KR20170116346A - Color millbase composition and color filter including the same - Google Patents

Abstract

An object of the present invention is to provide a color filter base composition for a color filter of a liquid crystal display device, which is improved in transparency and dispersibility by adding an additive and a polymer dispersant, and has excellent color reproducibility.
The color mill base composition according to the present invention can provide a color filter having improved transparency and excellent color reproducibility by adding an additive capable of reducing transparency to the color mill base composition.
Also, the color mill base composition according to the present invention can provide a color filter including a polymer dispersant with improved dispersibility.

Description

[0001] Color mill base compositions and color filters comprising same [0002]

The present invention relates to a color mill base composition for a color filter of a liquid crystal display and a color filter comprising the same.

A color filter, which is an optical material that realizes coloring in a liquid crystal display (LCD), has three colors of red (R), green (G), and blue (B) A color mill base composition for a color filter is dispersed to form a colored film, and exposed and developed using a photomask to form a desired color pixel by patterning the colored film.

In general, the techniques for manufacturing a color filter are classified into four types, namely, a dyeing method, a vapor deposition method, a printing method, and a pigment dispersion method. In recent years, a pigment dispersion method using a color resist of a pigment dispersion type has become mainstream.

The color mill base, which is a core material of color photoresist which is one of the constituent materials of the liquid crystal display, is prepared by mixing pigments, dispersants, derivatives and solvents to disperse the particle size of pigment existing as macromonomer macromolecules into a particle size of 100 nm or less Manufactured.

The color mill base composition for a color filter should have a high sensitivity, a high contrast ratio and a brightness, which are major optical characteristics required in a liquid crystal display, have high reliability in pattern formation, high transmittance, and good dispersion in a mill base. Accordingly, development of a mill base composition having optical properties and excellent dispersibility required in a liquid crystal display device is required.

An object of the present invention is to provide a color filter having excellent transparency and dispersibility and excellent color reproducibility by adding an additive and a polymer dispersant as a color mill base composition for a color filter of a liquid crystal display device.

In order to achieve the above technical object,

The present invention relates to a composition comprising a pigment derivative, a pigment, a dispersant and an additive,

Wherein the dispersing agent comprises a first polymer dispersing agent containing an acrylic polymer and

And a second polymer dispersant comprising at least one polymer selected from the group consisting of polyester-based, urethane-based, silicone-based, and epoxy-based polymer copolymers, and polymers containing an alkaline group, an acidic group and an aromatic group A color mill base composition is provided.

And the content of the dispersant is 30 to 60 parts by weight of the first polymer dispersant and 40 to 70 parts by weight of the second polymer dispersant relative to 100 parts by weight of the dispersant.

Also, the first polymer dispersant may be at least one selected from the group consisting of methyl (meth) acrylate, ethyl (meth) acrylate, n-butyl (meth) acrylate, t- (Meth) acrylates; Alicyclic alkyl (meth) acrylates including cyclohexyl (meth) acrylate and dicyclopentanyl (meth) acrylate; (Meth) acrylates having an aromatic substituent including phenyl (meth) acrylate, benzyl (meth) acrylate and para-cumylphenoxyethylene oxide-modified (meth) acrylate; (Meth) acrylates including methoxyethyl (meth) acrylate and ethoxypolyethylene glycol (meth) acrylate; and an acrylic polymer dispersant containing at least one selected from the group consisting of ≪ / RTI > is provided.

Based on 100 parts by weight of the dye, 1 to 30 parts by weight of the dispersing agent.

Also, the pigment derivative is a pigment derivative represented by the following formula (1).

[Chemical Formula 1]

(In the formula 1,

 (C1-C30) alkylamino, di (C1-C30) alkylamino, mono (C6-C30) arylamino , Di (C6-C30) arylamino, hydroxy, carboxylic acid group, sulfonyl, halogen, amino, cyano or nitro;

,

,

,

,

,

, 수소, 아미노, (C1-C30)알킬, (C1-C30)알콕시, (C6-C30)아릴, 모노(C1-C30)알킬아미 노, 디(C1-C30)알킬아미노, 모노(C6-C30)아릴아미노 또는 디(C6-C30)아릴아미노이며;A or B

,

,

,

,

,

(C1-C30) alkoxy, (C6-C30) aryl, mono (C1-C30) alkylamino, di ) Arylamino or di (C6-C30) arylamino;

(C1-C30) alkyl, (C3-C30) cycloalkyl, (C3-C30) heterocycloalkyl, (C1-C30) alkyloxy, mono (C1-C30) alkylamino, di (C1-C30) alkylamino (C6-C30) arylamino, di (C6-C30) arylamino, (C1-C30) alkylcarbonyl, carboxylic acid group, sulfonyl, halogen, amino, cyano or nitro,

R5 is selected from the group consisting of hydrogen, (C1-C30) alkyl, (C3-C30) cycloalkyl, (C3-C30) heterocycloalkyl, (C6- (C1-C30) heteroaryl, (C1-C30) alkylcarbonyl,

o is an integer from 1 to 3,

p is an integer of 1 to 2, and when o and p are 2 or more, R 4 may be the same or different;

M is Na, H, K, or Li;

Alkyl, alkoxy, monoalkylamino, dialkylamino, monoarylamino and diarylamino of the above R1 to R3; R4 is alkyl, cycloalkyl, heterocycloalkyl, alkoxy, aryl, aralkyl, heteroaryl, aryloxy, alkyloxy, monoalkylamino, dialkylamino, monoarylamino, diarylamino and alkylcarbonyl; And the alkyl, alkoxy, aryl, monoalkylamino, dialkylamino, monoarylamino and diarylamino of A or B are independently selected from the group consisting of halogen, carboxylic acid group, sulfonyl, cyano, nitro, hydroxy, (C1- , (C6-C30) aryl, (C3-C30) heteroaryl, and the like.

The pigments may also contain azo pigments, phthalocyanine pigments, quinacridone pigments, perylebe / perinone pigments, isoindolinone pigments, Isoindoline pigments, dioxazine pigments, quinophthalone pigments, diketopyrrolopyrrole pigments, anthraquinone pigments, anthraquinone pigments, and the like. Wherein the pigment is an organic pigment selected from the group consisting of thioindigo pigments and metal complex pigments.

Wherein the additive is an additive including a stilbene derivative, an imidazole derivative, and a coumarine derivative.

The color mill base composition also comprises, based on 100 parts by weight of the pigment, 0.01 to 30 parts by weight of the pigment derivative, 1 to 30 parts by weight of the dispersant and 1 to 10 parts by weight of the additive.

Also provided is a color resist composition comprising the color mill base composition, and a color filter manufactured using the color resist composition.

