KR20220122386A - Colored photosensitive resin composition, color filter and display device using the same - Google Patents

Abstract

The present invention relates to a colored photosensitive resin composition, a color filter including a colored pattern made of the composition, and a display device, wherein the colored photosensitive resin composition includes: a colorant including C. I. pigment green 59, C. I. pigment yellow 185, and C. I. pigment blue 16; an alkali-soluble resin including a block isocyanate group; a photopolymerizable compound; a photopolymerization initiator including carbazole and fluorene oxime compounds; and a solvent, and reflectance at a wavelength of 520 nm is less than 2.5%.

Description

Colored photosensitive resin composition, color filter and display device manufactured using the same

The present invention relates to a colored photosensitive resin composition, a color filter including a colored pattern made of the composition, and a display device.

A color filter is widely used in various display devices such as an imaging device and a liquid crystal display (LCD), and its application range is rapidly expanding. The color filter used in the imaging device, the liquid crystal display device, etc. is made of a coloring pattern of three colors of red, green, and blue, or yellow, magenta and cyan ( It consists of three color coloring patterns of Cyan).

The coloring pattern of each of the color filters is generally formed using a colored photosensitive resin composition including a colorant such as a pigment or dye, an alkali-soluble resin, a photopolymerizable compound, a photopolymerization initiator, and a solvent. The coloring pattern processing using the colored photosensitive resin composition is generally performed by a lithography process.

Colored photosensitive resins are essential materials for color filters, liquid crystal display materials, organic light emitting devices, displays, and the like. For example, in a color filter of a color liquid crystal display, a light blocking layer using a black photosensitive composition is formed at the boundary between the colored layers in order to increase the contrast and color effect of red, green, and blue. In addition, recently, it is required to form a spacer for maintaining a cell gap as well as a role of a black matrix by being positioned on an array substrate so that various roles can be performed at once. Accordingly, not only an optical effect for basic light blocking, but also characteristics of good elasticity and reliability are required.

Republic of Korea Patent No. 10-1687849 discloses a technology for improving the characteristics of a color filter manufactured using the ink composition and a display device including the color filter by improving the contrast ratio of the ink composition, but the color purity is low and high It has a disadvantage of poor display visibility due to reflectance. Also, due to the absence of photocuring, there is a high possibility that reliability problems may occur in the post-process during low-temperature curing.

On the other hand, in the case of an organic light emitting device, since it has advantages of full color realization possibility, low power consumption, and fast response speed, it is becoming the most useful resource as a light source for a flexible display device, which is a next-generation display technology. Current organic light emitting devices include an encapsulation barrier layer to protect the organic light emitting device from oxygen and moisture, and a polarizer to maintain a high contrast ratio for outdoor readability. need.

However, since the polarizing plate does not bend and has a hard characteristic, when it is applied to a flexible display device, a problem of reduced flexibility may occur. On the other hand, when the polarizing plate is not applied, the external light is transmitted through the flexible display device and then reflected again, and the color is mixed with the light emitted from the original organic light emitting device, and the contrast ratio under the external light source is greatly reduced.

Therefore, development of a colored photosensitive resin composition capable of realizing low reflectance in order to replace a polarizing plate in a flexible display is required.

Republic of Korea Patent No. 10-1687849

The present invention is to improve the problems of the prior art described above, through the application of a specific color material to achieve a low reflectance of less than 2.5% at 520 nm wavelength to improve visibility, block isocyanate-based alkali-soluble resin and high-sensitivity cover An object of the present invention is to provide a color filter having high reliability by applying a sol- and fluorene-based oxime photopolymerization initiator to improve the degree of curing of a low-temperature cured thin film, and a display device including the same.

However, the problem to be solved by the present application is not limited to the problems mentioned above, and other problems not mentioned will be clearly understood by those skilled in the art from the following description.

In order to achieve the above object, the present invention includes (A) a colorant, (B) an alkali-soluble resin, (C) a photopolymerizable compound, (D) a photopolymerization initiator, and (E) a solvent, wherein the (A) colorant is C.I. Pigment Green 59, C.I. Pigment Yellow 185 and C.I. Containing Pigment Blue 16, the (B) alkali-soluble resin contains a compound containing a blocked isocyanate group, and the (D) photopolymerization initiator contains carbazole and a fluorene oxime-based compound. Coloring A photosensitive resin composition is provided.

In addition, the present invention provides a color filter comprising a colored pattern prepared from the colored photosensitive resin composition.

In addition, the present invention provides a display device including the color filter.

The colored photosensitive resin composition according to the present invention can improve visibility by including a specific color material to achieve a reflectance of less than 2.5% at a wavelength of 520 nm while the main peak of the reflectance spectrum is formed in the range of 510 nm to 530 nm.

In addition, by including a block isocyanate-based alkali-soluble resin and a highly sensitive carbazole- and fluorene-based oxime photopolymerization initiator, the degree of curing of the thin film is improved even at low temperature curing at 80 to 120 ° C. It is possible to provide a color filter with high reliability. .

In addition, when a color filter is manufactured using the colored photosensitive resin composition according to the present invention, low-temperature curing is possible, and the anti-reflection effect of external light is very excellent due to the low reflection effect, so that it can replace a polarizing plate in a display device, Accordingly, it is possible to implement a display that does not include a polarizer.

1 is a graph showing reflectance in a specific wavelength range of a color filter prepared from a colored photosensitive resin composition according to Examples and Comparative Examples.
2 is a view showing a criterion for evaluating adhesion.

The present invention relates to a colored photosensitive resin composition, a color filter and a display device including a colored pattern made of the composition, wherein the colored photosensitive resin composition according to the present invention comprises C.I. Pigment Green 59, C.I. Pigment Yellow 185 and C.I. colorants including Pigment Blue 16; alkali-soluble resin containing a compound containing a blocked isocyanate group; photopolymerizable compounds; a photopolymerization initiator comprising a carbazole and a fluorene oxime-based compound; and a solvent, characterized in that the reflectance is less than 2.5% at a wavelength of 520 nm.

The colored photosensitive resin composition of the present invention can achieve a reflectance of less than 2.5% at a wavelength of 520 nm by including a specific color material as a colorant, and can improve visibility by satisfying a reflectance of less than 2.5%.

In addition, the colored photosensitive resin composition of the present invention includes a block isocyanate-based alkali-soluble resin and a high-sensitivity carbazole- and fluorene-based oxime photopolymerization initiator, so that it can be cured at a low temperature of 80 to 120 ° C. It is possible to manufacture a color filter with high reliability by improving the

<Colored photosensitive resin composition>

The colored photosensitive resin composition of the present invention comprises (A) a colorant, (B) an alkali-soluble resin, (C) a photopolymerizable compound, (D) a photopolymerization initiator, and (E) a solvent, and optionally further comprises an additive. and it is preferable that it is a green photosensitive resin composition.

The cured film prepared from the colored photosensitive resin composition may have a reflectance of less than 2.5% at a wavelength of 520 nm, and a reflectance of less than 1.5% at a wavelength of 500 nm, and a reflectance of less than 1.1% at a wavelength of 550 nm. By satisfying the above reflectance condition, visibility can be improved when the color filter is manufactured. In addition, when the main peak of the reflectance spectrum is formed in the range of 510 nm to 530 nm, the desired color may be realized in the present invention.

The colored photosensitive resin composition of the present invention may be for manufacturing a color filter and/or a display device that does not include a polarizing plate because it can be cured at a low temperature and has a very excellent external light reflection prevention effect due to a low reflection effect, but limited thereto it's not going to be

Hereinafter, each component which comprises the coloring photosensitive resin composition of this invention is demonstrated in detail. However, the present invention is not limited by these components.

(A) Colorant

The colorant according to the present invention is characterized in that it contains specific green pigments, blue pigments and yellow pigments, and may further contain one or more additional colorants as needed. The additional colorant may further include at least one (a2) pigment, at least one (a4) dye, or a mixture thereof within a range that does not impair the green wavelength band reflectance condition of the colored photosensitive resin composition according to the present invention. can

(a1) essential pigments

The colorant according to the present invention is a green pigment with C.I. Pigment Green 59; As a yellow pigment, C.I. Pigment Yellow 185; and C.I. It is characterized in that it necessarily contains Pigment Blue 16.

By including all of the above essential pigments, it is possible to provide a colored photosensitive resin composition satisfying the reflectance condition according to the present invention in a specific wavelength range, and preferably it can satisfy a reflectance of less than 2.5% at a wavelength of 520 nm, and further, 500 A reflectance of less than 1.5% at a wavelength of nm and a reflectance of less than 1.1% at a wavelength of 550 nm can be satisfied. In addition, when the main peak of the reflectance spectrum is formed in the range of 510 nm to 530 nm, a desired color may be realized in the present invention.

Also, C.I. Pigment Green 59:C.I. Pigment Yellow 185:C.I. The weight ratio of Pigment Blue 16 may be 1:0.8:0.8 to 1:0.2:0.2, preferably 1:0.5:0.5 to 1:0.3:0.3. When included within the above range, it may be preferable in terms of implementing reflectance that satisfies reflectance conditions in a specific wavelength range according to the present application.

