KR102432875B1 - Pigment composition, processed pigment and dispersion of processed pigment which are used in the preparation of color filter - Google Patents

Abstract

The present invention relates to a pigment formulation for a color filter, a processed pigment, and a processed pigment dispersion prepared therefrom. The PY185 pigment-containing pigment formulation according to the present invention includes a specific auxiliary, and thus PY185 pigment through pretreatment milling (pigment processing, pigmentation) can be stably dispersed. Therefore, the processed pigment prepared from the pigment mixture of the present invention and the dispersion containing the processed pigment can be usefully used in the manufacture of a color filter with greatly improved luminance and contrast.

Description

Pigment formulations for color filters, processed pigments and processed pigment dispersions

The present invention relates to a pigment formulation for a color filter, a processed pigment, and a processed pigment dispersion.

Recently, in the field of liquid crystal displays, interest in a color liquid crystal display capable of displaying a screen with vivid colors, contrast, etc. is increasing. For example, the color liquid crystal display may include a color filter; a TFT array substrate having a thin film transistor (TFT) element, a pixel electrode, and an alignment layer; and a liquid crystal layer provided in a gap between the color filter and the TFT array substrate. The color liquid crystal display requires display performance such as high-speed response, high contrast ratio, and wide viewing angle, which may be influenced by physical properties of a color filter provided in the liquid crystal display.

The color filter is a thin film-type optical component including a black matrix, a colored layer that extracts a plurality of colors (red, green, blue) from white light and implements it in minute pixel units, a transparent conductive layer, and an alignment layer. It has a size of several tens to several hundred μm. In general, the color filter can be manufactured by coating three or more colors on a transparent substrate by a dyeing method, an electrodeposition method, a printing method, a pigment dispersion method, etc., and recently using a pigment dispersion type color resist. The pigment dispersion method is the mainstream.

The pigment dispersion method is a method of forming a colored layer by coating a composition (photopolymerizable composition) containing a colorant such as a pigment on a transparent substrate provided with a black matrix, and then repeating a series of exposure, development and thermosetting processes. .

Among the pigments generally used to form the colored layer, a representative example of a yellow pigment is CI Pigment having an isoindoline structure excellent in coloring power and weather resistance. Yellow 185 (PY185) pigment. The PY185 pigment is a pigment mainly used in color filters because of its excellent transparency and coloring power, but it is difficult to stably disperse due to its strong self-cohesive properties due to its structural characteristics, and it is difficult to express the color and contrast inherent in the pigment.

In order to solve this problem, Korean Patent Application Laid-Open No. 2013-209638 discloses a resist composition and an ink composition for a color filter prepared using a dispersion in which a derivative of PY185 pigment is introduced into PY185 pigment. No. 2007-112919 discloses a colorant composition and a color filter prepared by using a dispersion in which a sulfonic acid group is introduced into a PY185 pigment, but these methods are not sufficient to obtain high contrast and luminance required for recent displays.

Accordingly, there was an urgent need to develop a pigment formulation for a color filter capable of improving cohesion, which is a structural disadvantage of PY185 pigment having excellent coloring power and weather resistance, and further improving luminance and contrast.

Korean Patent Publication No. 2007-112919 Korean Patent Publication No. 2013-209638

Accordingly, it is an object of the present invention to pre-mill PY185 pigment using a specific preparation to improve dispersibility by lowering the self-cohesive property of PY185 pigment, thereby improving contrast and brightness. is to provide

In order to achieve the above object, the present invention

(a) a pigment yellow (PY) 185 pigment represented by the following formula (1);

(b) as an auxiliary agent, (b-1) an anthraquinone derivative, a derivative of a quinophthalone pigment, or a derivative of a phthalocyanine pigment alone, or (b-2) an anthraquinone derivative, a derivative of a quinophthalone pigment; a combination of two or more selected from the group consisting of a phthalocyanine-based pigment derivative, an isoindoline-based pigment derivative, and a phthalocyanine-based pigment;

(c) a solvent; and

(d) provides a pigment formulation comprising a water-soluble inorganic salt:

[Formula 1]

Furthermore, in order to achieve the above object, the present invention provides a processed pigment obtained by milling the pigment mixture, washing with water, and drying.

