JP2010181596A - Ink for color filter, method of manufacturing ink for color filter, ink set for color filter, color filter, image display device and electronic device - Google Patents

Abstract

<P>PROBLEM TO BE SOLVED: To provide ink for a color filter in an ink jet system, having excellent discharge stability, excellent long-term dispersion stability (dispersion stability) of a pigment, displaying an image with excellent brightness and contrast, restraining uneven color and uneven density in each part, and having excellent uniformity of characteristics between individual products and excellent durability as well to be preferably used for manufacturing the color filter. <P>SOLUTION: This ink for a color filter is used for manufacturing the color filter in the ink jet system. The ink includes a pigment, resin material and a dispersion medium. As a main pigment, zinc complex of halogenated phthalocyanine is contained, as a sub-pigment, sulfonated pigment derivative is contained, and the resin material contains a polymer M expressed by formula (8). <P>COPYRIGHT: (C)2010,JPO&INPIT

Description

  The present invention relates to a color filter ink, a method for producing a color filter ink, a color filter ink set, a color filter, an image display device, and an electronic apparatus.

In general, a color filter is used in a liquid crystal display (LCD) or the like that performs color display.
A color filter has conventionally formed a coating film composed of a material (coloring layer forming composition) containing a colorant, a photosensitive resin, a functional monomer, a polymerization initiator, etc. on a substrate, and then a photomask. It has been manufactured by using a so-called photolithography method in which a photosensitive process, a developing process, and the like are performed. In such a method, the colors are usually overlapped by repeating the operation of forming a coating film corresponding to each color on almost the entire surface of the substrate, curing only a part thereof, and removing most of the other part. Manufacture color filters so that they do not match. For this reason, only a part of the coating film formed in the production of the color filter remains as a colored layer in the finally obtained color filter, and most of it is removed in the production process. Become. For this reason, not only the manufacturing cost of the color filter increases, but also from the viewpoint of resource saving.

On the other hand, in recent years, a method of forming a colored layer of a color filter using an ink jet head (droplet discharge head) has been proposed (see, for example, Patent Document 1). Such a method can reduce waste of the composition for forming a colored layer, can reduce the burden on the environment, and can also suppress the manufacturing cost.
Since pigments generally have characteristics such as excellent light resistance compared to dyes, pigments are widely used as colorants in color filter inks. In the production of a color filter, usually, three colors of ink (color filter ink) corresponding to the three primary colors of light (red, green, and blue) are used.

By the way, in the case of green color filter inks, from the viewpoint of dispersibility and dispersion stability of pigment particles, C.I. I. Pigment Green 36 is widely used. However, C.I. I. Pigment Green 36 has a problem that it is inferior in brightness and contrast.
On the other hand, the inventor of the present invention uses a halogenated phthalocyanine zinc complex in the production of a color filter to obtain C.I. I. It has been found that a green colored portion having excellent brightness and contrast can be formed as compared with Pigment Green 36. However, the halogenated phthalocyanine zinc complex is inferior in dispersion stability in the ink, and color unevenness occurs when a colored portion is formed using a color filter ink containing a halogenated phthalocyanine zinc complex. It has been difficult to stably prevent the occurrence of density unevenness over a long period of time. In addition, when a color filter ink containing a halogenated phthalocyanine zinc complex is used, it has been difficult to sufficiently improve the ejection stability of the droplets.

JP 2002-372613 A

  The object of the present invention is excellent in ejection stability, excellent in long-term dispersion stability (dispersion stability) of the pigment, capable of displaying an image with excellent brightness and contrast, and uneven color and uneven density in each part. An ink for an ink-jet color filter that can be suitably used for the manufacture of a color filter excellent in uniformity of properties among individuals and excellent in durability, and the color filter Provide an ink set for color filters that has a color ink, display images with excellent brightness and contrast, suppress uneven color and uneven density at each location, and provide excellent uniformity of characteristics among individuals It is another object of the present invention to provide a color filter excellent in durability and to provide an image display device and an electronic apparatus provided with the color filter.

Such an object is achieved by the present invention described below.
The color filter ink of the present invention is a color filter ink used for producing a color filter by an inkjet method,
A pigment, a resin material, and a dispersion medium for dispersing the pigment,
As a main pigment, containing a halogenated phthalocyanine zinc complex,
As a secondary pigment, including a sulfonated pigment derivative,
The resin material is a monomer component m1 represented by the following formula (1), a monomer component m2 having a carboxyl group or an acid anhydride group, and a monomer component m3 represented by the following formula (3): It is characterized by containing the polymer M containing.

  As a result, it has excellent ejection stability and excellent long-term dispersion stability (dispersion stability) of the pigment, enabling image display with excellent brightness and contrast, and suppressing uneven color and density unevenness at each location. Further, it is possible to provide an ink for an ink-jet color filter that can be suitably used for producing a color filter having excellent uniformity of characteristics among individuals and excellent durability.

これにより、製造されるカラーフィルターの着色部の透明性（コントラスト）、耐久性、カラーフィルター用インクの保存安定性等を特に優れたものとすることができる。 In the color filter ink of the present invention, the polymer M is a monomer represented by the following formula (4) in addition to the monomer component m1, the monomer component m2, and the monomer component m3. Monomer component m4, monomer component m5 which is an aromatic vinyl compound, monomer component m6 which is a hydroxyl group-containing compound, and monomer component m7 which is a vinyl compound having a 3- to 5-membered cyclic ether group It is preferable that it contains at least one monomer component selected from the group consisting of:

Thereby, the transparency (contrast) of the coloring part of the color filter manufactured, durability, the storage stability of the ink for color filters, etc. can be made especially excellent.

これにより、カラーフィルター用インク中における顔料粒子の長期分散安定性を特に優れたものとすることができる。 In the color filter ink of the present invention, the pigment derivative preferably has a chemical structure represented by the following formula (32).

Thereby, the long-term dispersion stability of the pigment particles in the color filter ink can be made particularly excellent.

In the color filter ink of the present invention, the content of the pigment derivative with respect to 100 parts by weight of the main pigment is preferably 0.5 to 30 parts by weight.
Thereby, the long-term dispersion stability of the pigment particles in the color filter ink can be made particularly excellent, and the lightness and contrast of the formed colored portion can be made particularly excellent.

これにより、カラーフィルター用インクを用いて製造されるカラーフィルターの各部位での色むら、濃度むらの発生やコントラストの低下等をより確実に防止することができ、カラーフィルターの耐久性、信頼性を特に優れたものとすることができる。 In the color filter ink of the present invention, in addition to the polymer M, the resin material includes a monomer component x1 represented by the following formula (11) and a monomer component x3 represented by the following formula (13). And a polymer X containing a monomer component x4 represented by the following formula (14).

As a result, it is possible to more reliably prevent the occurrence of color unevenness, density unevenness, contrast reduction, etc. at each part of the color filter manufactured using the color filter ink, and the durability and reliability of the color filter. Can be made particularly excellent.

  In the color filter ink of the present invention, the dispersion medium is 1,3-butylene glycol diacetate, bis (2-butoxyethyl) ether, 2- (2-methoxy-1-methylethoxy) -1-methylethyl acetate. And one or more selected from the group consisting of diethylene glycol monobutyl ether acetate.

  Thereby, the dissolved state of the polymer M in the color filter ink can be made more uniform, the dispersion stability of the pigment particles can be made particularly excellent, and the discharge of the color filter ink Stability is particularly excellent, and the contrast ratio and brightness of an image displayed using the manufactured color filter can be particularly excellent.

The method for producing the color filter ink of the present invention is represented by the monomer component m1 represented by the following formula (1), the monomer component m2 having a carboxyl group or an acid anhydride group, and the following formula (3). A polymer M solution preparation step of preparing a polymer M solution in which a polymer M containing the monomer component m3 is dissolved in a solvent;
The polymer M solution to which the pigment has been added is subjected to a fine dispersion treatment by a bead mill, and a fine dispersion step of obtaining a pigment dispersion in which the pigment is finely dispersed is provided.

  As a result, it has excellent ejection stability and excellent long-term dispersion stability (dispersion stability) of the pigment, enabling image display with excellent brightness and contrast, and suppressing uneven color and uneven density at each location. Further, it is possible to provide a method for producing an ink for an ink-jet color filter, which can be suitably used for producing a color filter having excellent uniformity of characteristics among individuals and excellent durability.

In the method for producing the color filter ink of the present invention, it is preferable that the method further includes a dilution step of mixing the pigment dispersion and a resin component other than the polymer M after the fine dispersion step.
As a result, for example, the dispersion stability of the pigment in the color filter ink (long-term stability of the color filter ink) becomes particularly excellent, or the colored portion formed using the color filter ink adheres to the substrate. The property can be made particularly excellent.

これにより、カラーフィルター用インクを用いて製造されるカラーフィルターの各部位での色むら、濃度むらの発生やコントラストの低下等をより確実に防止することができ、カラーフィルターの耐久性、信頼性を特に優れたものとすることができる。 In the method for producing a color filter ink of the present invention, in the dilution step, as the resin component, a monomer component x1 represented by the following formula (11) and a monomer component represented by the following formula (13) It is preferable to use a polymer X containing x3 and a monomer component x4 represented by the following formula (14).

As a result, it is possible to more reliably prevent the occurrence of color unevenness, density unevenness, contrast reduction, etc. at each part of the color filter manufactured using the color filter ink, and the durability and reliability of the color filter. Can be made particularly excellent.

The color filter ink set of the present invention is a color filter ink set comprising a plurality of different color filter inks,
The color filter ink of the present invention is provided as the green ink.
As a result, it has excellent ejection stability and excellent long-term dispersion stability (dispersion stability) of the pigment, enabling image display with excellent brightness and contrast, and suppressing uneven color and density unevenness at each location. It is possible to provide an ink set for an ink-jet color filter that can be suitably used for producing a color filter having excellent uniformity of characteristics among individuals and excellent durability.

The color filter of the present invention is manufactured using the color filter ink of the present invention.
This makes it possible to display an image with excellent brightness and contrast, suppress color unevenness and density unevenness in each part, and provide a color filter with excellent uniformity of characteristics among individuals and excellent durability. Can be provided.

The color filter of the present invention is manufactured using the color filter ink set of the present invention.
This makes it possible to display an image with excellent brightness and contrast, suppress color unevenness and density unevenness in each part, and provide a color filter with excellent uniformity of characteristics among individuals and excellent durability. Can be provided.

An image display device according to the present invention includes the color filter according to the present invention.
As a result, color unevenness and density unevenness in each part of the display unit are suppressed, excellent uniformity of characteristics among individuals, image display with excellent brightness and contrast is possible, and excellent durability An image display device can be provided.
The image display device of the present invention is preferably a liquid crystal panel.
As a result, color unevenness and density unevenness in each part of the display unit are suppressed, excellent uniformity of characteristics among individuals, image display with excellent brightness and contrast is possible, and excellent durability An image display device can be provided.
An electronic apparatus according to the present invention includes the image display device according to the present invention.
This suppresses uneven color, uneven density, etc. in each part of the display unit, excellent uniformity of characteristics among individuals, image display with excellent brightness and contrast, and excellent durability Electronic devices can be provided.

It is sectional drawing which shows suitable embodiment of the color filter of this invention. It is sectional drawing which shows the manufacturing method of a color filter. It is a perspective view which shows the droplet discharge apparatus used for manufacture of a color filter. It is the figure which observed the droplet discharge means in the droplet discharge apparatus shown in FIG. 3 from the stage side. It is a figure which shows the bottom face of the droplet discharge head in the droplet discharge apparatus shown in FIG. It is a figure which shows the droplet discharge head in the droplet discharge apparatus shown in FIG. 3, (a) is a cross-sectional perspective view, (b) is sectional drawing. It is sectional drawing which shows embodiment of a liquid crystal display device. 1 is a perspective view showing a configuration of a mobile (or notebook) personal computer to which an electronic apparatus of the present invention is applied. It is a perspective view which shows the structure of the mobile telephone (PHS is also included) to which the electronic device of this invention is applied. It is a perspective view which shows the structure of the digital still camera to which the electronic device of this invention is applied.

Hereinafter, preferred embodiments of the present invention will be described in detail.
《Color filter ink》
The color filter ink of the present invention is an ink used for the production of a color filter (formation of a colored portion of a color filter), and is particularly used for the production of a color filter by an ink jet method.
The color filter ink includes a pigment, a resin material, and a dispersion medium for dispersing the pigment.

<Pigment>
In the color filter ink of the present invention, the pigment contains a main pigment and a sub-pigment. The color filter ink of the present invention contains a zinc complex of a halogenated phthalocyanine (hereinafter also simply referred to as “halogenated phthalocyanine”) as a main pigment, and a sulfonated pigment derivative (hereinafter simply referred to as a sub-pigment). Also referred to as “sulfonated pigment derivative”.

[Main pigment (Zinc complex of halogenated phthalocyanine)]
A zinc complex of halogenated phthalocyanine as a main pigment includes zinc as a central metal and halogenated phthalocyanine as a ligand. The halogenated phthalocyanine zinc complex is C.I. I. Pigment Green 7 and C.I. I. Compared to Pigment Green 36, the brightness is superior. For this reason, the color filter excellent in the brightness can be formed by using the ink for color filters containing the halogenated phthalocyanine zinc complex.

  The halogenated phthalocyanine is obtained by substituting at least a part of the hydrogen atoms of the benzene ring constituting the phthalocyanine with a halogen atom. The halogenated phthalocyanine may be any as long as it satisfies such conditions, but preferably has a chemical structure represented by the following formula (10). The zinc complex of a halogenated phthalocyanine having such a structure is excellent in lightness and color developability.

The content ratio of the halogenated phthalocyanine zinc complex in the color filter ink is not particularly limited, but is preferably 2.9 to 18.1 wt%, more preferably 3.0 to 16.2 wt%. .
The zinc complex of halogenated phthalocyanine may be composed of a single compound or a mixture of a plurality of types of compounds.

[Sub-pigment]
As described above, in the present invention, the color filter ink contains a sulfonated pigment derivative as a sub-pigment in addition to a zinc complex (main pigment) of a halogenated phthalocyanine as a pigment.
Thus, by including a sulfonated pigment derivative together with a halogenated phthalocyanine zinc complex (main pigment), and further including a polymer M as described later, a halogenated phthalocyanine zinc complex in a color filter ink. (Originally, a zinc complex of a halogenated phthalocyanine which is inferior in dispersibility and dispersion stability) can be made excellent in dispersibility and dispersion stability, and is produced using a color filter ink. The present inventor has found that the contrast and brightness of the color filter can be made extremely excellent.

The sulfonated pigment derivative as an auxiliary pigment is obtained by subjecting a known pigment or a known pigment derivative to a sulfonation treatment.
Sulfonation is, for example, sulfonation of fuming sulfuric acid, concentrated sulfuric acid, a mixture of fuming sulfuric acid and concentrated sulfuric acid, a mixture of sulfuric acid and phosphorus pentoxide, chlorosulfonic acid, sodium bisulfite, a mixture of sulfuryl chloride and aluminum chloride, etc. It can be carried out by an aromatic substitution reaction using an agent. In the aromatic substitution reaction, the reaction system may be heated as necessary.

In the sulfonation treatment, a catalyst may be used as necessary. Examples of the catalyst that can be used include metal sulfate salts such as calcium sulfate, aluminum sulfate, and iron sulfate. By using a catalyst, for example, effects such as prevention / suppression of undesirable side reactions, relaxation of reaction conditions, and increase in reaction rate can be obtained.
Although the usage-amount of a catalyst is not specifically limited, It is preferable that it is 0.05-10 weight part with respect to 100 weight part of pigments which should be sulfonated.
In the sulfonation treatment, ethylene glycol, propylene glycol, chloroform, ethylene chloride, carbon tetrachloride or the like may be used in the reaction system as necessary in order to control (suppress) the reaction rate.

  After completion of the sulfonation reaction, the sulfonated pigment derivative can be precipitated by pouring the reaction mixture into a large excess of water relative to the sulfonating agent used. The sulfonated pigment derivative is separated by filtration, washed with dilute acid such as dilute hydrochloric acid, washed with water and dried to obtain the desired sulfonated pigment derivative. When a volatile solvent that is insoluble in water, such as chloroform, ethylene chloride, or carbon tetrachloride, is used, it is preferable to distill off the solvent prior to adding the reaction mixture to water.

In the present invention, the sulfonic acid obtained as described above may be used as an auxiliary pigment (sulfonated pigment derivative) as it is, or a salt of the sulfonic acid may be used as an auxiliary pigment (sulfonated pigment derivative). . Examples of the compound or atom that forms a salt with the sulfonic acid include, for example, 1 to 3 metal atoms such as lithium, potassium, sodium, calcium, magnesium, strontium, and aluminum, monoalkylamines such as ethylamine and butylamine, and dimethylamine. And dialkylamines such as diethylamine, trialkylamines such as trimethylamine and triethylamine, monoethanolamines, organic amines such as alkanolamines such as diethanolamine and triethanolamine, and ammonia.
Among these, when the salt is an alkali metal salt, the salt becomes water-soluble, and the following effects are obtained. That is, after dissolving the salt in water, the water-insoluble impurities can be easily separated by simply filtering, and the sulfonated pigment derivative can be obtained with high purity.
In the present invention, the secondary pigment may be any sulfonated pigment derivative, but preferably has a chemical structure represented by the following formula (32).

  Thereby, the long-term dispersion stability of the pigment particles in the color filter ink can be made particularly excellent. Further, in the method as described later, the efficiency of the fine dispersion step can be made particularly excellent, and the color filter ink can be produced in a short time and with relatively small energy. The productivity of the filter ink can be made particularly excellent, which can contribute to a reduction in production cost. Further, the contrast and brightness of the color filter produced using the color filter ink can be made particularly excellent.

As described above, by using a sulfonated pigment derivative (sub-pigment) having a specific chemical structure together with a zinc complex (main pigment) of a halogenated phthalocyanine, the excellent effects as described above are obtained. It was discovered as a result of intensive research by the author, and the details of the mechanism are unknown, but it is thought to be due to the following reasons.
The halogenated phthalocyanine constituting the main pigment has a highly conjugated system as a whole molecule, and has a planar structure, which is stable in terms of energy. The halogenated phthalocyanine is arranged in a stable state in which the conjugated π-electrons possessed by each molecule overlap each other by arranging (parallel) the planar molecules. For this reason, the main pigment originally tends to aggregate and is difficult to stably disperse in the dispersion medium.

  On the other hand, in the sulfonated pigment derivative as described above, the hydrogen atom bonded to the nitrogen atom in the formula (32) forms a hydrogen bond with the oxygen atom constituting the phthalimide structure. For this reason, the hydrogen atom bonded to the nitrogen atom in formula (32) is substantially bonded to the oxygen atom constituting the phthalimide structure together with the nitrogen atom constituting the quinoline structure. In the sulfonated pigment derivative as described above, a stable ring structure (7-membered ring structure) is formed by 7 atoms numbered 1 to 7 in the formula (32). By forming such a seven-membered ring structure, the plane due to the quinoline structure and the plane due to the phthalimide structure are in a non-parallel state.

  Thus, the plane of the quinoline structure and the plane of the phthalimide structure are non-parallel, so that the sulfonated pigment derivative having an appropriate affinity for the halogenated phthalocyanine becomes a molecule of the halogenated phthalocyanine zinc complex. As described above, the zinc complex of halogenated phthalocyanine that originally tends to aggregate can be made difficult to aggregate. Furthermore, since the sulfonated pigment derivative (sub-pigment) has a sulfo group in the molecule, it is excellent in dispersibility in a dispersion medium described later. The above is considered to act synergistically and obtain the excellent effects as described above.

  As described above, in the present invention, the sulfonated pigment derivative preferably has a chemical structure represented by the formula (32), but has a chemical structure represented by the following formula (34). It is particularly preferred. Thereby, the effects as described above are more remarkably exhibited. This is because the sulfonated pigment derivative has a sulfo group and retains excellent affinity for the dispersion medium, while being highly halogenated, it has an affinity for the main halogenated pigment. This is considered to be particularly excellent.

The content of the sulfonated pigment derivative in the color filter ink is not particularly limited, but is preferably 0.08 to 3.5 wt%, and more preferably 0.22 to 3.2 wt%.
The content of the sub-pigment (sulfonated pigment derivative) in the color filter ink is not particularly limited, but is preferably 0.5 to 30 parts by weight with respect to 100 parts by weight of the main pigment. More preferably, it is ˜28 parts by weight. As a result, the long-term dispersion stability of the pigment particles in the color filter ink can be made particularly excellent, and the brightness and contrast of the colored portion formed using the color filter ink are particularly excellent. can do. On the other hand, if the content of the sub-pigment (sulfonated pigment derivative) is too low, depending on the content of the entire pigment in the color filter ink and the type of dispersion medium, the pigment particles in the color filter ink It becomes difficult to make the long-term dispersion stability sufficiently excellent. On the other hand, when the content of the sub-pigment (sulfonated pigment derivative) is too high, the content of the main pigment is relatively lowered, and it becomes difficult to express a green color with excellent target brightness.
The sulfonated pigment derivative (sub-pigment) may be composed of a single compound or a mixture of a plurality of types of compounds.

[Other pigments]
In the present invention, the color filter ink may include a halogenated phthalocyanine zinc complex (main pigment) and a sulfonated pigment derivative (sub-pigment) as pigments, but other pigment components (others) May be included.
As other pigments, various organic pigments and various inorganic pigments can be used, but more specifically, they are classified as “Pigment” in the Color Index (CI; issued by The Society of Dyers and Colourists). Compounds, and more specifically, those with the following color index (CI) numbers can be mentioned. That is, as other pigments, for example, C.I. I. Pigment Red 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 14, 15, 16, 17, 18, 19, 21, 21, 22, 23, 30, 31, 32, 37, 38, 40, 41, 42, 48: 1, 48: 2, 48: 3, 48: 4, 49: 1, 49: 2, 50: 1, 52: 1, 53: 1, 57, 57: 1, 57: 2, 58: 2, 58: 4, 60: 1, 63: 1, 63: 2, 64: 1, 81, 81: 1, 83, 88, 90: 1, 97, 101, 102, 104, 105, 106, 108, 108: 1, 112, 113, 114, 122, 123, 144, 146, 149, 150, 151, 166, 168, 170, 171, 172, 174, 175, 176, 177, 178, 179, 180, 185, 187, 188, 190, 193 194,202,206,207,208,209,215,216,220,224,226,242,243,245,254,255,264,265; C. I. Pigment Green 7, 36, 15, 17, 18, 19, 26, 50; C.I. I. Pigment blue 1,15,15: 1,15: 2,15: 3,15: 4,15: 6, 17: 1,18,60,27,28,29,35,36,60,80; I. Pigment Yellow 1, 3, 12, 13, 14, 15, 16, 17, 20, 24, 31, 34, 35, 35: 1, 37, 37: 1, 42, 43, 53, 55, 60, 61, 65, 71, 73, 74, 81, 83, 93, 94, 95, 97, 98, 100, 101, 104, 106, 108, 109, 110, 113, 114, 116, 117, 119, 120, 126, 127, 128, 129, 138, 139, 150, 151, 152, 153, 154, 155, 156, 157, 166, 168, 175, 180, 184, 185; I. Pigment violet 1, 3, 14, 16, 19, 23, 29, 32, 36, 38, 50; C.I. I. Pigment Orange 1, 5, 13, 14, 16, 17, 20, 20: 1, 24, 34, 36, 38, 40, 43, 46, 49, 51, 61, 63, 64, 71, 73, 104; C. I. Pigment Brown 7, 11, 23, 25, 33; I. Pigment Black 1 and 7 and derivatives thereof may be used, and one or more selected from these may be used in combination.
When other pigments are included, the content of other pigments in the color filter ink is not particularly limited, but is less than the content of the halogenated phthalocyanine zinc complex and the content of the sulfonated pigment derivative described above. Preferably there is.

  The content of the pigment (including the main pigment and the sub pigment) in the color filter ink is preferably 3.0 to 27.0 wt% or more, and more preferably 3.6 to 22.0 wt%. More preferably, it is 4.2 to 12.0 wt%. When the pigment content is within the above range, a higher color density can be secured in a color filter produced using the color filter ink, and the pigment can be used for clearer image display. Further, the amount of color filter ink required to form a colored portion having a predetermined color density can be reduced, which is advantageous from the viewpoint of resource saving. Moreover, since the volatilization amount of the dispersion medium (solvent) when forming the colored portion of the color filter can be suppressed, the burden on the environment can be reduced. Conventionally, when pigment is contained at such a relatively high concentration, the ejection stability is particularly low, and when the ink droplets for color filter are ejected, the flight curve and the droplet ejection amount In particular, problems such as destabilization of the system were likely to occur. Also, in the past, particularly when a colored portion is formed by discharging droplets on a large substrate (for example, G5 or more), the occurrence of defective products due to variations in the discharge amount at each site in the surface becomes significant. There is a problem that the productivity of the color filter is remarkably lowered. On the other hand, in the present invention, even when the pigment is contained at a relatively high concentration, as described in detail later, it is possible to reliably prevent the occurrence of the above-described problems, and the manufactured color filter Thus, it is possible to reliably prevent the occurrence of color unevenness, density unevenness, etc., and variation in characteristics among individuals, and a color filter can be manufactured with excellent productivity. That is, when the color filter ink contains a relatively high concentration of pigment as described above, the effects of the present invention are more remarkably exhibited. In addition, the durability of the manufactured color filter can be made particularly excellent.

  The average particle diameter of the pigment particles in the color filter ink is not particularly limited, but is preferably 10 to 200 nm, and more preferably 20 to 180 nm. As a result, the light filter of the color filter manufactured using the color filter ink is sufficiently excellent in light resistance, and the pigment dispersion stability in the color filter ink, the contrast and brightness of the color filter are particularly excellent. Can be.

<Resin material>
The color filter ink generally contains a resin material (binder resin) for the purpose of improving the adhesion of the formed colored portion to the substrate. However, the present inventor, when using a general thermoplastic resin or curable resin, the ejection stability of the color filter ink containing the halogenated phthalocyanine zinc complex as the main pigment as described above, It is difficult to make the dispersion stability of the pigment in the color filter ink sufficiently excellent. If the droplet discharge is performed for a long time by the inkjet method or the droplet discharge is continuously performed, It may cause problems such as the droplet ejection amount becoming unstable, or the trajectory of the ejected droplet changing (so-called flight bending occurs), making it impossible to land the droplet on the target site. I found it. When such a problem occurs, a plurality of types of inks used to form colored portions of different colors may be mixed (mixed) on the substrate on which the droplets are to be landed, or may be the same in nature. Variations in color density between multiple colored parts that are required to have a color density occur, resulting in color unevenness, density unevenness, etc. in each part of the color filter, Variations in characteristics (particularly color characteristics such as contrast ratio, color gamut, etc.) among a large number of color filters result in low color filter reliability. Such a problem becomes conspicuous particularly when a colored portion is formed by discharging droplets on a large substrate (for example, G5 or more), which causes a significant decrease in the productivity (yield) of the color filter. It was. In addition, when a general thermoplastic resin or curable resin is used, it has been difficult to sufficiently improve the durability of the color filter (colored portion).

  In order to solve the above problems, the present inventor has conducted intensive research. As a result, the halogenated phthalocyanine zinc complex (main pigment) and the sulfonated pigment derivative (sub-pigment) described above are included in the color filter ink together with the resin material described in detail below. It has been found that the above-mentioned problems can be solved while fully exhibiting the excellent characteristics of the zinc complex of phthalocyanine. Such excellent effects include the above-described zinc complex of halogenated phthalocyanine (main pigment), the sulfonated pigment derivative (sub-pigment), and the resin material described in detail below in the color filter ink. It is obtained by coexistence, and cannot be obtained when one or more of the above components are lacking.

Hereinafter, the resin material (curable resin material) constituting the color filter ink of the present invention will be described in detail.
In the color filter ink of the present invention, the resin material is represented by the monomer component m1 represented by the following formula (1), the monomer component m2 having a carboxyl group or an acid anhydride group, and the following formula (3). The polymer M containing the monomer component m3 to be formed is included.

[Polymer M]
The polymer M includes a monomer component m1 represented by the above formula (1), a monomer component m2 having a carboxyl group or an acid anhydride group, and a monomer component m3 represented by the above formula (3). Is included.
By including such a polymer M, the dispersion stability of the pigment in the color filter ink can be improved, and droplets were discharged for a long period of time or continuously. Even in such a case, it is possible to reliably prevent the occurrence of problems such as the discharge amount of droplets becoming unstable and flying bends. In addition, by including the polymer M, it is possible to effectively prevent unintended irregularities from occurring on the surface of the colored portion formed using the color filter ink, and the formed color. The dispersion state of the pigment in the part can be made favorable (unintentional aggregation of the pigment in the colored part can be prevented or suppressed). For the above reasons, it is possible to more effectively prevent color unevenness and density unevenness in an image displayed using a color filter and a decrease in contrast ratio, and display an image with high brightness. Moreover, the durability of the color filter can be improved by including the polymer M. In addition, by containing the polymer M, when the color filter ink is manufactured using a manufacturing method as described later (in a fine dispersion step described later), the aggregate of pigment particles used as a raw material can be easily made into fine particles. (Disintegration) and productivity of the color filter ink can be improved. In addition, since the polymer M has extremely excellent stability with respect to mechanical force, modification and deterioration in the fine dispersion step described later are prevented. Therefore, by using the polymer M, it is possible to efficiently prepare an ink for a color filter excellent in pigment dispersibility while reliably preventing deterioration of the resin material. Moreover, since the polymer M is very excellent in affinity and compatibility with the resin components (polymer X, polymer Y, polymer Z, polymer W) described later, resin components other than the polymer M In addition, the resin material can be prevented from unintentionally precipitating in the color filter ink, and droplets can be discharged with excellent discharge stability. The characteristics of the components can be fully exhibited, and the occurrence of problems such as a decrease in transparency due to unintended phase separation can be reliably prevented. In addition, by including the polymer M, the resin material has a characteristic that allows the curing reaction to proceed efficiently at a temperature higher than the predetermined temperature (hereinafter referred to as “curing”). It is also called "reaction switching characteristics"), and the hardness of the colored portion to be formed can be made excellent. In addition, the long-term storage stability of the color filter ink (the life of the color filter ink) is extremely excellent, and it effectively prevents the occurrence of problems such as quality degradation due to the mass production of color filter ink. In addition, since the replacement frequency of the color filter ink can be reduced when manufacturing the color filter, the productivity of the color filter and the reliability of the manufactured color filter can be improved.
In addition, the polymer M may consist essentially of a single compound, or may be a mixture of a plurality of types of compounds. However, when the polymer M is a mixture of a plurality of types of compounds, each compound contains monomer components m1, m2, and m3.

