TW201807484A - A blue photosensitive resin composition, blue color filter and display device comprising the same - Google Patents

Abstract

The invention relates to a blue photosensitive resin composition, a blue color filter and a display device comprising the same. The blue photosensitive resin composition contains a blue colorant, an alkali soluble resin, a photopolymerized compound, a polymerization initiator and a solvent. The blue colorant contains a blue pigment and a black pigment. When the blue photosensitive resin composition is used for forming a cured film having a thickness of 3 [mu]m, the spectral transmission factor at 425 to 480 nm is greater than 60% and smaller than 75% and the spectral transmission factor at 530 to 780 nm is greater than 0% and smaller than 20%.

Description

Cyan photosensitive resin composition, cyan color filter including the same, and display element

FIELD OF THE INVENTION The present invention relates to a cyan photosensitive resin composition, a cyan color filter and a display element including the cyan photosensitive resin composition, and more particularly, to a 425 to 480 nm range when the cyan photosensitive resin composition is formed into a cured film having a thickness of 3 μm. The cyan photosensitive resin composition having a spectral transmittance of 60% or more and less than 75%, a spectral transmittance at 530 to 780 nm of more than 0% and less than 20%, a cyan color filter including the same, and a display element.

BACKGROUND OF THE INVENTION As a next-generation display technology, flexible display elements have recently received attention. Among the technologies for manufacturing a display using a plastic substrate having bending characteristics, various technologies such as a liquid crystal display device, an organic light emitting element, and an electronic paper (E-Paper) technology have been effectively used in the field of flexible display elements.

However, in order to apply the flexible display element practically, it is necessary to realize full color when compared with a variety of current display products, power consumption must be reduced, and it must be easy to read even outdoors.

In this sense, the organic light emitting element has the advantages of realizing full color, low power consumption, and fast response speed, so it has become the most useful resource as a light source for flexible display elements.

For current organic light-emitting elements, an encapsulation barrier layer for protecting the organic light-emitting element from oxygen and moisture is needed, and in order to make outdoor readability easy even outdoors, a polarizing plate ( polarizer) to maintain a high contrast ratio.

However, if a polarizing plate having hard characteristics is applied, the following disadvantages occur: the flexibility of a flexible display element is reduced, and even the light emitted from the light-emitting layer of the organic light-emitting element is absorbed to reduce the brightness and increase the thickness of the element.

On the contrary, if a polarizing plate is not applied, the following problems occur: after external light is transmitted into the flexible display element, it is reflected again and emitted, and at the same time, it is mixed with light originally emitted by the organic light emitting element, and the light-dark ratio under the external light source is greatly reduced.

In addition, Korean Registered Patent No. 10-0398940 discloses that prism structures having various heights included in a display device are formed on a surface, and Korean Published Patent No. 10-2002-0041819 discloses that a variable shape is formed on the surface. The contents of the prism of the angular structure, but none of these shows the expected effect of improving the light-dark ratio.

Existing Literature Patent Literature Patent Literature 1: Korean Registered Patent No. 10-0398940 Patent Literature 2: Korean Published Patent No. 10-2002-0041819

Problem to be Solved by the Invention In order to solve the problem of reduction in brightness contrast and visibility due to reflection of external light in an organic light emitting device, a polarizing plate is used.

The polarizing plate absorbs external light incident on the organic light emitting element, thereby minimizing reflection of the incident external light to the outside. However, the polarizing plate also absorbs light emitted from the light-emitting layer of the organic light-emitting element, thereby reducing the brightness of the element. The additional lamination of the polarizing plate in the organic light-emitting element also causes a problem that the overall thickness increases.

Therefore, in order to solve the above problems, an object of the present invention is to provide a cyan photosensitive resin composition capable of minimizing reflection of external light without using a polarizing plate in a display element.

Another object of the present invention is to provide a cyan photosensitive resin composition capable of achieving color development by limiting a specific range of transmittance.

Furthermore, an object of the present invention is to provide a cyan color filter and a display element produced using the cyan photosensitive resin composition.

Means for Solving the Problem In order to achieve the above object, the present invention provides a cyan photosensitive resin composition including a cyan colorant, an alkali-soluble resin, a photopolymerizable compound, a photopolymerization initiator, and a solvent. The cyan colorant contains a cyan pigment and a black pigment. When the cyan photosensitive resin composition is formed as a cured film having a thickness of 3 μm, the spectral transmittance at 425 to 480 nm is 60% or more and less than 75%, and 530 to 780 nm. The spectral transmittance is more than 0% and less than 20%.

The present invention also provides a cyan color filter manufactured using the cyan photosensitive resin composition.

Furthermore, the present invention provides a display element including the cyan color filter.

ADVANTAGE OF THE INVENTION The cyan photosensitive resin composition of this invention exhibits the effect which can minimize the reflection of external light when a polarizing plate is not laminated | stacked in an organic light emitting element.

In addition, the cyan photosensitive resin composition of the present invention can achieve color development by limiting a specific range of transmittance.

Furthermore, the display element manufactured using the cyan photosensitive resin composition of the present invention has an advantage that the polarizing plate is not laminated and the thickness is thin.

DETAILED DESCRIPTION OF THE PREFERRED EMBODIMENTS The present invention will be described in more detail below.

The present invention relates to a cyan photosensitive resin composition, which is a cyan photosensitive resin composition including a cyan colorant, an alkali-soluble resin, a photopolymerizable compound, a photopolymerization initiator, and a solvent. The cyan colorant includes a cyan pigment and a black pigment. When the cyan photosensitive resin composition is formed as a cured film having a thickness of 3 μm, the spectral transmittance at 425 to 480 nm is 60% or more and less than 75%, and the spectral transmittance at 530 to 780 nm is more than 0% and less than 20%.

In the organic light-emitting element, a polarizing plate is used in order to solve the problems that the brightness and darkness contrast and visibility are reduced due to reflection of external light.

The polarizing plate absorbs external light incident on the organic light emitting element, thereby minimizing reflection of the incident external light to the outside. However, the polarizing plate also has a problem that it also absorbs light emitted from the light-emitting layer of the organic light-emitting element and decreases the brightness of the element. The polarizing plate is additionally laminated on the organic light-emitting element, and the overall thickness increases.

Therefore, in order to solve the above-mentioned problems, the present invention is to provide a cyan photosensitive resin composition capable of minimizing reflection of external light when a polarizing plate is not laminated in an organic light emitting element.

The cyan photosensitive resin composition of the present invention has the characteristics that when formed into a cured film having a thickness of 3 μm, the spectral transmittance at 425 to 480 nm is 60% or more and less than 75%, and the spectral transmittance at 530 to 780 nm Over 0% to less than 20%, it is possible to achieve color development while minimizing reflection of external light.

Hereinafter, the components of the cyan photosensitive resin composition of the present invention will be described in detail.

(A) Cyan colorant The cyan colorant which is one component of the cyan photosensitive resin composition of the present invention contains a cyan pigment and a black pigment.

