JP2001288393A - Recording ink, inkjet recording method, method for producing color filter, color filters, method for producing liquid crystal display panel, liquid crystal display panel and yellow ink - Google Patents

Abstract

PROBLEM TO BE SOLVED: To provide a recording ink that satisfies transparency, blotting, adhesion to the substrate and ink spitting at high levels and a yellow ink and provide a color filter of high heat resistance and high color purity, a method for producing the same, an excellent liquid crystal panel and a method for producing the same. SOLUTION: The objective recording ink includes a water-soluble azopyridone dye represented by formula (1) and a water-soluble organic solvent, and another recording ink includes a phthalocyanine dye represented by formula (2) in addition to the azopyridone dye. This invention further provides a method of inkjet recording, a method for producing color filters, the color filters produced, a method for producing liquid crystal display panels and the liquid crystal display panels produced and a yellow ink.

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

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

[0002]

2. Description of the Related Art A color filter is an important component of a color liquid crystal display. This filter is formed by repeating pixels composed of three primary colors of red (R), green (G) and blue (B) on a transparent substrate. It has a structure in which many are arranged.

In recent years, with the development of personal computers, especially with the development of portable personal computers,
The demand for liquid crystal displays, especially color liquid crystal displays, tends to increase. 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, the demand for color filters having a high specific gravity in products in terms of cost is rapidly increasing. However, various methods have been hitherto attempted to satisfy the above-mentioned requirements while satisfying the required characteristics of the color filter, but none of them satisfy any of the required characteristics yet. Hereinafter, a typical method for manufacturing a color filter will be described.

The first method most frequently used is a dyeing method. In the dyeing method, a photosensitive material is added to a water-soluble polymer material that is easily dyed, and after patterning a desired shape on a receiving layer on a transparent support by a photolithography process, The obtained pattern is immersed in a dyeing bath to obtain a colored pattern. By repeating the above steps three times, R, G, and B color filters are formed.

The second most frequently used method is the pigment dispersion method, which is recently replacing the above-mentioned dyeing method. In this method, first, a photosensitive resin layer in which a pigment is dispersed is formed on a substrate, and this is patterned to obtain a monochromatic pattern. Then, by repeating this process three times, R, G, and B three-color color filters are formed.

A third method is an electrodeposition method. In this method, first, a transparent electrode is patterned on a substrate. Next, the first color is immersed in an electrodeposition coating liquid containing a pigment, a resin, an electrolytic solution and the like. This process is repeated three times to form R, G, and B color filter layers, and finally baking to form color filters.
In any of the first to third methods, a protective layer is generally formed on the colored layer.

The fourth method is a printing method. In the printing method,
A pigment is dispersed in a thermosetting resin, and printing is repeated three times to form R, G, and B color filter layers, and then the resin is thermoset to form a colored layer.

What is common to all of the above-mentioned methods is that the same process is repeated three times in order to color the three colors of R, G and B, which is inevitable. This leads to high manufacturing costs. Further, there is a problem that the yield of products is reduced as the number of steps is increased. Further, in the electrodeposition method, since the pattern shape that can be formed is limited, the current technology cannot be applied to a TFT color liquid crystal display, and in the fourth printing method, the resolution and the smoothness are low. However, there is a problem in that a fine pitch pattern cannot be formed.

As described above, there are already several methods for producing a color filter. From the viewpoint of emphasizing the chromaticity of a display, a dyeing method using a dye as a coloring material is generally advantageous. ing. However, as described above, in the dyeing method, a method is used in which the substrate is immersed in a dyeing bath when pixels are formed. Therefore, dyes that are difficult to dye on the receiving layer to be used include, for example, color tone (spectral characteristics). However, there is a disadvantage that it cannot be used even if it is good. In contrast, to increase the types of dyes that can be used,
When the dye is of an anionic type, an attempt is generally made to introduce a cationic group such as quaternary ammonium into the receiving layer to improve the dyeing properties of the dye. But,
In this method, there are problems such as a change in the color tone of the dye (spectral shift) and a decrease in heat resistance.

Further, when a dye bath comprising a plurality of dyes is used for toning, the dyeing property between each dye and the receiving layer is not always the same, so that the 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 disadvantages, a method of manufacturing a color filter using an ink jet system has been proposed (for example, Japanese Patent Application Laid-Open No. Sho 59-7520).
No. 5, JP-A-63-235901 and JP-A-1
-217302 and JP-A-4-123005). These differ from the methods listed above,
A color liquid (ink) containing each of the R, G, and B dyes 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.

According to this method, since the dyeing process between the dye and the receiving layer as in the above-described dyeing method is not performed in forming the colored portion, 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.

[0013]

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. For this reason, there were other technical problems to be solved as listed below.However, none satisfying all of the following required characteristics has been known, and the establishment of an immediate solution to these problems has been made. Was desired.

(1) Good adhesion between the colored portion and the color filter substrate. (2) The color purity of the colored portion is high (for example, in the case of a B pixel, light in the G and R wavelength bands is sufficiently shielded). (3) No bleeding of the colored portion. (4) The heat resistance of the colored portion is good.

In view of such technical background, the present inventors have repeatedly studied a coloring material used for a recording ink suitable for producing a color filter, and as a result, have found that an azopyridone dye having a specific structure is replaced with a phthalocyanine dye. The ink having the combined coloring material can satisfy the various conditions described above as a green pixel forming ink of the color filter at a high level, and the yellow ink containing the azopyridone dye having the specific structure as a coloring material, In particular, it has been found that it can be suitably used as an ink for forming a yellow image observed by transmitted light.

