KR20160033601A - Red pigment dispersion resist composition for color filter - Google Patents

Abstract

The present invention relates to a red pigment dispersion resist composition for color filters which exhibits superior dispersion stability, tinting strength, contrast, luminance, heat resistance, and solvent resistance. The red pigment dispersion resist composition includes: C.I. pigment red 221; C.I. pigment red 177; a pigment dispersing support agent represented by the chemical formula 1 or 2; an alkali-soluble resin; a photopolymerizable compound; a photopolymerization initiator; and an organic solvent. In the chemical formulas, X and Y can be the same or different phenyl groups which can be substituted by F, Cl, Br, NO_2, CH_3, or OCH_3. M can be H, Na, K, NH_4, or NR^1R^2R^3R^4. R^1 to R^4 can be the same or different from each other, and a saturated or unsaturated aliphatic hydrocarbon group having 1 to 10 carbon atoms which can be substituted by other substituents. R^1 to R^4 can also be an aromatic hydrocarbon group having 6 to 10 carbon atoms which can be substituted by other subsistent. m is an integer one or larger.

Description

[0001] The present invention relates to a red pigment dispersion resist composition for a color filter,

The present invention relates to a red pigment-dispersed resist composition for a color filter for a color filter used in a color liquid crystal display device, an image pickup device and the like.

A color filter used in a color liquid crystal display device is formed by arranging fine stripes of two or more different colors in parallel on the surface of a transparent substrate such as glass or arranging fine pixels in a matrix arrangement in the horizontal and vertical directions. The pixel size has a fine size of several tens to several hundreds of micrometers and is regularly arranged in a predetermined order on a color basis.

In a color liquid crystal display device, white light from a backlight is transmitted through a color filter as described above to display a color image on a screen. Therefore, high transparency is required as a basic performance of a color filter. So-called dyeing method in which a dye excellent in color characteristics is dispersed in a resin in a molecular state and is dyed is used. In recent years, however, with the diversification of applications, it has been required to improve reliability for long-term use such as heat resistance and light resistance, and organic pigments have been used instead of dyes having limitations in improving their reliability. Various methods such as a printing method, an ink-jet method, and a photolithography method have been proposed for the production of color filters.

In recent years, in particular, in order to reduce the power consumption of a liquid crystal display device of a portable device, it has been desired to increase the transparency of visible light to obtain a bright display screen more efficiently in limited power consumption, and to achieve a high contrast A color filter having a pixel that enables a color filter to be formed is required.

The transmittance and the contrast performance of the visible light greatly depend on the performance of the pigment dispersed in each color pixel of the color filter. In the case of the red pixel, it is difficult to realize the required performance by using only one kind of pigment, It has been proposed to use other coloring pigments in combination.

For example, a system (see, for example, Patent Document 1) for using Pigment Red 177, which is a main red pigment, in combination with a coloring red pigment has been proposed. In this example, red color pigments Pigment Red 5, 9, 10, 17, 48: 1, 48: 2, 48: 3, 48: 4, 52 : 2, 119, 166, 216, 224, 226 are examples. However, in the case of a combination system of these red pigments, improvement in the transmittance and contrast performance is limited.

Further, a system (see, for example, Patent Document 2) in which Pigment Red 242, which is a main red pigment, is used in combination with Pigment Red 177 or 254 as a coloring red pigment has been proposed. Also, a system (for example, Patent Document 3 and Patent Document 4) in which a red pigment such as Pigment Red 177, 207, 209, 224, 242 or the like as a coloring red pigment is used in combination with Pigment Red 254 as a main red pigment have.

However, when Pigment Red 242 is used as the main pigment, there arises a problem that the color tone is shifted to yellow. On the other hand, when Pigment Red 254 is used, the transmittance is high, but the film thickness of the colored film becomes thick and the contrast decreases. In addition, there is also a problem that the solvent resistance deteriorates or the heat resistance deteriorates (the vaporization occurs) due to the characteristics of the pigment.

In recent years, a color reproduction area of a color filter has been enlarged by employing a backlight having an LED as a light source. However, since the wavelengths of light to be irradiated are different from each other, available coloring pigments are limited. For example, in the case of a backlight in which an LED is used as a light source, the combination of the above-described pigments has to increase the pigment concentration of a pixel from the relationship of the absorption wavelength of light. Therefore, the red pigment-dispersed resist composition requires a high concentration, and there is a problem in that it is difficult to manufacture the composition itself or to preserve stable stability over time. On the other hand, when the pigment concentration is set at a conventional concentration, the thickness of the pixel coating for obtaining the required color density becomes too thick, which makes it difficult to manufacture a color filter.

In order to solve this problem, when Pigment Red 179 or Pigment Red 208 suitable for the wavelength of the light emitted from the LED is used, the color density is obtained without increasing the pigment concentration of the pixel and the film thickness is in a controllable range , This system has a problem that brightness is inherently lowered.

It is also conceivable to use a red pigment such as Pigment Red 221 as a method of maintaining a high tinting power with respect to the wavelength of light emitted from the LED and increasing the luminance (for example, see Patent Document 5).

However, since Pigment Red 221 has a large increase in viscosity in the dispersion step and it is difficult to secure stability over time of the dispersion, proper fluidity and stability with time of the dispersion can not be obtained by the known method.

Japanese Patent Application Laid-Open No. 10-148712 Japanese Patent Application Laid-Open No. 11-014824 Japanese Patent Application Laid-Open No. 2002-372618 Japanese Patent Application Laid-Open No. 2003-248115 Japanese Patent Application Laid-Open No. 20-203229

Disclosure of the Invention An object of the present invention is to provide a red pigment-dispersed resist composition for a color filter excellent in dispersion stability, tinting power, contrast, luminance, heat resistance and solvent resistance.

The main pigment was changed to C.I. Pigment Red 221 and C.I. Pigment Red 177, it is possible to obtain a red pixel capable of increasing the tinting power with high luminance even when various backlight devices are used. For this purpose, it is necessary to make fine particles of these pigments and stably disperse them in a red pigment dispersion resist composition for a color filter. The dispersion stability of the fine particles of the pigment containing Pigment Red 221 can not be sufficiently obtained.

The Applicant hereby discloses a method for the preparation of C.I. As a result of extensive studies on the technique for improving the dispersion stability of the fine particles of the pigment comprising Pigment Red 221, A pigment dispersion assisting agent, an acrylic block copolymer having tertiary amino group and / or quaternary ammonium group and an organic solvent specified in the present invention are added to the fine particle product obtained by making the pigment containing Pigment Red 221 into fine particles, To obtain a dispersion, and then a red pigment-dispersed resist composition for a color filter is obtained. In the case of the red pigment-dispersed resist composition for a color filter obtained from this method, The present inventors have completed the present invention since the dispersion stability of the fine particles of pigment including Pigment Red 221 is remarkably improved even when compared with the prior art.

