Coloring composition, method for manufacturing colored cured film, method for manufacturing color filter, and method for manufacturing display device

Abstract

Provided is a coloring composition that achieves good mixing stability with a phthalocyanine pigment and one or more substances selected from the group consisting of a lake color material having a triarylmethane skeleton, a lake color material having a xanthene skeleton, and a dye having a xanthene skeleton, and that is capable of shortening the time of a drying process while suppressing bumping.　The present invention provides a coloring composition containing a coloring material, a photopolymerizable compound, a photoinitiator, and a solvent, wherein: the coloring material contains a phthalocyanine pigment and one or more substances selected from the group consisting of a lake color material having a triarylmethane skeleton, a lake color material having a xanthene skeleton, and a dye having a xanthene skeleton; and the solvent contains 5-60 mass% of propyl propionate relative to the total amount of the solvent.

Description

Colored composition, method for producing colored cured film, method for producing color filter, and method for producing display device

[0001] The present invention relates to a colored composition, a method for producing a colored cured film, a method for producing a color filter, and a method for producing a display device.

[0002] In recent years, the demand for liquid crystal displays has increased with the development of personal computers, particularly portable personal computers. The popularity of mobile displays (such as mobile phones, smartphones, and tablet PCs) has also increased, further expanding the market for liquid crystal displays. Recently, organic light-emitting display devices, such as organic electroluminescent (EL) displays, which offer high visibility due to their self-luminous nature, have also attracted attention as next-generation image display devices. Further improvements in image quality, such as improved contrast and color reproducibility, are desired for these image display devices.

[0003] These liquid crystal display devices and organic light-emitting display devices use color filters. For example, when a color image is formed on a liquid crystal display device, light passing through the color filter is directly colored with the color of each pixel that makes up the color filter, and these colored lights are combined to form a color image. In addition to conventional cold cathode fluorescent lamps, white-emitting organic light-emitting elements or white-emitting inorganic light-emitting elements may be used as light sources. Furthermore, organic light-emitting display devices use color filters for color adjustment and other purposes.

[0004] A recent trend is the need for power-saving image display devices, and there is a particular need for higher brightness color filters to improve backlight utilization efficiency, which is a major challenge for mobile displays (cell phones, smartphones, and tablet PCs).

[0005] Here, a color filter generally includes a substrate, a colored layer formed on the substrate and including colored patterns of the three primary colors of red, green, and blue, and a light-shielding portion formed on the substrate so as to partition each colored pattern. A known method for forming such a colored layer includes applying a colored composition to a substrate, the colored composition being prepared by adding a curable binder component or the like to a colorant dispersion liquid in which a colorant is dispersed, and then curing the composition. The colorant dispersion liquid is required to have good dispersibility and storage stability for the colorant in order to stably obtain a high-contrast colored layer. Furthermore, in response to demands for higher contrast and brightness in color filters, the use of finely divided pigments as colorants, or dyes or lake colorants with higher transmittance, has been investigated.

[0006] Patent Document 1 discloses a color filter using a specific coloring material containing a divalent or higher cation in which multiple dye skeletons are crosslinked by a crosslinking group and a divalent or higher anion. It describes that the coloring material has excellent heat resistance, and that a color filter using the coloring material has high contrast, excellent solvent resistance, and excellent electrical reliability.

[0007] Patent Document 2 describes that by using a salt-forming compound of a specific dye as a coloring material, it is possible to obtain a color filter that satisfies the light resistance and has the heat resistance required in the color display manufacturing process, and that has excellent color purity and transmittance of the blue pixel.

[0008] International Publication No. 2012 / 144521 Japanese Patent Application Laid-Open No. 2010-204132

[0009] As in Patent Document 1, in coloring compositions containing lake colorants having a xanthene skeleton or a triarylmethane skeleton, propylene glycol monomethyl ether acetate (PGMEA) has conventionally been used as the solvent. Also, in Patent Document 2, in coloring compositions containing a salt-forming compound of a specific dye, a mixed solvent of propylene glycol monomethyl ether acetate (PGMEA) and propylene glycol monomethyl ether (PGME) has been used as the solvent. However, when PGMEA is used alone as the solvent, the drying process takes a long time, and therefore, there has been a demand for shortening the drying process time to further improve productivity. As described in Patent Document 2, when a mixed solvent of PGMEA and PGME is used, the drying process time is shorter than when PGMEA is used alone. However, in a coloring composition in which one or more colorants selected from the group consisting of lake colorants having a triarylmethane skeleton, lake colorants having a xanthene skeleton, and dyes having a xanthene skeleton are mixed with a phthalocyanine pigment, if a mixed solvent of PGMEA and PGME is used, the mixing stability of the colorant deteriorates. In order to shorten the drying time, it is conceivable to use a solvent with a low boiling point, but when a solvent with a low boiling point is used, defects due to bumping may occur.

[0010] The present invention has been made based on the above findings, and an object of the present invention is to provide a coloring composition that has good mixing stability when mixed with a phthalocyanine pigment and that contains one or more selected from the group consisting of a lake colorant having a triarylmethane skeleton, a lake colorant having a xanthene skeleton, and a dye having a xanthene skeleton, and that can reduce the time of a drying step while suppressing bumping; a method for producing a colored cured film using the coloring composition; a method for producing a color filter; and a method for producing a display device using the method for producing a color filter.

[0011] That is, the present invention relates to the following [1] to [6]. [1] A coloring composition containing a colorant, a photopolymerizable compound, a photoinitiator, and a solvent, wherein the colorant contains at least one selected from the group consisting of a lake colorant having a triarylmethane skeleton, a lake colorant having a xanthene skeleton, and a dye having a xanthene skeleton, and a phthalocyanine pigment, and the solvent contains propyl propionate in an amount of 5 mass% or more and 60 mass% or less based on the total solvent. [2] The coloring composition according to [1] above, wherein the solvent contains propylene glycol monomethyl ether acetate. [3] The coloring composition according to [1] or [2] above, further containing a dispersant. [4] A method for producing a colored cured film, comprising the steps of: applying the coloring composition according to any one of [1] to [3] above onto a substrate; drying the applied coloring composition to form a coating film; and exposing the coating film to light to cure it. [5] A method for manufacturing a color filter including at least a substrate and colored layers provided on the substrate, the method comprising a step of manufacturing at least one of the colored layers by the method for manufacturing a colored cured film described in [4] above. [6] A method for manufacturing a display device including a color filter, the method comprising a step of manufacturing the color filter by the method for manufacturing a color filter described in [5] above.

[0012] According to the present invention, it is possible to provide a colored composition that has good mixing stability when mixed with a phthalocyanine pigment and that is composed of one or more selected from the group consisting of a lake colorant having a triarylmethane skeleton, a lake colorant having a xanthene skeleton, and a dye having a xanthene skeleton, and that can reduce the time of a drying step while suppressing bumping; a method for producing a colored cured film using the colored composition; a method for producing a color filter; and a method for producing a display device using the method for producing a color filter.

[0013] Fig. 1 is a schematic diagram showing an example of a color filter of the present invention, Fig. 2 is a schematic diagram showing an example of a display device of the present invention, and Fig. 3 is a schematic diagram showing another example of a display device of the present invention.

[0014] The colored composition, the method for producing a colored cured film, the method for producing a color filter, and the method for producing a display device according to the present invention will be described in detail below. In the present invention, light includes electromagnetic waves with wavelengths in the visible and invisible regions, as well as radiation, and radiation includes, for example, microwaves and electron beams. Specifically, it refers to electromagnetic waves with wavelengths of 5 μm or less and electron beams. In the present invention, (meth)acrylic refers to both acrylic and methacrylic, and (meth)acrylate refers to both acrylate and methacrylate. In this specification, boiling point refers to the boiling point under 1 atmosphere. In addition, in this specification, the term "to" indicating a range of values ​​is used to mean that the values ​​before and after it are the lower and upper limits.

[0015] I. Coloring Composition The coloring composition according to the present invention contains a coloring material, a photopolymerizable compound, a photoinitiator, and a solvent, wherein the coloring material contains one or more selected from the group consisting of lake coloring materials having a triarylmethane skeleton, lake coloring materials having a xanthene skeleton, and dyes having a xanthene skeleton, and a phthalocyanine pigment, and the solvent contains 5% by mass or more and 60% by mass or less of propyl propionate based on the total solvent.

[0016] The coloring composition according to an embodiment of the present invention is a coloring composition that has excellent mixing stability even when the specific lake colorant and / or dye is mixed with the phthalocyanine pigment, and can reduce the time for the drying step while suppressing bumping.

[0017] As shown in Comparative Example 1 described later, when the colorant contains one or more selected from the group consisting of lake colorants having a triarylmethane skeleton, lake colorants having a xanthene skeleton, and dyes having a xanthene skeleton, and a phthalocyanine pigment, using PGMEA alone as a solvent is unlikely to cause problems with mixing stability, but the drying process takes a long time, and it has been desired to shorten the drying process time.As shown in Comparative Examples 2, 3, 6, and 12 to 15 described later, when the colorant contains one or more selected from the group consisting of lake colorants having a triarylmethane skeleton, lake colorants having a xanthene skeleton, and dyes having a xanthene skeleton, and a phthalocyanine pigment, using a mixed solvent of PGMEA and PGME as a solvent resulted in poor mixing stability of the colorant. On the other hand, as shown in Comparative Examples 9 and 10 described below, when a lake colorant having a triarylmethane skeleton is contained alone or when a mixture of pigments is contained, colorant stability is not a problem even in a mixed solvent of PGMEA and PGME. Thus, when the colorant contains one or more selected from the group consisting of lake colorants having a triarylmethane skeleton, lake colorants having a xanthene skeleton, and dyes having a xanthene skeleton, and a phthalocyanine pigment, the mixing stability of these colorants is likely to be poor. It is presumed that solvents having hydroxyl groups, such as PGME, are prone to disrupting the colorant adsorption form or causing viscosity changes when containing multiple colorants. In contrast, in the present invention, the solvent contains 5% to 60% by mass of propyl propionate based on the total solvent, so that even when the specific lake colorant and / or dye is mixed with the phthalocyanine pigment, the mixing stability is excellent and bumping is suppressed, enabling the drying process time to be shortened. Propyl propionate has a boiling point of about 124° C., which is lower than the boiling point of PGMEA, 146° C., but is not too low. Therefore, it is believed that by containing 5% by mass or more and 60% by mass or less of propyl propionate in the total solvent, bumping can be suppressed and the drying step time can be shortened.Furthermore, since propyl propionate does not have a hydroxyl group and is an ester-based solvent, it has good solubility and compatibility with other components, such as a photopolymerizable compound and a solvent, used in the coloring composition. Even when the colorant contains one or more selected from the group consisting of a lake colorant having a triarylmethane skeleton, a lake colorant having a xanthene skeleton, and a dye having a xanthene skeleton, and a phthalocyanine pigment, it is unlikely to disrupt the adsorption form of the colorant and is unlikely to cause a change in viscosity, which is considered to have resulted in high mixing stability.

[0018] The coloring composition according to an embodiment of the present invention uses a mixture of the predetermined lake colorant and / or dye and a phthalocyanine pigment as a coloring material, thereby improving the heat resistance and brightness of the finally obtained colored cured film. The coloring composition according to an embodiment of the present invention is a coloring composition that has excellent mixing stability even when the predetermined lake colorant and / or dye is mixed with a phthalocyanine pigment, and can reduce the drying time while suppressing bumping. Therefore, high-speed application is possible, reducing production time, and surface defects caused by bumping during the drying process can be suppressed, thereby increasing the productivity of colored cured films with improved brightness.

[0019] The coloring composition according to the present invention contains at least a colorant, a photopolymerizable compound, a photoinitiator, and a solvent, and may further contain an alkali-soluble resin, a dispersant, and other components as needed, as long as the effect is not impaired. The coloring composition according to the present invention is a photosensitive coloring composition because it contains at least a photopolymerizable compound and a photoinitiator. Hereinafter, each component of such a coloring composition will be described in detail.

[0020] [Colorant] In the present invention, the colorant is characterized by comprising at least one selected from the group consisting of lake colorants having a triarylmethane skeleton, lake colorants having a xanthene skeleton, and dyes having a xanthene skeleton, and a phthalocyanine pigment. By combining a phthalocyanine pigment with at least one selected from the group consisting of lake colorants having a triarylmethane skeleton, lake colorants having a xanthene skeleton, and dyes having a xanthene skeleton, the durability of the colored cured film can be improved while also improving its brightness. In the present invention, the term "dye" refers to a colorant that can be dissolved in a solvent in an effective amount to exhibit its coloring function. The dye used in the present invention can be characterized by a solubility of 2 (g / 100 g solvent) or more at 25°C in a solvent such as propylene glycol monomethyl ether acetate. A lake colorant is a dye that has been laked with a laking agent. The dyes and lake colorants dissolve in the matrix of the cured product of the photopolymerizable compound or disperse in the form of extremely fine particles, thereby increasing the transmittance of the colored cured film formed. Therefore, by using at least one selected from the group consisting of dyes and lake colorants as the colorant, the brightness of the colored cured film can be increased.

[0021] <Lake Colorant> Examples of the lake colorant used in the present invention include lake colorants having a triarylmethane skeleton and lake colorants having a xanthene skeleton. Examples of the lake colorant having a triarylmethane skeleton and the lake colorant having a xanthene skeleton include those obtained by laking a triarylmethane dye or a xanthene dye with a laking agent, respectively. The laking agent is appropriately selected and used depending on the dye. For anionic dyes (acid dyes), a compound that generates a counter cation of the dye is used as the laking agent, and for cationic dyes (basic dyes), a compound that generates a counter anion of the dye is used as the laking agent. Such laking agents can be any known agent and are not particularly limited. Examples of laking agents used for cationic dyes (basic dyes) include alkali metal salts and alkaline earth metal salts of organic anions, and alkali salts and alkali metal salts of inorganic anions. Examples of laking agents used for anionic dyes (acid dyes) include amine compounds that generate ammonium cations and metal salts containing desired metal ions. Examples of the laking colorants used in the present invention include, for example, laking colorants in which a monovalent or divalent or higher cationic dye (basic dye) forms a salt with a divalent or higher polyanion, and laking colorants in which a monovalent or divalent or higher anionic dye (acid dye) forms a salt with a divalent or higher polycation.

[0022] The triarylmethane dyes and xanthene dyes used in the lake colorant can be appropriately selected from known dyes and are not particularly limited. Examples of triarylmethane dyes include C.I. Basic Blue 7, 8, 11, and 26. Examples of xanthene dyes include xanthene acid dyes such as C.I. Acid Red 50, 51, 52, 87, 92, 94, 289, and 388, C.I. Acid Violet 9, 30, and 102, sulforhodamine G, sulforhodamine B, sulforhodamine 101, and sulforhodamine 640; and xanthene basic dyes such as C.I. Basic Violet 11.

[0023] The rake colorant used in the present invention may have only one color-forming moiety, but it is preferable to have two or more color-forming moieties, since this will result in a colored layer with higher brightness and excellent heat resistance. Here, a rake colorant having two or more color-forming moieties may be a rake colorant in which multiple dye molecules having one color-forming moiety are ionically bonded to a rake agent, or a rake colorant in which one dye molecule having multiple color-forming moieties is ionically bonded to a rake agent, or a rake colorant in which multiple dye molecules having multiple color-forming moieties are ionically bonded to a rake agent.

[0024] In particular, from the viewpoint of obtaining a colored layer having high brightness and excellent heat resistance, the colorant used in the present invention preferably contains a rake colorant represented by the following general formula (1) or (2), and more preferably contains a rake colorant represented by the following general formula (1). The rake colorant represented by the following general formula (1) is a rake colorant in which a divalent or higher cationic dye (basic dye) and a divalent or higher polyacid anion form a salt, and the rake colorant represented by the following general formula (2) is a rake colorant in which two or more monovalent cationic dyes and a divalent or higher polyacid anion form a salt.

[0025] (Rake Colorant Represented by General Formula (1)) The rake colorant represented by general formula (1) that is preferably used in the present invention will be described in detail below.

[0026] (In general formula (1), A represents an a-valent organic group in which the carbon atom directly bonded to N does not have a π bond, and the organic group represents an aliphatic hydrocarbon group having a saturated aliphatic hydrocarbon group at least at the end directly bonded to N, or an aromatic group having the aliphatic hydrocarbon group, and may contain a heteroatom in the carbon chain. B ｃ－ represents a c-valent polyacid anion. ｉ ~R ｖ each independently represents a hydrogen atom, an optionally substituted alkyl group, or an optionally substituted aryl group; R ｉｉ and R ｉｉｉ , R ｉｖ and R ｖ may be bonded to form a ring structure. ｖｉ and R ｖｉｉeach independently represents an alkyl group which may have a substituent, an alkoxy group which may have a substituent, a halogen atom, or a cyano group. １ represents a divalent aromatic group which may have a substituent. ｉ ~R ｖｉｉ and Ar １ may be the same or different. a and c represent integers of 2 or more, and b and d represent integers of 1 or more. e is 0 or 1, and when e is 0, no bond exists. f and g represent integers of 0 or more and 4 or less, and f + e and g + e are 0 or more and 4 or less. Multiple e, f, and g may be the same or different.

[0027] The colorant represented by the general formula (1) contains a divalent or higher anion and a divalent or higher cation, and therefore, in the aggregate of the colorant, the anion and the cation are not simply ionic bonded one molecule to one molecule, but can form a molecular association in which multiple molecules associate via ionic bonds, resulting in a significantly increased apparent molecular weight compared to that of conventional lake colorants. The formation of such a molecular association increases the cohesive force in the solid state, reduces thermal motion, and suppresses dissociation of ion pairs and decomposition of the cation moiety, presumably resulting in less fading than conventional lake colorants.

[0028] In the general formula (1), A represents an a-valent organic group in which the carbon atom directly bonded to N (nitrogen atom) does not have a π bond, and the organic group represents an aliphatic hydrocarbon group having a saturated aliphatic hydrocarbon group at least at the terminal directly bonded to N, or an aromatic group having the aliphatic hydrocarbon group, and may contain a heteroatom such as O (oxygen atom), S (sulfur atom), or N (nitrogen atom) in the carbon chain. That is, the organic group represents an aliphatic hydrocarbon group having a saturated aliphatic hydrocarbon group at least at the terminal directly bonded to N and may contain a heteroatom such as O, S, or N in the carbon chain, or an aromatic group having an aliphatic hydrocarbon group having a saturated aliphatic hydrocarbon group at the terminal directly bonded to N and may contain a heteroatom such as O, S, or N in the carbon chain. Because the carbon atom directly bonded to N does not have a π bond, the color properties of the cationic color-forming moiety, such as color tone and transmittance, are not affected by the linking group A or other color-forming moieties, and the same color as that of the monomer can be maintained.

