Color material dispersion, color material for decoration, colored curable composition, color filter, display device

Abstract

The color material dispersion liquid of the present application contains a color material, a dispersant, a nitrogen-containing basic compound having a pKa of 11.5 or more, an acid group-containing compound having a pKa of 4.0 or less, and a solvent, and contains 0.1 to 30.0 parts by mass of the nitrogen-containing basic compound having a pKa of 11.5 or more and the acid group-containing compound having a pKa of 4.0 or less, respectively, per 100 parts by mass of the color material. The dispersant contains a polymer having a structural unit represented by the following general formula (I) and an amine value of less than 10 mgKOH / g before salt formation. (In the general formula (I), R 1 represents a hydrogen atom or a methyl group, A represents a direct bond or a divalent linking group, and Q is an acid group.)

Description

TECHNICAL FIELD

[0001] The present application relates to a color material dispersion liquid, a color modification color material, a colored curable composition, a color filter, and a display device. BACKGROUND

[0002] In recent years, with the development of personal computers, particularly portable personal computers, the demand for liquid crystal displays has increased. The popularity of mobile displays (mobile phones, smartphones, tablet PCs) has also increased, and the market for liquid crystal displays is expanding. In addition, recently, organic light-emitting display devices such as organic EL displays, which have high visibility due to self-emission, are also attracting attention as next-generation image display devices. In the performance of these image display devices, further high quality such as improvement of contrast, brightness, color reproducibility, and reduction of power consumption are strongly desired.

[0003] These liquid crystal display devices and organic light-emitting display devices use color filters. For example, in the formation of a color image of a liquid crystal display device, light passing through the color filter is directly colored to the color of each pixel constituting the color filter, and the light of these colors is synthesized to form a color image. As the light source at this time, in addition to the previous cold cathode tube, there are cases where an organic light-emitting element using white light emission and an inorganic light-emitting element using white light emission are used. In addition, in an organic light-emitting display device, a color filter is used for color adjustment and the like.

[0004] Under such circumstances, expectations for color filters have also increased, such as high brightness, high contrast, and improvement of color reproducibility.

[0005] Here, a color filter generally has a transparent substrate, a colored layer including a colored pattern of red, green, and blue three primary colors formed on the transparent substrate, and a light-shielding portion formed on the transparent substrate in a manner of dividing each colored pattern.

[0006] As a method of forming a pixel in a color filter, a pigment dispersion method, which has excellent characteristics on average, is most widely adopted in terms of light splitting characteristics, durability, pattern shape, and precision, and the like.

[0007] In a color filter having a pixel formed using a pigment dispersion method, in order to achieve high brightness and high contrast, the refinement of pigments is being studied. It is believed in the industry that by refining pigments, the scattering of light passing through the color filter caused by pigment particles is reduced, thereby achieving high brightness and high contrast.

[0008] However, since the refined pigment particles tend to aggregate, there is a problem that the dispersibility and dispersion stability are reduced.

[0009] As a method for improving the dispersibility of a micronized pigment, it is known to be effective to use a dispersant. For example, in Patent Literature 1, as a dispersant composition excellent in pigment dispersibility, a dispersant composition is disclosed which is characterized by being a mixture of (a) a block copolymer having an A block containing a structural unit derived from a vinyl monomer having an acidic group and a B block containing a structural unit derived from a vinyl monomer having a tertiary amino group and a structural unit derived from a vinyl monomer having a quaternary ammonium salt group; (b) at least one aromatic compound selected from the group consisting of an aromatic dicarboximide, an aromatic compound containing an acidic group, and an aromatic compound containing a phenolic hydroxyl group; and (c) a tertiary amine compound.

[0010] In addition, Patent Literature 2 discloses a green colored composition characterized by containing a phthalocyanine pigment (A), a resin-type dispersant (B), and a binder resin (C), the resin-type dispersant containing any one of (B1) a resin-type dispersant containing a basic resin-type dispersant (b1), a phosphoric acid-based resin-type dispersant (b2), and a carboxylic acid-based resin-type dispersant (b4); or (B2) a resin-type dispersant containing a salt (b3) of a phosphonic acid or a sulfonic acid compound and the basic resin-type dispersant (b1), and a carboxylic acid-based resin-type dispersant (b4). In Patent Literature 2, it is disclosed that by using a plurality of resin-type dispersants having specific structures and properties in combination, a green colored composition having a viscosity suitable for application and excellent in viscosity stability can be obtained.

[0011] Prior Art Documents

[0012] Patent Literature

[0013] Patent Literature 1: Japanese Patent No. 6605783

[0014] Patent Literature 2: Japanese Patent Laid-Open No. 2020-169242 SUMMARY

[0015] PROBLEMS TO BE SOLVED BY THE INVENTION

[0016] The industry seeks to form a colored layer in which the color change upon heating is suppressed and the brightness is improved, but in the technology disclosed in the dispersant composition of Patent Literature 1, the suppression of the color change upon heating and the improvement of the brightness are not sufficient, and further there is a problem that foreign matter is easily generated in the coating film.

[0017] In Patent Literature 1, as the (b) at least one aromatic compound selected from the group consisting of an aromatic dicarboxylic acid imide, an aromatic compound containing an acidic group, and an aromatic compound containing a phenolic hydroxyl group, a compound containing an acidic group having a pKa of 4.0 or less is also exemplified. However, in the examples of Patent Literature 1, a strong acid such as a compound containing an acidic group having a pKa of 4.0 or less is not used in combination with a strong base such as a nitrogen-containing basic compound having a pKa of 11.5 or more. It is considered that the reason is that if a strong acid such as a compound containing an acidic group having a pKa of 4.0 or less is used in combination with a strong base such as a nitrogen-containing basic compound having a pKa of 11.5 or more, the salt is poorly soluble and easily precipitates, and there is a problem that foreign matter is easily generated in the coating film. The (a) of Patent Literature 1 has a block copolymer including an A block including a structural unit derived from a vinyl monomer having an acidic group and a B block including a structural unit derived from a vinyl monomer having a tertiary amino group and a structural unit derived from a vinyl monomer having a quaternary ammonium salt group, and the B block is a site having affinity with the coloring material in Patent Literature 1, and the A block is a solvent-soluble site, and is substantially a basic dispersant. The structural unit derived from a vinyl monomer having an acidic group in the A block is included for the purpose of making the alkaline development easy, and is randomly arranged in the A block. Even if a strong base such as a nitrogen-containing basic compound having a pKa of 11.5 or more forms a salt in the structural unit derived from a vinyl monomer having an acidic group which is randomly arranged in the A block which is a solvent-soluble site, the solvent-soluble site is difficult to dissolve in a solvent, and thus precipitates, and foreign matter is easily generated in the coating film. Especially in the case where a random copolymer having an acidic group which is often used as a binder resin, an alkali-soluble resin, or the like is used, foreign matter is significantly generated in the coating film.

[0018] The present application has been achieved in view of the above-described actual circumstances, and aims to provide a color material dispersion liquid capable of forming a coating film in which a change in color tone upon heating is suppressed, the brightness is improved, and the generation of foreign matter is suppressed, and a color material in which a change in color tone upon heating is suppressed and the brightness is improved. In addition, the present application aims to provide a colored curable composition capable of forming a coating film in which a change in color tone upon heating is suppressed, the brightness is improved, and the generation of foreign matter is suppressed. In addition, the present application aims to provide a color filter and a display device formed using the colored curable composition.

[0019] Technical means for solving the problem

[0020] The color material dispersion liquid of the present application contains a color material, a dispersant, a nitrogen-containing basic compound having a pKa of 11.5 or more, a compound containing an acidic group having a pKa of 4.0 or less, and a solvent,

[0021] The color material dispersion liquid of the present application contains a color material, a nitrogen-containing basic compound having a pKa of 11.5 or more, and an acid group-containing compound having a pKa of 4.0 or less, and contains 0.1 to 30.0 parts by mass of the nitrogen-containing basic compound having a pKa of 11.5 or more and the acid group-containing compound having a pKa of 4.0 or less, respectively, relative to 100 parts by mass of the color material.

[0022] The dispersant contains a polymer having a structural unit represented by the following general formula (I) and an amine value of less than 10 mgKOH / g before salt formation.

[0023] [Chemical Formula 1]

[0024]

[0025] (In the general formula (I), R 1 represents a hydrogen atom or a methyl group, A represents a direct bond or a divalent linking group, and Q is an acid group.)

[0026] The modified color material of the present application contains a color material, a nitrogen-containing basic compound having a pKa of 11.5 or more, and an acid group-containing compound having a pKa of 4.0 or less, and contains 0.1 to 30.0 parts by mass of the nitrogen-containing basic compound having a pKa of 11.5 or more and the acid group-containing compound having a pKa of 4.0 or less, respectively, relative to 100 parts by mass of the color material.

[0027] The colored curable composition of the present application contains the color material dispersion liquid of the present application, a polymerizable compound, and an initiator.

[0028] The color filter of the present application has at least a substrate and a colored layer provided on the substrate, and at least one layer of the colored layer is a cured product of the colored curable composition of the present application.

[0029] The display device of the present application has the color filter of the present application.

[0030] Effects of the Invention

[0031] According to the present application, it is possible to provide a color material dispersion liquid capable of forming a coating film in which a change in color tone upon heating is suppressed, brightness is improved, and generation of foreign matter is suppressed, and a color material in which a change in color tone upon heating is suppressed and brightness is improved. In addition, according to the present application, it is possible to provide a colored curable composition capable of forming a coating film in which a change in color tone upon heating is suppressed, brightness is improved, and generation of foreign matter is suppressed. In addition, according to the present application, it is possible to provide a color filter and a display device formed using the colored curable composition. BRIEF DESCRIPTION OF DRAWINGS

[0032] Figure 1 A schematic view showing an example of the color filter of the present application.

[0033] Figure 2A schematic diagram showing an example of a liquid crystal display device according to the present application.

[0034] Figure 3 A schematic diagram showing an example of an organic light emitting display device according to the present application. DETAILED DESCRIPTION

[0035] Hereinafter, the color material dispersion liquid, the modified color material, the colored curable composition, the color filter, and the display device according to the present application will be described in detail.

[0036] Note that, in the present application, light includes electromagnetic waves of wavelengths in the visible and non-visible regions, and further includes radiation, such as microwaves, electron beams. Specifically, electromagnetic waves of wavelengths of 5 μm or less, and electron beams are meant.

[0037] In the present application, (meth)acryl group means each of acryl group and methacryl group, (meth)acrylic acid group means each of acrylic acid group and methacrylic acid group, and (meth)acrylate means each of acrylate and methacrylate.

[0038] In the present specification, unless otherwise specified, the chromaticity coordinates x and y are those obtained by colorimetry using a C light source in the XYZ colorimetric system of JIS Z 8701: 1999.

[0039] Further, in the present specification, "to" indicating a numerical range is used in the meaning that the numerical values recited before and after it are included as lower limit values and upper limit values.

[0040] Further, in the present application, the transmittance of Z% or more in the range of X nm to Y nm means that the transmittance is Z% or more in the entire wavelength region in the range of X nm to Y nm.

[0041] I. Color material dispersion liquid

[0042] The color material dispersion liquid according to the present application contains a color material, a dispersant, a nitrogen-containing basic compound having a pKa of 11.5 or more, an acid group-containing compound having a pKa of 4.0 or less, and a solvent,

[0043] 0.1 parts by mass to 30.0 parts by mass of the nitrogen-containing basic compound having a pKa of 11.5 or more and the acid group-containing compound having a pKa of 4.0 or less, respectively, with respect to 100 parts by mass of the color material,

[0044] The dispersant contains a polymer having a structural unit represented by the following general formula (I) and an amine value of less than 10 mgKOH / g before salt formation.

[0045] [Chemical Formula 2]

[0046]

[0047] (in General Formula (I), R 1 represents a hydrogen atom or a methyl group, A represents a direct bond or a divalent linking group, and Q is an acidic group.)

[0048] The color material dispersion liquid of the present application contains a specific amount of a nitrogen-containing basic compound having a pKa of 11.5 or more and a specific amount of an acidic group-containing compound having a pKa of 4.0 or less with respect to a color material, and uses, as a dispersant, an acidic dispersant that is a polymer having a structural unit represented by the above General Formula (I) and an amine value of less than 10 mgKOH / g before salt formation, thereby enabling formation of a coating film in which color change upon heating is inhibited, brightness is improved, and foreign matter generation is inhibited.

[0049] In the color material dispersion liquid of the present application, a specific amount of a nitrogen-containing basic compound having a pKa of 11.5 or more and a specific amount of an acidic group-containing compound having a pKa of 4.0 or less are interposed between the color material and the above specific acidic dispersant, and it is considered that the state in which color material adsorptivity of the dispersant is improved by high interaction such as acid-base interaction, π-π interaction, and hydrogen bond-based interaction. Since the color material easily becomes a state in which it is highly covered with the nitrogen-containing basic compound having a pKa of 11.5 or more and the acidic group-containing compound having a pKa of 4.0 or less, and further the dispersant, it is inferred that heat resistance of the color material is improved, color change of the color material upon heating is easily inhibited, and brightness is improved. In addition, in the color material dispersion liquid of the present application, even if the nitrogen-containing basic compound having a pKa of 11.5 or more and the acidic group-containing compound having a pKa of 4.0 or less are used in combination, since the above specific acidic dispersant is combined, generation of foreign matter of the coating film is inhibited. In the combination with the above specific acidic dispersant, since the nitrogen-containing basic compound having a pKa of 11.5 or more and the acidic group-containing compound having a pKa of 4.0 or less, which become a hardly soluble salt, easily adsorb to the color material adsorption site, that is, the acidic group of the above specific acidic dispersant, due to the nitrogen-containing basic compound having a pKa of 11.5 or more, and the hardly soluble salt is also surrounded by the acidic dispersant as with the color material, and the solvent solubility is ensured by the solvent soluble site of the acidic dispersant, it is inferred that precipitation is not easily generated, and a coating film in which generation of foreign matter is inhibited can be formed.

[0050] By combining the nitrogen-containing basic compound having a pKa of 11.5 or more and the acidic group-containing compound having a pKa of 4.0 or less, a hardly soluble salt having high heat resistance is formed, and decomposition of the nitrogen-containing basic compound having a pKa of 11.5 or more and the acidic group-containing compound having a pKa of 4.0 or less is inhibited upon heating at a high temperature, and thus, compared to the case where the nitrogen-containing basic compound having a pKa of 11.5 or more and a weak acid having a pKa of more than 4 are combined, it is inferred that color change of the color material upon heating is easily inhibited, and brightness is improved.

[0051] The color material dispersion liquid of the present application contains at least a color material, a dispersant containing the specific polymer described above, a nitrogen-containing basic compound having a pKa of 11.5 or more, an acid group-containing compound having a pKa of 4.0 or less, and a solvent, and can further contain other components within a range not impairing the effects of the present application.

[0052] The color material dispersion liquid of the present application contains a color material, a dispersant containing the specific polymer having the structural unit represented by the general formula (I) described above, a nitrogen-containing basic compound having a pKa of 11.5 or more, an acid group-containing compound having a pKa of 4.0 or less, and a solvent, and as a production method, for example, the following methods can be exemplified.

[0053] i) mixing a color material, a dispersant containing the specific polymer having the structural unit represented by the general formula (I) described above, a nitrogen-containing basic compound having a pKa of 11.5 or more, an acid group-containing compound having a pKa of 4.0 or less, and a solvent, and dispersing the color material.

[0054] ii) mixing at least a dispersant containing a salt-type polymer formed by previously forming a salt of a nitrogen-containing basic compound having a pKa of 11.5 or more, an acid group-containing compound having a pKa of 4.0 or less, a color material, and a solvent in the specific polymer having the structural unit represented by the general formula (I) described above, and dispersing the color material.

[0055] iii) mixing at least a dispersant containing a salt-type polymer formed by previously forming a salt of a nitrogen-containing basic compound having a pKa of 11.5 or more and a salt-type polymer formed by previously forming a salt of a basic dispersant and an acid group-containing compound having a pKa of 4.0 or less, a color material, and a solvent in the specific polymer having the structural unit represented by the general formula (I) described above, and dispersing the color material.

[0056] iv) mixing a modified color material formed by previously modifying a nitrogen-containing basic compound having a pKa of 11.5 or more and an acid group-containing compound having a pKa of 4.0 or less in a color material, a dispersant containing the specific polymer having the structural unit represented by the general formula (I) described above, and a solvent, and dispersing the color material.

[0057] Hereinafter, regarding each component of the color material dispersion liquid of the present application, the nitrogen-containing basic compound having a pKa of 11.5 or more, the acid group-containing compound having a pKa of 4.0 or less, the color material, the modified color material, the dispersant, the solvent, and other components are described in order.

[0058] <the nitrogen-containing basic compound having a pKa of 11.5 or more>

[0059] A nitrogen-containing basic compound having a pKa of 11.5 or more can be exemplified by one or more selected from the group consisting of a basic compound having a tertiary amino group and a basic heterocyclic compound, and having a pKa of 11.5 or more.

[0060] The nitrogen-containing basic compound used in the present application is selected from a compound having a pKa of 11.5 or more in terms of dispersibility, dispersion stability, and suppression of color hue change of the color material. Among them, the pKa of the nitrogen-containing basic compound is preferably 12.0 or more, and more preferably 12.5 or more in terms of further suppression of color hue change upon heating and further improvement of brightness. On the other hand, the upper limit of the acid dissociation constant is not particularly limited as long as the effect of the present application is not impaired, and can be exemplified by 30 or less.

[0061] Note that, in the present application, the pKa is the value of the first-stage acid dissociation constant in water at 25°C.

[0062] As a method for measuring the acid dissociation constant in the present application, a neutralization titration method described in Maruzen Co., Ltd. "Chemical Handbook Basic Edition Revised 4th Edition" can be used.

[0063] Among the nitrogen-containing basic compounds having a pKa of 11.5 or more, as the basic compound having a tertiary amino group, it can further contain other functional groups as long as it contains a tertiary amino group and is a basic compound. As the other functional groups, for example, a hydroxyl group, a (meth)acryloyloxy group, a (meth)acrylamide group, an amide group, an ether group, and the like can be exemplified.

[0064] As the basic compound having a tertiary amino group, for example, 1,8-bis(dimethylamino)naphthalene (pKa: 12.1) and the like can be exemplified.

[0065] In addition, as the basic heterocyclic compound, for example, 1,8-diazabicyclo[5.4.0]undec-7-ene (pKa: 12.5), 1,5-diazabicyclo[4.3.0]non-5-ene (pKa: 12.7), 1,5,7-triazabicyclo[4.4.0]dec-5-ene (pKa: 14.7), 7-methyl-1,5,7-triazabicyclo[4.4.0]dec-5-ene (pKa: 14.4), and the like can be exemplified.

[0066] Among them, one or more selected from the group consisting of 1,8-diazabicyclo[5.4.0]undec-7-ene (pKa: 12.5), 1,5-diazabicyclo[4.3.0]non-5-ene (pKa: 12.7), 1,5,7-triazabicyclo[4.4.0]dec-5-ene (pKa: 14.7), and 7-methyl-1,5,7-triazabicyclo[4.4.0]dec-5-ene (pKa: 14.4) are preferably used in terms of dispersion stability, brightness, contrast, and solvent redissolvability.

[0067] The nitrogen-containing basic compound having a pKa of 11.5 or more preferably has a molecular weight of 800 or less, more preferably 650 or less, further more preferably 500 or less, further more preferably 350 or less, in terms of dispersibility and dispersion stability, and coloring strength. On the other hand, the nitrogen-containing basic compound having a pKa of 11.5 or more preferably has a molecular weight of 60 or more in terms of heat resistance.

[0068] As the nitrogen-containing basic compound having a pKa of 11.5 or more used in the present application, it is preferable that the transmittance in the range of wavelength 400 nm to wavelength 700 nm be 90% or more, further preferably 93% or more, in order to suppress coloring of the color material due to addition.

[0069] That is, as the nitrogen-containing basic compound having a pKa of 11.5 or more used in the present application, it is preferable that it be different from a color material derivative such as a pigment derivative.

[0070] In the present application, the transmittance in the range of wavelength 400 nm to wavelength 700 nm can be measured using an ultraviolet-visible spectrophotometer (for example, UV-2500PC manufactured by Shimadzu Corporation) with a measurement wavelength range set to at least the range of 400 nm to 700 nm, at a concentration of 0.01% by mass.

[0071] As the nitrogen-containing basic compound having a pKa of 11.5 or more used in the present application, it is preferable that the solubility at 23°C be 0.1 g / 100 g solvent or more, more preferably 0.5 g / 100 g solvent or more, further preferably 1.0 g / 100 g solvent or more, with respect to the solvent used in the color material dispersion liquid described below. By selecting the range described above, the effect of the present application can be obtained due to the addition of a small amount of the basic heterocyclic compound, and the decrease in coloring strength of the color material dispersion liquid can be suppressed.

[0072] The nitrogen-containing basic compound having a pKa of 11.5 or more described above is used in a range of 0.1 parts by mass to 30.0 parts by mass with respect to 100 parts by mass of the color material.

[0073] The content of the nitrogen-containing basic compound having a pKa of 11.5 or more described above can be 0.1 parts by mass to 15.0 parts by mass, 0.5 parts by mass to 10.0 parts by mass, further 1.0 parts by mass to 7.0 parts by mass, with respect to 100 parts by mass of the color material, in terms of sufficiently obtaining the effect of the present application and suppressing the decrease in coloring strength.

[0074] The nitrogen-containing basic compound having a pKa of 11.5 or more described above can be used alone or in combination with two or more. In the case of being combined with two or more, it is preferable that the total content be within the range described above.

[0075] Compounds having an acidic group with pKa of 4.0 or less

[0076] Compounds having an acidic group with pKa of 4.0 or less can be exemplified by one or more compounds selected from the group consisting of compounds having an acidic group, and having pKa of 4.0 or less.

[0077] The compound having an acidic group used in the present application is selected so as to have pKa of 4.0 or less in terms of inhibiting the change in color tone of the color material. In terms of further inhibiting the change in color tone upon heating and further improving the brightness, the pKa of the compound having an acidic group is more preferably 3.0 or less, and further more preferably 2.5 or less. On the other hand, the lower limit of the acid dissociation constant is not particularly limited as long as the effect of the present application is not impaired, and can be exemplified by -20.0 or more.

[0078] As the acidic group, for example, carboxyl group (-COOH), sulfonic acid group (SO3H), phosphonic acid group (-P(=O)(OH)2), phosphoric acid group (-O-P(=O)(OH)2), and the like can be exemplified.

[0079] In terms of further inhibiting the change in color tone upon heating and further improving the brightness, the compound having an acidic group with pKa of 4.0 or less is preferably one or more compounds selected from the group consisting of compounds represented by General Formula (1) and General Formula (2) below, and having pKa of 4.0 or less.

[0080] [Chemical 3]

[0081]

[0082] (In General Formula (1), R a represents a linear, branched, or cyclic alkyl group having 1 to 20 carbons, a vinyl group, a phenyl group or a benzyl group which can have a substituent, or -O-R b , R b represents a linear, branched, or cyclic alkyl group having 1 to 20 carbons, a vinyl group, a phenyl group or a benzyl group which can have a substituent, or a (meth)acryl group interposed with an alkylene group having 1 to 4 carbons.

[0083] In General Formula (2), R c and R d each independently represent a hydrogen atom, a hydroxyl group, a linear, branched, or cyclic alkyl group having 1 to 20 carbons, a vinyl group, a phenyl group or a benzyl group which can have a substituent, or -O-R e , R e represents a linear, branched, or cyclic alkyl group having 1 to 20 carbons, a vinyl group, a phenyl group or a benzyl group which can have a substituent, or a (meth)acryl group interposed with an alkylene group having 1 to 4 carbons.c at least one of R d contains a carbon atom.

[0084] In the above general formulae (1) and (2), as the linear, branched, or cyclic alkyl group having a carbon number of 1 to 20 in R a , R b , R c , R d , and R e , either of a linear or branched one can be mentioned, and in addition, a cyclic structure can also be included, and specifically, a methyl group, an ethyl group, an n-propyl group, an iso-propyl group, an n-butyl group, an iso-butyl group, a sec-butyl group, a t-butyl group, an n-pentyl group, an n-hexyl group, an n-heptyl group, an n-octyl group, an n-nonyl group, an n-decyl group, an n-undecyl group, a dodecyl group, a cyclopentyl group, a cyclohexyl group, a tetradecyl group, an octadecyl group, and the like can be mentioned. A linear, branched, or cyclic alkyl group having a carbon number of 1 to 15 can be preferably mentioned, and further, a linear, branched, or cyclic alkyl group having a carbon number of 1 to 8 can be preferably mentioned.

[0085] In addition, in R a , R b , R c , R d , and R e , as the substituent of the phenyl group or benzyl group which can have a substituent, an alkyl group having a carbon number of 1 to 5, an acyl group, an acyloxy group, and the like can be mentioned.

[0086] In the case where at least one of R a in the above general formula (1), R c in the above general formula (2), and R d has an aromatic ring, the affinity with the skeleton of the color material described below is improved, the dispersibility and dispersion stability of the color material become excellent, and a coloring composition having excellent contrast can be obtained, and in this respect, it is preferred.

[0087] As the compound containing an acidic group having a pKa of 4.0 or less, as the compound containing a carboxyl group having a pKa of 4.0 or less, for example, acetic acid (pKa: 3.8), and the like can be mentioned.

[0088] In addition, as the compound containing an acidic group having a pKa of 4.0 or less, as the compound containing a sulfonic acid group having a pKa of 4.0 or less, for example, benzenesulfonic acid (pKa: 0.7), vinylsulfonic acid (pKa: -2.7), methanesulfonic acid (pKa: -1.9), p-toluenesulfonic acid (pKa: -2.8), monomethylsulfuric acid (pKa: -3.3), monoethylsulfuric acid (pKa: -3.1), and the like can be mentioned. Note that a hydrate such as p-toluenesulfonic acid monohydrate can also be used.

[0089] In addition, as the compound having an acidic group with a pKa of 4.0 or less, as the phosphorus compound represented by the above general formula (3) with a pKa of 4.0 or less, for example, monobutyl phosphoric acid (pKa: 1.5), dibutyl phosphoric acid (pKa: 1.5), methyl phosphoric acid (pKa: 2.4), dibenzyl phosphoric acid (pKa: 1.5), diphenyl phosphoric acid (pKa: 1.1), phenyl phosphinic acid (pKa: 2.1), phenyl phosphonic acid (pKa: 1.9), acid phosphoric acid dimethyl acryloyloxy ethyl ester (pKa: 1.8), and the like can be exemplified.

[0090] In the case of being used in combination with a nitrogen-containing basic compound with a pKa of 11.5 or more, from the viewpoint of particularly excellent heat resistance, one or more selected from the group consisting of phenyl phosphinic acid, phenyl phosphonic acid, acid phosphoric acid dimethyl acryloyloxy ethyl ester, dibutyl phosphoric acid, vinyl sulfonic acid, and p-toluene sulfonic acid monohydrate are preferred, and one or more selected from the group consisting of phenyl phosphinic acid, phenyl phosphonic acid, and p-toluene sulfonic acid monohydrate are more preferred.

[0091] The compound having an acidic group with a pKa of 4.0 or less used in the present application is preferably a compound having a molecular weight of 1000 or less, more preferably 800 or less, further preferably 400 or less, further more preferably 350 or less, and further more preferably 330 or less, from the viewpoint of coloring power. On the other hand, the compound having an acidic group with a pKa of 4.0 or less is preferably a compound having a molecular weight of 60 or more, more preferably 100 or more, from the viewpoint of heat resistance.

