Color filter and display device

Abstract

The present invention is a color filter provided with at least a substrate and a colored layer provided on the substrate, the colored layer including: a green colored layer containing a halogenated zinc phthalocyanine pigment to which a substituent is bonded via an ether bond; and a blue colored layer containing a lake pigment having a specific structure.

Description

Technical Field

[0001] The present invention relates to a color filter and a display device. Background Art

[0002] In recent years, with the development of personal computers, especially portable personal computers, the demand for liquid crystal displays has been increasing continuously. The penetration rate of mobile displays (mobile phones, smartphones, tablet PCs) has also been increasing continuously, and the market for liquid crystal displays is in a growing state. In addition, recently, organic light-emitting display devices such as organic EL displays with high visibility by self-luminescence have also attracted attention as next-generation image display devices. For the performance of these image display devices, further high image quality such as improved contrast or color reproducibility is desired.

[0003] Color filters are used in these liquid crystal display devices or organic light-emitting display devices. For example, the formation of a color image of a liquid crystal display device is to directly color the light passing through the color filter into the colors of the respective pixels constituting the color filter, and the color image is formed by synthesizing the light of these colors. As the light source at this time, in addition to the conventional cold cathode tube, an organic light-emitting component that emits white light or an inorganic light-emitting component that emits white light may be used. In addition, in an organic light-emitting display device, a color filter is used for color adjustment and the like.

[0004] As a recent trend, power saving of image display devices is required. In particular, in order to improve the utilization efficiency of the backlight, high brightness of the color filter is required. This is a major issue especially for mobile displays (mobile phones, smartphones, tablet PCs).

[0005] Here, a color filter generally has: a substrate; a coloring layer formed on the substrate and including coloring patterns of three primary colors of red, green, and blue; and a light-shielding portion formed on the substrate so as to divide the respective coloring patterns.

[0006] As a method for forming such a coloring layer, a method of coating a coloring resin composition obtained by adding a curable binder component and the like to a pigment dispersion liquid in which a pigment is dispersed on a substrate and curing it is known.

[0007] Along with the requirement for high brightness of the color filter, research is being conducted on using micronized pigments as pigments, or using dyes or lake pigments with higher transmittance as pigments.

[0008] In Patent Document 1, a pigment dispersion liquid and a coloring resin composition including a specific lake pigment, a phthalocyanine pigment, and a specific acidic dispersant are disclosed. It is described that even when a specific lake pigment and a phthalocyanine pigment are mixed within a required range, the coloring resin composition has excellent dispersibility and storage stability, and can form a coloring layer with improved substrate adhesion and coating film uniformity.

[0009] On the other hand, a colored resin composition containing a specific phthalocyanine-based dye is disclosed in Patent Document 2, and it is described that this colored resin composition can form a pattern with practically sufficient brightness and suppressed foreign matter generation.

[0010] Prior Art Documents

[0011] Patent Documents

[0012] Patent Document 1: International Publication No. 2020 / 071041

[0013] Patent Document 2: Japanese Unexamined Patent Application Publication No. 2020-042263 Summary of the Invention

[0014] Problems to be Solved by the Invention

[0015] For example, a zinc halide phthalocyanine pigment having a substituent bonded via an ether bond (-O-) as described in Patent Document 2 has good solvent solubility, and thus can be used as a dye dissolved in a solvent for a colored resin composition. However, when a colored resin composition containing such a zinc halide phthalocyanine pigment dissolved in a solvent is used as a resin composition for forming a green coloring layer, there is a problem that when forming colored patterns of the three primary colors of red, green, and blue on a substrate in sequence, blue developing residues are likely to be generated on the green coloring layer, and when manufacturing in the order of red, blue, and green, green developing residues are likely to be generated on the blue coloring layer. If blue developing residues are generated on the green coloring layer, or green developing residues are generated on the blue coloring layer, there will be problems such as a decrease in brightness and a deviation in chromaticity, which do not meet the product specifications.

[0016] The present invention has been completed in view of the above circumstances, and an object thereof is to provide a color filter in which generation of developing residues on a blue coloring layer or a green coloring layer is suppressed when using a colored resin composition containing a zinc halide phthalocyanine pigment dissolved in a solvent as a resin composition for forming a green coloring layer, and a display device having excellent display characteristics using the color filter.

[0017] Technical Means for Solving the Problems

[0018] That is, the present invention relates to the following [1] to [4].

[0019] [1] A color filter comprising at least a substrate and a coloring layer provided on the substrate,

[0020] The above coloring layer contains:

[0021] A green coloring layer containing a zinc halide phthalocyanine pigment having a substituent bonded via an ether bond; and

[0022] A blue coloring layer containing at least one lake pigment selected from the pigments represented by the following general formula (1-1) and the pigments represented by the following general formula (1-2).

[0023] [Chemical formula 1]

[0024]

[0025] (In general formula (1-1), A is an a-valent organic group in which the carbon atom directly bonded to N does not have a π bond, and this organic group represents an aliphatic hydrocarbon group having a saturated aliphatic hydrocarbon group at least at the end directly bonded to N, or an aromatic group having this aliphatic hydrocarbon group, and the carbon chain may contain a heteroatom. B c- represents a c-valent polyacid anion. R i ~R v each independently represents a hydrogen atom, an alkyl group optionally having a substituent, or an aryl group optionally having a substituent, and R ii and R iii , R iv and R v optionally bond to form a ring structure. R vi and R vii each independently represents an alkyl group optionally having a substituent, an alkoxy group optionally having a substituent, a halogen atom, or a cyano group. Ar 1 represents a divalent aromatic group optionally having a substituent. When there are multiple R i ~R vii and Ar 1 each may be the same or different optionally.

[0026] a and c represent integers of 2 or more, b and d represent integers of 1 or more. e is 0 or 1, and when e is 0, there is no bond. f and g represent integers of 0 or more and 4 or less, and f + e and g + e are integers of 0 or more and 4 or less. When there are multiple e, f, and g, each may be the same or different.)

[0027] [Chemical formula 2]

[0028]

[0029] (In general formula (1-2), R I ~R VI each independently represents a hydrogen atom, an alkyl group optionally having a substituent, or an aryl group optionally having a substituent, and R I and R II , R III and R IV , R V and R VI optionally bond to form a ring structure. R VII and R VIIIEach independently represents an optionally substituted alkyl group, an optionally substituted alkoxy group, a halogen atom, or a cyano group. Ar 2 represents a divalent aromatic heterocyclic group which may have a substituent, and when there are a plurality of R I ~R VIII and Ar 2 each may be the same or different. E m- represents an m-valent polyacid anion.

[0030] m represents an integer of 2 or more. j is 0 or 1, and when j is 0, there is no bond. k and l represent integers of 0 or more and 4 or less, and k + j and l + j are integers of 0 or more and 4 or less. When there are a plurality of j, k, and l, each may be the same or different).

[0031] [2] The color filter according to [1] above, wherein the zinc halide phthalocyanine pigment is a phthalocyanine compound represented by the following general formula (2).

[0032] [Chemical formula 3]

[0033]

[0034] (In the general formula (2), X 1 ~X 16 each independently represents a hydrogen atom, a halogen atom, or -O-R D , and R D represents a monovalent organic group. Among them, one or more of X 1 ~X 16 represent a halogen atom, and one or more of X 1 ~X 16 represent -O-R D ).

[0035] [3] The color filter according to [1] or [2] above, wherein the colored layer further includes a red colored layer containing at least C.I. Pigment Red 202.

[0036] [4] A display device, characterized in that it has a color filter according to any one of [1] to [3] above.

[0037] Advantages of the Invention

[0038] According to the present invention, there can be provided a color filter in which generation of development residues on a blue colored layer or a green colored layer is suppressed when a colored resin composition containing a zinc halide phthalocyanine pigment dissolved in a solvent is used as a resin composition for forming a green colored layer, and a display device having excellent display characteristics using the color filter. Brief Description of the Drawings

[0039] Figure 1This is a schematic diagram showing an example of the color filter of the present invention.

[0040] Figure 2 This is a schematic diagram showing an example of the display device of the present invention.

[0041] Figure 3 This is a schematic diagram showing another example of the display device of the present invention. Detailed Description of the Invention

[0042] Hereinafter, the color filter and the display device of the present invention will be described in detail in turn.

[0043] It should be noted that in the present invention, light includes electromagnetic waves with wavelengths in the visible and non-visible regions, and also includes radiation, such as microwaves and electron beams. Specifically, it refers to electromagnetic waves with wavelengths of 5 μm or less and electron beams.

[0044] In the present invention, (meth)acrylic acid means each of acrylic acid and methacrylic acid, and (meth)acrylate means each of acrylate and methacrylate.

[0045] In addition, in this specification, "~" indicating a numerical range is used in the sense of including the numerical values described before and after it as the lower limit value and the upper limit value.

[0046] I. Color Filter

[0047] The color filter of the present invention is at least provided with a substrate and a coloring layer provided on the substrate.

[0048] The above-mentioned coloring layer includes: a green coloring layer containing a zinc phthalocyanine halide pigment bonded with a substituent via an ether bond; and

[0049] a blue coloring layer containing at least one lake pigment selected from the pigments represented by the following general formula (1-1) and the pigments represented by the following general formula (1-2).

[0050] [Chemical formula 4]

[0051]

[0052] (In the general formula (1-1), A is an a-valent organic group in which the carbon atom directly bonded to N does not have a π bond, and this organic group represents an aliphatic hydrocarbon group having at least a saturated aliphatic hydrocarbon group at the end directly bonded to N, or an aromatic group having this aliphatic hydrocarbon group, and the carbon chain may contain a heteroatom. B c- represents a c-valent polyacid anion. R i ~R v each independently represents a hydrogen atom, an alkyl group optionally having a substituent, or an aryl group optionally having a substituent, and R ii and R iii 、Riv With R v Optionally bonded to form a ring structure. R vi And R vii Each independently represents an optionally substituted alkyl group, an optionally substituted alkoxy group, a halogen atom or a cyano group. Ar 1 Represents an optionally substituted divalent aromatic group. When there are a plurality of R i ~R vii And Ar 1 Each is optionally the same or different.

[0053] a and c represent integers of 2 or more, b and d represent integers of 1 or more. e is 0 or 1, and when e is 0, there is no bond. f and g represent integers of 0 or more and 4 or less, and f + e and g + e are integers of 0 or more and 4 or less. When there are a plurality of e, f and g, each is optionally the same or different.)

[0054] [Chemical formula 5]

[0055]

[0056] (In the general formula (1-2), R I ~R VI Each independently represents a hydrogen atom, an optionally substituted alkyl group or an optionally substituted aryl group, and R I With R II , R III With R IV , R V With R VI Optionally bonded to form a ring structure. R VII And R VIII Each independently represents an optionally substituted alkyl group, an optionally substituted alkoxy group, a halogen atom or a cyano group. Ar 2 Represents an optionally substituted divalent aromatic heterocyclic group. When there are a plurality of R I ~R VIII And Ar 2 Each is optionally the same or different. E m- Represents an m-valent polyacid anion.

[0057] m represents an integer of 2 or more. j is 0 or 1, and when j is 0, there is no bond. k and l represent integers of 0 or more and 4 or less, and k + j and l + j are integers of 0 or more and 4 or less. When there are a plurality of j, k and l, each is optionally the same or different.)

[0058] Since the color filter of the present invention has a coloring layer combination including: a green coloring layer containing a zinc halide phthalocyanine pigment bonded with a substituent via an ether bond, and a blue coloring layer containing the above-mentioned specific lake pigment, a color filter with suppressed development residues on the blue coloring layer or the green coloring layer can be produced.

[0059] As described above, the zinc halide phthalocyanine pigment having a substituent bonded via an ether bond has good solvent solubility. Therefore, when a coloring resin composition containing a zinc halide phthalocyanine pigment dissolved in a solvent is used as a resin composition for forming a green coloring layer, there is a problem that when forming a coloring pattern on a substrate in the order of green and blue, blue developing residues are likely to be generated on the green coloring layer, and when forming a coloring pattern in the order of blue and green, green developing residues are likely to be generated on the blue coloring layer. It is considered that the cause of this problem is that the above zinc halide phthalocyanine pigment exists in a molecular state in the resin composition for forming a green coloring layer or the green coloring layer. It is considered that if a resin composition for forming a green coloring layer in which a zinc halide phthalocyanine pigment exists in a molecular state is coated on a previously formed blue coloring layer, the zinc halide phthalocyanine pigment is likely to interact with the copper phthalocyanine pigment in the blue coloring layer, resulting in developing residues of the green resin composition. In addition, it is considered that when a resin composition for forming a blue coloring layer is coated on a green coloring layer in which a zinc halide phthalocyanine pigment exists in a molecular state, similarly, the zinc halide phthalocyanine pigment is likely to interact with the copper phthalocyanine pigment in the resin composition for forming a blue coloring layer, resulting in developing residues of the blue resin composition.

[0060] In view of this, in the present invention, the above green coloring layer containing a zinc halide phthalocyanine pigment having a substituent bonded via an ether bond is used in combination with the above blue coloring layer containing a specific lake pigment. In the blue coloring layer of the present invention, at least one lake pigment selected from the pigments represented by the above general formula (1-1) and the pigments represented by the above general formula (1-2) is contained, and the skeleton of this lake pigment is different from that of the zinc halide phthalocyanine pigment. Therefore, it is considered that even when a resin composition for forming a green coloring layer in which a zinc halide phthalocyanine pigment exists in a molecular state is coated on a blue coloring layer during manufacturing, and in addition, when a resin composition for forming a blue coloring layer is coated on a green coloring layer in which a zinc halide phthalocyanine pigment exists in a molecular state, interaction is not likely to occur and developing residues are suppressed.

[0061] In addition, the transmittance of the green coloring layer in which a zinc halide phthalocyanine pigment exists in a molecular state and the blue developing residues are suppressed is increased, and the transmittance of the blue coloring layer containing the above specific lake pigment and the green developing residues are suppressed is also increased. It is speculated that the brightness of the entire color filter is thus increased.

[0062] This color filter of the present invention will be described with reference to the accompanying drawings. Figure 1 It is a schematic cross-sectional view showing an example of the color filter of the present invention. According to Figure 1 , the color filter 10 of the present invention has: a substrate 1, a light-shielding portion 2 formed on the substrate 1, and a coloring layer 3 including a red coloring layer 3R, a green coloring layer 3G, and a blue coloring layer 3B formed between the light-shielding portions 2.

[0063] [Substrate]

[0064] As the substrate, the following transparent substrates, silicon substrates, and substrates formed with aluminum, silver, silver / copper / palladium alloy films, etc. on the transparent substrates or silicon substrates can be used. On these substrates, other color filter layers, resin layers, transistors such as TFTs, circuits, etc. can be formed.

[0065] The transparent substrate in the color filter of the present invention is not particularly limited as long as it is a substrate transparent to visible light, and the transparent substrates used in general color filters can be used. Specifically, examples include: transparent rigid materials without flexibility such as quartz glass, alkali-free glass, and synthetic quartz plates; or transparent flexible materials with flexibility such as transparent resin films, optical resin plates, and flexible glass.

[0066] The thickness of the transparent substrate is not particularly limited, and a substrate of about 100 μm to 1 mm can be used according to the use of the color filter of the present invention.

[0067] [Light-shielding portion]

[0068] The light-shielding portion in the color filter of the present invention is formed in a pattern on the following substrate and can be the same as that used as the light-shielding portion in a general color filter.

[0069] The pattern shape of the light-shielding portion is not particularly limited, and examples include: stripe shape, matrix shape, etc. The light-shielding portion can be a metal thin film such as chromium formed by sputtering method, vacuum evaporation method, etc. Or, the light-shielding portion can also be a resin layer containing light-shielding particles such as carbon microparticles, metal oxides, inorganic pigments, and organic pigments in a resin binder. In the case of a resin layer containing light-shielding particles, there are methods such as using a photosensitive resist and patterning by development; patterning using an inkjet ink containing light-shielding particles; and thermal transfer of a photosensitive resist.

[0070] Regarding the film thickness of the light-shielding portion, in the case of a metal thin film, it is set to about 0.2 μm or more and 0.4 μm or less, and in the case of dispersing or dissolving a black pigment in a binder resin, it is set to about 0.5 μm or more and 2 μm or less.

[0071] [Coloring layer]

[0072] The coloring layer used in the color filter of the present invention is characterized by including: a green coloring layer containing a zinc phthalocyanine halide pigment bonded with a substituent via an ether bond; and

[0073] a blue coloring layer containing at least one lake pigment selected from the pigments represented by the above general formula (1-1) and the pigments represented by the above general formula (1-2).

[0074] The colorant layer is usually formed in the opening of the light-shielding portion on the above-mentioned substrate and is usually composed of coloring patterns of three or more colors. The colorant layer of the present invention at least includes the above-mentioned green colorant layer and the above-mentioned blue colorant layer, and may further include a red colorant layer optionally.

