KR20100080141A - Novel compound, pigment dispersion composition comprising the same, and color filter using the same - Google Patents

Abstract

PURPOSE: A pigment dispersion composition is provided to ensure high dispersion stability, high brightness, and high transmittance by containing a yellow pigment derivative. CONSTITUTION: A composition is represented by chemical formula 1. A pigment dispersion composition contains 0.1-10 weight% of pigment derivative of chemical formula 1, 5-30 weight% of pigment, 1-20 weight% of dispersing agent, 1-20 weight% of binder resin, and remaining amount of solvent. The pigment is selected from a group consisting of halogenized zinc phthalocyanine-based green pigment, yellow pigment, and mixture thereof. The dispersing agent is selected from polyester-based compound, polycarboxylic acid ester compounds, unsaturated polyamide compounds, polycarbonic acid compounds, polycarboxylic acid alkyl salt compounds, polyacryl-based compound, polyethyleneimine compounds, and mixture thereof.

Description

Novel compounds, pigment dispersion compositions comprising the same, and color filters using the same {NOVEL COMPOUND, PIGMENT DISPERSION COMPOSITION COMPRISING THE SAME, AND COLOR FILTER USING THE SAME}

The present invention relates to a novel compound, a pigment dispersion composition comprising the same, and a color filter using the same, and more particularly, excellent dispersion stability, high brightness, high contrast ratio, and high transmittance. The present invention relates to a novel compound having improved chemical resistance and color reproducibility, a pigment dispersion composition comprising the same, and a color filter using the same.

A color filter is a thin film type optical component that extracts three colors of red, green, and blue from white light and makes them possible in fine pixel units. The size of one pixel is about tens to hundreds of micrometers. Such a color filter includes a black matrix formed in a predetermined pattern on a transparent substrate to shield light between boundary portions of each pixel, and a plurality of colors (typically red (G), green (G), The pixel units in which the three primary colors of blue (B) are arranged in a predetermined order are stacked in this order. In general, the color filter can be produced by coating three or more colors on a transparent substrate by a dyeing method, electrodeposition method, printing method, pigment dispersion method, etc. Recently, the pigment dispersion method using a pigment-dispersion type color resist is the mainstream Achieve.

The dyeing method is excellent in color characteristics using a dye, but has a weak problem such as light resistance and heat resistance. The electrodeposition method is excellent in heat resistance and light resistance using a pigment, but when the electrode pattern is miniaturized as the pixel size is reduced, problems such as an increase in the coloration stain and the thickness of the colored film may occur at the edge. The printing method uses an ink in which pigments are dispersed and can reduce the material cost compared to other methods, but it is difficult to form highly precise and detailed images, and the thin film layer formed is not uniform. Color filters have limitations in application.

Pigment dispersion, on the other hand, is a method of forming a colored thin film by repeating a series of processes of coating-exposure-developing-thermosetting a photopolymerizable composition containing a colorant on a transparent substrate provided with a black matrix. This pigment dispersion method has the advantage of improving the heat resistance and durability, which is the most important property of the color filter, and maintaining the thickness of the film uniformly. The colored photosensitive resin composition used for manufacturing the color filter by the pigment dispersion method generally consists of a binder resin, a photopolymerizable monomer, a photoinitiator, an epoxy resin, a solvent, and other additives.

Pigments for forming the green color filter in the pigment dispersion method are C.I. (COLOR INDEX) green pigment 7 (hereinafter referred to as "PG7") consisting mainly of chlorinated copper phthalocyanine pigment and C.I. Green pigment 36 (hereinafter referred to as "PG36") is used. Since PG7 has a high coloration power as green but is too strong blue, a large amount of yellow must be mixed in order to be used as a pigment of a green pixel according to sRGB, NTSC, and EBU standards, and since the transmittance is low, a green pixel is formed around PG7. It becomes a dark color filter.

On the other hand, PG36 exhibits a transmittance spectrum that is relatively close to yellow, and has a high half-value width, a low transmittance width near the peak top, and transmits bright lines in the sub-wavelength region, so that the transmittance is considerably high, but the coloring power is low. Therefore, in order to form a green pixel displaying a region of high coloring power (high concentration region) on the color coordinate, it is necessary to increase the content of the PG36 pigment. 　 There is a problem that the transmittance of the pixel is lowered.

As a method for securing a high transmittance, there is also a method of shifting the color coordinates to the yellow direction using a high concentration of yellow pigment, but there is a problem that the total content of the pigment increases because the content of the yellow pigment increases.

One embodiment of the present invention is to provide a novel compound having excellent dispersion stability, improved pattern properties, development processability, chemical resistance and color reproducibility as it has high brightness, high contrast ratio, and high transmittance.

Another embodiment of the present invention is to provide a pigment dispersion composition comprising the novel compound as a pigment derivative.

Another embodiment of the present invention is to provide a photosensitive resin composition for a color filter comprising the pigment dispersion composition.

Another embodiment of the present invention is to provide a color filter prepared from the photosensitive resin composition for the color filter.

However, technical problems to be achieved by the present invention are not limited to the above-mentioned problems, and other technical problems will be clearly understood by those skilled in the art from the following description.

One embodiment of the present invention provides a compound represented by the following formula (1).

[Formula 1]

(In the formula 1,

R ₁ , R ₃ , R ₄ , and R ₆ are each independently a substituted or unsubstituted alkyl group, a substituted or unsubstituted alkenyl group, a substituted or unsubstituted alkynyl group, a substituted or unsubstituted aryl group, a substituted or unsubstituted A substituted heteroaryl group, a substituted or unsubstituted cycloalkyl group, a substituted or unsubstituted heterocycloalkyl group, a substituted or unsubstituted cycloalkenyl group, a substituted or unsubstituted cycloalkynyl group, a substituted or unsubstituted alkoxy group, and Substituted or unsubstituted NRR ', wherein R and R' are each independently selected from a hydrogen atom and a substituent selected from the group consisting of a substituted or unsubstituted alkyl group,

Each R ₂ and each R ₇ are each independently a substituted or unsubstituted alkyl group, a substituted or unsubstituted alkenyl group, a substituted or unsubstituted alkynyl group, a substituted or unsubstituted aryl group, a substituted or unsubstituted hetero Aryl groups, substituted or unsubstituted cycloalkyl groups, substituted or unsubstituted heterocycloalkyl groups, substituted or unsubstituted cycloalkenyl groups, substituted or unsubstituted cycloalkynyl groups, substituted or unsubstituted alkoxy groups, and substituted or unsubstituted Unsubstituted NRR ', wherein R and R' are each independently selected from a hydrogen atom and a substituent selected from the group consisting of a substituted or unsubstituted alkyl group,

Each R ₅ is selected from the group consisting of a substituted or unsubstituted sulfonic acid group, a substituted or unsubstituted alcohol group, and a substituted or unsubstituted carboxylic acid group,

n ₂ , n ₅ , and n ₇ are each independently an integer of 4 or 5).

Another embodiment of the present invention (A) pigment derivative comprising a compound represented by the formula (1); (B) pigments; (C) dispersants; (D) binder resins; And (E) provides a pigment dispersion composition comprising a solvent.