[0092] The compound having an acidic group with a pKa of 4.0 or less used in the present application is preferably a compound having a transmittance of 90% or more, further preferably 93% or more, in the range of a wavelength of 400 nm to a wavelength of 700 nm, from the viewpoint of suppressing coloring of a color material due to addition.

[0093] That is, the compound having an acidic group with a pKa of 4.0 or less used in the present application is preferably different from a color material derivative such as a pigment derivative.

[0094] The compound having an acidic group with a pKa of 4.0 or less used in the present application is preferably a compound having a solubility of 0.1 g / 100 g solvent or more, more preferably 0.5 g / 100 g solvent or more, and further preferably 1.0 g / 100 g solvent or more at 23°C with respect to a solvent used for a color material dispersion liquid described below. By selecting the above range, the effect of the present application can be obtained by a small amount of addition of the compound having an acidic group, and a decrease in coloring power of a color material coloring liquid can be suppressed.

[0095] The compound having an acidic group with a pKa of 4.0 or less is used in an amount of 0.1 parts by mass to 30.0 parts by mass with respect to 100 parts by mass of a color material.

[0096] The content of the compound having an acidic group with a pKa of 4.0 or less is preferably 0.1 to 15.0 parts by mass, more preferably 0.5 to 10.0 parts by mass, and even more preferably 1.0 to 7.0 parts by mass, relative to 100 parts by mass of the color material.

[0097] The compound having an acidic group with a pKa of 4.0 or less can be used alone or in combination of two or more. In the case of combination of two or more, the total content is preferably within the above range.

[0098] <color material>

[0099] In the present application, the color material is not particularly limited as long as it realizes the desired color development at the time of forming a colored layer, and various organic pigments, inorganic pigments, dyes, salt compounds of dyes, and the like can be used alone or in combination of two or more. Among them, organic pigments are preferable because they have high color development and high heat resistance. As the organic pigments, for example, compounds classified as pigments in the dye index (C.I.; published by The Society of Dyers and Colourists) can be exemplified, and specifically, compounds labeled with C.I. numbers described below can be exemplified.

[0100] C.I. Pigment Yellow 1, 1:1, 2, 3, 4, 5, 6, 9, 10, 12, 13, 14, 15, 16, 17, 20, 24, 31, 32, 34, 35, 35:1, 36, 36:1, 37, 37:1, 40, 41, 42, 43, 48, 53, 55, 60, 61, 62, 62:1, 63, 65, 71, 73, 74, 75, 81, 83, 87, 93, 94, 95, 97, 98, 100, 101, 104, 105, 106, 108, 109, 110, 111, 113, 114, 116, 117, 119, 120, 126, 127, 127:1, 128, 129, 133, 134, 136, 138, 139, 142, 147, 148, 150, 151, 152, 153, 154, 155, 156, 157, 158, 159, 160, 161, 162, 163, 164, 165, 166, 167, 168, 173, 175, 185, 194, 211, 214, 215, 231, and a derivative pigment of C.I. Pigment Yellow 150;

[0101] C.I. Pigment Orange 1, 5, 13, 14, 16, 17, 24, 34, 36, 38, 40, 43, 46, 49, 51, 61, 63, 64, 71, 73;

[0102] C.I. Pigment Violet 1, 19, 23, 29, 32, 36, 38;

[0103] C.I. Pigment Red 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 14, 15, 16, 17, 18, 19, 21, 22, 23, 30, 31, 32, 37, 38, 40, 41, 42, 47, 48, 48:1, 48:2, 48:3, 48:4, 49, 49:1, 49:2, 50:1, 52:1, 53:1, 57, 57:1, 57:2, 58:2, 58:4, 60, 60:1, 63, 63:1, 63:2, 64, 64:1, 68, 69, 81:1, 83, 88, 90:1, 97, 101, 102, 104, 105, 106, 108, 109, 112, 113, 114, 122, 123, 144, 146, 147, 149, 150, 151, 166, 168, 170, 171, 172, 173, 174, 175, 176, 177, 178, 179, 180, 181, 184, 185, 187, 188, 190, 193, 194, 200, 202, 206, 207, 208, 209, 210, 214, 215, 216, 220, 221, 224, 226, 230, 231, 232, 233, 235, 236, 237, 238, 239, 242, 243, 245, 247, 249, 250, 251, 253, 254, 255, 256, 257, 258, 259, 260, 262, 263, 264, 265, 266, 267, 268, 269, 270, 271, 272, 273, 274, 275, 276, 291;

[0104] C.I. Pigment Blue 1, 15, 15:1, 15:2, 15:3, 15:4, 15:6, 16, 60, 61, 79, 80;

[0105] C.I. Pigment Green 1, 2, 4, 7, 8, 10, 13, 14, 15, 17, 18, 19, 26, 36, 45, 48, 50, 51, 54, 55, 58, 59, 62, 63;

[0106] C.I. Pigment Brown 23, 25;

[0107] C.I. Pigment Black 1, 7.

[0108] Further, as specific examples of the above-mentioned inorganic pigments, titanium oxide, barium sulfate, calcium carbonate, zinc oxide, lead sulfate, lead yellow, zinc yellow, red iron oxide (red iron (III) oxide), cadmium red, ultramarine blue, cobalt blue, amber, titanium black, synthetic iron black, carbon black, and the like can be given.

[0109] For example, in the case of forming a pattern of a light-shielding layer on a substrate of a color filter in the form of a color material dispersion liquid of the present application and a colored curable composition described below, a black pigment having high light-shielding property is incorporated in the ink. As the black pigment having high light-shielding property, for example, an inorganic pigment such as carbon black, ferric oxide, or an organic pigment such as cyanine black can be used.

[0110] As the salt-forming compound of a dye, a compound in which a dye forms a salt with a counter ion can be given, for example, a salt-forming compound of a basic dye with an acid, a salt-forming compound of an acid dye with a base, and a lake pigment in which a dye soluble in a solvent is made insoluble in the solvent using a known lake-making (salt-making) method.

[0111] In the present application, by using a color material containing at least one selected from a dye and a salt-forming compound of a dye in combination with the above-mentioned dispersant of the present application, the dispersibility and dispersion stability of the color material can be improved.

[0112] As the above-mentioned dye, an appropriate one can be selected from previously known dyes. As such a dye, for example, azo dyes, metal complex azo dyes, anthraquinone dyes, triphenylmethane dyes, xanthene dyes, coumarin dyes, cyanine dyes, naphthoquinone dyes, quinonimine dyes, methine dyes, phthalocyanine dyes, and the like can be given.

[0113] Note that, as the standard, as long as the amount of the dye dissolved is 10 mg or less with respect to 10 g of the solvent (or mixed solvent), it can be determined that the dye is dispersible in the solvent (or mixed solvent).

[0114] Among them, in the case where the color material contains at least one selected from the group consisting of a pyrrolopyrrolodione pigment, an anthraquinone pigment, a quinophthalone pigment, a copper phthalocyanine pigment, a zinc phthalocyanine pigment, an aluminum phthalocyanine pigment, a dioxazine pigment, an azomethine-based pigment, a zinc phthalocyanine dye, a triarylmethane dye, a quinophthalone dye, a coumarin dye, a phthalocyanine dye, and a salt-forming compound of these dyes, by using the above-mentioned dispersant, a colored layer having high brightness can be formed, and in this respect, it is preferable. Further, as the above-mentioned color material, among them, it is preferable to contain at least one selected from the group consisting of a pyrrolopyrrolodione pigment, a quinophthalone pigment, a copper phthalocyanine pigment, a zinc phthalocyanine pigment, a dioxazine pigment, a zinc phthalocyanine dye, a triarylmethane dye, a quinophthalone dye, and a salt-forming compound of these dyes.

[0115] As the pyrrolopyrrolodione pigments, for example, C.I. Pigment Red 254, 255, 264, 272, 291, and a pyrrolopyrrolodione pigment represented by the following general formula (i) can be exemplified, wherein at least one of the pyrrolopyrrolodione pigments is preferably selected from the group consisting of C.I. Pigment Red 254, 272, 291, and a pyrrolopyrrolodione pigment represented by the following general formula (i) in which R 41 and R 42 are each 4-bromophenyl.

[0116] [Chemical Formula 4]

[0117] General Formula (i)

[0118]

[0119] (in the general formula (i), R 41 and R 42 are each independently 4-chlorophenyl or 4-bromophenyl.)

[0120] As the anthraquinone pigments, for example, C.I. Pigment Red 177 and the like can be exemplified.

[0121] As the quinophthalone pigments, for example, C.I. Pigment Yellow 138, 231 and the like can be exemplified.

[0122] As the copper phthalocyanine pigments, for example, C.I. Pigment Blue 15, 15: 1, 15:2, 15:3, 15:4, 15:5, 15:6, C.I. Pigment Green 7, 36 and the like can be exemplified, wherein C.I. Pigment Blue 15:6 is preferred.

[0123] As the zinc phthalocyanine pigments, for example, C.I. Pigment Green 58, 59 and the like can be exemplified.

[0124] As the aluminum phthalocyanine pigments, for example, C.I. Pigment Green 62, 63 and the like can be exemplified.

[0125] As the dioxazine pigments, for example, C.I. Pigment Violet 23 and the like can be exemplified.

[0126] As the azomethine pigments, for example, C.I. Pigment Yellow 150 and the like can be exemplified.

[0127] As the quinophthalone dyes, for example, C.I. Disperse Yellow 54, 64, 67, 134, 149, 160, C.I. Solvent Yellow 114, 157 and the like can be exemplified, wherein C.I. Disperse Yellow 54 is preferred.

[0128] As the triarylmethane dyes, for example, C.I. Basic Red 9, C.I. Basic Blue 1, 7 and the like can be exemplified.

[0129] As phthalocyanine dyes, for example, C.I. Basic Blue 140, and zinc phthalocyanine dye in which the central metal of C.I. Basic Blue 140 is replaced with zinc can be exemplified.

[0130] In addition, in terms of brightness, a color material represented by General Formula (A) described below can be suitably used in combination with the dispersant of the present application.

[0131] [Chemical Formula 5]

[0132] General Formula (A)

[0133]

[0134] (In General Formula (A), A is an a-valent organic group having no π bond with a carbon atom directly bonded to N, and the organic group represents an aliphatic hydrocarbon group having at least a saturated aliphatic hydrocarbon group at the terminal directly bonded to N, or an aromatic group having the aliphatic hydrocarbon group, and can contain a hetero atom in the carbon chain. B c- represents a c-valent polyacid anion. R i ~R v each independently represents a hydrogen atom, an alkyl group which can have a substituent, or an aryl group which can have a substituent, R ii and R iii , R iv and R v may be bonded to form a ring structure. R vi and R vii each independently represents an alkyl group which can have a substituent, an alkoxy group which can have a substituent, a halogen atom, or a cyano group. Ar 1 represents a divalent aromatic group which can have a substituent. There are a plurality of R i ~R vii and Ar 1 each can be the same or different.

[0135] a and c represent an integer of 2 or more, and b and d represent an integer of 1 or more. e is 0 or 1, and when e is 0, the bond is not present. f and g represent an integer of 0 or more and 4 or less, and f+e and g+e are 0 or more and 4 or less. There are a plurality of e, f, and g, each of which can be the same or different.

[0136] The explanation of each symbol of the color material represented by General Formula (A) described above can be referred to the explanation of the symbols corresponding to General Formula (I) described in International Publication No. 2018 / 003706. The examples of the partial structure, other structures of the color material represented by General Formula (A) described above can be exemplified by the structures described in International Publication No. 2018 / 003706, International Publication No. 2012 / 144521, and the like.

[0137] As the color material used in the present application, at least one selected from the group consisting of C.I. Pigment Red 177, 254, 291, C.I. Pigment Yellow 138, 150, 231, C.I. Pigment Blue 15:6, C.I. Pigment Green 58, 59, 62, 63, C.I. Pigment Violet 23, and the color material represented by the above general formula (A) is preferable in terms of being able to form a colored layer having high luminance and a high color gamut.

[0138] As the average primary particle diameter of the color material used in the present application, in the case of forming a colored layer of a color filter, any particular limitation is not imposed as long as the desired color development is achieved, and it differs depending on the type of the color material used, and it is preferably in the range of 10 to 100 nm, and more preferably in the range of 15 to 60 nm. By making the average primary particle diameter of the color material in the above range, a display device having a color filter produced using the color material dispersion liquid of the present application can be made to be high in luminance, high in contrast, and high in quality.

[0139] In addition, the average dispersed particle diameter of the color material in the color material dispersion liquid differs depending on the type of the color material used, and it is preferably in the range of 10 to 100 nm, and more preferably in the range of 15 to 60 nm.

[0140] The average dispersed particle diameter of the color material in the color material dispersion liquid is the dispersed particle diameter of the color material particles dispersed in a dispersion medium containing at least a solvent, and it is measured by a laser scattering particle size distribution meter. As the measurement of the particle diameter using a laser scattering particle size distribution meter, the color material dispersion liquid can be appropriately diluted (for example, 1000 times or the like) to a concentration that can be measured by a laser scattering particle size distribution meter using the solvent used in the color material dispersion liquid, and a laser scattering particle size distribution meter (for example, Nanotrac Particle Size Distribution Measuring Device UPA-EX150 manufactured by Nikkiso Co., Ltd.) is used to measure by a dynamic light scattering method at 23°C. The average dispersed particle diameter here is a volume average particle diameter.

[0141] The color material used in the present application can be produced by a known method such as a recrystallization method, a solvent salt milling method, or the like. In addition, a commercially available color material can also be used after being micronized.

[0142] In the color material dispersion liquid of the present application, the content of the color material is not particularly limited. The content of the color material is, for example, preferably in the range of 5% by mass to 80% by mass, and more preferably in the range of 8% by mass to 70% by mass, with respect to the total amount of solid components in the color material dispersion liquid, in terms of dispersibility and dispersion stability.

[0143] Especially in the case of forming a coating film or a colored layer having a high color material concentration, the content of the color material is, for example, preferably in the range of 30% by mass to 80% by mass, and more preferably in the range of 40% by mass to 75% by mass, with respect to the total amount of solid components in the color material dispersion liquid.

[0144] The color material can be used alone or in combination of two or more. In the case of combination of two or more, the total content is preferably within the above range.

[0145] Note that, in the present application, the solid component is the total component other than the above solvent, and also includes monomers and the like dissolved in the solvent.

[0146] <Modified color material>

[0147] The modified color material of the present application contains a color material, a nitrogen-containing basic compound having a pKa of 11.5 or more, and an acid group-containing compound having a pKa of 4.0 or less, and contains 0.1 to 30.0 parts by mass of the above nitrogen-containing basic compound having a pKa of 11.5 or more and the above acid group-containing compound having a pKa of 4.0 or less, respectively, with respect to 100 parts by mass of the above color material.

[0148] The modified color material of the present application is modified by the acid-base interaction, the π-π interaction, the hydrogen bonding, or the like, between the nitrogen-containing basic compound having a pKa of 11.5 or more and the acid group-containing compound having a pKa of 4.0 or less, and the color material, and thus the stability of the color material is improved, and the heat resistance is improved.

[0149] In addition, since the above nitrogen-containing basic compound having a pKa of 11.5 or more and the above acid group-containing compound having a pKa of 4.0 or less contained in the modified color material of the present application can each be selected from a compound having a transmittance of 90% or more in the wavelength range of 400 nm to 700 nm, without having a colored skeleton like a pigment derivative, the coloring is very small, and the brightness is not reduced by the addition, and thus the modified color material is easily high in brightness.

[0150] The color material, the nitrogen-containing basic compound having a pKa of 11.5 or more, and the acid group-containing compound having a pKa of 4.0 or less used in the modified color material of the present application can each be the same as described above, and thus the description is omitted here.

[0151] The modified colorant of the present application contains 0.1 to 30.0 parts by mass of the nitrogen-containing basic compound having a pKa of 11.5 or more and the acid group-containing compound having a pKa of 4.0 or less, respectively, per 100 parts by mass of the colorant 100. In terms of the effect of improving the heat resistance, the modified colorant of the present application preferably contains 0.1 parts by mass or more of the nitrogen-containing basic compound having a pKa of 11.5 or more and the acid group-containing compound having a pKa of 4.0 or less, respectively, per 100 parts by mass of the colorant 100, and more preferably contains 1.0 parts by mass or more. On the other hand, in terms of the coloring power, the modified colorant of the present application preferably contains 20 parts by mass or less of the nitrogen-containing basic compound having a pKa of 11.5 or more and the acid group-containing compound having a pKa of 4.0 or less, respectively, per 100 parts by mass of the colorant 100, and more preferably contains 10 parts by mass or less.

[0152] Note that the nitrogen-containing basic compound having a pKa of 11.5 or more and the acid group-containing compound having a pKa of 4.0 or less can be used individually in the modified colorant, or two or more thereof can be used in combination. In the case of using two or more thereof in combination, the total content thereof is preferably within the above range.

[0153] In the modified colorant of the present application, at least a part of the nitrogen-containing basic compound having a pKa of 11.5 or more and at least a part of the acid group-containing compound having a pKa of 4.0 or more form a salt. This is preferable in terms of the mutual improvement of the heat resistance of the nitrogen-containing basic compound having a pKa of 11.5 or more and the acid group-containing compound having a pKa of 4.0 or less, and the improvement of the heat resistance of the colorant.

[0154] As a method for producing the modified colorant of the present application, for example, a method in which the nitrogen-containing basic compound having a pKa of 11.5 or more, the acid group-containing compound having a pKa of 4.0 or less, and the colorant are mixed and then dry-pulverized can be exemplified. In this case, as the dry-pulverizer, a ball mill, a vibration mill, a mortar, or the like can be used, and the pulverization temperature can be freely set to 20 to 130°C.

[0155] In addition, as a method for producing the modified colorant of the present application, a method in which the nitrogen-containing basic compound having a pKa of 11.5 or more, the acid group-containing compound having a pKa of 4.0 or less, the colorant, a water-soluble inorganic salt such as sodium chloride, calcium chloride, or ammonium sulfate, and a water-soluble organic solvent such as a glycol-based organic solvent are mixed and then kneaded by a kneader-type grinder using a solvent salt milling method can be exemplified.

[0156] Further, as a method for producing the modified color material of the present application, there can be mentioned a method in which the above nitrogen-containing basic compound having a pKa of 11.5 or more, the above acid group-containing compound having a pKa of 4.0 or less, and a dye are mixed in a solvent to dissolve them, and then dried, and then pulverized by various methods.

[0157] Further, as a method for producing the modified color material of the present application, there can be mentioned a method in which the above nitrogen-containing basic compound having a pKa of 11.5 or more, the above acid group-containing compound having a pKa of 4.0 or less, and a dye are mixed in a solvent to dissolve them, and then dried, and then pulverized by various methods.

[0158] The average primary particle diameter of the modified color material of the present application is not particularly limited as long as the desired color development is achieved, and varies depending on the kind of the color material used, and in the case where the modified color material is a pigment, it is preferably in the range of 10 to 100 nm, and more preferably 15 to 60 nm. By making the average primary particle diameter of the color material in the above range, the colored layer produced using the modified color material of the present application can be made to be high in brightness and high in quality.

[0159] The average primary particle diameter indicates the volume distribution median particle diameter (D50). The particle diameter of the modified color material can be measured by installing a dedicated bright field STEM sample stage and selecting a detector on a field emission type scanning electron microscope (S-4800) manufactured by Hitachi High-Technologies Corporation, and using it as a scanning transmission electron microscope (hereinafter abbreviated as "STEM"), taking a STEM photograph at 200,000 times, introducing it into the following software, arbitrarily selecting 100 pigments on the photograph, measuring the diameter (diameter length) of each, and calculating the 50% cumulative particle diameter in volume based on the volume-based distribution.

[0160] The measurement sample for STEM is prepared by mixing the modified color material with toluene, and dropping it onto a screen to which a nitrocellulose membrane is attached. Further, in calculating the volume-based particle diameter distribution and the volume distribution median particle diameter (D50) from the STEM photograph, it can be measured by using the image analysis type particle size distribution measurement software "Mac-View Ver. 4" manufactured by Mountech Corporation.

[0161] It should be noted that the modified colorant of the present invention contains a colorant, a nitrogen-containing basic compound with a pKa of 11.5 or higher, and a compound containing an acidic group with a pKa of 4.0 or lower, and their ratios can be analyzed, for example, by mass spectrometry, elemental analysis, surface analysis, potentiometric titration, and appropriate combinations thereof. More specifically, for example, the modified colorant can be cleaned using alcohol solvents such as methanol, ethanol, and isopropanol, or solvents such as N-methylpyrrolidone, and then the cleaned colorant can be analyzed by mass spectrometry to detect peaks originating from the structure of the nitrogen-containing basic compound with a pKa of 11.5 or higher or the compound containing an acidic group with a pKa of 4.0 or lower, and thus confirm the composition.

[0162] <Dispersant>

[0163] In this invention, a polymer having the structural unit represented by the above general formula (I) and having an amine value of less than 10 mg KOH / g before salt formation can be used as a dispersant.

[0164] Polymers having the structural units represented by the above general formula (I) and having an amine value of less than 10 mg KOH / g before salt formation can be salt-type polymers in which at least a portion of the acidic groups contained in the general formula (I) form a salt with a basic compound. The basic compound that forms a salt with at least a portion of the acidic groups in the salt-type polymer can be a nitrogen-containing basic compound with a pKa of 11.5 or higher, or it can include a basic compound different from the nitrogen-containing basic compound with a pKa of 11.5 or higher.

[0165] [Polymers having structural units represented by the general formula (I) above]

[0166] (Structural unit represented by general formula (I))

[0167] In general formula (I), R 1 A represents a hydrogen atom or a methyl group, A represents a directly bonded or divalent linked group, and Q represents an acidic group.

[0168] In A, examples of divalent linking groups include straight-chain, branched, or cyclic saturated or unsaturated aliphatic hydrocarbon groups, straight-chain, branched, or cyclic saturated or unsaturated aliphatic hydrocarbon groups with hydroxyl groups, aromatic hydrocarbon groups, -CONH- groups, -COO- groups, -NHCOO- groups, ether groups (-O- groups), thioether groups (-S- groups), and combinations thereof. It should be noted that in this invention, the orientation of the bonds in the divalent linking group is arbitrary. That is, when the divalent linking group contains -CONH-, it can be that -CO is on the carbon atom side of the main chain and -NH is on the nitrogen atom side of the side chain, or conversely, -NH is on the carbon atom side of the main chain and -CO is on the nitrogen atom side of the side chain.

[0169] As the above-mentioned aliphatic hydrocarbon group, specifically, for example, straight-chain alkylene groups such as methylene, dimethylene (ethylene), trimethylene, tetramethylene, pentamethylene, hexamethylene, octamethylene, decamethylene, branched-chain alkylene groups such as methylmethylene, methylethylene, 1-methylpentylene, 1,4-dimethyltetramethylene, cyclic alkylene groups such as cyclopentylene, cyclohexylene, and the like can be exemplified.

[0170] As the above-mentioned aliphatic hydrocarbon group, specifically, for example, straight-chain alkylene groups such as methylene, dimethylene (ethylene), trimethylene, tetramethylene, pentamethylene, hexamethylene, octamethylene, decamethylene, branched-chain alkylene groups such as methylmethylene, methylethylene, 1-methylpentylene, 1,4-dimethyltetramethylene, cyclic alkylene groups such as cyclopentylene, cyclohexylene, and the like can be exemplified.

[0171] As the above-mentioned aromatic hydrocarbon group, specifically, for example, phenylene, naphthylene, and the like can be exemplified.

[0172] Among them, from the viewpoint of dispersibility, A in General Formula (I) is preferably a divalent linking group including at least one of a -CONH- group and a -COO- group, and more preferably a divalent linking group including at least one of a -CONH- group and a -COO- group and an aliphatic hydrocarbon group having 1 to 12 carbon atoms which can contain an oxygen atom.

[0173] As the acidic group represented by Q, for example, a carboxyl group (-COOH), a sulfonic acid group (SO3H), a phosphonic acid group (-P(=O)(OH)2), a phosphoric acid group (-O-P(=O)(OH)2), and the like can be exemplified.

[0174] As the acidic group represented by Q, from the viewpoint of dispersibility, at least one selected from the group consisting of a carboxyl group (-COOH), a sulfonic acid group (SO3H), and a phosphoric acid group (-O-P(=O)(OH)2) is preferred.

[0175] As the phosphoric acid group-containing olefinically unsaturated monomer, for example, acid phosphoxy 2-(meth)acryloyloxyethyl phosphate, acid phosphoxy polyoxyethylene glycol mono(meth)acrylate, and the like can be exemplified.

[0176] As the sulfonic acid group-containing olefinically unsaturated monomer, for example, (meth)acryloyloxyethyl sulfonic acid, 2-(meth)acrylamido-2-methylpropane sulfonic acid, and the like can be exemplified.

[0177] As the acidic group represented by Q, from the viewpoint of brightness, a carboxyl group is preferred, and preferably the structural unit represented by General Formula (I) above contains a structural unit represented by General Formula (II) below.

[0178] [Chemical Formula 6]

[0179]

[0180] (In General Formula (II), R1 represents a hydrogen atom or a methyl group, and A represents a direct bond or a divalent linking group.

[0181] R in the above general formula (II) 1 and A can be the same as those in the above general formula (I).

[0182] As the structural unit represented by the above general formula (II), for example, a structural unit derived from a (meth)acrylic acid, a structural unit derived from a vinylbenzoic acid, a structural unit derived from a (meth)acrylate, and the like can be exemplified.

[0183] As the above general formula (II), at least one selected from the group consisting of a structural unit represented by the following general formula (II-1) and a structural unit represented by the following general formula (II-2) is preferable in terms of dispersibility and dispersion stability.

[0184] Among them, a structural unit represented by the following general formula (II-1) and a structural unit represented by the following general formula (II-2) are preferable in terms of dispersibility and dispersion stability, solvent redissolvability, and brightness improvement.

[0185] [Chemical Formula 7]

[0186]

[0187] (in the general formula (II-1), R 1 represents a hydrogen atom or a methyl group,

[0188] (in the general formula (II-2), R 1 represents a hydrogen atom or a methyl group, R 2 represents an aliphatic hydrocarbon group which can contain an oxygen atom, and R 3 represents a hydrocarbon group.

[0189] The structural unit represented by the general formula (II-1) is a structural unit derived from a (meth)acrylic acid.

[0190] (in the general formula (II-2), R 2 represents an aliphatic hydrocarbon group which can contain an oxygen atom.

[0191] As the aliphatic hydrocarbon group in R 2 , the same as described above can be exemplified.

[0192] R 2The aliphatic hydrocarbon group containing an oxygen atom has a structure in which a carbon atom in the above aliphatic hydrocarbon group is substituted with an oxygen atom, or a structure in which a hydrogen atom in the above aliphatic hydrocarbon group is substituted with a substituent containing an oxygen atom. As the aliphatic hydrocarbon group which can contain an oxygen atom, for example, a structure including a -0-, -COO-, -OCO-, or the like linking group in the carbon chain of the hydrocarbon group can be exemplified. As the aliphatic hydrocarbon group containing an oxygen atom, specifically, for example, the following can be exemplified: -R 20 -(O-R 21 )s- (here, R 20 and R 21 each independently represent an aliphatic hydrocarbon group, and s represents a number of 1 to 80.), -R 22 -(OCO-R 23 )t- (here, R 22 and R 23 each independently represent an aliphatic hydrocarbon group, and t represents a number of 1 to 40.). 20 , R 21 , R 22 , and R 23 The aliphatic hydrocarbon group of R 20 is preferably an alkylene group having a carbon number of 1 to 20, and R 21 is preferably an alkylene group having a carbon number of 1 to 20, s is preferably a number of 1 to 40, further preferably a number of 2 to 25, and still further more preferably a number of 2 to 10. In addition, from the aspect of dispersion stability, R 22 is preferably an alkylene group having a carbon number of 1 to 20, and R 23 is preferably an alkylene group having a carbon number of 1 to 20, t is preferably a number of 1 to 30, further preferably a number of 1 to 20, and still further more preferably a number of 1 to 10.