In addition, the present invention in order to achieve the above object, a processed pigment; dispersant; bookbinder; And it provides a processed pigment dispersion for color filters, including a solvent.

Furthermore, in order to achieve the above object, the present invention provides a color filter prepared from the dispersion of the processed pigment for the color filter.

The PY185 pigment-containing pigment formulation according to the present invention can stably disperse the PY185 pigment through pretreatment milling (pigmentation) by including a specific auxiliary. Therefore, the processed pigment prepared from the pigment mixture of the present invention and the dispersion containing the processed pigment can be usefully used in the manufacture of color filters with greatly improved luminance and contrast.

1 is a graph showing the contrast change of the dispersion according to the dispersion time measured in Test Example 2.
2 is a scanning electron microscope (SEM) photograph of the processed pigment obtained in Example 7.
3 is a scanning electron microscope (SEM) photograph of the processed pigment obtained in Example 8.

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

The present invention provides a pigment formulation for a color filter. The pigment mixture is (a) a pigment yellow (PY) 185 pigment represented by the following formula (1); (b) as an auxiliary agent, (b-1) an anthraquinone derivative, a derivative of a quinophthalone pigment, or a derivative of a phthalocyanine pigment alone, or (b-2) an anthraquinone derivative, a derivative of a quinophthalone pigment; a combination of two or more selected from the group consisting of a phthalocyanine-based pigment derivative, an isoindoline-based pigment derivative, and a phthalocyanine-based pigment; (c) a solvent; and (d) a water-soluble inorganic salt, and optionally, (e) a dispersant:

[Formula 1]

Hereinafter, the pigment formulation will be described in detail for each component.

(a) pigment yellow ( PY ) 185 pigments

The Pigment Yellow (PY) 185 pigment included in the pigment formulation of the present invention is represented by Formula 1, and is mixed and dispersed with the components to be described below to give a distinct yellow color.

(b) preparation

phthalocyanine pigments and phthalocyanine derivatives of pigments

The pigment mixture of the present invention may include a phthalocyanine-based pigment represented by the following formula (2) and a derivative of a phthalocyanine-based pigment represented by the following formula (3):

[Formula 2]

In the above formula, X ₁ to X ₁₆ are each independently a hydrogen atom or a halogen atom, and M is Cu, Zn, V, Mg, Ni, Ti, Sn or Si. Specifically, X ₁ to X ₁₆ may be each independently a hydrogen atom, Cl or Br, and M may be Cu.

The phthalocyanine-based pigment represented by Formula 2 is a representative pigment of C. I. Pigment Green (PG) having green color, and may be, for example, PG7, PG36, PG58, PG59, and the like. In addition, the phthalocyanine-based pigment may be C. I. Pigmenet blue (PB) 15, 15:3, 15:4, 15:6, 60, 64, 80, etc. having a blue color.

In detail, PG7 can be used as a phthalocyanine type pigment. PG7 has a structure of the following formula (2a), PG36 has a structure of the following formula (2b).

[Formula 2a]

[Formula 2b]

When the phthalocyanine-based pigment represented by Chemical Formula 2 is used, the pigment mixture according to the present invention and the color filter prepared therefrom may exhibit a light green color.

