KR20170029961A - A color photosensitive resin composition for organic light emitting diodes, color filter and display device comprising the same - Google Patents

Abstract

The present invention relates to a colored photosensitive resin composition for organic light-emitting diodes, including a compound having a carbodiimide group. The present invention further relates to a color filter including the composition, and a display device. According to the present invention, the colored photosensitive resin composition enhances reliability, drying properties, and moisture resistance by containing the carbodiimide group.

Description

Technical Field [0001] The present invention relates to a colored photosensitive resin composition for an organic light emitting diode, a color filter comprising the same, and a display device comprising the same,

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a colored photosensitive resin composition for an organic light emitting diode, a color filter and a display device including the same, and more particularly to a colored photosensitive resin composition for an organic light emitting diode comprising a compound containing a carbodiimide group, Filter, and display device.

As the era of information technology becomes full-scale, the display field for processing and displaying a large amount of information has been rapidly developed, and various flat panel displays have been developed in response to this.

Examples of such a flat panel display device include a liquid crystal display device (LCD), a plasma display panel (PDP), a field emission display (FED), an electroluminescence Display devices (ELD), organic light emitting diodes (OLED), and the like. These flat panel display devices are used for various applications such as computers and mobile phones as well as home appliances such as televisions and videos. These flat panel display devices are rapidly replacing the conventional cathode ray tube (NIT) due to their excellent performance such as reduction in thickness, weight, and power consumption.

In particular, since the OLED emits light by itself and can be driven at a low voltage, it is rapidly applied to a small display market such as a portable device. In addition, OLED is expected to commercialize large-sized TV beyond small-sized display.

In addition, color filters are widely used in flat panel displays and the like, and their application range is rapidly expanding. A color filter used in a color liquid crystal display device, an image pickup device, or the like is a device in which a colored photosensitive resin composition containing a pigment corresponding to each color of red, green and blue is uniformly applied by spin coating on a substrate on which a black matrix is pattern- (Hereafter also referred to as "post-baking") is carried out for each color, if necessary, by exposing and developing the coating film formed by heating and drying And then repeatedly forming pixels of each color.

However, when a color filter for an OLED is manufactured using a conventional colored photosensitive resin composition, moisture is generated in the manufacturing process, OLEDs that are weak in moisture decrease the color development, and the life is shortened.

Korean Patent No. 10-0508907 discloses the use of a nanocomposite for blocking moisture, but there is a problem in that it is difficult to apply it to a color filter for OLED in terms of luminance characteristics and reliability.

Korean Patent No. 10-0508907

An object of the present invention is to improve the reliability of organic light emitting diodes (OLED) that are vulnerable to moisture by using a water scavenger as one of the components of the colored photosensitive resin composition.

Another object of the present invention is to provide a colored photosensitive resin composition for an organic light-emitting diode which is excellent in moisture resistance and dryness and does not cause water spots when a color filter is manufactured.

In order to achieve the above object,

The present invention provides a colored photosensitive resin composition for an organic light emitting diode comprising a compound having a carbodiimide group represented by the following general formula (1).

[Chemical Formula 1]

Each of R ₁ and R ₂ is independently hydrogen, a halogen atom or an organic residue.

The present invention also provides a color filter manufactured by the colored photosensitive resin composition for an organic light emitting diode.

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

The colored photosensitive resin composition for an organic light emitting diode of the present invention can improve the reliability of an organic light emitting diode that is vulnerable to moisture by including a moisture removing agent.

In addition, the colored photosensitive resin composition for an organic light emitting diode of the present invention is excellent in moisture resistance and drying property, and has an effect that water stains are not generated well.

Also, a color filter having excellent driving characteristics and a display device including the same can be manufactured using the colored photosensitive resin composition for organic light emitting diode of the present invention.

1 is a view showing a water stain measurement method of Experimental Example 2. FIG.

Hereinafter, the present invention will be described in more detail.

The present invention relates to a colored photosensitive resin composition for an organic light emitting diode comprising a compound having a carbodiimide group represented by the following formula (1).

[Chemical Formula 1]

Each of R ₁ and R ₂ is independently hydrogen, a halogen atom or an organic residue.

The colored photosensitive resin composition for organic light emitting diodes (OLED) of the present invention can improve the reliability of OLED which is vulnerable to moisture by containing a compound containing the above-mentioned formula (1) as a water scavenger, Moisture resistance and dryness are excellent in manufacturing a color filter, and the occurrence of water stain and the like can be suppressed.

Hereinafter, the colored photosensitive resin composition for an organic light emitting diode of the present invention will be described in detail for each component.

(A) Carbodiimide group  Containing compound

The compound containing a carbodiimide group represented by the following formula (1) contained in the colored photosensitive resin composition for an organic light emitting diode of the present invention plays a role of a water-removing agent which reduces the water content in the coating film of the color resist due to its good reactivity with water .

In addition, it is possible to improve moisture resistance and dryness during production of a color filter, and to suppress occurrence of water spots and the like.

[Chemical Formula 1]

Each of R ₁ and R ₂ is independently hydrogen, a halogen atom or an organic residue.

The organic residues of R < ₁ > and R < ₂ >

Linear or branched hydrocarbons having 1 to 20 carbon atoms, with or without substituents,

A cyclic hydrocarbon having 3 to 20 carbon atoms, which may or may not contain a substituent, or

An aromatic hydrocarbon having 6 to 20 carbon atoms, which may or may not contain a substituent, and the substituent includes O, N or S.

The kind of the substituent is not particularly limited, and those used in the art can be used.

The compound containing the carbodiimide group of Formula 1 is not particularly limited, but is preferably a polymer compound, and examples thereof include modified phenyl carbodiimide, poly (tolylcarbodiimide) ( poly (4,4'-diphenylmethane carbodiimide), poly (3,3'-dimethyl-4,4'-biphenyl) Poly (3,3'-dimethyl-4,4'-biphenylene carbodiimide), poly (pphenylenecarbodiimide), poly (m-phenylene carbodiimide) Poly (m-phenylene carbodiimide) and poly (3,3'-dimethyl-4,4'-diphenylmethane carbodiimide) (poly (3,3'-dimethyl-4,4'-diphenylmethane carbodiimide )). ≪ / RTI >

The compound containing the carbodiimide group of Formula 1 is contained in an amount of 0.1 to 20% by weight, preferably 1 to 10% by weight based on the total weight of the solid content of the colored photosensitive resin composition for an organic light emitting diode of the present invention.

If the content of the carbodiimide group-containing compound is less than 0.1% by weight, the water content increases. If the content of the carbodiimide group-containing compound exceeds 20% by weight, the reliability of the resist coating film is deteriorated.