[0193] R 20 and R 22 are each independently preferably an alkylene group having a carbon number of 1 to 12, and more preferably an alkylene group having a carbon number of 2 to 8.

[0194] R 21 is preferably an alkylene group having a carbon number of 2 to 8, and more preferably an ethylene group or a propylene group.

[0195] R 23 is preferably an alkylene group having a carbon number of 2 to 8, and more preferably an alkylene group having a carbon number of 3 to 7.

[0196] In addition, as the substituent containing an oxygen atom, for example, a hydroxyl group, an alkoxy group, or the like can be exemplified.

[0197] In the structural unit represented by General Formula (II-2), R 2Regarding solvent resolubility, it can be an aliphatic hydrocarbon group or an aliphatic hydrocarbon group with 1 to 20 carbon atoms.

[0198] In the structural unit represented by general formula (II-2), R 3 Indicates a hydrocarbon group. As R... 3 Examples of hydrocarbon groups in this context include aliphatic hydrocarbon groups, aromatic hydrocarbon groups, and combinations thereof. Aliphatic hydrocarbon groups and aromatic hydrocarbon groups can be the same as those mentioned above.

[0199] As R 3 The number of carbon atoms in the hydrocarbon group can be 1 to 20, and in terms of dispersion stability, it is preferably 1 to 16, more preferably 2 to 12, and even more preferably 2 to 6.

[0200] The structural unit represented by general formula (II-2) can be derived, for example, from monomers that are addition reactants of (meth)acrylates with dicarboxylic acids or dicarboxylic anhydrides having hydroxyl groups.

[0201] Examples of (meth)acrylates having hydroxyl groups include: 2-hydroxyethyl (meth)acrylate, 2-hydroxypropyl (meth)acrylate, 2-hydroxybutyl (meth)acrylate, 4-hydroxybutyl (meth)acrylate, 6-hydroxyhexyl (meth)acrylate, polyethylene glycol mono(meth)acrylate, polypropylene glycol mono(meth)acrylate, and ε-caprolactone modified with unsaturated fatty acid hydroxyalkyl esters.

[0202] Examples of aliphatic dicarboxylic acids or aliphatic dicarboxylic anhydrides include: malonic acid, succinic acid, glutaric acid, adipic acid, 1,6-adipic acid, hexahydrophthalic acid, succinic anhydride, adipic anhydride, hexahydrophthalic anhydride, and maleic anhydride. Examples of aromatic dicarboxylic acids or aromatic dicarboxylic anhydrides include: terephthalic acid, isophthalic acid, phthalic acid, 2,6-naphthalenedicarboxylic acid, 2,7-naphthalenedicarboxylic acid, biphenyl dicarboxylic acid, 4,4′-dicarboxylic diphenyl ether, phthalic anhydride, and naphthalenedicarboxylic anhydride.

[0203] The pKa of the monomer from which the structural unit represented by general formula (I) is derived is preferably 3.0 or more and less than 6.0, more preferably 3.5 or more and less than 5.0. Furthermore, the pKa of the monomer from which the structural unit represented by general formula (I) is preferably higher than the pKa of the compound containing an acidic group whose pKa is 4.0 or less.

[0204] A structural unit having a strong acid group with a pKa of less than 3.0 is likely to take away a nitrogen-containing basic compound having a pKa of 11.5 or more from an acid group-containing compound having a pKa of 4.0 or less by salt exchange, and can become a hindering factor for salt formation of the acid group-containing compound having a pKa of 4.0 or less and the nitrogen-containing basic compound having a pKa of 11.5 or more, as a result, there is a possibility that sufficient heat resistance and improvement in brightness cannot be obtained. If the pKa of the structural unit represented by General Formula (I) is higher than that of the acid group-containing compound having a pKa of 4.0 or less used in combination, it becomes difficult to take away the nitrogen-containing basic compound having a pKa of 11.5 or more from the acid group-containing compound having a pKa of 4.0 or less by salt exchange, and sufficient heat resistance and improvement in brightness are easily obtained.

[0205] In the polymer, the structural unit represented by General Formula (I) can include one, or two or more structural units. In the case where the structural unit represented by General Formula (I) includes two or more structural units, the pKa of the monomer from which the structural unit represented by General Formula (I) is derived is preferably 3.0 or more and less than 6.0, more preferably 3.5 or more and less than 5.0, in all of the structural units represented by General Formula (I).

[0206] The polymer having the structural unit represented by General Formula (I) described above is preferably a copolymer, more preferably at least one of a graft copolymer having the structural unit represented by General Formula (I) described above and a block copolymer having an A block including the structural unit represented by General Formula (I) described above, in terms of dispersibility and dispersion stability.

[0207] {Graft Copolymer}

[0208] The graft copolymer used in the present application is preferably a copolymer having a main chain having the structural unit represented by General Formula (I) described above functioning as an adsorption site for a color material, and a side chain having a graft polymer chain functioning as a solvent affinity site.

[0209] {Structural Unit Having Graft Polymer Chain}

[0210] The graft copolymer described above has a graft polymer chain functioning as a solvent affinity site in a side chain.

[0211] As a standard, the solubility at 23°C of the polymer chain described above with respect to the solvent used in combination is preferably 20 (g / 100 g of solvent) or more.

[0212] The solubility of the polymer chain can be used as a criterion for the raw material from which the polymer chain is introduced when the graft copolymer is prepared. For example, in order to introduce the polymer chain into the graft copolymer, in the case where a polymerizable oligomer (macromonomer) containing the polymer chain and a group having an ethylenically unsaturated double bond at the terminal thereof is used, the polymerizable oligomer can have the above-mentioned solubility. In addition, in the case where the polymer chain is introduced by forming a copolymer using a monomer containing a group having an ethylenically unsaturated double bond and then using a polymer chain containing a reactive group capable of reacting with the reactive group contained in the copolymer, the polymer chain containing the reactive group can have the above-mentioned solubility.

[0213] The graft copolymer used in the present application preferably has a structural unit represented by the following general formula (III) which has the structural unit represented by the above-mentioned general formula (I) that functions as an adsorption site for a color material in the main chain and further has a polymer chain that functions as a solvent affinity site in the side chain.

[0214] [Chem. 8]

[0215]

[0216] (In the general formula (III), R 1″ represents a hydrogen atom or a methyl group, A 1 represents a direct bond or a divalent linking group, and Polymer represents a polymer chain.)

[0217] In the above-mentioned general formula (III), A 1 is a direct bond or a divalent linking group. As the divalent linking group in A 1 , there is no particular limitation as long as it can link a carbon atom derived from an ethylenically unsaturated double bond to the polymer chain. As the divalent linking group, the same as A in the general formula (I) can be used.

[0218] Among them, from the aspects of dispersibility and dispersion stability, A 1 in the general formula (III) is preferably a divalent linking group containing a -CONH- group or a -COO- group, and more preferably a divalent linking group containing a -CONH- group or a -COO- group and an aliphatic hydrocarbon group having 1 to 12 carbon atoms which can contain an oxygen atom.

[0219] The above-mentioned polymer chain preferably contains at least one structural unit represented by the following general formula (IV) from the aspects of dispersibility and dispersion stability of the color material.

[0220] [Chem. 9]

[0221]

[0222] (In the general formula (IV), R 11is a hydrogen atom or a methyl group, A 2 is a divalent linking group, R 4 is a hydrocarbon group which can have a substituent and can contain a hetero atom.

[0223] in General Formula (IV), A 2 is a divalent linking group. As the divalent linking group in A 2 in General Formula (IV), the same as the divalent linking group in A 1 in General Formula (IV) can be exemplified.

[0224] in General Formula (IV) is preferably a divalent linking group containing a -CONH- group or a -COO- group, and more preferably a -CONH- group or a -COO- group, in terms of dispersibility and dispersion stability of the color material. 2

[0225] R 4 in General Formula (IV) is a hydrocarbon group which can contain a hetero atom. As the hydrocarbon group which can contain a hetero atom in R

[0226] The above-mentioned alkyl group having a carbon number of 1 to 18 can be any one of a linear shape, a branched shape, and a cyclic shape, and can be exemplified by a methyl group, an ethyl group, a n-propyl group, an i-propyl group, a n-butyl group, a n-nonyl group, a n-lauryl group, a n-stearyl group, a cyclopentyl group, a cyclohexyl group, a menthyl group, an isomenthyl group, a dicyclopentyl group, an adamantyl group, an adamantyl group substituted with a lower alkyl group, and the like. The carbon number of the alkyl group is preferably 1 to 12, and further preferably 1 to 6.

[0227] The above-mentioned alkenyl group having a carbon number of 2 to 18 can be any one of a linear shape, a branched shape, and a cyclic shape. As such an alkenyl group, a vinyl group, an allyl group, a propenyl group, and the like can be exemplified. The position of the double bond of the alkenyl group is not limited, and in terms of reactivity of the obtained polymer, it is preferable that the double bond is located at the terminal of the alkenyl group. The carbon number of the alkenyl group is preferably 2 to 12, and further preferably 2 to 8.

[0228] As the aryl group, a phenyl group, a biphenyl group, a naphthyl group, a tolyl group, a xylyl group, and the like can be exemplified. The carbon number of the aryl group is preferably 6 to 24, and further preferably 6 to 12.

[0229] Further, as the aralkyl group, a benzyl group, a phenethyl group, a naphthylmethyl group, a biphenylmethyl group, and the like can be exemplified, and further can have a substituent. The carbon number of the aralkyl group is preferably 7 to 20, and further preferably 7 to 14.

[0230] Further, a linear alkyl group or a branched alkyl group having a carbon number of 1 to 30 as a substituent can be bonded to the aromatic ring of the above-mentioned aryl group, alkyl group, and the like.

[0231] As R 4 ​In the hydrocarbon group, one or more selected from the group consisting of an alkyl group having a carbon number of 1 to 18, an aryl group having a carbon number of 6 to 12 which can be substituted with an alkyl group, and an arylalkyl group having a carbon number of 7 to 14 which can be substituted with an alkyl group are preferable in terms of dispersibility and dispersion stability, and one or more selected from the group consisting of a methyl group, an ethyl group, an n-propyl group, an iso-propyl group, an n-butyl group, an n-nonyl group, an n-lauryl group, an n-stearyl group, a phenyl group which can be substituted with an alkyl group, and a benzyl group are preferable.

[0232] R 4 The heteroatom-containing hydrocarbon group has a structure in which a carbon atom in the above hydrocarbon group is substituted with a heteroatom, or a structure in which a hydrogen atom in the above hydrocarbon group is substituted with a substituent containing a heteroatom. As the heteroatom which the hydrocarbon group can contain, for example, an oxygen atom, a nitrogen atom, a sulfur atom, a silicon atom, and the like can be exemplified. As the hydrocarbon group which can contain a heteroatom, for example, a structure in which a -CO-, -COO-, -OCO-, -O-, -S-, -CO-S-, -S-CO-, -O-CO-O-, -CO-NH-, -NH-CO-, -OCO-NH=, -NH-COO-, -NH-CO-NH-, -NH-O-, -O-NH-, or the like linking group is included in the carbon chain of the hydrocarbon group can be exemplified.

[0233] In addition, the hydrocarbon group can have a substituent within a range not impeding the dispersibility and the like of the above graft copolymer, and as the substituent, for example, a halogen atom, a hydroxyl group, a carboxyl group, an alkoxy group, a nitro group, a cyano group, an epoxy group, an isocyanate group, a thiol group, and the like can be exemplified.

[0234] In addition, as the hydrocarbon group which can contain a heteroatom in the R 4 , a structure in which an alkyl group which can contain a heteroatom is added to an end of the hydrocarbon group via a linking group containing a heteroatom and a polymerizable group such as an alkenyl group can be exemplified. For example, the structural unit represented by General Formula (IV) can be a structure obtained by reacting a structural unit derived from a (meth)acrylic acid with glycidyl (meth)acrylate. That is, the -A 2 -R 4 in General Formula (IV) can be a structure represented by -COO-CH2CH(OH)CH2-OCO-CR=CH2 (here, R is a hydrogen atom or a methyl group). In addition, the structural unit represented by General Formula (IV) can also be a structure obtained by reacting a structural unit derived from a hydroxyalkyl (meth)acrylate with 2-isocyanatoalkyl (meth)acrylate. That is, the R 4 in General Formula (IV) can be a structure represented by -R'-OCONH-R"-OCO-CR=CH2 (here, R' and R" are each independently an alkylene group, and R is a hydrogen atom or a methyl group).

[0235] As the monomer from which the structural unit represented by General Formula (IV) is derived, for example, one having a structural unit derived from (meth)acrylic acid methyl ester, (meth)acrylic acid ethyl ester, (meth)acrylic acid isopropyl ester, (meth)acrylic acid n-butyl ester, (meth)acrylic acid isobutyl ester, (meth)acrylic acid t-butyl ester, (meth)acrylic acid 2-ethylhexyl ester, (meth)acrylic acid 2-ethoxyethyl ester, (meth)acrylic acid cyclohexyl ester, (meth)acrylic acid benzyl ester, (meth)acrylic acid phenyl ester, (meth)acrylic acid isobornyl ester, (meth)acrylic acid dicyclopentyl ester, (meth)acrylic acid adamantyl ester, (meth)acrylic acid, 2-methacryloyloxyethyl succinate, (meth)acrylic acid 2-hydroxyethyl ester, (meth)acrylic acid 2-hydroxypropyl ester, (meth)acrylic acid 2-hydroxybutyl ester, (meth)acrylic acid 4-hydroxybutyl ester, (meth)acrylic acid 2-hydroxy-3-phenoxypropyl ester, (meth)acrylic acid phenoxyethyl ester, methoxypolyethylene glycol (meth)acrylate and polyethylene glycol (meth)acrylate, phenoxyethylene glycol (meth)acrylate, unsaturated fatty acid hydroxyalkyl ester-modified ε-caprolactone, and the like is preferable. However, the present application is not limited to these.

[0236] In the present application, as the R 4 Among these, preferably, one having excellent solubility with respect to the solvent described below is used, and the selection is made appropriately in accordance with the solvent used for the color material dispersion liquid. Specifically, for example, in the case where an ether alcohol acetate-based, ether-based, ester-based, alcohol-based, or the like organic solvent generally used as the solvent for the color material dispersion liquid is used as the solvent described above, methyl, ethyl, isobutyl, n-butyl, 2-ethylhexyl, benzyl, cyclohexyl, dicyclopentyl, hydroxyethyl, phenoxyethyl, adamantyl, methoxypolyethylene glycol, methoxypolypropylene glycol, polyethylene glycol, or the like is preferable.

[0237] In the polymer chain described above, the structural unit represented by General Formula (IV) can be one kind alone, or two or more kinds in combination.

[0238] In terms of the dispersibility and dispersion stability of the color material, the total ratio of the structural unit represented by General Formula (IV) in the polymer chain described above with respect to the total structural units of the polymer chain (100 mass%) can be 100 mass%. In terms of the dispersibility and dispersion stability of the color material, the total ratio of the structural unit represented by General Formula (IV) in the polymer chain described above with respect to the total structural units of the polymer chain is preferably 40 mass% or more, and more preferably 70 mass% or more.

[0239] In addition, the polymer chain of the macromonomer preferably contains at least one structural unit selected from the group consisting of a structural unit represented by the following general formula (V) and a structural unit represented by the following general formula (V') among the structural units represented by the above general formula (IV) in terms of suppression of foreign matter generation, and improvement of substrate adhesion and reduction of development time.

[0240] [Chemical Formula 10]

[0241]

[0242] (in the general formula (V), R 11′ is a hydrogen atom or a methyl group, A 2′ is a divalent linking group, R 5 is an ethylene group or a propylene group, R 6 is a hydrogen atom or a hydrocarbon group, and m represents a number of 2 or more and 80 or less.

[0243] (in the general formula (V'), R 11″ is a hydrogen atom or a methyl group, A 2″ is a divalent linking group, R 7 is an alkylene group having a carbon number of 1 to 10, R 8 is an alkylene group having a carbon number of 3 to 7, R 9 is a hydrogen atom or a hydrocarbon group, and n represents a number of 1 or more and 40 or less.

[0244] (in the structural unit represented by the above general formula (V) and the structural unit represented by the general formula (V'), A 2′ and A 2″ are each independently a divalent linking group. As the divalent linking group in A 2′ and A 2″ , the same as the divalent linking group in the above A 2 may be exemplified.

[0245] (in the structural unit represented by the above general formula (V) and the structural unit represented by the general formula (V'), A 2′ and A 2″ are each independently a divalent linking group containing a -CONH- group or a -COO- group, and more preferably a -CONH- group or a -COO- group in terms of solubility in a solvent used for a color filter application.

[0246] the above m in the above general formula (V) represents the number of repeating units of an oxirane chain or an oxetane chain, and represents a number of 2 or more, and preferably 3 or more, and further preferably 4 or more in terms of substrate adhesion.

[0247] On the other hand, the upper limit value of m is 80 or less, and preferably 50 or less in terms of solubility in a solvent used for a color filter application.

[0248] R 6 is a hydrogen atom, or a hydrocarbon group, as the hydrocarbon group in the above R 6 , for example, an alkyl group having 1 to 18 carbons, an alkenyl group having 2 to 18 carbons, an aryl group, an aralkyl group, an aryl group substituted with an alkyl group, and the like, and combinations thereof.

[0249] As the hydrocarbon group in the above R 6 , the same as the hydrocarbon group in the above R 4 may be exemplified.

[0250] As the hydrocarbon group in the above R 6 , 1 or more selected from the group consisting of an alkyl group having 1 to 18 carbons, an aryl group having 6 to 12 carbons which can be substituted with an alkyl group, and an aralkyl group having 7 to 14 carbons which can be substituted with an alkyl group are preferable in terms of dispersing stability, and 1 or more selected from the group consisting of a methyl group, an ethyl group, an n-propyl group, an iso-propyl group, an n-butyl group, an n-nonyl group, an n-lauryl group, an n-stearyl group, a phenyl group which can be substituted with an alkyl group, and a benzyl group are preferable.

[0251] In the above general formula (V), R 7 is an alkylene group having 1 to 10 carbons, and an alkylene group having 2 to 8 carbons is preferable in terms of solvent redissolution.

[0252] R 8 is an alkylene group having 3 to 7 carbons, and an alkylene group having 3 to 5 carbons, and further an alkylene group having 5 carbons are preferable in terms of substrate adhesion.

[0253] R 9 is a hydrogen atom, or a hydrocarbon group, as the hydrocarbon group in the above R 9 , the same as the hydrocarbon group in the above R 6 may be exemplified.

[0254] The above n in the above general formula (V) represents the number of repeating units of the lactone chain, and represents a number of 1 or more, and 2 or more, and further 3 or more are preferable in terms of substrate adhesion.

[0255] On the other hand, the upper limit value of n is 40 or less, and 20 or less is preferable in terms of solubility in solvents used in color filter applications.

[0256] In the above polymer chain, at least one structural unit selected from the group consisting of the structural unit represented by the above general formula (V) and the structural unit represented by the above general formula (V) can be alone, or two or more can be mixed.

[0257] The total ratio of at least one structural unit selected from the group consisting of the structural unit represented by the above general formula (V) and the structural unit represented by the above general formula (V') in the entire structural units of the polymer chain in the structural unit represented by the above general formula (III) of the graft copolymer is preferably 5% by mass or more, more preferably 10% by mass or more, and further more preferably 15% by mass or more, from the viewpoint of the improvement in the adhesiveness to a substrate and the shortening of the development time. The total ratio of at least one structural unit selected from the group consisting of the structural unit represented by the above general formula (V) and the structural unit represented by the above general formula (V') in the entire structural units of the polymer chain is preferably 90% by mass or less, more preferably 80% by mass or less, and further more preferably 70% by mass or less, from the viewpoint of the solvent redissolvability.

[0258] In the structural unit of the polymer chain in the structural unit represented by the above general formula (III) of the graft copolymer, in addition to the structural unit represented by the above general formula (IV) including at least one structural unit selected from the group consisting of the structural unit represented by the above general formula (V) and the structural unit represented by the above general formula (V'), other structural units can also be included.

[0259] As the other structural units, a structural unit derived from an ethylenically unsaturated monomer which is copolymerizable with the ethylenically unsaturated monomer from which the structural unit represented by the above general formula (IV) is derived, for example, can be exemplified.

[0260] As the monomer from which the other structural units are derived, for example, styrene, α-methylstyrene, vinyl phenyl ether, and the like can be exemplified.

[0261] The total ratio of the other structural units in the polymer chain in the structural unit represented by the above general formula (III) of the graft copolymer is preferably 30% by mass or less, and more preferably 10% by mass or less, from the viewpoint of the effects of the present application.

[0262] Further, the mass average molecular weight Mw of the polymer chain is preferably 2000 or more, more preferably 3000 or more, and further more preferably 4000 or more, and more preferably 15000 or less, and further more preferably 12000 or less, from the viewpoint of the dispersibility and the dispersion stability of the color material.

[0263] By being in the above range, the sufficient steric repulsion effect as a dispersant can be maintained, and the effect obtained by making the specific surface area of the solvent affinity portion of the dispersant large becomes good.

[0264] The mass average molecular weight Mw of the above polymer chain can be measured for the above polymerizable oligomer or the polymer chain containing the above reactive group, as with the dispersant described below.

[0265] Further, the acid value of the above polymer chain is preferably 10 mgKOH / g or less, and further 0 mgKOH / g, in terms of suppression of foreign matter generation and dispersion stability. The acid value here can be measured for the above polymerizable oligomer or the polymer chain containing the above reactive group, as with the acid value of the dispersant described below.

[0266] The above polymer chain can contain the structural unit represented by the above general formula (I) as long as the effect of the present application is not impaired, but the total ratio of the structural units containing an acidic group is preferably 5% by mass or less, and more preferably 0% by mass, relative to the total structural units of the above polymer chain, in terms of dispersion stability.

[0267] Further, the amine value of the above polymer chain is preferably less than 10 mgKOH / g, and further 0 mgKOH / g, in terms of dispersion and dispersion stability. The amine value of the polymer chain here is the mass (mg) of potassium hydroxide equivalent to the amount of hydrochloric acid required for 1 g of the solid content component of the above polymerizable oligomer or the polymer chain containing the above reactive group, and is a value measured by the method described in JIS K 7237:1995.

[0268] The above polymer chain can contain a structural unit containing a nitrogen atom as long as the effect of the present application is not impaired, but the total ratio of the structural units containing a nitrogen atom is preferably 5% by mass or less, and more preferably 0% by mass, relative to the total structural units of the above polymer chain, in terms of dispersion stability.

[0269] In the above graft copolymer, the content ratio of the structural unit represented by the above general formula (I) is preferably 3% by mass or more and 60% by mass or less, more preferably 6% by mass or more and 45% by mass or less, and further preferably 9% by mass or more and 35% by mass or less, relative to the total structural units of the main chain of the graft copolymer. If the content ratio of the structural unit represented by the above general formula (I) in the graft copolymer is within the above range, the ratio of the affinity portion to the color material in the graft copolymer becomes appropriate, and reduction in the solubility to the solvent can be suppressed, so the adsorptivity to the color material becomes good, and excellent dispersion, dispersion stability, and solvent resolubility can be obtained.

[0270] On the other hand, in the above graft copolymer, the total content ratio of the structural unit including the graft polymer chain and the structural unit represented by the above general formula (III) with respect to the total structural units of the main chain of the graft copolymer is preferably 40% by mass or more and 97% by mass or less, more preferably 55% by mass or more and 94% by mass or less, and further preferably 65% by mass or more and 91% by mass or less. If the total content ratio of the structural unit including the graft polymer chain and the structural unit represented by the above general formula (III) in the graft copolymer is within the above range, the ratio of the solvent-affinity portion in the graft copolymer becomes appropriate, sufficient steric hindrance effect as a dispersant can be maintained, and the effect of making the specific surface area of the solvent-affinity portion of the dispersant large becomes good for the above effects.

[0271] Note that the content ratio of the above structural unit is calculated from the amount of the monomer from which the structural unit represented by the above general formula (I) and the structural unit represented by the above general formula (III) and the like are derived, which is added at the time of synthesizing the graft copolymer.

[0272] The above graft copolymer used in the present application can further have other structural units in addition to the structural unit represented by the above general formula (I) and the structural unit represented by the above general formula (III) within a range not impairing the effects of the present application. As the other structural units, an olefinically unsaturated monomer which can be copolymerized with the olefinically unsaturated monomer from which the structural unit represented by the above general formula (I) and the like is derived can be appropriately selected and copolymerized to introduce the other structural units.

[0273] As the other structural units copolymerized with the structural unit represented by the above general formula (I) in the main chain, for example, the structural unit represented by the above general formula (IV), a structural unit containing an acidic group different from the structural unit represented by the above general formula (I), and the like can be exemplified.

[0274] As the monomer from which the structural unit containing an acidic group different from the structural unit represented by the above general formula (I) is derived, for example, maleic acid, a monoalkyl maleate, fumaric acid, itaconic acid, crotonic acid, cinnamic acid, and the like can be exemplified.

[0275] In the above graft copolymer, the total content ratio of the other structural units copolymerized in the main chain with respect to the total structural units of the main chain of the graft copolymer is preferably 40% by mass or less, more preferably 20% by mass or less, and can be 0% by mass.

[0276] (Method for producing graft copolymer)

[0277] In the present application, as the method for producing the graft copolymer described above, any method can be used as long as it is a method that can produce a graft copolymer having a structural unit represented by the general formula (I) described above, and is not particularly limited. In the case of producing a graft copolymer having a structural unit represented by the general formula (I) described above, for example, a method in which a monomer represented by the general formula (Ia) described below and a polymerizable oligomer (macromonomer) containing a polymer chain and a group having an ethylenically unsaturated double bond at the terminal thereof are used as copolymerization components to copolymerize them, thereby producing a graft copolymer can be exemplified.

[0278] If necessary, other monomers can be further used, and a graft copolymer can be produced using a publicly known polymerization method.

[0279] [Chemical Formula 11]

[0280]

[0281] (In the general formula (Ia), R 1 , A and Q are the same as those in the general formula (I).

[0282] In addition, in the case of producing a graft copolymer having a structural unit represented by the general formula (I) described above, a copolymer can be formed by addition polymerization of a monomer represented by the general formula (Ia) described above and other ethylenically unsaturated monomers, and then a polymer chain containing a reactive group capable of reacting with a reactive group contained in the copolymer can be introduced. Specifically, for example, after a copolymer having a substituent such as an alkoxy group, a hydroxyl group, a carboxyl group, an amino group, an epoxy group, an isocyanate group, a hydrogen bond-forming group, or the like is synthesized, it can be reacted with a polymer chain containing a functional group that reacts with the substituent, thereby introducing the polymer chain.

[0283] For example, a copolymer having a glycidyl group in the side chain can be reacted with a polymer chain having a carboxyl group at the terminal, or a copolymer having an isocyanate group in the side chain can be reacted with a polymer chain having a hydroxyl group at the terminal, thereby introducing the polymer chain.

[0284] Note that, in the polymerization described above, additives generally used for polymerization, such as a polymerization initiator, a dispersion stabilizer, a chain transfer agent, or the like, can be used.

[0285] {Block Copolymer}

[0286] The block copolymer used in the present application has an A block containing a structural unit represented by the general formula (I) described above that functions as an adsorption site for a color material.

[0287] The block copolymer used in the present application preferably further has a B block that functions as a solvent affinity site.

[0288] (A Block)

[0289] In the A block, the structural unit represented by the above general formula (I) is the same as described above, and thus the description is omitted here.