The color mill base composition according to the present invention can provide a color filter having improved transparency and excellent color reproducibility by adding an additive capable of reducing transparency to the color mill base composition.

Also, the color mill base composition according to the present invention can provide a color filter including a polymer dispersant with improved dispersibility.

Before describing the present invention in detail, it is to be understood that the terminology used herein is for the purpose of describing particular embodiments only and is not intended to limit the scope of the invention, which is defined solely by the appended claims. shall. All technical and scientific terms used herein have the same meaning as commonly understood by one of ordinary skill in the art unless otherwise stated.

Throughout this specification and claims, the word "comprise", "comprises", "comprising" means including a stated article, step or group of articles, and steps, , Step, or group of objects, or a group of steps.

On the contrary, the various embodiments of the present invention can be combined with any other embodiments as long as there is no clear counterpoint. Any feature that is specifically or advantageously indicated as being advantageous may be combined with any other feature or feature that is indicated as being preferred or advantageous. Hereinafter, embodiments of the present invention and effects thereof will be described with reference to the accompanying drawings.

The color mill base composition according to an embodiment of the present invention includes a pigment derivative, a pigment, a polymer dispersant, and an additive, and may further optionally include a solvent and the like.

Each component will be described in detail below.

<Pigment Derivative>

The pigment derivative according to one embodiment of the present invention is a dye hybrid pigment derivative. That is, it has a structure in which the pigment structure is denatured and derivatized with a dye structure. As a result, heat resistance and coloring power can be improved. In addition, since the finely divided pigment particles are thermodynamically unstable, they tend to agglomerate in the direction of reducing the specific surface area. Especially, in the case of ultra-fine tenants that are over-finely atomized during the atomization process, they tend to agglomerate. The pigment derivative of the present invention further comprises a specific chemical structure, thereby exhibiting an effect of preventing re-aggregation of the finely divided pigment particles, thereby improving dispersion stability and storage stability. In addition, by introducing a functional group having excellent water resistance, excellent solubility is provided.

The pigment derivative according to one embodiment of the present invention is characterized by containing at least one kind of pigment derivative selected from compounds represented by the following formula (1).

[Chemical Formula 1]

(1)

R ₁ to R ₃ are each independently of the other hydrogen, (C 1 -C 30) alkyl, (C 1 -C 30) alkoxy, mono (C 1 -C 30) alkylamino, di Amino, di (C6-C30) arylamino, hydroxy, carboxylic acid group, sulfonyl, halogen, amino, cyano or nitro;

,

,

,

,

,

, 수소, 아미노, (C1-C30)알킬, (C1-C30)알콕시, (C6-C30)아릴, 모노(C1-C30)알킬아미노, 디(C1-C30)알킬아미노, 모노(C6-C30)아릴아미노 또는 디(C6-C30)아릴아미노이며;A or B

,

,

,

,

,

(C1-C30) alkyl, (C6-C30) alkoxy, (C6-C30) aryl, mono Arylamino or di (C6-C30) arylamino;

R ₄ are each independently hydrogen, (C1-C30) alkyl, (C3-C30) cycloalkyl, (C3-C30) heterocycloalkyl, (C1-C30) alkoxy, (C6-C30) aryl, (C6-C30 (C1-C30) alkyl, (C3-C30) heteroaryl, (C6-C30) aryloxy, (C6-C30) arylamino, di (C6-C30) arylamino, (C1-C30) alkylcarbonyl, carboxylic acid group, sulfonyl, halogen, amino, cyano or nitro,

R ₅ is hydrogen, (C1-C30) alkyl, (C3-C30) cycloalkyl, (C3-C30) heterocycloalkyl, (C6-C30) aryl, (C6-C30) aralkyl (C1-C30) alkyl, ( C3-C30) heteroaryl, (C1-C30) alkylcarbonyl,

o is an integer from 1 to 3,

p is an integer of 1 to 2, and when o and p are 2 or more, R ₄ may be the same or different;

M is Na, H, K, or Li;

R ₁ to R ₃ are independently selected from the group consisting of alkyl, alkoxy, monoalkylamino, dialkylamino, monoarylamino and diarylamino; R ₄ is alkyl, cycloalkyl, heterocycloalkyl, alkoxy, aryl, aralkyl, heteroaryl, aryloxy, alkyloxy, monoalkylamino, dialkylamino, monoarylamino, diarylamino and alkylcarbonyl; And the alkyl, alkoxy, aryl, monoalkylamino, dialkylamino, monoarylamino and diarylamino of A or B are independently selected from the group consisting of halogen, carboxylic acid group, sulfonyl, cyano, nitro, hydroxy, (C1- , (C6-C30) aryl, (C3-C30) heteroaryl, and the like.

Specific examples of the formula (1) include the following derivatives. However, the present invention is not limited to the following examples.

The derivative (D-1)

The derivative (D-2)

The derivative (D-3)

The derivative (D-4)

The derivative (D-5)

The derivative (D-6)

The derivative (D-7)

The derivative (D-8)

In the pigment dispersion composition according to one embodiment of the present invention, the pigment derivative is preferably incorporated in a proportion of 0.01 to 30 parts by weight, more preferably 0.1 to 20 parts by weight, particularly preferably 0.1 to 5 parts by weight relative to 100 parts by weight of the pigment The mixing ratio of the parts by weight is good. If the compounding ratio of the pigment derivative is too low, it is difficult to obtain a desired effect sufficiently. In addition, even if the blending ratio is too large, the effect proportional thereto can not be obtained, and the physical properties of the pigment composition and the coloring composition using the pigment composition are lowered, thereby causing the original color to largely change.

On the other hand, the pigment derivative of the formula (1) can be prepared by various methods and is not limited. In one preferred embodiment of the present invention, there is provided a process for preparing a pigment derivative represented by the formula (1) by reacting a compound of the formula (4) with a compound of the formula (4) .

(2)

(3)

[Chemical Formula 4]

[Chemical Formula 5]

AX

[Chemical Formula 6]

BX

<Pigment>

The type of the pigment is not particularly limited. Red, green, blue, yellow, and purple pigments may be used alone or in combination. For example, the pigment may be selected from the group consisting of azo pigments, phthalocyanine pigments, quinacridone pigments, perylebe / perinone pigments, isoindolinone pigments isoindoline pigments, isoindolinone pigments, isoindoline pigments, dioxazine pigments, quinophthalone pigments, diketopyrrolopyrrole pigments, anthraquinone pigments ), Thioindigo pigments, metal complex pigments, and the like, but are not limited thereto.