(Monomer component m1)
The polymer M contains a monomer component m1 represented by the above formula (1), that is, a compound having a blocked isocyanate group (hereinafter also referred to as “block isocyanate group”) as a monomer component. It will be. The polymer M constituting the color filter ink may include a plurality of monomer components m1 represented by the general formula (1) in the molecule.

  By including such a monomer component m1 as a monomer component in the polymer M, an unintentional reaction (polymerization reaction) of the resin material during storage of the color filter ink or in an ink application process described later. In the colored part forming step (curing step) performed under a heating environment, the curing reaction (polymerization reaction) of the resin material can be suitably advanced. That is, the switching characteristics of the curing reaction for the resin material can be made excellent. This is considered to be due to the following reasons. That is, the blocked isocyanate group of the monomer m1 in the polymer M is deblocked by a relatively high energy as given in the colored portion forming step (curing step), and an active isocyanate group is generated. Isocyanate group and carboxyl group or acid anhydride group contributes to curing, and can improve the adhesion to the substrate, heat resistance, chemical resistance, etc. Such deblocking does not proceed, and the progress of the curing reaction is prevented or suppressed.

In the monomer A represented by the formula (1), R ¹ represents a hydrogen atom or a methyl group, and R ² represents a divalent aliphatic saturated hydrocarbon group having 1 to 8 carbon atoms. R ³ represents a residue of an isocyanate group blocking agent R ³ H.
Examples of the divalent saturated aliphatic hydrocarbon group having 1 to 8 carbon atoms in R ² include linear chains such as methylene, ethylene, trimethylene, propylene, tetramethylene, pentamethylene, hexamethylene, heptamethylene, and octamethylene groups. And a branched divalent saturated aliphatic hydrocarbon group (alkylene group). Among these, C2-C4 bivalent saturated aliphatic hydrocarbon groups, such as ethylene, trimethylene, and a propylene group, are preferable.

Examples of the isocyanate group blocking agent R ³ H include oxime blocking agents such as formaldoxime, acetoaldoxime, acetoxime, methyl ethyl ketoxime, methyl isobutyl ketoxime, diethyl ketoxime, cyclohexanone oxime, diacetyl monooxime, and benzophenone oxime. A pyrazole block agent such as 3,5-dimethylpyrazole; an alcohol block agent such as methanol and ethanol; a phenol block agent such as phenol and cresol; a mercaptan block agent such as butyl mercaptan; acetanilide, ε-caprolactam, γ -Acid amide blocking agents such as butyrolactam; active methylene blocking agents such as dimethyl malonate and methyl acetoacetate; imides such as succinimide and maleic imide Lock agent; urea blocking agents; N- phenylcarbamate type blocking agents of phenyl carbamate, and the like; diphenylamine, amine blocking agents such as aniline, ethylene imine, etc. imine blocking agents such as polyethyleneimine.
As an isocyanate group blocking agent, an oxime blocking agent and a pyrazole blocking agent are preferable, and those represented by the following formula (5) are more preferable.

Examples of the alkyl group having 1 to 8 carbon atoms in R ⁶ and R ⁷ in the formula (5) include methyl, ethyl, propyl, isopropyl, butyl, isobutyl, s-butyl, t-butyl, pentyl, hexyl, and octyl. And linear or branched alkyl groups such as groups. Among these, a linear or branched alkyl group having 1 to 4 carbon atoms such as methyl, ethyl, and propyl groups is preferable. Examples of the ring in which R ⁶ and R ⁷ are bonded to each other together with the adjacent carbon atom include a cycloalkane having about 3 to 12 members (preferably 5 or 6 members) such as a cyclobutane ring, a cyclopentane ring, and a cyclohexane ring. A ring etc. are mentioned.

  Specific examples of the monomer component m1 represented by the formula (1) include 2- [O- (1'-methylpropylideneamino) carboxyamino] ethyl methacrylate (= 2- (1-methylpropylideneamino). (Oxycarbonylaminoethyl) methacrylate) (represented by the following formula (6)), 2- (3,5-dimethylpyrazol-1-yl) carbonylaminoethyl methacrylate (represented by the following formula (7)) ) And the like.

  The content of the monomer component m1 in the polymer M (value obtained by conversion based on the weight of the monomer used for polymer synthesis) is 1 to 99 wt% (for example, 10 to 95 wt%). Preferably, it is 20 to 90 wt%, more preferably 25 to 88 wt%. When the content of the monomer component m1 in the polymer M is a value within the above range, the above-described effects can be obtained without inhibiting the functions of the monomer components m2, m3 and the like described later in detail. It can be remarkably expressed. On the other hand, when the content of the monomer component m1 in the polymer M is less than the lower limit, the effect of including the monomer component m1 may not be sufficiently exhibited. On the other hand, if the content of the monomer component m1 in the polymer M exceeds the upper limit, the content of the monomer components m2, m3, etc. may be relatively decreased, and these functions may not be sufficiently exhibited. There is sex. In addition, when the polymer M contains a plurality of types of monomer components m1, it is preferable that the sum of the contents of the plurality of types of monomer components m1 satisfies the above-described conditions. Further, when the polymer M is a mixture of a plurality of types of compounds, the weighted average value (weighted average value based on the weight ratio) for these compounds is used as the content value of the monomer component m1. can do. Moreover, when the polymer M is a mixture of a plurality of types of compounds, it is preferable that all of these compounds contain the monomer component m1 at the content described above.

(Monomer component m2)
The polymer M contains a monomer component m2 having a carboxyl group or an acid anhydride group as a monomer component. The polymer M constituting the color filter ink may include a plurality of types of monomer components m2 in the molecule.
By including such a monomer component m2 as a monomer component in the polymer M, it is possible to improve the wetting and spreading of the color filter ink onto the substrate, and the incorporation of bubbles and the like A colored portion that is reliably prevented and has excellent adhesion to the substrate can be suitably formed. Further, by containing the monomer component m2 as a monomer component, the dispersion stability of the pigment and the long-term storage stability of the color filter ink can be made particularly excellent. In the case where the color filter ink contains a polymer Z and / or a polymer W as will be described later, the affinity between the polymer M and these polymers (polymer Z, polymer W), phase The solubility can be made sufficiently excellent. As a result, the discharge stability of the color filter ink can be improved, and the colored portion formed using the color filter ink is particularly excellent in transparency (light due to the opacity of the resin material). The reduction in transmittance is more effectively prevented), the adhesion to the substrate is particularly excellent, and problems such as cracks are less likely to occur.

  Examples of the monomer component m2 include unsaturated carboxylic acids or acid anhydrides thereof. Specific examples of the monomer component m2 include α, β-unsaturated carboxylic acids such as acrylic acid, methacrylic acid, itaconic acid, crotonic acid, maleic acid and fumaric acid, and acid anhydrides thereof (maleic anhydride, itaconic anhydride). Acid) and the like. Among them, acrylic acid and methacrylic acid (represented by the following formula (2)) are particularly preferable.

  The content of the monomer component m2 in the polymer M (value obtained by conversion based on the weight of the monomer used for polymer synthesis) is 0.5 to 98 wt% (for example, 2.5 to 70 wt%). It is preferably 3 to 50 wt%, more preferably 5 to 40 wt%. When the content of the monomer component m2 in the polymer M is a value within the above range, the above-described monomer component m1, the monomer component m3 described in detail later, and the like are not hindered, and the above-described functions are prevented. The effect as described above can be expressed more remarkably. On the other hand, when the content of the monomer component m2 in the polymer M is less than the lower limit, the effect of including the monomer component m2 may not be sufficiently exhibited. On the other hand, when the content of the monomer component m2 in the polymer M exceeds the upper limit, the content of the monomer components m1, m3, etc. may be relatively lowered, and these functions may not be sufficiently exhibited. There is sex. In addition, when the polymer M contains a plurality of types of monomer components m2, it is preferable that the sum of the content ratios of the plurality of types of monomer components m2 satisfies the above conditions. Further, when the polymer M is a mixture of plural kinds of compounds, the weighted average value (weighted average value based on the weight ratio) for these compounds is adopted as the content value of the monomer component m2. can do. Moreover, when the polymer M is a mixture of a plurality of types of compounds, it is preferable that all of these compounds contain the monomer component m2 with the content as described above.

(Monomer component m3)
The polymer M contains the monomer component m3 ((meth) acrylic acid ester) represented by the above formula (3) as a monomer component. The polymer M constituting the color filter ink may contain a plurality of monomer components m3 represented by the general formula (3) in the molecule.

  By containing such a monomer component m3 as a monomer component in the polymer M, the flatness of the colored portion formed using the color filter ink can be made high. Further, by containing the monomer component m3 as a monomer component in the polymer M, the discharge stability of the color filter ink can be made excellent. Further, by containing the monomer component m3 as a monomer component in the polymer M, the dispersion stability of the pigment can be improved, and the storage stability of the color filter ink (long-term storage stability). ) Can be made excellent.

Examples of the hydrocarbon group having 16 to 25 carbon atoms in R ⁵ include alkyl groups such as hexadecyl (cetyl), heptadecyl, octadecyl (stearyl), nonadecyl, icosyl, docosyl (behenyl) group; 10-cyclohexyldecyl, 12- Groups in which an alicyclic hydrocarbon group such as cyclohexyldodecyl, 14-cyclohexyltetradecyl, 16-cyclohexylhexadecyl and the like are bonded to an alkyl group; 10-phenyldecyl, 12-phenyldodecyl, 14-phenyltetradecyl, 16- Examples include aralkyl groups such as phenylhexadecyl group.

  Examples of the hydrocarbon group-substituted oxy group that the hydrocarbon group having 16 to 25 carbon atoms may have include, for example, alkoxy groups such as methoxy and ethoxy groups (for example, alkoxy groups having 1 to 10 carbon atoms); phenoxy groups Aryloxy group such as cyclohexyloxy group, alicyclic hydrocarbon group-substituted oxy group such as cyclohexyloxy group, dicyclopentanyloxy group, etc .; carbon number 1-15 such as aralkyloxy group such as benzyloxy group (preferably carbon number 1 ˜12) hydrocarbon group-substituted oxy group and the like.

Specific examples of the monomer component m3 include cetyl (meth) acrylate, stearyl (meth) acrylate, and behenyl (meth) acrylate.
As described above, the number of carbon atoms of the hydrocarbon group (which may have a hydrocarbon group-substituted oxy group) contained in the monomer component m3 constituting the polymer M (hereinafter also referred to as the carbon number of R ⁵ ) Is from 16 to 25, but is particularly preferably from 16 to 22, and more preferably from 16 to 20. Thereby, the effect mentioned above is exhibited more notably. On the other hand, when the carbon number of R ⁵ is less than the lower limit value or exceeds the upper limit value, the excellent effects as described above cannot be obtained. As described above, the present invention is greatly characterized in that a polymer (polymer M) including a monomer component (monomer component m3) having a group (R ⁵ ) having a predetermined number of carbon atoms is used. It is what has.

  The content of the monomer component m3 in the polymer M (value obtained by conversion based on the weight of the monomer used for polymer synthesis) is 0.5 to 98 wt% (for example, 2.5 to 70 wt%). It is preferably 3 to 50 wt%, more preferably 5 to 40 wt%. When the content of the monomer component m3 in the polymer M is a value within the above range, the above-described effects are more prominent without inhibiting the functions of the monomer components m1, m2, and the like. Can be expressed. On the other hand, when the content of the monomer component m3 in the polymer M is less than the lower limit, the effect of including the monomer component m3 may not be sufficiently exhibited. On the other hand, when the content of the monomer component m3 in the polymer M exceeds the upper limit, the content of the monomer components m1, m2, etc. may be relatively lowered, and these functions may not be sufficiently exhibited. There is sex. In addition, when the polymer M contains a plurality of types of monomer components m3, it is preferable that the sum of the contents of the plurality of types of monomer components m3 satisfies the above-described conditions. Further, when the polymer M is a mixture of plural kinds of compounds, the weighted average value (weighted average value based on the weight ratio) for these compounds is adopted as the content value of the monomer component m3. can do. Moreover, when the polymer M is a mixture of a plurality of types of compounds, it is preferable that all of these compounds contain the monomer component m3 at the above-described content.

Polymer ratio of the monomer component m1 in _{M (C m1 [wt%]} ) and the monomer ratio of the components _{m2 (C m1 [wt%]} ) , it is preferable to satisfy the following relationship. That is, C _m1 / C _m2 is preferably 2/98 to 98/2, more preferably 20/80 to 95/5, and still more preferably 40/60 to 95/5.
Further, the ratio of monomer component m1 in polymer M ( _Cm1 [wt%]) and the ratio of monomer component m3 ( _Cm3 [wt%]) preferably satisfy the following relationship. . That is, C _m1 / C _m3 is preferably 2/98 to 98/2, more preferably 20/80 to 95/5, and still more preferably 40/60 to 95/5.
Examples of the polymer M include those represented by the following formula (8).

  The excellent effects as described above are obtained when the color filter ink contains the polymer M containing the monomer components m1, m2, and m3, and the monomer components m1, m2, and m3 are obtained. 1 or two or more monomer components are not included, or monomer components m1, m2, and m3 are not included in a single molecule (for example, the color filter ink is polymer M In place of a polymer consisting only of the monomer component m1, a polymer consisting only of the monomer component m2, and a polymer consisting only of the monomer component m3). I can't get it.

  Moreover, the polymer M may contain components other than the monomer components m1, m2, and m3 described above. Thereby, for example, the effects derived from the chemical structures of other monomer components can be obtained while exhibiting the above-described characteristics. Examples of such components include monomer component m4, monomer component m5, monomer component m6, monomer component m7 and the like as described below.

(Monomer component m4)
The polymer M may contain the monomer component m4 ((meth) acrylic acid ester) represented by the following formula (4) as a monomer component.

By including the monomer component m4 in the polymer M, the solubility of the resin material in the color filter ink is excellent even when the dispersion medium described in detail later is highly hydrophilic. The transparency of the colored part formed using the color filter ink can be made excellent.
In the monomer component m4, R ⁹ represents a hydrocarbon group having 1 to 15 carbon atoms which may have a hydrocarbon group-substituted oxy group, and the hydrocarbon group has 1 to 12 carbon atoms. Preferably there is. Examples of the hydrocarbon group represented by R ⁹ include alkyl groups such as methyl, ethyl, propyl, isopropyl, butyl, isobutyl, s-butyl, t-butyl, pentyl, hexyl, octyl, 2-ethylhexyl, decyl group; Alicyclic hydrocarbon groups such as cyclohexyl, dicyclopentanyl and isobornyl groups; aryl groups such as phenyl groups; aralkyl groups such as benzyl, 1-phenylethyl and 2-phenylethyl groups; groups in which two or more of these are bonded, etc. Is mentioned.

  Examples of the hydrocarbon group-substituted oxy group that the hydrocarbon group having 1 to 15 carbon atoms may have include, for example, alkoxy groups such as methoxy and ethoxy groups (for example, alkoxy groups having 1 to 10 carbon atoms); phenoxy groups Aryloxy group such as cyclohexyloxy group, alicyclic hydrocarbon group-substituted oxy group such as cyclohexyloxy group, dicyclopentanyloxy group, etc .; carbon number 1-15 such as aralkyloxy group such as benzyloxy group (preferably carbon number 1 ˜12) hydrocarbon group-substituted oxy groups and the like.

  Specific examples of the monomer component m4 include methyl (meth) acrylate, ethyl (meth) acrylate, butyl (meth) acrylate, 2-ethylhexyl (meth) acrylate, phenyl (meth) acrylate, cyclohexyl (meth) acrylate, di Examples include cyclopentanyl (meth) acrylate, dicyclopentanyloxyethyl (meth) acrylate, isobornyl (meth) acrylate, benzyl (meth) acrylate, phenylethyl (meth) acrylate, and the like.

As described above, the carbon number of the hydrocarbon group (which may have a hydrocarbon group-substituted oxy group) included in the monomer component m4 (hereinafter also referred to as the carbon number of R ⁹ ) is 1 to 15. Although it is, it is preferable that it is 1-8 especially, and it is more preferable that it is 1-4. Thereby, the effect mentioned above is exhibited more notably.
Examples of the polymer M including the monomer component m4 as described above include those represented by the following formula (9).

(Monomer component m5)
The polymer M may contain the monomer component m5 which is an aromatic vinyl compound as a monomer component.
When the polymer M contains the monomer component m5, the discharge stability of the color filter ink can be made particularly excellent. In addition, the colored portion formed using the color filter ink is particularly excellent in transparency (a reduction in light transmittance due to the opacity of the resin material is more effectively prevented), and particularly excellent in adhesion to the substrate, Problems such as cracks are particularly unlikely to occur.
Specific examples of the monomer component m5 include styrene, α-methylstyrene, vinyl toluene, vinyl naphthalene, vinyl biphenyl, and the like.

(Monomer component m6)
The polymer M may include a monomer component m6 that is a hydroxyl group-containing compound as a monomer component.
When the polymer M contains the monomer component m6, the pigment dispersion stability can be particularly improved. Further, a curing reaction of the resin material at the time of forming the colored portion (in particular, in addition to the polymer M, includes at least one selected from the group consisting of a polymer X, a polymer Z, and a polymer W as described in detail later) The curing reaction of the resin material can be progressed more suitably.

  Specific examples of the monomer component m6 include 2-hydroxyethyl (meth) acrylate, hydroxypropyl (meth) acrylate, 2,3-dihydroxybutyl (meth) acrylate, 4-hydroxybutyl (meth) acrylate, and 6-hydroxy. Polyhydric alcohol and acrylic acid such as hexyl (meth) acrylate, hydroxyalkyl (meth) acrylate such as 8-hydroxyoctyl (meth) acrylate, 4-hydroxymethylcyclohexyl (meth) acrylate, polyalkylene glycol mono (meth) acrylate, etc. Or a compound obtained by ring-opening polymerization of ε-caprolactone to a monoesterified product of methacrylic acid, a monoesterified product of the above polyhydric alcohol and acrylic acid or methacrylic acid, ethylene oxide, or propylene oxide. Ring-opening polymerized hydroxyl containing compounds, and the like to.

(Monomer component m7)
The polymer M may contain the monomer component m7 which is a vinyl compound having a 3- to 5-membered cyclic ether group as a monomer component.
The monomer component m7 (a vinyl compound having a 3- to 5-membered cyclic ether group) includes an oxirane ring (epoxy group) -containing polymerizable unsaturated compound, an oxetane ring (oxetanyl group) -containing polymerizable unsaturated compound, and an oxolane ring. (Oxolanyl group) -containing polymerizable unsaturated compounds are included.
By including the monomer component m7 in the polymer M, it is possible to further improve the hardness of the colored portion formed using the color filter ink, the adhesion to the substrate, and the like.

Examples of the oxirane ring (epoxy group) -containing polymerizable unsaturated compound include oxiranyl (meth) acrylate, glycidyl (meth) acrylate, 2-methylglycidyl (meth) acrylate, 2-ethylglycidyl (meth) acrylate, 2-oxy Polymerizable unsaturated compounds containing an oxirane ring (monocyclic) such as ranylethyl (meth) acrylate, 2-glycidyloxyethyl (meth) acrylate, 3-glycidyloxypropyl (meth) acrylate, glycidyloxyphenyl (meth) acrylate, etc. ((Meth) acrylic acid ester derivatives and the like); 3,4-epoxycyclohexyl (meth) acrylate, 3,4-epoxycyclohexylmethyl (meth) acrylate, 2- (3,4-epoxycyclohexyl) ethyl (meth) acrylate, Epoxy group-containing alicyclic rings such as 3,4-epoxycyclohexane rings such as-(3,4-epoxycyclohexylmethyloxy) ethyl (meth) acrylate and 3- (3,4-epoxycyclohexylmethyloxy) propyl (meth) acrylate Polymerizable unsaturated compounds containing a formula carbocycle ((meth) acrylic acid ester derivatives and the like); 5,6-epoxy- such as 5,6-epoxy-2-bicyclo [2.2.1] heptyl (meth) acrylate Polymerizable unsaturated compounds containing a 2-bicyclo [2.2.1] heptane ring (such as (meth) acrylic acid ester derivatives); epoxidized dicyclopentenyl (meth) acrylate [3,4-epoxytricyclo [5. 2.1.0 ^2,6] decan-9-yl (meth) acrylate, 3,4-epoxytricyclo [5.2.1.0 ^2, ] Decan-8-yl (meth) acrylate or mixtures thereof,], epoxidized dicyclopentenyloxyethyl (meth) acrylate [2- (3,4-epoxytricyclo [5.2.1.0 ^2,6 ] Decan-9-yloxy) ethyl (meth) acrylate, 2- (3,4-epoxytricyclo [5.2.1.0 ^2,6 ] decan-8-yloxy) ethyl (meth) acrylate, or these Mixture], 3,4-epoxytricyclo [5.2.1.0 ^2,6 ] decane ring such as epoxidized dicyclopentenyloxybutyl (meth) acrylate, epoxidized dicyclopentenyloxyhexyl (meth) acrylate, etc. Examples thereof include polymerizable unsaturated compounds (such as (meth) acrylic acid ester derivatives). As another oxirane ring (epoxy group) -containing polymerizable unsaturated compound, a vinyl ether compound containing an epoxy group, an allyl ether compound containing an epoxy group, an aromatic vinyl compound containing an epoxy group, or the like can also be used. Examples of the aromatic vinyl compound containing an epoxy group include styrene derivatives such as 4-vinylbenzylglycidyl ether, 4-vinylbenzyloxirane, and 4-vinylphenethyloxirane.

Examples of the oxetane ring (oxetanyl group) -containing polymerizable unsaturated compound include oxetanyl (meth) acrylate, 3-methyl-3-oxetanyl (meth) acrylate, 3-ethyl-3-oxetanyl (meth) acrylate, (3- Methyl-3-oxetanyl) methyl (meth) acrylate, (3-ethyl-3-oxetanyl) methyl (meth) acrylate, 2- (3-methyl-3-oxetanyl) ethyl (meth) acrylate, 2- (3-ethyl -3-Oxetanyl) ethyl (meth) acrylate, 2-[(3-methyl-3-oxetanyl) methyloxy] ethyl (meth) acrylate, 2-[(3-ethyl-3-oxetanyl) methyloxy] ethyl (meta ) Acrylate, 3-[(3-Methyl-3-oxetanyl) methyloxy] propyl Pill (meth) acrylate, 3 - and [(3-ethyl-3-oxetanyl) methyloxy] propyl (meth) acrylate, vinyl ether compounds containing oxetanyl group, allyl ether compounds containing oxetanyl group.
Examples of the oxolane ring (oxolanyl group) -containing polymerizable unsaturated compound include tetrahydrofurfuryl (meth) acrylate, vinyl ether compounds containing an oxolanyl group, and allyl ether compounds containing an oxolanyl group.

  When the polymer M constituting the color filter ink contains the monomer component m7 as described above, a 3- to 5-membered cyclic ether group (oxirane ring (epoxy group), oxetane ring (oxetanyl group), oxolane The ring (oxolanyl group)) acts as a curable group. The 3- to 5-membered cyclic ether group mainly contributes to improvement of chemical resistance (solvent resistance, alkali resistance, etc.).

  When the polymer M contains at least one monomer component selected from the group consisting of the monomer components m4, m5, m6 and m7 in addition to the monomer components m1, m2 and m3, The total content of the monomer components m4, m5, m6 and m7 in the polymer M is preferably 60 wt% or less, more preferably 50 wt% or less, and further preferably 40 wt% or less. preferable. Thereby, the effect by including the monomer components m4, m5, m6, and m7 is exhibited while fully exhibiting the effect by including the monomer components m1, m2, and m3.

The weight average molecular weight of the polymer M is preferably 500 to 100,000, more preferably 1000 to 40000, and further preferably 2000 to 30000. As a result, the contrast ratio and brightness of the color filter manufactured using the color filter ink can be made particularly excellent, and the durability of the color filter can be made particularly excellent. In addition, the storage stability (long-term stability), ejection stability, hardness of the formed colored portion, and the like can be improved. In addition, the productivity of the color filter ink can be made particularly excellent when a manufacturing method as described later is used.
Moreover, it is preferable that the dispersity (weight average molecular weight Mw / number average molecular weight Mn) of the polymer M is 1-3.

The content _{C M} of the polymer M in the color filter ink is preferably from 0.5～12Wt%, and more preferably 1.0~9.0wt%. When the content of the polymer M is within the above range, the storage stability in the color filter ink (dispersion stability of the pigment) and the discharge property of the color filter ink from the droplet discharge head are particularly excellent. In addition, the durability of the manufactured color filter can be made particularly excellent. Further, a sufficient color density can be secured in the manufactured color filter.
As described above, in the present invention, the resin material includes the polymer M, but may further include another resin component (polymer).
Examples of such a resin component (polymer) include polymer X, polymer Y, polymer Z, and polymer W as described below.

[Polymer X]
Polymer X includes monomer component x1 represented by the following formula (11), monomer component x3 represented by the following formula (13), monomer component x4 represented by the following formula (14), and Is included. Examples of the polymer X include those represented by the following formula (17).

By including such a polymer X, the color filter while sufficiently improving the switching characteristics of the curing reaction as a whole resin material and the affinity and compatibility of each polymer component in the color filter ink. The solvent resistance of the colored portion formed using the ink for ink can be made particularly excellent, and the flatness of the surface of the colored portion formed can be made particularly high. As a result, it is possible to more reliably prevent color unevenness, density unevenness, contrast reduction, etc. at each part of the color filter manufactured using the color filter ink, and durability and reliability of the color filter. Can be made particularly excellent.
In addition, the polymer X may consist essentially of a single compound, or may be a mixture of a plurality of types of compounds. However, when the polymer X is a mixture of a plurality of types of compounds, each compound contains monomer components x1, x3, and x4.

(Monomer component x1)
The polymer X contains the monomer component x1 represented by the formula (11) as a monomer component.
By containing such a monomer component x1 as a monomer component, an unintentional reaction (polymerization reaction) of the resin material can be reliably prevented during storage of the color filter ink or in the ink application process described later. On the other hand, in the colored part forming step (curing step) performed in a heating environment, the curing reaction (polymerization reaction) of the resin material can be more suitably progressed. That is, by including the monomer component x1, the switching characteristics of the curing reaction for the resin material can be made particularly excellent. Further, by containing the monomer component x1 as the monomer component, for example, the dispersion stability of the pigment particles in the color filter ink can be improved, and the long-term storage stability of the color filter ink. The discharge stability can be made excellent. Moreover, the hardness etc. of the colored part formed can be made excellent by containing the monomer component x1 as a monomer component.

  The content of the monomer component x1 in the polymer X (value obtained by conversion based on the weight of the monomer used for polymer synthesis) is preferably 30 to 90 wt%, and 40 to 80 wt%. More preferably. When the content of the monomer component x1 in the polymer X is a value within the above range, the above-described effects can be achieved without inhibiting the functions of the monomer components x2, x3, and x4 described in detail later. It can be expressed more significantly. On the other hand, if the content of the monomer component x1 in the polymer X is less than the lower limit value, the effect of including the monomer component x1 may not be sufficiently exhibited. On the other hand, when the content of the monomer component x1 in the polymer X exceeds the upper limit, the content of the monomer components x2, x3, and x4 is relatively lowered, and these functions are not sufficiently exhibited. there is a possibility. Further, the reaction rate of the polymer X at a high temperature decreases, and it becomes difficult to produce a color filter with sufficiently excellent productivity. In addition, when the polymer X is a mixture of plural kinds of compounds, the weighted average value (weighted average value based on the weight ratio) of these compounds is adopted as the content value of the monomer component x1. can do. Moreover, when the polymer X is a mixture of a plurality of types of compounds, it is preferable that all of these compounds contain the monomer component x1 at the content as described above.

(Monomer component x2)
The polymer X may contain the monomer component x2 represented by the following formula (12) as a monomer component.

Containing such a monomer component x2 as a monomer component (particularly, together with the monomer component x1 described above and the monomer component x3 described in detail later) can preserve the color filter ink. In the colored part formation process (curing process) performed in a heating environment while reliably preventing unintentional reaction (polymerization reaction) of the resin material in the ink application process or the like described later, the resin material curing reaction (polymerization) Reaction) can proceed more suitably. In particular, in the colored portion forming step (curing step) under a heating environment, the rising of the polymerization reaction of the resin material can be improved, and the polymerization reaction can be continuously advanced. Further, by containing the monomer component x2 as the monomer component, the hardness of the colored portion to be formed can be made particularly excellent.
Examples of the polymer X containing the monomer component x2 as a monomer component include those represented by the following formula (19).

  The content of the monomer component x2 in the polymer X (value obtained by conversion based on the weight of the monomer used for polymer synthesis) is preferably 5 to 60 wt%, and 10 to 50 wt%. More preferably. When the content of the monomer component x2 in the polymer X is a value within the above range, without inhibiting the functions of the monomer component x1 and the monomer components x3 and x4 described in detail later, The effects as described above can be expressed more remarkably. On the other hand, when the content of the monomer component x2 in the polymer X is less than the lower limit, the effect of including the monomer component x2 may not be sufficiently exhibited. On the other hand, when the content of the monomer component x2 in the polymer X exceeds the upper limit, the content of the monomer components x1, x3, and x4 is relatively lowered, and these functions are not sufficiently exhibited. there is a possibility. In addition, the reactivity of the polymer X at a relatively low temperature increases, and the storage stability of the color filter ink tends to decrease. In addition, when the polymer X is a mixture of a plurality of kinds of compounds, the weighted average value (weighted average value based on the weight ratio) for these compounds is adopted as the content value of the monomer component x2. can do. Moreover, when the polymer X is a mixture of a plurality of types of compounds, it is preferable that all of these compounds contain the monomer component x2 at the above-described content.

(Monomer component x3)
The polymer X contains the monomer component x3 represented by the above formula (13) as a monomer component.
By containing the monomer component x3 as the monomer component, the chemical resistance, solvent resistance, and the like of the colored portion to be formed can be made particularly excellent. Thus, after the colored portion forming step (curing step), chemical application and washing (especially washing with N-methyl-2-pyrrolidone, γ-butyrolactone, isopropyl alcohol, hydrochloric acid, aqueous sodium hydroxide, etc.), etc. Even when post-processing is performed, the occurrence of adverse effects due to these can be reliably prevented.