Another embodiment of the present invention provides a photosensitive resin composition for color filters including the pigment dispersion composition.

Another embodiment of the present invention provides a color filter prepared from the photosensitive resin composition for the color filter.

Other specific details of embodiments of the present invention are included in the following detailed description.

The pigment dispersion composition according to one embodiment of the present invention solves the problem of the conventional green pigment, and comprises a novel compound as a yellow pigment derivative, excellent dispersion stability, high brightness, high contrast ratio, and As it has a high transmittance, it can be usefully applied to manufacturing color filters having improved pattern characteristics, development processability, chemical resistance, and color reproducibility.

Hereinafter, embodiments of the present invention will be described in detail. However, it should be understood that the present invention is not limited thereto, and the present invention is only defined by the scope of the following claims.

Unless otherwise specified herein, "alkyl", "alkenyl", and "alkynyl" refer to alkyl having 1 to 20 carbon atoms, alkenyl having 2 to 20 carbon atoms, and alkynyl having 2 to 20 carbon atoms, respectively. . In addition, "alcohol" means an alcohol having 1 to 20 carbon atoms. In addition, "aryl" and "heteroaryl" mean aryl having 6 to 30 carbon atoms and heteroaryl having 2 to 30 carbon atoms, respectively. In addition, "cycloalkyl", "cycloalkenyl", "cycloalkynyl", and "heterocycloalkyl" are each cycloalkyl having 3 to 20 carbon atoms, cycloalkenyl having 3 to 20 carbon atoms, cycloalkyi having 3 to 20 carbon atoms, respectively. Neyl, and heterocycloalkyl of 2 to 20 carbon atoms.

Also, unless specified otherwise in the present specification, "substituted" means an alkyl group having 1 to 20 carbon atoms, an alkenyl group having 2 to 20 carbon atoms, an alkynyl group having 2 to 20 carbon atoms, an aryl group having 6 to 30 carbon atoms, and a heterocarbon having 2 to 30 carbon atoms. Aryl group, C3-C20 cycloalkyl group, C2-C20 heterocycloalkyl group, C3-C20 cycloalkenyl group, C3-C20 cycloalkynyl group, C1-C20 alkoxy group, NRR '(here R and R 'are each independently a substituent selected from the group consisting of a hydrogen atom and an alkyl group having 1 to 20 carbon atoms), and a combination selected from the group consisting of a combination thereof.

Also, unless otherwise specified in the specification, a "heteroaryl group" and a "heterocycloalkyl group" are each a heteroaryl group in which at least one of the carbons in the ring of the aryl group and the cycloalkyl group is replaced with N, S, O, or P and It means a heterocycloalkyl group.

According to one embodiment of the present invention, a compound represented by Chemical Formula 1 is provided.

[Formula 1]

(In the formula 1,

R ₁ , R ₃ , R ₄ , and R ₆ are each independently a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 20 carbon atoms, a substituted or unsubstituted carbon group having 2 to 20 carbon atoms Alkynyl group, substituted or unsubstituted aryl group having 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl group having 2 to 30 carbon atoms, substituted or unsubstituted cycloalkyl group having 3 to 20 carbon atoms, substituted or unsubstituted carbon number 2-20 heterocycloalkyl groups, substituted or unsubstituted cycloalkenyl groups having 3 to 20 carbon atoms, substituted or unsubstituted cycloalkynyl groups having 3 to 20 carbon atoms, substituted or unsubstituted alkoxy groups having 1 to 20 carbon atoms, and Substituted or unsubstituted NRR ', wherein R and R' are each independently a hydrogen atom and a substituent selected from the group consisting of substituted or unsubstituted alkyl groups having 1 to 20 carbon atoms It is selected from,

Each R ₂ and each R ₇ are each independently a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 20 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 20 carbon atoms , Substituted or unsubstituted aryl group having 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl group having 2 to 30 carbon atoms, substituted or unsubstituted cycloalkyl group having 3 to 20 carbon atoms, substituted or unsubstituted carbon atoms 2 to 20 Heterocycloalkyl group, substituted or unsubstituted cycloalkenyl group having 3 to 20 carbon atoms, substituted or unsubstituted cycloalkynyl group having 3 to 20 carbon atoms, substituted or unsubstituted alkoxy group having 1 to 20 carbon atoms, and substituted or unsubstituted Ring NRR ', wherein R and R' are each independently a hydrogen atom and a substituent selected from the group consisting of substituted or unsubstituted alkyl groups having 1 to 20 carbon atoms. Is selected from the group true,

Each R ₅ is selected from the group consisting of a substituted or unsubstituted sulfonic acid group, a substituted or unsubstituted alcohol group, and a substituted or unsubstituted carboxylic acid group,

n ₂ , n ₅ , and n ₇ are each independently an integer of 4 or 5).

Specific examples of each of R ₅ in the general formula (1) include a sulfonic acid group, an alkyl sulfone group, an alkenyl sulfonic acid group, an alkoxyalkyl sulfonic acid group, an alkoxyalkenyl sulfonic acid group, an alkoxyalkynyl sulfonic acid group, an alkyl alcohol group, an alkenyl alcohol group, A carboxylic acid group, an alkyl carboxylic acid group, an alkenyl carboxylic acid group, an alkoxy alkyl carboxylic acid group, an alkoxy alkenyl carboxylic acid group, an alkoxy alkynyl carboxylic acid group etc. are mentioned.

According to another embodiment of the present invention, there is provided a pigment dispersion composition comprising the novel compound as a pigment derivative. Hereinafter, each component of the pigment dispersion composition will be described in detail.

(A) pigment derivative

As the pigment derivative, the compound represented by Chemical Formula 1 described above is used.

Since the compound has acid groups such as sulfonic acid groups, alcohol groups, and carboxylic acid groups at the ends thereof, the compound may be dispersed in the composition through interaction with a dispersant having a basic functional group.

In addition, since the compound is similar in structure to yellow pigments C.I.Yellow 150, C.I.Yellow 139, and C.I.Yellow 138, the compound may have p-orbital interaction and hydrogen bonding with the yellow pigment.

Accordingly, as the pigment derivative is dispersed together with the pigment, it is possible to increase the dispersibility without increasing the yellow pigment to exhibit the characteristics of high brightness and high contrast ratio, and at the same time secure dispersion stability.

The pigment derivative may be included in an amount of 0.1 to 10% by weight, preferably 0.5 to 3% by weight, based on the total amount of the pigment dispersion composition. When the pigment derivative is included in the above range can be effectively expressed while maintaining the appropriate viscosity, when applying the pigment dispersion composition containing the pigment derivative to the product can ensure excellent optical, physical and chemical quality.

(B) pigment

The pigment may be used alone or in combination with a halogenated zinc phthalocyanine-based green pigment or a yellow pigment.

The halogenated zinc phthalocyanine-based green pigment may be represented by the following formula (2).

[Formula 2]

(In Formula 2,

X ₁ to X ₁₆ are each independently a halogen element selected from the group consisting of H, F, Cl, Br, and I, preferably Cl or Br.)

As the halogenated zinc phthalocyanine-based green pigment, chlorinated zinc phthalocyanine green pigment (C.I..green pigment 58) may be preferably used.

