JP2002265834A - Recording ink, process for ink jet recording, method of producing color filer, color filter and liquid crystal display panel - Google Patents

Abstract

PROBLEM TO BE SOLVED: To provide a recording ink that achieves a high satisfaction in clarity, oozing, adhesion to substrate and ink injection, a color filter of high heat resistance and color purity, a method of producing the same, and an excellent liquid crystal display panel. SOLUTION: The objective recording ink includes an azopyridone dye represented by general formula (1) (wherein A and B are each H, a halogen, -OH, -CN, -NO2 , amino phosphono, sulfone, sulfoamide and the like; X is H, an alkyl, -COOH, -CF3 ; Y is H, -CN, carbamoyl, sulfone, methylsulfone and their salts; Z is an alkyl including one or more sulfone groups in the molecule of their salts), a xanthene dye of general formula (2) (wherein, Z1 -Z7 are H, -COOH; Y1 is -COOH, sulfone or the like; Y2 is H, sulfone, sulfoamide; X1 is -OH, amino; X2 is =O, ammonium) and a water-soluble organic solvent.

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

The present invention relates to a recording ink, an ink jet recording method, a method of manufacturing a color filter, a color filter, and a liquid crystal display panel.

[0002]

2. Description of the Related Art A color filter is an important component of a color liquid crystal display. This filter has a large number of pixels consisting of three primary colors of red (R), green (G) and blue (B) repeatedly arranged on a transparent substrate. Has a structure. In recent years, with the development of personal computers, especially portable personal computers, the demand for liquid crystal displays, especially color liquid crystal displays, has been increasing. However, for further widespread use, it is necessary to provide a display with higher definition and higher image quality, and at the same time, to satisfy the conflicting demands to lower the manufacturing cost of the display body. In particular, there is an increasing demand for cost reduction of color filters having high specific gravity. Conventionally, various color filter manufacturing methods have been attempted to satisfy the above requirements while satisfying the required characteristics of the color filters. Hereinafter, a typical method for manufacturing a color filter will be described.

The first method most frequently used is a dyeing method. The dyeing method uses a photosensitive material added to a water-soluble polymer material that is a material for dyeing and sensitized.
After patterning this into a desired shape on a transparent support by a photolithography process, the obtained pattern is immersed in a dye bath to obtain a colored pattern. This is repeated three times to form R, G, B color filters.

[0004] The second method which is most frequently used is a pigment dispersion method, which has recently been replaced by a dyeing method. In this method, first, a photosensitive resin layer in which a pigment is dispersed is formed on a substrate, and a monochromatic pattern is obtained by patterning the photosensitive resin layer. Further, by repeating this process three times, color filters of three colors of R, G, and B are formed.

A third method is an electrodeposition method. In this method, a transparent electrode is first patterned on a substrate. Next, it is immersed in an electrodeposition coating solution containing a pigment, a resin, an electrolyte solution, etc.
Electrodeposit the color. This process is repeated three times, and R, G, B
The color filter layer is formed by forming the color filter layer and finally baking the color filter layer.

As a fourth method, there is a printing method. In this method, a coating material in which a pigment is dispersed in a thermosetting resin is applied in three colors R, G, and B by repeated printing, and then the resin as a coloring layer is cured by heating to form a coloring layer. Is formed.

[0007] The above-described various methods still have many problems to be solved. For example, in each of the above-described methods, a protective layer is generally formed on a colored layer. Common to these methods is that R,
The same process is required three times to form G and B, which inevitably increases the cost. There is also a problem that the yield increases as the number of steps increases.
Furthermore, in the third method, since the pattern that can be formed is limited, it is difficult to apply the present technology to a TFT color. Furthermore, the fourth method has a drawback that resolution and smoothness are poor, and it is difficult to form a fine pitch pattern. As described above, there are already several methods for manufacturing a color filter, but from the viewpoint of emphasizing the color of a display, a dyeing method using a dye as a coloring material is generally advantageous.

However, as described above, in the dyeing method, a method is used in which the substrate is immersed in a dyeing solution at the time of forming a pixel. There is a disadvantage that it cannot be used even if (spectral characteristics) are good. On the other hand, in order to increase the types of dyes that can be used, when the dye is of an anionic type, an attempt to improve the dyeing properties of the dye by introducing a cationic group such as quaternary ammonium into the receiving layer is generally made. It is being done. However, this method has problems such as a change in the color tone of the dye (spectral shift) and a decrease in heat resistance.

Further, when a dyeing solution comprising a plurality of dyes is used for toning, the dyeing properties between each dye and the receiving layer are not always the same, so that a desired color tone is controlled. There is also a problem that it becomes difficult.
For this reason, in reality, not only is it difficult to delicately control the color tone, but also the types of dyes and receiving layer materials that can be used are greatly restricted.

In order to improve the above-mentioned drawbacks, a method of manufacturing a color filter using an ink jet system has been proposed (Japanese Patent Application Laid-Open Nos. 59-75205, 63-235901, 63-235901, 1-1985). 217302, JP-A-4-123005). This method is red (R),
A coloring liquid (hereinafter, ink) containing a green (G) and a blue (B) dye is ejected from a nozzle, applied directly to the filter substrate, and the attached ink is dried on the filter substrate to form a pixel. Things.

According to this method, when forming the colored portion, the dyeing process between the dye and the receiving layer as in the above-described dyeing method is not performed, so that the dyeing property is improved by introducing a cationic group into the receiving layer. There is the advantage that no means need be used.
Therefore, it is possible to avoid problems such as a change in the color tone (spectral shift) of the dye itself before and after dyeing and a decrease in heat resistance. Further, in the case where an ink containing a plurality of dyes is used for toning. However, the color tone does not significantly differ from the expected one. In addition, the formation of each of the R, G, and B colored layers can be performed at one time, and the amount of ink used is not wasted, so that significant effects such as productivity improvement and cost reduction can be expected.

[0012]

However, in the conventional method for producing a color filter by the ink jet recording method, the dye used is not always suitable for the ink jet system, and the matching of the dye with the receiving layer material is not always required. In addition, there are many technically unclear points about the drawing conditions (the kind of the receiving layer and the amount of the dye jetted thereon) by the ink jet method. Because of this, there were new technical issues to be solved such as those listed below.
No one that satisfies all of the following required properties is known,
It has been desired to quickly establish a solution to these problems.