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

(B) Colorant

In the present invention, the colorant comprises at least one pigment, at least one dye or a mixture thereof, preferably at least one pigment.

(b1) pigment

The pigment may be an organic pigment or an inorganic pigment generally used in the art. The pigment may be subjected to a surface treatment using a pigment treatment, a pigment derivative into which an acidic group or a basic group is introduced, a graft treatment of the surface of the pigment with a polymer compound, an atomization treatment using a sulfuric acid atomization method or the like, A cleaning treatment with an organic solvent or water, or a treatment for removing ionic impurities by ion exchange or the like.

The organic pigments may be various pigments used in printing ink, ink jet ink, etc. Specific examples thereof include water-soluble azo pigments, insoluble azo pigments, phthalocyanine pigments, quinacridone pigments, isoindolinone pigments, isoindoline pigments, A pyranthrone pigment, a diketopyrrolopyrrole pigment, an anthraquinone pigment, an anthraquinone pigment, an anthrone pigment, an anthrone pigment, an indanthrone pigment, a pravanthrone pigment, a pyranthrone pigment, a diketopyrrolopyrrole pigment And the like.

As the inorganic pigment, metal compounds such as metal oxides and metal complex salts can be used. Specific examples of the inorganic pigments include iron, cobalt, aluminum, cadmium, lead, copper, titanium, magnesium, chromium, zinc, antimony, A black pigment, a titanium black, and an oxide of a metal such as a pigment that mixes red, green, and blue to give a black color, or a composite metal oxide.

Particularly, the organic pigments and inorganic pigments may be specifically classified into pigments in the Society of Dyers and Colourists, and more specifically, those having a color index (CI) number Pigments, but are not limited thereto.

C.I. Pigment Yellow 13, 20, 24, 31, 53, 83, 86, 93, 94, 109, 110, 117, 125, 137, 138, 139, 147, 148, 150, 153, 154, 166, 173, 180 And 185;

C.I. Pigment Orange 13, 31, 36, 38, 40, 42, 43, 51, 55, 59, 61, 64, 65, and 71;

C.I. Pigment Red 9, 97, 105, 122, 123, 144, 149, 166, 168, 176, 177, 180, 192, 208, 215, 216, 224, 242, 254, 255 and 264;

C.I. Pigment Violet 14, 19, 23, 29, 32, 33, 36, 37 and 38;

C.I. Pigment Blue 15 (15: 3, 15: 4, 15: 6, etc.), 21, 28, 60, 64 and 76;

C.I. Pigment Green 7, 10, 15, 25, 36, 47 and 58;

C.I. Pigment Brown 28;

And C.I. Pigment Black 1 and 7 pigments.

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

The exemplified C.I. Among the pigment pigments, C.I. Pigment Yellow 138, C.I. Pigment Yellow 139, C.I. Pigment Yellow 150, C.I. Pigment Yellow 185, C.I. Pigment Orange 38, C.I. Pigment Red 122, C.I. Pigment Red 166, C.I. Pigment Red 177, C.I. Pigment Red 208, C.I. Pigment Red 242, C.I. Pigment Red 254, C.I. Pigment Red 255, C.I. Pigment Violet 23, C.I. Pigment Blue 15: 3, Pigment Blue 15: 6, C.I. Pigment Green 7, C.I. Pigment Green 36 and C.I. Pigment Green 58. It is preferable to use at least one kind of pigment selected from the group consisting of Pigment Green 58,

When the pigment and the dye are mixed together, the pigment or dye is contained in an amount of 1 to 99% by weight, preferably 10 to 99% by weight, based on the total weight of the colorant, Do.

If the content of the pigment or dye is less than 1% by weight, it is difficult to secure the reliability of the colored photosensitive resin composition for an organic light-emitting diode. If the content exceeds 99% by weight, the transmittance characteristics of the colored photosensitive resin composition for an organic light-

The pigment is preferably a pigment dispersion in which the particle diameter of the pigment is uniformly dispersed. Examples of a method for uniformly dispersing the particle diameter of the pigment include a method of dispersing the pigment dispersion (b2) by containing the pigment dispersant (b2), and a method of obtaining a pigment dispersion in which the pigment is uniformly dispersed in the solution have.

(b2) pigment dispersant

The pigment dispersant is added for deaggregation of the pigment and maintenance of stability. Specific examples of the pigment dispersant include a cationic surfactant, an anionic surfactant, a nonionic surfactant, a positive surfactant, a polyester surfactant, and a polyamine surfactant. , Which may be used alone or in combination of two or more.

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 sulfuric acid ester salts such as sodium lauryl alcohol sulfate ester and sodium oleyl alcohol sulfate ester, alkylsulfates such as sodium laurylsulfate and ammonium laurylsulfate, sodium dodecylbenzenesulfonate, And alkylarylsulfonic acid salts such as sodium dodecylnaphthalenesulfonate.

Specific examples of the nonionic surfactants include polyoxyethylene alkyl ethers, polyoxyethylene aryl ethers, polyoxyethylene alkyl aryl ethers, other polyoxyethylene derivatives, oxyethylene / oxypropylene block copolymers, sorbitan fatty acid esters, Polyoxyethylene sorbitan fatty acid esters, polyoxyethylene sorbitol fatty acid esters, glycerin fatty acid esters, polyoxyethylene fatty acid esters, and polyoxyethylene alkylamines.

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

Also, the pigment dispersant preferably includes an acrylate-based dispersant (hereinafter referred to as an acrylate-based dispersant) containing butyl methacrylate (BMA) or N, N-dimethylaminoethyl methacrylate (DMAEMA). Examples of commercially available acrylate dispersants include DISPER BYK-2000, DISPER BYK-2001, DISPER BYK-2070 and DISPER BYK-2150. The acrylate dispersants may be used alone or in combination of two or more. .

As the pigment dispersant, other resin type pigment dispersants other than the acrylate dispersant may be used. The other resin type pigment dispersing agent may be a known resin type pigment dispersing agent, especially a polycarboxylic acid ester such as polyurethane, polyacrylate, unsaturated polyamide, polycarboxylic acid, polycarboxylic acid (partial) Amine salts of polycarboxylic acids, alkylamine salts of polycarboxylic acids, polysiloxanes, long chain polyaminoamide phosphate salts, esters of hydroxyl group-containing polycarboxylic acids and their modified products, or free ) Oil-based dispersants such as amides formed by reaction of a polyester having a carboxyl group with poly (lower alkyleneimine) or salts thereof; Soluble resin or water-soluble polymer compound such as (meth) acrylic acid-styrene copolymer, (meth) acrylic acid- (meth) acrylate ester copolymer, styrene-maleic acid copolymer, polyvinyl alcohol or polyvinylpyrrolidone; Polyester; Modified polyacrylates; Adducts of ethylene oxide / propylene oxide; And phosphate esters.