That is,

1. C.I. Pigment Red 221, C.I. Pigment redispersed resist composition for a color filter containing a pigment dispersion auxiliary represented by Pigment Red 177, Chemical Formula 1 and / or 2, an alkali-soluble resin, a photopolymerizable compound, a photopolymerization initiator and an organic solvent.

Wherein X and Y are the same or different and represent a phenyl group which may be substituted with F, Cl, Br, NO ₂ , CH ₃ or OCH ₃ . M is H, Na, K, NH ₄ or NR ¹ R ² R ³ R ⁴ (wherein R ¹ , R ² , R ³ and R ⁴ are the same or different and are a saturated group having 1 to 10 carbon atoms Or an unsaturated aliphatic hydrocarbon group or an aromatic hydrocarbon group of 6 to 10 carbon atoms which may be substituted with another substituent). and m represents an integer of 1 or more.

2. C.I. Pigment dispersion of Pigment Red 221, C.I. A red pigment-dispersed resist composition for a color filter containing a pigment dispersion of Pigment Red 177, an alkali-soluble resin, a photopolymerizable compound, a photopolymerization initiator and an organic solvent,

The C.I. The pigment dispersion of Pigment Red 221 is C.I. A pigment obtained by dispersing a pigment dispersion auxiliary agent represented by Chemical Formula 1 and / or 2, an acrylic block copolymer having a tertiary amino group and / or a quaternary ammonium group, and an organic solvent in a fine particle product obtained by making Pigment Red 221 into fine particles, Lt; / RTI >

The C.I. The pigment dispersion of Pigment Red 177 is C.I. A pigment obtained by dispersing a pigment dispersion auxiliary agent represented by Chemical Formula 1 and / or 2, an acrylic block copolymer having a tertiary amino group and / or a quaternary ammonium group, and an organic solvent in a fine particle product obtained by making Pigment Red 177 into fine particles, Dispersion

 Red color pigment dispersion resist composition for a color filter.

Wherein X and Y are the same or different and represent a phenyl group which may be substituted with F, Cl, Br, NO ₂ , CH ₃ or OCH ₃ . M is H, Na, K, NH ₄ or NR ¹ R ² R ³ R ⁴ (wherein R ¹ , R ² , R ³ and R ⁴ are the same or different and are a saturated group having 1 to 10 carbon atoms Or an unsaturated aliphatic hydrocarbon group or an aromatic hydrocarbon group of 6 to 10 carbon atoms which may be substituted with another substituent). and m represents an integer of 1 or more.

3. C.I. Pigment dispersion of Pigment Red 221, C.I. A red pigment-dispersed resist composition for a color filter containing a pigment dispersion of Pigment Red 177, an alkali-soluble resin, a photopolymerizable compound, a photopolymerization initiator and an organic solvent,

The C.I. The pigment dispersion of Pigment Red 221 is C.I. A pigment obtained by adding and dispersing an organic solvent and an acrylic block copolymer having a pigment dispersion auxiliary agent, a tertiary amino group and / or a quaternary ammonium group represented by the general formulas (3) and / or (4) into a particulate product obtained by making Pigment Red 221 into fine particles, Lt; / RTI >

The C.I. The pigment dispersion of Pigment Red 177 is C.I. A pigment dispersion auxiliary represented by the general formula (3) and / or (4), an acrylic block copolymer having a quaternary ammonium group and an organic solvent are added to and dispersed in the fine particle product obtained by making Pigment Red 177 into fine particles,

Red color pigment dispersion resist composition for a color filter.

Wherein M is H, Na, K, NH ₄ or NR ¹ R ² R ³ R ^{4 wherein} R ¹ , R ² , R ³ and R ⁴ are the same or different and are each independently a substituted or unsubstituted C 1 - A saturated or unsaturated aliphatic hydrocarbon group of 1 to 10 carbon atoms or an aromatic hydrocarbon group of 6 to 10 carbon atoms which may be substituted with another substituent). and m represents an integer of 1 or more.

4. The above C.I. The pigment dispersion of Pigment Red 221 is C.I. A red pigment-dispersed resist composition for a color filter as described in any one of 1 to 3, which contains a sulfonate of a compound having the same skeleton as Pigment Red 221.

5. The pigment dispersion of Pigment Red 221 as described in C.I. In the presence of a sulfonated compound of a compound having the same skeleton as Pigment Red 221, C.I. A pigment obtained by adding and dispersing an organic solvent and an acrylic block copolymer having a pigment dispersion auxiliary agent, a tertiary amino group and / or a quaternary ammonium group represented by the general formulas (3) and / or (4) into a particulate product obtained by making Pigment Red 221 into fine particles, Lt; / RTI >

The C.I. The pigment dispersion of Pigment Red 177 is C.I. A pigment obtained by adding and dispersing a pigment dispersion auxiliary agent represented by Chemical Formula 3 and / or 4, an acrylic block copolymer having a tertiary amino group and / or a quaternary ammonium group, and an organic solvent to a particulate product obtained by making Pigment Red 177 into fine particles, The red pigment-dispersed resist composition for a color filter according to 4, which is a dispersion.

6. The above C.I. The pigment dispersion of Pigment Red 221 is prepared by dissolving barium sulfate having a primary particle diameter of 5 to 20 nm in the C.I. And 5 to 15 parts by mass with respect to 100 parts by mass of the total mass of the pigment red 221. The red pigment dispersion film for a color filter according to any one of claims 1 to 5,

7. A color filter obtained by the red pigment-dispersed resist composition for a color filter according to any one of 1 to 3, wherein the color filter has a contrast (Bare: 1000) of 700 or more.

According to the present invention, the following effects can be obtained.

By using it as a pigment-dispersed resist composition for a color filter, one red filter is obtained with appropriate chromaticity x and y, and further a display with a brighter luminance Y is obtained.

The viscosity of the pigment-dispersed resist composition can be set in an appropriate range, and the film thickness can be made thin, thereby making it difficult to manufacture the color filter.

The pigment dispersion resist composition for a color filter can have excellent dispersion stability.

It is possible to provide a red filter excellent in solvent resistance and heat resistance.

Hereinafter, the red pigment-dispersed resist composition for a color filter of the present invention (hereinafter also referred to as " pigment-dispersed resist composition ") will be described in further detail.

(Pigment)

The red pigment-dispersed resist composition for a color filter of the present invention is a red pigment- Pigment Red 221 and C.I. Pigment Red 177. These pigments may be directly added to form a red pigment dispersion resist composition for a color filter. Alternatively, a pigment dispersion auxiliary agent represented by Chemical Formula 1 and / or 2, a tertiary amino group And / or an acrylic block copolymer having a quaternary ammonium group and an organic solvent, and if necessary, an alkali-soluble resin, A pigment dispersion of Pigment Red 221 and a pigment dispersion of C.I. Pigment Red 177, and then these pigment dispersions may be added.