As the cyan pigment and the black pigment, organic or inorganic pigments generally used in this field can be used. In addition, the cyan pigment and the black pigment may be subjected to a resin treatment, a surface treatment using a pigment derivative in which an acidic group or a basic group is introduced, and a graft treatment of a pigment surface using a polymer compound, as necessary. , A micronization treatment using a sulfuric acid micronization method, a cleaning treatment using an organic solvent, water, or the like for removing impurities, or an ionic impurity removal treatment using an ion exchange method, or the like.

As the organic pigment, various pigments used in printing inks, inkjet inks, and the like can be used. Specific examples include water-soluble azo pigments, insoluble azo pigments, phthalocyanine pigments, quinacridone pigments, and isoindolinones. Pigments, Isoindoline Pigments, Perylene Pigments, Fluorenone Pigments, Dioxazine Pigments, Anthraquinone Pigments, Bisanthrenequinone Pigments, Anthrapyrimidine Pigments, Anthrone Pigments, Indanthrone Pigments, Flavanone Pigments, Dermatanthracenes Ketone pigments, diketopyrrolopyrrole pigments, and the like.

In addition, examples of the inorganic pigment include metal compounds such as metal oxides and metal complex salts. Specific examples include iron, cobalt, aluminum, cadmium, lead, copper, titanium, magnesium, chromium, zinc, antimony, and carbon. Metal oxides such as black, organic black pigments, titanium black, and pigments mixed with cyan, green, and red to form black, or mixed metal oxides.

In particular, as the above-mentioned organic pigments and inorganic pigments, specifically, compounds classified as pigments in the index of excellence (published by The society of Dyers and Colourists) may be listed, and more specifically, pigments with serial numbers of the index of excellence (CI), but It is not necessarily limited to these.

The cyan pigment preferably contains one or more selected from CI Pigment Blue 15: 3, 15: 4, 15: 6, 21, 28, 60, 64, and 76, and more preferably contains CI Pigment Blue 15: 4 and 15 : 1 or more of 6.

The black pigment preferably contains one or more selected from the group consisting of a pigment obtained by mixing red, cyan, and green, C.I. pigment black 1, C.I. pigment black 7, carbon black, organic black, and titanium black.

More preferably, a coloring dispersion liquid in which carbon black is mixed with two or more coloring pigments is used.

The carbon black is not particularly limited as long as it is a light-shielding pigment, and known carbon black can be used. Specific examples of the carbon black of the black pigment include channel black, furnace black, thermal black, and lamp black.

Examples of the carbon black products include, for example, CHBK-17 of Mikuni Pigment Co., Ltd .; and Seat 5HIISAFHS, Seat KH, Seat 3HHAF-HS, Seat NH, Seat 3M, and Seat of Tokai Carbon Co., Ltd. 300HAF-LS, Seast 116HMMAF-HS, Seast 116MAF, Seast FMFEF-HS, Seast SOFEF, Seast VGPF, Seast SVHSRF-HS, and Seast SSRF; Mitsubishi Chemical Co., Ltd. ダ イ ッ ラ ム ブ ラ ッ ク II, ダ イ ム ブ ラ ム ブ ラ ッ ク N339, ダ イ ヤ グ ラ ム ブ ラ ム ブ ッ ク SH, ダ イブ ラ ッ ク H, ダ イ ヤ グ ラ ム LH, ダ イ ヤ グ ラ ム HA, ダ イ ヤ グ ラ ム SF, ダ イ ヤ グ ラ ム N550M, ダ イ ヤ グ ラ ム M, ダ イ ヤ グ ラ ム E, ダ イ ヤ グ ラ ム G, ダ イ ヤ グ ラ R, ダ イ ヤ グ ラ ム N760M, ダ イ ヤ グ ラ ム LR, # 2700, # 2600, # 2400, # 2350, # 2350 , # 1000, # 980, # 900, MCF88, # 52, # 50, # 47, # 45, # 45L, # 25, # CF9, # 95, # 3030, # 3050, MA7, MA77, MA8, MA11, OIL7B, OIL9B, OIL11B, OIL30B, and OIL31B; PRINTEX-U, PRIN, Inc. TEX-V, PRINTEX-140U, PRINTEX-140V, PRINTEX-95, PRINTEX-85, PRINTEX-75, PRINTEX-55, PRINTEX-45, PRINTEX-300, PRINTEX-35, PRINTEX-25, PRINTEX-200, PRINTEX- 40, PRINTEX-30, PRINTEX-3, PRINTEX-A, SPECIAL BLACK-550, SPECIAL BLACK-350, SPECIAL BLACK-250, SPECIAL BLACK-100, and LAMP BLACK-101; RAVEN-1100ULTRA, RAVEN -1080ULTRA, RAVEN-1060ULTRA, RAVEN-1040, RAVEN-1035, RAVEN-1020, RAVEN-1000, RAVEN-890H, RAVEN-890, RAVEN-880ULTRA, RAVEN-860ULTRA, RAVEN-850, RAVEN-820, RAVEN-790ULTRA , RAVEN-780ULTRA, RAVEN-760ULTRA, RAVEN-520, RAVEN-500, RAVEN-460, RAVEN-450, RAVEN-430ULTRA, RAVEN-420, RAVEN-410, RAVEN-2500ULTRA, RAVEN-2000, RAVEN-1500, RAVEN -1255, RAVEN-1250, RAVEN-1200, RAVEN-1190ULTRA and RAVEN-1170.

In addition, coloring pigments that can be mixed with the above carbon black include magenta 6B (CI12490), phthalocyanine green (CI74260), phthalocyanine blue (CI74160), Mitsubishi carbon black MA100, perylene black (BASF K0084.K0086), Cyan Black, Lisol Yellow (CI21090), Lisol Yellow GRO (CI21090), Benzidine Yellow 4T-564D, Mitsubishi Carbon Black MA-40, Victoria Pure Blue (CI42595), CI Pigment Red 97, 122, 149, 168, 177, 180, 192, 215, CI Pigment Green 7, 36, CI Pigment Blue 15: 1, 15: 4, 15: 6, 22, 60, 64, CI Pigment Yellow 83, 139 , CI Pigment Violet 23, etc. In addition, white pigments and fluorescent pigments can be used.

The cyan pigment and the black pigment are preferably mixed and used at a weight ratio of 99.9: 0.1 to 80:20, and more preferably mixed and used at a weight ratio of 99: 1 to 95: 1.

When the weight ratio of the cyan pigment and the black pigment satisfies the above range, it is advantageous in the following cases: when the cyan photosensitive resin composition is formed into a cured film having a thickness of 3 μm, the spectral transmittance at 425 to 480 nm is achieved It is 60% or more and less than 75%, and the spectral transmittance at 530 to 780 nm is more than 0% and less than 20%.

When the cyan photosensitive resin composition has a spectral transmittance of less than 60% when it is formed into a cured film having a thickness of 3 μm, although the external light reflection effect of the cyan photosensitive resin composition is good, the decrease in brightness results in visibility. When the property is poor and is 75% or more, although the brightness of the cyan photosensitive resin composition is good, the external light reflection effect is small.

The cyan colorant may additionally include a purple pigment. By additionally including the above-mentioned purple pigment, the color of the cyan photosensitive resin composition can be adjusted.