DISPER BYK-160, DISPER BYK-161, DISPER BYK-162, DISPER BYK-163, and DISPER BYK-160 available from BYK (Big) Chemie are examples of commercially available pigment dispersants of other resin types. BYK-164, DISPER BYK-166, DISPER BYK-171, DISPER BYK-182, DISPER BYK-184; EFKA-4060, EFKA-4060, EFKA-4055, EFKA-4055, EFKA-4055, EFKA-4020, EFKA-4015, EFKA-4060, EFKA- 4330, EFKA-4400, EFKA-4406, EFKA-4510, EFKA-4800; SOLSPERS-24000, SOLSPERS-32550, NBZ-4204/10 from Lubirzol; Hinoact T-6000, Hinoact T-7000, Hinoact T-8000; available from Kawaken Fine Chemicals; AJISPUR PB-821, Ajisper PB-822, Ajisper PB-823 manufactured by Ajinomoto; FLORENE DOPA-17HF, fluorene DOPA-15BHF, fluorene DOPA-33, and fluorene DOPA-44 are trade names of Kyoeisha Chemical Co.,

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

The pigment dispersant is contained in the pigment in an amount of 5 to 60% by weight, preferably 15 to 50% by weight based on the total weight of the solid content. When the pigment dispersant is contained in an amount of less than 5% by weight, it is difficult to atomize the pigment, and gelation may occur after dispersion. When the pigment dispersant is contained in an amount exceeding 60% by weight, the viscosity may be increased.

(b3) Dye

The dye can be used without limitation as long as it has solubility in an organic solvent. It is preferable to use a dye which has solubility in an organic solvent and can ensure reliability such as solubility in an alkali developing solution, heat resistance and solvent resistance.

Examples of the dye include acid dyes having an acidic group such as a sulfonic acid and a carboxylic acid, salts of an acidic dye and a nitrogen-containing compound, sulfonamides of an acidic dye and derivatives thereof, and azo, xanthate, phthalocyanine Based acid dyes and their derivatives can also be selected. Preferably, the dye is a compound classified as a dye in the color index (published by The Society of Dyers and Colourists) or a known dye described in a dyeing note (color dyeing).

Specific examples of the dye include C.I. As solvent dyes,

C.I. Solvent Red 8, 45, 49, 89, 111, 122, 125, 130, 132, 146 and 179;

C.I. Solvent Blue 5, 35, 36, 37, 44, 59, 67 and 70;

C.I. Solvent Violet 8, 9, 13, 14, 36, 37, 47 and 49;

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

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

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

The C.I. Among the solvent dyes, C.I. Solvent Yellow 14, 16, 21, 56, 79, 93, 151; C.I. Solvent Red 8, 49, 89, 111, 122, 132, 146, 179; C.I. Solvent Orange 41, 45, 62; C.I. Solvent Blue 35, 36, 44, 45, 70; C.I. Solvent violet 13 is preferred, and C.I. Solvent Yellow 21, 79; C.I. Solvent Red 8, 122, 132; C.I. Solvent Orange 45, 62 is more preferred.

Also, C.I. As an acid dye

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

CI Acid Yellow 1, 3, 7, 9, 11, 17, 23, 25, 29, 34, 36, 38, 40, 42, 54, 65, 72, 73, 76, 79, 98, 99, 111, 112 , 113, 114, 116, 119, 123, 128, 134, 135, 138, 139, 140, 144, 150, 155, 157, 160, 161, 163, 168, 169, 172, 177, 178, 179, 184 , 190, 193, 196, 197, 199, 202, 203, 204, 205, 207, 212, 214, 220, 221, 228, 230, 232, 235, 238, 240, 242, 243 and 251;

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

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

C.I. Acid Violet 6B, 7, 9, 17, 19 and 66;

Dyes such as C.I. Acid Green 1, 3, 5, 9, 16, 25, 27, 50, 58, 63, 65, 80, 104, 105, 106 and 109.

CI Acid Yellow 42 in the above CI acid dye; C.I. Acid Red 92; C. I. Acid Blue 80, 90; C.I. Acid Violet 66; CI Acid Green 27 is preferable because of its excellent solubility in an organic solvent.

Further, as a C.I. direct dye,

CI Direct Red 79, 82, 83, 84, 91, 92, 96, 97, 98, 99, 105, 106, 107, 172, 173, 176, 177, 179, 181, 182, 184, 204, 207, 211 , 213, 218, 220, 221, 222, 232, 233, 234, 241, 243, 246 and 250;

CI Direct Yellow 2, 33, 34, 35, 38, 39, 43, 47, 50, 54, 58, 68, 69, 70, 71, 86, 93, 94, 95, 98, 102, 108, 109, 129 , 136, 138 and 141;

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

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

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

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

Also, as C.I. modantoic dyes,

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

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

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

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

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

Dyes such as C.I. Modatto Green 1, 3, 4, 5, 10, 15, 19, 26, 29, 33, 34, 35, 41, 43 and 53.

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

The content of the colorant is 15 to 80% by weight, preferably 30 to 50% by weight based on the total weight of the solid content of the colored photosensitive resin composition for an organic light emitting diode.

If the amount of the colorant is less than 15% by weight, the color separation performance of the pattern may be deteriorated. If the coloring agent is contained in an amount exceeding 80% by weight, the lithographic performance may be deteriorated and residue may remain or not be developed.

(C) an alkali-soluble resin

The alkali-soluble resin contained in the colored photosensitive resin composition for an organic light-emitting diode of the present invention usually has reactivity and alkali solubility due to the action of light or heat, and serves as a dispersion medium for the colorant.

The alkali-soluble resin functions as a binder resin of a coloring agent and can be used as long as it is soluble in an alkaline developer used in a developing step for the production of a color filter.

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

Examples of the monomer containing a carboxyl group include unsaturated carboxylic acids containing at least one carboxyl group in the molecule such as unsaturated monocarboxylic acid, unsaturated dicarboxylic acid and unsaturated tricarboxylic acid, and the like

Specific examples of the unsaturated monocarboxylic acid include acrylic acid, methacrylic acid, crotonic acid,? -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. Specific examples thereof include maleic anhydride, itaconic anhydride and citraconic anhydride.

The unsaturated polycarboxylic acid may also be a mono (2-methacryloyloxyalkyl) ester thereof. Specific examples thereof include mono (2-acryloyloxyethyl) succinate, mono (2-acryloyloxyethyl), phthalic acid mono (2-acryloyloxyethyl), and phthalic acid mono (2-methacryloyloxyethyl).

Further, the unsaturated polycarboxylic acid may be mono (meth) acrylate of the dendritic dicarboxylic polymer, and specifically includes, for example, ω-carboxypolycaprolactone monoacrylate and ω-carboxypolycaprolactone monomethacrylate And the like.