The present invention has been made on the basis of such new findings, and an object of the present invention is to meet the above-mentioned various conditions which are preferably provided for producing a color filter by an ink-jet method at an extremely high level. 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 green pixels are formed by the ink, a method of manufacturing the color filter, and a liquid crystal display panel using the color filter. And a method of manufacturing a liquid crystal display panel. Further, another object of the present invention is to provide a yellow ink which can be suitably used for forming a yellow image observed with transmitted light, for example.

[0017]

The above objects are achieved by the present invention described below. That is, the recording ink according to one embodiment of the present invention is characterized by containing at least a water-soluble azopyridone dye represented by the following general formula (1) and a water-soluble organic solvent. (In the formula (1), A and B are each independently 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 A linear or branched alkyl group, a linear or branched alkoxy group,
X represents any of an aryl group which may have a substituent and salts thereof, X represents a linear or branched alkyl group, a hydrogen atom, a carboxyl group, or a trifluoromethyl group, and Y represents hydrogen. An atom, a cyano group, a carbamoyl group, a sulfone group, a methylsulfone group or any of these salts, Z represents a linear or branched alkyl group, and at least one or more sulfone groups or Has its salt. )

A recording ink according to another embodiment of the present invention is an ink containing a phthalocyanine dye represented by the following general formula (2) in addition to the above dye, particularly preferably a water-soluble azopyridone. This is a recording ink prepared for a green color tone, containing a system dye and a phthalocyanine dye in a weight ratio of 3: 1 to 1: 3. (In the formula (2), R _{1 to} R ₄ are each independently a hydrogen atom, a sulfone group, a sulfamide group, a carboxyl group, a halogen atom, a hydroxyl group, a cyano group, a nitro group, an amino group, a phosphono group, a trifluoro group Methyl group, linear or branched alkyl group, linear or branched alkoxy group,
Represents an aryl group, a phenoxy group, a thiophenoxy group or a phenyl group which may have a substituent and any of these salts, and M represents two hydrogen atoms, two Na atoms, 2
Represents two Li atoms, two metals, or a trivalent or tetravalent metal derivative, and has at least two or more sulfone groups or salts thereof in its structure. )

In the recording ink according to one embodiment of the present invention, at least one of the water-soluble organic solvents contained has a boiling point of 120 ° C. or higher, and the content of the water-soluble organic solvent in the ink is Is 10% by weight or more, or X in the general formula (1) is a trifluoromethyl group, or Y in the general formula (1) is a sulfone group, methyl Suitable recording inks are any of sulfone groups.

The recording ink according to one embodiment of the present invention further contains a film-forming component in the ink, and can be formed into a film by irradiating it with heat or light or both after application of the ink. A recording ink comprising a copolymer having at least one kind or several kinds of acrylic monomers or acrylic monomer units, a vinyl monomer or a copolymer having vinyl monomer units as the film-forming component. Inks are mentioned as suitable ones. Further, one of the above acrylic monomer units is preferably a recording ink represented by at least the following general formula (3). (In the formula (3), R ₁ represents a hydrogen atom or a methyl group;
R ₂ represents a hydrogen atom or an alkyl group. )

An ink jet recording method according to an embodiment of the present invention is characterized in that ink jet recording is performed using the recording ink having the above-listed structure prepared for ink jet recording.

A method of manufacturing a color filter according to an embodiment of the present invention is characterized by including a step of forming a plurality of colored pixels using the above-listed recording inks. Furthermore, in the method for producing a color filter according to another embodiment of the present invention, the ink receiving layer containing a copolymer composed of one or several kinds of acrylic monomer units was enumerated using an ink jet system. The method is characterized by comprising a step of applying a recording ink having a constitution in which the ink does not contain a film-forming component, and a step of curing the ink receiving layer to which the ink has been applied. In this case, it is preferable that one of the acrylic monomer units is at least one of the general formula (3)
And a method for manufacturing a color filter represented by the following formula.

Further, a method of manufacturing a color filter according to another embodiment of the present invention includes a method in which the ink receiving layer contains a photopolymerization initiator. Further, as a method of manufacturing a color filter according to another embodiment of the present invention, the non-colored portion of the ink receiving layer may be partially irradiated by light irradiation or a combination of light irradiation and heat treatment prior to ink application. There is a method for producing a color filter which is cured to reduce the ink absorbency of the non-colored portion of the ink receiving layer.

Further, in a method of manufacturing a color filter according to another embodiment of the present invention, there is provided a process for applying the above-described recording ink having a composition containing a film-forming component on a substrate, and an ink applied on the substrate. Forming a colored pixel by forming a colored pixel. Further, a method of manufacturing a color filter, in which the step of applying the recording ink is performed by using an inkjet method, and a method of manufacturing a color filter, in which the substrate is a substrate having an ink color mixing prevention wall, are preferable. It is listed as.