(a2) other pigments

As the pigment other than the essential pigment (a1), organic pigments or inorganic pigments generally used in the art may be used within the range that does not impair the reflectance condition range of the green wavelength band described above, and these are each alone or in two types. A combination of the above can be used. However, in the case of a red pigment, it is preferable not to use it in the present invention because it may reduce the transmittance of the green wavelength band.

In addition, the pigment may be subjected to resin treatment, surface treatment using a pigment derivative into which an acidic group or a basic group is introduced, graft treatment of the pigment surface with a polymer compound, etc., atomization treatment by sulfuric acid atomization method, etc., as necessary to remove impurities A cleaning treatment with an organic solvent, water, or the like, or a treatment for removing ionic impurities by an ion exchange method or the like may be performed.

As the organic pigment, various pigments used in printing inks, inkjet inks, etc. may be used, and specifically, water-soluble azo pigments, insoluble azo pigments, phthalocyanine pigments, quinacridone pigments, isoindolinone pigments, isoindoline pigments, Perylene pigment, perinone pigment, dioxazine pigment, anthraquinone pigment, dianthraquinonyl pigment, anthrapyrimidine pigment, ananthrone pigment, indanthrone pigment, pravanthrone pigment, pyranthrone pigment, diketopyrroropyrrole pigment and the like.

In addition, as the inorganic pigment, a metal compound such as a metal oxide or a metal complex salt can be used, and specifically, iron, cobalt, aluminum, cadmium, lead, copper, titanium, magnesium, chromium, zinc, antimony, carbon black, organic and metal oxides or composite metal oxides such as black pigments, titanium black, and pigments that are black by mixing red, green and blue.

In particular, the organic and inorganic pigments include compounds classified as pigments in the color index (published by The Society of Dyers and Colorists), and more specifically, the color index (C.I.) number of pigments, but are not necessarily limited thereto.

C.I. Pigment Yellow 13, 20, 24, 31, 53, 83, 86, 93, 94, 109, 110, 117, 125, 137, 138, 139, 147, 148, 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 Violet 14, 19, 23, 29, 32, 33, 36, 37 and 38;

C.I. Pigment Blue 15 (15:3, 15:4, etc.), 21, 28, 60, 64 and 76;

C.I. Pigment Green 10, 15, 25, 36, 47 and 58;

C.I Pigment Brown 28;

C.I Pigment Black 1 and 7.

The pigment is 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 Violet 23, C.I. Pigment Blue 15:3, Pigment Blue 15:6, C.I. Pigment Green 7, C.I. Pigment Green 36, C.I. Pigment Green 58 may be selected.

(a3) pigment dispersant

As for the (a1) essential pigment and (a2) other pigments, it is preferable to use a pigment dispersion in which the particle diameter of the pigment is uniformly dispersed. Examples of the method for uniformly dispersing the particle diameter of the pigment include a method of dispersing treatment by containing a pigment dispersant, and according to the method, a pigment dispersion in a state in which the pigment is uniformly dispersed in a solution can be obtained.

The pigment dispersant is added to deagglomerate and maintain stability of the pigment, and may be used without limitation in the art, and specific examples of the pigment dispersant include cationic, anionic, nonionic, amphoteric, Surfactants, such as polyester type and polyamine type, etc. are mentioned, These can be used individually or in combination of 2 or more types, respectively.

Specific examples of the cationic surfactant include amine salts such as stearylamine hydrochloride and lauryl trimethylammonium chloride, or quaternary ammonium salts.

Specific examples of the anionic surfactant include higher alcohol sulfate salts such as sodium lauryl alcohol sulfate and sodium oleyl alcohol sulfate, alkyl sulfates such as sodium lauryl sulfate and ammonium lauryl sulfate, sodium dodecylbenzenesulfonate and Alkyl aryl sulfonates, such as sodium dodecyl naphthalene sulfonate, etc. are mentioned.

Specific examples of the nonionic surfactant include polyoxyethylene alkyl ether, polyoxyethylene aryl ether, polyoxyethylene alkyl aryl ether, other polyoxyethylene derivatives, oxyethylene/oxypropylene block copolymer, sorbitan fatty acid ester, Polyoxyethylene sorbitan fatty acid ester, polyoxyethylene sorbitol fatty acid ester, glycerol fatty acid ester, polyoxyethylene fatty acid ester, polyoxyethylene alkylamine, etc. are mentioned.

In addition, polyoxyethylene alkyl ethers, polyoxyethylene alkylphenyl ethers, polyethylene glycol diesters, sorbitan fatty acid esters, fatty acid-modified polyesters, tertiary amine-modified polyurethanes, and polyethyleneimines are mentioned. have.

In addition, the pigment dispersant preferably includes an acrylate-based dispersant (hereinafter, acrylate-based dispersant) including butyl methacrylate (BMA) or N,N-dimethylaminoethyl methacrylate (DMAEMA). Commercially available products of the acrylate-based dispersant include DISPER BYK-2000, DISPER BYK-2001, DISPER BYK-2070 or DISPER BYK-2150, and the acrylate-based dispersant may be used alone or in combination of two or more. can

As the pigment dispersant, a pigment dispersant of a resin type other than the acrylate-based dispersant may be used. The pigment dispersants of the other resin types include known resin type pigment dispersants, in particular polyurethane, polycarboxylic acid esters typified by polyacrylates, unsaturated polyamides, polycarboxylic acids, polycarboxylic acids (partially) amine salts, ammonium salts of polycarboxylic acids, alkylamine salts of polycarboxylic acids, polysiloxanes, long-chain polyaminoamide phosphate salts, esters of hydroxyl-containing polycarboxylic acids and modified products thereof, or free ) oily dispersants such as amides or salts thereof formed by the reaction of a polyester having a carboxyl group with poly (lower alkyleneimine); water-soluble resins or water-soluble polymer compounds such as (meth)acrylic acid-styrene copolymer, (meth)acrylic acid-(meth)acrylate ester copolymer, styrene-maleic acid copolymer, polyvinyl alcohol or polyvinyl pyrrolidone; Polyester; modified polyacrylates; adducts of ethylene oxide/propylene oxide; and phosphate esters.

As a commercially available product of the above-mentioned other resin type pigment dispersant, as a cationic resin dispersant, for example, BYK (Big) Chemi Corporation's trade names: DISPER BYK-160, DISPER BYK-161, DISPER BYK-162, DISPER BYK-163, DISPER BYK-164, DISPER BYK-166, DISPER BYK-171, DISPER BYK-182, DISPER BYK-184; BASF trade names: EFKA-44, EFKA-46, EFKA-47, EFKA-48, EFKA-4010, EFKA-4050, EFKA-4055, EFKA-4020, EFKA-4015, EFKA-4060, EFKA-4300, EFKA- 4330, EFKA-4400, EFKA-4406, EFKA-4510, EFKA-4800; Trade names from Lubirzol: SOLSPERS-24000, SOLSPERS-32550, NBZ-4204/10; Kawaken Fine Chemicals' trade names: HINOACT T-6000, HINOACT T-7000, HINOACT T-8000; Trade names of Ajinomoto Corporation: AJISPUR PB-821, AJISPUR PB-822, AJISPUR PB-823; Trade names of Kyoeisha Chemical Corporation: FLORENE DOPA-17HF, fluorene DOPA-15BHF, fluorene DOPA-33, fluorene DOPA-44, etc. are mentioned.

In addition to the acrylate-based dispersant, other resin-type pigment dispersants may be used alone or in combination of two or more, or may be used in combination with an acrylate-based dispersant.

The pigment dispersant may be included in an amount of 5 to 60 wt%, preferably 15 to 50 wt%, based on 100 wt% of the solid content of the pigment. When the pigment dispersant is included within the above range, it is possible to maintain an appropriate viscosity level that is easy to prepare the colored photosensitive resin composition, and it is preferable because the gelation process is easy after atomization and dispersion of the pigment.

(a4) dyes

The dye may be used without limitation as long as it has solubility in an organic solvent within a range that does not impair the reflectance condition of the green wavelength band. Preferably, it is preferable to use a dye that has solubility in organic solvents and can secure reliability such as solubility in alkali developer, heat resistance, solvent resistance, etc. have. In addition, it is preferable not to include the red dye because it inhibits the implementation of low reflection in the green wavelength band.

As the dye, an acid dye having an acid group such as sulfonic acid or carboxylic acid, a salt of an acid dye and a nitrogen-containing compound, a sulfonamide compound of an acid dye, and derivatives thereof may be used. In addition, azo-based, xanthene-based, phthalocyanine Acid dyes and derivatives thereof may also be selected. Preferably, the dye is a compound classified as a dye in the color index (published by The Society of Dyers and Colorists) or a known dye described in the dyeing note (color dye).

Specific examples of the dye include C.I. As a solvent dye, 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. orange dyes such as solvent orange 2, 7, 11, 15, 26, 41, 45, 56, 62; C.I. blue dyes such as solvent blue 5, 35, 36, 37, 44, 59, 67, and 70; C.I. violet dyes such as solvent violet 8, 9, 13, 14, 36, 37, 47, 49; C.I. green dyes such as solvent green 1, 3, 4, 5, 7, 28, 29, 32, 33, 34, 35; and C.I. Among solvent dyes, C.I. Solvent Yellow 14, 16, 21, 56, 151, 79, 93; preferred, of which C.I. Solvent Yellow 21, 79; is more preferred.