By obtaining a color filter using a pigment-dispersed resist composition containing the pigment dispersion, the color filter can have high contrast, high brightness, high heat resistance, and high solvent resistance.

The C.I. The content of Pigment Red 221 is preferably 30% by mass or more and less than 100% by mass, more preferably 40% by mass or more and less than 60% by mass with respect to the total mass of these pigments. Pigment Red 177 is preferably less than 70 mass%, more preferably less than 40 mass% and less than 60 mass%. The C.I. If the content of Pigment Red 221 is less than 30 mass%, appropriate chromaticity x and y may not be obtained as a red filter.

The C.I. Pigment Red 221 and C.I. Pigment Red 177 preferably has an average primary particle size of 30 to 50 nm. The image displayed by the color filter obtained by having the average particle diameter in the above range has a higher contrast.

In the present invention, the average particle diameter refers to a volume average particle diameter measured by a laser diffraction particle size measurement method, a measuring device: Nano Track (UPA-EX150, manufactured by Nikkiso Co., Ltd.).

In the present invention, other pigments may be added and mixed in addition to the above-mentioned colored pigments within the range not impairing the effect of the present invention. Examples of the other pigments include yellow pigments and orange pigments.

The amount of the pigment used in the present invention is preferably 5 to 80% by mass, more preferably 20 to 50% by mass, based on the total solid content of the pigment-dispersed resist composition.

(Pigment Dispersion Adjuster)

The pigment dispersion auxiliary agent contained in the pigment dispersion resist composition of the present invention is a pigment dispersion auxiliary agent (A) (hereinafter, simply referred to as "pigment dispersion auxiliary agent (A)") which is a compound represented by the following general formula (1) and / CI (Hereinafter, simply referred to as " pigment dispersion auxiliary (B) ") which is a sulfonation product of a compound having the same skeleton as Pigment Red 221 , The pigment dispersion auxiliary (A) alone and the pigment dispersion auxiliary (B) may not be contained.

And preferably includes both a pigment dispersion auxiliary (A) and a pigment dispersion auxiliary (B).

As the pigment dispersing aid (A) used in the present invention, the compounds represented by the above-mentioned formulas (1) and / or (2) are used.

X and Y in the general formulas (1) and (2) are the same or different and represent a phenyl group which may be substituted with F, Cl, Br, NO ₂ , CH ₃ or OCH ₃ . M represents H, Na, K, NH ₄ or NR ¹ R ² R ³ R ⁴ .

In the formulas (1) and (2), when each M is NR ¹ R ² R ³ R ⁴ , R ¹ , R ² , R ³ and R ⁴ is the same or different and represents a saturated or unsaturated aliphatic hydrocarbon group of 1 to 10 carbon atoms which may be substituted with another substituent or an aromatic hydrocarbon group of 6 to 10 carbon atoms which may be substituted with another substituent.

Examples of the saturated or unsaturated aliphatic hydrocarbon group include methyl, ethyl, propyl, isopropyl, butyl, isobutyl, s-butyl, t-butyl, pentyl, An alkenyl group such as a vinyl group, an allyl group and a 1-butenyl group, an alkynyl group such as an ethynyl group and a propynyl group, and the like. Examples of the aromatic hydrocarbon group include a phenyl group and a naphthyl group.

Examples of the other substituent include a hydroxyl group, a halogen, a carboxyl group, an amino group, and a lower alkyl group (having 1 to 5 carbon atoms). In addition, ^{one of} R ¹ R ² R ³ and R ⁴ may be substituted with another substituent, or two or more thereof may be substituted with another substituent. In the above formulas (1) and (2), " m "

In the pigment dispersion auxiliary agent (A), the compound represented by Formula 1 is an enol type, and the compound represented by Formula 2 is a keto tautomer. The pigment dispersion resist composition of the present invention may include both compounds. That is, the pigment dispersing aid (A) in the present invention includes both the compound represented by the formula (1) or (2) and the compound represented by the formula (1)

Preferable examples of the pigment dispersion auxiliary (A) include CI Pigment Dispersion Adhesive (A), CI Pigment Dispersion Admixture (C), Pigment Dispersion Admixture (C), Pigment Dispersion Admixture Sulfone compounds of Pigment Red 2 (Formula 3 and / or Formula 4) are preferred.

The amount of the pigment dispersion auxiliary agent (A) to be used is 0.5 to 30 parts by mass, preferably 3 to 15 parts by mass, per 100 parts by mass of the total amount of the respective pigments. The amount of the sulfonated compound of Pigment Red 221 to be used is 0.5 to 30 parts by mass, preferably 3 to 15 parts by mass based on 100 parts by mass of the total amount of each pigment.

(Acrylic block copolymer having tertiary amino group and / or quaternary ammonium group)

The pigment-dispersed resist composition of the present invention contains an acrylic block copolymer having a tertiary amino group and / or a quaternary ammonium group.

DISPERBYK-2000, DISPERBYK-2001, DISPERBYK-2020, DISPERBYK-2025, BYK-LPN21116, and BYK-LPN22102 (or more) may be used as the acrylic block copolymer having tertiary amino group and / or quaternary ammonium group in the present invention , Manufactured by BYK Corporation).

In the pigment-dispersed resist composition of the present invention, the content of the acrylic block copolymer having the tertiary amino group and / or quaternary ammonium group is preferably 1 to 200 parts by mass relative to 100 parts by mass of the total organic pigment to be used, Preferably 1 to 60 parts by mass. When the content of the acrylic block copolymer having the tertiary amino group and / or the quaternary ammonium group is less than 1 part by mass, the pigment dispersibility may be lowered. On the other hand, when the content is more than 200 parts by mass, have.

(Alkali-soluble resin)

The pigment-dispersed resist composition of the present invention contains an alkali-soluble resin.

The alkali-soluble resin is not particularly limited as long as it is soluble in a developing solution used in the developing process, particularly preferably in an alkali developing solution, when a color filter is produced. Among these, an alkali-soluble resin having a carboxyl group is preferable as the alkali-soluble resin, and a copolymer of an ethylenically unsaturated monomer having at least one carboxyl group and another copolymerizable ethylenically unsaturated monomer is preferable.

Specific examples of the copolymer of the ethylenically unsaturated monomer having at least one carboxyl group and another copolymerizable ethylenically unsaturated monomer include an ethylenically unsaturated monomer having a carboxyl group such as acrylic acid and methacrylic acid and an ethylenically unsaturated monomer having a carboxyl group Acrylate copolymerizable with styrene, 2-hydroxyethyl acrylate, 2-hydroxyethyl methacrylate, allyl acrylate, allyl methacrylate, benzyl acrylate, benzyl methacrylate, cyclohexyl acrylate, cyclohexyl methacrylate , And at least one ethylenically unsaturated monomer selected from the group consisting of glycerol monoacrylate, glycerol methacrylate, N-phenylmaleimide, polystyrene macromonomer and polymethylmethacrylate macromonomer.