The purple pigment preferably contains one or more selected from C.I. Pigment Violet 14, 19, 23, 29, 32, 33, 36, 37, and 38.

The purple pigment is contained in an amount of 3 to 30% by weight, and preferably the purple pigment is contained in an amount of 10 to 20% by weight based on the total weight of the cyan colorant.

The cyan colorant is contained in an amount of 10 to 80% by weight, preferably the cyan colorant in an amount of 10 to 40% by weight, and more preferably 10 to 80% by weight based on the total weight of the solid content in the cyan photosensitive resin composition of the present invention. 30% by weight of the above cyan colorant.

When the cyan colorant is contained in an amount of 10 to 80% by weight, the viscosity of the cyan photosensitive resin composition is low, the storage stability is excellent, the dispersion efficiency is increased, and it is effective to increase the light-dark ratio.

In the present invention, the total weight of the solid content means the total weight of the remaining components other than the solvent.

As the pigment, a pigment dispersion liquid in which the particle diameter of the pigment is uniformly dispersed is preferably used. As an example of a method for uniformly dispersing the particle diameter of the pigment, a method including dispersing treatment containing a pigment dispersant (a1) can be cited. According to the above method, a pigment in a state where the pigment is uniformly dispersed in a solution can be obtained. Dispersions.

(a1) Pigment dispersant The pigment dispersant is added to maintain the deagglomeration and stability of the pigment. Specific examples of the pigment dispersant include cationic, anionic, nonionic, amphoteric, polyester, Surfactants, such as polyamines, can be used individually or in combination of 2 or more types.

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

Specific examples of the anionic surfactant include higher alcohol sulfate salts such as sodium lauryl sulfate and sodium oleyl sulfate, and alkyl sulfates such as sodium dodecyl sulfate and ammonium dodecyl sulfate. Salts, alkylaryl sulfonates such as sodium dodecylbenzenesulfonate and sodium dodecylnaphthalenesulfonate.

Specific examples of the non-ionic surfactant include polyoxyethylene alkyl ether, polyoxyethylene aryl ether, polyoxyethylene alkylaryl ether, other polyoxyethylene derivatives, and ethylene oxide / Propylene oxide block copolymer, sorbitan fatty acid ester, polyoxyethylene sorbitan fatty acid ester, polyoxyethylene sorbitan fatty acid ester, glycerin fatty acid ester, polyoxyethylene fatty acid ester, and polyoxylate Vinyl alkylamines and the like.

In addition, polyoxyethylene alkyl ethers, polyoxyethylene alkylphenyl ethers, polyethylene glycol diesters, sorbitan fatty acid esters, fatty acid-modified polyesters, and tertiary amine modifications are exemplified. Polyurethanes and polyethyleneimines.

The pigment dispersant preferably contains an acrylate dispersant (hereinafter referred to as an acrylate dispersant) containing butyl methacrylate (BMA) or N, N-dimethylaminoethyl methacrylate (DMAEMA). . Examples of commercially available products of the above-mentioned acrylate-based dispersants include DISPER BYK-2000, DISPER BYK-2001, DISPER BYK-2070, and DISPER BYK-2150. The above-mentioned acrylate-based dispersants can be used alone or in combination of two types. The above is mixed.

The pigment dispersant may be other resin-based pigment dispersants in addition to the acrylate-based dispersant. Examples of the other resin-based pigment dispersants include known resin-based pigment dispersants, and in particular, polycarboxylic acid esters represented by polyurethanes and polyacrylates, unsaturated polyamines, polycarboxylic acids, and polycarboxylic acids. (Partial) amine salts, ammonium salts of polycarboxylic acids, alkylamine salts of polycarboxylic acids, polysiloxanes, long-chain polyaminophosphonium phosphates, esters of hydroxyl-containing polycarboxylic acids, and their modifications Oily dispersants such as ammonium amines or their salts formed by the reaction of a polyester having a free carboxyl group and poly (lower alkylene imine); (meth) acrylic acid-styrene Water-soluble resins or water-soluble polymer compounds such as copolymers, (meth) acrylic acid- (meth) acrylate copolymers, styrene-maleic acid copolymers, polyvinyl alcohol, or polyvinylpyrrolidone; polyesters Modified polyacrylate; ethylene oxide / propylene oxide addition products and phosphate esters.

As a commercially available product of the other resin-based pigment dispersants, examples of the cationic resin dispersant include the trade names of BYK Chemical Company: 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'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; Trade names of Lubirzol Company: SOLSPERS-24000, SOLSPERS-32550, NBZ-4204 / 10; Trade names of Kawaken Fine Chemicals Co., Ltd .: HINOACT T-6000, HACKACT T-7000, HACKACT T-8000 ; Trade names of Ajinomoto Co., Ltd .: AJISPUR PB-821, Asia PB-822, Asia PB-823; Trade names of Kyoeisha Chemical Co., Ltd .: FLORENE DOPA-17HF, FLOWER DOPA-15BHF , Florence DOPA-33, florence DOPA-44, and the like.

In addition to the above-mentioned acrylate-based dispersant, other resin-based pigment dispersants can be used individually or in combination of two or more kinds, and can be used in combination with an acrylate-based dispersant.

The pigment dispersant is contained in an amount of 5 to 60 parts by weight, and preferably 15 to 50 parts by weight based on 100 parts by weight of the solid content in the pigment. When the content of the pigment dispersant satisfies the above range, it is advantageous in terms of viscosity and micronization of the pigment, and problems such as gelation after dispersion can be reduced.

(B) Alkali-soluble resin The alkali-soluble resin, which is one component in the cyan photosensitive resin composition of the present invention, must be dissolved in the solvent of the cyan photosensitive resin composition, and is reactive to the action of light or heat. In addition, as long as it is an acrylic copolymer that functions as a binder resin for a colorant and is soluble in an alkaline developer, the type can be used without particular limitation.

The alkali-soluble resin may be a copolymer of a carboxyl group-containing monomer and another monomer copolymerizable with the monomer.

The carboxyl group-containing monomer may be, for example, an unsaturated carboxylic acid such as an unsaturated monocarboxylic acid, an unsaturated dicarboxylic acid, or an unsaturated tricarboxylic acid, such as an unsaturated polycarboxylic acid having one or more carboxyl groups in the molecule.

Specific examples of the unsaturated monocarboxylic acid include acrylic acid, methacrylic acid, crotonic acid, α-chloroacrylic acid, and cinnamic acid.

Specific examples of the unsaturated dicarboxylic acid include maleic acid, fumaric acid, itaconic acid, citraconic acid, and mesaconic acid.

The unsaturated polycarboxylic acid may be an acid anhydride, and may be, for example, maleic anhydride, itaconic anhydride, citraconic anhydride, and the like.

The unsaturated polycarboxylic acid may be a mono (2-methacryloxyalkyl) ester, and specifically, may be a mono (2-acryloxyethyl) succinate, or a (2-methyl Propylene ethoxyethyl), mono (2-propylene ethoxyethyl) phthalate, and mono (2-methacryl ethoxyethyl) phthalate.

The unsaturated polycarboxylic acid may be a mono (meth) acrylate of a dicarboxy polymer at both ends, and specifically, may be ω-carboxy polycaprolactone monoacrylate and ω-carboxy polycaprolactone monomethyl Acrylate, etc.

