JP2012211266A - Yellow pigment dispersion liquid, yellow resin composition for color filter, color filter, liquid crystal display device, and organic light-emitting device - Google Patents

Abstract

PROBLEM TO BE SOLVED: To provide a yellow pigment dispersion liquid capable of producing a colored layer (coated layer) that allows no deposition of a pigment aggregate even after a high-temperature heating step in a color filter production process while achieving demand for high brightness and high contrast, and suitable for increasing the color reproduction region of a color filter, and to provide a yellow resin composition for a color filter capable of preventing deposition of a pigment aggregate during a high-temperature heating step and producing a colored layer of high brightness and high contrast, and suitable for increasing the color reproduction area of a color filter.SOLUTION: The yellow pigment dispersion liquid contains a pigment containing a quinophthalone pigment and an isoindoline pigment, an imide alkylation derivative of the quinophthalone pigment, a pigment dispersion liquid, and a solvent. The yellow pigment dispersion liquid contains 0.1-20 pts.mass of the imide alkylation derivative of the quinophthalone pigment based on 100 pts.mass of the quinophthalone pigment.

Description

  The present invention relates to a yellow pigment dispersion, a yellow resin composition for a color filter, a color filter, a liquid crystal display device and an organic light emitting device.

In recent years, with the development of personal computers, particularly portable personal computers, the demand for liquid crystal displays has increased. In recent years, the penetration rate of home-use liquid crystal televisions has been increasing, and the market for liquid crystal displays is expanding. Furthermore, with regard to the performance of the liquid crystal display, further improvement in image quality such as improvement in contrast and color reproducibility and reduction in power consumption are strongly desired.
Under such circumstances, there is an increasing demand for higher brightness, higher contrast, and improved color reproducibility even in a color filter having a function of displaying liquid crystal displays in color. Recently, particularly for television applications, there is a growing demand for higher brightness due to reduced power consumption of the backlight and the characteristics of the LED backlight.
The above-mentioned problem is the same in an organic EL display that is expected to be widely used in the future, and high luminance and improvement in color reproducibility are problems to be solved in the display.

Conventionally, a general color filter is obtained by forming a pattern of colored layers (pixels) of three colors of red, green, and blue on a transparent substrate such as glass. However, when the above three color filters are used, the colors that can be expressed are limited to the colors in the region defined by the RGB color triangles on the xy chromaticity diagram, so that the color filter can be reproduced. There was a limit to the color area (color reproduction area).
In recent years, in order to improve color reproducibility, multicolor color filters in which a colored layer such as yellow or cyan is added in addition to the above three colored layers have begun to be used. In addition, in order to improve the luminance of the entire color filter, a color filter having a yellow or white (transparent) colored layer added has been proposed.

As a yellow pigment used for forming a yellow colored layer, C.I. I. And CI Pigment Yellow 150. However, C.I. I. When Pigment Yellow 150 was used alone for the yellow colored layer, the brightness and saturation were insufficient.
In patent document 1, in order to make the contrast and saturation of a color filter compatible, C.I. I. Pigment yellow 150 to C.I. I. Pigment red 177 or C.I. I. A yellow composition combining Pigment Red 254 is described. However, the method of Patent Document 1 has a problem that the luminance of the color filter is lowered because a red pigment having absorption in the transmission wavelength region of the yellow pigment is used.

  In Patent Document 2, C.I. I. Pigment yellow 139 and C.I. I. A yellow coloring composition for a color filter containing CI Pigment Yellow 150 is disclosed, and high contrast can be achieved. However, in Patent Document 2, C.I. I. The pigment yellow 150 is used to achieve high contrast. I. Pigment yellow 150 to C.I. I. When Pigment Yellow 139 was combined, there was a problem that the contrast was lowered. Further, C.I., which is a yellow pigment having a low transmittance, is used. I. Since CI Pigment Yellow 150 was used, the luminance as a color filter was insufficient.

  As a yellow pigment having a high transmittance, C.I. which is a quinophthalone pigment. I. And CI Pigment Yellow 138. However, C.I. I. Pigment Yellow 138 has an unstable pigment dispersion state, easily causes pigment aggregation, and tends to have poor storage stability of the colored resin composition. In addition, in a color filter formed using a colored resin composition with an unstable dispersion state, the degree of polarization controlled by the liquid crystal is disturbed due to light scattering due to pigment aggregates, and the contrast ratio of the liquid crystal display panel. There was a problem that became smaller.

  Patent Document 3 describes a yellow pigment composition for color filters in which a quinophthalone pigment and a sulfonic acid metal salt of a quinophthalone pigment are combined in order to obtain a pigment dispersion having a low viscosity and excellent storage stability. Yes.

In Patent Document 4, in red or green pixels, C.I. I. As an attempt to improve the dispersion stability of Pigment Yellow 138 and produce a high-contrast color filter, C.I. I. Pigment yellow 138, C.I. I. A color paste using a combination of sulfonated derivatives of Pigment Yellow 138 is described.
However, C.I. I. Even in a pigment composition for color filters in which Pigment Yellow 138 is combined with a quinophthalone pigment derivative, the required properties for higher contrast in recent years are not always satisfactory.

  In Patent Document 5, as a method of converting a quinophthalone crude pigment into a fine pigment form, a method of pulverizing a quinophthalone crude pigment and recrystallizing the pulverized product in a solvent in the presence of a quinophthalone pigment derivative, or a quinophthalone crude pigment, A method of pulverizing in the presence of a quinophthalone pigment derivative and recrystallizing the pulverized product in a solvent is disclosed, and a sulfonated quinophthalone pigment or a phthalimidomethylquinophthalone pigment is disclosed as the quinophthalone pigment derivative. In Patent Document 5, when the quinophthalone pigment is produced, the quinophthalone pigment derivative is merely used as a crystallization modifier for stopping crystal growth of the crushed crude pigment, and the sulfonated quinophthalone pigment and phthalimidomethyl are used. All of the quinophthalone pigments are described as functioning.

JP 2009-8920 A JP 2010-191468 A JP 2004-292785 A JP 2002-179799 A Special table 2004-501911 gazette

The present inventors have found that a color filter having a yellow colored layer containing a quinophthalone pigment and an isoindoline pigment can improve the color gamut with high transmittance (luminance). However, on the other hand, since both the quinophthalone pigment and the isoindoline pigment are yellow pigments with low contrast, the yellow colored layer has a problem that the contrast is lowered.
The present inventors have advanced the miniaturization of quinophthalone pigments and isoindoline pigments by strengthening dispersion, and by using such miniaturized quinophthalone pigments and isoindoline pigments, high brightness and high contrast are achieved. It was found that a yellow colored layer (coating film) was obtained.
However, in the refined quinophthalone pigment, with the refinement of the quinophthalone pigment, after the high temperature (230 ° C or higher) heating step after exposure in the color filter manufacturing process, the aggregate of the pigment appears to be a foreign matter on the coating film surface. It was found that the problem of precipitation occurred. When such pigment aggregates are deposited on the surface of the coating film as foreign matter, the color filter cannot be used as a defective product.

  The present invention has been made under such circumstances, and achieves a demand for high brightness and high contrast, and a colored layer in which pigment aggregates do not precipitate even after a high-temperature heating process in a color filter manufacturing process ( A yellow pigment dispersion suitable for improving the color gamut of color filters, and the formation of pigment layers with high brightness and high contrast can be formed during high-temperature heating processes. A yellow resin composition for a color filter suitable for improving the color gamut of a color filter, and a high luminance and wide color gamut having a yellow colored layer formed using the yellow resin composition for a color filter An object of the present invention is to provide a color filter, a liquid crystal display device having the color filter, and an organic light emitting display device.

As a result of intensive research to achieve the above object, the present inventors have used quinophthalone pigments and isoindoline pigments, and have further enhanced dispersion by combining specific amounts of imide alkylated derivatives of quinophthalone pigments. When pigment dispersion is used, it has a color suitable for color filters, achieves the demand for high brightness and high contrast, and does not precipitate pigment aggregates even after high-temperature heating in the color filter manufacturing process It has been found that a yellow resin composition for a color filter capable of forming a layer is obtained.
The present invention has been completed based on such findings.

  The present invention includes a pigment containing a quinophthalone pigment and an isoindoline pigment, an imide alkylated derivative of the quinophthalone pigment, a pigment dispersant, and a solvent, and the imide alkylated derivative of the quinophthalone pigment is added to the quinophthalone pigment 100 mass. A yellow pigment dispersion containing 0.1 to 20 parts by mass with respect to parts is provided.

  The present invention also includes a pigment containing a quinophthalone pigment and an isoindoline pigment, an imide alkylated derivative of a quinophthalone pigment, a pigment dispersant, an alkali-soluble resin, a polyfunctional monomer, a photoinitiator, and a solvent. And a yellow resin composition for a color filter containing 0.1 to 20 parts by mass of an imide alkylated derivative of the quinophthalone pigment with respect to 100 parts by mass of the quinophthalone pigment.

  In the yellow pigment dispersion and the yellow resin composition for a color filter according to the present invention, the sulfonic acid derivative of the quinophthalone pigment is further contained in an amount of 0.1 to 20 parts by mass with respect to 100 parts by mass of the pigment. This is preferable because the dispersion stability of the pigment is improved and high contrast is easily achieved.

  In the yellow pigment dispersion and color filter yellow resin composition according to the present invention, the quinophthalone pigment is C.I. I. Pigment Yellow 138 is preferable from the viewpoint of easily achieving high luminance.

  In the yellow pigment dispersion and color filter yellow resin composition according to the present invention, the isoindoline pigment is C.I. I. Pigment Yellow 139 is preferable because a yellow colored layer of a color filter having a wide color reproduction range can be formed.

  In the yellow pigment dispersion and color filter yellow resin composition according to the present invention, the sulfonic acid derivative of the quinophthalone pigment is C.I. I. A sulfonic acid derivative of CI Pigment Yellow 138 is more preferable from the viewpoint of improving the dispersion stability of the pigment and easily achieving high brightness and high contrast.

  In the yellow pigment dispersion and the yellow resin composition for a color filter according to the present invention, the pigment dispersant is represented by the repeating unit (1) represented by the following general formula (I) and the following general formula (II). A block copolymer in which at least a part of the amino group of the repeating unit (1) and an organic acid compound and / or an alkyl halide form a salt. It is preferable in terms of improving pigment dispersibility and dispersion stability and forming a color filter with high brightness and high contrast.

[In Formula (I) and Formula (II), R ¹ is a hydrogen atom or a methyl group, R ² and R ³ are each independently a hydrogen atom or an alkyl group having 1 to 8 carbon atoms, and A is a carbon atom having 1 carbon atom. To 8 alkylene groups, — [CH (R ⁶ ) —CH (R ⁷ ) —O] _x —CH (R ⁶ ) —CH (R ⁷ ) — or — [(CH ₂ ) _y —O] _z — ( A divalent group represented by CH ₂ ) _y —, R ⁴ is an alkyl group having 1 to 18 carbon atoms, an alkenyl group having 2 to 18 carbon atoms, an aralkyl group, an aryl group, — [CH (R ⁶ ) —CH A monovalent group represented by (R ⁷ ) —O] _x —R ⁸ or — [(CH ₂ ) _y —O] _z —R ⁸ . R ⁶ and R ⁷ are each independently a hydrogen atom or a methyl group, and R ⁸ is a hydrogen atom, an alkyl group having 1 to 18 carbon atoms, an alkenyl group having 2 to 18 carbon atoms, an aralkyl group, an aryl group, It is a monovalent group represented by —CHO, —CH ₂ CHO, or —CH ₂ COOR ⁹ , and R ⁹ is a hydrogen atom or an alkyl group having 1 to 5 carbon atoms. The alkyl group, alkenyl group, aralkyl group, and aryl group each may have a substituent.
x is an integer of 1 to 18, y is an integer of 1 to 5, and z is an integer of 1 to 18. m represents an integer of 3 to 200, and n represents an integer of 10 to 200. ]

  In the yellow pigment dispersion and the yellow resin composition for a color filter according to the present invention, the organic acid compound in the pigment dispersant is an organic acid represented by the following general formula (III) and the following general formula (IV). At least one selected from the group consisting of the above can achieve a high brightness and high contrast, while shortening the development time at the time of alkali development in the color filter manufacturing process by the photolithography method, This is preferable because a high-quality color filter with few residues of the yellow resin composition for a color filter in an unexposed area can be produced.

[In Formula (III) and Formula (IV), R ^a and R ^{a ′} are each independently a hydrogen atom, a hydroxyl group, an alkyl group having 1 to 18 carbon atoms, an alkenyl group having 2 to 18 carbon atoms, an aralkyl group, or an aryl group. 1 represented by the group, — [CH (R ^c ) —CH (R ^d ) —O] _s —R ^e , — [(CH ₂ ) _t —O] _u —R ^e , or —O—R ^{a ″.} the valence of the group, one of R ^a and R ^{a 'comprises} a carbon atom. R ^{a ″} is an alkyl group having 1 to 18 carbon atoms, an alkenyl group having 2 to 18 carbon atoms, an aralkyl group, an aryl group, — [CH (R ^c ) —CH (R ^d ) —O] _s —R ^e. ,-[(CH ₂ ) _t —O] _u —R ^e .
R ^b is an alkyl group having 1 to 18 carbon atoms, an alkenyl group having 2 to 18 carbon atoms, an aralkyl group, an aryl group, — [CH (R ^c ) —CH (R ^d ) —O] _s —R ^e , — [(CH ₂ ) _t —O] _u —R ^e or a monovalent group represented by —O—R ^{b ′} . R ^{b ′} is an alkyl group having 1 to 18 carbon atoms, an alkenyl group having 2 to 18 carbon atoms, an aralkyl group, an aryl group, — [CH (R ^c ) —CH (R ^d ) —O] _s —R ^e , or _- it is a monovalent group represented by _{[(CH 2) t -O]} u -R e.
R ^c and R ^d are each independently a hydrogen atom or a methyl group, and R ^e is a hydrogen atom, an alkyl group having 1 to 18 carbon atoms, an alkenyl group having 2 to 18 carbon atoms, an aralkyl group, an aryl group, _{-CHO, -CH 2 CHO, -CO-} CH = CH 2, a monovalent group represented by _{-CO-C (CH 3) =} CH 2 or _-CH 2 COOR ^{f, R f} is hydrogen or C It is an alkyl group of formula 1-5.
In R ^a , R ^{a ′} , and R ^b , each of the alkyl group, alkenyl group, aralkyl group, and aryl group may have a substituent.
s is an integer of 1 to 18, t is an integer of 1 to 5, and u is an integer of 1 to 18. ]

  In the yellow resin composition for a color filter according to the present invention, the CIE chromaticity coordinates (x, y) measured with a C light source are (0.400, 0.475), (0.440, 0.475), It is preferable to be able to form a cured film in a range enclosed by a rectangle surrounded by (0.500, 0.500) and (0.445, 0.520) from the point that the color reproduction range of the color filter can be widened. .

Moreover, this invention provides the color filter characterized by having the yellow colored layer formed by hardening | curing the yellow resin composition for color filters which concerns on the said invention.
Furthermore, the present invention provides a liquid crystal display device and an organic light emitting display device comprising the color filter according to the present invention.

  According to the present invention, it is possible to produce a colored layer (coating film) in which pigment aggregates do not precipitate even after a high-temperature heating step in a color filter manufacturing process while achieving a demand for high brightness and high contrast. Yellow pigment dispersion suitable for improving the color gamut of the colorant, the precipitation of pigment aggregates during the high-temperature heating process is suppressed, and a high-brightness and high-contrast colored layer can be formed, improving the color gamut of the color filter Yellow resin composition for color filter suitable for use, high-luminance color filter having a yellow color layer formed by using the yellow resin composition for color filter, and liquid crystal display having the color filter Devices and organic light-emitting display devices can be provided.

FIG. 1 is a schematic view showing an example of the color filter of the present invention. FIG. 2 is a schematic view showing an example of the liquid crystal display device of the present invention. FIG. 3 is a schematic view illustrating an example of the organic light emitting display device of the present invention. FIG. 4 is an enlarged photograph of the coating film used for the heat resistance evaluation of Example 1-1. FIG. 5 is an enlarged photograph of the coating film used in the heat resistance evaluation of Example 2. FIG. 6 is an enlarged photograph of the coating film used for the heat resistance evaluation of Example 7. FIG. 7 is an enlarged photograph of the coating film used for the heat resistance evaluation of Comparative Example 3-1. FIG. 8 is an enlarged photograph of the coating film used for the heat resistance evaluation of Comparative Example 4.

Hereinafter, the yellow pigment dispersion, the yellow resin composition for color filter, the color filter, the liquid crystal display device and the organic light emitting device of the present invention will be described in order.
In the present invention, light includes electromagnetic waves having wavelengths in the visible and invisible regions, and further includes radiation, and the radiation includes, for example, microwaves and electron beams. Specifically, it means an electromagnetic wave having a wavelength of 5 μm or less and an electron beam. In the present invention, (meth) acryl means either acryl or methacryl, and (meth) acrylate means either acrylate or methacrylate.

1. Yellow Pigment Dispersion The yellow pigment dispersion according to the present invention contains a pigment containing a quinophthalone pigment and an isoindoline pigment, an imide alkylated derivative of the quinophthalone pigment, a pigment dispersant, and a solvent, and the imide of the quinophthalone pigment The alkylated derivative is contained in an amount of 0.1 to 20 parts by mass with respect to 100 parts by mass of the quinophthalone pigment.

  The yellow pigment dispersion of the present invention uses a combination of at least a quinophthalone pigment and an isoindoline pigment as a pigment, and further disperses the pigment by combining a specific amount of an imide alkylated derivative of the quinophthalone pigment. While achieving the demand for contrast, it is possible to produce a colored layer (coating film) in which pigment aggregates do not precipitate even after the high-temperature heating step in the color filter manufacturing step. In addition, the yellow pigment dispersion can be adjusted to a reddish color compared to the case where only the quinophthalone pigment is used, and the color gamut of a color filter having a yellow colored layer formed using the pigment dispersion can be increased. Can be wide.

Although it is unclear as an effect | action which exhibits the above effects by said specific combination, it is estimated as follows.
By extending the dispersion time in the solvent, the pigment dispersant can be appropriately adsorbed on the surface of the finely exposed pigment while stabilizing the pigment in the solvent while miniaturizing the quinophthalone pigment. Thus, it is estimated that the quinophthalone pigment can be more uniformly refined. As a result, a coating film with improved contrast can be obtained.
However, after the uniformly refined quinophthalone pigment is made into a coating film, when a high temperature of 230 ° C. is applied to the coating film in the heating process of the color filter manufacturing process, The adsorbed pigment dispersant is desorbed from the pigment surface, and the cohesive force between the pigment surfaces exposed after being refined is strengthened and recrystallized, and it is estimated that pigment aggregates will precipitate. Is done.
The phenomenon of pigment aggregates precipitating on the surface of the coating film when heated at high temperature is the addition of a sulfonic acid derivative of quinophthalone pigment to a quinophthalone pigment and combining the specific salt-type pigment dispersant to refine the pigment and disperse the pigment. Even when the liquid was prepared, it was noticeable.

On the other hand, in the present application, by adding a specific amount of a specific imide alkylated derivative of a quinophthalone pigment and a pigment dispersant to the quinophthalone pigment, the surface of the pigment exposed finely in the dispersion step of the quinophthalone pigment is exposed. Further, it is presumed that not only the pigment dispersant but also the imide alkylated derivative of the quinophthalone pigment is adsorbed. Even when a high temperature of 230 ° C. is applied to the coating film in the heating process of the color filter manufacturing process, the imide alkylated derivative of the quinophthalone pigment stabilizes the pigment surface while adsorbing to the surface of the quinophthalone pigment having a similar structure. It is presumed that a stable coating film can be formed without agglomeration of the refined pigments.
Similarly, when the sulfonic acid derivative of quinophthalone pigment is used, not only the pigment dispersant but also the sulfonic acid derivative of quinophthalone pigment is adsorbed on the finely exposed pigment surface, and the pigment is stabilized in the solvent. Therefore, the quinophthalone pigment can be more uniformly refined. However, when a high temperature of 230 ° C. is applied to the coating film in the heating process, the sulfonic acid derivative of the quinophthalone pigment has a higher interaction power between the sulfo group and the pigment dispersant than the adsorption power to the skeleton of the quinophthalone pigment. It is presumed that the pigment dispersant may move away from the pigment surface during thermal movement. As a result, it is presumed that the cohesive force between the pigment surfaces exposed after being miniaturized is strengthened, and the aggregate of the pigment is precipitated.
On the other hand, since the imide alkylated derivative of the quinophthalone pigment has a weak polarity at the imide part, even if a high temperature of 230 ° C. is applied to the coating film, it is difficult to receive a strong interaction with the pigment dispersant like a sulfo group. In particular, the adsorptive power with the pigment surface is stronger and the pigment surface is stabilized. Therefore, it is presumed that a stable coating film can be formed without agglomeration of the finely divided pigments.

  That is, in the present application, a quinophthalone having an imide portion of a weak polar group, which has an interaction with the pigment dispersant and the pigment dispersant but is not too strong, with respect to the quinophthalone pigment capable of increasing the luminance. By combining and dispersing pigment derivatives, the exposed pigment surface was stabilized while minimizing the quinophthalone pigment, and the pigment surface where the imide alkylated derivative of the quinophthalone pigment was finely dispersed was stabilized even at high temperatures. Therefore, it is presumed that it is possible to produce a coating film in which pigment aggregates do not precipitate even after the high-temperature heating process in the color filter manufacturing process while achieving the demand for high brightness and high contrast.

The yellow pigment dispersion of the present invention contains, as essential components, a pigment containing at least a quinophthalone pigment and an isoindoline pigment, an imide alkylated derivative of the quinophthalone pigment, a pigment dispersant, and a solvent. And may contain other components.
Hereinafter, each component of the yellow pigment dispersion of the present invention will be described in detail in order.

(Pigment)
<Kinophthalone pigment>
The quinophthalone pigment used in the present invention has a structure represented by the following chemical formula (1-1).