A) High transparency of colored portions (pixels) b) Suppression of temporal change in the area of colored portions (pixels) (hereinafter referred to as “bleeding”) c) Between the color filter substrate and the colored portions (pixels) High adhesion d) High light resistance of colored portions (pixels) e) High heat resistance of colored portions (pixels) f) High ejection stability when ejected by ink jet recording method, that is, production of color filter using ink jet method One of the major differences between the method and the above-described conventional color filter manufacturing method is that, for example, ink having a high dye concentration is selectively adhered only to the pixel forming portion of the substrate, and then the solvent or dispersion medium (water) in the ink is used. And an organic solvent) are evaporated to form pixels. However, according to the studies by the present inventors so far, depending on the ink used, in the process of drying the ink attached on the substrate on the substrate, the dye in the ink crystallizes, and the transparency of the obtained pixels decreases. In addition, a phenomenon was observed in which pixels were blurred due to migration of the dye over time due to the solvent not evaporating completely. In addition, the solvent remaining in the pixel causes some interaction with the substrate, causing a decrease in adhesion, or a decrease in light resistance due to active oxygen or the like generated when the remaining solvent is thermally decomposed. There were things. Therefore, when viewed as an ink for forming a color filter, an ink that satisfies the characteristics described in a) to e) above at a higher level is preferable. On the other hand, it is needless to say that it is preferable that the ink jet ink has the above-mentioned f).

As a result of various investigations to solve such problems, an ink containing an azopyridone dye having a specific structure and a xanthene dye as a coloring material is used for an ink jet for forming a red pixel of a color filter. It has been found that the ink satisfies the above characteristics a) to f) at a high level.

The present invention has been made on the basis of such new knowledge, and the object of the present invention is to provide, at an extremely high level, the above-described various conditions which are preferably provided for producing a color filter by an ink-jet method. It is to provide a recording ink that can be satisfied.

Another object of the present invention is to provide an ink jet recording method using the recording ink, a color filter in which red pixels are formed by the ink, a method of manufacturing the color filter, and a liquid crystal display panel using the color filter. .

[0017]

The above objects are achieved by the present invention described below.

That is, a recording ink according to one embodiment of the present invention comprises a water-soluble azopyridone dye represented by the following general formula (1), a xanthene dye represented by the following general formula (2), It is characterized by containing at least a water-soluble organic solvent.

General formula (1)

[Outside 7]

(Wherein A and B each independently represent a hydrogen atom, a halogen atom, a hydroxyl group, a cyano group, a nitro group, an amino group, a phosphono group, a sulfone group, a sulfamide group, a carboxyl group, a trifluoromethyl group X represents a linear or branched alkyl group, a linear or branched alkoxy group, an aryl group which may have a substituent, or a salt thereof; An atom, a carboxyl group or a trifluoromethyl group, Y represents a hydrogen atom, a cyano group,
Represents a carbamoyl group, a sulfone group, a methylsulfone group, or a salt thereof, Z represents a linear or branched alkyl group, and has at least one sulfone group or a salt thereof in the formula. ) General formula (2)

[Outside 8]

In the figure, Z _{1 to} Z ₇ are each independently any one of a hydrogen atom and a halogen atom, Y ₁ is any _one of a sulfone group, a carboxyl group, a sulfamide group and a carboxamide group, Y ₂ is a hydrogen atom, Any of a sulfone group and a sulfamide group, X ₁ is a hydroxyl group or —N (R ₁ )
(R ₂ ) and X ₂ are ＯO or ＮN ⁺ (R ₃ ) (R ₄ ).

In the formula, R _{1 to} R ₄ each independently represent a hydrogen atom, an alkyl group having 6 or less carbon atoms, an aryl group which may have a substituent, or a salt thereof.

Further, an ink jet recording method according to one embodiment of the present invention is characterized in that ink jet recording is performed using the recording ink which is an ink jet recording ink.

Further, a method of manufacturing a color filter according to one embodiment of the present invention is characterized by including a step of forming a plurality of colored pixels using the recording ink.

Further, in a method of manufacturing a color filter according to another embodiment of the present invention, the above-described recording ink is applied to an ink receiving layer containing a copolymer composed of acrylic monomer units by using an ink jet method. And curing the ink receiving layer to which the ink has been applied.

Further, in a method of manufacturing a color filter according to another embodiment of the present invention, there is provided a process of applying the recording ink containing a film-forming component to a substrate, and forming the ink applied on the substrate into a film. And forming a colored pixel by performing the above steps.

Further, a color filter according to one embodiment of the present invention is characterized by being manufactured by the above-described method for manufacturing a color filter.

A color filter according to another embodiment of the present invention is a color filter including a red pixel, wherein a water-soluble azopyridone dye represented by the general formula (1) is added to the red pixel. And a xanthene dye represented by the general formula (2).

Further, a liquid crystal display panel according to one embodiment of the present invention includes a first substrate having a pixel electrode,
A liquid crystal including a second substrate having a common electrode, a liquid crystal composition layer sealed between the first and second substrates, and a color filter in which a transparent coloring portion is arranged corresponding to the pixel electrode. In the display panel, the color filter is any one of the color filters.

[0030]

BEST MODE FOR CARRYING OUT THE INVENTION Hereinafter, the recording ink and the like of the present invention will be described in detail with reference to preferred embodiments.

The present inventors have conducted intensive studies to solve the above-mentioned problems of the prior art, and as a result, added a xanthene dye having a specific structure to a water-soluble azopyridone dye having a specific structure as a coloring material. It has been found that a color filter having excellent red color tone and high light fastness, transparency and heat resistance and including excellent red pixels can be produced by using the recording ink as the recording ink. The recording ink of the present invention exhibits excellent performance even in the conventional recording technology, and can be used for various recording technology applications such as writing implement ink and ink jet ink.

First, the water-soluble azopyridone dye represented by the following general formula (1), which characterizes the recording ink of the present invention, will be described.

(Azopyridone dye) The azopyridone dye here includes, for example, a dye having a structure represented by the following general formula (I).

General formula (1)

[Outside 9] In the general formula (1), A and B each independently represent a hydrogen atom, a halogen atom (F, Cl, Br, etc.), a hydroxyl group, a cyano group, a nitro group, an amino group, a phosphono group, a sulfone group, a sulfoamide. Group, a carboxyl group, a trifluoromethyl group, a linear or branched alkyl group having 1 to 6 carbon atoms, a linear or branched alkoxy group having 1 to 6 carbon atoms,
As a substituent, for example, a halogen atom (F, Cl, Br
Etc.), an aryl group optionally having at least one selected from a hydroxyl group, a cyano group, a nitro group, an amino group, a phosphono group, a sulfone group, a sulfamide group, a carboxyl group and a trifluoromethyl group, and salts thereof. Is one of X represents a linear or branched alkyl group having 1 to 3 carbon atoms, a hydrogen atom, a carboxyl group or a trifluoromethyl group; Y represents a hydrogen atom, a cyano group, a carbamoyl group, a sulfone group, Represents a methyl sulfone group or any of these salts, Z represents a linear or branched alkyl group having 1 to 6 carbon atoms, and
In the formula, the compound has at least one sulfone group or a salt thereof.