[0029] In A, the aliphatic hydrocarbon group having a saturated aliphatic hydrocarbon group at least at the terminal directly bonded to N may be linear, branched, or cyclic, as long as the terminal carbon atom directly bonded to N does not have a π bond. A carbon atom other than the terminal may have an unsaturated bond, may have a substituent, and may contain O, S, or N in the carbon chain. For example, a carbonyl group, a carboxy group, an oxycarbonyl group, an amide group, etc. may be contained, and a hydrogen atom may be further substituted with a halogen atom, etc. In addition, the aromatic group having the aliphatic hydrocarbon group in A includes a monocyclic or polycyclic aromatic group having an aliphatic hydrocarbon group having a saturated aliphatic hydrocarbon group at least at the terminal directly bonded to N, which may have a substituent, or may be a heterocycle containing O, S, or N. Among these, from the viewpoint of the robustness of the skeleton, it is preferable that A contains a cyclic aliphatic hydrocarbon group or an aromatic group. Examples of cyclic aliphatic hydrocarbon groups include cyclohexane, cyclopentane, norbornane, bicyclo[2.2.2]octane, tricyclo[5.2.1.0]octane, and the like. ２，６] decane, adamantane, etc. Examples of the aromatic group include groups containing a benzene ring, a naphthalene ring, etc. For example, when A is a divalent organic group, examples of the aromatic group include a linear, branched, or cyclic alkylene group having 1 to 20 carbon atoms, and an aromatic group substituted with two alkylene groups having 1 to 20 carbon atoms, such as a xylylene group.

[0030] In the present invention, from the viewpoint of achieving both robustness and freedom of molecular motion and improving heat resistance, A is preferably an aliphatic hydrocarbon group having two or more cyclic aliphatic hydrocarbon groups, a saturated aliphatic hydrocarbon group at the end directly bonded to N, and which may contain O, S, or N in the carbon chain. A is more preferably an aliphatic hydrocarbon group having two or more cycloalkylene groups, a saturated aliphatic hydrocarbon group at the end directly bonded to N, and which may contain O, S, or N in the carbon chain, and among these, A is even more preferably a group having a structure in which two or more cyclic aliphatic hydrocarbon groups are linked by a linear or branched aliphatic hydrocarbon group. The two or more cyclic aliphatic hydrocarbon groups may be the same or different, and examples include the same as the cyclic aliphatic hydrocarbon groups described above, with cyclohexane and cyclopentane being preferred.

[0031] In the present invention, from the viewpoint of heat resistance, it is particularly preferred that A is a substituent represented by the following general formula (1a).

[0032] (In general formula (1a), R ｘｉ represents an alkylene group having 1 to 3 carbon atoms which may have an alkyl group having 1 to 4 carbon atoms or an alkoxy group having 1 to 4 carbon atoms as a substituent, R ｘｉｉ and R ｘｉｉｉ each independently represents an alkyl group having 1 to 4 carbon atoms or an alkoxy group having 1 to 4 carbon atoms, p represents an integer of 1 to 3, and q and r each independently represent an integer of 0 to 4. ｘｉ , R ｘｉｉ , R ｘｉｉｉ and if there are multiple r's, the multiple R's ｘｉ , R ｘｉｉ , R ｘｉｉｉ and r may be the same or different.

[0033] It has excellent durability and thermal movement of the coloring area, and has improved heat resistance. ｘｉ Examples of the alkylene group having 1 to 3 carbon atoms in the formula (I) include a methylene group, an ethylene group, a propylene group, etc., and among these, a methylene group or an ethylene group is preferred, and a methylene group is more preferred. Examples of the alkyl group having 1 to 4 carbon atoms include a methyl group, an ethyl group, a propyl group, and a butyl group, which may be linear or branched. Examples of the alkoxy group having 1 to 4 carbon atoms include a methoxy group, an ethoxy group, a propoxy group, and a butoxy group, which may be linear or branched.

[0034] R ｘｉｉ and R ｘｉｉｉ In the above, the alkyl group having 1 to 4 carbon atoms and the alkoxy group having 1 to 4 carbon atoms are ｘｉ Examples of the substituents include the same as those that may be possessed by the group.

[0035] In the general formula (1a), it is preferable that the cyclohexane (cyclohexylene group) has 2 or more and 4 or less, that is, p is 1 or more and 3 or less, from the viewpoint of heat resistance, and it is more preferable that p is 1 or more and 2 or less. ｘｉｉ and R ｘｉｉｉ The number of substitutions is not particularly limited, but from the viewpoint of heat resistance, it is preferably from 1 to 3, and more preferably from 1 to 2. That is, it is preferable that q and r are integers of from 1 to 3, and it is more preferable that q and r are integers of from 1 to 2.

[0036] Specific examples of suitable linking groups A include, but are not limited to, the following:

[0037]

[0038] R ｉ ~R ｖThe alkyl group in R is not particularly limited. For example, it may be a linear, branched or cyclic alkyl group having 1 to 20 carbon atoms, and among these, it may be a linear or branched alkyl group having 1 to 8 carbon atoms, and it is preferable that it is a linear or branched alkyl group having 1 to 5 carbon atoms from the viewpoint of brightness and heat resistance. ｉ ~R ｖ The alkyl group in R is an ethyl group or a methyl group. The substituent that the alkyl group may have is not particularly limited, but examples thereof include an aryl group, a halogen atom, a hydroxyl group, an alkoxy group, etc., and examples of the substituted alkyl group include an aralkyl group such as a benzyl group. ｉ ~R ｖ The aryl group in R is not particularly limited. Examples include a phenyl group and a naphthyl group. Examples of the substituent that the aryl group may have include an alkyl group, a halogen atom, an alkoxy group, and a hydroxyl group. Among these, from the viewpoint of chemical stability, R ｉ ~R ｖ are each independently a hydrogen atom, an alkyl group having 1 to 5 carbon atoms, a phenyl group, or R ｉｉ and R ｉｉｉ , R ｉｖ and R ｖ are preferably bonded to form a pyrrolidine ring, a piperidine ring, or a morpholine ring.

[0039] From the viewpoint of heat resistance, R ｉｉ ~R ｖ It is preferable that at least one of R is a cycloalkyl group which may have a substituent, or an aryl group which may have a substituent. ｉｉ ~R ｖ Since at least one of the groups has a cycloalkyl group or an aryl group, intermolecular interactions due to steric hindrance are reduced, and the effect of heat on the color-forming portion can be suppressed, which is thought to result in excellent heat resistance.

[0040] From the viewpoint of heat resistance, R ｉｉ ~R ｖ At least one of the above is preferably a substituent represented by the following general formula (1b) or (1c):

[0041] (In general formula (1b), R ｘｉｖ , R ｘｖ , and R ｘｖｉ each independently represents a hydrogen atom, an alkyl group having 1 to 4 carbon atoms which may have a substituent, or an alkoxy group having 1 to 4 carbon atoms which may have a substituent.

[0042] (In general formula (1c), R ｘｖｉｉ , R ｘｖｉｉｉ , and R ｘｉｘ each independently represents a hydrogen atom, an alkyl group having 1 to 4 carbon atoms which may have a substituent, or an alkoxy group having 1 to 4 carbon atoms which may have a substituent.

[0043] R ｘｉｖ , R ｘｖ , R ｘｖｉ , R ｘｖｉｉ , R ｘｖｉｉｉ , and R ｘｉｘ In the formula (I), examples of the alkyl group having 1 to 4 carbon atoms include a methyl group, an ethyl group, a propyl group, and a butyl group, which may be linear or branched. Examples of the alkoxy group having 1 to 4 carbon atoms include a methoxy group, an ethoxy group, a propoxy group, and a butoxy group, which may be linear or branched. Examples of the substituent that the alkyl group and alkoxy group may have include a halogen atom, a hydroxyl group, etc.

[0044] When the substituent represented by the general formula (1b) is present, from the viewpoint of heat resistance, R ｘｉｖ , R ｘｖ , and R ｘｖｉ At least one of R is preferably an alkyl group having 1 to 4 carbon atoms which may have a substituent, or an alkoxy group having 1 to 4 carbon atoms which may have a substituent, ｘｉｖ and R ｘｖ It is more preferable that at least one of the groups is an alkyl group having 1 to 4 carbon atoms which may have a substituent, or an alkoxy group having 1 to 4 carbon atoms which may have a substituent.

[0045] In addition, when the substituent represented by the general formula (1c) is present, from the viewpoint of heat resistance, R ｘｖｉｉ , Rｘｖｉｉｉ , and R ｘｉｘ At least one of R is preferably an alkyl group having 1 to 4 carbon atoms which may have a substituent, or an alkoxy group having 1 to 4 carbon atoms which may have a substituent, ｘｖｉｉ and R ｘｖｉｉｉ It is more preferable that at least one of the groups is an alkyl group having 1 to 4 carbon atoms which may have a substituent, or an alkoxy group having 1 to 4 carbon atoms which may have a substituent.

[0046] Suitable specific examples of the substituent represented by general formula (1b) and the substituent represented by general formula (1c) include, but are not limited to, the following.

[0047]

[0048] R ｖｉ and R ｖｉｉ R each independently represents an alkyl group which may have a substituent, an alkoxy group which may have a substituent, a halogen atom, or a cyano group. ｖｉ and R ｖｉｉ The alkyl group in is not particularly limited, but is preferably a linear or branched alkyl group having 1 to 8 carbon atoms, and more preferably an alkyl group having 1 to 4 carbon atoms. Examples of the alkyl group having 1 to 4 carbon atoms include a methyl group, an ethyl group, a propyl group, and a butyl group, and they may be linear or branched. Examples of the substituent that the alkyl group may have are not particularly limited, but include, for example, an aryl group, a halogen atom, a hydroxyl group, and an alkoxy group. In addition, R ｖｉ and R ｖｉｉ The alkoxy group in is not particularly limited, but is preferably a linear or branched alkoxy group having 1 to 8 carbon atoms, and more preferably an alkoxy group having 1 to 4 carbon atoms. Examples of the alkoxy group having 1 to 4 carbon atoms include a methoxy group, an ethoxy group, a propoxy group, and a butoxy group, and they may be linear or branched. The substituent that the alkoxy group may have is not particularly limited, but examples thereof include an aryl group, a halogen atom, a hydroxyl group, and an alkoxy group. R ｖｉand R ｖｉｉ Examples of the halogen atom in R include a fluorine atom, a chlorine atom, a bromine atom, and an iodine atom. ｖｉ and R ｖｉｉ The number of substitutions, i.e., f and g, each independently represents an integer of 0 to 4, preferably 0 to 2, and more preferably 0 to 1. A plurality of f's and g's may be the same or different. ｖｉ and R ｖｉｉ may be substituted at any position of the aromatic ring having a resonance structure in the triarylmethane skeleton or the xanthene skeleton, among which -NR ｉｉ R ｉｉｉ or -NR ｉｖ R ｖ It is preferable that the substituted amino group is substituted at the meta position with respect to the substitution position of the amino group represented by the formula:

[0049] Ar １ The divalent aromatic group in Ar is not particularly limited. １ The aromatic group in may be an aromatic hydrocarbon group consisting of a carbon ring or a heterocyclic group. Examples of the aromatic hydrocarbon in the aromatic hydrocarbon group include, in addition to a benzene ring, condensed polycyclic aromatic hydrocarbons such as a naphthalene ring, a tetralin ring, an indene ring, a fluorene ring, an anthracene ring, and a phenanthrene ring; and chain polycyclic hydrocarbons such as biphenyl, terphenyl, diphenylmethane, triphenylmethane, and stilbene. The chain polycyclic hydrocarbon may have O, S, or N in the chain skeleton, such as diphenyl ether. On the other hand, examples of the heterocycle in the heterocyclic group include 5-membered heterocycles such as furan, thiophene, pyrrole, oxazole, thiazole, imidazole, and pyrazole; 6-membered heterocycles such as pyran, pyrone, pyridine, pyrone, pyridazine, pyrimidine, and pyrazine; and fused polycyclic heterocycles such as benzofuran, thionaphthene, indole, carbazole, coumarin, benzo-pyrone, quinoline, isoquinoline, acridine, phthalazine, quinazoline, and quinoxaline. These aromatic groups may further have, as substituents, an alkyl group, an alkoxy group, a hydroxyl group, a halogen atom, and a phenyl group optionally substituted with any of these.

[0050] Multiple R in one molecule ｉ ~R ｖｉｉ and Ar １ may be the same or different. ｉ ~R ｖｉｉ and Ar １ By combining these, it is possible to adjust the color to a desired level.

[0051] The valence a in A is the number of color-forming cationic moieties constituting the cation, and a is an integer of 2 or more. In this lake colorant, the valence a of the cation is 2 or more, and therefore the lake colorant has excellent heat resistance. Although there is no particular upper limit for a, from the viewpoint of ease of production, a is preferably 4 or less, and more preferably 3 or less.

[0052] In the coloring material represented by general formula (1), the cationic moiety preferably has a molecular weight of 1,200 or more, more preferably 1,300 or more, in view of excellent heat resistance and easy suppression of color change upon heating.

[0053] In the coloring material represented by the general formula (1), the anion moiety (B ｃ－ ) is a c-valent polyoxoanion, and is a divalent or higher anion, from the viewpoint of high brightness and excellent heat resistance. The upper limit of c is not particularly limited, but may be 6 or less.

[0054] Examples of polyacid anions in which a plurality of oxo acids are condensed include isopolyacid anions (M ｍ O ｎ ) ｃ－ Even if the heteropoly acid anion (X ｌ M ｍ O ｎ ) ｃ－ In the above ionic formula, M represents a polyatom, X represents a heteroatom, m represents the composition ratio of the polyatom, n represents the composition ratio of the oxygen atom, and l represents the composition ratio of the heteroatom. Examples of the polyatom M include Mo, W, V, Ti, and Nb. Examples of the heteroatom X include Si, P, As, S, Fe, and Co. In addition, Na may be included in some of the polyatoms. ＋ and H ＋Among them, polyacids having one or more elements selected from tungsten (W) and molybdenum (Mo) are preferred in terms of excellent heat resistance. Examples of such polyacids include isopolyacids containing tungstate ions [W １０ O ３２ ] ４－ , molybdate ion [Mo ６ O １９ ] ２－ and heteropolyacid, phosphotungstate ion [PW １２ O ４０ ] ３－ , [P ２ W １８ O ６２ ] ６－ , silicotungstate ion [SiW １２ O ４０ ] ４－ , phosphomolybdate ion [PMo １２ O ４０ ] ３－ , silicomolybdate ion [SiMo １２ O ４０ ] ４－ , phosphotungstomolybdate ion [PW １２－ｓ Mo ｓ O ４０ ] ３－ (s is an integer of 1 or more and 11 or less), [P ２ W １８－ｔ Mo ｔ O ６２ ] ６－ (t is an integer of 1 or more and 17 or less), silicotungstomolybdate ion [SiW １２－ｕ Mo ｕ O ４０ ] ４－ (u is an integer of 1 to 11). As the polyacid containing at least one of tungsten (W) and molybdenum (Mo), heteropolyacids are preferred among the above, from the viewpoints of heat resistance and ease of raw material availability, and heteropolyacids containing phosphorus (P) are more preferred. Furthermore, phosphotungstomolybdate ions [PW １０ Mo ２ O ４０ ] ３－ , [P.W.１１ Mo １ O ４０ ] ３－ , phosphotungstate ion [PW １２ O ４０ ] ３－ It is more preferable from the viewpoint of heat resistance that the material be one of the following:

[0055] In general formula (1), b represents the number of cations, and d represents the number of anions in the molecular association, with b and d representing integers of 1 or greater. When b is 2 or greater, the multiple cations present in the molecular association may be of one type alone or a combination of two or more types. When d is 2 or greater, the multiple anions present in the molecular association may be of one type alone or a combination of two or more types. There are no particular limitations on the upper limits of b and d, but when a is 4 or less, d may be 4 or less, and when c is 6 or less, b may be 6 or less.

[0056] In general formula (1), e is an integer of 0 or 1, and when e is 0, no bond exists. e = 0 represents a triarylmethane skeleton, and e = 1 represents a xanthene skeleton. Multiple e's may be the same or different. Among the rake colorants represented by general formula (1) used in the present invention, those containing at least a triarylmethane skeleton are preferably used. Note that rake colorants represented by general formula (1) can be prepared with reference to, for example, WO 2012 / 144520 and WO 2018 / 003706. The rake colorants represented by general formula (1) may be used alone or in combination of two or more.

[0057] (Rake Colorant Represented by General Formula (2)) Next, the rake colorant represented by general formula (2) that is preferably used in the present invention will be described in detail.

[0058] (In general formula (2), R Ｉ ~R ＶＩ each independently represents a hydrogen atom, an optionally substituted alkyl group, or an optionally substituted aryl group; R Ｉ and R ＩＩ , R ＩＩＩ and R ＩＶ, R Ｖ and R ＶＩ may be bonded to form a ring structure. ＶＩＩ and R ＶＩＩＩ each independently represents an alkyl group which may have a substituent, an alkoxy group which may have a substituent, a halogen atom, or a cyano group. ２ represents a divalent aromatic heterocyclic group which may have a substituent, and a plurality of R Ｉ ~R ＶＩＩＩ and Ar ２ may be the same or different. ｍ－ represents an m-valent polyacid anion. m represents an integer of 2 or more. j is 0 or 1, and when j is 0, no bond exists. k and l represent integers of 0 to 4, and k + j and l + j are 0 to 4. Multiple j, k and l may be the same or different.

[0059] In general formula (2), R Ｉ ~R ＶＩ each independently represents a hydrogen atom, an optionally substituted alkyl group, or an optionally substituted aryl group; R Ｉ and R ＩＩ , R ＩＩＩ and R ＩＶ , R Ｖ and R ＶＩ may be bonded to form a ring structure. Ｉ ~R ＶＩ are each R in the general formula (1) ｉ ~R ｖ In general formula (2), R ＶＩＩ and R ＶＩＩＩ Each independently represents an alkyl group which may have a substituent, an alkoxy group which may have a substituent, a halogen atom or a cyano group, and these also correspond to R in the above-mentioned general formula (1). ｖｉ and R ｖｉｉ In the general formula (2), Ar ２ represents a divalent aromatic heterocyclic group which may have a substituent, ２ is Ar in the above general formula (1). １ In addition, in the general formula (2), E ｍ－represents an m-valent polyacid anion, and the m-valent polyacid anion may be the same as the c-valent polyacid anion of the general formula (1) described above.

[0060] In general formula (2), m represents the number of cations and the number of anions, and is an integer of 2 or greater. The multiple cations present in general formula (2) may be a single type or a combination of two or more types. Similarly, the anions may be a single type or a combination of two or more types. In general formula (2), j is 0 or 1, and when j is 0, no bond exists. j in general formula (2) may be the same as e in the aforementioned general formula (1). Furthermore, k and l in general formula (2) may be the same as f and g in the aforementioned general formula (1). Note that rake colorants represented by general formula (2) can be prepared, for example, with reference to JP-A-2017-16099. Rake colorants represented by general formula (2) may be used alone or in combination of two or more types.

[0061] (Lake colorant having a xanthene skeleton derived from a xanthene-based anionic dye) As a lake colorant having a xanthene skeleton, a lake colorant in which a xanthene-based anionic dye (acid dye) and a divalent or higher polycation form a salt can also be suitably used. Metal lake colorants of xanthene-based dyes, in which a xanthene-based dye is laked with a laking agent containing a metal atom, can be preferably used, since they have excellent heat resistance and dispersibility and can produce a colored layer with high brightness. The metal lake colorant is a lake colorant to which a metal is added as a laking agent.

[0062] Among these, a lake colorant of a xanthene dye having a phenyl group at the 9-position of the xanthene skeleton is preferred. Specifically, a lake colorant obtained by lake-forming a xanthene dye represented by the following general formula (3) with a lake-forming agent is preferably used, and a metal lake colorant obtained by lake-forming a xanthene dye represented by the following general formula (3) with a lake-forming agent containing a metal atom is particularly preferably used.