[Formula 3]

또는

이고, 이 때, Z¹은 수소원자, C_{1 -10} 알킬기, C_{1 -10} 알케닐기, C_{1 -10} 알콕시기, C_{1 -10} 알콕시카르보닐기, 에스테르기, 시아노기, C_{6 -10} 아릴기, 또는 6 내지 20원 헤테로아릴기이고, Z²는 수소원자, 히드록시기, C_{1 -10} 알킬기, C_{1 -10} 알콕시기, C_{6 -10} 아릴기, 또는 6 내지 20원 헤테로아릴기이며, M은 Cu, Zn, V, Mg, Ni, Ti, Sn 또는 Sn이고, n, a 및 r은 각각 독립적으로 0 내지 4의 정수이고, 이 때 복수개의 a 중 적어도 1개는 1 이상의 정수이며, 복수개의 n 중 적어도 1개는 1 이상의 정수이다. 자세하게는, 상기 n, a 및 r의 총합은 16일 수 있다. In the above formula, each X is independently a halogen atom, and R ¹ and R ² are each independently

or

_In this case, Z ¹ is a hydrogen atom, C _1-10 alkyl group, C _{1-10 alkenyl} group, C _{1-10 alkoxy} group, C _{1-10 alkoxycarbonyl} group, ester group, cyano group, C _{6-10 aryl} group , or a _6-20 membered heteroaryl group, Z ² is a hydrogen atom, a hydroxyl group, a C _1-10 alkyl group, a C _1-10 alkoxy group, a C _{6-10 aryl} group, or a _6-20 membered heteroaryl group, M is Cu, Zn, V, Mg, Ni, Ti, Sn or Sn, n, a and r are each independently an integer of 0 to 4, wherein at least one of the plurality of a is an integer of 1 or more, At least one of n is an integer greater than or equal to 1. In detail, the sum of n, a, and r may be 16.

또는

이며, 이 때, Z¹은 수소원자, C_{1 -5} 알킬기, C_{1 -5} 알케닐기, C_{1 -5} 알콕시기, C_{1 -10} 알콕시카르보닐기 또는 C_{6 -10} 아릴기 등일 수 있고, Z²는 수소원자일 수 있다. 또한, M은 Cu, Zn 또는 Mg일 수 있다.
More specifically, each X may independently be Cl or Br. Further, R ¹ and R ² are each independently

or

In this case, Z ¹ may be a hydrogen atom, a C _1-5 alkyl group, a C _{1-5 alkenyl} group, a C _{1-5 alkoxy} group, a C _{1-10 alkoxycarbonyl group or a C 6-10 aryl group ,} and the like, Z ² may be a hydrogen atom. Also, M may be Cu, Zn or Mg.

quinophthalone derivatives of pigments

The pigment mixture of the present invention may include a derivative of a quinophthalone-based pigment represented by the following formula (4):

[Formula 4]

In the above formula, Y ₁ to Y ₈ are each independently a hydrogen atom or a halogen atom, and m is each independently an integer ranging from 1 to 5. Specifically, Y ₁ to Y ₈ may be Cl, and m may be 1 or 2.

Anthraquinone derivatives

The pigment mixture of the present invention may include an anthraquinone-based derivative represented by the following formula (5):

[Formula 5]

wherein R ³ and R ⁴ are each independently a hydrogen atom, a substituted or unsubstituted C _1-20 alkyl group, a substituted or unsubstituted C _{6-20 aryl} group, or a substituted or unsubstituted 6 to ₂₀ membered heteroaryl it's gi Specifically, R ³ and R ⁴ are each independently a methyl group, ethyl group, n-propyl group, isopropyl group, n-butyl group, isobutyl group, a straight or branched pentyl group, a straight or branched hexyl group, Straight or branched phthyl group, straight or branched octyl group, straight or branched nonyl group, straight or branched disyl group, cyclohexyl group, benzyl group, hydroxymethyl group, hydroxyethyl group, methoxymethyl group , an ethoxymethyl group, a methoxyethyl group, an ethoxyethyl group, and the like.

isoindoline derivatives of pigments

The pigment mixture of the present invention may include a derivative of isoindoline-based pigment represented by the following formula (6):

[Formula 6]

