphenylbiimidazole and 2,2'-bis(2,3-dichlorobenzene) are preferably used base)-4,4',5,5'-tetraphenylbiimidazole, 2,2-bis(2,6-dichlorophenyl)-4,4'5,5'-tetraphenyl-1, 2'-biimidazole.

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-methoxyphenyl)-1,3,5-triazine, 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)ethylidene]-1,3,5-triazine, 2,4-bis(trichloromethyl)-6-[2-(furan -2-yl)ethylene]-1,3,5-triazine, 2,4-bis(trichloromethyl)-6-[2-(4-diethylamino-2-methylphenyl) )ethylene]-1,3,5-triazine, 2,4-bis(trichloromethyl)-6-[2-(3,4-dimethoxyphenyl)ethylene]-1 ,3,5-triazine, etc.

As the above-mentioned oxime ester compound, there is 1-[4-(phenylthio)phenyl]-1,2-(octanedione 2-(O-benzoyl oxime)( 1-[4-(phenylthio) phenyl ]-1,2-(octanedione 2-(O-benzoyloxime)), 1-[9-ethyl-6-(2-methylbenzoyl)-9H-triazol-3-yl]ethanone 1 -(O-acetylo xime)(1-[9-Ethyl-6-(2-methylbenzoyl)-9H-carbazol-3-yl]ethanone 1-(O-acetylo xime)) etc.

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

Moreover, in order to improve the sensitivity of the colored photosensitive resin composition of this invention, the said photopolymerization initiator (D) may further contain a photopolymerization initiator auxiliary agent (d1). When the colored photosensitive resin composition of the present invention contains a photopolymerization initiator auxiliary agent (d1), the sensitivity becomes higher and productivity can be improved.

As the photopolymerization initiation assistant (d1), for example, it is preferable to use one or more compounds selected from the group consisting of an amine compound, a carboxylic acid compound, and an organic sulfur compound having a thiol group.

As the above-mentioned amine compound, aromatic amine compounds are preferably used. Specifically, aliphatic amine compounds such as triethanolamine, methyldiethanolamine, and triisopropanolamine can be used; 4-dimethylaminobenzoic acid methyl ester, 4- Ethyl dimethylaminobenzoate, isopentyl 4-dimethylaminobenzoate, 2-ethylhexyl 4-dimethylaminobenzoate, 2-dimethylaminoethyl benzoate, N,N -Dimethyl p-toluidine, 4,4'-bis(dimethylamino)benzophenone (commonly known as Michler's ketone), 4,4'-bis(diethylamino)benzophenone, etc.

The above carboxylic acid compound is preferably an aromatic heteroacetic acid, and specific examples include phenylthioacetic acid, methylphenylthioacetic acid, ethylphenylthioacetic acid, methylethylphenylthioacetic acid, Dimethylphenylthioacetic acid, methoxyphenylthioacetic acid, dimethoxyphenylthioacetic acid, chlorophenylthioacetic acid, dichlorophenylthioacetic acid, N-phenylglycine, benzene Oxyacetic acid, naphthylthioacetic acid, N-naphthylglycine, naphthyloxyacetic acid, etc.

Specific examples of the organic sulfur compound having a thiol group include 2-mercaptobenzotriazole, 1,4-bis(3-mercaptobutyloxy)butane, and 1,3,5-tris( 3-Mercaptobutoxyethyl)-1,3,5-triazine-2,4,6(1H,3H,5H)-trione, trimethylolpropane tris(3-mercaptopropionate), Pentaerythritol tetrakis (3-mercaptobutyrate), pentaerythritol tetrakis (3-mercaptopropionate), dipentaerythritol hexa(3-mercaptopropionate), tetraethylene glycol bis (3-mercaptopropionate), etc.

Based on the total weight of the colored photosensitive resin composition of the present invention, the content of the above-mentioned (D) photopolymerization initiator may be 0.1 to 20% by weight, preferably 1 to 10% by weight. If 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 productivity is improved and high resolution can be maintained, which is preferable. In addition, the strength of the graphic element portion formed using the composition under the above conditions and the smoothness of the surface of the graphic element portion can be improved.