(In the chemical formula (1-1), A ^{1 to} A ⁸ each independently represents a hydrogen atom, a chlorine atom, or a bromine atom.)

  By combining the quinophthalone pigment with an imide alkylated derivative of the quinophthalone pigment described later, coloring that does not cause pigment aggregates after the high-temperature heating process in the color filter manufacturing process is achieved while achieving the demand for high brightness and high contrast. A layer (coating film) can be produced.

In chemical formula (1-1), A ^{1 to} A ⁸ each independently represent a hydrogen atom, a chlorine atom or a bromine atom, and although not particularly limited, four or more of A ^{1 to} A ⁸ are chlorine atoms. Further, it is preferable that 6 or more of A ^{1 to} A ⁸ are chlorine atoms, and among them, a structure represented by the following chemical formula (1-2) wherein all of A ^{1 to} A ⁸ are chlorine atoms. C. I. It is preferable to use Pigment Yellow 138 from the viewpoint of easily achieving high brightness and high contrast.

<Isoindoline pigment>
In the present invention, an isoindoline pigment is used in combination with the quinophthalone pigment. By using a combination of a quinophthalone pigment and an isoindoline pigment, a hue suitable for a yellow colored layer can be adjusted.
The isoindoline pigment is not particularly limited as long as it is a pigment having an isoindoline structure. I. Pigment Yellow 139, C.I. I. Pigment yellow 185, C.I. I. Pigment orange 66, C.I. I. Pigment orange 69, C.I. I. Pigment red 260 and the like. Among these, C.I. having a structure represented by the following chemical formula (2): I. It is preferable to use CI Pigment Yellow 139 because it is suitable for improving luminance and the color reproduction range of the color filter.

The average primary particle size of pigments such as quinophthalone pigments and isoindoline pigments used in the present invention is not particularly limited as long as it can produce a desired color when used as a color layer of a color filter. Although it varies depending on the type of the pigment, it is preferably in the range of 10 to 100 nm, more preferably in the range of 10 to 50 nm, from the viewpoint of improving the contrast. When the average primary particle diameter of the pigment is within the above range, the liquid crystal display device and the organic light-emitting device manufactured using the yellow pigment dispersion of the present invention and the yellow resin composition for a color filter have high contrast and high quality. Can be.
In addition, the average particle diameter of the pigment can be obtained by a method of directly measuring the size of primary particles from an electron micrograph. Specifically, the minor axis diameter and major axis diameter of each primary particle were measured, and the average was taken as the particle diameter of the particle. Next, with respect to 100 or more particles, the volume (mass) of each particle was obtained by approximating the obtained particle size to a rectangular parallelepiped, and the volume average particle size was obtained and used as the average particle size. The same result can be obtained regardless of whether the electron microscope is a transmission type (TEM) or a scanning type (SEM).

The quinophthalone pigment used in the present invention can be produced by a known method such as a recrystallization method or a solvent salt milling method. Further, commercially available quinophthalone pigments (for example, manufactured by BASF, trade name: Paliotol Yellow K0961HD, manufactured by Dainichi Seika Kogyo Co., Ltd., trade name: Chromofine Yellow 6203EC, etc.) may be used.
The isoindoline pigment used in the present invention can be produced by a known method such as a recrystallization method or a solvent salt milling method. Commercially available isoindoline pigments (for example, manufactured by BASF, trade name: Irgaphore Yellow 2R-CF, etc.) may also be used.

In the yellow pigment dispersion of the present invention, the content of the quinophthalone pigment in the pigment and pigment derivative (hereinafter sometimes simply referred to as “coloring material”) is not particularly limited. From the viewpoint of easily achieving high brightness and high contrast, the content of the quinophthalone pigment relative to the entire color material is preferably 5 to 95% by mass, and more preferably 9 to 85% by mass.
In the yellow pigment dispersion of the present invention, the content of the isoindoline pigment in the color material is not particularly limited. The content of the isoindoline pigment is preferably 5 to 95% by mass, more preferably 14 to 90% by mass, from the viewpoint that the pigment dispersion has a desired hue and high contrast is easily achieved. Preferably there is.
The yellow pigment dispersion of the present invention may further contain other pigments. The content of other pigments in the pigment is preferably 30% by mass or less, and more preferably 10% by mass or less.

  In the yellow pigment dispersion of the present invention, the content of the entire pigment including the quinophthalone pigment and the isoindoline pigment is not particularly limited. Usually, the content of the whole pigment is preferably in the range of 5 to 40% by mass, more preferably in the range of 7 to 20% by mass, based on the total amount of the yellow pigment dispersion.

(Imidoalkylated derivatives of quinophthalone pigments)
The imide alkylated derivative of a quinophthalone pigment used in the present invention has a structure represented by the following chemical formula (3-1).

(In Formula (3-1), A ^{1 to} A ⁸ each independently represents a hydrogen atom, a chlorine atom, or a bromine atom. R represents an alkylene group having 1 to 6 carbon atoms, and X represents an arylene group. represents, the arylene group, a halogen atom, an arylsulfonyl group, an acyl group, or a _{- (C = O) -C 6} H 4 - (C = O) - optionally substituted by .n is the imido group Indicates the number of substitutions and represents an integer of 1 to 5.)

  Such a pigment derivative is a compound having a role of imparting a functional group to the pigment skeleton and adding various functions to the pigment. When a pigment derivative is added to the pigment at the time of pigment dispersion, the pigment-like skeleton of the pigment derivative is adsorbed or bonded to the surface of the pigment, thereby causing the surface of the pigment to have an imide alkyl group. It is considered that recrystallization between pigments in the high-temperature heating process of the process can be suppressed.

In the chemical formula (3-1), A ^{1 to} A ⁸ each independently represent a hydrogen atom, a chlorine atom or a bromine atom, and are not particularly limited. Among these, it is preferable that A ^{1 to} A ⁸ are the same as the pigment used as the quinophthalone pigment because high heat resistance is obtained.
The imide alkylated derivative of the quinophthalone pigment used in the present invention includes C.I. wherein A ^{1 to} A ⁸ are all Cl. I. It is preferably an imide alkylated derivative of CI Pigment Yellow 138.

  In the chemical formula (3-1), examples of the alkylene group having 1 to 6 carbon atoms of R include a linear or branched alkylene group having 1 to 6 carbon atoms, such as a methylene group, an ethylene group, a trimethylene group, and propylene. Group, various butylene groups, and the like. Among these, from the viewpoint of easy production, the alkylene group is preferably a methylene group.

  In chemical formula (3-1), X represents arylene, and examples thereof include 1,2-phenylene, 1,2-naphthylene, 2,3-naphthylene, 1,8-naphthylene, and 2,2′-biphenylene. . As X in the chemical formula (1), 1,2-phenylene serving as phthalimide and 1,8-naphthylene serving as naphthalimide are preferable.

In the chemical formula (3-1), the halogen atom that may be substituted with the arylene group of X is preferably a chlorine atom or a bromine atom.
In formula (3-1), examples of the arylsulfonyl group which may be substituted with the arylene group of X include a phenylsulfonyl group and a substituted phenylsulfonyl group such as p-tolylsulfonyl group and p-chlorophenylsulfonyl. Group, p-bromophenylsulfonyl group and the like.
In the chemical formula (3-1), examples of the acyl group that may be substituted with the arylene group of X include an acetyl group, a propionyl group, a butyryl group, and a benzyl group.

  The imide alkylated derivative of the quinophthalone pigment used in the present invention is preferably a phthalimide alkylated derivative represented by the following chemical formula (3-2) from the viewpoint of efficiently suppressing the pigment aggregate, C. I. A phthalimide alkylated derivative of CI Pigment Yellow 138 is particularly preferred.

(In Formula (3-2), A ^{1 to} A ⁸ each independently represents a hydrogen atom, a chlorine atom, or a bromine atom. R represents an alkylene group, n represents the number of substitutions of a phthalimidoalkyl group, and 1 Represents an integer of ~ 5.)

  In the phthalimide alkylated derivative represented by the chemical formula (3-2), the alkylene group R can be the same as that in the chemical formula (3-1). It is preferable from the point which can suppress.

In addition, the number n of substitution of the specific imide alkyl group is preferably 1 to 2, and 1 is particularly preferable from the viewpoint that the pigment aggregate can be efficiently suppressed.
When the molecular weight of the imide alkylated derivative of the quinophthalone pigment is smaller, the proportion of the active ingredient per mass increases, so that the pigment aggregate can be efficiently suppressed.

  Examples of imide alkylated derivatives of quinophthalone pigments include C.I. I. Pigment Yellow 138 can be produced by reacting paraformaldehyde with a specific imide such as phthalimide in sulfur trioxide or sulfuric acid. In addition, about a synthesis method, it describes in detail in Japanese translations of PCT publication No. 2004-501911, and can refer this. As an imide alkylation derivative of a quinophthalone pigment, it can be used individually by 1 type or in mixture of 2 or more types. For example, two or more types of imide alkylated derivatives having different types of alkylene groups, types of imide alkyl groups, and various imide alkyl group substitution positions or substitution numbers may be used.

  In the present invention, the imide alkylated derivative of the quinophthalone pigment is contained in an amount of 0.1 to 20 parts by mass with respect to 100 parts by mass of the quinophthalone pigment. Especially, it is preferable that the imide alkylation derivative of a quinophthalone pigment contains 0.1-10 mass parts with respect to 100 mass parts of quinophthalone pigments, and also 1-5 mass parts. By using such a content, it is possible to produce a coating film in which pigment aggregates do not precipitate even after the high-temperature heating step in the color filter manufacturing process, while achieving the demand for high brightness and high contrast.

(Pigment dispersant)
In the present invention, as the pigment dispersant, for example, cationic, anionic, nonionic, amphoteric, silicone, and fluorine surfactants can be used. Among the surfactants, polymer surfactants (polymer dispersants) as exemplified below are preferable. A pigment derivative that dissolves in a small amount in a solvent may be used as a pigment dispersant.

  The pigment dispersant is appropriately selected and used in order to favorably disperse the pigment used. Specific examples include amide compounds such as nonanamide, decanamide, dodecanamide, N-dodecylhexadecanamide, N-octadecylpropioamide, N, N-dimethyldodecanamide and N, N-dihexylacetamide, diethylamine, diheptylamine, Amine compounds such as dibutylhexadecylamine, N, N, N ′, N′-tetramethylmethanamine, triethylamine, tributylamine and trioctylamine, monoethanolamine, diethanolamine, triethanolamine, N, N, N ′, N ′-(tetrahydroxyethyl) -1,2-diaminoethane, N, N, N′-tri (hydroxyethyl) -1,2-diaminoethane, N, N, N ′, N′-tetra (hydroxyethyl) Polyoxyethylene) -1,2-diamino Examples thereof include amines having a hydroxy group such as tan, 1,4-bis (2-hydroxyethyl) piperazine and 1- (2-hydroxyethyl) piperazine, and others such as nipecotamide, isonipecotamide, and nicotinamide. A compound can be mentioned.

  Further, (co) polymers of unsaturated carboxylic acid esters such as polyacrylic acid esters; (partial) amine salts, (partial) ammonium salts of (co) polymers of unsaturated carboxylic acid such as polyacrylic acid ( Partially) alkylamine salts; (co) polymers of hydroxyl group-containing unsaturated carboxylic acid esters such as hydroxyl group-containing polyacrylates and their modified products; polyurethanes; unsaturated polyamides; polysiloxanes; long-chain polyaminoamide phosphorus Acid salts; amides obtained by the reaction of poly (lower alkyleneimine) and free carboxyl group-containing polyester, salts thereof, and the like can be mentioned.

  As the pigment dispersant used in the present invention, a polymer pigment dispersant of a block copolymer type or a graft copolymer (comb type) type in which a pigment adsorption site and a solvent affinity site are functionally separated in the molecule is C . I. From the viewpoint of pigment dispersibility of CI Pigment Yellow 138.

  The pigment dispersant used in the present invention has, among other things, a repeating unit (1) represented by the following general formula (I) and a repeating unit (2) represented by the following general formula (II), Further, a block copolymer in which at least a part of the amino group of the repeating unit (1) and an organic acid compound and / or a halogenated hydrocarbon form a salt is preferable.

[In Formula (I) and Formula (II), R ¹ is a hydrogen atom or a methyl group, R ² and R ³ are each independently a hydrogen atom or an alkyl group having 1 to 8 carbon atoms, and A is a carbon atom having 1 carbon atom. To 8 alkylene groups, — [CH (R ⁶ ) —CH (R ⁷ ) —O] _x —CH (R ⁶ ) —CH (R ⁷ ) — or — [(CH ₂ ) _y —O] _z — ( A divalent group represented by CH ₂ ) _y —, R ⁴ is an alkyl group having 1 to 18 carbon atoms, an alkenyl group having 2 to 18 carbon atoms, an aralkyl group, an aryl group, — [CH (R ⁶ ) —CH A monovalent group represented by (R ⁷ ) —O] _x —R ⁸ or — [(CH ₂ ) _y —O] _z —R ⁸ . R ⁶ and R ⁷ are each independently a hydrogen atom or a methyl group, and R ⁸ is a hydrogen atom, an alkyl group having 1 to 18 carbon atoms, an alkenyl group having 2 to 18 carbon atoms, an aralkyl group, an aryl group, It is a monovalent group represented by —CHO, —CH ₂ CHO, or —CH ₂ COOR ⁹ , and R ⁹ is a hydrogen atom or an alkyl group having 1 to 5 carbon atoms. The alkyl group, alkenyl group, aralkyl group, and aryl group each may have a substituent.
x is an integer of 1 to 18, y is an integer of 1 to 5, and z is an integer of 1 to 18. m represents an integer of 3 to 200, and n represents an integer of 10 to 200. ]

  In the present invention, by combining a pigment containing a quinophthalone pigment and an isoindoline pigment with a specific amount of an imide alkylated derivative of a quinophthalone pigment and a pigment dispersant composed of the specific salt-type block copolymer as a pigment dispersant. In particular, the contrast is improved, and it is possible to produce a coating film in which pigment aggregates do not precipitate even after the high-temperature heating process in the color filter manufacturing process while achieving the demand for high brightness and high contrast.

  The pigment dispersant comprising such a specific salt-type block copolymer includes the structural unit (1) represented by the general formula (I) and the structural unit (2) represented by the general formula (II). And a salt-forming block is formed by a salt-type block copolymer in which the amino group of the structural unit (1) and the organic acid compound and / or halogenated hydrocarbon form a salt. The structural unit (1) has particularly strong adsorptivity to the quinophthalone pigment and isoindoline pigment, while the structural unit (2) has solubility in the solvent. When such a pigment dispersant is used, by increasing the dispersion time in the solvent, the pigment dispersant is appropriately adsorbed on the finely exposed pigment surface while the specific pigment is miniaturized, and the solvent is removed. It is presumed that the pigment in the inside can be stabilized, and the specific pigment can be more finely divided. As a result, a coating film with improved contrast can be obtained.

  Disperse a quinophthalone pigment in combination with a salt-type pigment dispersant suitable for miniaturization and a quinophthalone pigment derivative having a weak polar group imide moiety that does not interact too strongly with the salt-type pigment dispersant. By making the quinophthalone pigment finer, the exposed pigment surface can be stabilized, and even at high temperatures, the imide alkylated derivative of the quinophthalone pigment can be maintained while stabilizing the finely dispersed pigment surface, It is presumed that it is possible to produce a coating film in which pigment aggregates do not precipitate even after the high-temperature heating step in the color filter manufacturing process, while having high brightness and particularly high contrast.

<Block copolymer>
The block copolymer has a repeating unit (1) represented by the general formula (I) and a repeating unit (2) represented by the general formula (II).
In the said general formula (I), R < ¹ > shows a hydrogen atom or a methyl group, R < ² > and R < ³ > show a hydrogen atom or a C1-C8 alkyl group each independently. Here, the alkyl group having 1 to 8 carbon atoms may be linear, branched or cyclic. Examples of such alkyl groups include methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, various pentyl groups, various hexyl groups, and various octyl groups. Group, cyclopentyl group, cyclohexyl group, cyclooctyl group and the like. Among these, a methyl group and an ethyl group are preferable.
In the present invention, R ² and R ³ may be the same as or different from each other.

A is an alkylene group having 1 to 8 carbon atoms, * — [CH (R ⁶ ) —CH (R ⁷ ) —O] _x —CH (R ⁶ ) —CH (R ⁷ ) — **, or * — [(CH ₂ ) _y —O] _z — (CH ₂ ) _y — ** is a divalent group. Here, * represents a linking site on the ester bond side, and ** represents a linking site on the amino group side. The alkylene group having 1 to 8 carbon atoms may be linear or branched. For example, a methylene group, an ethylene group, a trimethylene group, a propylene group, various butylene groups, various pentylene groups, various kinds. Hexylene group and various octylene groups.
R ⁶ and R ⁷ are each independently a hydrogen atom or a methyl group.
x is an integer of 1 to 18, preferably an integer of 1 to 4, more preferably an integer of 1 to 2, and y is an integer of 1 to 5, preferably an integer of 1 to 4, more preferably 2 or 3. is there. z is an integer of 1-18, preferably an integer of 1-4, more preferably an integer of 1-2. In the present invention, if x, y, and z are within the above ranges, the color filter pigment dispersion of the present invention has excellent pigment dispersibility.
As said A, a C1-C8 alkylene group is preferable and a methylene group and ethylene group are more preferable. If the carbon number is in the range of 1 to 8, the dispersibility of the pigment can be kept good.

In the general formula (II), R ⁴ represents an alkyl group having 1 to 18 carbon atoms, an alkenyl group having 2 to 18 carbon atoms, an aralkyl group, an aryl group, — [CH (R ⁶ ) —CH (R ⁷ ) —. _O] x -R ⁸ or _- indicates a _{[(CH 2) y -O]} z -R 8.
The alkyl group having 1 to 18 carbon atoms may be linear, branched or cyclic, for example, methyl group, ethyl group, n-propyl group, isopropyl group, n-butyl group, isobutyl group. , Sec-butyl group, tert-butyl group, various pentyl groups, various hexyl groups, various octyl groups, various decyl groups, various dodecyl groups, various tetradecyl groups, various hexadecyl groups, various octadecyl groups, cyclopentyl groups, cyclohexyl groups, cyclohexane Examples include an octyl group, a cyclododecyl group, a bornyl group, an isobornyl group, a dicyclopentanyl group, an adamantyl group, and a lower alkyl group-substituted adamantyl group.
The alkenyl group having 2 to 18 carbon atoms may be linear, branched or cyclic. Examples of such alkenyl groups include vinyl, allyl, propenyl, various butenyl, various hexenyl, various octenyl, various decenyl, various dodecenyl, various tetradecenyl, various hexadecenyl, various octadecenyl, A cyclopentenyl group, a cyclohexenyl group, a cyclooctenyl group, etc. can be mentioned. The position of the double bond of the alkenyl group is not limited, but from the viewpoint of the reactivity of the polymer obtained, it is preferable that there is a double bond at the terminal of the alkenyl group.

Examples of the aryl group which may have a substituent include a phenyl group, a biphenyl group, a naphthyl group, a tolyl group, and a xylyl group. 6-24 are preferable and, as for carbon number of an aryl group, 6-12 are more preferable.
Examples of the aralkyl group which may have a substituent include a benzyl group, a phenethyl group, a naphthylmethyl group, and a biphenylmethyl group. 7-20 are preferable and, as for carbon number of an aralkyl group, 7-14 are more preferable.
Examples of the substituent of the aromatic ring such as an aryl group and an aralkyl group include an alkenyl group, a nitro group, and a halogen atom in addition to a linear or branched alkyl group having 1 to 4 carbon atoms.
The preferred carbon number does not include the carbon number of the substituent.

R ⁶ and R ⁷ are the same as described above, and R ⁸ is a hydrogen atom or an optionally substituted alkyl group having 1 to 18 carbon atoms, an alkenyl group having 2 to 18 carbon atoms, and an aralkyl group. , An aryl group, —CHO, —CH ₂ CHO, or —CH ₂ COOR ⁹ , wherein R ⁹ is a hydrogen atom or a linear, branched, or cyclic group having 1 to 5 carbon atoms. It is an alkyl group.
In the monovalent group represented by R ⁸ , the substituent that may be included is, for example, a linear, branched or cyclic alkyl group having 1 to 4 carbon atoms, a halogen atom such as F, Cl, or Br. And so on.
The alkyl group having 1 to 18 carbon atoms of ^{R 8,} and alkenyl group having 2 to 18 carbon atoms, an aralkyl group, an aryl group is as shown by the ^{R 4.}
In the above R ⁴ , x, y and z are as described in A above.
Moreover, R ⁴ in the repeating unit (2) represented by the general formula (II) may be the same as or different from each other.

In the present invention, as R ⁴ , it is preferable to use those having excellent solubility in the solvent described later, and specifically, it varies depending on the repeating units constituting the block copolymer. When the solvent is an ether alcohol acetate solvent, an ether solvent, an ester solvent or the like generally used as a solvent for a color filter, a methyl group, an ethyl group, an n-butyl group, 2- An ethylhexyl group, a benzyl group and the like are preferable.
Here, the reason for setting R ⁴ in this way is that the repeating unit (2) containing R ⁴ has good solubility in the solvent, and the amino group of the repeating unit (1) is described later. The salt-forming site formed by the organic acid compound and / or the halogenated hydrocarbon having a high adsorptivity to the pigment can make the dispersibility and stability of the pigment particularly excellent. Because it can.

Further, R ⁴ is substituted with a substituent such as an alkoxy group, a hydroxyl group, a carboxyl group, an amino group, an epoxy group, an isocyanate group, or a hydrogen bond-forming group as long as it does not interfere with the dispersion performance of the block copolymer. Alternatively, after the synthesis of the block copolymer, the substituent may be added by reacting with the compound having the substituent. Moreover, after synthesizing a block copolymer having these substituents, a compound having a functional group that reacts with the substituent and a polymerizable group may be reacted to add a polymerizable group. For example, adding a polymerizable group by reacting a block copolymer having a carboxyl group with glycidyl (meth) acrylate, or reacting a block copolymer having an isocyanate group with hydroxyethyl (meth) acrylate. Can do.