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

Furthermore, a color filter according to another embodiment of the present invention is a color filter including a green pixel, wherein a water-soluble azopyridone dye represented by the following general formula (1) is contained in the green pixel. A phthalocyanine dye represented by the following general formula (2) is contained. (In the formula (1), A and B are each independently 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 A linear or branched alkyl group, a linear or branched alkoxy group,
X represents any of an aryl group which may have a substituent and salts thereof, and X represents a linear or branched alkyl group,
Represents a hydrogen atom, a carboxyl group, or a trifluoromethyl group; Y represents a hydrogen atom, a cyano group, a carbamoyl group, a sulfone group, a methylsulfone group, or any of these salts; Represents a branched alkyl group, and has at least one or more sulfone groups or salts thereof in the structure. )

[0027] (In the formula (2), R _{1 to} R ₄ are each independently a hydrogen atom, a sulfone group, a sulfamide group, a carboxyl group, a halogen atom, a hydroxyl group, a cyano group, a nitro group, an amino group, a phosphono group, a trifluoro group Methyl group, linear or branched alkyl group, linear or branched alkoxy group,
Represents an aryl group, a phenoxy group, a thiophenoxy group or a phenyl group which may have a substituent and any of these salts, and M represents two hydrogen atoms, two Na atoms, 2
Represents two Li atoms, two metals, or a trivalent or tetravalent metal derivative, and has at least two or more sulfone groups or salts thereof in its structure. )

Among the above color filters, it is particularly preferable that the water-soluble azopyridone dye and the phthalocyanine dye are contained in a weight ratio of 3: 1 to 1: 3 to prepare a green color tone. A recording ink, wherein X in the general formula (1) is a trifluoromethyl group, or
Examples include those using a recording ink in which Y in the general formula (1) is either a sulfone group or a methyl sulfone group.

Further, a method of manufacturing a liquid crystal display panel according to one embodiment of the present invention is characterized by using the color filters listed above. Furthermore,
A liquid crystal display panel according to one embodiment of the present invention is characterized by using the color filters listed above.

The yellow ink according to one embodiment of the present invention is characterized by containing at least a water-soluble azopyridone dye represented by the general formula (1) and a water-soluble organic solvent.

According to the present invention having the above-mentioned structure, a color filter having excellent characteristics can be provided easily and economically. Furthermore, using such a color filter, for example, a panel substrate is disposed to face the color filter, and at least a liquid crystal composition is sealed between the filter and the panel substrate to provide a liquid crystal having excellent characteristics. A display panel is provided.

[0032]

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, in particular, as a coloring material, an azopyridone-based dye having a specific structure was added to a phthalocyanine-based dye having a specific structure to form an ink. As a result, it has been found that a color filter having an excellent green color tone and a high light resistance with a green color tone can be produced. Further, the present inventors have found that a yellow ink containing an azopyridone dye having a specific structure as a coloring material can be suitably used, particularly, as an ink for forming a yellow image observed by transmitted light. Incidentally, the recording ink of the present invention shows excellent performance even in the conventional recording technology,
It can also be used for various recording technology applications such as ink for writing implements and ink for ink jet.

First, the azopyridone dye represented by the following general formula (1), which characterizes the recording ink and yellow ink of the present invention, will be described. In the above formula (1), 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. , Carbon number 1
A straight-chain or branched alkyl group having 1 to 6 carbon atoms, a straight-chain or branched alkoxy group having 1 to 6 carbon atoms, such as a halogen atom, a hydroxyl group, a cyano group, a nitro group, an amino group, a phosphono group, and a sulfone group; , A sulfoamide group, a carboxyl group, and an aryl group which may have at least one selected from a trifluoromethyl group, and salts thereof. X represents a linear or branched alkyl group having 1 to 3 carbon atoms, a hydrogen atom, a carboxyl group,
Represents any one of a trifluoromethyl group, 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 straight chain having 1 to 6 carbon atoms or Represents a branched alkyl group, and
The structure has at least one sulfone group or a salt thereof.

In particular, in order to improve the light fastness of the formed image and to improve the water fastness, the above formula (1)
It is desirable to use a compound in which X 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. or,
After hydrolyzing the above-mentioned dye compound by a conventional method, various functional groups can be introduced by performing a general operation 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. The yellow ink containing the azopyridone dye is particularly suitable for forming a Y image observed with transmitted light.

Next, in the recording ink for green color tone according to the present invention, the phthalocyanine dye mainly used for the purpose of adjusting the hue of the azopyridone dye described above is represented by the following general formula (2): Is mentioned. In the formula (2), R _{1 to} R ₄ are each independently a hydrogen atom,
Sulfone group, sulfoamide group, carboxyl group, halogen atom, hydroxyl group, cyano group, nitro group, amino group, phosphono group, trifluoromethyl group, carbon number 1-6
Linear or branched alkyl group, linear or branched alkoxy group having 1 to 6 carbon atoms, such as sulfone group, sulfamide group, carboxyl group, halogen atom, hydroxyl group, cyano group, nitro group, amino Group,
Represents an aryl group, a phenoxy group, a thiophenoxy group or a phenyl group which may have at least one of a phosphono group and a trifluoromethyl group, and a salt thereof, and M represents two hydrogen atoms, 2 Na atoms, 2 L
i-atom, two metals, or a trivalent or tetravalent metal derivative, and has at least two or more sulfone groups or salts thereof in its structure.

The above-mentioned phthalocyanine compound can be synthesized by the method described on page 418 of precision organic synthesis second edition (Nankodo), which is conventionally known. At this time, phthalocyanine derivatives having various functional groups can be obtained by appropriately selecting phthalonitrile to be used. After the phthalocyanine compound is obtained, concentrated sulfuric acid, fuming sulfuric acid,
By treating with chlorosulfonic acid or the like, a water-soluble phthalocyanine derivative can be obtained.