The halogenated zinc phthalocyanine-based green pigment may be used alone or in combination with a halogenated copper phthalocyanine-based pigment. Specific examples of the halogenated copper phthalocyanine-based pigments include C.I. Green Pigment 7 (also known as "PG7"), a C.I. chlorinated copper phthalocyanine pigment. Green pigment 36 (also referred to as "PG36");

The halogenated zinc phthalocyanine-based green pigment may have an average particle diameter of 50 nm or less, and more preferably, may have an average particle diameter of 30 to 40 nm. It is also preferable that the cross-sectional shape is circular, that is, spherical. When the average particle diameter of the halogenated zinc phthalocyanine green pigment is 50 nm or less, the transmittance of the pigment dispersion composition may be improved.

In addition, the yellow pigment is C.I. Yellow pigment 138, C.I. Yellow pigment 139, C.I. Diazo-based yellow pigments such as yellow pigment 150 and the like can be used.

The yellow pigment has an average particle diameter of 40 to 100 nm, preferably may have an average particle diameter of 40 to 50 nm. The yellow pigment may have an elliptical cross-section, but may be refined to a size in the range of 10 to 50 nm through pretreatment such as kneading, and may also be changed to a spherical pigment having a circular cross-sectional shape. The yellow pigment may be treated with a pigment having a spherical particle of 80nm or more through a kneading treatment, such as a pigment having a spherical particle of 40 to 50nm, the pigment thus treated is excellent in dispersibility and advantageous in terms of coloring power. In addition, the smaller the particles of the pigment may have the effect of improving the contrast ratio by reducing the light scattering as the rounded ellipse shape in the shape of the rough coarse shape of the particles.

The pigment according to an embodiment of the present invention may be used by mixing the zinc halide phthalocyanine-based green pigment and the yellow pigment, in which case the yellow pigment is 10 to 40 parts by weight based on 100 parts by weight of the zinc halide phthalocyanine-based green pigment. It is preferred to be used, and more preferably 20 to 30 parts by weight. When the yellow pigment is used in 10 to 40 parts by weight, the transmittance is excellent and the desired color can be achieved.

Pigment according to an embodiment of the present invention may be included in 5 to 30% by weight, preferably 10 to 20% by weight based on the total amount of the pigment dispersion composition. When a pigment is contained in the said range, it is excellent in dispersibility and coloring power.

(C) dispersant

The dispersant is used to uniformly disperse the pigment in a solvent, and may be a polyester compound, a polycarboxylic acid ester compound, an unsaturated polyamide compound, a polycarboxylic acid compound, a polycarboxylic acid alkyl salt compound, or a polyacrylic compound , A polyethylenimine compound, a polyurethane compound, and combinations thereof can be used.

Specific examples of the dispersant include DISPERBYK ^® 161, DISPERBYK ^® 163, DISPERBYK ^® 164, DISPERBYK ^® 164, DISPERBYK ^® 2000, DISPERBYK ^® 2001, BYK 21116, BYK 130, BYK 109 and EFKA-4046, EFKA-4047 Brisol's SOLSPERSE ^® 32550, SOLSPERSE ^® 32500, and SOLSPERSE ^® 33500.

The dispersant preferably has an amine number of 10 to 200 mgKOH / g, more preferably 40 to 200 mgKOH / g, most preferably 50 to 150 mgKOH / g. When the amine value of the dispersant is 10 to 200 mgKOH / g has the effect of improving dispersibility and developability.

The dispersant may be included in an amount of 1 to 20% by weight, preferably 2 to 15% by weight, based on the total amount of the pigment dispersion composition. When the dispersant is included in the above range, effective dispersion is made to improve dispersion stability, and it is preferable in terms of excellent balance of dispersion stability and viscosity, as the optical, physical, and chemical quality of the product is improved by maintaining an appropriate viscosity.

(D) binder resin

As the binder resin, an acrylic copolymer resin is used. The acrylic copolymer is styrene, N-benzylphthalicimide, (meth) acrylic acid, alkyl (meth) acrylate, aryl (meth) acrylate, alcohol (meth) acrylate, alkylaryl (meth) acrylate, succinct The thing copolymerized using nick (meth) acrylate etc. as a monomer is mentioned, These can be used 1 type or in mixture of 2 or more types.

More specifically, acrylic acid, methacrylic acid, methyl (meth) acrylate, ethyl (meth) acrylate, propyl (meth) acrylate, ethylhexyl (meth) acrylate, phenyl (meth) acrylate, and benzyl (meth) acrylate Acrylate, benzyl (meth) acrylate, tolyl (meth) acrylate, o-silyl (meth) acrylate, glycerol (meth) acrylate, alkylaryl (meth) acrylate, succinic (meth) acrylate, etc. The copolymerized as a monomer is mentioned, These can be used 1 type or in mixture of 2 or more types.

Moreover, the said binder resin can use preferably the acrylic copolymer which has one or more acidic groups. A carboxyl group, a sulfonic acid group, or a phosphoric acid group is mentioned as said acidic group.

It is preferable that the binder resin has an acid value of 70 to 150 mgKOH / g. The acid value of the binder resin is determined by the amine value of the dispersant used, but the dispersant usually used has an amine value of 10 to 200 mgKOH / g. The acid value of the binder resin is to offset the amine value of the dispersant used to increase the stability of the pigment dispersion composition, and to facilitate the development of the non-exposed portion when the pigment dispersion composition is color photoresisted. Of course, in order to improve the developability of the non-exposed part, the acid value of the binder resin added when the photoresist is prepared is of primary importance, but the acid value of the binder resin used in the production of the pigment dispersion composition is of course important. Since the amine value of the dispersant is considerably high, the higher the acid value of the binder resin used to offset it, the better, especially when the acid value of the binder resin is 80 to 130 mgKOH / g.

The binder resin preferably has a weight average molecular weight of 3,000 to 30,000, and more preferably may have a weight average molecular weight of 5,000 to 30,000. When the weight average molecular weight of the binder resin is 3,000 to 30,000, excellent balance of dispersibility and viscosity can be obtained.

The binder resin may be included in an amount of 1 to 20% by weight, preferably 2 to 15% by weight, based on the total amount of the pigment dispersion composition. In the case where the binder resin is included in the above range, effective dispersion is achieved to improve dispersion stability, and as the optical, physical, and chemical quality of the product is improved by maintaining an appropriate viscosity, it is preferable in view of excellent balance of dispersion stability and viscosity.