Also, C.I. As an acid dye, 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, 251 yellow dyes such as; 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; 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 blue dyes such as , 335 and 340; Violet dyes such as C.I. Acid Violet 6B, 7, 9, 17, 19, 66; green dyes such as C.I. Acid Green 1, 3, 5, 9, 16, 25, 27, 50, 58, 63, 65, 80, 104, 105, 106, 109; C.I. Acid Yellow 42, which has excellent solubility in organic solvents among acid dyes; C.I. Acid Green 27 is more preferred.

In addition, as C.I. direct dyes, C.I. Direct Yellow 2, 33, 34, 35, 38, 39, 43, 47, 50, 54, 58, 68, 69, 70, 71, 86, 93, 94, 95, 98, yellow dyes such as 102, 108, 109, 129, 136, 138, 141; 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; 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, 293 blue dye; Violet dyes, such as C.I. direct violet 47, 52, 54, 59, 60, 65, 66, 79, 80, 81, 82, 84, 89, 90, 93, 95, 96, 103, 104; green dyes such as C.I. Direct Green 25, 27, 31, 32, 34, 37, 63, 65, 66, 67, 68, 69, 72, 77, 79, and 82;

Also, C.I. As modanto dye, yellow dyes, such as C.I. modanto yellow 5, 8, 10, 16, 20, 26, 30, 31, 33, 42, 43, 45, 56, 61, 62, 65; C.I. Modanto Orange 3, 4, 5, 8, 12, 13, 14, 20, 21, 23, 24, 28, 29, 32, 34, 35, 36, 37, 42, 43, 47, 48, etc. Orange dyes; C.I. modanto blue 1, 2, 3, 7, 8, 9, 12, 13, 15, 16, 19, 20, 21, 22, 23, 24, 26, 30, 31, 32, 39, 40, 41, blue dyes such as 43, 44, 48, 49, 53, 61, 74, 77, 83, 84; Violet dyes such as C.I. modanto violet 1, 2, 4, 5, 7, 14, 22, 24, 30, 31, 32, 37, 40, 41, 44, 45, 47, 48, 53, 58; green dyes such as C.I. modanto green 1, 3, 4, 5, 10, 15, 19, 26, 29, 33, 34, 35, 41, 43, 53;

Each of the above dyes may be used alone or in combination of two or more.

The content of the colorant may be 5 to 60% by weight, preferably 10 to 45% by weight based on the total weight of the solid content in the colored photosensitive resin composition. When the colorant is included within the above range, it is preferable that the color concentration of the pixel is sufficient when the thin film is formed, and the omission property of the non-pixel portion does not decrease during development, so that it is difficult to generate a residue.

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

(B) alkali-soluble resin

The alkali-soluble resin is a component that imparts solubility to an alkali developer used in the developing treatment step at the time of forming a pattern, and the alkali-soluble resin of the present invention contains a blocked isocyanate group.

Compound Containing Blocked Isocyanate Group The blocked isocyanate group is a group that is temporarily inactivated by protecting the isocyanate group by reaction with a thermally dissociable blocking agent, and when heated to a predetermined temperature, the thermally dissociable blocking agent is dissociated to generate an isocyanate group. Here, "thermal dissociation" means that the blocking agent couple|bonded with the isocyanate group dissociates by heating.

Although the dissociation temperature in particular of the said thermally dissociable blocking agent is not restrict|limited, 40-300 degreeC is preferable, and 60-200 degreeC is more preferable. When the above dissociation temperature range is satisfied, a high degree of curing can be realized through polymerization reaction through thermal dissociation even at a lower post-bake temperature (80 ~ 120 ° C. We can provide products with

In the present invention, the alkali-soluble resin including a block isocyanate group may be polymerized by essentially including a compound represented by the following formula (1) and a compound represented by the following formula (2) as a monomer, and by including the monomers, the By improving the degree of curing of the thin film during low-temperature curing, a cured film having high reliability may be manufactured, and other monomers may be further included if necessary.

Specifically, the compound represented by the following formula (1) is characterized in that it has a block isocyanate group, and the compound represented by the following formula (2) is a compound characterized in that it has a hydroxyl group (-OH), and the alkali-soluble resin of the present invention is a block It can be formed with an isocyanate group and a hydroxyl group as pendants, respectively, and a high curing rate can be achieved at a low calcination temperature through the thermal dissociation property of the blocked isocyanate group and the nucleophilicity of the hydroxyl group.

In one embodiment of the present invention, a compound represented by the following Chemical Formula 1 is included as a compound including the block isocyanate group.

[Formula 1]

In Formula 1, R ^a is a heteroalkyl group having 1 to 20 carbon atoms, a heteroalkenyl group having 2 to 20 carbon atoms, a heterocycloalkenyl group having 3 to 20 carbon atoms, a heteroalkynyl group having 2 to 20 carbon atoms, hetero having 3 to 20 carbon atoms It may be a cycloalkyl group or a heteroaryl group having 6 to 20 carbon atoms, preferably a heteroalkyl group having 1 to 5 carbon atoms.

In addition, in Formula 1, R ^b is hydrogen or a methyl group, and n is an integer of 1 to 5.

In addition, in Formula 1, R ^a may be a residue derived from a thermally dissociable blocking agent. The thermally dissociable blocking agent is a phenol-based blocking agent, a lactam-based blocking agent, an active methylene-based blocking agent, an alcohol-based blocking agent, an oxime-based blocking agent, a mercaptan-based blocking agent, an acid amide blocking agent, an imide-based blocking agent, and an amine It may include one or more selected from blocking agents, imidazole-based blocking agents, imine-based blocking agents, pyrazole-based blocking agents, and carbonyl-based blocking agents, In terms of stability and reactivity, it is preferable to include at least one selected from imidazole-based blocking agents and carbonyl-based blocking agents.

Although it does not specifically limit as a phenol type blocking agent, Phenol, cresol, xylenol, chlorophenol, ethylphenol, butylphenol, nonylphenol, dinonylphenol, styrenated phenol, hydroxybenzoic acid ester, etc. are mentioned.

Although it does not specifically limit as a lactam-type blocking agent, ε-caprolactam, δ valerolactam, γ-butyrolactam, β-propiolactam, etc. are mentioned.

Although it does not specifically limit as an active methylene type blocking agent, Methyl acetoacetate, ethyl acetoacetate, acetylacetone, dimethyl malonate, diethyl malonate, etc. are mentioned.

The alcohol-based blocking agent is not particularly limited, but methanol, ethanol, propanol, butanol, 2-ethyl-1-hexanol, 2-methoxyethanol, 2-ethoxyethanol, 2-butoxyethanol, amyl alcohol, ethylene Glycol monomethyl ether, ethylene glycol monoethyl ether, ethylene glycol monobutyl ether, diethylene glycol monomethyl ether, propylene glycol monomethyl ether, benzyl ether, methyl glycolate, butyl glycolate, diacetone alcohol, methyl lactate and ethyl lactate and the like.

Although it does not specifically limit as an oxime type blocking agent, Formaldehyde, acetaldoxime, acetoxime, methyl ethyl ketoxime, diacetyl monooxime, cyclohexanone oxime, etc. are mentioned.

Although it does not specifically limit as a mercaptan type blocking agent, Butyl mercaptan, hexyl mercaptan, t-butyl mercaptan, thiophenol, methylthio phenol, ethylthio phenol, etc. are mentioned.

Although it does not specifically limit as an acid amide type blocking agent, Acetamide, benzamide, etc. are mentioned.

Although it does not specifically limit as an imide-type blocking agent, Succinimide, maleic acid imide, etc. are mentioned.

Although it does not specifically limit as an amine blocking agent, Xylidine, aniline, butylamine, dibutylamine, diphenylamine, carbazole, di-n-propylamine, diisopropylamine, isopropylethylamine, etc. are mentioned can

Although it does not specifically limit as an imidazole-type blocking agent, Imidazole, 2-ethylimidazole, etc. are mentioned.

Although it does not specifically limit as an imine-type blocking agent, Methyleneimine, propyleneimine, etc. are mentioned.

Although it does not specifically limit as a pyrazole-type blocking agent, Pyrazole, 3-methylpyrazole, 3, 5- dimethyl pyrazole, etc. are mentioned.

Although it does not specifically limit as a carbonyl type blocking agent, Ethyl acetate etc. are mentioned.

The compound represented by Formula 1 may include, for example, hydroxyethyl methacrylate.

In addition, in one embodiment of the present invention, the alkali-soluble resin includes a compound represented by the following formula (2) having a hydroxyl group (-OH).

[Formula 2]

In Formula 2, m is an integer of 1 to 5.

The compound represented by Formula 2 may include, for example, hydroxyl methacrylate, hydroxyethyl methacrylate, hydroxypropyl methacrylate, hydroxybutyl methacrylate, and hydroxypentyl methacrylate. can

The alkali-soluble resin may be polymerized by further including, as other monomers, an ethylenically unsaturated monomer having a carboxyl group (b1), an ethylenically unsaturated monomer having a hydroxyl group (b2), a compound (b3) having a glycidyl group, and the like.