The said carboxyl group containing monomer can be used individually by 1 type or in mixture of 2 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, P-chlorostyrene, o-methoxystyrene, m-methoxystyrene, p-methoxystyrene, o-vinyl benzyl methyl ether, m-vinyl benzyl methyl ether, Aromatic vinyl compounds such as p-vinyl benzyl methyl ether, o-vinyl benzyl glycidyl ether, m-vinyl benzyl glycidyl ether, p-vinyl benzyl glycidyl ether and indene ; 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, isobutyl methacrylate, sec-butyl acrylate, sec-butyl methacrylate, t-butyl acrylate, t-butyl methacrylate, 2-hydroxyethyl acrylate, 2-hydroxyethyl methacrylate, 2-hydroxypropyl acrylate, methyl 2-hydroxypropyl acrylate, 3-hydroxypropyl acrylate, 3-hydroxypropyl methacrylate, 2-hydroxybutyl acrylate, 2-hydroxybutyl methacrylate, 3-hydroxybutyl acrylate, methacrylic acid 3-hydroxybutyl acrylate, 4-hydroxybutyl acrylate, 4-hydroxybutyl methacrylate, allyl acrylate, allyl methacrylate, benzyl acrylate, benzyl methacrylate, cyclohexyl acrylate, formazan Cyclohexyl acrylate, phenyl acrylate, phenyl methacrylate, 2-methoxyethyl acrylate, 2-methoxyethyl methacrylate, 2-phenoxyethyl acrylate, 2-methacrylate Phenoxyethyl ester, methoxydiethylene glycol acrylate, methoxydiethylene glycol methacrylate, methoxytriethylene glycol acrylate, methoxytriethylene glycol methacrylate, methoxypropylene glycol Acrylate, methoxypropylene glycol methacrylate, methoxydipropylene glycol acrylate, methoxydipropylene glycol methacrylate, isobornyl acrylate, isobornyl methacrylate, dicyclopentadiene acrylate, methyl Dicyclopentadienyl acrylate, 2-hydroxy-3-acrylate Unsaturated carboxylic acid esters such as oxypropyl ester, 2-hydroxy-3-phenoxypropyl methacrylate, glycerol monoacrylate and glycerol monomethacrylate; 2-aminoethyl acrylate, methacrylic acid 2 -Aminoethyl ester, 2-dimethylaminoethyl acrylate, 2-dimethylaminoethyl methacrylate, 2-aminopropyl acrylate, 2-aminopropyl methacrylate, 2-dimethylamino acrylate Propyl ester, 2-dimethylaminopropyl methacrylate, 3-aminopropyl acrylate, 3-aminopropyl methacrylate, 3-dimethylaminopropyl acrylate, and 3-dimethylamino methacrylate Unsaturated carboxylic acid amino alkyl esters such as propyl ester; Unsaturated carboxylic acid glycidyl esters such as glycidyl acrylate and glycidyl methacrylate; vinyl acetate, vinyl propionate, vinyl butyrate, and benzoic acid Vinyl carboxylic acid vinyl esters, such as vinyl esters; Unsaturated ethers, such as vinyl methyl ether, vinyl ethyl ether, and allyl glycidyl ether; acrylonitrile, methacrylonitrile, α-chloroacrylonitrile, and partial diethyl ether Vinyl cyanide compounds such as cyanoethylene; acrylamide, methacrylamide, α-chlorine Unsaturated fluorene amines such as melamine, N-2-hydroxyethyl propylene amine, and N-2-hydroxyethyl methacrylamide; maleimide, N-phenylmaleimide, and Unsaturated fluorenimines such as N-cyclohexylmaleimide; aliphatic conjugated dienes such as 1,3-butadiene, isoprene, and chloroprene; and

Polystyrene, polymethyl acrylate, polymethyl methacrylate, poly-n-butyl acrylate, poly-n-butyl methacrylate, or polysiloxane has a monoacryl group or a monomethyl methyl group at the end of the polymer molecular chain Large monomers based on acrylic propenyl and the like. These monomers can be used individually by 1 type or in mixture of 2 or more types.

That is, the alkali-soluble resin may be, for example, a (meth) acrylic acid / (meth) acrylic acid copolymer, a (meth) acrylic acid / (meth) acrylic acid benzyl ester copolymer, or (meth) acrylic acid / ( 2-hydroxyethyl methacrylate / benzyl (meth) acrylate copolymer, (meth) acrylic acid / methyl (meth) acrylate / polystyrene macromonomer copolymer, (meth) acrylic acid / ( (Meth) methacrylate / poly (meth) acrylate macromonomer copolymer, (meth) acrylic acid / benzyl (meth) acrylate / polystyrene macromonomer copolymer, (meth) acrylic acid / Benzyl (meth) acrylate / poly (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 / benzyl (meth) acrylate / N-phenylmaleimide copolymer, (meth) acrylic acid / mono (2-propenyloxy) succinate / styrene / (meth) Benzyl acrylate / N-phenyl Copolymer of lyme imine, (meth) acrylic acid / mono (2-propenyloxyethyl) succinate / styrene / allyl (meth) acrylate / N-phenylmaleimide copolymer Compounds, and (meth) acrylic acid / benzyl (meth) acrylate / N-phenylmaleimide / styrene / glycerol mono (meth) acrylate copolymer and the like. The (meth) acrylate means an acrylate or a methacrylate.

The alkali-soluble resin is preferably a (meth) acrylic acid / benzyl (meth) acrylate copolymer, a (meth) acrylic acid / benzyl (meth) acrylate / styrene copolymer, and a (meth) acrylic acid / ( Copolymers of methyl (meth) acrylate and (meth) acrylic acid / methyl (meth) acrylate / styrene.

The polystyrene-equivalent weight average molecular weight of the alkali-soluble resin measured by gel permeation chromatography (GPC) using tetrahydrofuran as a dissolution solvent must be 5,000 to 50,000, preferably 8,000 to 40,000, and more preferably 10,000 to 30,000.

When the weight-average molecular weight of the alkali-soluble resin is 5,000 to 50,000, the hardness of the coating film is increased, an excellent residual film ratio is exhibited, and good solubility in a developing solution of an unexposed portion and improved resolution can be displayed.

The acid value of the alkali-soluble resin is 50 to 150 (mgKOH / g), preferably 60 to 140, and more preferably 80 to 130.

Within the range of the acid value of 50 to 150, the solubility of the alkali-soluble resin in the developing solution is improved, and the unexposed portion is easily dissolved and highly sensitive. During development, the pattern of the exposed portion remains, and the residual film rate can be improved.

The alkali-soluble resin is contained in an amount of 5 to 80% by weight, and preferably 10 to 60% by weight, based on the total weight of the solid content in the cyan photosensitive resin composition of the present invention. When the above range is satisfied, the possibility of occurrence of problems such as a decrease in the residual film rate and a decrease in reliability is reduced, and pattern formation is easy.

(C) Photopolymerizable compound The photopolymerizable compound which is one component in the cyan photosensitive resin composition of the present invention must be a polymerizable compound under the action of a photopolymerization initiator (D) described later.