The acid value of the alkali-soluble resin is preferably 50 to 300 mgKOH / g. In this case, when the acid value is less than 50 mgKOH / g, the solubility of the resist composition in the alkaline developer may be lowered, while when it exceeds 300 mgKOH / g, the solubility in the alkaline developer becomes excessive, There is a possibility that the coloring layer is removed from the substrate and the surface of the colored layer is roughened.

In the present invention, the acid value is a value calculated arithmetically based on the content of the ethylenically unsaturated monomer having a carboxyl group and the theoretical acid number and the content thereof.

In the pigment-dispersed resist composition of the present invention, an alkali-soluble resin is contained, and the content thereof is preferably small in view of the dispersibility and the dispersion stability at the time of pigment dispersion described below.

Because of this, C.I. A pigment dispersion of Pigment Red 221 and a pigment dispersion of C.I. Pigment Red 177, and may be added separately from these pigment dispersions to obtain a red pigment-dispersed resist composition for a color filter.

The mass average molecular weight of the alkali-soluble resin in the present invention is usually preferably from 1,000 to 100,000. When the mass average molecular weight of the alkali-soluble resin is less than 1,000, the solubility in an alkali developing agent is increased, and the developing characteristics may be lowered. On the other hand, if it exceeds 10,000, the solubility in an organic solvent decreases, and the viscosity of the resist composition may increase.

In the present invention, the mass average molecular weight of the alkali-soluble resin is a mass average molecular weight in terms of polystyrene obtained based on GPC. In the present invention, Water 2690 (manufactured by Waters Corporation) is used as the apparatus and PLgel 5μ MIXED-D (manufactured by Polymer Laboratories) is used as the column.

In the pigment-dispersed resist composition of the present invention, the content of the alkali-soluble resin is preferably 10 to 1,000 parts by mass, more preferably 20 to 500 parts by mass, relative to 100 parts by mass of the total organic pigments contained.

When the content of the alkali-soluble resin is less than 10 parts by mass, for example, alkali developability may be lowered, or scumming or film residue may occur on the substrate or the light-shielding layer of the unexposed portion. On the other hand, if it exceeds 1,000 parts by mass, the concentration of the organic pigment relatively decreases, and therefore it may be difficult to achieve the intended color density as the thin film.

(Photopolymerizable compound)

The pigment-dispersed resist composition of the present invention contains a photopolymerizable compound.

Examples of the photopolymerizable compound in the present invention include monomers and oligomers having at least one photopolymerizable unsaturated bond in the molecule. The photopolymerizable unsaturated bond is an unsaturated bond that can be polymerized by the action of radicals or cations generated when the photopolymerization initiator described below is decomposed by an active energy ray such as ultraviolet rays or electron beams.

Examples of the monomer having one photopolymerizable unsaturated bond in the molecule include alkyl methacrylates such as methyl methacrylate, butyl methacrylate, 2-ethylhexyl methacrylate, methyl acrylate, butyl acrylate and 2-ethylhexyl acrylate Alkoxyalkyl methacrylates or acrylates such as butoxyethyl methacrylate and butoxyethyl acrylate; alkoxylalkyl methacrylates such as N, N < RTI ID = 0.0 > Aminoalkyl methacrylates or acrylates such as dimethylaminoethyl methacrylate and N, N-dimethylaminoethyl acrylate; polyalkylenes such as diethylene glycol ethyl ether, triethylene glycol butyl ether and dipropylene glycol methyl ether; Methacrylic acid esters or acrylic acid esters of glycol alkyl ethers; Methacrylic acid esters or acrylic acid esters of polyalkylene glycol aryl ethers such as tylene glycol phenyl ether, etc., isobonyl methacrylate or acrylate, glycerol methacrylate or acrylate, 2-hydroxyethyl methacrylate or acrylate Can be exemplified.

Examples of the monomer having two or more photopolymerizable unsaturated bonds in the molecule include bisphenol A dimethacrylate, 1,4-butanediol dimethacrylate, 1,3-butylene glycol dimethacrylate, diethylene glycol dimethacrylate Polyglycol dimethacrylate, polyglycol dimethacrylate, tetraethylene glycol dimethacrylate, trimethylolpropane trimethacrylate, pentaerythritol triacrylate, trimethylolpropane trimethacrylate, trimethylolpropane trimethacrylate, Methacrylate, pentaerythritol tetramethacrylate, dipentaerythritol tetramethacrylate, dipentaerythritol hexamethacrylate, dipentaerythritol penta methacrylate, bisphenol A diacrylate, 1,4-butanediol diacrylate, 1,3-butylene glycol diacrylate, diethylene glycol diacrylate, But are not limited to, acrylonitrile, acrylonitrile, acrylonitrile, acrylonitrile, neopentyl glycol diacrylate, polyethylene glycol diacrylate, polypropylene glycol diacrylate, tetraethylene glycol diacrylate, trimethylolpropane triacrylate, pentaerythritol triacrylate, , Dipentaerythritol tetraacrylate, dipentaerythritol hexaacrylate, dipentaerythritol pentaacrylate, and the like. These monomers may be used alone or in combination of two or more.

In the present invention, the content of the photopolymerizable compound is preferably in the range of 3 to 50 mass% relative to the total solid content in the pigment dispersion resist composition.

(Photopolymerization initiator)

The pigment-dispersed resist composition of the present invention contains a photopolymerization initiator.

The photopolymerization initiator in the present invention is not particularly limited as long as it is capable of generating radicals and cations by being irradiated with active energy rays such as ultraviolet rays or electron beams, and examples thereof include benzophenone, N, N'-tetraethyl- 4-methoxy-4'-dimethylaminobenzophenone, benzyl, 2,2-diethoxyacetophenone, benzoin, benzoin methyl ether, benzoin isobutyl ether, benzyl dimethyl ketal, hydroxy anthraquinone, 1-chloroanthraquinone, 2,3-dichloroanthraquinone, 3-dichloroanthraquinone, 3- Chloro-2-methyl anthraquinone, 2-ethylanthraquinone, 1,4-naphthoquinone, 1,2-benzoanthraquinone, 1,4-dimethyl anthraquinone, 4- (methylthio) phenyl] -2-morpholinopropane-1-one, and triazine-based photopolymerization initiators. These photopolymerization initiators may be used alone or in combination of two or more.

In the present invention, the content of the photopolymerization initiator is preferably in the range of 1 to 20% by mass relative to the total solid content in the pigment dispersion resist composition.

(Organic solvent)

The pigment dispersion of the present invention contains an organic solvent.