(b1) an ethylenically unsaturated monomer having a carboxyl group

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

The said alkali-soluble resin can be manufactured by copolymerizing the said ethylenically unsaturated monomer which has the said carboxyl group, and the ethylenically unsaturated monomer (b2) which has a hydroxyl group. Alternatively, the alkali-soluble resin can be prepared by copolymerizing the copolymer of the ethylenically unsaturated monomer having a carboxyl group and the compound (b3) having a glycidyl group. Alternatively, the alkali-soluble resin can be produced by copolymerizing the ethylenically unsaturated monomer having the carboxyl group, the ethylenically unsaturated monomer having the hydroxyl group, and the compound having the glycidyl group.

(b2) an ethylenically unsaturated monomer having a hydroxyl group

Specific examples of the ethylenically unsaturated monomer having a hydroxyl group include 2-hydroxyethyl (meth)acrylate, 2-hydroxypropyl (meth)acrylate, 4-hydroxybutyl (meth)acrylate, 2-hydroxy- 3-phenoxypropyl (meth)acrylate, N-hydroxyethyl acrylamide, etc., and 2-hydroxyethyl (meth)acrylate is preferable, and two or more types may be used in combination.

(b3) a compound having a glycidyl group

Specific examples of the compound having a glycidyl group include butyl glycidyl ether, glycidyl propyl ether, glycidyl phenyl ether, 2-ethylhexyl glycidyl ether, glycidyl butyrate, glycidyl methyl ether, ethyl glycidyl ether, Dil ether, glycidyl isopropyl ether, t-butyl glycidyl ether, benzyl glycidyl ether, glycidyl 4-t-butyl benzoate, glycidyl stearate, aryl glycidyl ether, glycidyl methacrylate Cidyl ester, etc., butyl glycidyl ether, aryl glycidyl ether, and methacrylic acid glycidyl ester are preferable, and two or more types may be used in combination.

The alkali-soluble resin may be prepared by copolymerizing the unsaturated monomer (b4).

(b4) unsaturated monomers

Each of the unsaturated monomers may be used alone or in combination of two or more, and the examples are not limited thereto.

Styrene, vinyltoluene, α-methylstyrene, p-chlorostyrene, o-methoxystyrene, m-methoxystyrene, p-methoxystyrene, o-vinylbenzylmethyl ether, m-vinylbenzylmethyl ether, p-vinyl aromatic vinyl compounds such as 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, N-o-hydroxyphenylmaleimide, N-m-hydroxyphenylmaleimide, N-p-hydroxyphenylmaleimide, N-o-methylphenylmaleimide, N-m -N-substituted maleimide compounds, such as methylphenylmaleimide, N-p-methylphenylmaleimide, N-o-methoxyphenylmaleimide, N-m-methoxyphenylmaleimide, and N-p-methoxyphenylmaleimide;

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

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

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

The content of the alkali-soluble resin may be 10 to 80% by weight, preferably 10 to 70% by weight based on the total weight of the solid content in the colored photosensitive resin composition. When the alkali-soluble resin is included within the above range, it is preferable because the solubility in the developer is sufficient to facilitate pattern formation, and the film reduction of the pixel portion of the exposed portion is prevented during development, and the omission of the non-pixel portion is improved. do.

It is preferable that the alkali-soluble resin has an acid value of 30 mgKOH/g to 150 mgKOH/g, and thus compatibility with the dye and stability over time of the colored photosensitive resin composition may be improved. When the acid value of the alkali-soluble resin is less than 30 mgKOH/g, it is difficult for the colored photosensitive resin composition to secure a sufficient development speed. and compatibility with the dye may occur, and the dye may be precipitated in the colored photosensitive resin composition, or the stability of the colored photosensitive resin composition may be lowered with time to increase the viscosity.

A hydroxyl group may be provided to secure additional developability of the alkali-soluble resin. When a hydroxyl group is provided to the alkali-soluble resin, there is an effect of improving the development speed.

The sum of the hydroxyl values of the alkali-soluble resin and the photopolymerizable compound is preferably 50 mgKOH/g to 250 mgKOH/g. When the sum of the hydroxyl groups of the alkali-soluble resin and the photopolymerizable compound is less than 50 mgKOH/g, a sufficient development rate cannot be ensured, and when it exceeds 250 mgKOH/g, the dimensional stability of the formed pattern is lowered, The straightness tends to be poor, and compatibility with the dye is lowered, which may cause a problem of stability over time.

(C) photopolymerizable compound

The said photopolymerizable compound is a compound which can superpose|polymerize by the action|action of the photoinitiator mentioned later, and a monofunctional monomer, a bifunctional monomer, other polyfunctional monomer, etc. are mentioned.

Specific examples of the monofunctional monomer include nonylphenyl carbitol acrylate, 2-hydroxy-3-phenoxypropyl acrylate, 2-ethylhexyl carbitol acrylate, 2-hydroxyethyl acrylate, N-vinyl p Rollidone etc. are mentioned. Specific examples of the bifunctional monomer include 1,6-hexanediol di (meth) acrylate, ethylene glycol di (meth) acrylate, neopentyl glycol di (meth) acrylate, and triethylene glycol di (meth) acrylate. , bis(acryloyloxyethyl)ether of bisphenol A, 3-methylpentanediol di(meth)acrylate, and the like. Specific examples of the other polyfunctional monomer include trimethylolpropane tri(meth)acrylate, pentaerythritol tri(meth)acrylate, pentaerythritol tetra(meth)acrylate, dipentaerythritol penta(meth)acrylate, and di Pentaerythritol hexa(meth)acrylate etc. are mentioned. Among these, the polyfunctional monomer more than bifunctional is used preferably.

The photopolymerizable compound may be included in an amount of 5 to 50% by weight, preferably 7 to 45% by weight, based on the total weight of the solid content in the colored photosensitive resin composition. When the said photopolymerizable compound is contained within the said range, since there exists a tendency for the intensity|strength and smoothness of a pixel part to become favorable, it is preferable.

(D) photoinitiator

In addition, in the present invention, the photopolymerization initiator is characterized in that it includes a carbazole and fluorene oxime-based compound in order to improve the degree of curing of the thin film during low-temperature curing to achieve high reliability, and specifically, carbazole and fluorene oxime. It is characterized in that it contains a compound represented by the following formula (3) as a system compound.

[Formula 3]

In Formula 3, A is carbon or nitrogen, and R ₁ to R ₈ may each independently represent hydrogen, an alkyl group having 1 to 20 carbon atoms, Formula 4 below, COR ₁₆ or NO ₂ .

R ₁₆ may be an aryl group having 6 to 20 carbon atoms that is unsubstituted or substituted with one or more substituents selected from the group consisting of an alkoxy group having 1 to 20 carbon atoms and an alkyl group having 1 to 20 carbon atoms.

[Formula 4]

In Formula 4, R ₁₄ is hydrogen, a cycloalkyl group having 3 to 8 carbon atoms, an alkenyl group having 2 to 5 carbon atoms, an alkoxy group having 1 to 20 carbon atoms, an alkyl group having 1 to 20 carbon atoms, a phenyl group, or a naphthyl group, R ₁₅ is a substituted or unsubstituted aryl group having 6 to 20 carbon atoms, or a heteroaryl group having 3 to 20 carbon atoms, a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms, wherein X may be CO or a direct connection .

Alternatively, in Formula 3, A is carbon or nitrogen, wherein R ₁ and R ₂ , R ₂ and R ₃ , R ₃ and R ₄ , R ₅ and R ₆ , R ₆ and R ₇ , or R ₇ and R At least one pair of ₈ may be represented by Formula 5 below.

[Formula 5]

In Formula 5, R ₉ to R ₁₂ may each independently represent hydrogen, a substituted or unsubstituted C 1 to C 20 alkyl group, or a substituted or unsubstituted phenyl group.

Alternatively, in Formula 3, A is carbon or nitrogen, and R ₁₃ is a substituted or unsubstituted C1-C20 alkyl group, C2-C12 alkenyl group, C4-8 cycloalkenyl group, C2-C20 It may be an alkynyl group of 12, a cycloalkyl group having 3 to 10 carbon atoms, a phenyl group, or a naphthyl group.

The photopolymerization initiator may include, in addition to the compound represented by Formula 3, a photopolymerization initiator generally used in this field in an amount of 5 to 40 wt% based on the total weight of the photopolymerization initiator. The generally used photoinitiator includes, for example, a triazine-based compound, an acetophenone-based compound, a benzophenone-based compound, a thioxanthone-based compound, a benzoin-based compound, and an oxime-based compound.