In the above formula, R ⁵ and R ⁶ are each independently a residue of cyanoacetamide or a residue of barbituric acid, C _1-5 alkyl group, C _6-10 aryl group, halogen, C _1-5 alkoxy group, C _{1 -5} may be substituted with an alkoxycarbonyl group, a C _6-10 aryl group substituted with a nitro group, or a 6-10 membered heteroaryl group, and b is an integer ranging from 1 to 5. Specifically, R ⁵ and R ⁶ are each independently a residue of cyanoacetamide or a residue of barbituric acid, C _1-5 alkyl group, C _6-10 aryl group, halogen, C _1-5 alkoxy, C _{1- 5} may be substituted with alkoxycarbonyl, or a 6 to 10 membered heteroaryl group, and b may be 1 or 2.

The preparation exhibits excellent optical properties by reducing the structural cohesive force of the PY185 pigment and improving the dispersibility during pigment processing, shortening the dispersion time of the pigment dispersion, and more stable results in the viscosity change rate of the pigment dispersion. .

The content of the auxiliary in the pigment formulation according to the present invention may be 0.005 to 0.3 parts by weight, specifically 0.01 to 0.25 parts by weight, or 0.5 to 0.2 parts by weight based on 1 part by weight of the PY185 pigment. When the content of the adjuvant is within the above range, the PY185 pigments do not aggregate with each other during pigment processing, and thus can be uniformly dispersed.

(c) solvent

The pigment mixture of the present invention may be prepared as a liquid composition in which the components are mixed with a solvent. As the solvent, a polar solvent having a boiling point of 180 to 280° C., preferably 220 to 250° C. may be used.

When the example of the said solvent is given, alkylene glycol monoalkyl ethers, such as ethylene glycol monomethyl ether, ethylene glycol monoethyl ether, propylene glycol monomethyl ether, and diethylene glycol monomethyl ether; dimethylformamide; and alcohols such as butyl alcohol, isopentyl alcohol, hexanol, benzyl alcohol, cyclohexanol, diethylene glycol, and polyethylene glycol.

These may be used alone or in combination of two or more, preferably diethylene glycol, polyethylene glycol, or a mixture thereof.

The content of the solvent in the pigment formulation according to the present invention may be 10 to 30 parts by weight, specifically 5 to 20 parts by weight, based on 1 part by weight of the PY185 pigment. When the content of the solvent is within the above range, each component included in the pigment mixture may be uniformly mixed to maintain an appropriate level of dispersibility, viscosity, and the like.

(d) water solubility mineral salt

The pigment mixture of the present invention can make the particle size of the PY185 pigment fine during milling for pigment processing by including a water-soluble inorganic salt and a solvent. Specifically, when the pigment mixture is put in a kneader such as a kneader or a super mixer and milled, the water-soluble inorganic salt transmits the physical force generated in the kneader to each component of the pigment mixture to obtain a finer particle size. Grind the PY185 pigment to have it. The water-soluble inorganic salt is used to refine particles by kneading the pigment mixture, and should be well dissolved in water to easily separate from the pigment mixture after the kneading is finished.

For example, the water-soluble inorganic salt may be calcium chloride, sodium chloride, sodium sulfate, sodium carbonate, and the like, and in detail may be sodium chloride.

The amount of the water-soluble inorganic salt contained in the pigment formulation according to the present invention may be 1 to 100 parts by weight, specifically 10 to 50 parts by weight, based on 1 part by weight of the PY185 pigment.

When the content of the water-soluble inorganic salt is within the above range, the dispersibility, contrast ratio, and luminance of the processed pigment may be improved.

(e) dispersant

The pigment mixture of the present invention may further include a dispersant, specifically, an acrylic dispersant. The dispersing agent binds to the surface of the PY185 pigment and reduces the cohesive force between the PY185s, thereby reducing the tendency to agglomerate when the pigment is refined to a predetermined size or less.

The pigment mixture may contain 0.05 to 0.5 parts by weight of a dispersant based on 1 part by weight of the PY185 pigment.