As the photopolymerizable compound, a monofunctional monomer, a difunctional monomer, or a polyfunctional monomer can be used, and the difunctional monomer is preferably used, but is not limited thereto.

Specific examples of the monofunctional monomer include nonylphenyl carbitol acrylate, 2-hydroxy-3-phenoxypropyl acrylate, 2-ethylhexylcarbitol acrylate, and 2-hydroxyethyl acrylate Esters, N-vinylpyrrolidone, and the like are not limited to these.

Specific examples of the bifunctional monomer include 1,6-hexanediol di (meth) acrylate, ethylene glycol di (meth) acrylate, neopentyl glycol di (meth) acrylate, and Glycol di (meth) acrylate, bis (propenyloxyethyl) ether of bisphenol A, 3-methylpentanediol di (meth) acrylate, and the like are not limited to these.

Specific examples of the polyfunctional monomer include trimethylolpropane tri (meth) acrylate, ethoxylated trimethylolpropane tri (meth) acrylate, and propoxylated trimethylolpropane tri (Meth) acrylate, pentaerythritol tri (meth) acrylate, pentaerythritol tetra (meth) acrylate, dipentaerythritol penta (meth) acrylate, ethoxylated dipentaerythritol hexa (meth) acrylate, propane Oxidized dipentaerythritol hexa (meth) acrylate, dipentaerythritol hexa (meth) acrylate, and the like are not limited thereto.

The photopolymerizable compound is preferably contained in an amount of 5 to 50% by weight, and more preferably 7 to 45% by weight, based on the total weight of the cyan photosensitive resin composition of the present invention. When the photopolymerizable compound is in the range of 5 to 50% by weight, the strength and reliability of the pixel portion can be made good.

(D) Photopolymerization initiator The photopolymerization initiator which is one component in the cyan photosensitive resin composition of the present invention can be used without particular limitation as long as it polymerizes the photopolymerizable compound (C). .

In particular, the photopolymerization initiator is preferably selected from the group consisting of acetophenone-based compounds, benzophenone-based compounds, triazine-based compounds, and co-polymers from the viewpoints of polymerization characteristics, initiation efficiency, absorption wavelength, availability, and price. One or more compounds among imidazole compounds, oxime compounds, and thioxanthone compounds.

Specific examples of the acetophenone-based compound include diethoxyacetophenone, 2-hydroxy-2-methyl-1-phenylpropane-1-one, benzophenone dimethyl ketal, and the like. 2-hydroxy-1- [4- (2-hydroxyethoxy) phenyl] -2-methylpropane-1-one, 1-hydroxycyclohexylphenyl ketone, 2-methyl-1- (4- (Methylthiophenyl) -2-morpholinopropane-1-one, 2-benzyl-2-dimethylamino-1- (4-morpholinophenyl) butane-1-one, 2- Hydroxy-2-methyl-1- [4- (1-methylvinyl) phenyl] propane-1-one and 2- (4-methylbenzyl) -2- (dimethylamino) -1 -(4-morpholinophenyl) butane-1-one and the like.

Specific examples of the benzophenone-based compound include benzophenone, 0-benzylmethylbenzoate, 4-phenylbenzophenone, and 4-benzophenyl-4'- Methyldiphenyl sulfide, 3,3 ', 4,4'-tetra (t-butylperoxycarbonyl) benzophenone, 2,4,6-trimethylbenzophenone and the like.

Specific examples of the triazine-based compound include 2,4-bis (trichloromethyl) -6- (4-methoxyphenyl) -1,3,5-triazine, and 2,4- Bis (trichloromethyl) -6- (4-methoxynaphthyl) -1,3,5-triazine, 2,4-bis (trichloromethyl) -6-piperyl-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) vinyl] -1,3,5-triazine, 2,4-bis (trichloromethyl) -6- [2- (furan- 2-yl) vinyl] -1,3,5-triazine, 2,4-bis (trichloromethyl) -6- [2- (4-diethylamino-2-methylphenyl) ethylene Group] -1,3,5-triazine and 2,4-bis (trichloromethyl) -6- [2- (3,4-dimethoxyphenyl) vinyl] -1,3,5 -Triazines and the like.

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'-tetra (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, and phenyl at 4,4', 5,5 'position Oxycarbonyl substituted imidazole compounds and the like. Among these, 2,2'-bis (2-chlorophenyl) -4,4 ', 5,5'-tetraphenylbiimidazole and 2,2'-bis (2,3-dichlorophenyl) are preferably used. ) -4,4 ', 5,5'-tetraphenylbiimidazole and 2,2-bis (2,6-dichlorophenyl) -4,4', 5,5'-tetraphenyl-1, 2'-biimidazole.

Specific examples of the oxime ester compound include 1,2-octanedione, 1- [4- (phenylthio) phenyl]-, 2- (O-benzene Formamyloxime) (1- [4- (phenylthio) phenyl]-, 2- (O-benzoyloxime)) and 1- [9-ethyl-6- (2-methylbenzyl) -9H- Oxazol-3-yl] ethyl ketone 1- (O-acetylamoxime) (1- [9-Ethyl-6- (2-methylbenzoyl) -9H-carbazol-3-yl] ethanone1- (O-acetyloxime) )Wait. Examples of commercially available oxime ester compounds include Irgacure® OXE01, Irgacure® OXE02, and Irgacure® OXE03 from BASF.

Specific examples of the thioxanthone-based compound include 2-isopropylthioxanthone, 2,4-diethylthioxanthone, 2,4-dichlorothioxanthone, and 1-chloro-4- Propoxythioxanthone and so on.

In addition, in order to improve the sensitivity of the cyan photosensitive resin composition of the present invention, the photopolymerization initiator may further include a photopolymerization initiator (d1). When the cyan photosensitive resin composition according to the present invention contains a photopolymerization initiation aid (d1), the sensitivity is further improved, and productivity can be improved.

The photopolymerization initiation adjuvant can be preferably used, for example, one or more compounds selected from amine compounds, carboxylic acid compounds, and organic sulfur compounds having a thiol group.

As the amine compound, an aromatic amine compound is preferably used. Specifically, for example, an aliphatic amine compound such as triethanolamine, methyldiethanolamine, and triisopropanolamine; methyl 4-dimethylaminobenzoate, 4- Ethyl dimethylaminobenzoate, isoamyl 4-dimethylaminobenzoate, 2-ethylhexyl 4-dimethylaminobenzoate, 2-dimethylaminoethyl benzoate, N, N -Dimethyl-p-toluidine, 4,4'-bis (dimethylamino) benzophenone (commonly known as linone), 4,4'-bis (diethylamino) benzophenone, and the like.

The carboxylic acid compound is preferably an aromatic heteroacetic acid. Specific examples include phenylthioacetic acid, methylphenylthioacetic acid, ethylphenylthioacetic acid, and methylethylphenylthioacetic acid. , Dimethylphenyl thioacetic acid, methoxyphenyl thioacetic acid, dimethoxyphenyl thioacetic acid, chlorophenyl thioacetic acid, dichlorophenyl thioacetic acid, N-phenylglycine, Phenoxyacetic acid, naphthylthioacetic acid, N-naphthylglycine, and naphthyloxyacetic acid.