Examples of the triazine-based compound include 2,4,6-trichloro-s-triazine, 2-phenyl-4,6-bis(trichloromethyl)-s-triazine, and 2-(3',4'-dime Toxy styryl)-4,6-bis(trichloromethyl)-s-triazine, 2-(4'-methoxy naphthyl)-4,6-bis(trichloromethyl)-s-triazine, 2 -(p-methoxyphenyl)-4,6-bis(trichloromethyl)-s-triazine, 2-(p-tolyl-4,6-bis(trichloromethyl)-s-triazine, 2- Piphenyl-4,6-bis(trichloromethyl)-s-triazine, bis(trichlorobetyl)-6-styryl-s-triazine, 2-(naphtho 1-yl)-4,6- Bis(trichloromethyl)-s-triazine, 2-(4-methoxynaphtho 1-yl)-4,6-bis(trichloromethyl)-s-triazine, 2-4-trichloromethyl ( piperonyl)-6-triazine, 2,4-trichloromethyl(4'-methoxy styryl)-6-triazine, and the like.

Specific examples of the acetophenone-based compound include 2,2'-diethoxyacetophenone, 2,2'-dibutoxyacetophenone, 2-hydroxy-2-methylpropiophenone, p-t-butyltrichloroacetophenone , p-t-butyldichloroacetophenone, 4-chloroacetophenone, 2,2'-dichloro-4-phenoxyacetophenone, 2-methyl-1- (4- (methylthio) phenyl) -2-morpholinopropane -1-one and the like.

Examples of the benzophenone-based compound include benzophenone, benzoyl benzoic acid, methyl benzoyl benzoate, 4-phenyl benzophenone, hydroxybenzophenone, acrylated benzophenone, 4,4'-bis(dimethyl amino)benzophenone, 4,4'- Bis(diethyl amino) benzophenone, 4,4'- dimethylamino benzophenone, 4,4'- dichloro benzophenone, 3,3'- dimethyl- 2-methoxybenzophenone, etc. are mentioned.

The thioxanthone-based compound includes thioxanthone, 2-chlorothioxanthone, 2-methylthioxanthone, isopropyl thioxanthone, 2,4-diethyl thioxanthone, 2,4-diisopropyl thi Oxanthone, 2-chlorothioxanthone, etc. are mentioned.

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

Examples of the oxime-based compound include 2-(o-benzoyloxime)-1-[4-(phenylthio)phenyl]-1,2-octanedione, 1-(o-acetyloxime)-1-[9-ethyl- 6-(2-methylbenzoyl)-9H-carbazol-3-yl]ethanone etc. are mentioned.

In addition to those exemplified above, carbazole-based compounds, diketone-based compounds, sulfonium borate-based compounds, diazo-based compounds, and biimidazole-based compounds may also be used as the photopolymerization initiator.

The photopolymerization initiator may be included in an amount of 0.1 to 10% by weight, more preferably 3 to 8% by weight, based on the total weight of the solid content in the colored photosensitive resin composition. When the photopolymerization initiator is included within the above range, photopolymerization may occur sufficiently during exposure in the pattern forming process, and transmittance may not decrease due to the unreacted initiator remaining after photopolymerization.

(E) solvent

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

The solvent is specifically ethylene glycol monoalkyl ethers such as ethylene glycol monomethyl ether, ethylene glycol monoethyl ether, ethylene glycol monopropyl ether, ethylene glycol monobutyl ether, diethylene glycol dimethyl ether, diethylene glycol diethyl ether, diethylene glycol dialkyl ethers such as diethylene glycol dipropyl ether and diethylene glycol dibutyl ether; ethylene glycol alkyl ether acetates such as methyl cellosolve acetate and ethyl cellosolve acetate; propylene glycol monomethyl ether acetate; Alkylene glycol alkyl ether acetates such as propylene glycol monoethyl ether acetate, propylene glycol monopropyl ether acetate, methoxybutyl acetate and methoxypentyl acetate, aromatic hydrocarbons such as benzene, toluene, xylene, and mesitylene, methyl ethyl ketone , acetone, methyl amyl ketone, methyl isobutyl ketone, ketones such as cyclohexanone, alcohols such as ethanol, propanol, butanol, hexanol, cyclohexanol, ethylene glycol, glycerin, 3-ethyl ethoxypropionate, 3- Esters, such as methyl methoxypropionate, and cyclic esters, such as (gamma) butyrolactone, etc. are mentioned.

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

Each of the solvents exemplified above may be used alone or in mixture of two or more, and may be included in an amount of 40 to 90% by weight, preferably 50 to 85% by weight, based on the total weight of the colored photosensitive resin composition of the present invention. When the solvent is contained within the above content range, the effect of improving the applicability when applied with an application device such as a roll coater, spin coater, slit and spin coater, slit coater (sometimes referred to as a die coater), inkjet, etc. It is preferable to provide

(F) additives

The colored photosensitive resin composition according to the present invention may further include additives as necessary, and specific examples thereof include at least one selected from a dispersant, a wetting agent, a silane coupling agent, and an anti-aggregation agent.

A commercially available surfactant may be used as the dispersant, and the surfactant may include a silicone-based surfactant, a fluorine-based surfactant, a silicone-based surfactant having a fluorine atom, and mixtures thereof. Examples of the silicone-based surfactant include a surfactant having a siloxane bond. Commercially available products include Toray Silicone DC3PA, Toray Silicone SH7PA, Toray Silicone DC11PA, Toray Silicone SH21PA, Toray Silicone SH28PA, Toray Silicone 29SHPA, Toray Silicone SH30PA, polyether-modified silicone oil SH8400 (manufactured by Toray Silicone Co., Ltd.), KP322, KP322 , KP323, KP324, KP326, KP340, KP341 (manufactured by Shin-Etsu Silicon), TSF400, TSF401, TSF410, TSF4300, TSF4440, TSF4445, TSF-4446, TSF4452, TSF4460 (manufactured by GE Toshiba Silicon Co., Ltd.), and the like. have.

Examples of the fluorine-based surfactant include a surfactant having a fluorocarbon chain. Specifically, Prolinate (trade name) FC430, Prolinate FC431 (manufactured by Sumitomo 3M Co., Ltd.), Megapack (brand name) F142D, Megapack F171, Megapack F172, Megapack F173, Megapack F177, Megapack F183, Megapack R30 (manufactured by Dainippon Ink Chemical Co., Ltd.), ftop (brand name) EF301, ftop EF303, ftop EF351, ftop EF352 (manufactured by Shin-Akitakasei Co., Ltd.), Seo Pron (brand name) S381, Suflon S382, Suflon SC101, Suflon SC105 (manufactured by Asahi Glass Co., Ltd.), E5844 (manufactured by Daikin Fine Chemicals, Inc.), BM-1000, BM-1100 (product) Name: manufactured by BMChemie) and the like.

Examples of the silicone-based surfactant having a fluorine atom include a surfactant having a siloxane bond and a fluorocarbon chain. Specific examples include Megapack (brand name) R08, Megapack BL20, Megapack F475, Megapack F477, Megapack F443 (manufactured by Dainippon Ink Chemical Co., Ltd.).

The wetting agent may include, for example, glycerin, diethylene glycol, and ethylene glycol, and may include at least one selected from among them.

Examples of the silane coupling agent include aminopropyltriethoxysilane, γmercaptopropyltrimethoxysilane, and γmethacryloxypropyltrimethoxysilane. Commercially available products include SH6062 and SZ6030 (Toray-Dow Corning Silicon). co., Ltd.), KBE903, and KBM803 (manufactured by Shin-Etsu silicone co., Ltd.).

Examples of the aggregation inhibitor include sodium polyacrylate.

< Color filter and display device >

In addition, the present invention provides a color filter made of the colored photosensitive resin composition according to the present invention, and a display device including the color filter. The color filter and display device of the present invention may not include a polarizing plate, and including a polarizing plate is also within the scope of the present invention.

A display device capable of including such a color filter may include, but is not limited to, a liquid crystal display device, an OLED display, a flexible display device, and the like, and all display devices known in this field that can be applied may be exemplified.

The color filter may be prepared by coating the above-described colored photosensitive resin composition of the present invention on a substrate, photocuring and developing to form a pattern.

First, after apply|coating a coloring photosensitive resin composition to a base material, volatile components, such as a solvent, are removed by heat-drying, and a smooth coating film is obtained.

As a coating method, it can carry out, for example by the spin coating method, the cast coating method, the roll coating method, the slit-and-spin coating method, or the slit coating method. After application, heat drying (prebaking) or drying under reduced pressure is heated to volatilize volatile components such as solvents. Here, the heating temperature is usually 70 to 200°C, preferably 80 to 130°C. The thickness of the coating film after heat drying is usually about 1 to 8 µm. In this way, the obtained coating film is irradiated with an ultraviolet-ray through the mask for forming the target pattern. At this time, it is preferable to use a device such as a mask aligner or a stepper so that parallel rays are uniformly irradiated to the entire exposed portion and the mask and the substrate are accurately aligned. When irradiated with ultraviolet rays, the portion irradiated with ultraviolet rays is cured.

As the ultraviolet rays, g-line (wavelength: 436 nm), h-line, i-line (wavelength: 365 nm), etc. may be used. The irradiation amount of ultraviolet rays may be appropriately selected according to need, and the present invention is not limited thereto. When the cured coating film is brought into contact with a developer to dissolve the unexposed portion and developed, a desired pattern shape can be formed.