The carboxyl group-containing monomers may be used alone or in combination of two or more.

Specific examples of the monomer capable of copolymerizing with the monomer containing a carboxyl group include styrene,? -Methylstyrene, o-vinyltoluene, m-vinyltoluene, p-vinyltoluene, p-chlorostyrene, o- Styrene, m-methoxystyrene, p-methoxystyrene, o-vinylbenzyl methyl ether, m-vinyl benzyl methyl ether, p-vinyl benzyl methyl ether, o- vinyl benzyl glycidyl ether, Aromatic vinyl compounds such as diallyl ether, p-vinylbenzyl glycidyl ether and indene;

Methyl acrylate, methyl methacrylate, ethyl acrylate, ethyl methacrylate, n-propyl acrylate, n-propyl methacrylate, i-propyl acrylate, i-propyl methacrylate, butyl methacrylate, i-butyl acrylate, i-butyl methacrylate, sec-butyl acrylate, sec-butyl methacrylate, t-butyl acrylate, t-butyl methacrylate, Ethyl acrylate, 2-hydroxyethyl methacrylate, 2-hydroxypropyl acrylate, 2-hydroxypropyl methacrylate, 3-hydroxypropyl acrylate, 3-hydroxypropyl methacrylate, 2- Hydroxybutyl methacrylate, 3-hydroxybutyl methacrylate, 4-hydroxybutyl acrylate, 4-hydroxybutyl methacrylate, allyl acrylate, 2-hydroxybutyl methacrylate, Ah Acrylate, 2-methoxyethyl acrylate, 2-methoxyethyl acrylate, 2-methoxyethyl acrylate, 2-methoxyethyl acrylate, 2-methoxyethyl methacrylate, Methacrylate, 2-phenoxyethyl acrylate, 2-phenoxyethyl methacrylate, methoxy diethylene glycol acrylate, methoxy diethylene glycol methacrylate, methoxy triethylene glycol acrylate, methoxy triethylene glycol methacrylate Acrylate, methoxypropylene glycol methacrylate, methoxypropylene glycol acrylate, methoxydipropylene glycol methacrylate, isobornyl acrylate, isobornyl methacrylate, dicyclopentadiene Acrylate, dicyclopentadienyl methacrylate, adamantyl (meth) acrylate, (Meth) acrylate, 2-hydroxy-3-phenoxypropyl acrylate, 2-hydroxy-3-phenoxypropyl methacrylate, glycerol monoacrylate and glycerol monomethacrylate Unsaturated carboxylic acid esters;

Aminoethyl methacrylate, 2-aminoethyl methacrylate, 2-dimethylaminoethyl acrylate, 2-dimethylaminoethyl methacrylate, 2-aminopropyl acrylate, 2-aminopropyl methacrylate, 2- Unsaturated carboxylates such as methyl acrylate, ethyl acrylate, propyl methacrylate, isopropyl acrylate, isopropyl acrylate, isopropyl acrylate, isopropyl acrylate, isopropyl acrylate, Acid amino alkyl esters;

Unsaturated carboxylic acid glycidyl esters such as glycidyl acrylate and glycidyl methacrylate;

Carboxylic acid vinyl esters such as vinyl acetate, vinyl propionate, vinyl butyrate and vinyl benzoate;

Unsaturated ethers such as vinyl methyl ether, vinyl ethyl ether and allyl glycidyl ether;

Vinyl cyanide compounds such as acrylonitrile, methacrylonitrile,? -Chloroacrylonitrile and vinylidene cyanide;

Unsaturated amides such as acrylamide, methacrylamide,? -Chloroacrylamide, N-2-hydroxyethyl acrylamide and N-2-hydroxyethyl methacrylamide;

Unsaturated imides such as maleimide, benzylmaleimide, N-phenylmaleimide and N-cyclohexylmaleimide;

Aliphatic conjugated dienes such as 1,3-butadiene, isoprene and chloroprene; And

Having a monoacryloyl group or monomethacryloyl group at the end of the polymer molecular chain of polystyrene, polymethyl acrylate, polymethyl methacrylate, poly-n-butyl acrylate, poly-n-butyl methacrylate and polysiloxane Macromers and the like.

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

Particularly, as other monomers capable of copolymerizing with the carboxyl group-containing monomer, a bulky monomer such as a monomer containing a norbornyl skeleton, a monomer containing an adamantane skeleton and a monomer containing a rosin skeleton, It is more preferable to use them.

The alkali-soluble resin preferably has an acid value of 20 to 200 (KOH mg / g). When the acid value is in the above range, the solubility in the developer is improved, the unexposed portions are easily dissolved and the sensitivity is increased, and consequently the pattern of the exposed portion remains at the time of development to improve the film remaining raio.

Acid value is a value measured as potassium hydroxide (KOH) necessary for neutralizing 1 g of the acrylic polymer, and can be generally determined by titration using an aqueous solution of potassium hydroxide.

The weight average molecular weight of the alkali-soluble resin measured by gel permeation chromatography (using GPC, tetrahydrofuran as an elution solvent) in terms of polystyrene is preferably from 3,000 to 200,000 and from 5,000 to 100,000.

When the molecular weight is within the above range, the hardness of the coating film is improved, the residual film ratio is high, the solubility of the non-exposed portion in the developer is excellent, and the resolution tends to be improved.

The molecular weight distribution (weight average molecular weight (Mw) / number average molecular weight (Mn)) of the alkali-soluble resin is preferably 1.5 to 6.0, more preferably 1.8 to 4.0. When the molecular weight distribution is within the above range, the developing property is excellent.

The content of the alkali-soluble resin of the present invention is 5 to 85% by weight, preferably 10 to 70% by weight, based on the total weight of the solid content of the colored photosensitive resin composition for an organic light-emitting diode.

When the content of the alkali-soluble resin is in the range of 5 to 85% by weight, solubility in a developing solution is sufficient, so that development residue does not easily occur on the substrate of the non-pixel portion, The dropout of the pixel portion is improved.

(D) Photopolymerization  compound

The photopolymerizable compound contained in the colored photosensitive resin composition for an organic light emitting diode of the present invention should be a compound capable of polymerizing under the action of the photopolymerization initiator (E) described later. A monofunctional photopolymerizable compound, a bifunctional photopolymerizable compound or a trifunctional photopolymerizable compound, and the like, but are not limited thereto.

Specific examples of the monofunctional monomer include nonylphenylcarbitol acrylate, 2-hydroxy-3-phenoxypropyl acrylate, 2-ethylhexylcarbitol acrylate, 2-hydroxyethyl acrylate, N- And vinyl pyrrolidone. Commercially available products include Aronix M-101 (Toagosei), KAYARAD TC-110S (Nippon Kayaku), and Viscot 158 (Osaka Yuki Kagaku Kogyo).

