TWI672560B - A blue photosensitive resin composition, blue color filter and display device comprising the same - Google Patents

Abstract

The present invention relates to a cyan photosensitive resin composition, a cyan color filter comprising the same, and a display element comprising 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 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 is 530 to 780 nm. The spectral transmittance is over 0% and less than 20%.

Description

Cyan photosensitive resin composition, cyan color filter and display element therewith

FIELD OF THE INVENTION The present invention relates to a cyan photosensitive resin composition, a cyan color filter comprising the same, and a display element, and more particularly to a case where the cyan photosensitive resin composition is formed into a cured film having a thickness of 3 μm at 425 to 480 nm. The cyan photosensitive resin composition having a spectral transmittance of 60% or more and less than 75% and a spectral transmittance of more than 0% and less than 20% at 530 to 780 nm, 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 technologies for manufacturing displays using plastic substrates having bending characteristics, various technologies such as liquid crystal display devices, organic light-emitting elements, and electronic paper (E-Paper) technologies have been effectively utilized in the field of flexible display elements.

However, in order to practically apply the flexible display element, it is necessary to achieve full color when compared with the current diverse display products, and power consumption must be small, and it must be easy to read even outdoors.

In this sense, the organic light-emitting element has the advantage of being a light source of a flexible display element because it has the advantage of realizing full color, low power consumption, and fast response speed.

In the case of the current organic light-emitting element, an encapsulation barrier layer for protecting the organic light-emitting element from oxygen and moisture is required, and in order to be easy to read even outdoors, a polarizing plate is required ( Polarizer to maintain a high contrast ratio.

However, if a polarizing plate having a hard characteristic is applied, there is a disadvantage that the flexibility of the flexible display element is lowered, and even the light emitted from the light-emitting layer of the organic light-emitting element is absorbed to lower the brightness of the element and increase the thickness.

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

In addition, a prism structure of a plurality of heights included in a display device is formed on the surface in the Korean Patent Publication No. 10-0398940, which is disclosed in the Korean Patent Publication No. 10-2002-0041819. The contents of the prisms of the angular structure, but these did not show the desired effect of improving the brightness ratio.

Existing Documents Patent Literature Patent Document 1: Korean Patent Registration No. 10-0398940 Patent Document 2: Korean Patent Publication No. 10-2002-0041819

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

The polarizing plate minimizes reflection of incident external light to the outside by absorbing external light incident on the organic light emitting element. However, the polarizing plate also absorbs light emitted from the light-emitting layer of the organic light-emitting element to lower the luminance of the element, and the polarizing plate is additionally laminated on the organic light-emitting element, which causes a problem that the overall thickness is increased.

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 external light reflection without using a polarizing plate in a display element.

Further, an object of the present invention is to provide a cyan photosensitive resin composition capable of realizing color development by defining a transmittance in a specific range.

Further, an object of the present invention is to provide a cyan color filter and a display element which are produced using the above-described cyan photosensitive resin composition.

Means for Solving the Problems In order to achieve the above object, the present invention provides a cyan photosensitive resin composition comprising a cyan colorant, an alkali-soluble resin, a photopolymerizable compound, a photopolymerization initiator, and a solvent. The cyan coloring agent contains a cyan pigment and a black pigment. 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 60% or more and less than 75%, and 530 to 780 nm. The spectral transmittance at the site exceeds 0% and is less than 20%.

Further, the present invention provides a cyan color filter manufactured using the above-described cyan photosensitive resin composition.

Further, the present invention provides a display element comprising the above-described cyan color filter.

Advantageous Effects of Invention The cyan photosensitive resin composition of the present invention exhibits an effect of minimizing external light reflection when the polarizing plate is not laminated in the organic light emitting device.

Further, the cyan photosensitive resin composition of the present invention can achieve color development by defining a specific range of transmittance.

Further, the display element produced by the cyan photosensitive resin composition of the present invention has an advantage that the polarizing plate is not laminated and the thickness is small.

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

The present invention relates to a cyan photosensitive resin composition, which is a cyan photosensitive resin composition comprising a cyan coloring agent, an alkali-soluble resin, a photopolymerizable compound, a photopolymerization initiator, and a solvent, wherein the cyan coloring agent contains a cyan pigment and a black pigment. 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 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, in order to solve the problem of lowering the contrast and visibility due to external light reflection, a polarizing plate is used.

The polarizing plate minimizes reflection of incident external light to the outside by absorbing external light incident on the organic light emitting element. However, the polarizing plate also has a problem that the light emitted from the light-emitting layer of the organic light-emitting element is absorbed to lower the luminance of the element, and the polarizing plate is additionally laminated on the organic light-emitting element, and the overall thickness is increased.

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

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

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.