C.I. Pigment Red 7, 14, 48: 1, 48: 2, 48: 3, 48: 4, 81: 1, 81: 2, 81: 3, 146, 177, 184, 185, 187, 200, 210, 246, 254, 255, 264, 270, and 272 may be used. In the case of the green pigment, CI Pigment Green 7, 10, 36, 37 and the like can be used. In the case of the blue pigment, C.I. Blue pigments such as Pigment Blue 15: 1,15: 2,15: 3,15: 4,15: 6,16,80 can be used. Pigment Yellow 1, 2, 3, 4, 5, 6, 10, 12, 13, 14, 15, 16, 17, 18, 24, 31, 32, 34, 35, 35: 60, 61, 62, 63, 65, 73, 74, 77, 81, 83, 93, 94, 95, 97, 98, 100, 101, 104, 106, 108, 109, 110, 113, 114, 115, 116, 117, 118, 119, 120, 123, 126, 127, 128, 129, 138, 139, 147, 150, 151, 152, 153, 174, 175, 176, 177, 179, 180, 181, 182, 185, 187, 188, 169, 170, 171, 172, 173, 193, 194, 199, 213 and 214 can be used. In the case of the purple pigment, CI Pigment Violet 23, 34, 35, 37, etc. These may be used alone or in combination of two or more.

Particularly, in the case of the red pigment dispersion composition, the organic pigment is preferably selected from the group consisting of C.I. Pigment Red 122, C.I. Pigment Red 177, C.I. Pigment Red 254 and C.I. Pigment Violet &lt; SEP &gt; 19 &lt; SEP &gt;

The organic pigment is preferably an organic pigment having a primary particle diameter of 100 nm or less or a primary particle diameter of 100 or less by an atomization treatment from the viewpoint of improving the transparency and clarity of the obtained color mill base composition. Examples of the atomization treatment method of the pigment include a salt-milling method in which milling is carried out in the presence of a common salt (see, for example, Japanese Unexamined Patent Publication No. 2001-220520 and Japanese Unexamined Patent Application Publication No. 2001-264528 ), But the present invention is not limited thereto.

The above-mentioned pigment is surface-modified with a pigment derivative, which means that the pigment derivative is pulverized through milling and dispersion processes such as milling to bind on the surface of the pigment, thereby improving the properties of the pigment . That is, the pigment derivative forms a coating layer on the surface of the pigment, which means a continuous or non-continuous coating layer. Through the surface layer of such a pigment derivative, it becomes possible to improve dispersion stability, storage stability and color characteristics of the pigment.

It is advisable to use the same series of pigment pigment residues and pigments of pigment derivatives. However, it is not always necessary to be the same, and it is not always necessary to combine those which exhibit the same hue, and it is also possible to use a material exhibiting a different hue if necessary. That is, it is also possible to modify the surface of the red pigment with a yellow pigment derivative to improve the color characteristic, and it is also possible to improve the color purity by using pigments and pigment derivatives having the same color.

<Dispersant>

In order to disperse the pigment or the like in a solvent, it is preferable to use a dispersing agent. The dispersing agent is not limited to such a dispersing agent, but it is preferable to use a high molecular weight dispersing agent.

The polymeric dispersant has a pigment-affinity functional group adsorbed on the pigment and a functional group compatible with the pigment derivative, and functions to stabilize the dispersion of the pigment. As the high molecular weight dispersant, those having a weight average molecular weight within the range of 1,000 to 100,000 can be used, and it is more preferable to use a high molecular weight dispersant having a weight average molecular weight of 10,000 to 30,000.

Examples of such a high molecular weight dispersant include a polymer including a polyester copolymer, an acrylic copolymer, a urethane, a silicone and an epoxy polymer, an alkaline group, an acidic group and an aromatic group. Examples of the high molecular weight dispersant include polyurethane, polyacrylate A long chain polyaminoamide phosphate, a hydroxyl group-containing polycarboxylic acid ester, or a modification thereof, a poly (lower alkyleneimine) and a poly (lower alkyleneimine) having a free carboxyl group, such as a polycarboxylic acid ester, an unsaturated polyamide, a polycarboxylic acid, An amide formed by a reaction with an ester, a salt thereof, or the like is used.

Further, water-soluble resins or water-soluble polymer compounds such as (meth) acrylic acid-styrene copolymer, (meth) acrylic acid- (meth) acrylic acid ester copolymer, styrene-maleic acid copolymer, polyvinyl alcohol, polyvinylpyrrolidone, Ester type, modified poly (meth) acrylate, ethylene oxide / propylene oxide adduct, phosphoric ester and the like.

Also, it is preferable that the polymeric dispersant necessarily contains an acrylic monomer. For example, it is preferable to use an acrylic monomer such as methyl (meth) acrylate, ethyl (meth) acrylate, n-butyl (meth) acrylate, Alkyl (meth) acrylates such as lauryl (meth) acrylate; Alicyclic alkyl (meth) acrylates such as cyclohexyl (meth) acrylate and dicyclopentanyl (meth) acrylate; (Meth) acrylates having an aromatic substituent such as phenyl (meth) acrylate, benzyl (meth) acrylate and para-cumylphenoxyethylene oxide-modified (meth) acrylate; Alkoxypolyalkylene glycol (meth) acrylates such as methoxyethyl (meth) acrylate and ethoxypolyethylene glycol (meth) acrylate, and they are preferably used by mixing two or more kinds thereof , But are not limited thereto.

PB-711, PB-821 (manufactured by Ajinomoto Fine Techno Co.), DISPERBIK 160, 161, 162, 163, 164 (manufactured by Ajinomoto Fine Techno Co., Ltd.) of BYK, trade names EFKA4046, EFKA4550, EFKA4560 , SOLSPERSE 22000, 24000, 28000 (trade name) from Avecia Limited, DISPARLON DA-234, 325, 375 from Kusumoto Chemical Co., 725 (trade name), and the like.

The dispersing agent is preferably used by mixing two or more kinds of dispersing agents selected from the above-mentioned polymer dispersing agent group. It is also preferable to include an acrylic dispersant. It is preferable that the first polymer dispersant is contained in an amount of 30 to 60 parts by weight and the second polymer dispersant is contained in an amount of 40 to 70 parts by weight based on 100 parts by weight of the dispersant when two or more dispersants are mixed.

The high molecular weight dispersant may be used in an amount of 1 to 30 parts by weight based on 100 parts by weight of the pigment. If the content of the dispersing agent is less than 1 part by weight, a sufficient dispersing effect can not be obtained. When the amount is more than 30 parts by weight, dispersion stability and economical efficiency are lowered and it is difficult to maintain appropriate viscosity for dispersion and color characteristics such as transparency are deteriorated.