[0075] In addition, there is no particular limitation on the arrangement of the colorant layer. For example, general arrangements such as stripe type, mosaic type, triangle type, 4-pixel configuration type, etc. can be adopted. In addition, the width, area, etc. of the colorant layer can be set arbitrarily.

[0076] The thickness of the colorant layer is appropriately controlled by adjusting the coating method, the solid content concentration or viscosity of the colorant curable composition, etc., and is usually preferably in the range of 1 μm to 5 μm.

[0077] The colorant layer usually contains a binder component to impart film-forming properties or adhesion to the coated surface. The colorant layer of the present invention can be a cured product of a colorant resin composition that may contain a colorant, a binder component, a dispersant, a solvent, and other components as needed.

[0078] Hereinafter, the colorant layers of each color will be described in detail.

[0079] <Green Colorant Layer>

[0080] The green colorant layer used in the present invention contains a zinc halide phthalocyanine colorant having a substituent bonded via an ether bond.

[0081] The green colorant layer can be a cured product of a colorant resin composition that may contain the above-mentioned specific zinc halide phthalocyanine colorant, a binder component, a solvent, and further a dispersant or other components as needed.

[0082] Hereinafter, each component included in the green colorant layer and the resin composition for forming the green colorant layer will be described.

[0083] (Colorant)

[0084] The colorant in the green colorant layer contains a zinc halide phthalocyanine colorant having a substituent bonded via an ether bond, and may also contain other colorants.

[0085] ((Zinc Halide Phthalocyanine Colorant Having a Substituent Bonded via an Ether Bond))

[0086] In terms of the aspect where the effects of the present invention can be easily exerted, the above-mentioned zinc halide phthalocyanine colorant has high solubility in solvents. The solubility of the above-mentioned zinc halide phthalocyanine colorant in at least one solvent selected from glycol alkyl ether acetates, glycol monoalkyl ethers, and glycol alkyl acetates at 25 °C in 100 g of the solvent can be 0.1 g or more, can be 0.5 g or more, can be 8 g or more, can be 10 g or more, and can be 15 g or more. The solubility of the above-mentioned zinc halide phthalocyanine colorant in at least one solvent selected from propylene glycol monomethyl ether acetate, propylene glycol monomethyl ether, propylene glycol monoethyl ether, 1-methoxy-2-butanol, propylene glycol monopropyl ether, and diethylene glycol ethyl methyl ether at 25 °C in 100 g of the solvent can be 0.1 g or more, can be 0.5 g or more, can be 8 g or more, can be 10 g or more, and can be 15 g or more. The upper limit value of this solubility is not limited and can be 20 g or less.

[0087] As a zinc halide phthalocyanine colorant having a substituent bonded via an ether bond, in terms of brightness and solubility, a phthalocyanine compound represented by the following general formula (2) is preferred.

[0088] [Chemical formula 6]

[0089]

[0090] (In the general formula (2), X 1 ~X 16 each independently represents a hydrogen atom, a halogen atom, or -O-R D , and R D represents a monovalent organic group. Among them, one or more of X 1 ~X 16 represent halogen atoms, and one or more of X 1 ~X 16 represent -O-R D ).

[0091] In X 1 ~X 16 , as the halogen atom, for example, fluorine atom, chlorine atom, bromine atom, iodine atom, etc. can be mentioned. It should be noted that when there are two or more halogen atoms in the above formula (2), these multiple halogen atoms can be the same or different arbitrarily. The halogen atoms in X 1 ~X 16 are preferably at least fluorine atoms in terms of hue, and more preferably all are fluorine atoms.

[0092] Regarding the number of halogen atoms in X 1 ~X 16 , in terms of high brightness, it is preferably 4 or more, more preferably 6 or more, and further preferably 7 or more. In addition, X 1 ~X16 The number of halogen atoms in it is preferably 12 or less, more preferably 10 or less, and still more preferably 9 or less. X 1 ~X 16 The number of halogen atoms in it can be 8.

[0093] Among them, in terms of hue and maximum absorption wavelength region, it is preferable that 6 to 10, especially 7 to 9, of X 1 ~X 16 are fluorine atoms.

[0094] X 1 ~X 16 can also be a hydrogen atom. Regarding the number of hydrogen atoms in X 1 ~X 16 , it can be appropriately selected by adjusting the hue, and can be 0 to 8, can be 0 to 4, and can be 0 to 2.

[0095] -O-R D In R D is a monovalent organic group. Here, the organic group refers to a group containing a carbon atom. R D Examples include: an optionally substituted hydrocarbon group or heterocyclic group. As the hydrocarbon group, examples include: a linear, branched, or cyclic aliphatic hydrocarbon group, an aromatic hydrocarbon group, and combinations thereof. As the linear or branched aliphatic hydrocarbon group, it can be a linear or branched aliphatic hydrocarbon group having 1 to 10 carbon atoms, as the cyclic aliphatic hydrocarbon group, it can be a cycloaliphatic hydrocarbon group having 3 to 20 carbon atoms, as the aromatic hydrocarbon group, it can be an aromatic hydrocarbon group having 6 to 20 carbon atoms, and as the heterocyclic group, examples include: a nitrogen-containing heterocycle, a sulfur-containing heterocycle, an oxygen-containing heterocycle, etc., and can be either an aromatic ring or a non-aromatic ring.

[0096] As the linear or branched aliphatic hydrocarbon group, for example, examples include: methyl, ethyl, propyl, butyl, pentyl, hexyl, etc., and as the cycloaliphatic hydrocarbon group, for example, examples include cyclopentyl, cyclohexyl, etc.

[0097] In addition, as the aromatic hydrocarbon group, for example, examples include phenyl, naphthyl, biphenyl, etc.

[0098] In addition, as the heterocyclic group, for example, examples include: groups such as a furan ring, a thiophene ring, a pyrrole ring, a 2H-pyran ring, a 4H-thiopyran ring, a pyridine ring, a 1,3-oxazole ring, an isoxazole ring, a 1,3-thiazole ring, an isothiazole ring, an imidazole ring, a pyrazole ring, a furazan ring, a pyrazine ring, a pyrimidine ring, a pyridazine ring, etc. having 1 free valence.

[0099] When the hydrocarbon group or heterocyclic group of R D has a substituent, as the substituent, examples include: a halogen atom, -OR d1 , -COR d1 , -COORd1 (Here, R d1 is a hydrocarbon group or a heterocyclic group), specifically, alkoxy groups, aryloxy groups, acyl groups, alkoxycarbonyl groups, aryloxycarbonyl groups, etc. can be cited.

[0100] Among them, in terms of controlling crystallinity (inhibiting precipitation of foreign substances) during film curing (baking) and imparting solubility, -O-R D in which R D is preferably an aromatic hydrocarbon group having a substituent, and is preferably a monovalent group represented by the following formula (3).

[0101] [Chemical formula 7]

[0102]

[0103] (In formula (3), -W- is a single bond or -O-, and R d1 is an optionally substituted aliphatic hydrocarbon group having 1 to 10 carbon atoms, an optionally substituted alicyclic hydrocarbon group having 3 to 12 carbon atoms, or an optionally substituted aromatic hydrocarbon group having 6 to 20 carbon atoms. R d2 is a halogen atom, an alkyl group having 1 to 4 carbon atoms, or an alkoxy group having 1 to 4 carbon atoms. p is an integer of 1 to 3, and q is an integer of 0 to 2. Among them, when p is 2 or 3, multiple W's and R's d1 are each optionally the same or different, and when q is 2, multiple R's d2 are each optionally the same or different. * represents the bonding position to the phthalocyanine skeleton in formula (2))

[0104] In the above formula (3), as the substituents of the above aliphatic hydrocarbon group, alicyclic hydrocarbon group, and aromatic hydrocarbon group, alkoxy groups having 1 to 5 carbon atoms and hydroxyl groups can be cited. R d1 is preferably an optionally substituted aliphatic hydrocarbon group having 1 to 10 carbon atoms, and particularly preferably an optionally substituted alkyl group having 1 to 10 carbon atoms. This alkyl group is preferably an alkyl group having 1 to 5 carbon atoms, and more preferably a linear alkyl group having 1 to 5 carbon atoms. When R d1 is a substituted alkyl group, a group having an alkoxy group having 1 to 5 carbon atoms as a substituent is preferred.

[0105] p is preferably 1 or 2, and more preferably 1. When p = 1, -CO-W-R d1 is preferably bonded to the 3-position or 4-position relative to -O- in the above formula (3), and more preferably bonded to the 4-position. When p = 2, two -CO-W-R's d1 are preferably bonded to the 3,5-positions or 2,4-positions relative to -O-, and more preferably bonded to the 3,5-positions.

[0106] q is preferably 0 or 1, and more preferably 0.

[0107] Preferred specific examples of the group represented by the above formula (3) include, but are not limited to, the groups represented by the following formulas (3-1) to (3-10).

[0108] [Chemical Formula 8]

[0109]

[0110] (In formulas (3-1) to (3-10), * represents the bonding position to the phthalocyanine skeleton in formula (2)).

[0111] Regarding X 1 ~X 16 In -O-R D in them, in terms of obtaining the desired transmission spectrum (high brightness) and controlling the crystallinity peculiar to the phthalocyanine compound (inhibiting the precipitation of foreign substances) during film curing (baking), the number is preferably 4 or more, more preferably 6 or more, and further preferably 7 or more. In addition, X 1 ~X 16 In -O-R D in them, the number is preferably 12 or less, more preferably 10 or less, and further preferably 9 or less. The number of -O-R 1 ~X 16 in X D can be 8.

[0112] In terms of obtaining the desired transmission spectrum (high brightness), X 1 ~X 16 is preferably at least 4 or more of X 2 , X 3 , X 6 , X 7 , X 10 , X 11 , X 14 and X 15 being -O-R D , particularly preferably X 2 , X 3 , X 6 , X 7 , X 10 , X 11 , X 14 and X 15 all being the group -O-R D , and the rest (X 1 , X 4 , X 5 , X 8 , X 9 , X 12 , X 13 and X 16) is a halogen atom.

[0113] As preferred specific examples of the phthalocyanine compound represented by the general formula (2), compounds represented by the following formulas (2-1) to (2-5) can be cited, but are not limited thereto.

[0114] [Chemical formula 9]

[0115]

[0116] [Chemical formula 10]

[0117]

[0118] [Chemical formula 11]

[0119]

[0120] As a method for producing the halogenated phthalocyanine pigment, a conventionally known production method can be appropriately selected. For example, a production method in which a phthalonitrile compound and a metal salt are subjected to a cyclization reaction in a molten state or an organic solvent can be preferably used. For example, it can be produced with reference to Japanese Patent Laid-Open No. 2014-43556 or Japanese Patent Laid-Open No. 2020-42263. Regarding the phthalonitrile compound used as the starting material, a conventionally known production method can also be appropriately selected for synthesis, and commercially available products can also be used.

[0121] ((Other pigments))

[0122] In the green coloring layer and the coloring resin composition for forming the green coloring layer of the present invention, in addition to the above-mentioned specific zinc halide phthalocyanine pigment, other pigments may also be included.

[0123] Other pigments are not particularly limited as long as they can achieve the required color development, and various organic pigments, inorganic pigments, dyes, salt compounds of dyes, etc. can be used alone or in combination of two or more. Among them, organic pigments can be preferably used because of their high color development and high heat resistance. As organic pigments, for example, compounds classified as pigments in the Color Index (C.I.; published by The Society of Dyers and Colourists) can be cited. Specifically, those with the following Color Index (C.I.) numbers can be cited.

[0124] As other pigments, one or more selected from yellow pigments and other green pigments can be used. From the aspect of color adjustment of the green coloring layer, a yellow pigment is preferred, and other green pigments or other pigments may also be included within the range that does not impair the effects of the present invention.

[0125] Examples of yellow colorants include: C.I. Pigment Yellow 1, 3, 12, 13, 14, 15, 16, 17, 20, 24, 31, 55, 60, 61, 65, 71, 73, 74, 81, 83, 93, 95, 97, 98, 100, 101, 104, 106, 108, 109, 110, 113, 114, 116, 117, 119, 120, 126, 127, 128, 129, 138, 139, 150, 151, 152, 153, 154, 155, 156, 166, 168, 175, 185, 231, and derivative pigments thereof; yellow dyes such as coumarin dyes, cyanine dyes, merocyanine dyes, azo dyes, methylene dyes, azomethine dyes, and quinophthalone dyes.

[0126] Among these yellow colorants, in terms of good heat resistance, good light resistance, and high transmittance, quinophthalone-based colorants are preferred. In addition, quinophthalone-based colorants are also preferred in terms of having a hue suitable for use in color filters.

[0127] Quinophthalone-based colorants refer to colorants synthesized by the condensation of quinoline derivatives such as quinoline with phthalic anhydride derivatives or naphthalic anhydride derivatives, and can be any of pigments, dyes, and salt compounds of dyes.

[0128] Among quinophthalone-based colorants, examples of quinophthalone pigments include C.I. Pigment Yellow 138 and the like.

[0129] Examples of quinophthalone dyes include: C.I. Disperse Yellow 54, 64, 67, 134, 149, 160, C.I. Solvent Yellow 114, 157, and the like.

[0130] Examples of other green colorants include: 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 and other green pigments; squarylium, triarylmethane, anthraquinone, coumarin, cyanine, or azo dyes and other green dyes.

[0131] In the green coloring layer of the present invention and the coloring resin composition for forming the green coloring layer, the content ratio of the above-mentioned specific zinc halide phthalocyanine pigment relative to the total amount of pigments can be appropriately adjusted according to the required chromaticity, and there is no particular limitation. It can be 100% by mass relative to the total amount of pigments including the above-mentioned specific zinc halide phthalocyanine pigment. When other pigments are contained in the green coloring layer of the present invention and the coloring resin composition for forming the green coloring layer, in terms of adjusting the required chromaticity, the above-mentioned specific zinc halide phthalocyanine pigment can be contained in an amount of 30% to 95% by mass relative to the total amount of pigments including the above-mentioned specific zinc halide phthalocyanine pigment. The lower limit value can be 40 parts by mass or more, or 50 parts by mass or more, and the upper limit value can be 85 parts by mass or less, or 80 parts by mass or less.

[0132] When a yellow pigment is contained in the green coloring layer of the present invention and the coloring resin composition for forming the green coloring layer, the yellow pigment can be appropriately selected and can be used alone or in combination of two or more.

[0133] In the green coloring layer of the present invention and the coloring resin composition for forming the green coloring layer, the content ratio of the yellow pigment relative to the above-mentioned specific zinc halide phthalocyanine pigment can be appropriately adjusted according to the required chromaticity, and there is no particular limitation. Among them, in terms of adjusting the required chromaticity, the content ratio of the yellow pigment relative to 100 parts by mass of the above-mentioned specific zinc halide phthalocyanine pigment can be 0 parts by mass to 233 parts by mass. The lower limit value can be 5 parts by mass or more, 18 parts by mass or more, or 25 parts by mass or more, and the upper limit value can be 150 parts by mass or less, or 100 parts by mass or less.

[0134] When a green pigment different from the above-mentioned specific zinc halide phthalocyanine pigment is contained in the green coloring layer of the present invention and the coloring resin composition for forming the green coloring layer, the green pigment different from the above-mentioned specific zinc halide phthalocyanine pigment can be appropriately selected and can be used alone or in combination of two or more.

[0135] In the green coloring layer of the present invention and the coloring resin composition for forming the green coloring layer, the content ratio of the green pigment different from the above-mentioned specific zinc halide phthalocyanine pigment relative to the above-mentioned specific zinc halide phthalocyanine pigment can be appropriately adjusted to the required chromaticity within the range that does not impair the effects of the present invention. In terms of adjusting the required chromaticity and brightness, the content ratio of the green pigment different from the above-mentioned specific zinc halide phthalocyanine pigment relative to 100 parts by mass of the above-mentioned specific zinc halide phthalocyanine pigment can be, for example, 0 parts by mass to 50 parts by mass. The lower limit value can be 5 parts by mass or more, 10 parts by mass or more, 15 parts by mass or more, and the upper limit value can be 30 parts by mass or less, or 20 parts by mass or less.

[0136] In addition, when the green coloring layer of the present invention and the coloring resin composition for forming the green coloring layer further contain a green pigment other than the above-mentioned specific zinc halide phthalocyanine pigment, the content ratio of the green pigment containing the above-mentioned specific zinc halide phthalocyanine pigment relative to the total amount of pigments can be appropriately adjusted according to the required chromaticity, and there is no particular limitation. Among them, in terms of the required chromaticity adjustment and brightness adjustment, it is preferably 30% by mass to 95% by mass, and more preferably 50% by mass to 80% by mass, of the green pigment containing the above-mentioned specific zinc halide phthalocyanine pigment relative to the total amount of pigments.

