KR102545896B1 - Colored photosensitive resin composition, color filter and image display device produced using the same - Google Patents

Abstract

The present invention relates to a colorant comprising a red pigment; and a wavelength absorber having a maximum absorption wavelength of 560 to 620 nm and exhibiting specific transmission characteristics, wherein the colorant is included in an amount of less than 45% by weight based on 100% by weight of the total solid content in the colored photosensitive resin composition containing the same, thereby using this It relates to a colored photosensitive resin composition capable of minimizing the generation of residues and having excellent color reproducibility and adhesion during the manufacture of color filters and image display devices, and color filters and image display devices manufactured using the same.

Description

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

The present invention relates to a colored photosensitive resin composition, a color filter and an image display device manufactured using the same.

A color filter is embedded in a color imaging device of an image sensor such as a complementary metal oxide semiconductor (CMOS) or a charge coupled device (CCD) and can be used to actually obtain a color image. , In addition, it is widely used in imaging devices, plasma display panels (PDPs), liquid crystal displays (LCDs), field emission displays (FELs), and light emitting displays (LEDs), and its application range is rapidly expanding. In particular, recently, LCDs have become common, and accordingly, color filters are recognized as one of the most important components in reproducing the color tone of LCDs.

Such a color filter is manufactured by a method of forming a desired color pattern using a colored photosensitive resin composition containing a colorant. Specifically, it is prepared by repeating a series of processes of forming a coating layer made of a colored photosensitive resin composition on a substrate, forming a pattern on the formed coating layer, exposing and developing, and heating and curing.

Recently, as the market demand for a high-quality display with high color reproduction power is expanding, various studies are being conducted.

In this regard, Korean Patent Publication No. 2007-0000168 discloses a technique for improving color correction performance by using a dye absorbing a specific wavelength. However, in this case, the film thickness of the film for an image display device including the film becomes thick, making thinning difficult.

Republic of Korea Patent Publication No. 2007-0000168 (2007.01.02)

In order to solve the above problems, an object of the present invention is to provide a colored photosensitive resin composition for improving brightness.

In addition, an object of the present invention is to provide a color filter and an image display device having excellent color reproducibility and pattern adhesion and minimizing generation of residue by including the colored photosensitive resin composition.

Colored photosensitive resin composition of the present invention for achieving the above object is a colorant containing a red pigment; and a wavelength absorber having a maximum absorption wavelength of 560 to 620 nm and satisfying the transmission characteristics of Equation 1 below, wherein the colorant is included in an amount of less than 45% by weight based on 100% by weight of the total solid content in the colored photosensitive resin composition.

[Equation 1]

10% ≤ T(λ) ≤ 60%

T(λ-20nm) ≥ 60%

T(λ+20nm) ≥ 60%

(In Equation 1, T is transmittance (%), and λ is a wavelength of 560 to 620 nm).

In addition, the present invention provides a color filter comprising a cured product of the above-described colored photosensitive resin composition.

In addition, the present invention provides an image display device including the color filter described above.

The colored photosensitive resin composition according to the present invention has the advantage of being able to manufacture a color filter and an image display device having excellent luminance.

In addition, there is an advantage in that color reproducibility and adhesion are improved and the generation of residues can be minimized when a color filter and an image display device are manufactured using the colored photosensitive resin composition according to the present invention.

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

In the present invention, when a member is said to be located “on” another member, this includes not only a case where a member is in contact with another member, but also a case where another member exists between the two members.

In the present invention, when a part "includes" a certain component, it means that it may further include other components, not excluding other components unless otherwise stated.

<Colored photosensitive resin composition>

The colored photosensitive resin composition according to one aspect of the present invention is a colorant containing a red pigment; And a wavelength absorber having a maximum absorption wavelength of 560 to 620 nm and satisfying the transmission characteristics of Equation 1 below; by including, there is an advantage in improving color reproducibility and luminance of a color filter and an image display device manufactured using the same. In addition, by including the colorant at less than 45% by weight based on 100% by weight of the total solid content in the colored photosensitive resin composition containing the same, the adhesiveness of the pattern is excellent when manufacturing a color filter and an image display device using the same, and residues on the substrate has the advantage of minimizing the occurrence of

[Equation 1]

10% ≤ T(λ) ≤ 60%

T(λ-20nm) ≥ 60%

T(λ+20nm) ≥ 60%

(In Equation 1, T is transmittance (%), and λ is a wavelength of 560 to 620 nm).

coloring agent

The colored photosensitive resin composition according to one aspect of the present invention includes a colorant including a red pigment, and the colorant is included in an amount of less than 45% by weight based on 100% by weight of the total solid content in the colored photosensitive resin composition containing the same. Thus, there are advantages in that color reproducibility is improved, adhesion of the pattern is excellent, and generation of residues on the substrate can be minimized when manufacturing a color filter and an image display device.

Specifically, the red pigment may be one to which the following color index (C.I.; issued by The Society of Dyers and Colourists) number is assigned, but the red pigment used in the art may be cited. If it is a pigment, it can be used without particular limitation.

C.I. Pigment Red 177, C.I. Pigment Red 179, C.I. Pigment Red 202, C.I. Pigment Red 206, C.I. Pigment Red 207, C.I. Pigment Red 208, C.I. Pigment Red 209, C.I. Pigment Red 215, C.I. Pigment Red 216, C.I. Pigment Red 220, C.I. Pigment Red 224, C.I. Pigment Red 226, C.I. Pigment Red 242, C.I. Pigment Red 243, C.I. Pigment Red 245, C.I. Pigment Red 254, C.I. Pigment Red 255, C.I. Pigment Red 264 and C.I. It may be at least one selected from the group consisting of Pigment Red 265.

Among the above-mentioned red pigments, C.I. Pigment Red 177, C.I. Pigment Red 179, C.I. Pigment Red 209, C.I. Pigment Red 242 and C.I. It is preferable to use at least one selected from the group consisting of Pigment Red 254.

The colored photosensitive resin composition according to an embodiment of the present invention may further include a yellow pigment or dye in addition to the red pigment.

The yellow pigment is specifically,

Monoazo pigments: C.I. Pigment Yellow 1, 2, 5, 8, 105, 120, 150, 168, 182, 183, 190;

Pyrazolone azo pigments: C.I. Pigment Yellow 10;

Diazo pigments: C.I. Pigment Yellow 12, 16, 63, 83, 126, 127, 128, 152, 170, 188;

Azomethine pigments: C.I. Pigment Yellow 101, 129;

Anthraquinone pigments: C.I. Pigment Yellow 108, 147, 193, 197, 199, 202;

Isoindolinone-based pigments: C.I. Pigment Yellow 109, 110, 139, 173, 185;

Quinoline pigments: C.I. Pigment Yellow 115;

Quinophthalone pigments: C.I. Pigment Yellow 138;

Polycyclic Pigments: C.I. Pigment Yellow 148;

Dioxime pigment: C.I. Pigment Yellow 153;

Benzimidazolone pigments: C.I. Pigment Yellow 154, 175, 180, 181;

Heterocyclic Pigments: C.I. Pigment Yellow 192;

Perinone Pigments: C.I. Pigment Yellow 196; and

Inorganic pigment: C.I. Pigments 31, 32, 30, 119, 157, 162, 184; may be one or more selected from the group consisting of, but yellow pigments used in the art may be used without particular limitation.