<Additives>

The color mill base composition according to an embodiment of the present invention may be used in combination with a stilbene derivative, an imidazole derivative, a coumarine derivative, a pyrazole derivative, a naphthalimide derivative, When a color filter is produced using the color mill base composition of the present invention by adding two or more additives selected from the group consisting of quinacridone derivatives and bisbenzoxazoline derivatives, It is possible to provide a high-quality color filter excellent in transparency and color reproducibility.

An invisible ray of an ultraviolet ray portion of a sun ray is reflected by blue light rays of a visible portion by an additive component added to a color mill base composition to further show whiteness of the color filter to thereby provide a color filter excellent in color reproducibility .

The additive preferably includes a stilbene derivative, an imidazole derivative and a coumarin derivative. The additive preferably comprises 10 to 80 parts by weight of the stilbene derivative relative to 100 parts by weight of the additive, It is preferable that the imidazole derivative and the coumarin derivative are contained in an amount of 20 to 90 parts by weight.

Stilbene derivatives include 1,1 '- [(E) -1,2-Ethenediyl] dibenzene, 1,1' - [(E) -1,2- Ethenediyl] dibenzene, Z) -1,2-Ethenediyl dibenzene, 4,4'-Dihydrazinostilbene-2,2'-disulfonic acid, 2,2'-Diamino-4,4'-stilbenesulfonic acid, Disodium 4,4'-diamino-2 , 2'-stilbenedisulfonate.

The imidazole derivatives include 2- (2'-chlorophenyl) -4,5-diphenyl imidazole, 2- (2-fluorophenyl) -4,5-diphenyl imidazole, (4'-methoxyphenyl) imidazole. &lt; / RTI &gt;

Coumarin derivatives include, but are not limited to, coumarin 6, coumarin 7, coumarin 30, coumarin 153, 4-hydroxycoumarin, esculetin, pyranocoumarin.

The additive according to one embodiment of the present invention is preferably contained in an amount of 1 to 10% by weight, particularly 5 to 8% by weight, based on the total weight of the color mill base composition.

The color mill base composition may also contain other conventional additives or additives such as surfactants, fillers, standardizers, defoamers, antidust agents, enhancers, antistatic agents, preservatives, drying retarders, wetting agents, antioxidants, .

<Resin>

The color mill base composition may further comprise a resin. Examples of the thermoplastic resin include petroleum resin, casein, shellac, rosin-modified maleic resin, rosin-modified phenolic resin, nitrocellulose, cellulose acetate butyrate, cyclized rubber, chlorinated rubber, oxidized rubber, A vinyl chloride resin, a vinyl chloride-vinyl acetate copolymer, an acrylic resin, a methacrylic resin, a polyurethane resin, a silicone resin, a fluorine resin, a drying oil, a synthetic drying oil, a polyester resin, an unsaturated polyester resin, an amino resin, , A styrene-modified maleic resin, a polyamide resin, a polyimide resin, a benzoguanamine resin, a melamine resin, a urea resin polypropylene chloride, a butyral resin and a vinylidene chloride resin.

Furthermore, a photosensitive resin can be used as the resin. As the photosensitive resin, a reactive substituent such as a hydroxyl group, a carboxyl group or an amino group by reaction between a (meth) acrylic compound having a reactive substituent such as an isocyanate group, an aldehyde group or an epoxy group or cinnamic acid, A linear polymer containing an acid anhydride such as a styrene-maleic anhydride copolymer or -olefin-maleic anhydride copolymer and a resin obtained by introducing a photo-crosslinkable group such as a (meth) acryloyl group or a styryl group into a linear polymer having A resin obtained by semi-esterification of a (meth) acrylic compound having a hydroxy group such as hydroxyalkyl (meth) acrylate can be used. Such a resin can be used in an amount of 1 to 30 parts by weight based on 100 parts by weight of the pigment.

<Solvent>

The solvent used in the pigment dispersion composition is not particularly limited as long as it is capable of dispersing the pigment and the like, and a solvent selected from esters, ketones, ethers, alcohols, hydrocarbons and the like having 3 to 12 carbon atoms is preferable. The ester, ketone, ether or alcohol may have a ring structure. Compounds having two or more functional groups (-O-, -CO- and -COO-) such as esters, ketones and ethers can also be used as solvents and other functional groups such as alcoholic hydroxyl groups can be present at the same time. In the case of a solvent having two or more functional groups, a large number of carbon atoms may be present within a defined range for the compound having the functional group.

Examples of the ester having 3 to 12 carbon atoms include ethyl formate, propyl formate, pentyl formate, methyl acetate, ethyl acetate or pentyl acetate. Examples of the ketone having 3 to 12 carbon atoms include acetone, methyl isobutyl ketone, methyl ethyl ketone, diethyl ketone, diisobutyl ketone, cyclopentanone, cyclohexanone and methylcyclohexanone. Examples of the ether having 3 to 12 carbon atoms include propylene glycol monomethyl ether acetate, diisopropyl ether, dimethoxymethane, dimethoxyethane, 1,4-dioxane, 1,3-dioxane, tetrahydrofuran, Sol and phenol are examples. Examples of the organic solvent having two or more functional groups include 2-ethoxyhexyl acetate, 2-methoxyethanol and 2-butoxyethanol. The alcohols usable in combination with the chlorinated organic solvent may be linear, branched or cyclic, of which saturated aliphatic hydrocarbons are preferred. The hydroxyl group of the alcohol may be monovalent, divalent or trivalent. Examples of the alcohol include methanol, ethanol, 1-propanol, 2-propanol, 1-butanol, 2-butanol, t-butanol, 1-pentanol, 2-methyl-2-butanol and cyclohexanol. Examples of the fluorinated alcohols include 2-fluoroethanol, 2,2,2-trifluoroethanol and 2,2,3,3-tetrafluoro-1-propanol. The hydrocarbons may be linear, branched or cyclic, and aromatic hydrocarbons or aliphatic hydrocarbons may be used. Aliphatic hydrocarbons can be used both saturated and unsaturated. Examples of such hydrocarbons include cyclohexane, hexane, benzene, ethylbenzene, toluene and xylene.

Such a solvent may be used in an amount capable of dispersing the pigment particles in the pigment dispersion composition and is not particularly limited, but may be used in an amount of 100 to 1,000 parts by weight based on 100 parts by weight of the pigment. When the content of the solvent is less than 100 parts by weight, the pigment is not sufficiently dispersed, the viscosity is increased and the workability is lowered. When the amount of the solvent is more than 1,000 parts by weight, the pigment concentration is excessively low.