Examples of the organic solvent in the present invention include inks, paints, liquid crystal color filter resists, and organic solvents suitably used in the ink jet field. Specific examples include ethylene glycol monomethyl ether, ethylene glycol monoethyl ether, ethylene glycol monoisopropyl ether, ethylene glycol monobutyl ether, diethylene glycol monomethyl ether, diethylene glycol monoethyl ether, propylene glycol monomethyl ether, propylene glycol Ether organic solvents such as monoethyl ether, propylene glycol monobutyl ether, diethylene glycol diethyl ether, diethylene glycol dimethyl ether, and diethylene glycol methyl ethyl ether; ether solvents such as ethylene glycol monomethyl ether acetate, ethylene glycol monoethyl ether acetate, Ether type organic solvents such as ethylene glycol monobutyl ether acetate, propylene glycol monomethyl ether acetate and propylene glycol monoethyl ether acetate; ketones such as methyl isobutyl ketone, cyclohexanone, 2-heptanone, system Organic solvents such as methyl 2-hydroxypropionate, ethyl 2-hydroxypropionate, ethyl 2-hydroxy-2-methylpropionate, methyl 3-methoxybutyl propionate, methyl 3-methoxypropionate, 3- Ester organic solvents such as ethyl methoxypropionate, methyl 3-ethoxypropionate, ethyl 3-ethoxypropionate, ethyl ethoxyacetate, ethylhydroxyacetate, and formic acid-n-amyl; organic solvents such as methanol, ethanol, isopropyl alcohol, , And nitrogen-containing organic solvents such as N-methylpyrrolidone, N, N-dimethylformamide and N, N-dimethylacetamide. These may be used alone or in combination of two or more.

Among these organic solvents, diethylene glycol dimethyl ether, diethylene glycol methyl ethyl ether, ethylene glycol monomethyl ether acetate, propylene glycol monomethyl ether acetate, propylene glycol monoethyl ether acetate, cyclohexane monomethyl ether acetate and the like are preferable from the viewpoints of solubility, dispersibility, Hexane, 2-heptanone, ethyl 2-hydroxypropionate, 3-methyl-3-methoxybutyl propionate, ethyl 3-methoxypropionate, methyl 3-ethoxypropionate and n-amyl formate are preferable And propylene glycol monomethyl ether acetate is more preferable.

These organic solvents are preferably contained in the red pigment-dispersed resist composition in an amount of 50% by mass or more, more preferably 70% by mass or more in terms of solubility of the alkali-soluble resin, pigment dispersibility, Do.

(Other components)

The pigment dispersion of the present invention preferably contains barium sulfate for the purpose of improving heat resistance and brightness. In the present invention, the content of barium sulfate is 0 to 15 parts by mass, preferably 5 to 12 parts by mass, based on 100 parts by mass of each pigment. If the amount of the barium sulfate exceeds 15 parts by mass, the coloring ability is greatly lowered. The barium sulfate preferably has a primary particle diameter of 5 to 20 nm. If the primary particle size of the barium sulfate exceeds 20 nm, contrast tends to be lowered and foreign matter tends to be generated. The above-mentioned barium sulfate is used after dispersing or dispersing the pigment obtained by the microparticulation treatment.

In addition, the pigment-dispersed resist composition of the present invention may be suitably used with various additives such as a thermo-alloy paper, an ultraviolet absorber, and an antioxidant, if necessary.

(Production method of pigment dispersion)

The pigment dispersion according to the present invention can be produced, for example, from the above-mentioned constituent materials by the following production method.

First, each untreated pigment is subjected to a microparticulation treatment (salt milling treatment) to obtain a pigment that has been subjected to microparticulation. More preferably, the microparticulation treatment is carried out in the presence of a pigment dispersion auxiliary agent, which is a sulfonated compound of a compound having the same skeleton as each pigment. It is possible to finely homogenize the pigments while suppressing the crystallization of the pigments by carrying out the microparticulation treatment in the presence of the pigment dispersion adjuvant which is the sulfonated compound of the compound having the same skeleton as each pigment. The particle size of the dispersion comprising the micronized pigment is about 50 to 70 nm.

The amount of the pigment dispersion auxiliary to be used is 0.5 to 30 parts by mass, preferably 3 to 10 parts by mass based on 100 parts by mass of the pigment.

As the above microparticulation treatment, a pigment is ground with an inorganic salt in the presence of a sulfonated compound of a compound having the same skeleton as the pigment, using a kneading apparatus or the like which rotates the kneader or three stirring blades while rotating them, And a salt milling treatment in which the primary particle diameter of the pigment is further finely grained. The pigment obtained by the salt milling treatment in the presence of the sulfone compound of the compound having the same skeleton as the pigment becomes finely particulate so that the primary particle diameter is further finely and uniformly formed. In addition, the salt milling process using a kneading apparatus in which the three stirring blades are revolved while rotating each other is also referred to as a trimming process.

The trimming process will be described in further detail below.

The above-mentioned trimmixing treatment is carried out by mixing a mixture containing a pigment, a water-soluble inorganic salt (hereinafter simply referred to as "inorganic salt") and an aqueous dispersion medium (hereinafter simply referred to as "dispersion medium" Kneading with a kneading device in which three stirring blades are revolved while rotating, and then the inorganic salt and the dispersion medium are removed.

In this process, three stirring blades are used as a kneading device, which is a planetary motion, that is, an orbital motion while rotating. As a result, the dead spaces between the agitating blades and between the agitating blades and the inner surface of the apparatus become very small, and a stronger and more uniform shearing force is obtained. The particle diameter of the pigment subjected to the grinding treatment by the inorganic salt under the shearing force becomes finer and more uniform than the primary particle diameter, and a color filter having transparency and contrast ratio higher than that of the conventional one can be obtained.

Here, " idle motion " refers to movement in which the stirring blade circulates in the tank. The " kneading apparatus for pivotally moving stirring blades " means a kneading apparatus for rotating the stirring blade itself by moving the stirring blade itself. However, in the present specification, if the relative movement of the tank and the stirring blade is the same (for example, the tank is rotated), the kneading apparatus is also included in the " kneading apparatus for idly moving the stirring blade ".

Further, the structure of the kneading apparatus preferably satisfies the following conditions (1) and (2).

(1) The triangle obtained by using the point where the three rotation axes intersect with the plane orthogonal to the rotation axis of the three stirring blades is an equilateral triangle.

(2) The pivotal axis intersects the center of the equilateral triangle.

It is also preferable that the stirring blade has a length extending from the bottom of the tank to the liquid level and a width from the inner wall of the tank to the center thereof. Examples of such a kneading apparatus include a tri-mix (manufactured by Inoue Manufacturing Co., Ltd.) and the like.

Also, in this treatment, a wet treatment method in which a pigment, an inorganic salt, and a dispersion medium are put into a tank and kneaded is available.

The inorganic salt is not particularly limited as long as it is water-soluble, but salt (sodium chloride) is preferably used from the viewpoint of cost.