Specific examples of the organic sulfur compound having a thiol group include 2-mercaptobenzothiazole, 1,4-bis (3-mercaptobutyryloxy) butane, and 1,3,5-tris (3 -Mercaptobutoxyethyl) -1,3,5-triazine-2,4,6 (1H, 3H, 5H) -trione, trimethylolpropane tri (3-mercaptopropionate), pentaerythritol Tetrakis (3-mercaptobutyrate), pentaerythritol tetra (3-mercaptopropionate), dipentaerythritol hexa (3-mercaptopropionate), tetraethylene glycol bis (3-mercaptopropionate), and the like.

The photopolymerization initiator may be contained in an amount of 0.1 to 40% by weight, and preferably 1 to 30% by weight based on the total weight of the solid content in the cyan photosensitive resin composition of the present invention.

When the photopolymerization initiator is contained in an amount of 0.1 to 40% by weight, the sensitivity of the cyan photosensitive resin composition is increased and the exposure time is shortened. Therefore, productivity is improved and high resolution can be maintained. In addition, the strength of the pixel portion and the smoothness of the surface of the pixel portion can be improved.

Further, the photopolymerization initiator is preferably contained in an amount of 10 to 100% by weight based on the total weight of the photopolymerization initiator, and preferably 20 to 100% by weight.

When the content of the photopolymerization initiation aid satisfies the above range, it is possible to reduce the sensitivity to the dye and reduce the possibility of occurrence of a short circuit of the pattern in the development process.

(E) Solvent As long as the solvent is effective for dissolving other components contained in the cyan photosensitive resin composition, a solvent used in a general cyan photosensitive resin composition can be used without particular limitation, and ethers and acetic acid are particularly preferred. Ester, aromatic hydrocarbon, ketone, alcohol, ester or amidine. Examples of the ethers 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 dialkyl ethers such as diethylene glycol dimethyl ether, diethylene glycol diethyl ether, diethylene glycol dipropyl ether, and diethylene glycol dibutyl ether.

Examples of the acetates include methyl cellosolve acetate, ethyl cellosolve acetate, ethyl acetate, butyl acetate, amyl acetate, methyl lactate, ethyl lactate, and butyl lactate. Ester, 3-methoxybutyl acetate, 3-methyl-3-methoxy-1-butyl acetate, methoxypentyl acetate, ethylene glycol monoacetate, ethylene glycol diacetate , Methyl 3-methoxypropionate, propylene glycol methyl ether acetate, 3-methoxy-1-butyl acetate, 1,2-propylene glycol diacetate, ethylene glycol monobutyl ether Acetate, diethylene glycol monoethyl ether acetate, dipropylene glycol methyl ether acetate, 1,3-butanediol diacetate, diethylene glycol monobutyl ether acetate, ethylene glycol Monomethyl ether acetate, ethylene glycol monoethyl ether acetate, diethylene glycol monoacetate, diethylene glycol diacetate, diethylene glycol monobutyl ether acetate, propylene glycol monoacetate Esters, propylene glycol diacetate, propylene glycol monomethyl ether acetate, propylene glycol monoethyl ether acetate, ethylene carbonate, propylene carbonate, and the like.

Examples of the aromatic hydrocarbons include benzene, toluene, xylene, and mesitylene.

Examples of the ketones include methyl ethyl ketone, acetone, methylpentyl ketone, methyl isobutyl ketone, and cyclohexanone.

Examples of the alcohols include ethanol, propanol, butanol, hexanol, cyclohexanol, ethylene glycol, glycerol, and 4-hydroxy-4-methyl-2-pentanone.

Examples of the esters include ethyl 3-ethoxypropionate, methyl 3-methoxypropionate, and γ-butyrolactone.

Examples of the amidoamines include dimethylformamide (DMF) and N-methyl-2-pyrrolidone (NMP).

These solvents can be used individually or in mixture of 2 or more types.

In terms of coating properties and drying properties, the solvent is preferably an organic solvent having a boiling point of 100 ° C to 200 ° C. Examples include propylene glycol monomethyl ether acetate, propylene glycol monoethyl ether acetate, cyclohexanone, Ethyl lactate, butyl lactate, ethyl 3-ethoxypropionate, methyl 3-methoxypropionate, and the like.

The said solvent contains 25-80 weight% with respect to the total weight of a cyan photosensitive resin composition, Preferably it contains 30-70 weight%. If the above-mentioned solvent is contained in the range of 25 to 80% by weight, a coating method such as a roll coater, a spin coater, a slit and spin coater, a slit coater (sometimes referred to as a die coater), and inkjet is used. When the device is applied, the applicability becomes good.

(F) Additive The above-mentioned additives are optionally added as necessary, and may include, for example, one selected from the group consisting of fillers, other polymer compounds, curing agents, surfactants, adhesion promoters, ultraviolet absorbers, and anticoagulants. the above.

As the filler, glass, alumina, or the like can be used, but the type is not limited.

Specific examples of the other polymer compounds include curable resins such as epoxy resin and maleimide resin, polyvinyl alcohol, polyacrylic acid, polyethylene glycol monoalkyl ether, and polyfluoroalkyl acrylate. Thermoplastic resins such as esters, polyesters and polyurethanes.

The above-mentioned curing agent is used in order to improve deep curing and mechanical strength. Specific examples of the curing agent include epoxy compounds, polyfunctional isocyanate compounds, melamine compounds, and oxetane compounds.

Specific examples of the epoxy compound as the curing agent include bisphenol A epoxy resin, hydrogenated bisphenol A epoxy resin, bisphenol F epoxy resin, hydrogenated bisphenol F epoxy resin, and the like. Novolac epoxy resins, other aromatic epoxy resins, alicyclic epoxy resins, glycidyl ester resins, glycidylamine resins, or brominated derivatives of epoxy resins, epoxy resins, and Aliphatic, alicyclic or aromatic epoxy compounds other than its brominated derivatives, butadiene (co) polymer epoxide, isoprene (co) polymer epoxide, (meth) acrylic acid Glycidyl ester (co) polymer, triglycidyl isocyanurate and the like.

Among the above curing agents, specific examples of the oxetane compound include carbonate dioxetane, xylene dioxetane, adipate dioxetane, and p-benzene Diformate dioxetane and cyclohexanedicarboxylic acid dioxetane.

The said hardening | curing agent can use together with a hardening | curing agent the curing auxiliary compound which can perform ring-opening polymerization of the epoxy group of an epoxy compound and the oxetane skeleton of an oxetane compound.

Examples of the curing auxiliary compound include polycarboxylic acids, polycarboxylic anhydrides, and acid generators. As the polybasic carboxylic acid anhydride, a product commercially available as an epoxy resin curing agent can be used. Examples of the commercially available product include Adeka Hardener EH-700 (manufactured by Adeka Industries, Ltd.), Rikacid HH (manufactured by Shin Nihon Chemical Co., Ltd.), and MH-700 (manufactured by Shin Nihon Chemical Co., Ltd.). The curing agent exemplified above can be used alone or as a mixture of two or more kinds.