The color mill base composition according to one embodiment of the present invention can be produced by mixing pigments, pigment derivatives, additives, and the like with conventionally known methods (for example, Japanese Patent Application Laid-Open No. 2001-271004 and Japanese Patent Application Laid-Open No. 2004-91497) . For example, a method of mixing powders of a pigment and a pigment derivative, a method of mixing suspensions between an organic pigment and a pigment derivative dispersed in water or a dissolvable organic solvent, and a method of adding a pigment derivative And the like. However, the production method is not particularly limited. Examples of optional steps in the pigment production process include, but are not limited to, salt milling. The state of adding the pigment derivative may be in the form of powder, paste or suspension, but is not limited thereto.

As an example, the color mill base composition of the present invention can be prepared through a wet dispersion stabilization process in which each component is added in an appropriate amount and wetted with the pigment powder while mixing with a stirrer, And an average particle size of 150 nm. In this case, considering the efficiency of pigment dispersion, beads having a diameter of 0.05 to 2.0 mm may be used to maximize the physical impact force. Such beads may be made of glass, stainless steel, zirconium or the like.

Examples of the dispersing machine used in the stirring step include a bead mill, a roll mill, an attritor, a super mill, a dissolver, a homomixer, a sand mill, a 3-roll mill, a disc mill, a paint shaker and a scandel. Wheat is the most used.

On the other hand, the color mill base composition of the present invention can be used as a paint, a printing ink, etc., and can be applied as a pigment-dispersed color resist composition which can be mixed with a photosensitive film-forming material and form an image by light irradiation. When a color resist composition containing the color mill base composition of the present invention is used to form a pixel with a known method and structure, a color filter having excellent characteristics is obtained. The color resist composition is obtained by highly dispersing a color mill base composition of the present invention and a photosensitive film forming material in admixture. The photosensitive film-forming material is not particularly limited. In general, a photosensitive resin varnish such as a photosensitive polyacrylate resin, a photosensitive acrylic resin, a photosensitive polyamide resin, a photosensitive polyimide resin or a photosensitive unsaturated polyester resin, or a monomer or oligomer is further added as such a resin reaction diluent A varnish, a photoinitiator (if necessary, together with a sensitizer), and a solvent. By using the pigment dispersion composition of the present invention, it is possible to obtain a color resist composition and a color filter for color filter pixel formation which are excellent in dispersibility, dispersion stability, transparency and clarity.

Examples of the monomer or oligomer include (meth) acrylic acid ester, (meth) acrylic acid, (meth) acrylamide, vinyl acetate, styrene, (meth) acrylonitrile, But are not limited thereto. Examples of the photoinitiator include, but are not limited to, acetophenone, benzoin, benzophenone, thioxanthone, triazine, carbazole, and imidazole. Examples of sensitizers include acylphosphine oxide, methylphenylglyoxylate, quinone-based, anthraquinone-based, isophthalophenone-based, ), Ester-based, benzyl-based, benzophenone-based, and the like. Examples of the solvent include (poly) alkylene glycol monoalkyl ether, (poly) alkylene glycol monoalkyl ether acetate, ether, ketone, fatty acid alkyl ester, other esters, aromatic hydrocarbons and amides. But are not limited thereto.

<Examples>

Preparation of pigment derivatives D-1 to D-8

Pigment Derivatives D-1

After dissolving cyanuric chloride (6.5 g, 35 mmol, 2.7 eq) in 30 ml of acetone, 3,5-diamino-2,4,6-trimethyl benzenesulfonic acid (3 g, 13 mmol, 1 eq) Add slowly to the flask at 0. Add Na ₂ CO ₃ (2M) to adjust to pH 6. After 2 hours of reaction, the reaction mixture is worked up with distilled water (100 ml X 3), filtered off with water and then dried with MgSO ₄ . (6.2 g, yield 86.8%)

To a solution of 3,5-bis ((4,6-dichloro-1,3,5-triazine-2-yl) amino) -2,4,6-trimethylbenzenesulfonic acid (5 g, 9.1 mmol, 1 eq) Add hexylamine (2.6 ml, 19.1 mmol, 2.1 eq) slowly at room temperature. Add Na2CO3 (2M) to pH 6. After 6 hours of reaction, the reaction mixture is worked up with distilled water (100 ml X 3), filtered with water and then dried with MgSO 4. (4.5 g, yield 72.8%).

To a flask was added 5-bis ((4-chloro-6- (hexylamino) -1,3,5-triazine-2-yl) amino) -2,4,6-trimethylbenzenesulfonic acid (3 g, 4.4 mmol, (3.7 g, 9.2 mmol, 2.1 eq) and sodium bicarbonate (0.7 g, 8.8 mmol, 2.0 eq) were dissolved in 15 ml of benzene, and then sodium 6 - ( And the mixture was refluxed at 85 to 24 hours. After the completion of the reaction, the solvent was distilled off under reduced pressure to remove the solvent. After work-up with distilled water (100 ml × ₃₎ , water was removed with MgSO ₄ , filtered and dried to obtain a pigment derivative (D-1). (5.1 g, yield 81.9%).

Pigment Derivatives D-2

The flask was charged with 3,5-bis ((4-chloro-6- (hexylamino) -1,3,5-triazine-2-yl) amino) -2,4,6-trimethylbenzenesulfonic acid (4.4 g, 9.2 mmol, 2.1 eq) and sodium bicarbonate (0.7 g, 8.8 mmol) were dissolved in 15 ml of benzene, and sodium 4 - ((2,4-dimethylphenyl) diazenyl) -3-hydroxynaphthalene-2,7-disulfonate , 2.0 eq), and the mixture was refluxed at 85 to 24 hours. After the completion of the reaction, the solvent was distilled off under reduced pressure to remove the solvent. Then, after work-up with distilled water (100 ml X 3), water was removed with MgSO 4, filtered and dried to obtain a pigment derivative (D-2). (5.5 g, yield 79.3%).

Pigment Derivatives D-3

The flask was charged with 3,5-bis ((4-chloro-6- (hexylamino) -1,3,5-triazine-2-yl) amino) -2,4,6-trimethylbenzenesulfonic acid eq) was dissolved in 15 ml of benzene and sodium 4 - ((2-hydroxy-6-sulfonatonaphthalen-1-yl) diazenyl) naphthalene-1-sulfonate (4.6 g, 9.2 mmol, 2.1 eq) and sodium bicarbonate , 8.8 mmol, 2.0 eq), and the mixture was refluxed at 85 ° C for 24 hours. After completion of the reaction, the reaction mixture was distilled under reduced pressure to remove the solvent, and then worked up with distilled water (100 ml X 3), filtered off with MgSO ₄ , filtered and dried to obtain D-3. (5.8 g, yield 81.3%).