[0137] In addition, the content ratio of the yellow pigment relative to the green pigment containing the above-mentioned specific zinc halide phthalocyanine pigment can be appropriately adjusted according to the required chromaticity, and there is no particular limitation. Among them, in terms of the required chromaticity adjustment and brightness adjustment, relative to 100 parts by mass of the green pigment containing the above-mentioned specific zinc halide phthalocyanine pigment, it is preferably 5 parts by mass to 233 parts by mass of the yellow pigment, and may also contain 18 parts by mass to 150 parts by mass, and may also contain 25 parts by mass to 100 parts by mass.

[0138] In addition, in the green coloring layer of the present invention and the coloring resin composition for forming the green coloring layer, within the range not impairing the effects of the present invention, other pigments other than the green pigment and the yellow pigment may also be included in the pigment. The total content of the above-mentioned specific zinc halide phthalocyanine pigment and the yellow pigment relative to the total amount of pigments can be 70% by mass to 100% by mass, among which, it can be 80% by mass to 100% by mass, it can be 90% by mass to 100% by mass, or it can also be 100% by mass.

[0139] In the green coloring layer of the present invention and the coloring resin composition for forming the green coloring layer, the content of the pigment is not particularly limited. In terms of dispersibility and dispersion stability, the total content of the pigments is preferably in the range of 20% by mass to 50% by mass, and more preferably in the range of 25% by mass to 45% by mass, relative to the total solid content of the green coloring layer and the coloring resin composition for forming the green coloring layer. If it is above the above lower limit value, the green coloring layer has sufficient color density when the coloring resin composition for forming the green coloring layer is coated to a specified film thickness (usually 1.0 μm to 5.0 μm). In addition, if it is below the above upper limit value, a coloring layer with excellent storage stability and sufficient hardness or adhesion to the substrate can be obtained. Especially when forming a green coloring layer with a high pigment concentration, the total content of the pigments is preferably in the range of 35% by mass to 50% by mass, and more preferably in the range of 40% by mass to 45% by mass, relative to the total solid content of the green coloring layer and the coloring resin composition for forming the green coloring layer.

[0140] It should be noted that in the present invention, the solid components are all components other than the following solvents, and also include monomers dissolved in the solvents, etc.

[0141] (Binder component)

[0142] The coloring resin composition used in the present invention contains a binder component to impart film-forming properties or adhesion to the coated surface. In order to impart sufficient hardness to the coating film, a curable binder component is preferably contained. As the curable binder component, there is no particular limitation, and a curable binder component that can be used for forming a colored layer of a conventionally known color filter can be appropriately used. The colored layer may contain a cured product of the binder component.

[0143] As the curable binder component, for example, those containing a photocurable binder component or a thermosetting binder component can be used. The above-mentioned photocurable binder component contains a photocurable resin that can be polymerized and cured by visible light, ultraviolet light, electron beams, etc., and the above-mentioned thermosetting binder component contains a thermosetting resin that can be polymerized and cured by heating.

[0144] When a photolithography process is used to form the colored layer, a photosensitive binder component having alkali developability can be suitably used. It should be noted that a thermosetting binder component can also be further used in the photosensitive binder component.

[0145] Examples of the photosensitive binder component include a positive photosensitive binder component and a negative photosensitive binder component. As the positive photosensitive binder component, for example, a composition containing an alkali-soluble resin and an o-diazide group-containing compound as a photosensitivity-imparting component, etc.

[0146] On the other hand, as the negative photosensitive binder component, a composition containing at least an alkali-soluble resin, a polyfunctional monomer, and a photoinitiator can be suitably used.

[0147] In the coloring resin composition of the present invention, in terms of easily forming a pattern by a photolithography method using an existing process, a negative photosensitive binder component is preferred.

[0148] Hereinafter, the alkali-soluble resin, polyfunctional monomer, and photoinitiator constituting the negative photosensitive binder component will be described.

[0149] ((Alkali-soluble resin))

[0150] The alkali-soluble resin used in the present invention has an acidic group and can be appropriately selected and used from those that can function as a binder resin and are soluble in the alkali developer used during pattern formation.

[0151] In the present invention, the alkali-soluble resin can be based on an acid value of 40 mgKOH / g or more.

[0152] The preferred alkali-soluble resin in the present invention is a resin having an acidic group, usually having a carboxyl group. Specifically, for example, it may include: (meth)acrylic acid copolymers having a carboxyl group and styrene-(meth)acrylic acid copolymers having a carboxyl group, etc. (meth)acrylic resins, epoxy (meth)acrylate resins having a carboxyl group, etc.

[0153] These alkali-soluble resins can be appropriately selected and used from the conventionally known alkali-soluble resins. As the alkali-soluble resin, for example, reference can be made to paragraphs 0159 to 0176 of International Publication No. 2020 / 071041.

[0154] ((Photopolymerizable compound))

[0155] The photopolymerizable compound used in the present invention is not particularly limited as long as it can be polymerized by a photoinitiator. Usually, a compound having two or more ethylenically unsaturated bonds is preferably used, and a polyfunctional (meth)acrylate having two or more acryloyl or methacryloyl groups is particularly preferred.

[0156] As such a polyfunctional (meth)acrylate, it can be appropriately selected and used from the conventionally known photopolymerizable compounds. As specific examples, for example, the photopolymerizable compounds described in Japanese Patent Laid-Open No. 2013-029832 can be cited. In addition, as the photopolymerizable compound, for example, reference can be made to paragraphs 0177 to 0179 of International Publication No. 2020 / 071041.

[0157] ((Photoinitiator))

[0158] There is no particular limitation on the photoinitiator used in the colored resin composition of the present invention, and one kind can be appropriately selected from various conventionally known initiators or two or more kinds can be used in combination.

[0159] As the photoinitiator, for example, it may include: aromatic ketones, benzoin ethers, halomethyl oxadiazole compounds, α-amino ketones, imidazoles, N,N-dimethylaminobenzophenone, halomethyl-S-triazine compounds, thioxanthones, oxime ester compounds, etc.

[0160] As the photoinitiator, for example, reference can be made to paragraphs 0180 to 0184 of International Publication No. 2020 / 071041.

[0161] Regarding the total content of the binder component, in terms of film-forming properties and the adhesion of the colored layer to the surface of the substrate as the coated surface, it is preferably formulated in a proportion of 5% to 90% by mass, preferably 10% to 80% by mass, more preferably 20% to 70% by mass, and further preferably 30% to 60% by mass, based on the total solid content of the colored resin composition.

[0162] (Dispersant)

[0163] In the green coloring layer of the present invention and the coloring resin composition for forming the green coloring layer, when dispersing a colorant, a dispersant may also be included in terms of colorant dispersibility and colorant dispersion stability.

[0164] In the present invention, the dispersant can be appropriately selected and used from conventionally known dispersants. As the dispersant, for example, cationic, anionic, nonionic, amphoteric, silicone-based, fluorine-based surfactants, etc. can be used. Among the surfactants, in terms of being able to disperse uniformly and finely, a polymer dispersant is preferred.

[0165] Examples of the polymer dispersant include: (co)polymers of unsaturated carboxylic acid esters such as polyacrylate; (partial) amine salts, (partial) ammonium salts or (partial) alkylamine salts of (co)polymers of unsaturated carboxylic acids such as polyacrylic acid; (co)polymers of hydroxy-containing unsaturated carboxylic acid esters such as hydroxy-containing polyacrylate or modified products thereof; polyurethanes; unsaturated polyamides; polysiloxanes; long-chain polyaminoamide phosphates; polyethylenimine derivatives (amides obtained by the reaction of poly(lower alkyleneimine) and a polyester having a free carboxyl group or bases thereof); polyallylamine derivatives (reaction products obtained by reacting polyallylamine with one or more compounds selected from three compounds: a polyester having a free carboxyl group, a polyamide, or a co-condensate of an ester and an amide (polyesteramide)).

[0166] Among them, in terms of dispersibility, as a polymer dispersant containing a nitrogen atom in the main chain or side chain and having an amine value, especially in terms of the main chain skeleton being less likely to thermally decompose and having high heat resistance, for example, the following dispersants can be used: a polymer having a structural unit represented by the following general formula (I) as described in JP-A-2016-224447; or at least one of a block copolymer and a salt-type block copolymer having a structural unit represented by the following general formula (I) as described in WO 2016 / 104493.

[0167] [Chemical formula 12]

[0168]

[0169] (In the general formula (I), R 1 represents a hydrogen atom or a methyl group, A represents a divalent linking group, R 2 and R 3 each independently represent a hydrogen atom or a hydrocarbon group that may contain a heteroatom, and R 2 and R 3 may be bonded to each other to form a ring structure)

[0170] For the description of each symbol in the above general formula (I), or for the copolymer or salt-type copolymer having the structural unit represented by the above general formula (I), reference may be appropriately made to Japanese Patent Application Laid-Open No. 2016-224447 or International Publication No. 2016 / 104493.

[0171] In addition, for the content of the dispersant, reference may be appropriately made to Japanese Patent Application Laid-Open No. 2016-224447 or International Publication No. 2016 / 104493.

[0172] (Solvent)

[0173] In the coloring resin composition for forming the coloring layer of the present invention, a solvent may also be contained. The solvent to be used is not particularly limited as long as it does not react with each component in the coloring resin composition and can dissolve or disperse these components. The solvent may be used alone or in combination of two or more.

[0174] For specific examples and contents of the solvent, reference may be appropriately made to International Publication No. 2016 / 104493.

[0175] (Sensitizer)

[0176] In the green coloring layer of the present invention and the coloring resin composition for forming the green coloring layer, the above-mentioned specific zinc halide phthalocyanine pigment diffused into the system easily absorbs the exposed light and loses the generation of free radicals from the photoinitiator. Therefore, in terms of compensating for this situation, it is preferably to contain a sensitizer in combination with the above-mentioned photoinitiator. Among them, in terms of good reactivity of the (meth)acrylic acid polymerization system, a thiol-based sensitizer is preferably contained, and more preferably a thiol-based sensitizer is contained in combination with the above-mentioned oxime ester compound photoinitiator.

[0177] Examples of the thiol-based sensitizer include: monofunctional thiol compounds having one thiol group and polyfunctional thiol compounds having two or more thiol groups.

[0178] Examples of the monofunctional thiol compound include: 2-mercaptobenzothiazole, 2-mercaptobenzoxazole, 2-mercaptobenzimidazole, 2-mercapto-5-methoxybenzothiazole, 2-mercapto-5-methoxybenzimidazole, 3-mercaptopropionic acid, methyl 3-mercaptopropionate, ethyl 3-mercaptopropionate, octyl 3-mercaptopropionate, etc.

[0179] As the polyfunctional thiol compound, examples thereof include: 1,4-bis(3-mercaptobutyryloxy)butane, 1,3,5-tris(3-mercaptobutoxyethyl)-1,3,5-triazine-2,4,6(1H,3H,5H)-trione, trimethylolpropane tris(3-mercaptopropionate), pentaerythritol tetra(3-mercaptobutyrate), pentaerythritol tetra(3-mercaptopropionate), dipentaerythritol hexa(3-mercaptopropionate), and tetraethylene glycol bis(3-mercaptopropionate), etc.

[0180] In the green coloring layer of the present invention and the coloring resin composition for forming the green coloring layer, as the content of the sensitizer when the sensitizer is included, in terms of the curability of the coating film, 0.5% by mass to 10% by mass can be used, for example, relative to the total solid content of the coloring resin composition. When the sensitizer is included, the content of the sensitizer relative to the total solid content of the coloring resin composition is more preferably in the range of 1% by mass to 6% by mass, and further preferably in the range of 2% by mass to 5% by mass.

[0181] (Other components)

[0182] In the green coloring layer of the present invention and the coloring resin composition for forming the green coloring layer, as other components, components used in conventionally known coloring layers can be appropriately selected and used.

[0183] As other components, examples thereof include: antioxidants, polymerization terminators, chain transfer agents, leveling agents, plasticizers, surfactants, defoamers, silane coupling agents, anti-shrinkage agents, anti-coagulation agents, ultraviolet absorbers, adhesion promoters, etc.

[0184] As a specific example of the antioxidant, for example, those described in International Publication No. 2016 / 104493 can be cited.

[0185] In addition, as specific examples of the surfactant and the plasticizer, for example, the surfactants and plasticizers described in Japanese Patent Application Laid-Open No. 2013-029832 can be cited.

[0186] <Blue coloring layer>

[0187] The blue coloring layer used in the present invention contains at least one lake pigment selected from the pigments represented by the above general formula (1-1) and the pigments represented by the above general formula (1-2).

[0188] The blue coloring layer can be a cured product of the following coloring resin composition, and the coloring resin composition can contain: a pigment containing the above specific lake pigment, a binder component, a dispersant as needed, a solvent, and other components.

[0189] Hereinafter, each component contained in the blue coloring layer and the resin composition for forming the blue coloring layer will be described. However, since the binder component, the solvent, and other components can be the same as those of the above-mentioned green coloring layer, the description thereof will be omitted here.

[0190] (Colorant)

[0191] The colorant in the blue coloring layer may contain at least one lake colorant selected from the colorants represented by the above general formula (1-1) and the colorants represented by the above general formula (1-2), and may optionally contain other colorants.

[0192] ((The above lake colorant))

[0193] Since the colorant represented by the above general formula (1-1) contains an anion with a valence of 2 or more and a cation with a valence of 2 or more, in the aggregate of the colorant, the anion and the cation are not ionically bonded in a one-to-one molecular form, but may form a molecular aggregate in which multiple molecules are aggregated via ionic bonds. Therefore, the apparent molecular weight is significantly increased compared to the molecular weight of conventional lake pigments. It is speculated that the formation of such molecular aggregates will further enhance the cohesive force in the solid state, reduce thermal motion, suppress the dissociation of ion pairs or the decomposition of the cationic part, and is less likely to fade compared to conventional lake pigments.

[0194] In the above general formula (1-1), A is an a-valent organic group in which the carbon atom directly bonded to N (nitrogen atom) does not have a π bond. This organic group represents an aliphatic hydrocarbon group having a saturated aliphatic hydrocarbon group at least at the end directly bonded to N, or an aromatic group having this aliphatic hydrocarbon group, and may optionally contain heteroatoms such as O (oxygen atom), S (sulfur atom), and N (nitrogen atom) in the carbon chain. That is, this organic group represents an aliphatic hydrocarbon group having a saturated aliphatic hydrocarbon group at least at the end directly bonded to N, this organic group may optionally contain heteroatoms such as O, S, and N in the carbon chain, or an aromatic group having an aliphatic hydrocarbon group at the end directly bonded to N, and this organic group may optionally contain heteroatoms such as O, S, and N in the carbon chain. Since the carbon atom directly bonded to N does not have a π bond, the color characteristics such as the hue or transmittance of the cationic coloring site can be unaffected by the linking group A or other coloring sites and maintain the same color as the monomer.

[0195] In A, if the carbon atom at the end directly bonded to N in the aliphatic hydrocarbon group having a saturated aliphatic hydrocarbon group at least at the end directly bonded to N does not have a π bond, it can be any of linear, branched, or cyclic, and the carbon atoms other than the end may optionally have an unsaturated bond, may optionally have a substituent, and may also contain O, S, and N in the carbon chain. For example, it may contain a carbonyl group, a carboxyl group, an oxycarbonyl group, an amide group, etc., and the hydrogen atom may further be substituted with a halogen atom, etc.

[0196] In addition, in A, examples of the aromatic group having the above aliphatic hydrocarbon group include: a monocyclic or polycyclic aromatic group containing an aliphatic hydrocarbon group having a saturated aliphatic hydrocarbon group at least at the terminal directly bonded to N, optionally having a substituent, and may also be a heterocycle containing O, S, or N.

[0197] Among them, in terms of the firmness of the skeleton, A preferably contains a cyclic aliphatic hydrocarbon group or an aromatic group.

[0198] Examples of the cyclic aliphatic hydrocarbon group include groups such as cyclohexane, cyclopentane, norbornane, bicyclo[2.2.2]octane, tricyclo[5.2.1.0 2,6 decane, adamantane groups, etc. In addition, examples of the aromatic group include groups containing a benzene ring, a naphthalene ring, etc. For example, when A is a divalent organic group, examples include: a linear, branched, or cyclic alkylene group having 1 to 20 carbon atoms, or an aromatic group substituted by two alkylene groups having 1 to 20 carbon atoms such as benzenedimethyl, etc.

[0199] In the present invention, in terms of achieving both firmness and the degree of freedom of molecular motion and improving heat resistance, A preferably has two or more cyclic aliphatic hydrocarbon groups, has a saturated aliphatic hydrocarbon group at the terminal directly bonded to N, and optionally contains O, S, or N in the carbon chain. A more preferably has two or more sub-cycloalkyl groups, has a saturated aliphatic hydrocarbon group at the terminal directly bonded to N, and optionally contains O, S, or N in the carbon chain, and among them, it is further preferred to have a structure in which two or more cyclic aliphatic hydrocarbon groups are linked by a linear or branched aliphatic hydrocarbon group.