In particular, in terms of excellent molar absorbance and color reproducibility, C.I. Pigment Yellow 139 and C.I. It is preferable to use at least one selected from the group consisting of Pigment Yellow 150.

The yellow dye may be additionally used without limitation as long as it has solubility in organic solvents. Preferably, it is preferable to use a dye capable of securing reliability such as solubility in an alkaline developing solution, heat resistance, and solvent resistance while having solubility in organic solvents. As the dye, acid dyes having an acidic group such as sulfonic acid or carboxylic acid, salts of acid dyes and nitrogen-containing compounds, sulfonamides of acid dyes, and derivatives thereof may be used. In addition, azo-based, xanthene-based, Phthalocyanine-based acid dyes and their derivatives can also be selected. Preferably, the dye may be 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 yarn).

The yellow dye is specifically,

C.I. As a solvent dye, C.I. solvent yellow 4, 14, 15, 16, 21, 23, 24, 38, 56, 62, 63, 68, 79, 82, 93, 94, 98, 99, 151, 162, 163; Among them, C.I. Solvent Yellow 14, 16, 21, 56, 79, 96, 151 and the like are preferred, and C.I. It is more preferable to use Solvent Yellow 21 or 79.

C.I. As an acid dye, C.I. Acid Yellow 1, 3, 7, 9, 11, 17, 23, 25, 29, 34, 36, 38, 40, 42, 54, 65, 72, 73, 76, 79, 98, 99, 111, 112, 113, 114, 116, 119, 123, 128, 134, 135, 138, 139, 140, 144, 150, 155, 157, 160, 161, 163, 168, 169, 172, 177, 178, 179, 1 84, Yellow dyes such as 190, 193, 196, 197, 199, 202, 203, 204, 205, 207, 212, 214, 220, 221, 228, 230, 232, 235, 238, 240, 242, 243, 251 Among them, C.I. Acid Yellow 3, 9, 11, 23, 34, 38, 42, 54, 35, 79, 113, 119, 128, 138, 139, 169, 172, 179, 193, 205, 214, 230, 242, 251 are preferably used.

C.I. As a direct dye, C.I. Direct Yellow 2, 33, 34, 35, 38, 39, 43, 47, 50, 54, 58, 68, 69, 70, 71, 86, 93, 94, 95, 98, 102, 108, 109, 129, Yellow dyes, such as 136, 138, and 141, are mentioned.

C.I. As a modanto dye, C.I. and yellow dyes such as Modanto Yellow 5, 8, 10, 16, 20, 26, 30, 31, 33, 42, 43, 45, 56, 61, 62, and 65.

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

The pigment contained in the colored photosensitive resin composition of the present invention is preferably used in the form of a pigment dispersion in which the particle size is uniformly dispersed. One example of a method for uniformly dispersing the particle size of the pigment is a method of dispersing treatment by containing a dispersant and a solvent. According to this method, a pigment dispersion composition in which the pigment is uniformly dispersed in a solution can be obtained. . At this time, the solvent may be a solvent according to an embodiment of the present invention to be described later.

The dispersant is added to maintain the deagglomeration and stability of the pigment, and those generally used in the art may be used without limitation. Preferably, it is good to contain an acrylate-based dispersant (hereinafter referred to as an acrylic dispersant) containing BMA (butyl methacrylate) or DMAEMA (N,N-dimethylaminoethyl methacrylate). At this time, it is preferable to apply the acrylic dispersant prepared by the living control method as suggested in Korean Patent Publication No. 2004-0014311, and the commercial product of the acrylate-based dispersant prepared through the living control method is DISPER BYK -2000, DISPER BYK-2001, DISPER BYK-2070, DISPER BYK-2150 and the like.

The above-exemplified acrylic dispersants may be used alone or in combination of two or more. As the dispersant, other resin-type dispersants may be used in addition to the above-described acrylic dispersants. The other resin-type dispersants include known resin-type dispersants, in particular polyurethane, polycarboxylic acid esters represented by polyacrylates, unsaturated polyamides, polycarboxylic acids, and (partial) amine salts of polycarboxylic acids. , Ammonium salts of polycarboxylic acids, alkylamine salts of polycarboxylic acids, polysiloxanes, long-chain polyaminoamide phosphate salts, esters of hydroxyl group-containing polycarboxylic acids and modified products thereof, or free carboxyl groups oily dispersants such as amides formed by the reaction of a polyester with a poly(lower alkylenimine) or salts thereof; water-soluble resins or water-soluble polymer compounds such as (meth)acrylic acid-styrene copolymer, (meth)acrylic acid-(meth)acrylate ester copolymer, styrene-maleic acid copolymer, polyvinyl alcohol or polyvinyl pyrrolidone; Polyester; modified polyacrylate; adducts of ethylene oxide/propylene oxide and phosphate esters; and the like. Commercially available cationic resin dispersants include, for example, BYK (Big) Chemie brand names: DISPER BYK-160, DISPER BYK-161, DISPER BYK-162, DISPER BYK-163, DISPER BYK- 164, DISPER BYK-166, DISPER BYK-171, DISPER BYK-182, DISPER BYK-184; BASF brand names: EFKA-44, EFKA-46, EFKA-47, EFKA-48, EFKA-4010, EFKA-4050, EFKA-4055, EFKA-4020, EFKA-4015, EFKA-4060, EFKA-4300, EFKA- 4330, EFKA-4400, EFKA-4406, EFKA-4510, EFKA-4800; Trade names of Lubirzol: SOLSPERS-24000, SOLSPERS-32550, NBZ-4204/10; Trade names of Kawaken Fine Chemical Co.: HINOACT T-6000, HINOACT T-7000, HINOACT T-8000; Trade names of Ajinomoto: AJISPUR PB-821, AJISPUR PB-822, AJISPUR PB-823; Trade names of Kyoeisha Chemical Co., Ltd.: FLORENE DOPA-17HF, FLORENE DOPA-15BHF, FLORENE DOPA-33, FLORENE DOPA-44 and the like. In addition to the above acrylic dispersants, other resin type dispersants may be used alone or in combination of two or more, and may be used in combination with an acrylic dispersant.

The content of the dispersant is in the range of 5 to 60 parts by weight, more preferably 15 to 50 parts by weight, based on 100 parts by weight of the pigment solids included together. When the content of the dispersant exceeds the above range, viscosity may increase, and when it is below the above range, it may be difficult to atomize the pigment or cause problems such as gelation after dispersion.

The colored photosensitive resin composition according to an embodiment of the present invention may further include a dye other than the yellow dye described above. Hereinafter, specific examples of the additionally included dyes are presented, but are not limited thereto.