In particular, in order to improve the light fastness of the formed image, it is desirable to use a compound in which X in the above formula (1) is a trifluoromethyl group. Further, in order to compensate for the decrease in water solubility due to the introduction of a trifluoromethyl group, it is desirable to use a dye in which a sulfone group, a methylsulfone group or a salt thereof is introduced into Y. The above-mentioned dye compound (dye) can be synthesized by the method described on page 403 of precision organic synthesis second edition (Nankodo), which is conventionally known. Further, after hydrolyzing the above-mentioned dye compound by a conventional method, various functional groups can be introduced by general operations such as sulfonation, and a desired azopyridone dye can be obtained.

Specifically, azopyridone dyes represented by the following chemical formulas can be used. The recording ink of the present invention is, of course, not limited to these.

[Outside 10]

(Xanthene dye) Next, the xanthene dye contained in the recording ink according to the present invention together with the azopyridone dye will be described. The xanthene dye is a dye containing a xanthene structure represented by the following general formula (4) in the molecule.

General formula (4)

[Outside 11]

Specific examples include a dye represented by the following general formula (2).

General formula (2)

[Outside 12]

In the figure, Z _{1 to} Z ₇ each independently represent any one of a hydrogen atom and a halogen atom, Y ₁ represents any _one of a sulfone group, a carboxyl group, a sulfamide group and a carboxamide group, Y ₂ represents a hydrogen atom, Any of a sulfone group and a sulfamide group, X ₁ is a hydroxyl group or —N (R ₁ )
(R ₂ ) and X ₂ are ＯO or ＮN ⁺ (R ₃ ) (R ₄ ).

In the formula, R _{1 to} R ₄ are each independently a hydrogen atom, a linear or branched alkyl group having 6 or less carbon atoms and a linear or branched alkyl group having 1 to 6 carbon atoms. Group, a linear or branched alkoxy group having 1 to 6 carbon atoms, selected from the group consisting of a hydroxyl group, a sulfonyl group, a sulfamide group, a carboxyl group, a trifluoromethyl group, a halogen atom, an amino group and a nitro group. Represents an aryl group which may have a substituent or any of these salts.

Specific examples of the xanthene dye represented by the general formula (2) include the following.

Chemical formula 11 (C.I.AcidRed52)

[Outside 13]

Chemical formula 12 (C.I.AcidRed289)

[Outside 14]

Chemical formula 13 (rosevengal)

[Outside 15]

In addition, C.I. I. Acid Red
306 and C.I. I. Acid Violet 102 is also included.

Particularly preferred combinations of the azopyridone dye and the xanthene dye as the recording ink in the present embodiment are those represented by X in the general formula (I).
Is an azopyridone dye having a trifluoromethyl group,
Sulforhodamines represented by the above general formula (2), wherein at least one of Y 1 and Y 2 is a sulfone (—SO 3 −) group (the above CI Acid Red 289,
C. I. Acid Red 52, C.I. I. Acid
Red 50) and xanthene dyes, which can satisfy the above properties a) to f) at an extremely high level.

The total content of the azopyridone-based dye and the xanthene-based dye in the recording ink of the present invention is such that pixels having more excellent optical characteristics can be obtained and more stable ink ejection properties can be obtained. 0.1 to 1 of the total amount of ink
The range is 5% by mass, preferably 1 to 10% by mass, and more preferably 2 to 8% by mass. Further, other dyes and pigments may be included as necessary. According to the study of the present inventors, when the azopyridone-based dye and the xanthene-based dye are contained at a mass ratio of 3: 1 to 1: 3, a more excellent red color tone and higher light fastness are obtained. It was found that a color filter having pixels having properties was obtained.

The recording ink of the present invention having the above-mentioned dyes is usually prepared by dissolving these dyes in an aqueous medium containing water.
The ink contains a water-soluble organic solvent for the purpose of improving the solubility of the ink constituents, the ink application characteristics, the viscosity, the fixability to the recording medium, and the like. In particular, when the recording ink according to the present invention is ejected using an ink jet recording method and adheres to the substrate, the possibility of clogging of the orifice is reduced, and in order to maintain good adhesion to the substrate. Preferably, at least one of the water-soluble organic solvents is a water-soluble organic solvent having a boiling point of 150 to 250 ° C., and the content of the water-soluble organic solvent is preferably 10% by mass or more based on the total amount of the ink. . Examples of such a water-soluble organic solvent include solvents as shown in Table 1.

[0051]

[Table 1]

[0052]

[Table 2]

Further, in order to maintain the above-mentioned dye in good dissolved state, the content of water is 10 to 90% by mass, preferably 20 to 80% by mass based on the total amount of the ink.

In the ink, a nonionic, anionic or cationic surfactant may be used. In addition, additives such as a pH adjuster and a fungicide may be added as necessary. May be.

By the way, such an ink is ejected from a recording head by an ink jet method, for example, a bubble jet (registered trademark) type using an electrothermal converter as an energy generating element, or a piezo jet type using a piezoelectric element. It is very suitably used for forming a red pixel by adhering to a color filter substrate. Also, as a characteristic of this ink, at the time of ink preparation, when the ink temperature is 25 ° C., the surface tension is 3%.
By setting the viscosity at 0 to 68 mN / m (dyn / cm) and the viscosity at 15 cP or less, particularly at 10 cP or less, and further at 5 cP or less, the ink ejection characteristics become particularly excellent. In this embodiment, specific ink compositions that can achieve such characteristics include, for example, the inks described in Examples described later.

Further, as another form of the recording ink according to the present invention, in addition to the above-mentioned water-soluble azopyridone dye, xanthene dye and water-soluble organic solvent, a film-forming component is further contained, and the ink is applied. Examples of the ink include an ink whose ink is coated on a recording medium by irradiating the ink with heat and / or light. Hereinafter, a recording ink having a film forming component will be described.

As the film forming component used in the recording ink according to the present invention, a component which is cured by heat or light or both after application of the ink can be used. For example, an acrylic or vinyl monomer component that is cured by a polymerization reaction due to heat or light, or a polymer or copolymer having these monomer units, and is a curable resin that is cured by a dehydration condensation reaction by heat or light And the like. In particular, it is preferable to use a copolymer having an acrylic monomer unit represented by the following general formula (3). Specifically, the following monomers may be used alone and / or a copolymer containing another vinyl monomer capable of forming a copolymer with these monomers may be used. Is desirable.

General formula (3)

[Outside 16]

(Wherein, R ₁ represents a hydrogen atom or a methyl group, and R ₂ represents a hydrogen atom or a linear or branched alkyl group having 1 to 6 carbon atoms). N-methylolacrylamide, N-methoxymethylacrylamide, N-ethoxymethylacrylamide, N-isopropoxymethylacrylamide, N-methylolmethacrylamide, N-methoxymethylmethacrylamide, N-ethoxymethylmethacrylamide, N, N-dimethylol Acrylamide, N, N-dimethoxymethylacrylamide, N, N
-Diethoxymethylacrylamide, N, N-dimethylolmethacrylamide, N, N-dimethoxymethylmethacrylamide, N, N-diethoxymethylmethacrylamide, and the like, but are not limited thereto.