The above cyan pigment and black pigment can use an organic pigment or an inorganic pigment which is generally used in the field. In addition, the cyan pigment and the black pigment may be subjected to a resin treatment, a surface treatment using a pigment derivative into which an acidic group or a basic group is introduced, or a graft treatment of a pigment surface using a polymer compound or the like, if necessary. The micronization treatment such as the sulfuric acid micronization method, the cleaning treatment using an organic solvent or water for removing impurities, or the removal treatment of ionic impurities by 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, and specific examples thereof include water-soluble azo pigments, insoluble azo pigments, phthalocyanine pigments, quinacridone pigments, and isoindolinones. Pigments, isoporphyrin pigments, anthraquinone pigments, anthrone pigments, dioxazine pigments, anthraquinone pigments, diterpene pigments, pyrimidine pigments, anthrone pigments, indanthrone pigments, xanthone pigments, skin mites 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, and specific examples thereof include iron, cobalt, aluminum, cadmium, lead, copper, titanium, magnesium, chromium, zinc, lanthanum, and carbon. Black or organic black pigment, titanium black, and an oxide or metal oxide of a metal such as a pigment obtained by mixing cyan, green, and red.

In particular, examples of the organic pigment and the inorganic pigment include a compound classified as a pigment in the excellent index (published by The Society of Dyers and Colourists), and more specifically, a pigment having a good index (CI) number, but It is not necessarily limited to these.

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

The black pigment preferably contains one or more selected from the group consisting of pigments 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 obtained by mixing carbon black with two or more kinds of coloring pigments is used.

The carbon black is not particularly limited as long as it is a light-shielding pigment, and a 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.

In addition, as a product of the above-mentioned carbon black, for example, CHBK-17 of Yuko Co., Ltd.; Sean 5HIISAFHS, Sean KH, Seast 3HHAF-HS, Seast NH, Seast 3M, and Sean of Tokai Carbon Co., Ltd. 300HAF-LS, Seat 116HMMAF-HS, Seast 116MAF, Seast FMFEF-HS, Seast SOFEF, Seast VGPF, Seast SVHSRF-HS, and Seast SSRF; Mitsubishi Chemical Corporation's ダイヤグラムブラックII, ダイヤグラムブラックN339, ダイヤグラムブラックSH, ダイヤグラムブラック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, ダイヤグラムR, ダイヤグラムN760M, ダイヤグラムLR, #2700, #2600, #2400, #2350, #2300, #2200 , #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 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, コロンビアカーボン-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.

Further, the coloring pigment which can be mixed with the above carbon black includes magenta 6B (CI12490), phthalocyanine green (CI74260), phthalocyanine blue (CI74160), Mitsubishi carbon black MA100, ruthenium black (BASF K0084.K0086), Cyanine Black, Lisol (リオノール) 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, fluorescent pigments, and the like can be used.

The cyan pigment and the black pigment are preferably used in a weight ratio of 99.9:0.1 to 80:20, more preferably in 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 case where the cyan photosensitive resin composition is formed into a cured film having a thickness of 3 μm, and spectral transmittance at 425 to 480 nm is achieved. When it is 60% or more and less than 75%, the spectral transmittance at 530 to 780 nm is more than 0% and less than 20%.

When the spectral transmittance is less than 60% when the cyan photosensitive resin composition 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 causes visible In the case of a poorness of 75% or more, although the brightness of the cyan photosensitive resin composition is good, the external light reflection effect is small.

Further, the cyan colorant may additionally contain a purple pigment. The color of the cyan photosensitive resin composition can be adjusted by additionally including the above violet pigment.

The above purple pigment preferably contains one or more selected from the group consisting of 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, preferably 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 10 to 40% by weight, based on the total weight of the solid content of the cyan photosensitive resin composition of the present invention, and more preferably 10 to 40% by weight. 30% by weight of the above cyan colorant.

When the cyan coloring agent is contained in an amount of 10 to 80% by weight, the cyan photosensitive resin composition has low viscosity, excellent storage stability, and high dispersion efficiency, and is effective for increasing the light-dark ratio.

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

The pigment is preferably a pigment dispersion liquid in which the particle diameter of the pigment is uniformly dispersed. An example of a method for uniformly dispersing the particle diameter of the pigment is a method in which the pigment dispersant (a1) is dispersed and treated, and a pigment in a state in which the pigment is uniformly dispersed in a solution can be obtained by the above method. Dispersions.

(a1) The pigment dispersant is added with the above-mentioned pigment dispersant in order to maintain the deagglomeration and stability of the pigment. Specific examples of the pigment dispersant include a cationic system, an anionic system, a nonionic system, an amphoteric system, and a polyester system. A surfactant such as a polyamine or the like may be used alone or in combination of two or more.

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

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 lauryl sulfate and ammonium lauryl sulfate. An alkyl aryl sulfonate such as a salt, sodium dodecylbenzenesulfonate or sodium dodecylnaphthalenesulfonate.