[0063] (In general formula (3), R １’ , R ２’ , R ３’ and R４’ each independently represents a hydrogen atom, an alkyl group, an aryl group, or a heteroaryl group; R １’ and R ３’ , R ２’ and R ４’ may be bonded to each other to form a ring structure, and R １’ and the carbon atom at the 5-position of the xanthene ring, R ３’ and the carbon atom at the 7th position of the xanthene ring, R ２’ and the carbon atom at the 4th position of the xanthene ring, or R ４’ and the carbon atom at the 2-position of the xanthene ring may be bonded to each other to form a ring structure. The alkyl group, aryl group, or heteroaryl group may have a substituent. ５’ represents an acidic group or a salt thereof, and x is an integer of 0 to 5. However, general formula (3) has at least two acidic groups or salts thereof, one of which forms an intramolecular salt.

[0064] R １’ ~R ４’ The alkyl group in R is preferably a linear or branched alkyl group having 1 to 20 carbon atoms, which may have a substituent, more preferably a linear or branched alkyl group having 1 to 8 carbon atoms, and even more preferably a linear or branched alkyl group having 1 to 5 carbon atoms. The substituent that the alkyl group may have is not particularly limited, but examples thereof include an aryl group and a halogen atom, and the aryl group may further have a halogen atom, an acidic group, or a salt thereof, as a substituent. １’ ~R ４’ The aryl group in R is preferably an aryl group having 6 to 20 carbon atoms which may have a substituent, and more preferably a group having a phenyl group, naphthyl group, or the like. １’ ~R ４’The heteroaryl group in the formula (I) is preferably a heteroaryl group having 5 to 20 carbon atoms which may have a substituent, and preferably one containing a nitrogen atom, oxygen atom, or sulfur atom as the heteroatom. Examples of the substituent which the aryl group or heteroaryl group may have include an alkyl group having 1 to 5 carbon atoms, a halogen atom, an acidic group or a salt thereof, a hydroxyl group, an alkoxy group, a nitrile group, a carbamoyl group, and a carboxylic acid ester group.

[0065] R １’ , and R ３’ each independently represents a hydrogen atom, an alkyl group, an aryl group, or a heteroaryl group; R ２’ , and R ４’ each independently represents an aryl group or a heteroaryl group, and it is preferred from the viewpoint of durability that the alkyl group, aryl group, or heteroaryl group may have a substituent.

[0066] R １’ and R ３’ , R ２’ and R ４’ are bonded to form a ring structure, R １’ and R ３’ , R ２’ and R ４’ The ring structure is not particularly limited, but examples thereof include 5- to 7-membered nitrogen-containing heterocyclic rings, specifically pyrrolidine ring, piperidine ring, morpholine ring, etc. １’ and the carbon atom at the 5-position of the xanthene ring, R ３’ and the carbon atom at the 7th position of the xanthene ring, R ２’ and the carbon atom at the 4th position of the xanthene ring, or R ４’ The carbon atom at the 2nd position of the xanthene ring is bonded to form a ring structure when R １’ ~R ４’ and a carbon atom at a predetermined position on the xanthene ring form a ring structure via a nitrogen atom and a part of the xanthene skeleton. The ring structure is not particularly limited, but examples thereof include 5- to 7-membered nitrogen-containing heterocycles.

[0067] Specific examples of the acidic group or a salt thereof include a carboxyl group (—COOH), a carboxylate group (—COO—), a carboxylate salt group (—COOM, where M represents a metal atom), a sulfonate group (—SO ３ -), sulfo group (-SO ３ H), sulfonate group (-SO ３ M, where M represents a metal atom), and among these, a sulfonato group (—SO ３ － ), sulfo group (—SO ３ H), or sulfonate group (—SO ３ It is preferable that the metal atom M has at least one of the following: a sodium atom, a potassium atom, etc.

[0068] In the general formula (3), the —R possessed by the benzene ring bonded to the xanthene skeleton ５ The substitution position of the group is not particularly limited, but is preferably the ortho or para position relative to the xanthene skeleton. ５ In terms of various resistances of the compound represented by the general formula (3), it is preferable that the -R group is substituted at the ortho position relative to the xanthene skeleton. ５ When the group is in the ortho position, it can resonate with the carbon atom of the xanthene skeleton to which the benzene ring is bonded to form a ring structure, which is thought to increase the stability of the molecule and therefore improve the various resistances of the colorant. x is an integer of 0 to 5, but x may be 1 or 2.

[0069] In the general formula (3), there are at least two acidic groups or salts thereof, one of which forms an intramolecular salt, and R １’ and R ３’ , R ２’ and R ４’ has at least one acidic group or a salt thereof as a substituent of -R ５ The group may have at least one acidic group or a salt thereof.

[0070] Specific examples of the xanthene dye represented by the general formula (3) include Acid Red 50, Acid Red 52, Acid Red 289, Acid Violet 9, Acid Violet 30, and Acid Blue 19.

[0071] The laking agent used to lake the metal lake colorant of the xanthene dye may be any laking agent containing a metal atom. Examples of laking agents containing metal atoms include those containing metal atoms that form divalent or higher metal cations. Specific examples include barium chloride, calcium chloride, calcium carbonate, aluminum chloride, aluminum sulfate, aluminum acetate, lead acetate, magnesium sulfate, zirconium chloride, zirconium sulfate, zirconium carbonate, polyaluminum chloride, and polyaluminum sulfate. Among these, laking agents containing metal atoms that form trivalent or higher metal cations are more preferred. Furthermore, laking agents containing aluminum are preferred in terms of ease of synthesis of the lake colorant and excellent dispersibility of the lake colorant. Specifically, aluminum lake colorants of xanthene dyes are preferred as metal lake colorants of xanthene dyes, and aluminum lake colorants of xanthene dyes represented by the general formula (3) are particularly preferred. The use of a laking agent containing aluminum, which forms a trivalent cation, is presumed to provide a stronger coagulation force than laking agents containing metal atoms, which form divalent metal cations. Therefore, the solubility of the laking xanthene dye in solvents is significantly reduced, resulting in properties closer to those of pigments. This not only provides excellent dispersibility and heat resistance for the colorant, but also offers the advantage of easy recovery (filtration) of the laking colorant during colorant production.

[0072] Among the aluminum-containing laking agents, polyaluminum chloride represented by the following general formula (4) is preferred because it provides excellent heat resistance to the colorant and is likely to suppress sublimation of the colorant.

[0073] (In general formula (4), n is an integer of 2 to 20, and m is an integer of (n / 2) to (3n-1).)

[0074] In the polyaluminum chloride represented by the general formula (4), n represents the number of aluminum atoms, and is 2 to 20. By using polyaluminum chloride, which has a relatively small number of aluminum atoms, 2 to 20, as a laking agent, the dispersed particle size of the colorant does not become too large, and the dispersibility of the colorant can be improved. In the present invention, it is particularly preferable that n is an integer of 2 to 10.

[0075] In the polyaluminum chloride represented by the general formula (4), m is a hydroxy group (OH － represents the number of alkyl groups) and is an integer of (n / 2) to (3n-1). When n is an odd number, the lower limit of m is the smallest integer within the above range, {(n+1) / 2}.

[0076] Since the aluminum in polyaluminum chloride has trivalent cationicity and the hydroxy groups have monovalent anionicity, the polyaluminum chloride as a whole has a valence of (3n-m). In the present invention, from the viewpoints of strong cohesive force, easy recovery of colorant, and excellent dispersibility of colorant, a high basicity is preferred, and m is preferably an integer of 2n to (3n-1). In particular, in the polyaluminum chloride represented by the above general formula (4), n is preferably an integer of 2 to 10, and m is preferably an integer of 2n to (3n-1), from the viewpoints of improving dispersibility of colorant and contrast of the coating film.

[0077] Furthermore, the polyaluminum chloride represented by general formula (4) preferably has a basicity defined as (m / 3n×100(%)) of 15% to 99%, more preferably 60% to 97%, and even more preferably 70% to 95%, from the viewpoints of further improving the heat resistance of the colorant, easily suppressing sublimation of the colorant, and easily improving the dispersibility of the colorant.

[0078] <Xanthene Dye> The xanthene dye used in combination with the phthalocyanine pigment is not particularly limited as long as it has a xanthene skeleton in the molecule, and any known xanthene dye can be used. Among them, a xanthene dye represented by the following general formula (5) is preferred in terms of obtaining a colored layer with high brightness:

[0079] (In general formula (5), R １ , R ２ , R ３ and R ４ each independently represents a hydrogen atom, an alkyl group, an aryl group, or a heteroaryl group; R １ and R ３ , R ２ and R ４ may be bonded to each other to form a ring structure, and R １ and the carbon atom at the 5-position of the xanthene ring, R ３ and the carbon atom at the 7th position of the xanthene ring, R ２ and the carbon atom at the 4th position of the xanthene ring, or R ４ and the carbon atom at the 2-position of the xanthene ring may be bonded to each other to form a ring structure. The alkyl group, aryl group, or heteroaryl group may have a substituent. － is -SO ３ － , or -L １ -N － -L ２ -R ６ where L １ and L ２ each independently represents a direct bond, —SO ２ - or -CO-, and R ６ is a halogenated alkyl group.

[0080] In general formula (5), R １ , R ２ , R ３ and R ４ The alkyl group, aryl group, or heteroaryl group in the formula (3) and the substituents that may be substituted thereon are each R １’ , R ２’ , R ３’ and R ４’ The ring structure that may be formed in general formula (5) may be the same as the ring structure that may be formed explained in general formula (3).

[0081] In general formula (5), R１ and R ２ At least one of R is preferably an alkyl group which may have a substituent, １ and R ２ is preferably an alkyl group which may have a substituent, and is more preferably a linear alkyl group. The alkyl group preferably has 1 to 10 carbon atoms, and more preferably a linear alkyl group having 1 to 6 carbon atoms, from the viewpoint of suppressing the generation of foreign matter and enabling the formation of a colored layer with improved brightness. ３ and R ４ At least one of R is preferably an aryl group or a heteroaryl group which may have a substituent, ３ and R ４ is preferably an aryl group or a heteroaryl group which may have a substituent. ３ and R ４ At least one of R is preferably an aryl group which may have a substituent, ３ and R ４ is preferably an aryl group which may have a substituent. The aryl group is preferably an aryl group having 6 to 10 carbon atoms, and more preferably a phenyl group, from the viewpoint of suppressing the generation of foreign matter and enabling the formation of a colored layer with improved brightness. Furthermore, when it is an aryl group or heteroaryl group which may have a substituent, it is preferable that at least one of the groups is substituted with an alkyl group. Among them, the alkyl group substituted with a hydrogen atom of the aryl group or heteroaryl group is preferably a linear alkyl group. The alkyl group is preferably one to 10 carbon atoms, and more preferably a linear alkyl group having 1 to 6 carbon atoms. Furthermore, R ３ and R ４and R are both aryl or heteroaryl groups which may have a substituent, and are preferably substituted with the alkyl groups described above. In addition, it is preferable that at least one aryl or heteroaryl group is substituted with two or more alkyl groups per aryl or heteroaryl group, in order to suppress the generation of foreign matter and form a colored layer with improved brightness. １ , R ２ , R ３ and R ４ When any one of the alkyl groups contained in R is a linear alkyl group having 2 or more carbon atoms, or even 3 or more carbon atoms, it tends to be easier to adjust the electron density in the molecule. １ and R ２ When at least one of R is a linear alkyl group, ３ and R ４ When at least one of the groups is an aryl group or a heteroaryl group, and the aryl group or the heteroaryl group is substituted with a linear alkyl group, the generation of foreign matter tends to be easily suppressed, and a colored layer with improved brightness tends to be easily formed.

[0082] In general formula (5), R １ and R ２ are each independently an alkyl group or an aryl group which may have a substituent, and R ３ and R ４ In terms of brightness and light resistance, it is preferable that each of R independently be an aryl group or a heteroaryl group which may have a substituent. １ ~R ４ The alkyl group in the formula (I) is preferably unsubstituted or substituted with an aryl group, and the substituent on the aryl group or heteroaryl group is preferably an alkyl group, from the viewpoint of improving affinity for low-polarity solvents.

[0083] In the general formula (5), the A of the benzene ring bonded to the xanthene skeleton － The substitution position of A is not particularly limited, but is preferably the ortho or para position relative to the xanthene skeleton. －is preferably substituted at the ortho position relative to the xanthene skeleton in terms of various resistances of the compound represented by the general formula (5).

[0084] A － But, -SO ３ － In the case of -SO ３ － The group is -SO ３ It can be used by converting it to an H group. ３ － The group is -SO ３ The method for converting to H groups is not particularly limited. Examples include an acid treatment method using a weak acid liberation reaction and a method using a cation exchange resin. In the acid treatment method, for example, the colorant is dissolved in a good solvent such as methanol in which an acid can be dissolved, and an acid is added to convert the colorant to -SO ３ － The group is -SO ３ The acid used in the acid treatment method is a method of converting the hydroxyl group into a -SO ３ － The group is -SO ３ There are no particular limitations on the acid as long as it has a higher acidity than the acid converted into an H group. Examples of highly versatile acids include hydrochloric acid, sulfuric acid, nitric acid, p-toluenesulfonic acid (PTS), trifluoromethanesulfonic acid, etc. On the other hand, examples of ion exchange resins used in the method using a cation exchange resin include sulfonic acid-terminated cation exchange resins such as Diaion PK-216H (trade name, manufactured by Mitsubishi Chemical Corporation). Note that the -SO ３ － The group is -SO ３ The sulfonation treatment for converting the colorant into a sulfonyl group (-SO) is carried out after dissolving the colorant in a good solvent. ３ The sulfonation may be carried out during the preparation of a colored composition by, for example, subsequently adding a solvent or a dispersant without extracting the colorant having a sulfo group. Alternatively, after sulfonation of a colorant, the colorant having a sulfo group may be extracted as a solid by a reprecipitation method or a recrystallization method, and then the colored composition may be prepared. Among these, the former method is preferred from the viewpoint of the recovery rate of the colorant.

[0085] A － But, -L １ -N－ -L ２ -R ６ In the case of １ and L ２ each independently represents a direct bond, —SO ２ - or -CO-. １ and L ２ Each independently represents -SO ２ - or -CO- is preferred, and further, -SO ２ The condition "-" is preferable in that the generation of foreign matter is suppressed, and a colored layer having excellent heat resistance and improved brightness can be formed.

[0086] -L １ -N － -L ２ -R ６ In the group, R ６ is a halogenated alkyl group, and examples of the halogen include a fluorine atom, a chlorine atom, and an iodine atom, and among these, a fluorine atom is preferred. ６ The halogenated alkyl group R is preferably a linear or branched halogenated alkyl group having 1 to 8 carbon atoms, more preferably a linear or branched halogenated alkyl group having 1 to 5 carbon atoms, and even more preferably a linear or branched halogenated alkyl group having 1 to 3 carbon atoms. In particular, the substitution rate of halogen atoms in the aliphatic hydrocarbon group (number of halogen atoms / total number of hydrogen atoms in the alkyl group) is preferably 50% or more, more preferably 70% or more, and most preferably 100%. ６ Among these, a linear or branched perfluoroalkyl group having 1 to 5 carbon atoms is preferred.

[0087] A － But, -L １ -N － -L ２ -R ６ In the case of １ and R ２ are each independently an alkyl group or an aryl group which may have a substituent, and R ３ and R ４are each independently an aryl group or a heteroaryl group which may have a substituent, and R ３ and R ４ At least one aryl or heteroaryl group in R is substituted with an alkyl group; ３ and R ４ are preferably different from each other, since this makes it possible to form a colored layer that is suppressed from generating foreign matter, has excellent heat resistance, and is improved in brightness.

[0088] The method for producing the xanthene dye represented by the general formula (5) is not particularly limited, but specific examples include the following method. A sulfofluoran compound and a corresponding amine compound are refluxed in a solvent, and the reaction solution is filtered at 60°C to remove insoluble matter. After removing a portion of the solvent, the solution is poured into 6% hydrochloric acid. A large amount of water is then added, and the mixture is stirred at room temperature for 30 minutes, after which a wet cake is filtered. The wet cake is washed with water or hot water and then dried to obtain a coloring material represented by the general formula (5). In addition, R １ and R ３ and R ２ and R ４ In the case of producing a coloring material of general formula (5) in which a part of the structure is different and which is asymmetric with respect to the xanthene ring, half of the corresponding amine compounds are added dropwise in small amounts to a highly diluted methanol solution of a sulfofluoran compound, and after the reaction, the remaining amine compound is added dropwise, or a 1:1 solution of each amine compound is slowly added dropwise to a methanol solution of a sulfofluoran compound, thereby obtaining an asymmetric coloring material of general formula (5) in high yield. Note that the xanthene dye represented by the general formula (5) may be used alone or in combination of two or more.

[0089] <Phthalocyanine pigment> The phthalocyanine pigment is preferably a blue phthalocyanine pigment because it is used in combination with one or more selected from the group consisting of lake colorants having a triarylmethane skeleton, lake colorants having a xanthene skeleton, and dyes having a xanthene skeleton, and is preferably a copper phthalocyanine pigment from the viewpoint of relatively excellent brightness. Examples include C.I. Pigment Blue 15, C.I. Pigment Blue 15:1, C.I. Pigment Blue 15:2, C.I. Pigment Blue 15:3, C.I. Pigment Blue 15:4, C.I. Pigment Blue 15:6, etc. Among them, from the viewpoint of relatively excellent brightness, it is preferable that the phthalocyanine pigment is one or more selected from the group consisting of C.I. Pigment Blue 15:6, C.I. Pigment Blue 15:3, and C.I. Pigment Blue 15:4.

[0090] The phthalocyanine pigment used in the present invention may be a basic-treated phthalocyanine pigment having a structure derived from a basic compound. Suitable examples of the phthalocyanine pigment having a structure derived from a basic compound include phthalocyanine pigments containing a basic compound such as a colorant derivative having a basic site.

[0091] In the present invention, a colorant derivative having a basic moiety or a derivative of a colorless compound having a basic moiety is preferably used for the basic treatment. In the present invention, "having a basic moiety" refers to an embodiment in which a basic group is present as a substituent, or an embodiment in which an acidic group in the substituent and a basic compound form a salt, etc. Examples of the basic moiety present in the colorant derivative or colorless compound derivative in the present invention include an amino group, an ammonium sulfonate salt, a sulfonamide group having an amino group, an amide group having an amino group, a basic heterocyclic group, etc. In the present invention, the basic moiety present in the colorant derivative may be present in a form in which a hydrogen atom of the colorant is substituted with the basic moiety, or in which the basic moiety is substituted on the colorant via a linking group. Examples of an embodiment in which the basic moiety is substituted on the colorant via a linking group include an embodiment in which the colorant is substituted with a hydrocarbon group having 1 to 20 carbon atoms or a substituent having a hydrocarbon group, and the hydrogen atom of the hydrocarbon group is substituted with the basic moiety. The basic moiety of the colorless compound derivative may be the same as the basic moiety of the colorant derivative.

[0092] The amino group may be —NR ａ R ｂ where R ａ and R ｂ are each independently a hydrogen atom or —NR ａ’ R ｂ’ and R ａ’ and R ｂ’ are each independently a hydrogen atom or a hydrocarbon group having 1 to 30 carbon atoms.