[0200] Two or more cyclic aliphatic hydrocarbon groups may each be the same or different, and examples include those the same as the above cyclic aliphatic hydrocarbon groups, and among them, cyclohexane and cyclopentane are preferred.

[0201] In the present invention, in terms of heat resistance, the above A is preferably a substituent represented by the following general formula (1a).

[0202] [Chemical formula 13]

[0203]

[0204] (In the general formula (1a), R xi represents an alkylene group having 1 to 3 carbon atoms optionally having an alkyl group having 1 to 4 carbon atoms or an alkoxy group having 1 to 4 carbon atoms as a substituent, R xii and R xiii each independently represent an alkyl group having 1 to 4 carbon atoms or an alkoxy group having 1 to 4 carbon atoms, p represents an integer of 1 to 3, and q and r each independently represent an integer of 0 to 4. R xi, R xii , R xiii and when there are multiple R's, r's, and r's (where the multiple R's, r's, and r's may each independently be the same or different). xi , R xii , R xiii and r may each independently be the same or different).

[0205] In terms of achieving good balance between firmness and the thermal motion of the color - developing part and improving heat resistance, R in xi is preferably an alkylene group having 1 to 3 carbon atoms. Examples of such alkylene groups include methylene, ethylene, propylene, etc. Among them, methylene or ethylene is preferred, and methylene is more preferred.

[0206] Examples of the alkyl group having 1 to 4 carbon atoms include methyl, ethyl, propyl, and butyl, which may be linear or may optionally have a branched chain.

[0207] In addition, examples of the alkoxy group having 1 to 4 carbon atoms include methoxy, ethoxy, propoxy, and butoxy, which may be linear or may optionally have a branched chain.

[0208] R xii and R xiii The alkyl group having 1 to 4 carbon atoms and the alkoxy group having 1 to 4 carbon atoms in xi may be the same as the substituents optionally possessed by the above - mentioned R.

[0209] In the general formula (1a), in terms of heat resistance, cyclohexane (cyclohexylidene) is preferably 2 or more and 4 or less, that is, p is 1 or more and 3 or less, and more preferably p is 1 or more and 2 or less.

[0210] In addition, the number of substituents R xii and R xiii of cyclohexylidene is not particularly limited. In terms of heat resistance, it is preferably 1 or more and 3 or less, and more preferably 1 or more and 2 or less. That is, q and r are preferably integers of 1 or more and 3 or less, and more preferably integers of 1 or more and 2 or less.

[0211] Suitable specific examples of such a linking group A are as follows, and are not limited to these.

[0212] [Chemical formula 14]

[0213]

[0214] R i ~R vThe alkyl group in [alkyl group] is not particularly limited. For example, it may include: linear, branched or cyclic alkyl groups having 1 to 20 carbon atoms, etc. Among them, linear or branched alkyl groups having 1 to 8 carbon atoms may be mentioned. In terms of brightness and heat resistance, linear or branched alkyl groups having 1 to 5 carbon atoms may be mentioned, and R i ~R v The alkyl group in [alkyl group] is ethyl or methyl. The substituents optionally possessed by the alkyl group are not particularly limited. For example, it may include: aryl groups, halogen atoms, hydroxyl groups, alkoxy groups, etc. As the substituted alkyl group, aralkyl groups such as benzyl may be mentioned.

[0215] R i ~R v The aryl group in [aryl group] is not particularly limited. For example, it may include phenyl group, naphthyl group, etc. The substituents optionally possessed by the aryl group, for example, may include alkyl groups, halogen atoms, alkoxy groups, hydroxyl groups, etc.

[0216] Among them, in terms of chemical stability, as R i ~R v , it is preferably each independently a hydrogen atom, an alkyl group having 1 to 5 carbon atoms, a phenyl group, or R ii and R iii , R iv and R v are bonded to form a pyrrolidine ring, a piperidine ring, or a quinoline ring.

[0217] In terms of heat resistance, it is preferably that at least one of R ii ~R v is a cycloalkyl group optionally having substituents, or an aryl group optionally having substituents. At least one of R ii ~R v has a cycloalkyl group or an aryl group, whereby the intermolecular interaction due to steric hindrance is reduced, and thus the influence of heat on the color-developing site can be suppressed, and it is considered that the heat resistance is excellent.

[0218] In terms of heat resistance, it is preferably that at least one of R ii ~R v is a substituent represented by the following general formula (1b) or the following general formula (1c).

[0219] [Chemical formula 15]

[0220]

[0221] (In the general formula (1b), R xiv , R xv , and R xvi each independently represent a hydrogen atom, an alkyl group having 1 or more and 4 or less carbon atoms optionally having substituents, or an alkoxy group having 1 or more and 4 or less carbon atoms optionally having substituents).

[0222] [Chemical Formula 16]

[0223]

[0224] (In the general formula (1c), R xvii , R xviii , and R xix each independently represents a hydrogen atom, an alkyl group having 1 to 4 carbon atoms which may optionally have a substituent, or an alkoxy group having 1 to 4 carbon atoms which may optionally have a substituent).

[0225] As the alkyl group having 1 to 4 carbon atoms for R xiv , R xv , R xvi , R xvii , R xviii , and R xix , examples include methyl, ethyl, propyl, and butyl, which may be linear or may optionally have a branched chain. In addition, as the alkoxy group having 1 to 4 carbon atoms, examples include methoxy, ethoxy, propoxy, and butoxy, which may be linear or may optionally have a branched chain.

[0226] Examples of the substituent which the above alkyl group and alkoxy group may optionally have include a halogen atom, a hydroxyl group, etc.

[0227] In the case of having the substituent represented by the above general formula (1b), in terms of heat resistance, it is preferable that at least one of R xiv , R xv , and R xvi is an alkyl group having 1 to 4 carbon atoms which may optionally have a substituent, or an alkoxy group having 1 to 4 carbon atoms which may optionally have a substituent, and more preferably at least one of R xiv and R xv is an alkyl group having 1 to 4 carbon atoms which may optionally have a substituent, or an alkoxy group having 1 to 4 carbon atoms which may optionally have a substituent.

[0228] In addition, in the case of having the substituent represented by the above general formula (1c), in terms of heat resistance, it is preferable that at least one of R xvii , R xviii , and R xix is an alkyl group having 1 to 4 carbon atoms which may optionally have a substituent, or an alkoxy group having 1 to 4 carbon atoms which may optionally have a substituent, and more preferably at least one of R xvii and R xviii is an alkyl group having 1 to 4 carbon atoms which may optionally have a substituent, or an alkoxy group having 1 to 4 carbon atoms which may optionally have a substituent.

[0229] As suitable specific examples of the substituent represented by the general formula (1b) and the substituent represented by the general formula (1c), the following may be mentioned, but are not limited thereto.

[0230] [Chemical formula 17]

[0231]

[0232] R vi and R vii each independently represent an optionally substituted alkyl group, an optionally substituted alkoxy group, a halogen atom or a cyano group. As R vi and R vii The alkyl group in is not particularly limited, and is preferably a linear or branched alkyl group having 1 to 8 carbon atoms, more preferably an alkyl group having 1 to 4 carbon atoms. Examples of the alkyl group having 1 to 4 carbon atoms include methyl, ethyl, propyl, and butyl, which may be linear or optionally branched. The substituent optionally possessed by the alkyl group is not particularly limited, and examples thereof include an aryl group, a halogen atom, a hydroxyl group, an alkoxy group, and the like.

[0233] In addition, as the alkoxy group in R vi and R vii is not particularly limited, and is preferably a linear or branched alkoxy group having 1 to 8 carbon atoms, more preferably an alkoxy group having 1 to 4 carbon atoms. Examples of the alkoxy group having 1 to 4 carbon atoms include methoxy, ethoxy, propoxy, and butoxy, which may be linear or optionally branched. The substituent optionally possessed by the alkoxy group is not particularly limited, and examples thereof include an aryl group, a halogen atom, a hydroxyl group, an alkoxy group, and the like.

[0234] As the halogen atom in R vi and R vii for example, a fluorine atom, a chlorine atom, a bromine atom, and an iodine atom can be mentioned.

[0235] R vi and R vii The number of substituents, that is, f and g each independently represent an integer of 0 or more and 4 or less, and among them, preferably 0 or more and 2 or less, more preferably 0 or more and 1 or less. When there are a plurality of f and g, they may be the same or different.

[0236] In addition, R vi and R vii can be carried out at any position of the aromatic ring having a resonance structure in the triarylmethane skeleton or the xanthene skeleton, and among them, it is preferably carried out at the meta position with reference to the substitution position of the amino group represented by -NR ii R iii or -NR iv R v represented.

[0237] Ar 1 The divalent aromatic group in has no particular limitation. Ar 1 The aromatic group in may be a heterocyclic group in addition to the aromatic hydrocarbon group containing a carbocyclic ring. As the aromatic hydrocarbon in the aromatic hydrocarbon group, in addition to the benzene ring, condensed polycyclic aromatic hydrocarbons such as naphthalene ring, tetrahydronaphthalene ring, indene ring, fluorene ring, anthracene ring, and phenanthrene ring can be cited; chain polycyclic hydrocarbons such as biphenyl, terphenyl, diphenylmethane, triphenylmethane, and stilbene. In this chain polycyclic hydrocarbon, O, S, N may be present in the chain skeleton like diphenyl ether. On the other hand, as the heterocyclic ring in the heterocyclic group, the following can be cited: 5-membered heterocycles such as furan, thiophene, pyrrole, oxazole, thiazole, imidazole, and pyrazole; 6-membered heterocycles such as pyran, pyrone, pyridine, pyrone, pyridazine, pyrimidine, and pyrazine; condensed polycyclic heterocycles such as benzofuran, benzothiophene, indole, carbazole, coumarin, benzopyrone, quinoline, isoquinoline, acridine, phthalazine, quinazoline, and quinoxaline. These aromatic groups may further have substituents such as alkyl, alkoxy, hydroxyl, halogen atom, and phenyl which may be substituted by these.

[0238] When there are multiple R's in one molecule i ~R vii and Ar 1 are optionally the same or different. Through the combination of R i ~R vii and Ar 1 the color can be adjusted to the desired one.

[0239] The valence number a in A is the number of the color-developing cationic moieties constituting the cation, and a is an integer of 2 or more. In this lake pigment, since the valence number of the cation is 2 or more, the heat resistance is excellent, and among them, it is preferable that the valence number a of the cation is 3 or more. The upper limit of a is not particularly limited, and from the viewpoint of ease of manufacture, a is preferably 4 or less, more preferably 3 or less.

[0240] Regarding excellent heat resistance and easy suppression of color change during heating, the molecular weight of the cation represented by the general formula (A) is preferably 1200 or more, and preferably 1300 or more.

[0241] In the pigment represented by the general formula (1-1), the anion moiety (B c- ) is a polyacid anion of c valence and an anion of 2 or more valences regarding high brightness and excellent heat resistance. The upper limit value of c is not limited, and from the viewpoint of ease of manufacture, it can be an integer of 6 or less.

[0242] As the polyacid anion formed by condensation of multiple oxyacids, it may be a heteropolyacid anion (M m O n ) c-, or can also be a heteropolyacid anion (X l M m O n )) c- . In the above ionic formula, M represents a polyatom, X represents a heteroatom, m represents the composition ratio of the polyatom, and n represents the composition ratio of oxygen atoms. As the polyatom M, for example, Mo, W, V, Ti, Nb, etc. can be cited. In addition, as the heteroatom X, for example, Si, P, As, S, Fe, Co, etc. can be cited. In addition, it can also partially contain Na + or H + and other relative cations.

[0243] Among them, in terms of excellent heat resistance, a polyacid having at least one element selected from tungsten (W) and molybdenum (Mo) is preferred.

[0244] As such a polyacid, for example, there can be cited: tungstate ion [W 10 O 32 4- , molybdate ion [Mo6O 19 2- ; phosphotungstate ion [PW 12 O 40 3- , [P2W 18 O 62 6- , silicotungstate ion [SiW 12 O 40 4- , phosphomolybdate ion [PMo 12 O 40 3- , silicomolybdate ion [SiMo 12 O 40 4- , phosphotungstomolybdate ion [PW 12-s Mo s O 40 3- (s is an integer of 1 or more and 11 or less), [P2W 18-t Mo t O 62 6- (t is an integer of 1 or more and 17 or less), silicotungstomolybdate ion [SiW 12-u Mo u O 40 4- (u is an integer of 1 or more and 11 or less), etc. As a polyacid containing at least one of tungsten (W) and molybdenum (Mo), in terms of heat resistance and ease of obtaining raw materials, among the above, a heteropolyacid is preferred, and a heteropolyacid further containing phosphorus (P) is more preferred. ​​​​​​​​​​

[0245] Furthermore, in terms of heat resistance, it is further preferably any one of phosphotungstomolybdate ions [PW 10 Mo2O 40 3- , [PW 11 Mo1O 40 3- , phosphotungstate ions [PW 12 O 40 3- .

[0246] In the general formula (1-1), b represents the number of cations, d represents the number of anions in the molecular aggregate, and b and d represent integers of 1 or more. When b is 2 or more, the multiple cations present in the molecular aggregate can be a single type alone or a combination of 2 or more types. In addition, when d is 2 or more, the multiple anions present in the molecular aggregate can be a single type alone or a combination of 2 or more types. The upper limit value of b is not limited, and in terms of ease of production, it can be an integer of 6 or less. In addition, the upper limit value of d is not limited, and in terms of ease of production, it can be an integer of 4 or less.

[0247] In the general formula (1-1), e is an integer of 0 or 1. When e is 0, there is no bond. e = 0 represents a triarylmethane skeleton, and e = 1 represents an oxanthene skeleton. Multiple e's can be the same or different. Among the lake pigments represented by the general formula (1-1) used in the present invention, lake pigments containing at least a triarylmethane skeleton are preferably used.

[0248] It should be noted that, as the lake pigment represented by the general formula (1-1), for example, it can be prepared with reference to the specifications of International Publication No. 2012 / 144520 and International Publication No. 2018 / 003706.

[0249] On the other hand, in the general formula (1-2), R I ~R VI each independently represents a hydrogen atom, an alkyl group optionally having a substituent, or an aryl group optionally having a substituent, and R I and R II , R III and R IV , R V and R VI optionally bond to form a ring structure. R I ~R VI can be the same as R i ~R v of the above general formula (1-1), respectively.

[0250] In the general formula (1-2), R VII and R VIII ​​​Each independently represents an optionally substituted alkyl group, an optionally substituted alkoxy group, a halogen atom, or a cyano group, and these may also be the same as R in the above general formula (1-1). vi and R vii are the same.

[0251] In the general formula (1-2), Ar 2 represents a divalent aromatic heterocyclic group optionally having substituents, and this Ar 2 may be the same as the aromatic heterocyclic group in Ar in the above general formula (1-1). 1

[0252] In addition, in the general formula (1-2), E m- represents an m-valent polyacid anion, and this m-valent polyacid anion may be the same as the c-valent polyacid anion in the above general formula (1-1).

[0253] In the general formula (1-2), m represents the number of cations and the number of anions, and represents an integer of 2 or more. The plurality of cations present in the general formula (1-2) may be a single type alone, or two or more types may be combined. In addition, regarding the anions, they may be a single type alone, or two or more types may be combined.

[0254] In the general formula (1-2), j is 0 or 1, and when j is 0, there is no bond. j in the general formula (1-2) may be the same as e in the above general formula (1-1). In addition, k and l in the general formula (1-2) may be the same as f and g in the above general formula (1-1).

[0255] It should be noted that as the lake pigment represented by the general formula (1-2), for example, it can be prepared with reference to Japanese Patent Laid-Open No. 2017-16099.

[0256] ((Other pigments))

[0257] In the blue coloring layer and the coloring resin composition for forming a blue coloring layer of the present invention, the pigment may also, within the range not impairing the effects of the present invention, contain other pigments in addition to the above-mentioned specific lake pigments to adjust the hue.

[0258] As other pigments, known pigments, dyes, lake pigments, etc. can be used alone or in combination of two or more.

[0259] As other pigments, among them, other blue pigments, purple pigments, and red pigments can be preferably used, but are not limited to these.

[0260] As other blue pigments, there are known organic blue pigments such as C.I. Pigment Blue 15, 15:1, 15:2, 15:3, 15:4, 15:6, and triarylmethane-based lake pigments different from the pigments represented by the above general formula (1-1) and the pigments represented by the above general formula (1-2).​

[0261] As purple pigments, there are known organic purple pigments such as C.I. Pigment Violet 1, 14, 15, 19, 23, 29, 32, 33, 36, 37, 38, etc.

[0262] As red or red-violet pigments, for example, there are xanthene dyes and lakes of xanthene-based dyes described in International Publication No. 2020 / 071041, Japanese Patent Laid-Open No. 2018-100323, International Publication No. 2014 / 123125, etc.

[0263] As other pigments, in terms of mixing stability, a blue phthalocyanine pigment treated with a base is preferred. The blue phthalocyanine pigment treated with a base is a blue phthalocyanine pigment having a structure derived from a basic compound.