Pigment Derivative D-4

The flask was charged with 3,5-bis ((4-chloro-6- (hexylamino) -1,3,5-triazin-2-yl) amino) -2,4,6-trimethylbenzenesulfonic acid ) Was dissolved in 15 ml of benzene and sodium 7-hydroxy-8 - ((4-sulfonatonaphthalen-1-yl) diazenyl) naphthalene-1,3-disulfonate (5.6 g, 9.2 mmol, 2.1 eq) and sodium bicarbonate 0.7 g, 8.8 mmol, 2.0 eq), and the mixture was refluxed at 85 to 24 hours. After the completion of the reaction, the solvent was distilled off under reduced pressure to remove the solvent. After work-up with distilled water (100 ml × ₃₎ , water was removed with MgSO ₄ , filtered and dried to obtain a pigment derivative (D-4). (6.4 g, yield 80.6%).

Pigment Derivative D-5

(5.0 g, 12 mmol) and octylboronic acid (2.1 g, 14 mmol) in a 250 ml two neck Schlenk flask and a solution of sodium 1-amino-4-bromo-9,10-dioxo-9,10-dihydroanthracene- roneun was injected into a 80 ml Toluene and 1M K2CO3-and Bubbling in Gas N _2. After the temperature was raised to 90, the catalyst Tetrakis (triphenylphosphine) palladium (0.7 g, 0.001 mol) was added and the temperature was raised to 125 and the mixture was stirred for 24 hours. After completion of the reaction, the reaction mixture was extracted with CHCl ₃ , washed with H ₂ O three times, dried over MgSO ₄ , and purified by flash column chromatography to obtain a compound. (7.0 g, yield 71.4%).

sodium 3,5-bis ((4-chloro-6- (hexylamino) -1,3,5-triazin-2-yl) amino) -2,4,6-trimethylbenzenesulfonate (3 g, 4.4 mmol, 1 eq) Is dissolved in 60 ml of acetone and sodium 1-amino-4-octyl-9,10-dioxo-9,10-dihydroanthracene-2-sulfonate (4.0 g, 9.2 mmol, 2.1 eq) is slowly added. Add Na2CO3 (2M) to adjust to pH 6 and warm. After the reaction for 6 hours, the mixture was worked up with distilled water (100 ml X 3), filtered off with MgSO 4, filtered and dried to obtain a pigment derivative (D-5). (5.2 g, yield 79.3%).

Pigment Derivatives D-6

To a 250 ml two neck flask was added sodium 1,1 '- ((6,6' - ((2,4,6-trimethyl-5-sulfonato-1,3-phenylene) bis (azanediyl) bis Bis (4-octyl-9,10-dioxo-9,10-dihydroanthracene-2-sulfonate) (3 g, 2.2 mmol, 1 eq ) Is dissolved in 60 ml of acetone and then 3-methyl-1-phenyl-4,5-dihydro-1H-pyrazol-5-amine (0.8 g, 4.6 mmol, 2.1 eq) is added slowly. Add Na ₂ CO ₃ (2M) to adjust to pH 6 and warm. After 6 hours of reaction, the mixture was filtered with distilled water (100 ml × 3), dried over MgSO ₄ , filtered and dried to obtain a pigment derivative (D-6). (3.0 g, yield 82.9%).

Pigment Derivatives D-7

bis (4-chloro-1,3,5-trimethyl-5-sulfonato-1,3-phenylene) bis (azanediyl)) sodium 1,1 '- ((6,6' bis (4-octyl-9,10-dioxo-9,10-dihydroanthracene-2-sulfonate) (3 g, 2.2 mmol, 1 eq) After dissolving, 4-amino-1,5-dimethyl-2-phenyl-1H-pyrazol-3 (2H) -one (0.95 g, 4.6 mmol, 2.1 eq) is slowly added. Add Na ₂ CO ₃ (2M) to adjust to pH 6 and warm. After 6 hours of reaction, the mixture is worked up with distilled water (100 ml X3), dried with MgSO ₄ to remove water, filtered and dried to obtain a pigment derivative (D-7). (2.9 g, yield 78.5%).

Pigment Derivative D-8

bis (4-chloro-1,3,5-trimethyl-5-sulfonato-1,3-phenylene) bis (azanediyl)) sodium 1,1 '- ((6,6' bis (4-octyl-9,10-dioxo-9,10-dihydroanthracene-2-sulfonate) (3 g, 2.2 mmol, 1 eq) was dissolved in 60 ml of acetone Sodium 3-amino-7-sulfonaphthalene-2-sulfonate (1.5 g, 4.6 mmol, 2.1 eq) is slowly added. Add Na ₂ CO ₃ (2M) to adjust to pH 6 and warm. After the reaction for 6 hours, after work-up with distilled water (100 ml X 3), water is removed with MgSO ₄ , filtered and dried to obtain a pigment derivative (D-8). (3.4 g, yield 78.4%)

Production of dispersants DA-1 to DA-3

Dispersant DA-1

100 parts by weight of methyl methacrylate, 100 parts by weight of ethyl acrylate and 45 parts by weight of propylene glycol monomethyl ether acetate (hereinafter, also referred to as PGMAC) were charged in the presence of nitrogen and heated to 85 ° C. After adding 15 parts by weight of 3-mercapto-1,2-propanediol, 4 parts by weight (0.5 parts by weight x 8) of 2,2'-azobisisobutyronitrile was added and reacted in the state of 85 for 12 hours . Then, 30 parts by weight of pyromellitic anhydride, 200 parts by weight of PGMAC and 0.5 part by weight of a catalyst, 1,8-diazabicyclo- [5.4.0] -7-undecene were added, (DA-1) having an acrylate skeleton is obtained.

Dispersant DA-2

45 parts by weight of methyl methacrylate, 15 parts by weight of methacrylic acid, and 40 parts by weight of n-butyl acrylate were charged in the presence of nitrogen, and then added to 10 parts by weight of 3-mercapto-1,2-propanediol at a temperature of 85, A solution of 0.3 parts by weight of 2'-azobisisobutyronitrile in 50 parts by weight of cyclohexanone was added and reacted for 8 hours. Then, 9 parts by weight of pyromellitic dianhydride, 70 parts by weight of cyclohexanone and 0.5 part by weight of a catalyst, 1,8-diazabicyclo- [5.4.0] -7-undecene were added and reacted at 100 for 8 hours To obtain a second polymeric dispersant (DA-2).

Dispersant DA-3

70 parts by weight of lauryl alcohol in the presence of nitrogen, 280 parts by weight of caprolactone and monobutyltin (IV) oxide are charged in a catalytic amount and heated at 100 to 5 hours with stirring. Thereafter, 35 parts by weight of pyromellitic anhydride was added and reacted at 100 for 2 hours to obtain a second polymeric dispersant (DA-3) having an aromatic carboxyl group skeleton.