[0093] The ammonium sulfonate may be —SO ３ － ・NHR ｃ R ｄ R ｅ＋ where R ｃ , R ｄ , and R ｅ are each independently a hydrogen atom or a hydrocarbon group having 1 to 30 carbon atoms which may be substituted with the amino group. Examples of the sulfonamide group having an amino group include, among others, —SO２ NH-(CH ２ ) ｍ -NR ｆ R ｇ (wherein R ｆ , and R ｇ are each independently a hydrogen atom, a hydrocarbon group having 1 to 30 carbon atoms which may be substituted with the amino group, or a group which is bonded to each other and forms a basic heterocycle together with the adjacent nitrogen atom, and m is an integer of 1 to 15), which is preferable from the viewpoint of colorant dispersibility. Among the amide groups having the amino group, -CONH-(CH ２ ) ｍ’ -NR ｊ R ｋ (wherein R ｊ , and R ｋ each independently represent a hydrogen atom, a hydrocarbon group having 1 to 30 carbon atoms which may be substituted with the amino group, or a group which is bonded to each other and forms a basic heterocycle together with the adjacent nitrogen atom, and m' represents an integer of 1 to 15) from the viewpoint of colorant dispersibility.

[0094] The R ａ , R ｂ , R ａ’ , R ｂ’ , R ｃ , R ｄ , R ｅ , R ｆ , R ｇ , R ｊ , and R ｋ In the above formula, examples of the hydrocarbon group having 1 to 30 carbon atoms include aliphatic hydrocarbon groups, aromatic hydrocarbon groups, and combinations thereof, each having 1 to 30 carbon atoms, such as a methyl group, an ethyl group, an n-propyl group, an isopropyl group, an n-butyl group, an isobutyl group, a t-butyl group, an n-hexyl group, and a benzyl group. ａ , R ｂ , R ａ’ , R ｂ’ , R ｃ , R ｄ , R ｅ , R ｆ , R ｇ , R ｊ , and R ｋare each independently preferably a hydrogen atom or a hydrocarbon group having 1 to 25 carbon atoms, more preferably a hydrogen atom or a hydrocarbon group having 1 to 20 carbon atoms, still more preferably a hydrogen atom or a hydrocarbon group having 1 to 10 carbon atoms, and even more preferably a hydrogen atom or a linear or branched alkyl group having 1 to 6 carbon atoms. The m and m' each represent an integer of 1 to 15, preferably 2 to 8, and particularly preferably 3 to 6. Furthermore, R ｆ , R ｇ , R ｊ and R ｋ In the above, the structure in which adjacent nitrogen atoms are bonded to each other to form a basic heterocycle may further contain a nitrogen, oxygen, or sulfur atom in the heterocycle, and examples thereof include morpholine, piperidine, pyridine, triazine, thiazole, etc. Furthermore, examples of the basic heterocyclic group as a basic moiety include a morpholino group, a piperidino group, a pyridino group, a triazino group, etc.

[0095] The basic site of the derivative is preferably an ammonium sulfonate or a sulfonamide group having an amino group, and more preferably the —SO ２ NH-(CH ２ ) ｍ -NR ｆ R ｇ The number of basic moieties contained in the derivative is not particularly limited as long as there is at least one per molecule of the colorant or colorless compound, but from the viewpoint of colorant dispersibility, it is preferable that there are one or two. The position at which the basic moiety contained in the derivative is substituted on the colorant or colorless compound is not particularly limited.

[0096] The colorant used in the colorant derivative having a basic moiety can be appropriately selected from known colorants, but it is preferable that the colorant has a structure that is easily adsorbed to the phthalocyanine pigment used in the basic treatment, and that the colorant has the same or a similar dye skeleton or a structure that is easily interacted with the phthalocyanine pigment used in the basic treatment.Furthermore, it is preferable that the colorant does not impair the color of the phthalocyanine pigment used in the basic treatment.

[0097] Among the colorant derivatives having a basic moiety, blue colorant derivatives are preferred. Phthalocyanine colorants, triarylmethane colorants, anthraquinone colorants, naphthol colorants, benzimidazolone colorants, and the like can be used as blue colorants for use in colorant derivatives having a basic moiety, but phthalocyanine colorants are preferred in terms of color and heat resistance. Examples of phthalocyanine colorants include copper phthalocyanines such as Pigment Blue (PB) 15, PB15:1, PB15:2, PB15:3, PB15:4, PB15:5, and PB15:6, as indicated by the Color Index, as well as PB16, PB75, and PB79. Among these, in terms of improved dispersibility and brightness, phthalocyanine colorants having the same skeleton as the phthalocyanine pigment used in the basic treatment are preferred as colorants for use in colorant derivatives having a basic moiety. Among these, copper phthalocyanine is preferably used as the blue colorant used in the colorant derivative having a basic site, in view of improving dispersibility and brightness.

[0098] The colorless compound used in the derivative of the colorless compound having a basic moiety can be a compound that does not change the color of a phthalocyanine pigment before and after basic treatment when the phthalocyanine pigment is subjected to basic treatment using the derivative of the colorless compound. The colorimetry of the phthalocyanine pigment before and after basic treatment is carried out by preparing a colorant dispersion and a coloring composition using the phthalocyanine pigment before and after basic treatment in the same manner as in Example 1 described later, and producing a cured film in the same manner as the cured film used to evaluate the optical performance in the Examples described later. The chromaticity of each cured film is measured by the method described in the Examples described later, and the chromaticity (L ０ , a ０ , b ０ ) and the chromaticity (L １ , a １ , b １ ) color difference ΔEab={(L １ -L ０ ) ２ + (a １ -a ０ ) ２ +(b１ -b ０ ) ２} １／２ However, if the value is less than 10, the color will not change.

[0099] Examples of colorless compounds used in the derivatives of colorless compounds having a basic moiety include organic compounds with an absorption maximum in the wavelength region of 400 nm or less, and can be appropriately selected and used. The colorless compound preferably has a structure that is easily adsorbed to, and easily interacts with, the phthalocyanine pigment used in the basic treatment. Examples of colorless compounds that can be used include condensed ring compounds such as naphthalenes and triazines, and aromatic polycyclic compounds having multiple aromatic rings bonded to them. Examples of triazine-based aromatic polycyclic compounds include those having a triazine ring substituted with three substituents having aromatic hydrocarbon groups, such as phenylamino groups. Among these, triazine-based aromatic polycyclic compounds are preferred because of their improved dispersibility and brightness.

[0100] For the preparation method of the basic-treated phthalocyanine pigment having a structure derived from a basic compound, reference can be made to the description of the basic-treated phthalocyanine pigment in WO 2020 / 071041.

[0101] <Other Colorants> The colorant used in the present invention contains, as essential components, one or more selected from the group consisting of lake colorants having a triarylmethane skeleton, lake colorants having a xanthene skeleton, and dyes having a xanthene skeleton, and a phthalocyanine pigment, but other colorants may be used in combination to adjust the color tone, as long as the effects of the present invention are not impaired. As the other colorant, known pigments, dyes, lake colorants, etc. may be used alone or in combination of two or more.

[0102] As the other coloring materials, other blue coloring materials, purple coloring materials, and red coloring materials are preferably used, but are not limited to these. Examples of other blue coloring materials include known organic blue pigments other than the phthalocyanine pigments, phthalocyanine dyes, triarylmethane dyes, anthraquinone coloring materials, naphthol coloring materials, and benzimidazolone coloring materials. Examples of purple coloring materials include known organic purple pigments such as C.I. Pigment Violet 1, 14, 15, 19, 23, 29, 32, 33, 36, 37, and 38.

[0103] <Content of Colorant> In the coloring composition of the present invention, the content ratio of the phthalocyanine pigment and one or more selected from the group consisting of lake colorants having a triarylmethane skeleton, lake colorants having a xanthene skeleton, and dyes having a xanthene skeleton, and the content ratio of the phthalocyanine pigment, as well as the content ratio of other colorants when used, are not particularly limited and may be appropriately adjusted according to the desired chromaticity. In the coloring composition of the present invention, the content of the phthalocyanine pigment is preferably 15% by mass or more and 95% by mass or less, and more preferably 20% by mass or more and 92% by mass or less, relative to the total content of the phthalocyanine pigment and one or more selected from the group consisting of lake colorants having a triarylmethane skeleton, lake colorants having a xanthene skeleton, and dyes having a xanthene skeleton, from the viewpoint of suppressing chromaticity change of the colored layer after a high-temperature heating step (post-baking) in the color filter production process, improving brightness, and enabling formation of a pattern with a desired line width. When a phthalocyanine pigment is used in combination with the specific lake colorant or dye in the specific ratio, the specific lake colorant or dye is less likely to absorb wavelengths of around 300 nm, and it is therefore presumed that insufficient curing is less likely to occur inside the colored layer when the colored composition is exposed to light, making it easier to form a pattern with a desired line width.

[0104] In particular, when a lake colorant having a triarylmethane skeleton is contained, the content of the lake colorant having a triarylmethane skeleton is preferably 30% by mass or more and 85% by mass or less, based on the total content of the lake colorant having a triarylmethane skeleton, one or more selected from the group consisting of lake colorants having a triarylmethane skeleton, lake colorants having a xanthene skeleton, and dyes having a xanthene skeleton, and the phthalocyanine pigment, from the viewpoints of improving the heat resistance of the colorant, suppressing changes in chromaticity and decreases in luminance before and after a high-temperature heating step, and obtaining a coloring composition that can form a pattern with a desired line width while improving the luminance of the finally obtained colored layer. In particular, in the case of a combination of the lake colorant having a triarylmethane skeleton and the phthalocyanine pigment, the content of the lake colorant having a triarylmethane skeleton may be 50% by mass or more and 85% by mass or less, based on the total content. In addition, in the case of a combination of the lake colorant having a triarylmethane skeleton, one or more selected from the group consisting of lake colorants having a xanthene skeleton and dyes having a xanthene skeleton, and a phthalocyanine pigment, the content of the lake colorant having a triarylmethane skeleton may be 30% by mass or more and 60% by mass or less with respect to the total content.

[0105] Furthermore, when one or more kinds selected from the group consisting of lake colorants having a xanthene skeleton and dyes having a xanthene skeleton are used, the total content of the one or more kinds selected from the group consisting of lake colorants having a xanthene skeleton and dyes having a xanthene skeleton is preferably 1% by mass or more and 35% by mass or less, based on the total content of the one or more kinds selected from the group consisting of lake colorants having a triarylmethane skeleton, lake colorants having a xanthene skeleton and dyes having a xanthene skeleton, and the phthalocyanine pigment, from the viewpoint of improving the heat resistance of the colorant, suppressing changes in chromaticity and decreases in luminance before and after the high-temperature heating step, and improving the luminance of the finally obtained colored layer while obtaining a colored composition that can form a pattern with a desired line width. In particular, in the case of a combination of a lake colorant having a xanthene skeleton and one or more dyes having a xanthene skeleton with a phthalocyanine pigment, the total content of the lake colorant having a xanthene skeleton and one or more dyes having a xanthene skeleton may be 5% by mass or more and 35% by mass or less, relative to the total content. Also, in the case of a combination of a lake colorant having a triarylmethane skeleton and one or more dyes having a xanthene skeleton with a phthalocyanine pigment, the content of the lake colorant having a triarylmethane skeleton may be 1% by mass or more and 25% by mass or less, relative to the total content.

[0106] Furthermore, in the coloring composition of the present invention, the colorant may further contain one or more selected from the group consisting of lake colorants having a triarylmethane skeleton, lake colorants having a xanthene skeleton, and dyes having a xanthene skeleton, as well as other colorants other than the phthalocyanine pigment, within a range that does not impair the effects of the present invention. However, the total content of the one or more selected from the group consisting of lake colorants having a triarylmethane skeleton, lake colorants having a xanthene skeleton, and dyes having a xanthene skeleton, and the phthalocyanine pigment, relative to the total amount of the colorant, is preferably 70% by mass or more and 100% by mass or less, more preferably 80% by mass or more and 100% by mass or less, even more preferably 90% by mass or more and 100% by mass or less, still more preferably 95% by mass or more and 100% by mass or less, and may be 100% by mass.

[0107] The average primary particle size of the colorant used in the present invention is not particularly limited as long as it can produce a desired color when made into a colored cured film, and although it varies depending on the type of colorant used, it is preferably in the range of 10 nm to 100 nm, more preferably 15 nm to 60 nm. When the average primary particle size of the colorant is in the above range, a display device equipped with a color filter produced using the coloring composition of the present invention can have high contrast and high quality.

[0108] The average dispersed particle size of the colorant in the coloring composition varies depending on the type of colorant used, but is preferably in the range of 10 nm to 150 nm, and more preferably in the range of 15 nm to 60 nm. The average dispersed particle size of the colorant in the coloring composition is the dispersed particle size of colorant particles dispersed in a dispersion medium containing at least a solvent, and is measured using a laser light scattering particle size distribution meter. Measurement of particle size using a laser light scattering particle size distribution meter can be performed by appropriately diluting the colorant dispersion with the solvent used in the colorant dispersion to a concentration measurable with the laser light scattering particle size distribution meter (e.g., 1000 times), and measuring the particle size at 23°C using a laser light scattering particle size distribution meter (e.g., a Nanotrac particle size distribution analyzer UPA-EX150 manufactured by Nikkiso Co., Ltd.). The average dispersed particle size here is the volume average particle size.

[0109] In the coloring composition according to the present invention, the content of the colorant is not particularly limited. From the viewpoint of dispersibility and dispersion stability, the content of the colorant is typically in the range of 3% by mass to 65% by mass, preferably 4% by mass to 60% by mass, and more preferably 15% by mass to 60% by mass, relative to the total solid content of the coloring composition. If the content is equal to or greater than the lower limit, the colored cured film obtained when the coloring composition is applied to a predetermined film thickness (typically 1.0 μm to 5.0 μm) will have sufficient color density. Furthermore, if the content is equal to or less than the upper limit, a colored cured film having excellent storage stability, sufficient hardness, and adhesion to the substrate can be obtained. In particular, when a colored cured film with a high colorant concentration is formed, the total content of the colorant is preferably in the range of 20% by mass to 65% by mass, more preferably 30% by mass to 60% by mass, relative to the total solid content of the coloring composition. In the present invention, the solid content refers to everything other than the solvent, including monomers dissolved in the solvent.

[0110] [Photopolymerizable Compound] The photopolymerizable compound used in the coloring composition is not particularly limited as long as it can be polymerized by a photoinitiator, and typically, a compound having two or more ethylenically unsaturated bonds is preferably used, and in particular, a polyfunctional (meth)acrylate having two or more acryloyl groups or methacryloyl groups is preferred. Such a polyfunctional (meth)acrylate may be appropriately selected from conventionally known compounds. Specific examples include those described in JP-A-2013-029832.

[0111] These polyfunctional (meth)acrylates may be used alone or in combination of two or more. In addition, when excellent photocurability (high sensitivity) is required for the coloring composition of the present invention, the photopolymerizable compound is preferably one having three (trifunctional) or more polymerizable ethylenically unsaturated bonds, and poly(meth)acrylates of trihydric or higher polyhydric alcohols or dicarboxylic acid modified products thereof are preferred, specifically, trimethylolpropane tri(meth)acrylate, pentaerythritol tri(meth)acrylate, succinic acid modified pentaerythritol tri(meth)acrylate, pentaerythritol tetra(meth)acrylate, dipentaerythritol tetra(meth)acrylate, dipentaerythritol penta(meth)acrylate, succinic acid modified dipentaerythritol penta(meth)acrylate, dipentaerythritol hexa(meth)acrylate, tri(2-(meth)acryloyloxyethyl)phosphate, etc. are preferred. The use of a phosphorus atom-containing polyfunctional (meth)acrylate such as tri(2-(meth)acryloyloxyethyl)phosphate is preferred because it is easy to suppress fading of the lake colorant and to improve brightness after post-baking.

[0112] The content of the photopolymerizable compound used in the coloring composition is not particularly limited, but is preferably in the range of 5% by mass to 60% by mass, more preferably 10% by mass to 50% by mass, based on the total solid content of the coloring composition. When the content of the photopolymerizable compound is equal to or more than the lower limit, photocuring proceeds sufficiently, and elution of the exposed portion during development can be suppressed. When the content of the photopolymerizable compound is equal to or less than the upper limit, alkaline developability is sufficient.

[0113] [Photoinitiator] The photoinitiator used in the coloring composition of the present invention is not particularly limited, and one or a combination of two or more of various conventionally known initiators can be used. Examples of the photoinitiator include aromatic ketones such as benzophenone, N,N-dimethylaminobenzophenone, 4,4'-bisdiethylaminobenzophenone, 4-methoxy-4'-dimethylaminobenzophenone, 2,2-dimethoxy-1,2-diphenylethan-1-one, 1-hydroxy-cyclohexyl-phenyl ketone, benzil, benzoylbenzoic acid, methyl benzoylbenzoate, 4-benzoyl-4'-methyldiphenyl sulfide, benzil methyl ketal, phenylbis(2,4,6-trimethylbenzoyl)phosphine oxide, benzoin methyl ether, and ethyl benzoin, dimethylaminobenzoate, p-dimethylamino Isoamyl benzoate, benzoates such as 2-n-butoxyethyl-4-dimethylaminobenzoate, biimidazoles such as 2-(o-chlorophenyl)-4,5-phenylimidazole dimer, halomethyloxadiazoles such as 2-trichloromethyl-5-(p-methoxystyryl)-1,3,4-oxadiazole, halomethyl-S-triazines such as 2-(4-butoxy-naphth-1-yl)-4,6-bis-trichloromethyl-S-triazine, 1,2-octadione-1-[4-(phenylthio)-,2-(o-benzoyloxime)], ethanone, 1-[9-ethyl-6-(2-methylbenzoyl)-9H-carbazol-3-yl]-,1-(o-acetyloxime), oxime esters such as oxime ester photoinitiators described in JP-A-2000-80068, JP-A-2001-233842, JP-T-2010-527339, JP-T-2010-527338, JP-A-2013-041153, and Japanese Patent No. 7274078, 2-methyl-1-(4-methylthiophenyl)-2-morpholinopropan-1-one (e.g., Irgacure 907, manufactured by BASF), 2-benzyl-2-(dimethylamino)- ... Examples of suitable α-aminoketones include 2-(dimethylamino)-1-(4-morpholinophenyl)-1-butanone (e.g., Irgacure 369, manufactured by BASF) and 2-(dimethylamino)-2-[(4-methylphenyl)methyl]-1-[4-(4-morpholinyl)phenyl]-1-butanone (Irgacure 379EG, manufactured by BASF), and thioxanthones such as 2-chlorothioxanthone, 2,4-diethylthioxanthone, 2,4-dimethylthioxanthone, and isopropylthioxanthone.