[0264] As the blue phthalocyanine pigment having a structure derived from a basic compound, suitable examples include blue phthalocyanine pigments containing a basic compound such as a pigment derivative having a basic site.

[0265] As the phthalocyanine pigment used in the base treatment, in terms of relatively excellent brightness, a copper phthalocyanine pigment is preferred. As the copper phthalocyanine pigment used in the base treatment, it may be a crude copper phthalocyanine pigment or a copper phthalocyanine pigment having a crystal structure such as α-type, β-type, γ-type, ε-type, etc. As the copper phthalocyanine pigment used in the base treatment, in terms of excellent dispersion stability, one or more selected from a copper phthalocyanine pigment having an ε-type crystal structure and a copper phthalocyanine pigment having a β-type crystal structure are preferred.

[0266] In the above base treatment, a pigment derivative having a basic site or a derivative of a colorless compound having a basic site is preferably used.

[0267] In the present invention, examples of having a basic site include a mode in which a basic group is used as a substituent and a mode in which an acidic group and a basic compound form a salt in the substituent.

[0268] Examples of the basic site of the pigment derivative or the derivative of the colorless compound in the present invention include an amino group, an ammonium sulfonate, a sulfonamide group having an amino group, an amide group having an amino group, a basic heterocyclic group, etc.

[0269] As the above base treatment, it can be carried out with reference to paragraphs 0064 to 0077 of International Publication No. 2020 / 071041.

[0270] In the blue coloring layer of the present invention and the coloring resin composition for forming the blue coloring layer, the content ratio of at least one lake pigment selected from the pigments represented by the above general formula (1-1) and the pigments represented by the above general formula (1-2) relative to the total pigments can be appropriately adjusted according to the required chromaticity, and there is no particular limitation. It can be 100% by mass relative to the total pigments including the above lake pigments. When other pigments are contained in the blue coloring layer of the present invention and the coloring resin composition for forming the blue coloring layer, in terms of adjusting to the required chromaticity, the content ratio of at least one lake pigment selected from the pigments represented by the above general formula (1-1) and the pigments represented by the above general formula (1-2) can be 15% by mass or more relative to the total pigments including the above lake pigments. In terms of suppressing residue generation and improving brightness according to the required chromaticity, the content ratio of at least one lake pigment selected from the pigments represented by the above general formula (1-1) and the pigments represented by the above general formula (1-2) can be 19% by mass or more, can be 28% by mass or more, can be 40% by mass or more, can be 50% by mass or more. When other pigments are contained, the upper limit value of the content ratio of at least one lake pigment selected from the pigments represented by the above general formula (1-1) and the pigments represented by the above general formula (1-2) relative to the total pigments including the above lake pigments is not particularly limited. In terms of adjusting to the required chromaticity, it can be 95% by mass or less, can be 85% by mass or less, can be 80% by mass or less.

[0271] In the blue coloring layer of the present invention and the coloring resin composition for forming the blue coloring layer, other pigments can be 0% by mass relative to the total pigments including the above lake pigments. When other pigments are contained in the blue coloring layer of the present invention and the coloring resin composition for forming the blue coloring layer, in terms of adjusting to the required chromaticity, other pigments can be 5% by mass or more, can be 15% by mass or more, can be 20% by mass or more relative to the total pigments including the above lake pigments. In terms of suppressing residue generation and improving brightness according to the required chromaticity, other pigments can be 85% by mass or less, can be 81% by mass or less, can be 72% by mass or less, can be 60% by mass or less, can be 50% by mass or less relative to the total pigments including the above lake pigments.

[0272] (Dispersant)

[0273] In the blue coloring layer of the present invention and the coloring resin composition for forming the blue coloring layer, the dispersant used as needed can be the same as that of the above green coloring layer. Among them, in terms of the dispersibility of the above lake pigments, it is preferably an acidic dispersant.

[0274] Among them, in terms of improving the dispersibility and heat resistance of the above-mentioned lake pigment and being able to suppress the chromaticity change of the lake pigment after heating, the acidic dispersant preferably contains a polymer having at least one kind of structural unit selected from the following general formula (II).

[0275] [Chemical formula 18]

[0276]

[0277] (In the general formula (II), L 1 is a direct bond or a divalent linking group, R 1 is a hydrogen atom or a methyl group, R 2 is a hydroxyl group, a hydrocarbon group, -[CH(R 3 )-CH(R 4 )-O] x1- R 5 、-[(CH2) y1- O] z1- R 5 、or -O-R 6 represents a monovalent group, R 6 is a hydrocarbon group, -[CH(R 3 )-CH(R 4 )-O] x1- R 5 、-[(CH2) y1- O] z1- R 5 、-C(R 7 )(R 8 )-C(R 9 )(R 10 )-OH、or、-CH2-C(R 11 )(R 12 )-CH2-OH represents a monovalent group.

[0278] R 3 and R 4 are each independently a hydrogen atom or a methyl group, R 5 is a hydrogen atom, a hydrocarbon group, -CHO, -CH2CHO, -CO-CH=CH2, -CO-C(CH3)=CH2 or -CH2COOR 13 represents a monovalent group, R 13 is a hydrogen atom or an alkyl group having 1 or more and 5 or less carbon atoms. R 7 、R 8 、R 9 、R 10 、R 11 and R 12 are each independently a hydrogen atom, a hydrocarbon group, or a hydrocarbon group having at least one selected from an ether bond and an ester bond, R 7and R 9 They can be bonded to each other to form a ring structure. In the case where the above-mentioned ring structure is formed, the ring structure may further have a substituent R 14 , R 14 is selected from a hydrocarbon group or a hydrocarbon group having at least one selected from an ether bond and an ester bond. The above-mentioned hydrocarbon group optionally has a substituent. X represents a hydrogen atom or an organic cation. x1 represents an integer of 1 or more and 18 or less, y1 represents an integer of 1 or more and 5 or less, and z1 represents an integer of 1 or more and 18 or less)

[0279] For each symbol of the structural unit represented by the above general formula (II) and a polymer having at least one of the structural units represented by the above general formula (II), reference can be made to paragraphs 0088 to 0128 of International Publication No. 2020 / 071041.

[0280] In addition, as other acidic dispersants, dispersants having acidic groups can be mentioned. Here, as the acidic group, for example, a carboxyl group, a sulfonic acid group, a phosphoric acid group, etc. can be mentioned. Among the acidic groups contained in the dispersants as other acidic dispersants, in terms of excellent dispersibility, a carboxyl group is preferred.

[0281] Regarding the acid value of other acidic dispersants, in terms of excellent dispersibility, it is preferably 40 mgKOH / g or more, more preferably 50 mgKOH / g or more, and further preferably 70 mgKOH / g or more. On the other hand, in terms of suppressing development residues, the acid value of other acidic dispersants is preferably 200 mgKOH / g or less, more preferably 190 mgKOH / g or less, and further preferably 180 mgKOH / g or less.

[0282] As other acidic dispersants, in terms of improving the suppression of development residues by being used in combination with a polymer having at least one of the structural units represented by the above general formula (II), a polymer dispersant having a carboxyl group is preferred. Among them, in terms of improving the suppression of development residues and making the uniformity of the coating film better, it is preferably combined with a polymer having at least one of the structural units represented by the above general formula (II), and further contains a block copolymer containing an A block and a B block. The above A block contains a structural unit derived from an ethylenically unsaturated monomer containing a carboxyl group, and the above B block contains a structural unit derived from an alkyl (meth)acrylate.

[0283] Regarding the content ratio of such other acidic dispersants and acidic dispersants, reference can be made to paragraphs 0132 to 0145 of International Publication No. 2020 / 071041.

[0284] <Red coloring layer>

[0285] The red coloring layer used in the present invention may be a cured product of the following coloring resin composition, and the coloring resin composition may include: a colorant containing a red pigment, a binder component, a dispersant as needed, a solvent, and other components.

[0286] Hereinafter, each component included in the red coloring layer and the resin composition for forming the red coloring layer will be described. However, since the binder component, the dispersant, the solvent, and other components may be the same as those of the above green coloring layer, the description thereof will be omitted here.

[0287] (Colorant)

[0288] As the red pigment, among them, organic pigments can be preferably used because of their high color development property and high heat resistance. As the organic pigment, for example, compounds classified as pigments in the Color Index (C.I.; published by The Society of Dyers and Colourists) can be cited. Specifically, those with the following Color Index (C.I.) numbers can be cited.

[0289] As the red pigment, for example, it may be 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, 48:1, 48:2, 48:3, 48:4, 49:1, 49:2, 50:1, 52:1, 53:1, 57, 57:1, 57:2, 58:2, 58:4, 60:1, 63:1, 63:2, 64:1, 81:1, 83, 88, 90:1, 97, 101, 102, 104, 105, 106, 108, 112, 113, 114, 122, 123, 144, 146, 149, 150, 151, 166, 168, 170, 171, 172, 174, 175, 176, 177, 178, 179, 180, 185, 187, 188, 190, 193, 194, 202, 206, 207, 208, 209, 215, 216, 220, 224, 226, 242, 243, 245, 254, 255, 264, 265, 269, 272, 291, etc., and at least one selected from diketopyrrolopyrrole pigments represented by the following general formula (i).

[0290] [Chemical formula 19]

[0291]

[0292] (In the general formula (i), R 61 and R 62each independently being a 4-chlorophenyl group or a 4-bromophenyl group)

[0293] As the red colorant, in terms of expanding the color gamut, it is preferably to use diketopyrrolopyrrole pigments, and preferably contains 30% by mass or more of diketopyrrolopyrrole content in the total amount of colorants, and more preferably contains 40% by mass or more.

[0294] Examples of the diketopyrrolopyrrole pigment include: C.I. Pigment Red 254, 255, 264, 272, 291, and the diketopyrrolopyrrole pigment represented by the above general formula (i). Among them, C.I. Pigment Red 254, 272, 291, and the diketopyrrolopyrrole pigment in which R 61 and R 62 are each a 4-bromophenyl group, and at least one of them is preferred.

[0295] As the red colorant, in terms of chromaticity adjustment, it preferably contains diketopyrrolopyrrole pigments, and C.I. Pigment Red 177 or C.I. Pigment Red 202.

[0296] In addition, as the red colorant, in terms of brightness, it is preferably to contain at least C.I. Pigment Red 202.

[0297] In terms of color adjustment, brightness improvement, and re-dissolution improvement, other colorants can also be further used as the colorants. Examples of other colorants include: yellow colorants, orange colorants, etc.

[0298] Examples of the yellow colorant include: C.I. Pigment Yellow 1, 3, 12, 13, 14, 15, 16, 17, 20, 24, 31, 55, 60, 61, 65, 71, 73, 74, 81, 83, 93, 95, 97, 98, 100, 101, 104, 106, 108, 109, 110, 113, 114, 116, 117, 119, 120, 126, 127, 128, 129, 138, 139, 150, 151, 152, 153, 154, 155, 156, 166, 168, 175, 185, and derivative pigments of C.I. Pigment Yellow 150, etc.

[0299] Examples of the orange colorant include: C.I. Pigment Orange 1, 5, 13, 14, 16, 17, 24, 34, 36, 38, 40, 43, 46, 49, 51, 61, 63, 64, 71, 73, etc.

[0300] In the red coloring layer of the present invention and the colorant used in the coloring resin composition for forming the red coloring layer, the total content of the red colorant may be 100% by mass relative to the total amount of the colorants, but is usually 50% by mass or more, preferably 70% by mass or more. On the other hand, it may be 99% by mass or less and may be 90% by mass or less.

[0301] In the red coloring layer of the present invention and the colorant used in the coloring resin composition for forming the red coloring layer, the total content of other colorants other than the red colorant may be 0% by mass relative to the total amount of the colorants, may be 1% by mass or more, may be 10% by mass or more. On the other hand, it is usually 50% by mass or less, preferably 30% by mass or less.

[0302] <Manufacturing method of the coloring resin composition>

[0303] As the manufacturing method of the coloring resin composition, it can be set to be the same as the manufacturing method of the resin composition for the coloring layer of a general color filter. For example, it can be manufactured by mixing the above-mentioned respective components in a solvent for preparation. Additionally, for example, it can also be manufactured by previously mixing a dispersant in a solvent and stirring to prepare a dispersant solution, and then mixing a colorant, a binder component, and other components in the above-mentioned dispersant solution for preparation.

[0304] <Manufacturing method of the coloring layer>

[0305] As the manufacturing method of the coloring layer, there is no particular limitation, and the manufacturing method of the coloring layer in the conventionally known manufacturing methods of color filters can be appropriately selected and used. For example, it can be appropriately selected and manufactured according to the curability of the binder component. For example, in the case of a photosensitive resin composition in which the binder component contains a photosensitive binder, the so-called photolithography method can be cited. Additionally, in the case of a resin composition in which the binder component contains a thermosetting binder, it can be obtained by patternwise coating the coating film of the coloring resin composition as needed and heating the coating film after drying. As the method of patternwise coating, for example, an inkjet method or the like can be cited.

[0306] When the above-mentioned coloring resin composition is a photosensitive resin composition, for example, the coloring layer can be formed by the following method.

[0307] First, using coating methods such as a spraying method, a dipping coating method, a bar coating method, a roll coating method, a spin coating method, etc., a coloring resin composition of any color (for example, red) is coated on the above-mentioned substrate to form a wet coating film.

[0308] Next, after drying the wet coating film using a hot plate or an oven, etc., a mask for separating a specific pattern is used to expose it, and a photosensitive coating film is formed by subjecting an alkali-soluble resin, a polyfunctional monomer, etc. to a photopolymerization reaction. As a light source for exposure, for example, ultraviolet rays such as a low-pressure mercury lamp, a high-pressure mercury lamp, a metal halide lamp, an electron beam, etc. can be cited. The exposure amount is appropriately adjusted according to the light source used, the thickness of the coating film, etc.

[0309] In addition, a heat treatment can be performed after exposure to promote the polymerization reaction. The heating conditions are appropriately selected according to the mixing ratio of each component in the coloring resin composition used, the thickness of the coating film, etc.

[0310] Next, a developing treatment is performed using a developer to dissolve and remove the unexposed portion, thereby forming a coating film in a desired pattern. As the developer, a solution obtained by dissolving an alkali in water or a water-soluble solvent is usually used. An appropriate amount of a surfactant, etc. can be added to the alkali solution. In addition, a general method can be adopted for the developing method.

[0311] After the developing treatment, the developer is usually washed, and the cured coating film of the coloring resin composition is dried to form a colored layer of any color (for example, red). It should be noted that after the developing treatment, a heat treatment can be performed to sufficiently cure the coating film. As the heating conditions, there is no particular limitation, and for example, it can be 200 to 250 °C.

[0312] Next, a colored layer is formed in the same manner as above using a coloring resin composition of another color (for example, green), and a colored layer is formed in the same manner as above using a coloring resin composition of still another color (for example, blue). Thus, a color filter having, for example, three colored layers of a green colored layer, a blue colored layer, and a red colored layer can be manufactured.

[0313] It should be noted that in addition to the above-mentioned substrate, light-shielding portion, and colored layer, the color filter of the present invention can also be formed with, for example, an overcoat layer or a transparent electrode layer, and further an alignment film or a column spacer for aligning a liquid crystal material, etc. The color filter of the present invention is not limited to the above-exemplified configuration, and a known configuration used for a general color filter can be appropriately selected and used.

[0314] II. Display device

[0315] The display device of the present invention is characterized by having the color filter of the present invention described above. In the present invention, the configuration of the display device is not particularly limited, and it can be appropriately selected from conventionally known display devices. For example, a liquid crystal display device or an organic light-emitting display device, etc. can be cited.

[0316] [Liquid crystal display device]

[0317] The liquid crystal display device of the present invention is characterized by having: the color filter of the present invention described above, a counter substrate, and a liquid crystal layer formed between the color filter and the counter substrate.

[0318] This liquid crystal display device of the present invention will be described with reference to the drawings. Figure 2 It is a schematic diagram showing an example of the liquid crystal display device of the present invention. As Figure 2 illustrated, the liquid crystal display device 40 of the present invention has: a color filter 10, a counter substrate 20 having a TFT array substrate, etc., and a liquid crystal layer 15 located between the color filter 10 and the counter substrate 20. Figure 2 In it, the following example is shown, that is, the alignment film 13a is located on the colored layer 3 side of the color filter 10, the alignment film 13b is located on the counter substrate 20 side, and the liquid crystal layer 15 is located between these two alignment films 13a and 13b. Furthermore, in Figure 2 it is shown as follows: the liquid crystal display device 40 has: a polarizing plate 25a, which is located outside the color filter 10; a polarizing plate 25b, which is located outside the counter substrate 20; and a backlight 30, which is located more outside than the polarizing plate 25b located on the counter substrate 20 side of the liquid crystal display device 40.

[0319] It should be noted that the liquid crystal display device of the present invention is not limited to the Figure 2 configuration shown, and a configuration well-known as a generally used liquid crystal display device using color filters can be adopted.