Specific examples of the nonionic surfactant include polyoxyethylene alkyl ether, polyoxyethylene aryl ether, polyoxyethylene alkyl aryl 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 polyoxygen A vinyl alkylamine or the like.

Further, examples thereof include polyoxyethylene alkyl ethers, polyoxyethylene alkylphenyl ethers, polyethylene glycol diesters, sorbitan fatty acid esters, fatty acid-modified polyesters, and tertiary amine modifications. Polyurethanes and polyethyleneimine.

Further, the pigment dispersant preferably contains an acrylate-based dispersant (hereinafter referred to as an acrylate-based dispersant) containing butyl methacrylate (BMA) or N,N-dimethylaminoethyl methacrylate (DMAEMA). . The commercially available product of the acrylate-based dispersant may, for example, be DISPER BYK-2000, DISPER BYK-2001, DISPER BYK-2070 or DISPER BYK-2150, and the above-mentioned acrylate-based dispersant may be used singly or in two types. The above is mixed.

In addition to the acrylate-based dispersant, other pigment-type pigment dispersants may be used as the pigment dispersant. Examples of the other resin type pigment dispersant include a known resin type pigment dispersant, in particular, a polycarboxylate represented by a polyurethane or a polyacrylate, an unsaturated polyamine, a polycarboxylic acid, or a polycarboxylic acid. (partial) amine salts, ammonium salts of polycarboxylic acids, alkylamine salts of polycarboxylic acids, polyoxyalkylene oxides, long chain polyaminoguanamine phosphates, esters of hydroxyl-containing polycarboxylic acids and their modifications An oily dispersant such as a mercapto or a guanamine or a salt thereof formed by a reaction of a polyester having a free carboxyl group and a poly(lower alkyleneimine); (meth)acrylic acid-styrene a water-soluble resin or a water-soluble polymer compound such as a copolymer, a (meth)acrylic acid-(meth)acrylate copolymer, a styrene-maleic acid copolymer, a polyvinyl alcohol, or a polyvinylpyrrolidone; a polyester Modified polyacrylate; addition product of ethylene oxide/propylene oxide and phosphate ester.

As a commercial product of the above-mentioned other resin type pigment dispersing agent, as a cationic resin dispersing agent, the brand name 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; Lubirzol company's trade name: SOLSPERS-24000, SOLSPERS-32550, NBZ-4204/10; Chuanyan Fine Chemicals Co., Ltd. trade name: HINOACT T-6000, ヒノアクトT-7000, ヒノアクトT-8000 The brand name of Ajinomoto Co., Ltd.: AJISPUR PB-821, アジスパー PB-822, アジスパー PB-823; Kyoei Chemical Co., Ltd. trade name: FLORENE DOPA-17HF, フローレン DOPA-15BHF , フロ レン レン DOPA-33, フロ レン レン DOPA-44 and so on.

In addition to the above-mentioned acrylate-based dispersing agent, the other resin-type pigment dispersing agents may be used singly or in combination of two or more kinds, and may be used in combination with an acrylate-based dispersing agent.

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

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

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

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

The above unsaturated monocarboxylic acid may specifically be, for example, acrylic acid, methacrylic acid, crotonic acid, α-chloroacrylic acid, cinnamic acid or the like.

The above unsaturated dicarboxylic acid may specifically be, for example, maleic acid, fumaric acid, itaconic acid, citraconic acid, and mesaconic acid.

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

The above unsaturated polycarboxylic acid may be mono(2-methylpropenyloxyalkyl)ester, and specifically, may be mono(2-propenyloxyethyl) succinate or monosuccinic acid (2-methyl) Acryloxyethyl)ester, mono(2-propenyloxyethyl) phthalate, mono(2-methylpropenyloxyethyl) phthalate, and the like.

The above unsaturated polycarboxylic acid may be a mono(meth)acrylate of a dicarboxyl polymer at both ends, and specifically, may be an ω-carboxypolycaprolactone monoacrylate and an ω-carboxypolycaprolactone monomethyl group. Acrylate and the like.