Other vinyl monomers include acrylic acid esters such as acrylic acid, methacrylic acid, methyl acrylate and ethyl acrylate; methacrylic acid esters such as methyl methacrylate and ethyl methacrylate; hydroxymethyl methacrylate; Hydroxyl-containing vinyl monomers such as ethyl methacrylate, hydroxymethyl acrylate, and hydroxyethyl acrylate, styrene, α-methylstyrene, acrylamide, methacrylamide, acrylonitrile, allylamine, vinylamine, vinyl acetate, and vinyl propionate. However, of course, it is not limited to these. The copolymerization ratio (% by mass) of the monomer and another vinyl monomer is preferably from 100: 0 to 5:95, and particularly preferably 9: 5.
0:10 to 10:90 is desirable.

The content of the film-forming component in the ink is preferably from 0.01 to 30% by mass, more preferably from 0.1 to 10% by mass, based on the total amount of the ink. When light is used as a method for forming a film of the ink, various photocurable resin components and a photopolymerization initiator may be further added.

In the recording ink according to the present embodiment, the dye composition, solvent composition, various additives, physical properties of the ink, etc., which are preferably used, are the same as those described in the recording ink having no film-forming component. The same is true.

(Method of Manufacturing Color Filter) Next, a method of manufacturing a color filter using the above-described recording ink will be described. FIG. 1 is an explanatory diagram of a method of manufacturing a color filter used for a liquid crystal display or the like according to an embodiment of the present invention.

FIG. 1A shows the glass substrate 1 on which a black matrix 2 is formed, and 7 denotes a light transmitting portion. As a method of forming a black matrix, for example, when directly provided on a substrate, a method of forming a metal thin film by sputtering or vapor deposition and patterning by a photolithography step, and when provided on a resin composition, a general method is used. Patterning method by a typical photolithography process. However, the present invention is not limited to these.

In the procedure shown in FIG. 1, first, a layer containing a curable resin composition is formed on the substrate 1 on which the black matrix 2 is formed, and the layer is dried to form an ink receiving layer on the substrate 1. 3 is formed (FIG. 1B).

The ink receiving layer 3 preferably contains a copolymer (curable resin composition) having one or several kinds of acrylic monomer units as structural units. This makes it possible to produce a color filter having excellent characteristics even when the recording ink of the present invention containing no film-forming component in the ink is used. Specifically, it is preferable to use a copolymer having at least an acrylic monomer unit represented by the following general formula (3) as a material for forming the ink receiving layer. For example, as a material for forming the ink receiving layer, it is preferable to use a copolymer of the following general formula (3) with another vinyl monomer copolymerizable therewith.

General formula (3)

[Outside 17]

In the general formula (3), R1 represents a hydrogen atom or a methyl group, and R2 represents, for example, a hydrogen atom or a C1 to C1 group.
6 represents an alkyl group.

Specific examples of the monomer corresponding to the structural unit represented by the general formula (3) include, for example, N-methylolacrylamide, N-methoxymethylacrylamide, N-ethoxymethylacrylamide, Isopropoxymethyl acrylamide, N-methylol methacrylamide, N-methoxymethyl methacrylamide, N
-Ethoxymethyl methacrylamide, N, N-dimethylolacrylamide, N, N-dimethoxymethylacrylamide, N, N-diethoxymethylacrylamide,
Examples include, but are not limited to, N, N-dimethylol methacrylamide, N, N-dimethoxymethyl methacrylamide, and N, N-diethoxymethyl methacrylamide.

The vinyl monomers include, for example, acrylates such as acrylic acid, methacrylic acid, methyl acrylate and ethyl acrylate; methacrylates such as methyl methacrylate and ethyl methacrylate; hydroxymethyl methacrylate , Hydroxyethyl methacrylate, hydroxymethyl acrylate, hydroxyethyl acrylate and other hydroxyl-containing vinyl monomers; styrene; α-methylstyrene; acrylamide;
Methacrylamide; acrylonitrile; allylamine;
Vinylamine; vinyl acetate; vinyl propionate, and the like, but are not limited thereto.
The ratio of using the monomer corresponding to the structural unit represented by the general formula (3) and the other vinyl monomer as described above is such that their copolymerization ratio is a molar ratio. 95: 5
It is desirable that the ratio be in the range of 5:95.

In the method for manufacturing a color filter of the present invention, the ink receiving layer 3 provided on the substrate 1 may be made of a mixture of the above-mentioned material and another polymer compound. Good. Examples of such a polymer compound include polyvinyl pyrrolidone, polyvinyl alcohol, polyvinyl acetal, polyurethane, carboxymethyl cellulose, polyester, polyacrylic acid (ester), hydroxyethyl cellulose, hydroxypropyl cellulose, and modified products thereof. Examples of the resin include natural resins such as albumin, gelatin, casein, starch, cationized starch, gum arabic, and sodium alginate. The compounding amount of these other polymer compounds is preferably 70% by mass or less based on the total amount of the resin constituting the ink receiving layer.

Further, in the material for forming the ink receiving layer 3, various additives for imparting functions may be included as necessary. Specific examples of the additives include a photopolymerization initiator, various surfactants, a dye fixing agent (waterproofing agent), an antifoaming agent, an antioxidant, an optical brightener, an ultraviolet absorber, a dispersant,
Examples include a viscosity adjuster, a pH adjuster, a fungicide, a plasticizer, and the like. These additives are selected from conventionally known compounds.
What is necessary is just to select arbitrarily according to the objective.

The ink receiving layer formed on the substrate 1 is coated with the above-mentioned forming material by using, for example, a method such as spin coating, roll coating, bar coating, spray coating, or dip coating, and then dried. It can be easily formed by forming a film. In the method for manufacturing a color filter of the present invention, the ink receiving layer 3 formed on the substrate by the above-described method is further prebaked as necessary, and then R,
Coloring is performed using the G and B color inks 5 (FIG. 1).
(C)).

The R ink contains the water-soluble azopyridone dye and the xanthene dye described above. As the G and B inks, those using commercially available dyes and pigments can be used, and particularly, those commercially available as inkjet inks are preferable. Further, as the ink, both liquid ink and solid ink can be used, but in the case of the method for manufacturing a color filter according to the present invention, particularly,
It is very preferred to use aqueous inks.

In FIG. 1C, reference numeral 4 denotes an ink jet recording head, and reference numeral 5 denotes each of R, G and B ink droplets. As the ink jet recording method used in the method for producing a color filter of the present invention, a type using an electrothermal converter as an energy generating element, or a type using a piezoelectric element can be used. The pattern can be set arbitrarily.