In addition, in the case of the above-mentioned photopolymerization initiator auxiliary agent (d1), its content may be 10 to 100% by weight in the entire photopolymerization initiator, and preferably may be 20 to 100% by weight. When the content of the photopolymerization initiator auxiliary agent (d1) in the overall photopolymerization initiator satisfies the above range, the sensitivity to the dye is reduced and the possibility of pattern short circuit occurring during the development process can be reduced.

In addition, when the above-mentioned photopolymerization initiation assistant (d1) is further used, based on the total solid weight of the colored photosensitive resin composition of the present invention, relative to the alkali-soluble resin (B) and the photopolymerizable compound (C ) content, the content of the above-mentioned photopolymerization initiating assistant (d1) can be 0.1 ~ 40% by weight, preferably 1 ~ 30% by weight. If the usage amount of the above-mentioned photopolymerization initiating assistant (d1) is in the above-mentioned range of 0.1 to 40% by weight, it is possible to further improve the sensitivity of the colored photosensitive resin composition and improve the sensitivity of the color filter formed using the above composition. productivity effects.

(E) Solvent

The solvent is not particularly limited as long as it dissolves the colored photosensitive resin composition, and is particularly preferably ethers, aromatic hydrocarbons, ketones, alcohols, esters or amides. Specific examples include: ethylene glycol monomethyl ether, ethylene glycol monoethyl ether, ethylene glycol monopropyl ether, ethylene glycol monobutyl ether, diethylene glycol dimethyl ether, and diethylene glycol. Diethyl ether, diethylene glycol dipropyl ether, diethylene glycol dibutyl ether, propylene glycol monomethyl ether, propylene glycol monoethyl ether, propylene glycol monopropyl ether, propylene glycol monobutyl ether, dipropylene glycol di Ethers such as methyl ether, dipropylene glycol diethyl ether, dipropylene glycol dipropyl ether and dipropylene glycol dibutyl ether; aromatic hydrocarbons such as benzene, toluene, xylene and mesitylene; methyl ethyl ketone, Ketones such as acetone, methyl amyl ketone, methyl isobutyl ketone and cyclohexanone; alcohols such as ethanol, propanol, butanol, hexanol, cyclohexanol, ethylene glycol and glycerol; 3-ethoxy Ethyl propionate, methyl 3-methoxypropionate, methyl cellosolve acetate, ethyl cellosolve acetate, ethyl acetate, butyl acetate, amyl acetate, methyl lactate, lactic acid Ethyl ester, butyl lactate, 3-methoxybutyl acetate, 3-methyl-3-methoxy-1-butyl acetate, methoxypentyl acetate, ethylene glycol mono Acetate, ethylene glycol diacetate, ethylene glycol monomethyl ether acetate, ethylene glycol monoethyl ether acetate, diethylene glycol monoacetate, diethylene glycol diacetate Ester, diethylene glycol monobutyl ether acetate, propylene glycol monoacetate, propylene glycol diacetate, propylene glycol monomethyl ether acetate, propylene glycol monoethyl ether acetate, ethylene carbonate, carbonic acid Esters such as propylene ester and γ-butyrolactone, etc. As the above-mentioned solvent, one type selected from the group consisting of the exemplified solvents may be used, or two or more types thereof may be mixed and used. In addition, from the perspective of coating properties and drying properties, the boiling point should be 100~200°C, preferably propylene glycol monomethyl ether acetate, propylene glycol monoethyl ether acetate, cyclohexanone, ethyl lactate, lactic acid Butyl ester, ethyl 3-ethoxypropionate and methyl 3-methoxypropionate.

The content of the above solvent may be 10 to 60% by weight, preferably 20 to 40% by weight, relative to the total weight of the colored photosensitive resin composition. When coating is performed within the above range using a coating device such as a roll coater, a spin coater, a slot spin coater, a slot coater (or a die coater), and a spray coater, good coating properties can be obtained.

additives (F)

In the colored photosensitive resin composition of the present invention, in addition to the above-mentioned components, fillers, other polymer compounds, curing agents, adhesion accelerators, and ultraviolet absorbers may be used in combination as necessary within the scope that does not impair the object of the present invention. Additives such as agents and anti-coagulants (F).