[0290] In the A block, the structural unit represented by general formula (I) can include one, or two or more structural units.

[0291] In the A block, other structural units can be further included in addition to the structural unit represented by the above general formula (I) within a range not impairing the effects of the present application. As the other structural units, an olefinically unsaturated monomer that can be copolymerized with an olefinically unsaturated monomer or the like from which the structural unit represented by the above general formula (I) or the like is derived can be appropriately selected to be copolymerized, and the other structural units can be introduced.

[0292] As the other structural units included in the A block within a range not impairing the effects of the present application, for example, the structural unit represented by the above general formula (IV), a structural unit including an acidic group different from the structural unit represented by the above general formula (I), or the like can be exemplified.

[0293] As the structural unit represented by the above general formula (IV), the structural unit including an acidic group different from the structural unit represented by the above general formula (I), the same as described for the graft copolymer can be exemplified, and thus the description is omitted here.

[0294] The total content ratio of the other structural units included in the A block is not particularly limited as long as it is within a range not impairing the effects of the present application, and from the aspects of dispersibility and dispersion stability, it is preferably 40% by mass or less, more preferably 20% by mass or less, and can be 0% by mass.

[0295] That is, the content ratio of the structural unit represented by general formula (I) included in the A block is preferably 60% by mass or more, more preferably 80% by mass or more, and can be 100% by mass from the aspects of dispersibility and dispersion stability with respect to the total structural units of the A block.

[0296] (B block)

[0297] In the block copolymer used in the present application, the B block is a block that functions as a solvent-affinity site. The above B block is preferably selected from among olefinically unsaturated monomers that can be copolymerized with the olefinically unsaturated monomer from which the structural unit represented by the above general formula (I) is derived, and is used in a manner to have solvent affinity according to the solvent. As a standard, it is preferable to introduce the B block in a manner such that the solubility of the block copolymer at 23°C becomes 20 (g / 100 g of solvent) or more with respect to the solvent used in combination.

[0298] In the block copolymer used in the present application, the B block that functions as a solvent-affinity site is preferably one that contains at least one structural unit represented by the above general formula (IV) in terms of the aspects of good solvent affinity, good dispersibility and dispersion stability of the color material.

[0299] The structural unit represented by the above general formula (IV) contained in the B block can be the same as that described in the graft copolymer, and thus the description thereof is omitted here.

[0300] In the above B block, the structural unit represented by the above general formula (IV) can be one kind alone or two or more kinds in combination.

[0301] In the above B block, the total ratio of the structural unit represented by the above general formula (IV) with respect to the total structural units of the B block can be 100 mass% in terms of the aspects of dispersibility and dispersion stability of the color material. In the above B block, the total ratio of the structural unit represented by the above general formula (IV) with respect to the total structural units of the B block is preferably 40 mass% or more, and more preferably 70 mass% or more in terms of the aspects of dispersibility and dispersion stability of the color material.

[0302] Further, when the above B block contains at least one structural unit selected from the group consisting of the structural unit represented by the above general formula (V) and the structural unit represented by the above general formula (V') among the structural units represented by the above general formula (IV), it is preferred in terms of the aspects of suppression of foreign matter generation, and improvement of substrate adhesion and shortening of development time.

[0303] The at least one structural unit selected from the group consisting of the structural unit represented by the above general formula (V) and the structural unit represented by the above general formula (V') contained in the above B block can be the same as that described in the graft copolymer, and thus the description thereof is omitted here.

[0304] In the above B block, the at least one structural unit selected from the group consisting of the structural unit represented by the above general formula (V) and the structural unit represented by the above general formula (V') can be one kind alone or two or more kinds in combination.

[0305] The total ratio of at least one structural unit selected from the group consisting of the structural unit represented by the above general formula (V) and the structural unit represented by the above general formula (V') is preferably 5% by mass or more, more preferably 10% by mass or more, and further more preferably 15% by mass or more, with respect to the total structural units of the B block, in terms of aspects of suppressing generation of foreign matters, and improving substrate adhesion and shortening of development time. The total ratio of at least one structural unit selected from the group consisting of the structural unit represented by the above general formula (V) and the structural unit represented by the above general formula (V') is preferably 90% by mass or less, more preferably 80% by mass or less, and further more preferably 70% by mass or less, with respect to the total structural units of the B block, in terms of aspects of solvent redissolubility.

[0306] In the B block, in addition to the structural unit represented by the above general formula (IV) including at least one structural unit selected from the group consisting of the structural unit represented by the above general formula (V) and the structural unit represented by the above general formula (V'), other structural units can also be included.

[0307] As the other structural units, a structural unit derived from an ethylenically unsaturated monomer which is copolymerizable with the ethylenically unsaturated monomer from which the structural unit represented by the above general formula (IV) is derived, for example, can be exemplified.

[0308] As the monomer from which the other structural units are derived, for example, styrene, α-methylstyrene, vinyl phenyl ether, and the like can be exemplified.

[0309] In the B block, the total ratio of the other structural units is preferably 30% by mass or less, and more preferably 10% by mass or less, with respect to the total structural units of the B block, in terms of aspects of the effects of the present application.

[0310] The mass average molecular weight Mw of the B block is preferably 2000 or more, more preferably 3000 or more, and further more preferably 4000 or more, and more preferably 15000 or less, and further more preferably 12000 or less, in terms of aspects of dispersibility and dispersion stability of the color material.

[0311] By being in the above range, the sufficient steric repulsion effect as a dispersant can be maintained, and the effect obtained by making the specific surface area of the solvent affinity portion of the dispersant large becomes good.

[0312] The mass average molecular weight Mw of only the B block can be measured in the same manner as the dispersant described below, with respect to the polymer of only the B block.

[0313] Further, when the acid value of the above-mentioned B block is 10 mgKOH / g or less, and further 0 mgKOH / g, it is preferable in terms of the aspects of foreign matter generation inhibition and dispersion stability. Here, the acid value can be measured for the polymer of only the B block, as with the acid value of the dispersant described below.

[0314] The above-mentioned B block can contain at least one structural unit selected from the group consisting of the structural unit represented by the above-mentioned general formula (I) and the structural unit represented by the above-mentioned general formula (II), or the like, containing an acidic group, provided that the effect of the present application is not impaired, and the total ratio of the structural units containing an acidic group is preferably 5% by mass or less, and more preferably 0% by mass, with respect to the total structural units of the above-mentioned B block, in terms of dispersion stability.

[0315] Further, when the amine value of the above-mentioned B block is less than 10 mgKOH / g, and further 0 mgKOH / g, it is preferable in terms of dispersion stability. Here, the amine value of the B block can be measured for the polymer of only the B block, as with the amine value of the polymer chain described above.

[0316] The above-mentioned B block can also contain a structural unit containing a nitrogen atom, provided that the effect of the present application is not impaired, and the total ratio of the structural units containing a nitrogen atom is preferably 5% by mass or less, and more preferably 0% by mass, with respect to the total structural units of the above-mentioned B block, in terms of dispersion stability.

[0317] Further, the above-mentioned B block can contain one type of structural unit, or two or more types of structural units can be mixed, provided that it is selected so as to function as a solvent affinity site. In the case where the above-mentioned B block contains two or more types of structural units, two or more types of structural units can be randomly copolymerized within the B block.

[0318] The bonding order of the above-mentioned block copolymer is not particularly limited as long as it enables stable dispersion of the color material, and the above-mentioned A block is bonded to one end of the above-mentioned block copolymer, which is preferable in terms of excellent interaction with the color material and effective inhibition of the aggregation of the dispersants with each other, and is preferably an AB type block copolymer or an ABA type block copolymer, a BAB type block copolymer, of which an AB type block copolymer, a BAB type block copolymer is preferable.

[0319] The total content ratio of the A blocks in the above block copolymer, with respect to the total structural units of the main chain of the block copolymer, is preferably 3% by mass or more and 60% by mass or less, more preferably 6% by mass or more and 45% by mass or less, and further preferably 9% by mass or more and 35% by mass or less. If the total content ratio of the A blocks in the block copolymer is within the above range, the ratio of the color material-affinity portion in the block copolymer becomes appropriate, and a decrease in the solubility to the solvent can be suppressed, so the adsorptivity to the color material becomes good, and excellent dispersibility, dispersion stability, and solvent resolubility can be obtained.

[0320] The content ratio of the above structural unit represented by General Formula (I) in the above block copolymer, with respect to the total structural units of the main chain of the block copolymer, is preferably 3% by mass or more and 60% by mass or less, more preferably 6% by mass or more and 45% by mass or less, and further preferably 9% by mass or more and 35% by mass or less. If the content ratio of the above structural unit represented by General Formula (I) in the block copolymer is within the above range, the ratio of the color material-affinity portion in the block copolymer becomes appropriate, and a decrease in the solubility to the solvent can be suppressed, so the adsorptivity to the color material becomes good, and excellent dispersibility, dispersion stability, and solvent resolubility can be obtained.

[0321] On the other hand, the total content ratio of the B blocks in the above block copolymer, with respect to the total structural units of the main chain of the block copolymer, is preferably 40% by mass or more and 97% by mass or less, more preferably 55% by mass or more and 94% by mass or less, and further preferably 65% by mass or more and 91% by mass or less. If the total content ratio of the B blocks in the block copolymer is within the above range, the ratio of the solvent-affinity portion in the block copolymer becomes appropriate, a sufficient steric hindrance effect as a dispersant can be maintained, and the effect of making the specific surface area of the solvent-affinity portion of the dispersant large becomes good.

[0322] Note that the content ratio of the above structural unit is calculated from the amount of the monomer from which the above structural unit represented by General Formula (I) and the above structural unit represented by General Formula (IV) are derived, which is added when the block copolymer is synthesized.

[0323] (Method for producing block copolymer)

[0324] The method for producing the block copolymer is not particularly limited. The block copolymer can be produced by a publicly known method, and is preferably produced by a living polymerization method. The reason for this is that chain transfer and deactivation are less likely to occur, a copolymer having a uniform molecular weight can be produced, dispersibility can be improved, and the like. As the living polymerization method, a living radical polymerization method, a living anionic polymerization method such as a group transfer polymerization method, a living cationic polymerization method, and the like can be exemplified. The copolymer can be produced by sequentially polymerizing monomers using these methods. For example, the block copolymer can be produced by first producing the A block and then polymerizing a structural unit constituting the B block in the A block. Alternatively, the order of polymerization of the A block and the B block can be reversed in the above production method. Alternatively, the A block and the B block can be separately produced and then coupled.

[0325] {Properties of polymers having structural units represented by general formula (I)}

[0326] The amine value of the polymer having the structural unit represented by general formula (I) before salt formation is preferably less than 10 mgKOH / g in terms of the ability to form a coating film in which the generation of foreign matter is suppressed. The amine value of the polymer having the structural unit represented by general formula (I) before salt formation can be less than 3 mgKOH / g, and is preferably 0 mgKOH / g in terms of dispersibility.

[0327] The amine value of the polymer having the structural unit represented by general formula (I) before salt formation can be measured in the same manner as the amine value of the polymer chain described above.

[0328] In addition, the acid value of the polymer having the structural unit represented by general formula (I) before salt formation is preferably 20 mgKOH / g or more, more preferably 30 mgKOH / g or more, further preferably 40 mgKOH / g or more, further preferably 50 mgKOH / g or more, and further more preferably 60 mgKOH / g or more in terms of dispersibility.

[0329] On the other hand, the acid value of the polymer having the structural unit represented by general formula (I) before salt formation is preferably 250 mgKOH / g or less, more preferably 180 mgKOH / g or less, further preferably 160 mgKOH / g or less, and further more preferably 120 mgKOH / g or less in terms of solvent redissolvability.

[0330] The acid value of the polymer having the structural unit represented by general formula (I) before salt formation represents the mass (mg) of potassium hydroxide required to neutralize the acidic component contained in 1 g of the solid component of the copolymer, and is a value measured by the method described in JIS K 0070:1992.

[0331] The weight average molecular weight Mw of the polymer having the structural unit represented by the above general formula (I) before salt formation is preferably 4,000 or more, more preferably 5,000 or more, and further more preferably 6,000 or more in terms of dispersibility and dispersion stability. On the other hand, it is preferably 50,000 or less, and more preferably 30,000 or less in terms of solvent redissolvability.

[0332] In addition, the ratio (Mw / Mn) of the weight average molecular weight Mw to the number average molecular weight Mn of the dispersant of the graft copolymer is preferably 4.0 or less, more preferably 3.5 or less, and further more preferably 3.0 or less in terms of dispersion stability.

[0333] In addition, the ratio (Mw / Mn) of the weight average molecular weight Mw to the number average molecular weight Mn of the dispersant of the block copolymer is preferably 1.8 or less, more preferably 1.6 or less, and further more preferably 1.4 or less in terms of dispersion stability.

[0334] Note that in the present application, the weight average molecular weight Mw and the number average molecular weight Mn are values measured by GPC (gel permeation chromatography). Measurement is performed by using HLC-8120 GPC manufactured by Tosoh, setting the elution solvent to N-methylpyrrolidone to which 0.01 mole / liter of lithium bromide is added, setting the standard curve with polystyrene standards to Mw 377400, 210500, 96000, 50400, 20650, 10850, 5460, 2930, 1300, 580 (Easi PS-2 series manufactured by Polymer Laboratories) and Mw 1090000 (manufactured by Tosoh), and setting the measurement column to TSK-GEL ALPHA-M x 2 (manufactured by Tosoh).

[0335] [Salt-type polymer]

[0336] The salt-type polymer used as the dispersant in the present application is a salt-type polymer in which at least a part of the acidic groups contained in the general formula (I) of the polymer having the structural unit represented by the above general formula (I) forms a salt with a basic compound.

[0337] As the basic compound that forms a salt with at least a part of the acidic groups in the salt-type polymer, the above nitrogen-containing basic compound having a pKa of 11.5 or more can be used, and a basic compound different from the nitrogen-containing basic compound having a pKa of 11.5 or more can also be included.

[0338] The nitrogen-containing basic compound having a pKa of 11.5 or more can be the same as described above, and thus a description thereof is omitted here.

[0339] As the basic compound other than the nitrogen-containing basic compound having a pKa of 11.5 or more, for example, a nitrogen-containing basic compound having a pKa of less than 11.5, and the like can be exemplified.

[0340] As the basic compound other than the nitrogen-containing basic compound having a pKa of 11.5 or more, for example, the following basic compounds can be exemplified: basic compounds containing a tertiary amino group such as N,N,N',N",N"-pentamethyldiethylene triamine (pKa: 8.8), tetramethylethylenediamine (pKa: 8.3), dimethylaminoethyl methacrylate (pKa: 8.2), dimethylbenzylamine (pKa: 9), triethylamine (pKa: 10.8), tributylamine (pKa: 10), bis(2-dimethylaminoethyl) ether (pKa: 9.1), N,N,N',N'-tetramethylpropanediamine (pKa: 9.9), N,N,N',N'-tetramethyl-1,6-hexanediamine (pKa: 10.1), 2-(dimethylamino)ethanol (pKa: 9.3), N,N,N',N',N"-pentamethyldipropylene triamine (pKa: 9.9), N,N-dimethylcyclohexylamine (pKa: 10.7), N-[3-(dimethylamino)propyl]acrylamide (pKa: 10.4), and the like; basic heterocyclic compounds such as 2-methylimidazole (pKa: 7.8), 1-isobutyl-2-methylimidazole (pKa: 7.8), triethylenediamine (pKa: 8.8), and the like.

[0341] The basic compound forming a salt with at least a part of the acidic groups in the salt-type polymer preferably has a molecular weight of 800 or less, more preferably 650 or less, further more preferably 500 or less, further more preferably 350 or less, in terms of dispersibility and dispersion stability. On the other hand, the basic compound preferably has a molecular weight of 60 or more in terms of heat resistance.

[0342] In the salt-type polymer, the content of the basic compound forming a salt with at least a part of the acidic groups, with respect to the terminal acidic groups of the structural unit represented by General Formula (I), is preferably 0.01 or more, more preferably 0.05 or more, further more preferably 0.10 or more, particularly preferably 0.15 or more, in terms of the total of at least one selected from the basic compounds. If it is 0.01 or more, the effects of improving color material dispersibility, contrast, substrate adhesiveness, and brightness are easily obtained by salt formation. Also, it is preferably 1.0 or less, more preferably 0.9 or less, further more preferably 0.8 or less, particularly preferably 0.7 or less. If it is 1.0 or less, the alkali developability and solvent redissolvability are made excellent.

[0343] Note that the basic compound can be used alone or in combination of two or more. In the case of combination of two or more, the total content is preferably within the above range.

[0344] As a method for producing the salt-type polymer, a method in which the above basic compound is added to a solvent in which a polymer having the structural unit represented by the above general formula (I) before salt formation is dissolved or dispersed, and the mixture is stirred and, if necessary, heated, can be exemplified.

[0345] Note that the salt formation of the terminal acidic group of the structural unit represented by the above general formula (I) of the polymer with the above basic compound and the ratio thereof can be confirmed by a publicly known method such as NMR.

[0346] {Preferred modes of the polymer having the structural unit represented by general formula (I)}

[0347] As a more preferred mode of the polymer having the structural unit represented by the above general formula (I) and having an amine value of less than 10 mgKOH / g before salt formation, in terms of dispersibility and dispersion stability, at least one of the following copolymers can be exemplified:

[0348] a graft copolymer having the structural unit represented by the above general formula (I), and a salt-type graft copolymer in which at least a part of the acidic group contained in the above general formula (I) in the graft copolymer forms a salt with a basic compound; and

[0349] a block copolymer having an A block containing the structural unit represented by the above general formula (I), and a salt-type block copolymer in which at least a part of the acidic group contained in the above general formula (I) in the block copolymer forms a salt with a basic compound.

[0350] In addition, as a more preferred mode of the polymer having the structural unit represented by the above general formula (I) and having an amine value of less than 10 mgKOH / g before salt formation, in terms of dispersibility and dispersion stability and suppression of foreign matter generation, at least one of the following copolymers can be exemplified: a graft copolymer having the structural unit represented by the above general formula (I) and the structural unit represented by the above general formula (III) and having a polymer chain in the general formula (III) containing at least one structural unit selected from the group consisting of the structural unit represented by the above general formula (V) and the structural unit represented by the above general formula (V'), and a salt-type graft copolymer in which at least a part of the acidic group contained in the above general formula (I) in the graft copolymer forms a salt with a basic compound; and

[0351] a block copolymer having an A block containing a structural unit represented by the above general formula (I) and a B block containing a structural unit represented by the above general formula (IV) and the B block containing at least one structural unit selected from the group consisting of a structural unit represented by the above general formula (V) and a structural unit represented by the above general formula (V'), and a salt type block copolymer in which at least a part of the acidic group contained in the above general formula (I) in the block copolymer forms a salt with a basic compound.

[0352] In the dispersant used in the color material dispersion liquid of the present application, the content ratio of the polymer having a structural unit represented by the above general formula (I) and an amine value before salt formation of less than 10 mgKOH / g is preferably 10% by mass or more, more preferably 30% by mass or more, further more preferably 40% by mass or more, further more preferably 50% by mass or more, and can be 100% by mass.

[0353] In the color material dispersion liquid of the present application, as the dispersant, at least the polymer having a structural unit represented by the above general formula (I) and an amine value before salt formation of less than 10 mgKOH / g is contained, but other dispersants can also be contained as long as the effects of the present application are not impaired. As the other dispersants, for example, a publicly known dispersant can be appropriately selected and used.

[0354] The color material dispersion liquid of the present application contains a compound containing an acidic group having a pKa of 4.0 or less, and therefore can also contain a basic dispersant capable of forming a salt with the compound containing an acidic group having a pKa of 4.0 or less.

[0355] As the basic dispersant, when the polymer having a structural unit represented by the above general formula (VI) and an amine value before salt formation of 35 mgKOH / g or more, it is preferable in terms of dispersibility and dispersion stability, and solvent re-dissolubility.

[0356] [Chemical Formula 12]

[0357]

[0358] (In the general formula (VI), R 31 represents a hydrogen atom or a methyl group, A 3 represents a divalent linking group, R 32 and R 33 each independently represent a hydrogen atom, or a hydrocarbon group which can contain a hetero atom, R 32 and R 33 may be mutually bonded to form a ring structure.)

[0359] [Polymer having a structural unit represented by the general formula (VI)]

[0360] In the general formula (VI), A 3is a divalent linking group. As A 3 in the divalent linking group can be the same as A in the general formula (I) above.

[0361] R 32 and R 33 in the hydrocarbon group which can contain a hetero atom are exemplified by, for example, an alkyl group, an aralkyl group, an aryl group, etc.

[0362] As the alkyl group, there are exemplified, for example, a methyl group, an ethyl group, a propyl group, a butyl group, an isopropyl group, a tert-butyl group, a 2-ethylhexyl group, a cyclopentyl group, a cyclohexyl group, etc., and the number of carbon atoms in the alkyl group is preferably from 1 to 18, and more preferably a methyl group or an ethyl group.

[0363] As the aralkyl group, there are exemplified, for example, a benzyl group, a phenethyl group, a naphthylmethyl group, a biphenylmethyl group, etc. The number of carbon atoms in the aralkyl group is preferably from 7 to 20, and more preferably from 7 to 14.

[0364] Further, as the aryl group, there are exemplified, for example, a phenyl group, a biphenyl group, a naphthyl group, a tolyl group, a xylyl group, etc. The number of carbon atoms in the aryl group is preferably from 6 to 24, and more preferably from 6 to 12. Note that the above-mentioned preferred number of carbon atoms does not include the number of carbon atoms of a substituent.

[0365] The hydrocarbon group which can contain a hetero atom has a structure in which a carbon atom in the above-mentioned hydrocarbon group is substituted with a hetero atom. As the hetero atom which can be contained in the hydrocarbon group, there are exemplified, for example, an oxygen atom, a nitrogen atom, a sulfur atom, a silicon atom, etc.

[0366] Further, a hydrogen atom in the hydrocarbon group can be substituted with an alkyl group having a number of carbon atoms of 1 to 5, a fluorine atom, a chlorine atom, a bromine atom, etc.

[0367] R 32 and R 33 are bonded to each other to form a ring structure, which means that R 32 and R 33 form a ring structure via a nitrogen atom. R 32 and R 33 forming the ring structure can contain a hetero atom. The ring structure is not particularly limited, and there are exemplified, for example, a pyrrolidine ring, a piperidine ring, a morpholine ring, etc.

[0368] In the present application, it is preferred that R 32 and R 33 are each independently a hydrogen atom, an alkyl group having a number of carbon atoms of 1 to 5, a phenyl group, or R 32 and R 33 are bonded to each other to form a pyrrolidine ring, a piperidine ring, a morpholine ring, and it is preferred that at least one of R 32 and R 33 is an alkyl group having a number of carbon atoms of 1 to 5, a phenyl group, or R 32 and R 33bonded to form a pyrrolidine ring, a piperidine ring, a morpholine ring.

[0369] As the structural unit represented by the above general formula (VI), there can be mentioned: (meth)acrylate esters such as dimethylaminoethyl (meth)acrylate, dimethylaminopropyl (meth)acrylate, diethylaminoethyl (meth)acrylate, diethylaminopropyl (meth)acrylate, and the like, containing an alkyl-substituted amino group; (meth)acrylamides such as dimethylaminoethyl (meth)acrylamide, dimethylaminopropyl (meth)acrylamide, and the like, containing an alkyl-substituted amino group. Among these, from the viewpoint of improving dispersibility and dispersion stability, dimethylaminoethyl (meth)acrylate, diethylaminoethyl (meth)acrylate, and dimethylaminopropyl (meth)acrylamide can be preferably used.

[0370] The structural unit represented by general formula (VI) can include one, or two or more structural units.

[0371] The polymer having the structural unit represented by the above general formula (VI) is preferably a copolymer, more preferably at least one of a graft copolymer having the structural unit represented by the above general formula (VI), and a block copolymer having an A block including the structural unit represented by the above general formula (VI), from the viewpoint of dispersibility and dispersion stability.

[0372] In the graft copolymer having the structural unit represented by the above general formula (VI), the structural unit having a graft polymer chain that functions as a solvent-affinity site can be the same as the structural unit having a graft polymer chain in the graft copolymer having the structural unit represented by the above general formula (I), the structural unit represented by the above general formula (III).

[0373] Further, in the graft copolymer having the structural unit represented by the above general formula (VI), the content ratio of the structural unit represented by the above general formula (VI) with respect to the total structural units of the main chain of the graft copolymer can be the same as the content ratio of the structural unit represented by the above general formula (I) in the graft copolymer having the structural unit represented by the above general formula (I).

[0374] Further, in the graft copolymer having the structural unit represented by the above general formula (VI), the total content ratio of the structural unit including a graft polymer chain, the structural unit represented by the above general formula (III) with respect to the total structural units of the main chain of the graft copolymer can be the same as the total content ratio of the structural unit including a graft polymer chain, the structural unit represented by the above general formula (III) in the graft copolymer having the structural unit represented by the above general formula (I).

[0375] Further, the method for producing the graft copolymer having the structural unit represented by the above general formula (VI) can be the same as the method for producing the graft copolymer having the structural unit represented by the above general formula (I).

[0376] Further, in the block copolymer having the A block containing the structural unit represented by the above general formula (VI), the B block functioning as a solvent affinity site can be the same as the B block in the block copolymer having the A block containing the structural unit represented by the above general formula (I).

[0377] Further, the bonding order of the above block copolymer can be the same as the block copolymer containing the structural unit represented by the above general formula (I).

[0378] In the block copolymer having the structural unit represented by the above general formula (VI), the total content ratio of the A block with respect to the total structural units of the main chain of the block copolymer, and the content ratio of the structural unit represented by the above general formula (VI) with respect to the total structural units of the main chain of the block copolymer can be the same as the total content ratio of the A block and the content ratio of the structural unit represented by the above general formula (I) in the block copolymer having the structural unit represented by the above general formula (I).

[0379] Further, in the block copolymer having the structural unit represented by the above general formula (VI), the total content ratio of the B block with respect to the total structural units of the main chain of the block copolymer can be the same as the total content ratio of the B block in the graft copolymer having the structural unit represented by the above general formula (I).

[0380] Further, the method for producing the block copolymer having the structural unit represented by the above general formula (VI) can be the same as the method for producing the block copolymer having the structural unit represented by the above general formula (I).

[0381] {Properties of the polymer having the structural unit represented by general formula (VI)}

[0382] The mass average molecular weight Mw of the polymer having the structural unit represented by the above general formula (VI) is preferably 4000 or more, more preferably 5000 or more, and further more preferably 6000 or more in terms of dispersibility and dispersion stability. On the other hand, it is preferably 50000 or less, and more preferably 30000 or less in terms of solvent redissolvability.

[0383] Further, the ratio (Mw / Mn) of the mass average molecular weight Mw to the number average molecular weight Mn of the above graft copolymer as a dispersant is preferably 4.0 or less, more preferably 3.5 or less, and further more preferably 3.0 or less in terms of dispersion stability.

[0384] Further, the ratio (Mw / Mn) of the mass average molecular weight Mw to the number average molecular weight Mn of the dispersant of the above-mentioned block copolymer is preferably 1.8 or less, more preferably 1.6 or less, and still more preferably 1.4 or less in terms of dispersion stability.

[0385] Note that the mass average molecular weight Mw and the number average molecular weight Mn can be measured in the same manner as for the polymer having the structural unit represented by the above general formula (I).