  The ratio m / n of the number of units m of the structural unit (1) and the number of units n of the structural unit (2) used in the present invention is preferably within the range of 0.01 to 1, preferably 0.05 to More preferably, it is in the range of 0.5. When the ratio m / n is within the above range, the adsorptivity to the pigment is good, the solubility with the solvent by the structural unit (2) is not lowered, and the dispersibility and stability of the pigment are lowered. There is nothing to do.

Regarding the molecular size of the block copolymer used in the present invention, the number m of the repeating unit (1) is an integer of 3 to 200, preferably an integer of 3 to 50. The number n of the repeating units (2) is an integer of 10 to 200, preferably an integer of 20 to 100, more preferably an integer of 20 to 70. In the present invention, when m and n are within the above ranges, the solvent-soluble part and the solvent-insoluble part act effectively, and the pigment dispersion for the color filter of the present invention has excellent pigment dispersibility. Can be.
Furthermore, the mass average molecular weight Mw of the block copolymer is preferably in the range of 500 to 20000, more preferably in the range of 1000 to 15000, and further preferably in the range of 3000 to 12000. preferable. By being within the above range, it becomes possible to achieve both wettability and dispersion stability with respect to a pigment in the initial stage of dispersion in which the pigment is uniformly dispersed.

  The mass average molecular weight Mw is a value measured by GPC (gel permeation chromatography). For the measurement, HLC-8120GPC manufactured by Tosoh Corporation was used, the elution solvent was N-methylpyrrolidone to which 0.01 mol / liter of lithium bromide was added, and the polystyrene standard for calibration curve was Mw377400, 210500, 96000, 50400. , 206500, 10850, 5460, 2930, 1300, 580 (Easi PS-2 series manufactured by Polymer Laboratories) and Mw1090000 (manufactured by Tosoh Corporation), and TSK-GEL ALPHA-M × 2 (Tosoh Corporation) (Made by Co., Ltd.).

  The binding order of the block copolymer used in the present invention is not particularly limited as long as it has the repeating unit (1) and the repeating unit (2) and can stably disperse the pigment. However, it is preferable that the repeating unit (1) is bonded to only one end of the block copolymer. That is, the repeating unit (1) and the repeating unit (2) may be bonded in the order of repeating unit (1) -repeating unit (2), or repeating unit (1) -repeating unit. (2) -repeated unit (1) may be bonded in this order, or repeating unit (1) -repeating unit (2) may be bonded repeatedly, but in the present invention, However, those bonded in the order of repeating unit (1) -repeating unit (2) are preferred. The reason is that it is excellent in the adsorptivity with respect to a pigment, and also the aggregation of pigment dispersants using such a block copolymer can be effectively suppressed.

  In the case where two or more structural units (1) and structural units (2) are included, a block copolymer in which the structural units (1), the structural units (2 ′), and the structural units (2 ″) are combined in this order, A block copolymer bonded in the order of structural unit (1 ')-structural unit (1 ")-structural unit (2), or structural unit (1')-structural unit (1")-structural unit (2 ') -The block copolymer etc. which couple | bonded in order of the structural unit (2 ") may be sufficient.

<Organic acid compound>
An amino group contained in the structural unit (1) of the block copolymer having the structural unit (1) represented by the general formula (I) and the structural unit (2) represented by the general formula (II); Examples of the organic acid compound that forms a salt include an organic phosphoric acid compound having a structure represented by the following general formula (III) and / or an organic sulfonic acid compound having a structure represented by the above general formula (IV). It is done.

[In Formula (III) and Formula (IV), R ^a and R ^{a ′} are each independently a hydrogen atom, a hydroxyl group, an alkyl group having 1 to 18 carbon atoms, an alkenyl group having 2 to 18 carbon atoms, an aralkyl group, or an aryl group. 1 represented by the group, — [CH (R ^c ) —CH (R ^d ) —O] _s —R ^e , — [(CH ₂ ) _t —O] _u —R ^e , or —O—R ^{a ″.} the valence of the group, one of R ^a and R ^{a 'comprises} a carbon atom. R ^{a ″} is an alkyl group having 1 to 18 carbon atoms, an alkenyl group having 2 to 18 carbon atoms, an aralkyl group, an aryl group, — [CH (R ^c ) —CH (R ^d ) —O] _s —R ^e. ,-[(CH ₂ ) _t —O] _u —R ^e .
R ^b is an alkyl group having 1 to 18 carbon atoms, an alkenyl group having 2 to 18 carbon atoms, an aralkyl group, an aryl group, — [CH (R ^c ) —CH (R ^d ) —O] _s —R ^e , — [(CH ₂ ) _t —O] _u —R ^e or a monovalent group represented by —O—R ^{b ′} . R ^{b ′} is an alkyl group having 1 to 18 carbon atoms, an alkenyl group having 2 to 18 carbon atoms, an aralkyl group, an aryl group, — [CH (R ^c ) —CH (R ^d ) —O] _s —R ^e , or _- it is a monovalent group represented by _{[(CH 2) t -O]} u -R e.
R ^c and R ^d are each independently a hydrogen atom or a methyl group, and R ^e is a hydrogen atom, an alkyl group having 1 to 18 carbon atoms, an alkenyl group having 2 to 18 carbon atoms, an aralkyl group, an aryl group, _{-CHO, -CH 2 CHO, -CO-} CH = CH 2, a monovalent group represented by _{-CO-C (CH 3) =} CH 2 or _-CH 2 COOR ^{f, R f} is hydrogen or C It is an alkyl group of formula 1-5.
In R ^a , R ^{a ′} , and R ^b , each of the alkyl group, alkenyl group, aralkyl group, and aryl group may have a substituent.
s is an integer of 1 to 18, t is an integer of 1 to 5, and u is an integer of 1 to 18. ]

  In the present invention, by using the organic acid compound and / or the halogenated hydrocarbon described later, the pigment dispersant can be made excellent in pigment dispersibility and stability. Furthermore, when an organic acid compound is used, the salt forming site has high solubility in an alkaline aqueous solution at the time of alkali development in a color filter manufacturing process by a photolithography method, so that it has excellent alkali developability. It can be. As the particle size of the pigment becomes smaller, a large amount of pigment dispersant is required, which may cause problems such as a decrease in alkali developability and an increase in residue. However, organic acid compounds are used in the above salt-type pigment dispersants. In such a case, the possibility of such a problem occurring can be reduced.

In the general formula (III), R ^a and R ^{a ′} are each independently a hydrogen atom, a hydroxyl group, an alkyl group having 1 to 18 carbon atoms, an alkenyl group having 2 to 18 carbon atoms, an aralkyl group, an aryl group, or — [ CH (R ^c ) —CH (R ^d ) —O] _s —R ^e , — [(CH ₂ ) _t —O] _u —R ^e , or —O—R ^{a ″} , R ^a and R ^a Any of ^' includes carbon atoms.

The alkyl group having 1 to 18 carbon atoms, the alkenyl group having 2 to 18 carbon atoms, the aryl group, and the aralkyl group are as described for R ⁴ . The position of the double bond of the alkenyl group is not limited, but from the viewpoint of reactivity, it is preferable that the alkenyl group has a double bond at the terminal.
The alkyl group or alkenyl group may have a substituent, and examples of the substituent include halogen atoms such as F, Cl, and Br, nitro groups, and the like.
In addition, examples of the substituent of the aromatic ring such as the aryl group and the aralkyl group include alkenyl groups, nitro groups, and halogen atoms in addition to linear or branched alkyl groups having 1 to 4 carbon atoms. .

R ^c and R ^d are each independently a hydrogen atom or a methyl group, and R ^e is a hydrogen atom, an alkyl group having 1 to 18 carbon atoms, an alkenyl group having 2 to 18 carbon atoms, an aralkyl group, or an aryl group. , —CHO, —CH ₂ CHO, —CO—CH═CH ₂ , —CO—C (CH ₃ ) ═CH ₂ or —CH ₂ COOR ^f , and R ^f is a hydrogen atom or It is a linear, branched or cyclic alkyl group having 1 to 5 carbon atoms.

In the monovalent group represented by R ^e, Examples of the substituent which may have, for example, linear 1 to 4 carbon atoms, branched or cyclic alkyl group, F, Cl, halogen atom such as Br And so on.
The alkyl group having 1 to 18 carbon atoms in the R ^e is as shown in the above R ⁴ , and the alkenyl group, aralkyl group and aryl group having 2 to 18 carbon atoms are the same as the above R ^a and R ^{a ′.} It is as shown in.

When R ^a and / or R ^{a ′} is —O—R ^{a ″} , it is an acidic phosphate ester. R ^a ″ is an alkyl group having 1 to 18 carbon atoms, an alkenyl group having 2 to 18 carbon atoms, an aralkyl group, an aryl group, — [CH (R ^c ) —CH (R ^d ) —O] _s —R. ^e is a monovalent group represented by — [(CH ₂ ) _t —O] _u —R ^e .
The alkyl group having 1 to 18 carbon atoms, an alkenyl group having 2 to 18 carbon atoms, an aralkyl group, an aryl group is as shown by the above ^{R a} and R ^{a '.} In addition, when R ^{a ″} has an aromatic ring, it may have an appropriate substituent on the aromatic ring, for example, a linear or branched alkyl group having 1 to 4 carbon atoms.

In R ^a , R ^{a ′} and R ^{a ″} , s is an integer of 1 to 18, t is an integer of 1 to 5, and u is an integer of 1 to 18. s is preferably an integer of 1 to 4, more preferably an integer of 1 to 2, and t is preferably an integer of 1 to 4, more preferably 2 or 3. u is preferably an integer of 1 to 4, more preferably an integer of 1 to 2.

In the general formula (IV), R ^b is an alkyl group having 1 to 18 carbon atoms, an alkenyl group having 2 to 18 carbon atoms, an aralkyl group, an aryl group, — [CH (R ^c ) —CH (R ^d ) —. _O] s ^-R _e, - shows a _{[(CH 2) t -O]} u -R e, or -O-R ^{b '.}
The alkyl group having 1 to 18 carbon atoms, an alkenyl group having 2 to 18 carbon atoms, an aralkyl group, an aryl group is as shown by the above ^{R a} and R ^{a '.}

When R ^b is —O—R ^b ′, it becomes an acidic sulfate. R ^b ′ is an alkyl group having 1 to 18 carbon atoms, an alkenyl group having 2 to 18 carbon atoms, an aralkyl group, an aryl group, — [CH (R ^c ) —CH (R ^d ) —O] _s —R ^e. ,-[(CH ₂ ) _t —O] _u —R ^e .
In R ^b and R ^b ′, each of an alkyl group, an alkenyl group, an aralkyl group, and an aryl group may have a substituent.
The alkyl group having 1 to 18 carbon atoms, an alkenyl group having 2 to 18 carbon atoms, an aralkyl group, an aryl ^{group, - [CH (R c)} -CH (R d) -O] s -R e, - [(CH ₂ ) _t— O] _u —R ^e is as described above for R ^a , R ^a and R ^{a ″} .
R ^c , R ^d, and R ^e are as described above for R ^a , R ^a, and R ^{a ″} .
In the above R ^b and R ^b ′, s is an integer of 1 to 18, t is an integer of 1 to 5, and u is an integer of 1 to 18. Preferred s, t, and u are the same as R ^a , R ^{a ′} and R ^{a ″} described above.

As the organic acid compound represented by the general formula (III), R ^a and R ^{a ′} in the general formula (III) each independently have a hydrogen atom, a hydroxyl group, a methyl group, an ethyl group, or a substituent. Aryl group or aralkyl group, vinyl group, allyl group, — [CH (R ^c ) —CH (R ^d ) —O] _s —R ^e , or — [(CH ₂ ) _t —O] _u —R ^e or a monovalent group represented by —O—R ^{a ″} , one of R ^a and R ^{a ′} contains a carbon atom, and R ^{a ″} is a methyl group, ethyl Group, aryl group or aralkyl group which may have a substituent, vinyl group, allyl group, — [CH (R ^c ) —CH (R ^d ) —O] _s —R ^e , or — [(CH ₂ ) and _{^{t -O] u -R e, R}} c and ^{R d} are each independently a hydrogen atom or a methyl group Ri, from the viewpoint of can be made of those ^{R e} is -CO-CH = CH ₂ or _{-CO-C (CH} 3) a = CH ₂ is excellent in pigment dispersibility.

Moreover, as an organic acid compound represented by general formula (IV), ^Rb in general formula (IV) is a methyl group, an ethyl group, the aryl group which may have a substituent, an aralkyl group, a vinyl group. , An allyl group, — [CH (R ^c ) —CH (R ^d ) —O] _s —R ^e , or — [(CH ₂ ) _t —O] _u —R ^e , or —O—R ^{b ′} R ^{b ′} is a methyl group, an ethyl group, an aryl group or an aralkyl group optionally having a substituent, a vinyl group, an allyl group, — [CH (R ^c ) —CH (R ^d ) —O] _s —R ^e , or — [(CH ₂ ) _t —O] _u —R ^e , wherein R ^c and R ^d are each independently a hydrogen atom or a methyl group, and R ^e In which —CO—CH═CH ₂ or —CO—C (CH ₃ ) ═CH ₂ is excellent in pigment dispersibility It is preferable from the point which can be made.

Of these, organic acid compound represented by the general formula (III) and general formula ^{(IV), R} a, R ^{a 'and} / or R ^a'', and / or as ^{R b} and / or R ^b' From the viewpoint of pigment dispersibility, it preferably has an aromatic ring. At least one of R ^a , R ^{a ′} and R ^{a ″} , or R ^b or R ^{b ′} , an aryl group or aralkyl group which may have a substituent, more specifically, a benzyl group, A phenyl group, a tolyl group, a naphthyl group, and a biphenyl group are preferable from the viewpoint of pigment dispersibility. In the general formula (III), when one of R ^a and R ^{a ′} has an aromatic ring, the other of R ^a and R ^{a ′} is preferably a hydrogen atom or a hydroxyl group.

Further, from the viewpoint of heat resistance and chemical resistance, particularly alkali resistance, the organic acid compounds represented by the general formula (III) and the general formula (IV) include carbon (P) and sulfur (S). A compound in which atoms are directly bonded is preferable, and R ^a and R ^{a ′} each independently represent a hydrogen atom, a hydroxyl group, an alkyl group having 1 to 18 carbon atoms, an alkenyl group having 2 to 18 carbon atoms, an aralkyl group, an aryl A monovalent group represented by a group, — [CH (R ^c ) —CH (R ^d ) —O] _s —R ^e , — [(CH ₂ ) _t —O] _u —R ^e , R ^a and Any of R ^{a ′} preferably contains a carbon atom. R ^b is an alkyl group having 1 to 18 carbon atoms, an alkenyl group having 2 to 18 carbon atoms, an aralkyl group, an aryl group, — [CH (R ^c ) —CH (R ^d ) —O] _s —R ^e. , — [(CH ₂ ) _t —O] _u —R ^e is preferably a monovalent group.

The organic acid compound represented by the general formula (III) and general formula ^{(IV), R} a, R ^{a 'and} / or R ^a'', and / or as ^{R b} and / or R ^b' Has a polymerizable group, that is, a vinyl group, an allyl group, or — [CH (R ^c ) —CH (R ^d ) —O] _s —R ^e , or — [(CH ₂ ) _t —O] _u. It is preferable that -R ^e and R ^e is -CO-CH = CH ₂ or -CO-C (CH ₃ ) = CH ₂ , especially R ^a , R ^{a ′} and / or R ^{a ′. '} And / or R ^b and / or R ^b' are preferably vinyl, allyl, 2-methacryloyloxyethyl, or 2-acryloyloxyethyl.
In such a case, the above-mentioned polymerizable groups and / or the above-mentioned polymerizable groups and the present invention can be obtained during exposure or post-baking when forming a colored layer using the yellow resin composition for a color filter of the present invention. The curable binder component contained in the yellow resin composition for color filters can be easily polymerized, and the pigment dispersant can be stably present in the colored layer of the color filter. When a liquid crystal display device is manufactured using such a color filter, the pigment dispersant can be prevented from bleeding out to the liquid crystal layer or the like.

  In addition, since the organic acid compound contains a polymerizable group, the polymerizable groups of the organic acid compound can be polymerized before being used for forming the colored layer, and as a result, the pigment dispersant has a high molecular weight. Therefore, the yellow resin composition for a color filter at an unexposed portion can be particularly excellent in alkali developability at the time of alkali development for forming a colored layer in a color filter production process by a photolithography method.

  In addition, the organic acid compound represented by the said general formula (III) and general formula (IV) can be used individually by 1 type or in combination of 2 or more types.

<Halogenated hydrocarbon>
The halogenated hydrocarbon used in the present invention is a block copolymer having the above-mentioned repeating unit (1) represented by the general formula (I) and the repeating unit (2) represented by the general formula (II). A salt is formed with the amino group of the repeating unit (1).
In the present invention, by using the above-mentioned halogenated hydrocarbon, the salt-forming site produced by the pigment dispersant is excellent in adsorptivity to the pigment, so that high dispersibility can be expressed at the same time. Heat resistance and alkali resistance can be increased.

Examples of the halogenated hydrocarbon include those in which any one of a chlorine atom, a bromine atom and an iodine atom is substituted with a hydrogen atom of a saturated or unsaturated linear, branched or cyclic hydrocarbon. . Among these, a halogenated hydrocarbon in which one of the hydrogen atoms of the hydrocarbon is substituted with a halogen atom is preferable from the viewpoint of forming a salt with the pigment dispersant and improving the pigment dispersibility.
The halogenated hydrocarbon may be linear, branched or cyclic. The number of carbon atoms is preferably 1-18, and more preferably 1-7.

  Among the halogenated hydrocarbons, examples of the halogenated alkyl include those having 1 to 18 carbon atoms, but are not particularly limited. Specifically, for example, methyl chloride, methyl bromide, ethyl chloride, ethyl bromide, methyl iodide, ethyl iodide, n-butyl chloride, hexyl chloride, octyl chloride, dodecyl chloride, tetradecyl chloride, hexadecyl chloride, etc. Can be mentioned. Examples of the allyl halide include allyl chloride, allyl bromide, and allyl iodide. Further, examples of the aralkyl group of the halogenated aralkyl include those having 7 to 18 carbon atoms, but are not particularly limited. Specific examples include benzyl chloride, benzyl bromide, benzyl iodide, naphthylmethyl chloride, pyridylmethyl chloride, naphthylmethyl bromide, pyridylmethyl bromide and the like.

  Among these, at least one selected from the group consisting of benzyl halide, allyl halide, and methyl halide is easy to form a salt, and the formed salt-forming site has excellent adsorptivity to the pigment. This is preferable.

  The content of the organic acid compound and / or halogenated hydrocarbon in the block copolymer used in the present invention is not particularly limited as long as good dispersion stability is exhibited. It is about 0.01-2.0 molar equivalent with respect to the tertiary amino group represented by (I), More preferably, it is 0.1-1.0 molar equivalent. In such a case, the pigment dispersibility and the pigment dispersion stability are excellent. In addition, when using 2 or more types of the said organic acid compound and / or halogenated hydrocarbon together, content which added these should just be in the said range.

<Manufacture of pigment dispersant made of salt type block copolymer>
As a method for producing the block copolymer of the pigment dispersant, the repeating unit (1), the repeating unit (2), the amino group of the repeating unit (1), and the organic The method is not particularly limited as long as it can produce a salt formed with an acid compound and / or a halogenated hydrocarbon. In the present invention, for example, the repeating unit (1) and the repeating unit (2) are polymerized using a known polymerization means, and then dissolved or dispersed in a solvent described later, and then the organic acid is dissolved in the solvent. A pigment dispersant can be produced by adding a compound and / or a halogenated hydrocarbon and stirring (heating if necessary).

  The polymerization means is not particularly limited as long as it is a means capable of polymerizing the above repeating unit (1) and repeating unit (2) in a desired number to obtain a desired molecular weight, and has a vinyl group. A method generally used for polymerization of a compound can be employed, and for example, anionic polymerization, living radical polymerization, or the like can be used. In the present invention, in particular, a method in which polymerization proceeds in a living manner, such as group transfer polymerization (GTP) disclosed in “J. Am. Chem. Soc.” 105, 5706 (1983), is used. preferable. According to this method, the molecular weight, the molecular weight distribution, etc. can be easily set in a desired range, so that the dispersibility of the pigment dispersant can be made uniform.

  In the yellow pigment dispersion of the present invention, one type of pigment dispersant may be used, or two or more types may be used in combination. In addition, the content is not particularly limited as long as the pigment can be uniformly dispersed, and for example, 10 to 150 parts by mass can be used with respect to 100 parts by mass of the pigment. Furthermore, it is preferable to mix | blend in the ratio of 15-45 mass parts with respect to 100 mass parts of pigments, and it is preferable to mix | blend especially in the ratio of 15-40 mass parts. If the content of the pigment dispersant is within the above range, the pigment can be uniformly dispersed. In the present invention, the pigment other than the pigment derivative includes a pigment derivative in addition to the pigment, for example, a quinophthalone pigment derivative unless otherwise specified. It is.