Specific examples of the filler include glass, silica, alumina, etc., but are not limited thereto.

As the other polymer compounds mentioned above, curable resins such as epoxy resin and maleimide resin, polyvinyl alcohol, polyacrylic acid, polyethylene glycol monoalkyl ether, polyfluoroalkyl acrylate, polyester, and polyurethane can be used. thermoplastic resin, etc., but is not limited thereto.

The above-mentioned curing agent is used to achieve deep curing and improve mechanical strength. Specifically, epoxy compounds, multifunctional isocyanate compounds, melamine compounds, oxetane compounds, etc. can be used, but are not limited thereto. Specifically, the above epoxy compounds can use bisphenol A type epoxy resin, hydrogenated bisphenol A type epoxy resin, bisphenol F type epoxy resin, hydrogenated bisphenol F type epoxy resin, novolak type epoxy resin, and other aromatic resins. Aliphatic epoxy resins, cycloaliphatic epoxy resins, glycidyl ester resins, glycidyl amine resins, brominated derivatives of these epoxy resins, epoxy resins and their brominated derivatives , Alicyclic or aromatic epoxy compounds, butadiene (co)polymer epoxide, isoprene (co)polymer epoxide, glycidyl (meth)acrylate (co)polymer, Triglycidyl isocyanurate, etc., but are not limited thereto. Specific examples of the above oxetane compound include carbonate dioxetane, xylene dioxetane, adipate ester dioxetane, and terephthalate ester dioxetane. alkane, cyclohexanedicarboxylic acid dioxetane, etc., but are not limited thereto.

The above-mentioned curing agent may be used in combination with a curing-assisting 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, polycarboxylic acids, polycarboxylic acid anhydrides, acid generators, etc. can be used as the above-mentioned curing aid compound. Commercially available epoxy resin curing agents can be used for the above-mentioned carboxylic acid anhydrides. Examples of commercially available epoxy resin curing agents include ADEKA HARDENER EH-700 (trade name, manufactured by ADEKA Industrial Co., Ltd.), RIKACID HH (trade name, manufactured by Shinnippon Rika Co., Ltd.), MH- 700 (trade name, manufactured by Shinnippon Rika Co., Ltd.), etc.

The curing agents and curing aid compounds exemplified above can be used individually or in mixture of two or more types.

The above-mentioned close contact accelerator can be specifically selected from the group consisting of vinyltrimethoxysilane, vinyltriethoxysilane, vinyltris(2-methoxyethoxy)silane, and N-(2-aminoethyl)- 3-Aminopropylmethyldimethoxysilane, N-(2-aminoethyl)-3-aminopropyltrimethoxysilane, 3-aminopropyltriethoxysilane, 3-epoxypropoxy Propyltrimethoxysilane, 3-glycidoxypropylmethyldimethoxysilane, 2-(3,4-epoxycyclohexyl)ethyltrimethoxysilane, 3-chloropropylmethyl dimethoxysilane, 3-chloropropyltrimethoxysilane, 3-methacryloxypropyltrimethoxysilane, 3-mercaptopropyltrimethoxysilane, 3-isocyanatopropyltrimethoxysilane One of the group consisting of silane and 3-isocyanatopropyltriethoxysilane or a mixture thereof.

Relative to the solid content of the composition, the content of the above-mentioned close contact accelerator can be 0.01 to 10 parts by weight, preferably 0.05 to 2 parts by weight.

Specific examples of the above ultraviolet absorber include 2-(3-tert-butyl-2-hydroxy-5-methylphenyl)-5-chlorobenzotriazole, alkoxybenzophenone, etc., but are not limited thereto. .

Specifically, sodium polyacrylate, etc. can be used as the above-mentioned anticoagulant, but it is not limited thereto.

＜ Color filters, solid-state imaging components and display devices ＞

The present invention provides a color filter produced from the above-mentioned colored photosensitive resin composition, a solid-state imaging element and a display device containing the same. The above-mentioned colored photosensitive resin composition can be applied on a base material and photocured and developed to form a pattern.