[0386] The amine value of the polymer having the structural unit represented by the above general formula (VI) is 35 mgKOH / g or more as a lower limit value, preferably 40 mgKOH / g or more, more preferably 50 mgKOH / g or more, and still more preferably 60 mgKOH / g or more in terms of color material dispersibility and dispersion stability. Further, it is more preferably 130 mgKOH / g or less, and still more preferably 120 mgKOH / g or less as an upper limit value. If it is equal to or more than the above lower limit value, the dispersion stability is more excellent. Further, if it is equal to or less than the above upper limit value, the compatibility with other components is excellent, and the solvent re-dissolubility becomes good.

[0387] Note that, in the present application, the amine value of the polymer having the structural unit represented by the above general formula (VI) is the mass (mg) of potassium hydroxide that becomes an equivalent amount with respect to the amount of hydrochloric acid required to neutralize 1 g of the solid content component of the polymer having the structural unit represented by the above general formula (VI), and is a value measured by the method described in JIS K 7237.

[0388] {Salt-type polymer of the polymer having the structural unit represented by the above general formula (VI)}

[0389] As the dispersant, a salt-type polymer in which at least a part of the terminal nitrogen site of the structural unit represented by the above general formula (I) of the polymer having the structural unit represented by the above general formula (VI) forms a salt with one or more compounds selected from the group consisting of the following general formulae (1) to (3) can be used in terms of dispersibility and dispersion stability.

[0390] Further, a salt-type polymer in which at least a part of the terminal nitrogen site of the structural unit represented by the above general formula (I) of the polymer having the structural unit represented by the above general formula (VI) forms a salt with the above-mentioned compound having an acidic group having a pKa of 4.0 or less can also be used.

[0391] As the salt-type polymer, a salt-type graft copolymer or a salt-type block copolymer in which at least a part of the terminal nitrogen site of the structural unit represented by the above general formula (VI) in a graft copolymer having the structural unit represented by the above general formula (VI) or a block copolymer having an A block containing the structural unit represented by the above general formula (VI) forms a salt with one or more compounds selected from the group consisting of compounds represented by the above general formulae (1) to (3).

[0392] As the salt-type polymer, a salt-type graft copolymer or a salt-type block copolymer in which at least a part of the terminal nitrogen site of the structural unit represented by the above general formula (VI) in a graft copolymer having the structural unit represented by the above general formula (VI) or a block copolymer having an A block containing the structural unit represented by the above general formula (VI) forms a salt with one or more compounds selected from the group consisting of compounds represented by the above general formulae (1) to (3).

[0393] [Chemical Formula 13]

[0394]

[0395] (in the general formula (1), R a represents a linear, branched or cyclic alkyl group having 1 to 20 carbon atoms, a vinyl group, a phenyl group or a benzyl group which can have a substituent, or -O-R b , R b represents a linear, branched or cyclic alkyl group having 1 to 20 carbon atoms, a vinyl group, a phenyl group or a benzyl group which can have a substituent, or a (meth)acryl group which can have an alkylene group having 1 to 4 carbon atoms.

[0396] (in the general formula (2), R c and R d independently represent a hydrogen atom, a hydroxyl group, a linear, branched or cyclic alkyl group having 1 to 20 carbon atoms, a vinyl group, a phenyl group or a benzyl group which can have a substituent, or -O-R e , R e represents a linear, branched or cyclic alkyl group having 1 to 20 carbon atoms, a vinyl group, a phenyl group or a benzyl group which can have a substituent, or a (meth)acryl group which can have an alkylene group having 1 to 4 carbon atoms. At least one of R c and R d contains a carbon atom.

[0397] (in the general formula (3), R f , R f′ , and R f″ independently represent a hydrogen atom, an acidic group or an ester thereof, a linear, branched or cyclic alkyl group having 1 to 20 carbon atoms which can have a substituent, a vinyl group which can have a substituent, a phenyl group or a benzyl group which can have a substituent, or -O-Rg R g represents a linear, branched, or cyclic alkyl group having 1 to 20 carbon atoms which can have a substituent, a vinyl group which can have a substituent, a phenyl group or a benzyl group which can have a substituent, or a (meth)acryl group which can have a substituent, and X represents a chlorine atom, a bromine atom, or an iodine atom.

[0398] The explanation of each symbol of the compound represented by the above (3) can refer to the explanation of the symbols corresponding to the general formula (2) described in International Publication No. 2016 / 104493. The structure of the one or more compounds selected from the group consisting of the above general formulas (1) to (3) can exemplify the structures described in International Publication No. 2016 / 104493.

[0399] In the salt-type polymer, since a salt is formed with the terminal nitrogen site of the structural unit represented by the general formula (VI), the content of the one or more compounds selected from the group consisting of the above general formulas (1) to (3) is preferably 0.05 mol or more, more preferably 0.10 mol or more, further preferably 0.20 mol or more, and particularly preferably 0.30 mol or more, with respect to 1 mol of the terminal nitrogen site of the structural unit represented by the general formula (VI). If it is 0.05 mol or more, the effect of improving the color material dispersibility is easily obtained by salt formation. Similarly, it is preferably 1 mol or less, more preferably 0.95 mol or less, further preferably 0.90 mol or less, and particularly preferably 0.85 mol or less. If it is 1 mol or less, the solvent redissolution property becomes excellent.

[0400] Note that the one or more compounds selected from the group consisting of the above general formulas (1) to (3) can be used alone or in combination of two or more. In the case of using two or more in combination, the total content is preferably within the above range.

[0401] In the present application, the content ratio and the structure of each structural unit of the dispersant can be measured using various mass spectrometry, NMR, and the like. In addition, the decomposition product obtained by decomposing the dispersant as needed by thermal decomposition or the like can be analyzed using high-performance liquid chromatography, a gas chromatograph-mass spectrometer, NMR, elemental analysis, XPS / ESCA, TOF-SIMS, and the like.

[0402] In the color material dispersion liquid of the present application, as the dispersant, at least a polymer having the structural unit represented by the above general formula (I) and an amine value of less than 10 mgKOH / g before salt formation is used, and the content of the dispersant can be appropriately selected depending on the type of the color material used, and further depending on the solid content concentration in the colored curable composition described below, and the like.

[0403] The content of the dispersant is preferably in the range of 3 to 60 mass% and more preferably in the range of 5 to 45 mass% with respect to the total amount of solid components in the color material dispersion liquid. If it is equal to or more than the lower limit of the above range, the dispersibility and dispersion stability of the color material and the solvent resolubility are easily excellent. In addition, if it is equal to or less than the upper limit of the above range, the developability is easily good.

[0404] < Solvent >

[0405] As the solvent used in the present application, any organic solvent that does not react with the components in the color material dispersion liquid and can dissolve or disperse these components can be used, and there is no particular limitation. The solvent can be used alone or in combination with two or more kinds.

[0406] As specific examples of the solvent, for example, alcohol-based solvents such as methanol, ethanol, n-propanol, isopropanol, methoxy alcohol, ethoxy alcohol, and the like; carbitol-based solvents such as methoxyethoxyethanol, ethoxyethoxyethanol, and the like; ester-based solvents such as ethyl acetate, butyl acetate, methyl methoxypropionate, ethyl methoxypropionate, ethyl ethoxypropionate, ethyl lactate, methyl hydroxypropionate, ethyl hydroxypropionate, n-butyl acetate, isobutyl acetate, isobutyl butyrate, n-butyl butyrate, ethyl lactate, cyclohexanol acetate, and the like; ketone-based solvents such as acetone, methyl ethyl ketone, methyl isobutyl ketone, cyclohexanone, 2-heptanone, and the like; glycol ether acetate-based solvents such as methoxyethyl acetate, propylene glycol monomethyl ether acetate, 3-methoxy-3-methyl-1-butyl acetate, 3-methoxybutyl acetate, ethoxyethyl acetate, and the like; carbitol acetate-based solvents such as methoxyethoxyethyl acetate, ethoxyethoxyethyl acetate, butyl carbitol acetate (BCA), and the like; diacetate-based solvents such as propylene glycol diacetate, 1,3-butanediol diacetate, and the like; glycol ether-based solvents such as ethylene glycol monomethyl ether, ethylene glycol monoethyl ether, ethylene glycol dimethyl ether, diethylene glycol dimethyl ether, diethylene glycol monoethyl ether, diethylene glycol diethyl ether, propylene glycol monomethyl ether, dipropylene glycol dimethyl ether, and the like; aprotic amide solvents such as N,N-dimethylformamide, N,N-dimethylacetamide, N-methylpyrrolidone, and the like; lactone-based solvents such as γ-butyrolactone, and the like; cyclic ether-based solvents such as tetrahydrofuran, and the like; unsaturated hydrocarbon-based solvents such as benzene, toluene, xylene, naphthalene, and the like; saturated hydrocarbon-based solvents such as n-heptane, n-hexane, n-octane, and the like; and aromatic hydrocarbons such as toluene, xylene, and the like can be exemplified. Among these solvents, from the viewpoint of solubility of the other components, the glycol ether acetate-based solvents, the carbitol acetate-based solvents, the glycol ether-based solvents, and the ester-based solvents can be suitably used. Among these, as the solvent used in the present application, from the viewpoint of solubility of the other components and coating adaptability, one or more kinds selected from the group consisting of propylene glycol monomethyl ether acetate, propylene glycol monomethyl ether, butyl carbitol acetate (BCA), 3-methoxy-3-methyl-1-butyl acetate, ethyl ethoxypropionate, ethyl lactate, and 3-methoxybutyl acetate are preferred.

[0407] In the color material dispersion liquid of the present application, the above solvent is preferably in the range of 55 to 95 mass%, more preferably in the range of 65 to 90 mass%, and further preferably in the range of 70 to 88 mass%, with respect to the total amount of the color material dispersion liquid containing the solvent. If the solvent is too small, the viscosity increases and the dispersibility easily decreases. If the solvent is too large, the color material concentration decreases and there is a case where it is difficult to achieve the target chromaticity coordinate.

[0408] <Other components>

[0409] A dispersion auxiliary resin and other components can be further added to the color material dispersion liquid of the present application as needed without impairing the effects of the present application.

[0410] As the dispersion auxiliary resin, for example, the alkali-soluble resin exemplified in the colored curable composition described below can be given. There is a case where the dispersion is stabilized by steric hindrance of the alkali-soluble resin so that the color material particles do not easily contact each other, or the effect of reducing the dispersant is obtained by this dispersion stabilization effect.

[0411] Further, as the other components, for example, a surfactant to improve wettability, a silane coupling agent to improve adhesion, an antifoaming agent, a shrinkage preventing agent, an antioxidant, an aggregation preventing agent, an ultraviolet absorber, and the like can be given.

[0412] In the color material dispersion liquid of the present application, in a polymer having the structural unit represented by the above general formula (I) and having an amine value before salt formation of less than 10 mgKOH / g, at least a part of the acidic group contained in the above general formula (I) forms a salt with the above nitrogen-containing basic compound having a pKa of 11.5 or more, and this is preferable in terms of suppression of foreign matter generation, dispersibility and dispersion stability, and solvent redissolution properties. Even in a case where a salt-type polymer that forms a salt in advance with a nitrogen-containing basic compound having a pKa of 11.5 or more is not used, in the color material dispersion liquid, at least a part of the acidic group contained in the above general formula (I) can form a salt with the above nitrogen-containing basic compound having a pKa of 11.5 or more.

[0413] Further, in the color material dispersion liquid of the present application, a polymer having the structural unit represented by the above general formula (VI) and having an amine value before salt formation of 35 mgKOH / g or more is further contained, and in the polymer having the structural unit represented by the above general formula (VI) and having an amine value before salt formation of 35 mgKOH / g or more, at least a part of the nitrogen site at the terminal of the structural unit represented by the above general formula (II) forms a salt with the above compound containing an acidic group having a pKa of 4.0 or less, and this is preferable in terms of suppression of foreign matter generation, dispersibility and dispersion stability, and solvent redissolution properties.

[0414] The color material dispersion liquid of the present application can be used as a pre-preparation for preparing the colored curable composition described below. That is, the color material dispersion liquid is a color material dispersion liquid having a high (mass of color material component in the composition) / (mass of solid component other than the color material component in the composition) ratio which is prepared in a preliminary stage of preparing the colored curable composition described below. Specifically, the (mass of color material component in the composition) / (mass of solid component other than the color material component in the composition) ratio is usually 1.0 or more. By mixing the color material dispersion liquid with each component described below, a colored curable composition having excellent dispersibility can be prepared.

[0415] <Method for producing color material dispersion liquid>

[0416] In the present application, the method for producing a color material dispersion liquid is not particularly limited as long as it is a method which can obtain a color material dispersion liquid containing a color material, a dispersant containing the specific polymer having the structural unit represented by the above general formula (I), a nitrogen-containing basic compound having a pKa of 11.5 or more, a compound containing an acidic group having a pKa of 4.0 or less, and a solvent, and the color material is dispersed in the solvent by the dispersant.

[0417] As the method for producing a color material dispersion liquid of the present application, for example, the following methods can be exemplified as described above.

[0418] i) mixing a color material, a dispersant containing a specific polymer having a structural unit represented by the above general formula (I), a nitrogen-containing basic compound having a pKa of 11.5 or more, a compound containing an acidic group having a pKa of 4.0 or less, and a solvent, and dispersing the color material.

[0419] ii) mixing at least a dispersant containing a salt-type polymer in which a nitrogen-containing basic compound having a pKa of 11.5 or more is previously allowed to form a salt, a compound containing an acidic group having a pKa of 4.0 or less, a color material, and a solvent in a specific polymer having a structural unit represented by the above general formula (I), and dispersing the color material.

[0420] iii) mixing at least a dispersant containing a salt-type polymer in which a nitrogen-containing basic compound having a pKa of 11.5 or more is previously allowed to form a salt and a salt-type polymer in which a basic dispersant and a compound containing an acidic group having a pKa of 4.0 or less are previously allowed to form a salt, a color material, and a solvent in a specific polymer having a structural unit represented by the above general formula (I), and dispersing the color material.

[0421] iv) mixing a modified color material in which a nitrogen-containing basic compound having a pKa of 11.5 or more and a compound containing an acidic group having a pKa of 4.0 or less are previously allowed to modify a color material, a dispersant containing a specific polymer having a structural unit represented by the above general formula (I), and a solvent, and dispersing the color material.

[0422] In the production method described above, the color material can be dispersed using a disperser known in the art.

[0423] As specific examples of the disperser, there can be mentioned a roll mill such as a two-roll mill and a three-roll mill; a ball mill such as a ball mill and a vibration ball mill; a paint conditioner; a bead mill such as a continuous disc-type bead mill and a continuous ring-type bead mill. As preferred dispersion conditions for the bead mill, the bead diameter used is preferably from 0.03 to 3.0 mm, more preferably from 0.05 to 2.0 mm.

[0424] Specifically, there can be mentioned pre-dispersion using 2.0 mm zirconia beads having a relatively large bead diameter, and further dispersion using 0.1 mm zirconia beads having a relatively small bead diameter. In addition, it is preferred to filter after dispersion using a filter having a pore size of 0.5 to 2 μm.

[0425] <Use>

[0426] The color material dispersion liquid of the present application is a color material dispersion liquid capable of forming a coating film in which the change in color when heated is suppressed, the brightness is improved, and the generation of foreign matter is suppressed, and the modified color material of the present application is a color material in which the change in color when heated is suppressed and the brightness is improved, and is therefore particularly suitably used for color filter applications.

[0427] In addition, the color material dispersion liquid and the modified color material of the present application can also be used for a colored resin composition not requiring a photosensitive component, or a thermally curable colored resin composition.

[0428] The color material dispersion liquid and the modified color material of the present application can be used for various applications requiring excellent dispersion stability of fine color materials, and can also be used for inkjet ink, printing ink, recording supplies, cosmetics, and the like.

[0429] II. Colored curable composition

[0430] The colored curable composition of the present application is characterized by containing the color material dispersion liquid of the present application described above, a polymerizable compound, and an initiator.

[0431] The colored curable composition of the present application, by using the color material dispersion liquid of the present application described above, is capable of forming a coating film in which the change in color when heated is suppressed, the brightness is improved, and the generation of foreign matter is suppressed.

[0432] The colored curable composition of the present application contains at least a color material, a dispersant, a nitrogen-containing basic compound having a pKa of 11.5 or higher, an acid group-containing compound having a pKa of 4.0 or lower, a polymerizable compound, an initiator, and a solvent, and can further contain other components within a range not impairing the effects of the present application. Hereinafter, each component contained in the colored curable composition of the present application will be described, and as for the color material, the dispersant, the nitrogen-containing basic compound having a pKa of 11.5 or higher, the acid group-containing compound having a pKa of 4.0 or lower, and the solvent, the same as described above in the color material dispersion liquid of the present application will be described, and thus the description will be omitted here.

[0433]

[0434] The polymerizable compound is not particularly limited as long as it can be polymerized by the initiator described below, and for example, a photopolymerizable compound, a thermal polymerizable compound can be used. As the thermal polymerizable compound, a compound having a thermal polymerization functional group such as a carboxyl group, an amino group, an epoxy group, a hydroxyl group, a glycidyl group, an isocyanate group, and an alkoxy group in the molecule can be used. In addition, by using a compound having an ethylenically unsaturated group in combination with a thermal radical polymerization initiator, it can also be used as a thermal polymerizable compound. Among the polymerizable compounds, in terms of being able to be simply patterned by a photolithography method and using existing processes, a photopolymerizable compound capable of being polymerized by the photoinitiator described below is preferred.

[0435] The photopolymerizable compound used in the colored curable composition is not particularly limited as long as it can be polymerized by the photoinitiator described below, and generally a compound having two or more ethylenically unsaturated double bonds can be used, and a multifunctional (meth)acrylate having two or more acryloyl groups or methacryloyl groups is particularly preferred.

[0436] As such a multifunctional (meth)acrylate, an appropriate one can be selected from those known in the art. As specific examples, for example, those described in Japanese Patent Application Publication No. 2013-029832 can be cited.

[0437] ​These photopolymerizable compounds can be used alone or in combination with two or more kinds. In addition, in the case where excellent photocurability (high sensitivity) is required for the colored curable composition of the present application, the photopolymerizable compound is preferably one having three or more (trifunctional or more) polymerizable double bonds, and preferably a poly(meth)acrylate of a trihydric or higher polyol, a dicarboxylic acid-modified product thereof, and specifically, preferably trimethylolpropane tri(meth)acrylate, pentaerythritol tri(meth)acrylate, a succinic acid-modified product of pentaerythritol tri(meth)acrylate, pentaerythritol tetra(meth)acrylate, dipentaerythritol tetra(meth)acrylate, dipentaerythritol penta(meth)acrylate, a succinic acid-modified product of dipentaerythritol penta(meth)acrylate, dipentaerythritol hexa(meth)acrylate, and the like.

[0438] The content of the polymerizable compound in the colored curable composition is preferably, for example, 5 to 60% by mass, more preferably 10 to 50% by mass, and further preferably 20 to 40% by mass, relative to the total amount of the solid components. If the content of the polymerizable compound is equal to or greater than the lower limit of the above range, curing failure can be suppressed, and thus the portion exposed to light can be less likely to be dissolved during development. In addition, if the content of the polymerizable compound is equal to or less than the upper limit of the above range, development failure and heat shrinkage can be suppressed, and thus the surface of the colored layer as a whole can be less likely to have fine wrinkles.

[0439] <Initiator>

[0440] The initiator used in the colored curable composition of the present application is not particularly limited, and one or a combination of two or more kinds of various initiators known in the art can be used. As the initiator, for example, a thermal polymerization initiator, a photopolymerization initiator, and the like can be exemplified, and specifically, for example, those described in Japanese Patent Application Publication No. 2013-029832 can be exemplified.

[0441] As the photoinitiator, aromatic ketones, benzoin ethers, halomethyl oxadiazole compounds, α-aminoketones, bisimidazoles, N,N-dimethylamino benzophenone, halomethyl s-triazine-based compounds, thioxanthone, and the like can be exemplified. As specific examples of the photoinitiator, aromatic ketones such as benzophenone, 4,4'-bisdiethylaminobenzophenone, 4-methoxy-4'-dimethylaminobenzophenone, and the like; benzoin ethers such as benzoin methyl ether; benzoin; bisimidazoles such as 2-(o-chlorophenyl)-4,5-phenyl imidazole dimer; halomethyl oxadiazole compounds such as 2-trichloromethyl-5-(p-methoxystyryl)-l,3,4-oxadiazole; halomethyl s-triazine-based compounds such as 2-(4-butoxy-naphthalen-l-yl)-4,6-bis-trichloromethyl s-triazine; 2,2-dimethoxy-l,2-diphenyl ethane-l-one, 2-methyl-l-[4-(methylthio)phenyl]-2-morpholinopropan-l-one, 1,2-benzyl-2-dimethylamino-l-(4-morpholinophenyl)butanone-l, 1-hydroxy-cyclohexyl-phenyl ketone, benzil, benzoylbenzoic acid, benzoylbenzoic acid methyl ester, 4-benzoyl-4'-methyl diphenyl sulfide, benzil methyl ketal, dimethylamino benzoate, isoamyl p-dimethylaminobenzoate, 2-n-butoxyethyl 4-dimethylaminobenzoate, 2-chlorothioxanthone, 2,4-diethylthioxanthone, 2,4-dimethylthioxanthone, isopropyl thioxanthone, 4-benzoyl-methyl diphenyl sulfide, 1-hydroxy-cyclohexyl-phenyl ketone, 2-benzyl-2-(dimethylamino)=l-[4-(4-morpholinyl)phenyl]-l-butanone, 2-(dimethylamino)-2-[(4-methylphenyl)methyl]-l-[4-(4-morpholinyl)phenyl]-l-butanone, α-dimethoxy-α-phenylacetophenone, phenyl bis(2,4,6-trimethylbenzoyl)phosphine oxide, 2-methyl-l-[4-(methylthio)phenyl]-2-(4-morpholinyl)-l-propanone, 1-(9,9-dibutyl-9H-fluoren-2-yl)-2-methyl-2-(4-morpholinyl)-l-propanone, and the like can be exemplified.

[0442] Among them, 2-methyl-l-[4-(methylthio)phenyl]-2-morpholinopropan-l-one, 2-benzyl-2-(dimethylamino)-l-(4-morpholinylphenyl)-l-butanone, 4,4'-bis(diethylamino)benzophenone, diethylthioxanthone can be preferably used. Further, when an α-aminoketone-based initiator such as 2-methyl-l-[4-(methylthio)phenyl]-2-morpholinopropan-l-one is combined with a thioxanthone-based initiator such as diethylthioxanthone, it is preferable in terms of sensitivity adjustment, water mark suppression, and development resistance improvement.

[0443] The total content of the α-aminoacetophenone-based initiator and the thioxanthone-based initiator, when used together, is preferably 5 to 15% by mass, relative to the total amount of the solid components of the color-curable composition. If the amount of the initiator is 15% by mass or less, sublimates during the manufacturing process are reduced, and thus this is preferred. If the amount of the initiator is 5% by mass or more, watermarks are suppressed, and the development resistance is improved, and thus this is preferred.

[0444] In the present application, the photoinitiator preferably contains an oxime ester-based photoinitiator in terms of the ability to improve the sensitivity. In addition, by using an oxime ester-based photoinitiator, it is easy to suppress variations in the line width in the plane when forming a fine line pattern. Furthermore, by using an oxime ester-based photoinitiator, there is a tendency for the residual film rate to improve, and the suppression of watermarks to be more effective.

[0445] As the oxime ester-based photoinitiator, in terms of reducing contamination of the color-curable composition and the apparatus due to decomposition products, it is preferred to have an aromatic ring, more preferred to have a condensed ring including an aromatic ring, and further preferred to have a condensed ring including a benzene ring and a heterocycle.

[0446] As the oxime ester-based photoinitiator, it is possible to appropriately select from among the oxime ester-based photoinitiators described in Japanese Patent No. 2000-80068, Japanese Patent No. 2001-233842, Japanese Patent No. 2010-527339, Japanese Patent No. 2010-527338, Japanese Patent No. 2013-041153, and the like. As commercially available products, it is possible to use Irgacure OXE-01 having a diphenyl sulfide skeleton, Adeka Arkles NCI-930, TR-PBG-345, TR-PBG-304 having a carbazole skeleton, Irgacure OXE-02 having a fluorene skeleton, Adeka Arkles NCI-831, TR-PBG-365, TR-PBG-3057 having a diphenyl sulfide skeleton (all manufactured by Changzhou Qiangli Electronics New Materials Co., Ltd.), and the like. In particular, it is preferred to use an oxime ester-based photoinitiator having a diphenyl sulfide skeleton or a fluorene skeleton in terms of the brightness. In addition, it is preferred to use an oxime ester-based photoinitiator having a carbazole skeleton in terms of the higher sensitivity.

[0447] In addition, the oxime ester-based photoinitiator is preferred in terms of inhibition of water stains and improvement of sensitivity when used in combination with a photoinitiator having a tertiary amine structure. The reason for this is that the photoinitiator having a tertiary amine structure has a tertiary amine structure as an oxygen quencher within the molecule, and thus the radicals generated from the initiator are not easily deactivated by oxygen, and the sensitivity can be improved. As commercially available products of the above-mentioned photoinitiator having a tertiary amine structure, for example, 2-methyl-l-(4-methylthiophenyl)-2-morpholinopropan-l-one (e.g., Irgacure 907, manufactured by BASF Corporation), 2-benzyl-2-(dimethylamino)-l-(4-morpholinophenyl)-l-butanone (e.g., Irgacure 369, manufactured by BASF Corporation), 4,4'-bis(diethylamino)benzophenone (e.g., Hicure ABP, manufactured by Kawaguchi Yakuhin), and the like can be exemplified.

[0448] In addition, the oxime ester-based photoinitiator is preferred in terms of sensitivity adjustment, inhibition of water stains, and improvement of development resistance when used in combination with a thioxanthone-based initiator. The combination of two or more oxime ester-based photoinitiators with a thioxanthone-based initiator is preferred in terms of brightness, improvement of residual film rate, easy adjustment of sensitivity, higher inhibition effect of water stain generation, and improvement of development resistance.

[0449] The content of the initiator in the colored curable composition is, for example, preferably 0.1 to 15% by mass, and more preferably 1 to 10% by mass, relative to the total amount of the solid components of the colored curable composition. If the content of the initiator is equal to or greater than the above lower limit, curing is easily performed sufficiently, and if the content of the initiator is equal to or less than the above upper limit, side reactions can be inhibited, and the stability over time can be maintained.

[0450] <Other Components>

[0451] The colored curable composition of the present application can contain, as necessary, a polymer such as an alkali-soluble resin, an antioxidant, and further various additives.

[0452] (Polymer)

[0453] As the polymer, an alkali-soluble resin having solubility to an alkali developer is suitably used in the case where a photolithography process is used when forming a colored layer. In the present application, since the dispersant has an acidic group, it also functions as an alkali-soluble resin, and thus an alkali-soluble resin different from the above dispersant is not necessarily an essential component in the case where a photolithography process is used.

[0454] In the photosensitive colored resin composition of the present application, an alkali-soluble resin different from the above dispersant is preferably further contained in terms of easy adjustment of alkali solubility.

[0455] The alkali-soluble resin functions as a binder resin as long as it has an acidic group, and is soluble with respect to an alkali developer used at the time of pattern formation, and can be appropriately selected.

[0456] In the present application, the alkali-soluble resin can be appropriately selected using an alkali-soluble resin having an acid value of 30 mgKOH / g or more as a standard.

[0457] As the alkali-soluble resin, a previously known alkali-soluble resin can be appropriately selected, and for example, an alkali-soluble resin described in WO2016 / 104493 can be appropriately selected.