(E) solvent

The solvent is not particularly limited, and specific examples thereof include alcohols such as methanol and ethanol; Ethers such as dichloroethyl ether, n-butyl ether, diisoamyl ether, methylphenyl ether and tetrahydrofuran; Glycol ethers such as ethylene glycol monomethyl ether and ethylene glycol monoethyl ether; Cellosolve acetates such as methyl cellosolve acetate, ethyl cellosolve acetate and diethyl cellosolve acetate; Carbitols such as methyl ethyl carbitol, diethyl carbitol, diethylene glycol monomethyl ether, diethylene glycol monoethyl ether, diethylene glycol dimethyl ether, diethylene glycol methylethyl ether and diethylene glycol diethyl ether; Propylene glycol alkyl ether acetates such as propylene glycol methyl ether acetate and propylene glycol propyl ether acetate; Aromatic hydrocarbons such as toluene and xylene; Ketones such as methyl ethyl ketone, cyclohexanone, 4-hydroxy-4-methyl-2-pentanone, methyl-n-propyl ketone, methyl-n-butylkenone, methyl-n-amyl ketone and 2-heptanone ; Saturated aliphatic monocarboxylic acid alkyl esters such as ethyl acetate, n-butyl acetate and isobutyl acetate; Lactic acid esters such as methyl lactate and ethyl lactate; Oxy acetic acid alkyl esters such as methyl oxy acetate, oxy ethyl acetate and oxy butyl acetate; Alkoxy acetate alkyl esters, such as methoxy methyl acetate, methoxy ethyl acetate, methoxy butyl acetate, ethoxy methyl acetate, and ethoxy ethyl acetate; 3-oxy propionic acid alkyl esters such as methyl 3-oxy propionate and ethyl 3-oxypropionate; 3-alkoxy propionic acid alkyl esters such as 3-methoxy methyl propionate, 3-methoxy ethyl propionate, 3-ethoxy ethyl propionate and 3-ethoxy methyl propionate; 2-oxy propionic acid alkyl esters such as 2-oxy methyl propionate, 2-oxy ethyl propionate and 2-oxy propionic acid propyl; 2-alkoxy propionic acid alkyl esters such as 2-methoxy methyl propionate, 2-methoxy ethyl propionate, 2-ethoxy ethyl propionate and 2-ethoxy methyl propionate; 2-oxy-2-methyl propionic acid esters, such as methyl 2-oxy-2-methyl propionate and ethyl 2-oxy-2-methyl propionate; Monooxy monocarboxylic acid alkyl esters of alkyl 2-alkoxy-2-methyl propionic acids such as methyl 2-methoxy-2-methyl propionate and ethyl 2-ethoxy-2-methyl propionate; Esters such as 2-hydroxy ethyl propionate, 2-hydroxy-2-methyl ethyl propionate, hydroxy ethyl acetate, and 2-hydroxy-3-methyl butanoate; Or ketone acid esters such as ethyl pyruvate, and N-methylformamide, N, N-dimethylformamide, N-methylformanilide, N-methylacetamide, N, N-dimethylacetamide , N-methylpyrrolidone, dimethyl sulfoxide, benzyl ethyl ether, dihexyl ether, acetyl acetone, isophorone, caproic acid, caprylic acid, 1-octanol, 1-nonanol, benzyl alcohol, benzyl acetate, Ethyl benzoate, diethyl oxalate, diethyl maleate, γ-butyrolactone, ethylene carbonate, propylene carbonate, phenyl cellosolve acetate, and the like, and these may be used alone or in combination of two or more thereof.

Considering miscibility and reactivity in the solvent, glycol ethers such as ethylene glycol monoethyl ether; Ethylene glycol alkyl ether acetates such as ethyl cellosolve acetate; Esters such as 2-hydroxy ethyl propionate; Diethylene glycols such as diethylene glycol monomethyl ether; Propylene glycol alkylether acetates such as propylene glycol methylether acetate and propylene glycol propylether acetate can be preferably used.

The solvent may be included as a balance with respect to the total amount of the pigment dispersion composition, preferably 30 to 90% by weight. If the solvent is included in the above range, the viscosity of the pigment dispersion composition is properly maintained, when applied to the product has an excellent physical and optical properties.

Pigment dispersion composition according to an embodiment of the present invention has a transmittance of 75 to 95% range. The green color filter can realize a clear color only when the green color filter has a high transmittance in the green region, and can smoothly transmit the light in the green region in the transmittance range.

According to another embodiment of the present invention, there is provided a photosensitive resin composition for color filters including the above-described pigment dispersion composition, binder resin, photopolymerization initiator, photopolymerizable monomer and solvent.

Hereinafter, the components of the color filter photosensitive resin composition according to another embodiment of the present invention will be described in detail.

(Iii) pigment dispersion composition

Pigment dispersion composition according to an embodiment of the present invention is included in 10 to 70% by weight, preferably 30 to 60% by weight based on the total amount of the photosensitive resin composition for color filters. When the pigment dispersion composition is included in the above range, when manufacturing the color filter, there is an excellent pattern characteristics and excellent developability.

(Ii) binder resin

The binder resin used in the photosensitive resin composition for color filters according to the embodiment of the present invention may be the same as the binder resin (D) forming the pigment dispersion composition described above.

The binder resin may be included in the range of 1 to 50% by weight, preferably 3 to 30% by weight, based on the total amount of the photosensitive resin composition for color filters. In the case where the binder resin is included in the above range, there is an advantage in that the development of color filters is excellent and the chemical resistance is excellent.

(Iii) photopolymerization initiator

The photopolymerization initiator is a photopolymerization initiator generally used in the photosensitive resin composition, for example, acetophenone compounds, benzophenone compounds, thioxanthone compounds, benzoin compounds, triazine compounds, oxime compounds, and these One selected from the group consisting of can be used.

Examples of the acetophenone compounds include 2,2'-diethoxyacetophenone, 2,2'-dibutoxyacetophenone, 2-hydroxy-2-methylpropiophenone, pt-butyltrichloroacetophenone, and pt- Butyldichloroacetophenone, 4-chloroacetophenone, 2,2'-dichloro-4-phenoxyacetophenone, 2-methyl-1- (4- (methylthio) phenyl) -2-morpholinopropane-1- On, 2-benzyl-2-dimethylamino-1- (4-morpholinophenyl) -butan-1-one and the like can be used.

Examples of the benzophenone compounds include benzophenone, benzoyl benzoic acid, benzoyl benzoic acid methyl, 4-phenyl benzophenone, hydroxy benzophenone, acrylated benzophenone, 4,4'-bis (dimethyl amino) benzophenone, and 4,4'- Bis (diethylamino) benzophenone, 4,4'-dimethylaminobenzophenone, 4,4'-dichlorobenzophenone, 3,3'-dimethyl-2-methoxybenzophenone and the like can be used.

Examples of the thioxanthone compound include thioxanthone, 2-methyl thioxanthone, isopropyl thioxanthone, 2,4-diethyl thioxanthone, 2,4-diisopropyl thioxanthone and 2-chlorothione. Orcanthone etc. can be used.

As the benzoin-based compound, benzoin, benzoin methyl ether, benzoin ethyl ether, benzoin isopropyl ether, benzoin isobutyl ether, benzyl dimethyl ketal and the like can be used.