First, the above-mentioned colored photosensitive resin composition is applied on a substrate or a layer formed of solid content of the photosensitive resin composition, and then heated and dried to remove volatile components such as solvents, thereby obtaining a smooth coating film.

As a coating method, spin coating, soft coating, roll coating, slit spin coating, slit coating, etc. can be implemented. After coating, it is heated and dried (pre-baking) or dried under reduced pressure, and then volatile components such as solvents are volatilized by heating. The heating temperature is 70~200℃, preferably 80~130℃. The thickness of the coating film after heating and drying is about 0.5 ~ 8㎛. The above-mentioned coating film is irradiated with ultraviolet rays through a mask for forming a bull's-eye pattern. At this time, parallel light should be uniformly irradiated to the entire exposure portion, and it is preferable to use a mask aligner or a stepper to accurately align the mask with the substrate. When ultraviolet rays are irradiated, the parts irradiated by the ultraviolet rays are cured. As the ultraviolet rays, g-line (wavelength: 436㎚), h-line, KrF (248nm), i-line (wavelength: 365㎚), etc. can be used. The amount of ultraviolet irradiation can be appropriately selected according to needs, and is not limited in the present invention. If the cured coating film is brought into contact with a developer to dissolve the non-exposed portion and develop, a cured product having a bullseye pattern shape can be obtained.

In addition, the present invention provides a solid-state imaging device or a display device including the above-mentioned color filter.

In the following, in order to help the understanding of the present invention, preferred embodiments, comparative examples and experimental examples are suggested. However, such embodiments, comparative examples and experimental examples are only to illustrate the present invention and do not limit the patent scope of the accompanying invention. It is obvious to those with ordinary knowledge in the art that various changes and modifications can be made to the Examples, Comparative Examples and Experimental Examples within the scope of the present invention and technical ideas. Of course, such changes and modifications can also be made. It falls within the patent scope of the accompanying invention application.

Manufacturing example

Manufacturing example 1. Pigment dispersion 1-1

10 parts by weight of C.I. Pigment Blue 15:6 (Grade I) as a pigment, 5.0 parts by weight of DISPERBYK-2001 (manufactured by BYK Corporation) as a pigment dispersant, and 85.0 parts by weight of propylene glycol methyl ether acetate as a solvent were utilized The mixture was mixed and dispersed with a bead mill for 12 hours, thereby producing a pigment dispersion liquid 1-1. In addition, the particle size of the color material was measured using ELS-Z2, a product of Osaka Electronics Co., Ltd., after diluting it with propylene glycol monomethyl ether acetate so that the pigment concentration was in the range of 1 to 6% by weight. The volume average fineness value was measured from the volume particle size distribution thus obtained and recorded in the table below.

Manufacturing example 2. Pigment dispersion 1-2

10.0 parts by weight of C.I. Pigment Blue 15:6 (Grade II) as a pigment, 5.0 parts by weight of DISPERBYK-2001 (manufactured by BYK Corporation) as a pigment dispersant, and 85.0 parts by weight of propylene glycol methyl ether acetate as a solvent were utilized The beads were mixed and dispersed for 12 hours to produce a pigment dispersion 1-2. In addition, the particle size of the color material was measured using ELS-Z2, a product of Osaka Electronics Co., Ltd., after diluting it with propylene glycol monomethyl ether acetate so that the pigment concentration was in the range of 1 to 6% by weight. The volume average fineness value was measured from the volume particle size distribution thus obtained and recorded in the table below.

Manufacturing example 3. Pigment dispersion 1-3

10.0 parts by weight of C.I. Pigment Blue 15:6 (Grade III) as a pigment, 5.0 parts by weight of DISPERBYK-2001 (manufactured by BYK Corporation) as a pigment dispersant, and 85.0 parts by weight of propylene glycol methyl ether acetate as a solvent were utilized Bead mill mixing and dispersion were performed for 12 hours, thereby producing pigment dispersion liquid 1-3. In addition, the particle size of the color material was measured using ELS-Z2, a product of Osaka Electronics Co., Ltd., after diluting it with propylene glycol monomethyl ether acetate so that the pigment concentration was in the range of 1 to 6% by weight. The volume average fineness value was measured from the volume particle size distribution thus obtained and recorded in the table below.