Each of the above-mentioned carboxyl group-containing monomers may be used alone or in combination of two or more. Specific examples of the other monomer copolymerizable with the carboxyl group-containing monomer include styrene, α-methylstyrene, o-vinyltoluene, m-vinyltoluene, and p-vinyltoluene. p-Chlorostyrene, o-methoxystyrene, m-methoxystyrene, p-methoxystyrene, o-vinylbenzyl methyl ether, m-vinylbenzyl methyl ether, Aromatic vinyl compounds such as p-vinylbenzyl methyl ether, o-vinylbenzyl glycidyl ether, m-vinylbenzyl glycidyl ether, p-vinylbenzyl glycidyl ether and hydrazine ; 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, tert-butyl acrylate, tert-butyl methacrylate, 2-hydroxyethyl acrylate, 2-hydroxyethyl methacrylate, 2-hydroxypropyl acrylate, methyl 2-hydroxypropyl enoate, 3-hydroxypropyl acrylate, 3-hydroxypropyl methacrylate, 2-hydroxybutyl acrylate, 2-hydroxybutyl methacrylate, 3-hydroxybutyl acrylate, methacrylic acid 3-hydroxybutyl ester, 4-hydroxybutyl acrylate, 4-hydroxybutyl methacrylate, allyl acrylate, allyl methacrylate, benzyl acrylate, benzyl methacrylate, cyclohexyl acrylate, A Cyclohexyl acrylate, phenyl acrylate, phenyl methacrylate, 2-methoxyethyl acrylate, 2-methoxyethyl methacrylate, 2-phenoxyethyl acrylate, 2-methacrylic acid 2- Phenoxyethyl ester, methoxy diglycol acrylate, methoxy diglycol methacrylate, methoxy triethylene glycol acrylate, methoxy triethylene glycol methacrylate, methoxypropylene glycol Acrylate, methoxypropylene glycol methacrylate, methoxydipropylene glycol acrylate, methoxydipropylene glycol methacrylate, isobornyl acrylate, isobornyl methacrylate, dicyclopentadienyl acrylate, A Dicyclopentadienyl acrylate, 2-hydroxy-3-acrylate Unsaturated carboxylic acid esters such as oxypropyl acrylate, 2-hydroxy-3-phenoxypropyl methacrylate, glycerin 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 Aminoalkyl esters of unsaturated carboxylic acids such as propyl ester; glycidyl esters of unsaturated carboxylic acid such as glycidyl acrylate and glycidyl methacrylate; vinyl acetate, vinyl propionate, vinyl butyrate and benzoic acid Vinyl carboxylates such as vinyl esters; unsaturated ethers such as vinyl methyl ether, vinyl ethyl ether and allyl glycidyl ether; acrylonitrile, methacrylonitrile, α-chloroacrylonitrile and partial Vinyl cyanide compound such as cyanoethylene; acrylamide, methacrylamide, α-chloride Unsaturated guanamines such as anilide, N-2-hydroxyethyl acrylamide and N-2-hydroxyethyl methacrylamide; maleimide, N-phenylmaleimide and Unsaturated quinone imines such as N-cyclohexylmaleimide; aliphatic conjugated dienes such as 1,3-butadiene, isoprene and chloroprene;

Monostyrene or monomethyl at the end of the polymer molecular chain of polystyrene, polymethyl acrylate, polymethyl methacrylate, polybutyl acrylate, n-butyl methacrylate, polyoxyalkylene A large monomer such as a propylene group. These monomers may be used alone or in combination of two or more.

That is, the alkali-soluble resin may be, for example, a (meth)acrylic acid/methyl (meth)acrylate copolymer, a (meth)acrylic acid/benzyl (meth)acrylate copolymer, or a (meth)acrylic acid/( 2-hydroxyethyl methacrylate / benzyl (meth) acrylate copolymer, (meth) acrylate / methyl (meth) acrylate / polystyrene giant monomer copolymer, (meth) acrylic acid / ( Methyl)methyl acrylate/poly(methyl) acrylate macromonomer copolymer, (meth)acrylic acid/benzyl methacrylate/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 Large monomer copolymer, (meth)acrylic acid / 2-hydroxyethyl (meth) acrylate / benzyl (meth) acrylate / poly (methyl) acrylate macromonomer copolymer, (meth) acrylic acid /styrene/benzyl (meth)acrylate/N-phenylmaleimide copolymer, (meth)acrylic acid/succinic acid mono(2-propenyloxy)ester/styrene/(methyl) Benzyl acrylate / N-phenyl Indoleimine copolymer, (meth)acrylic acid/succinic acid mono(2-propenyloxyethyl)ester/styrene/allyl (meth)acrylate/N-phenylmaleimide copolymerization And (meth)acrylic acid / benzyl (meth) acrylate / N-phenyl maleimide / styrene / glycerol mono (meth) acrylate copolymer. The above (meth) acrylate means acrylate or methacrylate.

Further, the above alkali-soluble resin is preferably (meth)acrylic acid/benzyl (meth)acrylate copolymer, (meth)acrylic acid/benzyl (meth)acrylate/styrene copolymer, (meth)acrylic acid/( Methyl)methyl acrylate copolymer and (meth)acrylic acid/methyl (meth) acrylate/styrene copolymer.

Further, the alkali-soluble resin used in the gel permeation chromatography (GPC) using tetrahydrofuran as the elution solvent has a polystyrene-equivalent weight average molecular weight of 5,000 to 50,000, preferably 8,000 to 40,000, 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 coating film hardness is improved, and an excellent residual film ratio is exhibited, and good solubility to the developer in the unexposed portion and improved resolution can be exhibited.

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

In the range of the acid value of 50 to 150, the solubility of the alkali-soluble resin in the developer is improved, and the unexposed portion is easily dissolved and highly sensitive. At the time of development, the pattern of the exposed portion remains, and the residual film ratio can be improved.