[0458] The preferred alkali-soluble resin in the present application is a resin having an acidic group, typically a carboxyl group, and specifically, for example, an acrylic resin such as an acrylic copolymer having a carboxyl group and a styrene-acrylic copolymer having a carboxyl group, and the like, an epoxy (meth)acrylate resin having a carboxyl group, and the like. Among these, particularly preferred are those having a carboxyl group in the side chain, and further having a photopolymerizable functional group such as an olefinically unsaturated group in the side chain. The reason for this is that by containing a photopolymerizable functional group, the film strength of the cured film formed can be increased. In addition, these acrylic copolymers and the like, the styrene-acrylic copolymers, and the epoxy acrylate resins can also be used in a mixture of two or more.

[0459] The content of the alkali-soluble resin used in the colored curable composition is not particularly limited, and for example, it is preferably in the range of 1 to 60 mass% with respect to the total amount of the solid content components of the colored curable composition, and more preferably in the range of 5 to 40 mass%. If the content of the alkali-soluble resin is equal to or greater than the lower limit value described above, sufficient alkali developability is easily obtained, and in addition, if the content of the alkali-soluble resin is equal to or less than the upper limit value described above, film roughness and pattern defects at the time of development are easily suppressed.

[0460] Note that in the present application, the solid content components are all components other than the solvent, and also include monomers and the like dissolved in the solvent.

[0461] In addition, the colored curable composition of the present application can contain, for example, as the above-described polymer, a thermosetting polymer such as a phenol resin, a urea resin, a diallyl phthalate resin, a melamine resin, a guanamine resin, an unsaturated polyester resin, a polyurethane resin, an epoxy resin, an amino alkyd resin, a melamine-urea co-condensed resin, a silicone resin, a polysiloxane resin, and the like.

[0462] Note that the above-described polymer can be used alone, or two or more can be used in combination.

[0463] The content of the polymer in the colored curable composition is not particularly limited, and is preferably, for example, 1 to 60% by mass, more preferably 5 to 50% by mass, relative to the total amount of solid components of the colored curable composition. If the content of the polymer is equal to or greater than the lower limit of the above range, it is easy to suppress a decrease in film strength, and if the content of the polymer is equal to or less than the upper limit of the above range, it is possible to sufficiently contain components other than the polymer.

[0464] (Antioxidant)

[0465] The colored curable composition of the present application is also preferably contains an antioxidant in terms of improvement in heat resistance, suppression of discoloration of the color material, and improvement in brightness. The antioxidant can be appropriately selected from those known in the art. As specific examples of the antioxidant, for example, hindered phenol-based antioxidants, amine-based antioxidants, phosphorus-based antioxidants, sulfur-based antioxidants, hydrazine-based antioxidants, and the like can be given, and in terms of heat resistance, it is preferable to use a hindered phenol-based antioxidant. It can also be a latent antioxidant as described in International Publication No. 2014 / 021023.

[0466] As the hindered phenol-based antioxidant, for example, pentaerythritol tetra[3-(3,5-di-tert-butyl-4-hydroxyphenyl)propionate] (trade name: IRGANOX 1010, manufactured by BASF), isocyanuric acid 1,3,5-tris(3,5-di-tert-butyl-4-hydroxybenzyl) ester (trade name: Irganox 3114, manufactured by BASF), 2,4,6-tris(4-hydroxy-3,5-di-tert-butylbenzyl)mesitylene (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), 3,5-di-tert-butyl-4-hydroxybenzyl diethylphosphonate (trade name: Irgamod 195, manufactured by BASF), and the like can be given. Among them, in terms of heat resistance and light resistance, pentaerythritol tetra[3-(3,5-di-tert-butyl-4-hydroxyphenyl)propionate] (trade name: IRGANOX 1010, manufactured by BASF) is preferable.

[0467] The colored curable composition of the present application is preferably combined with the above oxime ester-based photoinitiator and the antioxidant in terms of improvement in brightness using a synergistic effect, and improvement in the ability to form a fine line pattern according to the design of the mask line width.

[0468] The content of the antioxidant is not particularly limited, but it is generally preferred to be 0.1% to 10.0% by mass, more preferably 0.5% to 5.0% by mass, relative to the total amount of solids in the color-curing composition. If the content is above the lower limit, the heat resistance and lightfastness are easily excellent. On the other hand, if the content is below the upper limit, the color-curing composition of the present invention can easily be made into a highly sensitive photosensitive resin composition.

[0469] When an antioxidant is used in combination with the aforementioned oxime ester-based photoinitiator, the antioxidant content is typically 1 to 250 parts by mass relative to 100 parts by mass of the total amount of the aforementioned oxime ester-based photoinitiator, more preferably 3 to 80 parts by mass, and even more preferably 5 to 45 parts by mass. Within these ranges, the combination exhibits excellent effects.

[0470] (Various additives)

[0471] The coloring and curing composition of the present invention may contain various additives.

[0472] Examples of additives include: polymerization inhibitors, chain transfer agents, leveling agents, plasticizers, surfactants, defoamers, silane coupling agents, ultraviolet absorbers, adhesion promoters, etc.

[0473] Specific examples of surfactants and plasticizers include those described in Japanese Patent Application Publication No. 2013-029832.

[0474] In addition, examples of silane coupling agents include: KBM-502, KBM-503, KBE-502, KBE-503, KBM-5103, KBM-903, KBE-903, KBM573, KBM-403, KBE-402, KBE-403, KBM-303, KBM-802, KBM-803, KBE-9007, and X-12-967C (manufactured by Shin-Etsu Silicones). Among these, KBM-502, KBM-503, KBE-502, KBE-503, and KBM-5103, which have methacrylate or acrylic groups, are preferred in terms of adhesion to the SiN substrate.

[0475] Regarding the content of the silane coupling agent, relative to the total amount of solid components in the coloring and curing composition, the silane coupling agent is preferably 0.05% by mass or more and 10.0% by mass or less, more preferably 0.1% by mass or more and 5.0% by mass or less. If it is above the lower limit and below the upper limit, the substrate adhesion is excellent.

[0476] <Proportioning ratio of each component in the color-curing composition>

[0477] The total content of the color material is not particularly limited, and is preferably, for example, in the range of 3 to 65% by mass, more preferably in the range of 4 to 60% by mass, relative to the total amount of the solid content component of the colored curable composition. If it is equal to or greater than the lower limit of the above range, the colored layer when the colored curable composition is applied to a prescribed film thickness (typically, 1.0 to 5.0 μm) is easily provided with sufficient color density. In addition, if it is equal to or less than the upper limit of the above range, the storage stability is excellent, and a colored layer having sufficient hardness and adhesion to a substrate is easily obtained. In particular, in the case of forming a colored layer having a high color material concentration, the content of the color material relative to the total amount of the solid content component of the colored curable composition is preferably, for example, in the range of 15 to 75% by mass, and more preferably in the range of 25 to 70% by mass.

[0478] In addition, the content of the dispersant is not particularly limited as long as the color material is uniformly dispersed, and is preferably, for example, in the range of 1 to 40% by mass, more preferably in the range of 2 to 30% by mass, and further preferably in the range of 3 to 25% by mass, relative to the total amount of the solid content component of the colored curable composition. If it is equal to or greater than the lower limit of the above range, the dispersibility and dispersion stability of the color material are excellent, and the storage stability of the colored curable composition is more easily excellent. In addition, if it is equal to or less than the upper limit of the above range, the alkali developability is easily good. In particular, in the case of forming a colored layer having a high color material concentration, the content of the dispersant relative to the total amount of the solid content component of the colored curable composition is preferably, for example, in the range of 2 to 25% by mass, and more preferably in the range of 3 to 20% by mass.

[0479] In addition, the content of the solvent is appropriately set within a range in which the colored layer is formed with good precision. The content of the solvent is preferably, for example, in the range of 55 to 95% by mass, and more preferably in the range of 65 to 88% by mass, relative to the total amount of the colored curable composition including the solvent. By setting the content of the solvent within the above range, a colored curable composition having excellent coatability is obtained.

[0480] <Method for producing colored curable composition>

[0481] The method for producing the colored curable composition of the present application is not particularly limited, and is obtained, for example, by adding a polymerizable compound, a photoinitiator, an optional alkali-soluble resin, and other components to the color material dispersion liquid of the present application described above, and mixing using a publicly known mixing method.

[0482] <Use>

[0483] The colored curable composition of the present application can form a coating film in which the color change upon heating is suppressed, the brightness is improved, and the generation of foreign matter is suppressed, and is therefore particularly suitably used for color filter applications.

[0484] The colored curable composition of the present application can be used for various applications requiring excellent dispersion stability of a fine color material, and can also be used for inkjet ink and printing ink.

[0485] III. Color filter

[0486] The color filter of the present application at least has a substrate, and a colored layer provided on the substrate, at least one layer of the colored layer being a cured product of the colored curable composition of the present application described above.

[0487] The color filter of the present application is described with reference to the drawings. Figure 1 FIG. 1 is a schematic cross-sectional view showing an example of the color filter of the present application. According to the present application, the color filter 10 has a substrate 1, a light-shielding portion 2, and a colored layer 3. Figure 1

[0488] <Colored layer>

[0489] At least one layer of the colored layer used in the color filter of the present application is a colored layer that is a cured product of the colored curable composition of the present application described above.

[0490] The colored layer is generally formed on the opening portion of the light-shielding portion of the substrate described below, and generally contains colored patterns of three or more colors.

[0491] In addition, the arrangement of the colored layer is not particularly limited, and can be, for example, a stripe type, a mosaic type, a triangle type, a 4-pixel arrangement type, or the like. In addition, the width, area, and the like of the colored layer can be arbitrarily set.

[0492] The thickness of the colored layer can be appropriately controlled by adjusting the coating method, the concentration of the solid content component of the colored curable composition, the viscosity, and the like, and is generally preferably in the range of 1 to 5 μm.

[0493] The colored layer can be formed, for example, by the following method.

[0494] First, the colored curable composition of the present application described above is coated on the substrate described below using a coating method such as a spray coating method, a dip coating method, a bar coating method, a roll coating method, a spin coating method, or a die coating method, to form a wet coating film. Among these, the spin coating method or the die coating method can be preferably used.

[0495] Next, the wet coating film is dried using a hot plate or an oven, or the like, and is exposed through a mask having a predetermined pattern, to cause the alkali-soluble resin and the polyfunctional monomer, or the like, to undergo photopolymerization to form a cured coating film. As the light source used for the exposure, for example, ultraviolet rays such as a low-pressure mercury lamp, a high-pressure mercury lamp, or a metal halide lamp, or an electron beam can be exemplified. The exposure amount can be appropriately adjusted depending on the light source used, the thickness of the coating film, and the like.​

[0496] In addition, a heating treatment can be performed after the exposure in order to promote the polymerization reaction. The heating conditions can be appropriately selected depending on the mixing ratio of the components in the colored curable composition to be used, the thickness of the coating film, and the like.

[0497] Next, a developing treatment is performed using a developing solution, and the unexposed portions are dissolved and removed, whereby a coating film is formed in a desired pattern. As the developing solution, a solution in which an alkali is dissolved in water or a water-soluble solvent is generally used. An appropriate amount of a surfactant or the like can also be added to the alkali solution. In addition, the developing method can employ a general method.

[0498] After the developing treatment, the developing solution is generally washed, and the cured coating film of the colored curable composition is dried, thereby forming a colored layer. Note that, after the developing treatment, a heating treatment can also be performed in order to sufficiently cure the coating film. The heating conditions are not particularly limited, and can be appropriately selected depending on the use of the coating film.

[0499] <Light shielding portion>

[0500] The light shielding portion in the color filter of the present application is formed in a pattern on a substrate described below, and can be the same as that used as a light shielding portion in a general color filter.

[0501] 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 can be a metal thin film of chromium or the like formed by a sputtering method, a vacuum evaporation method, or the like. Alternatively, the light shielding portion can be a resin layer containing carbon particles, metal oxides, inorganic pigments, organic pigments, or the like having light shielding properties in a resin binder. In the case of the resin layer containing light shielding particles, there are a method of using a photosensitive resist and patterning by development, a method of using an inkjet ink containing light shielding particles to pattern, a method of thermally transferring a photosensitive resist, and the like.

[0502] The film thickness of the light shielding portion is set to about 0.2 to 0.4 μm in the case of a metal thin film, and is set to about 0.5 to 2 μm in the case of a black pigment dispersed or dissolved in a binder resin.

[0503] <Substrate>

[0504] As the substrate, a transparent substrate, a silicon substrate, and a substrate on which an aluminum thin film, a silver thin film, a silver / copper / palladium alloy thin film, or the like is formed, described below, can be used. Other color filter layers, resin layers, transistors, circuits, and the like can be formed on these substrates.

[0505] The transparent substrate used in the color filter of this invention can be any substrate that is transparent to visible light, and there is no particular limitation. The transparent substrate commonly used in color filters can be used. Specifically, examples include: rigid transparent materials with no flexibility such as quartz glass, alkali-free glass, and synthetic quartz plates; or flexible transparent materials with flexibility such as transparent resin films, optical resin plates, and flexible glass.

[0506] The thickness of the transparent substrate is not particularly limited and can be around 100 μm to 1 mm, depending on the application of the color filter according to the present invention.

[0507] It should be noted that, in addition to the substrate, light-shielding portion and coloring layer described above, the color filter of the present invention may also have an outer coating layer, a transparent electrode layer, and further may have an alignment film, columnar spacers, etc.

[0508] IV. Display Device

[0509] The display device of the present invention is characterized by having the color filter described above. In the present invention, the configuration of the display device is not particularly limited, and can be appropriately selected from previously known display devices, such as liquid crystal displays and organic light-emitting displays.

[0510] Liquid crystal display device

[0511] As a liquid crystal display device of the present invention, an example can be a liquid crystal display device having the color filter, the opposing substrate, and the liquid crystal layer formed between the color filter and the opposing substrate described above.

[0512] The liquid crystal display device of the present invention will be described with reference to the figures. Figure 2 This is a schematic diagram illustrating an example of the liquid crystal display device of the present invention. Figure 2 As illustrated, the liquid crystal display device 40 of the present invention includes a color filter 10, an opposing substrate 20 having a TFT array substrate, etc., and a liquid crystal layer 30 formed between the color filter 10 and the opposing substrate 20.

[0513] It should be noted that the liquid crystal display device of the present invention is not limited to this. Figure 2 The configuration shown can be made into a configuration commonly known as a liquid crystal display device using a color filter.

[0514] There is no particular limitation on the driving method of the liquid crystal display device of the present invention, and a driving method commonly used in liquid crystal display devices can be adopted. Examples of such driving methods include TN method, IPS method, OCB method, and MVA method. In the present invention, any of these methods can be used appropriately.

[0515] In addition, as the facing substrate, a material can be appropriately selected in accordance with the driving method of the liquid crystal display device of the present application, or the like.

[0516] Further, as the liquid crystal constituting the liquid crystal layer, various liquid crystals having different dielectric anisotropy and mixtures thereof can be used in accordance with the driving method of the liquid crystal display device of the present application, or the like.

[0517] As the method of forming the liquid crystal layer, a method commonly used as a method of manufacturing a liquid crystal cell, such as a vacuum injection method, a liquid crystal dropping method, or the like, can be used. After the liquid crystal layer is formed by the above method, the liquid crystal cell is slowly cooled to room temperature, whereby the orientation of the enclosed liquid crystal can be performed.

[0518] [Organic light emitting display device]

[0519] As the organic light emitting display device of the present application, for example, an organic light emitting display device having the color filter and the organic light emitting body of the present application described above can be exemplified.

[0520] The organic light emitting display device of the present application will be described with reference to the drawings. Figure 3 is a schematic view showing an example of the organic light emitting display device of the present application. As shown in the drawing, the organic light emitting display device 100 of the present application has a color filter 10 and an organic light emitting body 80. An organic protective layer 50 and an inorganic oxide film 60 can be provided between the color filter 10 and the organic light emitting body 80. Figure 3

[0521] As the method of laminating the organic light emitting body 80, for example, a method of 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 upper surface of the color filter, or a method of adhering the organic light emitting body 80 formed on another substrate to the inorganic oxide film 60 can be exemplified. The transparent anode 71, the hole injection layer 72, the hole transport layer 73, the light emitting layer 74, the electron injection layer 75, and the cathode 76, and other components of the organic light emitting body 80 can be appropriately used as known. The organic light emitting display device 100 manufactured in the above manner can be applied to an organic EL display of a passive driving method, or an organic EL display of an active driving method, for example.

[0522] Note that the organic light emitting display device of the present application is not limited to the configuration shown in the drawing, and can be configured as known generally as an organic light emitting display device using a color filter. Figure 3

[0523] Example

[0524] Hereinafter, the present application will be specifically described with reference to examples. These descriptions do not limit the present application. ​​

[0525] The acid value and the amine value of the graft copolymer and the block copolymer before salt formation are obtained according to the measurement method described in the above description of the present application.

[0526] The mass average molecular weight (Mw) and Mw / Mn of the graft copolymer and the block copolymer are obtained by GPC (gel permeation chromatography) in the form of a standard polystyrene conversion value according to the measurement method described in the above description of the present application.

[0527] The acid value of the graft copolymer and the block copolymer after salt formation (hereinafter sometimes referred to as salt-type copolymer) is obtained by calculating in the following manner.

[0528] First, the acid value of the copolymer before salt formation is obtained by the above method. Also, the 1H-NMR spectrum of the basic compound before salt formation is measured using a nuclear magnetic resonance device. Next, the 1H-NMR spectrum of the mixture of the salt-type copolymer after salt formation and the basic compound is measured using a nuclear magnetic resonance device. From the ratio of the integral values of the hydrogen atom peaks in the vicinity of the salt formation bonding site of the basic compound, which does not form a salt, in the salt formation bonding site of the basic compound before and after salt formation, the reaction rate of the basic compound with respect to the terminal acidic group site of the structural unit represented by General Formula (I) of the salt-type copolymer is determined. The terminal acidic group site of the structural unit represented by General Formula (I), with respect to which the salt is formed with the above basic compound, is assumed to have an acid value of 0, and is calculated by (the acid value of the copolymer before salt formation measured by the method described in JIS K 0070: 1992) x (the ratio of the terminal acidic group site which does not form a salt (%) calculated from the 1H-NMR spectrum / 100).

[0529] In the following examples, the salt formation reaction is carried out until the hydrogen atom peak in the vicinity of the salt formation bonding site of the basic compound, which does not form a salt, disappears, in all cases, and thus the basic compound can be considered to form a salt in the entire amount. Therefore, the acid value of the salt-type copolymer can also be calculated by {the acid value of the copolymer before salt formation measured by the method described in JIS K 0070: 1992} - {the acid value of the copolymer before salt formation measured by the method described in JIS K 0070: 1992} x {the basic compound consumed by the salt formation reaction (mol) / the number of acidic groups of the copolymer before salt formation (mol)}.

[0530] The amine value of the graft copolymer and the block copolymer after salt formation is obtained in the following manner.

[0531] In the salt-type copolymer, the amine value of the salt-type copolymer in which the salt formation is performed by the compound represented by the above general formula (3) is set to the value determined by the method described in JIS K 7237: 1995. The reason is that since the terminal nitrogen site of the structural unit represented by general formula (VI) in the compound of the above general formula (3) forms a salt with a halogen atom side hydrocarbon, the salt formation state is not changed by this determination method, and the amine value can be determined.

[0532] On the other hand, in the salt-type copolymer, the amine value of the salt-type copolymer in which the salt formation is performed by the compound represented by the above general formula (1) or (2) is calculated and obtained from the amine value of the copolymer before salt formation described above in the following manner. The reason is that the terminal nitrogen site of the structural unit represented by general formula (VI) in the compound of the above general formula (1) or (2) forms a salt with an acidic group, and therefore if the amine value of such a salt-type copolymer is determined by the method described in the above JIS K 7237: 1995, the salt formation state is changed, and an accurate value cannot be determined.

[0533] First, the amine value of the copolymer before salt formation is obtained by the method described above. Also, the 1H-NMR spectrum of the copolymer before salt formation is determined using a nuclear magnetic resonance device. Next, the 1H-NMR spectrum of the salt-type copolymer after salt formation is determined using a nuclear magnetic resonance device. In the spectrum data obtained respectively, the reaction rate of the salt-type copolymer with respect to the one or more compounds selected from the group consisting of the above general formula (1) or (2) for the terminal nitrogen site of the structural unit represented by general formula (VI) is determined from the ratio of the integral values of the hydrogen atom peaks near the nitrogen atoms that do not form a salt in the terminal nitrogen site of the structural unit represented by general formula (VI) before and after salt formation. The amine value of the terminal nitrogen site of the structural unit represented by general formula (VI) that forms a salt with one or more compounds selected from the group consisting of the above general formula (1) or (2) is set to 0, and is calculated by (the amine value of the copolymer before salt formation determined by the method described in JIS K 7237: 1995) x (the ratio of the terminal nitrogen site that does not form a salt (%) calculated from the 1H-NMR spectrum / 100).

[0534] (Synthesis Example 1: Production of Graft Copolymer A)

[0535] (1) Synthesis of Macromonomer m1

[0536] In a reactor equipped with a condenser tube, an addition funnel, a nitrogen inlet, a mechanical stirrer, and a digital thermometer, 100.0 parts by mass of propylene glycol methyl ether acetate (PGMEA) was added, and stirring was performed under a nitrogen stream while warming to a temperature of 90°C. A mixed solution of 50.0 parts by mass of methyl methacrylate (MMA), 5.0 parts by mass of butyl methacrylate (BMA), 5.0 parts by mass of benzyl methacrylate (BzMA), 40.0 parts by mass of methoxy polyethylene glycol monomethacrylate (manufactured by Nippon Oil & Fats Corporation, trade name: Blemmer PME-200, ethylene oxide repeating number = 4) (PME-200), 7.0 parts by mass of mercaptopropionic acid, and 1.0 part by mass of α,α'-azobisisobutyronitrile (AIBN) was added dropwise over a period of 1.5 hours, and the reaction was further performed for 3 hours. After cooling, the reaction solution was diluted with 200 parts by mass of tetrahydrofuran (THF), and reprecipitation was performed using 3000 parts by mass of hexane, thereby obtaining 106.0 parts by mass of a white powder. Subsequently, 50.0 parts by mass of PGMEA, 7.4 parts by mass of glycidyl methacrylate (GMA), 0.30 parts by mass of N,N-dimethyldodecylamine, and 0.2 parts by mass of p-methoxyphenol were added to 100.0 parts by mass of the white powder, air bubbling was performed, and stirring was performed at 110°C for 24 hours. After cooling, the reaction solution was reprecipitated using 3000 parts by mass of hexane, thereby obtaining 106.0 parts by mass of a macromonomer ml.

[0537] The macromonomer ml obtained was confirmed by GPC (gel permeation chromatography) under conditions in which N-methylpyrrolidone was added with 0.01 mol / L lithium bromide / poly-styrene standards, and as a result, the mass average molecular weight (Mw) was 4500, and the molecular weight distribution (Mw / Mn) was 1.6.

[0538] (2) Preparation of Graft Copolymer A

[0539] A solution of the salt-type graft copolymer A was prepared by adding the graft copolymer A 25.0 parts by mass, 1,8-diazabicyclo[5.4.0]undec-7-ene (manufactured by San-Apro, "DBU") 1.93 parts by mass (0.3 mole equivalent with respect to the carboxyl structural unit of the graft copolymer A) in PGMEA 40.0 parts by mass, and stirring at room temperature for 6 hours. The reaction solution was reprecipitated with hexane 1000 parts by mass, thereby obtaining the salt-type graft copolymer A 27.3 parts by mass.

[0540] (3) Preparation of the salt-type graft copolymer A

[0541] A solution of the salt-type graft copolymer A was prepared by adding the graft copolymer A 25.0 parts by mass, 1,8-diazabicyclo[5.4.0]undec-7-ene (manufactured by San-Apro, "DBU") 1.93 parts by mass (0.3 mole equivalent with respect to the carboxyl structural unit of the graft copolymer A) in PGMEA 40.0 parts by mass, and stirring at room temperature for 6 hours. The reaction solution was reprecipitated with hexane 1000 parts by mass, thereby obtaining the salt-type graft copolymer A 27.3 parts by mass.

[0542] [Table 1]

[0543] Table 1

[0544]

[0545] (Synthetic Example 2: Production of the block copolymer B)

[0546] A reactor equipped with a condenser, an addition funnel, a nitrogen inlet, a mechanical stirrer, and a digital thermometer was charged with PGMEA 150.0 parts by mass, iodine 3.0 parts, V-70 (manufactured by Wako Pure Chemical Industries, Ltd.) 11.0 parts by mass, MMA 50.4 parts by mass, PME-200 (manufactured by Showa Denko K.K.) 30.0 parts by mass, and succinimide 0.04 parts by mass, and stirring was performed under a nitrogen stream while stirring was performed at 40°C for 5 hours, thereby producing a copolymer of the B block.

[0547] Next, MAA 11.0 parts by mass and 2-MOES 19.9 parts by mass were added, and stirring was performed at 40°C for 5 hours. The solid content was measured, and the result was that the polymerization conversion rate was 99% based on the nonvolatile content. The reaction solution was reprecipitated with hexane 3000 parts by mass, thereby obtaining an AB block copolymer B 99.0 parts by mass. The mass average molecular weight (Mw) of the block copolymer B obtained in the above manner was 8100, Mw / Mn was 1.2, and the acid value was 120 mgKOH / g.

[0548] (Synthesis Example 3: Production of Block Copolymer C)

[0549] In Synthesis Example 2, instead of using MMA 16.8 parts by mass and unsaturated fatty acid hydroxyalkyl ester-modified ε-caprolactone (PCL-FM5) 52.3 parts by mass, MMA 62.3 parts by mass and BMA 30.0 parts by mass were used, and instead of using MAA 11.0 parts by mass and 2-MOES 19.9 parts by mass, MAA 7.7 parts by mass was used, and otherwise, the block copolymer C was produced in the same manner as in Synthesis Example 2. The mass average molecular weight (Mw) of the block copolymer C obtained, Mw / Mn, the acid value, and the amine value are shown in Table 2.

[0550] (Synthesis Example 4: Production of Block Copolymer D)

[0551] (1) Preparation of Block Copolymer D

[0552] A reactor equipped with a condenser, an addition funnel, a nitrogen inlet, a mechanical stirrer, and a digital thermometer was charged with PGMEA 150.0 parts by mass, iodine 3.0 parts, V-70 (manufactured by Wako Pure Chemical Industries, Ltd.) 11.0 parts by mass, MMA 50.4 parts by mass, PME-200 (manufactured by Showa Denko K.K.) 30.0 parts by mass, and succinimide 0.04 parts by mass, and stirring was performed under a nitrogen stream while stirring was performed at 40°C for 5 hours, thereby producing a copolymer of the B block.

[0553] Next, 2-(dimethylamino)ethyl methacrylate (DMMA) 19.6 parts by mass was added, and stirring was performed at 40°C for 5 hours. The polymerization conversion rate was 99% as a result of measurement of the solid content component, converted from the nonvolatile component. The reaction solution was reprecipitated using hexane 3000 parts by mass, and thereby block copolymer D 99.0 parts by mass was obtained. The mass average molecular weight (Mw) of the block copolymer D obtained in the above manner was 7500, Mw / Mn was 1.2, and the amine value was 70 mgKOH / g. The mass average molecular weight (Mw), Mw / Mn, acid value, and amine value of the obtained block copolymer D are shown in Table 2.

[0554] (2) Preparation of salt-type block copolymer D

[0555] A salt-type block copolymer D solution was prepared by adding block copolymer D 25.0 parts by mass, phenylphosphonic acid (PPA, manufactured by Nippon Shokubai Co., Ltd.) 3.45 parts by mass (0.7 mole equivalents with respect to the DMMA structural unit of the block copolymer D) to PGMEA 40.0 parts by mass, and stirring at 60°C for 6 hours at room temperature. The reaction solution was reprecipitated using hexane 1000 parts by mass, and thereby salt-type block copolymer D 27.8 parts by mass was obtained.