After milling the pigment mixture according to the present invention, the processed pigment is obtained by washing with water and drying. The average particle diameter of the processed pigment may be 15 nm to 50 nm, specifically 15 nm to 30 nm or 20 nm to 30 nm.

The present invention is the processed pigment; dispersant; bookbinder; And it provides a processed pigment dispersion for color filters, including a solvent.

The content of the processed pigment may be 5 to 30% by weight, specifically 5 to 25% by weight, or 10 to 20% by weight based on the total weight of the processed pigment dispersion. When the content of the processed pigment is within the above range, the luminance and contrast of the finally obtained color filter may be improved.

Furthermore, the dispersant may be those generally used in the art, for example, acrylate-based dispersants such as butyl (meth) acrylate, N,N-dimethylaminoethyl (meth) acrylate; Styrene-acrylic acid resin, styrene-methacrylic acid resin, styrene-acrylic acid-acrylic acid ester resin, styrene-maleic acid resin, styrene-acrylic acid-acrylic acid ester resin, styrene-maleic acid ester resin, methacrylic acid-methacrylic acid ester resin, acrylic acid -Resin containing ethylenic double bond, such as an acrylic acid ester resin, an isobutylene-maleic acid resin, and a vinyl-ester resin; Polyurethane, polycarboxylic acid ester, unsaturated polyamide, polycarboxylic acid, polysiloxane, (meth)acrylic acid-styrene copolymer, (meth)acrylic acid-(meth)acrylate ester copolymer, polyvinyl alcohol, polyvinyl blood A resin-type dispersing agent such as rollidone, polyester, modified polyacrylate, phosphoric acid ester, and polycarboxylic acid can be used.

The dispersant may be 1 to 30 wt%, specifically 3 to 15 wt%, based on the total weight of the processed pigment dispersion.

In addition, the binder may use those generally used in the art, for example, benzyl acrylate / methacrylic acid copolymer, methyl methacrylate / methacrylic acid copolymer, benzyl methacrylate / methyl methacrylic acid Rate / methacrylic acid copolymer, benzyl methacrylate / methyl methacrylate / acrylic acid copolymer, 2-hydroxyethyl methacrylate / methyl methacrylate / methacrylic acid copolymer, 2-hydroxyethyl methacrylate /benzyl methacrylate / methacrylic acid copolymer, styrene / 2-hydroxyethyl / benzyl / methyl methacrylate / acrylic binder resin such as acrylic acid copolymer can be used, and one or two selected from these A combination of the above can be used.

The binder may be 1 to 30% by weight, specifically 4 to 30% by weight or 5 to 10% by weight based on the total weight of the processed pigment dispersion.

The solvent may be those generally used in the art, for example, (poly) alkylene glycol monoalkyl ethers such as diethylene glycol monoethyl ether, propylene glycol monomethyl ether, propylene glycol monoethyl ether; (poly)alkylene glycol monoalkyl ether acetates such as ethylene glycol monomethyl ether acetate, ethylene glycol monoethyl ether acetate, propylene glycol monomethyl ether acetate, and propylene glycol monoethyl ether acetate; ethers such as diethylene glycol diethyl ether, diethylene glycol methyl ethyl ether, and tetrahydrofuran; ketones such as methyl ethyl ketone, methyl isobutyl ketone, cyclohexanone, 2-heptanone, and 3-heptanone; and alcohols such as ethanol, propanol, butanol, hexanol, cyclohexanol, ethylene glycol, diethylene glycol and glycerin. These may be used individually by 1 type, and may use 2 or more types together.

The solvent may be 55 to 85 wt%, specifically 65 to 81 wt%, based on the total weight of the processed pigment dispersion.

The processed pigment dispersion for the color filter is prepared by mixing the processed pigment, the dispersant, the binder and the solvent according to a method known in the art, for example, a bead mill, an attritor, a super mill, a homomixer, a paint shaker , the processed pigment dispersion can be prepared by milling using a ball mill, a sand mill or a horizontal mill.