Further, the monomer component x3 has a sufficiently low reactivity at a relatively low temperature (for example, 100 ° C. or lower) in the polymer X, similarly to the monomer component x1 described above. Under a heating environment such as a heat treatment applied in the forming step (curing step), the substrate exhibits sufficient reactivity. For this reason, in the coloring part formation process (curing process) performed in a heating environment while reliably preventing unintentional reaction (polymerization reaction) of the resin material during storage of the color filter ink or in the ink application process described later. Can suitably advance the curing reaction (polymerization reaction) of the resin material.
Further, by containing the monomer component x3 as a monomer component, for example, the dispersion stability of the pigment particles in the color filter ink can be made particularly excellent, and the color filter ink can be stored for a long time. And discharge stability can be made particularly excellent.

  The content of the monomer component x3 in the polymer X (value obtained by conversion based on the weight of the monomer used for the synthesis of the polymer) is preferably 2 to 20 wt%, and 3 to 15 wt%. More preferably. When the content of the monomer component x3 in the polymer X is a value within the above range, without inhibiting the functions of the monomer components x1 and x2 described above and the monomer component x4 described in detail later, The effects as described above can be expressed more remarkably. On the other hand, when the content of the monomer component x3 in the polymer X is less than the lower limit, the effect of including the monomer component x3 may not be sufficiently exhibited. On the other hand, when the content of the monomer component x3 in the polymer X exceeds the upper limit, the content of the monomer components x1, x2, and x4 is relatively decreased, and these functions are not sufficiently exhibited. there is a possibility. In addition, the colored portion formed using the color filter ink becomes too hard, and the tendency to follow the deformation of the substrate or the like accompanying a temperature change appears. In addition, when the polymer X is a mixture of a plurality of types of compounds, the weighted average value (weighted average value based on the weight ratio) of these compounds is adopted as the content value of the monomer component x3. can do. Moreover, when the polymer X is a mixture of a plurality of types of compounds, it is preferable that all of these compounds contain the monomer component x3 with the content as described above.

(Monomer component x4)
The polymer X contains the monomer component x4 represented by the formula (14) as a monomer component.
By containing such a monomer component x4 as a monomer component, the solid content concentration is increased when the dispersion medium is removed from the color filter ink applied on the substrate during the formation of the colored portion. Along with this, the thixotropic property and viscosity of the color filter ink are increased, and it is possible to more surely prevent the occurrence of unintended irregularities on the surface of the formed colored portion.

Moreover, the monomer component x4 has a hydroxyl group at the terminal. By having such a structure, the reaction at a relatively low temperature (for example, 100 ° C. or less) is sufficiently low, and the reaction is performed in a heating environment such as a heat treatment performed in the colored portion forming step (curing step). The sex can be further enhanced. By this, in the colored part forming step (curing step) performed in a heating environment while reliably preventing unintentional reaction (polymerization reaction) of the resin material during storage of the color filter ink or in the ink application step described later Can advance the curing reaction (polymerization reaction) of the resin material more suitably.
Further, by containing the monomer component x4 as the monomer component, for example, the dispersion stability of the pigment particles in the color filter ink can be made particularly excellent, and the color filter ink can be stored for a long time. And discharge stability can be made particularly excellent.

The content of the monomer component x4 in the polymer X (value obtained by conversion based on the weight of the monomer used for polymer synthesis) is preferably 2 to 20 wt%, and 3 to 15 wt%. More preferably. When the content of the monomer component x4 in the polymer X is a value within the above range, the above-described effects are more remarkable without inhibiting the functions of the monomer components x1, x2, and x3. Can be expressed. On the other hand, when the content of the monomer component x4 in the polymer X is less than the lower limit, the effect due to the inclusion of the monomer component x4 may not be sufficiently exhibited. On the other hand, when the content of the monomer component x4 in the polymer X exceeds the upper limit, the content of the monomer components x1, x2, and x3 is relatively lowered, and these functions are not sufficiently exhibited. there is a possibility. Moreover, the tendency for the hardness of the colored part formed using the ink for color filters to fall appears. In addition, when the polymer X is a mixture of a plurality of types of compounds, the weighted average value (weighted average value based on the weight ratio) of these compounds is used as the content value of the monomer component x4. can do. Moreover, when the polymer X is a mixture of a plurality of types of compounds, it is preferable that all of these compounds contain the monomer component x4 with the content as described above.
In addition, the polymer X may contain monomer components (other monomer components) other than the monomer components x1, x2, x3, and x4 described above. Thereby, for example, the effects derived from the chemical structures of other monomer components can be obtained while exhibiting the above-described characteristics.

When the polymer X includes other monomer components (monomer components other than the monomer components x1, x2, x3, and x4), the content of other monomer components in the polymer X ( When a plurality of other monomer components are included, the sum of these contents) is preferably 15 wt% or less, and more preferably 10 wt% or less.
The weight average molecular weight of the polymer X is preferably 1000 to 50000, more preferably 1200 to 10000, and further preferably 1500 to 5000. As a result, it is possible to make the color filter ink stable over time (long-term storage stability), the discharge stability of the color filter ink, and the color filter productivity sufficiently. Furthermore, the flatness of the colored portion formed using the color filter ink can be made more reliable, and the occurrence of color unevenness or the like in the image displayed using the color filter can be more effectively achieved. Can be prevented.
Moreover, it is preferable that the dispersion degree (weight average molecular weight Mw / number average molecular weight Mn) of the polymer X is 1-3.

[Polymer Y]
The polymer Y includes a monomer component y1 represented by the following formula (15). Examples of the polymer Y include those represented by the following formula (18).

By including such a polymer Y, the discharge stability of the color filter ink, the dispersion stability of the pigment in the color filter, and the like are improved, and the colored portion formed using the color filter ink The adhesion to the substrate can be made particularly excellent, and the durability and reliability of the produced color filter can be made particularly excellent.
The polymer Y may be substantially composed of a single compound or a mixture of a plurality of types of compounds. However, when the polymer Y is a mixture of a plurality of types of compounds, each compound contains the monomer component y1.

(Monomer component y1)
The polymer Y contains the monomer component y1 represented by the above formula (15) as a monomer component.
By including such a monomer component y1 as the monomer component, the adhesion of the formed colored portion to the substrate can be made particularly excellent. As a result, the durability of the color filter can be made particularly excellent.

  The content of the monomer component y1 in the polymer Y (value obtained by conversion based on the weight of the monomer used for polymer synthesis) is preferably 30 to 90 wt%, and 40 to 80 wt%. More preferably. When the content of the monomer component y1 in the polymer Y is a value within the above range, for example, when the polymer Y includes the monomer component y2 described in detail later as the monomer component, the unit The effects as described above can be expressed more significantly without inhibiting the function of the monomer component y2. On the other hand, when the content of the monomer component y1 in the polymer Y is less than the lower limit value, the effect of including the monomer component y1 may not be sufficiently exhibited. On the other hand, when the content of the monomer component y1 in the polymer Y exceeds the upper limit, for example, when the polymer Y includes a monomer component y2 described in detail later as a monomer component, Therefore, there is a possibility that the content of the monomer component y2 is lowered and the function of the monomer component y2 is not sufficiently exhibited. In addition, when the colored portion is formed, when the dispersion medium is removed from the color filter ink applied on the substrate, the viscosity of the color filter ink tends to increase with an increase in the solid content concentration. Involuntary unevenness is likely to occur on the surface of the colored portion. In addition, when the polymer Y is a mixture of a plurality of types of compounds, the weighted average value (weighted average value based on the weight ratio) of these compounds is adopted as the content value of the monomer component y1. can do. Moreover, when the polymer Y is a mixture of a plurality of types of compounds, it is preferable that all of these compounds contain the monomer component y1 at the content as described above.

(Monomer component y2)
The polymer Y may contain the monomer component y2 represented by the following formula (16) as a monomer component.

  By containing such a monomer component y2 as a monomer component (particularly, together with the monomer component y1 described above), the resin in the storage of the color filter ink or in the ink application step described later, etc. In the colored part forming step (curing step) performed in a heating environment, the unintentional reaction (polymerization reaction) of the material can be prevented more reliably, and the curing reaction (polymerization reaction) of the resin material can be suitably advanced it can. In particular, in the colored portion forming step (curing step) under a heating environment, the rising of the polymerization reaction of the resin material can be improved, and the polymerization reaction can be continuously advanced. Moreover, the hardness etc. of the colored part formed can be made excellent by containing the monomer component y2 as a monomer component.

Further, when the polymer Y contains the monomer component y2, the affinity and compatibility with the polymer M, the polymer X, and the like can be sufficiently improved. As a result, the discharge stability of the color filter ink can be made excellent, and the colored portion formed using the color filter ink has excellent transparency (light transmission due to the opacity of the resin material). Rate is prevented), adhesion to the substrate is particularly excellent, and problems such as cracks are less likely to occur. On the other hand, when the monomer component y2 is not contained as the monomer component, the affinity and compatibility with the polymer M and the like cannot be sufficiently improved, and the color filter ink is ejected. The color filter produced is inferior in stability, and color unevenness and density unevenness are likely to occur, making it difficult to sufficiently improve contrast, durability, reliability, and the like.
An example of the polymer Y containing the monomer component y2 as a monomer component is represented by the following formula (20).

The content of the monomer component y2 in the polymer Y (value obtained by conversion in terms of the weight of the monomer used for polymer synthesis) is preferably 10 to 70 wt%, and is 20 to 60 wt%. More preferably. When the content of the monomer component y2 in the polymer Y is a value within the above range, the above-described effects can be expressed more significantly without inhibiting the function of the monomer component y1 described above. Can do. On the other hand, when the content of the monomer component y2 in the polymer Y is less than the lower limit value, the effect of including the monomer component y2 may not be sufficiently exhibited. On the other hand, when the content of the monomer component y2 in the polymer Y exceeds the upper limit, the content of the monomer component y1 is relatively lowered, and the function of the monomer component y1 is not sufficiently exhibited. there is a possibility. In addition, the reactivity of the polymer Y at a relatively low temperature increases, and the storage stability of the color filter ink tends to decrease. In addition, when the polymer Y is a mixture of a plurality of types of compounds, the weighted average value (weighted average value based on the weight ratio) for these compounds is adopted as the content value of the monomer component y2. can do. Moreover, when the polymer Y is a mixture of a plurality of types of compounds, it is preferable that all of these compounds contain the monomer component y2 with the content as described above.
In addition, the polymer Y may contain monomer components (other monomer components) other than the monomer components y1 and y2 described above. Thereby, for example, the effects derived from the chemical structures of other monomer components can be obtained while exhibiting the above-described characteristics.

When the polymer Y contains other monomer components (monomer components other than the monomer components y1 and y2), the content of other monomer components in the polymer Y (multiple types of other components) In the case where the monomer component is included, the sum of these contents) is preferably 15 wt% or less, and more preferably 10 wt% or less.
The weight average molecular weight of the polymer Y is preferably 1000 to 50000, more preferably 1200 to 10000, and further preferably 1500 to 5000. As a result, it is possible to make the color filter ink stable over time (long-term storage stability), the discharge stability of the color filter ink, and the color filter productivity sufficiently. Furthermore, the flatness of the colored portion formed using the color filter ink can be made more reliable, and the occurrence of color unevenness or the like in the image displayed using the color filter can be more effectively achieved. Can be prevented.
Moreover, it is preferable that the dispersion degree (weight average molecular weight Mw / number average molecular weight Mn) of the polymer Y is 1-3.

[Polymer Z]
The polymer Z includes a monomer component z1 represented by the following formula (21), a monomer component z2 represented by the following formula (22), and a monomer component z3 represented by the following formula (23): Is included. Examples of the polymer Z include those represented by the following formula (24).

By including such a polymer Z, the switching characteristics of the curing reaction as the resin material, the discharge stability of the color filter ink, the hardness of the colored portion to be formed, and the like can be made particularly excellent. The dispersion stability of the pigment in the color filter ink can be made particularly excellent. In addition, by including the polymer Z, it is possible to more effectively prevent unintended irregularities from occurring on the surface of the colored portion formed using the color filter ink. It is possible to more effectively prevent the occurrence of color unevenness and density unevenness and a decrease in contrast ratio in the displayed image. In addition, by including the polymer Z, when an ink for a color filter is produced using a production method as described later (in a fine dispersion step described later), an aggregate of pigment particles used as a raw material can be more easily formed into fine particles. The color filter ink can be further improved in productivity. In addition, since the polymer Z has extremely excellent stability with respect to mechanical force, even when the polymer Z is subjected to the fine dispersion step described later together with the pigment, the modification and deterioration in the step are not caused. Is prevented. Therefore, by using the polymer Z, it is possible to efficiently prepare a color filter ink excellent in pigment dispersibility while reliably preventing deterioration of the resin material.
The polymer Z may be substantially composed of a single compound, or may be a mixture of a plurality of types of compounds. However, when the polymer Z is a mixture of a plurality of types of compounds, each compound contains monomer components z1, z2, and z3.

(Monomer component z1)
The polymer Z contains the monomer component z1 represented by the formula (21) as a monomer component.
By containing such a monomer component z1 as a monomer component, an unintentional reaction (polymerization reaction) of the resin material can be reliably prevented during storage of the color filter ink or in the ink application process described later. On the other hand, in the colored part forming step (curing step) performed in a heating environment, the curing reaction (polymerization reaction) of the resin material can be more suitably progressed. That is, the switching characteristic of the curing reaction for the resin material can be made excellent. Further, by containing the monomer component z1 as the monomer component, the dispersion stability of the pigment particles in the color filter ink can be made particularly excellent, and the long-term storage stability of the color filter ink, The discharge stability can be made particularly excellent. In addition, the monomer component z1 in the polymer Z is excellent in reactivity under a high temperature environment, but has extremely excellent stability against mechanical force. For this reason, even when it is subjected to the fine dispersion step described later together with the pigment, the modification and deterioration of the polymer Z in this step are prevented, and the function of the polymer Z is reliably exhibited in the color filter ink. be able to. Moreover, the hardness etc. of the colored part formed can be made excellent by containing the monomer component z1 as a monomer component.

  In addition, when the polymer Z contains the monomer component z1, the affinity and compatibility between the polymer Z and the polymer M and the like can be made sufficiently excellent. As a result, the discharge stability of the color filter ink can be made excellent, and the colored portion formed using the color filter ink is particularly excellent in transparency (light due to the opacity of the resin material). The reduction in transmittance is more effectively prevented), the adhesion to the substrate is particularly excellent, and problems such as cracks are less likely to occur.

  The content of the monomer component z1 in the polymer Z (value obtained by conversion in terms of the weight of the monomer used for the synthesis of the polymer) is preferably 50 to 95 wt%, and 60 to 85 wt%. More preferably. When the content of the monomer component z1 in the polymer Z is a value within the above range, the above-described effects are more prominent without inhibiting the functions of the monomer components z2 and z3 described in detail later. Can be expressed. In addition, when the polymer Z is a mixture of a plurality of types of compounds, the weighted average value (weighted average value based on the weight ratio) for these compounds is adopted as the content value of the monomer component z1. can do. Moreover, when the polymer Z is a mixture of a plurality of types of compounds, it is preferable that all of these compounds contain the monomer component z1 at the content as described above.

(Monomer component z2)
The polymer Z contains the monomer component z2 represented by the formula (22) as a monomer component.
By containing such a monomer component z2 as a monomer component, wetting and spreading of the color filter ink onto the substrate can be improved, and mixing of bubbles and the like can be reliably prevented, A colored portion having excellent adhesion to the substrate can be suitably formed. When the color filter ink contains a pigment and a dispersant, the dispersion stability of the dispersant can be made particularly excellent by containing the monomer component z2 as the monomer component. As a result, the dispersion stability of the pigment and the long-term storage stability of the color filter ink can be made particularly excellent.

  The content of the monomer component z2 in the polymer Z (value obtained by conversion in terms of the weight of the monomer used for the synthesis of the polymer) is preferably 3 to 35 wt%, and 10 to 25 wt%. More preferably. When the content of the monomer component z2 in the polymer Z is a value within the above range, the above-described monomer component z1 and the above-described monomer component z3 described in detail later are not inhibited. Such an effect can be expressed more remarkably. In addition, when the polymer Z is a mixture of a plurality of types of compounds, the weighted average value (weighted average value based on the weight ratio) for these compounds is used as the content value of the monomer component z2. can do. Further, when the polymer Z is a mixture of a plurality of types of compounds, it is preferable that all of these compounds contain the monomer component z2 at the above-described content.

(Monomer component z3)
The polymer Z contains the monomer component z3 represented by the formula (23) as a monomer component.
Such a monomer component z3 is a component that contributes to the curing of the resin material in the colored portion forming step (curing step) described later, similarly to the monomer components x1, x2, z1, and the like described above. While the monomer components x1, x2, and z1 have a function of increasing the hardness of the colored portion to be formed, the monomer component z3 has an appropriate flexibility in the formed colored portion. Even if deformation (for example, thermal expansion, thermal contraction, etc.) occurs in the substrate or the like provided with the colored portion, the function of following the deformation and maintaining the adhesion of the colored portion to the substrate or the like. Have. Thereby, for example, even when the manufactured color filter is repeatedly exposed to a rapid temperature change accompanying image display, good adhesion can be maintained, and problems such as light leakage (white spots, bright spots), etc. Can be prevented more reliably. That is, the durability of the color filter can be made particularly excellent.

The monomer component z3 is not sufficiently reactive at a relatively low temperature (for example, 100 ° C. or less) in the polymer Z, whereas the monomer component z3 is a heat treatment applied in the colored portion forming step (curing step). In a heating environment, it has sufficient reactivity. For this reason, in the coloring part formation process (curing process) performed in a heating environment while reliably preventing unintentional reaction (polymerization reaction) of the resin material during storage of the color filter ink or in the ink application process described later. Can suitably advance the curing reaction (polymerization reaction) of the resin material.
Further, by containing the monomer component z3 as a monomer component, when the dispersion medium is removed from the color filter ink applied on the substrate during the formation of the colored portion, the solid content concentration increases. Thus, the thixotropic property and viscosity of the color filter ink are increased, and it is possible to reliably prevent the occurrence of unintended irregularities on the surface of the colored portion to be formed.

  The content of the monomer component z3 in the polymer Z (value obtained by conversion in terms of the weight of the monomer used for the synthesis of the polymer) is preferably 2 to 30 wt%, and 5 to 20 wt%. More preferably. When the content of the monomer component z3 in the polymer Z is a value within the above range, the above-described effects are more remarkably exhibited without inhibiting the functions of the monomer components z1 and z2. Can be made. In addition, when the polymer Z is a mixture of a plurality of types of compounds, the weighted average value (weighted average value based on the weight ratio) for these compounds is adopted as the content value of the monomer component z3. can do. Further, when the polymer Z is a mixture of a plurality of types of compounds, it is preferable that all of these compounds contain the monomer component z3 at the above-described content.

The weight average molecular weight of the polymer Z is preferably 5000 to 50000, and more preferably 6000 to 15000. As a result, it is possible to make the color filter ink stable over time (long-term storage stability), the discharge stability of the color filter ink, and the color filter productivity sufficiently. Furthermore, the flatness of the colored portion formed using the color filter ink can be made more reliable, and the occurrence of color unevenness or the like in the image displayed using the color filter can be more effectively achieved. Can be prevented.
Moreover, it is preferable that the dispersion degree (weight average molecular weight Mw / number average molecular weight Mn) of the polymer Z is 1-3.

[Polymer W]
The polymer W includes a monomer component w1 represented by the following formula (25), a monomer component w2 represented by the following formula (26), and a monomer component w3 represented by the following formula (27): And a monomer component w4 represented by the following formula (28). An example of the polymer W is represented by the following formula (29).

By including such a polymer W, it is possible to particularly improve the switching characteristics of the curing reaction as a resin material, the discharge stability of the color filter ink, the hardness of the formed colored portion, and the like. The dispersion stability of the pigment in the color filter ink can be made particularly excellent. In addition, by including the polymer W, it is possible to more effectively prevent unintentional irregularities from occurring on the surface of the colored portion formed using the color filter ink. It is possible to more effectively prevent the occurrence of color unevenness and density unevenness and a decrease in contrast ratio in the displayed image. In addition, by including the polymer W, when an ink for a color filter is manufactured using a manufacturing method as described later (in a fine dispersion step described later), an aggregate of pigment particles used as a raw material can be more easily formed into fine particles. The color filter ink can be further improved in productivity. In addition, since the polymer W has extremely excellent stability with respect to mechanical force, even when the polymer W is subjected to the fine dispersion step described later together with the pigment, the modification and deterioration in the step are not caused. Is prevented. Therefore, by using the polymer W, it is possible to efficiently prepare a color filter ink excellent in pigment dispersibility while reliably preventing deterioration of the resin material.
The polymer W may be substantially composed of a single compound, or may be a mixture of a plurality of types of compounds. However, when the polymer W is a mixture of a plurality of types of compounds, each compound contains monomer components w1, w2, w3, and w4.

(Monomer component w1)
The polymer W contains the monomer component w1 represented by the formula (25) as a monomer component.
By containing such a monomer component w1 as a monomer component, unintentional reaction (polymerization reaction) of the resin material can be reliably prevented during storage of the color filter ink or in the ink application step described later. On the other hand, in the colored part forming step (curing step) performed in a heating environment, the curing reaction (polymerization reaction) of the resin material can be more suitably progressed. That is, the switching characteristic of the curing reaction for the resin material can be made excellent. Further, by containing the monomer component w1 as a monomer component, the dispersion stability of the pigment particles in the color filter ink can be made particularly excellent, and the long-term storage stability of the color filter ink, The discharge stability can be made particularly excellent. In addition, the monomer component w1 is excellent in reactivity in a high-temperature environment in the polymer W, but has extremely excellent stability against mechanical force. For this reason, even if it is a case where it uses for the fine dispersion process mentioned later with a pigment, modification | denaturation and deterioration of the polymer W in this process are prevented, and the function of the polymer W is reliably demonstrated in the ink for color filters. be able to. Moreover, the hardness etc. of the colored part formed can be made excellent by containing the monomer component w1 as a monomer component.

  Further, when the polymer W contains the monomer component w1, the affinity and compatibility between the polymer W and the polymer M and the like can be made sufficiently excellent. As a result, the discharge stability of the color filter ink can be made excellent, and the colored portion formed using the color filter ink is particularly excellent in transparency (light due to the opacity of the resin material). The reduction in transmittance is more effectively prevented), the adhesion to the substrate is particularly excellent, and problems such as cracks are less likely to occur.

  The content of the monomer component w1 in the polymer W (value obtained by conversion based on the weight of the monomer used for polymer synthesis) is preferably 25 to 75 wt%, and 40 to 60 wt%. More preferably. When the content of the monomer component w1 in the polymer W is a value within the above range, the above-described effects can be achieved without inhibiting the functions of the monomer components w2, w3, and w4 described in detail later. It can be expressed more significantly. In addition, when the polymer W is a mixture of a plurality of types of compounds, the weighted average value (weighted average value based on the weight ratio) for these compounds is adopted as the content value of the monomer component w1. can do. Moreover, when the polymer W is a mixture of a plurality of types of compounds, it is preferable that all of these compounds contain the monomer component w1 at the content as described above.

(Monomer component w2)
The polymer W contains the monomer component w2 represented by the above formula (26) as a monomer component.
By containing such a monomer component w2 as a monomer component, it is possible to improve the wetting and spreading of the color filter ink on the substrate, and mixing of bubbles and the like is reliably prevented, A colored portion having excellent adhesion to the substrate can be suitably formed. When the color filter ink contains a pigment and a dispersant, the dispersion stability of the dispersant can be made particularly excellent by containing the monomer component w2 as the monomer component. As a result, the dispersion stability of the pigment and the long-term storage stability of the color filter ink can be made particularly excellent.

  The content of the monomer component w2 in the polymer W (value obtained by conversion based on the weight of the monomer used for polymer synthesis) is preferably 2 to 25 wt%, and 5 to 15 wt%. More preferably. When the content of the monomer component w2 in the polymer W is a value within the above range, without inhibiting the functions of the monomer component w1 and the monomer components w3 and w4 described in detail later, The effects as described above can be expressed more remarkably. In addition, when the polymer W is a mixture of a plurality of types of compounds, the weighted average value (weighted average value based on the weight ratio) for these compounds is used as the content value of the monomer component w2. can do. Moreover, when the polymer W is a mixture of a plurality of types of compounds, it is preferable that all of these compounds contain the monomer component w2 at the content rate described above.

(Monomer component w3)
The polymer W contains the monomer component w3 represented by the above formula (27) as a monomer component.
By including the monomer component w3 as the monomer component, the chemical resistance, solvent resistance, and the like of the colored portion to be formed can be made particularly excellent. Thus, after the colored portion forming step (curing step), chemical application and washing (especially washing with N-methyl-2-pyrrolidone, γ-butyrolactone, isopropyl alcohol, hydrochloric acid, aqueous sodium hydroxide, etc.), etc. Even when post-processing is performed, the occurrence of adverse effects due to these can be more reliably prevented.

In addition, the monomer component w3 is sufficiently low in the polymer (polymer W) at a relatively low temperature (for example, 100 ° C. or less), whereas in the colored portion forming step (curing step). Under a heating environment such as a heat treatment to be applied, it has sufficient reactivity. For this reason, in the coloring part formation process (curing process) performed in a heating environment while reliably preventing unintentional reaction (polymerization reaction) of the resin material during storage of the color filter ink or in the ink application process described later. Can suitably advance the curing reaction (polymerization reaction) of the resin material.
Further, by containing the monomer component w3 as the monomer component, for example, the dispersion stability of the pigment particles in the color filter ink can be made particularly excellent, and the color filter ink can be stored for a long time. And discharge stability can be improved.

  The content of the monomer component w3 in the polymer W (value obtained by conversion based on the weight of the monomer used for polymer synthesis) is preferably 5 to 50 wt%, and 10 to 40 wt%. More preferably. When the content of the monomer component w3 in the polymer W is a value within the above range, without inhibiting the functions of the monomer components w1, w2 and the monomer component w4 described in detail later, The effects as described above can be expressed more remarkably. In addition, when the polymer W is a mixture of a plurality of types of compounds, the weighted average value (weighted average value based on the weight ratio) for these compounds is adopted as the content value of the monomer component w3. can do. Moreover, when the polymer W is a mixture of a plurality of types of compounds, it is preferable that all of these compounds contain the monomer component w3 at the above-described content.

(Monomer component w4)
The polymer W contains the monomer component w4 represented by the above formula (28) as a monomer component.
By containing such a monomer component w4 as a monomer component, the solid content concentration is increased when the dispersion medium is removed from the color filter ink applied on the substrate during the formation of the colored portion. Along with this, the thixotropic property and viscosity of the color filter ink are increased, and it is possible to more surely prevent the occurrence of unintended irregularities on the surface of the formed colored portion.

  Further, by containing the monomer component w4 as a monomer component, the hydrophobicity of the entire resin material can be suitably adjusted, and the affinity and compatibility of each polymer constituting the resin material are particularly good. It can be excellent. As a result, the discharge stability of the color filter ink can be made particularly excellent, and the colored portion formed using the color filter ink has excellent transparency (light due to the opacity of the resin material). The decrease in transmittance is prevented), and the adhesion to the substrate is particularly excellent, and problems such as cracks are less likely to occur.

  The content of the monomer component w4 in the polymer W (value obtained by conversion based on the weight of the monomer used for polymer synthesis) is preferably 3 to 40 wt%, and 5 to 30 wt%. More preferably. When the content of the monomer component w4 in the polymer W is a value within the above range, the above-described effects are more remarkable without inhibiting the functions of the monomer components w1, w2, and w3. Can be expressed. In addition, when the polymer W is a mixture of a plurality of types of compounds, the weighted average value (weighted average value based on the weight ratio) for these compounds is used as the content value of the monomer component w4. can do. Moreover, when the polymer W is a mixture of a plurality of types of compounds, it is preferable that all of these compounds contain the monomer component w4 with the content as described above.

  The weight average molecular weight of the polymer W is preferably 5000 to 50000, and more preferably 6000 to 15000. As a result, it is possible to make the color filter ink stable over time (long-term storage stability), the discharge stability of the color filter ink, and the color filter productivity sufficiently. Furthermore, the flatness of the colored portion formed using the color filter ink can be made more reliable, and the occurrence of color unevenness in the image displayed using the color filter can be more effectively achieved. Can be prevented.

Moreover, it is preferable that the dispersion degree (weight average molecular weight Mw / number average molecular weight Mn) of the polymer W is 1-3.
In addition, each polymer mentioned above should finally have a structure as described above (each partial structure corresponding to each monomer component), and is synthesized using each monomer component described above. It may be synthesized, or may be synthesized using a component (precursor, derivative, etc.) different from the monomer component described above.

  The content of the resin material in the color filter ink is preferably 0.5 to 18 wt%, more preferably 1 to 15 wt%, and further preferably 3 to 12 wt%. When the content of the resin material is within the above range, the storage stability in the color filter ink (dispersion stability of the pigment) and the discharge performance of the color filter ink from the droplet discharge head are particularly excellent. In addition, the durability of the manufactured color filter can be made particularly excellent. Further, a sufficient color density can be secured in the manufactured color filter.

When the content of the resin material in the color filter ink is C _R [wt%] and the content of the pigment in the color filter ink is C _P [wt%], 0.2 ≦ C _R / C _It is preferable to satisfy the relationship of _P ≦ 9.0, more preferably satisfy the relationship of 0.3 ≦ _CR / _CP ≦ 5.0, and 0.4 ≦ _CR / _CP ≦ 3.5. It is more preferable to satisfy this relationship. By satisfying such a relationship, the dispersion stability of the pigment in the color filter ink and the ejection stability of the color filter ink are sufficiently excellent, and the contrast of the produced color filter is more excellent. Even when the thickness of the colored portion is thinner, sufficient contrast can be ensured. In addition, in the conventional color filter ink, when the content of the resin material is low with respect to the pigment content, the dispersion stability of the pigment in the color filter ink and the discharge stability of the color filter ink are In the present invention, the content of the resin material with respect to the content of the pigment is low as described above. Even in this case, it is possible to reliably prevent the occurrence of the above problems. That is, by satisfying the relationship as described above, the effects of the present invention are more remarkably exhibited.
The resin material constituting the color filter ink is a polymer other than those described above (for example, a thermoplastic polymer or a curable polymer other than the above-described polymers M, X, Y, Z, and W). It may be included.