Specifically, phthalocyanine dyes represented by the following chemical formulas can be used. Of course,
The present invention is not limited to these.

The content of the dye compound as exemplified above in the recording ink and the yellow ink of the present invention is 0.5 to 20% by weight, preferably 1 to 15% by weight in total. Range. Further, other dyes and pigments may be included as needed. According to the study of the present inventors, in a recording ink prepared for a green color tone, the water-soluble azopyridone-based dye and the phthalocyanine-based dye are used in a weight ratio of 3: 1 to 1: 3. It has been found that when contained in the range, a color filter having a green pixel having more excellent green color tone and having higher light resistance can be obtained.

The recording ink and the yellow ink of the present invention having the above-mentioned dyes are usually prepared by dissolving these dyes in an aqueous medium containing water. For the purpose of improving the storability, ink application characteristics, fixability to a recording medium, and the like, a water-soluble organic solvent is contained. In this case, in particular, at least one of the water-soluble organic solvents is a water-soluble organic solvent having a boiling point of 120 ° C. or more, and the content of the water-soluble organic solvent is 10% by weight or more based on the total amount of the ink. Is preferred.

A preferred organic solvent which can be used in the recording ink and yellow ink of the present invention, and has a boiling point of 1
Examples of the water-soluble organic solvent having a temperature of 20 ° C. or higher include amides such as dimethylformamide and dimethylacetamide; polyalkylene glycols such as polyethylene glycol and polypropylene glycol; ketone or keto alcohols such as diacetone alcohol; Alkylene glycols having an alkylene group containing 2 to 6 carbon atoms, such as propylene glycol, butylene glycol, triethylene glycol, 1,2,6-hexanetriol, thiodiglycol, hexylene glycol, diethylene glycol; glycerin; ethylene glycol Polyhydric alcohols such as monomethyl (or ethyl) ether, diethylene glycol methyl (or ethyl) ether, and triethylene glycol monomethyl (or ethyl) ether Lower alkyl ethers; N- methyl-2-pyrrolidone, 2-pyrrolidone, and 1,3-dimethyl-2-imidazolidinone.

A water-soluble organic solvent having a boiling point lower than 120 ° C. is often added, and examples of such an organic solvent include methyl alcohol, ethyl alcohol, n-propyl alcohol, isopropyl alcohol, and the like. C1-C4 alkyl alcohols such as n-butyl alcohol, sec-butyl alcohol and tert-butyl alcohol; ketone or keto alcohols such as acetone; ethers such as tetrahydrofuran and dioxane; polyethylene glycol and polypropylene glycol Polyalkylene glycols; ethylene glycol, propylene glycol, butylene glycol,
And 1,3-dimethyl-2-imidazolidinone.

The recording ink and the yellow ink of the present invention may further contain a nonionic, anionic, cationic or other surfactant.
Additives such as fungicides may be added as necessary.

Further, as another embodiment of the recording ink of the present invention, in addition to the water-soluble azopyridone dye represented by the general formula (1) and the water-soluble organic solvent described above, An ink which contains at least a film-forming component and which is formed by applying heat or light, or both, after applying the ink to a recording medium, may be used. Hereinafter, the recording ink of the present invention having a film forming component will be described.

As the film-forming component used in the recording ink of the present invention, a component which is cured by heat or light or both can be used. For example, a monomer component that is cured by a polymerization reaction due to heat or light, such as an acrylic or vinyl monomer, or a polymer or copolymer having these monomer units, which is cured by a dehydration condensation reaction due to heat or light. And the like. In particular, it is preferable to use a copolymer having at least one kind or several kinds of acrylic monomer units 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.

[0046] In formula (3), R ₁ represents a hydrogen atom or a methyl group, R ₂
Represents, for example, a hydrogen atom or an alkyl group having 1 to 5 carbon atoms.

Examples of the monomer include N-methylolacrylamide, N-methoxymethylacrylamide,
N-ethoxymethylacrylamide, N-isopropoxymethylacrylamide, N-methylol methacrylamide, N-methoxymethylmethacrylamide, N-ethoxymethylmethacrylamide, N, N-dimethylolacrylamide, N, N-dimethoxymethylacrylamide, N , N-diethoxymethylacrylamide, N, N
-Dimethylol methacrylamide, N, N-dimethoxymethyl methacrylamide, N, N-diethoxymethyl methacrylamide, and the like, but are not limited thereto.

Examples of other vinyl monomers include acrylates such as acrylic acid, methacrylic acid, methyl acrylate and ethyl acrylate, methacrylates such as methyl methacrylate and ethyl methacrylate, and hydroxymethyl methacrylate. , Hydroxyethyl methacrylate, hydroxymethyl acrylate, hydroxyl-containing vinyl monomers such as hydroxyethyl acrylate, and others, styrene, α-methylstyrene, acrylamide, methacrylamide, acrylonitrile, allylamine, vinylamine, vinyl acetate, and propionic acid Vinyl and the like can be mentioned, but of course, it is not limited to these. The copolymerization ratio (% by weight) of the monomer and another vinyl monomer is 100%: 0% to 5%: 95%.
Is preferable, and 90%: 10% to 10%: 90% is particularly desirable.

The content of the above-mentioned film-forming component contained in the ink is preferably 0.01 to 30% by weight, particularly preferably 0.1 to 10% by weight. 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.
Incidentally, the recording ink of the present invention shows excellent performance even in the conventional recording technology, and can be used for various recording technology applications such as ink for writing implements.