C.I. As a solvent dye,

C.I. blue dyes such as Solvent Blue 5, 35, 36, 37, 44, 59, 49, 70;

C.I. violet dyes such as Solvent Violet 8, 9, 13, 16, 36, 37, 47, 49;

C.I. orange dyes such as Solvent Orange 2, 7, 11, 15, 26, 56;

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

C.I. As an acid dye,

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

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

C.I. Violet dyes such as Acid Violet 6B, 7, 9, 17, 19, 66

C.I. and green dyes such as Acid Green 1, 3, 5, 9, 16, 25, 27, 50, 65, 80, 104, 106, and 109.

C.I. As a direct dye,

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

C.I. Direct Blue 38, 44, 57, 70, 77, 80, 81, 84, 85, 86, 90, 93, 94, 95, 97, 98, 99, 100, 101, 106, 107, 108, 109, 113 ; 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, blue dyes such as 293;

violet dyes such as C.I. direct violet 47, 52, 54, 59, 60, 65, 66, 79, 80, 81, 82, 84, 89, 90, 93, 95, 96, 103, 104;

Green dyes, such as C.I. direct green 25, 27, 31, 32, 34, 37, 63, 65, 66, 67, 68, 69, 72, 77, 79, 82, etc. are mentioned.

C.I. As a modanto dye,

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

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

violet dyes such as C.I. Modanto Violet 1, 2, 4, 5, 7, 14, 22, 24, 30, 31, 32, 37, 40, 41, 44, 45, 47, 48, 53, 58;

green dyes such as C.I. Modanto Green 1, 3, 4, 5, 10, 15, 19, 26, 29, 33, 34, 35, 41, 43, 53; and the like.

The additionally included dyes may be used alone or in combination of two or more.

The colorant contained in the colored photosensitive resin composition according to one aspect of the present invention is included in an amount of less than 45% by weight based on 100% by weight of the total solid content in the colored photosensitive resin composition containing the same, so that a color filter and an image display device using the same There are advantages in that the adhesiveness of the pattern is excellent during manufacturing and the generation of residues on the substrate can be minimized.

wavelength absorber

The colored photosensitive resin composition according to one aspect of the present invention is a colorant containing the red pigment described above; and a wavelength absorber having a maximum absorption wavelength of 560 to 620 nm and satisfying transmission characteristics of Equation 1 below, wherein the colorant is less than 45% by weight based on 100% by weight of the total solid content of the colored photosensitive resin composition containing the same. included in

[Equation 1]

10% ≤ T(λ) ≤ 60%

T(λ-20nm) ≥ 60%

T(λ+20nm) ≥ 60%

(In Equation 1, T is transmittance (%), and λ is a wavelength of 560 to 620 nm.)

The wavelength absorber absorbs peripheral wavelengths of red light (580 to 690 nm), thereby improving luminance of red light implemented from red pigments and improving color gamut of a color filter including the same. In addition, by using a smaller amount of the colorant than in the case of not including the wavelength absorber, there is an effect of minimizing the decrease in adhesion of the pattern and the generation of residues on the substrate, which may occur with the increase in the content of the colorant.

According to one embodiment of the present invention, the wavelength absorber has a maximum absorption wavelength of 560 to 620 nm, and the transmittance characteristic is not particularly limited as long as it satisfies Equation 1, but specifically, a compound represented by Formula 1 can be used. can

[Formula 1]

(In Formula 1 above,

M is Cu or Zn;

X ₁ is a halogen element and is selected from the group consisting of F, Cl and Br, n is an integer from 0 to 5,

R ₁ to R ₄ are each independently selected from the group consisting of methyl, ethyl, propyl, isopropyl and tert-butyl.)

More specifically, the following compounds etc. are mentioned.

[Formula 2-1]

[Formula 2-2]

[Formula 2-3]

[Formula 2-4]

[Formula 2-5]

[Formula 3-1]

[Formula 3-2]

[Formula 3-3]

[Formula 3-4]

[Formula 3-5]

Commercially available wavelength absorbers may be used as the wavelength absorber, and specifically, BD-590 and CA-590 manufactured by KISCO may be cited, but are not limited thereto.

In addition, the wavelength range of the wavelength absorber may be up to ±80 nm centered on the maximum absorption wavelength.

The wavelength absorber may be included in an amount of 1 to 20% by weight, preferably 1 to 15% by weight, and more preferably 1 to 10% by weight, based on 100% by weight of the total pigment in the solid content of the colored photosensitive resin composition containing the same. When the content of the wavelength absorber is less than the above range, there is a problem in that the adhesiveness of the pattern is lowered and residues are generated on the substrate, and when it exceeds the above range, a problem in that color reproducibility is lowered may occur.

The colored photosensitive resin composition according to an embodiment of the present invention may further include one or more selected from the group consisting of an alkali-soluble resin, a photopolymerizable compound, a photopolymerization initiator, a solvent, and an additive.

alkali soluble resin

The colored photosensitive resin composition according to an embodiment of the present invention may further include an alkali-soluble resin.

The alkali-soluble resin may be soluble in a solvent to be described later and have reactivity to the action of light or heat. In addition, any acrylic copolymer that functions as a binder resin for the colorant and is soluble in an alkaline developer may be used without particular limitation.