<Dispersion medium>
The color filter ink includes a dispersion medium (liquid medium) in which the above-described pigment is dispersed. In general, most of the dispersion medium is removed in the process of manufacturing the color filter (after ejecting droplets by the ink jet method).
As the dispersion medium constituting the color filter ink, for example, an ester compound, an ether compound, a hydroxyketone, a carbonic acid diester, a cyclic amide compound, or the like can be used. Among them, [1] a polyhydric alcohol (for example, ethylene glycol, Ethers (polyhydric alcohol ethers) as condensates of propylene glycol, butylene glycol, glycerin, etc.), polyhydric alcohols or alkyl ethers of polyhydric alcohol ethers (eg, methyl ether, ethyl ether, butyl ether, hexyl ether, etc.), Esters (eg, formate, acetate, propionate, etc.), [2] esters of polyvalent carboxylic acids (eg, succinic acid, glutaric acid, etc.) (eg, methyl esters), [3] at least one hydroxyl group in the molecule Small Ether compounds (hydroxy acid) having a Kutomo one carboxyl group, ester, [4] a polyhydric alcohol and a carbonic acid diester having a chemical structure as obtained in the reaction with phosgene is preferred. Examples of the compound that can be used as the dispersion medium include 2- (2-methoxy-1-methylethoxy) -1-methylethyl acetate, triethylene glycol dimethyl ether, triethylene glycol diacetate, diethylene glycol monoethyl ether acetate, 4 -Methyl-1,3-dioxolan-2-one, bis (2-butoxyethyl) ether, dimethyl glutarate, ethylene glycol di-n-butylate, 1,3-butylene glycol diacetate, diethylene glycol monobutyl ether acetate, tetraethylene glycol Dimethyl ether, 1,6-diacetoxyhexane, tripropylene glycol monomethyl ether, butoxypropanol, diethylene glycol methyl ethyl ether, diethylene Recall methyl butyl ether, triethylene glycol methyl ethyl ether, triethylene glycol methyl butyl ether, dipropylene glycol monomethyl ether acetate, diethylene glycol dimethyl ether, diethylene glycol ethyl methyl ether, 3-methoxybutyl acetate, diethylene glycol diethyl ether, ethyl octoate, ethylene glycol monobutyl ether Acetate, ethylene glycol monobutyl ether, cyclohexyl acetate, diethyl succinate, ethylene glycol diacetate, propylene glycol diacetate, 4-hydroxy-4-methyl-2-pentanone, dimethyl succinate, 1-butoxy-2-propanol, diethylene glycol mono Ethyl ether, die Lenglycol monomethyl ether, dipropylene glycol monomethyl ether, 3-methoxy-n-butyl acetate, diacetin, dipropylene glycol mono n-propyl ether, polyethylene glycol monomethyl ether, butyl glycolate, ethylene glycol monohexyl ether, dipropylene glycol mono n-butyl ether, N-methyl-2-pyrrolidone, triethylene glycol butyl methyl ether, bis (2-propoxyethyl) ether, diethylene glycol diacetate, diethylene glycol butyl methyl ether, diethylene glycol butyl ethyl ether, diethylene glycol butyl propyl ether, diethylene glycol ethyl propyl Ether, diethylene glycol methyl pro Pill ether, diethylene glycol propyl ether acetate, triethylene glycol methyl ether acetate, triethylene glycol ethyl ether acetate, triethylene glycol propyl ether acetate, triethylene glycol butyl ether acetate, triethylene glycol butyl ethyl ether, triethylene glycol ethyl methyl ether, triethylene glycol Ethylene glycol ethyl propyl ether, triethylene glycol methyl propyl ether, dipropylene glycol methyl ether acetate, n-nonyl alcohol, diethylene glycol monobutyl ether, triethylene glycol monomethyl ether, ethylene glycol 2-ethylhexyl ether, triethylene glycol monoethyl Ether, diethylene glycol monohexyl ether, triethylene glycol monobutyl ether, diethylene glycol mono-2-ethylhexyl ether, tripropylene glycol mono n-butyl ether, butyl cellosolve acetate and the like, and one or more selected from these may be combined Can be used.

  Among them, the dispersion medium is composed of 1,3-butylene glycol diacetate, bis (2-butoxyethyl) ether, 2- (2-methoxy-1-methylethoxy) -1-methylethyl acetate and diethylene glycol monobutyl ether acetate. It is preferable that 1 type or 2 types or more selected from a group are included. As a result, since the secondary pigment has an appropriate affinity for the dispersion medium, the surface of the main pigment particles can easily have a structure coated with the secondary pigment, and the dissolved state of the polymer M in the color filter ink Can be made more uniform, and the long-term dispersion stability of the pigment particles in the color filter ink and the discharge stability of the color filter ink can be made particularly excellent. Further, the contrast ratio and brightness of an image displayed using the manufactured color filter can be made particularly excellent. Further, even when the pigment content in the color filter ink is increased, the long-term dispersion stability of the pigment, the ejection stability of the color filter ink, and the like can be sufficiently improved. Further, when the dispersion medium is composed of the above-described compound, the color filter ink can be more reliably wetted and spread throughout the cell in the color filter manufacturing method as described later. it can. Further, when the color filter ink is produced by the method described later, the color filter ink can be produced efficiently, and the productivity of the color filter ink can be made particularly excellent.

  Among the above, when the dispersion medium contains diethylene glycol monobutyl ether acetate, the viscosity of the color filter ink can be made particularly low, and the discharge stability of the color filter ink droplets is particularly excellent. Can be. In addition, since the color filter ink spreads quickly and everywhere on the substrate, the uniformity of the thickness of the colored portion to be formed can be increased, and color reproducibility and depolarization (contrast ratio) can be achieved. Can be made particularly excellent. Moreover, when a dispersion medium is a thing containing diethylene glycol monobutyl ether acetate, the solubility to the dispersion medium of water can be made moderate. For this reason, the dispersion medium constituting the color filter ink can reliably prevent moisture absorption from the outside. Further, even when water is mixed into the color filter ink flow path or the like of the droplet discharge device, the water can be suitably dissolved and removed. As a result, the discharge stability of the color filter ink droplets from the droplet discharge head (for example, the uniformity of the droplet discharge amount) can be made particularly excellent over a longer period of time.

  In addition, among the above, when the dispersion medium includes bis (2-butoxyethyl) ether and 1,3-butylene glycol diacetate, the color filter ink becomes very difficult to dry in the vicinity of the nozzle, and the ink application step Occurrence of flight bends at is suppressed more effectively. In addition, in the flushing process to periodically discharge a small amount of color filter ink to prevent nozzle clogging, the color filter ink in the vicinity of the nozzle can be prevented from being dried while the head is moving over a long distance. A discarded area such as a dummy pixel provided is unnecessary. Further, since the color filter ink is difficult to dry, deterioration, aggregation, and segregation of components such as pigments and resin materials can be more reliably prevented.

  In particular, when the dispersion medium contains 1,3-butylene glycol diacetate, the solubility of water in the dispersion medium can be made appropriate. For this reason, the dispersion medium constituting the color filter ink surely prevents the absorption of excessive moisture from the outside, and some moisture is mixed inside the color filter ink flow path of the droplet discharge device. Even in this case, it is possible to move in the flow path while maintaining dispersion stability and fluidity by suitably dissolving water.

Among the above [1] to [4], the compound of [1], in particular, a compound having a propylene glycol skeleton and having an alkoxy group at both ends thereof can also be suitably used as a dispersion medium. . By using such a compound, the discharge stability of ink droplets for color filters can be made particularly excellent, and color unevenness, density unevenness, etc. at each part of the produced color filter are more effective. And uniform uniformity of characteristics among individuals. In particular, from the chemical structural correlation between the compound and the resin material as described above, the resin material on the surface of the pigment particles in the color filter ink while sufficiently improving the solubility of the resin material as described above. The dispersion stability of the pigment particles in the color filter ink can be made particularly excellent, and the color filter can have a particularly excellent dispersion stability. The long-term storage stability of the ink for use can be made particularly excellent. Further, the productivity of the color filter can be made particularly excellent. Further, the durability of the color filter can be made particularly excellent. In addition, even when the pigment content in the color filter ink is relatively high, the pigment dispersion stability can be sufficiently improved, and the color filter ink stability ( Long-term storage) can be made excellent. By containing a compound having a propylene glycol skeleton and an alkoxy group at both ends as a dispersion medium, it is possible to effectively prevent deterioration of a droplet discharge head used for droplet discharge. Can do. For this reason, even when a large number of color filters are manufactured, the frequency of maintenance such as replacement and repair of the droplet discharge head can be reduced, and the productivity of the color filter can be improved. .
A compound having a chemical structure as described above (a compound having a propylene glycol skeleton and having an alkoxy group at both ends thereof) can be represented by the following general formula (33).

In the formula (33), specific examples of R and R ′ include methyl group (CH ₃ ), ethyl group (CH ₃ CH ₂ ), propyl group (CH ₃ CH ₂ CH ₂ ), isopropyl group (CH ₃ CH ( CH _3)), butyl group _{(CH 3 CH 2 CH 2 CH} 2), an isobutyl group _{(CH 3 CH (CH 3)} CH 2), sec- butyl group _{(CH 3 CH 2 CH (CH} 3)), t- Butyl group ((CH ₃ ) ₃ C), pentyl group (CH ₃ CH ₂ CH ₂ CH ₂ CH ₂ ), hexyl group (CH ₃ CH ₂ CH ₂ CH ₂ CH ₂ ), heptyl group (CH ₃ CH ₂ CH ₂ CH ₂ CH ₂ ), an octyl group (CH ₃ CH ₂ CH ₂ CH ₂ CH ₂ ) and the like can be mentioned, and an alkyl group having 1 to 4 carbon atoms is preferable.

  Moreover, as above-mentioned, although 1 + m + n should just be an integer greater than or equal to 1, it is preferable that it is 2-5, and it is more preferable that it is 2-3. As a result, the effects as described above are more remarkably exhibited, and the discharge stability and long-term storage stability (storage stability) of the color filter ink can be made particularly excellent. Durability can be particularly excellent, color unevenness and density unevenness at each part of the color filter can be more effectively suppressed, and uniformity of characteristics among individuals is particularly excellent It can be.

Specific examples of the compound having the above chemical structure and usable as a dispersion medium include, for example, CH ₃ OCH ₂ CH (CH ₃ ) OCH ₃ , CH ₃ O (CH ₂ CH (CH ₃ ) O). ₂ CH ₃ , CH ₃ O (CH ₂ CH (CH ₃ ) O) ₃ CH ₃ , CH ₃ O (CH ₂ CH (CH ₃ ) O) ₄ CH ₃ , CH ₃ O (CH ₂ CH (CH ₃ ) O ) ₅ CH ₃ , CH ₃ OCH ₂ CH ₂ CH ₂ OCH ₃ , CH ₃ O (CH ₂ CH ₂ CH ₂ O) ₂ CH ₃ , CH ₃ O (CH ₂ CH ₂ CH ₂ O) ₃ CH ₃ , CH _{3 O (CH 2 CH 2 CH 2} O) 4 CH 3, CH 3 O (CH 2 CH 2 CH 2 O) 5 CH 3, CH 3 O [(CH 2 CH (CH 3) O) (CH (CH 3) _{CH 2 O)] CH 3,} CH _{O [(CH 2 CH (CH} 3) O) (CH 2 CH 2 CH 2 O)] CH 3, CH 3 O [(CH 2 CH (CH 3) O) (CH (CH 3) CH 2 O) ( _{CH 2 CH 2 CH 2 O)} ] CH 3, CH 3 CH 2 OCH 2 CH (CH 3) OCH 3, CH 3 CH 2 O (CH 2 CH (CH 3) O) 2 CH 3, CH 3 CH 2 O _{(CH 2 CH (CH 3)} O) 3 CH 3, CH 3 CH 2 O (CH 2 CH (CH 3) O) 4 CH 3, CH 3 CH 2 O (CH 2 CH (CH 3) O) 5 CH _{3, CH 3 CH 2 OCH (} CH 3) CH 2 OCH 3, CH 3 CH 2 O (CH (CH 3) CH 2 O) 2 CH 3, CH 3 CH 2 O (CH (CH 3) CH 2 O) ₃ CH ₃ , CH ₃ CH ₂ O (CH (CH ₃ ) C _{H 2 O) 4 CH 3,} CH 3 CH 2 O (CH (CH 3) CH 2 O) 5 CH 3, CH 3 CH 2 OCH 2 CH 2 CH 2 OCH 3, CH 3 CH 2 O (CH 2 CH 2 _{CH 2 O) 2 CH 3,} CH 3 CH 2 O (CH 2 CH 2 CH 2 O) 3 CH 3, CH 3 CH 2 O (CH 2 CH 2 CH 2 O) 4 CH 3, CH 3 CH 2 O ( _{CH 2 CH 2 CH 2 O)} 5 CH 3, CH 3 CH 2 O [(CH 2 CH (CH 3) O) (CH (CH 3) CH 2 O)] CH 3, CH 3 CH 2 O [(CH _{2 CH (CH 3) O)} (CH 2 CH 2 CH 2 O)] CH 3, CH 3 CH 2 O [(CH 2 CH (CH 3) O) (CH (CH 3) CH 2 O) (CH 2 _{CH 2 CH 2 O)] CH} 3, CH 3 CH 2 O _{H 2 CH (CH 3) OCH} 2 CH 3, CH 3 CH 2 O (CH 2 CH (CH 3) O) 2 CH 2 CH 3, CH 3 CH 2 O (CH 2 CH (CH 3) O) 3 CH ₂ CH ₃ , CH ₃ CH ₂ O (CH ₂ CH (CH ₃ ) O) ₄ CH ₂ CH ₃ , CH ₃ CH ₂ O (CH ₂ CH (CH ₃ ) O) ₅ CH ₂ CH ₃ , CH ₃ CH _{2 OCH 2 CH 2 CH 2 OCH 2} CH 3, CH 3 CH 2 O (CH 2 CH 2 CH 2 O) 2 CH 2 CH 3, CH 3 CH 2 O (CH 2 CH 2 CH 2 O) 3 CH 2 CH 3 _{, CH 3 CH 2 O (CH} 2 CH 2 CH 2 O) 4 CH 2 CH 3, CH 3 CH 2 O (CH 2 CH 2 CH 2 O) 5 CH 2 CH 3, CH 3 CH 2 O [(CH 2 CH (CH ₃ ) O) ( _{CH (CH 3) CH 2 O} )] CH 2 CH 3, CH 3 CH 2 O [(CH 2 CH (CH 3) O) (CH 2 CH 2 CH 2 O)] CH 2 CH 3, CH 3 CH 2 _{O [(CH 2 CH (CH} 3) O) (CH (CH 3) CH 2 O) (CH 2 CH 2 CH 2 O)] CH 2 CH 3, CH 3 OCH 2 CH (CH 3) OCH 2 CH 2 _{CH 2 CH 3, CH 3 O} (CH 2 CH (CH 3) O) 2 CH 2 CH 2 CH 2 CH 3, CH 3 O (CH 2 CH (CH 3) O) 3 CH 2 CH 2 CH 2 CH 3 _{, CH 3 O (CH 2 CH} (CH 3) O) 4 CH 2 CH 2 CH 2 CH 3, CH 3 O (CH 2 CH (CH 3) O) 5 CH 2 CH 2 CH 2 CH 3, CH 3 OCH (CH ₃ ) CH ₂ OCH ₂ CH _{2 CH 2 CH 3, CH 3 O} (CH (CH 3) CH 2 O) 2 CH 2 CH 2 CH 2 CH 3, CH 3 O (CH (CH 3) CH 2 O) 3 CH 2 CH 2 CH 2 CH 3 _{, CH 3 O (CH (CH} 3) CH 2 O) 4 CH 2 CH 2 CH 2 CH 3, CH 3 O (CH (CH 3) CH 2 O) 5 CH 2 CH 2 CH 2 CH 3, CH 3 OCH ₂ CH ₂ CH ₂ OCH ₂ CH ₂ CH ₂ CH ₃ , CH ₃ O (CH ₂ CH ₂ CH ₂ O) ₂ CH ₂ CH ₂ CH ₂ CH ₃ , CH ₃ O (CH ₂ CH ₂ CH ₂ O) ₃ CH ₂ CH ₂ CH ₂ CH ₃ , CH ₃ O (CH ₂ CH ₂ CH ₂ O) ₄ CH ₂ CH ₂ CH ₂ CH ₃ , CH ₃ O (CH ₂ CH ₂ CH ₂ O) ₅ CH ₂ CH ₂ CH ₂ CH _3, CH _{3 O [(CH 2 CH (CH} 3) O) (CH (CH 3) CH 2 O)] CH 2 CH 2 CH 2 CH 3, CH 3 O [(CH 2 CH (CH 3) O) (CH 2 CH _{2 CH 2 O)] CH 2} CH 2 CH 2 CH 3, CH 3 O [(CH 2 CH (CH 3) O) (CH (CH 3) CH 2 O) (CH 2 CH 2 CH 2 O)] CH ₂ CH ₂ CH ₂ CH _{3 and the} like can be mentioned, and one or more selected from these can be used in combination.

The compound as described above includes a compound having a propylene glycol skeleton and having an alkoxy group at both ends, and the propylene glycol skeleton has a structure in which a plurality of 1,2-propylene glycols are condensed. It is preferable that l has (that is, l in the formula (33) is an integer of 2 or more). As a result, the effects as described above are more remarkably exhibited, and the discharge stability and long-term storage stability (storage stability) of the color filter ink can be made particularly excellent. Durability can be particularly excellent, color unevenness and density unevenness at each part of the color filter can be more effectively suppressed, and uniformity of characteristics among individuals is particularly excellent It can be. Thus, as a compound (dispersion medium) having a structure in which a propylene glycol skeleton is condensed with a plurality of 1,2-propylene glycols, for example, CH ₃ O (CH ₂ CH (CH ₃ ) O) ₂ CH _{3 is used. , CH 3 O (CH 2 CH} (CH 3) O) 3 CH 3, CH 3 O (CH 2 CH (CH 3) O) 4 CH 3, CH 3 O (CH 2 CH (CH 3) O) 5 CH ₃ , CH ₃ O [(CH ₂ CH (CH ₃ ) O) (CH (CH ₃ ) CH ₂ O)] CH ₃ , CH ₃ O [(CH ₂ CH (CH ₃ ) O) (CH (CH ₃ ) _{CH 2 O) (CH 2 CH} 2 CH 2 O)] CH 3, CH 3 CH 2 O (CH 2 CH (CH 3) O) 2 CH 3, CH 3 CH 2 O (CH 2 CH (CH 3) O ) ₃ CH ₃ , CH ₃ CH ₂ O (CH ₂ C _{H (CH 3) O) 4} CH 3, CH 3 CH 2 O (CH 2 CH (CH 3) O) 5 CH 3, CH 3 CH 2 O (CH (CH 3) CH 2 O) 2 CH 3, CH ₃ CH ₂ O (CH (CH ₃ ) CH ₂ O) ₃ CH ₃ , CH ₃ CH ₂ O (CH (CH ₃ ) CH ₂ O) ₄ CH ₃ , CH ₃ CH ₂ O (CH (CH ₃ ) CH ₂ O) ₅ CH ₃ , CH ₃ CH ₂ O [(CH ₂ CH (CH ₃ ) O) (CH (CH ₃ ) CH ₂ O)] CH ₃ , CH ₃ CH ₂ O [(CH ₂ CH (CH ₃ ) _{O) (CH (CH 3)} CH 2 O) (CH 2 CH 2 CH 2 O)] CH 3, CH 3 CH 2 O (CH 2 CH (CH 3) O) 2 CH 2 CH 3, CH 3 CH 2 _{O (CH 2 CH (CH 3} ) O) 3 CH 2 CH 3, CH 3 CH _{O (CH 2 CH (CH 3} ) O) 4 CH 2 CH 3, CH 3 CH 2 O (CH 2 CH (CH 3) O) 5 CH 2 CH 3, CH 3 CH 2 O [(CH 2 CH (CH _{3) O) (CH (CH} 3) CH 2 O)] CH 2 CH 3, CH 3 CH 2 O [(CH 2 CH (CH 3) O) (CH (CH 3) CH 2 O) (CH 2 CH _{2 CH 2 O)] CH 2} CH 3, CH 3 O (CH 2 CH (CH 3) O) 2 CH 2 CH 2 CH 2 CH 3, CH 3 O (CH 2 CH (CH 3) O) 3 CH 2 _{CH 2 CH 2 CH 3, CH} 3 O (CH 2 CH (CH 3) O) 4 CH 2 CH 2 CH 2 CH 3, CH 3 O (CH 2 CH (CH 3) O) 5 CH 2 CH 2 CH 2 _{CH 3, CH 3 O (CH} (CH 3) CH 2 O) 2 _{CH 2 CH 2 CH 2 CH 3} , CH 3 O (CH (CH 3) CH 2 O) 3 CH 2 CH 2 CH 2 CH 3, CH 3 O (CH (CH 3) CH 2 O) 4 CH 2 CH 2 _{CH 2 CH 3, CH 3 O} (CH (CH 3) CH 2 O) 5 CH 2 CH 2 CH 2 CH 3, CH 3 O [(CH 2 CH (CH 3) O) (CH (CH 3) CH 2 _{O)] CH 2 CH 2 CH} 2 CH 3, CH 3 O [(CH 2 CH (CH 3) O) (CH (CH 3) CH 2 O) (CH 2 CH 2 CH 2 O)] CH 2 CH 2 CH ₂ CH ₃ and the like.

The propylene glycol skeleton constituting the compound is preferably one having a structure in which two to three propylene glycols are condensed (that is, “l + m + n” in formula (33) is 2 to 3). As a result, the effects as described above are more remarkably exhibited, and the discharge stability and long-term storage stability (storage stability) of the color filter ink can be made particularly excellent. Durability can be particularly excellent, color unevenness and density unevenness at each part of the color filter can be more effectively suppressed, and uniformity of characteristics among individuals is particularly excellent It can be. Thus, as a compound (dispersion medium) having a structure in which a propylene glycol skeleton is condensed with 2 to 3 propylene glycols, for example, CH ₃ O (CH ₂ CH (CH ₃ ) O) ₂ CH ₃ , CH _{3 O (CH 2 CH (CH} 3) O) 3 CH 3, CH 3 O (CH 2 CH 2 CH 2 O) 2 CH 3, CH 3 O (CH 2 CH 2 CH 2 O) 3 CH 3, CH 3 _{O [(CH 2 CH (CH} 3) O) (CH (CH 3) CH 2 O)] CH 3, CH 3 O [(CH 2 CH (CH 3) O) (CH 2 CH 2 CH 2 O)] _{CH 3, CH 3 O [(} CH 2 CH (CH 3) O) (CH (CH 3) CH 2 O) (CH 2 CH 2 CH 2 O)] CH 3, CH 3 CH 2 O (CH 2 CH ( CH ₃ ) O) ₂ CH ₃ , CH ₃ CH _{2 O (CH 2 CH (CH 3} ) O) 3 CH 3, CH 3 CH 2 O (CH (CH 3) CH 2 O) 2 CH 3, CH 3 CH 2 O (CH (CH 3) CH 2 O) 3 _{CH 3, CH 3 CH 2 O} (CH 2 CH 2 CH 2 O) 2 CH 3, CH 3 CH 2 O (CH 2 CH 2 CH 2 O) 3 CH 3, CH 3 CH 2 O [(CH 2 CH ( _{CH 3) O) (CH (} CH 3) CH 2 O)] CH 3, CH 3 CH 2 O [(CH 2 CH (CH 3) O) (CH 2 CH 2 CH 2 O)] CH 3, CH 3 _{CH 2 O [(CH 2 CH} (CH 3) O) (CH (CH 3) CH 2 O) (CH 2 CH 2 CH 2 O)] CH 3, CH 3 CH 2 O (CH 2 CH (CH 3) _{O) 2 CH 2 CH 3,} CH 3 CH 2 O (CH 2 CH (CH _{) O) 3 CH 2 CH 3} , CH 3 CH 2 O (CH 2 CH 2 CH 2 O) 2 CH 2 CH 3, CH 3 CH 2 O (CH 2 CH 2 CH 2 O) 3 CH 2 CH 3, CH _{3 CH 2 O [(CH 2} CH (CH 3) O) (CH (CH 3) CH 2 O)] CH 2 CH 3, CH 3 CH 2 O [(CH 2 CH (CH 3) O) (CH 2 _{CH 2 CH 2 O)] CH} 2 CH 3, CH 3 CH 2 O [(CH 2 CH (CH 3) O) (CH (CH 3) CH 2 O) (CH 2 CH 2 CH 2 O)] CH 2 _{CH 3, CH 3 O (CH} 2 CH (CH 3) O) 2 CH 2 CH 2 CH 2 CH 3, CH 3 O (CH 2 CH (CH 3) O) 3 CH 2 CH 2 CH 2 CH 3, CH ₃ O (CH (CH ₃ ) CH ₂ O) ₂ CH ₂ CH ₂ CH ₂ CH ₃ , CH ₃ O (CH (CH ₃ ) CH ₂ O) ₃ CH ₂ CH ₂ CH ₂ CH ₃ , CH ₃ O (CH ₂ CH ₂ CH ₂ O) ₂ CH ₂ CH ₂ CH ₂ CH _{3 , CH 3 O (CH 2 CH} 2 CH 2 O) 3 CH 2 CH 2 CH 2 CH 3, CH 3 O [(CH 2 CH (CH 3) O) (CH (CH 3) CH 2 O)] CH 2 CH ₂ CH ₂ CH ₃ , CH ₃ O [(CH ₂ CH (CH ₃ ) O) (CH ₂ CH ₂ CH ₂ O)] CH ₂ CH ₂ CH ₂ CH ₃ , CH ₃ O [(CH ₂ CH (CH _{3) O) (CH (CH} 3) CH 2 O) (CH 2 CH 2 CH 2 O)] CH 2 CH 2 CH 2 CH 3 and the like.

When the dispersion medium is composed of a plurality of types of compounds, selected from the group consisting of diethylene glycol mononormal butyl ether, triethylene glycol mononormal butyl ether, ethyl 3-ethoxypropionate, 3-methoxybutyl acetate and dipropylene glycol dimethyl ether. When the 1 type (s) or 2 or more types included are included as a subcomponent (subdispersion medium), the colored part to be formed has less unevenness. Among them, when one or two or more selected from the group consisting of diethylene glycol mononormal butyl ether, triethylene glycol mononormal butyl ether and dipropylene glycol dimethyl ether are included as subcomponents (subdispersion medium), the colored portion formed is The unevenness is further reduced, and the flatness is particularly high. This seems to be due to the following reasons. That is, these compounds (compounds as subcomponents) have a relatively high boiling point and easily dissolve the resin material as described above. In forming the colored portion, such a compound (subcomponent) is removed relatively gently after most of the dispersion medium as a main component is volatilized. On the other hand, since such a subcomponent easily dissolves the above-described resin material, it is easy to maintain the fluidity of the color filter ink when the colored portion is formed. For this reason, the convection of the color filter ink during the removal of the subcomponents is prevented, and the high fluidity of the color filter ink is maintained. As a result, the formed colored portion has less unevenness and flatness. It will be very expensive.
In addition, the ratio of subcomponents in the dispersion medium (when the compounds included as subcomponents are two or three selected from the above) may be 50 wt% or less, It is preferably 40 wt%.

The boiling point of the dispersion medium under atmospheric pressure (1 atm) is preferably 160 to 300 ° C, more preferably 180 to 290 ° C, and further preferably 200 to 280 ° C. When the boiling point of the dispersion medium under atmospheric pressure is within the above range, clogging or the like in the droplet discharge head that discharges the color filter ink can be more effectively prevented, and the productivity of the color filter can be improved. It can be made particularly excellent.
The vapor pressure at 25 ° C. of the dispersion medium is preferably 0.7 mmHg or less, and more preferably 0.1 mmHg or less. If the vapor pressure of the dispersion medium is within the above range, clogging or the like in the droplet discharge head for discharging the color filter ink can be more effectively prevented, and the color filter productivity is particularly excellent. Can be.

The content of the dispersion medium in the color filter ink is preferably 50 to 98 wt%, more preferably 60 to 95 wt%, and still more preferably 65 to 93 wt%. When the content of the dispersion medium is a value within the above range, the color filter manufactured has excellent durability from the droplet discharge head and the manufactured color filter has excellent durability. be able to. In addition, a sufficient color density can be ensured in the manufactured color filter.
The color filter ink may contain components other than those described above. Examples of the components other than those described above constituting the color filter ink include a dispersant.

<Dispersant>
The color filter ink may contain a dispersant. Thereby, for example, the dispersibility of the pigment particles in the color filter ink can be improved, and the discharge stability of the ink droplets can be made particularly excellent. In particular, when the polymer M and the dispersant are used in combination, these effects work synergistically, and the dispersion stability of the pigment in the color filter ink, the discharge stability of the color filter ink, etc. are particularly excellent. Can be.

Examples of the dispersant include cationic, anionic, nonionic, amphoteric, silicone, and fluorine surfactants.
More specific examples of the dispersant include, for example, Dispersic 101, Dispersic 102, Dispersic 103, Dispersic P104, Dispersic P104S, Dispersic 220S, Dispersic 106, Dispersic 108, Dispersic 109, Disperse BIC 110, DISPERBIC 111, DISPERBIC 112, DISPERBIC 116, DISPERBIC 140, DISPERBIC 142, DISPERBIC 160, DISPERBIC 161, DISPERBIC 162, DISPERBIC 163, DISPERBIC 164, DISPERBIC 166, DISPERBIC 167 Dispersic 168, Dispersic 170, Dispersic 171, Dispersic 1 4, Dispersic 180, Dispersic 182, Dispersic 183, Dispersic 184, Dispersic 185, Dispersic 2000, Dispersic 2001, Dispersic 2050, Dispersic 2070, Dispersic 2095, Dispersic 2150, Dispersic LPN6919, Dispersic 9075, Dispersic 9077 (above, manufactured by BYK Chemie); EFKA 4008, EFKA 4009, EFKA 4010, EFKA 4015, EFKA 4020, EFKA 4046, EFKA 4047, EFKA 4050, EFKA 4055, EFKA 4055, EFKA 4055 , EFKA 4401, EFKA 4402, EFKA 44 3, EFKA 4406, EFKA 4408, EFKA 4300, EFKA 4330, EFKA 4340, EFKA 4015, EFKA 4800, EFKA 5010, EFKA 5065, EFKA 5066, EFKA 5070, EFKA 5070, EFKA 5070 Sol Sparse 3000, Sol Sparse 9000, Sol Sparse 13000, Sol Sparse 16000, Sol Sparse 17000, Sol Sparse 18000, Sol Sparse 20000, Sol Sparse 21000, Sol Sparse 24000, Sol Sparse 26000, Sol Sparse 27000, Sol Sparse 28000, Sol Sparse 32000, Sol Sparse 32500, Sol Sparse 33500, Sol Sparse 33500 Perth 35100, Solsperse 35200, Solsperse 36000, Solsperse 36600, Solsperse 38500, Solsperse 41000, Solsperse 41090, Solsperse 20000 (above, manufactured by Lubrizol Corporation); Manufactured by Fine Techno Co., Ltd.); Disparon 1850, Disparon 1860, Disparon 2150, Disparon 7004, Disparon DA-100, Disparon DA-234, Disparon DA-325, Disparon DA-375, Disparon DA-705, Disparon DA-725, Disparon PW -36 (above, manufactured by Enomoto Kasei Co., Ltd.); DOPA-14, Floren DOPA-15B, Floren DOPA-17, Floren DOPA-22, Floren DOPA-44, Floren TG-710, Floren D-90 (above, manufactured by Kyoei Chemical Co., Ltd.), Anti-Terra-205 (Big Chemie) Hinoact KF-1000, KF-1525, Hinoact 1300M, Hinoact T9050, Hinoact T6000, Hinoact T7000, Hinoact T8000, Hinoact T8000E (above, manufactured by Kawaken Fine Chemical Co., Ltd.), etc. Alternatively, two or more kinds can be used in combination.