Here, a preferred method for forming pixels by ejecting ink by an ink-jet method will be described with reference to FIG. FIG. 4 is a block diagram showing a configuration of an apparatus for drawing a colored portion of a color filter by an inkjet method. In FIG. 4, the CPU 21 is connected to the ink jet recording head 4 via a head drive circuit 22. Further, the CPU 21 is configured so that control program information in the program memory 23 is input. And CP
U21 moves the inkjet recording head 4 to a predetermined position on the substrate 1 (not shown), brings a desired pixel position on the substrate 1 below the inkjet head, and discharges a desired color ink 5 to the position. Color. By performing this for a desired pixel position on the substrate 1, a color filter can be manufactured.

In the method for manufacturing a color filter of the present invention, after the ink receiving layer is colored with each color ink as described above, the ink receiving layer 3 is then subjected to light irradiation or light irradiation and heat treatment. Is cured (FIG. 1D).
If necessary, a protective layer 6 is formed thereon to produce a color filter of the present invention (FIG. 1E).

As described above, the material for forming the ink receiving layer preferably used in the present invention may contain a photopolymerization initiator. In this case, the photopolymerization initiator is formed before the ink is applied. The non-colored portion of the ink receiving layer corresponding to the black matrix is preferably subjected to light irradiation or light irradiation and heat treatment in advance to reduce the ink absorbency of the portion.
That is, if such processing is performed on the ink receiving layer,
It is possible to effectively prevent troubles, such as color mixing between the pixels and color unevenness, which are likely to occur when forming the R, G, and B pixels by the ink jet recording method. As a result, a low-cost and high-quality color filter can be manufactured.

FIG. 2 shows a manufacturing process diagram of such an embodiment. First, in this case, after an ink receiving layer 3 containing a photopolymerization initiator is formed on the substrate 1 (FIGS. 2A and 2B), a non-coloring portion corresponding to the black matrix 2 is formed. By exposing 81 to a pattern through a photomask 84 (FIG. 2C), the ink absorbency of the non-coloring portion of the ink receiving layer 3 is reduced. The photomask 84 at the time of pattern exposure has an opening 90 for exposing only the non-colored portion 81 of the ink receiving layer 3 corresponding to the black matrix 2 and reducing the ink absorbency of the exposed portion. Use things. At this time, the opening width Y is slightly smaller than the width X of the black matrix 2 in consideration of the fact that it is necessary to discharge a large amount of ink in order to prevent color loss at a portion in contact with the black matrix 2. It is preferable to use a mask. As a result, the non-coloring portion 81 formed on the ink receiving layer 3
Is narrower than the width of the black matrix 2. The subsequent steps (FIGS. 2D and 2E) are performed in the same manner as in FIG. 1 (FIGS. 1C to 1E) to produce a color filter.

In the above-described method, the light irradiation means for irradiating the ink receiving layer 3 with light and forming a layer (non-coloring portion) 81 having reduced ink absorbability at that portion is not particularly limited. However, in the present invention, in particular, Deep-U
V light is preferable, and light irradiation conditions are 1 to 3000 mJ / cm ^2.
It should be about the degree. When the heat treatment is performed, a method using an oven, a hot plate or the like may be used, and the heat treatment may be performed at a temperature condition of 50 to 180 ° C. for 10 seconds to 20 minutes.

Hereinafter, a photopolymerization initiator capable of imparting the ink receiving layer 3 at that portion with the ability to reduce the ink absorbability by light irradiation as described above will be described.
In the present invention, the photopolymerization initiator used by being contained in the ink receiving layer is not particularly limited, but, for example, onium salts and halogenated triazine compounds are preferably used. More specifically, as the onium salt, triphenylsulfonium hexafluoroantimonate, triphenylsulfonium tetrafluoroborate, triphenylsulfonium hexafluorophosphate, triphenylsulfonium trifluoromethylsulfonate, or derivatives thereof, further, diphenyliodonium Examples include hexafluoroantimonate, diphenyliodonium tetrafluoroborate, diphenyliodonium hexafluorophosphate, diphenyliodonium trifluoromethylsulfonate, and derivatives thereof. Among these, a halogenated triazine compound is particularly preferably used. However, it is not limited to them. Furthermore, derivatives of the above-listed compounds and the like can be used, but of course,
In the present invention, those derivatives are not limited.

The amount of the photopolymerization initiator as mentioned above is based on the weight of the ink receiving layer material.
It is preferably 0.01 to 20%, preferably 0.1 to 10%. Further, compounds such as perylene and anthracene may be added as a sensitizer.

The method for producing a color filter using the recording ink of the present invention which does not contain a film-forming component in the ink has been described above. Next, referring to the process chart of FIG. A method for producing a color filter when the recording ink of the present invention having the above-described film-forming component is used will be described.

First, in this case, as shown in FIG. 3A, it is preferable to use, as the substrate 1, a substrate provided with an ink mixing prevention wall 17. Specifically, by forming a matrix having ink repellency on a non-colored portion of the substrate, the ink color mixing prevention wall 17 can be formed. As a method of forming the ink-mixing prevention wall 17 by forming an ink-repellent matrix on a non-colored portion of the substrate 1 that can be used in the present invention, for example, a transparent substrate or a black matrix is provided. For example, there is a method in which a transparent or black, positive or negative photoresist that exhibits ink repellency when cured is used for a substrate and is processed so that a resist pattern is left in a non-colored portion. In this case, when a transparent photoresist is used, it is expected that a highly accurate ink-repellent wall (color mixture prevention wall 17) is formed on the substrate.
Further, when a black photoresist is used, it is not necessary to separately provide a black matrix, so that the process of forming the black matrix can be shortened. When each resist is used, a portion having ink repellency may be further formed on the upper portion (not shown).

Next, recording inks of each color having R, G, and B film forming components are applied to the colored regions of the substrate using an ink jet recording head. (FIG. 3 (b)). R
The ink contains the azopyridone dye and the xanthene dye described above. In FIG. 3, reference numeral 4 denotes an ink jet head, and reference numeral 5 denotes each of R, G, and B ink droplets. As an inkjet recording method, a type using an electrothermal converter as an energy generating element, or
A type using a piezoelectric element or the like can be used, and a coloring area and a coloring pattern can be arbitrarily set.

Next, light irradiation or heat treatment or light irradiation and heat treatment is performed to form a film on the ink applied on the substrate (FIG. 3C), and a protective layer 6 is formed thereon if necessary. The color filters are completed by laminating (FIG. 3D).
The color filter of the present invention, which is excellent in characteristics, is economically completed by the method described above.

FIG. 5 is a cross-sectional view of a TFT color liquid crystal panel incorporating the color filter of the present invention obtained by the method described above.