In order to further improve the film formation of the cyan photosensitive resin composition, the aforementioned surfactants can be used, and silicone-based, fluorine-based, ester-based, cationic, anionic, non-ionic, amphoteric surfactants, and the like can be preferably used.

The above-mentioned silicone-based surfactants are, for example, commercially available products such as Dow Corning Toray Silicone's DC3PA, DC7PA, SH11PA, SH21PA, and SH8400, and GE Toshiba Silicone's TSF-4440, TSF-4300, and TSF. -4445, TSF-4446, TSF-4460 and TSF-4452.

The above-mentioned fluorine-based surfactants are, for example, commercially available products of Daishin Ink Chemical Industry Co., Ltd. F-470, F-471, F-475, F-482, and F-489.

In addition, as other commercially available products, KP (Shin-Etsu Chemical Industry Co., Ltd.), Polyflow (Kyoeisha Chemical Co., Ltd.), Eftop (EFTOP) (TOPROC Co., Ltd.) , MEGAFAC (Dai Nihon Ink Chemical Industry Co., Ltd.), Florad (Sumitomo 3M Co., Ltd.), Asahi Guard, Surfon (above manufactured by Asahi Glass Co., Ltd.), Solsperse (Lubrisol), EFKA (EFKA ケ ミ カ ル ズ 有限公司), PB821 (Ajinomoto Co., Ltd.), Disperbyk series (BYK-chemi), and the like.

The surfactants exemplified above may be used alone or in combination of two or more kinds.

The type of the adhesion promoter is not particularly limited, and specific examples of the adhesion promoter that can be used include vinyltrimethoxysilane, vinyltriethoxysilane, and vinyltri (2-methyl) (Oxyethoxy) silane, N- (2-aminoethyl) -3-aminopropylmethyldimethoxysilane, N- (2-aminoethyl) -3-aminopropyltrimethoxysilane , 3-aminopropyltriethoxysilane, 3-glycidoxypropyltrimethoxysilane, 3-glycidoxypropylmethyldimethoxysilane, 2- (3,4-epoxy (Cyclohexyl) ethyltrimethoxysilane, 3-chloropropylmethyldimethoxysilane, 3-chloropropyltrimethoxysilane, 3-methacryloxypropyltrimethoxysilane, 3- Mercaptopropyltrimethoxysilane, 3-isocyanatepropyltrimethoxysilane and 3-isocyanatepropyltriethoxysilane.

The adhesion promoters exemplified above can be used individually or in combination of two or more kinds. The adhesion promoter may usually contain 0.01 to 10% by weight, and preferably 0.05 to 2% by weight based on the total weight of the solid content in the cyan photosensitive resin composition.

The type of the ultraviolet absorber is not particularly limited, and specific examples that can be used include 2- (3-tert-butyl-2-hydroxy-5-methylphenyl) -5-chlorobenzotris Azole, alkoxybenzophenone and the like.

There is no particular limitation on the type of the above-mentioned anticoagulant, and specific examples of usable examples include sodium polyacrylate and the like.

The manufacturing method of the cyan photosensitive resin composition of this invention is as follows.

First, the cyan colorant (A) and the solvent (E) are mixed and dispersed using a bead mill or the like until the average particle diameter of the pigment becomes about 0.2 μm or less. In this case, if necessary, a part or all of the pigment dispersant (a1) and the alkali-soluble resin (B) can be mixed with the solvent (E) and dissolved or dispersed.

The remainder of the alkali-soluble resin (B), the photopolymerizable compound (C), the photopolymerization initiator (D), and the additives (F) and solvents (E) used as necessary are further added to the above-mentioned mixed color. With a predetermined concentration, the cyan photosensitive resin composition according to the present invention can be produced.

The present invention also provides a color filter made of a cyan photosensitive resin composition and a display element having the same. In one embodiment, the display element may be an organic light emitting element.

In another embodiment, the display element may be a flexible display element.

First, a cyan photosensitive resin composition is coated on a substrate (usually glass) or a solid component of the cyan photosensitive resin composition formed previously, and then heated and dried to remove volatile components such as solvents to obtain smoothness. Coating.

Examples of the coating method include spin coating, cast coating, roll coating, slit and spin coating, and slit coating. After coating, heat drying (pre-baking) or heating under reduced pressure is performed to volatilize volatile components such as solvents. Among them, the heating temperature is usually 70 to 200 ° C, and preferably 80 to 130 ° C. The thickness of the coating film after heating and drying is usually about 1 to 8 μm. The coating film thus obtained was irradiated with ultraviolet rays through a mask for forming a target pattern. At this time, in order to uniformly irradiate parallel light rays to the entire exposure portion, and in order to accurately align the mask and the substrate, it is preferable to use a device such as a mask aligner and a stepper. When ultraviolet rays are irradiated, curing of the portions irradiated with ultraviolet rays is performed.

As the ultraviolet rays, g-line (wavelength: 436 nm), h-line, i-line (wavelength: 365 nm), and the like can be used. The irradiation amount of ultraviolet rays can be appropriately selected according to need, and it is not limited in the present invention. When the cured coating film is brought into contact with a developing solution, and the non-exposed portion is dissolved and developed, a spacer having a desired pattern shape can be obtained.

The development method is not particularly limited as it is a liquid addition method, a dipping method, a spray method, and the like. In addition, the substrate can be tilted at an arbitrary angle during development. The developing solution is usually an aqueous solution containing a basic compound and a surfactant.

The basic compound may be an inorganic or organic basic compound, and is not particularly limited. Examples of the inorganic basic compound include sodium hydroxide, potassium hydroxide, disodium hydrogen phosphate, sodium dihydrogen phosphate, diammonium hydrogen phosphate, ammonium dihydrogen phosphate, potassium dihydrogen phosphate, sodium silicate, and silicic acid. Potassium, sodium carbonate, potassium carbonate, sodium bicarbonate, potassium bicarbonate, sodium borate, potassium borate and ammonia.

Examples of the organic basic compound include tetramethylammonium hydroxide, 2-hydroxyethyltrimethylammonium hydroxide, monomethylamine, dimethylamine, trimethylamine, monoethylamine, diethylamine, and the like. Triethylamine, monoisopropylamine, diisopropylamine and ethanolamine.

The above-mentioned inorganic or organic basic compounds can be used individually or in combination of two or more kinds. The concentration of the basic compound in the developer is 0.01 to 10% by weight, and preferably 0.03 to 5% by weight, with respect to the total weight of the developer.

As the surfactant in the developing solution, one or more kinds selected from the above-mentioned nonionic surfactants, anionic surfactants, and cationic surfactants can be used. The concentration of the surfactant in the developer is 0.01 to 10% by weight, preferably 0.05 to 8% by weight, and more preferably 0.1 to 5% by weight with respect to the total weight of the developer. After development, it is washed with water, and after baking may be performed at 150 to 230 ° C. for 10 to 60 minutes, if necessary.

Using the cyan photosensitive resin composition of the present invention, a specific pattern can be formed on a substrate through each of the steps described above.

In order to specifically explain the present invention, the following examples are used to explain in detail. However, the embodiments of the present invention can be modified into various forms, and should not be construed to limit the scope of the present invention to the embodiments described below. The embodiments of the present invention are provided to more completely explain the present invention to those skilled in the art.