The alkali-soluble resin may be a copolymer of a carboxyl group-containing monomer and another monomer copolymerizable with the monomer. The carboxyl group-containing monomer may be, for example, an unsaturated carboxylic acid such as an unsaturated polycarboxylic acid having at least one carboxyl group in a molecule such as an unsaturated monocarboxylic acid, an unsaturated dicarboxylic acid, or an unsaturated tricarboxylic acid. The unsaturated monocarboxylic acid may be, for example, acrylic acid, methacrylic acid, crotonic acid, α-chloroacrylic acid, and cinnamic acid. The unsaturated dicarboxylic acid may be, for example, maleic acid, fumaric acid, itaconic acid, citraconic acid and mesaconic acid. The unsaturated polyhydric carboxylic acid may be an acid anhydride, specifically maleic anhydride, itaconic acid anhydride and citraconic acid anhydride. In addition, the unsaturated polyvalent carboxylic acid may be a mono(2-methacryloyloxyalkyl) ester, for example, mono(2-acryloyloxyethyl) succinate, mono(2-methacryloyloxyethyl) succinate ), phthalic acid mono(2-acryloyloxyethyl) and phthalic acid mono(2-methacryloyloxyethyl). In addition, the unsaturated polyhydric carboxylic acid may be a mono(meth)acrylate of dicarboxylic polymers at both ends, for example, ω-carboxy polycaprolactone monoacrylate and ω-carboxy polycaprolactone monomethacrylate. there is. The carboxyl group-containing monomers may be used alone or in combination of two or more. Specific examples of other monomers copolymerizable with the carboxyl group-containing monomer include styrene, α-methylstyrene, o-vinyltoluene, m-vinyltoluene, p-vinyltoluene, p-chlorostyrene, o-methoxystyrene, and m-methoxystyrene. Toxy styrene, p-methoxy styrene, o-vinylbenzyl methyl ether, m-vinyl benzyl methyl ether, p-vinyl benzyl methyl ether, o-vinyl benzyl glycidyl ether, m-vinyl benzyl glycidyl ether, p- aromatic vinyl compounds such as 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, n-butyl acrylate, n-butyl methacrylate, i-butyl acrylate, i-butyl methacrylate, sec-butyl acrylate, sec-butyl methacrylate, t-butyl acrylate, t-butyl methacrylate, 2-hydroxy Ethyl acrylate, 2-hydroxyethyl methacrylate, 2-hydroxypropyl acrylate, 2-hydroxypropyl methacrylate, 3-hydroxypropyl acrylate, 3-hydroxypropyl methacrylate, 2-hydroxy hydroxybutyl acrylate, 2-hydroxybutyl methacrylate, 3-hydroxybutyl acrylate, 3-hydroxybutyl methacrylate, 4-hydroxybutyl acrylate, 4-hydroxybutyl methacrylate, allyl acrylate Rate, allyl methacrylate, benzyl acrylate, benzyl methacrylate, cyclohexyl acrylate, cyclohexyl methacrylate, phenyl acrylate, phenyl methacrylate, 2-methoxyethyl acrylate, 2-methoxyethyl meth acrylate, 2-phenoxyethyl acrylate, 2-phenoxyethyl methacrylate, methoxy diethylene glycol acrylate, methoxy diethylene glycol methacrylate, methoxy triethylene glycol acrylate, methoxy triethylene glycol methacrylate Rate, methoxy propylene glycol acrylate, methoxy propylene glycol methacrylate, methoxy dipropylene glycol acrylate, methoxy dipropylene glycol methacrylate, isobornyl acrylate, isobornyl methacrylate, dicyclopentadienyl Acrylate, dicyclopentadienyl methacrylate, 2-hydroxy-3-phenoxypropyl acrylate, 2-hydroxy-3-phenoxypropyl methacrylate, glycerol monoacrylate and glycerol monomethacrylate, etc. unsaturated carboxylic acid esters of; 2-aminoethyl acrylate, 2-aminoethyl methacrylate, 2-dimethylaminoethyl acrylate, 2-dimethylaminoethyl methacrylate, 2-aminopropyl acrylate, 2-aminopropyl methacrylate, 2-dimethyl unsaturated carboxyl such as aminopropyl acrylate, 2-dimethylaminopropyl methacrylate, 3-aminopropyl acrylate, 3-aminopropyl methacrylate, 3-dimethylaminopropyl acrylate and 3-dimethylaminopropyl methacrylate acid aminoalkyl 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, α-chloroacrylonitrile, and vinylidene cyanide; unsaturated amides such as acrylamide, methacrylamide, α-chloroacrylamide, N-2-hydroxyethylacrylamide and N-2-hydroxyethylmethacrylamide; unsaturated imides such as maleimide, N-phenylmaleimide and N-cyclohexylmaleimide; aliphatic conjugated dienes such as 1,3-butadiene, isoprene and chloroprene; polystyrene, polymethyl acrylate, polymethyl methacrylate, poly-n-butyl acrylate, poly-n-butyl methacrylate, polysiloxane having a monoacryloyl group or monomethacryloyl group at the terminal of the molecular chain of the polymer Macromonomers etc. are mentioned. These monomers may be used alone or in combination of two or more.

Therefore, the alkali-soluble resin, for example, (meth) acrylic acid / methyl (meth) acrylate copolymer, (meth) acrylic acid / benzyl (meth) acrylate copolymer, (meth) acrylic acid / 2-hydroxyethyl ( meth)acrylate/benzyl(meth)acrylate copolymer, (meth)acrylic acid/methyl(meth)acrylate/polystyrene macromonomer copolymer, (meth)acrylic acid/methyl(meth)acrylate/polymethyl(meth)acryl Late macromonomer copolymer, (meth)acrylic acid/benzyl (meth)acrylate/polystyrene macromonomer copolymer, (meth)acrylic acid/benzyl (meth)acrylate/polymethyl (meth)acrylate macromonomer copolymer, (meth)acrylic acid/benzyl (meth)acrylate macromonomer copolymer, )Acrylic acid/2-hydroxyethyl(meth)acrylate/benzyl(meth)acrylate/polystyrene macromonomer copolymer, (meth)acrylic acid/2-hydroxyethyl(meth)acrylate/benzyl(meth)acrylate/ Polymethyl (meth)acrylate macromonomer copolymer, (meth)acrylic acid/styrene/benzyl (meth)acrylate/N-phenylmaleimide copolymer, (meth)acrylic acid/succinic acid mono(2-acryloyloxy)/ Styrene/benzyl(meth)acrylate/N-phenylmaleimide copolymer, (meth)acrylic acid/mono(2-acryloyloxyethyl) succinate/styrene/allyl(meth)acrylate/N-phenylmaleimide copolymer and (meth)acrylic acid/benzyl(meth)acrylate/N-phenylmaleimide/styrene/glycerol mono(meth)acrylate copolymers. The (meth)acrylate means acrylate or methacrylate.

Among the alkali-soluble resins, (meth) acrylic acid / benzyl (meth) acrylate copolymer, (meth) acrylic acid / benzyl (meth) acrylate / styrene copolymer, (meth) acrylic acid / methyl (meth) acrylate copolymer and ( At least one selected from the group consisting of meth)acrylic acid/methyl (meth)acrylate/styrene copolymer may be preferably used.

In addition, the alkali-soluble resin may have a weight average molecular weight of 5,000 to 50,000, preferably 8,000 to 40,000, more preferably 10,000 in terms of polystyrene, as measured by gel permeation chromatography (GPC) using tetrahydrofuran as an elution solvent. to 30,000. When the weight average molecular weight of the alkali-soluble resin is in the range of 5,000 to 50,000, the coating film hardness is improved, exhibits an excellent film remaining rate, and exhibits good solubility in the developing solution and improved resolution of the unexposed area. Also, the acid value may be 30 to 150 (mgKOH/g), preferably 50 to 140, and more preferably 80 to 130. Within the above acid value range, the solubility of the alkali-soluble resin in the developing solution is improved, so that the unexposed portion is easily dissolved and highly sensitive, so that a pattern of the exposed portion remains during development to improve the remaining film rate.

The alkali-soluble resin may be included in an amount of 5 to 80% by weight, preferably 10 to 60% by weight, based on 100% by weight of the total solid content of the colored photosensitive resin composition containing the same. If it is out of the above range, the remaining film rate and reliability may be deteriorated, and it may not be easy to form a pattern.

photopolymerization compound

The colored photosensitive resin composition according to an embodiment of the present invention may further include a photopolymerizable compound.

The photopolymerizable compound is a compound that can be polymerized by the action of a photopolymerization initiator to be described later, and may be a monofunctional or multifunctional (bifunctional or more) polymerizable compound depending on the number of functional groups.

Examples of the monofunctional polymerizable compound include nonylphenylcarbitol acrylate, 2-hydroxy-3-phenoxypropyl acrylate, 2-ethylhexylcarbitol acrylate, 2-hydroxyethyl acrylate and N-vinylphy. Rolidone or the like.