In the color liquid crystal panel, the substrate 14 facing the color filter 9 is fitted, and the liquid crystal composition 1
2 is formed. A TFT (not shown) and a transparent pixel electrode 1 are provided inside one substrate of the liquid crystal panel.
3 are formed in a matrix. A color filter 9 is provided inside the other substrate 1 at a position facing the pixel electrode, and a transparent counter (common) electrode 1 is placed on the color filter 9.
0 is formed on one surface. Further, an alignment film 11 is formed in the plane of both substrates, and rubbing the alignment film 11 allows liquid crystal molecules to be aligned in a certain direction. A polarizing plate 15 is adhered to the outside of each glass substrate, and a liquid crystal compound is filled in the gap (about 2 to 5 μm) between these glass substrates. As a light source of the backlight 16, a combination of a fluorescent lamp and a scattering plate (both not shown) is used. Display is performed by making the liquid crystal compound function as an optical shutter that changes the transmittance of the backlight light. The black matrix and the colored portion are usually formed on the color filter substrate side as shown in FIG. 5, but in a black matrix (BM) on-array type liquid crystal panel, FIG.
As shown in the figure, the BM is formed on the opposite TFT substrate side, and in the case of a color filter (CF) on-array type, C
An F portion is formed on the TFT substrate side as shown in FIG.

The liquid crystal panel thus produced is used as an image display device 92 such as a computer 91 as shown in FIG.

[0090]

EXAMPLES Hereinafter, each embodiment of the present invention will be described in more detail with reference to Examples and Comparative Examples.

Examples 1 to 8 On a glass substrate provided with a black matrix made of chromium metal having openings of 60 to 150 μm, N was used as an ink receiving layer.
-A curable resin composition containing a copolymer of methylol acrylamide and hydroxyethyl methacrylate (50:50 (mass ratio)) is spin-coated so as to have a film thickness of 1.2 μm, and subjected to a pre-bake at 120 ° C. for 20 minutes. The solution was dried and formed into a film to form an ink receiving layer.

On the other hand, as the dye for the R ink, each of the azopyridone dyes 1 represented by the above-mentioned chemical formulas 6 to 10,
Using the xanthene dyes 2 represented by the above-mentioned chemical formulas 11, 12, and 13 in the combinations shown in Table 2 below, the compounds were prepared according to the following formulation 1 (R), and
5 types of R inks were prepared.

Ink Formula 1 (R) Azopyridone Dye 1 3 wt% Xanthene Dye 2 3 wt% Ethylene glycol monobutyl ether (bp 170 ° C.) 39 wt% Ethyl alcohol (bp 78 ° C.) 6 wt%・ Water 49wt%

[0094]

[Table 3] Table 2

At the same time, the G ink used for producing the color filter includes C.I. I. AcidGreen 9 is used as a dye, and B ink is C.I. I. Acid Bl
ue83 was used as a dye, and prepared according to the following formulation 1 (G, B).

Ink Formula 1 (G, B) Dye 5.7 wt% Ethylene glycol monobutyl ether (bp 170 ° C.) 39 wt% Ethyl alcohol (bp 78 ° C.) 6 wt% Water 49. Next, using the R ink, G ink and B ink of Example 1 obtained above, pixels of each color of the ink receiving layer formed on the substrate as described above were formed by an ink jet printer. Ink was applied to respective positions to be colored to color the RGB matrix pattern. Next, by performing baking at 230 ° C. for 50 minutes, the curing reaction of the ink receiving layer further proceeds, and after drying,
Further, a two-part acrylic thermosetting resin material (trade name: SS-7625 (manufactured by Nippon Synthetic Rubber Co., Ltd.)) is further coated thereon with a film thickness of 1 μm.
m, and a heat treatment was performed at 240 ° C. for 20 minutes to be cured to form a protective layer. Thus, a color filter for liquid crystal of Example 1 was prepared.

Thereafter, the dye used in the R ink was changed in the same manner as described above except that the dyes were sequentially changed as shown in Table 2.
The liquid crystal color filters of Examples 2 to 5 were prepared, and the liquid crystal color filters of Examples 1 to 5 were evaluated. or,
The inkjet ejection stability of each of the R inks prepared in Examples 1 to 5 was also evaluated. The evaluation result is the third
Shown in the table.

<Evaluation Method> (Evaluation 1: Transparency of Colored Part)
A liquid crystal panel was prepared using the color filter of No. 5, and the transparency of the R pattern portion was visually observed and evaluated according to the following criteria.

A: good transparency B: slightly poor transparency C: poor transparency and dullness (Evaluation 2: heat resistance) The color filters of Examples 1 to 5 obtained above were evaluated as follows. C. oven for one hour, and the size of the discoloration and fading of the R pattern part was determined by CIE (E
cue difference) and evaluated according to the following criteria. When ΔE is 3 or less, almost no discoloration is observed. When ΔE is more than 3 and 10 or less, discoloration and discoloration are slightly observed, but are not practically problematic. ΔE is 1
When it is 0 or more, discoloration and fading are clearly recognized.

A: ΔE is 3 or less B: ΔE is more than 3 and 10 or less C: ΔE is more than 10 (Evaluation 3: Light fastness) Atlas Fade Meter Ci3
5, the xenon light is applied to the above color filter by 50%.
Irradiation was performed for a time, and the magnitude of the discoloration of the R pattern portion was calculated as ΔE determined by CIE, and evaluated in the same manner as in Evaluation 2 according to the following criteria.

A: ΔE is 3 or less B: ΔE is more than 3 and 10 or less C: ΔE is more than 10 (Evaluation 4: Ejection stability) The ink prepared under the above conditions is loaded in BJ-10V, and A4 paper is used. The character pattern was printed on 300 sheets. The 300th printed A
The four sheets were visually observed and evaluated according to the following criteria.

A: No problem at all B: Slight blurring occurred C: Almost no ejection

[0103]

[Table 4] Table 3

[Comparative Example 1] Except that the dye in the R ink used in Example 1 was changed to the dye of Comparative Example 1 shown in Table 2,
A color filter was prepared in exactly the same manner as in Example 1. Then, the obtained color filter and the used R ink were evaluated in the same manner as in Example 1, and the evaluation results are also shown in Table 3.

Examples 6 to 10 First, a black pigment resist CK-S171 manufactured by Fuji Hunt Co., Ltd. was formed on a glass substrate.
B was applied by a spin coating method, and thereafter, a black matrix having a thickness of 1.0 μm was formed on the substrate by exposure, development, and heat treatment.

Next, R, G, and B inks are discharged into the openings by an ink jet printer.
The ink was coated by a heat treatment for 0 minutes to form a color filter for a liquid crystal element. As each ink, a recording ink having a film-forming component prepared as follows was used. That is, the following coloring materials are used, and the respective ink compositions are represented by the following ink formulation 2 (R).
And ink formulation 2 (G, B).