(solvent)
The yellow pigment dispersion according to the present invention contains a solvent for dispersing the pigment. The solvent used in the pigment dispersion is not particularly limited as long as it is an organic solvent that does not react with each component in the pigment dispersion and can dissolve or disperse them.
Examples of the solvent used in the yellow pigment dispersion of the present invention include alcohol solvents such as methyl alcohol, ethyl alcohol, N-propyl alcohol, and i-propyl alcohol; cellosolv solvents such as methoxy alcohol and ethoxy alcohol; methoxyethoxyethanol Carbitol solvents such as ethoxyethoxyethanol; ester solvents such as ethyl acetate, butyl acetate, methyl methoxypropionate, ethyl ethoxypropionate and ethyl lactate; ketone solvents such as acetone, methyl isobutyl ketone and cyclohexanone; methoxyethyl Acetate, propylene glycol monomethyl ether acetate, 3-methoxy-3-methyl-1-butyl acetate, 3-methoxybutyl acetate, methoxybutyl acetate, et Cellosolve acetate solvents such as ciethyl acetate and ethyl cellosolve acetate; Carbitol acetate solvents such as methoxyethoxyethyl acetate, ethoxyethoxyethyl acetate, and butyl carbitol acetate (BCA); Diethyl ether, ethylene glycol dimethyl ether, diethylene glycol dimethyl ether, propylene Ether solvents such as glycol monomethyl ether and tetrahydrofuran; aprotic amide solvents such as N, N-dimethylformamide, N, N-dimethylacetamide and N-methylpyrrolidone; lactone solvents such as γ-butyrolactone; benzene, toluene, Unsaturated hydrocarbon solvents such as xylene and naphthalene; saturated carbonization such as N-heptane, N-hexane and N-octane An organic solvent such as a hydrogen-based solvent may be mentioned. Among these solvents, cellosolve acetate solvents such as methoxyethyl acetate, propylene glycol monomethyl ether acetate, 3-methoxy-3-methyl-1-butyl acetate, 3-methoxybutyl acetate, ethoxyethyl acetate, ethyl cellosolve acetate; Carbitol acetate solvents such as methoxyethoxyethyl acetate, ethoxyethoxyethyl acetate, butyl carbitol acetate (BCA); ether solvents such as ethylene glycol dimethyl ether, diethylene glycol dimethyl ether, propylene glycol monomethyl ether; methyl methoxypropionate, ethoxypropionic acid Ester solvents such as ethyl and ethyl lactate; ketone solvents such as cyclohexanone are preferred Used. Among them, as the solvent used in the present invention, propylene glycol monomethyl ether acetate (CH ₃ OCH ₂ CH (CH ₃ ) OCOCH ₃ ), propylene glycol monomethyl ether, butyl carbitol acetate (BCA), 3-methoxy-3-methyl- One or more selected from the group consisting of 1-butyl acetate, 3-methoxybutyl acetate and cyclohexanone is preferable from the viewpoint of solubility of other components and coating suitability.

  The yellow pigment dispersion of the present invention is prepared by using the solvent as described above usually in a proportion of 60 to 90% by mass with respect to the total amount of the yellow pigment dispersion containing the solvent. When the amount of the solvent is too small, the viscosity increases and the pigment dispersibility tends to decrease. Moreover, when there are too many solvents, a pigment density | concentration will fall and it may be difficult to achieve the chromaticity coordinate which makes a resin composition the target after preparation.

(Other pigment derivatives)
Other pigment derivatives may be included as long as the effect of the present invention is not impaired. Other pigment derivatives suitably used in the yellow pigment dispersion of the present invention include the following sulfonic acid derivatives of quinophthalone pigments.
<Sulphonic acid derivative of quinophthalone pigment>
In the yellow pigment dispersion of the present invention, it is preferable to further use a sulfonic acid derivative of a quinophthalone pigment in combination. In this case, the quinophthalone pigment and the isoindoline pigment can be further refined and dispersed, and the demand for high brightness and high contrast can be easily achieved. In particular, when a pigment dispersant composed of the above-mentioned salt-type block copolymer and a sulfonic acid derivative of a quinophthalone pigment are combined as a pigment dispersant, it becomes easy to achieve a particularly high brightness and high contrast requirement.

  The sulfonic acid derivative of the quinophthalone pigment has a structure in which at least one sulfo group is bonded to the quinophthalone pigment having the above structure, and is represented as follows.

(In the formula, n represents the number of sulfo groups substituted and represents an integer of 1 to 5.)

  The number of substituted sulfo groups is preferably 1 to 2, and 1 is particularly preferable from the viewpoint that the pigment dispersibility can be improved efficiently.

  The sulfonic acid derivative of the quinophthalone pigment can be produced, for example, by introducing the quinophthalone pigment into concentrated sulfuric acid, fuming sulfuric acid, chlorosulfonic acid, or a mixed solution thereof to perform a sulfonation reaction. The sulfonic acid derivative of the quinophthalone pigment can be used alone or in combination of two or more. For example, two or more sulfonic acid derivatives having different sulfo group substitution positions or substitution numbers may be used.

  In the present invention, the sulfonic acid derivative of the quinophthalone pigment is preferably contained in an amount of 0.1 to 20 parts by mass with respect to 100 parts by mass of the pigment. Among them, the sulfonic acid derivative of the quinophthalone pigment is preferably contained in an amount of 0.5 to 15 parts by mass, and more preferably 1 to 10 parts by mass with respect to 100 parts by mass of the pigment. By using such a content, it is possible to ensure the dispersion stability of the pigment dispersion even when the dispersion is advanced to the primary particle size or less of the pigment by strengthening the dispersion than before. The demand for high brightness and high contrast as the color filter can be achieved.

Other pigment derivatives may further include a sulfonated derivative of a quinophthalone pigment having a sulfonic acid metal salt, an amine salt, or a sulfonamide group. As the sulfonamide group which is an amine salt of sulfonic acid, those represented by —SO ₂ NHR (where R is a monovalent organic group) are preferable. Examples of R include dimethylaminopropyl group, diethylamino Examples thereof include a propyl group, a dibutylaminopropyl group, a benzyl group, and a phenyl group.

(Other ingredients)
If necessary, the pigment dispersion liquid of the present invention may further contain a pigment dispersion auxiliary resin and other components.
Examples of the pigment dispersion auxiliary resin include alkali-soluble resins exemplified by a resin composition described later. In some cases, the steric hindrance of the alkali-soluble resin makes it difficult for the pigment particles to come into contact with each other.
Further, the yellow pigment dispersion of the present invention may contain other pigments as long as the effects of the present invention are not impaired. Examples of other pigments include other yellow pigments used for adjusting a yellow pigment dispersion to a desired color.

  Other yellow pigments include C.I. I. Pigment Yellow 150 and its derivative pigments, C.I. I. Pigment yellow 1, C.I. I. Pigment yellow 3, C.I. I. Pigment yellow 12, C.I. I. Pigment yellow 13, C.I. I. Pigment yellow 14, C.I. I. Pigment yellow 15, C.I. I. Pigment yellow 16, C.I. I. Pigment yellow 17, C.I. I. Pigment yellow 20, C.I. I. Pigment yellow 24, C.I. I. Pigment yellow 31, C.I. I. Pigment yellow 55, C.I. I. Pigment yellow 60, C.I. I. Pigment yellow 61, C.I. I. Pigment yellow 65, C.I. I. Pigment yellow 71, C.I. I. Pigment yellow 73, C.I. I. Pigment yellow 74, C.I. I. Pigment yellow 81, C.I. I. Pigment yellow 83, C.I. I. Pigment yellow 93, C.I. I. Pigment yellow 95, C.I. I. Pigment yellow 97, C.I. I. Pigment yellow 98, C.I. I. Pigment yellow 100, C.I. I. Pigment yellow 101, C.I. I. Pigment yellow 104, C.I. I. Pigment yellow 106, C.I. I. Pigment yellow 108, C.I. I. Pigment yellow 109, C.I. I. Pigment yellow 110, C.I. I. Pigment yellow 113, C.I. I. Pigment yellow 114, C.I. I. Pigment yellow 116, C.I. I. Pigment yellow 117, C.I. I. Pigment yellow 119, C.I. I. Pigment yellow 120, C.I. I. Pigment yellow 126, C.I. I. Pigment yellow 127, C.I. I. Pigment yellow 128, C.I. I. Pigment yellow 129, C.I. I. Pigment yellow 151, C.I. I. Pigment yellow 152, C.I. I. Pigment yellow 153, C.I. I. Pigment yellow 154, C.I. I. Pigment yellow 155, C.I. I. Pigment yellow 156, C.I. I. Pigment yellow 166, C.I. I. Pigment yellow 168, C.I. I. And CI Pigment Yellow 175.

  Here, C.I. I. As pigment pigments of CI Pigment Yellow 150, specifically, mono-, di-, tri-, and tetraanions of azo compounds according to the following chemical formula or one of its tautomeric structures that serve as hosts for at least one guest compound and metals Metal complexes corresponding to Li, Cs, Mg, Cd, Co, Al, Cr, Sn, Pb, particularly preferably Na, K, Ca, Sr, Ba, Zn, Fe, Ni, Cu, Mn and La are mentioned. be able to.

[Wherein R ^g and R ^g ′ are independently OH, NH ₂ , NH—CN, acylamino or arylamino, and R ^h and R ^h ′ are independently —OH or — NH ₂ ]

  These derivative pigments are disclosed in JP 2001-354869, JP 2005-325350, JP 2007-25687, JP 2007-23287, JP 2007-23288, and JP 2008. It can be obtained by referring to Japanese Patent No. -24927.

Moreover, as long as the effect of this invention is not impaired, the other pigment dispersant may be included.
Other components include, for example, surfactants for improving wettability, silane coupling agents for improving adhesion, antifoaming agents, repellency inhibitors, antioxidants, anti-aggregation agents, and UV absorbers. Etc.

<Method for producing yellow pigment dispersion>
The yellow pigment dispersion of the present invention is prepared by mixing a pigment containing the above quinophthalone pigment and isoindoline pigment, an imide alkylated derivative of the quinophthalone pigment, and a pigment dispersant in a solvent and dispersing the mixture using a known disperser. Can be prepared.
When preparing the dispersion, the method of mixing each component is not particularly limited. For example, the quinophthalone pigment, the isoindoline pigment, and the imide alkylated derivative of the quinophthalone pigment may be co-dispersed or dispersed separately. Thereafter, each dispersion may be mixed.
Examples of the dispersing machine for performing the dispersion treatment include roll mills such as two rolls and three rolls, ball mills such as a ball mill and a vibrating ball mill, bead mills such as a paint conditioner, a continuous disk type bead mill, and a continuous annular type bead mill. As a preferable dispersion condition of the bead mill, the bead diameter to be used is preferably 0.03 to 2.00 mm, and more preferably 0.05 to 1.0 mm.

  Specifically, pre-dispersion is performed with 1 to 2 mm zirconia beads having a relatively large bead diameter, and further main dispersion is performed with 0.03 to 0.1 mm zirconia beads having a relatively small bead diameter. Moreover, it is preferable to filter with a membrane filter of 0.5 to 0.1 μm after dispersion.

In the present invention, the dispersion time for dispersion using a known disperser is appropriately adjusted and is not particularly limited. For example, when a paint shaker is used so that the average dispersed particle diameter of the pigment is about 15 to 50 nm. Is usually 3 to 10 hours, and in particular, in the case of refining to the primary particle diameter of the pigment or less for high contrast, it is preferably 11 to 50 hours from the viewpoint of realizing high contrast by refining the pigment. .
The average dispersed particle diameter of the pigment may be different from the particle diameter of the pigment itself in the dispersion. In particular, when the pigment is refined to the primary particle size or less, the pigment may form a loose aggregate state and the dispersed particle size may increase. Even in such a case, a high contrast can be realized because the particle size of the pigment is miniaturized.

  In this way, a yellow pigment dispersion having excellent pigment particle dispersibility is obtained. The yellow pigment dispersion is used as a preliminary preparation for preparing a yellow resin composition for a color filter having excellent pigment dispersibility.

2. Yellow resin composition for color filter A yellow resin composition for a color filter according to the present invention includes a pigment containing a quinophthalone pigment and an isoindoline pigment, an imide alkylated derivative of the quinophthalone pigment, a pigment dispersant, and a curable binder component. And 0.1-20 parts by mass of an imide alkylated derivative of the quinophthalone pigment with respect to 100 parts by mass of the quinophthalone pigment.
Hereinafter, components used in such a yellow resin composition for a color filter of the present invention will be described.
The components that can be contained in the yellow pigment dispersion according to the present invention can be the same as those described in the section of the pigment dispersion, and the description thereof is omitted here.

(Curing binder component)
The yellow resin composition for a color filter according to the present invention contains a curable binder component in order to impart film formability and adhesion to a surface to be coated, and to impart sufficient hardness to the coating film. It does not specifically limit as a curable binder component, The curable binder component used in forming the coloring layer of a conventionally well-known color filter can be used suitably.
Examples of the curable binder component include a photocurable binder component including a photocurable resin that can be polymerized and cured by visible light, ultraviolet light, electron beam, and the like, and a thermosetting resin that can be polymerized and cured by heating. What contains the thermosetting binder component to contain can be used.

When the yellow resin composition for a color filter according to the present invention can be selectively attached in a pattern on a substrate to form a colored layer, for example, when used in an ink jet system, the developability of the curable binder component Is not necessary. In this case, a known thermosetting binder component, a photocurable binder component, or the like used when forming the color filter coloring layer by an inkjet method or the like can be appropriately used.
On the other hand, when a photolithography method is used when forming the colored layer, a photosensitive binder component having alkali developability is preferably used.
Hereinafter, the photosensitive binder component and the thermosetting binder component suitable for use in the ink jet system will be described in detail, but the curable binder component is not limited to these.

(1) Photosensitive binder component Examples of the photosensitive binder component include a positive photosensitive binder component and a negative photosensitive binder component. Examples of the positive photosensitive binder component include an alkali-soluble resin and a system containing an o-quinonediazide group-containing compound as a photosensitizing component, and examples of the alkali-soluble resin include a polyimide precursor.

  As the negative photosensitive binder component, a system containing at least an alkali-soluble resin, a polyfunctional monomer, and a photoinitiator is preferably used. Hereinafter, the alkali-soluble resin, the polyfunctional monomer, and the photoinitiator will be specifically described.

<Alkali-soluble resin>
The alkali-soluble resin has a carboxyl group in the side chain, acts as a binder resin, and is suitably selected and used as long as it is soluble in a developer used for pattern formation, particularly preferably in an alkali developer. be able to.
A preferable alkali-soluble resin in the present invention is a resin having a carboxyl group, and specific examples thereof include an acrylic copolymer having a carboxyl group and an epoxy (meth) acrylate resin having a carboxyl group. Among these, particularly preferred are those having a carboxyl group in the side chain and further having a photopolymerizable functional group such as an ethylenically unsaturated group in the side chain. This is because the film strength of the cured film formed by containing the photopolymerizable functional group is improved. These acrylic copolymers and epoxy acrylate resins may be used as a mixture of two or more.

The acrylic copolymer having a carboxyl group is obtained by copolymerizing a carboxyl group-containing ethylenically unsaturated monomer and an ethylenically unsaturated monomer.
The acrylic copolymer having a carboxyl group may further contain a structural unit having an aromatic carbocyclic ring. The aromatic carbocycle functions as a component that imparts coating properties to the photosensitive resin composition.
The acrylic copolymer having a carboxyl group may further contain a structural unit having an ester group. The structural unit having an ester group not only functions as a component that suppresses alkali solubility of the photosensitive resin composition, but also functions as a component that improves the solubility in a solvent and further the solvent resolubility.

Examples of the acrylic copolymer having a carboxyl group include methyl (meth) acrylate, ethyl (meth) acrylate, n-propyl (meth) acrylate, isopropyl (meth) acrylate, n-butyl (meth) acrylate, sec- Butyl (meth) acrylate, isobutyl (meth) acrylate, tert-butyl (meth) acrylate, n-pentyl (meth) acrylate, n-hexyl (meth) acrylate, 2-ethylhexyl (meth) acrylate, n-octyl (meth) Acrylate, n-decyl (meth) acrylate, benzyl (meth) acrylate, phenyl (meth) acrylate, phenoxyethyl (meth) acrylate, cyclohexyl (meth) acrylate, isobornyl (meth) acrylate, disi Lopentanyl (meth) acrylate, 1-adamantyl (meth) acrylate, allyl (meth) acrylate, 2,2′-oxybis (methylene) bis-2-propenoate, styrene, γ-methylstyrene, glycidyl (meth) acrylate, 2- Selected from hydroxylethyl (meth) acrylate, 2-dimethylaminoethyl (meth) acrylate, N-vinyl-2-pyrrolidone, N-methylmaleimide, N-cyclohexylmaleimide, N-benzylmaleimide, N-phenylmaleimide, etc. 1 type or more and (meth) acrylic acid, 2- (meth) acryloyloxyethyl succinic acid, 2- (meth) acryloyloxyethyl phthalic acid, and dimer of acrylic acid (for example, Toagosei Chemical Co., Ltd. M -5600), itaconic acid, crotonic acid Maleic acid, fumaric acid, vinyl acetate, a copolymer consisting of one or more selected from these anhydrides can be exemplified. In addition, for example, a polymer having an ethylenically unsaturated bond introduced by adding an ethylenically unsaturated compound having a reactive functional group such as a glycidyl group or a hydroxyl group to the above copolymer can be exemplified, but the present invention is not limited thereto. Is not to be done.
Among these, a polymer having an ethylenically unsaturated bond introduced, for example, by adding an ethylenically unsaturated compound having a glycidyl group or a hydroxyl group to the copolymer is polymerized with a polyfunctional monomer described later at the time of exposure. This is particularly suitable in that the colored layer becomes more stable.

  The copolymerization ratio of the carboxyl group-containing ethylenically unsaturated monomer in the carboxyl group-containing copolymer is usually 5 to 50% by mass, preferably 10 to 40% by mass. In this case, when the copolymerization ratio of the carboxyl group-containing ethylenically unsaturated monomer is less than 5% by mass, the solubility of the resulting coating film in an alkaline developer is lowered, and pattern formation becomes difficult. On the other hand, when the copolymerization ratio exceeds 50% by mass, there is a tendency that the formed pattern is easily detached from the substrate or the pattern surface is roughened during development with an alkali developer.

  The preferred molecular weight of the carboxyl group-containing copolymer is preferably in the range of 1,000 to 500,000, more preferably 3,000 to 200,000. If it is less than 1,000, the binder function after curing is remarkably lowered, and if it exceeds 500,000, pattern formation may be difficult during development with an alkaline developer.

Although it does not specifically limit as an epoxy (meth) acrylate resin which has a carboxyl group, The epoxy (meth) obtained by making the reaction material of an epoxy compound and unsaturated group containing monocarboxylic acid react with an acid anhydride. Acrylate compounds are suitable.
Although it does not specifically limit as an epoxy compound, A bisphenol A type epoxy compound, a bisphenol F type epoxy compound, a bisphenol S type epoxy compound, a phenol novolak type epoxy compound, a cresol novolak type epoxy compound, an aliphatic epoxy compound, or Examples thereof include epoxy compounds such as bisphenolfluorene type epoxy compounds. These may be used alone or in combination of two or more.

  Examples of the unsaturated group-containing monocarboxylic acid include (meth) acrylic acid, 2- (meth) acryloyloxyethyl succinic acid, 2- (meth) acryloyloxyethyl phthalic acid, (meth) acryloyloxyethyl hexahydrophthalic acid, (Meth) acrylic acid dimer, β-furfurylacrylic acid, β-styrylacrylic acid, cinnamic acid, crotonic acid, α-cyanocinnamic acid and the like. These unsaturated group-containing monocarboxylic acids may be used alone or in combination of two or more.

Acid anhydrides include maleic anhydride, succinic anhydride, itaconic anhydride, phthalic anhydride, tetrahydrophthalic anhydride, hexahydrophthalic anhydride, methylhexahydrophthalic anhydride, endomethylenetetrahydrophthalic anhydride, methylendo Dibasic acid anhydrides such as methylenetetrahydrophthalic acid, chlorendic anhydride, methyltetrahydrophthalic anhydride, trimellitic anhydride, pyromellitic anhydride, benzophenonetetracarboxylic dianhydride, biphenyltetracarboxylic dianhydride, biphenyl Aromatic polycarboxylic anhydrides such as ether tetracarboxylic acid, 5- (2,5-dioxotetrahydrofuryl) -3-methyl-3-cyclohexene-1,2-dicarboxylic anhydride, endobicyclo- [2 , 2,1] -Hept-5-ene-2,3-dica Polycarboxylic anhydride derivatives such as carbon anhydride, and the like. These may be used alone or in combination of two or more.
The molecular weight of the epoxy (meth) acrylate compound having a carboxyl group thus obtained is not particularly limited, but is preferably 1000 to 40000, more preferably 2000 to 5000.

  One kind of alkali-soluble resin may be used, or two or more kinds may be used in combination, and the content thereof is usually 100 parts by weight of the pigment contained in the yellow resin composition for color filters. It is in the range of 10 to 1000 parts by mass, preferably in the range of 20 to 500 parts by mass. If the content of the alkali-soluble resin is too small, sufficient alkali developability may not be obtained, and if the content of the alkali-soluble resin is too large, the ratio of the pigment becomes relatively low and sufficient coloring is achieved. The concentration may not be obtained.

<Multifunctional monomer>
The polyfunctional monomer used in the yellow resin composition for a color filter of the present invention is not particularly limited as long as it can be polymerized by a photoinitiator described later, and usually 2 ethylenically unsaturated double bonds. A compound having two or more is used, and a polyfunctional (meth) acrylate having two or more acryloyl groups or methacryloyl groups is particularly preferable.

  Examples of such polyfunctional (meth) acrylates include ethylene glycol di (meth) acrylate, diethylene glycol di (meth) acrylate, hexanediol di (meth) acrylate, long chain aliphatic di (meth) acrylate, and neopentyl glycol di (Meth) acrylate, hydroxypivalate neopentyl glycol di (meth) acrylate, stearic acid modified pentaerythritol di (meth) acrylate, propylene glycol di (meth) acrylate, glycerol di (meth) acrylate, triethylene glycol di (meth) Acrylate, tetraethylene glycol di (meth) acrylate, tetramethylene glycol di (meth) acrylate, butylene glycol di (meth) acrylate, dicyclopentanyl (Meth) acrylate, polyethylene glycol di (meth) acrylate, polypropylene di (meth) acrylate, triglycerol di (meth) acrylate, neopentyl glycol modified trimethylolpropane di (meth) acrylate, allylated cyclohexyl di (meth) acrylate, Methoxylated cyclohexyl di (meth) acrylate, acrylated isocyanurate, bis (acryloxyneopentyl glycol) adipate, bisphenol A di (meth) acrylate, tetrabromobisphenol A di (meth) acrylate, bisphenol S di (meth) acrylate, Bifunctional (butanediol di (meth) acrylate, phthalic acid di (meth) acrylate, phosphoric acid di (meth) acrylate, zinc di (meth) acrylate) Data) acrylate and the like.