Synthesis Example 1. Synthesis of alkali-soluble resin In a 1000 mL 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 and propylene glycol monomethyl were charged. 80 parts by weight of ether, 2 parts by weight of AIBN, 13 parts by weight of acrylic acid, 10 parts by weight of benzyl methacrylate, 57 parts by weight of styrene, 20 parts by weight of methyl methacrylate, and 3 parts by weight of n-dodecyl mercaptan were carried out. Nitrogen replacement. Then, the temperature of the reaction solution was raised to 110 ° C. with stirring, and the reaction was performed for 6 hours after the temperature was raised.

The solid content acid value of the alkali-soluble resin produced in this way was 100.2 mgKOH / g, and the weight average molecular weight Mw measured by GPC was about 15,110. <Production of cyan photosensitive resin composition>

Examples 1 to 6 and Comparative Examples 1 to 2. The cyan photosensitive resin compositions of Examples 1 to 6 and Comparative Examples 1 to 2 were produced using the compositions of Table 1 below. [Table 1] (Unit: parts by weight) (A-1) Cyan pigment: CI Pigment Blue 15: 6 (A-2) Cyan pigment: CI Pigment Blue 15: 4 (A-3) Purple pigment: CI Pigment Violet 23 (A-4) Black pigment: PBk7: Carbon-black (MA-8, Mitsubishi Corporation) (B) Alkali-soluble resin: Alkali-soluble resin (C) manufactured in Synthesis Example 1 Photopolymerizable compound: Dipentaerythritol hexaacrylate (KAYARD DPHA; Nippon Kayaku Co., Ltd. )) (D) Photopolymerization initiator: 2-O-benzylideneoxime-1- [4- (phenylthio) phenyl] -1,2-octanedione (OXE-01; manufactured by BASF) (E) Solvent: propylene glycol monomethyl ether acetate

Experimental Example 1. Production of color filters and measurement of spectral transmittance The cyan photosensitive resin compositions of Examples 1 to 6 and Comparative Examples 1 to 2 were each placed on a 2-inch glass substrate (manufactured by Corning Corporation, After applying "EAGLE XG"), it was placed on a hot plate and maintained at a temperature of 100 ° C for 3 minutes to form a thin film.

Next, a test photomask having a pattern with a step change in transmittance in the range of 1 to 100% and a 3x3cm exposure portion pattern was placed on the film, with a distance from the test photomask of 100 μm, and irradiated with ultraviolet rays. . At this time, the ultraviolet light was irradiated with an illumination of 100 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 film irradiated with the above-mentioned ultraviolet rays was immersed in a KOH aqueous solution developing solution at pH 10.5 for 2 minutes to develop. Then, the glass plate on which the film was coated was washed with distilled water, and then nitrogen gas was sprayed and dried, followed by heating in a 200 ° C. heating oven for 25 minutes to manufacture each color filter.

The thickness of the obtained film was 3 μm, and the thickness of the film was measured using a film thickness measuring device (DEKTAK6M; manufactured by Veeco).

For the color filters of Examples 1 to 6 and Comparative Examples 1 to 2 manufactured as described above, a colorimeter (manufactured by Olympus Corporation, OSP-200) was used to measure the spectral transmittance in the visible light range of 380 nm to 780 nm. The results are shown in Tables 2 and 3 below, and FIGS. 1 to 3. 【Table 2】 【table 3】

Examples 1 to 6 of the cyan photosensitive resin composition of the present invention containing a cyan pigment and a black pigment show the following results: When the cyan photosensitive resin composition is formed into a cured film having a thickness of 3 μm, 425 to 480 nm The spectral transmittance at the location is more than 60% and less than 75%, and the spectral transmittance at 530 to 780nm exceeds 0% and less than 20%.

In contrast, in Comparative Examples 1 and 2 that did not contain a black pigment, when the cyan photosensitive resin composition was formed into a cured film having a thickness of 3 μm, the transmittance at 425 nm to 480 nm became 82% at the maximum.

Therefore, it can be seen that when the cyan photosensitive resin composition of the present invention is formed into a cured film having a thickness of 3 μm, the spectral transmittance at 425 to 480 nm is 60% or more and less than 75%, and the spectral transmittance at 530 to 780 nm When it is more than 0% and less than 20%, it is possible to produce an effect of minimizing reflection of external light and developing a color.

In addition, a color filter can be produced using the cyan photosensitive resin composition of the present invention, and a display element including the color filter can be provided. Since the display element can be used without a polarizing plate, the thickness of the display element can be reduced.

1 to 3 are diagrams showing the results of Experimental Example 1. FIG. In particular, FIG. 2 is a diagram showing the spectral transmittance at 425 to 480 nm based on the results of Experimental Example 1, and FIG. 3 is a diagram showing the spectral transmittance at 530 to 780 nm based on the results of Experimental Example 1.

Claims (12)

A cyan photosensitive resin composition is a cyan photosensitive resin composition including a cyan colorant, an alkali-soluble resin, a photopolymerizable compound, a photopolymerization initiator, and a solvent, and the cyan colorant When the cyan photosensitive resin composition is formed as a cured film having a thickness of 3 μm and contains a cyan pigment and a black pigment, the spectral transmittance at 425 to 480 nm is 60% or more and less than 75%, and the spectrum at 530 to 780 nm The transmittance exceeds 0% and less than 20%. The cyan photosensitive resin composition according to claim 1, wherein the cyan pigment and the black pigment are mixed in a weight ratio of 99.9: 0.1 to 80:20. The cyan photosensitive resin composition according to claim 1, wherein the cyan colorant further includes a purple pigment. The cyan photosensitive resin composition according to claim 3, wherein the purple pigment is contained in an amount of 3 to 30% by weight based on the total weight of the cyan colorant. The cyan photosensitive resin composition according to claim 1, wherein the cyan pigment comprises 1 selected from CI Pigment Blue 15: 3, 15: 4, 15: 6, 21, 28, 60, 64, and 76. More than that. The cyan photosensitive resin composition according to claim 1, wherein the black pigment comprises a pigment selected from a mixture of red, cyan, and green, CI pigment black 1, CI pigment black 7, carbon black, organic black, and titanium. One or more of black. The cyan photosensitive resin composition according to claim 3, wherein the purple pigment comprises one or more selected from C.I. Pigment Violet 14, 19, 23, 29, 32, 33, 36, 37, and 38. The cyan photosensitive resin composition according to claim 1, comprising 10 to 80% by weight of a cyan colorant and 5 to 80% by weight of an alkali-soluble resin based on the total weight of the solid content in the cyan photosensitive resin composition. %, The photopolymerizable compound 5 to 50% by weight, and the photopolymerization initiator 0.1 to 40% by weight, and the solvent contains 25 to 80% by weight based on the total weight of the cyan photosensitive resin composition. A cyan color filter manufactured using the cyan photosensitive resin composition as claimed in claim 1. A display element including the cyan color filter as claimed in claim 9. The display element of claim 10, wherein the display element is a flexible display element. The display element according to claim 10, wherein the display element is an organic light emitting element.