Production Example 4. Pigment Dispersion 1-4

10.0 parts by weight of C.I. Pigment Blue 15:6 (Grade IV) as a pigment, 5.0 parts by weight of DISPERBYK-2001 (manufactured by BYK Corporation) as a pigment dispersant, and 85.0 parts by weight of propylene glycol methyl ether acetate as a solvent were utilized Bead mill mixing and dispersion were performed for 12 hours, thereby producing pigment dispersion liquid 1-4. In addition, the particle size of the color material was measured using ELS-Z2, a product of Osaka Electronics Co., Ltd., after diluting it with propylene glycol monomethyl ether acetate so that the pigment concentration was in the range of 1 to 6% by weight. The volume average fineness value was measured from the volume particle size distribution thus obtained and recorded in the table below.

Manufacturing example 5. Pigment dispersion 1-5

10.0 parts by weight of C.I. Pigment Blue 15:6 (Grade V) as a pigment, 5.0 parts by weight of DISPERBYK-2001 (manufactured by BYK Corporation) as a pigment dispersant, and 85.0 parts by weight of propylene glycol methyl ether acetate as a solvent were utilized Bead mill mixing and dispersion were performed for 12 hours, thereby producing pigment dispersion 1-5. In addition, the particle size of the color material was measured using ELS-Z2, a product of Osaka Electronics Co., Ltd., after diluting it with propylene glycol monomethyl ether acetate so that the pigment concentration was in the range of 1 to 6% by weight. The volume average fineness value was measured from the volume particle size distribution thus obtained and recorded in the table below.

Manufacturing example 6. Pigment dispersion 1-6

12.0 parts by weight of C.I. Pigment Blue 15:6 (Grade VI) as a pigment, 5.0 parts by weight of DISPERBYK-2001 (manufactured by BYK Corporation) as a pigment dispersant, and 85.0 parts by weight of propylene glycol methyl ether acetate as a solvent were utilized Bead mill mixing and dispersion were performed for 12 hours, thereby producing pigment dispersion 1-6. In addition, the particle size of the color material was measured using ELS-Z2, a product of Osaka Electronics Co., Ltd., after diluting it with propylene glycol monomethyl ether acetate so that the pigment concentration was in the range of 1 to 6% by weight. The volume average fineness value was measured from the volume particle size distribution thus obtained and recorded in the table below.

Manufacturing example 7. Pigment dispersion 1-7

12.0 parts by weight of C.I. Pigment Blue 15:6 (Grade VII) as a pigment, 5.0 parts by weight of DISPERBYK-2001 (manufactured by BYK Corporation) as a pigment dispersant, and 85.0 parts by weight of propylene glycol methyl ether acetate as a solvent were utilized Bead mill mixing and dispersion were performed for 12 hours, thereby producing pigment dispersion liquid 1-7. In addition, the particle size of the color material was measured using ELS-Z2, a product of Osaka Electronics Co., Ltd., after diluting it with propylene glycol monomethyl ether acetate so that the pigment concentration was in the range of 1 to 6% by weight. The volume average fineness value was measured from the volume particle size distribution thus obtained and recorded in the table below.

Manufacturing example 8. Pigment dispersion 1-8

12.0 parts by weight of C.I. Pigment Blue 15:6 (Grade VIII) as a pigment, 5.0 parts by weight of DISPERBYK-2001 (manufactured by BYK Corporation) as a pigment dispersant, and 85.0 parts by weight of propylene glycol methyl ether acetate as a solvent were utilized Bead mill mixing and dispersion were carried out for 12 hours, thereby producing pigment dispersion liquid 1-8. In addition, the particle size of the color material was measured using ELS-Z2, a product of Osaka Electronics Co., Ltd., after diluting it with propylene glycol monomethyl ether acetate so that the pigment concentration was in the range of 1 to 6% by weight. The volume average fineness value was measured from the volume particle size distribution thus obtained and recorded in the table below.