Next, a method of manufacturing a color filter (hereinafter, simply referred to as a liquid crystal color filter) used in a liquid crystal display or the like according to the present invention will be described. FIG.
FIG. 4 is a process diagram for explaining a manufacturing procedure of a method for manufacturing a liquid crystal color filter according to the present invention, and shows an example of a configuration of a liquid crystal color filter according to the present invention. 1 in FIG.
Indicates a substrate, but a glass substrate can generally be used as the substrate. However, it is not limited to a glass substrate as long as it has necessary characteristics such as transparency and mechanical strength as a liquid crystal color filter.

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 is preferably configured to contain a copolymer (curable resin composition) having one or several types 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 (curable resin composition) 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.

[0053] In formula (3), R ₁ represents a hydrogen atom or a methyl group, R ₂
Represents, for example, a hydrogen atom or an alkyl group having 1 to 5 carbon atoms.

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.

Other vinyl monomers include, for example, acrylic esters such as acrylic acid, methacrylic acid, methyl acrylate and ethyl acrylate; methacrylic esters such as methyl methacrylate and ethyl methacrylate; Hydroxyl-containing vinyl monomers such as methyl methacrylate, hydroxyethyl methacrylate, hydroxymethyl acrylate and hydroxyethyl acrylate; styrene; α-methylstyrene; acrylamide; methacrylamide; acrylonitrile; allylamine; vinylamine; vinyl acetate; And the like, but 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. 9
It is desirable to set the range of 5: 5 to 5:95.

In the method for manufacturing a color filter of the present invention, the ink receiving layer 3 provided on the substrate 1 is made of a copolymer (curable resin composition) made of the above-mentioned material.
Further, a mixture of other polymer compounds may be used. Examples of such a high molecular 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 weight or less based on the total amount of the resin constituting the ink receiving layer.

The material for forming the ink receiving layer 3 may contain various additives for imparting functions as required. 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 a method such as spin coating, roll coating, bar coating, spray coating, 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 G ink contains the water-soluble azopyridone dye described above. As the R and B inks, those using commercially available dyes and pigments as coloring materials can be used,
Particularly, those commercially available as inkjet inks are preferable. As the ink, both a liquid ink and a solid ink can be used. In the case of the color filter manufacturing method of the present invention, it is particularly preferable to use an aqueous ink.

Incidentally, 4 in FIG. 1C schematically shows an ink jet recording head, and 5 schematically shows 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.

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 may be 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 on 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 compounding amount of the photopolymerization initiator as described above is based on the weight of the above-mentioned 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 containing no 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 a substrate having an ink color mixing prevention wall 17 as the substrate 1. 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, the recording inks of the respective colors having R, G, and B film forming components are applied to the colored regions of the substrate using an ink jet recording head, and then the film is formed by heat or light, or both. Thus, a colored pixel is formed (FIG. 3B). The G ink contains the water-soluble azopyridone dye described above. In FIG. 3, reference numeral 4 denotes an ink jet recording head, and reference numeral 5 denotes schematically R, G, and B ink droplets. As the ink jet recording method, a type using an electrothermal transducer as an energy generating element, a type using a piezoelectric element, or the like can be used, and the coloring area and the coloring pattern can be arbitrarily set. Next, by performing light irradiation or heat treatment, or light irradiation and heat treatment, the ink applied on the substrate is formed into a film (FIG. 3C), and a protective layer 6 is laminated thereon as necessary. Complete the color filter (Fig. 3
(D)). The color filter of the present invention, which is excellent in characteristics, is economically completed by the method described above.

FIG. 4 shows a sectional view of a TFT color liquid crystal panel incorporating the color filter of the present invention obtained by the method described above. The color liquid crystal panel is formed by aligning the substrate 14 facing the color filter 9 and sealing the liquid crystal composition 12 therebetween. A TFT (not shown) and a transparent pixel electrode 13 are formed in a matrix inside one substrate of the liquid crystal panel.
A color filter 9 is provided inside the other substrate 1 at a position facing the pixel electrode, and a transparent counter (common) electrode 10 is formed on one surface of the color filter 9. Further, an alignment film 11 is formed in the planes 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 the liquid crystal compound is filled in the gap (about 2 to 5 μm) between these glass substrates. or,
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.

[0069]

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-methylolacrylamide and hydroxyethyl methacrylate (5
(0:50 (weight ratio)), and spin-coated with a curable resin composition containing a copolymer so as to have a film thickness of 1.2 μm.
Prebaking was performed at 120 ° C. for 20 minutes, followed by drying and coating to form an ink receiving layer.

On the other hand, as the coloring material for the G ink, each of the azopyridone dyes 1 of the compounds 4 to 8 represented by the chemical formulas 4 to 8 and the compound 9 represented by the chemical formulas 9 and 10 described above are used. Using 10 phthalocyanine dyes 2 and 8 combinations of Formulation Examples A1 to A8 shown in Table 1 below, eight kinds of G inks prepared as in Formulation 1 (G) below were prepared.

Ink formulation 1 (G) Dye 1 3 wt% Dye 2 3 wt% Ethylene glycol monobutyl ether (boiling point 170 ° C.) 39 wt% Ethyl alcohol (boiling point 78 ° C.) 6 wt% Water 49 wt%

[0072]

At the same time, the R ink used for the production of the color filter contains C.I. I. Di
Rect 80, and the B ink has a dye C.I. I. Acid Blue 8
Ink No. 3 was used to prepare an ink according to the following prescription 1 (R, B).