[0320] As the driving method of the liquid crystal display device of the present invention, there is no particular limitation, and a driving method used in general liquid crystal display devices can be adopted. As such a driving method, for example, a TN method, an IPS method, an OCB method, and an MVA method, etc. can be cited. In the present invention, any of these methods can be suitably used.

[0321] In addition, as the counter substrate, it can be appropriately selected and used according to the driving method, etc. of the liquid crystal display device of the present invention.

[0322] Furthermore, as the liquid crystal constituting the liquid crystal layer, various liquid crystals having different dielectric anisotropies and mixtures thereof can be used according to the driving method, etc. of the liquid crystal display device of the present invention.

[0323] As a method for forming the liquid crystal layer, a method generally used as a method for manufacturing a liquid crystal cell can be used. For example, a vacuum injection method or a liquid crystal droplet discharge method, etc. can be cited.

[0324] In the case of the vacuum injection method, for example, a liquid crystal cell is fabricated in advance using a color filter and a counter substrate. The liquid crystal is heated to form an isotropic liquid, and by capillary action, the liquid crystal is injected into the liquid crystal cell in the state of an isotropic liquid and sealed with an adhesive, thereby forming a liquid crystal layer. Thereafter, by slowly cooling the liquid crystal cell to room temperature, the enclosed liquid crystal can be aligned.

[0325] In addition, in the case of the liquid crystal droplet method, for example, a sealant can be coated on the periphery of the color filter, the color filter is heated to a temperature at which the liquid crystal becomes an isotropic phase, and a dispenser or the like is used to drop the liquid crystal in the state of an isotropic liquid. The color filter and the counter substrate are overlapped under reduced pressure and bonded via the sealant, thereby forming a liquid crystal layer. Thereafter, by slowly cooling the liquid crystal cell to room temperature, the enclosed liquid crystal can be aligned.

[0326] In addition, as the backlight used in the liquid crystal display device of the present invention, it can be appropriately selected and used according to the use of the liquid crystal display device. As the backlight, for example, in addition to a cold cathode fluorescent tube (CCFL: Cold Cathode Fluorescent Lamp), a backlight unit using a white LED or a white organic EL as a light source can also be provided.

[0327] As the white LED, for example, there can be mentioned: a white LED that combines a red LED, a green LED, and a blue LED and obtains white light by color mixing; a white LED that combines a blue LED, a red LED, and a green phosphor and obtains white light by color mixing; a white LED that combines a blue LED, a red light-emitting phosphor, and a green light-emitting phosphor and obtains white light by color mixing; a white LED that obtains white light by color mixing of a blue LED and a YAG-based phosphor; a white LED that combines an ultraviolet LED, a red light-emitting phosphor, a green light-emitting phosphor, and a blue light-emitting phosphor and obtains white light by color mixing, etc. As the above phosphor, quantum dots can also be used.

[0328] [Light-emitting display device]

[0329] The light-emitting display device of the present invention is characterized by having: the color filter of the present invention described above, and a light-emitting body.

[0330] This light-emitting display device of the present invention will be described with reference to the drawings. As Figure 3 illustrated, the light-emitting display device 100 of the present invention has a color filter 10 and a light-emitting body 80. An organic protective layer 50 or an inorganic oxide film 60 may be provided between the color filter 10 and the light-emitting body 80.

[0331] As a method for laminating the light-emitting body 80, for example, there can be mentioned: a method of successively 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 a color filter; a method of bonding the light-emitting body 80 formed on another substrate to the inorganic oxide film 60, etc. As the transparent anode 71, hole injection layer 72, hole transport layer 73, light-emitting layer 74, electron injection layer 75, cathode 76, and other components in the light-emitting body 80, those known in the art can be appropriately used. The light-emitting display device 100 fabricated in this manner can be used, for example, in a passive driving type organic EL display or an active driving type organic EL display.

[0332] It should be noted that the light-emitting display device of the present invention is not limited to the Figure 3 light-emitting display device having the configuration shown, and a configuration known for a light-emitting display device generally using a color filter can be adopted.

[0333] Examples

[0334] Hereinafter, the present invention will be specifically described by way of examples. The present invention is not limited by these descriptions.

[0335] The zinc halide phthalocyanine pigment intermediate was analyzed by LC-MS (manufactured by Agilent Technologies, quadrupole LC / MS, Agilent 1260 Infinity).

[0336] The zinc halide phthalocyanine pigment and the lake pigment were analyzed by MALDI-TOF-MS (manufactured by Shimadzu Corporation, MALDI-8020).

[0337] The acid value was determined by a method in accordance with the method described in JIS K 0070:1992.

[0338] The mass average molecular weight (Mw) was determined by GPC (gel permeation chromatography) in terms of standard polystyrene conversion value.

[0339] Unless otherwise noted, the following synthesis examples or examples were carried out at 25 °C.

[0340] (Synthesis Example 1: Dye 1 (Synthesis of Zinc Halide Phthalocyanine Pigment)

[0341] 5.0 g (25.0 mmol) of tetrafluorophthalonitrile, 6.91 g (50 mmol) of potassium carbonate, and 25 ml of acetone were placed in a 500 ml eggplant-shaped flask and stirred at room temperature until dissolved.

[0342] Next, 8.31 g (50.0 mmol) of ethyl 4-hydroxybenzoate dissolved in 25 ml of acetone was added dropwise to the above eggplant-shaped flask over 1 hour while stirring in an ice bath, and after the addition, stirring was continued for 1 hour.

[0343] After completion of the reaction, potassium carbonate was removed by filtration. For the obtained reaction solution, the solvent was distilled off by an evaporator, the obtained oily product was dissolved in dichloromethane, and liquid separation was carried out with pure water.

[0344] The separated organic layer was recrystallized from isopropanol to obtain Intermediate 1.

[0345] Intermediate 1 was analyzed by LC-MS (manufactured by Agilent Technologies, quadrupole LC / MS, Agilent 1260 Infinity), and as a result, it had the following structure. Furthermore, the representative chemical structural formula of Intermediate 1 is shown below.

[0346] [Chemical Formula 20]

[0347]

[0348] 5.00 g (10.15 mmol) of Intermediate 1 and 15.0 ml of benzonitrile were placed in a 50 ml flask, dissolved at about 100 °C, then 0.97 g (3.05 mmol) of zinc iodide was added, and the mixture was stirred at 140 °C for 15 hours to carry out the reaction.

[0349] After the reaction solution was cooled to room temperature, the reaction solution was added dropwise to 150 ml of methanol. After the precipitated product was stirred for 30 minutes, it was collected by filtration, and stirring and filtration in a beaker were repeated several times with methanol and washed.

[0350] The obtained product was dried to obtain Dye 1. The representative chemical structural formula is shown below.

[0351] The obtained Dye 1 dissolved at least 0.5 g in 100 g of propylene glycol monomethyl ether acetate at 25 °C.

[0352] [Chemical Formula 21]

[0353]

[0354] (Synthesis Example 2: Synthesis of Dye 2 (zinc halide phthalocyanine pigment))

[0355] 5.0 g (25.0 mmol) of tetrafluorophthalonitrile, 6.91 g (50 mmol) of potassium carbonate and 25 ml of acetone were placed in a 500 ml eggplant-shaped flask and stirred at room temperature until dissolved.

[0356] Next, 7.61 g (50.0 mmol) of methyl 4-hydroxybenzoate dissolved in 25 ml of acetone was added dropwise to the above eggplant-shaped flask over 1 hour using a dropping funnel while stirring in an ice bath, and after the addition, stirring was continued for 1 hour.

[0357] After completion of the reaction, potassium carbonate was removed by filtration. For the obtained reaction solution, the solvent was distilled off by an evaporator, the obtained oily product was dissolved in dichloromethane, and liquid separation was carried out with pure water.

[0358] The separated organic layer was recrystallized from isopropanol to obtain Intermediate 2.

[0359] Intermediate 2 was analyzed by LC-MS (manufactured by Agilent Technologies, quadrupole LC / MS, Agilent 1260 Infinity), and as a result, it had the following structure. Furthermore, the representative chemical structural formula of Intermediate 2 is shown below.

[0360] [Chemical formula 22]

[0361]

[0362] 4.71 g (10.15 mmol) of Intermediate 2 and 15.0 ml of benzonitrile were placed in a 50 ml flask and dissolved at about 100 °C. Then, 0.97 g (3.05 mmol) of zinc iodide was added, and the mixture was stirred at 140 °C for 15 hours to carry out the reaction.

[0363] After cooling the reaction solution to room temperature, the reaction solution was added dropwise to 150 ml of methanol. After stirring the resulting precipitate for 30 minutes, it was collected by filtration, and stirring and filtration in a beaker were repeated several times with methanol for washing.

[0364] The obtained product was dried to obtain Dye 2. The representative chemical structural formula is shown below.

[0365] The obtained Dye 2 dissolves at least 0.5 g in 100 g of propylene glycol monomethyl ether acetate at 25 °C.

[0366] [Chemical formula 23]

[0367]

[0368] (Synthesis Example 3: Synthesis of Dye 3 (zinc halide phthalocyanine pigment))

[0369] Into a 500 ml eggplant-shaped flask, 5.0 g (25.0 mmol) of tetrafluorophthalonitrile, 6.91 g (50 mmol) of potassium carbonate and 25 ml of acetone were added, and the mixture was stirred at room temperature until dissolved.

[0370] Next, 9.01 g (50.0 mmol) of n-propyl 4-hydroxybenzoate dissolved in 25 ml of acetone was added dropwise to the above eggplant-shaped flask over 1 hour using a dropping funnel while stirring in an ice bath, and after the addition, the mixture was stirred for 1 hour.

[0371] After the reaction was completed, potassium carbonate was removed by filtration. For the obtained reaction solution, the solvent was distilled off using an evaporator, the obtained oily product was dissolved in dichloromethane, and liquid separation was performed with pure water.

[0372] The separated organic layer was recrystallized from isopropanol to obtain Intermediate 3.

[0373] Intermediate 3 was analyzed by LC-MS (manufactured by Agilent Technologies, quadrupole LC / MS, Agilent 1260 Infinity), and the result had the following structure. Furthermore, the representative chemical structural formula of Intermediate 3 is shown below.

[0374] [Chemical formula 24]

[0375]

[0376] Into a 50 ml flask, 5.28 g (10.15 mmol) of Intermediate 3 and 15.0 ml of benzonitrile were added and dissolved at about 100 °C. Then, 0.97 g (3.05 mmol) of zinc iodide was added, and the mixture was stirred at 140 °C for 15 hours to carry out the reaction.

[0377] After the reaction solution was cooled to room temperature, the reaction solution was added dropwise to 150 ml of methanol. After the precipitated product was stirred for 30 minutes, it was recovered using a filter paper, and stirring and filtration in a beaker and washing were repeated several times with methanol.

[0378] The obtained product was dried to obtain Dye 3. The representative chemical structural formula is shown below.

[0379] The obtained Dye 3 dissolved at least 0.5 g in 100 g of propylene glycol monomethyl ether acetate at 25 °C.

[0380] [Chemical formula 25]

[0381]

[0382] (Synthesis Example 4: Synthesis of Lake Pigment 1)

[0383] (1) Synthesis of Intermediate 1

[0384] Refer to the manufacturing methods of Intermediate A-2, Intermediate B-1, and Compound 1-3 described in JP-A-2018-3013 to obtain Intermediate 1 shown by the following chemical formula (a) (yield 87%).

[0385] Based on the following analysis results, it was confirmed that the obtained compound was the target compound.

[0386] • MS(ESI)(m / z): 677(+), divalent

[0387] • Elemental analysis values: CHN measured values (81.81%, 7.31%, 5.85%); theoretical values (81.77%, 7.36%, 5.90%)

[0388] [Chemical formula 26]

[0389]

[0390] (2) Synthesis of Lake Pigment 1

[0391] Dissolve 2.59 g (0.76 mmol) of 12-tungstophosphoric acid • n-hydrate manufactured by Kanto Chemical Co., Inc. by heating in a mixed solution of 40 mL of methanol and 40 mL of water. Add 1.6 g (1.19 mmol) of Intermediate 1 represented by the above chemical formula (a) and stir for 1 hour. Filter the precipitate and wash it with water. Dry the obtained precipitate under reduced pressure to obtain Lake Pigment 1 shown by the following chemical formula (b) (yield 95%).

[0392] Based on the following analysis results, it was confirmed that the obtained compound was the target compound.

[0393] • 31P NMR (d-dmso, ppm) δ -15.15

[0394] • MS(MALDI)(m / z): 1355(M + )、2879(MH2 - )

[0395] • Elemental analysis values: CHN measured values (35.55%, 3.24%, 2.61%); theoretical values (35.61%, 3.20%, 2.57%)

[0396] • Fluorescent X-ray analysis: MoW actual measurement ratio (0%, 100%); theoretical value (0%, 100%)

[0397] [Chemical formula 27]

[0398]

[0399] (Synthesis Example 5: Synthesis of Basic Treated Phthalocyanine Pigment 1 Value)

[0400] Add 300 parts by mass of chlorosulfonic acid and 30 parts by mass of copper phthalocyanine to a reaction vessel. After these are completely dissolved, add 24 parts by mass of thionyl chloride, slowly raise the temperature and react at 101 °C for 3 hours. The reaction solution is poured into 9000 parts by mass of ice water and stirred, then filtered and washed with water. After making the obtained filter cake into a slurry with 300 parts by mass of water, add 13 parts by mass of 1,1 - diethyl - 1,5 - diazapentane, stir at 65 °C for 4 hours, then filter, wash with water, and dry to obtain a blue pigment derivative 1 with basic sites for surface treatment. It was confirmed that the obtained blue pigment derivative 1 with basic sites has the structure of the following chemical formula. (TOF - MS: 768.35)

[0401] [Chemical Formula 28]

[0402]

[0403] 100 parts by mass of commercially available C.I. Pigment Blue 15:6 (ε - type copper phthalocyanine pigment, FASTOGEN BLUE A510 manufactured by DIC) and 5 parts by mass of the above - mentioned blue pigment derivative 1 with basic sites are dry - milled at 60 °C for 1.5 hours using a grinder. Further mix 5 parts by mass of the above - mentioned blue pigment derivative 1 with basic sites into the milled product to obtain the target basic - treated phthalocyanine pigment, i.e., basic - treated phthalocyanine pigment 1.

[0404] (Synthesis Example 6: Synthesis of Acidic Dispersant A1)

[0405] (1) Synthesis of Macromonomer MM - 1

[0406] 80.0 parts by mass of propylene glycol monomethyl ether acetate (hereinafter referred to as PGMEA) was added to a reactor equipped with a condenser, a dropping funnel, a nitrogen inlet, a mechanical stirrer, and a digital thermometer. While stirring under a nitrogen stream, the temperature was raised to 90°C. A mixed solution of 50.0 parts by mass of methyl methacrylate, 30.0 parts by mass of n-butyl methacrylate, 20.0 parts by mass of benzyl methacrylate, 4.0 parts by mass of 2-mercaptoethanol, 30 parts by mass of PGMEA, and 1.0 part by mass of α,α'-azobisisobutyronitrile (hereinafter referred to as AIBN) was added dropwise over 1.5 hours, and the reaction was further continued for 3 hours. Then, the nitrogen stream was stopped, and the reaction solution was cooled to 80°C. 8.74 parts by mass of Karenz MOI (manufactured by Showa Denko), 0.125 parts by mass of dibutyltin dilaurate, 0.125 parts by mass of p-methoxyphenol, and 10 parts by mass of PGMEA were added and stirred for 3 hours, thereby obtaining a 49.5 mass% solution of the macromonomer MM-1. The obtained macromonomer MM-1 was measured by GPC, and the results were a weight-average molecular weight (Mw) of 4010, a number-average molecular weight (Mn) of 1910, and a molecular weight distribution (Mw / Mn) of 2.10.

[0407] (2) Synthesis of graft copolymer A1

[0408] 85.0 parts by mass of PGMEA was added to a reactor equipped with a condenser, a dropping funnel, a nitrogen inlet, a mechanical stirrer, and a digital thermometer. While stirring under a nitrogen stream, the temperature was raised to 90°C. A mixed solution of 67.34 parts by mass of the above macromonomer MM-1 solution (33.33 parts by mass of solid content), 16.67 parts by mass of glycidyl methacrylate (hereinafter referred to as GMA), 1.24 parts by mass of n-dodecyl mercaptan, 25.0 parts by mass of PGMEA, and 0.5 part by mass of AIBN was added dropwise over 1.5 hours. After heating and stirring for 3 hours, a mixed solution of 0.10 part by mass of AIBN and 10.0 parts by mass of PGMEA was added dropwise over 10 minutes, and further aging was carried out at the same temperature for 1 hour, thereby obtaining a 25.0 mass% solution of the graft copolymer A1. The obtained graft copolymer A1 was measured by GPC, and the results were a weight-average molecular weight (Mw) of 10570, a number-average molecular weight (Mn) of 4370, and a molecular weight distribution (Mw / Mn) of 2.42.