As the developing method, any of a liquid addition method, a dipping method, and a spray method may be used. Moreover, you may incline a board|substrate at an arbitrary angle at the time of development. The developing solution is usually an aqueous solution containing an alkaline compound and a surfactant. Any of an inorganic and organic alkaline compound may be sufficient as the said alkaline compound. Specific examples of the inorganic alkaline compound include sodium hydroxide, potassium hydroxide, disodium hydrogen phosphate, sodium dihydrogen phosphate, diammonium hydrogen phosphate, ammonium dihydrogen phosphate, potassium dihydrogen phosphate, sodium silicate, potassium silicate, sodium carbonate, potassium carbonate , sodium hydrogen carbonate, potassium hydrogen carbonate, sodium borate, potassium borate, ammonia, and the like. Further, specific examples of the organic alkaline compound include tetramethylammonium hydroxide, 2-hydroxyethyltrimethylammonium hydroxide, monomethylamine, dimethylamine, trimethylamine, monoethylamine, diethylamine, triethylamine, Monoisopropylamine, diisopropylamine, ethanolamine, etc. are mentioned.

These inorganic and organic alkaline compounds can be used individually or in combination of 2 or more types, respectively. The concentration of the alkaline compound in the alkaline developer is preferably 0.01 to 10 mass%, more preferably 0.03 to 5 mass%.

The surfactant in the alkaline developer may be at least one selected from the group consisting of a nonionic surfactant, an anionic surfactant, and a cationic surfactant.

Specific examples of the nonionic surfactant include polyoxyethylene alkyl ether, polyoxyethylene aryl ether, polyoxyethylene alkyl aryl ether, other polyoxyethylene derivatives, oxyethylene/oxypropylene block copolymer, sorbitan fatty acid ester, Polyoxyethylene sorbitan fatty acid ester, polyoxyethylene sorbitol fatty acid ester, glycerol fatty acid ester, polyoxyethylene fatty acid ester, polyoxyethylene alkylamine, etc. are mentioned.

Specific examples of the anionic surfactant include higher alcohol sulfate ester salts such as sodium lauryl alcohol sulfate and sodium oleyl alcohol sulfate, alkyl sulfates such as sodium lauryl sulfate and ammonium lauryl sulfate, dodecylbenzenesulfonic acid Alkylaryl sulfonates, such as sodium and sodium dodecyl naphthalene sulfonate, etc. are mentioned.

Specific examples of the cationic surfactant include amine salts such as stearylamine hydrochloride and lauryl trimethylammonium chloride, or quaternary ammonium salts. These surfactants can be used individually or in combination of 2 or more types, respectively.

The concentration of the surfactant in the developer is usually 0.01 to 10 mass%, preferably 0.05 to 8 mass%, and more preferably 0.1 to 5 mass%. After image development, it washes with water and is 80-230 degreeC as needed, Preferably it is 80-120 degreeC and 10 to 60 minutes of post-baking can also be performed.

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

<Example>

Synthesis Example 1: Synthesis of alkali-soluble resin B-1

400 parts of propylene glycol monomethyl ether acetate, 7 parts of AIBN, 15 parts of tricyclodecane methacrylate, 30 parts of methacrylate, 20 parts of methacrylic acid in a 1000 ml flask equipped with a stirrer, thermometer reflux cooling tube, dropping funnel and nitrogen inlet tube parts, ethyl 3-ethoxy-2-({2-[(2-methylacryloyl)oxy]ethyl}carbamoyl)but-3-enoate 20 parts (see formula 6 below), hydroxyl methacrylate 15 parts were added and nitrogen substituted. After stirring, the temperature of the reaction solution was raised to 120° C., and the reaction was performed for 10 hours after the rise. The final solid content of the alkali-soluble resin containing the block isocyanate group synthesized in this way was 30.0%, the solid content acid value was 95 mgKOH/g, and the weight average molecular weight measured by GPC was 7600.

[Formula 6]

Synthesis Example 2: Synthesis of alkali-soluble resin B-2

400 parts of propylene glycol monomethyl ether acetate, 7 parts of AIBN, 15 parts of tricyclodecane methacrylate, 30 parts of methacrylate, 20 parts of methacrylic acid in a 1000 ml flask equipped with a stirrer, thermometer reflux cooling tube, dropping lot and nitrogen inlet tube part, 2-{[1-(3,5-dimethyl-4,5-dihydro-1H-pyrazol-1-yl)carbonyl]amino}ethyl 2-methylprop-2-enoate 20 Parts (refer to the following Chemical Formula 7), 15 parts of hydroxyl methacrylate were added and nitrogen substituted. After stirring, the temperature of the reaction solution was raised to 120° C., and the reaction was performed for 10 hours after the rise. The final solid content of the alkali-soluble resin thus synthesized was 32.0%, the solid content acid value was 90 mgKOH/g, and the weight average molecular weight measured by GPC was 7100.

[Formula 7]

Example 1: Preparation of colored photosensitive resin composition 1

(A) C.I. Pigment Green 59 (G59) 18 parts, C.I Pigment Yellow 185 (Y185) 7 parts, C.I Pigment Blue 16 (B16) 3 parts, BYK-2001 5 parts as a pigment dispersant and 67 parts propylene glycol monomethyl ether acetate are mixed After dispersing the pigment sufficiently using a bead mill, 30 parts of the dispersion (A) dispersed by the above method, (B) 10 parts of B-1 as an alkali-soluble resin, (C) 5 parts of A9550 as a photopolymerizable compound , (E) 4 parts of PBG-314 (Tronley) as a photopolymerization initiator and (F) 51 parts of propylene glycol monomethyl ether acetate as a solvent were mixed to prepare a colored photosensitive resin composition according to Example 1.

Example 2: Preparation of colored photosensitive resin composition 2

(A) C.I. Pigment Green 59 18 parts, C.I Pigment Yellow 185 7 parts, C.I Pigment Blue 16 3 parts, BYK-2001 5 parts as a pigment dispersant and 67 parts propylene glycol monomethyl ether acetate were mixed, and the pigment was mixed using a bead mill. After sufficient dispersion, 30 parts of the dispersion (A) dispersed in the above method, (B) 10 parts of B-2 as an alkali-soluble resin, (C) 5 parts of A9550 as a photopolymerizable compound, (E) PBG- as a photoinitiator A colored photosensitive resin composition according to Example 2 was prepared by mixing 4 parts of 314 (Tronley) and 51 parts of propylene glycol monomethyl ether acetate as a solvent (F).

Example 3: Preparation of colored photosensitive resin composition 3

(A) C.I. Pigment Green 59 18 parts, C.I Pigment Yellow 185 7 parts, C.I Pigment Blue 16 3 parts, BYK-2001 5 parts as a pigment dispersant and 67 parts propylene glycol monomethyl ether acetate were mixed, and the pigment was mixed using a bead mill. After sufficient dispersion, 30 parts of the dispersion (A) dispersed in the above method, (B) 10 parts of B-1 as an alkali-soluble resin, (C) 5 parts of A9550 as a photopolymerizable compound, (E) OXE- as a photoinitiator 02 (BASF) 4 parts and (F) solvent propylene glycol monomethyl ether acetate 51 parts were mixed to prepare a colored photosensitive resin composition according to Example 3.

Comparative Example 1: Preparation of colored photosensitive resin composition 4

(A) C.I. Pigment Green 7 (G7) 18 parts, C.I Pigment Yellow 185 7 parts, C.I Pigment Blue 16 3 parts, BYK-2001 5 parts as a pigment dispersant and 67 parts propylene glycol monomethyl ether acetate were mixed, and a bead mill was used. After dispersing the pigment sufficiently, 30 parts of the dispersion (A) dispersed by the above method, (B) 10 parts of B-1 as an alkali-soluble resin, (C) 5 parts of A9550 as a photopolymerizable compound, (E) Initiation of photopolymerization A colored photosensitive resin composition according to Comparative Example 1 was prepared by mixing 4 parts of Zero PBG-314 (Tronley) and 51 parts of propylene glycol monomethyl ether acetate as (F) solvent.

Comparative Example 2: Preparation of colored photosensitive resin composition 5

(A) C.I. Pigment Green G59 18 parts, C.I Pigment Yellow 150 (Y150) 7 parts, C.I Pigment Blue 16 3 parts, BYK-2001 5 parts as a pigment dispersant and 67 parts propylene glycol monomethyl ether acetate were mixed, and a bead mill was used. After dispersing the pigment sufficiently, 30 parts of the dispersion (A) dispersed by the above method, (B) 10 parts of B-1 as an alkali-soluble resin, (C) 5 parts of A9550 as a photopolymerizable compound, (E) Initiation of photopolymerization A colored photosensitive resin composition according to Comparative Example 2 was prepared by mixing 4 parts of Zero PBG-314 (Tronley) and 51 parts of propylene glycol monomethyl ether acetate as (F) solvent.

Comparative Example 3: Preparation of colored photosensitive resin composition 6

(A) C.I. 18 parts of Pigment Green 59, 7 parts of C.I Pigment Yellow 185, 3 parts of C.I Pigment Blue 15:6 (B15:6), 5 parts of BYK-2001 as a pigment dispersant and 67 parts of propylene glycol monomethyl ether acetate were mixed, After sufficiently dispersing the pigment using a bead mill, 30 parts of the dispersion (A) dispersed by the above method, (B) 10 parts of B-1 as an alkali-soluble resin, (C) 5 parts of A9550 as a photopolymerizable compound, ( E) A colored photosensitive resin composition according to Comparative Example 3 was prepared by mixing 4 parts of PBG-314 (Tronley Co.) as a photopolymerization initiator and 51 parts of propylene glycol monomethyl ether acetate as (F) as a solvent.