Specific examples of the bifunctional monomer include 1,6-hexanediol di (meth) acrylate, ethylene glycol di (meth) acrylate, neopentyl glycol di (meth) acrylate, triethylene glycol di M-210, M-1100, and 1200 (Doagosei Co., Ltd.) as commercially available products, and the like. Examples of commercially available products include Aronix M-210, M- , KAYARAD HDDA (Nippon Kayaku), Biscoat 260 (Osaka Yuki Kagaku Kogyo), AH-600, AT-600 or UA-306H (Kyoeisha Chemical Co., Ltd.).

The polyfunctional photopolymerizable compound having three or more functional groups is specifically exemplified by trimethylolpropane tri (meth) acrylate, ethoxylated trimethylolpropane tri (meth) acrylate, propoxylated trimethylolpropane tri Acrylate, pentaerythritol tetra (meth) acrylate, dipentaerythritol penta (meth) acrylate, ethoxylated dipentaerythritol hexa (meth) acrylate, Propoxylated dipentaerythritol hexa (meth) acrylate and dipentaerythritol hexa (meth) acrylate. Commercially available products include Aronix M-309, TO-1382 (Toagosei), KAYARAD TMPTA, KAYARAD DPHA or KAYARAD DPHA-40H (Nippon Kayaku).

Of the photopolymerizable compounds exemplified above, trifunctional or higher (meth) acrylate esters and urethane (meth) acrylates are preferred because they have excellent polymerizability and can improve the strength.

The photopolymerizable compound is included in the colored photosensitive resin composition for an organic light emitting diode of the present invention in an amount of 5 to 50% by weight, and preferably 7 to 45% by weight based on the total weight of solid components. The photopolymerizable compound can improve the strength and flatness of the pixel portion in the range of 5 to 50% by weight.

(E) Light curing Initiator

The photopolymerization initiator contained in the colored photosensitive resin composition for an organic light emitting diode of the present invention can be used without particular limitation as long as it can polymerize the photopolymerizable compound (D).

In particular, from the viewpoints of polymerization characteristics, initiation efficiency, absorption wavelength, availability and price, the photopolymerization initiator is preferably used in combination with an acetophenone based compound, a benzophenone based compound, a triazine based compound, a nonimidazole based compound, It is preferable to use at least one compound selected from the group consisting of compounds.

Specific examples of the acetophenone-based compound include diethoxyacetophenone, 2-hydroxy-2-methyl-1-phenylpropan-1-one, benzyldimethylketal, 2- (4-methylthioxy) phenyl] -2-methylpropan-1-one, 1-hydroxycyclohexyl phenyl ketone, 2- 2-methyl-1- [4- (1-methylvinyl) phenyl] propane-1-one, 1-one and 2- (4-methylbenzyl) -2- (dimethylamino) -1- (4-morpholinophenyl) butan-1-one.

Specific examples of the benzophenone compound include benzophenone, methyl 0-benzoylbenzoate, 4-phenylbenzophenone, 4-benzoyl-4'-methyldiphenylsulfide, 3,3 ', 4,4'-tetra tert-butylperoxycarbonyl) benzophenone, 2,4,6-trimethylbenzophenone, and the like.

Specific examples of the triazine compound include 2,4-bis (trichloromethyl) -6- (4-methoxyphenyl) -1,3,5-triazine, 2,4-bis (trichloromethyl) (Trichloromethyl) -6-piperonyl-1,3,5-triazine, 2,4-bis (trichloromethyl) Bis (trichloromethyl) -6- [2- (5-methylfuran-2-yl) -Yl) ethenyl] -1,3,5-triazine, 2,4-bis (trichloromethyl) -6- [2- (furan- Azine, 2,4-bis (trichloromethyl) -6- [2- (4-diethylamino-2-methylphenyl) ethenyl] -1,3,5-triazine and 2,4- Methyl) -6- [2- (3,4-dimethoxyphenyl) ethenyl] -1,3,5-triazine.

Specific examples of the imidazole 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) Bis (2,6-dichlorophenyl) -4, 5,5'-tetra (trialkoxyphenyl) bimidazole, 2,2- , 4 ', 5,5'-tetraphenyl-1,2'-biimidazole and imidazole compounds wherein the phenyl group at the 4,4', 5,5 'position is substituted by a carboalkoxy group . Among them, 2,2'-bis (2-chlorophenyl) -4,4 ', 5,5'-tetraphenylbiimidazole, 2,2'-bis (2,3- , 5,5'-tetraphenylbiimidazole and 2,2-bis (2,6-dichlorophenyl) -4,4 ', 5,5'-tetraphenyl-1,2'- Can be used.

Specific examples of the oxime compounds include o-ethoxycarbonyl-α-oximino-1-phenylpropan-1-one, and OXE-01 and OXE-02 of BASF Corporation are typical examples of commercially available products.

Specific examples of the thioxanthone compound include 2-isopropylthioxanthone, 2,4-diethylthioxanthone, 2,4-dichlorothioxanthone and 1-chloro-4-propanedioxanthone .

In addition to the photopolymerization initiators exemplified above, other photopolymerization initiators may be further used in combination within the scope of not impairing the effects of the present invention.

Other photopolymerization initiators include benzoin compounds, anthracene compounds, 2,4,6-trimethylbenzoyldiphenylphosphine oxide, 10-butyl-2-chloroacridone, 2-ethyl anthraquinone, benzyl, 9,10- Methylmorpholine, triphenone, camphorquinone, methylphenylcloxysilicate and titanocene compounds.

Specific examples of the benzoin compound include benzoin, benzoin methyl ether, benzoin ethyl ether, benzoin isopropyl ether and benzoin isobutyl ether.

Specific examples of the anthracene compound include 9,10-dimethoxyanthracene, 2-ethyl-9,10-dimethoxyanthracene, 9,10-diethoxyanthracene and 2-ethyl-9,10-diethoxy Anthracene and the like.

The photopolymerization initiator may further include a photopolymerization initiator (E-1) to improve the sensitivity of the colored photosensitive resin composition of the present invention. The colored photosensitive resin composition according to the present invention contains a photopolymerization initiator (E-1), so that the sensitivity can be further increased and productivity can be improved.

As the photopolymerization initiation auxiliary, for example, at least one compound 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 amine compound, an aromatic amine compound is preferably used. Specific examples thereof include aliphatic amine compounds such as triethanolamine, methyldiethanolamine and triisopropanolamine, 4-dimethylaminobenzoate, 4-dimethylaminobenzoic acid Ethyl, 4-dimethylaminobenzoic acid isoamyl, 2-ethylhexyl 4-dimethylaminobenzoate, 2-dimethylaminoethyl benzoate, N, N-dimethylparatoluidine, 4,4'-bis (dimethylamino) benzophenone : Michler's ketone) and 4,4'-bis (diethylamino) benzophenone.