  Examples of trifunctional or higher polyfunctional (meth) acrylates include trimethylolpropane tri (meth) acrylate, trimethylolethane tri (meth) acrylate, glycerol tri (meth) acrylate, pentaerythritol tri (meth) acrylate, penta Erythritol tetra (meth) acrylate, alkyl-modified dipentaerythritol tri (meth) acrylate, succinic anhydride-modified pentaerythritol tetra (meth) acrylate, tri (meth) acrylate phosphate, tris (acryloxyethyl) isocyanurate, tris (methacrylic) Roxyethyl) isocyanurate, dipentaerythritol tetra (meth) acrylate, ditrimethylolpropane tetraacrylate, alkyl-modified dipentaerythritol La (meth) acrylate, dipentaerythritol hexa (meth) acrylate, dipentaerythritol penta (meth) acrylate, alkyl-modified dipentaerythritol penta (meth) acrylate, succinic anhydride-modified dipentaerythritol penta (meth) acrylate, urethane tri (Meth) acrylate, ester tri (meth) acrylate, urethane hexa (meth) acrylate, ester hexa (meth) acrylate and the like.

These polyfunctional (meth) acrylates may be used individually by 1 type, and may be used in combination of 2 or more type. Moreover, when the photocurability (high sensitivity) is required for the yellow resin composition for a color filter of the present invention, the polyfunctional monomer has three (trifunctional) or more polymerizable double bonds. The poly (meth) acrylates of polyhydric alcohols having a valence of 3 or more and their dicarboxylic acid-modified products are preferred. Specifically, trimethylolpropane tri (meth) acrylate, pentaerythritol tri ( Succinic acid modification of (meth) acrylate, pentaerythritol tri (meth) acrylate, pentaerythritol tetra (meth) acrylate, dipentaerythritol tetra (meth) acrylate, dipentaerythritol penta (meth) acrylate, dipentaerythritol penta (meth) Dipentae modified acrylate succinate Sri Tall hexa (meth) acrylate are preferable.
Although there is no restriction | limiting in particular in content of the said polyfunctional monomer, Usually, about 5-500 mass parts with respect to 100 mass parts of said alkali-soluble resin, Preferably it is the range of 20-300 mass parts. If the content of the polyfunctional monomer is less than the above range, the photocuring may not sufficiently proceed and the exposed part may be eluted, and if the content of the polyfunctional monomer is more than the above range, the alkali developability is lowered. There is a risk.

<Photoinitiator>
There is no restriction | limiting in particular as a photoinitiator used in the yellow resin composition for color filters of this invention, It can select suitably from various conventionally known photoinitiators. For example, aromatic ketones such as benzophenone, Michler ketone, 4,4′-bisdiethylaminobenzophenone, 4-methoxy-4′-dimethylaminobenzophenone, 2-ethylanthraquinone, phenanthrene, benzoin methyl ether, benzoin ethyl ether, benzoin phenyl ether, etc. Benzoin ethers, benzoin such as methylbenzoin, ethylbenzoin, 2- (o-chlorophenyl) -4,5-phenylimidazole dimer, 2- (o-chlorophenyl) -4,5-di (m-methoxyphenyl) Imidazole dimer, 2- (o-fluorophenyl) -4,5-diphenylimidazole dimer, 2- (o-methoxyphenyl) -4,5-diphenylimidazole dimer, 2,4,5-tria Reel imidazole dimer 2- (o-chlorophenyl) -4,5-di (m-methylphenyl) imidazole dimer, 2-benzyl-2-dimethylamino-1- (4-morpholinophenyl) -butanone, 2-trichloromethyl- 5-styryl-1,3,4-oxadiazole, 2-trichloromethyl-5- (p-cyanostyryl) -1,3,4-oxadiazole, 2-trichloromethyl-5- (p-methoxystyryl) ) Halomethyloxadiazole compounds such as 1,3,4-oxadiazole, 2,4-bis (trichloromethyl) -6-p-methoxystyryl-S-triazine, 2,4-bis (trichloromethyl) -6- (1-p-dimethylaminophenyl-1,3-butadienyl) -S-triazine, 2-trichloromethyl-4-amino-6-p-methoxystyryl Ru-S-triazine, 2- (naphth-1-yl) -4,6-bis-trichloromethyl-S-triazine, 2- (4-ethoxy-naphth-1-yl) -4,6-bis-trichloro Halomethyl-S-triazine compounds such as methyl-S-triazine, 2- (4-butoxy-naphth-1-yl) -4,6-bis-trichloromethyl-S-triazine, 2,2-dimethoxy-1, 2-diphenylethane-1-one, 2-methyl-1- [4- (methylthio) phenyl] -2-morpholinopropanone, 1,2-benzyl-2-dimethylamino-1- (4-morpholinophenyl) -Butanone-1,1-hydroxy-cyclohexyl-phenyl ketone, benzyl, benzoylbenzoic acid, methyl benzoylbenzoate, 4-benzoyl-4'-methyldipheny Sulfide, benzylmethyl ketal, dimethylaminobenzoate, isoamyl p-dimethylaminobenzoate, 2-n-butoxyethyl-4-dimethylaminobenzoate, 2-chlorothioxanthone, 2,4-diethylthioxanthone, 2,4-dimethylthioxanthone, Isopropylthioxanthone, ethanone, 1- [9-ethyl-6- (2-methylbenzoyl) -9H-carbazol-3-yl] -1- (o-acetyloxime), 4-benzoyl-methyldiphenyl sulfide, 1-hydroxy -Cyclohexyl-phenyl ketone, 2-benzyl-2- (dimethylamino) -1- [4- (4-morpholinyl) phenyl] -1-butanone, 2- (dimethylamino) -2-[(4-methylphenyl) Methyl] -1- [4- (4- Morpholinyl) phenyl] -1-butanone, α-dimethoxy-α-phenylacetophenone, phenylbis (2,4,6-trimethylbenzoyl) phosphine oxide, 2-methyl-1- [4- (methylthio) phenyl] -2 -(4-morpholinyl) -1-propanone and the like can be mentioned. These photoinitiators may be used individually by 1 type, and may be used in combination of 2 or more type.

  Content of a photoinitiator is about 0.01-100 mass parts normally with respect to 100 mass parts of said polyfunctional monomers, Preferably it is 5-60 mass parts. If this content is less than the above range, the polymerization reaction cannot be sufficiently caused, so that the hardness of the colored layer may not be sufficient. There may be a case where the content of the pigment or the like in the solid content of the composition is relatively reduced, and a sufficient coloring density cannot be obtained.

(2) Thermosetting binder component As the thermosetting binder, a combination of a compound having two or more thermosetting functional groups in one molecule and a curing agent is usually used, and a catalyst that can accelerate the thermosetting reaction is used. It may be added. Examples of the thermosetting functional group include an epoxy group, an oxetanyl group, an isocyanate group, and an ethylenically unsaturated bond. An epoxy group is preferably used as the thermosetting functional group. Moreover, you may use further the polymer which has no polymerization reactivity in itself.

  As a compound having two or more thermosetting functional groups in one molecule, an epoxy compound having two or more epoxy groups in one molecule is suitably used. An epoxy compound having two or more epoxy groups in one molecule is an epoxy compound having two or more, preferably 2 to 50, more preferably 2 to 20 epoxy groups in one molecule (referred to as an epoxy resin). Is included). The epoxy group should just be a structure which has an oxirane ring structure, for example, can show a glycidyl group, an oxyethylene group, an epoxycyclohexyl group, etc. Examples of the epoxy compound include known polyvalent epoxy compounds that can be cured by carboxylic acid. Examples of such an epoxy compound include “Epoxy resin handbook” edited by Masaki Shinbo, published by Nikkan Kogyo Shimbun (Showa 62). These can be used widely.

<Compound having two or more thermosetting functional groups in one molecule>
As an epoxy compound which is a polymer having a relatively high molecular weight that is usually used as a curable binder component (hereinafter sometimes referred to as “binder epoxy compound”), at least the structural unit represented by the following formula (V) and the following: A polymer composed of a structural unit represented by the formula (VI) and having two or more glycidyl groups can be used.

(In formula (V), R ²¹ is a hydrogen atom or an alkyl group having 1 to 3 carbon atoms, and R ²² is a hydrocarbon group having 1 to 12 carbon atoms.)

(In the formula (VI), R ²³ is a hydrogen atom or an alkyl group having 1 to 10 carbon atoms.)

By using the structural unit represented by the formula (V) as the structural unit of the binder epoxy compound, sufficient hardness and transparency can be imparted to the cured coating film formed from the resin composition of the present invention. In the formula (V), R ²¹ is preferably hydrogen or a methyl group. R ²² is a hydrocarbon group having 1 to 12 carbon atoms, and may be a linear aliphatic, alicyclic, or aromatic hydrocarbon group, and an additional structure such as a double bond, carbon It may contain a hydrogen group side chain, a spiro ring side chain, an intra-ring bridged hydrocarbon group, and the like.

  Specific examples of the monomer for deriving the structural unit represented by the above formula (V) include methyl (meth) acrylate, ethyl (meth) acrylate, i-propyl (meth) acrylate, n-propyl (meth) acrylate, i -Butyl (meth) acrylate, n-butyl (meth) acrylate, t-butyl (meth) acrylate, 2-ethylhexyl (meth) acrylate, hexyl (meth) acrylate, octyl (meth) acrylate, lauryl (meth) acrylate, cyclohexyl Examples include (meth) acrylate, para-t-butylcyclohexyl (meth) acrylate, isobornyl (meth) acrylate, benzyl (meth) acrylate, dicyclopentenyl (meth) acrylate, phenyl (meth) acrylate, and the like.

The structural unit represented by the formula (VI) is used for introducing an epoxy group (epoxy reaction point) into the polymer. The resin composition containing the polymer is excellent in storage stability, and does not easily increase in viscosity during storage and discharge operations. One of the reasons is that the epoxy group in formula (VI) is a glycidyl group. It is estimated that.
In formula (VI), R ²³ is preferably hydrogen or a methyl group. Specific examples of the monomer for deriving the structural unit represented by the formula (VI) include glycidyl (meth) acrylate, and glycidyl methacrylate (GMA) is particularly preferable.

  The polymer may be a random copolymer or a block copolymer. The polymer may contain main chain constituent units other than those of formula (V) or formula (VI) as long as the performance required for each detail of the color filter, such as hardness and transparency, can be ensured. Good. Specific examples of such a monomer include acrylonitrile and styrene.

  The content of the structural unit of formula (V) and the structural unit of formula (VI) in the binder epoxy compound is preferably in the range of 10:90 to 90:10. When the amount of the structural unit of the formula (V) is more than the above ratio 90:10, there is a possibility that the reaction point of curing decreases and the crosslinking density is lowered, whereas the structural unit of the formula (VI) If the amount is more than the above ratio of 10:90, the bulky skeleton may be reduced and curing shrinkage may be increased.

  The mass average molecular weight of the binder epoxy compound is preferably 3,000 or more, particularly 4,000 or more, when expressed in terms of polystyrene-equivalent weight average molecular weight. This is because if the molecular weight of the binder epoxy compound is too smaller than 3,000, physical properties such as strength and solvent resistance required for the cured layer as the details of the color filter are likely to be insufficient. On the other hand, the mass average molecular weight of the binder epoxy compound is preferably 20,000 or less, more preferably 15,000 or less when expressed in terms of polystyrene-equivalent weight average molecular weight. If the molecular weight is more than 20,000, the viscosity is likely to increase, and the stability of the ejection amount and the straightness of the ejection direction when ejecting from the ejection head by the inkjet method may be deteriorated, and the stability of long-term storage It is because there is a possibility that it may become worse. The binder epoxy compound can be synthesized by a method described in paragraph No. 0148 of JP-A-2006-106503, for example.

  The thermosetting binder is an epoxy compound having two or more epoxy groups in one molecule (hereinafter sometimes referred to as “polyfunctional epoxy compound”) having a molecular weight smaller than that of the binder epoxy compound. May be used. Especially, it is preferable to use the said binder-type epoxy compound and the said polyfunctional epoxy compound together as mentioned above. In this case, the polystyrene equivalent mass average molecular weight of the polyfunctional epoxy compound is preferably 4,000 or less, and particularly preferably 3,000 or less, on condition that it is smaller than the binder epoxy compound combined therewith. When a polyfunctional epoxy compound having a relatively small molecular weight is added to the resin composition, epoxy groups are replenished in the resin composition, the reaction point concentration of the epoxy is increased, and the crosslinking density can be increased.

  Among polyfunctional epoxy compounds, it is preferable to use an epoxy compound having four or more epoxy groups in one molecule in order to increase the crosslink density of the acid-epoxy reaction. In particular, when the mass average molecular weight of the binder epoxy compound is set to 10,000 or less in order to improve the discharge performance from the inkjet discharge head, the strength and hardness of the cured layer are likely to decrease. It is preferable to add a tetrafunctional or higher polyfunctional epoxy compound to the resin composition to sufficiently increase the crosslinking density.

  The polyfunctional epoxy compound is not particularly limited as long as it contains two or more epoxy groups in one molecule. For example, bisphenol A type epoxy resin, bisphenol F type epoxy resin, brominated bisphenol A type epoxy resin, Bisphenol S type epoxy resin, diphenyl ether type epoxy resin, hydroquinone type epoxy resin, naphthalene type epoxy resin, biphenyl type epoxy resin, fluorene type epoxy resin, phenol novolac type epoxy resin, orthocresol novolak type epoxy resin, trishydroxyphenylmethane type epoxy Resin, trifunctional epoxy resin, tetraphenylolethane type epoxy resin, dicyclopentadienephenol type epoxy resin, hydrogenated bisphenol A type epoxy resin, bisphenol A included Polyol type epoxy resins, polypropylene glycol type epoxy resins, glycidyl ester type epoxy resin, glycidyl amine type epoxy resin, glyoxal type epoxy resins, alicyclic epoxy resins, and the like heterocyclic epoxy resin.

  More specifically, bisphenol A type epoxy resins such as trade name Epicoat 828 (manufactured by Japan Epoxy Resin Co., Ltd.), bisphenol F type epoxy resins such as trade name YDF-175S (manufactured by Tohto Kasei Co., Ltd.), trade name YDB-715 ( Brominated bisphenol A type epoxy resin such as Toto Kasei Co., Ltd., Bisphenol S type epoxy resin such as EPICLON EXA1514 (Dainippon Ink Chemical Co., Ltd.), hydroquinone such as YDC-1312 (Toto Kasei Co., Ltd.) Type epoxy resin, naphthalene type epoxy resin such as trade name EPICLON EXA4032 (manufactured by Dainippon Ink and Chemicals), biphenyl type epoxy resin such as trade name Epicoat YX4000H (made by Japan Epoxy Resin), trade name Epicoat 157S70 (Japan Epoch) Bisphenol A type novolak epoxy resin such as Xylen Resin), brand name Epicoat 154 (Japan Epoxy Resin Co., Ltd.), brand name YDPN-638 (manufactured by Tohto Kasei Co., Ltd.), phenol novolac type epoxy resin, brand name YDCN-701 Cresol novolak type epoxy resin (made by Toto Kasei Co., Ltd.), dicyclopentadiene phenol type epoxy resin such as EPICLON HP-7200 (made by Dainippon Ink & Chemicals, Inc.), trade name Epicoat 1032H60 (made by Japan Epoxy Resin Co., Ltd.) Such as trishydroxyphenylmethane type epoxy resin, trifunctional epoxy resin such as trade name VG3101M80 (manufactured by Mitsui Chemicals), and tetraphenylolethane type such as trade name Epicoat 1031S (made by Japan Epoxy Resin Co., Ltd.) Xi resin, tetrafunctional epoxy resin such as trade name Denacol EX-411 (manufactured by Nagase Kasei Kogyo Co., Ltd.), hydrogenated bisphenol A type epoxy resin such as trade name ST-3000 (manufactured by Toto Kasei Co., Ltd.), trade name Epicoat 190P ( Glycidyl ester type epoxy resin such as Japan Epoxy Resin Co., Ltd., glycidyl amine type epoxy resin such as trade name YH-434 (manufactured by Tohto Kasei Co., Ltd.), and glyoxal type epoxy resin such as trade name YDG-414 (manufactured by Toto Kasei Co., Ltd.) Examples include alicyclic polyfunctional epoxy compounds such as trade name Epolide GT-401 (manufactured by Daicel Chemical Industries) and trade name EHPE3150 (manufactured by Daicel Chemical Industries), and heterocyclic epoxy resins such as triglycidyl isocyanate (TGIC). be able to. Further, if necessary, a trade name Neotote E (manufactured by Toto Kasei Co., Ltd.) can be mixed as an epoxy reactive diluent.

  The blending ratio of the binder epoxy compound and the polyfunctional epoxy compound blended as necessary is 10 to 80 parts by mass of the binder epoxy compound and 10 to 60 parts by mass of the polyfunctional epoxy compound in mass ratio. It is preferable to mix, it is more preferable to mix 20-60 parts by mass of the binder epoxy compound and 20-50 parts by mass of the polyfunctional epoxy compound, and 30-40 parts by mass of the binder epoxy compound. It is particularly preferable to blend the epoxy compound in a proportion of 25 to 35 parts by mass.

<Curing agent>
The thermosetting binder used in the present invention is usually combined with a curing agent. As the curing agent, for example, a polyvalent carboxylic acid anhydride or a polyvalent carboxylic acid is used.
Specific examples of polycarboxylic anhydrides include phthalic anhydride, itaconic anhydride, succinic anhydride, citraconic anhydride, dodecenyl succinic anhydride, tricarbaric anhydride, maleic anhydride, hexahydrophthalic anhydride, dimethyltetrahydro anhydride Aliphatic or alicyclic dicarboxylic anhydrides such as phthalic acid, hymic anhydride, and nadic anhydride; fats such as 1,2,3,4-butanetetracarboxylic dianhydride and cyclopentanetetracarboxylic dianhydride Aromatic polycarboxylic dianhydrides; aromatic polycarboxylic anhydrides such as pyromellitic anhydride, trimellitic anhydride, and benzophenone tetracarboxylic anhydride; ester groups such as ethylene glycol bistrimellitate and glycerin tristrimitate Containing acid anhydrides, particularly preferably aromatic poly It may be mentioned carboxylic acid anhydrides. Moreover, the epoxy resin hardening | curing agent which consists of a commercially available carboxylic acid anhydride can also be used suitably.
Specific examples of the polyvalent carboxylic acid used in the present invention include aliphatic polyvalent carboxylic acids such as succinic acid, glutaric acid, adipic acid, butanetetracarboxylic acid, maleic acid, and itaconic acid; hexahydrophthalic acid, Aliphatic polycarboxylic acids such as 1,2-cyclohexanedicarboxylic acid, 1,2,4-cyclohexanetricarboxylic acid, cyclopentanetetracarboxylic acid, and phthalic acid, isophthalic acid, terephthalic acid, pyromellitic acid, trimellitic acid, Aromatic polyvalent carboxylic acids such as 1,4,5,8-naphthalenetetracarboxylic acid and benzophenonetetracarboxylic acid can be mentioned, and aromatic polyvalent carboxylic acids can be mentioned preferably.

  These curing agents can be used singly or in combination of two or more. The compounding amount of the curing agent used in the present invention is usually in the range of 1 to 100 parts by mass, preferably 100 parts by mass, preferably 100 parts by mass of the component containing the epoxy group (the total amount of the binder epoxy compound and the polyfunctional epoxy compound). Is 5 to 50 parts by mass. If the blending amount of the curing agent is less than 1 part by mass, curing may be insufficient and a tough coating film may not be formed. Moreover, when the compounding quantity of a hardening | curing agent exceeds 100 mass parts, there exists a possibility that the adhesiveness with respect to the board | substrate of a coating film may be inferior.

<Catalyst>
In order to improve the hardness and heat resistance of the cured layer, a catalyst that can accelerate the thermosetting reaction between acid and epoxy may be added to the thermosetting binder. As such a catalyst, a thermal latent catalyst that exhibits activity during heat curing can be used.
The heat-latent catalyst exhibits catalytic activity when heated, accelerates the curing reaction and gives good properties to the cured product, and is added as necessary. The thermal latent catalyst is preferably one that exhibits acid catalytic activity at a temperature of 60 ° C. or higher. As such, a compound obtained by neutralizing a protonic acid with a Lewis base, a compound obtained by neutralizing a Lewis acid with a Lewis base, Lewis Examples thereof include a mixture of an acid and a trialkyl phosphate, sulfonic acid esters, onium compounds and the like, and various compounds described in JP-A-4-218561 can be used.
The thermal latent catalyst is usually blended at a ratio of about 0.01 to 10.0 parts by mass with respect to a total of 100 parts by mass of the compound having two or more thermosetting functional groups in one molecule and the curing agent. .