Coloring material of R ink: azopyridone dye and xanthene dye shown in Table 2 Coloring material of G ink: C.I. l. Coloring material of Acid Green 9 B ink: C.I. l. Acid Blue 83 Ink Formula 2 (R) Dye Azopyridone Dye 1 3.0 wt% Xanthene Dye 2 3.0 wt% Acrylic copolymer material having the following mass composition 3.0 wt% N-methylol acrylamide 20 parts N, N-dimethylaminoethyl methacrylate 10 parts Methyl methacrylate 25 parts 2-hydroxyethyl methacrylate 40 parts Acrylic acid 5 parts ・ Ethylene glycol monobutyl ether (bp 170 ° C.) 36.0 wt% ・ Ethyl alcohol (bp 78 C) 6.0 wt% Water 49.0 wt% Ink formulation 2 (G, B) Dye 5.7 wt% Acrylic copolymer having the following mass composition 3.0 wt% N-methylolacrylamide 20 parts N, N-dimethylaminoethyl methacrylate 10 parts 25 parts 2-hydroxyethyl methacrylate 40 parts Acrylic acid 5 parts Ethylene glycol monobutyl ether (bp 170 ° C) 36.0 wt% Ethyl alcohol (bp 78 ° C) 6.0 wt% Water 49. 3 wt% The evaluation method was the same as in Examples 1 to 5. Table 4 shows the evaluation results.

[0108]

[Table 5] Table 4

Comparative Example 2 The color filter of Comparative Example 2 was prepared under the same conditions as in Example 6 except that the dye contained in the R ink in Example 6 was changed to the dye of Comparative Example 2 shown in Table 2. Was prepared. Then, the obtained color filters and the R ink used were evaluated in the same manner as in Examples 6 to 10 described above. The evaluation results are also shown in Table 4.

(Examples 11 to 15) Using the dyes of the examples shown in Table 2, the R ink prepared according to the following ink formulation 3 was loaded into an inkjet printer BJC-620 manufactured by Canon Inc. OHP manufactured by Canon Inc.
A solid pattern was printed on the film CF-102. Then, the following evaluations were performed on the obtained recorded images. The results are shown in Table 5.

Ink formula 3-Azopyridone dye 1 3.0 wt%-Xanthene dye 2 3.0 wt%-Ethylene glycol (bp 197.9 ° C) 20.0 wt%-Ethyl alcohol (bp 78 ° C) 4.0 wt%, water 70.0 wt% <Evaluation method> (Evaluation 1: OHP suitability) A recorded image was projected on a screen by an OHP and visually observed to determine. A indicates that the recording part is bright, the optical density of the recorded image is high, and high contrast, and a clear and easy-to-view projected image is obtained. A indicates that the recording part has a slightly lower density and B is observed dark, and the recording part is clearly. Those which were dark, had low optical density and lacked in definition were evaluated as C.

(Evaluation 2: Solidity uniformity) Beading was clearly observed in the projected image or visually, C was observed when unevenness was conspicuous, B was observed when slight beading occurred, and B was not generated at all. A without unevenness was designated as A. Here, beading means that when the ink has fluidity before being fixed to the ink receiving layer, the dots move irregularly in the surface direction of the ink receiving layer surface, and the adjacent dots and new dots are moved. Is a phenomenon in which density unevenness occurs in a recorded image due to the formation of an aggregate.

(Evaluation 3: Image Storage Property)
Images recorded on the respective recording media using the above-described printer were stored in an environment of 35 ° C. and 90% RH for 7 days, and evaluated by comparing with the images before storage. A indicates no change in image quality compared to the image before storage, and B indicates a case in which ink spread, bleeding, and character thickening are observed, and image quality is deteriorated.

[0114]

[Table 6] Table 5

Comparative Example 3 A sample was prepared under the same conditions as in Example 11 except that the dye of the R ink used in Example 11 was changed to the dye of Comparative Example 3 shown in Table 2. The results are shown in Table 5.

[0116]

As described above, according to the present invention,
By using a specific water-soluble azopyridone-based dye and a xanthene-based dye, it is possible to provide a recording ink in which the obtained pixels have satisfactory levels of transparency, bleeding, and ink dischargeability. Further, according to the present invention, by using such an ink, a color filter which is excellent in light resistance, heat resistance and adhesion to a substrate, and particularly has high color contrast and high color purity without bleeding in a colored portion of a red pixel. It can be manufactured economically, and an excellent liquid crystal display panel can be manufactured using the color filters.

Further, according to the present invention, there is provided a recording ink which is effective as an application other than a color filter and is suitable as an ink for office and industrial printers.

[Brief description of the drawings]

FIG. 1 shows a color filter manufacturing procedure 1 according to the present invention.
It is a process drawing showing an example.

FIG. 2 is a process chart showing another example of a procedure for manufacturing a color filter according to the present invention.

FIG. 3 is a process chart showing another example of a procedure for manufacturing a color filter according to the present invention.

FIG. 4 is a block diagram illustrating a configuration of an apparatus that draws a colored portion of a color filter using an inkjet method.

FIG. 5 is a schematic sectional view showing a first example of a liquid crystal panel incorporating a color filter according to the present invention.

FIG. 6 is a schematic cross-sectional view showing a second example of a liquid crystal panel incorporating a color filter according to the present invention.

FIG. 7 is a schematic sectional view showing a third example of a liquid crystal panel incorporating a color filter according to the present invention.

FIG. 8 is an example of a computer incorporating a liquid crystal display panel according to the present invention.

[Explanation of symbols]

 DESCRIPTION OF SYMBOLS 1 Substrate 2 Black matrix 3 Ink receiving layer 4 Ink jet recording head 5 Ink droplet of each color of R, G, B 6 Protective layer 7 Light transmission part 9 Color filter 10 Opposite (common) electrode 11 Alignment film 12 Liquid crystal composition 13 Pixel electrode 14 Substrate DESCRIPTION OF SYMBOLS 15 Polarizer 16 Backlight 17 Ink color mixing prevention wall 81 Non-coloring part 84 Photomask 90 Opening X Black matrix width Y Opening width

Continued on the front page (51) Int.Cl. ⁷ Identification symbol FI Theme coat II (reference) G02F 1/1335 505 C09B 11/28 E // C09B 11/28 J 29/42 29/42 B41J 3/04 101Y 101Z F Terms (reference) 2C056 EA13 FB01 FC02 HA44 HA46 2H048 BA64 BB02 BB44 2H091 FA02Y FB02 FB12 FC01 LA02 LA04 LA15 4H056 BA02 BB05 BC01 BD01 BF07 BF07E BF09F BF21 BF26F BF28F BF34 4J039 AD03 BC06 AD09 BC03 BC24 BC26 BC35 BC36 BC40 BC67 BC72 BC73 BC75 BC77 BC78 BC79 BE02 BE12 CA03 CA06 EA15 EA33 EA35 EA37 EA41 EA46 EA47 GA24

Claims (27)