Manufacturing example 9. Pigment dispersion 1-9

12.0 parts by weight of C.I. Pigment Blue 15:6 (Class IX) as a pigment, 5.0 parts by weight of DISPERBYK-2001 (manufactured by BYK Corporation) as a pigment dispersant, and 85.0 parts by weight of propylene glycol methyl ether acetate as a solvent were utilized Bead mill mixing and dispersion were carried out for 12 hours, thereby producing pigment dispersion liquid 1-9. In addition, the particle size of the color material was measured using ELS-Z2, a product of Osaka Electronics Co., Ltd., after diluting it with propylene glycol monomethyl ether acetate so that the pigment concentration was in the range of 1 to 6% by weight. The volume average fineness value was measured from the volume particle size distribution thus obtained and recorded in the table below.

[Table 1] Pigment dispersion 1-1) 1-2) 1-3) 1-4) 1-5) 1-6) 1-7) 1-8) 1-9) The subtlety of CI Pigment Blue 15:6 19nm 30nm 34nm 40nm 53nm 11nm 66nm 89nm 100nm

Synthesis example

Synthesis example 1. alkali soluble resin 2-1

In a flask equipped with a stirrer, a thermometer, a reflux condenser, a dropping funnel, and a nitrogen introduction tube, 120 parts by weight of propylene glycol monomethyl ether acetate, 80 parts by weight of propylene glycol monomethyl ether, 2 parts by weight of AIBN, and 13.0 parts by weight of acrylic acid 10 parts by weight of benzyl methacrylate, 57.0 parts by weight of 4-methylstyrene, 20 parts by weight of methyl methacrylate and 3 parts by weight of n-dodecyl mercaptan, and were replaced with nitrogen. Then, the temperature of the reaction liquid was raised to 110°C while stirring, and the reaction was performed for 6 hours. The solid content acid value of the alkali-soluble resin synthesized in this way was 95.8㎎KOH/g, and the weight average molecular weight (Mw) measured by GPC was approximately 14,200.

Example 1~5 and comparative example 1~6

Production of colored photosensitive resin composition for solid imaging elements

A colored photosensitive resin composition was produced according to the composition and content (unit: parts by weight) described in Table 2 below.

[Table 2] Composition( weight%) Example 1 Example 2 Example 3 Example 4 Example 5 Comparative example 1 Comparative example 2 Comparative example 3 Comparative example 4 Reference example 1 Reference example 2 Pigment dispersion 1-1 50 - - - - - - 1-2 - 50 - - - - - 1-3 - - 50 - - - - 50 50 1-4 - - - 50 - - - 1-5 - - - - 50 - - 1-6 - - - - - 50 - - - - - 1-7 - - - - - 50 1-8 - - - - - 50 1-9 - - - - - 50 alkali soluble resin 2-1 7.6 7.6 7.6 7.6 7.6 7.6 7.6 7.6 7.6 7.6 7.6 photopolymerizable compound 3-1 - - - - - - - - - 6.2 - 3-2 6.2 6.2 6.2 6.2 6.2 6.2 6.2 6.2 6.2 - - 3-3 6.2 Photopolymerization initiator 4-1 2.1 2.1 2.1 2.1 2.1 2.1 2.1 2.1 2.1 2.1 2.1 additives 5-1 0.1 0.1 0.1 0.1 0.1 0.1 0.1 0.1 0.1 0.1 0.1 Solvent 6-1 34 34 34 34 34 34 34 34 34 34 34

- 1-1~1-9: Pigment dispersion liquid of Production Examples 1-1~1-9

- 2-1: Alkali-soluble resin of Synthesis Example 1

- 3-1: A-TMPT (manufactured by Shin Nakamura Co., Ltd.)

- 3-2: A-TMPT-3EO (manufactured by Shin Nakamura Co., Ltd.)

- 3-3: A-TMPT-9EO (manufactured by Shin Nakamura Co., Ltd.)

- 4-1: OXE-01 (manufactured by BASF Corporation)

- 5-1: SH-8400 (Dow Corning Korea Co., Ltd.)

- 6-1: Propylene glycol monomethyl ether acetate (KH NEOCHEM CO.LTD.)