In addition, the alkali-soluble resin is contained in an amount of 5 to 80% by weight, 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, there is a possibility that the problem of a decrease in the residual film ratio and a decrease in reliability is reduced, and pattern formation is easy.

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

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

Specific examples of the above monofunctional monomer include mercaptophenyl carbitol acrylate, 2-hydroxy-3-phenoxypropyl acrylate, 2-ethylhexyl carbitol acrylate, 2-hydroxyethyl acrylate Ester or N-vinylpyrrolidone, etc., but is not limited thereto.

Specific examples of the bifunctional monomer include 1,6-hexanediol di(meth)acrylate, ethylene glycol di(meth)acrylate, neopentyl glycol di(meth)acrylate, and three. Glycol di(meth)acrylate, bis(acryloxyethyl)ether of bisphenol A or 3-methylpentanediol di(meth)acrylate, etc., but it is not limited to these.

Specific examples of the above polyfunctional monomer include trimethylolpropane tri(meth)acrylate, ethoxylated trimethylolpropane tri(meth)acrylate, and propoxylated trimethylolpropane III. (Meth) acrylate, pentaerythritol tri(meth) acrylate, pentaerythritol tetra (meth) acrylate, dipentaerythritol penta (meth) acrylate, ethoxylated dipentaerythritol hexa (meth) acrylate, C The dipentaerythritol hexa(meth) acrylate or dipentaerythritol hexa (meth) acrylate is oxidized, but is 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 improved.

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

In particular, the photopolymerization initiator is preferably selected from the group consisting of an acetophenone-based compound, a benzophenone-based compound, a triazine-based compound, and the like from the viewpoints of polymerization characteristics, initiation efficiency, absorption wavelength, availability, and price. One or more compounds of the imidazole compound, the hydrazine compound, and the thioxanthone compound.

Specific examples of the acetophenone-based compound include diethoxyacetophenone, 2-hydroxy-2-methyl-1-phenylpropan-1-one, and benzoin dimethyl ketal. 2-hydroxy-1-[4-(2-hydroxyethoxy)phenyl]-2-methylpropan-1-one, 1-hydroxycyclohexyl phenyl ketone, 2-methyl-1-(4- Methylthiophenyl)-2-morpholinopropan-1-one, 2-benzyl-2-dimethylamino-1-(4-morpholinophenyl)butan-1-one, 2- Hydroxy-2-methyl-1-[4-(1-methylvinyl)phenyl]propan-1-one and 2-(4-methylbenzyl)-2-(dimethylamino)-1 -(4-morpholinophenyl)butan-1-one and the like.

Specific examples of the benzophenone-based compound include benzophenone, methyl 0-benzhydrylbenzoate, 4-phenylbenzophenone, and 4-benzylidene-4'- Methyl diphenyl sulfide, 3,3',4,4'-tetrakis(tert-butylperoxycarbonyl)benzophenone, and 2,4,6-trimethylbenzophenone.

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-piperidin-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)ethene 1,3,5-triazine and 2,4-bis(trichloromethyl)-6-[2-(3,4-dimethoxyphenyl)vinyl]-1,3,5 - Triazine and the like.

The biimidazole compound, specifically, for example, 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'-four (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 group at the 4,4',5,5' position An oxycarbonyl-substituted imidazole compound or the like. Among these, 2,2'-bis(2-chlorophenyl)-4,4',5,5'-tetraphenylbiimidazole, 2,2'-bis(2,3-dichlorophenyl) is 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 above oxime ester-based compound include 1,2-octanedione, 1-[4-(phenylthio)phenyl]-, 2-(O-benzene). (1-[4-(phenylthio)phenyl]-, 2-(O-benzoyloxime)) and 1-[9-ethyl-6-(2-methylbenzhydryl)-9H- 1-[9-Ethyl-6-(2-methylbenzoyl)-9H-carbazol-3-yl]ethanone1-(O-acetyloxime) )Wait. Examples of commercially available oxime ester-based compounds include Irfacure® OXE01, Irgacure® OXE02, and Irgacure® OXE03 from BASF.

The above thioxanthone-based compound, specifically, for example, 2-isopropylthioxanthone, 2,4-diethylthioxanthone, 2,4-dichlorothioxanthone, and 1-chloro-4- Propoxy thioxanthone and the like.

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

As the photopolymerization initiation aid, for example, one or more compounds selected from the group consisting of an amine compound, a carboxylic acid compound, and an organic sulfur compound having a thiol group can be preferably used.

As the above amine compound, an aromatic amine compound is preferably used, and specifically, an aliphatic amine compound such as triethanolamine, methyldiethanolamine or 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: Michler's ketone) and 4,4'-bis(diethylamino)benzophenone.