[0114] In particular, the photoinitiator used in the present invention preferably contains at least one selected from oxime esters and α-aminoketones because of their excellent sensitivity. α-aminoketones are preferred from the viewpoints of line width adjustment during pattern formation and development resistance. α-Aminoketones having a tertiary amine structure are preferred because they contain a tertiary amine structure that acts as an oxygen quencher within the molecule, making it difficult for radicals generated from the initiator to be deactivated by oxygen, thereby improving sensitivity. Furthermore, using α-aminoketones in combination with oxime esters as a photoinitiator is also preferred from the viewpoints of suppressing water stains and improving sensitivity. Water stains refer to the appearance of water stains that appear after rinsing with pure water following alkaline development when a component that enhances alkaline developability is used. Such water stains disappear after post-baking and are not a problem for the product, but they are detected as irregularities during visual inspection of the patterned surface after development, making it difficult to distinguish between normal and abnormal products. Therefore, if the inspection sensitivity of the inspection device is reduced in the appearance inspection, it will result in a problem of a decrease in the yield of the final color filter product. Furthermore, it is preferable to combine a thioxanthone with at least one selected from oxime esters and α-aminoketones as the photoinitiator, in terms of adjusting the sensitivity, suppressing water staining, and improving development resistance.

[0115] The total content of the photoinitiator used in the coloring composition of the present invention is not particularly limited as long as the effects of the present invention are not impaired, but is preferably in the range of 0.1 mass % to 12.0 mass % and more preferably 1.0 mass % to 8.0 mass % relative to the total solid content of the coloring composition. When this content is equal to or more than the lower limit, photocuring proceeds sufficiently and the elution of the exposed portion during development is suppressed, while when it is equal to or less than the upper limit, the yellowing of the obtained coloring layer is enhanced and the decrease in brightness can be suppressed.

[0116] [Solvent] The solvent used in the present invention contains propyl propionate in an amount of 5% by mass or more and 60% by mass or less of the total solvent. The solvent used in the present invention may be a combination of propyl propionate and at least one other solvent. The other solvent used in the present invention may be an organic solvent that does not react with the components of the colored composition and can dissolve or disperse them, and may be appropriately selected. The propyl group in propyl propionate is an n-propyl group.

[0117] As the other solvent to be combined with propyl propionate, a solvent having a boiling point of 120°C to 190°C and no hydroxyl group is preferred, as it has good mixing stability and can shorten the drying step time while suppressing bumping. The boiling point of the other solvent may be 130°C or higher, or 140°C or higher, as bumping can be easily suppressed. Examples of solvents having a boiling point of 120°C to 190°C and no hydroxyl group include propylene glycol monomethyl ether acetate, 3-methoxybutyl acetate, 3-methoxy-3-methylbutyl acetate, ethyl 3-ethoxypropionate, methyl 3-methoxypropionate, isoamyl acetate, isobutyl propionate, butyl acetate, ethyl methoxypropionate, ethyl lactate, isobutyl butyrate, n-butyl butyrate, cyclohexanol acetate, methoxyethyl acetate, and ethoxyethyl acetate. As the solvent having a boiling point of 120° C. to 190° C. and no hydroxyl group, an ester solvent containing an ester (—COO—) group is particularly preferred from the viewpoint of the solubility of other components and coating suitability.

[0118] As other solvents to be combined with propyl propionate, solvents that do not have a hydroxyl group, have good mixing stability, and suppress bumping, and therefore preferably contain solvents with a boiling point higher than that of propyl propionate, such as propylene glycol monomethyl ether acetate, methyl 3-methoxypropionate, isoamyl acetate, isobutyl propionate, butyl acetate, ethyl methoxypropionate, ethyl lactate, isobutyl butyrate, n-butyl butyrate, cyclohexanol acetate, methoxyethyl acetate, ethoxyethyl acetate, butyl carbitol acetate, and propylene glycol diacetate. It is preferable that the solvent contains at least one selected from the group consisting of propylene glycol monomethyl ether acetate, 3-methoxybutyl acetate, 3-methoxy-3-methylbutyl acetate, and ethyl 3-ethoxypropionate, and it is more preferable that the solvent contains at least one selected from the group consisting of propylene glycol monomethyl ether acetate, 3-methoxybutyl acetate, 3-methoxy-3-methylbutyl acetate, and ethyl 3-ethoxypropionate, and it is more preferable that the solvent contains propylene glycol monomethyl ether acetate, as this makes it easier to shorten the time for the drying step.

[0119] The solvent used in the present invention has good mixing stability, can easily shorten the time for the drying step while suppressing bumping, and from the viewpoints of the solubility of other components and application suitability, may contain propylene glycol monomethyl ether acetate and propyl propionate, and may contain 5% by mass or more and 60% by mass or less of propyl propionate based on the total solvent, and may further contain one or more selected from the group consisting of 3-methoxybutyl acetate, 3-methoxy-3-methylbutyl acetate, and ethyl 3-ethoxypropionate.

[0120] The solvent used in the present invention contains 5% by mass or more and 60% by mass or less of propyl propionate based on the total solvent. The content of propyl propionate may be appropriately selected within the above range depending on the solvent to be combined, but may be 10% by mass or more or 20% by mass or more based on the total solvent from the viewpoint of shortening the drying step time, and may be 50% by mass or less based on the total solvent from the viewpoint of suppressing bumping.

[0121] When the solvent used in the present invention contains propylene glycol monomethyl ether acetate as another solvent, the content of propylene glycol monomethyl ether acetate may be 20% by mass or more, 30% by mass or more, or 40% by mass or more, and may be 95% by mass or less, based on the total solvent.

[0122] In the solvent used in the present invention, when the other solvent contains at least one selected from the group consisting of propylene glycol monomethyl ether acetate, 3-methoxybutyl acetate, 3-methoxy-3-methylbutyl acetate, and ethyl 3-ethoxypropionate, the total content of propyl propionate and at least one selected from the group consisting of propylene glycol monomethyl ether acetate, 3-methoxybutyl acetate, 3-methoxy-3-methylbutyl acetate, and ethyl 3-ethoxypropionate may be 80% by mass or more, 90% by mass or more, 95% by mass or more, or even 100% by mass. Also, when the other solvent contains propylene glycol monomethyl ether acetate, the total content of propyl propionate and propylene glycol monomethyl ether acetate may be 80% by mass or more, 90% by mass or more, 95% by mass or more, or even 100% by mass.

[0123] The content of the solvent may be appropriately set within a range that allows for the accurate formation of a colored cured film. It is usually preferably within a range of 55% by mass or more and 95% by mass or less, and more preferably within a range of 65% by mass or more and 88% by mass or less, based on the total amount of the colored composition including the solvent. By having the content of the solvent within the above range, excellent coating properties can be achieved.

[0124] [Alkali-soluble Resin] The coloring composition of the present invention may further contain an alkali-soluble resin in order to impart developability. The alkali-soluble resin used in the present invention has an acidic group, acts as a binder resin, and can be appropriately selected from those that are soluble in an alkaline developer used in pattern formation. In the present invention, the alkali-soluble resin can be determined to have an acid value of 40 mgKOH / g or more.

[0125] As the alkali-soluble resin, a conventionally known alkali-soluble resin can be appropriately selected and used. For example, the alkali-soluble resins described in WO 2020 / 071041 can be appropriately selected and used. Preferred alkali-soluble resins in the present invention are resins having an acidic group, usually a carboxy group. Specific examples include (meth)acrylic resins such as (meth)acrylic copolymers having a carboxy group and styrene-(meth)acrylic copolymers having a carboxy group, and epoxy (meth)acrylate resins having a carboxy group. (Meth)acrylic resins such as (meth)acrylic copolymers having a carboxy group and styrene-(meth)acrylic copolymers having a carboxy group are preferably used. Among these, particularly preferred are those having a carboxy group in the side chain and further having a photopolymerizable functional group such as an ethylenically unsaturated group in the side chain. This is because the film strength of the cured film formed is improved by containing the photopolymerizable functional group.

[0126] The alkali-soluble resin used in the coloring composition may be used alone or in combination of two or more. The content of the alkali-soluble resin is not particularly limited. When an alkali-soluble resin is used, the content may be, for example, 5% by mass or more and 60% by mass or less, or 10% by mass or more and 40% by mass or less, relative to the total solid content of the coloring composition. When the content of the alkali-soluble resin is equal to or more than the lower limit, sufficient alkali developability can be obtained, and when the content of the alkali-soluble resin is equal to or less than the upper limit, film roughening and pattern chipping during development can be suppressed.

[0127] [Dispersant] The coloring composition of the present invention may further contain a dispersant from the viewpoint of colorant dispersibility and colorant dispersion stability. The dispersant can be appropriately selected from conventionally known dispersants. As the dispersant, for example, a cationic, anionic, nonionic, amphoteric, silicone, fluorine-based surfactant can be used. Among the surfactants, a polymer dispersant is preferred from the viewpoint of being able to disperse uniformly and finely.

[0128] Examples of polymer dispersants include (meth)acrylate copolymer dispersants; polyurethanes; unsaturated polyamides; polysiloxanes; long-chain polyaminoamidophosphates; polyethyleneimine derivatives (amides obtained by reacting poly(lower alkyleneimine) with a polyester containing a free carboxy group, or bases thereof); and polyallylamine derivatives (reaction products obtained by reacting polyallylamine with one or more compounds selected from three types of compounds: polyesters having a free carboxy group, polyamides, or co-condensates of esters and amides (polyesteramides)).

[0129] The dispersant can be appropriately selected and used depending on the type of colorant, and is not particularly limited. However, when dispersing a lake colorant having a triarylmethane skeleton or a lake colorant having a xanthene skeleton, or when co-dispersing these lake colorants with a dye such as a xanthene dye or a pigment such as C.I. Pigment Blue 15:6, it is preferable to use an acidic dispersant, which is an acidic polymer dispersant. In the present invention, the dye may be used by dissolving it in a solvent. When dispersing a pigment, it is preferable to use at least one selected from the group consisting of acidic or basic polymer dispersants and urethane-based dispersants depending on the type of pigment, and it is more preferable to use an acidic or basic polymer dispersant. When dispersing a basic-treated pigment, it is preferable to use an acidic dispersant, which is an acidic polymer dispersant, and when dispersing an acid-treated pigment, it is preferable to use a basic dispersant, which is a basic polymer dispersant. As an acidic dispersant used to disperse a lake colorant, for example, at least one selected from a polymer having a structural unit represented by the general formula (I) described below and a carboxyl group-containing block copolymer described below can be suitably used. As an acidic dispersant used to disperse a pigment, for example, a carboxyl group-containing block copolymer can be suitably used. As a basic dispersant, for example, at least one selected from the group consisting of a polymer containing a repeating unit having a tertiary amine and a salt-type polymer in which at least a portion of the amino groups in the polymer containing a repeating unit having a tertiary amine form a salt with an organic acid compound can be suitably used. As such basic dispersants, copolymers and salt-type copolymers described in JP 2016-224447 A and WO 2016 / 104493 A can be used as appropriate. Urethane-based dispersants are compounds having one or more urethane bonds (—NH—COO—) per molecule. As the urethane-based dispersant, for example, a reaction product of a polyisocyanate having two or more isocyanate groups in one molecule and a polyester having a hydroxyl group at one or both ends can be suitably used.

[0130] The dispersant used in the colored composition of the present invention may contain an acidic dispersant from the viewpoint of colorant dispersibility and colorant dispersion stability.

[0131] <Polymer Having a Structural Unit Represented by General Formula (I)> A polymer having a structural unit represented by the following general formula (I) can be preferably used as a dispersant for the rake colorant having a triarylmethane skeleton. When a polymer having a structural unit represented by the following general formula (I) is used as an acidic dispersant, the dispersibility and heat resistance of the rake colorant having a triarylmethane skeleton can be improved, and change in chromaticity of the rake colorant after heating can be suppressed. Furthermore, when a rake colorant and a pigment are used in combination as colorants, the use of a polymer having a structural unit represented by the following general formula (I) as a dispersant can improve the dispersibility and storage stability of the pigment, and form a colored layer with improved substrate adhesion and coating uniformity. The polymer having a structural unit represented by the following general formula (I) is an ethylenically unsaturated monomer polymer, and therefore has a skeleton with higher heat resistance than polyether-based or polyester-based polymers, and the acidic phosphorus compound groups (-P(=O)(-R １２ )(OH)) and its salts (-P(=O)(-R １２ ) (O － X ＋ It is presumed that the acidic phosphorus compound groups and / or salts thereof have a strong adsorption force to the surface of the finely divided colorant. Furthermore, it is presumed that when the surface of the colorant is coated with at least one of the acidic phosphorus compound groups and / or salts thereof, attack on the pigment skeleton of the lake colorant by active oxygen such as peroxy radicals (hydrogen abstraction, substitution reaction, etc.) is suppressed, and deterioration (oxidative deterioration) of the lake colorant is suppressed.

[0132] (In general formula (I), L １１ represents a direct bond or a divalent linking group, R １１ is a hydrogen atom or a methyl group, R １２ represents a hydroxyl group, a hydrocarbon group, -[CH(R １３ )-CH(R １４ ) -O] ｘ１ -R １５ , - [(CH ２ ) ｙ１ -O] ｚ１ -R １５, or -O-R １６ is a monovalent group represented by the formula １６ represents a hydrocarbon group, —[CH(R １３ )-CH(R １４ ) -O] ｘ１ -R １５ , - [(CH ２ ) ｙ１ -O] ｚ１ -R １５ , -C(R １７ ) (R １８ )-C(R １９ ) (R ２０ ) —OH or —CH ２ -C(R ２１ ) (R ２２ )-CH ２ R is a monovalent group represented by —OH. １３ and R １４ are each independently a hydrogen atom or a methyl group, and R １５ represents a hydrogen atom, a hydrocarbon group, —CHO, —CH ２ CHO, -CO-CH=CH ２ , —CO—C(CH ３ ) = CH ２ or -CH ２ COOR ２３ is a monovalent group represented by the formula ２３ is a hydrogen atom or an alkyl group having 1 to 5 carbon atoms. １７ , R １８ , R １９ , R ２０ , R ２１ and R ２２ are each independently a hydrogen atom, a hydrocarbon group, or a hydrocarbon group having one or more bonds selected from an ether bond and an ester bond, and R １７ and R １９ may be bonded to each other to form a ring structure. When the ring structure is formed, the ring structure may further include a substituent R ２４ and R ２４represents a hydrocarbon group or a hydrocarbon group having one or more bonds selected from an ether bond and an ester bond. The hydrocarbon group may have a substituent. X represents a hydrogen atom or an organic cation. x1 represents an integer of 1 or more and 18 or less, y1 represents an integer of 1 or more and 5 or less, and z1 represents an integer of 1 or more and 18 or less.

[0133] The polymer having a structural unit represented by the general formula (I) used in the present invention may be the same as the “polymer having at least one selected from structural units represented by the general formula (I)” described in WO 2020 / 071041. For explanations of each symbol in the general formula (I) and the structural units of the copolymer having the structural unit represented by the general formula (I), the description of “a polymer having at least one selected from structural units represented by the general formula (I)” in WO 2020 / 071041 can be appropriately referenced.

[0134] <Other Acidic Dispersants> The colored composition of the present invention may further contain another acidic dispersant different from the polymer having at least one structural unit selected from the structural units represented by the general formula (I). Examples of the other acidic dispersants include dispersants having an acidic group. Examples of the acidic group include a carboxy group, a sulfonic acid group, and a phosphate group. Among these, the acidic group contained in the dispersant of the other acidic dispersant is preferably a carboxy group in terms of excellent dispersibility.

[0135] The acid value of the other acidic dispersant is preferably 40 mgKOH / g or more, more preferably 50 mgKOH / g or more, and even more preferably 70 mgKOH / g or more from the viewpoint of excellent dispersibility, while the acid value of the other acidic dispersant is preferably 200 mgKOH / g or less, more preferably 190 mgKOH / g or less, and even more preferably 180 mgKOH / g or less from the viewpoint of suppressing development residues.

[0136] In the present invention, the other acidic dispersant is preferably a polymer dispersant having a carboxy group, since its use in combination with a polymer having a structural unit represented by general formula (I) improves the ability to suppress development residues, and particularly, it is preferable for the dispersant to further contain a block copolymer comprising an A block containing a structural unit derived from a carboxy group-containing ethylenically unsaturated monomer and a B block containing a structural unit derived from a (meth)acrylic acid alkyl ester, since its use in combination with a polymer having a structural unit represented by general formula (I) improves the ability to suppress development residues and further improves the uniformity of the coating film.

[0137] As a block copolymer comprising an A block containing a structural unit derived from a carboxy group-containing ethylenically unsaturated monomer and a B block containing a structural unit derived from a (meth)acrylic acid alkyl ester, such conventionally known block copolymers can be appropriately selected and used. The block copolymer comprising an A block containing a structural unit derived from a carboxy group-containing ethylenically unsaturated monomer and a B block containing a structural unit derived from a (meth)acrylic acid alkyl ester may be similar to the "block copolymer comprising an A block containing a structural unit derived from a carboxy group-containing ethylenically unsaturated monomer and a B block containing a structural unit derived from a (meth)acrylic acid alkyl ester" described in WO 2020 / 071041, and the description of "a block copolymer comprising an A block containing a structural unit derived from a carboxy group-containing ethylenically unsaturated monomer and a B block containing a structural unit derived from a (meth)acrylic acid alkyl ester" in WO 2020 / 071041 can be appropriately referenced.

[0138] <Dispersant Content> In the coloring composition according to the present invention, the content of the dispersant is not particularly limited, as long as it is selected so as to provide excellent dispersibility and dispersion stability of the colorant. When a dispersant is used, the total content may be, for example, 1% by mass or more and 3% by mass or less, or 3% by mass or more and 25% by mass or less, relative to the total amount of solids in the coloring composition. If the content is equal to or greater than the above lower limit, the dispersibility and dispersion stability of the colorant are excellent, and the storage stability of the coloring composition is also excellent. Furthermore, if the content is equal to or less than the above upper limit, the developability is good.

[0139] [Antioxidant] The coloring composition according to the present invention preferably further contains an antioxidant, which improves heat resistance, suppresses fading of the coloring material, and improves brightness. By including an antioxidant in combination with an oxime ester photoinitiator, the coloring composition according to the present invention can control excessive radical chain reactions in the micropores without impairing the curability when forming micropores in the cured film, making it easier to form micropores of the desired shape. The antioxidant used in the present invention is not particularly limited and may be appropriately selected from conventionally known antioxidants. Specific examples of antioxidants include hindered phenol antioxidants, amine antioxidants, phosphorus antioxidants, sulfur antioxidants, and hydrazine antioxidants. From the viewpoint of heat resistance and improving the shape of the micropores, it is preferable to use a hindered phenol antioxidant. Latent antioxidants such as those described in WO 2014 / 021023 may also be used.

[0140] Examples of the hindered phenol-based antioxidant include pentaerythritol tetrakis[3-(3,5-di-tert-butyl-4-hydroxyphenyl)propionate] (trade name: IRGANOX 1010, manufactured by BASF), 1,3,5-tris(3,5-di-tert-butyl-4-hydroxybenzyl)isocyanurate (trade name: IRGANOX 3114, manufactured by BASF), and 2,4,6-tris(4-hydroxy-3,5-di-tert-butylbenzyl). Examples of suitable esters include 2,2'-methylenebis(6-tert-butyl-4-methylphenol) (trade name: Irganox 1330, manufactured by BASF), 2,2'-methylenebis(6-tert-butyl-4-methylphenol) (trade name: Sumilizer MDP-S, manufactured by Sumitomo Chemical), 6,6'-thiobis(2-tert-butyl-4-methylphenol) (trade name: Irganox 1081, manufactured by BASF), and 3,5-di-tert-butyl-4-hydroxybenzylphosphonic acid diethyl ester (trade name: Irgamod 195, manufactured by BASF). Among these, pentaerythritol tetrakis[3-(3,5-di-tert-butyl-4-hydroxyphenyl)propionate] (trade name: Irganox 1010, manufactured by BASF) is preferred from the viewpoints of heat resistance and light resistance.