  In particular, the color filter ink preferably contains an amine value dispersant having a predetermined amine value (excluding zero) as a dispersant. Thus, by including an amine value dispersant, in particular, by including an amine value dispersant together with the pigment and resin material (resin material containing the polymer M) as described above, the dispersion of the pigment in the color filter ink. Stability and ejection stability of the color filter ink can be improved, and the colored portion of the color filter formed using the color filter ink can have high flatness, brightness. And a high-contrast image can be suitably displayed. Moreover, the following effects are also acquired by using an amine number dispersing agent. That is, when the color filter ink is manufactured by a method as described later, the efficiency of finely pulverizing the pigment particles in the fine dispersion step can be improved, and the productivity of the color filter ink can be improved. In addition to being particularly excellent, the long-term dispersion stability of the pigment particles (finely dispersed pigment fine particles) in the finally obtained color filter ink can be made particularly excellent. The ejection stability of the ink droplets can be made particularly excellent.

The amine value (amine value when converted to solid content) of the amine value dispersant is not particularly limited, but is preferably 5 to 200 KOHmg / g, more preferably 25 to 170 KOHmg / g, and 30 to 130 KOHmg. More preferably, it is / g. When the amine value of the amine value dispersant is a value within the above range, the effects as described above are more remarkably exhibited. The amine value of the dispersant can be determined by a method based on DIN 16945, for example.
The amine value dispersing agent preferably does not have a predetermined acid value, that is, the acid value is preferably zero.

Specific examples of the amine value dispersant include Dispersic 102, Dispersic 160, Dispersic 161, Dispersic 162, Dispersic 163, Dispersic 164, Dispersic 166, Dispersic 167, Dispersic 168, Dispersic 2150, Dispersic LPN6919, Dispersic 9075, Dispersic 9077 (above, manufactured by BYK Chemie); EFKA 4015, EFKA 4020, EFKA 4046, EFKA 4047, EFKA 4050, EFKA 4055, EFKA 4060, EFKA 4080, EFKA 4080, EFKA 4080 4340, EFKA 4400, EFKA 4401, EFKA 4402, EFKA 4403, E KA 4800 (above, manufactured by Ciba Specialty); Azisper PB711 (above, manufactured by Ajinomoto Fine-Techno); Anti-Terra-205 (produced by Big Chemie), KF-1525, Hinoact 1300M, Hinoact T9050, Hinoact T6000, Hinoact T7000 Hinoact T8000, Hinoact T8000E (manufactured by Kawaken Fine Chemical Co., Ltd.) and the like.
In the present invention, a dispersant other than the amine value dispersant may be used. As such a dispersant (dispersant component), an acid value dispersant having a predetermined acid value, a dispersant not having a predetermined acid value / amine value (both acid value and amine value are zero) Dispersant).

  Specific examples of the acid value dispersant include Dispersic P104, Dispersic P104S, Dispersic 220S, Dispersic 110, Dispersic 111, Dispersic 170, Dispersic 171, Dispersic 174, Dispersic 2095 (above, BYK Chemie) EFKA 5010, EFKA 5065, EFKA 5066, EFKA 5070, EFKA 7500, EFKA 7554 (manufactured by Ciba Specialty Co., Ltd.); (Above, manufactured by Lubrizol), Hinoact KF-1000 (Kawaken Fine Chemi) Le Co., Ltd.).

Further, specific examples of the dispersant having zero acid value and amine value include Dispersic 101, Dispersic 103, Dispersic 106, Dispersic 108, Dispersic 109, Dispersic 112, and Dispersic 116. Dispersic 140, Dispersic 142, Dispersic 180, Dispersic 182, Dispersic 183, Dispersic 184, Dispersic 185, Dispersic 2000, Dispersic 2001, Dispersic 2050, Dispersic 2070 (above, manufactured by BYK Chemie) ); EFKA 4008, EFKA 4009, EFKA 4010, EFKA 4406, EFKA 4408, EFKA 4015 (above, Chivas Pesha) Solsperse 9000, Solsparse 13000, Solsparse 20000, Solsparse 24000, Solsparse 26000, Solsparse 27000, Solsparse 28000, Solsparse 32000, Solsparse 32500, Solsparse 32550, Solsparse 33500, Solsparse 35100, Solsparse 35500 Solsperse 41090, Solsperse 20000 (above, manufactured by Lubrizol Corporation); Ron DA-100, Disparon DA-234, Disparon DA-325, Disparon DA-375, Disparon DA-705, Disparon DA-725, Disparon PW-36 (above, manufactured by Enomoto Kasei Co., Ltd.); and Floren DOPA-14, Floren DOPA-15B, Floren DOPA-17, Floren DOPA-22, Floren DOPA-44, Floren TG-710, Floren D-90 (manufactured by Kyoei Chemical Co., Ltd.) and the like, or one selected from these Two or more kinds can be used in combination. However, in the case of containing a dispersant other than the amine-value dispersant (hereinafter also referred to as other dispersant) in addition to the amine-value dispersant, the content ratio ( The total) is preferably less than the content of the amine value dispersant. Thereby, the effect (especially the effect by including with the pigment and resin material mentioned above) by including the amine value dispersing agent as mentioned above is exhibited more notably.
The content of the dispersant in the color filter ink is preferably 0.5 to 15 wt%, and more preferably 0.6 to 8.0 wt%.

<Other ingredients>
The color filter ink of the present invention may contain components other than those described above. Examples of such components include various crosslinking agents; thermal acid generators such as diazonium salts, iodonium salts, sulfonium salts, phosphonium salts, selenium salts, oxonium salts, ammonium salts, onium salts such as benzothiazolium salts; Photoacid generators such as diazonium salts, iodonium salts, sulfonium salts, phosphonium salts, selenium salts, oxonium salts, ammonium salts; various polymerization initiators; acid crosslinking agents; surfactants; sensitizers; light stabilizers; Luminescent material; Leveling agent; Antioxidant; Ultraviolet absorber; Adhesion improver; Various polymerization accelerators; Various light stabilizers; Fillers such as glass and alumina; Vinyltrimethoxysilane, vinyltriethoxysilane, vinyltris (2-methoxyethoxy) silane, N- (2-aminoethyl) -3-aminopropylmethyldi Toxisilane, N- (2-aminoethyl) -3-aminopropyltrimethoxysilane, 3-aminopropyltriethoxysilane, 3-glycidoxypropyltrimethoxysilane, 3-glycidoxypropylmethyldimethoxysilane, 2- ( 3,4-epoxycyclohexyl) adhesion promoters such as ethyltrimethoxysilane, 3-chloropropylmethyldimethoxysilane, 3-chloropropyltrimethoxysilane, 3-methacryloxypropyltrimethoxysilane, 3-mercaptopropyltrimethoxysilane; Antioxidants such as 2,2-thiobis (4-methyl-6-t-butylphenol) and 2,6-di-t-butylphenol; 2- (3-t-butyl-5-methyl-2-hydroxyphenyl) -5-chlorobenzotriazole, alkoxyben Ultraviolet absorbers such as phenone; anti-agglomeration agent such as sodium polyacrylate, and the like.

  As the crosslinking agent, for example, polyvalent carboxylic acid anhydride, polyvalent carboxylic acid, polyfunctional epoxy monomer, polyfunctional acrylic monomer, polyfunctional vinyl ether monomer, polyfunctional oxetane monomer and the like can be used. Specific examples of polyhydric carboxylic acid anhydrides include phthalic anhydride, itaconic anhydride, succinic anhydride, citraconic anhydride, dodecenyl succinic anhydride, tricarballylic anhydride, maleic anhydride, hexahydrophthalic anhydride, dimethyltetrahydro anhydride Aliphatic or alicyclic dicarboxylic anhydrides such as phthalic acid, hymic anhydride, and nadic anhydride; Fats such as 1,2,3,4-butanetetracarboxylic dianhydride, cyclopentanetetracarboxylic dianhydride Aromatic polycarboxylic dianhydrides; aromatic polycarboxylic anhydrides such as pyromellitic anhydride, trimellitic anhydride, and benzophenone tetracarboxylic anhydride; ester groups such as ethylene glycol bistrimellitate and glycerin tristrimitate Examples of the acid anhydrides include aromatic polycarboxylic anhydrides. Masui. Moreover, the epoxy resin hardening | curing agent which consists of a commercially available carboxylic acid anhydride can also be used suitably. Specific examples of the polycarboxylic acid include aliphatic polycarboxylic acids such as succinic acid, glutaric acid, adipic acid, butanetetracarboxylic acid, maleic acid, and itaconic acid; hexahydrophthalic acid, 1,2-cyclohexane. Aliphatic polycarboxylic acids such as dicarboxylic acid, 1,2,4-cyclohexanetricarboxylic acid and cyclopentanetetracarboxylic acid, and phthalic acid, isophthalic acid, terephthalic acid, pyromellitic acid, trimellitic acid, 1,4,5 , 8-Naphthalenetetracarboxylic acid, benzophenonetetracarboxylic acid, and other aromatic polyvalent carboxylic acids, among which aromatic polyvalent carboxylic acids are preferred. Specific examples of the polyfunctional epoxy monomer include Daicel Chemical Industries, Ltd., trade name Celoxide 2021, Daicel Chemical Industries, Ltd., trade name Epolide GT401, Daicel Chemical Industries, Ltd., trade name Epolide PB3600, and Bisphenol A. , Hydrogenated bisphenol A, triglycidyl isocyanurate, and the like. Specific examples of the polyfunctional acrylic monomer include pentaerythritol ethoxytetraacrylate, pentaerythritol tetraacrylate, pentaerythritol triacrylate, ditrimethylolpropane tetraacrylate, trimethylolpropane triacrylate, trimethylolpropane ethoxytriacrylate, dipentaerythritol. Examples include hexaacrylate trimethallyl isocyanurate and triallyl isocyanurate. Specific examples of the polyfunctional vinyl ether monomer include 1,4-butanediol divinyl ether, 1,6-hexanediol divinyl ether, nonanediol divinyl ether, cyclohexanediol divinyl ether, cyclohexanedimethanol divinyl ether, and triethylene. Examples include glycol divinyl ether, trimethylolpropane trivinyl ether, pentaerythritol tetravinyl ether, and the like. Specific examples of the polyfunctional oxetane monomer include xylylene oxetane, biphenyl type oxetane, novolak type oxetane and the like.

  The leveling agent smoothes the surface of the color filter ink applied in the cell and lowers the colored portion by reducing the surface tension of the color filter ink. For this reason, since the color filter ink has a leveling agent, it acts synergistically with the effect of the resin material as described above, and the surface of the color filter ink in the cell can be made flatter. For this reason, the colored part to be formed becomes flatter.

  Examples of leveling agents include acrylic leveling agents, vinyl ether leveling agents, silicone leveling agents, fluorine-silicon leveling agents, acetylene glycol leveling agents, and the like. Among these, one or a combination of two or more may be used. Can be used. Specific examples of the leveling agent include OX-880EF, OX-881, OX-883, OX-883HF, OX-70, OX-77EF, OX-60, OX-710, OX-720, OX-720EF, OX- 750HF, LAP-10, LAP-20, LAP-30, 1970, 230, LF-1970, LF-1980, LF-1982, LF-1983, LF-1984, LF-1985, LHP-95, LHP-96, UVX-35, UVX-36, UVX-39, AQ-200 (above, manufactured by Enomoto Kasei) BYK-350, BYK-352, BYK-354, BYK-355, BYK-358N / 361N, BYK-380N, BYK -811, acrylic leveling agents such as BYK-392 (above, manufactured by Big Chemie Japan), LHP 90, vinyl ether leveling agents such as LHP-91 (manufactured by Enomoto Kasei Co., Ltd.), BYK-307, BYK-300, BYK-302, BYK-306, BYK-330, BYK-331, BYK-344, BYK- Silicone leveling agents such as silicone 3700 (above, manufactured by Big Chemie Japan), KP-321, KP-324 (above, manufactured by Shin-Etsu Chemical Co., Ltd.), MegaFuck F-443, F-444, F-445, F- 446, F-470, F-471, F-472SF, F-474, F-475, F-477, F-478, F-479, F-480SF, F-482, F-483, F-484 Fluorine-silicon leveling agents such as F-486, F-487, and F-489 (above, manufactured by Dainippon Ink & Chemicals, Inc.), Surfynol 04, Surfinol 82, Surfinol 2502, Surfinol 420, Surfinol 440, Surfinol 465, Surfinol 485, Surfinol 104E, Surfinol 104H, Surfinol 104A, Surfinol 104BC, Surfinol 104DPM, Surfinol 104PA, Surfinol 104PG-50, Surfinol 104S, Surfinol SE, Surfinol SE-F, Surfinol 504, Surfinol 61, Surfinol 2502, Surfinol 82, Surfinol DF110D, Surfinol DF37, Surfinol DF58, Surfinol DF75, Surfinol DF210, Surfinol CT111, Surfinol CT121, Surfino Le CT131, Surfynol CT136, Surfinol CT151, Surfinol TG, Surfinol GA, Surfinol PSA-336, Dinol 604, Envirogem AD-01, Orphin E1004, Orphin E1010, Orphin PD-001, Orphin PD-002W, Orphin PD-004, Orphin EXP. 4001, Olfine EXP. 4036, Olfine EXP. 4051F, Orphine SPC, Orphin AF-103, Olphin AF-104, Orphine AK-02, Orphin SK-14, Orphin AE-3, Orphin PD-003, Orphin PD-201, Orphin PD-202, Olphin PD-301, Acetylene glycol leveling agents such as Olphine B, Olphine P, Olphine Y, Olphine A, Olphine STG, Olphine SPC (and above, manufactured by Nissin Chemical Industry Co., Ltd.), Novec FC-4430, Novec FC-4432 (and above, Sumitomo 3M Limited); Phosphanol ML-200, Phosphanol ML-220, Phosphanol RD-510Y, Phosphanol RS-410, Phosphanol RS-610, Phosphanol RS-710, Fo Fanol RL-210, Phosphanol RL-310, Phosphanol RB-410, Phosphanol RD-720N (above, manufactured by Toho Chemical Co., Ltd.); Lanco Flow L, Lanco Flow U, SOLSPERSE 20000 (above, Lubrizol Deutschland GmbH): Aftergent 100, Aftergent 100C, Aftergent 110, Aftergent 140A, Aftergent 150, Aftergent 150CH, Aftergent AK, Aftergent 501, Aftergent 250, Aftergent 251 and Aftergent Gent 222F, FTX-218, Aftergent 300, Aftergent 310, Aftergent 400SW, Aftergent 251, FTX-212M, Aftergent 250, FTX-245M, FTX-290M, FTX-207S, TX-211S, FTX-220S, FTS-230S, FTX-209F, FTX-213F, Footent 222F, FTX-233F, FTX-245F, FTX-208G, FTX-218G, FTX-230G, FTS-240G, FTX- 204D, FTX-208D, FTX-212D, FTX-216D, FTX-218D, FTX-220D, FTX-222D, FTX-720C, FTX-740C (manufactured by Neos Co., Ltd.); Surflon S-111n, Surflon S-113, Surflon S-121, Surflon S-131, Surflon S-132, Surflon S-141, Surflon S-145, Surflon S-381, Surflon S-383, Surflon S-393, Surflon SC-101, Surflon K H-40, Surflon SA-100 (above, manufactured by AGC Seimi Chemical Co., Ltd.); Unidyne DS-401, Unidyne DS-403, Unidyne NS-1602, Unidyne NS-1603, Unidyne NS-1605 (above, Nihon Evolution) Seisei Co., Ltd.). Among such leveling agents, acrylic leveling agents, vinyl ether leveling agents, and acetylene glycol leveling agents are preferably used. In particular, it is preferable to use one or more selected from Surfinol DF-58, LHP-95, LHP-90, and LF1970 in combination. Thereby, the surface of the colored part to be formed is further flattened, and the obtained color filter has particularly small color unevenness and density unevenness in each part.

The antioxidant can prevent deterioration of the color filter ink due to oxidation or the like, and can also prevent deterioration of the pigment or resin material due to heat, light, or the like in the colored portion formed by the color filter ink.
Antioxidants include various phosphorus antioxidants; various sulfur antioxidants; various hindered phenols such as IRGANOX 1010, IRGANOX 1035, IRGANOX 1076, IRGANOX 1135, IRGANOX 1520L (above, manufactured by Ciba Japan Co., Ltd.) Antioxidants: various hindered amine-based antioxidants such as TINUVIN 111FDL, TINUVIN 123, TINUVIN 144, TINUVIN 152, TINUVIN 292, TINUVIN 5100, TINUVIN 5050, TINUVIN 5060, TINUVIN 5151 (above, manufactured by Ciba Japan Co., Ltd.), etc. Various antioxidants can be used alone or in combination of two or more. Among these, it is preferable to use at least one of a hindered amine antioxidant and a hindered phenol antioxidant, more preferably a hindered phenol antioxidant, and even more preferably TINUVIN152. Such an antioxidant suitably prevents the color filter ink and the colored portion from deteriorating effectively, hardly affects the dispersibility of the pigment in the color filter ink, and in the formed colored portion. , Color, lightness, contrast ratio, and other optical characteristics are less affected.
The ultraviolet absorber has a function of preventing deterioration of other components of the colored portion by absorbing ultraviolet rays in the colored portion. As such an ultraviolet absorber, various ultraviolet absorbers such as a benzophenone ultraviolet absorber, a salicylate ultraviolet absorber, and a benzotriazole ultraviolet absorber can be used.

  Examples of the dye include azo dyes, anthraquinone dyes, condensed polycyclic aromatic carbonyl dyes, indigoid dyes, carbonium dyes, phthalocyanine dyes, methine, and polymethine dyes. Specific examples of the dye include C.I. I. Direct Red 2, 4, 9, 23, 26, 28, 31, 39, 62, 63, 72, 75, 76, 79, 80, 81, 83, 84, 89, 92, 95, 111, 173, 184 207, 211, 212, 214, 218, 221, 223, 224, 225, 226, 227, 232, 233, 240, 241, 242, 243, 247, C.I. I. Acid Red 35, 42, 51, 52, 57, 62, 80, 82, 111, 114, 118, 119, 127, 128, 131, 143, 145, 151, 154, 157, 158, 211, 249, 254 257, 261, 263, 266, 289, 299, 301, 305, 319, 336, 337, 361, 396, 397, C.I. I. Reactive Red 3, 13, 17, 19, 21, 22, 23, 24, 29, 35, 37, 40, 41, 43, 45, 49, 55, C.I. I. Basic Red 12, 13, 14, 15, 18, 22, 23, 24, 25, 27, 29, 35, 36, 38, 39, 45, 46, C.I. I. Direct violet 7, 9, 47, 48, 51, 66, 90, 93, 94, 95, 98, 100, 101, C.I. I. Acid Violet 5, 9, 11, 34, 43, 47, 48, 51, 75, 90, 103, 126, C.I. I. Reactive violet 1,3,4,5,6,7,8,9,16,17,22,23,24,26,27,33,34, C.I. I. Basic violet 1, 2, 3, 7, 10, 15, 16, 20, 21, 25, 27, 28, 35, 37, 39, 40, 48, C.I. I. Direct yellow 8, 9, 11, 12, 27, 28, 29, 33, 35, 39, 41, 44, 50, 53, 58, 59, 68, 87, 93, 95, 96, 98, 100, 106, 108, 109, 110, 130, 142, 144, 161, 163, C.I. I. Acid Yellow 17, 19, 23, 25, 39, 40, 42, 44, 49, 50, 61, 64, 76, 79, 110, 127, 135, 143, 151, 159, 169, 174, 190, 195 196, 197, 199, 218, 219, 222, 227, C.I. I. Reactive Yellow 2, 3, 13, 14, 15, 17, 18, 23, 24, 25, 26, 27, 29, 35, 37, 41, 42, C.I. I. Basic yellow 1, 2, 4, 11, 13, 14, 15, 19, 21, 23, 24, 25, 28, 29, 32, 36, 39, 40, C.I. I. Acid Green 16, C.I. I. Acid Blue 9, 45, 80, 83, 90, 185, C.I. I. Basic oranges 21, 23, and the like. When the pigment and the dye coexist in the color filter ink, generally, the viscosity of the color filter ink is increased, and the discharge stability of the droplet tends to be remarkably reduced. Even when the pigment and the dye coexist in the color filter ink, it is possible to reliably prevent the occurrence of the above problems.

  The thermal acid generator is a component that generates an acid by heating, and among them, a sulfonium salt and a benzothiazolium salt are particularly preferable. As more specific examples of thermal acid generators, as trade names, Sun-Aid SI-45, Same as left SI-47, Same as left SI-60, Same as left SI-60L, Same as left SI-80, Same as left SI-80L, Same as left SI- 100, same left SI-100L, same left SI-145, same left SI-150, same left SI-160, same left SI-110L, same left SI-180L (above, Sanshin Chemical Co., Ltd., product name), CI-2921, CI -2920, CI-2946, CI-3128, CI-2624, CI-2639, CI-2064 (Nippon Soda Co., Ltd. product, trade name), CP-66, CP-77 (Asahi Denka Kogyo Co., Ltd. products) , Product name), FC-520 (product of 3M company, product name) and the like.

  The photoacid generator is a component that generates an acid by light. As more specific examples, as trade names, Cyracure UVI-6970, Cyracure UVI-6974, Cyracure UVI-6990, Cyracure UVI-950 (above, US Union Carbide, trade name), Irgacure 261 (Ciba Specialty Chemicals, trade name), SP-150, SP-151, SP-170, Optmer SP-171 (above, manufactured by Asahi Denka Kogyo Co., Ltd.) , Trade name), CG-24-61 (trade name, manufactured by Ciba Specialty Chemicals), DAICAT II (trade name, manufactured by Daicel Chemical Industries, Ltd.), UVAC1591 (trade name, manufactured by Daicel UCB Co., Ltd.) CI-2064, CI-2639, CI-2624, CI-2481, CI-2 34, CI-2855, CI-2823, CI-2758 (Nippon Soda Co., Ltd. product, trade name), PI-2074 (Rhone-Poulenc, trade name, pentafluorophenylborate toluylcumyl iodonium salt), FFC509 ( 3M company product, trade name), BBI-102, BBI-101, BBI-103, MPI-103, TPS-103, MDS-103, DTS-103, NAT-103, NDS-103 (Midori Chemical Co., Ltd., product) Name), CD-1012 (trade name, manufactured by Sartomer, USA) and the like.

  The color filter ink may contain polyalkylene glycol. The polyalkylene glycol can maintain the fluidity of the color filter ink by reducing the thixotropic property of the color filter ink during the formation of the colored portion, thereby contributing to the flattening of the colored portion. can do. Further, the polyalkylene glycol is removed by heating at the time of forming the colored portion.

  Examples of glycols constituting the polyalkylene glycol include propylene glycol such as ethylene glycol and 1,2-propylene glycol, various butylene glycols, various pentylene glycols, various hexylene glycols, and the like. Alternatively, two or more types can be used in combination. Among these, it is preferable to use an oligomer of ethylene glycol or an oligomer of 1,2-propylene glycol.

  The polyalkylene glycol preferably has a hydroxyl group. For example, it is preferable that the terminal hydroxyl group is not substituted. As described above, since the polyalkylene glycol has a hydroxyl group, the thixotropic property of the ink can be further reduced. In addition, the affinity for the color filter ink to a substrate (particularly a glass substrate), which will be described later, becomes excellent, and the color filter ink can suitably spread in the cells.

The degree of polymerization of the polyalkylene glycol is preferably 3 to 40, and more preferably 3 to 20. Thereby, the thixotropic property of the color filter ink can be sufficiently reduced.
Moreover, it is preferable that the weight average molecular weights of polyalkylene glycol are 150-2000, It is more preferable that it is 180-1000, It is further more preferable that it is 180-500. Thereby, the thixotropic property of the color filter ink can be sufficiently reduced.

  In the color filter ink of the present invention, the pigment particles are uniformly finely dispersed, and the pigment particles are excellent in long-term dispersion stability (long-term dispersion stability). For this reason, the characteristic change with time of the color filter ink is effectively prevented, and can be suitably applied to, for example, the formation of a colored portion (color filter) having a uniform color concentration over a long period of time. It is possible to effectively prevent the occurrence of uneven color and uneven density in the color filter. In addition, since the pigment particles are finely dispersed, the color developability of the pigment is excellent, and for example, it can be suitably used for forming a color filter with high brightness.

  The viscosity at 25 ° C. of the color filter ink (viscosity measured using a vibration viscometer) is not particularly limited, but is preferably 4 to 12 mPa · s, and more preferably 5 to 11 mPa · s. preferable. When the viscosity of the color filter ink is within the above range, the droplet ejection stability by the ink jet method can be made particularly excellent, and the color filter production efficiency (colored portion formation efficiency) is particularly high. In addition to being excellent, it is possible to effectively prevent undesired variations in the thickness of the colored portion. The viscosity of the color filter ink can be measured using, for example, a vibration viscometer, and can be performed in particular in accordance with JIS Z8809.

  The color filter ink preferably has a change in viscosity at 25 ° C. of 0.6 mPa · s or less after being left in an environment of 55 ° C. for 21 days, and is 0.4 mPa · s or less. Is more preferably 0.3 mPa · s or less. As a result, the ejection stability of the color filter ink can be made particularly excellent, and it is suitably used for a longer period of time in the production of a color filter in which the occurrence of uneven color and uneven density is reliably prevented. be able to.

≪Method for producing color filter ink≫
Next, a preferred embodiment of the method for producing the color filter ink as described above will be described.
In the production method of the present embodiment, a polymer M solution preparation step for preparing a polymer M solution in which the polymer M is dissolved in a solvent, and the polymer M solution to which the pigment has been added are subjected to a fine dispersion treatment using a bead mill. And a fine dispersion step of obtaining a pigment dispersion in which the pigment is finely dispersed, and a dilution step of mixing the pigment dispersion with a resin material for dilution (resin component other than the polymer M).

<Polymer M solution preparation process>
In the polymer M solution preparation step, a polymer M solution in which the polymer M is dissolved in a solvent is prepared. Thus, prior to the step of finely dispersing the pigment described later (fine dispersion step), the liquid to be mixed with the pigment (polymer M solution) contains the polymer M, thereby aggregating the pigment particles used as a raw material. The aggregate can be efficiently and reliably finely divided (pulverized), the productivity of the color filter ink can be improved, and the dispersion of the pigment in the finally obtained color filter ink can be stabilized. And the discharge stability of the droplets can be made particularly excellent. Further, by using the polymer M solution, the fine dispersion step described later can be performed under relatively mild conditions, so that unintentional modification and deterioration of the constituent material of the color filter ink can be reliably prevented. be able to.

Moreover, it is preferable to use a dispersing agent in this process. Thereby, the synergistic effect by using the polymer M and a dispersing agent together is exhibited more notably. When a dispersant is used in this step, the mixture containing the dispersant and the solvent is stirred (prior to the mixing of the polymer M and the solvent or when the polymer M and the solvent are mixed) (dispersion). It is preferable to pre-disperse the agent. Thereby, in the polymer M solution obtained, the association state of the dispersant can be released (unraveled), and the function of the dispersant can be exhibited more effectively. Incidentally, the acid value dispersant and the amine value dispersant described above originally have a property of being easily attracted to each other. However, as in this embodiment, the acid value dispersant and the amine value dispersant Prior to the dispersion of the dispersant, the acid value dispersant and the amine value dispersant are sufficiently dissolved in the association state even when the acid value dispersant and the amine value dispersant are used as the dispersant. Can be uniformly and stably attached to the surface of the pigment particles, and can more reliably prevent aggregation between the dispersants, aggregation between the pigment particles, and the like. The discharge stability can be made particularly excellent.
In addition, when preparing the ink for color filters as what contains the polymer Z and the polymer W, it is preferable to use the polymer Z and the polymer W with the polymer M in this process.

The content of the dispersant in the polymer M solution prepared in this step (when including a plurality of types of dispersants) is not particularly limited, but is preferably 5 to 30 wt%. More preferably, it is 6-25 wt%. When the content of the dispersant is a value within the above range, the effects as described above are more remarkably exhibited.
Moreover, the content rate of the solvent in the polymer M solution prepared at this process is although it does not specifically limit, It is preferable that it is 40-80 wt%, and it is more preferable that it is 53-75 wt%. When the content of the solvent is within the above range, the effects as described above are more remarkably exhibited. In addition, as a solvent, what has the same composition as the dispersion medium which comprises the target color filter ink may be used, and the thing of a different composition may be used. In this step, when a solvent having a composition different from the dispersion medium constituting the target color filter ink is used as the solvent, for example, it is diluted with a predetermined liquid (solvent) or reduced pressure in the subsequent step. By replacing the liquid (solvent) with treatment, heat treatment, or the like, the finally obtained color filter ink can be a dispersion medium having a desired composition.

In this step, the polymer M solution can be obtained by stirring the mixture of the above components using various stirrers.
Examples of the stirrer that can be used in this step include a uniaxial or biaxial mixer such as a disper mill.
Although the stirring processing time using a stirrer is not specifically limited, It is preferable that it is 1 to 30 minutes, and it is more preferable that it is 3 to 20 minutes. As a result, the productivity of the color filter ink is sufficiently excellent, and the dispersion stability of the pigment particles in the finally obtained color filter ink and the discharge stability of the color filter ink are particularly excellent. It can be.