The present invention provides a color filter prepared from the processed pigment dispersion. For example, a color filter may be manufactured by coating the processed pigment dispersion on one surface of a substrate and repeating a series of processes of exposure, development, and heat curing to form a colored layer.

Hereinafter, the present invention will be described in more detail by way of Examples. However, the following examples are only for illustrating the present invention, and the scope of the present invention is not limited thereto.

Each component used below is as follows.

PY185: Pigment Yellow 185 Pigment (Paliotol Yellow D 1155, BASF Corporation)

PH: phthalocyanine pigment (PG7 BASF Heliogen Green K 8605, BASF Corporation)

PHD 1: Derivative of the first phthalocyanine pigment (Solsperse 5000, AVECIA)

PHD 2: A derivative of the second phthalocyanine pigment (Solsperse 12000, AVECIA)

QPD: Derivatives of quinophthalone-based pigments (Quinophthalone-S, NIPPON CHEMICAL)

AQD: anthraquinone derivatives (ANTQS, NIPPON CHEMICAL)

IND: Derivatives of isoindoline pigments

production example

100 g of PY185 (average particle diameter of 70 nm) was added to 850 g of exothermic sulfuric acid and stirred at 80° C. for 5 hours. Thereafter, the product generated after being immersed in 500 ml of cooling water (2° C.) for 1 hour was washed with 300 ml of distilled water. After adding the product to 1500 ml of distilled water, an aqueous ammonia solution was added to neutralize to pH 7 and filtered. The filtered wet-cake (product) was washed with distilled water and dried at 60° C. to obtain an isoindoline-based pigment derivative (IND).

Example One

90% by weight of PY185 (average particle diameter of 70nm) and 10% by weight of anthraquinone derivative (AQD) as a preparation were placed in a kneader chamber, and sodium chloride and diethylene glycol were added in a weight ratio of PY185: sodium chloride: diethylene glycol = 1:10:5. After (pigment formulation), it was mixed by milling at 30° C. for 25 hours at a speed of 650 rpm. The milled pigment mixture was washed with water to remove sodium chloride and diethylene glycol, and then dried at 60° C. for 30 hours to obtain a processed pigment.

Example 2 to 13

As shown in Table 1 below, a processed pigment was prepared in the same manner as in Example 1, except that the type and/or content of the components of the pigment mixture was changed.

comparative example One

A processed pigment was prepared in the same manner as in Example 1, except that 10 wt% of an isoindoline pigment derivative (IND) was used as a preparation.

test example

test example One: milled of processed pigments average particle diameter measurement

The average particle diameters of the processed pigments obtained from the milled pigment formulations obtained in Examples and Comparative Examples were measured and shown in Table 1, and scanning electron microscope (SEM) photographs of the processed pigments obtained in Examples 7 and 8 are shown in FIG. 2 and It is shown in Figure 3, respectively.

PY185 Pigment
Content (wt%) pharmacy acrylic dispersant
(Disperbyk-163)
Content (wt%) Sodium chloride based on 1 part by weight of the pigment
Content (parts by weight) processed pigment
average particle diameter
(nm) type content
(weight%) Example 1 90 AQD 10 - 10 40.5 Example 2 90 QPD 10 - 10 34.27 Example 3 90 PHD1 10 - 10 38.9 Example 4 90 PHD2 10 - 10 38.85 Example 5 85 IND/AQD 10/5 - 10 36.3 Example 6 85 IND/QPD 10/5 - 10 37.4 Example 7 85 AQD/QPD 10/5 - 10 24.25 Example 8 85 AQD/QPD 10/5 - 30 16.8 Example 9 85 PHD1/AQD 10/5 - 30 29.1 Example 10 85 PHD2/AQD 10/5 - 30 28 Example 11 85 PH/IND 5/10 - 30 29.52 Example 12 85 PH/PHD2 5/10 - 30 17.97 Example 13 75 PH/PHD2 5/10 10 30 18.88 Comparative Example 1 90 IND 10 - 10 36.52

test example 2: Measurement of physical properties of processed pigment dispersion