Examples of the triazine compounds include 2,4,6-trichloro-s-triazine, 2-phenyl 4,6-bis (trichloromethyl) -s-triazine, and 2- (3 ', 4'-dimethoxy Styryl) -4,6-bis (trichloromethyl) -s-triazine, 2- (4'-methoxynaphthyl) -4,6-bis (trichloromethyl) -s-triazine, 2- (p-methoxyphenyl) -4,6-bis (trichloromethyl) -s-triazine, 2- (p-tolyl) -4,6-bis (trichloromethyl) -s-triazine, 2- Biphenyl 4,6-bis (trichloromethyl) -s-triazine, bis (trichloromethyl) -6-styryl-s-triazine, 2- (naphtho1-yl) -4,6-bis (Trichloromethyl) -s-triazine, 2- (4-methoxynaphtho1-yl) -4,6-bis (trichloromethyl) -s-triazine, 2-4-trichloromethyl (pipe Ronyl) -6-triazine, 2-4-trichloromethyl (4'-methoxystyryl) -6-triazine and the like can be used.

Examples of the oxime compound include 2- (o-benzoyloxime) -1- [4- (phenylthio) phenyl] -1,2-octanedione and 1- (o-acetyloxime) -1- [9-ethyl- 6- (2-methylbenzoyl) -9H-carbazol-3-yl] ethanone and the like can be used.

In addition to the photopolymerization initiator, carbazole compounds, diketone compounds, sulfonium borate compounds, diazo compounds, biimidazole compounds, and the like can also be used as the photopolymerization initiator.

The photopolymerization initiator may be contained in an amount of 0.01 kPa to 5 kPa, preferably 0.05 kPa to 3 kPa, based on the total amount of the photosensitive resin composition for color filters. When the photopolymerization initiator is included in the above range, since the sensitivity of the composition is excellent, there is an advantage of excellent physical and optical properties.

(Iii) photopolymerizable monomer

As the photopolymerizable monomer, a polyfunctional monomer having two or more hydroxyl groups can be used. Specific examples of the photopolymerizable monomer include glycerol acrylate, pentaerythritol hexaacrylate, ethylene ethylene diacrylate, triethylene glycol diacrylate, 1,4-butanediol diacrylate, and 1,6-hexanediol diacrylate. Neopentyl glycol diacrylate, pentaerythritol diacrylate, pentaerythritol triacrylate, pentaerythritol diacrylate, dipentaerythritol triacrylate, dipentaerythritol acrylate, pentaerythritol hexaacrylate , Bisphenol A diacrylate, trimethylolpropane triacrylate, novolac epoxy acrylate, ethylene glycol dimethacrylate, diethylene glycol dimethacrylate, triethylene glycol dimethacrylate, propylene glycol dimethacrylate, 1,4-butanedioldimethacrylate, 1,6-hexanedioldimetha There is a relay agent and the like.

The photopolymerizable monomer may be included in an amount of 1 to 80% by weight, preferably 5 to 50% by weight, based on the total amount of the photosensitive resin composition for color filters. When the photopolymerizable monomer is included in the above range, it is possible to maintain an appropriate viscosity while maintaining the post-exposure pattern well and to obtain a pattern having a desired size with little residue after exposure. There is an excellent advantage.

(Iii) solvent

The solvent used in the photosensitive resin composition for color filters according to the embodiment of the present invention may be the same as the solvent (E) constituting the pigment dispersion composition.

The solvent may be included in the remainder relative to the total amount of the photosensitive resin composition for color filters, and may preferably be included in an amount of 20 to 60 wt%. If the solvent is included in the above range, the viscosity of the resin composition is properly maintained when applied to the product has the advantage of excellent physical and optical properties.

(Iii) other additives

Photosensitive resin composition for a color filter according to an embodiment of the present invention is malonic acid to prevent stains or spots during coating, leveling properties, or the generation of residues due to undeveloped; 3-amino-1,2-propanediol; Other additives such as a silane coupling agent having a vinyl group or a (meth) acryloxy group may be further included. The amount of these additives to be used can be easily adjusted according to the desired physical properties.

In addition, the photosensitive resin composition for a color filter according to an embodiment of the present invention may further include an epoxy compound as needed for the improvement of adhesion and other properties.

Examples of the epoxy compounds include epoxy novolac acrylic carboxylate resins, ortho cresol novolac epoxy resins, phenol novolac epoxy resins, tetramethyl biphenyl epoxy resins, bisphenol A type epoxy resins, cycloaliphatic epoxy resins, and combinations thereof. One selected from the group consisting of can be used.

The content of the epoxy compound is preferably 0.01 to 5 parts by weight based on 100 parts by weight of the photosensitive resin composition for color filters. When the epoxy compound is included in the above range, it is preferable because the adhesion and other properties can be improved in storage and economical.

When the epoxy compound is further included, a radical polymerization initiator such as a peroxide initiator or an azobis-based initiator may be further included.

According to another embodiment of the present invention, there is provided a color filter prepared from the photosensitive resin composition for the color filter. Since the color filter may be manufactured according to a conventional method, a detailed description thereof will be omitted.

Hereinafter, preferred embodiments of the present invention will be described. However, the following examples are only preferred embodiments of the present invention, and the present invention is not limited by the following examples.

Synthesis Example 1

1-1: Intermediate Synthesis of Pigment Derivatives

The kind and amount of the compound used for the synthesis of the intermediate of the pigment derivative are as follows.

N- (4-amino-5-methoxy-2-methylphenyl) benzamide 5.1 g

ㆍ hydrochloric acid 5g

Sodium Nitrate 1.5g

ㆍ sulfamic acid 0.2g

50 g of distilled water was added to the reactor, and 5.1 g of N- (4-amino-5-methoxy-2-methylphenyl) benzamide and 5 g of hydrochloric acid were added and dissolved at room temperature. The temperature was lowered to 0 ° C., and 1.5 g of sodium nitrate was added thereto, followed by standing for 30 minutes. 0.2 g of sulfamic acid was added while maintaining 0 ° C., and left for 30 minutes to produce an intermediate of Chemical Formula 3 below.

(3)

1-2: Pigment Derivative Synthesis

The kind and amount of the compound used for the synthesis of the pigment derivative are as follows.

Potassium 4- (3-oxobutaneamido) benzenesulfonate 10g

20 g of a compound of Formula 3

ㆍ Acetic acid 20g

ㆍ hydrochloric acid g84g

70 g of distilled water was added to the reactor, and 10 g of potassium 4- (3-oxobutaneamido) benzenesulfonate was added and dissolved with stirring. The temperature was lowered to 10 ° C. and sodium hydroxide at a concentration of 10 normal was added so as to have a pH of 6. 20 g of the product of Chemical Formula 3 prepared above was added and stirred to dissolve well. Acetic acid was added thereto so as to have a pH of 4 to 5, but the temperature was maintained at 10 ° C. It is left for 30 minutes in this state. 84 g of hydrochloric acid was added and the temperature was lowered from 100 ° C to 40 ° C. The product of the reactor was washed with 1 mol% hydrochloric acid, filtered and dried to obtain a pigment derivative of the following formula (4).

[Formula 4]

In order to confirm the synthesis of the pigment derivative of Chemical Formula 4 prepared in Synthesis Example 1, NMR analysis was performed, and the results are shown in FIG. 1.

EXAMPLE

Example 1

1-1: Pigment Dispersion Composition Preparation

The pigment derivative of Formula 4 prepared in Synthesis Example 1 was dispersed in the following composition.