[0409] (3) Production of a polymer (acidic dispersant A1) having at least one kind of structural unit represented by the above general formula (II)

[0410] To a reactor equipped with a condenser, an addition funnel, a nitrogen inlet, a mechanical stirrer, and a digital thermometer, 27.80 parts by mass of PGMEA and 9.27 parts by mass of phenylphosphonic acid (product name “PPA” manufactured by Nissan Chemical) were added, and while stirring under a nitrogen stream, the temperature was raised to 90 °C. 100.0 parts by mass of the above graft copolymer A1 was added dropwise over 30 minutes, and the mixture was heated and stirred for 2 hours to obtain a solution (solid content 25.0 mass%) of a polymer (acidic dispersant A1) having at least one kind of structural unit selected from the structural units represented by the above general formula (II). The progress of the esterification reaction of GMA and PPA of the obtained acidic dispersant A1 was confirmed by acid value measurement and 1 1H-NMR measurement (confirming the disappearance of the peak derived from the epoxy group). The acid value of the obtained acidic dispersant A1 was 98 mgKOH / g.

[0411] (Synthesis Example 7: Synthesis of acidic dispersant A2 (block copolymer containing A block having a structural unit derived from a carboxyl group-containing ethylenically unsaturated monomer and B block having a structural unit derived from an alkyl (meth)acrylate))

[0412] Referring to Example 1 described in International Publication No. 2016 / 132863, a triblock copolymer having a block of 20 parts by mass of MMA and 40 parts by mass of BMA; a block of 20 parts by mass of acrylic acid (MAA) and 20 parts by mass of BMA; and a block of 20 parts by mass of MMA and 40 parts by mass of BMA was synthesized. The obtained block copolymer had a mass average molecular weight (Mw) of 11000, a molecular weight distribution (Mw / Mn) of 1.50, and an acid value of 130 mgKOH / g.

[0413] (Synthesis Example 8: Synthesis of basic dispersant 1)

[0414] As a dispersant, a solution (solid content 40 mass%) of basic dispersant 1 (basic block copolymer) was prepared in the same manner as the preparation of dispersant b in Synthesis Example II-2 described in paragraph 0302 of International Publication No. 2016 / 104493.

[0415] (Synthesis Example 9: Synthesis of alkali-soluble resin A)

[0416] Under a nitrogen stream, a mixed solution of 40 parts by mass of benzyl methacrylate (BzMA), 15 parts by mass of methyl methacrylate (MMA), 25 parts by mass of methacrylic acid (MAA), and 3 parts by mass of azobisisobutyronitrile (AIBN) was added dropwise to a polymerization tank containing 150 parts by mass of propylene glycol monomethyl ether acetate (PGMEA) at 100 °C over 3 hours. After the completion of the dropwise addition, the mixture was further heated at 100 °C for 3 hours to obtain a polymer solution. The mass average molecular weight of this polymer solution was 7000.

[0417] Next, 20 parts by mass of glycidyl methacrylate (GMA), 0.2 parts by mass of triethylamine, and 0.05 parts by mass of p-methoxyphenol were added to the obtained polymer solution, and the mixture was heated at 110 °C for 10 hours, whereby the carboxyl group of the main-chain methacrylic acid reacted with the epoxy group of glycidyl methacrylate. During the reaction, air was introduced into the reaction solution to prevent the polymerization of glycidyl methacrylate.

[0418] It should be noted that the reaction was traced by measuring the acid value of the solution. The obtained alkali-soluble resin A is a resin in which a side chain having an ethylenically unsaturated bond is introduced into the main chain formed by copolymerization of BzMA, MMA, and MAA using GMA. Its acid value is 74 mgKOH / g, and the mass average molecular weight is 12,000. The solid content in the alkali-soluble resin A solution is 40% by mass.

[0419] (Synthesis Example 10: Synthesis of alkali-soluble resin B)

[0420] 150 parts by mass of PGMEA was added to a polymerization tank. After heating to 100 °C under a nitrogen atmosphere, 22 parts by mass of methacrylic acid (MAA), 64 parts by mass of cyclohexyl methacrylate (CHMA), 6 parts by mass of PERBUTYL O (manufactured by NOF Corporation), and 2 parts by mass of a chain transfer agent (n-dodecyl mercaptan) were continuously added dropwise over 1.5 hours. Thereafter, the reaction was continued while maintaining 100 °C. After 2 hours from the completion of the dropwise addition of the above main-chain forming mixture, 0.1 part by mass of p-methoxyphenol was added as a polymerization inhibitor to terminate the polymerization.

[0421] Next, while blowing air, 14 parts by mass of glycidyl methacrylate (GMA) as a compound containing an epoxy group was added, and after heating to 110 °C, 0.8 part by mass of triethylamine was added, and an addition reaction was carried out at 110 °C for 15 hours to obtain an alkali-soluble resin B solution (mass average molecular weight (Mw) 9,000, acid value 90 mgKOH / g, solid content 40% by mass).

[0422] (Synthesis Example 11: Synthesis of Y138 sulfonic acid derivative)

[0423] A C.I. Pigment Yellow 138 monosulfonic acid derivative was synthesized in the same manner as the synthesis of the C.I. Pigment Yellow 138 monosulfonic acid derivative in Synthesis Example 2 of International Publication No. 2014 / 069416.

[0424] (Preparation Example 1: Preparation of photosensitive adhesive component CR-1)

[0425] To 19.13 parts by mass of the alkali-soluble resin A solution (solid content: 40% by mass) obtained in Synthesis Example 9, 17.85 parts by mass of dipentaerythritol hexaacrylate (DPHA) (ARONIX M403, manufactured by Toagosei Co., Ltd.) as a photopolymerizable compound, 2.25 parts by mass of an oxime ester-based photoinitiator (PBG-3057, manufactured by Changzhou Qiangli Electronic New Materials Co., Ltd.) as a photoinitiator, 2.25 parts by mass of an oxime ester-based photoinitiator (NCI-831E, manufactured by ADEKA), and 58.53 parts by mass of PGMEA were added to obtain a photosensitive adhesive component CR-1.

[0426] (Preparation Example 2: Preparation of Photosensitive Adhesive Component CR-2)

[0427] To 36.5 parts by mass of the alkali-soluble resin B solution (solid content: 40% by mass) obtained in Synthesis Example 10, 21.9 parts by mass of dipentaerythritol hexaacrylate (DPHA) (ARONIX M402, manufactured by Toagosei Co., Ltd.) as a photopolymerizable compound, 1.1 parts by mass of an α-aminophenylacetone-based photoinitiator (Irgacure907, manufactured by BASF) as a photoinitiator, 1.3 parts by mass of an oxime ester-based photoinitiator having a fluorene skeleton (SPI-04, manufactured by Sanyo Chemical Industries, Ltd.), 0.3 parts by mass of a thioxanthone-based photoinitiator (Kayacure DETX-S, manufactured by Nippon Kayaku Co., Ltd.), 0.8 parts by mass of an antioxidant (IRGANOX1010, manufactured by BASF), and 38.1 parts by mass of PGMEA were added to obtain a photosensitive adhesive component CR-2.

[0428] (Preparation Example 3: Preparation of Photosensitive Adhesive Component CR-3)

[0429] To 13.80 parts by mass of the alkali-soluble resin A solution (solid content: 40% by mass) obtained in Synthesis Example 9, 22.08 parts by mass of dipentaerythritol hexaacrylate (DPHA) (ARONIX M403, manufactured by Toagosei Co., Ltd.) as a photopolymerizable compound, 2.40 parts by mass of an oxime ester-based photoinitiator (PBG-3057, manufactured by Changzhou Qiangli Electronic New Materials Co., Ltd.) as a photoinitiator, and 61.72 parts by mass of PGMEA were added to obtain a photosensitive adhesive component CR-3.

[0430] (Manufacturing Example G1)

[0431] (1) Preparation of Y138 Dispersion

[0432] 13.00 parts by mass of the above basic dispersant 1 solution as a dispersant, 13.00 parts by mass of C.I. Pigment Yellow 138 (Chromofine Yellow 6206EC, manufactured by Dainichi Seika Kogyo Co., Ltd.) as a colorant, 13.00 parts by mass of the above alkali-soluble resin A solution, 61.00 parts by mass of PGMEA, and 100 parts by mass of zirconia beads with a particle size of 2.0 mm were placed in a mayonnaise bottle and shaken for 1 hour using a paint shaker (manufactured by Asada Iron Works Co., Ltd.) as pre-crushing. Then, the zirconia beads with a particle size of 2.0 mm were taken out, and 200 parts by mass of zirconia beads with a particle size of 0.1 mm were added. Similarly, the mixture was dispersed for 4 hours using a paint shaker as formal crushing to obtain a Y138 dispersion liquid.

[0433] (2) Preparation of green composition G1

[0434] 2.90 parts by mass of the dye 1 of Synthesis Example 1, 17.60 parts by mass of the Y138 dispersion liquid, 32.40 parts by mass of the above photosensitive binder component CR-1, 0.19 parts by mass of a sensitizer (pentaerythritol tetra(3-mercaptobutyrate), Karenz MT-PE1, manufactured by Showa Denko), 0.03 parts by mass of a fluorine-based surfactant (MEGAFAC F559, manufactured by DIC Corporation), 0.34 parts by mass of a silane coupling agent (KBM503, manufactured by Shin-Etsu Silicones), 34.08 parts by mass of PGMEA, and 12.45 parts by mass of propylene glycol monomethyl ether (PGME) were added to obtain a green composition G1.

[0435] (Production Examples G2 to G3)

[0436] Except that in Production Example G1, the dye 2 of Synthesis Example 2 or the dye 3 of Synthesis Example 3 was used instead of the dye 1 of Synthesis Example 1, green compositions G2 and G3 were produced in the same manner as in Production Example G1.

[0437] (Production Example CG1)

[0438] (1) Preparation of Y138 dispersion liquid

[0439] A Y138 dispersion liquid was obtained in the same manner as in Production Example G1.

[0440] (2) Preparation of G58 dispersion liquid

[0441] 9.75 parts by mass of the above-mentioned basic dispersant 1 solution, 13.00 parts by mass of C.I. Pigment Green 58 (FASTOGEN GREENA350, manufactured by DIC Corporation) as a coloring agent, 16.25 parts by mass of the above-mentioned alkali-soluble resin A solution, 61.00 parts by mass of PGMEA, and 100 parts by mass of zirconia beads with a particle size of 2.0 mm were placed in a mayonnaise bottle and shaken for 1 hour using a paint shaker (manufactured by Asada Iron Works Co., Ltd.) as pre-crushing. Then, the zirconia beads with a particle size of 2.0 mm were taken out, and 200 parts by mass of zirconia beads with a particle size of 0.1 mm were added. Similarly, the mixture was dispersed for 3 hours using a paint shaker as formal crushing to obtain a G58 dispersion liquid.

[0442] (3) Preparation of green composition CG1

[0443] 32.63 parts by mass of the G58 dispersion liquid, 11.66 parts by mass of the Y138 dispersion liquid, 21.48 parts by mass of the above-mentioned photosensitive binder component CR-1, 0.13 parts by mass of a sensitizer (pentaerythritol tetra(3-mercaptobutyrate), Karenz MT-PE1, manufactured by Showa Denko), 0.03 parts by mass of a fluorine-based surfactant (MEGAFAC F559, manufactured by DIC Corporation), 0.34 parts by mass of a silane coupling agent (KBM503, manufactured by Shin-Etsu Silicones), and 33.73 parts by mass of PGMEA were added to obtain a green composition CG1.

[0444] (Production Example B1)

[0445] (1) Preparation of a pigment dispersion liquid of lake pigment 1

[0446] 10 parts by mass of the lake pigment 1 of Synthesis Example 4, 20 parts by mass of the acidic dispersant A1 solution of Synthesis Example 6 (effective solid content: 5.0 parts by mass), 7.5 parts by mass of the alkali-soluble resin B solution of Synthesis Example 10 (effective solid content: 3.0 parts by mass), and 62.5 parts by mass of PGMEA were mixed and dispersed for 1 hour using 2 mm zirconia beads with a paint shaker (manufactured by Asada Iron Works) as pre-dispersion, and further dispersed for 4 hours using 0.1 mm zirconia beads as formal dispersion to obtain a pigment dispersion liquid of lake pigment 1.

[0447] (2) Preparation of a pigment dispersion liquid of basic-treated phthalocyanine pigment 1

[0448] 110 parts by mass of the basic-treated phthalocyanine pigment 1 of Synthesis Example 5, 16.7 parts by mass of the acidic dispersant A2 solution of Synthesis Example 7 (effective solid content: 5.0 parts by mass), 7.5 parts by mass of the alkali-soluble resin B solution of Synthesis Example 10 (effective solid content: 3.0 parts by mass), and 65.8 parts by mass of PGMEA were mixed, and using a paint shaker (manufactured by Asada Iron Works), pre-dispersion was carried out for 1 hour using 2 mm zirconia beads, and further, final dispersion was carried out for 6 hours using 0.1 mm zirconia beads to obtain a colorant dispersion liquid of the basic-treated phthalocyanine pigment 1.

[0449] (3) Preparation of Blue Composition B1

[0450] 12.83 parts by mass of the colorant dispersion liquid of the lake colorant 1, 17.13 parts by mass of the colorant dispersion liquid of the basic-treated phthalocyanine pigment 1, 38.67 parts by mass of the photosensitive binder component CR-2 of Preparation Example 2, 0.03 parts by mass of a fluorine-based surfactant (MEGAFAC F559, manufactured by DIC Corporation), and 31.34 parts by mass of PGMEA were mixed to obtain Blue Composition B1.

[0451] (Production Example CB1)

[0452] (1) Preparation of Colorant Dispersion Liquid of Basic-Treated Phthalocyanine Pigment 1

[0453] In the same manner as in Production Example B1, a colorant dispersion liquid of the basic-treated phthalocyanine pigment 1 was obtained.

[0454] (2) Preparation of Co-Dispersed Colorant Dispersion Liquid 1 of Basic-Treated Phthalocyanine Pigment 1 and Pigment Violet 23

[0455] 9 parts by mass of the basic-treated phthalocyanine pigment 1 of Synthesis Example 5, 1 part by mass of Pigment Violet 23 (manufactured by Sigma-Aldrich Japan), 16.7 parts by mass of the acidic dispersant A2 solution of Synthesis Example 7 (effective solid content: 5.0 parts by mass), 7.5 parts by mass of the alkali-soluble resin B solution of Synthesis Example 10 (effective solid content: 3.0 parts by mass), and 65.8 parts by mass of PGMEA were mixed, and using a paint shaker (manufactured by Asada Iron Works), pre-dispersion was carried out for 1 hour using 2 mm zirconia beads, and further, final dispersion was carried out for 6 hours using 0.1 mm zirconia beads to obtain co-dispersed colorant dispersion liquid 1.

[0456] (3) Preparation of Blue Composition CB1

[0457] 18.95 parts by mass of the colorant dispersion liquid of the above-mentioned alkali-treated phthalocyanine pigment 1, 117.49 parts by mass of the above-mentioned co-dispersed colorant dispersion liquid, 34.78 parts by mass of the photosensitive binder component CR-2 of Preparation Example 2, 0.03 parts by mass of a fluorine-based surfactant (MEGAFAC F559, manufactured by DIC Corporation), and 28.75 parts by mass of PGMEA were mixed to obtain a blue composition CB1.

[0458] (Production Example B2)

[0459] The blue composition B2 was obtained by mixing the blue composition B1 obtained in Production Example B1 and the blue composition CB1 obtained in Comparative Production Example 1 at 50:50 (mass ratio).

[0460] (Production Example B3)

[0461] The blue composition B3 was obtained by mixing the blue composition B1 obtained in Production Example B1 and the blue composition CB1 obtained in Comparative Production Example 1 at 35:65 (mass ratio).

[0462] (Production Example B4)

[0463] The blue composition B4 was obtained by mixing the blue composition B1 obtained in Production Example B1 and the blue composition CB1 obtained in Comparative Production Example 1 at 30:70 (mass ratio).

[0464] (Production Example B5)

[0465] 23.06 parts by mass of the colorant dispersion liquid of the lake pigment 1 prepared in the same manner as in Production Example B1, 42.81 parts by mass of the photosensitive binder component CR-2 of Preparation Example 2, 0.03 parts by mass of a fluorine-based surfactant (MEGAFAC F559, manufactured by DIC Corporation), and 34.10 parts by mass of PGMEA were mixed to obtain a blue composition B5.

[0466] (Production Example CB2)

[0467] (1) Preparation of the colorant dispersion liquid of the alkali-treated phthalocyanine pigment 1

[0468] In the same manner as in Production Example B1, a colorant dispersion liquid of the alkali-treated phthalocyanine pigment 1 was obtained.