12% by weight of the processed pigment prepared in each of Examples 2, 7, 8, 12 and 13, 3.5% by weight of an acrylic dispersant (Disperbyk-163), an acrylic resin binder (weight average molecular weight 20,000, solid content 38.5%, acid value 110) 4 Weight% and 80.5 wt% of propylene glycol methyl ether acetate (PMA) were put into a paint shaker and dispersed at 25 °C for 8 hours at a speed of 450 rpm to prepare a processed pigment dispersion. At this time, a dispersion was prepared by using the unprocessed pigment PY185 (average particle diameter of 70 nm) instead of the processed pigment, and this was referred to as Comparative Example 2.

The dispersion and the acrylic resin binder (weight average molecular weight 20,000, solid content 38.5%, acid value 110) were mixed in a weight ratio of 50:50 and then sufficiently stirred to prepare a resin mixture. This mixture was coated on a substrate using a spin coater to form a colored glass coating film, and then pre-bake at 100° C. for 10 minutes to obtain a coating film of a processed pigment dispersion. For this coating film, the color characteristics (x, y, and luminance (Y)) were measured at the light source C using a colorimeter LCF-1100A (Otska Corporation), and the minimum luminance value was measured using a luminance meter CT-1 (Tsubosaka Corporation). and the maximum luminance value were measured to obtain a contrast value (CR). In addition, the initial viscosity of the pigment dispersion was measured using a viscometer TVE-30 (Tokki Mac). In general, it can be used as a good pigment dispersion when the viscosity change is within 10% at 25° C. (room temperature) for 1 week, and the change in contrast of the dispersion according to the dispersion time at this time is shown as a graph in FIG. 1 .

initial viscosity Viscosity change after 1 week
(room temperature,%) y x Luminance (Y) CR Comparative Example 2 5.18 106 0.5 STD STD STD Example 2 5.58 100 0.5 -0.002 0.92 140% Example 7 7.02 96 0.5 0.005 -0.56 167% Example 8 7.6 101 0.5 0.003 -1.58 209% Example 12 7.95 103 0.5 -0.004 1.35 223% Example 13 5.79 98 0.5 -0.004 0.68 241%

Referring to Table 2, it was confirmed that the dispersion of the processed pigment prepared in Examples was significantly superior to the dispersion of the unprocessed pigment in optical properties, in particular, the contrast value. Furthermore, dispersions of processed pigments (Examples 7 and 8) using two or more types of auxiliary showed better optical properties than dispersions of processed pigments using one type of auxiliary. For reference, referring to Examples 7 and 8, the particle size of the processed pigment (Example 8) having a high salt content in the pigment:salt weight ratio during pigment processing was processed to be smaller (see Table 1), and the dispersion solution prepared therefrom It turned out that the contrast value was measured high.

Furthermore, it was confirmed that dispersions of processed pigments (Examples 12 and 13) using phthalocyanine-based pigments and phthalocyanine-based pigment derivatives as auxiliary agents exhibited better luminance and contrast values. This can be expected because the phthalocyanine-based pigment or phthalocyanine-based pigment derivative having a higher molecular weight than the PY185 pigment is properly mixed with the PY185 pigment during the pigment processing process to enable uniform dispersion of the PY185 pigment.

In addition, it was confirmed that the dispersion of the processed pigment (Example 13) to which the acrylic dispersant was added not only exhibited better optical properties, but also had the effect of shortening the dispersion time.

Accordingly, the dispersion using the processed pigment of the present invention is expected to exhibit excellent luminance and contrast values, and thus be usefully applied to the manufacture of color filters.