Examples of the bifunctional polymerizable compound include 1,6-hexanediol di(meth)acrylate, ethylene glycol di(meth)acrylate, neopentyl glycol di(meth)acrylate, triethylene glycol di(meth)acrylate, Bis(acryloyloxyethyl) ether of bisphenol A, 3-methylpentanediol di(meth)acrylate, butylene glycol dimethacrylate, hexanediol di(meth)acrylate, diethylene glycol di(meth)acrylate Rate, triethylene glycol di(meth)acrylate, tetraethylene glycol di(meth)acrylate, polyethylene glycol di(meth)acrylate, dipropylene glycol diacrylate, tripropylene glycol diacrylate, neopentyl ethoxylate glycol diacrylate and propyloxylate neopentyl glycol diacrylate.

As the trifunctional polymerizable compound, trimethylolpropane tri(meth)acrylate, pentaerythritol tri(meth)acrylate, ethoxylate trimethylolpropane tri(meth)acrylate, propyloxylate trimethylolpropane tri(meth) acrylate, glycerylpropyloxylate triacrylate, and isocyanurate triarylate.

Examples of the tetrafunctional polymerizable compound include pentaerythritol tetra(meth)acrylate and dimethylolpropane tetra(methyl)acrylate.

Further, the 5-functional polymerizable compound may be dipentaerythritol penta(meth)acrylate, and the 6-functional photopolymerizable compound may be dipentaerythritol hexa(meth)acrylate. Among them, as the photopolymerizable compound, a difunctional or higher functional polymerizable compound may be preferably used, and a pentafunctional or higher functional polymerizable compound may be preferably used.

In addition, the photopolymerizable compound is included in an amount of 5 to 50% by weight, preferably 7 to 45% by weight, based on 100% by weight of the total solid content of the colored photosensitive resin composition containing the same. When the photopolymerizable compound is included in the above range, strength or smoothness of the pixel portion may be improved.

light polymerization initiator

The colored photosensitive resin composition according to an embodiment of the present invention may further include a photopolymerization initiator.

The photopolymerization initiator is a compound that generates radicals capable of initiating polymerization of the aforementioned photopolymerizable compound by exposure to radiation such as visible light, ultraviolet light, deep ultraviolet light, electron beam, and X-ray. Specifically, there are acetophenone-based compounds, benzophenone-based compounds, biimidazole-based compounds, triazine-based compounds, oxime ester-based compounds, and thioxanthone-based compounds. The photopolymerization initiator may be used alone or in combination of two or more, and one or more oxime ester-based compounds are preferably used.

Specific examples of the acetophenone-based compound include diethoxyacetophenone, 2-hydroxy-2-methyl-1-phenylpropan-1-one, benzyldimethylketal, 2-hydroxy-1-[4-(2-hydroxyl) Roxyethoxy) phenyl] -2-methylpropan-1-one, 1-hydroxycyclohexylphenyl 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, 2-(4-methylbenzyl)-2-(dimethylamino)-1-(4-morpholinophenyl)butan-1-one, etc. are mentioned.

Examples of the benzophenone-based compound include benzophenone, methyl 0-benzoylbenzoate, 4-phenylbenzophenone, 4-benzoyl-4'-methyldiphenyl sulfide, 3,3',4,4'-tetra ( tert-butyl peroxycarbonyl) benzophenone, 2,4,6-trimethylbenzophenone, and the like.

Specific examples of the biimidazole compound include 2,2'-bis(2-chlorophenyl)-4,4',5,5'-tetraphenylbiimidazole, 2,2'-bis(2,3-dichloro). Phenyl)-4,4',5,5'-tetraphenylbiimidazole, 2,2'-bis(2-chlorophenyl)-4,4',5,5'-tetra(alkoxyphenyl)biimidazole , 2,2'-bis(2-chlorophenyl)-4,4',5,5'-tetra(trialkoxyphenyl)biimidazole, 2,2-bis(2,6-dichlorophenyl)-4, 4'5,5'-tetraphenyl-1,2'-biimidazole or an imidazole compound in which the phenyl group at the 4,4',5,5' position is substituted with a carboalkoxy group; and the like. Among these, 2,2'-bis(2-chlorophenyl)-4,4',5,5'-tetraphenylbiimidazole, 2,2'-bis(2,3-dichlorophenyl)-4,4' ,5,5'-tetraphenylbiimidazole, 2,2-bis(2,6-dichlorophenyl)-4,4'5,5'-tetraphenyl-1,2'-biimidazole are preferably used do.

Specific examples of the triazine-based compound include 2,4-bis (trichloromethyl) -6- (4-methoxyphenyl) -1,3,5-triazine, 2,4-bis (trichloromethyl) -6 -(4-methoxynaphthyl)-1,3,5-triazine, 2,4-bis(trichloromethyl)-6-piperonyl-1,3,5-triazine, 2,4-bis (trichloromethyl)-6-(4-methoxystyryl)-1,3,5-triazine, 2,4-bis(trichloromethyl)-6-[2-(5-methylfuran-2- yl) ethenyl] -1,3,5-triazine, 2,4-bis (trichloromethyl) -6- [2- (furan-2-yl) ethenyl] -1,3,5-triazine , 2,4-bis (trichloromethyl) -6- [2- (4-diethylamino-2-methylphenyl) ethenyl] -1,3,5-triazine, 2,4-bis (trichloromethyl )-6-[2-(3,4-dimethoxyphenyl)ethenyl]-1,3,5-triazine; and the like.

Examples of the oxime ester compound include 1,2-oxetanedione, 1-[4-(phenylthio)phenyl]-,2-(O-benzoyloxime), 1-[9-ethyl-6-(2-methyl) benzoyl) -9H-carbazol-3-yl] ethanone 1- (O-acetyloxime); and the like.

Examples of the thioxanthone-based compounds include 2-isopropylthioxanthone, 2,4-diethylthioxanthone, 2,4-dichlorothioxanthone, 1-chloro-4-propoxythioxanthone, and the like. there is

In addition, the photopolymerization initiator may be used together with a photopolymerization initiator to improve the sensitivity of the colored photosensitive resin composition of the present invention. By further including the photopolymerization initiation adjuvant, sensitivity can be further increased to improve productivity.

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

As the amine compound, it is preferable to use an aromatic amine compound, specifically, an aliphatic amine compound such as triethanolamine, methyldiethanolamine, and triisopropanolamine, methyl 4-dimethylaminobenzoate, ethyl 4-dimethylaminobenzoate, 4- Isoamyl dimethylaminobenzoate, 2-ethylhexyl 4-dimethylaminobenzoate, 2-dimethylaminoethyl benzoate, N,N-dimethylparatoluidine, 4,4'-bis(dimethylamino)benzophenone (common name: Michler's ketone) ), 4,4'-bis (diethylamino) benzophenone, etc. can be used.

The carboxylic acid compound is preferably an aromatic heteroacetic acid, specifically phenylthioacetic acid, methylphenylthioacetic acid, ethylphenylthioacetic acid, methylethylphenylthioacetic acid, dimethylphenylthioacetic acid, methoxyphenylthioacetic acid, dimethoxyphenylthioacetic acid Acetic acid, chlorophenylthioacetic acid, dichlorophenylthioacetic acid, N-phenylglycine, phenoxyacetic acid, naphthylthioacetic acid, N-naphthylglycine, naphthoxyacetic acid, etc. are mentioned.