(solvent)
The yellow resin composition for a color filter according to the present invention contains a solvent in order to disperse the pigment and dissolve the curable binder component. The solvent is not particularly limited as long as it is an organic solvent that does not react with each component in the resin composition and can dissolve or disperse them.
Examples of the solvent used in the resin composition of the present invention include alcohol solvents such as methyl alcohol, ethyl alcohol, N-propyl alcohol and i-propyl alcohol; cellosolv solvents such as methoxy alcohol and ethoxy alcohol; methoxyethoxyethanol, Carbitol solvents such as ethoxyethoxyethanol; ester solvents such as ethyl acetate, butyl acetate, methyl methoxypropionate, ethyl ethoxypropionate and ethyl lactate; ketone solvents such as acetone, methyl isobutyl ketone and cyclohexanone; methoxyethyl acetate , Propylene glycol monomethyl ether acetate, 3-methoxy-3-methyl-1-butyl acetate, 3-methoxybutyl acetate, methoxybutyl acetate, ethoxy Cellosolve acetate solvents such as til acetate and ethyl cellosolve acetate; Carbitol acetate solvents such as methoxyethoxyethyl acetate, ethoxyethoxyethyl acetate, and butyl carbitol acetate (BCA); Diethyl ether, ethylene glycol dimethyl ether, diethylene glycol dimethyl ether, propylene glycol Ether solvents such as monomethyl ether and tetrahydrofuran; aprotic amide solvents such as N, N-dimethylformamide, N, N-dimethylacetamide and N-methylpyrrolidone; lactone solvents such as γ-butyrolactone; benzene, toluene and xylene , Unsaturated hydrocarbon solvents such as naphthalene; saturated hydrocarbons such as N-heptane, N-hexane and N-octane Organic solvents such as system solvents can be mentioned. Among these solvents, cellosolve acetate solvents such as methoxyethyl acetate, propylene glycol monomethyl ether acetate, 3-methoxy-3-methyl-1-butyl acetate, 3-methoxybutyl acetate, ethoxyethyl acetate, ethyl cellosolve acetate; Carbitol acetate solvents such as methoxyethoxyethyl acetate, ethoxyethoxyethyl acetate, butyl carbitol acetate (BCA); ether solvents such as ethylene glycol dimethyl ether, diethylene glycol dimethyl ether, propylene glycol monomethyl ether; methyl methoxypropionate, ethoxypropionic acid Ester solvents such as ethyl and ethyl lactate; ketone solvents such as cyclohexanone are preferred Used. Among them, as the solvent used in the present invention, propylene glycol monomethyl ether acetate (CH ₃ OCH ₂ CH (CH ₃ ) OCOCH ₃ ), propylene glycol monomethyl ether, butyl carbitol acetate (BCA), 3-methoxy-3-methyl- One or more selected from the group consisting of 1-butyl acetate, 3-methoxybutyl acetate and cyclohexanone is preferable from the viewpoint of solubility of other components and coating suitability.

  In particular, when the yellow resin composition of the present invention is used as an inkjet ink, it does not cause a sudden increase in viscosity or clogging of the ink, and improves ejection performance without adversely affecting the straightness and stability of ejection. Therefore, the boiling point is 180 ° C. to 260 ° C., particularly 210 ° C. to 260 ° C. and the vapor pressure at room temperature (particularly in the range of 18 ° C. to 25 ° C.) is 0.5 mmHg (66.7 Pa) or less, particularly It is preferable to use a solvent component of 13.3 Pa) or less as the main solvent. For example, ethylene glycol monobutyl ether acetate, diethylene glycol monobutyl ether acetate, diethylene glycol monoethyl ether acetate, diethylene glycol dibutyl ether, diethyl adipate, dibutyl oxalate, dimethyl malonate, diethyl malonate, dimethyl succinate, and diethyl succinate. It can be illustrated. The “main solvent” is a solvent that occupies 50% by mass or more of the total amount of the solvent. The main solvent is desirably used in the highest possible mixing ratio, specifically 70% by mass or more, preferably 90% by mass or more.

  While these main solvents are slow to dry, they are excellent in intermittent ejection properties in ink jets. On the other hand, since the drying is slow at the time of coating film formation, there may be a problem in production efficiency. In addition, a lower boiling solvent may be mixed. Other co-solvents preferably used in combination with the main solvent include, for example, glycol ethers such as ethylene glycol monoethyl ether and diethylene glycol diethyl ether; glycol ether esters such as ethylene glycol monomethyl ether acetate; diethylene glycol monomethyl ether Glycol oligomer ethers such as diethylene glycol monomethyl ether acetate; glycol oligomer ether esters such as ethyl acetate, aliphatic or aromatic esters such as propyl benzoate; dicarboxylic acid diesters such as diethyl carbonate; Alkoxycarboxylic esters such as methyl methoxypropionate and ethyl 3-ethoxypropionate; such as ethyl acetoacetate Tricarboxylic acid esters; alcohols or phenols such as ethanol, isopropanol and phenol; aliphatic or aromatic ethers such as diethyl ether and anisole; alkoxy such as 2-ethoxyethanol and 1-methoxy-2-propanol Examples include alcohols; glycol oligomers such as diethylene glycol and tripropylene glycol; alkoxy alcohol esters such as 2-ethoxyethyl acetate; ketones such as acetone and methyl isobutyl ketone.

(Optional additive)
The yellow resin composition for a color filter of the present invention may contain various additives as necessary within a range that does not impair the object of the present invention.
For example, as long as the effect of the present invention is not impaired, another pigment derivative may be further contained. Such a pigment derivative is a compound having a role of imparting a functional group to the pigment skeleton and adding various functions to the pigment. When a pigment derivative is added to the pigment at the time of pigment dispersion, the pigment-like skeleton of the pigment derivative is adsorbed or bonded to the surface of the pigment, whereby the surface of the pigment becomes polar, so that the affinity between the dispersant and the pigment is increased. It is considered that the dispersibility and dispersion stability can be secured.

In addition, examples of the additive include a polymerization terminator, a chain transfer agent, a leveling agent, a plasticizer, a surfactant, an antifoaming agent, a silane coupling agent, an ultraviolet absorber, and an adhesion promoter.
Among these, surfactants that can be used include, for example, polyoxyethylene lauryl ether, polyoxyethylene stearyl ether, polyoxyethylene oleyl ether, polyoxyethylene octyl phenyl ether, polyoxyethylene nonyl phenyl ether, polyethylene Examples include glycol dilaurate, polyethylene glycol distearate, sorbitan fatty acid esters, fatty acid-modified polyesters, and tertiary amine-modified polyurethanes. In addition, a fluorosurfactant can also be used.
Furthermore, examples of the plasticizer include dibutyl phthalate, dioctyl phthalate, and tricresyl. Examples of the antifoaming agent and leveling agent include silicon-based, fluorine-based, and acrylic compounds.

(Mixing ratio of each component in the yellow resin composition for color filter)
The total content of the pigment and the pigment derivative is preferably 5 to 65% by mass, more preferably 10 to 50% by mass, based on the total solid content of the yellow resin composition for color filters. If the amount of the pigment is too small, the transmission density when the yellow resin composition for a color filter is applied to a predetermined film thickness (usually 1.0 to 5.0 μm) may not be sufficient, and if the amount of the pigment is too large, There is a risk that the properties as a coating film such as adhesion to the substrate when the yellow resin composition for color filter is applied and cured on the substrate, surface roughness of the cured film, coating film hardness, etc., Further, since the ratio of the amount of the dispersant used for dispersing the pigment in the yellow resin composition for a color filter is increased, characteristics such as developability and heat resistance may be insufficient. In addition, in this invention, solid content is all things other than the solvent mentioned above, and the polyfunctional monomer etc. which are melt | dissolving in the solvent are also contained.
Further, the content of the pigment dispersant is not particularly limited as long as the pigment can be uniformly dispersed. For example, 10 to 150 parts by mass with respect to 100 parts by mass of the pigment is used. it can. Furthermore, it is preferable to mix | blend in the ratio of 15-80 mass parts with respect to 100 mass parts of pigments, and it is preferable to mix | blend in the ratio of 20-50 mass parts especially. The total content of the pigment dispersant is preferably in the range of 1 to 50% by mass, particularly in the range of 5 to 40% by mass, based on the total solid content of the yellow resin composition for color filters. Preferably there is. When the content is less than 1% by mass relative to the total solid content of the yellow resin composition for color filters, it may be difficult to uniformly disperse the pigment, and when the content exceeds 50% by mass May cause a decrease in curability and developability.
The total amount of the curable binder component is preferably 24 to 94% by mass, preferably 40 to 90% by mass, based on the total solid content of the yellow resin composition for color filters.
Further, the content of the solvent is not particularly limited as long as the colored layer can be accurately formed. The total amount of the yellow resin composition for a color filter containing the solvent is usually preferably in the range of 65 to 95% by mass, and more preferably in the range of 75 to 88% by mass. When the content of the solvent is within the above range, the coating property can be excellent.

(Manufacture of yellow resin composition for color filter)
As a method for producing a yellow resin composition for a color filter, a pigment containing the aforementioned quinophthalone pigment and isoindoline pigment, an imide alkylated derivative of a quinophthalone pigment, a pigment dispersant, a curable binder component, and a curable binder component are used as desired. Any additive component may be used as long as it can be uniformly dissolved or dispersed in a solvent, and is not particularly limited, and can be prepared by mixing using a known mixing means.
As a method for preparing the resin composition, for example, (1) the above-mentioned pigment dispersion is prepared by adding the above-described pigment dispersant, pigment, and pigment derivative to a solvent and dispersing using a disperser. Thereafter, a method of adding and mixing a curable binder component and various additive components used as desired, and (2) the above pigment, pigment derivative, pigment dispersant, and curable binder component in a solvent. And a method of simultaneously adding and mixing various additive components used as desired, and (3) adding the above-described pigment dispersant, curable binder component, and various additive components used as desired in a solvent In addition, after mixing, a method in which a pigment and a pigment derivative are added and mixed can be exemplified.
Among these methods, the method (1) is preferable from the viewpoint that the aggregation of the pigment can be effectively prevented and the pigment can be uniformly dispersed.

  In the preparation of the pigment dispersion in the above method (1), as a disperser for performing a pigment dispersion treatment, a roll mill such as a two-roll or a three-roll, a ball mill such as a ball mill or a vibration ball mill, a paint shaker, a continuous Examples thereof include a bead mill such as a disk type bead mill and a continuous annular type bead mill. As a preferable dispersion condition of the bead mill, the bead diameter to be used is preferably 0.03 to 2 mm, more preferably 0.05 to 1 mm. Specifically, pre-dispersion is performed with 1 to 2 mm zirconia beads having a relatively large bead diameter, and further main dispersion is performed with 0.03 to 0.1 mm zirconia beads having a relatively small bead diameter. Moreover, it is preferable to filter with a membrane filter of about 5.0 to 0.2 μm after dispersion. Thereby, the pigment dispersion liquid excellent in the dispersibility of a pigment is obtained.

(Color gamut of yellow resin composition for color filter)
The yellow resin composition for a color filter of the present invention obtained as described above has CIE chromaticity coordinates (x, y) measured with a C light source of (0.400, 0.475), (0.440, 0.475), (0.500, 0.500), and (0.445, 0.520) can form a cured film in a range enclosed by a rectangle, thereby reducing the color gamut of the color filter. This is preferable because it can be widely used.

Next, the color filter of the present invention will be described.
[Color filter]
The color filter of the present invention is a color filter comprising at least a transparent substrate and a colored layer provided on the transparent substrate, wherein at least one of the colored layers comprises the yellow resin composition for a color filter of the present invention. It is a colored layer formed by curing.
Such a color filter of the present invention will be described with reference to the drawings. FIG. 1 is a schematic sectional view showing an example of the color filter of the present invention. According to FIG. 1, the color filter 10 of the present invention has a transparent substrate 1, a light shielding part 2, and a colored layer 3.

(Colored layer)
The colored layer used in the color filter of the present invention is not particularly limited as long as the yellow colored layer formed by curing using the above-described yellow resin composition for a color filter of the present invention is included. It is formed in the opening part of the light-shielding part on the transparent substrate mentioned later, and is comprised from the coloring pattern containing the colored layer of 3 or more colors.
In addition, the arrangement of the colored layers is not particularly limited, and for example, a general arrangement such as a stripe type, a mosaic type, a triangle type, or a four-pixel arrangement type can be used. Moreover, the width | variety, area, etc. of a colored layer can be set arbitrarily.
Although the thickness of the said colored layer is suitably controlled by adjusting the coating method, solid content concentration, viscosity, etc. of the yellow resin composition for color filters, it is usually preferable to be in the range of 1 to 5 μm.

When the colored layer is, for example, a photosensitive resin composition, it can be formed by the following method.
First, the yellow resin composition for a color filter of the present invention described above is applied onto a transparent substrate described later using an application means such as a spray coating method, a dip coating method, a bar coating method, a coal coating method, or a spin coating method. To form a wet paint film.
Next, after drying the wet coating film using a hot plate or oven, it is exposed to light through a mask having a predetermined pattern, and an alkali-soluble resin and a polyfunctional monomer are photopolymerized. And a coating film of a yellow resin composition for a color filter. Examples of the light source used for exposure include ultraviolet rays such as a low-pressure mercury lamp, a high-pressure mercury lamp, and a metal halide lamp, and an electron beam. The exposure amount is appropriately adjusted depending on the light source used, the thickness of the coating film, and the like.
Moreover, in order to promote a polymerization reaction after exposure, you may heat-process. The heating conditions are appropriately selected depending on the blending ratio of each component in the yellow resin composition for the color filter to be used, the thickness of the coating film, and the like.

Next, it develops using a developing solution, a coating film is formed with a desired pattern by melt | dissolving and removing an unexposed part. As the developer, a solution in which an alkali is dissolved in water or a water-soluble solvent is usually used. An appropriate amount of a surfactant or the like may be added to the alkaline solution. Further, a general method can be adopted as the developing method.
After the development treatment, the developer is usually washed and the cured coating film of the yellow resin composition for color filter is dried to form a colored layer. In addition, you may heat-process in order to fully harden a coating film after image development processing. The heating conditions are not particularly limited and are appropriately selected depending on the application of the coating film.

Moreover, the said colored layer can be formed by the following method, for example, when forming by an inkjet system.
First, a resin composition for a color filter containing the yellow resin composition for a color filter according to the present invention and blended with pigments for each color as required is prepared. Then, a color filter resin composition of a corresponding color is selectively attached to the colored layer forming region of each color defined by the pattern of the light shielding portion 2 on the surface of the transparent substrate 1 by an ink jet method to form an ink layer. Form. In this ink spraying step, the yellow resin composition for a color filter is unlikely to increase in viscosity at the tip of the ink jet head, and needs to continue to maintain good ejection properties. Since the color filter resin composition for each color can be simultaneously sprayed onto the substrate using a plurality of heads, work efficiency can be improved as compared with the case where a colored layer is formed for each color by a method such as printing. it can.
Next, the ink layer of each color is dried and prebaked as necessary, and then cured by heating or exposure as appropriate. When the ink layer is appropriately heated or exposed, the crosslinking element of the curable resin contained in the yellow resin composition for a color filter causes a crosslinking reaction, and the ink layer is cured to form the colored layer 3.

(Shading part)
The light shielding part in the color filter of the present invention is formed in a pattern on a transparent substrate described later, and can be the same as that used as a light shielding part in a general color filter.
The pattern shape of the light shielding portion is not particularly limited, and examples thereof include a stripe shape and a matrix shape. Examples of the light-shielding portion include those obtained by dispersing or dissolving a black pigment in a binder resin, and metal thin films such as chromium and chromium oxide. The metal thin film may be a CrO _x film (x is an arbitrary number) and a laminate of two Cr films, and a CrO _x film (x is an arbitrary number) with a reduced reflectance. , CrN _y film (y is an arbitrary number) and three layers of Cr film may be laminated.
When the light-shielding part is a material in which a black colorant is dispersed or dissolved in a binder resin, the light-shielding part can be formed by any method that can pattern the light-shielding part, and is not particularly limited. Examples thereof include a photolithography method, a printing method, and an ink jet method using a yellow resin composition for a color filter for a light shielding part.

  In the above case, when a printing method or an inkjet method is used as a method for forming the light shielding portion, examples of the binder resin include polymethyl methacrylate resin, polyacrylate resin, polycarbonate resin, polyvinyl alcohol resin, polyvinyl pyrrolidone resin, hydroxy Examples thereof include ethyl cellulose resin, carboxymethyl cellulose resin, polyvinyl chloride resin, melamine resin, phenol resin, alkyd resin, epoxy resin, polyurethane resin, polyester resin, maleic acid resin, polyamide resin and the like.

  In the above case, when a photolithography method is used as a method for forming the light shielding portion, the binder resin may be, for example, an acrylate-based, methacrylate-based, polyvinyl cinnamate-based, or cyclized rubber-based reactive material. A photosensitive resin having a vinyl group is used. In this case, a photopolymerization initiator may be added to the yellow resin composition for a color filter for a light-shielding part containing a black colorant and a photosensitive resin, and further, a sensitizer and coating properties are improved as necessary. An agent, a development improver, a crosslinking agent, a polymerization inhibitor, a plasticizer, a flame retardant and the like may be added.

  On the other hand, when the light shielding part is a metal thin film, the method for forming the light shielding part is not particularly limited as long as the light shielding part can be patterned, and for example, photolithography, vapor deposition using a mask. Method, printing method and the like.

  The thickness of the light shielding part is set to about 0.2 to 0.4 μm in the case of a metal thin film, and 0.5 to 3.0 μm in the case where the black colorant is dispersed or dissolved in the binder resin. Set by degree.

(Transparent substrate)
The transparent substrate in the color filter of the present invention is not particularly limited as long as it is a base material transparent to visible light, and a transparent substrate used for a general color filter can be used. Specific examples include inflexible transparent rigid materials such as quartz glass, alkali-free glass, and synthetic quartz plates, or transparent flexible materials having flexibility such as transparent resin films and optical resin plates. It is done.
Although the thickness of the said transparent substrate is not specifically limited, According to the use of the color filter of this invention, the thing of about 100 micrometers-1 mm can be used, for example.
The color filter of the present invention may be one in which, for example, an overcoat layer, a transparent electrode layer, an alignment film, a columnar spacer, or the like is formed in addition to the transparent substrate, the light shielding portion, and the colored layer. .

Next, the liquid crystal display device of the present invention will be described.
[Liquid Crystal Display]
The liquid crystal display device of the present invention includes the color filter of the present invention described above, a counter substrate, and a liquid crystal layer formed between the color filter and the counter substrate.
Such a liquid crystal display device of the present invention will be described with reference to the drawings. FIG. 2 is a schematic view showing an example of the liquid crystal display device of the present invention. As illustrated in FIG. 2, the liquid crystal display device 40 of the present invention includes a color filter 10, a counter substrate 20 having a TFT array substrate and the like, and a liquid crystal layer formed between the color filter 10 and the counter substrate 20. 30.
Note that the liquid crystal display device of the present invention is not limited to the configuration shown in FIG. 2, but can be a configuration generally known as a liquid crystal display device using a color filter.

The driving method of the liquid crystal display device of the present invention is not particularly limited, and a driving method generally used for a liquid crystal display device can be employed. Examples of such a drive method include a TN method, an IPS method, an OCB method, and an MVA method. In the present invention, any of these methods can be preferably used.
Further, the counter substrate can be appropriately selected and used according to the driving method of the liquid crystal display device of the present invention.
Furthermore, as the liquid crystal constituting the liquid crystal layer, various liquid crystals having different dielectric anisotropy and mixtures thereof can be used according to the driving method of the liquid crystal display device of the present invention.

As a method for forming the liquid crystal layer, a method generally used as a method for manufacturing a liquid crystal cell can be used, and examples thereof include a vacuum injection method and a liquid crystal dropping method.
In the vacuum injection method, for example, a liquid crystal cell is prepared in advance using a color filter and a counter substrate, and the liquid crystal is heated to obtain an isotropic liquid, and the liquid crystal is applied to the liquid crystal cell using the capillary effect. The liquid crystal layer can be formed by injecting in this state and sealing with an adhesive. Thereafter, the sealed liquid crystal can be aligned by slowly cooling the liquid crystal cell to room temperature.
In the liquid crystal dropping method, for example, a sealant is applied to the periphery of the color filter, the color filter is heated to a temperature at which the liquid crystal becomes isotropic, and the liquid crystal is dropped in an isotropic liquid state using a dispenser or the like. In addition, the liquid crystal layer can be formed by overlapping the color filter and the counter substrate under reduced pressure and bonding them with a sealant. Thereafter, the sealed liquid crystal can be aligned by slowly cooling the liquid crystal cell to room temperature.

Next, the organic light emitting display device of the present invention will be described.
[Organic light emitting display]
The organic light emitting display device of the present invention includes the above-described color filter of the present invention and an organic light emitter.
Such an organic light emitting display device of the present invention will be described with reference to the drawings. FIG. 3 is a schematic view illustrating an example of the organic light emitting display device of the present invention. As illustrated in FIG. 3, the organic light emitting display device 100 of the present invention includes a color filter 10 and an organic light emitter 80.
An organic protective layer 50 and an inorganic oxide film 60 may be provided between the color filter 10 and the organic light emitter 80.

As a method for laminating the organic light emitter 80, for example, the transparent anode 71, the hole injection layer 72, the hole transport layer 73, the light emitting layer 74, the electron injection layer 75, and the cathode 76 are sequentially formed on the upper surface of the color filter. Examples thereof include a method and a method in which an organic light emitter 80 formed on another substrate is bonded onto the inorganic oxide film 60. As the transparent anode 71, the hole injection layer 72, the hole transport layer 73, the light emitting layer 74, the electron injection layer 75, the cathode 76, and other configurations in the organic light emitting body 80, known structures can be appropriately used. The organic light emitting display device 100 manufactured as described above can be applied to, for example, a passive drive type organic EL display or an active drive type organic EL display.
Note that the organic light emitting display device of the present invention is not limited to the configuration shown in FIG. 3, and may be a known configuration as an organic light emitting display device that generally uses a color filter.

  EXAMPLES Hereinafter, although an Example demonstrates this invention further in detail, this invention is not limited at all by these examples.

(Production Example 1 Synthesis of Binder Resin A)
A polymerization tank was charged with 130 parts by mass of diethylene glycol ethyl methyl ether (EMDG) as a solvent, heated to 110 ° C. in a nitrogen atmosphere, and then 32 parts by mass of methyl methacrylate (MMA) and 22 parts by mass of cyclohexyl methacrylate (CHMA). , 24 parts by weight of methacrylic acid (MAA), 2 parts by weight of azoisobutyronitrile (AIBN) as an initiator, and 4.5 parts by weight of n-dodecyl mercaptan as a chain transfer agent, It was dripped continuously.
Thereafter, the reaction was continued while maintaining the synthesis temperature, and 0.05 parts by mass of p-methoxyphenol was added as a polymerization inhibitor 2 hours after the completion of the dropping.
Next, while blowing air, 22 parts by mass of glycidyl methacrylate (GMA) was added, the temperature was raised to 110 ° C., 0.2 parts by mass of triethylamine was added, and an addition reaction was carried out at 110 ° C. for 15 hours. Resin A (solid content: 44% by mass) was obtained.
The obtained binder resin A had a mass average molecular weight of 8,500 and an acid value of 85 mgKOH / g. The mass average molecular weight was calculated by gel permeation chromatography (GPC) using polystyrene as a standard substance and THF as an eluent, and the acid value was measured according to JIS-K0070.