Comparative Example 4: Preparation of colored photosensitive resin composition 7

(A) C.I. 18 parts of Pigment Green G59, 7 parts of C.I Pigment Yellow 185, 3 parts of C.I Pigment Blue 16, 5 parts of BYK-2001 as a pigment dispersant and 67 parts of propylene glycol monomethyl ether acetate were mixed, and the pigment was mixed using a bead mill. After sufficient dispersion, 30 parts of the dispersion (A) dispersed in the above method, (B) 10 parts of SPCY-1L as an alkali-soluble resin, (C) 5 parts of A9550 as a photopolymerizable compound, (E) PBG- as a photoinitiator A colored photosensitive resin composition according to Comparative Example 4 was prepared by mixing 4 parts of 314 (Tronly) and 51 parts of propylene glycol monomethyl ether acetate as (F) solvent.

Comparative Example 5: Preparation of colored photosensitive resin composition 8

(A) C.I. 18 parts of Pigment Green G59, 7 parts of C.I Pigment Yellow 185, 3 parts of C.I Pigment Blue 16, 5 parts of BYK-2001 as a pigment dispersant and 67 parts of propylene glycol monomethyl ether acetate were mixed, and the pigment was mixed using a bead mill. After sufficient dispersion, 30 parts of the dispersion (A) dispersed in the above method, (B) 10 parts of SPCY-6L as an alkali-soluble resin, (C) 5 parts of A9550 as a photopolymerizable compound, (E) PBG- as a photoinitiator A colored photosensitive resin composition according to Comparative Example 5 was prepared by mixing 4 parts of 314 (Tronley) and 51 parts of propylene glycol monomethyl ether acetate as a solvent (F).

Comparative Example 6: Preparation of colored photosensitive resin composition 9

(A) C.I. 18 parts of Pigment Green G59, 7 parts of C.I Pigment Yellow 185, 3 parts of C.I Pigment Blue 16, 5 parts of BYK-2001 as a pigment dispersant and 67 parts of propylene glycol monomethyl ether acetate were mixed, and the pigment was mixed using a bead mill. After sufficient dispersion, 30 parts of the dispersion (A) dispersed in the above method, (B) 10 parts of B-1 as an alkali-soluble resin, (C) 5 parts of A9550 as a photopolymerizable compound, (E) I- as a photoinitiator A colored photosensitive resin composition according to Comparative Example 6 was prepared by mixing 4 parts of 369 (ciba) and 51 parts of propylene glycol monomethyl ether acetate as (F) solvent.

Comparative Example 7: Preparation of colored photosensitive resin composition 10

(A) C.I. Pigment Green G5918 parts, C.I Pigment Yellow 185 7 parts, C.I Pigment Blue 16 3 parts, BYK-2001 5 parts as a pigment dispersant and 67 parts propylene glycol monomethyl ether acetate were mixed, and the pigment was sufficiently mixed with a bead mill. After dispersing, 30 parts of the dispersion (A) dispersed in the above method, (B) 10 parts of B-1 as an alkali-soluble resin, (C) 5 parts of A9550 as a photopolymerizable compound, (E) OXE-01 as a photoinitiator (Basf Corporation) 4 parts and (F) solvent propylene glycol monomethyl ether acetate 51 parts were mixed to prepare a colored photosensitive resin composition according to Comparative Example 7.

Comparative Example 8: Preparation of colored photosensitive resin composition 11

(A) Mix 7 parts of C.I Pigment Yellow 185 as a colorant, 3 parts of C.I Pigment Blue 16, 5 parts of BYK-2001 as a pigment dispersant and 85 parts of propylene glycol monomethyl ether acetate, and use a bead mill to sufficiently disperse the pigment 30 parts of the dispersion (A) dispersed in the above method, (B) 10 parts of B-1 as an alkali-soluble resin, (C) 5 parts of A9550 as a photopolymerizable compound, (E) PBG-314 ( A colored photosensitive resin composition according to Comparative Example 8 was prepared by mixing 4 parts of Tronly Co.) and 51 parts of propylene glycol monomethyl ether acetate as a solvent (F).

In Table 1 below, for the compositions of Examples 1 to 3 and Comparative Examples 1 to 8, configurations in which different types of materials are used based on Example 1 are summarized.

division
(parts by weight) type Example comparative example One 2 3 One 2 3 4 5 6 7 8 coloring agent
(A) G59 18 18 18 18 18 18 18 18 18 G7 18 Y185 7 7 7 7 7 7 7 7 7 7 Y150 7 B16 3 3 3 3 3 3 3 3 3 3 B15:6 3 alkali
availability
Suzy
(B) B-1 10 10 10 10 10 10 10 10 B-2 10 SPCY-1L 10 SPCY-6L 10 light curing
initiator
(D) PBG-314 4 4 4 4 4 4 4 4 OXE-02 4 I-369 4 OXE-01 4

Preparation Example: Preparation of a color filter using a colored photosensitive resin composition

The colored photosensitive resin compositions according to Examples 1 to 3 and Comparative Examples 1 to 8 were coated on a bare glass substrate by spin coating, then placed on a heating plate and maintained at a temperature of 100° C. for 2 minutes to form a thin film. Then, on the thin film, a test photomask having a pattern for changing the transmittance in a range of 1 to 100% and a line/space pattern of 1 μm to 100 μm is placed on the thin film, and the interval from the test photomask is 200 μm was investigated. At this time, the ultraviolet light source was irradiated with an illuminance of 50 mJ/cm ² using a 1 KW high-pressure mercury lamp containing all of the g, h, and i lines, and no special optical filter was used. The thin film irradiated with ultraviolet light was developed by immersion in a KOH aqueous solution developing solution of pH 10.5 for 2 minutes. Post-process post-baking was performed on a 100°C hotplate for 60 minutes. The film thickness of the color filter of the colored photosensitive resin compositions according to Examples 1 to 3 and Comparative Examples 1 to 8 thus prepared was 3.0 μm.

Experimental Example: Evaluation of physical properties of a color filter using a colored photosensitive resin composition

1. Solvent resistance evaluation 1 (PGMEA)

The color filter prepared from the composition according to the above Examples and Comparative Examples was immersed in a PGMEA solvent at 90° C. for 5 minutes to compare and evaluate the color change before and after evaluation. At this time, the color change is calculated by Equation 1 below, and the values calculated by Equation 1 are shown in Table 2 below according to the following criteria.

[Equation 1]

ΔEab* =[(ΔL*) ² +(Δa*) ² +(Δb*) ² ] ^1/2

Equation 1 represents a color change in a three-dimensional colorimeter defined by L*, a*, and b*, and as the color change value calculated by Equation 1 is smaller, a highly reliable color filter can be manufactured.

< Evaluation Criteria >

○: Excellent chemical resistance (there is no change in the pattern, and △(Eab*) is less than 3.0)

△: good chemical resistance (there is a slight change in the pattern, or △(Eab*) is 3.0 or more and less than 5.0)

×: Poor chemical resistance (there is a change in the pattern, or △(Eab*) is 5.0 or more)

2. Adhesion evaluation

The color filter prepared with the composition according to the above Examples and Comparative Examples was immersed in a PGMEA solvent at 90° C. for 5 minutes to determine OK and NG through whether the pattern was detached. 2 is a view showing a criterion for evaluating such adhesion. If the pattern remains after immersion, it is judged as OK, if the pattern is detached after immersion, it is judged as NG, and is shown in Table 2 below.

3. Pencil hardness measurement

The pencil hardness was measured using the electric pencil hardness tester CT-PC2 (ISO 15184 standard) equipment for the color filter prepared with the composition according to the Examples and Comparative Examples. The pencil hardness was evaluated from H to 9H, and the level without damage to the surface of the color filter was measured as the pencil hardness and is shown in Table 2 below. The higher the number of pencil hardness, the higher the hardness.

4. Light fastness evaluation

The color filter prepared with the composition according to the above Examples and Comparative Examples was put into ATLAS SUNTEST CPS+ equipment and subjected to a light resistance test under conditions Xe lamp, 300 mW, 200 hours, and color change before and after evaluation was comparatively evaluated. At this time, the color change is calculated by Equation 1 below, and the values calculated by Equation 1 are shown in Table 2 below according to the following criteria.

[Equation 1]

ΔEab* =[(ΔL*) ² +(Δa*) ² +(Δb*) ² ] ^1/2

Equation 1 represents a color change in a three-dimensional colorimeter defined by L*, a*, and b*, and as the color change value calculated by Equation 1 is smaller, a highly reliable color filter can be manufactured.