  Moreover, the rotation speed of the stirring blade which the stirrer has in this step is not particularly limited, but is preferably 500 to 4000 rpm, and more preferably 800 to 3000 rpm. Thereby, while making the productivity of the color filter ink sufficiently excellent, the dispersion stability of the pigment particles in the finally obtained color filter ink can be made particularly excellent. In addition, deterioration, modification, and the like due to heat or the like of the polymer M and the dispersant can be more reliably prevented.

<Fine dispersion process>
Next, a pigment is added to the polymer M solution obtained in the above step and subjected to a fine dispersion treatment by a bead mill to obtain a pigment dispersion in which the pigment is finely dispersed (fine dispersion step).
As described above, since the polymer M solution used in this step contains the polymer M, the pigment can be finely divided (pulverized) efficiently, and the productivity of the color filter ink is particularly excellent. Can be. This is because, in this step, the polymer M surrounds the pigment, which promotes the micronization (pulverization) of the pigment and prevents re-aggregation of the micronized pigment particles. Conceivable.

In particular, in this embodiment, inorganic beads are added in multiple stages in the step of finely dispersing the pigment (fine dispersion step). By adding inorganic beads in multiple stages in the fine dispersion step, the efficiency of atomization of the pigment can be made particularly excellent, and the pigment particles in the finally obtained color filter ink are sufficiently small It can be. In particular, when an acid value dispersant and an amine value dispersant are used in combination, the effect of using such a material and the effect of using a method having a polymer M solution preparation step and a multi-stage fine dispersion step are used. However, the color filter ink that is finally obtained is very excellent in the dispersion stability of the pigment and the ejection stability of the droplets, and has a very good contrast. It can be used for manufacturing color filters.
In this step, the inorganic beads may be added in three or more stages, but it is preferable to add the inorganic beads in two stages. Thereby, the long-term dispersion stability of the pigment particles in the finally obtained color filter ink can be made sufficiently excellent, and the productivity of the color filter ink can be made particularly excellent.

In the following description, a method of adding inorganic beads in two stages, that is, a first treatment using the first inorganic beads and a second treatment using the second inorganic beads in the fine dispersion step. The method of performing will be described representatively.
The inorganic beads (first inorganic beads, second inorganic beads) used in this step may be made of any material as long as they are made of an inorganic material. Examples include beads made of zirconia (for example, Toray ceram pulverized ball (trade name), manufactured by Toray Industries, Inc.).

[First processing]
In this step, first, a pigment is added to the polymer M solution prepared in the above-described polymer M solution preparation step, and a first treatment is performed for primary fine dispersion using first inorganic beads having a predetermined particle diameter. .
The first inorganic beads used in the first treatment are preferably those having a larger particle diameter than the second inorganic beads used in the second treatment. Thereby, the efficiency of the atomization (fine dispersion) of the pigment as the whole fine dispersion process can be made particularly excellent.

  The average particle diameter of the first inorganic beads is not particularly limited, but is preferably 0.5 to 3.0 mm, more preferably 0.5 to 2.0 mm, and 0.5 to 1.2 mm. More preferably. When the average particle diameter of the first inorganic beads is a value within the above range, the efficiency of pigment atomization (fine dispersion) as a whole fine dispersion step can be made particularly excellent. On the other hand, if the average particle size of the first inorganic beads is less than the lower limit, the efficiency of atomization (small particle size) of the pigment particles in the first treatment is remarkably depending on the type of pigment and the like. A tendency to decline appears. When the average particle size of the first inorganic beads exceeds the upper limit, the efficiency of atomization (reduction in particle size) of the pigment particles in the first treatment can be made relatively excellent. However, the efficiency of the atomization (small particle size) of the pigment particles in the second treatment is lowered, and the efficiency of the atomization (fine dispersion) of the pigment as the entire fine dispersion process is lowered.

Although the usage-amount of a 1st inorganic bead is not specifically limited, It is preferable that it is 100-600 weight part with respect to polymer M solution: 100 weight part, and it is more preferable that it is 200-500 weight part.
Although the usage-amount of the pigment added to the polymer M solution is not specifically limited, It is preferable that it is 12 weight part or more with respect to 100 weight part of polymer M solutions, and it is more preferable that it is 18-35 weight part. .

The first treatment can be performed by treating with various bead mills in a state where the pigment and the first inorganic beads are added to the polymer M solution.
Examples of the bead mill that can be used in the first treatment include a media-type disperser such as a pearl mill, a uniaxial or biaxial mixer such as a disper mill, and the like.
The stirring treatment time using the bead mill (the treatment time for the first treatment) is not particularly limited, but is preferably 10 to 120 minutes, and more preferably 15 to 40 minutes. Thereby, the atomization (fine dispersion) of the pigment can be efficiently advanced without reducing the productivity of the color filter ink.

  Moreover, the rotation speed of the stirring blade which the bead mill in the first treatment has is not particularly limited, but is preferably 1000 to 5000 rpm, and more preferably 1200 to 3800 rpm. Thereby, the atomization (fine dispersion) of the pigment can proceed more efficiently without reducing the productivity of the color filter ink. In addition, deterioration, modification, and the like due to heat or the like of the polymer M and the dispersant can be reliably prevented.

[Second processing]
After performing the first treatment, the second treatment using the second inorganic beads is performed. Thereby, a pigment dispersion in which pigment particles are sufficiently finely dispersed is obtained.
The second treatment may be performed in a state including the first inorganic beads, but it is preferable to remove the first inorganic beads prior to the second treatment. Thereby, the efficiency of the atomization (fine dispersion) of the pigment in the second treatment can be made particularly excellent. The removal of the first inorganic beads can be easily and reliably performed by a method such as filtration.

  It is preferable that the second inorganic beads used in the second treatment have a smaller particle diameter than the first inorganic beads used in the first treatment. Thereby, the pigment in the finally obtained color filter ink can be sufficiently atomized (finely dispersed), and the dispersion stability (long term) of the pigment particles in the color filter ink over a long period of time can be achieved. The dispersion stability can be particularly excellent, and the droplet discharge stability can be particularly excellent.

  The average particle size of the second inorganic beads is not particularly limited, but is preferably 0.03 to 0.3 mm, and more preferably 0.05 to 0.2 mm. When the average particle size of the second inorganic beads is within the above range, the efficiency of pigment atomization (fine dispersion) as a whole fine dispersion step can be made particularly excellent. On the other hand, if the average particle size of the second inorganic beads is less than the lower limit value, the efficiency of atomization (reduction in particle size) of the pigment particles in the second treatment is remarkably depending on the type of pigment or the like. A tendency to decline appears. If the average particle size of the second inorganic beads exceeds the upper limit, it may be difficult to sufficiently advance the atomization (fine dispersion) of the pigment particles.

Although the usage-amount of a 2nd inorganic bead is not specifically limited, It is preferable that it is 100-600 weight part with respect to polymer M solution: 100 weight part, and it is more preferable that it is 200-500 weight part.
The second treatment can be performed using various bead mills.
Examples of the bead mill that can be used in the second treatment include a media-type disperser such as a pearl mill, a uniaxial or biaxial mixer such as a disper mill, and the like.
The stirring treatment time using the bead mill (the treatment time for the second treatment) is not particularly limited, but is preferably 10 to 120 minutes, and more preferably 15 to 40 minutes. Thereby, the atomization (fine dispersion) of the pigment can be sufficiently advanced without reducing the productivity of the color filter ink.

  Moreover, the rotation speed of the stirring blade which the bead mill in the second treatment has is not particularly limited, but is preferably 1000 to 5000 rpm, and more preferably 1200 to 3800 rpm. Thereby, the atomization (fine dispersion) of the pigment can proceed more efficiently without reducing the productivity of the color filter ink. In addition, it is possible to reliably prevent deterioration, modification, and the like of the dispersant due to heat.

In the above description, the case where fine dispersion processing is performed in two stages has been mainly described, but three or more stages of processing may be performed. In such a case, it is preferable that the inorganic beads used in the subsequent treatment have a smaller particle size than the inorganic beads used in the previous treatment. In other words, the average particle diameter of the inorganic beads (n-th inorganic beads) used in the n-th stage treatment is that of the inorganic beads ((n-1) inorganic beads) used in the (n-1) -stage treatment. The average particle size is preferably smaller. By satisfying such a relationship, the efficiency of atomization (fine dispersion) of the pigment particles can be made particularly excellent, and the particle size of the pigment particles in the finally obtained color filter ink can be reduced. It can be smaller.
In the fine dispersion step (for example, the first process and the second process), for example, a process such as dilution with a solvent may be performed as necessary.

<Dilution process>
The pigment dispersion obtained in the fine dispersion step as described above is mixed with a resin material for dilution (a resin component other than the polymer M) (dilution step). Thereby, the ink for color filters is obtained.
Thus, in the present embodiment, the polymer M constituting the resin material is included in the system during the fine dispersion step, and an additional resin component (diluted resin) is used after the fine dispersion step. As a result, for example, the dispersion stability of the pigment in the color filter ink (long-term stability of the color filter ink) becomes particularly excellent, or the colored portion formed using the color filter ink adheres to the substrate. The property can be made particularly excellent. In addition, the resin component other than the polymer M at the time of preparation of the color filter ink is prevented from unintentionally modifying and deteriorating, and the color filter ink finally obtained contains the resin component in a desired ratio. And the characteristics of the resin component can be reliably exhibited.

As the resin component added to this step, for example, a polymer different from the polymer M such as the polymers X, Y, Z, and W as described above can be used, but the polymer X and / or the polymer can be used. Y is preferably used. Further, the polymer M may be used in this step in addition to the polymer M solution preparation step described above.
This step is preferably performed in a state where the second inorganic beads used in the second treatment are removed. The removal of the second inorganic beads can be easily and reliably performed by a method such as filtration.

This step can be performed using various stirrers.
Examples of the stirrer that can be used in this step include a uniaxial or biaxial mixer such as a disper mill.
The stirring time using the stirrer (processing time in this step) is not particularly limited, but is preferably 1 to 60 minutes, more preferably 15 to 40 minutes.
Moreover, the rotation speed of the stirring blade which the stirrer has in this step is not particularly limited, but is preferably 1000 to 5000 rpm, and more preferably 1200 to 3800 rpm.
In this step, a liquid having a composition different from that of the solvent used in the step may be added. As a result, for the color filter having desired characteristics while suitably dissolving the polymer M in the polymer M solution preparation step, dispersing the dispersant, and finely dispersing the pigment particles in the fine dispersion step. Ink can be obtained reliably.

  In this step, at least part of the solvent used in the step may be removed prior to mixing the pigment dispersion and the dilution resin or after mixing the pigment dispersion and the dilution resin. . Thereby, the composition of the solvent in the polymer M solution preparation step and the fine dispersion step and the composition of the dispersion medium in the finally obtained color filter ink can be made different. As a result, for the color filter having desired characteristics while suitably dissolving the polymer M in the polymer M solution preparation step, dispersing the dispersant, and finely dispersing the pigment particles in the fine dispersion step. Ink can be obtained reliably. The removal of the solvent can be performed, for example, by placing the target liquid in a reduced pressure atmosphere or heating.

<Ink set for color filter>
The color filter ink as described above is used for manufacturing a color filter by an ink jet method. Since the color filter usually corresponds to full color display, it has a plurality of colored portions (usually, three RGB colors corresponding to the three primary colors of light). In forming the colored portions of the plurality of colors, a plurality of types of color filter inks of corresponding colors are used. That is, an ink set (color filter ink set) including a plurality of colors of color filter inks is used for manufacturing a color filter.

  In the present invention, the ink set includes, as described above, the color filter ink of the present invention containing the halogenated phthalocyanine zinc complex as the main pigment and the sulfonated pigment derivative as the sub-pigment, and other color inks ( Color filter ink). The color filter ink of the present invention containing a halogenated phthalocyanine zinc complex and a sulfonated pigment derivative is usually used for forming a green colored portion. Accordingly, the ink set includes, for example, the ink used for forming the red colored portion (color filter ink) and the ink used for forming the blue colored portion (color filter ink) in addition to the color filter ink of the present invention. ).

  The other color inks (inks other than the color filter ink of the present invention) provided in the ink set are not particularly limited, but the color filter ink of the present invention described above (as the main pigment) except that the colorant is different. Ink containing a halogenated phthalocyanine zinc complex and a sulfonated pigment derivative as a sub-pigment) is preferably used. As a result, in the produced color filter, the difference in characteristics in the colored portions of each color (characteristic differences in adhesion, heat resistance, light resistance, color development, etc. to the substrate) can be made sufficiently small. The reliability of the entire filter can be made particularly high. Further, the other color inks (inks other than the color filter ink of the present invention) included in the ink set may be manufactured by any method, but the color filter ink of the present invention as described above may be used. It is preferably produced by a method similar to the production method. As a result, it is possible to suppress variations in droplet ejection stability and the like between colors at a higher level, and it is possible to manufacture a more reliable color filter.

When the ink set includes the color filter ink of the present invention (green color filter ink) as described above, and the red color filter ink (R ink), the R ink is C.I. I. Pigment red 177 and its derivatives, and / or C.I. I. It is preferable to include CI Pigment Red 254 and its derivatives. Thereby, the color developability of the color filter ink (R ink) can be made particularly excellent. In addition, when used in combination with a dispersant or resin material as described above, the effect (synergistic effect) of the combined use is more prominent, the long-term dispersion stability of pigment particles in the color filter ink, and the ejection of the color filter ink. Stability and the like can be made particularly excellent.
C. I. Pigment Red 177 derivatives, C.I. I. In the case of containing a compound (derivative) represented by the following formula (30) or the following formula (31) as a pigment red 254 derivative, the above-described effects are more remarkably exhibited.

  In addition, in addition to the color filter ink of the present invention (green color filter ink) as described above, the ink set includes a blue color filter ink (B ink). C. I. Pigment blue 15: 6, C.I. I. Pigment violet 23 or C.I. I. It is preferable to include a derivative of CI Pigment Blue 15. Thereby, the color developability of the color filter ink (B ink) can be made particularly excellent. Further, the long-term dispersion stability of the pigment particles in the color filter ink and the discharge stability of the color filter ink can be made particularly excellent.

  In the following description, among the inks constituting the color filter ink set, inks other than the ink containing a halogenated phthalocyanine zinc complex as a main pigment and a sulfonated pigment derivative as a sub-pigment A case will be mainly described in which (hereinafter, also referred to as “other ink”) contains a pigment as a colorant and is dispersed in a dispersion medium (liquid medium).

"Color filter"
Next, an example of a color filter manufactured using the color filter ink (color filter ink set) as described above will be described.
FIG. 1 is a cross-sectional view showing a preferred embodiment of the color filter of the present invention.
As shown in FIG. 1, the color filter 1 includes a substrate 11 and a colored portion 12 formed using the color filter ink described above. As the coloring portion 12, a first coloring portion 12A, a second coloring portion 12B, and a third coloring portion 12C having different colors are provided. A partition wall 13 is provided between the adjacent colored portions 12.

<Board>
The substrate 11 is a plate-like member having light transmittance, and has a function of holding the colored portion 12 and the partition wall 13.
The substrate 11 is preferably made of a substantially transparent material. Thereby, a clearer image can be formed by the light transmitted through the color filter 1.

  The substrate 11 is preferably excellent in heat resistance and mechanical strength. Thereby, for example, deformation due to heat applied during the manufacture of the color filter 1 can be reliably prevented. Examples of the constituent material of the substrate 11 that satisfies such conditions include glass, silicon, polycarbonate, polyester, aromatic polyamide, polyamideimide, polyimide, norbornene-based ring-opening polymer, and hydrogenated products thereof.

<Coloring part>
The colored portion 12 is formed using the color filter ink (color filter ink set) as described above.
Since the colored portion 12 is formed using the color filter ink (color filter ink set) as described above, the colored portion 12 is formed of a desired amount of ink and has a desired shape (surface flatness). Therefore, unintentional color mixing (mixing of a plurality of types of color filter inks) and the like are reliably prevented. For this reason, the color filter 1 is suppressed in the occurrence of color unevenness, density unevenness and the like, has an excellent contrast ratio, and is highly reliable. The colored portion 12 is also excellent in adhesion with the substrate 11.

Each coloring portion 12 is provided in a cell 14 which is a region surrounded by a partition wall 13 which will be described later.
The first colored portion 12A, the second colored portion 12B, and the third colored portion 12C have different colors. For example, the first colored portion 12A can be a red filter region (R), the second colored portion 12B can be a green filter region (G), and the third colored portion 12C can be a blue filter region (B).

  One set of colored portions 12A, 12B, and 12C of different colors constitutes one pixel. In the color filter 1, a predetermined number of colored portions 12 are arranged in the horizontal direction and the vertical direction. For example, when the color filter 1 is a high-definition color filter, 1366 × 768 pixels are arranged, and when the color filter 1 is a full high-definition color filter, 1920 × 1080 pixels are arranged. In the case of a super high vision color filter, 7680 × 4320 pixels are arranged. Note that the color filter 1 may be provided with a spare pixel outside the effective area, for example.

<Partition wall>
A partition wall (bank) 13 is provided between the adjacent colored portions 12. Thereby, it can prevent reliably that the adjacent coloring parts 12 will mix colors, As a result, a clear image can be displayed reliably.
The partition wall 13 may be made of a transparent material, but is preferably made of a light-shielding material. Thereby, an image with excellent contrast can be displayed. The color of the partition wall (light shielding part) 13 is not particularly limited, but is preferably black. Thereby, the contrast of the displayed image can be made particularly excellent.

  The height of the partition wall 13 is not particularly limited, but is preferably substantially the same as the film thickness of the colored portion 12. Thereby, the color mixture between the adjacent coloring parts 12 can be prevented reliably. The specific thickness of the partition wall 13 is preferably 0.1 to 10 μm, and more preferably 0.5 to 3.5 μm. As a result, color mixing between the adjacent colored portions 12 can be reliably prevented, and the viewing angle characteristics of the image display device and electronic apparatus including the color filter 1 can be improved.

  The partition wall 13 may be made of any material, but for example, is preferably made mainly of a resin material. Thereby, the partition wall 13 can be easily formed as having a desired shape by a method as described later. Moreover, when the partition 13 has a function as a light-shielding part, it may include a light-absorbing material such as carbon black as a constituent material.

《Color filter manufacturing method》
Next, an example of a method for manufacturing the color filter 1 will be described.
2 is a cross-sectional view showing a method for manufacturing a color filter, FIG. 3 is a perspective view showing a droplet discharge device used for manufacturing the color filter, and FIG. 4 is a droplet discharge means in the droplet discharge device shown in FIG. FIG. 5 is a diagram showing the bottom surface of the droplet ejection head in the droplet ejection device shown in FIG. 3, and FIG. 6 is a diagram showing the droplet ejection head in the droplet ejection device shown in FIG. It is a figure, (a) is a section perspective view, (b) is a sectional view.

  As shown in FIG. 2, in this embodiment, a substrate preparation step (1a) for preparing the substrate 11, a partition formation step (1b, 1c) for forming the partition 13 on the substrate 11, and a color filter by an ink jet method. An ink application step (1d) for applying the ink 2 to the region surrounded by the partition wall 13, and removing the dispersion medium (liquid medium) from the color filter ink 2 and curing the resin material to form a solid colored portion 12 and a colored portion forming step (1e).

<Board preparation process>
First, the substrate 11 is prepared (1a). The substrate 11 prepared in this step is preferably subjected to a cleaning process. Further, the substrate 11 prepared in this step is subjected to appropriate pretreatment such as chemical treatment with a silane coupling agent or the like, plasma treatment, ion plating, sputtering, gas phase reaction method, vacuum deposition, and the like. Also good.

<Partition forming process>
Next, the radiation-sensitive composition for forming the partition walls of the substrate 11 is applied to almost the entire one surface of the substrate 11 to form the coating film 3 (1b). In addition, after giving a radiation sensitive composition on the board | substrate 11, you may perform a prebaking process as needed. The pre-bake treatment can be performed, for example, under the conditions of heating temperature: 50 to 150 ° C. and heating time: 30 to 600 seconds.

Then, the partition 13 is formed by performing a post-exposure baking process (PEB) by irradiating with a radiation through a photomask, and further performing a developing process using an alkaline developer (1c). PEB can be performed, for example, under the conditions of heating temperature: 50 to 150 ° C., heating time: 30 to 600 seconds, and radiation irradiation intensity: 1 to 500 mJ / cm ² . Further, the development processing can be performed by, for example, a liquid piling method, a dipping method, a vibration dipping method, or the like, and the development processing time can be, for example, 10 to 300 seconds. Further, after the development process, a post-bake process may be performed as necessary. The post-bake treatment can be performed, for example, under the conditions of heating temperature: 150 to 280 ° C. and heating time: 3 to 120 minutes.

  Moreover, you may perform a liquid-repellent process with respect to the coating film 3 before development processing. For example, before the development treatment, a fluororesin may be applied to the coating film 3 by a stamp method or the like, and fluorine is doped on the surface of the coating film 3 (radiation sensitive composition) by plasma polymerization treatment. Also good. By performing such a process, only the bank surface (upper surface in the drawing, a portion excluding the inner wall surface) is made liquid repellent, and contributes to the flattening of the surface of the colored portion 12 formed in a later step. Further, a fluororesin having a light specific gravity may be added to the radiation-sensitive composition so as to be oriented only on the surface.

<Ink application process>
Next, the color filter ink 2 is applied to the cell 14 surrounded by the partition wall 13 by an inkjet method (1d).
This step is performed using a plurality of types of color filter inks 2 corresponding to the plurality of colored portions 12 to be formed. At this time, since the partition wall 13 is provided, it is reliably prevented that two or more kinds of color filter inks 2 are mixed.

  Further, as described above, the color filter ink 2 contains the resin material (polymer M) together with the pigment derivative, and is excellent in droplet ejection stability. For this reason, even when the color filter 1 to be manufactured is large or when a large number of color filters 1 are manufactured continuously, it is possible to reliably prevent problems such as flight bending. The droplet discharge amount can be easily and reliably controlled. As a result, it is possible to reliably prevent problems such as color mixing, color unevenness / density unevenness, and reduction in contrast ratio in the manufactured color filter 1.

The color filter ink 2 is discharged using a droplet discharge device as shown in FIGS.
As shown in FIG. 3, the droplet discharge device 100 used in this step is supplied with the color filter ink 2 from the tank 101 that holds the color filter ink 2, the tube 110, and the tube 110. A discharge scanning unit 102. The ejection scanning unit 102 includes a droplet ejection unit 103 having a plurality of droplet ejection heads (inkjet heads) 114 mounted on a carriage 105, and a first position control device 104 (movement) that controls the position of the droplet ejection unit 103. Means), a stage 106 for holding the substrate 11 on which the partition wall 13 is formed in the above process (hereinafter also simply referred to as "substrate 11"), and a second position control device 108 (moving means) for controlling the position of the stage 106. ) And a control means 112. The tank 101 and a plurality of droplet discharge heads 114 in the droplet discharge means 103 are connected by a tube 110, and the color filter ink 2 is compressed by compressed air from the tank 101 to each of the plurality of droplet discharge heads 114. Supplied.

The first position control device 104 moves the droplet discharge means 103 along the X-axis direction and the Z-axis direction orthogonal to the X-axis direction in response to a signal from the control means 112. Further, the first position control device 104 also has a function of rotating the droplet discharge means 103 around an axis parallel to the Z axis. In the present embodiment, the Z-axis direction is a direction parallel to the vertical direction (that is, the direction of gravitational acceleration). The second position controller 108 moves the stage 106 along the Y-axis direction orthogonal to both the X-axis direction and the Z-axis direction in response to a signal from the control unit 112. Further, the second position control device 108 also has a function of rotating the stage 106 around an axis parallel to the Z axis.
The stage 106 has a plane parallel to both the X-axis direction and the Y-axis direction. The stage 106 is configured so that the substrate 11 having the cells 14 to which the color filter ink 2 is to be applied can be fixed or held on the plane.

As described above, the droplet discharge means 103 is moved in the X-axis direction by the first position control device 104. On the other hand, the stage 106 is moved in the Y-axis direction by the second position control device 108. That is, the first position controller 104 and the second position controller 108 change the relative position of the droplet discharge head 114 with respect to the stage 106 (the substrate 11 held on the stage 106 and the droplet discharge means 103 are relative to each other). To go to).
The control unit 112 is configured to receive ejection data representing a relative position at which the color filter ink 2 is to be ejected from an external information processing apparatus.

  As shown in FIG. 4, the droplet discharge means 103 has a plurality of droplet discharge heads 114 each having substantially the same structure, and a carriage 105 that holds these droplet discharge heads 114. In the present embodiment, the number of droplet discharge heads 114 held by the droplet discharge means 103 is eight. Each droplet discharge head 114 has a bottom surface provided with a plurality of nozzles 118 described later. The shape of the bottom surface of each droplet discharge head 114 is a polygon having two long sides and two short sides. The bottom surface of the droplet discharge head 114 held by the droplet discharge means 103 faces the stage 106 side, and the long side direction and the short side direction of the droplet discharge head 114 are respectively an X-axis direction and a Y-axis direction. Parallel to the direction.

  As shown in FIG. 5, the droplet discharge head 114 has a plurality of nozzles 118 arranged in the X-axis direction. The plurality of nozzles 118 are arranged such that the nozzle pitch HXP in the X-axis direction in the droplet discharge head 114 has a predetermined value. Although the specific value of nozzle pitch HXP is not specifically limited, For example, it can be set as 50-90 micrometers. Here, the “nozzle pitch HXP in the X-axis direction of the droplet discharge head 114” is a plurality of images obtained by projecting all the nozzles 118 in the droplet discharge head 114 onto the X-axis along the Y-axis direction. This corresponds to the pitch between nozzle images.

In the present embodiment, the plurality of nozzles 118 in the droplet discharge head 114 form a nozzle row 116A and a nozzle row 116B that both extend in the X-axis direction. The nozzle row 116A and the nozzle row 116B are arranged in parallel with a space therebetween. In the present embodiment, 90 nozzles 118 are aligned in the X-axis direction at regular intervals LNP in each of the nozzle row 116A and the nozzle row 116B. Although the specific value of LNP is not specifically limited, It can be set as 100-180 micrometers.
The position of the nozzle row 116B is shifted from the position of the nozzle row 116A by a half length of the nozzle pitch LNP in the positive direction in the X-axis direction (right direction in FIG. 5). Therefore, the nozzle pitch HXP in the X-axis direction of the droplet discharge head 114 is half the nozzle pitch LNP of the nozzle row 116A (or nozzle row 116B).

  Accordingly, the nozzle line density in the X-axis direction of the droplet discharge head 114 is twice the nozzle line density of the nozzle row 116A (or nozzle row 116B). In the present specification, “nozzle line density in the X-axis direction” means the number per unit length of a plurality of nozzle images obtained by projecting a plurality of nozzles on the X-axis along the Y-axis direction. It corresponds to. Of course, the number of nozzle rows included in the droplet discharge head 114 is not limited to two. The droplet discharge head 114 may include M nozzle rows. Here, M is a natural number of 1 or more. In this case, in each of the M nozzle rows, the plurality of nozzles 118 are arranged at a pitch that is M times the nozzle pitch HXP. Further, when M is a natural number of 2 or more, the other (M−1) nozzle rows are only i times as long as the nozzle pitch HXP with respect to one of the M nozzle rows. There is no overlap in the X-axis direction. Here, i is a natural number from 1 to (M−1).

  In the present embodiment, since each of the nozzle row 116 </ b> A and the nozzle row 116 </ b> B includes 90 nozzles 118, one droplet discharge head 114 has 180 nozzles 118. However, 5 nozzles at both ends of the nozzle row 116A are set as “pause nozzles”. Similarly, 5 nozzles at both ends of the nozzle row 116B are also set as “pause nozzles”. The color filter ink 2 is not ejected from these 20 “rest nozzles”. Therefore, 160 nozzles 118 out of 180 nozzles 118 in the droplet discharge head 114 function as nozzles that discharge the color filter ink 2.

As shown in FIG. 4, in the droplet discharge means 103, a plurality of the droplet discharge heads 114 are arranged in two rows along the X-axis direction. The droplet ejection heads 114 in one row and the droplet ejection heads 114 in the other row are arranged so as to partially overlap when viewed from the Y-axis direction in consideration of the rest nozzles. Thereby, in the droplet discharge means 103, the nozzle 118 that discharges the color filter ink 2 is continuous in the X-axis direction at the nozzle pitch HXP over the length of the dimension of the substrate 11 in the X-axis direction. It is configured.
In the droplet discharge means 103 of this embodiment, the droplet discharge head 114 is disposed so as to cover the entire length of the substrate 11 in the X-axis direction. A part of the length of the substrate 11 corresponding to the dimension in the X-axis direction may be covered.

  As shown in the figure, each droplet discharge head 114 is an inkjet head. More specifically, each droplet discharge head 114 includes a vibration plate 126 and a nozzle plate 128. Between the diaphragm 126 and the nozzle plate 128, a liquid pool 129 that is always filled with the color filter ink 2 supplied from the tank 101 through the hole 131 is located.

  In addition, a plurality of partition walls 122 are located between the diaphragm 126 and the nozzle plate 128. A portion surrounded by the diaphragm 126, the nozzle plate 128, and the pair of partition walls 122 is a cavity 120. Since the cavities 120 are provided corresponding to the nozzles 118, the number of the cavities 120 and the number of the nozzles 118 are the same. The color filter ink 2 is supplied from the liquid pool 129 to the cavity 120 through the supply port 130 positioned between the pair of partition walls 122.

  On the diaphragm 126, the vibrator 124 is positioned corresponding to each cavity 120. The vibrator 124 includes a piezoelectric element 124C and a pair of electrodes 124A and 124B that sandwich the piezoelectric element 124C. By applying a driving voltage between the pair of electrodes 124A and 124B, the color filter ink 2 is ejected from the corresponding nozzle 118. The shape of the nozzle 118 is adjusted so that the color filter ink 2 is ejected from the nozzle 118 in the Z-axis direction.

The nozzle plate 128 is provided with a base material made of stainless steel, a silica film provided to cover the base material and mainly made of a silica compound, and provided to cover the silica film. And a liquid repellent film that contains the liquid repellent film.
Further, the silica film has a function of closely attaching the liquid repellent film and the stainless steel base material, and also has a function of protecting the stainless steel base material.