Preparation of additive AD-1

A mixture of 3.1 g of 4,4-dihydrazinostilbene-2,2-disulfonic acid, 1.3 g of 2- (2-fluorophenyl) -4,5-diphenyl imidazole and 0.5 g of coumarin 6 were mixed and homogenized at 3,000 rpm The mixture is stirred for 1 hour to obtain additive (AD-1).

Example 1

The mixture shown in the following Table 1 was stirred and mixed, and then dispersed for 4 hours with Eigermill (mini model M-250 MKII, manufactured by Eiger Japan) using zirconia beads having a diameter of 0.2 mm and then filtered with a filter of 6.0 m To prepare a color mill base composition having a nonvolatile component of 20% by weight.

Examples 2 to 8 and Comparative Examples 1 to 4

Examples and Comparative Examples were prepared in the same manner as the color mill base composition according to Example 1, except that the pigment derivative, pigment, dispersant, additives, resin, and organic solvent were changed to the compositions shown in Table 1 below. .

Pigment derivative Pigment Dispersant additive Suzy solvent Kinds Amount (% by weight) Kinds Amount (% by weight) Kinds Amount (% by weight) Kinds Amount (% by weight) Kinds Amount (% by weight) Kinds Amount (% by weight) Example 1 D-1 0.46 RK-1 10.3 DA-1
DA-2 8.0 AD-1 5.0 AR-1 19.8 PGMAC 56.44 Example 2 D-2 0.48 RK-1 10.1 DA-1
DA-3 8.0 AD-1 5.1 AR-1 19.5 PGMAC 56.82 Example 3 D-3 0.49 RK-1 10.6 DA-1
DA-2
DA-3 8.0 AD-1 5.4 AR-1 20 PGMAC 55.51 Example 4 D-4 0.5 RK-1 10.4 DA-1
DA-3 7.1 AD-1 7.0 AR-1 20.1 PGMAC 54.90 Example 5 D-5 0.47 RK-1 10.2 DA-1
DA-3 7.8 AD-1 10.0 AR-1 20.6 PGMAC 50.93 Example 6 D-6 0.45 RK-1 11.0 DA-1
DA-2 8.5 AD-1 7.0 AR-1 19.7 PGMAC 53.35 Example 7 D-7 0.49 RK-1 11.2 DA-1
DA-2 7.5 AD-1 8.0 AR-1 21.0 PGMAC 51.81 Example 8 D-8 0.48 RK-1 11.6 DA-1
DA-2
DA-3 8.5 AD-1 3.0 AR-1 20.7 PGMAC 55.72 Comparative Example 1 D-1 0.47 RK-1 11.8 DA-1 8.0 AD-1 5.2 AR-1 21.2 PGMAC 53.33 Comparative Example 2 D-1 0.46 RK-1 11.1 DA-2 8.0 AD-1 5.3 AR-1 20.9 PGMAC 54.24 Comparative Example 3 D-1 0.49 RK-1 10.7 DA-3 8.0 AD-1 5.5 AR-1 19.8 PGMAC 55.51 Comparative Example 4 D-3 0.5 RK-1 11.8 DA-1
DA-3 7.0 - - AR-1 21.0 PGMAC 59.7

RK-1: C.I. Pigment Red 254

AR-1: acrylic resin solution

PGMAC: Propylene glycol monomethyl ether acetate

&Lt; Production of color filter &

The colored photosensitive resin composition comprising the color mill base composition prepared according to Examples 1 to 8 and Comparative Examples 1 to 4 was applied on a glass substrate by spin coating and then placed on a heating plate and maintained at a temperature of 100 for 3 minutes To form a thin film. Then, a test photomask having a pattern for changing the transmittance in the range of 1 to 100% to a step-like pattern and a line / space pattern of 1 to 50 was placed on the thin film, and the distance between the test photomask and the test photomask was set to 300, Respectively. At this time, the ultraviolet light source was irradiated with 1 kw high pressure mercury lamp containing g, h and i lines at an illumination of 40 mJ / cm 2, and no special optical filter was used. The thin film irradiated with ultraviolet rays was developed in a KOH aqueous solution of pH 12.5 for 80 seconds using a spray developing machine. The thin glass plate was washed with distilled water, blown with nitrogen gas, dried and heated in a 220 oven for 20 minutes. The pattern shape (film) thickness of the color filter thus obtained was 1.9 to 2.1.

Experimental Example

(1) Measurement of dispersion degree

The prepared mill base was analyzed by a dynamic light scattering method using a particle size analyzer. The mill base solution prepared in Examples 1 to 8 and Comparative Examples 1 to 4 was put into a quartz cell Respectively. The size of the bead was 0.3 mm, the amount was 100% of the total amount of the mixture, and the monomer was fixed with Ebecryl 140 having good wettability. The results are shown in Table 2 below.

<Viscosity characteristics>

The initial viscosity (25 standard) was measured at 30 rpm using DV-II + VISCOMETER (Brookfield), and the viscosity of the pigment dispersion composition of Examples 1 to 8 was measured after 25 days of storage in a low temperature incubator at 25 rpm And the change in viscosity with time was confirmed.

division Pigment dispersion composition Particle size (nm) Viscosity Early 15th Example 1 D-1 96 5.6 5.7 Example 2 D-2 93 5.5 5.5 Example 3 D-3 96 5.6 5.5 Example 4 D-4 98 5.9 6.0 Example 5 D-5 97 5.8 5.8 Example 6 D-6 97 5.8 5.9 Example 7 D-7 92 5.4 5.5 Example 8 D-8 91 5.4 5.4 Comparative Example 1 D-1 101 7.3 11.9 Comparative Example 2 D-1 104 8.7 12.1 Comparative Example 3 D-1 103 8.2 12.2 Comparative Example 4 D-3 99 6.9 7.0

(2) Evaluation of color characteristics

The color mill base compositions of Examples 1 to 8 and Comparative Examples 1 to 4 were coated on a glass substrate by a spin coating method for evaluation of color characteristics and prebaked on a hot plate of 90 minutes for 3 minutes, Lt; / RTI &gt; for 1 minute. This was exposed using an exposure machine at an exposure dose of 100 mJ / (365 standard). Then, post-baking was performed in a 230 convection oven for 30 minutes. Then, color coordinates and luminance were measured by using a spectrophotometer, MCPD3000 manufactured by Otsuka electronic Co., Ltd., to measure optical characteristics, and the results are shown in Table 3 below.

As shown in the following Table 3, it can be seen that the color mill base compositions 1 to 8 according to the present invention exhibit superior spectral characteristics to the color mill base compositions of Comparative Examples 1 to 4.