The carboxylic acid compound is preferably an aromatic heteroacetic acid, and specific examples thereof include phenylthioacetic acid, methylphenylthioacetic acid, ethylphenylthioacetic acid, and methylethylphenylthioacetic acid. , dimethylphenylthioacetic acid, methoxyphenylthioacetic acid, dimethoxyphenylthioacetic acid, chlorophenylthioacetic acid, dichlorophenylthioacetic acid, N-phenylglycine, Phenoxyacetic acid, naphthylthioacetic acid, N-naphthylglycine, naphthyloxyacetic acid, and the like.

The above-mentioned organic sulfur compound having a thiol group, specifically, for example, 2-mercaptobenzothiazole, 1,4-bis(3-mercaptobutyloxy)butane, 1,3,5-tri (3) - mercaptobutoxyethyl)-1,3,5-triazine-2,4,6(1H,3H,5H)-trione, trimethylolpropane tris(3-mercaptopropionate), pentaerythritol Tetrakis(3-mercaptobutyrate), pentaerythritol tetrakis(3-mercaptopropionate), dipentaerythritol hexa(3-mercaptopropionate), and tetraethylene glycol bis(3-mercaptopropionate).

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

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

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

When the content of the photopolymerization initiation aid satisfies the above range, the sensitivity to the dye can be lowered, and the possibility of occurrence of a short circuit in the pattern in the development step can be reduced.

(E) Solvent The solvent used in the usual cyan photosensitive resin composition can be used without particular limitation as long as it is effective for dissolving other components contained in the cyan photosensitive resin composition, and ether or acetic acid is particularly preferable. Esters, aromatic hydrocarbons, ketones, alcohols, esters or guanamines. 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 lactic acid. Ester, 3-methoxybutyl acetate, 3-methyl-3-methoxy-1-butyl acetate, methoxypentyl acetate, ethylene glycol monoacetate, ethylene glycol diacetate , 3-methoxypropionic acid methyl ester, 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-butylene glycol 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 monoacetic acid Ester, propylene glycol diacetate, propylene glycol monomethyl ether acetate, propylene glycol monoethyl ether acetate, ethylene carbonate and propylene carbonate.

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

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

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

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

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

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

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

The solvent is contained in an amount of 25 to 80% by weight, preferably 30 to 70% by weight based on the total weight of the cyan photosensitive resin composition. When the solvent is contained in the range of 25 to 80% by weight, a roll coater, a spin coater, a slit and a spin coater, a slit coater (sometimes referred to as a press coater), and an inkjet coating are used. When the device is applied, the coatability is improved.

(F) The additive may be optionally added as needed, and for example, may include one selected from the group consisting of a filler, another polymer compound, a curing agent, a surfactant, an adhesion promoter, an ultraviolet absorber, and an anti-agglomerating agent. the above.

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

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

The curing agent is used to improve the deep curing and the mechanical strength. Specific examples of the curing agent include an epoxy compound, a polyfunctional isocyanate compound, a melamine compound, and an oxetane compound.

Specific examples of the epoxy compound as the curing agent include a bisphenol A epoxy resin, a hydrogenated bisphenol A epoxy resin, a bisphenol F epoxy resin, and a hydrogenated bisphenol F epoxy resin. a novolac type epoxy resin, another aromatic epoxy resin, an alicyclic epoxy resin, a glycidyl ester resin, a glycidylamine resin, a brominated derivative of the above epoxy resin, an epoxy resin, and An aliphatic, alicyclic or aromatic epoxy compound other than a brominated derivative thereof, a butadiene (co)polymer epoxide, an isoprene (co)polymer epoxide, or a (meth)acrylic acid A glycidyl (co)polymer and triglycidyl isocyanurate.

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

In the above curing agent, a curing auxiliary compound capable of ring-opening polymerization of an epoxy group of an epoxy compound or an oxetane skeleton of an oxetane compound can be used together with a curing agent.

Examples of the curing auxiliary compound include polycarboxylic acids, polycarboxylic anhydrides, and acid generators. As the above polycarboxylic acid anhydride, a commercially available product as an epoxy resin curing agent can be used. For example, Adeka Hardener EH-700 (manufactured by Adeka Industrial Co., Ltd.), Rikacid HH (manufactured by Shin-Nippon Chemical Co., Ltd.), and MH-700 (manufactured by Shin-Nippon Chemical Co., Ltd.) may be mentioned. The above-exemplified curing agents can be used singly or in combination of two or more.

In order to further increase the film formation of the cyan photosensitive resin composition, the above surfactant may be used, and an organic fluorene-based, fluorine-based, ester-based, cationic, anionic, nonionic, amphoteric surfactant or the like can be preferably used.

The above organic lanthanide surfactants, for example, are commercially available products, such as DC3PA, DC7PA, SH11PA, SH21PA, and SH8400 of Dow Corning Toray Organic Co., Ltd., and TSF-4440, TSF-4300, and TSF of GE Toshiba Organic Corporation. -4445, TSF-4446, TSF-4460, and TSF-4452.