C.I.G58 (DIC) 9 wt%

ㆍ C.I.Y138 (DIC) 6 wt%

1.5 wt% of the compound of formula 4

ㆍ Dispersant (BYK, LPN21116) 4 wt%

Polybenzyl methacrylate resin (Aldrich, 25085-83-0) 4 wt%

Propylene glycol methyl ethyl acetate 5.5 75.5 wt%

Dispersion was performed using Asada's paint shaker for 46 hours.

1-2: Preparation of the photosensitive resin composition for color filters

The photosensitive resin composition for color filters was manufactured by the following process using the formulater with the pigment dispersion composition manufactured by 1-1.

45% by weight of pigment dispersion composition prepared in 1-1.

ㆍ Benzyl methacrylate copolymer 5 wt% acrylic acid

ㆍ photopolymerizable monomer (Dongyang Synthetic Fibers, DPHA) 5 wt%

Propylene glycol methyl ethyl acetate 44 wt%

ㆍ Triazine photopolymerization initiator (TPP) 1 wt%

The triazine photoinitiator was dissolved in propylene glycol methyl ethyl acetate, and then stirred at room temperature for 30 minutes. The acrylic acid benzyl methacrylate copolymer binder and the photopolymerizable monomer were then added to the mixture and stirred at room temperature for 30 minutes. To the obtained product was added to the pigment dispersion composition prepared in 1-1, subjected to a stirring step at room temperature for 1 hour, and then filtered once to prepare a photosensitive resin composition for color filters.

Comparative Example 1

1-1: Pigment Dispersion Composition Preparation

In order to manufacture the pigment dispersion composition, dispersion was carried out in the following composition.

C.I.G58 (DIC) 9 wt%

ㆍ C.I.Y138 (DIC) 7 wt%

Dispersant (BYK, LPN21116) 4.5 wt%

Polybenzyl methacrylate resin (Aldrich, 25085-83-0) 4 wt%

Propylene glycol methyl ethyl acetate 5.5 5.5 75.5 wt%

Dispersion was performed using Asada's paint shaker for 46 hours.

1-2: Preparation of the photosensitive resin composition for color filters

With the pigment dispersion composition prepared in 1-1, a photosensitive resin composition for color filters was prepared by the following process using a formular.

45 wt% of the pigment dispersion composition prepared in 1-1

ㆍ Acrylic acid / benzyl methacrylate copolymer 10 wt%

(Weight ratio = 15/85, Mw = 13,000)

ㆍ photopolymerizable monomer (Dongyang Synthetic Fibers, DPHA)) 5 wt%

Propylene glycol methyl ethyl acetate 테이 39.5% by weight

ㆍ Triazine photopolymerization initiator (Japanese Chemicals, TPP) T 0.5 wt%

The triazine photoinitiator was dissolved in propylene glycol methyl ethyl acetate, and then stirred at room temperature for 30 minutes. The acrylic acid benzyl methacrylate copolymer binder and the photopolymerizable monomer were then added to the mixture and stirred at room temperature for 30 minutes. The pigment dispersion composition prepared in 1-1 was added to the obtained product, followed by a stirring process at room temperature for 1 hour, and then filtered once to prepare a photosensitive resin composition for color filters.

Example 2

2-1: Pigment Dispersion Composition Preparation

The pigment derivative of Formula 4 prepared in Synthesis Example 1 was dispersed in the following composition.

C.I.G36 (DIC) 9 wt%

ㆍ C.I.Y138 (DIC) 6 wt%

화합물 1.5 wt% of compound of formula 4

ㆍ Dispersant (BYK, LPN21116) 4 wt%

Polybenzyl methacrylate resin (Aldrich, 25085-83-0) 4 wt%

Propylene glycol methyl ethyl acetate 75.5 wt%

Dispersion was performed using Asada's paint shaker for 46 hours.

2-2: Manufacture of Photosensitive Resin Composition for Color Filter

With the pigment dispersion composition prepared in 2-1, a photosensitive resin composition for color filters was prepared by the following process using a formular.

45 wt% of the pigment dispersion composition prepared in 2-1

ㆍ Acrylic acid / benzyl methacrylate copolymer 10 wt%

   (Weight ratio = 15/85, Mw = 13,000)

ㆍ photopolymerizable monomer (Dongyang Synthetic Fibers, DPHA) 5 wt%

Propylene glycol methyl ethyl acetate 에틸 39 weight%

ㆍ Triazine photopolymerization initiator (TPP) 1 wt%

The triazine photoinitiator was dissolved in propylene glycol methyl ethyl acetate, and then stirred at room temperature for 30 minutes. The acrylic acid benzyl methacrylate copolymer binder and the photopolymerizable monomer were then added to the mixture and stirred at room temperature for 30 minutes. The pigment dispersion composition prepared in 2-1 was added to the obtained product, followed by a stirring process at room temperature for 1 hour, and then filtered once to prepare a photosensitive resin composition for color filters.

Comparative Example 2

2-1: Pigment Dispersion Composition Preparation

In order to manufacture the pigment dispersion composition, dispersion was carried out in the following composition.

C.I.G36 (DIC) 9 wt%

ㆍ C.I.Y138 (DIC) 7 wt%

ㆍ Dispersant (BYK, LPN21116) 4.5 wt%

Polybenzyl methacrylate resin (Aldrich, 25085-83-0) 4 wt%

Propylene glycol methyl ethyl acetate 5.5 5.5 75.5 wt%

Dispersion was performed using Asada's paint shaker for 46 hours.

2-2: Manufacture of Photosensitive Resin Composition for Color Filter

With the pigment dispersion composition prepared in 2-1, a photosensitive resin composition for color filters was prepared by the following process using a formular.

45 wt% of the pigment dispersion composition prepared in 2-1

ㆍ Acrylic acid / benzyl methacrylate copolymer 10 wt%

(Weight ratio = 15/85, Mw = 13,000)

ㆍ photopolymerizable monomer (Dongyang Synthetic Fibers, DPHA)) 5 wt%

Propylene glycol methyl ethyl acetate 테이 39.5% by weight

ㆍ Triazine photopolymerization initiator (Japanese Chemicals, TPP) T 0.5 wt%

The triazine photoinitiator was dissolved in propylene glycol methyl ethyl acetate, and then stirred at room temperature for 30 minutes. The acrylic acid benzyl methacrylate copolymer binder and the photopolymerizable monomer were then added to the mixture and stirred at room temperature for 30 minutes. The pigment dispersion composition prepared in 2-1 was added to the obtained product, followed by a stirring process at room temperature for 1 hour, and then filtered once to prepare a photosensitive resin composition for color filters.

Example 3

3-1: Pigment Dispersion Composition Preparation

The pigment derivative of Formula 4 prepared in Synthesis Example 1 was dispersed in the following composition.

ㆍ C.I.Y138 (DIC) 15 wt%

화합물 1.5 wt% of compound of formula 4

ㆍ Dispersant (BYK, LPN21116) 4 wt%

Polybenzyl methacrylate resin (Aldrich, 25085-83-0) 4 wt%

Propylene glycol methyl ethyl acetate 5.5 75.5 wt%

Dispersion was performed using Asada's paint shaker for 46 hours.