[0469] (2) Preparation of the co-dispersed colorant dispersion liquid 2 of the alkali-treated phthalocyanine pigment 1 and Pigment Violet 23

[0470] Except that in the preparation of the co-dispersed pigment dispersion liquid 1 of Production Example CB1, the basic-treated phthalocyanine pigment 1 of Synthesis Example 5 was changed to 8 parts by mass and the Pigment Violet 23 (manufactured by Sigma-Aldrich Japan) was changed to 2 parts by mass, the co-dispersed pigment dispersion liquid 2 was obtained in the same manner as the co-dispersed pigment dispersion liquid 1.

[0471] (3) Manufacture of the blue composition CB2

[0472] 7.64 parts by mass of the pigment dispersion liquid of the above basic-treated phthalocyanine pigment 1, 17.42 parts by mass of the above co-dispersed pigment dispersion liquid 2, 41.61 parts by mass of the photosensitive binder component CR-2 of Preparation Example 2, 0.03 parts by mass of a fluorine-based surfactant (MEGAFAC F559, manufactured by DIC Corporation), and 33.30 parts by mass of PGMEA were mixed to obtain the blue composition CB2.

[0473] (Production Example R1)

[0474] (1) Preparation of the pigment dispersion liquid R254

[0475] 12.4 parts by mass of a pigment (C.I. Pigment Red 254), 16.2 parts by mass of a PGMEA solution (solid content 40%) of the basic block copolymer 1 obtained in Preparation Example 4 as a dispersant, 0.7 parts by mass of a Y138 sulfonic acid derivative, 9.8 parts by mass of the alkali-soluble resin A solution obtained in Preparation Example 1, 61.0 parts by mass of PGMEA, and 100 parts by mass of zirconia beads with a particle size of 2.0 mm were placed in a mayonnaise bottle and shaken for 1 hour using a paint shaker (manufactured by Asada Iron Works Co., Ltd.) as pre-crushing, then the zirconia beads with a particle size of 2.0 mm were taken out, and 200 parts by mass of zirconia beads with a particle size of 0.1 mm were added. Similarly, dispersion was carried out for 8 hours using a paint shaker as formal crushing to obtain the pigment dispersion liquid R254.

[0476] (2) Preparation of the pigment dispersion liquid R177

[0477] Except that in the preparation of the pigment dispersion liquid R254, C.I. Pigment Red 177 was used instead of C.I. Pigment Red 254 as the pigment, the pigment dispersion liquid R177 was obtained in the same manner as the preparation of the pigment dispersion liquid R254.

[0478] (3) Manufacture of the red composition R1

[0479] Add 2.77 parts by mass of pigment dispersion liquid R254, 19.89 parts by mass of pigment dispersion liquid R177, 31.69 parts by mass of the above photosensitive binder component CR-3, 0.03 parts by mass of a fluorine-based surfactant (MEGAFAC F559, manufactured by DIC Corporation), 0.34 parts by mass of a silane coupling agent (KBM503, manufactured by Shin-Etsu Silicones), and 45.27 parts by mass of PGMEA to obtain red composition R1.

[0480] (Production Example R2)

[0481] (1) Preparation of Pigment Dispersion Liquid R254

[0482] Obtain pigment dispersion liquid R254 in the same manner as the preparation of pigment dispersion liquid R254 in Production Example R1.

[0483] (2) Preparation of Pigment Dispersion Liquid R202

[0484] Except that in the preparation of pigment dispersion liquid R254, C.I. Pigment Red 202 is used instead of C.I. Pigment Red 254 as the pigment, obtain pigment dispersion liquid R202 in the same manner as the preparation of pigment dispersion liquid R254.

[0485] (3) Production of Red Composition R2

[0486] Add 3.86 parts by mass of pigment dispersion liquid R254, 9.55 parts by mass of pigment dispersion liquid R202, 36.14 parts by mass of the above photosensitive binder component CR-3, 0.03 parts by mass of a fluorine-based surfactant (MEGAFAC F559, manufactured by DIC Corporation), 0.34 parts by mass of a silane coupling agent (KBM503, manufactured by Shin-Etsu Silicones), and 50.08 parts by mass of PGMEA to obtain red composition R2.

[0487] (Production Example R3)

[0488] (1) Preparation of Pigment Dispersion Liquid R291

[0489] Except that in the preparation of the above pigment dispersion liquid R254, C.I. Pigment Red 291 is used instead of C.I. Pigment Red 254 as the pigment, obtain pigment dispersion liquid R291 in the same manner as the preparation of pigment dispersion liquid R254.

[0490] (2) Preparation of Pigment Dispersion Liquid R202

[0491] Obtain pigment dispersion liquid R202 in the same manner as the preparation of pigment dispersion liquid R202 in Production Example R2.

[0492] (3) Manufacture of Red Composition R3

[0493] 3.82 parts by mass of colorant dispersion liquid R291, 9.28 parts by mass of colorant dispersion liquid R202, 36.48 parts by mass of the above photosensitive binder component CR-3, 0.03 parts by mass of a fluorine-based surfactant (MEGAFAC F559, manufactured by DIC Corporation), 0.34 parts by mass of a silane coupling agent (KBM503, manufactured by Shin-Etsu Silicones), and 50.04 parts by mass of PGMEA were added to obtain Red Composition R3.

[0494] (Example 1)

[0495] (Example 1-1: Forming a color filter substrate in the order of red → green → blue)

[0496] A curable resin composition for a black matrix was prepared in the same manner as in Example 1 of Patent No. 4833777, and a black matrix (10 μm wide) was formed on a glass substrate with a thickness of 0.7 mm ("NA35" manufactured by NH TECHNO GLASS Co., Ltd.) in the same manner as in paragraph 0085 of Patent No. 4833777. Using a spin coater, the red composition R1 was coated so that the film thickness after post-baking reached 2.3 μm.

[0497] Thereafter, it was heated and dried on a hot plate at 80°C for 3 minutes. Through a pattern photomask (chromium mask) equipped with a chromium mask having an opening size of 80 μm × 250 μm, using an ultra-high pressure mercury lamp, ultraviolet rays of 40 mJ / cm 2 were used for exposure, thereby forming a post-exposure coating film on the glass substrate. Then, a 0.05 wt% aqueous potassium hydroxide solution was used as a developer for spin development. After contacting the developer for 60 seconds, it was washed with pure water, thereby performing a development process to obtain a red coating film in the shape of an independent thin line pattern. It was post-baked in a clean oven at 230°C for 25 minutes, thereby forming a red coloring layer in the shape of an independent thin line pattern.

[0498] On the glass substrate on which the above red coloring layer was formed, the green composition G1 was used instead of the red composition R1, and using a spin coater, it was coated so that the film thickness after post-baking reached 2.3 μm. In the same manner as above, using a pattern photomask (chromium mask), an independent thin line pattern-shaped green coloring layer was obtained at a specified position different from the part where the red coloring layer was formed.

[0499] On the glass substrate formed with the above-mentioned red and green coloring layers, the blue composition B1 was used instead of the red composition R1, and a spin coater was used to coat the film so that the film thickness after post-baking reached 2.3 μm. In the same manner as above, using a pattern photomask (chromium mask), an independent thin line pattern-shaped blue coloring layer was obtained at a specified position different from the part where the red and green coloring layers were formed.

[0500] In this way, a color filter substrate formed with RGB three-color coloring layers was manufactured.

[0501] (Example 1-2: Forming a color filter substrate in the order of red → blue → green)

[0502] A color filter substrate was manufactured in the same manner as in Example 1-1, except that the formation order of the coloring layers was changed to red → blue → green.

[0503] (Examples 2 to 8, Comparative Examples 1 to 3)

[0504] Except that in Example 1, at least one of the red composition, green composition, and blue composition was changed as shown in Tables 1 and 2, in Examples 2-1 to 8-1 and Comparative Examples 1-1 to 3-1, a color filter substrate was manufactured in the order of red → green → blue, and in Examples 2-2 to 8-2 and Comparative Examples 1-2 to 3-2, a color filter substrate was manufactured in the order of red → blue → green in the same manner as in Example 1.

[0505] (Example 9, Comparative Examples 4 to 5)

[0506] Except that in Example 1, at least one of the red composition, green composition, and blue composition was changed as shown in Tables 3 and 4, in Example 9-1 and Comparative Examples 4-1 to 5-1, a color filter substrate was manufactured in the order of red → green → blue, and in Example 9-2 and Comparative Examples 4-2 to 5-2, a color filter substrate was manufactured in the order of red → blue → green in the same manner as in Example 1.

[0507] <Optical properties>

[0508] In each example of the examples and comparative examples, the obtained color filter substrate was used for optical property evaluation.

[0509] Using a spectroscopic property measuring device LCF (manufactured by Otsuka Electronics Co., Ltd.), spectroscopic measurements were performed on the central positions in the width direction (80 μm) of the red coloring layer, green coloring layer, and blue coloring layer, the chromaticity (x, y) and luminance (Y) of each color were calculated, and the whiteness and luminance were calculated using the measured values of each color.

[0510] The rising rate of white luminance (Y improvement rate) is calculated with the white luminance of the color filter substrate in Comparative Example 2 equivalent to the conventional color filter as the reference (100%).

[0511] Regarding the Y improvement rate of white luminance, a value of 103% or more is judged as ○, a value of 102.0% or more and less than 103% is judged as △, and a value less than 102.0% is judged as ×.

[0512] <Development residue evaluation>

[0513] (1) Evaluation of development residues on the red and green coloring layers when coating in the order of red → green → blue

[0514] Using a spin coater, coat the red composition with a thickness of 0.7 mm on a 100 mm × 100 mm glass substrate (manufactured by NH TECHNO GLASS Co., Ltd., “NA35”), and then use a hot plate to dry at 60°C for 3 minutes to form a coating layer with a thickness of 2.5 μm. Then, for the glass plate with the above coating layer, use a special mask to expose the opening 90 mm × 30 mm at a specified position, and then perform spray development for 60 seconds using a 0.05 mass% potassium hydroxide aqueous solution as the alkaline developer, and wash with ion-exchanged water. Thereafter, bake the substrate with the above red coloring layer at 230°C for 30 minutes.

[0515] On the substrate with the red coloring layer, coat the green composition using a spin coater. At a specified position different from the part with the red coloring layer, use a special mask to expose the opening 90 mm × 30 mm, and then perform spray development for 60 seconds using a 0.05 mass% potassium hydroxide aqueous solution as the alkaline developer, and wash with ion-exchanged water. At this stage, evaluate the residues on the red coloring layer. Thereafter, bake the substrate with the above red and green coloring layers at 230°C for 30 minutes.

[0516] On the substrate with the red and green coloring layers, coat the blue composition using a spin coater. At a specified position different from the part with the red and green coloring layers, use a special mask to expose the opening 90 mm × 30 mm, and then perform spray development for 60 seconds using a 0.05 mass% potassium hydroxide aqueous solution as the alkaline developer, and wash with ion-exchanged water. At this stage, evaluate the residues on the red and green coloring layers. Thereafter, bake the substrate with the red, green, and blue coloring layers at 230°C for 30 minutes.

[0517] The evaluation of the residue on each colored layer is carried out visually. After observing the monochromatic exposure part (90 mm×30 mm) of the glass substrate after forming the above-mentioned colored layer, it is wiped thoroughly with a lens cleaning cloth containing ethanol (manufactured by Toray Industries, Inc., trade name Toraysee MKClean Cloth), and the coloring degree of this lens cleaning cloth is observed visually.

[0518] (Development residue evaluation criteria)

[0519] A: No development residue is confirmed visually, and the lens cleaning cloth is not colored at all.

[0520] B: No development residue is confirmed visually, and slight coloring of the lens cleaning cloth is confirmed.

[0521] C: A little development residue is confirmed visually, and coloring of the lens cleaning cloth is confirmed.

[0522] (2) Evaluation of development residue on the red and blue colored layers when coated in the order of red→blue→green

[0523] When the formation order of the colored layer is changed to other than red→blue→green, the evaluation of the development residue on the red and blue colored layers is carried out in the same manner as in the above (1) for the red and green colored layers when coated in the order of red→green→blue.

[0524] [Table 1]

[0525]

[0526] [Table 2]

[0527]

[0528] [Table 3]

[0529]

[0530] [Table 4]

[0531]

[0532] [Summary of results]

[0533] In Comparative Examples 1 and 4, since the color filter substrate combination includes a green colored layer containing a zinc halide phthalocyanine pigment bonded with a substituent via an ether bond and a blue colored layer containing a blue phthalocyanine pigment and a purple pigment, development residue is likely to occur on the blue or green colored layer.

[0534] In Comparative Examples 2 and 5, since the color filter substrate combination includes a green colored layer containing a conventionally known green pigment and a blue colored layer containing a blue phthalocyanine pigment and a purple pigment, although development residue is not likely to occur, there is a brightness difference.

[0535] In Comparative Example 3, since the color filter substrate combination includes a green coloring layer containing a conventionally known green pigment and a blue coloring layer containing the above-mentioned specific lake pigment, although development residues are not easily generated, the brightness is poor.

[0536] In Examples 1 to 9, since the coloring layer is a color filter substrate combination including a green coloring layer containing a zinc halide phthalocyanine pigment bonded with a substituent via an ether bond and a blue coloring layer containing the above-mentioned specific lake pigment, it is clear that the generation of development residues on the blue coloring layer or the green coloring layer is suppressed.

[0537] In addition, the transmittance of the green coloring layer in which the zinc halide phthalocyanine pigment that suppresses blue development residues exists in a molecular state is improved, and the transmittance of the blue coloring layer containing the above-mentioned specific lake pigment that suppresses green development residues is also improved. Therefore, the white brightness of the entire color filter is also improved.

[0538] Explanation of reference numerals

[0539] 1: Substrate; 2: Light-shielding portion; 3: Coloring layer; 10: Color filter; 13a, 13b: Alignment film; 15: Liquid crystal layer; 20: Counter substrate; 25a, 25b: Polarizing plate; 30: Backlight; 40: Liquid crystal display device; 50: Organic protective layer; 60: Inorganic oxide film; 71: Transparent anode; 72: Hole injection layer; 73: Hole transport layer; 74: Light-emitting layer; 75: Electron injection layer; 76: Cathode; 80: Light-emitting body; 100: Light-emitting display device.

Claims

1. A color filter, comprising at least a substrate and a colored layer provided on the substrate, The colored layer includes: A green colored layer containing a zinc halide phthalocyanine pigment bonded with a substituent via an ether bond; and A blue colored layer containing at least one lake pigment selected from the pigments represented by the following general formula (1-1) and the pigments represented by the following general formula (1-2); In the general formula (1-1), A is an a-valent organic group in which the carbon atom directly bonded to N does not have a π bond, and the organic group represents an aliphatic hydrocarbon group having a saturated aliphatic hydrocarbon group at least at the end directly bonded to N, or an aromatic group having the aliphatic hydrocarbon group, and the organic group optionally contains 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 optionally having a substituent, or an aryl group optionally having a substituent, and R ii and R iii , R iv and R v optionally bond to form a ring structure; R vi and R vii each independently represents an alkyl group optionally having a substituent, an alkoxy group optionally having a substituent, a halogen atom, or a cyano group; Ar 1 represents a divalent aromatic group optionally having a substituent; when there are a plurality of R i ~R vii and Ar 1 each optionally are the same or different; a and c represent integers of 2 or more, b and d represent integers of 1 or more; e is 0 or 1, and when e is 0, there is no bond; f and g represent integers of 0 or more and 4 or less, and f + e and g + e are integers of 0 or more and 4 or less; when there are a plurality of e, f, and g, each optionally are the same or different, In the general formula (1-2), R I ~R VI each independently represents a hydrogen atom, an alkyl group optionally having a substituent, or an aryl group optionally having a substituent, and R I and R II , R III and R IV , R V and R VI optionally bond to form a ring structure; R VII and R VIIIeach independently represents an optionally substituted alkyl group, an optionally substituted alkoxy group, a halogen atom or a cyano group; Ar 2 represents a divalent aromatic heterocyclic group which may have a substituent, and when there are a plurality of R I ~R VIII and Ar 2 each may be the same or different; E m- represents an m-valent polyacid anion; m represents an integer of 2 or more; j is 0 or 1, and when j is 0, there is no bond; k and l represent integers of 0 or more and 4 or less, and k + j and l + j are integers of 0 or more and 4 or less; when there are a plurality of j, k and l, each may be the same or different.

2. The color filter according to claim 1, wherein, The zinc halide phthalocyanine colorant is a phthalocyanine compound represented by the following general formula (2); In general formula (2), X 1 ~X 16 each independently represents a hydrogen atom, a halogen atom, or -O-R D , R D represents a monovalent organic group; wherein, one or more of X 1 ~X 16 represent a halogen atom, and one or more of X 1 ~X 16 represent -O-R D .

3. The color filter according to claim 1 or 2, wherein, The colored layer further includes a red colored layer, and the red colored layer contains at least C.I. Pigment Red 202.

4. A display device, characterized in that, A color filter having the structure according to claim 1 or 2.

Images