The fluorine-based surfactant is, for example, commercially available as Nippon Ink Chemical Industry Co., Ltd., F-470, F-471, F-475, F-482, and F-489.

In addition, as another commercially available product, KP (Shin-Etsu Chemical Co., Ltd.), Fー (POLYFLOW) (Kyoeisha Chemical Co., Ltd.), エフトップ (EFTOP) (トーケムプロダクツ)メガファック (MEGAFAC) (Daily Ink Chemical Industry Co., Ltd.), Flourad (Sumitomo 3M Co., Ltd.), saード (Asahi guard), and サーフロン (Surflon) (above, manufactured by Asahi Glass Co., Ltd.) SOLース (SOLSPERSE) (Lubrisol), EFKA (EFKAケミカルズ Co., Ltd.), PB821 (Ajinomoto Co., Ltd.), and Disperbyk series (BYK-chemi).

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

The type of the adhesion promoter is not particularly limited, and specific examples of the adhesion promoter that can be used include vinyl trimethoxy decane, vinyl triethoxy decane, and vinyl tris(2-methyl). Oxyethoxy) decane, N-(2-aminoethyl)-3-aminopropylmethyldimethoxydecane, N-(2-aminoethyl)-3-aminopropyltrimethoxydecane , 3-aminopropyltriethoxydecane, 3-glycidoxypropyltrimethoxydecane, 3-glycidoxypropylmethyldimethoxydecane, 2-(3,4-epoxy Cyclohexyl)ethyltrimethoxydecane, 3-chloropropylmethyldimethoxydecane, 3-chloropropyltrimethoxydecane, 3-methylpropenyloxypropyltrimethoxydecane, 3- Mercaptopropyltrimethoxydecane, 3-isocyanatepropyltrimethoxydecane, 3-isocyanatepropyltriethoxydecane, and the like.

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

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

The type of the anti-agglomeration agent is not particularly limited, and specific examples of the usable agent include sodium polyacrylate.

The method for producing the cyan photosensitive resin composition of the present invention is as follows.

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

Further, the remaining portion of the alkali-soluble resin (B), the photopolymerizable compound (C), the photopolymerization initiator (D), and the additive (F) and the solvent (E) used as needed are further added to the above-mentioned mixed coloring matter. The cyan photosensitive resin composition according to the present invention can be produced at a predetermined concentration.

Further, the present invention provides a color filter manufactured using a cyan photosensitive resin composition and a display element having the same. In one embodiment, the display element can be an organic light emitting element.

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

First, the cyan photosensitive resin composition is applied onto a substrate (usually glass) or a layer of a solid component of a previously formed cyan photosensitive resin composition, and then dried by heating to remove volatile components such as a solvent to obtain smoothness. Coating film.

The coating method is carried out, for example, by spin coating, cast coating, roll coating, slit and spin coating, or slit coating. After coating, it is heated and dried (prebaked), or dried under reduced pressure, and then heated to volatilize volatile components such as a solvent. Among them, 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. The coating film thus obtained is irradiated with ultraviolet rays through a mask for forming a target pattern. At this time, in order to uniformly illuminate the entire exposed portion, it is preferable to use a device such as a mask aligner or a stepper in order to perform accurate alignment of the mask and the substrate. When ultraviolet rays are irradiated, curing of a portion irradiated with ultraviolet rays is performed.

As the ultraviolet rays, a g line (wavelength: 436 nm), an h line, an i line (wavelength: 365 nm), or the like can be used. The amount of ultraviolet rays to be irradiated can be appropriately selected as needed, and is not limited in the present invention. When the coating film which has been cured is brought into contact with the 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 long as it is a liquid addition method, a dipping method, a spray method, or the like. In addition, the substrate can be tilted at an arbitrary angle during development. The above developer 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 citrate, and citric acid. Potassium, sodium carbonate, potassium carbonate, sodium hydrogencarbonate, potassium hydrogencarbonate, sodium borate, potassium borate and ammonia.

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

These inorganic or organic basic compounds may be used alone or in combination of two or more. The concentration of the basic compound in the developer is from 0.01 to 10% by weight, preferably from 0.03 to 5% by weight, based on the total weight of the developer.

One or more kinds of the above-mentioned nonionic surfactant, anionic surfactant, and cationic surfactant can be used as the surfactant in the developer. The concentration of the surfactant in the developer is from 0.01 to 10% by weight, preferably from 0.05 to 8% by weight, and more preferably from 0.1 to 5% by weight, based on the total weight of the developer. After development, it is washed with water, and if necessary, post-baking can be carried out at 150 to 230 ° C for 10 to 60 minutes.

By using the cyan photosensitive resin composition of the present invention, a specific pattern can be formed on the substrate through the above-described respective steps.