Experimental example 1. Pattern straightness and residue evaluation

In a clean room at 23°C, the colored sensitizers of the examples, comparative examples and reference examples were coated on the surface of a glass substrate (manufacturing company: Corning Incorporated, trade name: No. 1737, thickness: 0.7 mm) by spin coating. Resin composition. Then, it was placed on a hot plate and maintained at a temperature of 100° C. for 3 minutes to form a thin film. After the formed colored photosensitive resin layer was cooled to 23°C, it was selectively exposed to i-line (wavelength: 365㎚) using a photomask. At this time, an ultrahigh-pressure mercury lamp was used as the i-line light source, and the irradiation light amount was set to 150 mJ/㎠. As a photomask, those with line widths of 1㎛, 2㎛, 3㎛, 4㎛, 5㎛, 6㎛, 7㎛, 8㎛, 9㎛, 10㎛, 20㎛, 30㎛, 40㎛, 50㎛ are used. A mask that forms color primitives in the shape of 100㎛ lines and dots. Next, the colored photosensitive resin layer after the above-mentioned selective exposure was immersed in an aqueous solution containing 0.04% by weight of tetramethylammonium hydroxide as a developer at 23° C. and developed. Then, after washing with pure water, it was post-baked at 220° C. for 90 seconds to form a colored pattern. The thickness of the obtained coloring pattern is 0.8㎛, and the minimum line width (resolution) is 1㎛. The linearity and residue of the obtained coloring pattern were observed and evaluated based on the following criteria.

＜ Pattern straightness and residue evaluation standards ＞

1: Seriously defective

2: Bad

3: Normal

4: Good

5: Very good

Experimental example 2. Surface roughness evaluation

In a clean room at 23°C, the colored sensitizers of the examples, comparative examples and reference examples were coated on the surface of a glass substrate (manufacturing company: Corning Incorporated, trade name: No. 1737, thickness: 0.7 mm) by spin coating. Resin composition. Then, it was placed on a hot plate and maintained at a temperature of 100° C. for 3 minutes to form a thin film. After the formed colored photosensitive resin layer was cooled to 23° C., the entire surface was selectively exposed using an i-line (wavelength: 365㎚) using a photomask. At this time, an ultrahigh-pressure mercury lamp was used as the i-line light source, and the irradiation light amount was set to 150 mJ/㎠. Next, the colored photosensitive resin layer after the above-mentioned selective exposure was immersed in an aqueous solution containing 0.04% by weight of tetramethylammonium hydroxide as a developer at 23° C. and developed. Then, the average roughness (Ra - Average Roughness) value was determined using an atomic force electron microscope (manufacturing company: Park system, model name: NX10) and non-contact mode. Using the average roughness value thus obtained, evaluation was performed based on the following criteria.

＜ Surface roughness evaluation standards -Ra value ＞

Less than 40pm:O

Above 40pm and less than 50pm: △

Above 50pm:X

Experimental example 3. Time-lapse viscosity evaluation

The viscosity of the colored photosensitive resin compositions of the Examples, Comparative Examples, and Reference Examples at 25°C immediately after production and after storage for 5 months under constant temperature conditions of 10°C were measured using an E-type viscometer (Bohler Fly (Brookfield Company, model name: LVDV3T) was measured at a rotation speed of 50 rpm. The dispersion stability of the coloring composition was evaluated based on the following basic principles: the viscosity on the day of production, that is, the initial viscosity (V1: cP) and the viscosity (V2: cP) after storage for 5 months under constant temperature conditions of 10°C.

＜ Time-lapse viscosity evaluation criteria - Viscosity stability ＞

(V2-V1) x 100% < V1 x 0.1 x 100%: O

V1 x 0.1 x 100%＜ (V2-V1) x 100%＜ V1 x 0.13 x 100%：△

(V2-V1) x 100% > V1 x 0.13 x 100%: X

[table 3] Example 1 Example 2 Example 3 Example 4 Example 5 Comparative example 1 Comparative example 2 Comparative example 3 Comparative example 4 Reference example 1 Reference example 2 Surface roughness improvement ○ ○ ○ ○ ○ X X X X ○ △ Improved pattern straightness _ 5 5 5 5 4 2 2 1 1 4 3 Time viscosity △ ○ ○ ○ ○ X ○ ○ ○ ○ ○ residue 5 5 5 5 5 2 2 2 2 3 5