 (3) Contrast evaluation

The color mill base compositions of Examples 1 to 8 were spin-coated on a glass substrate having a thickness of 0.5 and a size of 60 mm and 60 mm so as to have x = 0.650 (C light source) after curing, dried at 90 for 100 seconds, , And the coating glass substrate was heated for 230 to 30 minutes, and then the luminance and the luminance in the parallel case using the luminance meter CT-1 (Tsubosaka) and the polarizing plate were measured for each of the dried coating films The contrast value was calculated as a ratio of the luminance in the case of the orthogonal case, and is shown in Table 3 below.

division Color coordinates (x) Color coordinate (y) Luminance (Y) Contrast Example 1 0.1270 0.112 15.24 4250 Example 2 0.1298 0.113 15.47 4160 Example 3 0.1296 0.111 15.13 4340 Example 4 0.1320 0.112 15.61 4360 Example 5 0.1314 0.113 14.52 4300 Example 6 0.1271 0.113 15.21 4410 Example 7 0.1285 0.111 14.99 4270 Example 8 0.1276 0.113 14.76 4240 Comparative Example 1 0.1345 0.115 13.36 3720 Comparative Example 2 0.1330 0.116 13.91 3780 Comparative Example 3 0.1337 0.114 14.63 3890 Comparative Example 4 0.1370 0.117 13.76 3830

(4) Transparency measurement

The color filter was measured for transparency using a color computer measuring instrument manufactured by SUGAINSTRUMENT. The results are shown in Table 4 in terms of total light transmittance and HAZE.

division Transmittance (%) Haze (%) Example 1 91.3 1.3 Example 2 90.7 0.9 Example 3 89.9 1.4 Example 4 91.9 1.2 Example 5 92.1 0.7 Example 6 90.4 0.9 Example 7 91.8 0.2 Example 8 89.9 1.4 Comparative Example 1 89.2 1.1 Comparative Example 2 90.1 1.3 Comparative Example 3 89.8 1.3 Comparative Example 4 85.3 2.2

The features, structures, effects, and the like illustrated in the above-described embodiments can be combined and modified in other embodiments by those skilled in the art to which the embodiments belong. Therefore, it should be understood that the present invention is not limited to these combinations and modifications.

Claims (10)

In a composition comprising a pigment derivative, a pigment, a dispersant and an additive,
Wherein the dispersing agent comprises a first polymer dispersing agent containing an acrylic polymer and
And a second polymer dispersant comprising at least one polymer selected from the group consisting of polyester-based, urethane-based, silicone-based, and epoxy-based polymer copolymers, and polymers containing an alkaline group, an acidic group and an aromatic group Color mill base composition.
The method according to claim 1,
Wherein the content of the dispersant is 30 to 60 parts by weight of the first polymer dispersant and 40 to 70 parts by weight of the second polymer dispersant relative to 100 parts by weight of the dispersant.
The method according to claim 1,
Wherein the first polymeric dispersant is selected from the group consisting of alkyl (meth) acrylates including methyl (meth) acrylate, ethyl (meth) acrylate, n-butyl (meth) acrylate, t- Meth) acrylates; Alicyclic alkyl (meth) acrylates including cyclohexyl (meth) acrylate and dicyclopentanyl (meth) acrylate; (Meth) acrylates having an aromatic substituent including phenyl (meth) acrylate, benzyl (meth) acrylate and para-cumylphenoxyethylene oxide-modified (meth) acrylate; (Meth) acrylates including methoxyethyl (meth) acrylate and ethoxypolyethylene glycol (meth) acrylate; and an acrylic polymer dispersant containing at least one selected from the group consisting of &Lt; / RTI &gt;
The method according to claim 1,
And 1 to 30 parts by weight of the dispersant relative to 100 parts by weight of the dye.
The method according to claim 1,
Wherein the pigment derivative is a pigment derivative represented by the following formula (1).
[Chemical Formula 1]

(In the formula 1,
(C1-C30) alkyl, (C1-C30) alkoxy, mono (C1-C30) alkylamino, di Di (C6-C30) arylamino, hydroxy, carboxylic acid group, sulfonyl, halogen, amino, cyano or nitro;
A or B

,

,

,

,

,

(C1-C30) alkyl, (C6-C30) alkoxy, (C6-C30) aryl, mono Arylamino or di (C6-C30) arylamino;
(C1-C30) alkyl, (C3-C30) cycloalkyl, (C3-C30) heterocycloalkyl, (C1-C30) alkyl, (C3-C30) heteroaryl, (C6-C30) aryloxy, (C6-C30) arylamino, di (C6-C30) arylamino, (C1-C30) alkylcarbonyl, carboxylic acid group, sulfonyl, halogen, amino, cyano or nitro,
R5 is selected from the group consisting of hydrogen, (C1-C30) alkyl, (C3-C30) cycloalkyl, (C3-C30) heterocycloalkyl, (C6- (C1-C30) heteroaryl, (C1-C30) alkylcarbonyl,
o is an integer from 1 to 3,
p is an integer of 1 to 2, and when o and p are 2 or more, R4 may be different or the same;
M is Na, H, K, or Li;
Alkyl, alkoxy, monoalkylamino, dialkylamino, monoarylamino and diarylamino of the above R1 to R3; R4 is alkyl, cycloalkyl, heterocycloalkyl, alkoxy, aryl, aralkyl, heteroaryl, aryloxy, alkyloxy, monoalkylamino, dialkylamino, monoarylamino, diarylamino and alkylcarbonyl; And the alkyl, alkoxy, aryl, monoalkylamino, dialkylamino, monoarylamino and diarylamino of A or B are independently selected from the group consisting of halogen, carboxylic acid group, sulfonyl, cyano, nitro, hydroxy, (C1- , (C6-C30) aryl, (C3-C30) heteroaryl, and the like.
The method according to claim 1,
The pigment may be at least one selected from the group consisting of azo pigments, phthalocyanine pigments, quinacridone pigments, perylebe / perinone pigments, isoindolinone pigments, Isoindoline pigments, dioxazine pigments, quinophthalone pigments, diketopyrrolopyrrole pigments, anthraquinone pigments, thioxanthone pigments, thioxanthone pigments, Wherein the pigment is an organic pigment selected from the group consisting of thioindigo pigments and metal complex pigments.
The method according to claim 1,
Wherein the additive is an additive comprising a stilbene derivative, an imidazole derivative and a coumarine derivative.
The method according to claim 1,
Wherein the color mill base composition comprises 0.01 to 30 parts by weight of the pigment derivative, 1 to 30 parts by weight of the dispersant, and 1 to 10 parts by weight of the additive, based on 100 parts by weight of the pigment.
A color resist composition comprising the color mill base composition of any one of claims 1 to 8.
A color filter produced using the color resist composition of claim 9.