Specific examples of the organic sulfur compound having a thiol group include 2-mercaptobenzothiazole, 1,4-bis(3-mercaptobutyryloxy)butane, 1,3,5-tris(3-mercaptobutyloxyethyl)- 1,3,5-triazine-2,4,6(1H,3H,5H)-trione, trimethylolpropanetris(3-mercaptopropionate), pentaerythritoltetrakis(3-mercaptobutyl rate), pentaerythritol tetrakis (3-mercaptopropionate), dipentaerythritol hexakis (3-mercaptopropionate), tetraethylene glycol bis (3-mercaptopropionate), etc. can

The photopolymerization initiator is 0.1 to 40% by weight, preferably 0.5 to 35% by weight, more preferably 1 to 30% by weight based on the solid content of the colored photosensitive resin composition containing the same, based on the content of the alkali-soluble resin and the photopolymerizable compound. can be included as When the photopolymerization initiator is included within the above range, the colored photosensitive resin composition is highly sensitive and the exposure time is shortened, which is preferable because productivity is improved and high resolution can be maintained. In addition, strength of the pixel portion formed using the colored photosensitive resin composition and smoothness on the surface of the pixel portion may be improved.

In addition, when the photopolymerization initiation auxiliary is further used, the photopolymerization initiation auxiliary is 0.1 to 40% by weight, preferably 0.1 to 40% by weight based on the solid content of the alkali-soluble resin and the photopolymerizable compound in the colored photosensitive resin composition containing the same. 1 to 30% by weight may be included. When the content of the photopolymerization initiation adjuvant is within the above range, the sensitivity of the colored photosensitive resin composition containing the same is higher, and the productivity of the color filter containing the cured product of the colored photosensitive resin composition is improved.

solvent

The colored photosensitive resin composition according to an embodiment of the present invention may further include a solvent.

The solvent is not particularly limited as long as it is a solvent used in the art, and various organic solvents used in the field of colored photosensitive resin compositions may be used.

The solvent may specifically include ethers, aromatic hydrocarbons, ketones, alcohols, esters or amides, and more specifically ethylene glycol monomethyl ether, ethylene glycol monoethyl ether, ethylene glycol monopropyl ether, Ethylene glycol monobutyl ether, diethylene glycol dimethyl ether, diethylene glycol diethyl ether, diethylene glycol dipropyl ether, diethylene glycol dibutyl ether, propylene glycol monomethyl ether, propylene glycol monoethyl ether, propylene glycol monopropyl ether ethers such as propylene glycol monobutyl ether, dipropylene glycol dimethyl ether, dipropylene glycol diethyl ether, dipropylene glycol dipropyl ether and dipropylene glycol dibutyl ether; aromatic hydrocarbons such as benzene, toluene, xylene and mesitylene; ketones such as methyl ethyl ketone, acetone, methyl amyl ketone, methyl isobutyl ketone and cyclohexanone; alcohols such as ethanol, propanol, butanol, hexanol, cyclohexanol, ethylene glycol and glycerin; Ethyl 3-ethoxypropionate, methyl 3-methoxypropionate, methyl cellosolve acetate, ethyl cellosolve acetate, ethyl acetate, butyl acetate, amyl acetate, methyl lactate, ethyl lactate, butyl lactate, 3-methyl Toxybutyl acetate, 3-methyl-3-methoxy-1-butyl acetate, methoxypentyl acetate, ethylene glycol monoacetate, ethylene glycol diacetate, ethylene glycol monomethyl ether acetate, ethylene glycol monoethyl ether acetate, diethylene 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, propylene carbonate and γ-buty Ester, such as rolactone, etc. are mentioned. The solvent may be used by mixing one or two or more kinds selected from the group consisting of the exemplified solvents.

In addition, it is preferable to have a boiling point of 100 to 200 ° C. in terms of application and drying properties, and in this regard, propylene glycol monomethyl ether acetate, propylene glycol monoethyl ether acetate, cyclohexanone, ethyl lactate, butalactate, Ethyl 3-ethoxypropionate and methyl 3-methoxypropionate are preferably used.

The content of the solvent may be included as 25 to 80% by weight, preferably 30 to 75% by weight, more preferably 35 to 70% by weight based on the total 100% by weight of the colored photosensitive resin composition containing the same. When the content of the solvent satisfies the above range, there is an advantage of showing good coatability when applied with a coating device such as a roll coater, a spin coater, a slit and spin coater, a slit coater (or die coater), and a crease.

additive

The colored photosensitive resin composition according to an embodiment of the present invention further includes additives such as fillers, other polymer compounds, curing agents, adhesion promoters, ultraviolet absorbers, and aggregation inhibitors according to the needs of those skilled in the art without impairing the object of the present invention. can do.

Specifically, the filler may include glass, silica, alumina, and the like, but is not limited thereto.

Examples of the other polymer compounds include curable resins such as epoxy resins and maleimide resins, thermoplastic resins such as polyvinyl alcohol, polyacrylic acid, polyethylene glycol monoalkyl ethers, polyfluoroalkyl acrylates, polyesters, and polyurethanes. It may, but is not limited thereto.

The curing agent is used to increase deep curing and mechanical strength, and specifically, an epoxy compound, a polyfunctional isocyanate compound, a melamine compound, an oxetane compound, etc. may be used, but is not limited thereto. The epoxy compound is specifically, bisphenol A-based epoxy resin, hydrogenated bisphenol A-based epoxy resin, bisphenol F-based epoxy resin, hydrogenated bisphenol F-based epoxy resin, noblock type epoxy resin, other aromatic epoxy resins, alicyclic epoxy resins, glycol Cidyl ester-based resins, glycidylamine-based resins, or brominated derivatives of these epoxy resins, aliphatic, alicyclic or aromatic epoxy compounds other than epoxy resins and their brominated derivatives, butadiene (co)polymer epoxides, isoprene (void) Polymer epoxides, glycidyl (meth)acrylate (co)polymers, triglycidyl isocyanurate, and the like may be used, but are not limited thereto. Specifically, the oxetane compound may be carbonate bisoxetane, xylene bisoxetane, adipate bisoxetane, terephthalate bisoxetane, cyclohexane dicarboxylic acid bisoxetane, etc., but are limited thereto It is not.

The curing agent is used for deep curing and increasing mechanical strength, and examples of the curing agent include an epoxy compound, a polyfunctional isocyanate compound, and an oxetane compound.

Examples of the epoxy compound in the curing agent include bisphenol A-based epoxy resins, hydrogenated bisphenol A-based epoxy resins, bisphenol F-based epoxy resins, hydrogenated bisphenol F-based epoxy resins, noblock type epoxy resins, other aromatic epoxy resins, and alicyclics. Group-based epoxy resins, glycidyl ester-based resins, glycidylamine-based resins, or brominated derivatives of these epoxy resins, aliphatic, alicyclic or aromatic epoxy compounds other than epoxy resins and their brominated derivatives, and butadiene (co)polymer epoxides , isoprene (co)polymer epoxide, glycidyl (meth)acrylate (co)polymer, triglycidyl isocyanurate, and the like.