Claims (12)

(a) a pigment yellow (PY) 185 pigment represented by the following formula (1);
(b) a combination of two or more selected from the group consisting of anthraquinone derivatives, quinophthalone pigment derivatives, phthalocyanine pigment derivatives, isoindoline pigment derivatives and phthalocyanine pigments;
(c) a solvent; and
(d) water-soluble inorganic salts;
The phthalocyanine-based pigment is represented by the following formula (2),
The derivative of the phthalocyanine-based pigment is represented by the following formula (3),
The derivative of the quinophthalone-based pigment is represented by the following formula (4),
The anthraquinone derivative is represented by the following formula (5),
A pigment formulation wherein the derivative of the isoindoline pigment is represented by the following formula (6):
[Formula 1]

[Formula 2]

In the above formula,
X ₁ to X ₁₆ are each independently a hydrogen atom or a halogen atom;
M is Cu, Zn, V, Mg, Ni, Ti, Sn or Si.
[Formula 3]

In the above formula,
each X is independently a halogen atom;
R ¹ and R ² are each independently

or

In this case, Z ¹ is a hydrogen atom, C _1-10 alkyl group, C _1-10 alkenyl group, C _1-10 alkoxy group, C _1-10 alkoxycarbonyl group, ester group, cyano group, C _6-10 aryl group , or a 6 to 20 membered heteroaryl group, Z ² is a hydrogen atom, a hydroxy group, a C _1-10 alkyl group, a C _1-10 alkoxy group, a C _6-10 aryl group, or a 6 to 20 membered heteroaryl group;
M is Cu, Zn, V, Mg, Ni, Ti or Sn;
n, a, and r are each independently an integer of 0 to 4, wherein at least one of the plurality of a is an integer of 1 or more, and at least one of the plurality of n is an integer of 1 or more.
[Formula 4]

In the above formula,
Y ₁ to Y ₈ are each independently a hydrogen atom or a halogen atom;
each m is independently an integer ranging from 1 to 5;
[Formula 5]

In the above formula,
R ³ and R ⁴ are each independently a hydrogen atom, a substituted or unsubstituted C _1-20 alkyl group, a substituted or unsubstituted C _6-20 aryl group, or a substituted or unsubstituted 6 to 20 membered heteroaryl group.
[Formula 6]

In the above formula,
R ⁵ and R ⁶ are each independently a residue of cyanoacetamide or a residue of barbituric acid, C _1-5 alkyl group, C _6-10 aryl group, halogen, C _1-5 alkoxy group, C _1-5 alkoxy It may be substituted with a carbonyl group, a C _6-10 aryl group substituted with a nitro group, or a 6-10 membered heteroaryl group;
b is an integer ranging from 1 to 5;
According to claim 1,
The pigment mixture contains 0.005 to 0.3 parts by weight, 10 to 30 parts by weight, and 1 to 100 parts by weight of the preparation (b), the solvent (c) and the water-soluble inorganic salt (d), respectively, based on 1 part by weight of the PY185 pigment (a) A pigment formulation comprising an amount.
delete delete delete delete According to claim 1,
The pigment mixture further comprises 0.05 to 0.5 parts by weight of an acrylic dispersant based on 1 part by weight of the PY185 pigment.
A processed pigment obtained by milling the pigment mixture according to claim 1, washing with water, and drying.
9. The method of claim 8,
A processed pigment having a particle diameter of 15 nm to 50 nm of the processed pigment.
Processed pigment according to claim 8;
dispersant;
bookbinder; and
Processed pigment dispersion for color filters, containing a solvent.
11. The method of claim 10,
5 to 30% by weight of the processed pigment dispersion, based on the total weight of the dispersion; 1 to 30% by weight of a dispersant; Binder 1 to 30% by weight; And 55 to 85% by weight of a solvent, a processing pigment dispersion for a color filter.
A color filter prepared from the dispersion of the processed pigment for a color filter according to claim 10.

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