Ink Formula 1 (R, B) Dye 5.7 wt% Ethylene glycol monobutyl ether (boiling point 170 ° C.) 39 wt% Ethyl alcohol (boiling point 78 ° C.) 6 wt% Water 49.3 wt%

Next, using the G ink (Formulation Example A1), R ink, and B ink obtained above, the pixels of each color of the ink receiving layer formed on the substrate as described above were formed using an ink jet printer. Ink was applied to each position to be formed to color the RGB matrix pattern. Next, baking is performed at 230 ° C. for 50 minutes to advance a curing reaction of the ink receiving layer, and after drying, a two-component acrylic thermosetting resin material (trade name: SS-7625 (trade name)) Spin-coated to a thickness of 1 μm.
A protective layer was formed by performing a heat treatment at 0 ° C. for 20 minutes and curing to form a color filter for a liquid crystal of Example 1.

Hereinafter, G of Formulation Example A1 used in Example 1
The color filters for liquid crystals of Examples 2 to 8 were prepared in exactly the same manner as described above except that the inks were sequentially changed to the G inks of Formulation Examples A2 to A8.

Each color pattern of the liquid crystal color filters of Examples 1 to 8 obtained above was evaluated by the following methods and criteria. Further, with respect to each of the G inks prepared in Examples 1 to 8, the inkjet discharge stability was evaluated by the method of Evaluation 4 described below. Table 2 summarizes these evaluation results.

<Evaluation Method> (Evaluation 1: Transparency of Colored Part)
A liquid crystal panel is created using each color filter of No. 8 and G
The transparency of the pattern portion was visually observed and evaluated according to the following criteria. A: Transparency is good. B: Transparency is slightly inferior. C: Inferior in transparency and dull.

(Evaluation 2: Heat Resistance) Each of the color filters of Examples 1 to 8 obtained above was left in an oven at 250 ° C. for 1 hour, and the magnitude of the discoloration and fading of the G pattern portion was determined by ΔE determined by CIE. (Metric hue difference) and evaluated according to the following criteria AC. If 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 there is no practical problem. When ΔE is 10 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: Lightfastness) Xenon light was applied to the above color filter for 50 hours using an Atlas Fade Meter Ci35, and the magnitude of the discoloration and fading of the G pattern portion was calculated as ΔE determined by CIE. In the same manner as in the case of Evaluation 2, evaluation was made 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: G ink ejection stability) The G inks of Examples 1 to 8 were loaded in BJ-10V, and 300 character patterns were printed on A4 paper. The 300th printed A4 sheet was visually observed and evaluated according to the following criteria. A: No problem B: Slight blurring occurred C: Almost no ejection

[0082]

[Comparative Examples 1 to 6] In Examples 1 to 8,
Liquid crystal color filters of Comparative Examples 1 to 6 were prepared in exactly the same manner except that the dye in the G ink was replaced with the dyes of Formulation Examples A9 to A14 shown in Table 3. Then, the obtained color filter for liquid crystal and the G ink used were evaluated in the same manner as in Examples 1 to 8, and the evaluation results were shown in Table 4.
It was shown to.

[0084]

[0085]

[Examples 9 to 16] 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 ejected into the openings on the substrate by an ink jet printer,
The ink was coated by a heat treatment at 0 ° C. for 30 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 are used as the coloring materials, and the respective ink compositions are as shown in the following ink formulation 2 (G) and ink formulation 2 (R, B).

Color material of R ink: C.I. l. Coloring material of Direct Red 80 B ink: C.I. l. Coloring material of Acid Blue 83 G ink: each coloring material described in Formulation Examples A1 to A8 shown in Table 1 above

[0089]

[0090]

<Evaluation Method> (Evaluation 1: Transparency of Colored Part) Examples 9 to
A liquid crystal panel was created using each of the 16 color filters,
The transparency of the G pattern portion was visually observed and evaluated according to the following criteria. Table 5 shows the evaluation results. A: good transparency B: slightly poor transparency C: poor transparency and dullness

(Evaluation 2: Heat Resistance) The color filters of Examples 9 to 16 prepared above were left in an oven at 250 ° C. for 1 hour, and the magnitude of the discoloration of the G pattern portion was calculated as ΔE determined by CIE. Then, evaluation was made based on the following criteria A to C. If 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 there is no practical problem. When ΔE is 10 or more, discoloration and fading are clearly recognized. The evaluation results are shown in Table 5. 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) Using the Atlas Co. fade meter Ci35, Examples 9 to 1 prepared above.
The color filter of No. 6 is irradiated with xenon light for 50 hours,
The magnitude of the discoloration of the pattern portion was calculated as ΔE determined by CIE, and evaluated in the same manner as in Evaluation 2 according to the following criteria. The evaluation results are shown in Table 5. A: ΔE is 3 or less B: ΔE is more than 3 and 10 or less C: ΔE is more than 10

(Evaluation 4: G ink ejection stability) The G inks of Examples 9 to 16 prepared above were loaded in BJ-10V, and 300 character patterns were printed on A4 paper. The 300th printed A4 sheet was visually observed and evaluated according to the following criteria. Table 5 shows the evaluation results. A: No problem B: Slight blurring occurred C: Almost no ejection

[0095]

Comparative Examples 7 to 12 In Examples 9 to 16, except that the coloring materials of Formulation Examples A1 to A8 shown in Table 1 were changed to the coloring materials of Formulation Examples A9 to A14 shown in Table 3 above. Under exactly the same conditions, color filters of Comparative Examples 7 to 12 were produced. Then, the obtained color filters and the G ink used were evaluated in the same manner as in Examples 9 to 16.
Table 6 shows the evaluation results.