Examples of the oxetane compound in the curing agent include carbonate bisoxetane, xylene bisoxetane, adipate bisoxetane, terephthalate bisoxetane, cyclohexanedicarboxylic acid bisoxetane, and the like. there is.

The curing agent may be used in combination with a curing auxiliary compound capable of ring-opening polymerization of an epoxy group of an epoxy compound and an oxetane skeleton of an oxetane compound together with the curing agent. Specifically, polyvalent carboxylic acids, polyvalent carboxylic acid anhydrides, acid generators, and the like may be used as the curing auxiliary compound. The carboxylic acid anhydrides may be commercially available as epoxy resin curing agents. Examples of the commercially available epoxy resin curing agent include a trade name (Adeka Hadona EH-700) (manufactured by Adeka Kogyo Co., Ltd.), a trade name (Rika Siddo HH) (manufactured by Shinnippon Ewha Co., Ltd.), and a trade name (MH-700). (manufactured by Shin Nippon Ewha Co., Ltd.); and the like.

The curing agent and curing auxiliary compound exemplified above may be used alone or in combination of two or more.

The adhesion promoter is specifically, vinyltrimethoxysilane, vinyltriethoxysilane, vinyl tris (2-methoxyethoxy) silane, N- (2-aminoethyl) -3-aminopropylmethyldimethoxysilane, N -(2-aminoethyl)-3-aminopropyltrimethoxysilane, 3-aminopropyltriethoxysilane, 3-glycidoxypropyltrimethoxysilane, 3-glycidoxypropylmethyldimethoxysilane, 2- (3,4-epoxycyclohexyl)ethyltrimethoxysilane, 3-chloropropylmethyldimethoxysilane, 3-chloropropyltrimethoxysilane, 3-methacryloxypropyltrimethoxysilane, 3-mercapto propyltri Methoxysilane, 3-isocyanate propyltrimethoxysilane and 3-isocyanate propyltriethoxysilane may be used alone or in mixtures thereof, but are not limited thereto.

Specifically, the ultraviolet absorber may be 2-(3-tert-butyl-2-hydroxy-5-methylphenyl)-5-chlorobenzotyriazole, alkoxybenzophenone, etc., but is not limited thereto.

The aggregation inhibitor may specifically use sodium polyacrylate or the like, but is not limited thereto.

<Color filter>

A color filter according to another aspect of the present invention is manufactured using the above-described colored photosensitive resin composition, thereby improving the adhesion of the pattern, minimizing the generation of residues on the substrate, and preparing a cured product of the colored photosensitive resin composition. By including it, there is an advantage in that color reproduction rate and luminance are improved.

The color filter includes a substrate and a pattern layer formed on the substrate.

The substrate may be a substrate of the color filter itself, or may be a portion where a color filter is positioned, such as a display device, and is not particularly limited. The substrate may be glass, silicon (Si), silicon oxide (SiOx), or a polymer substrate, and the polymer substrate may be polyethersulfone (PES) or polycarbonate (PC).

The pattern layer is a layer containing the red photosensitive resin composition of the present invention, and may be a layer formed by applying the red photosensitive resin composition and exposing, developing, and thermally curing the composition in a predetermined pattern. The pattern layer may be formed by performing a method commonly known in the art.

The color filter including the substrate and the pattern layer as described above may further include barrier ribs formed between each pattern, and may further include a black matrix, but is not limited thereto.

In addition, a protective film formed on an upper portion of the pattern layer of the color filter may be further included.

<Image display device>

In addition, another aspect of the present invention relates to an image display device having improved color reproducibility and luminance by including the above-described color filter.

The color filter of the present invention can be applied to various image display devices such as an electroluminescent display device, a plasma display device, and a field emission display device as well as a general liquid crystal display device.

The image display device of the present invention can exhibit high luminance due to excellent light efficiency, excellent color reproducibility, and high contrast.

Hereinafter, examples will be described in detail in order to specifically describe the present specification. However, the embodiments according to the present specification may be modified in many different forms, and the scope of the present specification is not construed as being limited to the embodiments described below. The embodiments herein are provided to more completely explain the present specification to those skilled in the art. In addition, "%" and "parts" indicating content below are based on weight unless otherwise specified.

manufacturing example

manufacturing example 1: Preparation of pigment dispersion composition M1

As a pigment, C.I. 12.0 parts by weight of Pigment Red 254, 5.0 parts by weight of DISPERBYK-2001 (manufactured by BYK) as a pigment dispersant, 13.0 parts by weight of 4-hydroxy-4-methyl-2-pentanone as a solvent, 70.0 parts by weight of propylene glycol methyl ether acetate The pigment dispersion composition M1 was prepared by mixing/dispersing for 12 hours by a bead mill.

manufacturing example 2: Preparation of pigment dispersion composition M2

As a pigment, C.I. 12.0 parts by weight of Pigment Red 177, 5.0 parts by weight of DISPERBYK-2001 (manufactured by BYK) as a pigment dispersant, 13.0 parts by weight of 4-hydroxy-4-methyl-2-pentanone as a solvent, 70.0 parts by weight of propylene glycol methyl ether acetate The pigment dispersion composition M2 was prepared by mixing/dispersing for 12 hours by a bead mill.

manufacturing example 3: Preparation of pigment dispersion composition M3

As a pigment, C.I. 12.0 parts by weight of Pigment Red 179, 5.0 parts by weight of DISPERBYK-2001 (manufactured by BYK) as a pigment dispersant, 13.0 parts by weight of 4-hydroxy-4-methyl-2-pentanone as a solvent, 70.0 parts by weight of propylene glycol methyl ether acetate The pigment dispersion composition M3 was prepared by mixing/dispersing for 12 hours by a bead mill.

manufacturing example 4: Preparation of pigment dispersion composition M4

As a pigment, C.I. 12.0 parts by weight of Pigment Yellow 138, 5.0 parts by weight of DISPERBYK-2001 (manufactured by BYK) as a pigment dispersant, 13.0 parts by weight of 4-hydroxy-4-methyl-2-pentanone as a solvent, 70.0 parts by weight of propylene glycol methyl ether acetate The pigment dispersion composition M4 was prepared by mixing/dispersing for 12 hours by a bead mill.

manufacturing example 5: Manufacturing of color filters

Color filters were prepared using the colored photosensitive resin compositions of Examples 1 to 2 and Comparative Examples 1 to 4 below. Specifically, the colored photosensitive resin compositions of Examples 1 to 2 and Comparative Examples 1 to 4 were coated on a 2-inch square glass substrate (“EAGLE XG” manufactured by Corning) by spin coating, and then placed on a heating plate and heated to 100° C. The temperature was maintained for 3 minutes to form a thin film. Subsequently, a test photomask having a pattern for varying transmittance in a stepwise manner in the range of 1 to 100% and a 3 × 3 cm exposure area pattern was placed on the thin film, and ultraviolet rays were irradiated at a distance of 100 μm from the test photomask. At this time, the ultraviolet light source was irradiated with an illuminance of 100 mJ/cm ² using a 1KW high-pressure mercury lamp containing all of g, h, and i lines, and no special optical filter was used. The UV-irradiated thin film was developed by immersing it in a KOH aqueous solution of pH 10.5 for 2 minutes. The glass plate coated with the thin film was washed with distilled water, dried by blowing nitrogen gas, and heated in a heating oven at 200° C. for 25 minutes to prepare a color filter. At this time, the film thickness of the obtained pattern was 3 μm. The film thickness was measured using a film thickness measuring device (DEKTAK 6M, manufactured by Veeco).