The carboxylic acid compound is preferably an aromatic heteroacetic acid compound. Specific examples of the carboxylic acid compound include phenylthioacetic acid, methylphenylthioacetic acid, ethylphenylthioacetic acid, methylethylphenylthioacetic acid, dimethylphenylthioacetic acid, methoxyphenylthioacetic acid, Dimethoxyphenylthioacetic acid, chlorophenylthioacetic acid, dichlorophenylthioacetic acid, N-phenylglycine, phenoxyacetic acid, naphthylthioacetic acid, N-naphthylglycine, and naphthoxyacetic acid.

The organic sulfur compound having a thiol group is specifically exemplified by 2-mercaptobenzothiazole, 1,4-bis (3-mercaptobutyryloxy) butane, 1,3,5-tris (3-mercaptobutyl Trimethylolpropane tris (3-mercaptopropionate), pentaerythritoltetrakis (3-hydroxyethyl) -1,3,5-triazine-2,4,6 (1H, 3H, 5H) (Mercaptobutylate), pentaerythritol tetrakis (3-mercaptopropionate), dipentaerythritol hexakis (3-mercaptopropionate) and tetraethylene glycol bis (3-mercaptopropionate ) And the like.

The photopolymerization initiator may be included in the colored photosensitive resin composition for organic light emitting diode of the present invention in an amount of 0.1 to 30% by weight, preferably 1 to 20% by weight based on the total weight of the solid content.

When the photopolymerization initiator is included in the above range, the color photosensitive resin composition becomes highly sensitive and the exposure time is shortened, so that the productivity is improved and high resolution can be maintained. In addition, the strength of the pixel portion formed using the colored photosensitive resin composition and the smoothness of the surface of the pixel portion can be improved.

When the photopolymerization initiator is further used, it is used in an amount of 10 mol or less, preferably 0.01 to 5 mol per mol of the photopolymerization initiator.

When the photopolymerization initiator is used within the above range, the sensitivity of the colored photosensitive resin composition for an organic light emitting diode is improved and the productivity of the color filter including the photopolymerization initiator can be improved.

(F) Solvent

The solvent used in the conventional colored photosensitive resin composition is not particularly limited so long as it is effective in dissolving the other components contained in the colored photosensitive resin composition for an organic light emitting diode. In particular, the solvent may be selected from ethers, acetates, aromatic hydrocarbons Ketones, alcohols or esters are preferred.

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;

And 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, butyl lactate, 3-methoxybutyl acetate, 3 Methoxy-1-butylacetate, methoxypentyl acetate, ethylene glycol monoacetate, ethylene glycol diacetate, methyl 3-methoxypropionate, propylene glycol methyl ether acetate, 3-methoxy- 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, di Ethylene glycol monoacetate, diethylene glycol diacetate, diethylene glycol monobutyl ether acetate, propylene glycol monoacetate, 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.

The ketones include, for example, methyl ethyl ketone, acetone, methyl amyl ketone, methyl isobutyl ketone, and cyclohexanone.

The alcohols include, for example, 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? -Butyrolactone.

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

The solvent is preferably an organic solvent having a boiling point in the range of 100 ° C to 200 ° C in terms of coatability and dryness, and examples thereof include alkylene glycol alkyl ether acetates, ketones, ethyl 3-ethoxypropionate, Propyleneglycol monoethyl ether acetate, cyclohexanone, ethyl lactate, butyl lactate, ethyl 3-ethoxypropionate, and 3-ethoxypropionate, and more preferably propyleneglycol monomethylether acetate, -Methoxypropionate, and the like.

The solvent is contained in an amount of 60 to 90% by weight, preferably 70 to 85% by weight based on the total weight of the colored photosensitive resin composition for an organic light emitting diode. When the solvent is contained in the range of 60 to 90% by weight, when the solvent is applied by a coating device such as a roll coater, a spin coater, a slit and spin coater, a slit coater (sometimes referred to as a die coater) .

(G) Additive

The additive may be optionally added as needed. For example, the additive may include at least one selected from the group consisting of another polymer compound, a hardener, a surfactant, an adhesion promoter, an antioxidant, an ultraviolet absorber and an anti- have.

Among these additives, it is most preferable to include a surfactant.

Specific examples of the other polymer compound include a curable resin such as an epoxy resin and a maleimide resin, a thermoplastic resin such as polyvinyl alcohol, polyacrylic acid, polyethylene glycol monoalkyl ether, polyfluoroalkyl acrylate, polyester and polyurethane .

The above-mentioned curing agent is used for enhancing deep curing and 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 in the curing agent include bisphenol A epoxy resin, hydrogenated bisphenol A epoxy resin, bisphenol F epoxy resin, hydrogenated bisphenol F epoxy resin, novolak epoxy resin, other aromatic epoxy resin, alicyclic epoxy resin Aliphatic, alicyclic or aromatic epoxy compounds, butadiene (co) polymeric epoxides, isoprene (co) polymers other than the brominated derivatives, epoxy resins and brominated derivatives of the above epoxy resins, glycidyl ester resins, glycidyl amine resins, (Co) polymer epoxides, glycidyl (meth) acrylate (co) polymers and triglycidyl isocyanurate.

Specific examples of the oxetane compound in the curing agent include carbonates bisoxetane, xylene bisoxetane, adipate bisoxetane, terephthalate bisoxetane, and cyclohexanedicarboxylic acid bisoxetane.

The curing agent may be used together with a curing agent in combination with a curing auxiliary compound capable of ring-opening polymerization of the epoxy group of the epoxy compound and the oxetane skeleton of the oxetane compound.

The curing auxiliary compound includes, for example, polyvalent carboxylic acids, polyvalent carboxylic anhydrides and acid generators. The polyvalent carboxylic acid anhydrides may be those commercially available as an epoxy resin curing agent. Examples of the commercially available products include Adekahadona EH-700 (manufactured by Adeka Kogyo Co., Ltd.), Rikashido HH (manufactured by Shin-Nihon Ehwa Co., Ltd.), and MH-700 (manufactured by Shin-Etsu Chemical Co., Ltd.). The curing agents exemplified above may be used alone or in combination of two or more.

The surfactant can be used for further improving the film formation of the colored photosensitive resin composition, and silicon, fluorine, ester, cationic, anionic, nonionic, amphoteric surfactant and the like can be preferably used.