[0556] (Synthetic Example 5: Production of salt-type block copolymer E)

[0557] The block copolymer E and the salt-type block copolymer E used in the production examples were produced in accordance with the description in paragraphs 0188 to 0191 of Japanese Patent No. 6605783 (Patent Document 1) above.

[0558] The values shown in Table 2 are converted in such a manner that the total parts by mass of the A block and the B block become 100.0 parts by mass.

[0559] The mass average molecular weight (Mw), Mw / Mn, acid value before and after salt formation, and amine value before and after salt formation of the obtained salt-type block copolymer E are shown in Table 2.

[0560] [Table 2]

[0561] Table 2

[0562]

[0563] (Production Example 1: Preparation of base-soluble resin α)

[0564] Into a reactor equipped with a condenser tube, an addition funnel, a nitrogen inlet, a mechanical stirrer, and a digital thermometer, 300 parts by mass of PGMEA was added, and after being warmed to 100°C under a nitrogen atmosphere, 90 parts by mass of 2-phenoxyethyl methacrylate (PhEMA), 54 parts by mass of MMA, 36 parts by mass of methacrylic acid (MAA), and 6 parts by mass of PERBUTYL O (manufactured by NIKKOL CORPORATION) were continuously added dropwise over a period of 1.5 hours, followed by the addition of 2 parts by mass of a chain transfer agent (n-dodecyl mercaptan). Thereafter, the temperature was maintained at 100°C, and after 2 hours from the completion of the dropwise addition of the above mixture, 0.1 parts by mass of p-methoxyphenol was added as a polymerization inhibitor to stop the polymerization.

[0565] Subsequently, while air was blown in, 20 parts by mass of glycidyl methacrylate (GMA) as an epoxy group-containing compound was added, and after being warmed to 110°C, 0.8 parts by mass of triethylamine was added, and an addition reaction was performed at 110°C for 15 hours to obtain an alkali-soluble resin α solution (mass average molecular weight (Mw) 8500, acid value 75 mgKOH / g, solid content 40 mass%).

[0566] (Preparation Example 2: Synthesis of Blue Lake Colorant 1)

[0567] (1) Synthesis of Intermediate 1

[0568] Referring to the production methods of Intermediate A-2, Intermediate B-1, and Compound 1-3 described in Japanese Patent Publication No. 2018-3013, Intermediate 1 represented by the following formula (a) was obtained (yield 87%).

[0569] From the following analysis results, it was confirmed that the obtained compound was the target compound.

[0570] • MS (ESI) (m / z): 677 (+), divalent;

[0571] • Elemental analysis value: CHN measured value (81.81%, 7.31%, 5.85%); theoretical value (81.77%, 7.36%, 5.90%).

[0572] [Chemical 14]

[0573] Formula (a)

[0574]

[0575] (2) Synthesis of Blue Lake Colorant 1

[0576] The 12 tungstenophosphonic acid-n hydrate 2.59 g (0.76 mmol) manufactured by Kanto Chemical Co., Inc. was heated and dissolved in a mixed solution of methanol 40 mL and water 40 mL, 1.6 g (1.19 mmol) of the above-mentioned intermediate 1 was added, and stirred for 1 hour. The precipitate was filtered and washed with water. The obtained precipitate was dried under reduced pressure to obtain the lake color material 1 represented by the following formula (b) (yield 95%).

[0577] The obtained compound was confirmed to be the target compound according to the following analysis results.

[0578] •31P NMR (d-dmso, ppm) δ -15.15;

[0579] • MS (MALDI) (m / z): 1355 (M + ), 2879 (MH2 - );

[0580] • Elemental analysis value: CHN measured value (35.55%, 3.24%, 2.61%); theoretical value (35.61%, 3.20%, 2.57%);

[0581] • Fluorescent X-ray analysis: Mo / W measured ratio (0%, 100%); theoretical value (0%, 100%).

[0582] [Chemical 15]

[0583] Formula (b)

[0584]

[0585] (Example 1)

[0586] (1-1) Manufacture of color material dispersion liquid G-1

[0587] Into a mayonnaise jar, 8.25 parts by mass of the graft copolymer A of Synthesis Example 1, 0.38 parts by mass of 8-diazabicyclo[5.4.0]undec-7 (manufactured by San-Apro Co., Ltd., "DBU"), 0.15 parts by mass of phenylphosphonic acid (manufactured by Dic Co., Ltd., PPA), 13.0 parts by mass of C.I. Pigment Green 58 (PG58) as a color material, 78.22 parts by mass of PGMEA, and 100 parts by mass of zirconia beads of 2.0 mm in particle diameter were charged as a pre-crushing, and stirred for 1 hour using a paint shaker (manufactured by Hatta Tekko Co., Ltd.). Then, the zirconia beads of 2.0 mm in particle diameter were removed, and 200 parts by mass of zirconia beads of 0.1 mm in particle diameter were added, and similarly, as a formal crushing, dispersed for 4 hours using a paint shaker to obtain a color material dispersion liquid G-1.

[0588] (1-2) Manufacture of color material dispersion liquid Y-1

[0589] In the above color material dispersion liquid G-1, C.I. Pigment Yellow 138 (PY138) was used instead of PG58, and otherwise, in the same manner as in the above color material dispersion liquid G-1, a color material dispersion liquid Y-1 was obtained.

[0590] (2) Production of the colored curable composition G-1

[0591] To 6.86 parts by mass of the color material dispersion liquid G-1 obtained in the above (1-1), 2.94 parts by mass of the color material dispersion liquid Y-1 obtained in the above (1-2), 0.69 parts by mass of the alkali-soluble resin α solution obtained in Preparation Example 1, 0.83 parts by mass of a multifunctional monomer (trade name ARONIX M-403, manufactured by TOAGOSEI CO., LTD.), 0.05 parts by mass of 2-methyl-l-(4-methylthiophenyl)-2-morpholinopropan-l-one (photoinitiator: trade name Irgacure 907, manufactured by BASF Japan, Ltd.), 0.05 parts by mass of 2-benzyl-2-dimethylamino-l-(4-morpholinophenyl)-butanone-l (photoinitiator: trade name Irgacure 369, manufactured by BASF Japan), 0.02 parts by mass of 1,2-octanedione, l-[4-(phenylthio)-, 2-(O-benzoyl oxime)] (photoinitiator: trade name Irgacure OXE01, manufactured by BASF Japan, Ltd.), 0.07 parts by mass of a fluorine-based surfactant (trade name MEGAFAC R-08MH, manufactured by DIC Corp.), 8.48 parts by mass of PGMEA were added, and a colored curable composition G-1 was obtained.

[0592] (Examples 2 to 11)

[0593] (1) Production of the color material dispersion liquids G-2 to G-11 and the color material dispersion liquids Y-2 to Y-11

[0594] In Example 1, instead of the graft copolymer A, DBU and PPA, the graft copolymer A, the block copolymers B to D, the nitrogen-containing basic compound and the acid group-containing compound were used in combination in the amounts shown in Table 3, respectively, the amount of PGMEA was changed in such a manner that the total mass becomes 100 parts by mass, and otherwise, in the same manner as in Example 1, the color material dispersion liquids G-2 to G-11 and the color material dispersion liquids Y-2 to Y-11 were produced.

[0595] (2) Production of the colored curable compositions G-2 to G-11

[0596] In (2) of Example 1, the above color material dispersions G-2 to G-11 and color material dispersions Y-2 to Y-11 were used instead of the color material dispersion G-1 and the color material dispersion Y-1, respectively, the amounts of the color material dispersions G-2 to G-11 and the color material dispersions Y-2 to Y-11 were adjusted so as to have the same color hue as the colored curable composition G-1, and otherwise, in the same manner as in (2) of Example 1, the colored curable compositions G-2 to G-11 were obtained.

[0597] (Example 12)

[0598] (1) Production of color material dispersion G-12, color material dispersion Y-12

[0599] In Example 2, the above salt-type graft copolymer A and the above salt-type block copolymer D were used instead of the graft copolymer A, the block copolymer D, DBU and PPA, and otherwise, in the same manner as in Example 2, the color material dispersion G-12 and the color material dispersion Y-12 were produced. The DBU contained in the salt-type graft copolymer A used for the color material dispersion and the content thereof, and the PPA contained in the salt-type block copolymer and the content thereof are described in Table 3 in parentheses.

[0600] (2) Production of colored curable composition G-12

[0601] In (2) of Example 1, the above color material dispersion G-12 and the color material dispersion Y-12 were used instead of the color material dispersion G-1 and the color material dispersion Y-1, respectively, the amounts of the color material dispersion G-12 and the color material dispersion Y-12 were adjusted so as to have the same color hue as the colored curable composition G-1, and otherwise, in the same manner as in (2) of Example 1, the colored curable composition G-12 was obtained.

[0602] (Comparative Example 1)

[0603] (1) Production of comparative color material dispersion CG-1, comparative color material dispersion CY-1

[0604] In (1) of Example 1, phenylphosphonic acid (PPA) was not added, and otherwise, in the same manner as in Example 1, the comparative color material dispersion CG-1 was obtained.

[0605] In the above comparative color material dispersion CG-1, C.I. Pigment Yellow 138 (PY138) was used instead of PG58, and otherwise, in the same manner as in the above color material dispersion CG-1, the comparative color material dispersion CY-1 was obtained.

[0606] (2) Production of comparative colored curable composition CG-1

[0607] In (2) of Example 1, the above comparative color material dispersion CG-1 and comparative color material dispersion CY-1 were used instead of the color material dispersion G-1 and color material dispersion Y-1, respectively, and the amounts of the color material dispersion CG-1 and color material dispersion CY-1 were adjusted so as to have the same chromaticity as the colored curable composition G-1, and otherwise, in the same manner as in (2) of Example 1, a comparative colored curable composition CG-1 was obtained.

[0608] (Comparative Examples 2 to 5)

[0609] Manufacture of Comparative Color Material Dispersion CG-2 to CG-5 and Comparative Color Material Dispersion CY-2 to CY-5

[0610] In (1) of Example 1, instead of the graft copolymer A, the block copolymer D or the salt-type block copolymer E, and the nitrogen-containing basic compound and / or the compound containing an acidic group were used in the amounts shown in Table 4, respectively, and the amount of PGMEA was changed so as to have a total mass of 100 parts by mass, and otherwise, in the same manner as in Example 1, the comparative color material dispersion CG-2 to CG-5 and comparative color material dispersion CY-2 to CY-5 were obtained.

[0611] (2) Manufacture of Comparative Colored Curable Composition CG-2 to CG-5

[0612] In (2) of Example 1, the above comparative color material dispersion CG-2 to CG-5 and comparative color material dispersion CY-2 to CY-5 were used instead of the color material dispersion G-1 and color material dispersion Y-1, respectively, and the amounts of the color material dispersion CG-2 to CG-5 and color material dispersion CY-2 to CY-5 were adjusted so as to have the same chromaticity as the colored curable composition G-1, and otherwise, in the same manner as in (2) of Example 1, the comparative colored curable composition CG-2 to CG-5 was obtained.

[0613] (Comparative Examples 6 to 7)

[0614] (1) Manufacture of Comparative Color Material Dispersion CG-6 to CG-7 and Comparative Color Material Dispersion CY-6 to CY-7

[0615] In (1) of Example 1, a compound containing an acidic group having a pKa exceeding 4 was used instead of PPA, or a nitrogen-containing basic compound having a pKa less than 9 was used instead of DBU, and otherwise, in the same manner as in Example 1, the comparative color material dispersion CG-6 to CG-7 and comparative color material dispersion CY-6 to CY-7 were obtained.

[0616] (2) Manufacture of Comparative Colored Curable Composition CG-6 to CG-7

[0617] In (2) of Example 1, Comparative Color Material Dispersion Liquids CG-6 to CG-7 and Comparative Color Material Dispersion Liquids CY-6 to CY-7 described above were used instead of Color Material Dispersion Liquid G-1, respectively, the amounts of Comparative Color Material Dispersion Liquids CG-6 to CG-7 and Comparative Color Material Dispersion Liquids CY-6 to CY-7 were adjusted so as to have the same chromaticity and coloration-curing property as those of Coloration-Curing Property Composition G-1, and otherwise, in the same manner as in (2) of Example 1, Comparative Coloration-Curing Property Compositions CG-6 to CG-7 were obtained.

[0618] (Comparative Example 8)

[0619] (1-1) Production of Comparative Color Material Dispersion Liquid CG-8

[0620] A solution of phosphoric acid-based resin type dispersant (b2-1) used in Example 1 of Japanese Patent Laid-Open No. 2020-169242 (Patent Document 2), a solution of carboxylic acid-based resin type dispersant (b4-1), a solution of binder resin (C-1), and a solution of basic resin type dispersant (b1-7) were prepared in accordance with Japanese Patent Laid-Open No. 2020-169242.

[0621] A yolk jar was charged with 0.32 parts by mass of the solution of phosphoric acid-based resin type dispersant (b2-1), 0.32 parts by mass of the solution of carboxylic acid-based resin type dispersant (b4-1), 0.63 parts by mass of the solution of basic resin type dispersant (b1-7), 10.1 parts by mass of the solution of binder resin (C-1), 76.26 parts by mass of PGMEA, and 100 parts by mass of zirconia beads having a particle size of 2.0 mm, and was shaken for 1 hour using a paint shaker (manufactured by Shadatetsu Co., Ltd.) as a pre-crushing. Then, the zirconia beads having a particle size of 2.0 mm were removed, and 200 parts by mass of zirconia beads having a particle size of 0.1 mm were added. The same was dispersed for 4 hours using the paint shaker as a formal crushing, and Comparative Color Material Dispersion Liquid CG-8 was obtained.

[0622] The weight ratio of the dispersant to the binder resin with respect to the solid content of the pigment was set to be the same as in Example 1 of Japanese Patent Laid-Open No. 2020-169242.

[0623] (1-2) Production of Comparative Color Material Dispersion Liquid CY-8

[0624] In Comparative Color Material Dispersion Liquid CG-8, C.I. Pigment Yellow 138 (PY138) was used instead of PG58, and otherwise, in the same manner as in Comparative Color Material Dispersion Liquid CG-8, Comparative Color Material Dispersion Liquid CY-8 was obtained.

[0625] (2) Production of Comparative Coloration-Curing Property Composition CG-8

[0626] In (2) of Example 1, the above comparative color material dispersion liquid CG-8 and comparative color material dispersion liquid CY-8 were used instead of the color material dispersion liquid G-1 and color material dispersion liquid Y-1, respectively, the amounts of the color material dispersion liquid CG-8 and color material dispersion liquid CY-8 were adjusted so as to have the same chromaticity and coloration-curing property composition G-1, and otherwise, in the same manner as in (2) of Example 1, a comparative coloration-curing property composition CG-8 was obtained. Note that, in the preparation of the carboxylic acid resin type dispersant (b4-1) solution, as a catalyst, 1,8-diazabicyclo-[5.4.0]-7-undecene was used, but it was consumed by the reaction, and even if it is assumed that all of the added 1,8-diazabicyclo-[5.4.0]-7-undecene remains in the carboxylic acid resin type dispersant (b4-1) solution, the content thereof is 0.0013 parts by mass with respect to 100 parts by mass of the color material.

[0627] (Comparative Example 9)

[0628] (1-1) Production of Comparative Color Material Dispersion Liquid CG-9

[0629] A solution of a salt of a phenylphosphonic acid and a basic resin type dispersant having an amino group (b3-1) used in Example 41 of Japanese Patent No. 2020-169242 (the above-described Patent Document 2), and a solution of a carboxylic acid resin type dispersant (b4-1), and a solution of a binder resin (C-1) were prepared with reference to Japanese Patent No. 2020-169242.

[0630] A solution of a salt of a phenylphosphonic acid and a basic resin type dispersant having an amino group (b3-1) 0.95 parts by mass, a solution of a carboxylic acid resin type dispersant (b4-1) 0.32 parts by mass, a solution of a binder resin (C-1) 10.1 parts by mass, C.I. Pigment Green 58 (PG58) as a color material 13.0 parts by mass, PGMEA 76.26 parts by mass, and zirconia beads of 2.0 mm in particle diameter 100 parts by mass were charged into a mayonnaise jar, and as a pre-crushing, the mixture was stirred for 1 hour using a paint shaker (manufactured by Shikoku Kogyo Co., Ltd.), and then the zirconia beads of 2.0 mm in particle diameter were removed, zirconia beads of 0.1 mm in particle diameter 200 parts by mass were added, and as a formal crushing, the mixture was dispersed for 4 hours using the paint shaker, to thereby obtain a color material dispersion liquid CG-9.

[0631] The weight ratio of the dispersant to the binder resin with respect to the solid content of the pigment was set to be the same as in Example 41 of Japanese Patent No. 2020-169242.

[0632] (1-2) Production of Comparative Color Material Dispersion Liquid CY-9

[0633] In the above color material dispersion liquid CG-9, C.I. Pigment Yellow 138 (PY138) was used instead of PG58, and otherwise, in the same manner as the above color material dispersion liquid CG-9, a color material dispersion liquid CY-9 was obtained.

[0634] (2) Production of Comparative Color Curing Composition CG-9

[0635] In (2) of Example 1, the above comparative color material dispersion liquid CG-9 and comparative color material dispersion liquid CY-9 were used instead of the color material dispersion liquid G-1 and color material dispersion liquid Y-1, respectively, and the amounts of the color material dispersion liquid CG-9 and color material dispersion liquid CY-9 were adjusted so as to have the same colorimetric value as the color curing composition G-1, and otherwise, in the same manner as (2) of Example 1, a comparative color curing composition CG-9 was obtained. Note that, in the preparation of the carboxylic acid resin type dispersant (b4-1) solution, as a catalyst, 1,8-diazabicyclo-[5.4.0]-7-undecene was used, but it was consumed by the reaction, and even if it is assumed that all of the added 1,8-diazabicyclo-[5.4.0]-7-undecene remains in the carboxylic acid resin type dispersant (b4-1) solution, the content thereof is 0.0013 parts by mass with respect to 100 parts by mass of the color material.

[0636] (Comparative Example 10)

[0637] (1-1) Production of Comparative Color Material Dispersion Liquid CG-10

[0638] In the comparative color material dispersion liquid CG-9 of Comparative Example 9, the weight ratio of the dispersant and the binder resin with respect to the solid content of the pigment was increased so as to be the same as the weight ratio of the dispersant of Example 1 with respect to the solid content of the pigment.

[0639] Specifically, 11.44 parts by mass of a solution of a salt of a phenylphosphonic acid and a basic resin type dispersant having an amino group (b3-1), 16.08 parts by mass of a solution of a carboxylic acid resin type dispersant (b4-1), 13.0 parts by mass of C.I. Pigment Green 58 (PG58) as a color material, 59.48 parts by mass of PGMEA, and 100 parts by mass of zirconia beads of 2.0 mm in particle diameter were charged into a mayonnaise jar, and as a pre-crushing, the mixture was stirred for 1 hour using a paint shaker (manufactured by Shikoku Kogyo Co., Ltd.), and then the zirconia beads of 2.0 mm in particle diameter were removed, 200 parts by mass of zirconia beads of 0.1 mm in particle diameter were added, and as a formal crushing, the mixture was dispersed for 4 hours using the paint shaker, whereby a color material dispersion liquid CG-10 was obtained.

[0640] (1-2) Production of Comparative Color Material Dispersion Liquid CY-10

[0641] In the above-mentioned color material dispersion CG-10, CI pigment yellow 138 (PY138) was used instead of PG58. Otherwise, the color material dispersion CY-10 was obtained in the same manner as the above-mentioned color material dispersion CG-10.

[0642] (2) Comparison of the manufacturing of color-curing composition CG-10

[0643] In Example 1(2), the comparative colorant dispersions CG-10 and CY-10 were used instead of colorant dispersions G-1 and Y-1, respectively. The amounts of colorant dispersions CG-10 and CY-10 were adjusted to make the color intensity the same as that of the color curing composition G-1. Otherwise, the comparative color curing composition CG-10 was obtained in the same manner as in Example 1(2). It should be noted that when preparing the carboxylic acid resin type dispersant (b4-1) solution, 1,8-diazabicyclo-[5.4.0]-7-undecene was used as a catalyst, but it was consumed by the reaction. Even assuming that all the added 1,8-diazabicyclo-[5.4.0]-7-undecene remained in the carboxylic acid resin type dispersant (b4-1) solution, its content was 0.067 parts by mass relative to 100 parts by mass of the colorant.

[0644] (Example 13)

[0645] (1) Manufacturing of colorant dispersion R1-1 and colorant dispersion R2-1

[0646] In the color material dispersion G-1 of Example 1, CI Pigment Red 177 (PR177) was used instead of PG58. Otherwise, color material dispersion R1-1 was obtained in the same manner as color material dispersion G-1 described above. Additionally, in the color material dispersion G-1 of Example 1, CI Pigment Red 291 (PR291) was used instead of PG58. Otherwise, color material dispersion R2-1 was obtained in the same manner as color material dispersion G-1 described above.

[0647] (2) Manufacturing of coloring and curing composition R-1

[0648] In Example 1 (2), 2.94 parts by weight of the above-mentioned color material dispersion R1-1 and 6.86 parts by weight of color material dispersion R2-1 were used instead of 6.86 parts by weight of color material dispersion G-1 and 2.94 parts by weight of color material dispersion Y-1, respectively. Otherwise, the color curable composition R-1 was obtained in the same manner as in Example 1 (2).

[0649] (Examples 14-23)

[0650] (1) Manufacturing of colorant dispersions R1-2 to R1-11 and colorant dispersions R2-2 to R2-11

[0651] In Example 13, instead of graft copolymers A, DBU, and PPA, graft copolymers A, block copolymers B to D, nitrogen-containing basic compounds, and compounds containing acidic groups were used in combinations as shown in Table 5, and the amount of PGMEA was changed so that the total mass was 100 parts by mass. Otherwise, color material dispersions R1-2 to R1-11 and color material dispersions R2-2 to R2-11 were manufactured in the same manner as in Example 13.

[0652] (2) Manufacturing of coloring and curing compositions R-2 to R-11

[0653] In Example 13(2), the above-mentioned color material dispersions R1-1 and R2-11 were used instead of color material dispersions R1-1 and R2-1, respectively. The amounts of color material dispersions R1-2 to R1-11 and R2-2 to R2-11 were adjusted so that the color intensity was the same as that of the color curable composition R-1. Otherwise, the color curable compositions R-2 to R-11 were obtained in the same manner as in Example 13(2).

[0654] (Example 24)

[0655] (1) Manufacturing of colorant dispersion R1-12 and colorant dispersion R2-12

[0656] In Example 14, the above-mentioned salt-type graft copolymer A and salt-type block copolymer D were used instead of graft copolymer A, block copolymer D, DBU, and PPA. Otherwise, colorant dispersions R1-12 and R2-12 were manufactured in the same manner as in Example 14. The DBU contained in the salt-type graft copolymer A used in the colorant dispersions and its content, and the PPA contained in the salt-type block copolymer and its content, are listed in parentheses in Table 5.

[0657] (2) Manufacturing of coloring and curing composition R-12

[0658] In Example 13 (2), the above-mentioned color material dispersions R1-12 and R2-12 were used instead of color material dispersions R1-1 and R2-1, respectively. The amounts of color material dispersions R1-12 and R2-12 were adjusted so that the color intensity was the same as that of the color curing composition R-1. Otherwise, the color curing composition R-12 was obtained in the same manner as in Example 1 (2).

[0659] (Comparative Examples 11-17)

[0660] (1) Production of comparative color material dispersions CR1-1 to CR1-7, comparative color material dispersions CR2-1 to CR2-7

[0661] In (1) of Example 13, as shown in Table 6, the graft copolymer A, the block copolymer D or the salt-type block copolymer E, and the nitrogen-containing basic compound and / or the acid group-containing compound were used in the amounts shown in Table 6, respectively, the amount of PGMEA was changed, and the total mass was made 100 parts by mass, and otherwise, in the same manner as in Example 13, comparative color material dispersions CR1-1 to CR1-7 and comparative color material dispersions CR2-1 to CR2-7 were obtained.

[0662] (2) Production of comparative colored curable compositions CR-1 to CR-7

[0663] In (2) of Example 13, the above-described comparative color material dispersions CR1-1 to CR1-7 and comparative color material dispersions CR2-1 to CR2-7 were used instead of the color material dispersion R1-1 and the color material dispersion R2-1, the amounts of the comparative color material dispersions CR1-1 to CR1-7 and the comparative color material dispersions CR2-1 to CR2-7 were adjusted so as to have the same colorimetric values as the colored curable composition R-1, and otherwise, in the same manner as in (2) of Example 13, comparative colored curable compositions CR-1 to CR-7 were obtained.

[0664] (Example 25)

[0665] (1) Production of color material dispersion B-1

[0666] In the color material dispersion G-1 of Example 1, the above-described Blue Lake Color Material 1 of Preparation Example 2 was used instead of PG58, and otherwise, in the same manner as in the color material dispersion G-1, the color material dispersion B-1 was obtained.

[0667] (2) Production of colored curable composition B-1

[0668] To 6.78 parts by mass of the color material dispersion liquid B-1 obtained in the above (1), 1.46 parts by mass of the alkali-soluble resin α solution obtained in Preparation Example 1, 1.36 parts by mass of a polyfunctional monomer (trade name: ARONIX M-403, manufactured by TOAGOSEI CO., LTD.), 0.09 parts by mass of 2-methyl-l-(4-methylthiophenyl)-2-morpholinopropan-l-one (photoinitiator: trade name: Irgacure 907, manufactured by BASF Japan, Ltd.), 0.09 parts by mass of 2-benzyl-2-dimethylamino-l-(4-morpholinophenyl)-butanone-l (photoinitiator: trade name: Irgacure 369, manufactured by BASF Japan), 0.04 parts by mass of 1,2-octanedione, l-[4-(phenylthio)-, 2-(O-benzoyloxime)] (photoinitiator: trade name: Irgacure OXE01, manufactured by BASF Japan, Ltd.), 0.07 parts by mass of a fluorine-based surfactant (trade name: MEGAFAC R-08MH, manufactured by DIC Corp.), 10.11 parts by mass of PGMEA were added, and a coloration-curable composition B-1 was obtained.

[0669] (Employment Examples 26 to 35)

[0670] (1) Production of Color Material Dispersion Liquids B-2 to B-11

[0671] In Example 25, instead of the graft copolymer A, DBU, and PPA, the graft copolymer A, the block copolymers B to D, the nitrogen-containing basic compound, and the acid group-containing compound were used in combination in the amounts shown in Table 7, respectively, the amount of PGMEA was changed in such a manner that the total mass becomes 100 parts by mass, and, otherwise, in the same manner as in Example 25, the color material dispersion liquids B-2 to B-11 were produced.

[0672] (2) Production of Coloration-Curable Compositions B-2 to B-11

[0673] In (2) of Example 25, the above color material dispersion liquids B-2 to B-11 were used instead of the color material dispersion liquid B-1, respectively, and, otherwise, in the same manner as in (2) of Example 25, the coloration-curable compositions B-2 to B-11 were obtained.

[0674] (Employment Example 36)

[0675] (1) Production of Color Material Dispersion Liquid B-12

[0676] In Example 26, the above-described salt-type graft copolymer A and the above-described salt-type block copolymer D were used instead of the graft copolymer A, the block copolymer D, the DBU, and the PPA, and otherwise, in the same manner as in Example 26, the color material dispersion liquid B-12 was produced. The DBU contained in the salt-type graft copolymer A used for the color material dispersion liquid and the content thereof and the PPA contained in the salt-type block copolymer and the content thereof are described in Table 7 in parentheses.