[0097]

(Examples 17 to 24) Using the dyes described in Formulation Examples B1 to B8 in Table 7 below, yellow (Y) or G ink prepared according to Formulation 3 below was used as an ink jet printer manufactured by Canon Inc. It was loaded on a BJC-620, and a solid pattern was printed on an OHP film CF-102 manufactured by Canon Inc. Each evaluation was performed on the obtained recorded image. B1 to B5 are Y ink, and B6 to B8 are G ink.

[0099]

[0100]

[0101]

<Evaluation method> (Evaluation 1: OHP suitability) A recorded image was projected on a screen by OHP, visually observed and judged, and the recording portion was bright, the optical density of the recorded image was high, the contrast was high, and the image was clear. A was obtained when a projection image which was easy to see was obtained was evaluated as A, B was observed when the recording portion was slightly low in density and observed dark, and C was evaluated when the recording portion was clearly dark, the optical density was low and lacked in definition. Table 8 shows the results.

(Evaluation 2: Solid uniformity) Beading was apparently generated on 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 sample without unevenness was designated as A, and the results are shown in Table 8. Here, beading means that when the ink has fluidity before being fixed to the ink receiving layer,
Dots move irregularly in the surface direction of the ink receiving layer surface,
This is a phenomenon in which an aggregate of adjacent dots and new dots is formed to cause density unevenness in a recorded image.

(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: no change in image quality compared to the image before storage; B: one in which ink spread, bleeding, character thickening occurred, and image quality deterioration was recognized, and the results are shown in Table 8. .

[0105]

(Comparative Examples 13 to 18) OH was prepared under exactly the same conditions except that the dyes of the Y and G inks used in Examples 17 to 24 were changed to formulations B9 to B14 shown in Table 9 below.
A solid pattern was printed on a P film. Then, the recorded images were evaluated in the same manner as in Examples 17 to 24, and the results are shown in Table 10.

[0107]

[0108]

[0109]

As described above, according to the present invention,
By using a specific water-soluble azopyridone-based dye, there is provided a recording ink capable of satisfying a high level of transparency, bleeding, adhesion to a substrate, and dischargeability as an ink at a high level. Further, according to the present invention, by using such an ink, it is possible to economically provide a color filter having excellent heat resistance and adhesion to a substrate, and particularly having high color contrast and high color purity without bleeding in a colored portion of a green pixel. It can be manufactured, and an excellent liquid crystal panel can be manufactured using the color filter. Further, according to the present invention, the recording ink is also effective as an application other than the color filter, is also suitable as an ink for office and industrial printers, and is particularly suitable for forming a yellow image observed by transmitted light. A yellow ink is provided.

[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 schematic sectional view showing one example of a liquid crystal panel incorporating the color filter of the present invention.

[Explanation of symbols]

 1: Substrate 2: Black matrix 3: Ink receiving layer 4: Ink jet recording head 5: R, G, and B ink droplets 6: Protective layer 7: Light transmitting portion 9: Color filter 10: Opposite (common) electrode 11: Orientation Film 12: Liquid crystal composition 13: Pixel electrode 14: Substrate 15: Polarizer 16: Backlight 17: Ink color mixing prevention wall 81: Non-coloring portion 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) C09B 47/18 C09B 47/24 47/24 67/22 A 67/22 C09D 11/10 C09D 11/10 G02B 5/20 101 G02B 5/20 101 G02F 1/1335 505 G02F 1/1335 505 B41J 3/04 101Y

Claims (28)