[0141] The content of the antioxidant may be 0.1% by mass or more and 10.0% by mass or less, or 0.5% by mass or more and 5.0% by mass or less, relative to the total solid content in the coloring composition. If the content is equal to or more than the lower limit, the heat resistance and light resistance are excellent. On the other hand, if the content is equal to or less than the upper limit, the coloring composition of the present invention is likely to be a highly sensitive photosensitive coloring composition.

[0142] [Optionally Added Components] The coloring composition of the present invention may contain various additives as necessary. Examples of additives include mercapto compounds, polymerization terminators, chain transfer agents, leveling agents, plasticizers, surfactants, antifoaming agents, silane coupling agents, UV absorbers, and adhesion promoters. Specific examples of surfactants and plasticizers include those described in JP 2013-029832 A. The coloring composition of the present invention may be a negative-type photosensitive coloring composition containing an alkali-soluble resin, and may not contain a photosensitizer containing a quinone diazide group, and may not contain an alkali-soluble novolak resin or a photosensitizer containing a quinone diazide group.

[0143] <Method for producing colored composition> In the method for producing the colored composition of the present invention, the colored composition can be prepared by mixing a colorant, a photopolymerizable compound, a photoinitiator, a solvent, and an alkali-soluble resin, a dispersant, and various additive components that are used as desired, using a known mixing means. Examples of methods for preparing the coloring composition include: (1) a method in which a colorant and a dispersant are first added to a solvent to prepare a colorant dispersion, and then a photopolymerizable compound, a photoinitiator, and an alkali-soluble resin and various additive components that are optionally used are mixed with the dispersion; (2) a method in which a colorant, a photopolymerizable compound, a photoinitiator, and various additive components that are optionally used are simultaneously added to a solvent and mixed; (3) a method in which a photopolymerizable compound, a photoinitiator, and an optional dispersant, an alkali-soluble resin, and various additive components are added to a solvent, mixed, and then a colorant is added and dispersed; and (4) a method in which a colorant, a dispersant, and an alkali-soluble resin are added to a solvent to prepare a colorant dispersion, and then an alkali-soluble resin, a solvent, a photopolymerizable compound, a photoinitiator, and various additive components that are optionally used are added to the dispersion, and then mixed;

[0144] The method for preparing the colorant dispersion liquid can be appropriately selected from conventionally known dispersion methods. Examples of dispersing machines for carrying out the dispersion treatment include roll mills such as two-roll and three-roll mills, ball mills such as ball mills and vibration ball mills, paint conditioners, and bead mills such as continuous disk bead mills and continuous annular bead mills. As a preferred dispersion condition for the bead mill, the diameter of the beads used is preferably 0.03 mm to 2.00 mm, more preferably 0.10 mm to 1.0 mm.

[0145] The coloring composition of the present invention contains one or more selected from the group consisting of lake colorants having a triarylmethane skeleton, lake colorants having a xanthene skeleton, and dyes having a xanthene skeleton, and a phthalocyanine pigment, and is therefore suitable for use as a blue coloring composition. The coloring composition of the present invention has good mixing stability between the lake colorants having a triarylmethane skeleton, lake colorants having a xanthene skeleton, and dyes having a xanthene skeleton, and the phthalocyanine pigment, and can reduce the time of the drying step while suppressing bumping. Therefore, the coloring composition of the present invention is particularly suitable for use in producing blue pixels (blue cured films) for color filters.

[0146] II. Method for Producing Colored Cured Film The method for producing a colored cured film according to the present invention includes the steps of applying the colored composition according to the present invention onto a substrate, drying the applied colored composition to form a coating film, and exposing the coating film to light to cure it.

[0147] (1) Coating Step First, the method includes a step of coating the colored composition according to the present invention onto a substrate. Since the colored composition according to the present invention is as described above, the description thereof will be omitted here.

[0148] Examples of substrates that can be used include transparent substrates, silicon substrates, and transparent substrates or silicon substrates on which aluminum, silver, or silver / copper / palladium alloy thin films are formed. These substrates may also have other color filter layers, resin layers, transistors such as TFTs, circuits, etc. formed thereon. The transparent substrate in the present invention is not particularly limited as long as it is a base material that is transparent to visible light, and for example, a transparent substrate used in a general color filter can be used. Specific examples include flexible, transparent, rigid materials such as quartz glass, alkali-free glass, and synthetic quartz plates, as well as flexible, transparent, flexible materials such as transparent resin films, optical resin plates, and flexible glass. The thickness of the transparent substrate is not particularly limited, but can be, for example, about 50 μm to 1 mm, depending on the application of the colored cured film produced by the present invention.

[0149] The coloring composition according to the present invention is applied to the substrate by a coating method such as spray coating, dip coating, bar coating, roll coating, spin coating, or die coating to form a wet coating film. Of these, spin coating and die coating are preferably used.

[0150] (2) Step of Forming a Coating Film Next, the wet coating film is dried (prebaked) using a hot plate, oven, vacuum dryer, or the like to form a coating film. Prebaking is usually performed by combining vacuum drying and heat drying. Vacuum drying is usually performed until a pressure of 30 Pa to 200 Pa is reached. Heat drying is usually performed using a hot plate at a temperature of 70°C to 110°C for about 1 minute to 10 minutes. The thickness of the coating film to be applied may be adjusted appropriately depending on the application of the colored cured film, and the thickness of the coating film after drying may be, for example, 0.5 μm to 5.0 μm, preferably 1.0 μm to 3.0 μm.

[0151] (3) Exposure Step Subsequently, the process includes a step of exposing the coating film to light and curing it. Examples of light sources used for exposure include ultraviolet light from low-pressure mercury lamps, high-pressure mercury lamps, metal halide lamps, and the like, and electron beams. The exposure dose is appropriately adjusted depending on the light source used, the thickness of the coating film, and the like. The coating film may be exposed through a mask having a predetermined pattern. In the coating film, the photopolymerizable compound, and optionally the alkali-soluble resin, etc., are photopolymerized and cured.

[0152] In the exposure step, the integrated amount of ultraviolet light from the light source may be adjusted appropriately depending on the thickness of the coating film, etc., but is usually 5 mJ / cm ２ ~200 mJ / cm ２ and 200 mJ / cm ２ ~1000mJ / cm ２ may be.

[0153] In the method for producing a colored cured film according to the present invention, after the exposure step, (4) a step of developing the exposed coating film (developing step) and / or (5) a step of post-baking the coating film (heating step) may be carried out as necessary.

[0154] (4) Development Step After the exposure step, a development process is carried out using a developer, and the unexposed portions are dissolved and removed to form a cured coating film in the desired pattern. The developer is preferably an alkaline developer, and examples of such developers include aqueous solutions of sodium carbonate, sodium hydroxide, potassium hydroxide, tetramethylammonium hydroxide, choline, 1,8-diazabicyclo-[5.4.0]-7-undecene, and 1,5-diazabicyclo-[4.3.0]-5-nonene. Appropriate amounts of water-soluble organic solvents such as methanol and ethanol, surfactants, and the like can also be added to the alkaline developer. After the alkaline development process, the film is typically washed with water.

[0155] Examples of the development method that can be used include shower development, spray development, dip (immersion) development, and puddle (puddle) development. The development conditions can be, for example, at room temperature for 5 to 300 seconds.

[0156] (5) Heating Step After exposure to light and before the development step, the cured coating film may be subjected to a heat treatment in order to promote the polymerization reaction. The heating conditions are appropriately selected depending on the heating means used, the blending ratio of each component in the colored composition, the thickness of the cured coating film, etc.

[0157] After the development process, the developer is usually washed away and the cured coating film of the coloring composition is dried to form a colored cured film. After the development process, a heat treatment may be performed to sufficiently cure the cured coating film. The heating conditions are not particularly limited and are appropriately selected depending on the heating means used, the blending ratio of each component in the coloring composition, the thickness of the cured coating film, and the like. When a hot air heating oven is used, the heating can be performed, for example, at 150°C to 250°C for about 20 to 40 minutes.

[0158] The thickness of the patterned colored cured film thus formed after drying is, for example, 0.5 μm to 5.0 μm, and preferably 1.0 μm to 3.0 μm.

[0159] The colored cured film thus formed may be a cured film whose chromaticity coordinates in the XYZ color system of JIS Z8701, measured using a C illuminant, are in the ranges of x = 0.110 or more and 0.150 or less and y = 0.035 or more and 0.190 or less. In particular, from the viewpoint of improving color reproducibility, the cured film may be a cured film whose chromaticity coordinates are in the ranges of x = 0.120 or more and 0.147 or less and y = 0.038 or more and 0.180 or less, or whose chromaticity coordinates are in the ranges of x = 0.122 or more and 0.147 or less and y = 0.038 or more and 0.150 or less, or whose chromaticity coordinates are in the ranges of x = 0.125 or more and 0.147 or less and y = 0.038 or more and 0.120 or less in terms of improving color reproducibility.

[0160] The method for producing a colored cured film according to the present invention uses the colored composition according to the present invention, and therefore the mixing stability of the predetermined lake colorant and / or dye with the phthalocyanine pigment is good, viscosity changes are unlikely to occur, and a colored cured film can be produced by shortening the drying process time while suppressing bumping. Since surface defects caused by bumping during the drying process can be suppressed, a colored cured film with improved brightness can be produced with high productivity. Therefore, the method is particularly suitable for use in producing color filters.

[0161] IV. Method for Manufacturing Color Filter The method for manufacturing a color filter according to the present invention is a method for manufacturing a color filter including at least a substrate and colored layers provided on the substrate, and includes a step of manufacturing at least one of the colored layers by the method for manufacturing a colored cured film according to the present invention.

[0162] According to the method for producing a color filter of the present invention, at least one of the colored layers is produced by the method for producing a colored cured film of the present invention, and therefore, a colored cured film with improved brightness can be produced with high productivity while suppressing surface defects, etc. Such a color filter of the present invention will be described with reference to the drawings. Figure 1 is a schematic cross-sectional view showing an example of a color filter of the present invention. According to Figure 1, a color filter 10 of the present invention has a substrate 1, a light-shielding portion 2, and a colored layer 3.

[0163] [Substrate] The substrate used in the color filter of the present invention may be the same as the substrate explained in the method for producing a colored cured film of the present invention, and therefore further explanation will be omitted here.

[0164] [Light-shielding portion] The light-shielding portion in the color filter of the present invention is formed in a pattern on the substrate and can be the same as that used as a light-shielding portion in a general color filter. The pattern shape of the light-shielding portion is not particularly limited, and examples thereof include a stripe shape, a matrix shape, and the like. The light-shielding portion may be a thin metal film such as chromium formed by a sputtering method, a vacuum deposition method, or the like. Alternatively, the light-shielding portion may be a resin layer containing light-shielding particles such as carbon fine particles, metal oxides, inorganic pigments, or organic pigments in a resin binder. In the case of a resin layer containing light-shielding particles, methods such as patterning by development using a photosensitive resist, patterning using an inkjet ink containing light-shielding particles, and thermal transfer of a photosensitive resist are available.

[0165] The thickness of the light-shielding portion is set to about 0.2 μm or more and 0.4 μm or less in the case of a metal thin film, and about 0.5 μm or more and 2 μm or less in the case of a black pigment dispersed or dissolved in a binder resin.

[0166] [Colored Layer] At least one of the colored layers used in the color filter of the present invention is a colored cured film, which is a cured product of the colored composition of the present invention. The colored layer is usually formed in the opening of the light-shielding portion on the substrate and is usually composed of a colored pattern of three or more colors. Colored layers other than the colored cured film, which is a cured product of the colored composition of the present invention, may be cured products of conventionally known colored compositions. The arrangement of the colored layer is not particularly limited and can be, for example, a common arrangement such as a stripe type, a mosaic type, a triangle type, or a four-pixel arrangement type. The width, area, etc. of the colored layer can be set as desired. The thickness of the colored layer can be appropriately controlled by adjusting the coating method, the solids concentration, viscosity, etc. of the colored composition, but is usually preferably in the range of 1 μm to 5 μm.

[0167] In addition, the color filter of the present invention may be formed with, in addition to the transparent substrate, the light-shielding portion, and the colored layer, for example, an overcoat layer, a transparent electrode layer, an alignment film for aligning the liquid crystal material, columnar spacers, etc. The color filter of the present invention is not limited to the configurations exemplified above, and any known configuration generally used in color filters can be appropriately selected and used. Therefore, in the manufacturing method of the color filter of the present invention, other steps can be appropriately selected and used from conventionally known steps.

[0168] V. Display Device Manufacturing Method The display device manufacturing method according to the present invention is a method for manufacturing a display device containing a color filter, and includes a step of manufacturing the color filter by the color filter manufacturing method according to the present invention. The configuration of the display device according to the present invention is not particularly limited and can be appropriately selected from conventionally known display devices, such as liquid crystal display devices and organic light-emitting display devices. In the display device manufacturing method according to the present invention, other steps can be appropriately selected from conventionally known steps.

[0169] [Liquid Crystal Display Device] A liquid crystal display device of the present invention is characterized by having the color filter according to the present invention described above, a counter substrate, and a liquid crystal layer formed between the color filter and the counter substrate. Such a liquid crystal display device of the present invention will be described with reference to the drawings. FIG. 2 is a schematic diagram showing an example of a display device of the present invention, and is a schematic diagram showing an example of a liquid crystal display device. As shown in FIG. 2, a liquid crystal display device 40 of the present invention has a color filter 10, a counter substrate 20 having a TFT array substrate or the like, and a liquid crystal layer 30 formed between the color filter 10 and the counter substrate 20. Note that the liquid crystal display device of the present invention is not limited to the configuration shown in FIG. 2 and may have a configuration generally known as a liquid crystal display device using a color filter.

[0170] The driving method of the liquid crystal display device of the present invention is not particularly limited, and any driving method generally used in liquid crystal display devices can be adopted. Examples of such driving methods include the TN method, the IPS method, the OCB method, and the MVA method. Any of these methods can be suitably used in the present invention. Furthermore, the counter substrate can be appropriately selected depending on the driving method of the liquid crystal display device of the present invention.

[0171] The liquid crystal layer can be formed by any method generally used for producing liquid crystal cells, such as a vacuum injection method or a liquid crystal dropping method.

[0172] [Organic Light-Emitting Display Device] The organic light-emitting display device according to the present invention is characterized by having the color filter according to the present invention described above and an organic light-emitting body. Such an organic light-emitting display device according to the present invention will be described with reference to the drawings. FIG. 3 is a schematic diagram showing another example of the display device according to the present invention, and is a schematic diagram showing an example of an organic light-emitting display device. As shown in FIG. 3, the organic light-emitting display device 100 according to the present invention has a color filter 10 and an organic light-emitting body 80. An organic protective layer 50 or an inorganic oxide film 60 may be provided between the color filter 10 and the organic light-emitting body 80.

[0173] Examples of methods for laminating the organic light-emitting element 80 include sequentially forming a transparent anode 71, a hole injection layer 72, a hole transport layer 73, a light-emitting layer 74, an electron injection layer 75, and a cathode 76 on the top surface of a color filter, or laminating an organic light-emitting element 80 formed on a separate substrate onto the inorganic oxide film 60. The transparent anode 71, the hole injection layer 72, the hole transport layer 73, the light-emitting layer 74, the electron injection layer 75, the cathode 76, and other components of the organic light-emitting element 80 may be appropriately selected from known components. The organic light-emitting display device 100 fabricated in this manner can be applied to, for example, both passively driven organic EL displays and actively driven organic EL displays. The organic light-emitting display device of the present invention is not limited to the configuration shown in FIG. 3 and may have any known configuration generally used for organic light-emitting displays that use color filters.

[0174] The present invention will be specifically described below with reference to examples. However, the present invention is not limited to these examples. The acid value was determined by a method according to JIS K 0070:1992. The weight average molecular weight (Mw) was determined as a standard polystyrene equivalent value by GPC (gel permeation chromatography) according to the measurement method of the present invention described above.

[0175] (Synthesis Example 1: Synthesis of Lake Colorant 1) (1) Synthesis of Intermediate 1 Intermediate 1 represented by the following chemical formula (a) was obtained (yield 87%) with reference to the production methods of Intermediate A-2, Intermediate B-1, and Compound 1-3 described in JP 2018-3013 A. The obtained compound was confirmed to be the target compound from the following analytical results. MS (ESI) (m / z): 677 (+), divalent Elemental analysis values: CHN actual values ​​(81.81%, 7.31%, 5.85%); theoretical values ​​(81.77%, 7.36%, 5.90%)

[0176]

[0177] (2) Synthesis of Lake Colorant 1 2.59 g (0.76 mmol) of 12-tungstophosphoric acid n-hydrate (manufactured by Kanto Chemical) was dissolved in a mixture of 40 mL of methanol and 40 mL of water by heating, and 1.6 g (1.19 mmol) of the intermediate 1 was added and stirred for 1 hour. The precipitate was collected by filtration and washed with water. The obtained precipitate was dried under reduced pressure to obtain Lake Colorant 1 (yield 95%) represented by the following chemical formula (b). The obtained compound was confirmed to be the target compound from the following analytical results: 31P NMR (d-dmso, ppm) δ -15.15 MS (MALDI) (m / z): 1355 (M ＋ ), 2879 (MH ２ － ) Elemental analysis values: CHN actual values ​​(35.55%, 3.24%, 2.61%); theoretical values ​​(35.61%, 3.20%, 2.57%) Fluorescent X-ray analysis: MoW actual ratio (0%, 100%); theoretical values ​​(0%, 100%)

[0178]

[0179] Synthesis Example 2: Synthesis of Basic-Treated Phthalocyanine Pigment 1 In a reaction vessel, 300 parts by mass of chlorosulfonic acid and 30 parts by mass of copper phthalocyanine were added and completely dissolved. After that, 24 parts by mass of thionyl chloride was added, and the temperature was gradually raised to 101°C, and the reaction was carried out for 3 hours. The reaction solution was poured into 9,000 parts by mass of ice water, stirred, filtered, and washed with water. The obtained press cake was made into a slurry with 300 parts by mass of water, and 13 parts by mass of 1,1-diethyl-1,5-diazapentane was added. The slurry was stirred at 65°C for 4 hours, filtered, washed with water, and dried to obtain blue colorant derivative 1 having a basic moiety to be used for surface treatment. The obtained blue colorant derivative 1 having a basic moiety was confirmed to have a structure represented by the following chemical formula (c). (TOF-MS: 768.35)

[0180]

[0181] 100 parts by mass of commercially available C.I. Pigment Blue 15:6 (ε-type copper phthalocyanine pigment, FASTOGEN BLUE A510 manufactured by DIC) and 5 parts by mass of the blue colorant derivative 1 having a basic moiety were dry-ground in an attritor at 60° C. for 1.5 hours. Five parts by mass of the blue colorant derivative 1 having a basic moiety were further mixed with this ground product to obtain the target basic-treated phthalocyanine pigment, Basic-Treated Phthalocyanine Pigment 1.