3-2: Manufacture of Photosensitive Resin Composition for Color Filter

With the pigment dispersion composition prepared in 3-1, a photosensitive resin composition for color filters was prepared by the following process using a formular.

45 wt% of the pigment dispersion composition prepared in 3-1

ㆍ Acrylic acid / benzyl methacrylate copolymer 10 wt%

(Weight ratio = 15/85, Mw = 13,000)

ㆍ photopolymerizable monomer (Dongyang Synthetic Fiber, DPHA) 5 wt%

Propylene glycol methyl ethyl acetate 테이 39.5% by weight

ㆍ Triazine photopolymerization initiator (Japanese Chemicals, TPP) T 0.5 wt%

The triazine photoinitiator was dissolved in propylene glycol methyl ethyl acetate, and then stirred at room temperature for 30 minutes. The acrylic acid benzyl methacrylate copolymer binder and the photopolymerizable monomer were then added to the mixture and stirred at room temperature for 30 minutes. The pigment dispersion composition prepared in 3-1 was added to the obtained product, followed by a stirring process at room temperature for 1 hour, and then filtered once to prepare a photosensitive resin composition for color filters.

Comparative Example 3

3-1: Pigment Dispersion Composition Preparation

To prepare a pigment dispersion composition, dispersion was carried out with the following composition.

C.I.Y138 (DIC) 15 wt%

ㆍ Dispersant (BYK, LPN21116) 5.5 wt%

Polybenzyl methacrylate resin (Aldrich, 25085-83-0) 4 wt%

Propylene glycol methyl ethyl acetate 5.5 75.5 wt%

The dispersion was carried out using an Asada paint shaker for 46 hours.

3-2: Manufacture of Photosensitive Resin Composition for Color Filter

With the pigment dispersion composition prepared in 3-1, a photosensitive resin composition for color filters was prepared by the following process using a formular.

50 wt% of the pigment dispersion composition prepared in 3-1

ㆍ 5% by weight of acrylic acid / benzyl methacrylate copolymer

(Weight ratio = 15/85, Mw = 13,000)

ㆍ photopolymerizable monomer (Dongyang Synthetic Fiber, DPHA)) 5 wt%

Propylene glycol methyl ethyl acetate 테이 39.5% by weight

ㆍ Triazine photopolymerization initiator (Japanese Chemicals, TPP) T 0.5 wt%

The triazine photoinitiator was dissolved in propylene glycol methyl ethyl acetate, and then stirred at room temperature for 30 minutes. The acrylic acid benzyl methacrylate copolymer binder and the photopolymerizable monomer were then added to the mixture and stirred at room temperature for 30 minutes. The pigment dispersion composition prepared in 3-1 was added to the obtained product, followed by a stirring process at room temperature for 1 hour, and then filtered once to prepare a photosensitive resin composition for color filters.

Test Example 1: Luminance Measurement

Prebaking was performed on a hot plate at 100 ° C. by spin coating the composition prepared from Examples 1 to 3 and Comparative Examples 1 to 3 on 10 cm × 10 cm glass for luminance measurement at each rotation speed (300 rpm, 500 rpm, 700 rpm). After performing an ultraviolet exposure at 60 mJ / cm ² using an exposure machine and heat treatment for 30 minutes at 230 ℃, color characteristics were measured using a spectrophotometer (MCPD3000, Otsuka electronic).

2 is a graph showing luminance of color filters manufactured using the pigment dispersion compositions according to Example 1 and Comparative Example 1. FIG. Referring to FIG. 2, in Example 1 prepared using the pigment dispersion composition including the novel compound of Formula 4, the luminance is about 62 when the Gy coordinate is 0.59, and does not include the novel compound of Formula 4. It can be seen that it has a higher brightness than Comparative Example 1 prepared using the pigment dispersion composition.

3 is a graph showing the brightness of the color filter prepared using the pigment dispersion composition according to Example 2 and Comparative Example 2. Referring to FIG. 3, in Example 2 prepared using the pigment dispersion composition comprising the novel compound of Formula 4, the luminance was about 60 when the Gy coordinate was 0.59, and did not include the novel compound of Formula 4. It can be confirmed that it has a higher brightness than Comparative Example 2 prepared by using a pigment dispersion composition.

Figure 4 is a graph showing the brightness of the color filter prepared using the pigment dispersion composition according to Example 3 and Comparative Example 3. Referring to FIG. 4, in Example 3 prepared using the pigment dispersion composition including the novel compound of Formula 4, the luminance was about 88 μs when the Gy coordinate was 0.508, and does not include the novel compound of Formula 4. It can be seen that it has a higher brightness than Comparative Example 3 prepared using the pigment dispersion composition.

Test Example 2: Contrast Ratio Measurement

Using a contrast tester CT-1 (Tsubosaka Co., Ltd.), the sample is placed between two polarizing films, and the ratio of the values when the light is perpendicular to and parallel to the polarizing film is measured. Contrast ratio was measured.

FIG. 5 is a graph showing contrast ratios of color filters prepared using the pigment dispersion compositions according to Example 1 and Comparative Example 1, and Example 2 and Comparative Example 2. Referring to Figure 5, in the case of Examples 1 and 2 prepared using a pigment dispersion composition containing a novel compound according to the present invention it can be seen that the contrast ratio has a high brightness of more than 9000 kHz when the Gy coordinate is 0.59.

Test Example 3: Measurement of the viscosity and particle size of the pigment dispersion composition

The particle size and viscosity of the pigment dispersion composition prepared in Examples 1 to 3 and Comparative Examples 1 to 3 were measured using a particle size analyzer (Horiba Co., Ltd.-LB 500) and a viscosity meter (Brookfield Co.-DVIII Ultra), respectively. The results are shown in Table 1 below.

TABLE 1

Example 1 Example 2 Example 3 Comparative Example 1 Comparative Example 2 Comparative Example 3 Average diameter of pigment particles (nm) 80 85 90 83 82 95 Viscosity of Pigment Dispersion Composition (cPs) 6.7 7.8 5.1 6.1 7.3 4.5

From Table 1, the pigment dispersion composition according to an embodiment of the present invention is excellent in dispersion stability as the viscosity is not significantly increased compared to the pigment dispersion composition according to the comparative example despite the pigment particles having a finer average diameter can confirm.

Test Example 3: Measurement of transmittance spectrum of the pigment dispersion composition

Samples were prepared by spin coating the pigment dispersion compositions of Examples 1 to 3 and Comparative Examples 1 to 3 to a thickness of 1 μm on a glass substrate, and then using a UV spectrometer, the results are illustrated in FIGS. 8 is shown.

Figure 6 is a graph showing the transmittance of the color filter prepared using the pigment dispersion composition according to Example 1 and Comparative Example 1. Referring to FIG. 6, in Example 1 prepared using the pigment dispersion composition comprising the novel compound of Formula 4, the transmittance was 90% in the wavelength range of 550 nm, and did not include the novel compound of Formula 4. It can be seen that it has a higher transmittance than Comparative Example 1 prepared by using a pigment dispersion composition.