[Claims] 1. A recording ink comprising at least a water-soluble azopyridone dye represented by the following general formula (1) and a water-soluble organic solvent. (In the formula (1), A and B are each independently 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 A linear or branched alkyl group, a linear or branched alkoxy group,
X represents any of an aryl group which may have a substituent and salts thereof, and X represents a linear or branched alkyl group,
Represents a hydrogen atom, a carboxyl group, or a trifluoromethyl group; Y represents a hydrogen atom, a cyano group, a carbamoyl group, a sulfone group, a methylsulfone group, or any of these salts; Represents a branched alkyl group, and has at least one or more sulfone groups or salts thereof in the structure. ) 2. The recording ink according to claim 1, further comprising a phthalocyanine dye represented by the following general formula (2). (In the formula (2), R _{1 to} R ₄ are each independently a hydrogen atom, a sulfone group, a sulfamide group, a carboxyl group, a halogen atom, a hydroxyl group, a cyano group, a nitro group, an amino group, a phosphono group, a trifluoro group Methyl group, linear or branched alkyl group, linear or branched alkoxy group,
Represents an aryl group, a phenoxy group, a thiophenoxy group or a phenyl group which may have a substituent and any of these salts, and M represents two hydrogen atoms, two Na atoms, 2
Represents two Li atoms, two metals, or a trivalent or tetravalent metal derivative, and has at least two or more sulfone groups or salts thereof in its structure. ) 3. The method according to claim 2, wherein the water-soluble azopyridone dye and the phthalocyanine dye are contained in a weight ratio of 3: 1 to 1: 3 to prepare a green color tone. Recording ink. 4. The ink according to claim 1, wherein at least one of the water-soluble organic solvents contained in the ink has a boiling point of 120 ° C. or more, and the content of the water-soluble organic solvent in the ink is 10% by weight or more. 4. The recording ink according to any one of 3. 5. The recording ink according to claim 1, wherein X in the general formula (1) is a trifluoromethyl group. 6. The recording ink according to claim 5, wherein Y in the general formula (1) is any one of a sulfone group and a methyl sulfone group. 7. The ink according to claim 1, which further comprises a film-forming component and is formed by applying heat or light or both after application of the ink. Recording ink. 8. The recording ink according to claim 7, which contains, as a film-forming component, at least one kind or several kinds of acrylic monomers, a copolymer having acrylic monomer units, a vinyl monomer or a copolymer having vinyl monomer units. . 9. The recording ink according to claim 8, wherein one of the acrylic monomer units is represented by at least the following general formula (3). (In the formula (3), R ₁ represents a hydrogen atom or a methyl group;
R ₂ represents a hydrogen atom or an alkyl group. ) 10. The recording ink according to claim 1, which is prepared for inkjet recording. 11. An ink jet recording method comprising performing ink jet recording using the recording ink according to claim 10. 12. 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: 13. The method for manufacturing a color filter according to claim 12, wherein the step of forming a colored pixel includes a step of applying ink on a substrate using an ink jet recording method. 14. The recording ink according to any one of claims 1 to 6, wherein an ink receiving layer containing a copolymer comprising one or several kinds of acrylic monomer units is formed by an ink jet method. A method for producing a color filter, comprising a step of applying and a step of curing an ink receiving layer to which ink has been applied. 15. The method for producing a color filter according to claim 14, wherein one of the acrylic monomer units is represented by at least the following general formula (3). (In the formula (3), R ₁ represents a hydrogen atom or a methyl group;
R ₂ represents a hydrogen atom or an alkyl group. ) 16. The method for producing a color filter according to claim 14, wherein the ink receiving layer further contains a photopolymerization initiator. 17. The method according to claim 1, wherein the non-colored portion of the ink receiving layer is partially cured by light irradiation or a combination of light irradiation and heat treatment prior to ink application. The method for producing a color filter according to any one of claims 14 to 16, further comprising a step of reducing absorptivity. 18. A step of applying the recording ink according to claim 7 on a substrate, and a step of forming a colored pixel by forming a film of the ink applied on the substrate. A method for manufacturing a color filter, comprising: 19. The method for manufacturing a color filter according to claim 18, wherein the step of applying the recording ink is performed using an ink jet system. 20. The method for manufacturing a color filter according to claim 18, wherein the substrate is a substrate having an ink color mixing prevention wall. 21. A color filter manufactured by the method for manufacturing a color filter according to claim 12. 22. A color filter containing a green pixel, wherein a water-soluble azopyridone dye represented by the following general formula (1) and a phthalocyanine dye represented by the following general formula (2) are contained in the green pixel. A color filter comprising a dye. (In the formula (1), A and B are each independently 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 A linear or branched alkyl group, a linear or branched alkoxy group,
X represents any of an aryl group which may have a substituent and salts thereof, and X represents a linear or branched alkyl group,
Represents a hydrogen atom, a carboxyl group, or a trifluoromethyl group; Y represents a hydrogen atom, a cyano group, a carbamoyl group, a sulfone group, a methylsulfone group, or any of these salts; Represents a branched alkyl group, and has at least one or more sulfone groups or salts thereof in the structure. ) (In the formula (2), R _{1 to} R ₄ are each independently a hydrogen atom, a sulfone group, a sulfamide group, a carboxyl group, a halogen atom, a hydroxyl group, a cyano group, a nitro group, an amino group, a phosphono group, a trifluoro group Methyl group, linear or branched alkyl group, linear or branched alkoxy group,
Represents an aryl group, a phenoxy group, a thiophenoxy group or a phenyl group which may have a substituent and any of these salts, and M represents two hydrogen atoms, two Na atoms, 2
Represents two Li atoms, two metals, or a trivalent or tetravalent metal derivative, and has at least two or more sulfone groups or salts thereof in its structure. ) 23. The color filter according to claim 22, wherein the water-soluble azopyridone dye and the phthalocyanine dye are contained in a weight ratio of 3: 1 to 1: 3. 24. The color filter according to claim 22, wherein X in the general formula (1) is a trifluoromethyl group. 25. In the general formula (1), Y is a sulfone group,
The color filter according to claim 24, wherein the color filter is any one of a methyl sulfone group. 26. A method for manufacturing a liquid crystal display panel, comprising using the color filter according to claim 21. 27. A liquid crystal display panel using the color filter according to claim 21. 28. A yellow ink comprising at least a water-soluble azopyridone dye represented by the following general formula (1) and a water-soluble organic solvent. (In the formula (1), A and B are each independently 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 A linear or branched alkyl group, a linear or branched alkoxy group,
X represents any of an aryl group which may have a substituent and salts thereof, and X represents a linear or branched alkyl group,
Y represents any one of a hydrogen atom, a carboxyl group, and a trifluoromethyl group; Y represents any one of a hydrogen atom, a cyano group, a carbamoyl group, a sulfone group, a methyl sulfone group, and a salt thereof; Represents an alkyl group, and has at least one or more sulfone groups or salts thereof in its structure. )