The control means 112 (see FIG. 3) may be configured to give a signal to each of the plurality of vibrators 124 independently of each other. That is, the volume of the color filter ink 2 ejected from the nozzle 118 may be controlled for each nozzle 118 in accordance with a signal from the control unit 112. The control unit 112 can also set the nozzle 118 that performs the ejection operation during the application scan and the nozzle 118 that does not perform the ejection operation.
In this specification, a portion including one nozzle 118, a cavity 120 corresponding to the nozzle 118, and a vibrator 124 corresponding to the cavity 120 may be referred to as “ejection unit 127”. According to this notation, one droplet discharge head 114 has the same number of discharge units 127 as the number of nozzles 118.

Using the droplet discharge device 100 as described above, the color filter ink 2 corresponding to the colored portions 12 of the plurality of colors of the color filter 1 is applied to the cells 14. By using the apparatus as described above, the color filter ink 2 can be efficiently and selectively applied to the cells 14. In addition, as described above, the color filter ink 2 has excellent ejection stability, and even when droplets are ejected for a long period of time, the flight curve and the droplet ejection amount are low. Problems such as destabilization are extremely unlikely to occur. Therefore, a plurality of types of inks used to form colored portions of different colors are mixed (mixed), or between a plurality of colored portions that are originally required to have the same color density. Problems such as the occurrence of variations in color density can be reliably prevented. In the illustrated configuration, the droplet discharge device 100 has only one tank 101 for holding the color filter ink 2, a tube 110, etc., but the color filter 1 has a plurality of these members. It may have a plurality of colors corresponding to the colored portion 12. In manufacturing the color filter 1, a plurality of droplet discharge devices 100 corresponding to a plurality of color filter inks 2 may be used.
In the present invention, the droplet discharge head 114 may use an electrostatic actuator as a driving element instead of a piezoelectric element. In addition, the droplet discharge head 114 may be configured to use an electrothermal conversion element as a drive element and discharge the color filter ink by utilizing the thermal expansion of the material by the electrothermal conversion element.

<Colored part forming step (curing step)>
Next, the dispersion medium (liquid medium) is removed from the color filter ink 2 in the cell 14, and the resin material is cured to form a solid colored portion 12 (1e). Thereby, the color filter 1 is obtained.
As described above, since the polymer M is contained in the color filter ink, unintentional aggregation of the pigment at the time of forming the colored portion 12 can be prevented and suppressed, and the formed color. The flatness of the surface of the part 12 can be made high. As a result, the obtained color filter 1 can display an image with excellent contrast and brightness.

  This step is usually performed by heating. By performing this step by heating, the adhesion of the colored portion 12 to be formed to the substrate 11 can be made particularly excellent. Further, it is possible to reliably prevent the dispersion medium (liquid medium) of the color filter ink from remaining in the formed colored portion 12. As a result, the durability and reliability of the color filter 1 can be made particularly excellent. Also, the productivity of the color filter 1 is improved.

The heating temperature in this step (the temperature of the heated substrate 11) is not particularly limited, but is preferably 100 to 280 ° C, and more preferably 110 to 250 ° C. Thereby, the curing reaction of the resin material can be efficiently advanced while preventing the unintentional deterioration / decomposition of the constituent material of the colored portion 12, and the dispersion medium can be suitably removed from the color filter ink 2.
Moreover, the heating time in this step is not particularly limited, but is preferably 30 to 190 minutes, and more preferably 40 to 130 minutes.

In this step, a plurality of heat treatments with different temperatures may be performed. Specifically, in this step, a first heat treatment that heats the substrate 11 at a relatively low temperature and a second heat treatment that heats the substrate 11 at a temperature higher than the first heat treatment are performed. May be.
As a result, unintentional deterioration / decomposition of the constituent material of the colored portion 12 is prevented, the productivity of the color filter 1 is improved, and further, it is effective that the dispersion medium remains in the formed colored portion 12. Can be prevented.

Further, in this step, by performing a first heat treatment for heating the substrate 11 at a relatively low temperature and a second heat treatment for heating the substrate 11 at a temperature higher than the first heat treatment, The flatness of the surface of the coloring part 12 can be made higher.
In such a case, by heating the substrate 11 at a relatively low temperature in the first heat treatment, the dispersion medium is gently removed while preventing the convection of the color filter ink 2, and the color filter ink 2 The fluidity can be lost or reduced with the surface flat. Moreover, the unintentional curing reaction of the resin material can be prevented by heating at a relatively low temperature.
In the second heat treatment, the dispersion medium that could not be removed by the first heat treatment can be completely removed. In this step, when the color filter ink 2 is cured by reacting the resin material, the color filter ink 2 fixed in a flat state in the first heat treatment is efficiently cured in the shape. Can be made.

  As described above, in the case where the first heat treatment and the second heat treatment are performed in this step, the treatment temperature in the first heat treatment (the temperature of the heated substrate 11) is not particularly limited, but 30 to It is preferable that it is 100 degreeC, and it is more preferable that it is 40-80 degreeC. Thus, the dispersion medium can be suitably removed from the color filter ink 2 while reliably preventing convection of the color filter ink 2.

Moreover, the time of the first heat treatment is not particularly limited, but is preferably 3 to 50 minutes, and more preferably 5 to 40 minutes.
Moreover, the processing temperature (temperature of the heated substrate 11) in the second heat treatment is not particularly limited, but is preferably 120 to 280 ° C, and more preferably 150 to 250 ° C. Thereby, the dispersion medium which could not be removed by the first heat treatment can be completely removed. Further, in this step, when the color filter ink 2 is cured by reacting a resin material (curable resin material), the color filter ink 2 fixed in a flat state in the first heat treatment is used. It can be efficiently cured in that shape.
The time for the second heat treatment is not particularly limited, but is preferably 25 to 150 minutes, and more preferably 30 to 100 minutes.

Moreover, in this process, you may perform the process of irradiating an active energy ray or placing the board | substrate 11 to which the ink 2 for color filters was provided in a pressure-reduced environment, for example.
By irradiating the active energy rays, the curing reaction of the resin material can be efficiently advanced, or even when the heating temperature is relatively low, the curing reaction of the resin material can be reliably advanced, It is possible to obtain such an effect that the adverse effects on the substrate 11 and the like are more reliably prevented. As the active energy ray, light beams having various wavelengths, for example, ultraviolet rays, X-rays, g-rays, i-rays, excimer lasers, and the like can be used.

  Further, the dispersion medium is reliably removed even when the heating temperature is relatively low by placing the substrate 11 to which the color filter ink 2 is applied in a reduced pressure environment (depressurizing treatment). It is possible to prevent the occurrence of adverse effects on the substrate 11, the colored portion 12 to be formed, and the like more reliably. Moreover, a colored part can be formed more efficiently by using a heat treatment and a decompression treatment in combination.

<Image display device>
Next, a preferred embodiment of a liquid crystal display device that is an image display device (electro-optical device) having the color filter 1 will be described.
FIG. 7 is a cross-sectional view showing a preferred embodiment of the liquid crystal display device. As shown in the figure, the liquid crystal display device 60 includes a color filter 1, a substrate (opposite substrate) 66 disposed on the surface side where the colored portion 12 of the color filter 1 is provided, a color filter 1 and a substrate 66. And a polarizing plate 67 provided on the side of the color filter 1 opposite to the surface facing the liquid crystal layer 62 (lower side in FIG. 7). And a polarizing plate 68 provided on the surface opposite to the surface facing the liquid crystal layer 62 of the substrate 66 (upper side in FIG. 7). A common electrode 61 is provided on the surface of the color filter 1 on which the colored portion 12 and the partition wall 13 are provided (the surface opposite to the surface of the colored portion 12 and the partition wall 13 facing the substrate 11). On the surface of the (opposite substrate) 66 facing the liquid crystal layer 62 and the color filter 1, pixel electrodes 65 are arranged in a matrix at positions corresponding to the colored portions 12 of the color filter 1. Further, an alignment film 64 is provided between the common electrode 61 and the liquid crystal layer 62, and an alignment film 63 is provided between the substrate 66 (pixel electrode 65) and the liquid crystal layer 62.
The substrate 66 is a substrate having optical transparency with respect to visible light, and is, for example, a glass substrate.
The common electrode 61 and the pixel electrode 65 are made of a material having optical transparency to visible light, and are made of, for example, ITO.

  Since the color filter 1 of the present invention is excellent in heat resistance and the like, when forming an electrode (the common electrode 61 in the illustrated configuration) on the color filter 1 at the time of manufacture (particularly, formed by vapor phase film formation). In this case, discoloration of the colored portion 12 is surely prevented, and denaturation and deterioration of the colored portion 12 are prevented, and the adhesion between the color filter 1 and the electrode (common electrode 61) is particularly excellent. And the voltage holding ratio (VHR) can be improved.

  Although omitted in the drawing, a plurality of switching elements (for example, TFTs: thin film transistors) are provided so as to correspond to the respective pixel electrodes 65. For each pixel electrode 65 corresponding to each coloring portion 12, by controlling the voltage application state between the common electrode 61, in the region corresponding to each coloring portion 12 (each pixel electrode 65), Light transmittance can be controlled.

  In the liquid crystal display device 60, light emitted from a backlight (not shown) enters from the polarizing plate 68 side (upper side in FIG. 7). And the light which permeate | transmitted the liquid crystal layer 62 and entered into each coloring part 12 (12A, 12B, 12C) of the color filter 1 is polarized as light of the color corresponding to each coloring part 12 (12A, 12B, 12C). The light is emitted from the plate 67 (lower side in FIG. 7).

  As described above, since the colored portion 12 is formed using the color filter ink 2 (color filter ink set) of the present invention, variation in characteristics between pixels is suppressed. is there. As a result, the liquid crystal display device 60 can stably display an image in which color unevenness, density unevenness, and the like at each part are suppressed. Moreover, since the coloring part 12 is formed using the color filter ink of the present invention, it is excellent in contrast ratio and brightness.

"Electronics"
An image display device (electro-optical device) 1000 such as a liquid crystal display device having the color filter 1 as described above can be used for display portions of various electronic devices.
FIG. 8 is a perspective view showing the configuration of a mobile (or notebook) personal computer to which the electronic apparatus of the present invention is applied.
In this figure, a personal computer 1100 includes a main body portion 1104 having a keyboard 1102 and a display unit 1106. The display unit 1106 is supported by the main body portion 1104 so as to be rotatable via a hinge structure portion. Yes.
In the personal computer 1100, the display unit 1106 includes an image display device 1000.
FIG. 9 is a perspective view showing a configuration of a mobile phone (including PHS) to which the electronic apparatus of the present invention is applied.
In this figure, a cellular phone 1200 includes a plurality of operation buttons 1202, an earpiece 1204 and a mouthpiece 1206, and an image display device 1000 in a display unit.

FIG. 10 is a perspective view showing the configuration of a digital still camera to which the electronic apparatus of the present invention is applied. In this figure, connection with an external device is also simply shown.
Here, an ordinary camera sensitizes a silver salt photographic film with a light image of a subject, whereas a digital still camera 1300 photoelectrically converts a light image of a subject with an image sensor such as a CCD (Charge Coupled Device). An imaging signal (image signal) is generated.

On the back of a case (body) 1302 in the digital still camera 1300, an image display device 1000 is provided in a display unit, and is configured to display based on an image pickup signal from a CCD, and a finder that displays an object as an electronic image. Function as.
A circuit board 1308 is installed inside the case. The circuit board 1308 is provided with a memory that can store (store) an imaging signal.

A light receiving unit 1304 including an optical lens (imaging optical system), a CCD, and the like is provided on the front side of the case 1302 (on the back side in the illustrated configuration).
When the photographer confirms the subject image displayed on the display unit and presses the shutter button 1306, the CCD image pickup signal at that time is transferred and stored in the memory of the circuit board 1308.

  In the digital still camera 1300, a video signal output terminal 1312 and an input / output terminal 1314 for data communication are provided on the side surface of the case 1302. As shown in the figure, a television monitor 1430 is connected to the video signal output terminal 1312 and a personal computer 1440 is connected to the input / output terminal 1314 for data communication as necessary. Further, the imaging signal stored in the memory of the circuit board 1308 is output to the television monitor 1430 or the personal computer 1440 by a predetermined operation.

  The electronic device of the present invention includes, for example, a television (for example, a liquid crystal television), a video camera, a viewfinder type, a monitor in addition to the above-described personal computer (mobile personal computer), mobile phone, and digital still camera. Direct-view video tape recorder, laptop personal computer, car navigation system, pager, electronic notebook (including communication function), electronic dictionary, calculator, electronic game device, word processor, workstation, videophone, security TV monitor , Electronic binoculars, POS terminals, devices equipped with touch panels (for example, cash dispensers of financial institutions, automatic ticket vending machines), medical devices (for example, electronic thermometers, blood pressure monitors, blood glucose meters, electrocardiographic display devices, ultrasonic diagnostic devices, endoscopy) Mirror display device), fish finder, each Measuring instruments, gauges (e.g., gages for vehicles, aircraft, and ships), a flight simulator, various monitors, and a projection display such as a projector. In particular, televisions have a remarkable tendency to increase the size of display portions in recent years. However, in electronic devices having such a large display portion (for example, a display portion having a diagonal length of 80 cm or more), conventional color filter inks are used. When the color filter manufactured using the above is applied, problems such as uneven color and uneven density are particularly likely to occur. However, if the present invention is applied, such problems can be reliably prevented. That is, when applied to an electronic device having a large display unit as described above, the effects of the present invention are more remarkably exhibited.

As mentioned above, although this invention was demonstrated based on suitable embodiment, this invention is not limited to these.
For example, in the embodiment described above, after applying the color filter ink corresponding to the colored portion of each color into the cell, the dispersion medium (liquid medium) is collectively collected from the color filter ink of each color in the cell. Although it has been described that the resin material is removed and cured, that is, the colored portion forming step (curing step) is performed only once, the ink application step and the colored portion forming step are repeatedly performed corresponding to each color. It may be.

  In the above-described embodiment, among the inks constituting the color filter ink set, other than the ink containing a halogenated phthalocyanine zinc complex as a main pigment and a sulfonated pigment derivative as a sub-pigment. The case where the ink (other ink) includes a pigment as a colorant and is dispersed in a dispersion medium (liquid medium) has been mainly described. However, the other ink includes a dye as a colorant. These may be dissolved in a solvent (liquid medium).

  In addition, each unit constituting the color filter, the image display device, and the electronic device can be replaced with an arbitrary one that exhibits the same function, or another configuration can be added. For example, in the color filter of the present invention, a protective film that covers the colored portion may be provided on the surface of the colored portion opposite to the surface facing the substrate. Thereby, damage, deterioration, etc. of a coloring part can be prevented more effectively.

Further, the color filter ink of the present invention may be produced by any method, and may not be produced by the method described above. For example, the color filter ink of the present invention may be produced by a method that does not have a dilution step or a method that has a fine dispersion step that is not multistage.
In the above-described embodiment, the case where the color filter ink set includes the three types (three colors) of color filter inks corresponding to the three primary colors of light has been mainly described, but the color filter ink set is configured. The number and type (color) of the color filter ink to be performed are not limited to those described above. For example, in the present invention, the color filter ink set may include four or more color filter inks.

Next, specific examples of the present invention will be described.
(Synthesis Example 1)
In a reaction vessel (flask) equipped with a stirrer, reflux condenser, dropping funnel, nitrogen inlet tube and thermometer, 100 parts by weight of diethylene glycol monobutyl ether acetate as a solvent (solvent) was added and heated to 80 ° C. Subsequently, 2- [O- (1′-methylpropylideneamino) carboxyamino] ethyl methacrylate (= 2- (1-methylpropylideneaminooxycarbonylaminoethyl) as the monomer component m1 was placed in the flask. ) Methacrylate): 60 parts by weight, methacrylic acid as monomer component m2: 20 parts by weight, stearyl methacrylate as monomer component m3: 20 parts by weight in diethylene glycol monobutyl ether acetate: 30 parts by weight It dropped in the flask over 4 hours using the dripping pump. On the other hand, a solution prepared by dissolving 5 parts by weight of azobisdimethylvaleronitrile as a radical initiator (polymerization initiator) in 90 parts by weight of diethylene glycol monobutyl ether acetate was added to the flask for 4 hours using another dropping pump. It was dripped in. After completion of the dropping of the polymerization initiator, the temperature is maintained (aged) at the same temperature for 4 hours, and then cooled to room temperature, and the monomer component m1, m2, m3 is represented by the above formula (8) A polymer M1 as a combined M was obtained.
(Synthesis Examples 2 to 8)
The same operation as in Synthesis Example 1 except that the solvent (solvent) used in the synthesis of the polymer, the types of monomer components, the ratio of each component were adjusted, and the composition of the polymer was changed as shown in Table 1. Went. As a result, seven types of polymers M (polymers M2 to M8) were obtained.

(Synthesis Example 9)
In a reaction vessel (flask) equipped with a stirrer, reflux condenser, dropping funnel, nitrogen inlet tube and thermometer, 314 parts by weight of diethylene glycol monobutyl ether acetate as a solvent (solvent) was added and heated to 90 ° C. Subsequently, 2,2′-azobis (isobutyronitrile) (AIBN) as a radical initiator: 20 parts by weight and diethylene glycol monobutyl ether acetate (solvent): 30 parts by weight were added to the flask. The monomer component (compound) represented by the above formula (11) x1: 180 parts by weight, the monomer component (compound) represented by the above formula (12) x2: 90 parts by weight, the above formula (13) Monomer component (compound) x3: 15 parts by weight, monomer component (compound) x4: 15 parts by weight represented by the above formula (14), 2,2′-azobis (isobutyronitrile) ) (AIBN): A solution prepared by dissolving 50 parts by weight of diethylene glycol monobutyl ether acetate: 200 parts by weight was added dropwise using a dropping pump over 5 hours, and further aged for 4 hours. Then, it cooled to room temperature and obtained the polymer X1 as the polymer X represented by the said Formula (19) including the monomer components x1, x2, x3, x4.
(Synthesis Examples 10 and 11)
The same operation as in Synthesis Example 9 was performed except that the type of solvent (solvent) used in the synthesis of the polymer and the ratio of each component were adjusted and the composition of the polymer was changed as shown in Table 1. As a result, two types of polymers X (polymers X2 and X3) were obtained.

(Synthesis Example 12)
In a reaction vessel (flask) equipped with a stirrer, reflux condenser, dropping funnel, nitrogen inlet tube and thermometer, 314 parts by weight of diethylene glycol monobutyl ether acetate as a solvent (solvent) was added and heated to 90 ° C. Subsequently, 2,2′-azobis (isobutyronitrile) (AIBN) as a radical initiator: 20 parts by weight and diethylene glycol monobutyl ether acetate (solvent): 30 parts by weight were added to the flask. , Monomer component (compound) y1: 200 parts by weight represented by formula (15), monomer component (compound) y2 represented by formula (16): 100 parts by weight, 2,2′- A solution obtained by dissolving 50 parts by weight of azobis (isobutyronitrile) (AIBN) in 200 parts by weight of diethylene glycol monobutyl ether acetate was added dropwise over 5 hours using a dropping pump, and the mixture was further aged for 4 hours. Then, it cooled to room temperature and obtained the polymer Y1 as the polymer Y containing the monomer components y1 and y2 and represented by the said Formula (20).
(Synthesis Examples 13 and 14)
The same operation as in Synthesis Example 12 was performed except that the type of solvent (solvent) used in the synthesis of the polymer and the ratio of each component were adjusted and the composition of the polymer was changed as shown in Table 1. As a result, two types of polymers Y (polymers Y2 and Y3) were obtained.

(Synthesis Example 15)
Into a reaction vessel (flask) equipped with a stirrer, reflux condenser, dropping funnel, nitrogen inlet tube and thermometer, 246 parts by weight of diethylene glycol monobutyl ether acetate as a solvent (solvent) was added and heated to 80 ° C. Subsequently, in the flask, the monomer component (compound) represented by the above formula (21) z1: 276 parts by weight, the monomer component (compound) represented by the above formula (22) z2: 51 weights. A solution prepared by dissolving 39 parts by weight of azobisdimethylvaleronitrile as a radical initiator in 360 parts by weight of diethylene glycol monobutyl ether acetate was added dropwise using a dropping pump over 5 hours, and further aged for 3 hours.
Thereafter, 26 parts by weight of glycidyl methacrylate and 2 parts by weight of methoquinone were added to the flask and reacted at 110 ° C. for 10 hours. Then, it cooled to room temperature and obtained the polymer Z1 as the polymer Z represented by the said Formula (24) including the monomer components z1, z2, and z3.
(Synthesis Examples 16 and 17)
The same operation as in Synthesis Example 15 was performed except that the type of solvent (solvent) used in the synthesis of the polymer and the ratio of each component were adjusted and the composition of the polymer was changed as shown in Table 1. As a result, two types of polymers Z (polymers Z2 and Z3) were obtained.

(Synthesis Example 18)
In a reaction vessel (flask) equipped with a stirrer, reflux condenser, dropping funnel, nitrogen inlet tube and thermometer, 180 parts by weight of diethylene glycol monobutyl ether acetate as a solvent (solvent) was added and heated to 85 ° C. Subsequently, the monomer component (compound) w1: 188 parts by weight represented by the above formula (25) and the monomer component (compound) w2 represented by the above formula (26) w: 34 weights in the flask. Parts: monomer component (compound) w3: 74 parts by weight represented by the above formula (27), monomer component (compound) w4: 74 parts by weight represented by the above formula (28), as a radical initiator A solution obtained by dissolving 64 parts by weight of azobisdimethylvaleronitrile in 386 parts by weight of diethylene glycol monobutyl ether acetate was added dropwise over 5 hours using a dropping pump, and further aged for 3 hours. Then, it cooled to room temperature and obtained the polymer W1 as the polymer W represented by the said Formula (29) including the monomer components w1, w2, w3, w4.
(Synthesis Examples 19 and 20)
The same operation as in Synthesis Example 18 was performed except that the type of solvent (solvent) used in the synthesis of the polymer and the ratio of each component were adjusted and the composition of the polymer was changed as shown in Table 1. As a result, two types of polymers W (polymers W2 and W3) were obtained.
(Synthesis Examples 21-25)
The same operation as in Synthesis Example 1 was performed except that the types of monomer components used in the synthesis of the polymer and the ratio of each component were adjusted and the composition of the polymer was changed as shown in Table 1. As a result, five types of polymers M ′ (polymers M′1 to M′5) were obtained.

Table 1 collectively shows the ratio of each monomer component constituting each polymer synthesized in Synthesis Examples 1 to 28, and the weight average molecular weight Mw of each polymer. In Table 1, 2- [O- (1′-methylpropylideneamino) carboxyamino] ethyl methacrylate (= 2- (1-methylpropylideneaminooxycarbonylaminoethyl) methacrylate) is represented by “m1a”, The acid 2- (3,5-dimethylpyrazol-1-yl) carbonylaminoethyl is indicated by “m1b” and the acid 2- (3,5-dimethylpyrazol-1-yl) carbonylaminoethyl is indicated by “m1c”. Methacrylic acid is indicated by “m2a”, acrylic acid is indicated by “m2b”, stearyl methacrylate is indicated by “m3a”, behenyl methacrylate is indicated by “m3b”, palmityl acrylate is indicated by “m3c”, and lignoceryl methacrylate Is indicated by “m3d”, methyl methacrylate is indicated by “m4a”, Ethyl acid is indicated by “m4b”, pentyl acrylate is indicated by “m4c”, styrene is indicated by “m5”, 2-hydroxyethyl methacrylate is indicated by “m6”, and 3,4-epoxytricyclo [5.2 .1.0 ^2,6 ] decan-9-yl acrylate and 3,4-epoxytricyclo [5.2.1.0 ^2,6 ] decan-8-yl acrylate, indicated by “m7”, Tinyl methacrylate is indicated by “m3 ′”. In addition, as for the polymer synthesize | combined as mentioned above, all had dispersity (weight average molecular weight Mw / number average molecular weight Mn) in the range of 1-3.

[2] Preparation of color filter ink (color filter ink set) (Example 1)
Dispersic 166 as an amine value dispersant, polymer M1, polymer Z1, polymer W1, and a solvent for dissolving these polymers (polymer M1, polymer Z1, polymer W1) (color filter) Diethylene glycol monobutyl ether acetate as a component of the dispersion medium in the ink for use is put into a stirrer (uniaxial mixer) having an internal capacity of 400 cc, and stirred for 10 minutes with a disper mill, whereby polymer M1, polymer Z1, heavy A polymer M solution in which the combined W1 was dissolved in a solvent was obtained (polymer M solution preparation step). At this time, the rotation speed of the stirring blade of the stirrer was set to 2000 rpm.

Next, as described below, a pigment is added to the polymer M solution obtained in the polymer M solution preparation step, and inorganic beads are added in multiple stages using a stirrer (bead mill) to perform fine dispersion treatment. A fine dispersion step was performed.
First, a pigment was added to the obtained polymer M solution and stirred for 10 minutes. At this time, the rotation speed of the stirring blade of the bead mill (stirrer) was set to 2000 rpm. Further, as the pigment, a halogen having a chemical structure represented by the above formula (10) (however, of 16 X in the molecule, 2 are hydrogen atoms, 4 are chlorine atoms, 10 are bromine atoms). A mixture of a powder of a zinc phthalocyanine complex (main pigment) and a powder of a sulfonated pigment derivative (sub-pigment) having the chemical structure represented by the above formula (34) was used. At this time, the mixture was diluted with diethylene glycol monobutyl ether acetate so that the pigment content in the mixture of the polymer solution and the pigment was 16 wt%.

Next, inorganic beads having an average particle diameter of 0.8 mm (first inorganic beads, manufactured by Zirconia, “Toray ceramic pulverized ball” (trade name), manufactured by Toray Industries, Inc.) are added and stirred at room temperature for 30 minutes. First-stage distributed processing (first processing) was performed. At this time, the rotation speed of the stirring blade of the bead mill (stirrer) was set to 2000 rpm.
Next, the inorganic beads (first inorganic beads) are removed by filtration using a filter (“PALL HDCII Membrane Filter”, manufactured by PALL). Inorganic beads, manufactured by zirconia, “Toray ceramic pulverized ball” (trade name), manufactured by Toray Industries, Inc.) were added, and the mixture was further stirred for 30 minutes to perform the second stage dispersion treatment (second treatment). At this time, the rotation speed of the stirring blade of the bead mill (stirrer) was set to 2000 rpm. At this time, the pigment dispersion was diluted with diethylene glycol monobutyl ether acetate so that the pigment content in the resulting pigment dispersion was 13 wt%.
Thereafter, the inorganic beads (second inorganic beads) were removed by filtration using a filter (“PALL HDCII Membrane Filter” (trade name), manufactured by PALL) to obtain a pigment dispersion.

  Next, to the pigment dispersion obtained as described above, a polymer X1, a polymer Y1, a leveling agent (Surfinol DF58, manufactured by Nissin Chemical Industry Co., Ltd.), an antioxidant (TINUVIN 152, Ciba Japan Co., Ltd.) and diethylene glycol monobutyl ether acetate and diethylene glycol mononormal butyl ether as a dispersion medium (liquid medium) were added and mixed (dilution step). This step was performed by putting each of the above materials into a stirrer (uniaxial mixer) having an internal capacity of 400 cc and stirring for 10 minutes with a disper mill. At this time, the rotation speed of the stirring blade of the stirrer was set to 2000 rpm. As a result, the intended green color filter ink (G ink) was obtained.

  In addition, the color filter ink (R ink) and the blue color filter ink (B ink) are the same as the green color filter ink except that the pigment type and the amount of each component used are changed. Was prepared. As a result, an ink set for a color filter composed of inks of three colors of R, G, and B was obtained. The average particle diameter of the pigment constituting the R ink, the average particle diameter of the pigment constituting the G ink, and the average particle diameter of the pigment constituting the B ink were 70 nm, 70 nm, and 70 nm, respectively.

(Examples 2 to 10)
A color filter ink (color filter ink set) was prepared in the same manner as in Example 1 except that the types and contents of the constituent materials of the color filter ink were changed as shown in Tables 2 and 3.
(Comparative Examples 1-6)
A color filter ink (color filter ink set) was prepared in the same manner as in the above example except that the resin material constituting the color filter ink was changed as shown in Table 3.

(Comparative Example 7)
In the preparation of a green color filter ink (G ink), a powder of a halogenated phthalocyanine zinc complex (main pigment) having a chemical structure represented by the formula (10) as a pigment and a chemistry represented by the formula (34) Instead of the mixture of the sulfonated pigment derivative (sub-pigment) having a structure with the powder, the chemical structure represented by the formula (10) (however, of the 16 Xs in the molecule, 2 are hydrogen atoms, 4 A color filter ink (ink set) was prepared in the same manner as in the above example except that a halogenated phthalocyanine zinc complex (main pigment) powder having a chlorine atom and 10 bromine atoms was used. That is, in this comparative example, instead of a mixture of a halogenated phthalocyanine zinc complex (main pigment) and a sulfonated pigment derivative (sub-pigment) as a pigment in the preparation of a green color filter ink (G ink), A material composed only of a halogenated phthalocyanine zinc complex (main pigment) was used.

(Comparative Example 8)
In the preparation of a green color filter ink (G ink), C.I. is used instead of a halogenated phthalocyanine zinc complex having a chemical structure represented by the formula (10) as a main pigment. I. A color filter ink (ink set) was prepared in the same manner as in Example 1 except that CI Pigment Green 7 was used.

(Comparative Example 9)
In the preparation of a green color filter ink (G ink), C.I. is used instead of a halogenated phthalocyanine zinc complex having a chemical structure represented by the formula (10) as a main pigment. I. A color filter ink (ink set) was prepared in the same manner as in Example 1 except that CI Pigment Green 36 was used.

(Comparative Example 10)
In preparation of a green color filter ink (G ink), a powder of a halogenated phthalocyanine zinc complex (main pigment) having a chemical structure represented by the formula (10) as a pigment and a chemistry represented by the formula (34) Example 1 except that the powder of the sulfonated pigment derivative (sub-pigment) having the chemical structure represented by the formula (34) was used instead of the mixture with the powder of the sulfonated pigment derivative (sub-pigment) having the structure. In the same manner, an ink for a color filter (ink set) was prepared. That is, in this comparative example, instead of a mixture of a halogenated phthalocyanine zinc complex (main pigment) and a sulfonated pigment derivative (sub-pigment) as a pigment in the preparation of a green color filter ink (G ink), A material composed only of a sulfonated pigment derivative was used.