The particle size of the inorganic salt is preferably 200 占 퐉 or less, and more preferably 50 占 퐉 or less. Thereby, the particle diameter of the colored pigment can be finer and more uniform than the primary particle diameter.

In the present invention, the particle size of the inorganic salt means a volume average particle size measured by a laser diffraction particle size measurement method, a measuring device: Nanotrak (UPA-EX150, manufactured by Nikkiso Co., Ltd.).

The dispersion medium is not particularly limited as long as it is a water-soluble dispersion medium having both water-soluble and inorganic salt-free conditions. Among them, a high boiling point solvent having a boiling point of 120 占 폚 or higher is preferable from the viewpoint of stability since the temperature rises at the time of salt milling and the solvent is liable to evaporate.

Examples of such a water-soluble dispersion medium include 2-methoxyethanol, 2-butoxyethanol, 2- (isopentyloxy) ethanol, 2- (hexyloxy) ethanol, Ethoxy-2-propanol and the like; glycols such as diethylene glycol, triethylene glycol, liquid polyethylene glycol, dipropylene glycol and low molecular weight polypropylene glycol; diethylene glycol monomethyl ether, diethylene glycol monoethyl Ether, diethylene glycol monobutyl ether, triethylene glycol monomethyl ether, dipropylene glycol monomethyl ether, dipropylene glycol monoethyl ether and the like.

Examples of the method of performing the tri-mix process using the above materials and apparatuses include the following methods.

The pigment, the pigment dispersion adjuvant, the sulfonate of the compound having the same skeleton as each pigment, the inorganic salt, and the dispersion medium are put into the tank. Then, the three agitating blades of the kneading apparatus are revolved to perform idle motion to polish the pigment with an inorganic salt. Thereafter, hot water is added to form a slurry, which is filtered, and the remaining inorganic salt and dispersing medium are removed by washing with water. In the grinding treatment of this pigment, it is preferable to appropriately adjust the addition amount (viscosity) of the material, the inner diameter of the tank, and the like so that the stress for kneading can be sufficiently applied. For example, it is preferable to mix and process the load ampere at the time of processing using the trimmix so as to be in the range of 50% to 85% of the rated current value of the motor.

Subsequently, each mixture containing each of the particulate matter, the acrylic block copolymer having the tertiary and / or quaternary ammonium groups, the pigment dispersion auxiliary (A), the alkali-soluble resin, the organic solvent and, if necessary, barium sulfate . Each of the obtained mixtures is kneaded using various dispersing machines such as a roll mill, a kneader, a high-speed stirrer, a bead mill, a ball mill, a sand mill, an ultrasonic dispersing machine and a high pressure dispersing machine and subjected to dispersion treatment to obtain respective pigment dispersions. It is also possible to add a photopolymerizable compound in advance to the pigment dispersion.

(Method for producing pigment-dispersed resist composition)

A method of obtaining the pigment-dispersed resist composition of the present invention from each pigment dispersion will be described.

A method of obtaining the pigment-dispersed resist composition of the present invention from each pigment dispersion can be obtained, for example, by the following (1) and (2).

(1) C.I. Pigment Red 221 pigment dispersion and C.I. A pigment dispersion resist composition was prepared by mixing each pigment dispersion of Pigment Red 177 pigment dispersion to a predetermined pigment ratio and then adding a photopolymerizable compound, a photopolymerization initiator, the remaining alkali-soluble resin, an organic solvent and, if necessary, .

(2) A photopolymerizable compound, a photopolymerization initiator, a residual alkali-soluble resin, an organic solvent and, if necessary, barium sulfate were added to each pigment dispersion to obtain respective pigment-dispersed resist compositions. Pigment Red 264 pigment dispersion resist composition and C.I. Pigment Red 177 pigment dispersion resist composition is mixed to a predetermined pigment ratio to obtain a pigment dispersion resist composition.

A color filter having a contrast (Bare: 1000) of 700 or more can be obtained by preparing a color filter so as to have a predetermined thickness and a predetermined thickness by using the pigment dispersion resist composition obtained by the above method.

The conditions for measuring the contrast in the present invention were such that the film thickness of the color filter was set to 1.0 탆 and the color characteristics (x, y, Y) of the respective resists were measured by a spectrophotometer (UV-2500PC manufactured by Shimadzu Corporation, (Bare: 1000) when the chromaticity x = 0.6730 and y = 0.3200 are measured.

In the present invention, the contrast is preferably 700 or more (Bare: 1000), and more preferably 705 or more.

Example

Hereinafter, the present invention will be described in more detail with reference to Examples, but the present invention is not limited to these Examples. Unless otherwise specified, "%" means "% by mass" and "part" means "part by mass". In the present specification, "Trimix" is a trademark of Inoue KK, and "Irgacure" is a registered trademark of Ciba Specialty Chemicals.

<Pigment Dispersion Adjuster>

(Sulfonated product of CI Pigment Red 221)

30 ml of concentrated sulfuric acid was added to a 100 ml Erlenmeyer flask and stirred with a magnetic stirrer. Pigment Red 221 (10 g) was added thereto, and the mixture was stirred at room temperature for 30 minutes. A mixture of 50 g of water and 50 g of ice was put in a 1 L beaker, the reaction mixture was poured into the ice water and stirred for 30 minutes by a magnetic stirrer. The precipitate was filtered and washed with water under reduced pressure, and the obtained solid was dried. 12 g of sulfonated product of Pigment Red 221 was obtained.

(Sulfonated product of C.I. Pigment Red 2)

30 ml of concentrated sulfuric acid was added to a 100 ml Erlenmeyer flask and stirred with a magnetic stirrer. Pigment Red 2 (10 g) was added thereto, and the mixture was stirred at room temperature for 30 minutes. A mixture of 50 g of water and 50 g of ice was put in a 1 L beaker, the reaction mixture was poured into the ice water and stirred for 30 minutes by a magnetic stirrer. The precipitate was filtered and washed with water under reduced pressure, and the obtained solid was dried. 12 g of the sulfonated product of Pigment Red 2 was obtained.

(Sulfonated product of C. I. Pigment Orange 71)

30 ml of concentrated sulfuric acid was added to a 100 ml Erlenmeyer flask and stirred with a magnetic stirrer. Pigment Orange 71 (10 g) was added, and the mixture was stirred at room temperature for 30 minutes. A mixture of 50 g of water and 50 g of ice was put in a 1 L beaker, the reaction mixture was poured into the ice water and stirred for 30 minutes by a magnetic stirrer. The precipitate was filtered and washed with water under reduced pressure, and the obtained solid was dried. 12 g of the sulfonated product of Pigment Orange 71 was obtained.