Examples of the silicone surfactant include DC3PA, DC7PA, SH11PA, SH21PA and SH8400 of Dow Corning Toray Silicone Co., Ltd. as commercial products, and TSF-4440, TSF-4300, TSF-4445, TSF- -4460 and TSF-4452.

Examples of the fluorine-based surfactant include Megapis F-470, F-471, F-475, F-482 and F-489 commercially available from Dainippon Ink and Chemicals, Incorporated.

Other commercially available products include KP (Shinetsugaku Kagaku Kogyo Co., Ltd.), POLYFLOW (Kyoeisha Chemical Co., Ltd.), EFTOP (manufactured by TOKEM PRODUCTS CO., LTD.), MEGAFAC Asoui guard, Surflon (available from Asahi Glass Co., Ltd.), SOLSPERSE (Lubrisol) (available from Dainippon Ink and Chemicals Inc.), Flourad (Sumitomo 3M Co., Ltd.) , EFKA (EFKA Chemical), PB 821 (Ajinomoto), and Disperbyk-series (BYK-chemi).

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

Examples of the anionic surfactant include higher alcohol sulfuric acid ester salts such as sodium lauryl alcohol sulfate ester and sodium oleyl alcohol sulfate ester, alkylsulfates such as sodium laurylsulfate and ammonium laurylsulfate, sodium dodecylbenzenesulfonate And alkylarylsulfonic acid salts such as sodium dodecylnaphthalenesulfonate.

The nonionic surfactants include, for example, polyoxyethylene alkyl ethers, polyoxyethylene aryl ethers, polyoxyethylene alkyl aryl ethers, other polyoxyethylene derivatives, oxyethylene / oxypropylene block copolymers, sorbitan fatty acid esters , Polyoxyethylene sorbitan fatty acid esters, polyoxyethylene sorbitol fatty acid esters, glycerin fatty acid esters, polyoxyethylene fatty acid esters, and polyoxyethylene alkylamines.

The above-exemplified surfactants 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 vinyltrimethoxysilane, vinyltriethoxysilane, vinyltris (2-methoxyethoxy) silane, N- (2-aminoethyl Aminopropyltrimethoxysilane, 3-aminopropyltrimethoxysilane, 3-aminopropyltrimethoxysilane, 3-aminopropyltrimethoxysilane, 3-aminopropyltrimethoxysilane, -Glycidoxypropylmethyldimethoxysilane, 2- (3,4-epoxycyclohexyl) ethyltrimethoxysilane, 3-chloropropylmethyldimethoxysilane, 3-chloropropyltrimethoxysilane, 3-methacryloxy Propyltrimethoxysilane, 3-mercaptopropyltrimethoxysilane, 3-isocyanatepropyltrimethoxysilane, and 3-isocyanatepropyltriethoxysilane.

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

Examples of the antioxidant include 2,2'-thiobis (4-methyl-6-t-butylphenol) and 2,6-di-t-butyl-4-methylphenol .

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

The kind of the anti-aggregation agent is not particularly limited, but specific examples that can be used include sodium polyacrylate and the like.

The present invention also provides a color filter manufactured by using a colored photosensitive resin composition for an organic light emitting diode and a display device having the same.

Further, preferably, the color filter may be a color filter for an organic light emitting diode.

In the production method, a colored photosensitive resin composition for an organic light emitting diode is coated on a substrate (usually glass) or a layer composed of a solid content of a colored photosensitive resin composition for an organic light emitting diode formed in advance and then heated and dried to remove volatile components such as a solvent To obtain a smooth coating film.

The coating method can be carried out by, for example, a spin coating method, a flexible coating method, a roll coating method, a slit and spin coating method, a slit coating method or the like. After application, heating and drying (prebaking), or drying under reduced pressure to evaporate the volatile components such as solvent. Here, the heating temperature is usually 70 to 200 占 폚, preferably 80 to 130 占 폚. The thickness of the coating film after heat drying is usually about 1 to 8 mu m. The thus obtained coating film is irradiated with ultraviolet rays through a mask for forming a desired pattern. At this time, it is preferable to use an apparatus such as a mask aligner or a stepper so as to uniformly irradiate a parallel light beam onto the entire exposed portion and to precisely align the mask and the substrate. When ultraviolet light is irradiated, the site irradiated with ultraviolet light is cured.

The ultraviolet rays may be g-line (wavelength: 436 nm), h-line, i-line (wavelength: 365 nm), or the like. The dose of ultraviolet rays can be appropriately selected according to need, and the present invention is not limited thereto. When the coating film after curing is brought into contact with a developing solution to dissolve and develop the non-visible portion, a spacer having a desired pattern shape can be obtained.

The developing method is not particularly limited by a liquid addition method, a dipping method, a spraying method, or the like. Further, the substrate may be inclined at an arbitrary angle at the time of development. The developer is usually an aqueous solution containing an alkaline compound and a surfactant.

The alkaline compound is not particularly limited to an inorganic or organic alkaline compound. Examples of the inorganic alkaline compound include inorganic bases such as sodium hydroxide, potassium hydroxide, disodium hydrogenphosphate, sodium dihydrogenphosphate, ammonium dihydrogenphosphate, ammonium dihydrogenphosphate, potassium dihydrogenphosphate, sodium silicate, potassium silicate, Potassium carbonate, sodium hydrogencarbonate, potassium hydrogencarbonate, sodium borate, potassium borate and ammonia.

The organic alkaline compound includes, for example, tetramethylammonium hydroxide, 2-hydroxyethyltrimethylammonium hydroxide, monomethylamine, dimethylamine, trimethylamine, monoethylamine, diethylamine, triethylamine , Monoisopropylamine, diisopropylamine, and ethanolamine.

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

As the surfactant in the developer, at least one selected from the group consisting of the nonionic surfactant, the anionic surfactant and the cationic surfactant can be used. The concentration of the surfactant in the developing solution is 0.01 to 10% by weight, preferably 0.05 to 8% by weight, more preferably 0.1 to 5% by weight based on the total weight of the developing solution. After development, the substrate is washed with water, and if necessary baked at 150 to 230 DEG C for 10 to 60 minutes.

A specific pattern can be formed on a substrate through each of the above steps using the colored photosensitive resin composition for an organic light emitting diode of the present invention.

BEST MODE FOR CARRYING OUT THE INVENTION Hereinafter, the present invention will be described in detail with reference to examples. However, the embodiments according to the present invention can be modified into various other forms, and the scope of the present invention should not be construed as being limited to the embodiments described below. The embodiments of the present invention are provided to enable those skilled in the art to more fully understand the present invention.

<Preparation of pigment dispersion composition>

Manufacturing example  One.