[0182] Synthesis Example 3: Synthesis of Xanthene-based Metal Lake Colorant 1 5.0 parts by mass of Acid Red 289 was added to 500 ml of water and dissolved at 80° C. to prepare a dye solution. ２ (OH) ５ 3.85 parts by mass of 1,2-dimethyl-3,4-trimethylsilyl 2,4-dichloro-1 ...

[0183] Synthesis Example 4: Synthesis of xanthene dye A 500 ml four-neck flask was charged with 18.0 parts by mass of a sulfofluoran compound represented by the following chemical formula (d), 312 parts by mass of methanol, 5.4 parts by mass of 2,6-xylidine, and 4.8 parts by mass of o-toluidine, and the mixture was refluxed for 30 hours. This reaction solution was filtered at 60°C to remove insoluble matter, and the solvent was then removed under reduced pressure until the reaction solution became approximately 70 ml. The mixture was then poured into 200 parts by mass of 6% hydrochloric acid. Next, 600 parts by mass of water was added, and the mixture was stirred at room temperature for 30 minutes, after which a wet cake was collected by filtration. This wet cake was suspended in 100 parts by mass of water and stirred at 60°C for 2 hours, after which it was again collected by filtration, washed with hot water at 60°C, and dried to obtain 21.9 parts by mass of intermediate I-1 represented by the following chemical formula.

[0184]

[0185]

[0186] Next, a mixture of 20 parts by mass of the intermediate I-1, 135.3 parts by mass of 1-methyl-2-pyrrolidinone, 7.8 parts by mass of potassium carbonate, and 16.2 parts by mass of methyl iodide was stirred at 80°C for 2 hours. After completion of the reaction, the reaction solution was allowed to cool to room temperature, and then the reaction solution was added dropwise to 541.2 parts by mass of 17.5% hydrochloric acid at 0 to 10°C and stirred for 1 hour. The precipitate was then collected by filtration, and the residue was dried at 60°C for 24 hours to obtain 20.4 parts by mass of crystals. 20 parts by mass of the obtained crystals and 106 parts by mass of phosphorus oxychloride were placed in a flask and stirred at 60°C for 2 hours. The obtained reaction solution was allowed to cool to room temperature, and the reaction solution was added dropwise to 1500 parts by mass of ice water and stirred for 30 minutes. The obtained crystals were filtered off, washed with 200 parts by mass of water, and dried for 10 hours. 7 parts by mass of these crystals and 1.8 parts by mass of trifluoromethylsulfonamide were dissolved in 40 parts by mass of chloroform, and 1.55 parts by mass of triethylamine was added dropwise and stirred at room temperature for 1 hour. 100 parts by mass of water was then added to the resulting reaction solution and washed, and the organic layer was then separated. The organic layer was purified by drying with sodium sulfate and concentrated under reduced pressure to obtain 6.8 parts by mass of a xanthene dye represented by the following chemical formula (yield: 80%).

[0187]

[0188] Synthesis Example 5 Synthesis of Acidic Dispersant A1 (1) Synthesis of Macromonomer MM-1 A reactor equipped with a condenser, an addition funnel, a nitrogen inlet, a mechanical stirrer, and a digital thermometer was charged with 80.0 parts by mass of propylene glycol monomethyl ether acetate (abbreviated as PGMEA) and heated to 90° C. with stirring under a nitrogen stream. A mixed solution of 50.0 parts by mass of methyl methacrylate, 30.0 parts by mass of n-butyl methacrylate, 20.0 parts by mass of benzyl methacrylate, 4.0 parts by mass of 2-mercaptoethanol, 30 parts by mass of PGMEA, and 1.0 part by mass of α,α′-azobisisobutyronitrile (abbreviated as AIBN) was added dropwise over 1.5 hours, and the mixture was allowed to react for an additional 3 hours. Next, the nitrogen gas flow was stopped, and the reaction solution was cooled to 80°C. 8.74 parts by mass of Karenz MOI (Showa Denko K.K.), 0.125 parts by mass of dibutyltin dilaurate, 0.125 parts by mass of p-methoxyphenol, and 10 parts by mass of PGMEA were added and stirred for 3 hours to obtain a 49.5% by mass solution of macromonomer MM-1. As a result of GPC measurement, the obtained macromonomer MM-1 had a mass average molecular weight (Mw) of 4010, a number average molecular weight (Mn) of 1910, and a molecular weight distribution (Mw / Mn) of 2.10.

[0189] (2) Synthesis of Graft Copolymer A1 A reactor equipped with a condenser, an addition funnel, a nitrogen inlet, a mechanical stirrer, and a digital thermometer was charged with 85.0 parts by mass of PGMEA and heated to 90° C. while stirring under a nitrogen stream. A mixed solution of 67.34 parts by mass of the macromonomer MM-1 solution (solid content 33.33 parts by mass), 16.67 parts by mass of glycidyl methacrylate (abbreviated as GMA), 1.24 parts by mass of n-dodecyl mercaptan, 25.0 parts by mass of PGMEA, and 0.5 parts by mass of AIBN was added dropwise over 1.5 hours, and the mixture was heated and stirred for 3 hours. After that, a mixed solution of 0.10 parts by mass of AIBN and 10.0 parts by mass of PGMEA was added dropwise over 10 minutes, and the mixture was further aged at the same temperature for 1 hour to obtain a 25.0% by mass solution of graft copolymer A1. The obtained graft copolymer A1 was measured by GPC and found to have a mass average molecular weight (Mw) of 10,570, a number average molecular weight (Mn) of 4,370, and a molecular weight distribution (Mw / Mn) of 2.42.

[0190] (3) Production of a polymer (acidic dispersant A1) having a structural unit represented by the general formula (I) 27.80 parts by mass of PGMEA and 9.27 parts by mass of phenylphosphonic acid (product name "PPA" manufactured by Nissan Chemical Industries, Ltd.) were charged into a reactor equipped with a condenser, an addition funnel, a nitrogen inlet, a mechanical stirrer, and a digital thermometer, and heated to 90°C while stirring under a nitrogen stream. 100.0 parts by mass of the graft copolymer A1 were added dropwise over 30 minutes, and the mixture was heated and stirred for 2 hours to obtain a solution (solids content 25.0% by mass) of a polymer (acidic dispersant A1) having a structural unit represented by the general formula (I). The progress of the esterification reaction between GMA and PPA in the obtained acidic dispersant A1 was monitored by measuring the acid value. １ The acid value of the obtained acidic dispersant A1 was confirmed by H-NMR measurement (it was confirmed that the peak derived from the epoxy group had disappeared).

[0191] (Synthesis Example 6: Synthesis of Acidic Dispersant B1 (a block copolymer comprising an A block containing structural units derived from a carboxyl group-containing ethylenically unsaturated monomer and a B block containing structural units derived from an alkyl (meth)acrylate ester)) Referring to Example 1 described in WO 2016 / 132863, a triblock copolymer having a block of 20 parts by mass of methyl methacrylate (MMA) and 40 parts by mass of butyl methacrylate (BMA), a block of 20 parts by mass of acrylic acid (MAA) and 20 parts by mass of BMA, and a block of 20 parts by mass of MMA and 40 parts by mass of BMA was synthesized. The resulting block copolymer had a mass average molecular weight (Mw) of 11,000, a molecular weight distribution (Mw / Mn) of 1.50, and an acid value of 130 mgKOH / g.

[0192] (Synthesis Example 7: Synthesis of Acidic Dispersant A2) (1) Synthesis of Block Copolymer A2

[0047] Referring to Synthesis Example 6 described in Japanese Patent No. 5,895,925, a 40% by mass PGMEA solution of a diblock copolymer having a block of 50 parts by mass of methyl methacrylate (MMA), 30 parts by mass of n-butyl methacrylate (BMA), and 20 parts by mass of benzyl methacrylate (BzMA) and a block of 25 parts by mass of glycidyl methacrylate (GMA) was obtained. The resulting block copolymer A2 had a mass average molecular weight (Mw) of 9,470, a number average molecular weight (Mn) of 7,880, and a molecular weight distribution (Mw / Mn) of 1.20. (2) Production of a polymer (acidic dispersant A2) having a structural unit represented by the general formula (I) 100.0 parts by mass of block copolymer A2, 86.70 parts by mass of PGMEA, and 8.90 parts by mass of phenylphosphonic acid (PPA) were charged into a reactor and stirred at 90°C for 2 hours to obtain a solution (solid content 25% by mass) of a polymer (acidic dispersant A2) having at least one selected from the structural units represented by the general formula (I). The progress of the esterification reaction of GMA and PPA in block copolymer A2 was monitored by measuring the acid value. １ The acid value of the obtained acidic dispersant A2 was confirmed by H-NMR measurement to be 65 mg KOH / g.

[0193] Synthesis Example 8: Synthesis of Acidic Dispersant B2 (a Block Copolymer Comprising an A Block Comprising a Structural Unit Derived from a Carboxy Group-Containing Ethylenically Unsaturated Monomer and a B Block Comprising a Structural Unit Derived from a (Meth)acrylic Acid Alkyl Ester) A triblock copolymer having a block of 30 parts by mass of MMA and 40 parts by mass of BMA, a block of 10 parts by mass of acrylic acid (MAA) and 20 parts by mass of BMA, and a block of 20 parts by mass of MMA and 40 parts by mass of BMA was synthesized in the same manner as in Synthesis Example 6, except that the monomer charging ratio was changed to the following composition. The resulting block copolymer had a mass average molecular weight (Mw) of 15,500, a molecular weight distribution (Mw / Mn) of 1.35, and an acid value of 80 mgKOH / g.

[0194] Synthesis Example 9 Synthesis of Alkali-Soluble Resin A A polymerization tank was charged with 150 parts by mass of PGMEA and heated to 100°C under a nitrogen atmosphere, and then 22 parts by mass of methacrylic acid (MAA), 64 parts by mass of cyclohexyl methacrylate (CHMA), 6 parts by mass of Perbutyl O (manufactured by NOF Corporation), and 2 parts by mass of a chain transfer agent (n-dodecyl mercaptan) were continuously added dropwise over 1.5 hours. Thereafter, the reaction was continued while maintaining the temperature at 100°C, and 2 hours after the completion of the dropwise addition of the main chain forming mixture, 0.1 parts by mass of p-methoxyphenol was added as a polymerization inhibitor to terminate the polymerization. Next, while blowing air into the mixture, 14 parts by mass of glycidyl methacrylate (GMA) was added as an epoxy group-containing compound, and the mixture was heated to 110°C. After that, 0.8 parts by mass of triethylamine was added and an addition reaction was carried out at 110°C for 15 hours to obtain an alkali-soluble resin A solution (mass average molecular weight (Mw) 9,000, acid value 90 mgKOH / g, solid content 40% by mass).

[0195] (Preparation Example 1: Preparation of Lake Colorant 1 Dispersion 1) 10 parts by mass of Lake Colorant 1 from Synthesis Example 1, 20 parts by mass of Acidic Dispersant A1 solution from Synthesis Example 5 (effective solid content 5.0 parts by mass), 7.5 parts by mass of Alkali-Soluble Resin A solution from Synthesis Example 9 (effective solid content 3.0 parts by mass), and 62.5 parts by mass of PGMEA were mixed, and the mixture was pre-dispersed in a paint shaker (manufactured by Asada Iron Works) with 2 mm zirconia beads for 1 hour, and then further pre-dispersed with 0.1 mm zirconia beads for 4 hours, to obtain Lake Colorant 1 Dispersion 1.

[0196] (Preparation Example 2: Preparation of Lake Colorant 1 Dispersion 2) 10 parts by mass of Lake Colorant 1 from Synthesis Example 1, 20 parts by mass of the Acidic Dispersant A1 solution from Synthesis Example 5 (effective solids content: 5.0 parts by mass), 7.5 parts by mass of the Alkali-Soluble Resin A solution from Synthesis Example 9 (effective solids content: 3.0 parts by mass), 21.5 parts by mass of PGMEA, and 41.0 parts by mass of propyl propionate were mixed, and the mixture was pre-dispersed in a paint shaker (manufactured by Asada Iron Works) with 2 mm zirconia beads for 1 hour, and then further pre-dispersed with 0.1 mm zirconia beads for 4 hours, to obtain Lake Colorant 1 Dispersion 2.

[0197] (Preparation Example 3: Preparation of Lake Colorant 1 Dispersion 3) Lake Colorant 1 Dispersion 3 was obtained in the same manner as in Preparation Example 1, except that in the preparation of Lake Colorant 1 Dispersion 1 in Preparation Example 1, 20 parts by mass of Acidic Dispersant A2 solution (effective solid content: 5.0 parts by mass) from Synthesis Example 7 was used instead of 20 parts by mass of Acidic Dispersant A1 solution (effective solid content: 5.0 parts by mass) from Synthesis Example 5.

[0198] (Preparation Example 4: Preparation of xanthene-based metal lake colorant dispersion) 10 parts by mass of the xanthene-based metal lake colorant of Synthesis Example 3, 16.7 parts by mass of the acidic dispersant B1 solution of Synthesis Example 6 (effective solid content 5.0 parts by mass), 7.5 parts by mass of the alkali-soluble resin A solution of Synthesis Example 9 (effective solid content 3.0 parts by mass), and 65.8 parts by mass of PGMEA were mixed, and the mixture was pre-dispersed in a paint shaker (manufactured by Asada Iron Works) with 2 mm zirconia beads for 1 hour, and then further pre-dispersed with 0.1 mm zirconia beads for 4 hours, to obtain a xanthene-based metal lake colorant dispersion.

[0199] Preparation Example 5: Preparation of xanthene dye solution 5.0 parts by mass of the xanthene dye of Synthesis Example 4 was dissolved in 95 parts by mass of PGMEA to obtain a xanthene dye solution.

[0200] (Preparation Example 6: Preparation of PB15:6 Dispersion 1) 10 parts by mass of the basic-treated PB15:6 of Synthesis Example 2, 16.7 parts by mass of the acidic dispersant B1 solution of Synthesis Example 6 (effective solid content 5.0 parts by mass), 7.5 parts by mass of the alkali-soluble resin A solution of Synthesis Example 9 (effective solid content 3.0 parts by mass), and 65.8 parts by mass of PGMEA were mixed, and the mixture was pre-dispersed in a paint shaker (manufactured by Asada Iron Works) with 2 mm zirconia beads for 1 hour, and then further dispersed with 0.1 mm zirconia beads for 6 hours as a main dispersion, thereby obtaining PB15:6 Dispersion 1.

[0201] (Preparation Example 7: Preparation of PB15:6 Dispersion 2) In the preparation of PB15:6 Dispersion 1 of Preparation Example 6, 16.7 parts by mass of the acidic dispersant B2 solution of Synthesis Example 8 (effective solid content 5.0 parts by mass) was used instead of 16.7 parts by mass of the acidic dispersant B1 solution of Synthesis Example 6 (effective solid content 5.0 parts by mass), and the same procedure as in Preparation Example 6 was used to obtain PB15:6 Dispersion 2.

[0202] (Preparation Example 8: Preparation of PV23 Dispersion) 10 parts by mass of commercially available C.I. Pigment Violet 23 (PV23), 16.7 parts by mass of the acidic dispersant B1 solution of Synthesis Example 6 (effective solid content 5.0 parts by mass), 7.5 parts by mass of the alkali-soluble resin A solution of Synthesis Example 9 (effective solid content 3.0 parts by mass), 65.8 parts by mass of PGMEA, and 30 parts by mass of zirconia beads having a diameter of 2 mm were placed in a 30 ml mayonnaise bottle, and the mixture was pre-crushed for 1 hour using a paint shaker (manufactured by Asada Steel Co., Ltd.), and the mixture was transferred to another 30 ml mayonnaise bottle, and 30 parts by mass of zirconia beads having a diameter of 0.1 mm were added and the mixture was shaken for 5 hours using a paint shaker to obtain a PV23 dispersion.

[0203] (Preparation Example 9: Preparation of Photosensitive Binder A) To 24.5 parts by mass of the alkali-soluble resin A solution (solid content 40% by mass) obtained in Synthesis Example 9, 18.2 parts by mass of dipentaerythritol penta(meth)acrylate (manufactured by Toagosei, Aronix M403) as a polyfunctional monomer, 0.68 parts by mass of Irgacure 907 (manufactured by BASF) as an initiator, 0.85 parts by mass of NCI-730 (manufactured by ADEKA, oxime ester photoinitiator), 0.17 parts by mass of Kayacure DETX-S (manufactured by Nippon Kayaku, thioxanthone photoinitiator, 2,4-diethylthioxanthone), 0.30 parts by mass of IRGANOX1010 (manufactured by BASF) as an antioxidant, and 55.3 parts by mass of PGMEA were added to obtain a photosensitive binder component A.

[0204] (Preparation Example 10: Preparation of Photosensitive Binder B) To 24.5 parts by mass of the alkali-soluble resin A solution (solid content 40% by mass) obtained in Synthesis Example 9, 18.2 parts by mass of dipentaerythritol penta(meth)acrylate (Toa Gosei, Aronix M403) as a polyfunctional monomer, 0.68 parts by mass of Irgacure 907 (BASF, α-aminoacetophenone-based photoinitiator) as an initiator, 0.85 parts by mass of NCI-730 (ADEKA, oxime ester-based photoinitiator), 0.17 parts by mass of Kayacure DETX-S (Nippon Kayaku, thioxanthone-based photoinitiator, 2,4-diethylthioxanthone), 0.30 parts by mass of IRGANOX1010 (BASF) as an antioxidant, and 55.3 parts by mass of propyl propionate were added to obtain a photosensitive binder component B.

[0205] (Example 1) 31.7 parts by mass of Lake colorant 1 dispersion 1 of Preparation Example 1, 9.5 parts by mass of PB15:6 dispersion 1 of Preparation Example 6, 33.6 parts by mass of photosensitive binder component A of Preparation Example 9, 0.02 parts by mass of a fluorine-based surfactant (trade name Megafac F559, manufactured by DIC Corporation), 8.7 parts by mass of PGMEA, and 16.5 parts by mass of propyl propionate were mixed to obtain a colored composition 1 of Example 1.

[0206] (Examples 2 to 12, Comparative Examples 1 to 4) Colored compositions 2 to 12 and comparative colored compositions 1 to 4 were obtained in the same manner as in Example 1, except that the following changes were made in the preparation of the colored composition of Example 1. In Example 2, the amount of PGMEA in Example 1 was changed from 8.7 parts by mass to 21.1 parts by mass, and the amount of propyl propionate was changed from 16.5 parts by mass to 4.1 parts by mass. In Example 3, the amount of PGMEA in Example 1 was changed from 8.7 parts by mass to 16.9 parts by mass, and the amount of propyl propionate was changed from 16.5 parts by mass to 8.3 parts by mass. In Example 4, the amount of PGMEA in Example 1 was changed from 8.7 parts by mass to 0.4 parts by mass, and the amount of propyl propionate was changed from 16.5 parts by mass to 24.8 parts by mass. In Example 5, photosensitive binder component A in Example 1 was replaced with photosensitive binder component B, and the amounts of PGMEA were changed from 8.7 parts by mass to 7.5 parts by mass and propyl propionate from 16.5 parts by mass to 17.7 parts by mass. In Example 6, photosensitive binder component A in Example 1 was replaced with photosensitive binder component B, and the amounts of PGMEA were changed from 8.7 parts by mass to 0 part by mass and propyl propionate from 16.5 parts by mass to 25.2 parts by mass.