&Lt; Fine Particleization Treatment &gt;

Preparation Example 1 (Fine particleization treatment PR221 (Pigment Red 221)) [

Trim Mix TX-15 (trade name, manufactured by INOUE MFG. 800 parts of Pigment Red 221, 8,000 parts of sodium chloride having a particle diameter of 20 占 퐉 and 1,920 parts of diethylene glycol. The mixture was subjected to salt milling in a range of 70% of the rated current value of 9.3 A and further at 45 캜 for 3 hours. Next, 1,300 parts of the kneaded product obtained was charged into 3 liters of hot water and stirred for 1 hour while being heated to 70 DEG C to obtain a slurry. The filtration and washing were repeated to remove sodium chloride and diethylene glycol, and then dried at 40 DEG C per day to obtain 720 parts of fine particulate PR221.

Preparation Example 2 (Pigment dispersion assistant-containing fine particle treatment PR221 (Pigment Red 221))

Trim Mix TX-15 (trade name, manufactured by INOUE MFG. Pigment Red 221 800 parts, C.I. 40 parts of sulfone of Pigment Red 221, 8,000 parts of sodium chloride having a particle diameter of 20 占 퐉 and 1,920 parts of diethylene glycol. The mixture was subjected to salt milling in a range of 70% of the rated current value of 9.3 A and further at 45 캜 for 3 hours. Next, 1,300 parts of the kneaded product obtained was charged into 3 liters of hot water and stirred for 1 hour while being heated to 70 DEG C to obtain a slurry. The filtration and washing were repeated to remove sodium chloride and diethylene glycol, and then dried at 40 DEG C per day to obtain 740 parts of pigment dispersion assisted fine particle treatment PR221.

Preparation Example 3 (Pigment dispersion assistant-containing fine particle treatment PR254 (Pigment Red 254))

To the tank of Trimix TX-15 (trade name, manufactured by INOUE MFG. Pigment Red 254 800 parts, C.I. 40 parts of sulfone of Pigment Orange 71, 8,000 parts of sodium chloride having a particle size of 20 mu m, and 1,920 parts of diethylene glycol. The mixture was subjected to salt milling in a range of 70% of the rated current value of 9.3 A and further at 45 캜 for 3 hours. Next, 1,300 parts of the kneaded product obtained was charged into 3 liters of hot water and stirred for 1 hour while being heated to 70 DEG C to obtain a slurry. Filtration and washing were repeated to remove sodium chloride and diethylene glycol, and then dried at 40 DEG C per day to obtain 740 parts of pigment dispersion assisted fine particle treatment PR254.

Preparation Example 4 (Fine particleization treatment PR177 (Pigment Red 177))

To the tank of Trimix TX-15 (trade name, manufactured by INOUE MFG. 800 parts of Pigment Red 177, 8,000 parts of sodium chloride having a particle diameter of 20 占 퐉 and 1,920 parts of diethylene glycol. The mixture was subjected to salt milling in a range of 70% of the rated current value of 9.3 A and further at 45 캜 for 3 hours. Next, 1,300 parts of the kneaded product obtained was charged into 3 liters of hot water and stirred for 1 hour while being heated to 70 DEG C to obtain a slurry. Filtration and washing were repeated to remove sodium chloride and diethylene glycol, and the mixture was dried at 40 DEG C per day to obtain 720 parts of fine particle treatment PR177.

<Acrylic block copolymer having tertiary amino group and / or quaternary ammonium group>

BYK-LPN22102 (manufactured by BYK), a solid content concentration of 40 mass%

<Alkali-soluble resin>

BzMA / MAA copolymer (benzyl methacrylate / methacrylic acid copolymer, theoretical acid value: 120 mgKOH / g, mass average molecular weight: 25,000)

&Lt; Photopolymerizable compound &gt;

DPEHA (dipentaerythritol hexaacrylate)

<Photopolymerization initiator>

IRGACURE 369 (manufactured by Ciba Specialty Chemicals, 2-benzyl 2-dimethylamino-1- (4-morpholinophenyl)

<Organic solvents>

PGMEA (propylene glycol monomethyl ether acetate)

<Barium sulfate>

BF-40 (average primary particle diameter 0.01 mu m, manufactured by Sakai Chemical Industry Co., Ltd.)

(Preparation of dispersion and resist composition)

<Red pigment dispersion>

Each of the particulate materials for each dispersion and the other components were mixed with each other to obtain the composition shown in Table 1 and kneaded at a temperature of 40 to 50 캜 for 3 hours by a bead mill to obtain respective red pigment dispersions.

&Lt; Pigment-dispersed resist composition for color filter &

(BzMA / MAA copolymer, DPHA, Irgacure, PGMEA) different from the respective pigment dispersion compositions obtained in the above process were homogeneously mixed using a high-speed stirrer so as to have the composition shown in Table 1, Followed by filtration to obtain a red pigment-dispersed resist composition for each color filter.

&Lt; Red pigment-dispersed resist composition for color filter of Examples and Comparative Examples &gt;

The red pigment-dispersed resist compositions for the respective color filters were combined so as to be the compositions shown in Table 2 to obtain the red pigment-dispersed resist compositions for color filters of Examples 1 to 9 and Comparative Examples 1 to 3.

Assessment Methods

The following evaluation was carried out, and the evaluation results are shown in Tables 1 and 2.

<Viscosity>

Each of the pigment-dispersed resist compositions for color filter of the examples and comparative examples was taken in a glass bottle and the stopper was closed and stored at room temperature for 1 day. Then, 25 parts of a 25 &Lt; / RTI &gt; The lower the viscosity, the better the fluidity and the better the pigment dispersion.

<Dispersion stability>

The pigment-dispersed resist compositions for color filters in Examples and Comparative Examples were each taken in a glass bottle, the stopper was closed, and the state after being stored at room temperature for 7 days was evaluated according to the following evaluation criteria.

○: Thickening and sediment are not confirmed.

△: Strongly shaken, the thickening or sediment to the extent of returning to the original state is confirmed.

X: Thickening or sediment to the extent that it does not return to its original state even when shaken strongly is confirmed.

<Evaluation of Color Characteristics of Pigment-Dispersed Resist Composition for Color Filter>

The color characteristics (x, y, and Y) of each resist of Example and Comparative Example in which the film thickness was 1.0 占 퐉 were measured by a spectrophotometer (UV-2500PC manufactured by Shimadzu Corporation, 2 ° view angle of C light source). In Examples 1 to 3 and Comparative Example 1, the contrast, the luminance Y and the film thickness at chromaticity x = 0.6730 and y = 0.3200 were determined. In Examples 4 to 6 and Comparative Example 2, the contrast, the luminance Y and the film thickness at the chromaticity x = 0.6700 and y = 0.3122 were determined. In Examples 7 to 9 and Comparative Example 3, the contrast, the luminance Y and the film thickness at chromaticity x = 0.6800 and y = 0.3150 were determined.