synthesis example : Synthesis of Alkali-Soluble Resin

120 parts by weight of propylene glycol monomethyl ether acetate, 80 parts by weight of propylene glycol monomethyl ether, and 2 parts by weight of azobisbutyronitrile (AIBN) were added to a flask equipped with a stirrer, thermometer, reflux condenser, dropping funnel and nitrogen inlet pipe , 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-dodecylmercapto were added and replaced with nitrogen. Thereafter, while stirring, the temperature of the reaction solution was raised to 110° C. and reacted for 6 hours to synthesize an alkali-soluble resin. At this time, the solid acid value of the synthesized alkali-soluble resin was 100.2 mgKOH / g, and the weight average molecular weight (Mw) measured by GPC was about 15,110.

Example 1 to 2 and comparative example 1 to 4

A colored photosensitive resin composition was prepared with each component and content shown in Table 1 below.

Example 1 Example 2 Comparative Example 1 Comparative Example 2 Comparative Example 3 Comparative Example 4 Pigment dispersion composition M1 49 49 50 60.4 - - M2 - - - 7.7 - - M3 - - - - 60 28.7 M4 - - - - - 28.8 wavelength absorber BD590 0.1 - - - - - CA590 - 0.1 - - - - alkali soluble resin A 9.4 9.4 9.3 1.7 3.2 3.1 photopolymerizable compound B 2.4 2.4 2.4 0.6 1.2 1.2 photopolymerization initiator C-1 0.5 0.5 0.5 1.7 3.3 3.1 C-2 0.1 0.1 0.1 0.4 0.8 0.8 solvent D 38.6 38.6 37.8 27.5 31.5 34.3 M1: Pigment dispersion composition of Preparation Example 1
M2: Pigment dispersion composition of Preparation Example 2
M3: Pigment dispersion composition of Preparation Example 3
M4: Pigment dispersion composition of Preparation Example 4
A: Alkali-soluble resin of Synthesis Example
B: dipentaerythritol hexaacrylate (KAYARAD DPHA, manufactured by Nippon Kayaku Co., Ltd.)
C-1: 2-O-benzoyloxime-1-[4-(phenylthio)phenyl]-1,2-octanedione (OXE-01, manufactured by BASF)
C-2: 2-methyl-2-morpholino-1-(4-methylthiophenyl)propan-1-one (Irgacure-907, manufactured by Ciba)
D: propylene glycol monomethyl ether acetate

Experimental example

Experimental example 1: Spectral Characteristics Experiment

With respect to the color filter prepared in Preparation Example 5, color coordinates and luminance in the visible light region in the range of 380 to 780 nm were measured using a colorimeter (OSP-200, manufactured by Olympus), and the results are shown in Table 2 below. At this time, it is determined that the higher the value of the color coordinate Rx and the smaller the Ry value, the better the color reproducibility.

Experimental example 2: Adhesion test

The color filter pattern prepared in Preparation Example 5 was evaluated through an optical microscope (ECLIPSE LV100POL, NIKON). The evaluation was evaluated by the degree of peeling on the pattern, and the criteria are as follows. The results are shown in Table 2 below.

○: No tearing on the pattern

△: 1 to 3 tears on the pattern

×: 4 or more tears on the pattern

Experimental example 3: residue Experiment

The color filter pattern prepared in Preparation Example 5 was evaluated through an optical microscope. The evaluation evaluated the presence or absence of residues on the substrate, and the criteria were as follows. The results are shown in Table 2 below.

○: no residue on the substrate

×: Residue present on substrate

spectral properties adhesion residue Rx Ry luminance Example 1 0.668 0.329 16.02 ○ ○ Example 2 0.663 0.335 16.74 ○ ○ Comparative Example 1 0.638 0.336 21.51 △ × Comparative Example 2 0.668 0.332 18.29 × × Comparative Example 3 0.696 0.301 8.44 × × Comparative Example 4 0.668 0.326 13.45 × ×

Including the wavelength absorber of the present invention, when the content of the pigment is included within the content range suggested in the present invention (Example 1 and Example 2), the content of the pigment is included within the content range of the present invention, but includes the wavelength absorber It can be confirmed that the color reproducibility is better than the case without (Comparative Example 1), the adhesion and the residue are improved, and the content of the pigment is also outside the scope of the present invention without including a wavelength absorber (Comparative Examples 2 to Comparative Example 4) It can be confirmed that adhesion and residue are poor due to the increase in the content of the pigment.

Claims (10)

colorants including red pigments; and a wavelength absorber having a maximum absorption wavelength of 560 to 620 nm and satisfying transmission characteristics of Equation 1 below, wherein the red pigment includes CI pigment 177, CI pigment 179, CI pigment 209, CI pigment 242 and At least one selected from the group consisting of CI pigment 254, and the colorant is contained in an amount of less than 45% by weight based on 100% by weight of the total solid content in the colored photosensitive resin composition containing the same Colored photosensitive resin composition:
[Equation 1]
10% ≤ T(λ) ≤ 60%
T(λ-20nm) ≥ 60%
T(λ+20nm) ≥ 60%
(In Equation 1, T is transmittance (%), and λ is a wavelength of 560 to 620 nm). According to claim 1,
The colored photosensitive resin composition further comprises at least one selected from the group consisting of an alkali-soluble resin, a photopolymerizable compound, a photopolymerization initiator, a solvent, and an additive. According to claim 1,
The absorption wavelength range of the wavelength absorber is from the maximum absorption wavelength to ± 80 nm colored photosensitive resin composition. According to claim 1,
The wavelength absorber is a colored photosensitive resin composition that is a compound represented by Formula 1 below:
[Formula 1]

(In Formula 1,
M is Cu or Zn;
X ₁ is a halogen element and is selected from the group consisting of F, Cl and Br, n is an integer from 0 to 5,
R ₁ to R ₄ are each independently selected from the group consisting of methyl, ethyl, propyl, isopropyl and tert-butyl). According to claim 1,
The wavelength absorber is a colored photosensitive resin composition that is included in 1 to 20% by weight based on 100% by weight of the total pigment in the solid content of the colored photosensitive resin composition. delete According to claim 1,
The coloring agent is a colored photosensitive resin composition further comprising at least one selected from the group consisting of yellow pigments and yellow dyes. According to claim 2,
The alkali-soluble resin has an acid value of 30 to 150 mgKOH / g of the colored photosensitive resin composition. A color filter comprising a cured product of the colored photosensitive resin composition of any one of claims 1 to 5, 7 and 8. An image display device comprising the color filter of claim 9.