C.I. , 13.5 parts by weight of Pigment Blue 15: 6, 5.0 parts by weight of DISPERBYK-2001 (manufactured by BYK) as a pigment dispersant, 61.5 parts by weight of propylene glycol monomethyl ether acetate as a solvent, and 4 parts by weight of 4-hydroxy- Were mixed and dispersed by a bead mill for 12 hours to prepare a pigment dispersion composition.

< For organic light emitting diode  Preparation of colored photosensitive resin composition>

Example  1 to 4 and Comparative Example  One.

The colored photosensitive resin compositions for organic light emitting diodes of Examples 1 to 4 and Comparative Example 1 were prepared with the compositions shown in Table 1 below.

 (Unit: wt%) division Example 1 Example 2 Example 3 Example 4 Comparative Example 1 (A) a carbodiimide compound (2) 0.8 1.6 - - - (3) - - 0.8 1.6 - (B) Pigment Dispersion Composition 61 61 61 61 61 (C) an alkali-soluble resin 4.2 4.2 4.2 4.2 4.2 (D) Photopolymerizable compound 4.2 4.2 4.2 4.2 4.2 (E) Photopolymerization initiator One One One One One (F) Solvent 28.7 27.9 28.7 27.9 29.5 (G) Additive 0.1 0.1 0.1 0.1 0.1

(A) a carbodiimide compound

(2)

(3)

(B) Pigment Dispersion Composition: The pigment dispersion composition prepared in Preparation Example 1

(C) Alkali-soluble resin: copolymer of methacrylic acid and benzyl methacrylate (the molar ratio of methacrylic acid unit to benzyl methacrylate unit is 31:69, acid value is 100 mgKOH / g, weight average molecular weight in terms of polystyrene is 20,000)

(D) Photopolymerizable compound: KAYARAD DPHA (Nippon Kayaku Co., Ltd.)

(E) Photopolymerization initiator: Irgacure OXE02 (BASF)

(F) Solvent: Propylene glycol monomethyl ether acetate

(G) Additive: SH-8400 (Dow Corning)

Experimental Example  1. Moisture content measurement

Each of the colored photosensitive resin compositions for the organic light emitting diode prepared in Examples 1 to 4 and Comparative Example 1 was applied to a glass of 5 * 5 cm, dried, and coated to a thickness of 2.5 [micro] m.

Thereafter, the solvent was removed by drying in a 100 ° C oven for 3 minutes, and the color filter was prepared by exposing the solvent to 300 m in terms of the distance from the photomask to 40 mJ of the 313 nm wavelength of the fusion lamp.

The color filter was immersed in a KOH aqueous solution of pH 14 for 3 minutes and then taken out. The color filter was then immersed in distilled water for 1 minute and then taken out. The color filter was cured in an oven at 230 ° C for 20 minutes and then developed at 150 ° C for 30 minutes using TDS 1200 (ESCO) And the content of water content was measured.

The measurement results are shown in Table 2 below, which means that the smaller the measured value, the smaller the moisture content.

Experimental Example  2. Water stain  Occurrence observation

A color filter was prepared in the same manner as in Experimental Example 1 above.

Each of the color filters prepared above was immersed in distilled water in half of the color filter for 10 minutes, and then blown with nitrogen gas and dried.

The presence or absence of staining in the portions immersed in distilled water and portions not immersed was observed with a surface inspection lamp (FY-100R). The results are shown in Table 2 below.

Experimental Example  3. Evaluation of VD speckle

Each of the colored photosensitive resin compositions for the organic light emitting diode prepared in Examples 1 to 4 and Comparative Example 1 was applied to a glass having a size of 5 x 5 cm and then the substrate was decompressed to 65 Pa using a vacuum chamber, vacuum drying was performed.

The vacuum dried substrate was observed with a reflection type microscope (observation magnification: 2,500 times), and the degree of occurrence of VD unevenness was evaluated according to the following evaluation criteria. The results are shown in Table 2 below.

<Evaluation Criteria for VD Stain>

○: 5 or less stain areas

B: 6 to 10 uneven areas

X: 11 or more uneven areas

division Moisture content Water stain VD stain Example 1 4.5 × △ Example 2 3.1 × ○ Example 3 3.9 × △ Example 4 2.7 × ○ Comparative Example 1 8.1 ○ ×

In the results of Table 2, the colored photosensitive resin compositions for organic light emitting diodes of the present invention including the compound having the carbodiimide group of Formula 1 had low water content and no water stain . In addition, the VD unevenness showed excellent or good results, and it was confirmed that the dry composition was excellent.

On the other hand, the color photoresist composition for organic light emitting diode of Comparative Example 1, which does not contain the compound having a carbodiimide group of Formula 1, had a high water content and water stains. Also, it was confirmed that the VD stain was poor and the dry composition was not excellent.

Accordingly, the colored photosensitive resin composition for a organic light emitting diode comprising a compound having a carbodiimide group of the formula (1) can reduce the content of water and has excellent moisture resistance as well as excellent drying properties.

Claims (7)

1. A colored photosensitive resin composition for an organic light emitting diode comprising a compound having a carbodiimide group represented by the following formula (1).
[Chemical Formula 1]

Each of R ₁ and R ₂ is independently hydrogen, a halogen atom or an organic residue. [Claim 4] The compound according to claim 1, wherein R &lt; ₁ &gt; and R &lt; ₂ &gt; in the compound having a carbodiimide group of the formula (1)
Linear or branched hydrocarbons having 1 to 20 carbon atoms, with or without substituents,
A cyclic hydrocarbon having 3 to 20 carbon atoms, which may or may not contain a substituent, or
An aromatic hydrocarbon having 6 to 20 carbon atoms, which may or may not contain a substituent,
Wherein the substituent comprises O, N, or S. 2. The colored photosensitive resin composition for organic light emitting diode according to claim 1, The colored photosensitive resin composition for an organic light emitting diode according to claim 1, wherein the colored photosensitive resin composition for an organic light emitting diode comprises a colorant, an alkali-soluble resin, a photopolymerizable compound, a photopolymerization initiator and a solvent. 4. The color photoresist composition for organic light emitting diodes according to claim 3, wherein 0.1 to 20% by weight of the compound containing a carbodiimide group of the formula (1), 15 to 80% by weight of a colorant, 5 to 80% by weight of an alkali- And 5 to 50% by weight of a photopolymerizable compound and 0.1 to 30% by weight of a photopolymerization initiator, and 60 to 90% by weight of a solvent based on the total weight of the colored photosensitive resin composition for an organic light emitting diode. A colored photosensitive resin composition for an organic light emitting diode. 4. The colored photosensitive resin composition for an organic light emitting diode according to claim 3, wherein the colored photosensitive resin composition for an organic light emitting diode comprises an additive. A color filter produced by the colored photosensitive resin composition for an organic light emitting diode according to claim 1. A display device comprising the color filter of claim 6.

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