<Heat resistance>

The pigment-dispersed resist compositions for color filters of the examples and comparative examples were coated on a glass substrate to a film thickness of 1.0 mu m using a spin coater, prebaked at 100 DEG C for 3 minutes, exposed to a high-pressure mercury lamp, Lt; / RTI &gt; for 60 minutes. Thereafter, the surface of the resulting resist coating film was observed with a microscope (VHS-500, manufactured by Keyens Co., Ltd., magnification: 500x) to observe the degree of surface roughening accompanied by pigment sublimation in post-baking, Respectively.

○: Surface roughness is not confirmed

X: Surface roughness is confirmed

<Solvent resistance>

The test substrate used in the evaluation of the color characteristics was immersed in N-methylpyrrolidone for 30 minutes. After removing the substrate, it was evaluated according to the following evaluation criteria.

○: Dissolution of coating film is not confirmed

X: Dissolution of coating film is confirmed

According to the examples of Examples 1 to 3, the luminance when the required chromaticity x = 0.6730 and y = 0.3200 as the color filter was 15.90 to 16.00 and bright. In addition, the contrast at that time was as high as 1000 in Bare, 730 in Examples 1 and 2, and as high as 530 according to Example 3. In addition, the color filters of Examples 1 to 3 were all excellent in heat resistance and solvent resistance.

C.I. According to Comparative Example 1 in which Pigment Red 221 was not used, the obtained color filter had good brightness, but the contrast, heat resistance, and solvent resistance were inferior.

 The same tendency was confirmed in the combinations of Examples 4 to 6 and Comparative Example 2, and in the combination of Examples 7 to 9 and Comparative Example 3.

As apparent from these results, C.I. Pigment Red 254 is used. The use of Pigment Red 221 can achieve remarkable effects.

Claims (7)

CI Pigment Red 221, CI Pigment Red 177, a pigment dispersion auxiliary represented by Chemical Formula 1 and / or 2, an alkali-soluble resin, a photopolymerizable compound, a photopolymerization initiator and an organic solvent.

Wherein X and Y are the same or different and represent a phenyl group which may be substituted with F, Cl, Br, NO ₂ , CH ₃ or OCH ₃ . M is H, Na, K, NH ₄ or NR ¹ R ² R ³ R ⁴ (wherein R ¹ , R ² , R ³ and R ⁴ are the same or different and are a saturated group having 1 to 10 carbon atoms Or an unsaturated aliphatic hydrocarbon group or an aromatic hydrocarbon group of 6 to 10 carbon atoms which may be substituted with another substituent). and m represents an integer of 1 or more. A red pigment-dispersed resist composition for a color filter containing a pigment dispersion of CI Pigment Red 221, a pigment dispersion of CI Pigment Red 177, an alkali-soluble resin, a photopolymerizable compound, a photopolymerization initiator and an organic solvent,
The pigment dispersion of the CI Pigment Red 221 is added to the fine particle product obtained by making the CI Pigment Red 221 into fine particles, the pigment dispersion auxiliary represented by the general formula (1) and / or (2), the acrylic block having the tertiary amino group and / A pigment dispersion obtained by adding and dispersing a copolymer and an organic solvent,
Wherein the pigment dispersion of the CI Pigment Red 177 is a pigment dispersant represented by Chemical Formula 1 and / or 2, an acrylic block copolymer having a tertiary amino group and / or a quaternary ammonium group, And a pigment dispersion obtained by adding and dispersing an organic solvent
Red color pigment dispersion resist composition for a color filter.

Wherein X and Y are the same or different and represent a phenyl group which may be substituted with F, Cl, Br, NO ₂ , CH ₃ or OCH ₃ . M is H, Na, K, NH ₄ or NR ¹ R ² R ³ R ⁴ (wherein R ¹ , R ² , R ³ and R ⁴ are the same or different and are a saturated group having 1 to 10 carbon atoms Or an unsaturated aliphatic hydrocarbon group or an aromatic hydrocarbon group of 6 to 10 carbon atoms which may be substituted with another substituent). and m represents an integer of 1 or more. A red pigment-dispersed resist composition for a color filter containing a pigment dispersion of CI Pigment Red 221, a pigment dispersion of CI Pigment Red 177, an alkali-soluble resin, a photopolymerizable compound, a photopolymerization initiator and an organic solvent,
The pigment dispersion of the CI Pigment Red 221 is added to the fine particles obtained by making the CI Pigment Red 221 into fine particles by adding to the pigment dispersion auxiliary agent, the acrylic resin having the tertiary amino group and / or the quaternary ammonium group represented by Chemical Formula 3 and / A pigment dispersion obtained by adding and dispersing a copolymer and an organic solvent,
The pigment dispersion of the CI Pigment Red 177 is a pigment dispersion auxiliary represented by Chemical Formula 3 and / or 4, an acrylic block copolymer having a quaternary ammonium group, and an organic solvent are added to the fine particles obtained by microfilizing CI Pigment Red 177 A pigment dispersion obtained by adding and dispersing
Red color pigment dispersion resist composition for a color filter.

Wherein M is H, Na, K, NH ₄ or NR ¹ R ² R ³ R ^{4 wherein} R ¹ , R ² , R ³ and R ⁴ are the same or different and are each independently a substituted or unsubstituted C 1 - A saturated or unsaturated aliphatic hydrocarbon group of 1 to 10 carbon atoms or an aromatic hydrocarbon group of 6 to 10 carbon atoms which may be substituted with another substituent). and m represents an integer of 1 or more. 4. The method according to any one of claims 1 to 3,
Wherein the pigment dispersion of the CI Pigment Red 221 contains a sulfonate of a compound having the same skeleton as the CI Pigment Red 221. The red pigment dispersion- 5. The method of claim 4,
The pigment dispersion of Pigment Red 221 is a fine particle product obtained by making CI Pigment Red 221 into fine particles in the presence of a sulfonated compound having the same skeleton as CI Pigment Red 221, A pigment dispersion auxiliary, an acrylic block copolymer having a tertiary amino group and / or a quaternary ammonium group, and an organic solvent,
The pigment dispersion of the CI Pigment Red 177 is added to the fine particles obtained by making the CI Pigment Red 177 into fine particles by adding the pigment dispersion auxiliary represented by the general formula 3 and / or 4, the acrylic block having the tertiary amino group and / or the quaternary ammonium group Which is a pigment dispersion obtained by adding and dispersing a copolymer and an organic solvent
Red color pigment dispersion resist composition for a color filter. 6. The method according to any one of claims 1 to 5,
Wherein the pigment dispersion of the CI Pigment Red 221 contains 5 to 15 parts by mass of barium sulfate having a primary particle diameter of 5 to 20 nm with respect to 100 parts by mass of the total mass of the CI Pigment Red 221 Red pigment dispersed resist composition. A color filter having a color filter (Bare: 1000) of 700 or more obtained by the red pigment-dispersed resist composition for a color filter according to any one of claims 1 to 3.