Hereinafter, the present invention will be specifically described in detail by way of examples. However, the embodiments of the present invention are susceptible to various modifications and are not intended to limit the scope of the invention to the embodiments described below. The embodiments of the present invention are provided to more fully 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 group were placed. 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. Nitrogen replacement. Then, the temperature of the reaction liquid was raised to 110 ° C with stirring, and the reaction was allowed to proceed for 6 hours.

The alkali-soluble resin thus produced had a solid content acid value of 100.2 mgKOH/g, and the weight average molecular weight Mw measured by GPC was about 15,110. <Manufacture of Cyan Photosensitive Resin Composition>

Examples 1 to 6 and Comparative Examples 1 and 2. The cyan photosensitive resin compositions of Examples 1 to 6 and Comparative Examples 1 and 2 were produced by the compositions shown in 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) produced by Synthesis Example 1 Photopolymerizable compound: dipentaerythritol hexaacrylate (KAYARD DPHA; Nippon Chemical Co., Ltd. (manufacturing) (D) Photopolymerization initiator: 2-O-benzimidoxime-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 Filter and Measurement of Spectral Transmittance The cyan photosensitive resin compositions of Examples 1 to 6 and Comparative Examples 1 and 2 were each applied to a 2-inch glass substrate (manufactured by Corning Incorporated) by spin coating. After coating on "EAGLE XG"), it was placed on a hot plate and maintained at a temperature of 100 ° C for 3 minutes to form a film.

Then, a test photomask having a pattern in which the transmittance was changed stepwise in the range of 1 to 100% and an exposure portion pattern of 3 x 3 cm was placed on the film, and the interval from the test photomask was 100 μm, and ultraviolet rays were irradiated. . At this time, the ultraviolet ray was irradiated with an illuminance of 100 mJ/cm ² using a 1 kW high-pressure mercury lamp containing all the g, h, and i lines, and no special optical filter was used.

The film irradiated with the above ultraviolet rays was immersed in a developing solution of KOH aqueous solution having a pH of 10.5 for 2 minutes to carry out development. Then, the glass plate coated with the film was washed with distilled water, and then nitrogen gas was sprayed, dried, and heated in a heating oven at 200 ° C 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 Co., Ltd.).

For the color filters of Examples 1 to 6 and Comparative Examples 1 and 2 manufactured as described above, the spectral transmittance in the visible light region in the range of 380 nm to 780 nm was measured using a colorimeter (manufactured by Olympus Corporation, OSP-200). The results are shown in Tables 2 and 3 and Figs. 1 to 3 below. 【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 showed the following results: when the cyan photosensitive resin composition was formed into a cured film having a thickness of 3 μm, 425 to 480 nm The spectral transmittance at the point 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%.

On the other hand, in Comparative Examples 1 and 2 containing no 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 was 82% at the maximum.

Therefore, 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 exceeds 0% and less than 20%, it is possible to produce an effect of minimizing external light reflection and color development.

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

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

Claims (12)

A cyan photosensitive resin composition which is a cyan photosensitive resin composition containing a cyan colorant, an alkali-soluble resin, a photopolymerizable compound, a photopolymerization initiator, and a solvent, and the cyan coloring agent A cyan pigment and a black pigment are contained. 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 60% or more and less than 75%, and the spectrum at 530 to 780 nm is obtained. The transmittance exceeds 0% and is less than 20%. The cyan photosensitive resin composition of claim 1, wherein the cyan pigment and the black pigment are mixed at a weight ratio of 99.9:0.1 to 80:20. The cyan photosensitive resin composition of claim 1, wherein the cyan colorant further comprises a violet pigment. The cyan photosensitive resin composition of claim 3, which is characterized in that it contains 3 to 30% by weight of the above violet pigment based on the total weight of the cyan colorant. The cyan photosensitive resin composition of claim 1, wherein the cyan pigment comprises 1 selected from the group consisting of CI Pigment Blues 15:3, 15:4, 15:6, 21, 28, 60, 64, and 76. More than one species. The cyan photosensitive resin composition of claim 1, wherein the black pigment comprises a pigment selected from the group consisting of red, cyan, and green, CI Pigment Black 1, CI Pigment Black 7, carbon black, organic black, and titanium. One or more of the black ones. The cyan photosensitive resin composition according to claim 3, wherein the purple pigment contains one or more selected from the group consisting of C.I. Pigment Violet 14, 19, 23, 29, 32, 33, 36, 37 and 38. The cyan photosensitive resin composition of claim 1, which comprises 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. %, 5 to 50% by weight of the photopolymerizable compound, and 0.1 to 40% by weight of the photopolymerization initiator, and 25 to 80% by weight of the solvent based on the total weight of the cyan photosensitive resin composition. A cyan color filter manufactured using the cyan photosensitive resin composition of claim 1. A display element comprising a cyan color filter as in claim 9. A display element according to claim 10, characterized in that the display element is a flexible display element. The display element of claim 10, wherein the display element is an organic light emitting element.