[0677] (2) Production of the colored curable composition B-12

[0678] In (2) of Example 25, the above-described color material dispersion liquid B-12 was used instead of the color material dispersion liquid B-1, and otherwise, in the same manner as in (2) of Example 25, the colored curable composition B-12 was obtained.

[0679] (Comparative Examples 18 to 24)

[0680] (1) Production of comparative color material dispersion liquids CB-1 to CB-7

[0681] In (1) of Example 25, the graft copolymer A, the block copolymer D, or the salt-type block copolymer E, and the nitrogen-containing basic compound and / or the compound containing an acid group were used in the amounts shown in Table 8, and the amount of PGMEA was changed in such a manner that the total mass becomes 100 parts by mass, and otherwise, in the same manner as in Example 25, the comparative color material dispersion liquids CB-1 to CB-7 were obtained.

[0682] (2) Production of comparative colored curable compositions CB-1 to CB-7

[0683] In (2) of Example 25, the above-described comparative color material dispersion liquids CB-1 to CB-7 were used instead of the color material dispersion liquid B-1, and otherwise, in the same manner as in (2) of Example 25, the comparative colored curable compositions CB-1 to CB-7 were obtained.

[0684] (Example 37)

[0685] (1) Production of the decorative color material 1

[0686] Into a double-arm kneader device, 70 parts by mass of PG58, 30 parts by mass of PY138, 2.9 parts by mass of DBU, and 3.6 parts by mass of PPA were charged, and mixed at 25°C for 3 hours, whereby the decorative color material 1 was obtained.

[0687] (2) Production of the color material dispersion liquid G-37

[0688] Into a mayonnaise jar, 13.85 parts by mass of the above modified color material 1, 4.83 parts by mass of the graft copolymer A, 3.43 parts by mass of the block copolymer D, 77.90 parts by mass of PGMEA, 100 parts by mass of zirconium oxide beads of 2.0 mm in particle size were charged, and as a pre-crushing, the mixture was shaken for 1 hour using a paint shaker (manufactured by Shallow Iron Works Co., Ltd.), and then the zirconium oxide beads of 2.0 mm in particle size were removed, and zirconium oxide beads of 0.1 mm in particle size were added in an amount of 200 parts by mass, and as a formal crushing, the mixture was dispersed for 4 hours using the paint shaker, to thereby obtain a color material dispersion liquid G-37.

[0689] (3) Production of the colored curable composition G-37

[0690] To the color material dispersion liquid G-37 obtained in the above (2), 0.69 parts by mass of the alkali-soluble resin α solution obtained in Preparation Example 1, 0.83 parts by mass of a multifunctional monomer (trade name: ARONIX M-403, manufactured by Toagosei Co., Ltd.), 0.05 parts by mass of 2-methyl-1-(4-methylthio phenyl)-2-morpholinopropan-1-one (photoinitiator: trade name: Irgacure 907, manufactured by BASF Japan, Ltd.), 0.05 parts by mass of 2-benzyl-2-dimethylamino-1-(4-morpholinophenyl)-butanone-1 (photoinitiator: trade name: Irgacure 369, manufactured by BASF Japan), 0.02 parts by mass of 1,2-octanedione, 1-[4-(phenylthio)-, 2-(O-benzoyl oxime)] (photoinitiator: trade name: Irgacure OXE01, manufactured by BASF Japan, Ltd.), 0.07 parts by mass of a fluorine-based surfactant (trade name: MEGAFAC R-08MH, manufactured by DIC Corp.), and 8.48 parts by mass of PGMEA were added, to thereby obtain the colored curable composition G-37.

[0691] (Comparative Example 25)

[0692] (1) Production of the comparative modified color material 1

[0693] In the modified color material 1 of Example 37, DBU was not used, and otherwise, the comparative modified color material 1 was obtained in the same manner as the modified color material 1.

[0694] (2) Production of the color material dispersion liquid CG-25 and the colored curable composition CG-25

[0695] In the color material dispersion liquid G-37, the comparative modified color material 1 was used instead of the modified color material 1, and otherwise, the color material dispersion liquid CG-25 was obtained in the same manner as the color material dispersion liquid G-37.

[0696] In addition, in the colored curable composition G-37, the color material dispersion liquid CR-26 was used instead of the color material dispersion liquid R-38, and otherwise, in the same manner as the colored curable composition R-38, a colored curable composition CR-26 was obtained.

[0697] (Example 38)

[0698] (1) Production of Comparative Color Material 2

[0699] In the comparative color material 2 of Example 38, DBU was not used, and otherwise, in the same manner as the comparative color material 2, a comparative color material 2 was obtained.

[0700] (2) Production of Color Material Dispersion Liquid CR-26, and Colored Curable Composition CR-26

[0701] In the color material dispersion liquid G-37, the comparative color material 2 was used instead of the color material 1, and otherwise, in the same manner as the color material dispersion liquid G-37, a color material dispersion liquid CR-26 was obtained.

[0702] In addition, in the colored curable composition R-38, the color material dispersion liquid CR-26 was used instead of the color material dispersion liquid R-38, and otherwise, in the same manner as the colored curable composition R-38, a colored curable composition CR-26 was obtained.

[0703] (Comparative Example 26)

[0704] (1) Production of Comparative Color Material 2

[0705] In the comparative color material 2 of Example 38, DBU was not used, and otherwise, in the same manner as the comparative color material 2, a comparative color material 2 was obtained.

[0706] (2) Production of Color Material Dispersion Liquid CR-26, and Colored Curable Composition CR-26

[0707] In the color material dispersion liquid G-37, the comparative color material 2 was used instead of the color material 1, and otherwise, in the same manner as the color material dispersion liquid G-37, a color material dispersion liquid CR-26 was obtained.

[0708] In addition, in the colored curable composition R-38, the color material dispersion liquid CR-26 was used instead of the color material dispersion liquid R-38, and otherwise, in the same manner as the colored curable composition R-38, a colored curable composition CR-26 was obtained.

[0709] (Example 39)

[0710] (1) Production of Comparative Color Material 2

[0711] In the modified color material 1 of Example 37, 100 parts by mass of the blue lake color material of Preparation Example 2 was used instead of 70 parts by mass of PG58 and 30 parts by mass of PY138, and otherwise, in the same manner as the modified color material 1, a modified color material 3 was obtained.

[0712] (2) Production of the color material dispersion liquid B-39 and the colored curable composition B-39

[0713] In the color material dispersion liquid G-37, the modified color material 3 was used instead of the modified color material 1, and otherwise, in the same manner as the color material dispersion liquid G-37, a color material dispersion liquid B-39 was obtained.

[0714] To 6.78 parts by mass of the above-obtained color material dispersion liquid B-39, 1.46 parts by mass of the alkali-soluble resin α solution obtained in Preparation Example 1, 1.36 parts by mass of a multifunctional monomer (trade name ARONIX M-403, manufactured by TOAGOSEI CO., LTD.), 0.09 parts by mass of 2-methyl-l-(4-methylthiophenyl)-2-morpholinopropan-l-one (photoinitiator: trade name Irgacure 907, manufactured by BASF Japan, Ltd.), 0.09 parts by mass of 2-benzyl-2-dimethylamino-l-(4-morpholinophenyl)-butanone-l (photoinitiator: trade name Irgacure 369, manufactured by BASF Japan), 0.04 parts by mass of 1,2-octanedione, l-[4-(phenylthio)-, 2-(O-benzoyloxime)] (photoinitiator: trade name Irgacure OXE01, manufactured by BASF Japan, Ltd.), 0.07 parts by mass of a fluorine-based surfactant (trade name MEGAFAC R-08MH, manufactured by DIC Corp.), and 10.11 parts by mass of PGMEA were added, and a colored curable composition B-39 was obtained.

[0715] (Comparative Example 27)

[0716] (1) Production of the comparative modified color material 3

[0717] In the modified color material 3 of Example 39, DBU was not used, and otherwise, in the same manner as the modified color material 3, a comparative modified color material 3 was obtained.

[0718] (2) Production of the color material dispersion liquid CB-27 and the colored curable composition CB-27

[0719] In the color material dispersion liquid G-37, the comparative modified color material 3 was used instead of the modified color material 1, and otherwise, in the same manner as the color material dispersion liquid G-37, a color material dispersion liquid CB-27 was obtained.

[0720] In addition, in the colored curable composition B-39, the color material dispersion liquid CB-27 was used instead of the color material dispersion liquid B-39, and otherwise, in the same manner as in the colored curable composition B-39, the colored curable composition CB-27 was obtained.

[0721] [Method of Evaluation]

[0722] [Optical Properties, Brightness]

[0723] The colored curable compositions obtained in Examples and Comparative Examples were each coated on a glass substrate (manufactured by NH TECHNO GLASS Co., Ltd., "NA35") to a film thickness so as to form a colored layer having Green y = 0.575, Red x = 0.645, and Blue y = 0.090 after post-baking, and thereafter, dried at 80°C for 3 minutes using a hot plate, whereby a colored layer was formed on the glass substrate. The colored layer was irradiated with ultraviolet rays of 60 mJ / cm 2 using an ultrahigh-pressure mercury lamp. Subsequently, the colored substrate was post-baked in a dust-free oven at 230°C for 30 minutes, and a colored substrate was produced.

[0724] For each colored layer before and after post-baking, the colorimetric values (L0, a0, b0) before post-baking and the colorimetric values (L1, a1, b1) after post-baking were measured using a microspectrophotometer OSP-SP200 manufactured by Olympus.

[0725] The brightness was calculated when Green y = 0.575, Red x = 0.645, and Blue y = 0.090. The greater the value, the higher the brightness.

[0726] [Heat Resistance]

[0727] The colored curable compositions obtained in Examples and Comparative Examples were each coated on a glass substrate (manufactured by NH TECHNO GLASS Co., Ltd., "NA35") to a film thickness so as to form a colored layer having Green y = 0.575, Red x = 0.645, and Blue y = 0.090 after post-baking, and thereafter, dried at 80°C for 3 minutes using a hot plate, whereby a colored layer was formed on the glass substrate. The colored layer was irradiated with ultraviolet rays of 60 mJ / cm 2 using an ultrahigh-pressure mercury lamp.

[0728] Subsequently, the colored substrate was post-baked in a dust-free oven at 230°C for 30 minutes, and a colored substrate was produced.

[0729] For each colored layer before and after post-baking, the colorimetric values (L0, a0, b0) before post-baking and the colorimetric values (L1, a1, b1) after post-baking were measured using a microspectrophotometer OSP-SP200 manufactured by Olympus.

[0730] The color change of the colored film before and after post-baking was evaluated by the following formula. The results are shown in the table.

[0731] ΔEab = {(L1 - L0)2+ (a1 - a0)2+ (b1 - b0) 2} 1 / 2

[0732] The smaller the value of ΔEab, the more excellent the heat resistance was evaluated.

[0733] <Foreign matter evaluation of coating film>

[0734] The colored curable composition obtained in the Examples and Comparative Examples was coated on a glass substrate (manufactured by NH TECHNO GLASS Co., Ltd., "NA35") using a spin coater at a film thickness of 2.3 μm after post-baking to form a colored layer, after which a hot plate was used to dry at 80°C for 3 minutes, thereby forming a colored layer on the glass substrate. The colored layer was irradiated with 60 mJ / cm2of ultraviolet rays using an ultrahigh-pressure mercury lamp, and a colored substrate was produced. For the colored substrate produced, an optical microscope was used to observe whether or not there was foreign matter in the coating film. 2

[0735] Evaluation A: 2 or less of objects of 100 nm or more in the range of 10 mm x 10 mm;

[0736] Evaluation B: 2 or more and less than 6 of objects of 100 nm or more in the range of 10 mm x 10 mm;

[0737] Evaluation C: 6 or more of objects of 100 nm or more in the range of 10 mm x 10 mm;

[0738] If the evaluation result was B, the foreign matter evaluation was good, and if the evaluation result was A, the foreign matter evaluation was excellent.

[0739] The above evaluations were performed on the color material dispersion liquid and colored curable composition obtained in the above-described Examples and Comparative Examples. The evaluation results are shown in Tables 3 to 9.

[0740] [Table 3]

[0741] Table 3

[0742]

[0743] Note that the abbreviations in the table are as shown below.

[0744] DBU: 1,8-diazabicyclo[5.4.0]undec-7-ene;

[0745] ​DMAN: 1,8-bis(dimethylamino)naphthalene;

[0746] MTBD: 7-methyl-1,5,7-triazabicyclo[4.4.0]dec-5-ene;

[0747] PPA: phenylphosphonic acid;

[0748] PPH: phenylphosphinic acid;

[0749] PDB: dibutyl phosphate;

[0750] p-TS: p-toluenesulfonic acid.

[0751] The transmittance of each of the above DBU, DMAN, MTBD, PPA, PPH, PDB, and p-TS in the range from a wavelength of 400 nm to a wavelength of 700 nm is 90% or more.

[0752] [Table 4]

[0753] Table 4

[0754]

[0755] Note that the abbreviations in the table are as shown below.

[0756] DMAPAA: dimethylaminopropylacrylamide;

[0757] 2-NA: 2-naphthalenecarboxylic acid;

[0758] MAA: methacrylic acid;

[0759] The transmittance of each of the above DMAPAA, 2-NA, and MAA in the range from a wavelength of 400 nm to a wavelength of 700 nm is 90% or more.

[0760] [Table 5]

[0761] Table 5

[0762]

[0763] [Table 6]

[0764] Table 6

[0765]

[0766] [Table 7]

[0767] Table 7

[0768]

[0769] [Table 8]

[0770] Table 8

[0771]

[0772] [Table 9]

[0773] Table 9

[0774]

[0775] [Summary of results]

[0776] From the comparison of the examples and the comparative examples, it was found that in Examples 1 to 39 in which the dispersant comprising the polymer having the structural unit represented by General Formula (I) and an amine value before salt formation of less than 10 mgKOH / g, the nitrogen-containing basic compound having a pKa of 11.5 or more, and the acidic group-containing compound having a pKa of 4.0 or less were combined at a specific content ratio in the color material, a coating film in which the color change upon heating was suppressed, the brightness was improved, and the generation of foreign matter was suppressed could be formed. From Examples 1 to 39, it was found that when the dispersant comprising the polymer having the structural unit represented by General Formula (I) and an amine value before salt formation of less than 10 mgKOH / g, the nitrogen-containing basic compound having a pKa of 11.5 or more, and the acidic group-containing compound having a pKa of 4.0 or less were combined at a specific content ratio in the color material, it was possible to form a coating film in which the color change upon heating was suppressed, the brightness was improved, and the generation of foreign matter was suppressed, regardless of whether the color material was dispersed using a dispersant in which these were mixed at the time of preparing the color material dispersion liquid, or a salt-type copolymer dispersant in which a copolymer and the nitrogen-containing basic compound having a pKa of 11.5 or more, and the acidic group-containing compound having a pKa of 4.0 or less were formed into a salt in advance was used to disperse the color material, or a modified color material in which the nitrogen-containing basic compound having a pKa of 11.5 or more and the acidic group-containing compound having a pKa of 4.0 or less were mixed with the color material in advance was prepared and the dispersant was used to disperse the modified color material.

[0777] On the other hand, as in Comparative Examples 1, 6, 11, 16, 18, and 23, even when the dispersant comprising the polymer having the structural unit represented by General Formula (I) and an amine value before salt formation of less than 10 mgKOH / g and the nitrogen-containing basic compound having a pKa of 11.5 or more were combined, in the case where the acidic group-containing compound having a pKa of 4.0 or less was not contained, the color change suppression effect upon heating was poor, and the brightness was poor.

[0778] In addition, even when the dispersant containing a structural unit represented by General Formula (I) and having an amine value of less than 10 mgKOH / g before salt formation is combined with an acid group-containing compound having a pKa of 4.0 or less, as in Comparative Examples 7, 17, 24, 25, 26, and 27, the color change suppression effect upon heating is poor, and the brightness is poor in the case where no nitrogen-containing basic compound having a pKa of 11.5 or more is present.

[0779] In addition, as in Comparative Examples 2, 12, and 19, the color change suppression effect upon heating is poor, and the brightness is poor in the case where a basic dispersant is combined with an acid group-containing compound having a pKa of 4.0 or less.

[0780] In addition, as in Comparative Examples 3, 13, and 20, in the case where a basic dispersant, a nitrogen-containing basic compound having a pKa of 11.5 or more, and an acid group-containing compound having a pKa of 4.0 or less are combined, foreign matter is generated in the coating film, the color change suppression effect upon heating is poor, and the brightness is poor.

[0781] In addition, as in Comparative Examples 4, 5, 14, 15, 21, and 22, in the case where a basic dispersant having an acid group randomly contained in the solvent-soluble site A block used in the examples of Patent Document 1 is used, if a nitrogen-containing basic compound having a pKa of 11.5 or more is combined with an acid group-containing compound having a pKa of 4.0 or less, foreign matter is generated in the coating film (Comparative Examples 5, 15, and 22), and if an acid group-containing compound having a pKa exceeding 4 is used instead of the acid group-containing compound having a pKa of 4.0 or less, although the generation of foreign matter in the coating film is slightly suppressed compared to the case where the acid group-containing compound having a pKa of 4.0 or less is used, the color change suppression effect upon heating is poor, and the brightness is poor (Comparative Examples 4, 14, and 21).

[0782] In addition, as in Comparative Example 8, even when the phosphoric acid resin-type dispersant (b2-J) solution, the carboxylic acid resin-type dispersant (b4-1) solution, and the basic resin-type dispersant (b1-7) solution used in the examples of Patent Document 2 are used in combination, or as in Comparative Examples 9 and 10, the phenylphosphonic acid salt of the basic resin-type dispersant having an amino group (b3-1) solution and the carboxylic acid resin-type dispersant (b4-1) solution used in the examples of Patent Document 2 are used in combination, the color change suppression effect upon heating is poor, and the brightness is poor.

[0783] Explanation of Reference Signs

[0784] 1: substrate

[0785] 2: light-shielding portion

[0786] 3: colored layer

[0787] 10: color filter

[0788] 20: facing substrate

[0789] 30: liquid crystal layer

[0790] 40: liquid crystal display device

[0791] 50: organic protective layer

[0792] 60: inorganic oxide film

[0793] 71: transparent anode

[0794] 72: hole injection layer

[0795] 73: hole transport layer

[0796] 74: light emitting layer

[0797] 75: electron injection layer

[0798] 76: cathode

[0799] 80: organic light emitting body

[0800] 100: organic light emitting display device

Claims

1. A colorant dispersion comprising a colorant, a dispersant, a nitrogen-containing basic compound with a pKa of 11.5 or higher, a compound containing an acidic group with a pKa of 4.0 or lower, and a solvent. The nitrogen-containing basic compound with a pKa of 11.5 or higher is selected from at least one compound chosen from the group consisting of 1,8-bis(dimethylamino)naphthalene, 1,8-diazabicyclo[5.4.0]undecene-7, 1,5-diazabicyclo[4.3.0]nonene-5, 1,5,7-triazabicyclo[4.4.0]dec-5-ene, and 7-methyl-1,5,7-triazabicyclo[4.4.0]dec-5-ene. Furthermore, relative to 100 parts by weight of the colorant, it contains 0.1 to 30.0 parts by weight of a nitrogen-containing basic compound with a pKa of 11.5 or higher and a compound containing an acidic group with a pKa of 4.0 or lower. The dispersant comprises a polymer having structural units represented by the following general formula (I) and having an amine value of less than 10 mg KOH / g before salt formation: In general formula (I), R 1 A represents a hydrogen atom or a methyl group, A represents a directly bonded or divalent linked group, and Q represents an acidic group.

2. The colorant dispersion as described in claim 1, wherein, In a polymer having the structural unit represented by the general formula (I) and having an amine value of less than 10 mgKOH / g before salt formation, at least a portion of the acidic groups contained in the general formula (I) form a salt with the nitrogen-containing basic compound having a pKa of 11.5 or more.

3. The colorant dispersion as described in claim 1 or 2, wherein, Polymers having structural units represented by the general formula (I) and having an amine value of less than 10 mgKOH / g before salt formation are at least one of the following copolymers: Graft copolymers having structural units represented by the general formula (I), and salt-type graft copolymers in which at least a portion of the acidic groups contained in the general formula (I) form salts with basic compounds, and A block copolymer having an A block comprising a structural unit represented by the general formula (I), and a salt-type block copolymer in which at least a portion of the acidic groups contained in the general formula (I) in the block copolymer form a salt with a basic compound.

4. The colorant dispersion as described in claim 1 or 2, wherein, A polymer having the structural unit represented by the general formula (I) and having an amine value of less than 10 mgKOH / g before salt formation has the structural unit represented by the following general formula (II-1) and the structural unit represented by the following general formula (II-2) as the structural unit represented by the general formula (I): (II-2) In general formula (II-1), R 1 Indicates a hydrogen atom or a methyl group. In general formula (II-2), R 1 R represents a hydrogen atom or a methyl group. 2 R represents any aliphatic hydrocarbon group containing an oxygen atom. 3 It indicates a hydrocarbon group.

5. The colorant dispersion as described in claim 1 or 2, wherein, The dispersant comprises at least one of the following copolymers: The graft copolymer having structural units represented by general formula (I) and general formula (III) below, wherein the polymer chain in general formula (III) comprises at least one structural unit selected from the group consisting of structural units represented by general formula (V) below and structural units represented by general formula (V') below, and a salt-type graft copolymer in which at least a portion of the acidic group contained in general formula (I) in the graft copolymer forms a salt with a basic compound, and A block copolymer having an A block comprising a structural unit represented by general formula (I) and a B block comprising a structural unit represented by general formula (IV) and the B block comprising at least one structural unit selected from the group consisting of structural units represented by general formula (V) and general formula (V'), and a salt-type block copolymer in which at least a portion of the acidic group contained in general formula (I) in the block copolymer forms a salt with a basic compound: In general formula (III), R 1" A represents a hydrogen atom or a methyl group. 1 Indicates a directly bonded or divalently linked group; Polymer indicates a polymer chain. In general formula (IV), R 11 A is a hydrogen atom or a methyl group. 2 R is a divalent linker group. 4 The hydrocarbon group may be optionally substituent and optionally contain heteroatoms; In the general formula (V), R 11' A is a hydrogen atom or a methyl group. 2' R is a divalent linker group. 5 It is ethylene or propylene, R 6 It represents a hydrogen atom or a hydrocarbon group, where m represents a number greater than 2 and less than 80; In the general formula (V'), R 11" A is a hydrogen atom or a methyl group. 2" R is a divalent linker group. 7 R is an alkylene group having 1 to 10 carbon atoms. 8 R is an alkylene group having 3 to 7 carbon atoms. 9 It represents a hydrogen atom or a hydrocarbon group, and n represents a number greater than 1 and less than 40.

6. The colorant dispersion as described in claim 1 or 2, wherein, The polymer having the structural unit represented by the general formula (I) and having an amine value of less than 10 mgKOH / g before salt formation has an acid value of 20 mgKOH / g to 250 mgKOH / g before salt formation.

7. The colorant dispersion as described in claim 1 or 2, wherein, The dispersant further comprises a polymer having a structural unit represented by the following general formula (VI) and an amine value of 35 mgKOH / g or higher before salt formation: In general formula (VI), R 31 A represents a hydrogen atom or a methyl group. 3 R represents a divalent linker group. 32 and R 33 Each can independently represent a hydrogen atom or an optional hydrocarbon group containing a heteroatom, R 32 and R 33 They can be arbitrarily bonded together to form a ring structure.

8. The colorant dispersion as described in claim 7, wherein, In a polymer having a structural unit represented by the general formula (VI) and an amine value of 35 mgKOH / g or more before salt formation, at least a portion of the nitrogen site at the end of the structural unit represented by the general formula (VI) forms a salt with a compound containing an acidic group and a pKa of 4.0 or less.

9. The colorant dispersion as described in claim 1 or 2, wherein, The transmittance of the nitrogen-containing basic compound with a pKa of 11.5 or higher and the acid-containing compound with a pKa of 4.0 or lower in the wavelength range of 400 nm to 700 nm is 90% or higher.

10. The colorant dispersion as described in claim 1 or 2, wherein, The acidic group-containing compound with a pKa of 4.0 or less is one or more compounds selected from the group consisting of compounds represented by general formula (1) and compounds represented by general formula (2): In general formula (1), R a Describing a straight-chain, branched, or cyclic alkyl, vinyl, optionally substituted phenyl or benzyl group, or -OR group having 1 to 20 carbon atoms. b R b It represents a straight-chain, branched, or cyclic alkyl, vinyl, optionally substituted phenyl or benzyl, or (meth)acryloyl group having 1 to 20 carbon atoms; In general formula (2), R c and R d Each of the following independently represents a hydrogen atom, a hydroxyl group, a straight-chain, branched, or cyclic alkyl group having 1 to 20 carbon atoms, a vinyl group, an optional phenyl or benzyl group with substituents, or -OR e R e Represents a straight-chain, branched, or cyclic alkyl, vinyl, optionally substituted phenyl or benzyl, or (meth)acryloyl group having 1 to 20 carbon atoms; wherein, R c and R d At least one of them contains carbon atoms.

11. A modified colorant, comprising a colorant, a nitrogen-containing basic compound with a pKa of 11.5 or higher, and a compound containing an acidic group with a pKa of 4.0 or lower. The nitrogen-containing basic compound with a pKa of 11.5 or higher is selected from at least one compound chosen from the group consisting of 1,8-bis(dimethylamino)naphthalene, 1,8-diazabicyclo[5.4.0]undecene-7, 1,5-diazabicyclo[4.3.0]nonene-5, 1,5,7-triazabicyclo[4.4.0]dec-5-ene, and 7-methyl-1,5,7-triazabicyclo[4.4.0]dec-5-ene. Furthermore, relative to 100 parts by mass of the colorant, it contains 0.1 to 30.0 parts by mass of a nitrogen-containing basic compound with a pKa of 11.5 or higher and a compound containing an acidic group with a pKa of 4.0 or lower.

12. The decorative colorant as described in claim 11, wherein, The transmittance of the nitrogen-containing basic compound with a pKa of 11.5 or higher and the acid-containing compound with a pKa of 4.0 or lower in the wavelength range of 400 nm to 700 nm is 90% or higher.

13. The decorative colorant as described in claim 11 or 12, wherein, The acidic group-containing compound with a pKa of 4.0 or less is one or more compounds selected from the group consisting of compounds represented by general formula (1) and compounds represented by general formula (2): In general formula (1), R a Describing a straight-chain, branched, or cyclic alkyl, vinyl, optionally substituted phenyl or benzyl group, or -OR group having 1 to 20 carbon atoms. b R b It represents a straight-chain, branched, or cyclic alkyl, vinyl, optionally substituted phenyl or benzyl, or (meth)acryloyl group having 1 to 20 carbon atoms; In general formula (2), R c and R d Each of the following independently represents a hydrogen atom, a hydroxyl group, a straight-chain, branched, or cyclic alkyl group having 1 to 20 carbon atoms, a vinyl group, an optional phenyl or benzyl group with substituents, or -OR e R e Represents a straight-chain, branched, or cyclic alkyl, vinyl, optionally substituted phenyl or benzyl, or (meth)acryloyl group having 1 to 20 carbon atoms; wherein, R c and R d At least one of them contains carbon atoms.

14. The decorative colorant as described in claim 11 or 12, wherein, At least a portion of the nitrogen-containing basic compound with a pKa of 11.5 or higher forms a salt with at least a portion of the compound with an acidic group and a pKa of 4.0 or lower.

15. A coloring curable composition comprising a colorant dispersion, a polymerizable compound, and an initiator as described in any one of claims 1 to 10.

16. A color filter comprising at least a substrate and a coloring layer disposed on the substrate, wherein at least one layer of the coloring layer is a cured product of the coloring curable composition of claim 15.

17. A display device having the color filter of claim 16.

Images