In the present invention, a pigment dispersion liquid having a volume average particle diameter in the range of 15 to 60 nm is produced using blue and purple pigments, and a colored photosensitive resin composition is produced using this. Through this experimental example, the surface roughness improvement effect, the degree of linear modification of the pattern, and the viscosity stability over time of the colored photosensitive resin composition produced by containing a pigment dispersion with a volume average particle diameter in the range of 15 to 60 nm were confirmed .

As shown in Examples 1 to 5, when a pigment dispersion having a volume average particle diameter in the range of 15 to 60 nm is used to produce a colored photosensitive resin composition, the effect of linearly improving surface roughness and pattern can be confirmed. are excellent, and the viscosity stability over time is also appropriately maintained. On the other hand, as shown in Comparative Example 1, when the volume average particle diameter is smaller than the preferred range, it was confirmed that the viscosity stability over time deteriorates due to an aggregation phenomenon in which pigment particles aggregate. In addition, as shown in Comparative Examples 2 to 4, when the volume average particle diameter is larger than the preferred range, it can be confirmed that although the viscosity stability over time is maintained reasonably well, the pigment particles cannot penetrate between the compositions. The surface roughness improvement effect decreased significantly.

In addition, when the present invention uses a photopolymerizable compound to which 1 to 3 ethylene oxide groups are added, the surface roughness improvement effect can be maximized without causing residue problems. However, as shown in Reference Examples 1 and 2, When a colored photosensitive resin composition is produced using a photopolymerizable compound containing an ethylene oxide group that exceeds the scope of the present application, it is confirmed that the effect of improving the surface roughness problem and the residue problem is reduced.

In summary, although the present invention has been disclosed above through embodiments, they are not intended to limit the present invention. Those with ordinary knowledge in the technical field to which the present invention belongs can make various modifications and modifications without departing from the spirit and scope of the present invention. Therefore, the protection scope of the present invention shall be determined by the appended patent application scope.

without

without

without.

Claims (10)

A colored photosensitive resin composition containing (A) pigment dispersion, (B) alkali-soluble resin, (C) photopolymerizable compound, (D) photopolymerization initiator and (E) solvent, The (A) pigment dispersion liquid contains pigments with a volume average particle size of 15 nm to 60 nm. The colored photosensitive resin composition according to claim 1, wherein the (A) pigment dispersion contains a blue pigment or a purple pigment. The colored photosensitive resin composition according to claim 2, wherein the blue pigment includes a component selected from the group consisting of C.I. Pigment Blue 15, C.I. Pigment Blue 15:3, C.I. Pigment Blue 15:4, C.I. Pigment Blue 15:6 and C.I. Pigment Blue 60 consists of more than one type of group. The colored photosensitive resin composition according to claim 2, wherein the purple pigment is selected from the group consisting of C.I. Pigment Violet 1, C.I. Pigment Violet 19, C.I. Pigment Violet 23, C.I. Pigment Violet 29, C.I. Pigment Violet 32, C.I. Pigment Violet 36 and C.I. Pigment Violet 38. The colored photosensitive resin composition as described in claim 1, based on the total weight of the colored photosensitive resin composition, includes: Pigment 1 ~ 30% by weight; (B) Alkali-soluble resin 0.05 ~ 30% by weight; (C) Photopolymerizable compound 1 ~ 30% by weight; (D) Photopolymerization initiator 0.1 ~ 20% by weight; and (E) Solvent 10 ~ 60% by weight. The colored photosensitive resin composition according to claim 1, wherein the (C) photopolymerizable compound contains 1 to 3 oxirane groups. The colored photosensitive resin composition according to claim 1, wherein the (D) photopolymerization initiator contains at least one selected from the group consisting of an oxime-based compound and a triazine-based compound. A color filter produced using the colored photosensitive resin composition according to any one of claims 1 to 7. A solid-state imaging element including the color filter according to claim 8. A display device including the color filter described in claim 8.