7 is a graph showing the transmittance of a color filter prepared using the pigment dispersion composition according to Example 2 and Comparative Example 2. Referring to FIG. 7, in Example 2 prepared using the pigment dispersion composition including the novel compound of Formula 4, the transmittance was 88% in the wavelength range of 535 nm, and does not include the novel compound of Formula 4. It can be seen that it has a higher transmittance than Comparative Example 2 prepared by using a pigment dispersion composition.

8 is a graph showing the transmittance of a color filter prepared using the pigment dispersion composition according to Example 3 and Comparative Example 3. Referring to FIG. 8, in Example 3 prepared using the pigment dispersion composition comprising the novel compound of Formula 4, the transmittance was 94% in the wavelength range of 510 nm, and did not include the novel compound of Formula 4. It can be seen that it has a higher transmittance than Comparative Example 3 prepared using a pigment dispersion composition that is not.

The present invention is not limited to the above embodiments, but may be manufactured in various forms, and a person skilled in the art to which the present invention pertains has another specific form without changing the technical spirit or essential features of the present invention. It will be appreciated that the present invention may be practiced as. It is therefore to be understood that the above-described embodiments are illustrative in all aspects and not restrictive.

1 is NMR analysis data of the pigment derivative prepared in Synthesis Example 1. FIG.

2 is a graph showing luminance of color filters manufactured using the pigment dispersion compositions according to Example 1 and Comparative Example 1. FIG.

3 is a graph showing the brightness of the color filter prepared using the pigment dispersion composition according to Example 2 and Comparative Example 2.

Figure 4 is a graph showing the brightness of the color filter prepared using the pigment dispersion composition according to Example 3 and Comparative Example 3.

FIG. 5 is a graph showing contrast ratios of color filters prepared using the pigment dispersion compositions according to Example 1 and Comparative Example 1, and Example 2 and Comparative Example 2.

Figure 6 is a graph showing the transmittance of the color filter prepared using the pigment dispersion composition according to Example 1 and Comparative Example 1.

7 is a graph showing the transmittance of a color filter prepared using the pigment dispersion composition according to Example 2 and Comparative Example 2.

8 is a graph showing the transmittance of a color filter prepared using the pigment dispersion composition according to Example 3 and Comparative Example 3.

Claims (8)

A compound represented by the following formula (1). [Formula 1]

(In the formula 1, R ₁ , R ₃ , R ₄ , and R ₆ are each independently a substituted or unsubstituted alkyl group, a substituted or unsubstituted alkenyl group, a substituted or unsubstituted alkynyl group, a substituted or unsubstituted aryl group, a substituted or unsubstituted A substituted heteroaryl group, a substituted or unsubstituted cycloalkyl group, a substituted or unsubstituted heterocycloalkyl group, a substituted or unsubstituted cycloalkenyl group, a substituted or unsubstituted cycloalkynyl group, a substituted or unsubstituted alkoxy group, and Substituted or unsubstituted NRR ', wherein R and R' are each independently selected from a hydrogen atom and a substituent selected from the group consisting of a substituted or unsubstituted alkyl group, Each R ₂ and each R ₇ are each independently a substituted or unsubstituted alkyl group, a substituted or unsubstituted alkenyl group, a substituted or unsubstituted alkynyl group, a substituted or unsubstituted aryl group, a substituted or unsubstituted hetero Aryl group, substituted or unsubstituted cycloalkyl group, substituted or unsubstituted heterocycloalkyl group, substituted or unsubstituted cycloalkenyl group, substituted or unsubstituted cycloalkynyl group, substituted or unsubstituted alkoxy group, and substituted or unsubstituted Ring NRR ', wherein R and R' are each independently selected from a hydrogen atom and a substituent selected from the group consisting of a substituted or unsubstituted alkyl group, Each R ₅ is selected from the group consisting of a substituted or unsubstituted sulfonic acid group, a substituted or unsubstituted alcohol group, and a substituted or unsubstituted carboxylic acid group, n ₂ , n ₅ , and n ₇ are each independently an integer of 4 or 5). (A) a pigment derivative represented by the following formula (1); (B) pigments; (C) dispersants; (D) binder resins; And (E) a solvent. [Formula 1]

(In the formula 1, R ₁ , R ₃ , R ₄ , and R ₆ are each independently a substituted or unsubstituted alkyl group, a substituted or unsubstituted alkenyl group, a substituted or unsubstituted alkynyl group, a substituted or unsubstituted aryl group, a substituted or unsubstituted A substituted heteroaryl group, a substituted or unsubstituted cycloalkyl group, a substituted or unsubstituted heterocycloalkyl group, a substituted or unsubstituted cycloalkenyl group, a substituted or unsubstituted cycloalkynyl group, a substituted or unsubstituted alkoxy group, and Substituted or unsubstituted NRR ', wherein R and R' are each independently selected from a hydrogen atom and a substituent selected from the group consisting of a substituted or unsubstituted alkyl group, Each R ₂ and each R ₇ are each independently a substituted or unsubstituted alkyl group, a substituted or unsubstituted alkenyl group, a substituted or unsubstituted alkynyl group, a substituted or unsubstituted aryl group, a substituted or unsubstituted hetero Aryl group, substituted or unsubstituted cycloalkyl group, substituted or unsubstituted heterocycloalkyl group, substituted or unsubstituted cycloalkenyl group, substituted or unsubstituted cycloalkynyl group, substituted or unsubstituted alkoxy group, and substituted or unsubstituted Ring NRR ', wherein R and R' are each independently selected from a hydrogen atom and a substituent selected from the group consisting of a substituted or unsubstituted alkyl group, Each R ₅ is selected from the group consisting of a substituted or unsubstituted sulfonic acid group, a substituted or unsubstituted alcohol group, and a substituted or unsubstituted carboxylic acid group, n ₂ , n ₅ , and n ₇ are each independently an integer of 4 or 5). The method of claim 2, The pigment dispersion composition (A) 0.1 to 10% by weight of the pigment derivative represented by Formula 1; (B) 5 to 30% by weight pigment; (C) 1 to 20% by weight dispersant; (D) 1 to 20% by weight of binder resin; And (E) Pigment dispersion composition containing a solvent and remainder. The method of claim 2, Pigment (B) is a pigment dispersion composition is selected from the group consisting of halogenated zinc phthalocyanine-based green pigments, yellow pigments, and mixtures thereof. The method of claim 2, The dispersing agent (C) is a polyester compound, a polycarboxylic acid ester compound, an unsaturated polyamide compound, a polycarboxylic acid compound, a polycarboxylic acid alkyl salt compound, a polyacrylic compound, a polyethyleneimine compound, a polyurethane compound, And a pigment dispersion composition comprising one selected from the group consisting of a combination thereof. The method of claim 2, The (D) binder resin is styrene, N-benzylphthalicimide, (meth) acrylic acid, alkyl (meth) acrylate, aryl (meth) acrylate, alcohol (meth) acrylate, alkylaryl (meth) acrylate Pigment dispersion composition is formed by copolymerizing a monomer selected from the group consisting of succinic (meth) acrylate, and combinations thereof. The photosensitive resin composition for color filters containing the pigment dispersion liquid composition of any one of Claims 2-6. The color filter manufactured using the photosensitive resin composition for color filters of Claim 7.

Images