(Production Example 2 Synthesis of PY138 phthalimidomethyl derivative)
After adding 5.14 parts by mass of paraformaldehyde and 17.71 parts by mass of phthalimide to 338.67 parts by mass of 3.6% by mass of fuming sulfuric acid, the mixture was stirred at 50 ° C. for 30 minutes. Then C.I. I. Pigment Yellow 138 69.40 mass parts was added, and it stirred at 100 degreeC for 3 hours. The reaction solution was added to 2400 parts by mass of ice water and stirred at 60 ° C. for 30 minutes, and then the precipitate was filtered. The obtained wet cake was washed three times with warm water, vacuum dried, and pulverized to obtain one PY138 phthalimidomethyl derivative represented by the following formula (n = 1) in which one phthalimidomethyl group was substituted on Pigment Yellow 138. It was. The molecular weight (Mw: 853) of the target product was confirmed by MALDI-TOF-MS.

(Production Example 3 Synthesis of PY138 naphthalimidomethyl derivative)
After adding 5.14 g of paraformaldehyde and 23.72 g of naphthalimide to 338.67 g of 3.6 wt% fuming sulfuric acid at 25 ° C., the mixture was stirred at 50 ° C. for 30 minutes. Subsequently, 69.40 g of Pigment Yellow 138 was added, and the mixture was stirred at 100 ° C. for 3 hours. The reaction solution was added to 2400 g of ice water and stirred at 60 ° C. for 30 minutes, and then the precipitate was filtered. The obtained wet cake was washed 3 times with 1 L of warm water of 60 ° C. three times, vacuum-dried and pulverized, whereby one naphthalimidomethyl group was substituted on Pigment Yellow 138, and PY138 represented by the following formula (n = 1) A naphthalimidomethyl derivative was obtained. The molecular weight (Mw: 903) of the target product was confirmed by MALDI-TOF-MS.

(Production Example 4 Synthesis of PY138 tetrachlorophthalimidomethyl derivative)
After adding 5.14 g of paraformaldehyde and 34.27 g of 3,4,5,6-tetrachlorophthalimide to 338.67 g of 3.6% by mass of fuming sulfuric acid, the mixture was stirred at 50 ° C. for 30 minutes. Subsequently, 69.40 g of Pigment Yellow 138 was added, and the mixture was stirred at 100 ° C. for 3 hours. The reaction solution was added to 2400 g of ice water and stirred at 60 ° C. for 30 minutes, and then the precipitate was filtered. The obtained wet cake was washed three times with 1 L of warm water at 60 ° C. three times, vacuum dried, and pulverized, whereby one tetrachloronaphthalimide methyl group was substituted on Pigment Yellow 138, and represented by the following formula (n = 1). PY138 tetrachlorophthalimidomethyl derivative was obtained. The molecular weight (Mw: 991) of the target product was confirmed by MALDI-TOF-MS.

(Production Example 5 Synthesis of PY138 sulfonic acid derivative)
374.76 parts by mass of 11% by mass fuming sulfuric acid was stirred while being cooled to 10 ° C., and 74.96 parts by mass of Pigment Yellow 138 was added. Subsequently, it stirred at 90 degreeC for 6 hours.
The reaction solution was added to 1600 parts by mass of ice water and stirred for 15 minutes, and then the precipitate was filtered. The obtained wet cake was washed three times with 800 parts by mass of water. The wet cake was vacuum dried at 80 ° C. and pulverized to obtain a PY138 sulfonic acid derivative represented by the following formula (n = 1) in which one sulfonic acid group was substituted on Pigment Yellow 138. The molecular weight (Mw: 774) of the target product was confirmed by MALDI-TOF-MS.

(Production Example 6 Preparation of Dispersant Solution A)
In a 500 mL round bottom flask, 339.7 parts by mass of propylene glycol monomethyl ether acetate (PGMEA), a block copolymer containing a tertiary amino group (the repeating unit (1) represented by the above general formula (I) and the above) A block copolymer having a repeating unit (2) represented by the general formula (II), trade name: BYK-LPN6919, manufactured by Big Chemie) (mass average molecular weight 7800, amine number 125, solid content 60% by mass) 150 0.7 parts by mass were dissolved, and 9.6 parts by mass of phenylphosphonic acid (trade name: PPA, manufactured by Nissan Chemical Co., Ltd.) (0.3 molar equivalent to the tertiary amino group of the block copolymer) was added, Dispersant solution A having a solid content of 20% by mass was prepared by stirring at room temperature for 30 minutes.
At this time, the amino group of the block copolymer (BYK-LPN6919) is salt-modified by an acid / base reaction with the phosphonic acid group of PPA.

(Production Example 7 Preparation of PY138 pigment dispersion A)
25.00 parts by mass of the dispersant solution A prepared in Production Example 6, 6.82 parts by mass of binder resin A of Production Example 1, 58.18 parts by mass of PGMEA, and C.I. I. Pigment Yellow 138 Pigment (trade name: Chromofine Yellow 6203EC, manufactured by Dainichi Seika Kogyo Co., Ltd.) 9.00 parts by mass, PY138 phthalimidomethyl derivative of Production Example 2 0.30 part by mass, and PY138 sulfonic acid derivative 0 of Production Example 5 70 parts by mass in a 225 ml mayonnaise bottle, pre-dispersed with 2 mm zirconia beads for 1 hour in a paint shaker (manufactured by Asada Tekko Co., Ltd.), and further dispersed for 24 hours with 0.1 mm zirconia beads to obtain a PY138 pigment dispersion A was obtained.

(Production Example 8 Preparation of PY138 pigment dispersion B)
In Production Example 7, C.I. I. A PY138 pigment dispersion B was prepared in the same manner as in Production Example 7, except that 9.70 parts by mass of Pigment Yellow 138 pigment and 0.30 parts by mass of the PY138 phthalimidomethyl derivative of Production Example 2 were used.

(Production Example 9 Preparation of PY138 pigment dispersion C)
In Production Example 7, C.I. I. A PY138 pigment dispersion C was prepared in the same manner as in Production Example 7, except that 9.30 parts by mass of Pigment Yellow 138 pigment and 0.70 parts by mass of the PY138 sulfonic acid derivative of Production Example 5 were used.

(Production Example 10 Preparation of PY138 pigment dispersion D)
In Production Example 7, C.I. I. Instead of 9.00 parts by weight of Pigment Yellow 138 pigment, 0.30 parts by weight of PY138 phthalimidomethyl derivative of Preparation Example 2, and 0.70 parts by weight of PY138 sulfonic acid derivative of Preparation Example 5, I. PY138 pigment dispersion D was prepared in the same manner as in Production Example 7 except that 10.00 parts by mass of Pigment Yellow 138 Pigment was used.

(Production Example 11 Preparation of PY138 pigment dispersion E)
In Production Example 7, C.I. I. Instead of 9.00 parts by weight of Pigment Yellow 138 pigment, 0.30 parts by weight of PY138 phthalimidomethyl derivative of Preparation Example 2, and 0.70 parts by weight of PY138 sulfonic acid derivative of Preparation Example 5, I. PY138 pigment dispersion E was prepared in the same manner as in Production Example 7, except that 10.00 parts by mass of Pigment Yellow 138 pigment was used and the main dispersion time was 4 hours.

(Production Example 12 Preparation of PY138 pigment dispersion F)
In Production Example 7, PY138 pigment dispersion was the same as Production Example 7, except that 0.30 parts by mass of PY138 phthalimidomethyl derivative of Production Example 2 was changed to 0.30 parts by mass of PY138 naphthalimidomethyl derivative of Production Example 3. Liquid F was prepared.

(Production Example 13 Preparation of PY138 pigment dispersion G)
In Production Example 7, PY138 pigment was the same as Production Example 7 except that 0.30 part by mass of PY138 phthalimidomethyl derivative of Production Example 2 was changed to 0.30 part by mass of PY138 tetrachlorophthalimidomethyl derivative of Production Example 4. Dispersion G was prepared.

(Production Example 14 Preparation of PY139 Pigment Dispersion A)
20.00 parts by mass of the dispersant solution A prepared in Production Example 6, 5.45 parts by mass of the binder resin A of Production Example 1, 66.55 parts by mass of PGMEA, and C.I. I. Pigment Yellow 139 Pigment (trade name: Irgaphore Yellow 2R-CF, manufactured by BASF) 7.60 parts by mass and 0.40 part by mass of PY138 sulfonic acid derivative of Production Example 5 were charged in a 225 ml mayonnaise bottle, PY139 Pigment Dispersion A was obtained by pre-dispersing with 2 mm zirconia beads for 1 hour and further dispersing for 48 hours with 0.1 mm zirconia beads.

(Production Example 15 Preparation of PY139 Pigment Dispersion Liquid B)
In Production Example 14, C.I. I. Instead of 7.60 parts by mass of Pigment Yellow 139 pigment and 0.40 parts by mass of the PY138 sulfonic acid derivative of Production Example 5, C.I. I. A PY139 pigment dispersion B was prepared in the same manner as in Production Example 14 except that the pigment yellow 139 pigment was changed to 8.00 parts by mass.

(Production Example 16 Preparation of PY139 pigment dispersion C)
In Production Example 14, C.I. I. Instead of 7.60 parts by mass of Pigment Yellow 139 pigment and 0.40 parts by mass of the PY138 sulfonic acid derivative of Production Example 5, C.I. I. PY139 pigment dispersion C was prepared in the same manner as in Production Example 14, except that the pigment yellow 139 pigment was 8.00 parts by mass, and the main dispersion time was 4 hours.

(Production Example 17 Preparation of PY150 pigment dispersion A)
25.00 parts by mass of the dispersant solution A prepared in Production Example 6, 6.82 parts by mass of binder resin A of Production Example 1, 58.18 parts by mass of PGMEA, and C.I. I. Pigment Yellow 150 pigment (E-4GN, manufactured by LANXESS) 9.50 parts by mass and PY138 sulfonic acid derivative 0.50 part by mass of Preparation Example 5 were charged into a 225 ml mayonnaise bottle, and a paint shaker (manufactured by Asada Tekko) was used. PY150 pigment dispersion A was obtained by pre-dispersing for 1 hour with 2 mm zirconia beads and further dispersing for 24 hours with 0.1 mm zirconia beads.

(Production Example 18 Preparation of PY150 pigment dispersion B)
In Production Example 17, C.I. I. Instead of 9.50 parts by mass of Pigment Yellow 150 pigment and 0.50 parts by mass of the PY138 sulfonic acid derivative of Production Example 5, C.I. I. A PY150 pigment dispersion B was prepared in the same manner as in Production Example 17, except that 10.00 parts by mass of Pigment Yellow 150 pigment was used.

(Production Example 19 Preparation of PY150 pigment dispersion C)
In Production Example 17, C.I. I. Instead of 9.50 parts by mass of Pigment Yellow 150 pigment and 0.50 parts by mass of the PY138 sulfonic acid derivative of Production Example 5, C.I. I. PY150 pigment dispersion C was prepared in the same manner as in Production Example 17, except that 10.00 parts by mass of Pigment Yellow 150 pigment was used and the main dispersion time was 4 hours.

(Production Example 20 Preparation of PY138 phthalimidomethyl derivative dispersion A)
Dispersbyk 2000 (manufactured by Big Chemie, solid content 40% by mass) as a dispersant is 6.00 parts by mass, PGMEA 72.08 parts by mass, propylene glycol monomethyl ether 18.92 parts by mass, PY138 phthalimide methyl derivative of Production Example 2 3.00 parts by mass PY138 phthalimidomethyl derivative dispersion A Got.

(Preparation of yellow resin composition A-1 for Example 1-1 color filter)
6.56 parts by mass of PY138 pigment dispersion A in Production Example 7, 1.45 parts by mass of PY139 pigment dispersion A in Production Example 14, 4.37 parts by mass of the following binder composition A, 2.63 parts by mass of PGMEA are mixed, and pressure filtration The color filter yellow resin composition A-1 (color material ratio: PY138 pigment / PY139 pigment / PY138 phthalimidomethyl derivative / PY138 sulfonic acid derivative = 76.5 / 14.25 / 2.55 / 6.70) , P / V ratio: 0.40, solid content concentration: 18% by mass).

<Binder composition A (solid content 30% by mass)>
Alkali-soluble resin (Binder resin A of Production Example 1, solid content 44% by mass): 17.39 parts by mass Photopolymerization initiator: 2-methyl-1 [4- (methylthio) phenyl] -2-morpholinopropan-1-one (trade name: Irgacure 907, manufactured by BASF)): 2.35 parts by mass Polymerization initiator: 2,2′-bis (o-chlorophenyl) -4,5,4 ′, 5′-tetraphenyl-1,2′-biimidazole (trade name: biimidazole, manufactured by Kurokin Kasei Co., Ltd.) : 1.18 parts by mass. Photopolymerization initiator: 2-mercaptobenzothiazole (manufactured by Tokyo Chemical Industry Co., Ltd.): 0.58 parts by mass. Photosensitizer: 2,4 diethylthioxanthone (trade name: Kayacure DETX-S, Japan. Chemical Co., Ltd.): 0.39 parts by mass / Solvent: PGMEA: 60.26 parts by mass

(Example 1-2 Preparation of yellow resin composition A-2 for color filter)
PY138 Pigment Dispersion A 5.79 parts by mass of Production Example 7, PY139 Pigment Dispersion A 2.41 parts by mass of Production Example 14, 4.37 parts by mass of Binder Composition A, 2.43 parts by mass of PGMEA are mixed, and pressure filtration is performed. The color filter yellow resin composition A-2 (color material ratio: PY138 pigment / PY139 pigment / PY138 phthalimidomethyl derivative / PY138 sulfonic acid derivative = 67.50 / 23.75 / 2.25 / 6.50, P / V ratio: 0.40, solid content concentration: 18% by mass).

(Example 1-3 Preparation of yellow resin composition A-3 for color filter)
PY138 pigment dispersion A 3.50 parts by mass in Production Example 7, PY139 pigment dispersion A 4.33 parts by mass in Production Example 14, 4.80 parts by mass of binder composition A, 2.33 parts by mass of PGMEA are mixed, and pressure filtration is performed. The color filter yellow resin composition A-3 (color material ratio: PY138 pigment / PY139 pigment / PY138 phthalimidomethyl derivative / PY138 sulfonic acid derivative = 45.00 / 47.50 / 1.50 / 6.00, P / V ratio: 0.35, solid content concentration: 18% by mass).

(Example 1-4 Preparation of yellow resin composition A-4 for color filter)
PY138 Pigment Dispersion A 0.62 parts by mass in Production Example 7, 7.01 parts by mass PY139 Pigment Dispersion A in Production Example 14, 5.26 parts by mass of Binder Composition A, 2.11 parts by mass of PGMEA are mixed, and pressure filtration is performed. The color filter yellow resin composition A-4 (color material ratio: PY138 pigment / PY139 pigment / PY138 phthalimidomethyl derivative / PY138 sulfonic acid derivative = 9.00 / 85.50 / 0.30 / 5.20, P / V ratio: 0.30, solid content concentration: 18% by mass).

(Comparative Example 1-1 Preparation of Yellow Resin Composition B-1 for Color Filter)
6.94 parts by mass of PY150 pigment dispersion C of Production Example 19, 0.96 parts by mass of PY139 pigment dispersion C of Production Example 16, 4.37 parts by mass of the following binder composition A, and 2.72 parts by mass of PGMEA were mixed and subjected to pressure filtration. To obtain a yellow resin composition B-1 for color filters (color material ratio: PY150 pigment / PY139 pigment = 90/10, P / V ratio: 0.40, solid content concentration: 18% by mass).

(Comparative Example 1-2 Preparation of Yellow Resin Composition B-2 for Color Filter)
PY150 pigment dispersion C in Production Example 19 6.17 parts by mass, PY139 pigment dispersion C in Production Example 16 1.93 parts by mass, 4.37 parts by mass of binder composition A, 2.53 parts by mass of PGMEA are mixed, and pressure filtration is performed. The color filter yellow resin composition B-2 (color material ratio: PY150 pigment / PY139 pigment = 80/20, P / V ratio: 0.40, solid content concentration: 18% by mass) was obtained.

(Comparative Example 1-3 Preparation of Yellow Resin Composition B-3 for Color Filter)
PY150 pigment dispersion C of Production Example 19 is mixed with 3.50 parts by mass, PY139 Pigment Dispersion C of Production Example 16 is 4.38 parts by mass, Binder Composition A is 4.80 parts by mass, PGMEA is 2.33 parts by mass, and pressure filtration is performed. The color filter yellow resin composition B-3 (color material ratio: PY150 pigment / PY139 pigment = 50/50, P / V ratio: 0.35, solid content concentration: 18% by mass) was obtained.

(Comparative Example 1-4 Preparation of Yellow Resin Composition B-4 for Color Filter)
0.62 parts by mass of PY150 pigment dispersion C of Production Example 19, 7.01 parts by mass of PY139 pigment dispersion C of Production Example 16, 5.26 parts by mass of binder composition A, 2.11 parts by mass of PGMEA, and pressure filtration The color filter yellow resin composition B-4 (color material ratio: PY150 pigment / PY139 pigment = 10/90, P / V ratio: 0.30, solid content concentration: 18% by mass) was obtained.

(Comparative Example 2-1 Preparation of Yellow Resin Composition C-1 for Color Filter)
6.56 parts by mass of PY138 pigment dispersion E in Production Example 11, 1.45 parts by mass of PY139 pigment dispersion C in Production Example 16, 4.37 parts by mass of binder composition A, 2.63 parts by mass of PGMEA are mixed, and pressure filtration is performed. As a result, a yellow resin composition C-1 for color filters (color material ratio: PY138 pigment / PY139 pigment = 85/15, P / V ratio: 0.40, solid content concentration: 18% by mass) was obtained.

(Comparative Example 2-2 Preparation of Yellow Resin Composition C-2 for Color Filter)
PY138 pigment dispersion E of Production Example 11 5.79 parts by mass, PY139 Pigment Dispersion C 2.41 parts by mass of Production Example 16, Binder Composition A 4.37 parts by mass, PGMEA 2.43 parts by mass are mixed, and pressure filtration is performed. As a result, a yellow resin composition C-2 for color filters (color material ratio: PY138 pigment / PY139 pigment = 75/25, P / V ratio: 0.40, solid content concentration: 18% by mass) was obtained.

(Comparative Example 2-3 Preparation of Yellow Resin Composition C-3 for Color Filter)
PY138 pigment dispersion E 3.50 parts by mass of Production Example 11, PY139 pigment dispersion C 4.38 parts by mass of Production Example 16, 4.80 parts by mass of binder composition A, 2.33 parts by mass of PGMEA are mixed, and pressure filtration is performed. The color filter yellow resin composition C-3 (color material ratio: PY138 pigment / PY139 pigment = 50/50, P / V ratio: 0.35, solid content concentration: 18% by mass) was obtained.

(Comparative Example 2-4 Preparation of Yellow Resin Composition C-4 for Color Filter)
PY138 pigment dispersion E 0.62 parts by mass of Production Example 11, PY139 pigment dispersion C 7.01 parts by mass of Production Example 16, binder composition A 5.26 parts by mass, PGMEA 2.11 parts by mass, and pressure filtration The color filter yellow resin composition C-4 (color material ratio: PY138 pigment / PY139 pigment = 10/90, P / V ratio: 0.30, solid content concentration: 18% by mass) was obtained.

(Comparative Example 3-1 Preparation of Yellow Resin Composition D-1 for Color Filter)
In Example 1-1, a yellow resin composition D for a color filter was obtained in the same manner as in Example 1-1 except that PY138 pigment dispersion A was changed to 6.56 parts by mass of PY138 pigment dispersion C of Production Example 9. -1 (color material ratio: PY138 pigment / PY139 pigment / PY138 sulfonic acid derivative = 79.05 / 14.25 / 6.70, P / V ratio: 0.40, solid content concentration: 18% by mass) .

(Comparative Example 3-2 Preparation of Yellow Resin Composition D-2 for Color Filter)
In Example 1-2, the yellow resin composition D for a color filter was obtained in the same manner as in Example 1-2, except that PY138 pigment dispersion A was changed to 5.79 parts by mass of PY138 pigment dispersion C in Production Example 9. -2 (color material ratio: PY138 pigment / PY139 pigment / PY138 sulfonic acid derivative = 69.75 / 23.75 / 6.50, P / V ratio: 0.40, solid content concentration: 18% by mass) .

(Comparative Example 3-3 Preparation of Yellow Resin Composition D-3 for Color Filter)
In Example 1-3, the yellow resin composition D for color filter was used in the same manner as in Example 1-3, except that PY138 pigment dispersion A was changed to 3.50 parts by mass of PY138 pigment dispersion C of Production Example 9. -3 (color material ratio: PY138 pigment / PY139 pigment / PY138 sulfonic acid derivative = 46.5 / 47.5 / 6.00, P / V ratio: 0.35, solid content concentration: 18% by mass) .

(Comparative Example 3-4 Preparation of Yellow Resin Composition D-4 for Color Filter)
In Example 1-4, the yellow resin composition D for color filter was used in the same manner as in Example 1-4, except that PY138 pigment dispersion A was changed to 0.62 parts by mass of PY138 pigment dispersion C of Production Example 9. -4 (color material ratio: PY138 pigment / PY139 pigment / PY138 sulfonic acid derivative = 9.30 / 85.5 / 5.20, P / V ratio: 0.30, solid content concentration: 18% by mass) .

(Comparative Example 4 Preparation of Yellow Resin Composition E for Color Filter)
In Example 1-1, PY138 pigment dispersion A was changed to 6.56 parts by weight of PY138 pigment dispersion D of Production Example 10, and PY139 pigment dispersion A was changed to 1.45 parts by weight of PY139 pigment dispersion B of Production Example 15. In the same manner as in Example 1-1, the yellow resin composition E for color filters (color material ratio: PY138 pigment / PY139 pigment = 85/15, P / V ratio: 0.40, solid content concentration: 18 wt. %).