[Claims] 2. A method according to claim 1, further comprising a water-soluble azopyridone dye represented by the following general formula (1), a xanthene dye represented by the following general formula (2), and a water-soluble organic solvent. Recording ink. General formula (1) (Wherein A and B each independently represent a hydrogen atom, a halogen atom, a hydroxyl group, a cyano group, a nitro group, an amino group, a phosphono group, a sulfone group, a sulfamide group, a carboxyl group, a trifluoromethyl group, Or a branched alkyl group, a linear or branched alkoxy group, an aryl group which may have a substituent, or a salt thereof; X represents a linear or branched alkyl group, a hydrogen atom, Y represents a hydrogen atom, a cyano group, a carbamoyl group, a sulfone group, a methylsulfone group, or a salt thereof, and Z represents a linear or branched alkyl group. And has at least one sulfone group or a salt thereof in the formula.) General formula (2) (Wherein Z _{1 to} Z ₇ are each independently a hydrogen atom or a halogen atom, Y ₁ is a sulfone group, a carboxyl group,
Any of a sulfamide group and a carboxamide group,
Y ₂ is any of a hydrogen atom, a sulfone group and a sulfamide group, X ₁ is a hydroxyl group or —N (R ₁ ) (R ₂ ), and X ₂ is
O or = N ⁺ (R ₃ ) (R ₄ ). In the formula, R _{1 to} R ₄ each independently represent a hydrogen atom, an alkyl group having 6 or less carbon atoms, an aryl group which may have a substituent, or a salt thereof. ) 2. The recording ink according to claim 1, wherein X in the general formula (1) is a trifluoromethyl group. 3. The recording ink according to claim 2, wherein Y in the general formula (1) is a sulfone group or a methyl sulfone group. 4. The composition according to claim 1, wherein the water-soluble azopyridone dye and the xanthene dye are contained in a mass ratio of 3: 1 to 1: 3 to prepare a red color tone.
3. The recording ink according to any one of 3. 5. The total content of the water-soluble azopyridone dye and the xanthene dye is 0.1 to 15 of the total amount of the ink.
The recording ink according to any one of claims 1 to 4, which is a mass%. 6. The method according to claim 1, wherein at least one of the water-soluble organic solvents has a boiling point of 150 ° C. or more, and the content of the water-soluble organic solvents is 10% by mass or more of the total amount of the ink. The recording ink according to any one of the above. 7. The recording ink according to claim 1, further comprising a film-forming component. 8. The recording ink according to claim 7, wherein the film-forming component is a resin that is cured by irradiation of at least one of light and heat. 9. An acrylic monomer as the film-forming component,
The recording ink according to claim 7, further comprising at least one selected from a copolymer having an acrylic monomer unit, a vinyl monomer, and a copolymer having a vinyl monomer unit. 10. One of the acrylic monomer units is:
The recording ink according to claim 9, which is represented by at least the following general formula (3). General formula (3) (In the formula, R ₁ represents a hydrogen atom or a methyl group, and R ₂ represents a hydrogen atom or an alkyl group.) 11. The recording ink according to claim 1, wherein the recording ink is for inkjet recording. 12. An ink jet recording method using the recording ink according to claim 11 for ink jet recording. 13. A method for manufacturing a color filter, comprising a step of forming a plurality of colored pixels using the recording ink according to claim 1. Description: 14. The method for manufacturing a color filter according to claim 13, wherein the step of forming the colored pixels includes a step of applying ink on a substrate by using an inkjet recording method. 15. A step of applying the recording ink according to any one of claims 1 to 6 to an ink receiving layer containing a copolymer comprising an acrylic monomer unit by using an ink jet method, Curing the ink receiving layer provided with the color filter. 16. The method according to claim 15, wherein one of the acrylic monomer units is represented by at least the following general formula (3). General formula (3) (In the formula, R ₁ represents a hydrogen atom or a methyl group, and R ₂ represents a hydrogen atom or an alkyl group.) 17. The method for producing a color filter according to claim 15, wherein the ink receiving layer further contains a photopolymerization initiator. 18. Further, prior to applying the ink, the non-colored portion of the ink receiving layer is partially cured by light irradiation or a combination of light irradiation and heat treatment, and the ink absorption of the non-colored portion of the ink receiving layer is performed in advance. The method for producing a color filter according to any one of claims 15 to 17, wherein the property is reduced. 19. A method comprising the steps of: applying the recording ink according to claim 7 to a substrate; and forming a colored pixel by coating the applied ink on the substrate. Characteristic color filter manufacturing method. 20. The method for manufacturing a color filter according to claim 19, wherein the substrate is a substrate having an ink mixing prevention wall. 21. The step of applying the recording ink,
The method for producing a color filter according to claim 19, wherein the method is performed using an inkjet method. 22. A color filter manufactured by the method for manufacturing a color filter according to claim 13. Description: 23. A color filter including a red pixel, wherein a water-soluble azopyridone-based dye represented by the following general formula (1) and a xanthene-based dye represented by the following general formula (2) are contained in the red pixel. A color filter comprising a dye. General formula (1) (Wherein A and B each independently represent a hydrogen atom, a halogen atom, a hydroxyl group, a cyano group, a nitro group, an amino group, a phosphono group, a sulfone group, a sulfamide group, a carboxyl group, a trifluoromethyl group, Or a branched alkyl group, a linear or branched alkoxy group, an aryl group which may have a substituent, or a salt thereof; X represents a linear or branched alkyl group, a hydrogen atom, Y represents a hydrogen atom, a cyano group, a carbamoyl group, a sulfone group, a methylsulfone group, or any of these salts, and Z represents a linear or branched alkyl group. And has at least one sulfone group or a salt thereof in the formula.) General formula (2) In the figure, Z _{1 to} Z ₇ each independently represent any one of a hydrogen atom and a halogen atom; Y ₁ represents any _one of a sulfone group, a carboxyl group, a sulfamide group and a carboxamide group, and Y ₂
Is a hydrogen atom, a sulfone group or a sulfamide group, X ₁ is a hydroxyl group or —N (R ₁ ) (R ₂ ), X ₂ is ＯO
Or = N ⁺ (R ₃ ) (R ₄ ). In the formula, R _{1 to} R ₄ each independently represent a hydrogen atom, an alkyl group having 6 or less carbon atoms, an aryl group which may have a substituent, or a salt thereof. 24. The water-soluble azopyridone dye and the xanthene dye are present in a weight ratio of 3: 1 to 1:
The color filter according to claim 23, wherein the color filter is contained in the range of 3. 25. The color filter according to claim 23, wherein X in the general formula (1) is a trifluoromethyl group. 26. The color filter according to claim 25, wherein Y in the general formula (1) is a sulfone group or a methylsulfone group. 27. A first substrate having a pixel electrode, a second substrate having a common electrode, a liquid crystal composition layer sealed between the first and second substrates, and a substrate corresponding to the pixel electrode. 27. A liquid crystal display panel having a color filter in which transparent coloring portions are arranged, wherein the color filter is the color filter according to claim 22.