< Evaluation Criteria >

○: Excellent light resistance (Δ(Eab*) is less than 3.0)

Δ: good light resistance (Δ(Eab*) is 3.0 or more and less than 5.0)

×: poor light resistance (Δ(Eab*) is 5.0 or more)

5. Solvent Resistance Evaluation 2 (NMP)

The color filter prepared with the composition according to the Examples and Comparative Examples was immersed in NMP (N-Methyl-2-pyrrolidone) solvent at 50° C. for 2 minutes to compare and evaluate the color change before and after evaluation. At this time, the color change is calculated by Equation 1 below, and the values calculated by Equation 1 are shown in Table 2 below according to the following criteria.

[Equation 1]

ΔEab* =[(ΔL*) ² +(Δa*) ² +(Δb*) ² ] ^1/2

Equation 1 represents a color change in a three-dimensional colorimeter defined by L*, a*, and b*, and as the color change value calculated by Equation 1 is smaller, a highly reliable color filter can be manufactured.

< Evaluation Criteria >

○: Excellent chemical resistance (there is no change in the pattern, and △(Eab*) is less than 3.0)

△: good chemical resistance (there is a slight change in the pattern, or △(Eab*) is 3.0 or more and less than 5.0)

×: Poor chemical resistance (there is a change in the pattern, or △(Eab*) is 5.0 or more)

6. Low/High Temperature Process Comparison

In order to confirm how advantageous the composition of the present invention is actually in the degree of low-temperature sintering curing, Example 1, Comparative Examples 3 and 5 were used, and the post-baking temperature progressed to 100 ° C in the Preparation Example was changed to 230 ° C. The color filter characteristics were evaluated, and the results are shown in Table 2 below.

division POB Terms Solvent resistance 1 adhesion pencil hardness light fastness Solvent resistance 2 Example 1 100℃ ○ OK 7H ○ ○ 230℃ ○ OK 7H ○ ○ Example 2 100℃ ○ OK 7H ○ ○ Example 3 100℃ ○ OK 7H ○ ○ Comparative Example 1 100℃ ○ OK 7H ○ ○ Comparative Example 2 100℃ ○ OK 7H ○ ○ Comparative Example 3 100℃ ○ OK 7H ○ ○ Comparative Example 4 100℃ X NG 4H X X 230℃ ○ OK 7H ○ ○ Comparative Example 5 100℃ X NG 3H X X 230℃ ○ OK 7H ○ ○ Comparative Example 6 100℃ X NG 3H X X Comparative Example 7 100℃ X NG 3H X X Comparative Example 8 100℃ ○ OK 7H ○ ○

7. Reflectance Measurement

The reflectance of the color filter prepared with the composition according to the Examples and Comparative Examples was measured using an integrating sphere reflectance meter (KONICA MINOLTA SPECTROPHOTOMETER CM-3700d), and the reflectance for each main wavelength is summarized in Table 3 below.

In addition, FIG. 1 shows the reflectance at a wavelength of 450 nm to 600 nm of the color filters prepared from the compositions according to Example 1 and Comparative Examples 1 to 3 and 8.

< Evaluation Criteria >

OK: When all the conditions of less than 1.5% reflectance at 500 nm, less than 2.5% reflectance at 520 nm and less than 1.1% reflectance at 550 nm are satisfied

NG: When the reflectance at one or more of 500 nm, 520 nm, or 550 nm is outside the above OK conditions

division reflectivity(%) Reflectance evaluation 500nm 520nm 550nm Example 1 1.4 2.3 1.0 OK Example 2 1.4 2.3 1.0 OK Example 3 1.4 2.3 1.0 OK Comparative Example 1 2.7 3.0 2.3 NG Comparative Example 2 2.1 2.8 2.6 NG Comparative Example 3 2.8 2.7 1.8 NG Comparative Example 4 1.4 2.3 1.0 OK Comparative Example 5 1.4 2.3 1.0 OK Comparative Example 6 1.4 2.3 1.0 OK Comparative Example 7 1.4 2.3 1.0 OK Comparative Example 8 3.1 1.6 0.0 NG

Referring to Tables 2 and 3, in the case of Examples 1 to 3 prepared with the composition according to the present invention, all excellent solvent resistance, adhesion, hardness and light resistance during low-temperature curing, and reflectance at 500 nm, 520 nm and 550 nm wavelength All conditions were satisfied. When the reflectance condition is satisfied, a low reflectance can be achieved while realizing the color desired in the present application, and the visibility of the color filter is improved.

On the other hand, in Comparative Examples 1 to 3 in which a pigment other than a specific colorant combination of the present invention was used, the desired color was not realized because the reflectance condition at a wavelength of 450 nm to 600 nm was not satisfied, and G59 was not used. In the case of Example 8, the reflectance peak was out of the range of 510 nm to 530 nm, and the desired color was not implemented.

In addition, in the case of Comparative Examples 4 to 7 in which an alkali-soluble resin not containing a blocked isocyanate group was used or a photopolymerization initiator not containing a carbazole and fluorene oxime-based compound was used, the reflectance conditions were satisfied, but the content during low-temperature curing All of the evaluation of adhesiveness, adhesion, hardness and light resistance showed poor results.

On the other hand, referring to Table 2, in the case of Comparative Examples 4 and 5, the low-temperature (100 ℃) post-baking conditions, the physical properties were significantly lower than those of Example 1 in all evaluations, but under the high-temperature (230 ℃) post-baking conditions, all The evaluation showed good results regardless of the composition. That is, it can be confirmed that only when the components of the present invention are satisfied, it is possible to provide a color filter with high reliability even under low-temperature firing conditions.

Claims (9)

(A) a colorant, (B) an alkali-soluble resin, (C) a photopolymerizable compound, (D) a photoinitiator and (E) a solvent,
The (A) colorant includes CI Pigment Green 59, CI Pigment Yellow 185 and CI Pigment Blue 16,
The (B) alkali-soluble resin contains a compound containing a blocked isocyanate group,
The (D) photopolymerization initiator is characterized in that it comprises a carbazole and a fluorene oxime-based compound, the colored photosensitive resin composition. The method according to claim 1,
The colored photosensitive resin composition, characterized in that the cured film made of the colored photosensitive resin composition has a reflectance of less than 2.5% at a wavelength of 520 nm. The method according to claim 1,
The colored photosensitive resin composition, characterized in that the cured film made of the colored photosensitive resin composition has a reflectance of less than 1.5% at a wavelength of 500 nm. The method according to claim 1,
The colored photosensitive resin composition, characterized in that the cured film made of the colored photosensitive resin composition has a reflectance of less than 1.1% at a wavelength of 550 nm. The method according to claim 1,
The alkali-soluble resin is a colored photosensitive resin composition comprising a compound represented by the following formula (1) and a compound represented by the following formula (2).
[Formula 1] [Formula 2]

(In Formula 1,
R ^a is a heteroalkyl group having 1 to 20 carbon atoms, a heteroalkenyl group having 2 to 20 carbon atoms, a heterocycloalkenyl group having 3 to 20 carbon atoms, a heteroalkynyl group having 2 to 20 carbon atoms, a heterocycloalkyl group having 3 to 20 carbon atoms, or 6 carbon atoms to a heteroaryl group of 20,
R ^b is hydrogen or a methyl group,
n is an integer from 1 to 5;
In Formula 2, m is an integer of 1 to 5.) The method according to claim 1,
The photoinitiator is a colored photosensitive resin composition comprising a compound represented by the following formula (3).
[Formula 3]

(In Formula 3,
A is -CH- or nitrogen,
R ₁ to R ₈ are each independently hydrogen, an alkyl group having 1 to 20 carbon atoms, Formula 4 below, -COR ¹³ or -NO ₂ ;
R ₁₃ is a substituted or unsubstituted C 1 to C 20 alkyl group, 2 to C 12 alkenyl group, 4 to 8 C cycloalkenyl group, 2 to 12 C alkynyl group, 3 to 10 C cycloalkyl group, phenyl group, or a naphthyl group;
R ₁₆ is an aryl group having 6 to 20 carbon atoms that is unsubstituted or substituted with one or more substituents selected from the group consisting of an alkoxy group having 1 to 20 carbon atoms and an alkyl group having 1 to 20 carbon atoms,
[Formula 4]

In Formula 4, R ₁₄ is hydrogen, hydrogen, a cycloalkyl group having 3 to 8 carbon atoms, an alkenyl group having 2 to 5 carbon atoms, an alkoxy group having 1 to 20 carbon atoms, an alkyl group having 1 to 20 carbon atoms, or an aryl group having 6 to 20 carbon atoms. ego,
R ₁₅ is an aryl group having 6 to 20 carbon atoms, a heteroaryl group having 3 to 20 carbon atoms, or an alkyl group having 1 to 10 carbon atoms,
X is a direct link or -CO-.) The method according to claim 1,
With respect to the total weight of solids in the colored photosensitive resin composition,
5 to 60% by weight of the (A) colorant;
The (B) alkali-soluble resin 10 to 80% by weight;
(C) 5 to 50% by weight of the photopolymerizable compound;
(D) 0.1 to 10% by weight of the photopolymerization initiator; and
With respect to the total weight of the colored photosensitive resin composition, the (E) solvent comprising 40 to 90% by weight, the colored photosensitive resin composition. A color filter comprising a colored pattern made of the colored photosensitive resin composition according to any one of claims 1 to 7. A display device comprising the color filter according to claim 8 .

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