In each of the above Examples and Comparative Examples, when the polymer M, the polymer Z, the polymer W, and the polymer M ′ are used, these are referred to as the polymer M solution preparation step (or corresponding to this). The polymer X, the polymer Y, and the resin R1 were used in the dilution step (or the step performed at the timing corresponding to this).
Tables 2 to 4 collectively show the types and contents of the constituent components of the color filter inks in the examples and comparative examples. In the table, a zinc complex of halogenated phthalocyanine represented by the above formula (10) (however, of 16 X in the molecule, 2 are hydrogen atoms, 4 are chlorine atoms, 10 are bromine atoms. ) Is a powder of “HPZC1” and a zinc complex of a halogenated phthalocyanine represented by the above formula (10) (however, of 16 X in the molecule, one is a hydrogen atom and three are chlorine atoms. , 12 powders composed of bromine atoms) “HPZC2”, powder composed of the pigment derivative represented by the above formula (34) (one sulfo group in the molecule) “SPD1”, A powder composed of a pigment derivative represented by (35) (two sulfo groups in the molecule) is designated “SPD2”, C.I. I. Pigment Green 7 is “PG7”, C.I. I. Pigment Green 36 is “PG36”, C.I. I. Pigment Red 177 is “PR177”, C.I. I. Pigment Red 254 is "PR254", C.I. I. Pigment Blue 15: 6 is changed to “PB15: 6”, C.I. I. Pigment Yellow 150 is changed to “PY150”, C.I. I. Pigment Violet 23 is “PV23”, C.I. I. Pigment Red 177 and a pigment derivative represented by the formula (30) were mixed with “PR177D”, C.I. I. The mixture of Pigment Red 254 and the pigment derivative represented by the formula (31) is “PR254D”, Dispersic 111 (acid value: 50 KOHmg / g) is “DA1”, Dispersic 166 (amine number: 115 KOHmg / g) “DA4”, Dispersic 9075 (amine number: 12 KOH mg / g) “DA5”, Solsperse 41000 “DA6”, leveling agent (Surfinol DF58, manufactured by Nissin Chemical Industry Co., Ltd.) “DF58”, Leveling agent (LHP-90, manufactured by Enomoto Kasei) “L90”, Leveling agent (LHP-95, manufactured by Enomoto Kasei) “L95”, Leveling agent (LF-1970, manufactured by Enomoto Kasei) “LF” , Leveling agent (Olfin SPC, manufactured by Nissin Chemical Industry Co., Ltd.) “SPC”, antioxidant (TINUVI) 152, manufactured by Ciba Japan Co., Ltd.) “T152”, diethylene glycol monobutyl ether acetate “S1”, 1,3-butylene glycol diacetate “S2”, 2- (2-methoxy-1-methylethoxy) -1- “S3” for methyl ethyl acetate, “S4” for bis (2-butoxyethyl) ether, “S5” for ethyl octoate, “S6” for diethylene glycol mononormal butyl ether, “S7” for triethylene glycol mononormal butyl ether, 3 -Ethyl ethoxypropionate is represented by “S8”, and resin R1 (EPPN-502H manufactured by Nippon Kayaku Co., Ltd.) as a trisphenolmethane type epoxy resin is represented by “R1”.

  In addition, C. used in each Example and each comparative example. I. The content ratio of the pigment derivative represented by the formula (30) in the mixture of the pigment red 177 and the pigment derivative represented by the formula (30) was 0.1 to 10 wt%. In addition, C.I. used in the above Examples and Comparative Examples. I. The content of the pigment derivative represented by the formula (31) in the mixture of Pigment Red 254 and the pigment derivative represented by the formula (31) was 0.1 to 10 wt%. The acid value of the dispersant was determined by a method based on DIN EN ISO 2114, and the amine value was determined by a method based on DIN 16945. In addition, the viscosity at 25 ° C. of each of the color filter inks of the above Examples measured using a vibration viscometer according to JIS Z8809 was a value in the range of 5 to 11 mPa · s. It was.

[3] Storage stability evaluation of color filter ink (long-term stability evaluation)
[3.1] Appearance change after heat treatment The green color filter ink (G ink) of each of the examples and comparative examples was left in an environment at 55 ° C. for 50 days and then visually observed. Evaluation was made according to the following five-stage criteria.

A: No change from before heating is observed.
B: Almost no aggregation or sedimentation of pigment particles is observed.
C: Slight aggregation / precipitation of pigment particles is observed.
D: Aggregation / sedimentation of pigment particles is clearly observed.
E: Aggregation / sedimentation of pigment particles is noticeable.

[3.2] Amount of change in viscosity The green color filter ink (G ink) of each of the above Examples and Comparative Examples was measured for viscosity (kinematic viscosity) after being left for 21 days in a 55 ° C environment. Then, the difference from the viscosity immediately after production was determined. That is, when the viscosity immediately after production is ν ₀ [mPa · s] and the viscosity after being left for 21 days in an environment of 55 ° C. is ν ₁ [mPa · s], it is represented by ν ₁ −ν _0. The value was determined. The values thus obtained were evaluated according to the following five-stage criteria.

A: The value of ν ₁ −ν ₀ is less than 0.2 mPa · s.
B: The value of ν ₁ −ν ₀ is 0.2 mPa · s or more and less than 0.3 mPa · s.
C: ν ₁ -ν value is less than 0.3mPa · s or more 0.5mPa · s of _0.
D: The value of ν ₁ −ν ₀ is 0.5 mPa · s or more and less than 0.7 mPa · s.
E: The value of ν ₁ −ν ₀ is 0.7 mPa · s or more.

[4] Droplet discharge stability evaluation (discharge stability evaluation)
The green color filter ink obtained in each of the above Examples and Comparative Examples (color filter ink immediately after manufacture) and the green color filter ink left in a 55 ° C. environment for 21 days (in a heated environment) The color filter ink was allowed to stand and was evaluated by the following test.

[4.1] Evaluation of landing position accuracy Prepared are a droplet discharge device as shown in FIGS. 3 to 6 installed in a chamber (thermal chamber) and an ink set for a color filter of each of the examples and comparative examples, With the driving waveform of the piezo element optimized, 1500000 (1500000 drops) of droplets were continuously discharged from each nozzle of the droplet discharge head for the green color filter ink. For the 1500,000 droplets ejected from the designated nozzle near the center of the droplet ejection head, the average value of the deviations d from the center aiming position of the center position of each landed droplet is obtained, and the following five steps Evaluation was performed according to the criteria of It can be said that the smaller the value is, the more effectively the occurrence of flight bending is prevented.

A: The average value of the shift amounts d is less than 0.03 μm.
B: The average value of the shift amount d is 0.03 μm or more and less than 0.07 μm.
C: The average value of the shift amount d is 0.07 μm or more and less than 0.10 μm.
D: The average value of the shift amounts d is 0.10 μm or more and less than 0.12 μm.
E: The average value of the shift amounts d is 0.12 μm or more.

[4.2] Evaluation of stability of droplet discharge amount Droplet discharge device as shown in FIGS. 3 to 6 installed in a chamber (thermal chamber), and ink sets for color filters of the above examples and comparative examples In the state where the drive waveform of the piezo element was optimized, 1500000 (1500000 droplets) of the green color filter ink were continuously discharged from each nozzle of the droplet discharge head. For the two specified nozzles on the left and right ends of the droplet discharge head, the total weight of the discharged droplets is obtained, and the absolute value ΔW [ng] of the difference between the average discharge amounts of the droplets discharged from the two nozzles is calculated. Asked. A ratio (ΔW / W _T ) of ΔW with respect to the target discharge amount W _T [ng] of the droplet was obtained and evaluated according to the following five-stage criteria. As the value of [Delta] W / W _T is small, it can be said that the greater the stability of the droplet discharge amount.

A: The value of ΔW / _{W T} is less than 0.018.
B: The value of ΔW / _{W T} is less than 0.018 than 0.250.
C: The value of ΔW / _{W T} is less than 0.250 than 0.450.
D: The value of ΔW / _{W T} is less than 0.450 than 0.780.
E: The value of ΔW / _{W T} is 0.780 or more.

[4.3] Evaluation of intermittent printing performance Prepared are a droplet discharge device as shown in FIG. 3 to FIG. 6 installed in a chamber (thermal chamber) and an ink set for a color filter of each of the examples and comparative examples, With the driving waveform of the piezo element optimized, 150,000 droplets (150,000 droplets) are continuously discharged from each nozzle of the droplet discharge head for the green color filter ink, and then the liquid is discharged for 180 seconds. Droplet ejection was interrupted (first sequence). Thereafter, similarly, the operation of continuously discharging the droplets and interrupting the discharge of the droplets were repeated. For the specified nozzle near the center of the droplet discharge head, the average weight W ₁ [ng] of the droplets discharged in the first sequence and the average weight W ₅₀ [ng] of the droplets discharged in the 50th sequence And asked. Then, the ratio (| W ₁ −W ₅₀ | / W _T ) of the absolute value of the difference between W ₁ and W ₅₀ to the target discharge amount W _T [ng] of the droplet is obtained, and the following five criteria are used. ,evaluated. | _W 1 _-W 50 | as the value of / _{W T} is small, it can be said to be excellent in intermittent printing performance (stability of the droplet discharge quantity).

_A: | _{W 1} -W 50 | value of / _{W T} is less than 0.040.
_B: | _{W 1} -W 50 | values of / _{W T} is less than 0.040 or 0.100.
_C: | _{W 1} -W 50 | values of / _{W T} is less than 0.100 or 0.400.
_D: | _{W 1} -W 50 | values of / _{W T} is less than 0.400 or 0.650.
_E: | _{W 1} -W 50 | value of / _{W T} is 0.650 or more.

[4.4] Continuous Discharge Test A droplet discharge apparatus installed in a chamber (thermal chamber) as shown in FIGS. 3 to 6 is operated for 480 hours in an environment of 25 ° C. and 35% RH. By continuously operating, the green color filter inks constituting the color filter ink sets of the respective Examples and Comparative Examples were discharged.
The nozzle clogging rate ([(number of clogged nozzles) / (total number of nozzles)] × 100) obtained after continuous operation is found and the nozzles are clogged. As for No. 1, it was examined whether or not clogging can be eliminated by a cleaning member made of a plastic material. The results were evaluated according to the following five-step criteria.

A: No nozzle clogging occurs.
B: The occurrence rate of nozzle clogging is less than 0.4% (excluding zero), and clogging can be eliminated by cleaning.
C: The occurrence rate of nozzle clogging is 0.4% or more and less than 0.8%, and clogging can be eliminated by cleaning.
D: The occurrence rate of nozzle clogging is 0.8% to less than 1.1%, and clogging can be eliminated by cleaning.
E: The occurrence rate of nozzle clogging is 1.1% or more, or clogging cannot be eliminated by cleaning.
In addition, said evaluation was performed on the same conditions about each Example and each comparative example.

[5] Production of color filter Color filter ink (color filter ink immediately after production) obtained in each of the examples and comparative examples, and color filter ink left in a 55 ° C. environment for 21 days ( A color filter was manufactured as follows using a color filter ink left in a heating environment.

First, a soda glass substrate (G5 size: 1100 × 1300 mm) on which a silica (SiO ₂ ) film for preventing elution of sodium ions was formed on both surfaces was prepared and subjected to a cleaning treatment.
Next, the radiation-sensitive composition for forming partition walls containing carbon black was applied to the entire surface of one of the cleaned substrates to form a coating film.
Next, prebaking was performed under the conditions of heating temperature: 110 ° C. and heating time: 120 seconds.

Thereafter, radiation is applied through a photomask, post-exposure baking (PEB) is performed, and subsequently, atmospheric pressure in which a gas in which CF ₄ and He gas are mixed at a volume ratio of 1: 9 is introduced. With a plasma polymerization apparatus, the output is 550 W, the distance from the plasma generator to the table: 0.5 mm, the processing table speed: 5 mm / s, only on the surface of the coating film that has been pre-baked and post-exposure baked. Fluorine doped. Thereafter, development processing using an alkali developer was performed, and further, post-baking processing was performed to form partition walls. PEB was performed under the conditions of heating temperature: 110 ° C., heating time: 120 seconds, and radiation irradiation intensity: 150 mJ / cm ² . The development process was performed by, for example, a vibration dipping method. The development processing time was 60 seconds. The post-bake treatment was performed under the conditions of heating temperature: 150 ° C. and heating time: 5 minutes. The formed partition wall had a thickness of 2.0 μm.

  Next, using a droplet discharge device as shown in FIGS. 3 to 6, color filter ink was discharged into a cell as a region surrounded by a partition wall. At this time, three color filter inks were used so that the color filter inks of the respective colors were not mixed. In each cell, the color filter ink was applied in such an amount that the average thickness of the colored portion to be formed was 2.0 μm.

Thereafter, heat treatment was performed on a hot plate at 80 ° C. for 20 minutes (first heat treatment).
Further, by performing heat treatment in an oven at 230 ° C. for 60 minutes (second heat treatment), colored portions of three colors (red (R), green (G), and blue (B)) were formed. Thereafter, washing with N-methyl-2-pyrrolidone and γ-butyrolactone was performed, and a color filter as shown in FIG. 1 was obtained.
Using the method as described above, the color filter ink of each example and each comparative example (the color filter ink immediately after production and the color filter ink left in a heating environment) was used, respectively, and 8000. A sheet of color filter was manufactured.

[6] Evaluation of color filter The following evaluation was performed using each color filter obtained as described above.
[6.1] Flatness of the colored portion Each of the color filters manufactured using the color filter inks (color filter ink sets) of the respective Examples and Comparative Examples was manufactured on the 6000th sheet. A color filter was prepared.
About these color filters, using a stylus type roughness meter (manufactured by Tencor, P-15), a difference ΔD between the maximum height and the minimum height of the green colored portion is obtained, and according to the following five-stage criteria, evaluated.

A: ΔD is less than 0.15 μm.
B: ΔD is 0.15 μm or more and less than 0.24 μm.
C: ΔD is 0.24 μm or more and less than 0.41 μm.
D: ΔD is 0.41 μm or more and less than 0.51 μm.
E: ΔD is 0.51 μm or more.

[6.2] Evaluation of contrast ratio Among the color filters manufactured using the color filter inks (color filter ink sets) of the respective Examples and Comparative Examples, each color was manufactured on the 7000th sheet. Using the filter, a liquid crystal display device as shown in FIG. 7 was manufactured under the same conditions.
Using these liquid crystal display devices, a single color display of green is performed, and a contrast ratio (CR) is compared with the case where no display is performed using a contrast tester (CT-1 manufactured by Aisaka Electric Co., Ltd.). Obtained and evaluated according to the following five-step criteria.

A: CR is 3900 or more.
B: CR is 3600 or more and less than 3900.
C: CR is 3300 or more and less than 3600.
D: CR is 2900 or more and less than 3300.
E: CR is less than 2900.

[6.3] Lightness Evaluation The liquid crystal display devices of the above Examples and Comparative Examples manufactured in [6.2] were evaluated as follows. About the liquid crystal display device, green single color display is performed, and tristimulus values are obtained by the xyY colorimetric method using a chromaticity meter (manufactured by Minolta, CM-3700d, using C light source as a light source). Evaluation was made according to criteria.

A: Brightness Y is 63.3 or more.
B: The brightness Y is 61.3 or more and less than 63.3.
C: Brightness Y is 59.3 or more and less than 61.3.
D: Brightness Y is 57.8 or more and less than 59.3.
E: Lightness Y is less than 57.8.

[6.4] Color unevenness and density unevenness Regarding the liquid crystal display devices of the above-described Examples and Comparative Examples manufactured in [6.2], visual observation was performed in a dark room in a state where a single color display of green was performed. The occurrence of uneven color and uneven density (including those caused by light leakage) at each site was evaluated according to the following five-step criteria.
A: Color unevenness and density unevenness are not recognized at all.
B: Color unevenness and density unevenness are hardly recognized.
C: Color unevenness and density unevenness are slightly recognized.
D: Color unevenness and density unevenness are clearly recognized.
E: Color unevenness and density unevenness are noticeable.

[6.5] Voltage holding ratio of liquid crystal layer The liquid crystal display devices of Examples and Comparative Examples manufactured in the above [6.2] are prepared, and a voltage of 5 V is applied to the liquid crystal layer for 60 microseconds. After applying at a span of .9 milliseconds, the voltage holding ratio (VHR) after 16.9 milliseconds from the release of application is measured using a voltage holding ratio measuring system for liquid crystals (product name “MZ1800” manufactured by Micronics). And evaluated according to the following four-stage criteria.
A: VHR is 98% or more.
B: VHR is 95% or more and less than 98%.
C: VHR is 90% or more and less than 95%.
D: VHR is less than 90%.

[6.6] Characteristic difference among individuals Among the color filters manufactured using the color filter inks (color filter ink sets) of the respective examples and comparative examples, the first to 20th sheets, A color filter manufactured for the 7980th to 7999th sheets was prepared, a single color display of green was performed in a dark room, and color measurement was performed using a spectrophotometer (MCPD3000, manufactured by Otsuka Electronics Co., Ltd.). From the results, for each example and each comparative example, the color difference (in the Lab display system) that is the largest among the color filters manufactured in the 1st to 20th sheets and 7980 to 7999th sheets (total 40 color filters), respectively. The color difference ΔE) was determined and evaluated according to the following five-step criteria.

A: Color difference (ΔE) is less than 1.3.
B: Color difference (ΔE) is 1.3 or more and less than 2.3.
C: Color difference (ΔE) is 2.3 or more and less than 3.3.
D: Color difference (ΔE) is 3.3 or more and less than 4.3.
E: Color difference (ΔE) is 4.3 or more.

[6.7] Heat cycle test Among the color filters manufactured using the color filter inks (color filter ink sets) of each of the above examples and comparative examples, the filters were manufactured for 7001 to 7010 sheets, respectively. A liquid crystal display device as shown in FIG. 7 was manufactured under the same conditions using a color filter.
Using these liquid crystal display devices, visual observation was performed in a dark room with a single color display of green and a single color display of white, and it was confirmed that no light leakage (white spots, bright spots) occurred. .

Next, the color filter was removed from the liquid crystal display device.
Each removed color filter was placed in a 20 ° C. environment for 1.5 hours, then in a 75 ° C. environment in 2.5 hours, then in a 20 ° C. environment in 1.5 hours, and then −15 ° C. It was left in the environment for 2.5 hours. Thereafter, the ambient temperature was returned again to 20 ° C., which was set to one cycle (8 hours), and this cycle was repeated 30 times in total (total 240 hours).

Thereafter, using these color filters, a liquid crystal display device as shown in FIG. 7 was assembled again.
Using these liquid crystal display devices, visual observation is performed in a dark room with a single color display of green and a single color display of white. Evaluation was made according to the criteria of

A: There is no color filter in which light leakage (white spots, bright spots) occurs.
B: Light leakage (white spots, bright spots) is observed in one or two color filters.
C: Light leakage (white spots, bright spots) is observed in 3 to 4 color filters.
D: Light leakage (white spots, bright spots) is observed in 5 to 7 color filters.
E: Light leakage (white spots, bright spots) is observed in 8 to 9 color filters.
F: Light leakage (white spots, bright spots) is observed in 10 color filters.

[7] Evaluation of heat resistance Each of the green color filter inks of the respective Examples and Comparative Examples was applied onto a glass substrate having a thickness of 0.7 mm by spin coating. The amount of ink applied was set so that the dry film thickness was 2.0 μm.
Next, these test pieces were heated at 220 ° C. for 1 hour in a clean oven.

Next, the color of the test piece subjected to the heat treatment at 220 ° C. was measured using a spectrophotometer (manufactured by Otsuka Electronics Co., Ltd., MCPD3000).
Thereafter, these test pieces were further heated at 250 ° C. for 1 hour in a clean oven.
Here, the color of the test piece subjected to the heat treatment at 250 ° C. was measured using a spectrophotometer (MCPD3000, manufactured by Otsuka Electronics Co., Ltd.).
From these results, the color difference (color difference ΔE in the Lab display system) before and after the heat treatment (heat treatment at 250 ° C.) was determined for each test piece and evaluated according to the following five-stage criteria.

A: Color difference (ΔE) is less than 0.8.
B: Color difference (ΔE) is 0.8 or more and less than 1.8.
C: Color difference (ΔE) is 1.8 or more and less than 2.4.
D: Color difference (ΔE) is 2.4 or more and less than 3.0.
E: Color difference (ΔE) is 3.0 or more.

[8] Evaluation of Colored Film Formed Using Color Filter Ink Using the green color filter ink of each of the Examples and Comparative Examples, a number of tests used for the following tests were performed as follows. A piece (test plate) was prepared.
First, each ink was applied onto a glass substrate having a thickness of 0.7 mm by spin coating. The amount of ink applied was set so that the dry film thickness was 2.0 μm.
Next, pre-baking was performed on a 90 ° C. hot plate for 10 minutes. Thereafter, in a clean oven, post-baking was performed by heating at 200 ° C. for 30 minutes, and further post-baking was performed by heating at 240 ° C. for 30 minutes to obtain a test piece (test plate) having a colored film.

[8.1] Evaluation of solvent resistance The test pieces of the respective Examples and Comparative Examples were measured using a spectrophotometer (MCPD3000, manufactured by Otsuka Electronics Co., Ltd.).
Next, these test pieces were immersed in a solvent at 50 ° C. for 20 minutes, and then colorimetry was similarly performed using a spectrophotometer (manufactured by Otsuka Electronics Co., Ltd., MCPD3000).
From these results, the color difference before and after the immersion of the solvent (color difference ΔE in the Lab display system) was determined for each test piece, and evaluated according to the following three criteria.

A: Color difference (ΔE) is less than 3.0.
B: Color difference (ΔE) is 3.0 or more and less than 3.5.
C: Color difference (ΔE) is 3.5 or more.
As the solvent, γ-butyrolactone (γ-BL), isopropyl alcohol (IPA), N-methyl-2-pyrrolidone (NMP), 0.5N hydrochloric acid (HCl), 0.5N aqueous sodium hydroxide solution (NaOH) are used. It was.

[8.2] Light resistance evaluation The test pieces of the respective Examples and Comparative Examples were measured using a spectrophotometer (MCPD3000, manufactured by Otsuka Electronics Co., Ltd.).
Next, in an environment of 40 ° C. and 60% RH, these test pieces were irradiated with light using a xenon fade meter, and then a spectrophotometer (manufactured by Otsuka Electronics Co., Ltd., MCPD3000) was used similarly. And measured the color. Irradiation conditions were 320 W / m ² × 210 hours. The black panel temperature at this time was 50 degreeC.
From these results, the color difference before and after light irradiation (color difference ΔE in the Lab display system) was determined for each test piece, and evaluated according to the following four criteria.
A: Color difference (ΔE) is less than 1.0.
B: Color difference (ΔE) is 1.0 or more and less than 2.8.
C: Color difference (ΔE) is 2.8 or more and less than 3.3.
D: Color difference (ΔE) is 3.3 or more.

[8.3] Cross-cut test First, eleven vertical and horizontal cuts perpendicular to each other with a cutter were made on the colored films of the test pieces of the respective Examples and Comparative Examples at 1 mm intervals. Furthermore, the cellophane tape was lightly adhered to the pattern with a finger and the tape was quickly peeled off. The state of the scratch was observed, and evaluation was performed according to the following five-step criteria.

A: The area of the missing part is less than 4% of the total square area.
B: The area of the missing part is 4% or more and less than 14% of the total square area.
C: The area of the defect portion is 14% or more and less than 34% of the total square area.
D: The area of the defective part is 34% or more and less than 65% of the total square area.
E: The area of the defective part is 65% or more of the total square area.

[8.4] Evaluation of ITO Film Adhesiveness First, the test pieces of the respective Examples and Comparative Examples were immersed in isopropyl alcohol for 5 minutes, and then dried and washed with isopropyl alcohol vapor.
Thereafter, an ITO (indium tin oxide) film was formed to a thickness of 100 nm under a vacuum of 6 × 10 ⁻³ Torr at a substrate set temperature of 200 ° C.
After a heat resistance test at 170 ° C. for 60 minutes, the surface roughness (Ra) of the ITO film was measured by AFM and evaluated according to the following three-stage criteria. As the AFM, NanoScope IIIa manufactured by Nippon Bico Co., Ltd. was used.
A: No abnormality such as wrinkles or cracks was observed in the ITO film.
B: Several abnormalities such as wrinkles and cracks were observed in the ITO film.
C: Abnormalities such as wrinkles and cracks were observed on the entire surface of the ITO film.
These results are shown in Tables 5 and 6. In the table, the color filter ink immediately after production is indicated as “before heating”, and the color filter ink left in a 55 ° C. environment for 21 days (color filter ink left in a heating environment) is “after heating”. "

As is apparent from the table, the present invention is excellent in the stability of droplet ejection, and the produced color filter prevents and suppresses the occurrence of uneven color, uneven density, and light leakage. The variation in the characteristics was small. In the present invention, the durability of the color filter was also excellent. In the present invention, the contrast and brightness were also excellent. Further, in the present invention, the color filter ink has excellent temporal stability, and the color filter ink can be suitably discharged even after the color filter ink is left under heating conditions. Could be manufactured stably. In the present invention, the formed colored portion has sufficient hardness. In the present invention, the colored film (colored portion) formed using the color filter ink is excellent in solvent resistance, heat resistance, light resistance, adhesion to the substrate, and adhesion of the ITO film. confirmed. In the present invention, the voltage holding ratio of the liquid crystal layer of the liquid crystal display device was also excellent.
On the other hand, in each comparative example, a satisfactory result was not obtained.

Moreover, in the color filter of this invention, it was confirmed that also about coloring parts (red coloring part, blue coloring part) other than green, the flatness was high and it was excellent in contrast. In the color filter of the present invention, even when displaying red and blue, brightness was sufficiently excellent, color unevenness, density unevenness, etc. were effectively prevented, and there was a difference in characteristics between individuals. It was confirmed that it was sufficiently small.
Further, when a commercially available liquid crystal television was disassembled and the liquid crystal display device part was replaced with one manufactured as described above, and the same evaluation as described above was performed, the same result as above was obtained.

  DESCRIPTION OF SYMBOLS 1 ... Color filter 11 ... Board | substrate 12 ... Coloring part 12A ... 1st coloring part 12B ... 2nd coloring part 12C ... 3rd coloring part 13 ... Partition 14 ... Cell 2 ... Color filter ink 3 ... Coating film 60 ... Liquid crystal display device 61 ... Common electrode 62 ... Liquid crystal layer 63, 64 ... Alignment film 65 ... Pixel electrode 66 ... Substrate (counter substrate) 67, 68 ... Polarizing plate 100 ... Droplet discharge device 101 ... Tank 102 ... Discharge scanning unit 103 ... Droplet discharge means 104 ... first position control device 105 ... carriage 106 ... stage 108 ... second position control device 110 ... tube 112 ... control means 114 ... droplet discharge head (inkjet head) 116A, 116B ... nozzle array 118 ... nozzle 120 ... cavity 122 ... partition wall 124 ... vibrator 124A, 124B ... electrode 12 C ... Piezo element 126 ... Diaphragm 127 ... Discharge unit 128 ... Nozzle plate 129 ... Liquid pool 130 ... Supply port 131 ... Hole 1000 ... Image display device 1100 ... Personal computer 1102 ... Keyboard 1104 ... Main body 1106 ... Display unit 1200 ... Mobile Telephone 1202 ... Operation buttons 1204 ... Earpiece 1206 ... Mouthpiece 1300 ... Digital still camera 1302 ... Case (body) 1304 ... Light receiving unit 1306 ... Shutter button 1308 ... Circuit board 1312 ... Video signal output terminal 1314 ... Input for data communication Output terminal 1430 ... TV monitor 1440 ... Personal computer

Claims (15)

A color filter ink used in the production of an ink jet color filter,
A pigment, a resin material, and a dispersion medium for dispersing the pigment,
As a main pigment, containing a halogenated phthalocyanine zinc complex,
As a secondary pigment, including a sulfonated pigment derivative,
The resin material is a monomer component m1 represented by the following formula (1), a monomer component m2 having a carboxyl group or an acid anhydride group, and a monomer component m3 represented by the following formula (3): A color filter ink comprising a polymer M containing

In addition to the monomer component m1, the monomer component m2, and the monomer component m3, the polymer M further includes a monomer component m4 represented by the following formula (4), an aromatic vinyl compound. At least one selected from the group consisting of a monomer component m5 which is a monomer component m6 which is a hydroxyl group-containing compound, and a monomer component m7 which is a vinyl compound having a 3- to 5-membered cyclic ether group The color filter ink according to claim 1, comprising a monomer component of a seed.

The color filter ink according to claim 1, wherein the pigment derivative has a chemical structure represented by the following formula (32).

  The color filter ink according to any one of claims 1 to 3, wherein a content of the pigment derivative is 0.5 to 30 parts by weight with respect to 100 parts by weight of the main pigment. In addition to the polymer M, the resin material is represented by a monomer component x1 represented by the following formula (11), a monomer component x3 represented by the following formula (13), and the following formula (14). The color filter ink according to claim 1, comprising a polymer X containing a monomer component x4.

  The dispersion medium is selected from the group consisting of 1,3-butylene glycol diacetate, bis (2-butoxyethyl) ether, 2- (2-methoxy-1-methylethoxy) -1-methylethyl acetate and diethylene glycol monobutyl ether acetate. The color filter ink according to any one of claims 1 to 5, which comprises one or more selected. Polymer M containing monomer component m1 represented by the following formula (1), monomer component m2 having a carboxyl group or an acid anhydride group, and monomer component m3 represented by the following formula (3) A polymer M solution preparation step of preparing a polymer M solution in which is dissolved in a solvent;
A method for producing an ink for a color filter, comprising: subjecting the polymer M solution to which a pigment has been added to a fine dispersion treatment using a bead mill to obtain a pigment dispersion in which the pigment is finely dispersed.

  The method for producing an ink for a color filter according to claim 6, further comprising a dilution step of mixing the pigment dispersion and a resin component other than the polymer M after the fine dispersion step. In the dilution step, as the resin component, a monomer component x1 represented by the following formula (11), a monomer component x3 represented by the following formula (13), and a single component represented by the following formula (14). The manufacturing method of the ink for color filters of Claim 7 using the polymer X containing the monomer component x4.

A color filter ink set including different color filter inks,
A color filter ink set comprising the color filter ink according to any one of claims 1 to 6 as a green ink.   A color filter manufactured using the color filter ink according to claim 1.   A color filter manufactured using the color filter ink set according to claim 10.   An image display device comprising the color filter according to claim 11.   The image display device according to claim 13, wherein the image display device is a liquid crystal panel.   An electronic apparatus comprising the image display device according to claim 13.

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