[0207] In Example 7, the amount of PGMEA in Example 1 was changed from 8.7 parts by mass to 0.4 parts by mass, the amount of propyl propionate was unchanged at 16.5 parts by mass, and 8.3 parts by mass of 3-methoxy-3-methylbutyl acetate (MMBA) was added. In Example 8, the amount of PGMEA in Example 1 was changed from 8.7 parts by mass to 0.4 parts by mass, the amount of propyl propionate was unchanged at 16.5 parts by mass, and 8.3 parts by mass of ethyl 3-ethoxypropionate (EEP) was added. In Example 9, the amount of PGMEA in Example 1 was changed from 8.7 parts by mass to 0.4 parts by mass, the amount of propyl propionate was unchanged at 16.5 parts by mass, and 8.3 parts by mass of 3-methoxybutyl acetate (MBA) was added.

[0208] In Example 10, the photosensitive binder component A in Example 1 was replaced with photosensitive binder component B, and the amounts of PGMEA added were changed from 8.7 parts by mass to 15.7 parts by mass, propyl propionate added from 16.5 parts by mass to 1.2 parts by mass, and MMBA added from 8.3 parts by mass. In Example 11, the photosensitive binder component A in Example 1 was replaced with photosensitive binder component B, and the amounts of PGMEA added were changed from 8.7 parts by mass to 15.7 parts by mass, propyl propionate added from 16.5 parts by mass to 1.2 parts by mass, and EEP added from 8.3 parts by mass. In Example 12, the photosensitive binder component A in Example 1 was replaced with the photosensitive binder component B, and the amounts of PGMEA added were changed from 8.7 parts by mass to 15.7 parts by mass, propyl propionate from 16.5 parts by mass to 1.2 parts by mass, and MBA to 8.3 parts by mass.

[0209] In Comparative Example 1, the amount of PGMEA in Example 1 was changed from 8.7 parts by mass to 25.2 parts by mass, and the amount of propyl propionate was changed from 16.5 parts by mass to 0 parts by mass. In Comparative Example 2, the amount of propyl propionate in Example 1 was changed from 16.5 parts by mass to 0 parts by mass, and 16.5 parts by mass of propylene glycol monomethyl ether (PGME) was added. In Comparative Example 3, the amount of PGMEA in Example 1 was changed from 8.7 parts by mass to 16.9 parts by mass, the amount of propyl propionate from 16.5 parts by mass to 0 parts by mass, and 8.3 parts by mass of PGME was added. In Comparative Example 4, the photosensitive binder component A in Example 1 was replaced with the photosensitive binder component B, the lake colorant 1 dispersion liquid 1 was replaced with the lake colorant 1 dispersion liquid 2, the amount of PGMEA was changed from 8.7 parts by mass to 4.0 parts by mass, and the amount of propyl propionate was changed from 16.5 parts by mass to 21.22 parts by mass.

[0210] (Example 13) 31.7 parts by mass of Lake colorant 1 dispersion 1 of Preparation Example 1, 27.6 parts by mass of PB15:6 dispersion 1 of Preparation Example 6, 25.3 parts by mass of photosensitive binder component A of Preparation Example 9, 0.02 parts by mass of fluorine-based surfactant (trade name Megafac F559, manufactured by DIC Corporation), 3.1 parts by mass of PGMEA, and 16.5 parts by mass of propyl propionate were mixed to obtain a colored composition 13 of Example 13.

[0211] (Example 14) 36.5 parts by mass of Lake colorant 1 dispersion 1 of Preparation Example 1, 6.4 parts by mass of PB15:6 dispersion 1 of Preparation Example 6, 32.9 parts by mass of photosensitive binder component A of Preparation Example 9, 0.02 parts by mass of a fluorine-based surfactant (trade name Megafac F559, manufactured by DIC Corporation), 8.2 parts by mass of PGMEA, and 16.5 parts by mass of propyl propionate were mixed to obtain a coloring composition 14 of Example 14.

[0212] Example 15 6.7 parts by mass of the xanthene dye solution of Preparation Example 5, 33.9 parts by mass of the PB15:6 dispersion 1 of Preparation Example 6, 36.9 parts by mass of the photosensitive binder component A of Preparation Example 9, 0.02 parts by mass of a fluorine-based surfactant (trade name Megafac F559, manufactured by DIC Corporation), 6.0 parts by mass of PGMEA, and 16.5 parts by mass of propyl propionate were mixed to obtain a colored composition 15 of Example 15.

[0213] (Comparative Example 5) In Example 15, PGMEA was changed from 6.0 parts by mass and propyl propionate from 16.5 parts by mass to 22.5 parts by mass and propyl propionate from 0 parts by mass, except that in Example 15, PGMEA was changed from 6.0 parts by mass and propyl propionate from 16.5 parts by mass to 22.5 parts by mass and propyl propionate from 0 parts by mass, and a comparative coloring composition 5 was obtained in the same manner as in Example 15.

[0214] (Comparative Example 6) In Example 15, PGMEA was changed from 6.0 parts by mass and propyl propionate was changed from 16.5 parts by mass to 6.0 parts by mass and PGME was changed to 16.5 parts by mass, in the same manner as in Example 15, to obtain a comparative colored composition 6.

[0215] Reference Example 1 38.3 parts by mass of Lake Colorant 1 Dispersion 1 of Preparation Example 1, 35.4 parts by mass of Photosensitive Binder Component A of Preparation Example 9, 0.02 parts by mass of a fluorine-based surfactant (trade name Megafac F559, manufactured by DIC Corporation), 9.9 parts by mass of PGMEA, and 16.5 parts by mass of propyl propionate were mixed to obtain Reference Coloring Composition 1 of Reference Example 1.

[0216] Reference Example 2 5.4 parts by mass of the PV23 dispersion liquid of Preparation Example 8, 39.9 parts by mass of the PB15:6 dispersion liquid 1 of Preparation Example 6, 31.1 parts by mass of the photosensitive binder component A of Preparation Example 9, 0.02 parts by mass of a fluorine-based surfactant (trade name Megafac F559, manufactured by DIC Corporation), 7.0 parts by mass of PGMEA, and 16.5 parts by mass of propyl propionate were mixed to obtain a reference colored composition 2 of Reference Example 2.

[0217] (Comparative Example 7) In Reference Example 1, PGMEA was changed from 9.9 parts by mass and propyl propionate from 16.5 parts by mass to 26.4 parts by mass and propyl propionate from 0 parts by mass, except that a comparative coloring composition 7 was obtained in the same manner as in Reference Example 1.

[0218] (Comparative Example 8) In Reference Example 2, PGMEA was changed from 7.0 parts by mass and propyl propionate from 16.5 parts by mass to 23.5 parts by mass and propyl propionate from 0 parts by mass, except that in Reference Example 1, a comparative coloring composition 8 was obtained.

[0219] (Comparative Example 9) In Reference Example 1, PGMEA was changed from 9.9 parts by mass and propyl propionate was changed from 16.5 parts by mass to 9.9 parts by mass and PGME was changed to 16.5 parts by mass, in the same manner as in Reference Example 1, to obtain a comparative coloring composition 9.

[0220] (Comparative Example 10) In Reference Example 2, PGMEA was changed from 7.0 parts by mass and propyl propionate was changed from 16.5 parts by mass to 7.0 parts by mass and PGME was changed to 16.5 parts by mass, in the same manner as Reference Example 1, to obtain a comparative coloring composition 10.

[0221] (Example 16) 9.9 parts by mass of the xanthene dye solution of Preparation Example 5, 16.6 parts by mass of the PB15:6 dispersion 1 of Preparation Example 6, 46.8 parts by mass of the photosensitive binder component A of Preparation Example 9, 0.02 parts by mass of a fluorine-based surfactant (trade name Megafac F559, manufactured by DIC Corporation), 10.3 parts by mass of PGMEA, and 16.5 parts by mass of propyl propionate were mixed to obtain a colored composition 16 of Example 16.

[0222] (Example 17) 8.2 mass parts of the xanthene metal lake colorant dispersion liquid of Preparation Example 4, 21.0 mass parts of the PB15:6 dispersion liquid 1 of Preparation Example 6, 40.8 mass parts of the photosensitive binder component A of Preparation Example 9, 0.02 mass parts of a fluorine-based surfactant (trade name Megafac F559, manufactured by DIC Corporation), 13.5 mass parts of PGMEA, and 16.5 mass parts of propyl propionate were mixed to obtain coloring composition 17 of Example 17.

[0223] (Comparative Example 11) In Example 17, PGMEA was changed from 13.5 parts by mass and propyl propionate was changed from 16.5 parts by mass to 30.0 parts by mass and propyl propionate was changed to 0 parts by mass, in the same manner as in Example 17, to obtain a comparative coloring composition 11.

[0224] (Comparative Example 12) In Example 17, PGMEA was changed from 9.9 parts by mass and propyl propionate was changed from 16.5 parts by mass to 13.5 parts by mass and PGME was changed to 16.5 parts by mass, in the same manner as in Reference Example 1, to obtain a comparative coloring composition 12.

[0225] (Reference Example 3) 8.7 parts by mass of the PV23 dispersion liquid of Preparation Example 8, 15.5 parts by mass of the PB15:6 dispersion liquid 1 of Preparation Example 6, 43.8 parts by mass of the photosensitive binder component A of Preparation Example 9, 0.02 parts by mass of a fluorine-based surfactant (trade name Megafac F559, manufactured by DIC Corporation), 15.5 parts by mass of PGMEA, and 16.5 parts by mass of propyl propionate were mixed to obtain a reference colored composition 3 of Reference Example 3.

[0226] Examples 18 to 20 Colored compositions 18 to 20 were obtained in the same manner as in Example 1, except for the following changes in the preparation of the colored composition of Example 1. In Example 18, PB15:6 Dispersion 1 of Preparation Example 6 in Example 1 was changed to PB15:6 Dispersion 2 of Preparation Example 7. In Example 19, Lake Colorant 1 Dispersion 1 of Preparation Example 1 in Example 1 was changed to Lake Colorant 1 Dispersion 3 of Preparation Example 3. In Example 20, Lake Colorant 1 Dispersion 1 of Preparation Example 1 in Example 1 was changed to Lake Colorant 1 Dispersion 3 of Preparation Example 3, and PB15:6 Dispersion 1 of Preparation Example 6 was changed to PB15:6 Dispersion 2 of Preparation Example 7.

[0227] (Comparative Examples 13 to 15) Comparative coloring compositions 13 to 15 were obtained in the same manner as in Comparative Example 2, except for the following changes in the preparation of the coloring composition of Comparative Example 2. In Comparative Example 13, PB15:6 Dispersion 1 of Preparation Example 6 in Comparative Example 2 was changed to PB15:6 Dispersion 2 of Preparation Example 7. In Comparative Example 14, Lake Colorant 1 Dispersion 1 of Preparation Example 1 in Comparative Example 2 was changed to Lake Colorant 1 Dispersion 3 of Preparation Example 3. In Comparative Example 15, Lake Colorant 1 Dispersion 1 of Preparation Example 1 in Comparative Example 2 was changed to Lake Colorant 1 Dispersion 3 of Preparation Example 3, and PB15:6 Dispersion 1 of Preparation Example 6 was changed to PB15:6 Dispersion 2 of Preparation Example 7.

[0228] [Evaluation Method] <Storage Stability (Mixing Stability)> The initial viscosity immediately after preparation and the viscosity after storage at 25°C for 7 days were measured for each of the colored compositions of Examples and Comparative Examples, and the change in viscosity was confirmed. (Evaluation Criteria for Storage Stability (Mixing Stability)) A: The absolute value of the difference in viscosity before and after storage was within the measurement error range (less than 0.5 cP) B: The absolute value of the difference in viscosity before and after storage was 0.5 cP or more and less than 1.0 cP C: The absolute value of the difference in viscosity before and after storage was 1.0 cP or more, provided that the colorant was 5% by mass relative to the total mass of the colored composition including the solvent.

[0229] <Evaluation of Reduced-Pressure Drying Time> Each of the colored compositions of the Examples and Comparative Examples was applied to a 100 mm × 100 mm glass substrate (manufactured by NH Technoglass Co., Ltd., "NA35") with a thickness of 0.7 mm using a spin coater so that the chromaticity after post-baking was y = 0.071. Thereafter, reduced-pressure drying (Vacuum Drying: VCD) was carried out up to 50 Pa using a reduced-pressure dryer (manufactured by Fullheart Japan Co., Ltd.), and the time until the pressure reached 50 Pa was measured as the tact time. Thereafter, the coating surface was observed with an optical microscope to evaluate surface defects due to reduced pressure in the VCD (defects caused by bumping). (VCD tact time evaluation criteria) AA: Tact time is less than 35 seconds A: Tact time is 35 seconds or more but less than 37 seconds B: Tact time is 37 seconds or more but less than 40 seconds C: Tact time is 40 seconds or more (Bumping evaluation criteria) A: No defects caused by bumping were found B: Defects caused by bumping were found in 5 places or less on the entire coating surface C: Defects caused by bumping were found in more than 5 places on the entire coating surface

[0230] <Evaluation of Brightness and Heat Resistance> Each of the colored compositions of the Examples and Comparative Examples was applied to a glass substrate (manufactured by NH Technoglass Co., Ltd., "NA35") having a thickness of 0.7 mm using a spin coater so that the chromaticity after post-baking would be y = 0.071. Thereafter, the substrate was dried by heating on a hot plate at 80°C for 3 minutes, irradiated with ultraviolet light of 60 mJ / cm2 using an ultra-high pressure mercury lamp without using a photomask, and then post-baked in a clean oven at 230°C for 30 minutes to obtain a cured film (colored film). The luminance (Y), L, a, b (L ０, a ０ , b ０ ) was measured using an Olympus "Microspectrophotometer OSP-SP200" and evaluated according to the following evaluation criteria. Next, the substrate on which the cured film was formed was post-baked in a clean oven at 230°C for 30 minutes, and then allowed to cool for 30 minutes. This process was repeated three times, and the L, a, b (L １ , a １ , b １ ) was measured. From the measured values, the color difference (ΔEab) before and after the treatment was calculated according to the following formula: Color difference (ΔEab) = {(L １ -L ０ ) ２ + (a １ -a ０ ) ２ +(b １ -b ０ ) ２} １／２ (Brightness evaluation criteria) AA: Brightness (Y) is 8.5 or more A: Brightness (Y) is 7.5 or more and less than 8.5 B: Brightness (Y) is 7.0 or more and less than 7.5 C: Brightness (Y) is less than 7.0 (Heat resistance evaluation criteria) AA: ΔEab is less than 1.5 A: ΔEab is 1.5 or more and less than 2.0 B: ΔEab is 2.0 or more and less than 3.0 C: ΔEab is 3.0 or more

[0231]

[0232]

[0233] In Tables 1 to 3, the colorant ratio (mass ratio) is the ratio when the total amount of colorants is 100, the dispersant ratio (mass ratio) is the ratio when the total amount of dispersants is 100, and the solvent ratio (mass ratio) is the ratio when the total amount of solvents is 100.

[0234] [Summary of Results] The results in the table show that Examples 1 to 20, which are coloring compositions in which the colorant comprises one or more selected from the group consisting of lake colorants having a triarylmethane skeleton, lake colorants having a xanthene skeleton, and dyes having a xanthene skeleton, and a phthalocyanine pigment, and the solvent comprises propyl propionate in an amount of 5% by mass to 60% by mass based on the total solvent, are coloring compositions that have good mixing stability between the lake colorants having a triarylmethane skeleton, lake colorants having a xanthene skeleton, and dyes having a xanthene skeleton, and the phthalocyanine pigment, and that can reduce the drying time while suppressing bumping. Furthermore, Examples 1 to 20, which comprise one or more selected from the group consisting of lake colorants having a triarylmethane skeleton, lake colorants having a xanthene skeleton, and dyes having a xanthene skeleton, and the phthalocyanine pigment, had high brightness and good heat resistance. On the other hand, Comparative Examples 1, 5, 7, 8, and 11, in which PGMEA was used as the solvent at 100% by mass based on the total solvent, all showed long VCD takt times. Furthermore, Comparative Examples 2, 3, 6, and 12 to 15, in which the colorant included one or more selected from the group consisting of lake colorants having a triarylmethane skeleton, lake colorants having a xanthene skeleton, and dyes having a xanthene skeleton, and a phthalocyanine pigment, and in which PGMEA was mixed with PGME at 10% by mass or 20% by mass based on the total solvent, showed poor mixing stability of the colorant. Furthermore, in Comparative Example 4, in which the solvent included propyl propionate at 70% by mass based on the total solvent, defects due to bumping were clearly observed.

[0235] Reference Examples 1, 2, and 3 are examples in which the colorant contains a lake colorant having a triarylmethane skeleton alone or in combination with a pigment, and the solvent contains 5% by mass to 60% by mass of propyl propionate in the total solvent. Reference Examples 1, 2, and 3 also demonstrated coloring compositions with good stability, capable of reducing the drying time while suppressing bumping. However, Reference Example 1 exhibited insufficient heat resistance, and Reference Examples 2 and 3 exhibited insufficient brightness. Comparing Reference Example 1, which contains a lake colorant having a triarylmethane skeleton alone, with Comparative Example 9, showed that there were no problems with colorant stability, even in Comparative Example 9, in which PGMEA was mixed with PGME at 20% by mass based on the total solvent. Furthermore, comparing Reference Example 2, which contains a pigment mixed with Comparative Example 10, showed that there were no problems with colorant stability, even in Comparative Example 10, in which PGMEA was mixed with PGME at 20% by mass based on the total solvent. That is, when the colorant contains one or more selected from the group consisting of lake colorants having a triarylmethane skeleton, lake colorants having a xanthene skeleton, and dyes having a xanthene skeleton, and a phthalocyanine pigment, the mixing stability of these colorants tends to deteriorate, and it has been shown that this problem can be solved by the present invention.

[0236] REFERENCE SIGNS LIST 1 substrate 2 light-shielding portion 3 colored layer 10 color filter 20 opposing substrate 30 liquid crystal layer 40 liquid crystal display device 50 organic protective layer 60 inorganic oxide film 71 transparent anode 72 hole injection layer 73 hole transport layer 74 light-emitting layer 75 electron injection layer 76 cathode 80 organic light-emitting body 100 organic light-emitting display device

Claims

1. A coloring composition comprising a colorant, a photopolymerizable compound, a photoinitiator, and a solvent, wherein the colorant comprises at least one selected from the group consisting of a lake colorant having a triarylmethane skeleton, a lake colorant having a xanthene skeleton, and a dye having a xanthene skeleton, and a phthalocyanine pigment, and the solvent comprises 5% by mass or more and 60% by mass or less of propyl propionate based on the total solvent.

2. The coloring composition of claim 1, wherein said solvent comprises propylene glycol monomethyl ether acetate.

3. The coloring composition according to claim 1 or 2, further comprising a dispersant.

4. A method for producing a colored cured film, comprising the steps of: applying the colored composition according to claim 1 or 2 onto a substrate; drying the applied colored composition to form a coating film; and exposing the coating film to light to cure it.

5. A method for producing a color filter comprising at least a substrate and a colored layer provided on the substrate, the method comprising the step of producing at least one of the colored layers by the method for producing a colored cured film according to claim 4.

6. A method for manufacturing a display device containing a color filter, comprising the step of manufacturing the color filter by the method for manufacturing a color filter according to claim 5.

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