Example 2 Preparation of Yellow Resin Composition F for Color Filter
In Example 1-1, except that PY138 pigment dispersion A was changed to 6.56 parts by mass of PY138 pigment dispersion B of Production Example 8, and PY139 pigment dispersion A was changed to 1.45 parts by mass of PY139 pigment dispersion B of Production Example 15. In the same manner as in Example 1-1, yellow resin composition F for color filters (color material ratio: PY138 pigment / PY139 pigment / PY138 phthalimidomethyl derivative = 82.45 / 15.00 / 2.55, P / V ratio: 0.40, solid content concentration: 18% by mass).

Example 3 Preparation of Yellow Resin Composition G for Color Filter
In Example 1-1, a yellow resin composition G for a color filter was prepared in the same manner as in Example 1-1, except that PY139 pigment dispersion A was changed to 1.45 parts by mass of PY139 pigment dispersion B of Production Example 15. (Color material ratio: PY138 pigment / PY139 pigment / PY138 phthalimidomethyl derivative / PY138 sulfonic acid derivative = 76.50 / 15.00 / 2.55 / 5.95, P / V ratio: 0.40, solid content concentration: 18% by mass) was obtained.

Example 4 Preparation of Yellow Resin Composition H for Color Filter
In Example 1-1, a yellow resin composition H for a color filter was prepared in the same manner as in Example 1-1 except that PY139 pigment dispersion A was changed to 1.45 parts by mass of PY139 pigment dispersion C of Production Example 16. (Color material ratio: PY138 pigment / PY139 pigment / PY138 phthalimidomethyl derivative / PY138 sulfonic acid derivative = 76.50 / 15.00 / 2.55 / 5.95, P / V ratio: 0.40, solid content concentration: 18% by mass) was obtained.

Example 5 Preparation of Yellow Resin Composition I for Color Filter
In Example 1-1, except that PY138 pigment dispersion A was changed to 6.56 parts by mass of PY138 pigment dispersion F of Production Example 12, yellow resin composition I for color filter was performed in the same manner as in Example 1-1. (Color material ratio: PY138 pigment / PY139 pigment / PY138 naphthalimidomethyl derivative / PY138 sulfonic acid derivative = 76.5 / 14.25 / 2.55 / 6.70, P / V ratio: 0.40, solid content concentration : 18% by mass).

Example 6 Preparation of Yellow Resin Composition J for Color Filter
In Example 1-1, a yellow resin composition J for a color filter was prepared in the same manner as in Example 1-1, except that PY138 pigment dispersion A was changed to 6.56 parts by mass of PY138 pigment dispersion G of Production Example 13. (Color material ratio: PY138 pigment / PY139 pigment / PY138 tetrachlorophthalimidomethyl derivative / PY138 sulfonic acid derivative = 76.5 / 14.25 / 2.55 / 6.70, P / V ratio: 0.40, solid content Concentration: 18% by mass).

Example 7 Preparation of Yellow Resin Composition K for Color Filter
6.36 parts by mass of PY138 pigment dispersion C in Production Example 9, 1.45 parts by mass of PY139 pigment dispersion A in Production Example 14, 0.66 parts by mass of PY138 phthalimidomethyl derivative dispersion A in Production Example 20, and binder composition A4.37 2 parts by mass and 2.16 parts by mass of PGMEA were mixed and subjected to pressure filtration, and the yellow resin composition K for color filters (color material ratio: PY138 pigment / PY139 pigment / PY138 phthalimidomethyl derivative / PY138 sulfonic acid derivative = 76. 68 / 14.25 / 2.55 / 6.52, P / V ratio: 0.40, solid content concentration: 18% by mass).
The color material compositions of Examples and Comparative Examples are shown in Tables 2, 4 and 6.

[Evaluation]
1. Pigment dispersibility The average particle diameter and viscosity of the pigment dispersion obtained in each example were measured. The average particle size was measured using a “Microtrac particle size distribution meter” manufactured by Nikkiso Co., Ltd., and the viscosity was measured using “MCR301” manufactured by Nippon Siebel Hegner Co., Ltd. Shear when the shear rate was 60 rpm. The viscosity was measured.
The results are shown in Table 1.

2. Optical performance evaluation The yellow resin composition for a color filter obtained from each example and comparative example was placed on a 0.7 mm thick glass substrate ("OA-10G" manufactured by Nippon Electric Glass Co., Ltd.) using a spin coater. It was applied and dried on a hot plate at 80 ° C. for 3 minutes. A cured film (yellow colored layer) was obtained by irradiating ultraviolet rays of 60 mJ / cm ² using an ultrahigh pressure mercury lamp. The film thickness after drying and curing was adjusted so that the target chromaticity x = 0.440 to 0.490. For each yellow resin composition for color filters, three yellow colored layers having different target chromaticity x values were prepared.
The glass plate on which the yellow colored layer was formed was post-baked in a clean oven at 230 ° C., and the contrast, chromaticity (x, y) and luminance (Y) of the obtained yellow colored substrate were measured. Contrast was measured using “Contrast measuring device CT-1B” manufactured by Aisaka Electric Co., Ltd., and chromaticity and luminance were measured using “Microspectroscopy measuring device OSP-SP200” manufactured by Olympus.
The results are shown in Tables 3, 5 and 7.

3. Evaluation of heat resistance The yellow resin composition for a color filter obtained from each example and comparative example was applied on a glass substrate having a thickness of 0.7 mm using a spin coater and heated on a hot plate at 80 ° C. for 3 minutes. Drying was performed. This colored layer was irradiated with ultraviolet rays of 60 mJ / cm ² through a photomask using an ultrahigh pressure mercury lamp. Thereafter, the glass plate on which the colored layer was formed was shower-developed using a 0.05% by mass potassium hydroxide aqueous solution as an alkaline developer to obtain a yellow colored substrate having a pattern formed thereon.
The yellow colored substrate on which the pattern was formed was post-baked in a clean oven at 240 ° C., and the presence or absence of precipitation of pigment aggregates was confirmed on the pattern coating film. The results are shown in Tables 3, 5 and 7. Moreover, the photograph of the heat resistance evaluation result in 240 degreeC of the pattern coating film of Example 1-1, Example 2, Comparative example 3-1, and Comparative example 4 is shown to FIGS.
(Heat resistance evaluation criteria)
○: No precipitation ×: Precipitation

In Examples 1-1 and 1-2 and Examples 2 to 7 in Table 2 and Comparative Examples 1-1 to 3-1, 1-2 to 3-2 and 4, the chromaticity x is 0. The content and film thickness of PY139 were adjusted so as to be 440 to 0.460.
Coating films using the resin compositions of Examples 1-1, 1-2 and Examples 2-7, which contain quinophthalone pigments, isoindoline pigments, and imide alkylated derivatives of quinophthalone pigments, have high brightness and high contrast. It was excellent in heat resistance.
On the other hand, Comparative Examples 1-1 and 1-2 using PY150 in place of the quinophthalone pigment had low luminance.
Since Comparative Examples 2-1 and 2-2 used a pigment dispersion having a shorter dispersion time than that of Example 1-1 or 1-2, the contrast was low. However, since the refinement was insufficient, the pigment aggregate did not precipitate even when the imide alkylated derivative of the quinophthalone pigment was not included.
Since Comparative Examples 3-1 and 3-2 used the same pigment dispersion as that of Example 1-1 or 1-2, compared with Comparative Example 2-1 or 2-2 having a short dispersion time. The contrast was high. However, since it does not contain an imide alkylated derivative of a quinophthalone pigment, the heat resistance is poor.
Similarly, Comparative Example 4 uses a pigment dispersion having the same dispersion time as that of Example 1-1, so that the contrast is good as compared with Comparative Example 2-1, but a comparison including a sulfonic acid derivative. Compared with Example 3-1, the contrast was low. Moreover, since it did not contain an imide alkylated derivative of a quinophthalone pigment, the heat resistance was poor.

In Example 1-3 and Comparative Examples 1-3 to 3-3 in Table 4, the content of PY139 and the film thickness were adjusted so that the chromaticity x was 0.460 to 0.480.
The coating film using the resin composition of Example 1-3 containing a quinophthalone pigment, an isoindoline pigment, and an imide alkylated derivative of the quinophthalone pigment had high brightness, high contrast, and excellent heat resistance.
On the other hand, Comparative Example 1-3 using PY150 instead of the quinophthalone pigment had low luminance.
Since Comparative Example 2-3 used a pigment dispersion having a shorter dispersion time than that of Example 1-3, the contrast was low. However, since the refinement was insufficient, the pigment aggregate did not precipitate even when the imide alkylated derivative of the quinophthalone pigment was not included.
Since Comparative Example 3-3 used a pigment dispersion having the same dispersion time as Example 1-3, the contrast was higher than that of Comparative Example 2-3 having a short dispersion time. However, since it does not contain an imide alkylated derivative of a quinophthalone pigment, the heat resistance is poor.

In Example 1-4 and Comparative Examples 1-4 to 3-4 in Table 6, the content of PY139 and the film thickness were adjusted so that the chromaticity x was 0.470 to 0.490.
The coating film using the resin composition of Example 1-4 containing a quinophthalone pigment, an isoindoline pigment, and an imide alkylated derivative of the quinophthalone pigment had high brightness, high contrast, and excellent heat resistance.
On the other hand, Comparative Example 1-3 using PY150 instead of the quinophthalone pigment had low luminance.
Since Comparative Example 2-4 used a pigment dispersion having a shorter dispersion time than that of Example 1-4, the contrast was low. However, since the refinement was insufficient, the pigment aggregate did not precipitate even when the imide alkylated derivative of the quinophthalone pigment was not included.
In Comparative Example 3-4, since the same pigment dispersion as in Example 1-4 was used, the contrast was higher than that in Comparative Example 2-4 having a short dispersion time. However, since it does not contain an imide alkylated derivative of a quinophthalone pigment, the heat resistance is poor.

DESCRIPTION OF SYMBOLS 1 Transparent substrate 2 Light-shielding part 3 Colored layer 10 Color filter 20 Opposite substrate 30 Liquid crystal layer 40 Liquid crystal display device 50 Organic protective layer 60 Inorganic oxide film 71 Transparent anode 72 Hole injection layer 73 Hole transport layer 74 Light emitting layer 75 Electron injection layer 76 Cathode 80 Organic light emitter 100 Organic light emitting display device

Claims (20)

  A pigment containing a quinophthalone pigment and an isoindoline pigment, an imide alkylated derivative of the quinophthalone pigment, a pigment dispersant, and a solvent, and the imide alkylated derivative of the quinophthalone pigment with respect to 100 parts by mass of the quinophthalone pigment A yellow pigment dispersion containing 0.1 to 20 parts by mass.   The yellow pigment dispersion according to claim 1, further comprising 0.1 to 20 parts by mass of a sulfonic acid derivative of a quinophthalone pigment with respect to 100 parts by mass of the pigment.   The quinophthalone pigment is C.I. I. The yellow pigment dispersion according to claim 1 or 2, which is CI Pigment Yellow 138.   The isoindoline pigment is C.I. I. The yellow pigment dispersion according to any one of claims 1 to 3, which is CI Pigment Yellow 139.   An imide alkylated derivative of the quinophthalone pigment is C.I. I. The yellow pigment dispersion according to any one of claims 1 to 4, which is an imide alkylated derivative of CI Pigment Yellow 138.   The sulfonic acid derivative of the quinophthalone pigment is C.I. I. The yellow pigment dispersion according to any one of claims 1 to 5, which is a sulfonic acid derivative of CI Pigment Yellow 138. The pigment dispersant has a repeating unit (1) represented by the following general formula (I) and a repeating unit (2) represented by the following general formula (II), and further the repeating unit (1) The yellow pigment dispersion according to any one of claims 1 to 6, wherein the yellow pigment dispersion is a block copolymer in which at least a part of the amino group possessed by the organic acid compound and / or the halogenated hydrocarbon forms a salt. .
[In Formula (I) and Formula (II), R ¹ is a hydrogen atom or a methyl group, R ² and R ³ are each independently a hydrogen atom or an alkyl group having 1 to 8 carbon atoms, and A is a carbon atom having 1 carbon atom. To 8 alkylene groups, — [CH (R ⁶ ) —CH (R ⁷ ) —O] _x —CH (R ⁶ ) —CH (R ⁷ ) — or — [(CH ₂ ) _y —O] _z — ( A divalent group represented by CH ₂ ) _y —, R ⁴ is an alkyl group having 1 to 18 carbon atoms, an alkenyl group having 2 to 18 carbon atoms, an aralkyl group, an aryl group, — [CH (R ⁶ ) —CH A monovalent group represented by (R ⁷ ) —O] _x —R ⁸ or — [(CH ₂ ) _y —O] _z —R ⁸ . R ⁶ and R ⁷ are each independently a hydrogen atom or a methyl group, and R ⁸ is a hydrogen atom, an alkyl group having 1 to 18 carbon atoms, an alkenyl group having 2 to 18 carbon atoms, an aralkyl group, an aryl group, It is a monovalent group represented by —CHO, —CH ₂ CHO, or —CH ₂ COOR ⁹ , and R ⁹ is a hydrogen atom or an alkyl group having 1 to 5 carbon atoms. The alkyl group, alkenyl group, aralkyl group, and aryl group each may have a substituent.
x is an integer of 1 to 18, y is an integer of 1 to 5, and z is an integer of 1 to 18. m represents an integer of 3 to 200, and n represents an integer of 10 to 200. ] The yellow color according to claim 7, wherein the organic acid compound in the pigment dispersant is at least one selected from the group consisting of organic acids represented by the following general formula (III) and the following general formula (IV). Pigment dispersion.
[In Formula (III) and Formula (IV), R ^a and R ^{a ′} are each independently a hydrogen atom, a hydroxyl group, an alkyl group having 1 to 18 carbon atoms, an alkenyl group having 2 to 18 carbon atoms, an aralkyl group, or an aryl group. 1 represented by the group, — [CH (R ^c ) —CH (R ^d ) —O] _s —R ^e , — [(CH ₂ ) _t —O] _u —R ^e , or —O—R ^{a ″.} the valence of the group, one of R ^a and R ^{a 'comprises} a carbon atom. R ^{a ″} is an alkyl group having 1 to 18 carbon atoms, an alkenyl group having 2 to 18 carbon atoms, an aralkyl group, an aryl group, — [CH (R ^c ) —CH (R ^d ) —O] _s —R ^e. ,-[(CH ₂ ) _t —O] _u —R ^e .
R ^b is an alkyl group having 1 to 18 carbon atoms, an alkenyl group having 2 to 18 carbon atoms, an aralkyl group, an aryl group, — [CH (R ^c ) —CH (R ^d ) —O] _s —R ^e , — [(CH ₂ ) _t —O] _u —R ^e or a monovalent group represented by —O—R ^{b ′} . R ^{b ′} is an alkyl group having 1 to 18 carbon atoms, an alkenyl group having 2 to 18 carbon atoms, an aralkyl group, an aryl group, — [CH (R ^c ) —CH (R ^d ) —O] _s —R ^e , or _- it is a monovalent group represented by _{[(CH 2) t -O]} u -R e.
R ^c and R ^d are each independently a hydrogen atom or a methyl group, and R ^e is a hydrogen atom, an alkyl group having 1 to 18 carbon atoms, an alkenyl group having 2 to 18 carbon atoms, an aralkyl group, an aryl group, _{-CHO, -CH 2 CHO, -CO-} CH = CH 2, a monovalent group represented by _{-CO-C (CH 3) =} CH 2 or _-CH 2 COOR ^{f, R f} is hydrogen or C It is an alkyl group of formula 1-5.
In R ^a , R ^{a ′} , and R ^b , each of the alkyl group, alkenyl group, aralkyl group, and aryl group may have a substituent.
s is an integer of 1 to 18, t is an integer of 1 to 5, and u is an integer of 1 to 18. ]   A pigment containing a quinophthalone pigment and an isoindoline pigment, an imide alkylated derivative of the quinophthalone pigment, a pigment dispersant, a curable binder component, and a solvent, the imide alkylated derivative of the quinophthalone pigment, the quinophthalone pigment The yellow resin composition for color filters which contains 0.1-20 mass parts with respect to 100 mass parts.   Furthermore, 0.1-20 mass parts of sulfonic acid derivatives of a quinophthalone pigment are contained in 100 mass parts of the pigment, and the yellow resin composition for a color filter according to claim 9.   The quinophthalone pigment is C.I. I. The yellow resin composition for a color filter according to claim 9 or 10, which is CI Pigment Yellow 138.   The isoindoline pigment is C.I. I. The yellow resin composition for a color filter according to any one of claims 9 to 11, which is CI Pigment Yellow 139.   An imide alkylated derivative of the quinophthalone pigment is C.I. I. The yellow resin composition for a color filter according to any one of claims 9 to 12, which is an imide alkylated derivative of CI Pigment Yellow 138.   The sulfonic acid derivative of the quinophthalone pigment is C.I. I. The yellow resin composition for a color filter according to any one of claims 9 to 13, which is a sulfonic acid derivative of CI Pigment Yellow 138. The pigment dispersant has a repeating unit (1) represented by the following general formula (I) and a repeating unit (2) represented by the following general formula (II), and further the repeating unit (1) The yellow color filter according to any one of claims 9 to 14, which is a block copolymer in which at least a part of the amino group of the organic acid compound and the organic acid compound and / or halogenated hydrocarbon form a salt. Resin composition.
[In Formula (I) and Formula (II), R ¹ is a hydrogen atom or a methyl group, R ² and R ³ are each independently a hydrogen atom or an alkyl group having 1 to 8 carbon atoms, and A is a carbon atom having 1 carbon atom. To 8 alkylene groups, — [CH (R ⁶ ) —CH (R ⁷ ) —O] _x —CH (R ⁶ ) —CH (R ⁷ ) — or — [(CH ₂ ) _y —O] _z — ( A divalent group represented by CH ₂ ) _y —, R ⁴ is an alkyl group having 1 to 18 carbon atoms, an alkenyl group having 2 to 18 carbon atoms, an aralkyl group, an aryl group, — [CH (R ⁶ ) —CH A monovalent group represented by (R ⁷ ) —O] _x —R ⁸ or — [(CH ₂ ) _y —O] _z —R ⁸ . R ⁶ and R ⁷ are each independently a hydrogen atom or a methyl group, and R ⁸ is a hydrogen atom, an alkyl group having 1 to 18 carbon atoms, an alkenyl group having 2 to 18 carbon atoms, an aralkyl group, an aryl group, It is a monovalent group represented by —CHO, —CH ₂ CHO, or —CH ₂ COOR ⁹ , and R ⁹ is a hydrogen atom or an alkyl group having 1 to 5 carbon atoms. The alkyl group, alkenyl group, aralkyl group, and aryl group each may have a substituent.
x is an integer of 1 to 18, y is an integer of 1 to 5, and z is an integer of 1 to 18. m represents an integer of 3 to 200, and n represents an integer of 10 to 200. ] The color according to claim 15, wherein the organic acid compound in the pigment dispersant is at least one selected from the group consisting of organic acids represented by the following general formula (III) and the following general formula (IV). Yellow resin composition for filters.
[In Formula (III) and Formula (IV), R ^a and R ^{a ′} are each independently a hydrogen atom, a hydroxyl group, an alkyl group having 1 to 18 carbon atoms, an alkenyl group having 2 to 18 carbon atoms, an aralkyl group, or an aryl group. 1 represented by the group, — [CH (R ^c ) —CH (R ^d ) —O] _s —R ^e , — [(CH ₂ ) _t —O] _u —R ^e , or —O—R ^{a ″.} the valence of the group, one of R ^a and R ^{a 'comprises} a carbon atom. R ^{a ″} is an alkyl group having 1 to 18 carbon atoms, an alkenyl group having 2 to 18 carbon atoms, an aralkyl group, an aryl group, — [CH (R ^c ) —CH (R ^d ) —O] _s —R ^e. ,-[(CH ₂ ) _t —O] _u —R ^e .
R ^b is an alkyl group having 1 to 18 carbon atoms, an alkenyl group having 2 to 18 carbon atoms, an aralkyl group, an aryl group, — [CH (R ^c ) —CH (R ^d ) —O] _s —R ^e , — [(CH ₂ ) _t —O] _u —R ^e or a monovalent group represented by —O—R ^{b ′} . R ^{b ′} is an alkyl group having 1 to 18 carbon atoms, an alkenyl group having 2 to 18 carbon atoms, an aralkyl group, an aryl group, — [CH (R ^c ) —CH (R ^d ) —O] _s —R ^e , or _- it is a monovalent group represented by _{[(CH 2) t -O]} u -R e.
R ^c and R ^d are each independently a hydrogen atom or a methyl group, and R ^e is a hydrogen atom, an alkyl group having 1 to 18 carbon atoms, an alkenyl group having 2 to 18 carbon atoms, an aralkyl group, an aryl group, _{-CHO, -CH 2 CHO, -CO-} CH = CH 2, a monovalent group represented by _{-CO-C (CH 3) =} CH 2 or _-CH 2 COOR ^{f, R f} is hydrogen or C It is an alkyl group of formula 1-5.
In R ^a , R ^{a ′} , and R ^b , each of the alkyl group, alkenyl group, aralkyl group, and aryl group may have a substituent.
s is an integer of 1 to 18, t is an integer of 1 to 5, and u is an integer of 1 to 18. ]   CIE chromaticity coordinates (x, y) measured with a C light source are (0.400, 0.475), (0.440, 0.475), (0.500, 0.500), (0.445). , 0.520), the yellow resin composition for a color filter according to any one of claims 9 to 16, capable of forming a cured film in a range within a square.   A color filter comprising at least a transparent substrate and a colored layer provided on the transparent substrate, wherein at least one of the colored layers is a yellow resin composition for a color filter according to any one of claims 9 to 17. A color filter comprising a yellow colored layer formed by curing a product.   19. A liquid crystal display device comprising: the color filter according to claim 18; a counter substrate; and a liquid crystal layer formed between the color filter and the counter substrate.   An organic light emitting display comprising the color filter according to claim 18 and an organic light emitter.